Dutchess County NY Homes under $400,000

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  /20

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1814 Route 199, Stanfordville, NY 12581

  One level living. 2 Acres partially wooded. Lots of privacy. Put in a few updates and a little elbow grease and make this home your style.

  MICHAEL MORRISON Corcoran Country Living

  1814 Route 199, Stanfordville, NY 12581
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  /18

  $325,000

  • 2 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  2833 Route 9d Unit 4, Poughkeepsie Township, NY 12603

  Spacious 2 Bed, 2 Bath Condo – Over 1,200 Sq FtThis updated 2-bedroom, 2-bath condo offers over 1,200 sq ft of bright, open living space. The modern kitchen features sleek finishes and plenty of storage, flowing into a generous living/dining area. Both bedrooms are well-sized, making this home perfect for comfortable, low-maintenance living.

  MICHAEL SANTARPIA K. Fortuna Realty, Inc.

  2833 Route 9d Unit 4, Poughkeepsie Township, NY 12603
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  /19

  $359,900

  • 7 Beds
  • 3 Baths
  • 2,200 Sq Ft

  94 South Ave, Poughkeepsie, NY 12601

  Rare opportunity to acquire this legal rooming house on the City of Poughkeepsie's desirable south side. Featuring seven rooms, shared kitchen & three full bathrooms. Natural gas for heating, hot water & cooking. Unfinished basement & walkup attic for abundant storage. Large covered front porch & huge backyard for outdoor enjoyment. Centrally located just minutes from hospitals, colleges, bus

  Dan Axtmann BHHS Hudson Valley Properties

  94 South Ave, Poughkeepsie, NY 12601
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  /24

  $399,000

  • 5 Beds
  • 1,062 Sq Ft

  215 Little Pond Rd, Pawling, NY 12564

  Private Lake House on a Private Lake!Little Whaley Lake, a serene 46-acre spring-fed, motor-free lake with only six homes offers unparalleled tranquility. This lot offers 150 feet of lake frontage and a private dock; ideal for peaceful swimming, fishing, kayaking, and reconnecting with nature. There are only 6 homes on this lake, with no public access, creating a quiet and

  Jillian Pajer Douglas Elliman Real Estate

  215 Little Pond Rd, Pawling, NY 12564
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  /8

  $375,000

  • Land
  • 10 Acres
  • $37,166 per Acre

  TBD Stanford Rd, Millbrook, NY 12545

  Set along a scenic road just minutes from Millbrook Village, this 10.09-acre parcel offers open fields, rolling hills, and a rural backdrop. With an approved building envelope and access from Stanford Road, it's an ideal setting for a future home or private retreat. Located in a highly desirable area, this property presents a rare opportunity to build in a sought-after location. Additional

  OLIVER BROWN Houlihan Lawrence Inc.

  TBD Stanford Rd, Millbrook, NY 12545
• 

  

  /5

  $399,000

  • 4 Beds
  • 3 Baths
  • 2,183 Sq Ft

  123 Greenwood Dr, Beacon, NY 12508

  Price reduced on this charming 2 story private and secluded home located on a cul-de-sac in popular Beacon, NY. With just 10 minutes to Metro North, shopping and medical facilities, this 4 bed, 3 full bath fixer upper home features a very private back yard that joins the Fishkill Creek. Enjoy the beautiful serene view of the creek from the two story deck that overlooks the park like setting of

  Jay Feinberg Keller Williams Hudson Valley

  123 Greenwood Dr, Beacon, NY 12508
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  /21

  $349,000

  • 1 Bed
  • 1.5 Baths
  • 672 Sq Ft

  26 Booth Blvd, Wappingers Falls, NY 12590

  Welcome to this spacious 1-bedroom, 1.5-bathroom home, offering much more than meets the eye! As you step inside, you're greeted by a light-filled, modern living room, perfect for relaxation or entertaining. Just beyond the living room, to the right, you'll find a generously sized bedroom, a full bathroom, and another versatile room—ideal for a home office, gym, or whatever you envision.

  Savannah Miceli Century 21 Alliance Rlty Group

  26 Booth Blvd, Wappingers Falls, NY 12590
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  /5

  $325,000

  • Land
  • 0.28 Acre
  • $1,160,714 per Acre

  0 Reservoir Dr Unit KEY868959, Millbrook, NY 12545

  Commercial building lot in Village of Millbrook, located on lovely street directly across from the Town Hall. This is a one of a kind offering in the GB zone in the Village. Permitted uses include single family dwelling, two-family dwelling, bed & breakfast, office, retail, along with many uses with a special permit. Village water and sewer. Great investment opportunity!

  George Whalen III George T Whalen Real Estate

  0 Reservoir Dr Unit KEY868959, Millbrook, NY 12545
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  /16

  $353,500

  • 4 Beds
  • 1 Bath
  • 1,876 Sq Ft

  84 Beilke Rd, Millerton, NY 12546

  This description really captures the essence of what makes this light and bright 4-bedroom 1 bath home both practical and inspiring. Its design masterfully blends everyday efficiency with endless creative potential. The first floor’s open layout—with the living room, eat-in kitchen, and integrated mudroom/laundry—creates a comfortable, unified space that makes returning home feel effortless.

  Arleen Shepley Elyse Harney Real Estate

  84 Beilke Rd, Millerton, NY 12546
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  /24

  $339,999

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft

  218 Johnson Rd, Wingdale, NY 12594

  Charming 3-Bedroom Home on 2.5 Acres in WingdaleWelcome to this well-maintained 3-bedroom, 2-bathroom single-family home offering 1,459 sq. ft. of comfortable living space. Nestled on 2.5 private acres in Wingdale, this home combines peace, privacy, and practicality—perfect for those seeking a forever home. Home is being sold AS-IS.Recent updates include a new sump pump, front

  Jennifer McQueen-Sealy Clarke Realty & Associates LLC

  218 Johnson Rd, Wingdale, NY 12594
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  /71

  $394,900

  • 3 Beds
  • 2.5 Baths
  • 1,434 Sq Ft

  4 Park St, Millerton, NY 12546

  A Beautiful 3 Bedroom 2 1/2 Bath Victorian with a 2 Car Garage in the Charming Village of Millerton! The first floor features a living room, a kitchen, a dining room, and a 1/2 bath, The second floor features 3 bedrooms and a 3/4 bath. There is a walkup attic with plumbing for additional living space and a full basement that's been partially finished with a 3/4 bath that's not in use. The home

  Theodore Banta III RVW Select Properties

  4 Park St, Millerton, NY 12546
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  /20

  $340,000

  • 5 Beds
  • 2 Baths
  • 2,272 Sq Ft

  320 Mansion St, Poughkeepsie, NY 12601

  Excellent investment opportunity in the City of Poughkeepsie! This legal 2-family offers a spacious 3-bedroom, 1 bath unit upstairs and a 2-bedroom, 1-bath unit on the main level. Both units are separately metered and currently leased, providing immediate income with value-add potential through future updates. Tenants pay their own utilities. Recent updates include a new roof just one year ago!

  Michael Cahill HomeSmart Homes & Estates

  320 Mansion St, Poughkeepsie, NY 12601
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  /8

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,906 Sq Ft

  22 Prospect St, Staatsburg, NY 12580

  Investor Opportunity in Beautiful Dutchess County! Bring your vision to life with this 3-bedroom, 2-bath raised ranch ideally situated on a level, landscaped lot in the heart of Dutchess County. This property offers solid bones and valuable updates, including a 3- to 4-year-old roof and a glistening in-ground pool (also 3-4 years old) — perfect for creating an inviting outdoor retreat once

  Heather Martin United RE Hudson Valley Edge

  22 Prospect St, Staatsburg, NY 12580
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  /36

  $359,900

  • 1 Bed
  • 1 Bath
  • 1,083 Sq Ft

  18 Anderson Rd, Clinton Corners, NY 12514

  LAKE VIEWS AND ACCESS ON BEAUTIFUL UPTON LAKE, THIS IS A ONE-OF-A-KIND COTTAGE ! UPTON LAKE IS A 46-ACRE SPRING-FED LAKE WHICH IS IDEAL FOR SWIMMING, FISHING, AND BOATING (WITH ELECTRIC MOTORS ONLY). THE COTTAGE IS A TRANQUIL PARADISE. IT IS PROFESSIONALLY DECORATED WITH MANY UPDATES. UPDATES INCLUDE FOUR HIGH-ENERGY EFFICIENT SPLIT UNITS FOR HEATING AND COOLING. 200 AMP ELECTRICAL SERVICE,

  Brian Burke McNiff Real Estate LTD

  18 Anderson Rd, Clinton Corners, NY 12514
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  /18

  $380,000

  • 5 Beds
  • 3 Baths

  10 Lexington Ave, Poughkeepsie, NY 12601

  Welcome to 10 Lexington Ave, a fantastic two-family home situated on a quiet one-way street in the heart of Poughkeepsie! This versatile property features a spacious 3-bedroom, 2-bath unit and a comfortable renovated 2-bedroom, 1-bath unit, making it an excellent opportunity for investors or owner-occupants looking for additional rental income. Convenience is key—this home is located directly

  Jose Cruz Douglas Elliman Real Estate

  10 Lexington Ave, Poughkeepsie, NY 12601
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  /39

  $399,999

  • 3 Beds
  • 1.5 Baths
  • 1,944 Sq Ft

  21 Overlook Rd, Poughkeepsie, NY 12603

  Look no further, this is a truly charming home built in 1812, seamlessly blending historic character with modern conveniences. This beautifully maintained property features an expansive lawn, vibrant flower gardens, and a welcoming new covered porch perfect for relaxing afternoons. Inside, you’ll find plenty of daylight streaming through the many windows, highlighting the warmth and elegance of

  Robyn Tricinelli Century 21 Alliance Realty Grp

  21 Overlook Rd, Poughkeepsie, NY 12603
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  /16

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  15 Feller Newmark Rd, Red Hook, NY 12571

  Off a pretty country road is this 2 to 3 Bedroom, Ranch style Home. Features include large Living Room with plenty of room to spread out, updated Kitchen and Main Bedroom has private tiled bath with deep soaking tub, 2 additional Bedrooms (3rd Bedroom converted to laundry but can be easily changed back or used as office plus 2nd guest full Bath. Full Basement has potential for future growth.

  Catherine Mondello Mondello Upstate Properties

  15 Feller Newmark Rd, Red Hook, NY 12571
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  /26

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  48 Woodside St, Pine Plains, NY 12567

  Whether for starting out retirement or weekend use, 48 Woodside Street is an efficient, move-in-ready home. Pine Plains offers a number of attractions from fine dining at the Stissing House, or a relaxing kayak paddle on Thompson Pond. Nearby hiking trails offer options such as the Stissing Fire Tower, a challenging local favorite, and the Thompson Preserve an easy woodland stroll around a

  Brad Rebillard Dutchess Country Realty, Inc.

  48 Woodside St, Pine Plains, NY 12567
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  /4

  $335,000

  • 3 Beds
  • 1 Bath
  • 1,133 Sq Ft

  7 Jonathan Dr, Staatsburg, NY 12580

  Opportunity awaits with this 3-bedroom, 1-bath raised ranch located in a desirable Staatsburg neighborhood. Set on a quiet street and close to FDR High School, this home features a full basement and spacious yard. The property needs some TLC and updates to bring out its full potential. Please note: there is no interior access at this time. We encourage you to visit the property and explore the

  Yesenia Pagan Keller Williams Realty Partner

  7 Jonathan Dr, Staatsburg, NY 12580
• 

  

  /22

  $385,000

  • 2 Beds
  • 1.5 Baths
  • 1,072 Sq Ft

  565 Old Hopewell Rd, Hopewell Junction, NY 12533

  Welcome to 565 Old Hopewell Road—a newly renovated 2-bedroom, 1.1-bathroom ranch offering modern comfort, style, and move-in-ready convenience. Set on a spacious lot in a desirable location, this thoughtfully updated home is perfect for anyone seeking easy, one-level living. Step inside to a bright and open layout featuring a stunning new kitchen with sleek cabinetry, new appliances, and quality

  GERARD SMITH Serhant LLC

  565 Old Hopewell Rd, Hopewell Junction, NY 12533
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  /15

  $384,000

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft

  618 Bean River Rd, Pine Plains, NY 12567

  Secluded 2BR/2BA RANCH w/2 large decks, all wood floors and wood siding + detached 2 car garage on 7+acres in Hamlet zone Easy subdivision into 4 and 3 acre lots. Also available as Family Compound with adjoining 8 acre and 4 acre boha parcels for 699,000. Great location between Pine Plains Village and Millerton on quiet road off Route 199. New well installed. Easy to show unoccupied.

  David Birch Barns & Farms Realty, LLC

  618 Bean River Rd, Pine Plains, NY 12567
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  /12

  $399,000

  • Land
  • 1.23 Acres
  • $324,390 per Acre

  65 Monell Place, Beacon, NY 12508

  **Builders and developers - amazing opportunity to build on a river view lot in Beacon with minimal upfront land cost! Seller is open to structuring a deal that allows the property to be developed, with payment for the property upon sale of the home. *** Tucked away in one of Beacon’s most sought-after spots, this rare parcel offers the perfect balance of privacy and proximity. Imagine waking up

  Virginia Corbett eXp Realty

  65 Monell Place, Beacon, NY 12508
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  /20

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  3889 Route 82, Millbrook, NY 12545

  Welcome to this beautiful brick ranch, ideally situated on a level one-acre lot just outside the charming Village of Millbrook.This well-maintained 3-bedroom, 2-bath home offers easy, one-level living with hardwood floors throughout, a cozy living room with a wood-burning fireplace, and an enclosed porch perfect for relaxing or entertaining. The spacious eat-in kitchen flows nicely and

  Ginalea Healy K. Fortuna Realty, Inc.

  3889 Route 82, Millbrook, NY 12545
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  /50

  $389,000

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft

  16 Titus Rd, Poughkeepsie, NY 12603

  Nestled in a serene community of picturesque cottages, this delightful 2-bedroom, 2-bathroom creekside home offers the perfect blend of charm and tranquility. Tucked among lush greenery, the home boasts direct access to the Wappinger Creek with a walkway descending down to the water’s edge—an idyllic spot for morning coffee, quiet reflection, or dipping your toes in the cool, flowing stream.

  Jo-Ann Campagiorni

  16 Titus Rd, Poughkeepsie, NY 12603
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  /27

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,298 Sq Ft

  505 Chelsea Cove S, Hopewell Junction, NY 12533

  Elegant & Modern Townhouse with Private Beach Access. Welcome to this beautifully renovated townhouse in the desirable Chelsea Cove community, just a short stroll from the private beach on picturesque Sylvan Lake. From the moment you arrive, the home captivates with its impeccable landscaping and the convenience of two assigned parking spaces. Inside, the sunlit, modern kitchen is a true

  Anthony Shabani At Home With Yara Realty

  505 Chelsea Cove S, Hopewell Junction, NY 12533
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  /22

  $385,000

  • 6 Beds
  • 2 Baths
  • 2,452 Sq Ft

  1 Gray St, Poughkeepsie, NY 12603

  PERFECT CHOICE FOR OWNER OR INVESTOR! GROUND FLOOR APARTMENT IS VACANT, MOVE IN AND COLLECT THE RENT ON THE UPSTAIRS LEASED UNIT.BOTH UNITS FEATURE 3 NICE SIZE BEDROOMS, AN EAT IN KITCHEN, LIVING ROOM AND FULL BATH. SECOND STAIRCASE IN THE BACK GIVES DIRECT ACCESS TO A FENCED IN BACKYARD. AMPLE PARKING IN THE DRIVEWAY PLUS ONE CAR GARAGE. HOUSE HAS FULL WALK-OUT BASEMENT AND A WALK-UP ATTIC.

  Hana Kogan Mark One Real Estate

  1 Gray St, Poughkeepsie, NY 12603
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  /4

  $300,000

  • Land
  • 0.82 Acre
  • $365,854 per Acre

  5282 Route 44, Amenia, NY 12501

  Great location wonderful investment area build new apt and or commercial building and or mixed use.great traffic location.Close to town and all services close to Silo Ridgetown park etc .

  Bill Flood Houlihan Lawrence Inc.

  5282 Route 44, Amenia, NY 12501
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  /28

  $310,000

  • 3 Beds
  • 1.5 Baths
  • 1,729 Sq Ft

  3 Hook Rd Unit 74, Poughkeepsie, NY 12601

  This beautiful Townhouse includes 1729 sq ft of living space, 3 bedrooms, 1.5 bathroom and in unit laundry. The new front porch leads you to the main floor entrance. Inside on the main level you will find a small foyer, living room and kitchen. The large living room, with beautiful hardwood flooring, great natural light and overhead fan provides an enjoyable area to relax. The living room

  Carmella Morrison KW MidHudson

  3 Hook Rd Unit 74, Poughkeepsie, NY 12601
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  /12

  $339,900

  • 2 Beds
  • 2.5 Baths
  • 1,455 Sq Ft

  11 Sunstone Dr, Poughkeepsie, NY 12603

  Chrystal Glen Townhouse features Spacious Living Room open to Formal Dining Area. Inviting Galley Kitchen with newer Appliances. Dining Area has Sliding Glass Door to Outdoor Patio. Half Bath, Laundry Room/Utilities with Door to Garage completes 1st Floor. Up the attractive Staircase to a very large Primary Bedroom with En-suite Bath, Walk in Closet +2nd Closet. 2nd large Bedroom with its own

  Janet Shanley Weichert Realtors

  11 Sunstone Dr, Poughkeepsie, NY 12603
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  /19

  $390,000

  • 3 Beds
  • 2 Baths
  • 1,751 Sq Ft

  866 Dutchess Turnpike, Poughkeepsie, NY 12603

  Charming Town of Poughkeepsie Legal 2 Family located in the Arlington School District. Unit #1 2 bedrooms, Living room w/fireplace, Dining room, Kitchen, Sunroom, hardwood floors throughout. Unit #2 1 bedroom, Livingroom, Kitchen, enclosed porch/sunroom, hardwood floors throughout. Large level yard & parking for 5 or more cars. Don't miss this great opportunity!Close to shopping, East Dale,

  CORINNE LOMBARDI K. Fortuna Realty, Inc.

  866 Dutchess Turnpike, Poughkeepsie, NY 12603
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  /4

  $300,000

  • Land
  • 0.41 Acre
  • $731,707 per Acre

  67 Ridgeline Dr, Poughkeepsie, NY 12603

  Last lot in established executive neighborhood in Lagrange! Public water and sewer. Natural gas, and underground utilities. Build your dream home with views of the Hudson Valley. Close to major roadways, Arlington schools, businesses, shopping, and parks.

  Matthew Somma eXp Realty

  67 Ridgeline Dr, Poughkeepsie, NY 12603
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  /32

  $385,000

  • 4 Beds
  • 2 Baths
  • 1,483 Sq Ft

  23 Cedar Ln, Poughkeepsie, NY 12601

  For Sale: Spacious Cape Cod on a Corner Lot – 4 Beds, 2 BathsDiscover this super spacious Cape Cod situated on a prime corner lot spanning over half an acre of land! This beautifully maintained 4-bedroom, 2-bathroom home offers the perfect blend of charm and modern updates.Step inside to find a large eat-in kitchen with a dedicated dining area, stainless steel appliances, a gas

  Martin Krakower eXp Realty

  23 Cedar Ln, Poughkeepsie, NY 12601
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  /37

  $320,000

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft

  4 Antler Club Rd, Pine Plains, NY 12567

  Located in the picturesque Antlers Club Lake Community, this 2-bedroom, 2-bath Cape Cod offers a peaceful retreat with beach access and your own dock for kayaking, fishing, or relaxing by the water. The home features a bright and inviting layout, with spacious living areas, a well-equipped kitchen, and a full bath on the main level. Upstairs, a large bedroom and another full bath provide a cozy

  Michael Cahill HomeSmart Homes & Estates

  4 Antler Club Rd, Pine Plains, NY 12567
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  /16

  $400,000

  • 3 Beds
  • 1 Bath
  • 3,976 Sq Ft

  59 Montgomery St, Poughkeepsie, NY 12601

  Fantastic Opportunity for business and/or residential! Multiple possibilities abound with great space and off street parking. 3 floors, 2 car detached garage, 3+ BR, living room, dining room, kitchen, Current use business first level with residential above. Architect, private practice, daycare are just a few of the permitted uses. Close to route 9, trains and hospitals. Great visibility in

  Candice Ryu BHHS Hudson Valley Properties

  59 Montgomery St, Poughkeepsie, NY 12601
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  /11

  $330,000

  • Land
  • 11 Acres
  • $30,928 per Acre

  33 Vosburgh Rd, Red Hook, NY 12571

  Perfectly positioned between the centers of Rhinebeck and Hudson NY, and 2 Amtrak train stations. Lightly wooded, gently sloping unencumbered land on a quiet dead end road with beautiful Catskill Mountain views. Perfect setting for an off-the-beaten-path home, close to all the best of the Hudson Valley.To be delivered with BOH Approval.

  John Barbato Compass, Hillsdale

  33 Vosburgh Rd, Red Hook, NY 12571
• 

  

  /16

  $389,000

  • 2 Beds
  • 1.5 Baths
  • 1,336 Sq Ft

  618 Bean River Rd, Millerton, NY 12546

  Secluded 2BR/2BA RANCH w/2 large decks, all wood floors and wood siding + detached 2 car garage on 7+acres in Hamlet zone Easy subdivision into 4 and 3 acre lots. Also available as Family Compound with adjoining 8 acre and 4 acre boha parcels for 625,000. Great location between Pine Plains Village and Millerton on quiet road off Route 199. New well installed. Easy to show unoccupied.

  David Birch Barns and Farms Realty LLC

  618 Bean River Rd, Millerton, NY 12546
• 

  

  /14

  $399,000

  • Land
  • 1.97 Acres
  • $202,538 per Acre

  20 Firehouse Ln, Red Hook, NY 12571

  A wonderful 1.7 acre lot in village proper zoning is NMU neighborhood mixed use the same as the Knollwood project across the street .It allows residential and commercial development . Has access to water and will be on the next phase of the sewer system that is being planned now . A great location waling distance to shops and restaurants . Last parcel available in village zoned for apartments.

  Thomas LeGrand LeGrand Real Estate, Inc.

  20 Firehouse Ln, Red Hook, NY 12571
• 

  

  /4

  $389,000

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  34 Prospect Ave, Amenia, NY 12501

  Wonderful home in great neighborhood, wonderful 1.5 acre lotClose to everything walk to rail trail.Ready to move in

  Bill Flood Houlihan Lawrence Inc.

  34 Prospect Ave, Amenia, NY 12501
• 

  

  /26

  $325,000

  • Land
  • 18 Acres
  • $18,455 per Acre

  65 Patricia Ln, Clinton Corners, NY 12514

  BEAUTIFUL PRIME LAND WITH LAKE ACCESS & SEASONAL LAKE VIEWS! Board of Health approved for 4 bedrooms! Discover your own piece of paradise on this 17.61 pristine acres, nestled at the end of a quiet cul-de-sac, surrounded by lush, mature trees and bordered by bubbling streams lined with vibrant forget-me-nots each spring. This breathtaking property sits atop a gentle hill, with rough cut driveway,

  Arlene Campbell BHHS Hudson Valley Properties

  65 Patricia Ln, Clinton Corners, NY 12514
• 

  

  /28

  $387,000

  • 2 Beds
  • 2 Baths
  • 1,596 Sq Ft

  62 Shadblow Ln, Clinton Corners, NY 12514

  Accepted Offer showing only for back up.... Estate sale, Sold as Is.. Charming. Private Log Home boasting an open floor plan with expansive vaulted ceiling to a sky lite loft, 2nd Bedroom and full bath also on the 2nd floor. First floor boasts Living room, Dinning room and Kitchen open to all the space. Large bedroom on the first floor and full bath. Off the Dinning Room via French Doors enjoy

  Brian Woolsey BHHS Hudson Valley Properties

  62 Shadblow Ln, Clinton Corners, NY 12514

Showing Results 81 - 120, Page 3 of 4