Luxury homes for sale & real estate in 12529, NY

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ABOUT THIS HOME
Luxury Home for sale in 12529, NY:
Located in a private gated community of large acreage land holders, this exquisite enclave of 3 homes on 84 acres has been listed in Interior Design magazine. The main house is a stunning post and beam contemporary home, combining steel, stone, wood and glass panels. It overlooks the gunite pool, surrounded by stone walls and the two additional designed and inviting cottages. Continuing past the homes, beyond the two crystal clear ponds are the jaw dropping 360 degree views and another possible building site. Overlooking three states, situated between The Hudson Valley and The Berkshires, the possibilities are endless.

$7,950,000

5 beds4.5 baths6,438 sq ft

890 Bald Mountain Rd, Austerlitz, NY 12017

Gunite pool • 360 degree views • Stone walls

ABOUT THIS HOME
Luxury Home for sale in 12529, NY:
For the first time on the market in 50 years, Underwood Farm, with its late 18th century cedar shake 3200 square foot salt box house, is 281 acres of primo hilltop exposure. Driving the property, the entire expanse is the high ground between West End Road and Rockledge Road with its equal parts woods, open meadows and fields with the rolling Taconics to the East. Below, the neighborhood is experiencing a renaissance and is dotted with new restorations of gorgeous farmhouses and new builds, adding a fresh dynamic to the area. This site is perfect for any health and wellness guru looking to recreate life on a farm for the benefit of the community, for an hotelier or hospitality group to devel

$3,600,000

4 beds2 baths4,843 sq ft

90 W End Rd, Hillsdale, NY 12529

Former dairy barn • Efficiency apartment • Detached garage

ABOUT THIS HOME
Luxury Home for sale in 12529, NY:
Said to be Hillsdale's second oldest home, this historic c1788 Shaker built center chimney Colonial sits on 17 acres of sprawling green hillside, gardens, and fruit trees. Once the home of Captain John Collin III, the home sits along the beautiful corridor connecting the Hudson Valley and the Berkshires— an area characterized by its rolling hillsides and rural landscape. Meticulously restored, you’ll find fabulous period details such as original 12-over-12 wavy glass windows with custom storms, beautiful curved walls, hand hewn beams and old growth pine floors. Enormous slabs or marble make up the front steps & foundation walls. You’ll find wonderfully high ceilings

$1,100,000

5 beds2.5 baths3,350 sq ft

9715 State Route 22, Hillsdale, NY 12529

17 acres • Hand hewn beams • Historic c1788

Listing by Four Seasons Sothebys Intl

ABOUT THIS HOME
Luxury Home for sale in 12529, NY:
Tucked away at Copake Lake! This fully renovated home is set on a private 5-acre lot and features an open floor plan with a spacious eat-in kitchen and large island, a dining area that seats 10, and a living room with a grand fireplace and custom built-in benches. French doors open to a large screened-in porch on a wrap-around deck, offering sweeping views of the surrounding landscape. A second, more secluded deck sits below, nestled among the trees—perfect for quiet moments. The main floor includes a primary bedroom with vaulted ceilings and deck access, and an en-suite bathroom with shower. Two additional bedrooms share a full bathroom. The lower level has a media/playroom plus two

$1,250,000

5 beds3 baths2,708 sq ft

1 Van Buren Dr, Hillsdale, NY 12529

4.9 acre lot • Pool • Built 1988

ABOUT THIS HOME
Luxury Home for sale in 12529, NY:
Classic Country Home with Pond, Pool & Barns Located just minutes from Catamount Ski Area, Hudson, NY, and Great Barrington, MA. Steeped in history and charm, this distinctive residence—believed to date back to the late 1800s—offers timeless character with thoughtful updates and plenty of space to enjoy country living. This 4 BR, 2.5 BA, 2,225± sq. ft. home is sited on 12+ acres. The rocking chair porch welcomes you. Featured are original hardwood and parquet flooring with a traditional layout. The main level offers an eat-in kitchen, formal dining room, office, and great room. The great room includes a fireplace, large picture window overlooking the pond, wet ba

$895,000

4 beds2.5 baths2,225 sq ft

2999 Route 23, Hillsdale, NY 12529

12.5 acre lot • 2 garage spots • Pool

Property at 9960 Route 22, Hillsdale, NY 12529, 4 beds, 3 baths

$1,295,000

4 beds3 baths3,282 sq ft

9960 Route 22, Hillsdale, NY 12529

Listing by Four Seasons Sothebys Intl

Property at 161 Stagecoach Rd, Hillsdale, NY 12529, 3 beds, 2.5 baths

$1,250,000

3 beds2.5 baths2,200 sq ft

161 Stagecoach Rd, Hillsdale, NY 12529

Listing by Brown Harris Stevens HV LLC

Property at 110 Meadow Ln, Hillsdale, NY 12529, 3 beds, 2 baths

$895,000

3 beds2 baths1,800 sq ft

110 Meadow Ln, Hillsdale, NY 12529

Property at 88 Mac Brown Rd, Claverack, NY 12513, 4 beds, 3 baths

$2,995,000

4 beds3 baths2,825 sq ft

88 Mac Brown Rd, Claverack, NY 12513

Listing by Houlihan Lawrence

Property at 35 Harlemville Rd, Hillsdale, NY 12529, 5 beds, 5.5 baths

$2,695,000

5 beds5.5 baths7,200 sq ft

35 Harlemville Rd, Hillsdale, NY 12529

Property at 292 White Hill Ln, Hillsdale, NY 12529, 3 beds, 3 baths

$2,250,000

3 beds3 baths2,755 sq ft

292 White Hill Ln, Hillsdale, NY 12529

Property at 2955 Route 23, Hillsdale, NY 12529, 3 beds, 2 baths

$1,295,000

3 beds2 baths2,400 sq ft

2955 Route 23, Hillsdale, NY 12529

Property at 25 Nobletown Rd, Hillsdale, NY 12529, 4 beds, 2.5 baths

$999,000

4 beds2.5 baths1,344 sq ft

25 Nobletown Rd, Hillsdale, NY 12529

Listing by Houlihan Lawrence Inc.

Property at 83 Schmeichel Rd, Hillsdale, NY 12529, 4 beds, 4.5 baths

$1,525,000

4 beds4.5 baths9,666 sq ft

83 Schmeichel Rd, Hillsdale, NY 12529

Property at 2 Dugway, Austerlitz, NY 12017

$2,999,000

— beds— baths— sq ft

2 Dugway, Austerlitz, NY 12017

Property at 0 Mitchell St, Hillsdale, NY 12529

$1,695,000

— beds— baths— sq ft

0 Mitchell St, Hillsdale, NY 12529

Property at Yonderview Rd, Hillsdale, NY 12529

$1,080,000

— beds— baths— sq ft

Yonderview Rd, Hillsdale, NY 12529

Listing by R. Ferris Real Estate, LLC

Property at Mitchell St, Hillsdale, NY 12529

$1,695,000

— beds— baths— sq ft

Mitchell St, Hillsdale, NY 12529

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ABOUT THIS HOME
Luxury Home for sale in 12529, NY:
Imagine waking up to panoramic lake views every day. This well-designed Island Drive retreat sits on two ample lots with 140 ft. of prime shoreline, a large dock, and your very own private sandy beach. The main level features an open concept with floor-to-ceiling lake views, a cozy sitting area with fireplace and a new kitchen with stainless steel appliances and quartz countertops. A bedroom with a walk-in closet and an updated bath completes this floor. The walk-out lower level includes a game room opening to a large party deck, two additional bedrooms and a full bath with laundry. Other outdoor areas include alfresco dining on the slate patio, tea in the garden, games on the front lawn or

$870,000

3 beds2 baths1,808 sq ft

41 Island Dr, Copake, NY 12516

Prime shoreline • Open concept • Large dock

ABOUT THIS HOME
Luxury Home for sale in 12529, MA:
MODERN LUXURY-NO UTILITY BILLS. A net zero home. Framed by sweeping walls of glass, nature itself becomes part of the design in this single-level modernist retreat. The seamless indoor-outdoor flow invites you to take in mountain views from every angle. Refined simplicity define the space, with sleek lines, a cohesive palette, and high-end finishes creating effortless sophistication. Created by the award-winning firm Res4 Architecture, this modern masterpiece exemplifies precision and innovation. The open living area centers on a chef's kitchen with Gaggenau and SubZero appliances, bespoke cabinetry, and a striking Stuv fireplace. A plush media suite offers an immersive theater experience w

$3,650,000

3 beds3.5 baths3,200 sq ft

42 West Alford Rd, West Stockbridge, MA 01266

Six-person sauna • Net zero home • Chef's kitchen

ABOUT THIS HOME
Luxury Home for sale in 12529, MA:
GORGEOUS LOW MAINTENANCE HOME IN LOW TAX EGREMONT. A move-in ready opportunity, just minutes to the NY & CT borders AND Great Barrington. This home is ready for occupancy just in time for Ski Season. Wonderful chef's kitchen with open plan Living/Dining. The upper level hosts a grand primary en- suite, with a dedicated office space and seating area, AND its own screened porch. Two additional Bedrooms and full Bath provide total comfort for family and guests. The expanded deck, fire pit and level yard great for family & friends. Two car attached garage, Generator, and meticulously maintained grounds. Custom shed, has studio or play house potential. Dog fenced area. Hy's Fried, Eg

$965,000

3 beds2.5 baths2,072 sq ft

188 Hillsdale Rd, Egremont, MA 01230

Expanded deck • Screened porch • Fire pit

ABOUT THIS HOME
Luxury Home for sale in 12529, NY:
Days by streams are days well spent. Designed and built by a local master craftsman, this farmhouse fulfills your country dream. Lofty exquisite kitchen. Oversized windows. Deck over looking the stream. Upstairs, large bedrooms and beautifully tiled baths. A guest space over the garage gives anyone a place of their own. Incredible attention to detail. Centrally located, 15 minutes to Hudson, 5 minutes to Chatham and a stroll to Ghent.

$1,475,000

4 beds3 baths2,204 sq ft

48 Konig Rd, Ghent, NY 12075

Centrally located • 1.22 acre lot • 2 garage spots

Listing by Gabel Real Estate

ABOUT THIS HOME
Luxury Home for sale in 12529, MA:
A completely transformed barn renovated into a chic home with every modern convenience. Located in the desirable town of Egremont and just minutes from Great Barrington, this delightful property offers long-range pasture views with the Green River just beyond. Thoughtful living spaces for every walk of life featuring a roomy primary suite on the first floor, an additional primary suite that occupies the entire third floor, and inviting spaces for guests and gatherings. Key features include top brands like Waterworks, Wolf, Schluter, Graff, Bertazzoni, and Kohler, along with Danby marble, Italian stone, and oak floors. Every window offers views of the expansive 13.5 acres, fully fenced and l

$2,250,000

4 beds5 baths4,846 sq ft

302A Egremont Plain Rd, Egremont, MA 01230

Italian stone • Roomy primary suite • Expansive 13.5 acres

ABOUT THIS HOME
Luxury Home for sale in 12529, NY:
Modern Country Living at Copake Lake Welcome to your dream getaway in the heart of Columbia County! Built in 2022, this beautifully crafted modern home offers comfort with a rustic touch perfectly nestled on 3.3 private acres just steps from stunning Copake Lake, a 410-acre freshwater gem. This thoughtfully designed home features an open-concept main floor, two master suites with standing tub. A 3rd bedroom in basement. 2+ car heated garage. If you're not boating on the lake, relax and grill next to your own in ground pool! Whether you're entertaining, relaxing, or working from home, you'll enjoy peace, privacy, and natural light throughout. Located in one of the area's most desirable s

$1,475,000

3 beds3 baths2,304 sq ft

501 Birch St, Copake, NY 12516

Private acres • Two master suites • Copake lake

Property at 5015 Crow Hill Rd, Austerlitz, NY 12017, 4 beds, 2.5 baths

$2,350,000

4 beds2.5 baths4,243 sq ft

5015 Crow Hill Rd, Austerlitz, NY 12017

Property at 30 East Rd, West Stockbridge, MA 01266, 7 beds, 7.5 baths

$13,500,000

7 beds7.5 baths10,429 sq ft

30 East Rd, West Stockbridge, MA 01266

Property at 2934 County Route 7, Copake, NY 12516, 5 beds, 3 baths

$1,200,000

5 beds3 baths2,124 sq ft

2934 County Route 7, Copake, NY 12516

Listing by O Kane Realty

Property at 71 & 73 Blunt Rd, Egremont, MA 01230, 6 beds, 5 baths

$1,900,000

6 beds5 baths4,200 sq ft

71 & 73 Blunt Rd, Egremont, MA 01230

Property at 124 Egremont Plain Rd, Egremont, MA 01230, 4 beds, 4.5 baths

$1,395,000

4 beds4.5 baths3,185 sq ft

124 Egremont Plain Rd, Egremont, MA 01230

Property at 66, 333, Cr-27, Unknown City, NY 12516, 3 beds, 1.5 baths

$1,700,000

3 beds1.5 baths1,400 sq ft

66, 333, Cr-27, Unknown City, NY 12516

Listing by Walker Realty LLC

Property at 388 Sky Farm Rd Stop 11, Copake, NY 12516, 4 beds, 3.5 baths

$1,550,000

4 beds3.5 baths3,080 sq ft

388 Sky Farm Rd Stop 11, Copake, NY 12516

Property at 78 Waldorf Ridge Rd, Copake, NY 12516, 3 beds, 4.5 baths

$3,250,000

3 beds4.5 baths3,900 sq ft

78 Waldorf Ridge Rd, Copake, NY 12516

Listing by Corcoran Country Living

Property at 414 S Undermountain Rd, Sheffield, MA 01257, 3 beds, 2.5 baths

$1,350,000

3 beds2.5 baths2,256 sq ft

414 S Undermountain Rd, Sheffield, MA 01257

Property at 8025 Route 22 Stop 84, Copake, NY 12516, 4 beds, 3 baths

$2,900,000

4 beds3 baths3,555 sq ft

8025 Route 22 Stop 84, Copake, NY 12516

Property at 22 Sheffield Rd, Egremont, MA 01258, 4 beds, 2 baths

$1,149,000

4 beds2 baths2,742 sq ft

22 Sheffield Rd, Egremont, MA 01258

Property at 50 Old Village Rd, Great Barrington, MA 01230, 4 beds, 3.5 baths

$2,250,000

4 beds3.5 baths4,445 sq ft

50 Old Village Rd, Great Barrington, MA 01230

Property at 114 Old Barrington Rd, Claverack, NY 12530

$949,000

— beds— baths— sq ft

114 Old Barrington Rd, Claverack, NY 12530

Listing by Houlihan Lawrence Inc.

Property at 114 Old Barrington Rd, Hudson, NY 12534

$949,000

— beds— baths— sq ft

114 Old Barrington Rd, Hudson, NY 12534

Based on information submitted to the MLS GRID as of Mon Dec 22 2025. 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.

Luxury Homes for Sale in 12529

There are currently 18 luxury homes for sale in 12529 at a median listing price of $792K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 12529 stay on the market for 100 days. This map is refreshed with the newest listings in 12529 every 15 minutes.

In the past month, 5 homes have been sold in 12529. In addition to houses in 12529, there were also 0 condos, 0 townhouses, and 4 multi-family units for sale in 12529 last month. Find your dream home in 12529 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 12529 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 12529. If you're looking to sell your home in the 12529 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 12529 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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