Chatham NY Real Estate & Homes for Rent

21 Properties Found

The median home value in Chatham, NY is $515,000. This is higher than the county median home value of $390,000. The national median home value is $338,100. The average price of homes sold in Chatham, NY is $515,000. Approximately 60.69% of Chatham homes are owned, compared to 13.85% rented, while 25.47% are vacant. Chatham real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Chatham real estate agent to arrange a tour today!


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1–21 of 21 properties displayed
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Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
202510941
Type:
Retail
Lot size:
3.1 Acres
Year built:
1994
Courtesy: Beach & Bartolo Realtors Jennifer Sesma 617-359-1873
View additional info

ADDITIONAL INFORMATION

Beds:
4
Baths:
3.00
Sq.Ft.:
2,688
Status:
Active
MLS#:
155699
Type:
Single Family
Lot size:
13.9 Acres
Year built:
2001
Courtesy: Houlihan Lawrence Inc. 518-822-0300
View additional info

ADDITIONAL INFORMATION

Follow a private drive through lakeside woods to 801 Dugway Road, a renovated country home nestled in 13.9 acres of sprawling lawns, woods, and old stone walls. Formerly used as the live-in studio of a well-known painter, this site boasts the potential for a myriad lifestyles and uses, be it an artists studio, wellness retreat, family country home or some combination of the three. The main house, at a spacious, 2800 sq ft flows openly between living areas which include a full living, and dining room, a big bright eat-in-kitchen with sliding glass doors that open up to the slate patio and pool, and a fire room with burning wood stove. Touches of modern-farmhouse character, including accent wallpapers, custom lighting, and locally sourced stone floors, add a whimsical flare. Above the family living area find a refurbished main bedroom complete with a walk-in closet with antique lighting and room for vanity, and a brand new ensuite bath with soaking tub, octagonal ventini marble floors, and custom glass and ceramic-tiled shower/accent wall. The second level also features panoramic wooded views between three additional bedrooms and a full hall bath, also newly updated with ceramic tile. Grounds include a 4 horse barn, a 2000 sq ft garage with an attached foundation platform that could be used as outdoor studio/recreation space or as foundation for an accessory structure, and water rights to Beaver Lake. 801 Dugway is as private as it is convenient to local attractions, just around the corner from charming Chatham, Spencertown, and Hawthorne Valley. Surrounded by Hudson Valley farms you are sure to eat well with locally grown groceries and farm-to-table establishments.Take advantage of all four seasons, with garden parties around the pool and bandstand in the summer, cozy fires in the winter, strolls on amidst dazzling foliage in the fall and fresh blooms in the spring. Enjoy complete peace and quiet (total lack of road noise!), all only 2.5 hours from NYC, 20 minutes to hudson/amtrak and 20 to Great Barrington, MA.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,688
Status:
Active
MLS#:
811925
Type:
Single Family
Lot size:
13.9 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Houlihan Lawrence, Inc 518-822-0300
View additional info

ADDITIONAL INFORMATION

Follow a private drive through lakeside woods to 801 Dugway Road, an airy country home nestled in 13.9 acres of sprawling lawns, woods, and old stone walls. Formerly used as the live-in studio of a well-known painter, this site boasts the potential for a myriad lifestyles and uses, be it an artists studio, wellness retreat, family country home or some combination of the three. The twenty eight hundred square foot main house includes a generous living area with an open flow between the living areas. A full living, and dining room, a big bright eat-in-kitchen with sliding glass doors that open up to the slate patio and pool, and a fire room with a fire place hosting a huge wood burning wood stove. Touches of modern-farmhouse character, including accent wallpapers, custom lighting, and locally sourced stone floor entry, and a whimsical flare. Above the family living area find a refurbished main bedroom complete with a walk-in closet with antique lighting and room for vanity, and a brand new ensuite bath with soaking tub, octagonal ventini marble floors, and custom glass and ceramic-tiled shower/accent wall. The second level also features panoramic wooded views between three additional bedrooms and a full hall bath, also newly updated with ceramic subway tile, and spashy Spanish floor tile. Grounds include a 4 horse stable, a two thousand square foot garage with an attached foundation platform that could be used as outdoor studio/recreation space or as foundation for an accessory structure, and water rights to Beaver Lake. 801 Dugway is as private as it is convenient to local attractions, just around the corner from charming Chatham, Spencertown, and Hawthorne Valley. Surrounded by Organic Hudson Valley farms you are sure to eat well with locally grown groceries and farm-to-table establishments. Take advantage of all four seasons, with garden parties around the pool and bandstand in the summer, cozy fires in the winter, strolls on amidst dazzling foliage in the fall and fresh blooms in the spring. Enjoy complete peace and quiet (total lack of road noise!) yearound, all only 2.5 hours from NYC, 20 minutes to Hudson with its bustling historic business district and and 20 to Great Barrington, Massachusetts and Tanglewood.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
202430406
Type:
Other
Lot size:
3.1 Acres
Year built:
1994
Courtesy: Beach & Bartolo Realtors Jennifer Sesma 617-359-1873
View additional info

ADDITIONAL INFORMATION

Beds:
6
Baths:
4.00
Sq.Ft.:
2,816
Status:
Active
MLS#:
800673
Type:
Duplex
Year built:
1928
A broker reciprocity listing Courtesy: Houlihan Lawrence, Inc 518-822-0300
View additional info

ADDITIONAL INFORMATION

Chatham Village two-family with substantial investment return and steady income producer available. The tastefully updated craftsman is set on a quiet village street with a large yard, two car garage, and storage/workshop area. The side by side two-level units both have 3 bedrooms, office area, sunroom, and large enclosed entryway. Recent improvements include; chimney rebuild and cap, substantial tree work, exterior and interior paint, kitchen and appliance updates, new siding and doors on garage. The structure and grounds have been thoughtfully maintained while having steady, long term occupancy. Centrally located to popular Upper Hudson Valley destinations: Hudson, Kinderhook, Albany, and the Berkshires are all 25 minutes away. NYC 2.25 hours.

Beds:
6
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
H800673
Type:
Other
Year built:
1928
A broker reciprocity listing Courtesy: Houlihan Lawrence, Inc 518-822-0300
View additional info

ADDITIONAL INFORMATION

Chatham Village two-family with substantial investment return and steady income producer available. The tastefully updated craftsman is set on a quiet village street with a large yard, two car garage, and storage/workshop area. The side by side two-level units both have 3 bedrooms, office area, sunroom, and large enclosed entryway. Recent improvements include; chimney rebuild and cap, substantial tree work, exterior and interior paint, kitchen and appliance updates, new siding and doors on garage. The structure and grounds have been thoughtfully maintained while having steady, long term occupancy. Centrally located to popular Upper Hudson Valley destinations: Hudson, Kinderhook, Albany, and the Berkshires are all 25 minutes away. NYC 2.25 hours. BuildingAreaSource: Public Records, ConstructionDescription: Clapboard, InteriorFeatures: Crown Molding, LotFeatures: Back Yard, Front Yard, Landscaped, ParkingFeatures: On Street, WindowFeatures: Insulated Windows,

Beds:
5
Baths:
3.00
Sq.Ft.:
2,368
Status:
Active
MLS#:
H6334567
Type:
Duplex
Year built:
1920
A broker reciprocity listing Courtesy: Houlihan Lawrence, Inc 518-822-0300
View additional info

ADDITIONAL INFORMATION

Chatham two-family in the heart of the Village ready for investors. The lower unit has a spacious entry, leading into a light filled family room and dining area. A large modern kitchen and laundry area give room for additional dining. Two bedrooms and two baths comprise the rear of the unit. The upper unit utilizes a large entry landing as a mudroom and private entrance. Also outfitted with a recently remodeled kitchen and updated appliances, the top floor is graciously laid out with a dining room, living room, three bedrooms, one bath, and a large laundry room. Significant improvements have been made to the entire building, including structural updates, exterior and interior paint, new electrical, and two hot air propane furnaces metered off a new 500 gallon buried tank. The property also includes a detached garage. A few minutes walk to all Chatham Public Schools and village amenities make the location convenient for neighborhood living. Additional Information: ParkingFeatures:2 Car Detached,

Beds:
4
Baths:
3.00
Sq.Ft.:
3,900
Status:
Active
MLS#:
202428035
Type:
Single Family
Lot size:
5 Acres
Year built:
2011
Courtesy: Country Life Real Estate Kelly Harrison 518-392-6600
View additional info

ADDITIONAL INFORMATION

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
154932
Type:
Land
Lot size:
18.19 Acres
Courtesy: Beach & Bartolo Realtors 518-392-2700
View additional info

ADDITIONAL INFORMATION

18+ acres, just outside of Spencertown, on a near rectangular lot filled with mature trees. The vacant land is beautiful and the size offers options to build a home in a private, natural setting. Chatham Village, The Berkshires, Beebe Hill State Forest, Harvey Mountain State Forest, Austerlitz Historical Society and Steepletop (the Edna St. Vincent Millay house) are all within a 15 minute drive. The location is also close to Hudson, Albany, Pittsfield and about 2.5 hrs to NYC or Boston. The property line is roughly at a large tree on rt 203. There is a space on the property for a driveway before the guard rail starts, and then the property runs for roughly the entire length of the guard rail.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,000
Status:
Active
MLS#:
202427535
Type:
Single Family
Lot size:
1.2 Acres
Year built:
1874
Courtesy: Gabel Real Estate Andrea Gabel
View additional info

ADDITIONAL INFORMATION

Beds:
4
Baths:
3.00
Sq.Ft.:
2,688
Status:
Active
MLS#:
H6324384
Type:
Single Family
Lot size:
13.9 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Houlihan Lawrence, Inc 518-822-0300
View additional info

ADDITIONAL INFORMATION

Sublime rural location on scenic private road with abundant privacy and room to breathe. Recently updated and move in ready. 13.9 acres of sprawling well kept lawns, woods, and old stone walls. In-ground pool, four stall horse barn and insulated four car garage with water rights to Beaver Lake. Bright big Eat-in-kitchen with sliding glass doors that open up to the slate patio and pool. A few steps further along the woods edge you will find a fire pit and a bandstand. Sunny formal dining room, large family room, and living room with fireplace on the first floor. Cleft slate floor tile from a local quarry floor greet you in the side entry mud room with a Shaker peg coat rack. Oak floors and tasteful vintage lighting are to be found throughout the house. Finished basement with washer dryer in huge family room add more space to enjoy. Upstairs is a huge Main ensuite bedroom with a windowed walk in closet and a fabulous bathroom. As you enter, look directly through the large crank out window with lovely park like views. Varied cerulean blue Italian Wellfleet ceramic tile cover the far wall, accented by a shapely soaking tub, and a curb-less clear glass shower sitting on Ventini marble hex floor tile. Vintage sconces over a floating vanity and a linen closet supply plenty of storage. All bathrooms feature brand new fixtures and Grohe hardware. Three other bedrooms each feature wood floors, huge closets and oversize windows with private nature views. Owls and deer roam freely, frogs and other wildlife are home to this beautiful quiet private sanctuary. Ten minutes to the center of Chatham, a beloved Hudson Valley town with new restaurants, a movie theatre, and artistic boutiques. Conveniently located between Hudson, NY with its restored opera house and Michelin Star Restaurants and Tanglewood. Twenty minutes to Great Barrington, Massachusetts. Culture and fine dining are easy to reach from this peaceful retreat in nature. Enjoy easy access to the Taconic Pkwy. The Hawthorne Valley Farm Store and School are a ten minute drive. ConstructionDescription: HardiPlank Type,

Beds:
3
Baths:
2.00
Sq.Ft.:
1,557
Status:
Active
MLS#:
H6322899
Type:
Single Family
Lot size:
0.43 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Corcoran Country Living 845-876-6676
View additional info

ADDITIONAL INFORMATION

Enjoy this beautiful renovated turnkey home within a short walk to downtown Chatham and in one of Chatham's neighborhoods where the homes are generously set back from Main Street/Route 66. Beautifully updated and exceptionally well maintained, this home sits on just under a half acre of land with mature trees with an open and level rear yard for a possible future pool, expanded patio or possible detached garage with approval. The second floor primary bedroom is newly carpeted and has an adjacent room that can be used as a home office, gym or studio. Significant upgrades have been done to waterproof and control the humidity of the basement, which has both an interior staircase and a basement walkout. The rear yard has an existing storage barn/garage and with some modest plantings, can be quite private. With the provisions of city water and city sewer, one can experience a mix of country living with the conveniences of a quintessential upstate town.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,314
Status:
Active
MLS#:
153723
Type:
Single Family
Lot size:
1 Acres
Year built:
1921
Courtesy: Berkshire Hathaway HomeService 518-687-2222
View additional info

ADDITIONAL INFORMATION

A beautiful home located in the Village of Chatham within walking distance of the amenities of the Village. Many historic qualities in this 100 year old home. Needs some work and updating. However, it is priced well below any comparable 4 bedroom homes,active or sold in the area. Newer Buderus boiler,Field stone fireplace, vinyl replacement windows and hardwood floors are just a few of the amenities you will find Your chance to become a part of the Chatham Village community.

Beds:
n/a
Baths:
5.00
Sq.Ft.:
6,500
Status:
Active
MLS#:
151925
Type:
Single Family
Lot size:
0.66 Acres
Year built:
1945
Courtesy: Gabel Real Estate 518-392-4975
View additional info

ADDITIONAL INFORMATION

Over 6500 finished sq ft in prime Chatham Village location. Off street parking for around 40 cars. Currently used as Top Form Gym and former salon. Salon side is currently vacant. High ceilings with great natural light. Second floor perfect for office space and additional work/treatment rooms. Back room with wonderful wood floors. Two full baths and three half baths. Versatile space that could be used for any commercial venture. Office space, gym, dance, studio, restaurant, salon or spa. Mint space with a great location with one of the largest parking lots with off street parking. Building is in mint condition, and well cared for. On St parking. Two sets of W/D. Office/BR upstairs on one side of building.

Beds:
n/a
Baths:
5.00
Sq.Ft.:
6,500
Status:
Active
MLS#:
151817
Type:
General Commercial
Lot size:
0.66 Acres
Year built:
1945
Courtesy: Gabel Real Estate 518-392-4975
View additional info

ADDITIONAL INFORMATION

Over 6500 finished sq ft in prime Chatham Village location. Off street parking for around 40 cars. Currently used as Top Form Gym and former salon. Salon side is currently vacant. High ceilings with great natural light. Second floor perfect for office space and additional work/treatment rooms. Back room with wonderful wood floors. Two full baths and three half baths. Versatile space that could be used for any commercial venture. Office space, gym, dance, studio, restaurant, salon or spa. Mint space with a great location with one of the largest parking lots with off street parking. Building is in mint condition, and well cared for. On St parking. Two sets of W/D.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,300
Status:
Active
MLS#:
H6275890
Type:
Single Family
Lot size:
1 Acres
Year built:
1867
A broker reciprocity listing Courtesy: Brown Harris Stevens HV LLC 854-871-2700
View additional info

ADDITIONAL INFORMATION

Step into the charm of history with Hydrangea House, captivating Eyebrow Colonial, seamlessly blending country Farmhouse allure with modern elegance nestled on 1.09 acres. This 2300-square-foot jewel boasts 3 bedrooms and 2 full baths, plus a large 550-square-foot studio embodying a perfect balance of vintage allure and contemporary comfort. Enter the heart of the home: a new oversized country kitchen with an adjacent dining area, leading to a spacious family room and a versatile office/den. The main floor offers flexible spaces, with the added bonus of a laundry room in place of the third bathroom. A generous studio addition opens doors to endless possibilities - whether it's a home-based business, a yoga sanctuary, or an art studio, this space is ready for your vision. It opens to a courtyard with flower beds. Original wide-board pine floors grace the bedrooms upstairs, preserving the historic charm. Enjoy the ambiance of a bygone era with ample ceiling height, reflecting the grandeur of the past. New windows illuminate the interiors with natural light and offer picturesque views of the serene bubbling stream. The home has seen thoughtful upgrades, including a new roof, updated electric and plumbing, and a new septic and leach field. The canvas is primed, awaiting your creative touch to add the finishing strokes. With Chatham Schools nearby and just 2 hours from NYC, make it your own slice of paradise.

Beds:
7
Baths:
4.00
Sq.Ft.:
5,188
Status:
Active
MLS#:
202326716
Type:
Single Family
Lot size:
101 Acres
Year built:
1983
Courtesy: Houlihan Lawrence Anthony D'Argenzio
View additional info

ADDITIONAL INFORMATION

Beds:
7
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
418776
Type:
Single Family
Subdivision:
Chatham
Lot size:
101 Acres
Year built:
1983
A broker reciprocity listing Courtesy: HOULIHAN LAWRENCE INC. ML
View additional info

ADDITIONAL INFORMATION

Introducing The Renard Estate: A Picturesque Country Retreat in Old Chatham.Prepare to be enchanted by Renard Estate, a sprawling 101-acre Country Home and Gentleman's Horse Farm nestled in the heart of Old Chatham. This unique property perfectly embodies the essence of Hudson Valley living and serves as the ultimate family compound.As you arrive, you'll be greeted by the charming sight of rolling bucolic hills and serene vistas, setting the stage for complete privacy. The property's crown jewel is a serene 2.5-acre private pond, adding a touch of elegance to the landscape. Accessible via a long circular driveway, it guides you into this idyllic hillside setting.This property fulfills the dreams of equestrians and nature lovers, offering full horse facilities and meandering riding trails. It also boasts a quarter-mile of Kinderhook Creek frontage, a paradise for fishing enthusiasts.The turnkey home boasts seven bedrooms, four baths, and inviting living spaces. The living room exudes coziness, while the spacious dining area features a captivating stone fireplace. The kitchen, with its welcoming center island, forms the heart of the home, designed for hosting and entertaining family and friends.The outdoor spaces are equally captivating, featuring a Bluestone Patio, a heated in-ground pool, a rustic stone barbecue, a basketball court for lively games, and a kids' playground. The land is adorned with mature plantings and old trees, as well as a flourishing vegetable and flower garden.For those who share a passion for horses, a remarkable 13-stall horse barn awaits, complete with a heated tack room for added convenience. Outdoor riding facilities, paddocks, and run-in sheds provide comfort and shelter for your four-legged companions. Exploring beyond the horse barn, you'll discover a versatile Pole Barn and a recreation shed.Follow the siren call of Kinderhook Creek, a classified Trout Stream, and let your fishing rod, kayak, and water adventures come to life.Renard Estate offers a unique opportunity to own a piece of paradise where nature and luxury seamlessly harmonize.

Beds:
5
Baths:
2.00
Sq.Ft.:
2,500
Status:
Active
MLS#:
417551
Type:
Other
Subdivision:
Chatham
Lot size:
8.62 Acres
Year built:
1950
A broker reciprocity listing Courtesy: GABEL REAL ESTATE CC
View additional info

ADDITIONAL INFORMATION

New England Long Barn. Square footage was totally redone this past year right down to the studs with kitchen and baths. Large open kitchen to living room with great working island. Separate 1200 sq ft apartment. 8 private acres bordering Borden Pond CLC Preserve. Catskill views and western sunsets. Barn total is 41ft x171ft2,500 of finished living space. 6 stall horse barn in attached barn. 4,600 sq ft of barn space for storage, studio, workshop. Live and workspace. Build on the hill. Walk to Chatham Village. Storage for cars, studio space, animals. Possibilities are incredible. Creative space.

Beds:
n/a
Baths:
1.00
Sq.Ft.:
8,000
Status:
Active
MLS#:
141020
Type:
Single Family
Lot size:
1.9 Acres
Year built:
1975
Courtesy: Gilcrest Properties 518-610-8121
View additional info

ADDITIONAL INFORMATION

A river runs through it. Incredible opportunity awaits its new owner! Fortune favors the brave. So much is happening in the Hudson Valley of NY! It an exciting time! Do you have the vision for this 1.9 acre industrially zoned parcel located within the Village of Chatham? Water and sewer available. Gorgeous location for a brewery, distillery, cidery adjacent to the babbling brook. The dam is also included in this sale. Self storage facility, warehouse facility and so many more options. Call today for your private showing.

Beds:
n/a
Baths:
1.00
Sq.Ft.:
8,000
Status:
Active
MLS#:
141018
Type:
General Commercial
Lot size:
1.9 Acres
Year built:
1975
Courtesy: Gilcrest Properties 518-610-8121
View additional info

ADDITIONAL INFORMATION

A river runs through it. Incredible opportunity awaits its new owner! Fortune favors the brave. So much is happening in the Hudson Valley of NY! It an exciting time! Do you have the vision for this 1.9 acre industrially zoned parcel located within the Village of Chatham? Water and sewer available. Gorgeous location for a brewery, distillery, cidery adjacent to the babbling brook. The dam is also included in this sale. Self storage facility, warehouse facility and so many more options. Call today for your private showing.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

© 2025 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended. Per New York legal requirement, click here for the Standard Operating Procedures.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this web site comes in part from the Columbia Greene Northern Dutchess MLS. Real estate listings held by brokerage firms other than Xome include the name of the listing broker. Information is deemed reliable but is not guaranteed accurate by the MLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025 Columbia Greene Northern Dutchess MLS. All rights reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

The data relating to real estate for sale or lease on this web site comes in part from the MHMLS. Real estate listings held by brokerage firms other than this broker', Realtors are marked with the MHMLS 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 Mid-Hudson Multiple Listing Service, Inc. or by any individual(s) who may be affiliated with said entity, 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. Any use of search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025 Mid-Hudson Multiple Listing Service, Inc. All Rights Reserved.

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