Why choose a Mid-Century Modern Specialist as Your Agent?

Ellen Hilburg offers a unique vision of Mid-Century Modern Homes with  an unusual passion for the history, architecture and the designer/architects of the mid-century contemporary homes in the lower Hudson River region of New York.

Ellen will become your “personal shopper,” opting to show you the best listings as they pop up on the market. Remember, not all Mid-Century homes are the treasures you’d hope to expect. Some have been “updated” so much that the original beauty cannot be rediscovered. Others have become orphans of style in the midst of deteriorating or vastly changed locations. Ellen will pass on knowledge not only of period design, but of location, the state of repair/disrepair, and the value of your investment.

PROPERTIES

636 Zena Road, Woodstock, NY 12498 (MLS # 920440)

(all data current as of 10/11/2025)
Price $879,000
Beds 2
Baths 2.5 Baths
Home size 2,068 sqft
Lot Size 1.49 ac
Days on Market 4
Status Active
Every so often, a house comes along that feels less like real estate and more like a work of art, and this mid-century modern gem on Zena Road is exactly that. With its roots in the 1950's (though the tax rolls say 1970), the home was designed by one of the last abstract expressionists, and it shows: glass, stone, and iron frame a structure that feels both timeless and deeply of its era. The home features a rare "hypar" (hyperbolic paraboloid) roof, which is known for its distinctive curvature. Perched above the Sawkill Creek with nearly 300 feet of frontage, the creek becomes an integral part of every view and every room. Living here means living inside a moving landscape. From every angle, the home's high perch captures a rare perspective: a sweeping vista where water and woods become one. Set on 1.49 private acres, the 2-bedroom, 2.5-bathroom home spans 2,068 square feet. The main floor features an open concept kitchen and living area with cathedral ceilings, amplifying the play of light through the expansive windows. This area lives large, with a wood fireplace, separate breakfast nook and dining areas, and a lovely sun drenched window seat. In addition, a renovated powder room sits on this main floor, and there are multiple exits to the patios surrounding the home. Up the spiral staircase, the open loft area serves as an office space and perfect reading nook. The generously sized primary suite features a renovated bathroom and a private exit to the upper deck, marked with stylish brise-soleil. It also features a juliet balcony for a morning coffee or meditation. The second bedroom has its own private exit to the deck, allowing all occupants of the dwelling to enjoy proximity to the natural landscape. The second floor also features a fully renovated bathroom with an oversized standing shower. Step past the mature landscaping and discover a series of decks, balconies, and seating areas that offer distinct experiences with the forest and creek. Just outside the sliding glass doors, a stone patio hugs the side of the home, an ideal setting for grilling or enjoying meals outdoors. A spacious wooden deck stretches out over the water, offering a serene spot to take in the creek views. Nearby, a built-in ladder provides easy access down to the water for swimming and cooling off on warm days. Further up the lawn, Adirondack chairs circle a cozy firepit, perfect for relaxing under the stars. And then there's the location, set directly across from the Thorn Preserve, a pristine natural sanctuary to explore, with the rare promise of a forever-protected view. It's just 5 minutes to the heart of Woodstock's dining, shopping and live music scene. Beyond that, pick a direction. 15 minutes or less can bring you to top tier hiking, the Ashokan rail trail, or Kingston's big (medium) city conveniences. This is a one-of-a-kind Catskills home, where mid-century artistry meets nature's spectacle. A true retreat, a piece of history, and a rare chance to live inside the view.

Property Type(s): Single Family

Last Updated 10/8/2025 Tract n/a
Year Built 1970 Community n/a
Garage Spaces n/a County Ulster
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Anatole House LLC

(view all details for MLS #920440)

306 Meads Mountain Road, Woodstock, NY 12498 (MLS # 922675)

(all data current as of 10/11/2025)
Price $4,200,000
Beds 2
Baths 4 Baths
Home size 3,024 sqft
Lot Size 16.13 ac
Days on Market 5
Status Active
Swoop House is a residence with two great rooms, one of which was designed as a professional art studio. Designed by FT Architecture & Interiors, and inspired by the Diller Scofidio Slow House, the 5000 square feet span three levels. This singular residence is sited at the end of a long driveway on Overlook Mountain on 16 peaceful and private acres. This property provides you with both distant and intimate mountain views. It borders thousands of acres of pristine NY State land, while being located just five minutes from the village of Woodstock. Two non-parallel curved walls and sloping ceilings create a graceful series of shapes. The first story has a spacious two-story entry with a walk-in closet, and Brazilian cumaru wood flooring. There is great room with a 40-foot-long curved northern wall providing ample room for art displays, as well as a row of 10 large picture windows above - each of which frame views of the surrounding environment. The room is anchored by a wood burning fireplace with a 15-foot blanca perlino Italian marble hearth. Floor-to-ceiling windows face South, where glass doors lead to a walkway and a series of outdoor spaces. The gourmet kitchen boasts top of the line Bosch, and Wolf appliances and a built in Sub-Zero refrigerator, a stone countertop, and a butler's pantry with a sink and second refrigerator. The kitchen door leads out onto an expansive two story screened porch designed for dining and lounging, and the 40-foot outdoor deck, with black locust wood decking, where you can host dinner parties among the treetops. Adjacent to the kitchen is an office, and an adjoining full bath. Two well appointed bedroom suites are located on either end of the residence for privacy. The first floor bedroom suite has high ceilings, a walk-in closet, and large windows. A private entrance opens out onto one of several native bluestone patios, surrounded by perennial gardens with a hot tub. Its spacious bathroom has a dressing area and an oversized Brazilian stone shower where it is easy to imagine yourself under a waterfall. Leading to the primary bedroom suite, an open staircase provides views of the great room and outdoors from above. At the top of the stairs there is access to a south facing balcony. Here you can soak up sunshine and views year round while staying protected from the elements. The primary bedroom suite has two walls of floor to ceiling windows, a walk-in closet, and ensuite bathroom with a shower, a travertine marble countertop, and walk-through room for a jetted tub. From here one can step outdoors onto a serene sleeping porch on a loft within the two-story screened porch. Access to the second great room is provided from inside the house, as well as from outside at ground level, via a set of double glass doors and its own dedicated driveway. This space, now in use as a painting studio offers 2000 square feet, with 18-foot ceilings, a 40-foot display wall, oak flooring and radiant heat. Large windows, with custom sun-blocking shades, provide gorgeous natural light. There are also tracks for lighting, and a double utility sink in the kitchenette. Its adjoining media room is a place where you can take a break, repose, listen to music, have meetings, workout, and refresh in the full bathroom with a steam shower. It too has a private entrance that opens to a bluestone patio. There is a laundry room with linen storage, and a 300 square foot storage space. The studio and media spaces would also make an impressive addition to the residence as a family room or an alternative private bedroom suite. The outdoor spaces where you can enjoy the mountain and gardens are perfect for finding solitude or for entertaining. Swoop House is within 10 minutes to The Bearsville Theater, Woodstock's renowned restaurants, music venues, art galleries, shops, and farmer's market. It is 20 minutesto Kingston, 30 minutes to Rhinebeck and under two hours to NYC.

Property Type(s): Single Family

Last Updated 10/8/2025 Tract n/a
Year Built 2008 Community n/a
Garage Spaces n/a County Ulster
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Halter Associates Realty Inc

(view all details for MLS #922675)

182 Mills Road, North Salem, NY 10560 (MLS # 822325)

(all data current as of 10/11/2025)
Price $2,295,000
Beds 3
Baths 3.5 Baths
Home size 3,650 sqft
Lot Size 1.20 ac
Days on Market 41
Status Active
Welcome to the wonder of North Salem. This extraordinary residence is where postmodern boldness meets mid-century serenity, completely reimagined in 2025. This chic home was fully rebuilt down to the studs. Set on 1.5 private acres"”with two bonus acres of preserved land along the Titicus Reservoir"”the home offers privacy, nature, and water views that unfold in every direction. Driving up, the architecture makes an immediate impression"”bold yet serene, masculine yet refined. Step inside and soaring ceilings, white oak plank floors, and floor-to-ceiling windows frame the ever-changing drama of the reservoir. In the expansive open-concept living room, a fireplace serves as the focal design point, wrapped in custom wood detailing that adds warmth and intimacy to the home's grand scale. The heart of the residence is its exquisite, oversized kitchen, a showpiece for entertaining. With marble countertops, top-tier professional appliances, and generous prep and storage space, it is equal parts functional and stunning"”perfect for hosting friends or savoring quiet mornings with a view. On the main level, the luxury primary suite feels like a retreat unto itself, complete with breathtaking reservoir vistas. A guest suite with en suite bath and a den/study complete the floor, offering comfort and flexibility. The walk-out lower level is designed for gathering. A large entertaining room with wet bar creates the perfect hub for celebrations and game nights. There is also an additional bedroom, full bath, and laundry, as well as a spacious, light-filled bonus room with windows that frame nature and water views"”ideal for a gym, studio, or creative space. Just beyond, the covered porch extends the living outdoors, offering a shaded retreat no matter the season. Imagine fall afternoons watching football with friends, a glass of wine in hand, or quiet evenings surrounded by the sounds of nature"”all while protected from the elements. Here, every season feels magical. Spring blossoms mirror across the water, autumn foliage blazes in reflection, winter snow turns the landscape into a private snow globe, and summer unfolds with barbecues and long evenings on the expansive Trex deck. A lush green lawn invites games and picnics, while a wooded private path leads down to the reservoir's edge, where a fire pit and stargazing await. An approved pool permit transfers with the property, offering the chance to craft a resort-like oasis. And beyond the acreage, North Salem's celebrated backroads, farms, and restaurants are just moments away. Vacation living, 365 days a year. Whether as a weekend escape or full-time residence, this is a home designed to inspire, impress, and restore.

Property Type(s): Single Family

Last Updated 10/8/2025 Tract n/a
Year Built 1968 Community n/a
Garage Spaces 2.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Compass Greater NY, LLC

(view all details for MLS #822325)

27 Hardscrabble Road, Briarcliff Manor, NY 10510 (MLS # 921875)

(all data current as of 10/11/2025)
Price $1,200,000
Beds 4
Baths 2.5 Baths
Home size 2,870 sqft
Lot Size 1.24 ac
Days on Market 5
Status Active
Presenting a complete interior and exterior renovation in design and construction showcasing contemporary bathrooms and an eat in kitchen with open concept living spaces! BONUS- additional building lot included in sale with separate driveway entrance! An architectural masterpiece in design, curb appeal and privacy for entertaining is showcased by this stunning fully renovated home featuring modern luxury at every turn. Total acreage of combined lots is 1.24. The open-concept contemporary kitchen is a chef's dream, complete with a spacious island perfect for entertaining and daily living. Open to the kitchen is a dining area sunlit with oversized windows and sliding glass doors that fold open, as well as a lounge area with fireplace. Choose your selection of appliances to be installed by the seller. The interiors boast all-new bathrooms adorned with designer tile, and contemporary floating vanities meticulously crafted to create a spa-like retreat. You're welcomed into the freshly remodeled home through an oversized imported all glass privacy door. In addition, there are 2 glass wall slider petitions that open to the outside front patio as well as the rear private patio. Outside, enjoy a private, serene setting that offers the perfect oasis for relaxation and outdoor gatherings. Private patios both in the front of the home as well as the back with gazebo offer an expanded feeling of bringing the exterior into the living spaces. Featuring four spacious bedrooms, this residence offers an open-concept living area that seamlessly combines modern design with functionality. This move-in-ready home combines stylish design, top-quality finishes, and privacy"”an exceptional opportunity for modern living. Top notch design and finishes all around- the style of this home invites the outdoors in!

Property Type(s): Single Family

Last Updated 10/8/2025 Tract n/a
Year Built 1935 Community n/a
Garage Spaces n/a County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Coldwell Banker Realty

(view all details for MLS #921875)

16 Gorge Lane, Pound Ridge, NY 10576 (MLS # 885093)

(all data current as of 10/11/2025)
Price $3,175,000
Beds 4
Baths 5 Baths
Home size 4,712 sqft
Lot Size 4.78 ac
Days on Market 90
Status Active
Welcome to "The Tea House" a one-of-a-kind architectural sanctuary perched above Gorge Lake in Pound Ridge, where timeless craftsmanship and natural beauty converge in perfect harmony. Rebuilt in 1997 with inspiration drawn from the classic Japanese Tea House, this remarkable estate spans 4.79 acres of private, lakefront land bordered by the protected 738-acre Mianus River Gorge. Expertly landscaped, the property is a showcase of organic design, dramatic stonework, rare specimen plantings, waterfalls, and tranquil Japanese gardens. The 4,712 sq. ft. main residence unfolds across three levels and offers four bedrooms and five bathrooms. The entry level opens to a peaceful suite featuring antique handcrafted doors, a fireplace, terrace access, and a luxurious bath with radiant-heated glass tile floors, sauna, and a shared shower connecting to a second full bath and the pool deck. Stairs and an elevator lead to the second level, where a dramatic living room awaits with soaring beamed ceilings, a stunning fireplace, and walls of glass framing seasonal lake and woodland views. The kitchen, open to the living and dining areas, features custom quilted maple cabinetry, granite countertops, and a breakfast bar. French doors on either side of the living and dining rooms extend to a spacious Ipe deck and a fully equipped outdoor Viking kitchen, perfect for seamless indoor-outdoor entertaining. This level also includes another bedroom with a full ensuite bath and private balcony overlooking the heated pool and spa, both managed by an advanced Aqualink system. Every inch of the home is thoughtfully designed to bring the outdoors in while maintaining a sense of peace and privacy. In addition to the main residence, the estate includes two separate guest dwellings. A 1,200 sq. ft. two-level guesthouse features one bedroom, one and a half bathrooms, a full kitchen with Miele appliances, and a private driveway "” ideal for hosting in style. A second guest suite, located above the three-car carport, includes a living room and full bath, while a private office space below offers a separate work environment complete with a walk-in wine fridge and half bath. Additional features include a detached three-car garage with an air-conditioned upper level, an elevator servicing all main levels, three backup generators, radiant and hydro-air heat with over 10 zones, a Lutron lighting system, and central air conditioning and vacuum. With multiple Ipe decks, gas-fired spa and pool, landscape lighting, and lake access including a small private island, the property offers both serenity and sophistication. Rarely does a home offer such a blend of architectural integrity, modern convenience, and emotional impact. "The Tea House" has served as a personal sanctuary "” now ready to be passed on to its next discerning steward. Note additional out buildings bedrooms/baths and square footage: Cottage = 1 Bdrm 1.5 bath 570sqft Carport = Studio + Separate office 1.5 bath 1136sqft

Property Type(s): Single Family

Last Updated 10/2/2025 Tract n/a
Year Built 1997 Community n/a
Garage Spaces 3.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Julia B Fee Sothebys Int. Rlty

(view all details for MLS #885093)

29 Western Drive, Ardsley, NY 10502 (MLS # 888300)

(all data current as of 10/11/2025)
Price $750,000
Beds 3
Baths 2 Baths
Home size 1,536 sqft
Lot Size 12,633 sqft
Days on Market 19
Status Active
This open midcentury ranch in the Ardsley school district offers easy, flexible living with an updated kitchen, open-concept living and dining, and three bedrooms all on one level including a primary suite. A versatile bonus room functions perfectly as a home office, den, or guest space "”making the home live like a four-bedroom. Enjoy a spacious, flat backyard ideal for play or entertaining, plus a cozy front porch made for morning coffee. Conveniently located near everything Ardsley has to offer.

Property Type(s): Single Family

Last Updated 9/23/2025 Tract n/a
Year Built 1955 Community n/a
Garage Spaces 1.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Compass Greater NY, LLC

(view all details for MLS #888300)

22 Peters Lane, Pound Ridge, NY 10576 (MLS # 915480)

(all data current as of 10/11/2025)
Price $1,199,900
Beds 5
Baths 3.5 Baths
Home size 3,603 sqft
Lot Size 2.23 ac
Days on Market 19
Status Active
Nestled in sought-after Pound Ridge, this exceptional 5BR/3.5BTH residence offers an extraordinary blend of sophisticated living and natural tranquility. Spanning over 3,600 sq ft, this home presents an ideal sanctuary for discerning buyers seeking both luxury and comfort in one of Westchester's most coveted locations. Upon entering, you are immediately struck by the dramatic architectural elements that define the home's character. Soaring sky-high ceilings create a sense of space and grandeur, while exposed wood beams add warmth and rustic elegance throughout the interior. The thoughtfully designed floor plan maximizes both functionality and flow, accommodating the needs of modern life while maintaining distinct spaces for relaxation and entertainment. Five generously sized bedrooms provide ample accommodation offering comfortable sleeping quarters and tons of natural light. The primary bedroom serves as a true retreat, featuring the tastefully renovated ensuite bathroom (2025) that showcases high-end materials and modern amenities. Three and a half bathrooms throughout the home ensure convenience and privacy for all occupants, with each space thoughtfully appointed. The additional half bathroom provides practical functionality for entertaining and daily use, conveniently located off of the mudroom. The heart of the home encompasses inviting living spaces that seamlessly blend comfort with style. Whether hosting intimate gatherings or large celebrations, the open and airy layout accommodates various entertainment needs while maintaining a sense of warmth and intimacy. The exposed beam details and soaring ceilings create architectural character that distinguishes this property from typical suburban offerings. Boasting nearly 2.25 acres, the outdoor space extends the home's living area seamlessly into the natural environment which provide the canvas for year-round outdoor living experiences. While tucked away on a quite cul-de-sac, the location still offers an enviable combination of small-town charm and NYC accessibility. Just one mile from the charming Pound Ridge Village, residents can explore local shops, restaurants, and tons of community events. Nature enthusiasts will appreciate the proximity to De La Torre Preserve, offering hiking trails, wildlife observation and peaceful spaces for outdoor recreation. New Canaan Metro North located just a short 12 minute drive makes your NYC commute easy, with just a 68 minute express train to Grand Central Station. First time on the market in over 25 years, this truly stunning home is just waiting for its new owners!

Property Type(s): Single Family

Last Updated 9/23/2025 Tract n/a
Year Built 1973 Community n/a
Garage Spaces 2.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Howard Hanna Rand Realty

(view all details for MLS #915480)

67 Banksville Road, Armonk, NY 10504 (MLS # 912711)

(all data current as of 10/11/2025)
Price $2,250,000
Beds 3
Baths 3.5 Baths
Home size 4,012 sqft
Lot Size 2.24 ac
Days on Market 26
Status Active
Celebrate the Architectural Brilliance of Roy Johnson's "Bird House" Sited gracefully above the waters of Gifford Pond, the "Bird House" by noted architect Roy Johnson is a breathtaking testament to the art of living with nature. With bold yet subtle design choices, Johnson invites you into a world where architecture and landscape exist in perfect harmony. From the moment you arrive via the circular courtyard, anticipation builds. The front entrance offers a direct line of sight through the home"”pulling your gaze effortlessly to the expansive rear grounds, where a sweeping lawn unfolds toward the water's edge. Here, serenity reigns: a stunning gunite pool, curated gardens, and rare specimen trees paint a tranquil tableau. Johnson's signature style shines throughout. Unconventional roof lines soar, crowning walls of glass. These bold elements enclose voluminous, light-filled interiors that breathe with openness and calm. At the heart of the home, a dramatic living room with cathedral ceilings blurs the boundary between inside and out, capturing both sky and water in every view. The main level is designed for ease and elegance. A luxurious primary suite offers privacy and comfort, while the opposite wing houses a formal dining room, cozy media room with fireplace, chefs eat-in kitchen, office and a full bath. Upstairs, two additional bedrooms and a loft overlook the sun drenched living space below, offering elevated views and a sense of peaceful retreat. Every detail in the Bird House was conceived with intention. This is not just a home"”it's a sanctuary. Peaceful. Organic. Elegant. Welcome to the Bird House. Welcome home.

Property Type(s): Single Family

Last Updated 9/18/2025 Tract n/a
Year Built 1972 Community n/a
Garage Spaces 2.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Houlihan Lawrence Inc.

(view all details for MLS #912711)

529 Route 9D, Garrison, NY 10524 (MLS # 909758)

(all data current as of 10/11/2025)
Price $2,195,000
Beds 3
Baths 2.5 Baths
Home size 2,392 sqft
Lot Size 1.61 ac
Days on Market 24
Status Active
Welcome to this Hudson River view home that blends thoughtful design with exceptional quality. Scandinavian in inspiration, it balances form, function, and understated elegance. Warm natural finishes, and expansive glass walls create a residence that is both practical and beautiful. The open kitchen, dining, and living area are all oriented toward the river. Douglas fir custom cabinetry, ash wood floors, and a floating concrete fireplace underscore the simplicity and strength of the design. Upstairs, the primary suite includes a private dressing area, while two additional bedrooms all share the river view. A striking floating staircase connects all three levels, always keeping the Hudson River in view. The full-length deck extends the living space outdoors, while the lower level opens to a screened three-season porch. Terraced gardens with flowers and fruit trees shape the landscape, with ample room for a pool if desired. Just 70 minutes by train along the Hudson River, this home offers flexibility as a full-time residence or a weekend retreat close to hiking, dining, and the historic Village of Cold Spring.

Property Type(s): Single Family

Last Updated 9/18/2025 Tract n/a
Year Built 1963 Community n/a
Garage Spaces n/a County Putnam
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Houlihan Lawrence Inc.

(view all details for MLS #909758)

We're sorry, but we couldn't find MLS # 908470 in our database. This property may be a new listing or possibly taken off the market. Please check back again.

We're sorry, but we couldn't find MLS # 840607 in our database. This property may be a new listing or possibly taken off the market. Please check back again.

30 Half Moon Lane, Irvington, NY 10533 (MLS # 834972)

(all data current as of 10/11/2025)
Price $4,000,000
Beds 6
Baths 5.5 Baths
Home size 5,243 sqft
Lot Size 1.20 ac
Days on Market 198
Status Active
MODERN, TURN-KEY LUXURY LIVING ON THE HUDSON & STEPS TO ALL! This Hudson River stunner is truly a unicorn. Imagine starting your day with breathtaking, unobstructed panoramic views and ending the day with dazzling Hudson sunsets. This rare modern masterpiece sits on 1.2 acres of expansive, park-like level grounds, in the heart of the village of Irvington, steps from the Ardsley-on-Hudson Train Station (under 40 minutes into Grand Central along the Hudson), 5-Star Restaurants, the Farmers' Market, Matthiessen Park, the Old Croton Aqueduct, all four Irvington schools, three coffee shops, and more. 30 Half Moon was thoughtfully redesigned with a seamless blend of sophistication and tranquility. Featuring walls of glass that blur the lines between indoors and out, this home immerses you in nature's beauty from every angle. This 6 bedroom, 5.5 bath, 5,243 sf home offers effortless living with its sun-drenched open-concept layout, soaring ceilings, multiple skylights, and expansive outdoor entertainment spaces. Custom finishes include-triple-pane windows and doors"”soundproof, energy-efficient, and designed to enhance natural light, 5" maple flooring with radiant heat throughout the entire home, smart home technology"”climate control, motorized shades, multi-zone heating & cooling, remote-controlled skylight shades, 19 irrigation zones, a new high-efficiency boiler, and whole house generator. Entertaining is a dream inside and out. The kitchen is a culinary enthusiast's delight, designed for both function and flair featuring-chunky quartzite countertops and custom millwork, top-of-the-line appliances: Sub-Zero refrigerator, two Thermador ovens, a warming draw, 6-burner stove, wine fridge and two dishwashers. Take the party outdoors with seamless indoor-outdoor flow for effortless entertaining to a sprawling Ipe deck with custom railing system, a sunken gas fire-pit surrounded by bluestone, and a fully equipped outdoor kitchen featuring a DCS gas grill, hood exhaust, heaters, fans, and integrated speakers. The backyard is an absolute paradise, fully deer fenced for your furry friends' enjoyment, featuring a playground and raised bed garden for those gardening enthusiasts! In addition to the kitchen, living room, family room, flex room (currently used as a homework room), mudroom, and 2-car garage: the main living space also offers two separate bedroom wings; one set of two bedrooms with ensuite bathrooms (one that is wheelchair accessible) perfect for in-laws, au pairs, nannies or as office space. The other wing provides two additional bedrooms and a hall bath. The lavish primary sanctuary on the second floor is a showstopper with direct Hudson River views and a private balcony to enjoy your coffee or a glass of wine gazing at the sunsets. Additional features include-a gas fireplace with custom stone cladding and mahogany accents, two custom walk-in closets, and a spa-like ensuite bath with soaking tub and oversized shower. There is also a versatile second bedroom/office/nursery with ensuite bath on the second floor. This high-tech modern oasis offers an unparalleled lifestyle on the Hudson in the heart of the Rivertowns. Watch bald eagles soar over the Hudson, and Piermont disappear in mist. This is a rare opportunity to own a breathtaking waterfront retreat"”schedule your private tour today!

Property Type(s): Single Family

Last Updated 9/10/2025 Tract n/a
Year Built 1958 Community n/a
Garage Spaces 2.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Compass Greater NY, LLC

(view all details for MLS #834972)

241 W Mt Airy Road, Croton-on-Hudson, NY 10520 (MLS # 908606)

(all data current as of 10/11/2025)
Price $1,050,000
Beds 4
Baths 2 Baths
Home size 2,216 sqft
Lot Size 2.30 ac
Days on Market 34
Status Active
Welcome home to a true Mount Airy gem in the award winning Croton-Harmon school district-this elegant 1930-built home, nestled on 2.3 acres of serene privacy, delivers timeless character paired with modern luxury. Inside, vaulted ceilings, skylights, a dramatic stone fireplace, and a custom library wall set a warm yet refined tone. Culinary enthusiasts will delight in the upgraded kitchen with granite counters, stainless appliances, wine cooler, and heated tile floor. The primary suite is a sanctuary of its own, complete with a stone fireplace and a bespoke, spa-like bath. Outside, unwind beside the inviting in-ground pool and pool house, all framed by lush landscaping. With a whole-house generator, advanced security system, and proximity to the Croton-Harmon station, this is an extraordinary retreat where comfort, elegance, and lifestyle converge.

Property Type(s): Single Family

Last Updated 9/8/2025 Tract n/a
Year Built 1930 Community n/a
Garage Spaces 2.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Nestedge Realty

(view all details for MLS #908606)

28 McLain Street, Bedford Corners, NY 10549 (MLS # 909029)

(all data current as of 10/11/2025)
Price $2,850,000
Beds 5
Baths 5.5 Baths
Home size 5,951 sqft
Lot Size 2.09 ac
Days on Market 34
Status Active
Welcome to 28 McLain, Bedford Corners NY - a modern villa set on over two acres of private , level land at the end of a serene cul de sac. Prestigious Bedford Corners community presents an exceptional lifestyle with access to renowned public and private schools, curated boutique shopping and a vibrant culinary scene unlike any other. Designed for both grand entertaining and intimate gatherings, this modern villa offers a seamless flow of open living spaces defined by soaring ceilings, walls of glass, and an effortless indoor-outdoor connection. Sun-drenched interiors create a vibrant yet sophisticated ambiance, while multiple lounge areas, a gourmet chef's kitchen and expansive terraces set the stage for unforgettable entertaining. Exquisite bedroom suites showcase soaring floor-to-ceiling windows, indulgent spa-like private baths and spacious walk in closets designed for the most discerning lifestyle. Every detail is curated to balance elegance with comfort, making the home equally suited for lively celebrations and serene everyday living. Creating an air tight thermal envelop around a home keeps the home high-performing and energy efficient. By paying close attention to ventilation and the flows of air, heat and moisture, this construction will keep the home free from mold, toxins and allergens. Conveniently just minutes from downtown Mt Kisco and Bedford Village, with its charming shops and restaurants, and offering an easy commute to New York City.

Property Type(s): Single Family

Last Updated 9/8/2025 Tract n/a
Year Built 2025 Community n/a
Garage Spaces 3.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Houlihan Lawrence Inc.

(view all details for MLS #909029)

25 Col Sheldon Lane, Pound Ridge, NY 10576 (MLS # 897852)

(all data current as of 10/11/2025)
Price $5,900,000
Beds 6
Baths 7.5 Baths
Home size 10,000 sqft
Lot Size 11.73 ac
Days on Market 34
Status Active
A MODERN MASTERPIECE - Impressive and dramatic with soaring ceilings, phenomenal light and artistic angles. Impeccably appointed 10,000 square feet with beautifully proportioned rooms"”perfect for entertaining on the grand scale. Incredible Atrium Entry. Stunning Living Room with herringbone oak floor, massive stone-faced fireplace and tiger maple built-in with wet bar. Library with Fireplace. Dining Room with dramatic curved wall. Poggenpohl gourmet Kitchen with Sitting Area with fireplace. Private Primary and Guest Suites. Four additional Bedroom Suites. Playroom. Billiard Room. Nearly twelve acres, on two parcels, in one of Pound Ridge's established estate areas. Incredible landscaping with dramatic rock outcroppings and exquisite plantings--majestic Oak, Kousa Dogwoods, Weeping Cherry, Sugar Maple, Plum, Blue Cedar, Crabapple, Burning Bush and Viburnum. Wrap-around terraces and decks overlook the Pool and Tennis Court. Spectacular architect-designed Pool House for the ultimate entertaining experience.

Property Type(s): Single Family

Last Updated 9/22/2025 Tract n/a
Year Built 1990 Community n/a
Garage Spaces 2.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Ginnel Real Estate

(view all details for MLS #897852)

4 Sarah Court, Rhinebeck, NY 12572 (MLS # 906583)

(all data current as of 10/11/2025)
Price $1,689,000
Beds 3
Baths 3 Baths
Home size 3,200 sqft
Lot Size 3.00 ac
Days on Market 44
Status Active
A stunning and private contemporary new build on 3 acres just minutes to Rhinebeck and Red Hook village. The main floor living space is light filled with 28ft soaring ceilings and the home has radiant concrete floors. The open kitchen is streamlined with a 36" five-burner gas cooktop, a large center island clad in white oak and gorgeous black granite countertops. The two spacious bedrooms on the main floor feature big picture windows with views looking out over the property, and you'll find large closets in each. The primary is ensuite with a double vanity & a large tiled shower. The walkout lower level has a large mudroom with gorgeous custom-built white oak floor-to-ceiling cabinetry, the home has loads of storage. You'll also find a living/media room, a third bedroom and a stunning full bath with a soaking tub. The top floor of the home is a fun and flexible open space with a vaulted ceiling that looks down over the main living area. Perfect as a playroom, extra sleeping quarters, an office, studio, etc"” possibilities abound. Outside, a large deck overlooks the lawn, and you'll find an outdoor shower. The exterior is clad in beautiful tongue and groove cedar with a unique cantilever design, and the home boasts high efficiency mechanicals, AC and a new metal roof. This new build is in Red Hook School District and sits in the heart of the Hudson Valley on a lovely, quiet and peaceful road, perfect for weekend or full time use. Just 2h north of NYC but a world away.

Property Type(s): Single Family

Last Updated 8/29/2025 Tract n/a
Year Built 2024 Community n/a
Garage Spaces n/a County Dutchess
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Four Seasons Sothebys Intl

(view all details for MLS #906583)

905 Route 9W S, Nyack, NY 10960 (MLS # 902915)

(all data current as of 10/11/2025)
Price $899,000
Beds 3
Baths 2.5 Baths
Home size 1,858 sqft
Lot Size 41,818 sqft
Days on Market 41
Status Active
Iconic Mid-Century Modern tri-level Techbuilt home, constructed in redwood and glass, and privately tucked away on a sloping wooded acre with direct access to the Old Erie Rail trail and just 15 miles from NYC. Vaulted ceilings and exposed beams, create open sunny spaces with glass walls, multiple decks and oversized sliders that bring the outdoors right in. Bask deeply in nature among the canopies of mature trees, and take in the seasonal Hudson River views. Intentionally designed "upside down", with the bedrooms below the main living areas, to best capture views and maximize privacy. Enter on the main level with a circular floor plan of kitchen, dining room, and living room, anchored by a brick wood-burning fireplace to cozy up to during the winter months. A half bath plus a versatile office or guest room, are also on this main level. The stairway down to the second level leads you to 3 bedrooms, & 2 full baths, including a primary suite with it's own private deck, walk-in closet, and en suite bath. Everyone wakes up to wooded views from all the bedrooms. Walk past a back laundry area and down to a finished ample walkout lower level for added practical extra space for recreation or storage. 2- car carport to protect from the elements. You'll enjoy both privacy and easy access to Nyack and Piermont Villages. A great opportunity to own a vintage modern architectural gem just minutes from NYC, where classic design meets modern convenience in a truly serene setting. Note: This property is adjacent to and currently owned together with 903 Route 9W S (MLS # 907046) a vacant parcel that can be sold together, for additional privacy or expanded development opportunities.

Property Type(s): Single Family

Last Updated 9/4/2025 Tract n/a
Year Built 1965 Community n/a
Garage Spaces n/a County Rockland
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Ellis Sotheby's Intl Realty

(view all details for MLS #902915)

196 Furnace Dock Road, Cortlandt Manor, NY 10567 (MLS # 898520)

(all data current as of 10/11/2025)
Price $5,500,000
Beds 5
Baths 5 Baths
Home size 7,000 sqft
Lot Size 8.60 ac
Days on Market 58
Status Active
Off-the-Charts Cool, Cool, Cool. This Mid Century Modern architectural masterpiece is tucked away on 8.6 Hudson Valley acres, blending seamlessly with nature through floor-to-ceiling windows. About one hour north of NYC in Westchester County, "The Mothership" Roundhouse is a stunning MCM structure designed and built by Robert Cika under the commission of American Icon Jackie Gleason who was fascinated by UFO's. Completed in 1959, the home was under construction for 5 years. A second "Spaceship" is a smaller structure that has been used as a bunk-house and glamping over the years. It is as if Spaceships have landed in the woods of Westchester! The detailed, extraordinary craftsmanship is evident in the woodworking, almost entirely bent, a process which is a time-consuming art. A Scandanavian shipbuilder was commissioned to create the ceiling design which resembles the shape of boats while the metal work is also incredible - some vents resemble stylized fish. Floors and fireplaces are made of Italian marble. (Gleason was said to have purchased an entire marble quarry in Italy to ensure the ability to import enough quality marble!) There is much folklore that surrounds this property too - if the walls could talk. Gleason's celebrity guests are fabled to have included Frank Sinatra, Marilyn Monroe, Joe DiMaggio and Nixon for his midnight soirees. With the original swooping Bars (3), a Game Room (with official Shuffleboard table) and the glamorous Marble Dance Floor, this home was imagined for entertaining. Yet "The Mothership" is also relaxing and one enjoys beautiful views and a harmonious connection with Nature provided by the floor-to ceiling windows. Other features: Three Bedrooms, two Full baths, one Half Bath, Stainless Steel Curved Kitchen, spacious Livingroom Area, Dining Room, circular Library and Office. It is remarkable that many original details and numerous built-in cabinetry and closets have been preserved. Additionally, "The Barracks," a 1930's Stone Colonial House is charming and can serve as a guest house. Plus, lovingly cultivated and fully fenced expansive vegetable and herb garden with gardening shed. An exceptional private country estate retreat, this property is a hidden gem. Close to championship Golf Courses, the Hudson River, West Point, Dining, Shopping, Music and Metro North Train Stations for convenience. Simply put, "How sweet it is."

Property Type(s): Single Family

Last Updated 8/15/2025 Tract n/a
Year Built 1959 Community n/a
Garage Spaces 3.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Corcoran Legends Realty

(view all details for MLS #898520)

805 County Road 2, Accord, NY 12404 (MLS # 898273)

(all data current as of 10/11/2025)
Price $974,000
Beds 3
Baths 2 Baths
Home size 2,160 sqft
Lot Size 2.30 ac
Days on Market 65
Status Active
Another spectacular home just hit the market in the heart of the Catskills; The Black Diamond. Identified as Walnut Woods, this 2,160 square foot new construction home, boasts 3-bedrooms and 2-bathrooms. Its open concept, single level living space is exactly what you have been waiting for. Crafted and curated by Hamlet Builders, this model is nothing but a complete display of excellence. Arriving on site, you will recognize the great outdoor living space enjoying the covered porch and tremendous stamped concrete patio wrapping around the home. Greeted by 18-foot cathedral ceilings and paired with a pergola style entryway, the eye instantly catches the bold accents displayed in the entire home. Entering the home you will find 2 bedrooms fit for guests, office space or even full-time living usage. Moving forward into the main living area, find wood-stained ceilings, upscale Modern Forms lighting and a ventless propane fireplace is certainly the gathering space for all. Accompanied by black radiant heated, concrete finished floors, black doors and trim and a kitchen suited for a chef, this home really checks all the marks. Enjoy cooking with top-of-the-line Z-LINE appliances, plenty of counter space and even a fully lit breakfast bar, while enjoying the open concept of this home. Bringing the outdoors in, enjoy secluded nature views of the 2-acre parcel though the double sliding glass doors. The primary suite is more like a retreat with a tastefully designed diamond shaped accent wall, double closets and a step-down, marble-tiled rain shower with 7-additional heads. Moving outside to the wrap-around stamped concrete patio, you will find plenty of room to have an outdoor kitchen and entertaining space perfect for many summer memories to come. 805 Co Route 2 is backed by over 100 acres of privately owned land making the back yard a place where you can truly be in nature. Conveniently located, this home is just a short drive to local hiking hotspots, breweries and everything the Hudson Valley has to offer right at your finger-tips.

Property Type(s): Single Family

Last Updated 9/25/2025 Tract n/a
Year Built 2025 Community n/a
Garage Spaces n/a County Ulster
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with BHHS Nutshell Realty

(view all details for MLS #898273)

10 Wood Dale Avenue, Croton-on-Hudson, NY 10520 (MLS # 890807)

(all data current as of 10/11/2025)
Price $1,250,000
Beds 3
Baths 3 Baths
Home size 2,596 sqft
Lot Size 43,560 sqft
Days on Market 80
Status Active
The only thing that stayed the same in this totally renovated Croton-on-Hudson home is the address. Tucked away on a private road and surrounded by the natural beauty of the Hudson Valley, this 3 bedroom, 4 bathroom home has been totally reimagined with impeccable taste and offers the ultimate blend of serenity and convenience. Bathed in natural light and redesigned with comfort and sophistication in mind, this move-in ready home offers modern finishes, energy-efficient systems, and flexible living spaces"”all just minutes from Metro-North, shops, parks, restaurants and the Hudson River. This is modern living at its best. Step inside and you'll be instantly welcomed by natural light streaming through all-new Pella windows, enhanced by sleek modern lighting, and an open-concept design that creates a seamless flow between living, dining and entertaining spaces. The show-stopping chef's kitchen features quartz countertops, KitchenAid stainless steel appliances, a pot filler, and a pull-down spray faucet"”perfect for cooking and entertaining. The spacious first-floor primary suite offers comfort and convenience with a luxurious en-suite bathroom and a customized closet. A wood-burning fireplace adds warmth and charm to the main living space and a guest half bath finishes out this level. Upstairs there are 2 spacious bedrooms with a Jack and Jill bathroom and well-thought-out closet space. Access the Trex deck overlooking a professionally landscaped backyard and heated inground pool"”your own private retreat, perfect for entertaining or relaxing in style. The finished lower level adds incredible flexibility, featuring a dedicated laundry room with extra storage, an additional half bath, and two bonus rooms"”perfect for a home office, gym ......one room has direct access from the driveway, ideal for remote work or clients. Peace of mind comes standard with a new septic system, well pump and sleeve, new water storage tanks and upgraded 200 Amp electric service. This home is as efficient as it is elegant. *New roof and siding *Energy-efficient dual mini-split systems for heating & cooling *All new Pella windows *LED, anti-fog bathroom mirrors *Trex deck *Heated in-ground pool, enclosed by a new safety fence *Extensive fresh professional landscaping *Private, well-maintained road *serene, peaceful setting immersed in nature. Don't miss your chance to own a like-new home in one of Westchester's most charming river towns.

Property Type(s): Single Family

Last Updated 9/30/2025 Tract n/a
Year Built 1954 Community n/a
Garage Spaces 1.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with NexLvl Real Estate Inc.

(view all details for MLS #890807)

37 Sarles Street, Armonk, NY 10504 (MLS # 890380)

(all data current as of 10/11/2025)
Price $3,690,000
Beds 6
Baths 6.5 Baths
Home size 7,141 sqft
Lot Size 2.98 ac
Days on Market 83
Status Active
Welcome to 37 Sarles Street, Armonk "” A Private Sanctuary of Sophistication and Style Nestled in one of Armonk's most coveted locations, 37 Sarles Street offers a rare opportunity to own a truly exclusive 2.98 acre estate. This property provides unmatched privacy and a serene natural backdrop that will remain untouched for generations to come. From the moment you arrive, the home's presence is undeniable. A sweeping driveway leads to a four-car garage, offering both convenience and grandeur. Step inside and be captivated by the soaring cathedral ceilings in the family room, where designer stonework on the interior wall creates a dramatic focal point. The space is flooded with natural light, blending elegance with warmth"”perfect for both intimate evenings and lively gatherings. This home was designed with entertaining in mind. The resort-style backyard is a showstopper, featuring a sparkling saltwater pool, lush professional landscaping, a covered patio that functions as a full outdoor living room, and a sunset-facing hot tub. Whether you're hosting a summer soiree or enjoying a quiet evening under the stars, this space is a true extension of the home's luxury lifestyle. Your guests will not want to leave. Inside, the amenities continue to impress. A gorgeous steam room offers a spa-like retreat, ideal for unwinding after a long day. The layout is both functional and refined, with generous living spaces, high-end finishes, and thoughtful details throughout. Beyond the property lines, 37 Sarles Street enjoys a prime location with easy access to the best of Westchester. You're just minutes from the charming town centers of Armonk, Bedford, and Chappaqua, with top-rated schools, fine dining, and boutique shopping all within reach. The proximity to major highways and Metro-North also makes commuting to Manhattan seamless. The nearby Westchester County Airport is also a quick uber away. This is more than a home"”it's a lifestyle. A rare blend of privacy, luxury, and convenience, 37 Sarles Street is a place where memories are made, and every day feels like a getaway.

Property Type(s): Single Family

Last Updated 9/4/2025 Tract n/a
Year Built 1984 Community n/a
Garage Spaces 4.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Sotheby's International Realty

(view all details for MLS #890380)

49 Indian Hill Road, Pound Ridge, NY 10576 (MLS # 813754)

(all data current as of 10/11/2025)
Price $4,900,000
Beds 3
Baths 3.5 Baths
Home size 5,342 sqft
Lot Size 2.97 ac
Days on Market 271
Status Active
MAGNIFICENT CONTEMPORARY MASTERPIECE A Fully Renovated/Rebuilt Perfectly Scaled Sanctuary with Indoor Swimming Pool & Exquisite Gardens Inspired by Japanese Design, Just 1 Hour From Manhattan Elevated on a gentle rise and approached by a long private drive, this modern classic estate offers complete privacy and tranquility in a serene, wooded setting. Nestled among soaring trees, this thoughtfully renovated home masterfully blends contemporary architecture with natural materials, creating warmth and a welcoming atmosphere throughout. Oversized floor-to-ceiling windows flood each room with natural light and frame stunning views of curated gardens inspired by traditional Japanese design, each vista composed like a living painting. Massive boulders and stone slabs"”carefully placed throughout both the landscape and the home"”create a sense of harmony from the first approach. The stone path leads to the front door and into a unique architectural oasis. Inside, soaring beamed ceilings and extensive custom millwork define the interiors, beginning with a gracious entry that opens to a generously proportioned living room centered on a monumental, two-story marble-clad fireplace. A formal dining room overlooks the gardens and connects seamlessly to the heart of the home: a striking, expansive kitchen ideal for intimate gatherings or large-scale entertaining. Anchored by a custom range hood and wrapped in dramatic black marble, the kitchen features professional-grade appliances and sleek cabinetry that merge function with sculptural design. The principal bedroom suite is perfectly positioned on the main level for effortless living, complete with a beautiful wood-burning fireplace. The lower level offers two additional guest bedrooms, a full kitchen, and a private living room"”well separated yet connected by a chic stairway bathed in natural light. The "pièce de résistance" a stunning 60-foot indoor heated lap pool with jets and a private sauna, housed in a contemporary pavilion with walls of glass on three sides and an illuminated ceiling. Sliding doors open to an expansive stone terrace accented with sculptural boulders, an ideal setting for alfresco entertaining or quiet reflection. Each window throughout the home was designed to frame artful views into the surrounding landscape"”gardens deeply influenced by Japanese aesthetics. From winding stone paths to a hand-built stream and solid stone bridge, every element is shaped to evoke calm and contemplation. Designed for low maintenance, the garden becomes both sanctuary and spectacle"”inviting moments of stillness, beauty, and connection to nature. The property is bordered by two protected preserves"”the Goldfine Preserve and the Hale Ravine"”offering direct access to peaceful woodlands and scenic trails. Whether entertaining guests or embracing solitude, this expertly engineered, move-in ready home delivers a lifestyle of elegance, privacy, and wellness. Located just minutes from Bedford Village, Pound Ridge, Katonah, and North Salem"”and only an hour from Manhattan"”this is a rare opportunity to experience design and nature in perfect harmony.

Property Type(s): Single Family

Last Updated 9/5/2025 Tract n/a
Year Built 1980 Community n/a
Garage Spaces 2.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Compass Greater NY, LLC

(view all details for MLS #813754)

1160 GREACEN POINT Road, Mamaroneck, NY 10543 (MLS # 888677)

(all data current as of 10/11/2025)
Price $3,495,000
Beds 4
Baths 4.5 Baths
Home size 5,203 sqft
Lot Size 1.04 ac
Days on Market 87
Status Active
Experience iconic waterfront living in this spectacular midcentury modern masterpiece on coveted Greacen Point in Mamaroneck. Set on a beautifully landscaped acre, this striking 4-bedroom, 4.1-bath residence offers 5,200+ sq ft of light-filled living space, designed to showcase sweeping panoramic water views from nearly every room. Large windows, clean lines, and open-concept spaces create an effortless connection to the outdoors, inviting nature in and allowing for seamless indoor/outdoor living. Expansive main living areas overlook terraces and patios, perfect for relaxing or entertaining against the stunning Long Island Sound backdrop. Outdoors, enjoy your private deep-water dock with water access to open Sound"”an exceptional opportunity for boating and water recreation"”along with lush gardens and wide lawns offering incredible privacy and tranquility. There is ample room to create a resort-like retreat tailored to your vision. A rare offering, this property combines midcentury elegance with spectacular waterfront in one of Westchester's most desirable penisula enclaves, only 35 minutes to Manhattan.

Property Type(s): Single Family

Last Updated 10/9/2025 Tract n/a
Year Built 1952 Community n/a
Garage Spaces n/a County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Julia B Fee Sothebys Int. Rlty

(view all details for MLS #888677)

We're sorry, but we couldn't find MLS # 888152 in our database. This property may be a new listing or possibly taken off the market. Please check back again.

365-381 Tower Hill Road, Wassaic, NY 12592 (MLS # 849515)

(all data current as of 10/11/2025)
Price $20,000,000
Beds 4
Baths 6.5 Baths
Home size 7,500 sqft
Lot Size 165.42 ac
Days on Market 179
Status Active
A Private Architectural Masterpiece on 165 Acres Nestled along the border of Amenia and Millbrook, NY, this extraordinary 165-acre estate offers unparalleled privacy and breathtaking panoramic views of the Hudson Valley. Designed by the acclaimed Resolution: 4 Architecture and completed in 2019, the 7,500-square-foot modern residence harmonizes seamlessly with its natural surroundings. At the heart of the estate is a regulation-size polo field, framed by sweeping vistas that stretch as far as the eye can see. The main house is thoughtfully divided into two wings, separated by a striking glass pivot door in the entry foyer. The service wing features a chef's kitchen, pantry, mudroom, and powder room, while the entertaining wing boasts a dramatic great room with a black steel-surround fireplace and 70 feet of floor-to-ceiling glass overlooking the landscape. Additional spaces include a media room with its own fireplace, a hidden office tucked behind a sliding door, and a gym. Ascending via the main staircase or elevator, the second floor reveals an exceptional outdoor entertainment area complete with a full bar, dining space, and a lounge with a wood-burning fireplace, all overlooking the valley. The private primary suite offers a serene retreat, featuring a wood-burning fireplace, a meditation room with a gas fireplace, and two dressing rooms. The suite's spa-like bathrooms include a freestanding soaking tub set against a wall of glass for uninterrupted views, an outdoor shower, and a stone-clad shower with luxurious finishes. Three en-suite guest rooms are located at the opposite end of the hall, ensuring privacy for visitors. The estate's pool house serves as an oasis unto itself, featuring a kitchen, lounge, and half-bath. An adjacent outdoor dining area blends into the landscape, providing the perfect setting for al fresco gatherings. The infinity pool seamlessly merges with the valley views, complemented by a spa, outdoor shower, and ample lounging space. Connected to the pool house is a three-car garage and a picturesque courtyard with a dramatic, tree-lined Belgian block and mossy parking area. Designed by award-winning landscape architects Wagner Hodgson, the estate's grounds pay homage to the home's modern architecture, with stone walls, weathered steel elements, and native plantings that enhance the natural beauty of the property. The barns, equipped with 48 stalls and multiple paddocks, currently serve as a premier polo facility but could easily transition into an elite show-jumping stable. Lush gardens, restored meadows, a croquet court, and two staff houses"”one with three bedrooms and another with two"”complete this one-of-a-kind estate. A rare offering in the Hudson Valley, this property is an exquisite fusion of modern design, equestrian excellence, and unparalleled natural beauty.

Property Type(s): Single Family

Last Updated 4/16/2025 Tract n/a
Year Built 2019 Community n/a
Garage Spaces 3.0 County Dutchess
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Douglas Elliman Real Estate

(view all details for MLS #849515)

33 Ford Road, Chatham, NY 12136 (MLS # 881757)

(all data current as of 10/11/2025)
Price $4,935,000
Beds 6
Baths 4.5 Baths
Home size 5,029 sqft
Lot Size 10.60 ac
Days on Market 107
Status Active
CEDAR HILL - A HOUSE for all SEASONS If you're looking for sweeping views, clean modern lines, and a luxurious connection to nature, this high-design country estate delivers. Elevated on 10 private acres, the newly reimagined six-bedroom home sits in one of the most coveted corners of New York's Hudson Valley. Seamless indoor-outdoor flow highlights the drama and beauty of every season"”from summer's golden light to autumn's artistry to snow-capped mountains in winter. The property was completely rebuilt and expanded in a years long renovation completed in 2023 for year-round sustainable, modern living. Solar power, multiple EV charging stations, and radiant-heated interiors ensure comfort in every season. Walls of glass capture southern light and frame panoramic mountain views, while expansive bluestone patios lead to a 50-foot heated gunite pool. The cedar-clad spa pavilion"”with sauna and a custom hot tub"” as well as a fire-pit and illuminated tennis court"”complete the private resort atmosphere, perfect for restorative retreats, festive gatherings, or quiet relaxation. Inside, soaring ceilings, abundant light, and warm finishes create interiors that balance drama with comfort. A great room anchored by a wood-burning fireplace flows into a chef's kitchen with butler's pantry, gracious dining area, and a second gathering room. A game and media room opens directly to the pool terrace, while the main level also offers a first-floor bedroom and bath, plus a fabulous mudroom with breezeway access. Upstairs, the primary suite is a private sanctuary, with glass doors opening to a deck that captures sunrise and mountain vistas. Four additional upstairs bedrooms, a flexible bonus room and a second laundry provide space for family, guests, work, or wellness. Surrounded by the natural beauty of the Hudson Valley and the Berkshires, Cedar Hill is a bargain that offers the best of both access to hiking, skiing, farm-to-table dining, and cultural destinations"”while remaining a peaceful retreat to relax and recharge in modern.

Property Type(s): Single Family

Last Updated 6/28/2025 Tract n/a
Year Built 2022 Community n/a
Garage Spaces 3.0 County Columbia
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Brown Harris Stevens HV LLC

(view all details for MLS #881757)

49 Sky Top Road, Copake, NY 12516 (MLS # 823302)

(all data current as of 10/11/2025)
Price $2,250,000
Beds 4
Baths 2.5 Baths
Home size 3,886 sqft
Lot Size 9.00 ac
Days on Market 227
Status Active
The Nine- Square house is, at its core, an authentic country house. The home is minimalist in structure so that it may support an inevitably maximal lifestyle - an extensive art collection & distinctive furnishings thrive in this home alongside an overflowing painting studio, outdoor gear for exploring the surrounding nature. Every feature of the home was conceived to be both functional & pleasing to the eye; after all, the team behind the house spent more than 2 years planning a design that addressed every conceivable ergonomic & environmental question. The nine-square philosophy of living, developed in the mid-1900s by the incredible architect & professor John Hejduk, is very much felt in the home's distribution & flow of spaces. On the ground floor are the double living room, dining area, & kitchen, all flowing into each other & anchored by a marble fireplace & 3 large glass doors opening to the exterior terrace with a breathtaking view. The kitchen features Danish-designed Reform cabinetry, Bardiglio marble, & Fisher Paykel appliances. An office/painting studio, a washroom, a dry bar, & laundry room complete the main level. The central architectural piece of the home is the solid white oak staircase leading up to the second floor. The 4 bedrooms upstairs, though spacious, are much more private & intimate, each with large windows on 2 sides, communing with the serene & quiet landscape outside, and sharing 2 sizable bathrooms. Distinguishing features of the Nine-Square House include high energy efficiency due to insulation exceeding all current standards, multi-zone central AC, radiant heated floors, solid 200 lb interior doors, satin nickel Kohler fixtures, cast iron sinks, & solid forged & machined brass & satin nickel door hardware. The 9 acres of land around the house, perfect as it is, has been touched as little as possible. There are wooded & open areas, with meandering walking paths trailing through the property. The Nine-Square House is just 20 minutes from Hudson, Great Barrington, & Millerton & 2 hours from New York City. The home is just a few minutes from Copake Lake.

Property Type(s): Single Family

Last Updated 8/27/2025 Tract n/a
Year Built 2023 Community n/a
Garage Spaces n/a County Columbia
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Four Seasons Sothebys Intl

(view all details for MLS #823302)

4800 Congress Street, Fairfield, CT 06824 (MLS # 24104335)

(all data current as of 10/11/2025)
Price $15,000,000
Beds 7
Baths 8.5 Baths
Home size 9,129 sqft
Lot Size 38.91 ac
Days on Market 109
Status Active
Surrounded by stone walls, this storied, spectacular and private 38.91-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a one of a kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths, all with views over the open, landscaped property. Lofty ceilings and walls of glass create magical interior spaces, a perfect setting for an art collector. Private wings radiating off the house center accommodate guests comfortably. A hidden theater and a stunning Moroccan lounge with bar are some of the special features of this extraordinary property. The barn-style pool house with full kitchen, bath and spacious gym, the pool, and a heated paddle tennis court are all easily accessible from the main residence. The updated stone gatehouse accommodates guests or staff. A two story office pavilion is tucked in a private garden area. The landscape offers open vistas, meadows and an orchard. There is potential for equestrian use. Live in ultimate style and easy elegance at this private retreat just a quick commute to NYC and airports. Fairfield and Westport town centers are in close vicinity. Enclosed behind a stone wall and surrounded by a 155 acre nature preserve, this is a uniquely private haven.

Property Type(s): Single Family

Last Updated 6/25/2025 Tract n/a
Year Built 1965 Community n/a
Garage Spaces 6.0 County Fairfield
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listing courtesy of William Pitt Sotheby's Int'l

(view all details for MLS #24104335)

1 Red Rock Road, Wawarsing, NY 12489 (MLS # 873040)

(all data current as of 10/11/2025)
Price $4,364,000
Beds 4
Baths 5 Baths
Home size 3,400 sqft
Lot Size 5.46 ac
Days on Market 132
Status Active
This contemporary mountain home designed by Mapos Architects offers sophisticated living in perfect harmony with its natural surroundings. Thoughtfully divided into three distinct sections to preserve the landscape's integrity, this 3,400 square foot residence provides both luxury and connection to nature. The main living area features warm cedar cladding and a distinctive green roof deck that extends the natural landscape. Floor-to-ceiling triple-pane sliding glass doors open completely to transform the space into a seamless indoor-outdoor environment, perfect for entertaining or peaceful relaxation. The bedroom wing extends dramatically outward from the slope, creating a floating effect above the landscape. The primary suite includes a private, deck with unobstructed mountain views, while three additional bedrooms, each offer their own bath and tranquil setting. A separate guest wing, constructed of poured concrete that echoes the surrounding stone terrain, provides privacy for visitors and includes its own elevated roof deck with panoramic vistas. Built with premium sustainable materials and meticulous attention to detail, Slide Mountain House represents exceptional mountain living with modern comforts. This property balances architectural significance with practical luxury"”an investment in both lifestyle and legacy in one of the Catskills' most desirable locations.

Property Type(s): Single Family

Last Updated 6/4/2025 Tract n/a
Year Built 2026 Community n/a
Garage Spaces 2.0 County Ulster
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Coldwell Banker Village Green

(view all details for MLS #873040)

4 Red Rock Road, Wawarsing, NY 12489 (MLS # 873106)

(all data current as of 10/11/2025)
Price $3,926,000
Beds 3
Baths 3.5 Baths
Home size 3,060 sqft
Lot Size 3.87 ac
Days on Market 132
Status Active
This exceptional mountain property showcases innovative architectural design that respects and enhances its natural setting. This 3,100 square foot home offers sophisticated living spaces with direct connection to the surrounding landscape. The main living area runs parallel to the natural slope, partially integrated into the terrain for energy efficiency and protection. Floor-to-ceiling triple-pane sliding glass doors open completely to create a seamless transition between indoor comfort and outdoor living, with panoramic mountain views from every angle. The primary suite occupies a premium position extending outward from the main structure, providing exceptional privacy and commanding views. Its private deck creates an elevated vantage point above the tree canopy toward distant mountain peaks. With three bedrooms, three and a half baths, and a versatile den that can function as a fourth bedroom, the home accommodates guests with ease. The thoughtful floor plan balances communal spaces with private retreats. Premium materials throughout include warm cedar cladding and architectural concrete elements that complement the natural surroundings while providing exceptional durability and minimal maintenance. Kaaterskill House represents a rare opportunity to own a significant architectural property that delivers both everyday livability and a meaningful connection to the mountain landscape. Modern luxury meets natural beauty in this thoughtfully designed mountain retreat.

Property Type(s): Single Family

Last Updated 6/4/2025 Tract n/a
Year Built 2026 Community n/a
Garage Spaces 2.0 County Ulster
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Coldwell Banker Village Green

(view all details for MLS #873106)

150 N Healy Avenue, Hartsdale, NY 10530 (MLS # H6315134)

(all data current as of 10/11/2025)
Price $2,695,000
Beds 4
Baths 3 Baths
Home size 4,357 sqft
Lot Size 1.74 ac
Days on Market 458
Status Active
Discover the epitome of tranquility in this newly renovated mid-century home, a masterpiece thoughtfully designed by a renowned landscape architect. Nestled on nearly 2 acres of breathtaking property, this nature lover's paradise offers endless opportunities to relish the great outdoors. Surrounded by lush trees, a nature preserve, and a golf course, this home is your private sanctuary. Enjoy the custom stone pool, three serene ponds, and multiple stone terraces, one featuring a hot tub, outdoor TV, and fireplace. Immerse yourself in the natural plantings and meticulously designed gardens. Despite its serene ambiance, this retreat is just a 38-minute express train ride to NYC, offering the perfect blend of seclusion and urban accessibility. The newly renovated interior boasts 4 spacious bedrooms and 3 luxurious spa bathrooms. The primary bath is a sanctuary in itself, featuring a custom shower with natural stone, a sauna, and a fireplace, as well as a large dressing room and closet. Modern floor-to-ceiling windows throughout the home invite in an abundance of natural light and showcase the stunning surroundings. An incredible screened-in living room porch seamlessly blends luxurious comfort with the breathtaking beauty of nature. Come and experience this serene retreat - a perfect harmony of modern luxury and natural splendor. Additional Information: Amenities:Dressing Area,Soaking Tub,Storage,

Property Type(s): Single Family

Last Updated 4/22/2025 Tract n/a
Year Built 1954 Community n/a
Garage Spaces n/a County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Julia B Fee Sothebys Int. Rlty

(view all details for MLS #H6315134)

48 Raafenberg Road, Sleepy Hollow, NY 10591 (MLS # H6335041)

(all data current as of 10/11/2025)
Price $12,000,000
Beds 5
Baths 5.5 Baths
Home size 7,538 sqft
Lot Size 42.17 ac
Days on Market 188
Status Active
Historic Winterburn Farm is a spectacular 42 acre estate compound with sweeping views of the Hudson and Palisades beyond. Located in Westchester's bucolic hamlet of Pocantico Hills, the property offers the beauty and serenity of the country within 30 miles of Manhattan. The main residence, designed for Rodman Rockefeller by Architect Richard P. Donahue, is mid century modern. The home's central core is a great room with 20 foot ceilings and walls of glass facing the river. Equestrian facilities include a 14-stall stable, indoor and outdoor riding arenas, six fenced paddocks and two grooms's apartments. A manager's house, greenhouse, carriage barn and equipment garage are all well located to support the stable, main house and property. Direct trail access from the property is provided through north and south gates to the 55-mile carriage trail network of the 1,800 acre Rockefeller State Park. Winterburn Farm is an extremely rare opportunity offering a pristine architectural house amid a beautiful landscape of unparalleled privacy.

Property Type(s): Single Family

Last Updated 4/7/2025 Tract n/a
Year Built 1973 Community n/a
Garage Spaces 2.0 County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Compass Greater NY, LLC

(view all details for MLS #H6335041)

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110 Lost Clove Road, Big Indian, NY 12410 (MLS # 815970)

(all data current as of 10/11/2025)
Price $1,395,000
Beds 4
Baths 5 Baths
Home size 4,961 sqft
Lot Size 8.97 ac
Days on Market 263
Status Active
Welcome to Lost Clove Mountain House, an idyllic hideaway in the heart of the Catskills with ample room to roam. Tucked away at the end of a quiet road and bordered by NY State land, this fully renovated property offers unmatched privacy and a front-row seat to Catskills beauty. The main house features four bedrooms, three full baths, two half baths, a striking stone fireplace, and a wall of sliding glass doors opening to an expansive deck. A brand-new chef's kitchen, built-in sauna, and sunken hot tub add luxurious touches. A two-story guest house provides additional flexibility for hosting or creative pursuits. Just 10 minutes to Belleayre Mountain and close to Phoenicia, this property is the perfect Catskills retreat, only two hours from NYC.

Property Type(s): Single Family

Last Updated 9/3/2025 Tract n/a
Year Built 1986 Community n/a
Garage Spaces 2.0 County Ulster
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Houlihan Lawrence Inc.

(view all details for MLS #815970)

121 Sheldon Road, Gardiner, NY 12525 (MLS # H6303953)

(all data current as of 10/11/2025)
Price $2,600,000
Beds 4
Baths 4.5 Baths
Home size 5,671 sqft
Lot Size 8.49 ac
Days on Market 530
Status Active
Welcome to the pinnacle of architectural brilliance, contemporary luxury & total privacy that is A House in the Woods. A captivating fusion of cutting-edge design & unrivaled sophistication, this architectural marvel redefines the boundaries of modern country living, seamlessly blending sleek aesthetics with advanced technological integration that allows form to meet function & innovation to intertwine with elegance. Sited on 8.49 boulder-strewn acres, with no neighbors in sight, this home abuts the 2,500-acre Awosting Reserve, which virtually assures that nature will be at your doorstep for decades to come. The home is reached from a dead-end street & a stone-filled drive that winds pass a 25-ft-high, show-stopping, undulating Cor-Ten steel wall. Outside, there's a 9.5' x 5.5' plunge pool surrounded by a 19' x 20' bluestone patio, both designed for limitless lounging on both summer and fall days and nights. Step inside & be greeted by natural light streaming through 15-ft floor-to-ceiling windows. Designed by award-winning architect William Reue to the exacting specifications of the current owner, every aspect of this home has been meticulously crafted. This net-zero, LEED Silver-certified, all-electric home features quadruple-pane windows & 74 roof-mounted solar panels with microinverters. There is radiant-heat flooring throughout, an Aprilaire 8100 energy recovery ventilator, & a direct-exchange geothermal heating & cooling system. Smart-home automations include wi-fi connected thermostats & Nest security cameras. An expansive & open-concept gourmet kitchen, living & dining areas, custom-designed cabinetry & top-grade appliances, honed Caesarstone countertops, a Scandanavian-style sauna, a two-car garage (with a 40-amp ChargePoint EV charger) & a basement exercise room complete the picture. The guest wing contains all three guest bedrooms, each of which features an en suite bathroom. The main guest bathroom features a bathtub that faces a floor-ceiling-window. There is also a sitting room with a queen-sized Murphy bed & kitchenette containing a refrigerator, sink, & electric cooktop. Finally, there is a walk-in closet containing a large-capacity LG washer & dryer set, as well as storage space for linens. A mere 2 hours from Midtown Manhattan, 20 minutes from Minnewaska State Park Preserve & the famed Gunks, 30 minutes to New Paltz & bus service to Manhattan, & 40 minutes to Poughkeepsie & the Metro-North/Amtrak station, this home represents the epitome of contemporary luxury that effortlessly combines unparalleled style, technological innovation, & architectural excellence. [The seller is managing the offer process through FinalOffer.com. All offers must be submitted directly on the platform. (Quickly search the property address and click on the ''Make an Offer'' icon, follow the prompts and submit an offer in minutes.) For questions about the listing, please contact the LA. Note: The seller reserves the right to add a Final Offer button at any time, which will secure the property at the specified price and terms. To receive real-time offer alerts, the property can be saved on the Final Offer platform.]

Property Type(s): Single Family

Last Updated 8/21/2025 Tract n/a
Year Built 2012 Community n/a
Garage Spaces 1.0 County Ulster
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with William Pitt Sothebys Int Rlty

(view all details for MLS #H6303953)

23 Mauwee Brook Way, Kent, CT 06757 (MLS # 24039087)

(all data current as of 10/11/2025)
Price $8,000,000
Beds 4
Baths 5.5 Baths
Home size 5,402 sqft
Lot Size 41.00 ac
Days on Market 401
Status Active
"The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to Kent Center with Swyft, Wilson's and great shopping, this exceptional offering provides tranquil escape while remaining close to vibrant shops and renowned award winning restaurants and just 90 minutes from NYC. Step inside and discover a light filled haven with soaring ceilings and curved walls and a stunning view of the waterfall from the Living room, which opens on to a picturesque stone terrace overlooking the babbling brook. A Michael Arad-designed addition of a full bedroom suite complete with office and captivating vistas. A tennis court, gorgeously designed pool and spa, acres of meadows and rolling landscape make this the perfect estate. A natural planted roof, and Deborah Nevins-designed park, gardens, perennial paths. The Stephen Sills designed interior spaces complement the curved walls, glass-covered corridor,

Property Type(s): Single Family

Last Updated 9/15/2024 Tract n/a
Year Built 1981 Community n/a
Garage Spaces n/a County Litchfield
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listing courtesy of William Pitt Sotheby's Int'l

(view all details for MLS #24039087)

150 N Healy Avenue, Hartsdale, NY 10530 (MLS # H6315134)

(all data current as of 10/11/2025)
Price $2,695,000
Beds 4
Baths 3 Baths
Home size 4,357 sqft
Lot Size 1.74 ac
Days on Market 458
Status Active
Discover the epitome of tranquility in this newly renovated mid-century home, a masterpiece thoughtfully designed by a renowned landscape architect. Nestled on nearly 2 acres of breathtaking property, this nature lover's paradise offers endless opportunities to relish the great outdoors. Surrounded by lush trees, a nature preserve, and a golf course, this home is your private sanctuary. Enjoy the custom stone pool, three serene ponds, and multiple stone terraces, one featuring a hot tub, outdoor TV, and fireplace. Immerse yourself in the natural plantings and meticulously designed gardens. Despite its serene ambiance, this retreat is just a 38-minute express train ride to NYC, offering the perfect blend of seclusion and urban accessibility. The newly renovated interior boasts 4 spacious bedrooms and 3 luxurious spa bathrooms. The primary bath is a sanctuary in itself, featuring a custom shower with natural stone, a sauna, and a fireplace, as well as a large dressing room and closet. Modern floor-to-ceiling windows throughout the home invite in an abundance of natural light and showcase the stunning surroundings. An incredible screened-in living room porch seamlessly blends luxurious comfort with the breathtaking beauty of nature. Come and experience this serene retreat - a perfect harmony of modern luxury and natural splendor. Additional Information: Amenities:Dressing Area,Soaking Tub,Storage,

Property Type(s): Single Family

Last Updated 4/22/2025 Tract n/a
Year Built 1954 Community n/a
Garage Spaces n/a County Westchester
Total Parking n/a

Listing information deemed reliable but not guaranteed. Read full disclaimer.

Listed with Julia B Fee Sothebys Int. Rlty

(view all details for MLS #H6315134)

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The data relating to real estate for sale or lease on this web site comes in part from HGMLS. Real estate listings held by brokerage firms other than the publisher of this website are marked with the HGMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. The information appearing herein has not been verified by the Hudson Gateway Multiple Listing Service, Inc. or the Hudson Gateway Association of Realtors, Inc. or by any individual(s) who may be affiliated with said entities, all of whom hereby collectively and severally disclaim any and all responsibility for the accuracy of the information appearing at this web site, at any time or from time to time. All such information should be independently verified by the recipient of such data. This data is not warranted for any purpose. Copyright 2015 Hudson Gateway Multiple Listing Service, Inc. All rights reserved.

Updated: 8th May, 2017