Vintage homes for sale & real estate in 10576, NY

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ABOUT THIS HOME
Vintage Home for sale in 10576, NY:
Tucked away on two private acres, this distinctive mid-century modern chalet feels like a world of its own. Set well back from the road and enveloped by mature trees, the home has the rare feeling of a true retreat—peaceful, private and deeply connected to its natural surroundings—yet is remarkably convenient to town, trains and commuting routes. Inside, soaring 18-foot ceilings and dramatic walls of glass fill the living spaces with natural light and frame the wooded landscape beyond. Warm wood tones, clean architectural lines and custom doors add character throughout, while expansive wraparound decks extend the living space into the treetops, creating an effortless indoor-outd

$1,175,000

3 beds2 baths2,325 sq ft

380 Long Ridge Rd, Pound Ridge, NY 10576

Private acres • Wood-fired sauna • 2.02 acre lot

Listing by Houlihan Lawrence Inc.

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 10576, NY:
9 Lewis Road is the most charming country compound in Pound Ridge. Tucked behind a white gate this completely fenced stone -and-shingle home is privately set on nearly three beautifully landscaped acres and offers a rare combination of character, privacy, and move-in-ready appeal. This jewel-box property welcomes you through a lovely foyer into a spacious living room with oversized windows and views of the gardens and pool—an inviting setting for entertaining. At the heart of the home, the country kitchen, breakfast area, and family room flow seamlessly together, creating a warm and comfortable gathering space. The family room features a wood burning fireplace and high ceilings with b

$1,995,000

3 beds3 baths2,600 sq ft

9 Lewis Rd, Pound Ridge, NY 10576

Private terrace • Classic aga stove • Finished lower level

Listing by Compass Greater NY, LLC

ABOUT THIS HOME
Vintage Home for sale in 10576, NY:
CIRCA 1880'S FARMHOUSE. Surrounded by breathtaking property! Old stone walls, specimen trees and flowering gardens. Carefully restored antique with wide board floors, period millwork and three fireplaces. Entry Hall with limestone floor. Beautiful Living Room with stone fireplace and French doors to the rear terrace and Sunroom. Formal Dining Room with raised paneling and stone-faced fireplace. Kitchen with Esmerelda granite counters and commercial grade appliances. Spacious Primary Suite with Sitting Room, fireplace and Bath. Guest Suite with Bath. Two additional rooms sharing Hall Bath. Detached Garage with fabulous Second Floor Game Room. Pool and spa. An incredible offering!

$1,850,000

3 beds3.5 baths3,435 sq ft

72 Old Mill River Rd, Pound Ridge, NY 10576

Wide board floors • Specimen trees • Old stone walls

Listing by Ginnel Real Estate

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 10576, NY:
Antique lovers. .. A near impossible to find rare gem set on a quiet back road of only a handful of homes - step into the charm of the landmarked Sarles-Bode house, a quintessential c. 1750 home in Pound Ridge, NY. This is a rare offering where timeless character and everyday livability come together in the main house, guest house, and extensive outdoor entertainment areas. Layered with history, the original 18th-century main residence, later expanded in both the 19th and 20th centuries, retain its original charm throughout a complete and careful top to bottom renovation (2023-2026) This remarkable property showcases beautifully preserved wide plank flooring and hand hewn beams throughout t

$2,499,000

4 beds5.5 baths4,031 sq ft

35 Old Snake Hill Rd, Pound Ridge, NY 10576

Built ins • Hand hewn beams • 2.02 acre lot

Listing by The Higgins Group Inc

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 10576, NY:
A live/work compound in the heart of Pound Ridge, 259 Westchester Avenue brings together a sophisticated street-level showroom, designed three-bedroom residence, separate two-story studio barn, landscaped grounds, and off-street parking lot—directly across from The Inn at Pound Ridge by Jean-Georges. Originally built in 1860 as the Samuel Parker House, this property has been transformed into a flexible commercial and residential offering with the character, infrastructure, and versatility to support a wide range of owner-user, investment, and creative business uses. The property presents an opportunity for an owner-user, luxury retail or design brand, creative entrepreneur, studio or

$2,350,000

3 beds2.5 baths4,250 sq ft

259 Westchester Ave, Pound Ridge, NY 10576

Private studio above • 2019 renovation • 0.27 acre lot

Listing by Compass Greater NY, LLC

Property at 15A High Ridge Rd, Pound Ridge, NY 10576, 7 beds, 4 baths

$525,000

Land5.37 acres (lot)

15A High Ridge Rd, Pound Ridge, NY 10576

Listing by Ginnel Real Estate

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COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 10576, NY:
Incredible opportunity in a fabulous location! This charming Cape Cod-style home in the heart of Cross River, NY, sits on a beautiful 1.34 acre parklike property. 2 bedrooms, and 1.5 baths. The home has everything you need now, with plenty of potential to expand and create even more living space. Enjoy the privacy of your own backyard, perfect for relaxing, entertaining, or simply taking in the peaceful surroundings. With its generous acreage, charming home, privacy, and room to grow, this property offers the perfect combination of comfort, potential, and location. Close to shopping and schools.

$699,000

2 beds1.5 baths1,650 sq ft

811 Route 35, Cross River, NY 10518

Generous acreage • 1.34 acre lot • Garage

Listing by Coldwell Banker Realty

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 10576, NY:
Nestled in the heart of Cross River, this whimsical and wonderful circa 1700 vintage treasure offers a rare, walkable lifestyle just moments from local shops and restaurants. From the moment you step inside, rich wide-plank flooring and original historic detailing abound. Legally a six-bedroom home, the expansive 3,690+ sq. ft. layout functions beautifully as a spacious four-bedroom haven. The main level offers a seamless flow, featuring a generous living room, formal dining room, cozy family room, an eat-in kitchen with a breakfast area, and a pantry with laundry. This level is completed by a bedroom, two full baths, a greenhouse, and a large screened porch perfect for effortless indoor-ou

$899,000

6 beds3 baths3,690 sq ft

43 Mark Mead Rd, Cross River, NY 10518

Formal dining room • Expansive layout • Cozy family room

Listing by William Raveis-New York LLC

ABOUT THIS HOME
Vintage Home for sale in 10576, CT:
Welcome to 21 Tyler Drive, a charming North Stamford ranch set on 1.39 acres, offering classic character and comfortable living. This inviting three-bedroom, three-bath home features a thoughtful layout, hardwood floors and natural light. The updated kitchen features quartz countertops, a generous center island, ample cabinetry and stainless steel appliances, ideal for everyday living and entertaining. The dining room features newer windows and a new sliding door, bringing in natural light and creating a bright connection to the outdoors. Spacious living areas offer room to gather, while a fireplace adds warmth. Improvements include newer mechanical systems, four-zone heating, central air c

$1,150,000

3 beds3 baths2,484 sq ft

21 Tyler Dr, Stamford, CT 06903

Quartz countertops • Newer windows • Updated kitchen

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 10576, CT:
An elegant Regency-style residence with dramatic architectural presence is positioned in a premier location just moments from the village. Inside, ten-foot ceilings and Palladian windows flood the home with natural light. From the barrel-vaulted living room-a true Grand Salon-to the striking onyx-floored dining room, the interior spaces flow effortlessly to an expansive terrace, creating an unforgettable setting for both grand entertaining and quiet family relaxation. Offering a rare opportunity for luxurious, SINGLE-LEVEL living, the home seamlessly pairs grand scale with absolute privacy. The thoughtfully designed floor plan features a chef's kitchen, a sun-drenched breakfast room, a recr

$3,300,000

3 beds3.5 baths5,520 sq ft

321 Oenoke Rdg, New Canaan, CT 06840

Palladian windows • Grand salon • Ten foot ceilings

ABOUT THIS HOME
Vintage Home for sale in 10576, NY:
Built in 1933, this 630 SF, 3 room cabin features a living room with original stone hearth, small kitchen, bathroom with shower, and bedroom. Private, paved uphill drive to house with rear deck and and level, usable, large yard. Septic was redone in 2018 and is rated for 2 BR. Occupied by the current owner for more than 20 years. Owner pays share of mtc (plowing etc) for Truesdale Woods Rd, where there is additional access and parking for this home.

$250,000

1 bed1 bath630 sq ft

32 Boutonville Rd, South Salem, NY 10590

Large yard • Private paved drive • Rear deck

Listing by Houlihan Lawrence Inc.

ABOUT THIS HOME
Vintage Home for sale in 10576, NY:
Welcome to 10 Hickory Lane, a charming 4-bedroom, 3-bath offering a perfect blend of warmth, character, and functional design. Set back from the road behind a private driveway, this inviting residence features thoughtfully maintained outdoor spaces surrounded by lush plantings, multiple entertaining areas, and sunset views. Inside, bright and airy living space awaits. Cathedral ceilings and wooden beams define the living room, anchored by a cozy stone fireplace and framed by wide windows that fill the home with natural light. Beautiful French doors transition seamlessly to a screened-in porch, ideal for indoor-outdoor living. The heart of the home is a spacious, light-filled kitchen, comple

$1,675,000

4 beds3 baths4,012 sq ft

10 Hickory Ln, Bedford, NY 10506

Cozy stone fireplace • Private driveway • Wooden beams

Listing by Julia B Fee Sothebys Int. Rlty

Property at 38 Gerrish Ln, New Canaan, CT 06840, 5 beds, 5.5 baths

$3,895,000

5 beds5.5 baths5,374 sq ft

38 Gerrish Ln, New Canaan, CT 06840

Property at 29 Upper Hook Rd, Katonah, NY 10536, 6 beds, 8.5 baths

$7,950,000

6 beds8.5 baths10,000 sq ft

29 Upper Hook Rd, Katonah, NY 10536

Listing by Ginnel Real Estate

Property at 269 West Ln, Ridgefield, CT 06877, 6 beds, 6 baths

$2,700,000

6 beds6 baths6,671 sq ft

269 West Ln, Ridgefield, CT 06877

Property at 125 West Rd, New Canaan, CT 06840, 6 beds, 6.5 baths

$4,595,000

6 beds6.5 baths6,246 sq ft

125 West Rd, New Canaan, CT 06840

Property at 337 Woodbine Rd, Stamford, CT 06903, 6 beds, 4 baths

$1,250,000

6 beds4 baths3,421 sq ft

337 Woodbine Rd, Stamford, CT 06903

Property at 297 Rock Rimmon Rd, Stamford, CT 06903, 5 beds, 5.5 baths

$1,585,000

5 beds5.5 baths4,022 sq ft

297 Rock Rimmon Rd, Stamford, CT 06903

Property at 15 Cross River Rd, Cross River, NY 10518, 3 beds, 2.5 baths

$759,000

3 beds2.5 baths1,672 sq ft

15 Cross River Rd, Cross River, NY 10518

Listing by Houlihan Lawrence Inc.

Property at 705 Weed St #2, New Canaan, CT 06840, 3 beds, 2.5 baths

$1,675,000

3 beds2.5 baths2,090 sq ft

705 Weed St #2, New Canaan, CT 06840

Property at 183 Hickory Kingdom Rd, Bedford, NY 10506, 3 beds, 2 baths

$1,425,000

3 beds2 baths2,370 sq ft

183 Hickory Kingdom Rd, Bedford, NY 10506

Listing by Brown Harris Stevens

Property at 215 Cross Ridge Rd, New Canaan, CT 06840, 5 beds, 5.5 baths

$2,950,000

5 beds5.5 baths6,261 sq ft

215 Cross Ridge Rd, New Canaan, CT 06840

Property at 136 Pound Ridge Rd, Bedford, NY 10506, 3 beds, 2 baths

$695,000

3 beds2 baths1,272 sq ft

136 Pound Ridge Rd, Bedford, NY 10506

Listing by Keller Williams Realty Partner

Property at 351 Wilton Rd W, Ridgefield, CT 06877, 5 beds, 6 baths

$2,600,000

5 beds6 baths5,410 sq ft

351 Wilton Rd W, Ridgefield, CT 06877

Property at 351 Erskine Rd, Stamford, CT 06903, 6 beds, 7.5 baths

$3,400,000

6 beds7.5 baths6,995 sq ft

351 Erskine Rd, Stamford, CT 06903

Property at 431 Haviland Rd, Stamford, CT 06903, 3 beds, 2 baths

$399,000

Land2.12 acres (lot)

431 Haviland Rd, Stamford, CT 06903

Based on information submitted to the MLS GRID as of Sun Oct 04 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in 10576

There are currently 6 vintage homes for sale in 10576 at a median listing price of $2.6M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 10576 stay on the market for 54 days and receive 1 offers. This map is refreshed with the newest listings in 10576 every 15 minutes.

In the past month, 8 homes have been sold in 10576. Find your dream home in 10576 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 10576 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 10576. If you're looking to sell your home in the 10576 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 10576 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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