Dutchess County NY Homes under $300,000

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  /8

  $225,000

  • Land
  • 23.89 Acres
  • $9,418 per Acre

  710 Smithfield Rd, Millerton, NY 12546

  Expansive 23.89 Parcel in Millerton, NY! Prime Location with Endless Potential. Discover a rare opportunity to own 23.89 acres of raw, wooded land nestled in the scenic hills of Millerton, NY. This private and peaceful property offers a true escape with a mix of mature trees, rolling terrain, and the potential for a long-range view from the upper elevations. Perfect for building your dream home,

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  (518) 667-9706

  710 Smithfield Rd, Millerton, NY 12546
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  /11

  $229,000

  • Land
  • 6.63 Acres
  • $34,540 per Acre

  Lot 25 Brady Brook Farm Rd, Pawling, NY 12564

  Come build your dream home on this 6.63-acre Board of Health–approved lot in the desirable Brady Brook Falls community of Pawling. Approved for a 5-bedroom home, this property offers the perfect setting for those seeking privacy while remaining just minutes from all the conveniences the Town of Pawling has to offer. Enjoy easy access to Route 22, Route 55, Metro-North, shopping, the charming

  

  Shannon Tully

  McGrath Realty Inc

  (845) 684-9806

  Lot 25 Brady Brook Farm Rd, Pawling, NY 12564
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  /10

  $229,000

  • Land
  • 5 Acres
  • $45,800 per Acre

  0 Smithfield Rd Unit KEY879008, North East, NY 12546

  An exceptional location! This Smithfield Road setting is a combination of open meadow, with extraordinary vistas of the splendid pastoral countryside, light woodland and a patch that is overgrown. The potential increases enormously with a careful thinning of the excessive weeds etc. With 5 acres that is BOHA your dream home is much closer to a reality. This place is heaven on earth.Away from

  

  Larry Havens

  Havens Real Estate

  (518) 543-9471

  0 Smithfield Rd Unit KEY879008, North East, NY 12546
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  /6

  $220,000

  • Land
  • 0.76 Acre
  • $289,474 per Acre

  15 Dykeman St, Pawling, NY 12564

  Rare opportunity to build in the heart of the Village of Pawling! Cleared and ready for development, this residential lot at 15 Dykeman Street offers municipal water and sewer available at the street — a major advantage for new construction. The property features a defined driveway lined with item four stone, providing immediate access and a head start on site work. Level and open, the lot offers

  

  Joanne Debellis

  Debellis Real Estate LLC

  (845) 660-6758

  15 Dykeman St, Pawling, NY 12564
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  /7

  $229,000

  • Land
  • 5 Acres
  • $45,800 per Acre

  Lot # 5 Smithfield Rd, Millerton, NY 12546

  Welcome to Smithfield Road—where open meadows, gentle woodlands, and sweeping pastoral views create the perfect setting for your dream home. With BOHA approval already in place on this 5-acre parcel, you're one step closer to building your own Hudson Valley retreat.A bit of strategic clearing will unlock even more beauty and possibilities. This peaceful location feels worlds away, yet it's

  

  Larry Havens

  Havens Real Estate

  (518) 676-7115

  Lot # 5 Smithfield Rd, Millerton, NY 12546
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  /9

  $270,000

  • Land
  • 12 Acres
  • $22,500 per Acre

  3 Mountain Edge Ln, North East, NY 12546

  Set in a broad, open meadow beneath the beautiful Berkshire foothills, called the Taconics offering a rare blend of privacy and panoramic scenery. The land has matured naturally, dotted with shrubs and trees yet still wonderfully expansive. With State Land at its back and stunning western vistas, the property delivers unforgettable sunrises and sunsets. Situated in the Town of North East, it's

  

  Larry Havens

  Havens Real Estate

  (518) 619-5373

  3 Mountain Edge Ln, North East, NY 12546
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  /8

  $229,000

  • Land
  • 5.57 Acres
  • $41,113 per Acre

  Lot 21 Cox Rd, Pawling, NY 12564

  Come build your dream home on this 5.6-acre Board of Health–approved lot in the highly desirable Brady Brook Falls community of Pawling. Approved for a 5-bedroom residence, this property offers both privacy and convenience—just minutes from Route 22, the Village of Pawling, shopping, Metro-North, Route 55, and even the Appalachian Trail. Nestled within the Oblong Trails, residents of Brady Brook

  

  Shannon Tully

  McGrath Realty Inc

  (845) 412-9125

  Lot 21 Cox Rd, Pawling, NY 12564
• 

  

  /10

  $270,000

  • Land
  • 12 Acres
  • $22,500 per Acre

  Lot # 3 Mountain Edge Ln, North East, NY 12546

  Nestled in an open meadow at the base of the majestic Berkshire foothills, The Taconic Range is the backdrop for this setting that is both wild and blissfully welcoming. Over the years, the meadow has grown into a natural tapestry of shrubs and young trees while still maintaining its wide-open feel. Backing onto State Land, the property enjoys sweeping western views, with glorious sunrises and

  

  Larry Havens

  Havens Real Estate

  (518) 619-5219

  Lot # 3 Mountain Edge Ln, North East, NY 12546
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  /2

  $225,000

  • Land
  • 16.6 Acres
  • $13,554 per Acre

  0 Spring Lake Rd Unit KEY943799, Milan, NY 12571

  16.6 breathtaking acres in the heart of the Hudson Valley, tucked away on a quiet country road in the Town of Milan. 1000 feet of road frontage. This rare parcel features mature trees, natural trails, and beautiful rock outcroppings, offering a peaceful, private setting to build your dream home. Located within the Red Hook School District and surrounded by nature, it’s the perfect blend of

  

  Margaret Mondello

  Margaret Mondello Real Estate

  (845) 609-0308

  0 Spring Lake Rd Unit KEY943799, Milan, NY 12571
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  /14

  $225,000

  • 1 Bed
  • 1 Bath
  • 654 Sq Ft

  7 Millholland Dr Unit L, Fishkill, NY 12524

  Ground floor unit with no steps located in the desirable Green Hills complex in Fishkill. This 1 bedroom, 1 bath condo features a galley kitchen with bright white cabinetry, accented countertop, newer flooring, washer and dryer, and hot water heater. The spacious living room has a large sliding door that leads to a patio and outdoor shed, perfect for storage. A designated parking spot is located

  John DiDio Century 21 Alliance Rlty Group

  7 Millholland Dr Unit L, Fishkill, NY 12524
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  /18

  $275,000

  • 2 Beds
  • 1 Bath
  • 830 Sq Ft

  6 Colonial Rd Unit 80, Beacon, NY 12508

  Welcome home to this charming two-bedroom, one-bath condo in the heart of Beacon. Freshly updated and ready for its new owner, this ground-floor end unit offers both comfort and convenience. Step inside to find a bright, inviting space featuring a fresh coat of paint throughout and brand-new blinds for added privacy. The thoughtful layout makes everyday living easy, while the end-unit location

  Anthony DeGelormo Century 21 Alliance Rlty Group

  6 Colonial Rd Unit 80, Beacon, NY 12508
• 

  

  /15

  $255,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  5 White Gate Rd Unit A, Wappingers Falls, NY 12590

  Don't be a forever renter! Welcome to easy living with this ground level, two bedroom end unit in a quiet cul d'sac in the White Gate condominum complex. Amenities include clubhouse, playground, in-ground pool, laundry facility on-site, basketball and tennis courts in a park-like setting. Low monthly HOA. Great location! Close to shopping and restaurants; easy commute to Route 9, I-84, Metro

  Valerie Foster K. Fortuna Realty, Inc.

  5 White Gate Rd Unit A, Wappingers Falls, NY 12590
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  /7

  $249,000

  • Land
  • 6.06 Acres
  • $41,089 per Acre

  0 Quarfelt Rd Unit KEY964936, Milan, NY 12514

  Build your dream home on this Board of Health approved 6+ acre parcel, privately set on a quiet country road. Elevated and wooded, the property offers natural beauty, privacy, and a peaceful setting surrounded by mature trees. The topography lends itself perfectly to a thoughtfully designed home that takes advantage of the elevation and landscape. Whether you envision a modern retreat or a custom

  Margaret Thorne KW MidHudson

  0 Quarfelt Rd Unit KEY964936, Milan, NY 12514
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  /13

  $215,000

  • 1 Bed
  • 1 Bath
  • 562 Sq Ft

  45 Tivoli Gardens, Tivoli, NY 12583

  Enjoy low-maintenance, easy living in this light-filled one bedroom, 2nd floor end unit located in the quiet Tivoli Gardens community. This one floor condo offers an open kitchen/dining and living room, a balcony off the bedroom and one bath. Laundry in the bathroom closet with a stackable Bosch washer and dryer. One detached, covered garage with room for storage. Walking distance to Tivoli

  NESLY BRINKMANN Houlihan Lawrence Inc.

  45 Tivoli Gardens, Tivoli, NY 12583
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  /13

  $229,900

  • Land
  • 4.81 Acres
  • $47,796 per Acre

  0 Freedom Rd Unit KEY913491, La Grange, NY 12569

  4.81 Acre Parcel in the Heart of Lagrange Discover the perfect blend of privacy and convenience with this 4.81-acre wooded parcel in the heart of Lagrange. Nestled in a peaceful natural setting, yet just minutes to everything the Hudson Valley has to offer, this location is ideal for your dream home—or for a potential small subdivision. Commuters will appreciate the easy access to the Taconic

  Michael Tellerday Houlihan Lawrence Inc.

  0 Freedom Rd Unit KEY913491, La Grange, NY 12569
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  /23

  $299,000

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  24 Alpine Dr Unit F, Wappingers Falls, NY 12590

  Welcome to 24 F Alpine Drive. A commuters dream location on route 9D in Wappingers Falls. This Nicely maintained town home with a modern feel in the much sought after Montclair Community. The Reasonable HOA fee includes HEAT, Hot water, snow removal, garbage. and grounds maintenance. Other ammenities include assigned parking space #190, sparkling inground pool, tennis courts, and beautifully

  John Cutler BHHS Hudson Valley Properties

  24 Alpine Dr Unit F, Wappingers Falls, NY 12590
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  /2

  $295,000

  • Land
  • 21.17 Acres
  • $13,935 per Acre

  0 Rocky Top Way, Stanford, NY 12514

  BOHA approved with driveway and septic pad in place, beautiful northern views from this 21+ acre parcel in the Hudson Valley. Off Rt 82 and close to Millbrook, Clinton, Rhinebeck, Stanfordville and Pine Plains. The setting is perfect for a private secluded retreat, featuring a mix of approximately 20% open, tillable ground and 80% mature, wooded areas. The property is surrounded by other large

  OLIVER BROWN Houlihan Lawrence Inc.

  0 Rocky Top Way, Stanford, NY 12514
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  /4

  $280,000

  • 3 Beds
  • 1 Bath
  • 1,520 Sq Ft

  88 Velie Rd, Lagrangeville, NY 12540

  CALLING ALL INVESTORS!!! or BUYERS looking to build their dream home. Versatile 8.4-acre property with endless possibilities and potential for subdivision. This expansive parcel caters to a range of uses. Close to parkway, shops, schools and transportation. Featuring a stream at the back and privacy. The property includes a shed, septic, well, and electrical (not on). Hard work done. Ideal for a

  SUSAN GIGI RESTA Century 21 Alliance Realty Grp

  88 Velie Rd, Lagrangeville, NY 12540
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  /8

  $299,900

  • Land
  • 1.78 Acres
  • $168,483 per Acre

  1940 State Route 55, Lagrangeville, NY 12540

  1.8 ACRES COMMERCIAL BOHA LAND Rt 55 frontage. Extremely busy traffic light location. Centrally located development opportunity. Ready to build! Excellent soil conditions with no fill needed for septic: Bank run & gravel. 431 ft of Route 55 frontage. Currently BOHA until 2028 for 2,000sf commercial personal service business & office building. BOHA can pivot to different size & use development if

  Thomas Zengen Thomas Zengen

  1940 State Route 55, Lagrangeville, NY 12540
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  /8

  $239,000

  • Land
  • 2.4 Acres
  • $99,583 per Acre

  0 Route 22 Unit KEY976107, Dover, NY 12594

  Just above the Town of Pawling border, you will find this 2.4 acre parcel. Now, the Zoning is RU Residential. However, the town of Dover is making zoning changes, expanding the use to include commercial, retail, offices, businesses.

  Lisa Liffland McGrath Realty Inc

  0 Route 22 Unit KEY976107, Dover, NY 12594
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  /20

  $239,000

  • Land
  • 0.41 Acre
  • $582,927 per Acre

  37 Carroll St, Poughkeepsie, NY 12601

  Opportunity awaits in the City of Poughkeepsie. This rare .41-acre parcel offers a unique blend of history and development potential in an area experiencing continued growth and revitalization. The property features an original early 19th century three-story barn/garage that once served as a horse stable, showcasing rich mahogany wood finishes throughout the interior. The structure offers

  Suzanne DeCosta

  37 Carroll St, Poughkeepsie, NY 12601
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  /2

  $249,000

  • Land
  • 0.63 Acre
  • $395,238 per Acre

  217 Old Hopewell Rd, Wappingers Falls, NY 12590

  Ready to build on.63 Acres in the Town of Wappingers/Wappingers Central School District. Great opportunity to build your dream home. Property is BOHA bring your plans or choose from previous build plans. Close to I-84, Metro North and US Route 9 with plenty of shopping and dining options. Making this lot ideal for commuters!

  Michael Lund Corcoran Country Living

  217 Old Hopewell Rd, Wappingers Falls, NY 12590
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  /25

  $299,000

  • Land
  • 14.18 Acres
  • $21,086 per Acre

  80 Forever Ivy Ln, Clinton, NY 12538

  Nestled in the heart of the Hudson Valley, this 14+ acre parcel offers a rare blend of privacy, convenience, and natural beauty. Located just minutes from Rhinebeck, Millbrook, and Hudson, the property sits at the end of a long, picturesque, tree-lined driveway within a thoughtfully planned, small subdivision. Each building envelope was carefully positioned to maximize privacy and seclusion,

  Michael Tellerday Houlihan Lawrence Inc.

  80 Forever Ivy Ln, Clinton, NY 12538
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  /17

  $285,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  4 Colonial Rd Unit 96C, Beacon, NY 12508

  This 2-bedroom, 1-bath condominium in Beacon offers a thoughtful layout and a comfortable, low-maintenance lifestyle with scenic Hudson River views just 3 blocks from Main Street or Beacon Metro North Train Station. The living area is bright and open, anchored by large sliding glass doors that lead to a private balcony overlooking the river and surrounding trees, an ideal spot for morning coffee

  Virginia Corbett eXp Realty

  4 Colonial Rd Unit 96C, Beacon, NY 12508
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  /7

  $229,000

  • Land
  • 0.37 Acre
  • $618,919 per Acre

  116 Montgomery St, Rhinebeck, NY 12572

  This is a unique opportunity to build your own home in Rhinebeck village. A rare Rhinebeck village buildable lot. This 0.368 acre lot is BOHA (Board of Health Approved) approved. The current BOHA is for a 2 bedroom home but the BOHA could be easily updated for a 3 or 4 bedroom home. The driveway is roughed in to the house site. This is a sunny open lot with a front sidewalk that leads into the

  Kimberly Baker BHHS Hudson Valley Properties

  116 Montgomery St, Rhinebeck, NY 12572
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  /2

  $275,000 Coming Soon

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft

  12 Field Ct Unit D, Fishkill, NY 12524

  *COMING SOON*No stairs! Enjoy the comfort & convenience of one-level living in this beautiful condo at Locust Grove!

  Keri Rizzi HomeSmart Homes & Estates

  12 Field Ct Unit D, Fishkill, NY 12524
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  /16

  $240,000

  • Land
  • 12.9 Acres
  • $18,605 per Acre

  67 Jackson Rd, Poughkeepsie, NY 12603

  Don’t miss this exceptional 12.9-acre opportunity in the heart of the Hudson Valley. Comprising three contiguous parcels, this level and partially wooded land offers ample road frontage and direct access to the serene Wappinger Creek which is perfect for kayaking, fishing, or simply enjoying the peaceful waterfront setting. Located across from Stanley Still Park and just minutes from Hudson

  Howard Payson RE/MAX Town & Country

  67 Jackson Rd, Poughkeepsie, NY 12603
• 

  

  /13

  $227,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  25 Village Park Dr Unit 3A, Fishkill, NY 12524

  Welcome to 25 Village Park, Unit 3A — a bright and inviting condo in sought-after Village Park . This unit offers comfortable and easy living, abundant natural light, large living room, dining room, large walk-in closet in the bedroom, and a private balcony perfect for relaxing or entertaining. Set within a beautifully landscaped community, residents enjoy amenities including a pool and

  Nikki McMann William Raveis-New York LLC

  25 Village Park Dr Unit 3A, Fishkill, NY 12524
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  /2

  $249,000

  • Land
  • 1.32 Acres
  • $188,636 per Acre

  0 Creamery Rd, East Fishkill, NY 12533

  Ready to build on 1.326 Acres in the Town of East Fishkill/Wappingers Central School District. Great opportunity to build your dream home. Property is BOHA bring your plans or choose from previous build plans. Close to Taconic State Parkway, I-84 and Metro North making this lot ideal for commuters! Owner Financing Available.

  Michael Lund Corcoran Country Living

  0 Creamery Rd, East Fishkill, NY 12533
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  /15

  $239,000

  • 2 Beds
  • 1 Bath
  • 1,030 Sq Ft

  40 Scarborough Ln Unit C, Wappingers Falls, NY 12590

  Welcome to effortless condo living in this 2-bed, 1-bath second-level residence. A thoughtful floor plan includes a separate dining area, a spacious living room, and sliding doors leading to a private deck with tranquil pond views. Perfectly positioned near the clubhouse, tennis courts, and playground, this home offers a lifestyle of comfort and convenience. You’re just moments from shopping,

  BRIDGET CAPAWANA Exit Realty Connections

  40 Scarborough Ln Unit C, Wappingers Falls, NY 12590
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  /30

  $300,000

  • Land
  • 17.61 Acres
  • $17,036 per Acre

  65 Patricia Ln, Clinton Corners, NY 12514

  Looking for a Perfect Getaway to Nature? 17.61 Acres Unrestricted and Board of Health Approved for 4 bedrooms! This BEAUTIFUL PRIME LAND WITH LAKE ACCESS & SEASONAL LAKE VIEWS to Upton Lake, one of the most pristine lake in the area has lots of potentials sits in LR5 (Lake Recreation 5) Zoning and Millbrook School District. Discover your own piece of paradise on this pristine property, nestled at

  Arlene Campbell BHHS Hudson Valley Properties

  65 Patricia Ln, Clinton Corners, NY 12514
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  /11

  $205,000

  • Land
  • 2.5 Acres
  • $82,000 per Acre

  0 New York 22, Dover Plains, NY 12522

  Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail,

  Adam Hade Compass Greater NY, LLC

  0 New York 22, Dover Plains, NY 12522
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  /12

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  39 Spruce St, Poughkeepsie, NY 12601

  Three-bedroom, two-bath home located in the City of Poughkeepsie. Functional layout with ample living space and strong rental or owner-occupant potential. The location is the highlight. Just minutes to the Walkway Over the Hudson ( local waterfront attractions, restaurants, and shops. Easy access to the Metro-North Railroad ( Poughkeepsie station, making it ideal for commuters traveling to NYC.

  JOSE SANTOS K Fortuna Lighthouse Realty

  39 Spruce St, Poughkeepsie, NY 12601
• 

  /2

  $250,000

  • Land
  • 1.48 Acres
  • $168,691 per Acre

  4 N Farm Ln, Wappinger, NY 12590

  Incredible potential to build your dream home on this coveted bucolic land abuts Obercreek Organic Farm. Covenants and restrictions apply. Buyer brings in all their utilities- Propane yes or geothermal -possibly, or electric for heat source.(NO gas line available)Septic community system BOH approved already at property line, buyer responsible to connect. Annual Fee approx $800Buyer to

  Thalassa Glasson Compass Greater NY, LLC

  4 N Farm Ln, Wappinger, NY 12590
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  /5

  $275,000

  • Land
  • 22.7 Acres
  • $12,115 per Acre

  0 New York 9g Unit KEY842946, Rhinebeck, NY 12572

  This 22 acre parcel in the Town of Rhinebeck is just minutes south of the Village. Lightly wooded with old stone walls and mature trees, there is plenty of road frontage on both Route 9G and Kerr Road. No BOHA or survey. Located in the RC-5 zoning district. Varied terrain and some wetlands - see images.

  ALISON FENNELL VACCARINO Rouse + Co Real Estate LLC

  0 New York 9g Unit KEY842946, Rhinebeck, NY 12572
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  /19

  $299,900

  • 3 Beds
  • 2.5 Baths
  • 1,418 Sq Ft

  375 Salt Point Turnpike Unit 1G, Poughkeepsie, NY 12603

  Welcome to 375 Salt Point Turnpike — a beautifully maintained end-unit townhome offering 3 bedrooms and 2.5 bathrooms in the highly desirable Hyde Park school district. This townhome-style residence combines space, privacy, and convenience all in one. The main level features a bright and open living area, perfect for everyday living and entertaining, along with a convenient half bath for guests.

  Vito Rullo K. Fortuna Realty, Inc.

  375 Salt Point Turnpike Unit 1G, Poughkeepsie, NY 12603
• 

  

  /19

  $300,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  566 Old State Rd E, Wappingers Falls, NY 12590

  Welcome to 566 Old State Road in Wappingers Falls, a comfortable, functionality, and a convenient Hudson Valley location. Nestled on a spacious property, this home provides a welcoming setting with plenty of room to enjoy both indoor and outdoor living. Step inside to a bright and inviting interior featuring sun-filled living spaces designed for everyday comfort and easy entertaining. The layout

  Kerri Stretch Howard Hanna Rand Realty

  566 Old State Rd E, Wappingers Falls, NY 12590
• 

  

  /7

  $225,000

  • Land
  • 0.8 Acre
  • $281,250 per Acre

  0 Sepasco Center St Unit KEY963229, Rhinebeck, NY 12572

  Peaceful Double Lot in Sepasco Village with Shared Lake Access. Welcome to a rare opportunity in the tranquil eastern corner of Rhinebeck. This flat and usable .8-acre double lot in Sepasco Village offers a serene setting just moments from the sparkling waters of Lake Sepasco—a glacial, spring-fed lake known for its peaceful beauty, 30-foot depths, and motor-free quiet. Surrounded by trees and

  Daniel Staley Staley Real Estate, LLC

  0 Sepasco Center St Unit KEY963229, Rhinebeck, NY 12572
• 

  

  /11

  $274,900

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  162 Osborne Hill Rd, Fishkill, NY 12524

  One Level Living! Great starter or down-sizer! 2 bedroom 1 bath in Fishkill! Large kitchen with eat in area, plenty of cabinet & counter space. Living room with hardwood flooring. Huge bonus room for office or playroom. Plenty of parking or storage in your 1 car detached garage. Close to I-84, Route 9, Metro North Trains & Shopping.

  Ernie Acampora River Realty Services, Inc.

  162 Osborne Hill Rd, Fishkill, NY 12524
• 

  

  /23

  $299,500

  • 3 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  16 Alpine Dr Unit A, Wappingers Falls, NY 12590

  Step into this beautiful 3 bedroom and 1.5 bath townhouse nestled in the desirable Montclair community within the Wappingers School District. This is where comfort, style, and convenience come together effortlessly. From the moment you enter, you’re welcomed by a spacious and sun-drenched living room featuring gleaming hardwood floors and sliding glass doors that lead to a patio that is perfect

  Justin LaFalce KW MidHudson

  16 Alpine Dr Unit A, Wappingers Falls, NY 12590

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