Dutchess County NY Homes under $300,000

/6
$215,000

$10K PRICE DROP
- Land
- 33,105 Sq Ft
- $282,895 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
/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
/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
/20
$225,000
- 2 Beds
- 1 Bath
- 808 Sq Ft
6 Yew Ct Unit H, Fishkill, NY 12524

Locust Grove!! This 2 bedroom condo is now available, this is a upper unit. Carpet throughout, Sliding glass door to deck with storage closet, dining area has a ceiling fan with light, kitchen is very basic with cabinets, gas stove and microwave. 2025 hot water heater, newer AC unit in the wall. Full bathroom is basic with nice size vanity and mirror. Bedroom 1 has carpet and a ceiling fan with

Nancy Young BHHS Hudson Valley Properties

6 Yew Ct Unit H, Fishkill, NY 12524
/26
$290,000
- 4 Beds
- 2 Baths
- 1,044 Sq Ft
9 Edgar St, Poughkeepsie, NY 12603

Not everything beautiful looks perfect at first glance... sometimes, it just needs someone who can see beyond the surface. Hii My name is Edgar and I’ve been waiting for someone like you. I may not be in perfect condition, but I’m full of potential and ready for a new beginning. With a thoughtful layout that flows naturally from room to room, I offer a strong foundation for someone with vision to

Dio Espinal Coste eRealty Advisors, Inc

9 Edgar St, Poughkeepsie, NY 12603
/34
$299,000
- 5 Beds
- 2 Baths
- 2,100 Sq Ft
14-16 Glen Hill, Dover Plains, NY 12522

Surrounded by nature. An affordable multifamily compound in the quiet hamlet of Dover Plains—an increasingly rare opportunity to own two homes for the price of one. This unique property features a 3-bedroom/1-bath residence and a separate 2-bedroom/1-bath home, both in solid condition with some TLC needed to make them your own. Set on a picturesque parcel at the end of a country road, the setting

Barry Malawer Coldwell Banker Realty

14-16 Glen Hill, Dover Plains, NY 12522
/16
$299,000

$51K PRICE DROP
- 5 Beds
- 3 Baths
60 Lent St, Poughkeepsie, NY 12601

Welcome to 60 Lent Street in Poughkeepsie! This two-family home offers space, flexibility, and excellent potential for investors or owner-occupants alike. The first-floor unit features 3 bedrooms, 1 full bath, and 1 half bath, along with a bright living room, formal dining room, and spacious kitchen. The second-floor unit offers 2 bedrooms, 1 full bath, a pantry, dining room, and comfortable

Rosalee Demchak Exit Realty Connections

60 Lent St, Poughkeepsie, NY 12601
/8
$219,900
- 1 Bed
- 1 Bath
- 850 Sq Ft
4 Scarborough Ln Unit B, Wappingers Falls, NY 12590

This affordable first floor 1 bedroom, 1 bath condominium has just been newly painted. It offers new flooring and an updated kitchen and bathroom. Spacious living area with a private patio for your retreat. It has private laundry in the unit. Access to community amenities, including an on-site pool. This home combines comfort and convenience. Ideally located 5 minutes to Rt. 9 and 10 minutes to

Michael Blank Michael S. Blank Realty

4 Scarborough Ln Unit B, Wappingers Falls, NY 12590
/18
$289,900
- 4 Beds
- 1 Bath
- 1,312 Sq Ft
22 Bement Ave, Poughkeepsie, NY 12601

Spacious 4-bedroom, 1-bath home located on a quiet corner lot in the City of Poughkeepsie. This well-maintained property offers a functional layout with generously sized rooms and great natural light throughout. The home features a full unfinished basement with a separate entrance—perfect for storage, workshop space, or future potential. A pull-down attic provides additional storage options.

Eduardo Ramirez Telemundo Realty Corp

22 Bement Ave, Poughkeepsie, NY 12601
/7
$249,900
- Land
- 6.06 Acres
- $41,238 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
/40
$226,000
- 1 Bed
- 1 Bath
- 920 Sq Ft
125 Stringham Rd Unit 23, Lagrangeville, NY 12540

Welcome to this highly desirable first floor unit in the Villas of Lagrange offering comfort, charm and convenience situated within walking distance to local shopping, School and eateries in the town of Lagrange. This inviting home features: a beautiful open floor plan with an Eat-in-kitchen open to the dining area that showcases a double sided brick front wood burning fireplace, creating warmth

Ann Scarano Realty Center Hudson Valley

125 Stringham Rd Unit 23, Lagrangeville, NY 12540
/13
$218,400

$12K PRICE DROP
- Land
- 4.81 Acres
- $45,405 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
/2
$250,000

$45K PRICE DROP
- Land
- 21.17 Acres
- $11,809 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. On a private road close to Millbrook, Clinton, Rhinebeck, Stanfordville and Pine Plains. The setting is perfect for a 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
/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

0 Smithfield Rd Unit KEY879008, North East, NY 12546
/19
$258,900

$1K PRICE DROP
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
1450 Route 376 Unit 7, Wappingers Falls, NY 12590

This beautiful BRAND NEW home has it all! A spacious 1,450 sq. ft. open floor plan features an oversized open kitchen that includes a large island, farmhouse sink, stainless steel appliances, washer/dryer hookup, dining room with sliding glass doors that open to a 8' x 16' deck . Perfect to enjoy your morning coffee and enjoy the private wooded backyard!This manufactured home is located in a

CAROL LYNNE PENTA K. Fortuna Realty, Inc.

1450 Route 376 Unit 7, Wappingers Falls, NY 12590
/8
$225,000
- 1 Bed
- 1 Bath
- 610 Sq Ft
8 Colonial Rd Unit 36, Beacon, NY 12508

Welcome to this spacious upper-level one-bedroom unit in desirable Colonial Springs! Enjoy newer windows, sliding glass doors, beautiful flooring, and convenient A/C in the dining area. The home features a charming galley kitchen, a comfortable living room with access to a private balcony, a generous bedroom and closet with organizer, plus a full bath. Perfectly situated near the Metro-North

Monica Whitney Exit Realty Connections

8 Colonial Rd Unit 36, Beacon, NY 12508
/8
$269,900

$80K PRICE DROP
- Land
- 1.78 Acres
- $151,629 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
/43
$285,000
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
209 Wood Hollow Rd, Hopewell Junction, NY 12533

Why rent when you can own? Spacious, open-concept double wide manufactured home 28 x 60 with vaulted ceilings and abundant natural light. This totally updated 3-bedroom 2 full bath offers generous rooms, plenty of cabinets, and a bright kitchen with center island. Central AC and Central heat with propane. 2 tanks that are owned. Additional upgrades include New roof (4 Years old), New furnace (2

Tamara LaBarbera Howard Hanna Rand Realty

209 Wood Hollow Rd, Hopewell Junction, NY 12533
/8
$239,000
- Land
- 2.4 Acres
- $99,583 per Acre
0 Route 22 Unit KEY976107, Dover, NY 12594

Just north of the Town of Pawling border, you will find this 2.4 acre parcel. Convenient location is close to schools, town library, Thomas Boyce Park, Wingdale Metro-North train station. Now, this parcel is zoned RU Residential. However, Per Building Department, the town of Dover is making zoning changes, maybe this summer, expanding the use to include commercial, retail, offices, businesses.

Lisa Liffland McGrath Realty Inc

0 Route 22 Unit KEY976107, Dover, NY 12594
/20
$239,000
- Land
- 17,859 Sq Ft
- $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
/6
$200,000
- Land
- 7.09 Acres
- $28,209 per Acre
0 Bulls Head Rd Unit KEY989948, Clinton, NY 12514

Lovely wooded parcel between the Village of Rhinebeck and the Taconic Parkway.Just over 7 acres, no survey or BOHA. Please do not enter property without an appointment.

ALISON FENNELL VACCARINO Rouse + Co Real Estate LLC

0 Bulls Head Rd Unit KEY989948, Clinton, NY 12514
/25
$299,000

$26K PRICE DROP
- 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
/41
$299,999

$50K PRICE DROP
- 2 Beds
- 1 Bath
- 1,166 Sq Ft
2744 W Main St, Wappingers Falls, NY 12590

Welcome to 2744 West Main Street in Wappingers Falls, a beautifully fully renovated home inside and out that perfectly blends modern updates with an unbeatable Hudson Valley lifestyle. This comprehensive renovation includes brand-new windows, roof, siding, and flooring throughout, offering peace of mind and a truly move-in-ready experience. The home features a brand-new rear deck overlooking

Justin Phillips United RE Hudson Valley Edge

2744 W Main St, Wappingers Falls, NY 12590
/35
$230,000

$20K PRICE DROP
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
32 2 Nd Dr, Hyde Park, NY 12538

Adorable, Affordable & Move-In Ready! Welcome to this well-maintained home in the highly sought-after Kensington Village co-op community. Offering affordable living with low monthly lot rent, residents enjoy town water, community sewer, weekly trash pickup, road maintenance, and upkeep of common areas. (Owners are responsible for lawn care and snow removal.)This bright and spacious home

Laurie Webber BHHS Hudson Valley Properties

32 2 Nd Dr, Hyde Park, NY 12538
/7
$229,000

$70K PRICE INCREASE
- Land
- 16,117 Sq Ft
- $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
/6
$225,000
- Land
- 35,719 Sq Ft
- $274,390 per Acre
5282 Route 44, Amenia, NY 12501

Prime Mixed-use Development Opportunity Route 44 Amenia NYExceptional mixed use property on highly traveled Route 44 in Amenialevel cleared lotExcellent viability and high traffic countTown water availableIdeal for retail ,office, residential, or mixed use projectConveniently located close too shopping dining, and local amenitiesHome on property has been

Bill Flood Houlihan Lawrence Inc.

5282 Route 44, Amenia, NY 12501
/2
$225,000

$24K PRICE DROP
- Land
- 1.32 Acres
- $170,455 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
/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
/20
$249,900
- 3 Beds
- 1.5 Baths
- 1,514 Sq Ft
17 Roosevelt Rd, Hyde Park, NY 12538

Handyman Special with Engineering Package & Contractor Proposals – Big Upside!A rare opportunity in the Hyde Park School District featuring a very short walk to the Eleanor Roosevelt National Historic Site—this handyman special comes fully equipped with a complete engineering package for all recommended repairs, plus sub-contractor proposals to help streamline the renovation process. Perfect

Theodore Weinstein REO Edge LLC

17 Roosevelt Rd, Hyde Park, NY 12538
/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
/6
$249,999

$100K PRICE DROP
- 2 Beds
- 2 Baths
- 1,440 Sq Ft
163 Old State Route 22, Dover Plains, NY 12522

Discover the perfect blend of potential and land with this quaint cottage in Dover Plains. Nestled on 10.02 acres of expansive property, this two-bedroom, two-bathroom home is ideal for buyers looking to invest in a fixer-upper with endless possibilities. This property is a dream come true for outdoor lovers or those seeking privacy and space to roam, garden, or build. With a very affordable

German Nielsen Newman Realty Inc

163 Old State Route 22, Dover Plains, NY 12522
/13
$244,900
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
Unlisted Address

WHY RENT WHEN YOU CAN OWN?! Beautifully updated manufactured home with serene views. Well maintained and thoughtfully updated home with gorgeous sunset views overlooking a nearby public park. Enjoy evenings under open skies from your full front porch.This home boasts plenty of space with a ranch style layout that includes three bedrooms with full closets, two full bathrooms, full laundry

CAROL LYNNE PENTA K. Fortuna Realty, Inc.

Unlisted Address
/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

Lot # 5 Smithfield Rd, Millerton, NY 12546
/5
$275,000

$100K PRICE DROP
- 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
/22
$235,000
- 3 Beds
- 2 Baths
- 1,325 Sq Ft
91-95 New Hackensack Rd Unit 29, Wappingers Falls, NY 12590

Welcome to Wappingers Falls Park community with this meticulously well maintained 3 bedroom, 2 full bath manufactured home. Conveniently located, this spacious bright open one level layout lives like a single family home. This includes many updates high end stainless steel appliances, gas stove, washer/dryer. Also, additional closet space and separate laundry room. Relax in your yard with just

Christine Miller-Klein K. Fortuna Realty, Inc.

91-95 New Hackensack Rd Unit 29, Wappingers Falls, NY 12590
/7
$225,000
- Land
- 34,848 Sq Ft
- $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
/29
$299,999

$35K PRICE DROP
- 3 Beds
- 2 Baths
- 1,972 Sq Ft
155 Metzger Rd, Red Hook, NY 12571

Beautiful 2023 Home on an Oversized Lot in Red Hook Tucked away at the rear of the community on a spacious lot, this stunning 2023 model home offers both comfort and style. Featuring 3 bedrooms, including a luxurious primary suite with a walk-in closet and spa-like bath complete with a private toilet room, soaking jet tub, and oversized tiled shower. A second full hall bath serves the additional

Steven Collier BHHS Hudson Valley Properties

155 Metzger Rd, Red Hook, NY 12571
/4
$225,000
- Land
- 2.5 Acres
- $90,000 per Acre
9 Mountain View Ave, Staatsburg, NY 12580

Once in a lifetime opportunity. Foundation & septic in place, municipal water available. Plans for demolition underway ~ to be completed before time of closing.

Doreen De Carolis Upstate Down

9 Mountain View Ave, Staatsburg, NY 12580
/9
$249,000
- Land
- 5.5 Acres
- $45,273 per Acre
0 Marble Ln, Pawling, NY 12564

Nestled in the scenic Hudson Valley and just 75 minutes from New York City, this exceptional residential parcel offers a rare blend of luxury, privacy, and convenience. Ideally located minutes from the charming village of Pawling and Sherman, the property provides easy access to the Metro-North Railroad, boutique shopping, fine dining, farmers markets, hiking trails, historic landmarks, major

Stacey Cronin Houlihan Lawrence Inc.

0 Marble Ln, Pawling, NY 12564
/14
$209,000
- 1 Bed
- 1 Bath
- 732 Sq Ft
19 Gerald Dr Unit B2, Poughkeepsie, NY 12601

Move-in Ready 1BR/1BA Condo in Prime Poughkeepsie Location! This beautifully maintained first-floor condo features a private entrance, spacious master bedroom, and full bath—all in excellent condition. Enjoy cooking with a brand-new electric stove and take comfort in a layout designed for easy living. Located just steps from the water and minutes from shopping, dining, and transportation. Ideal

Chaim Lebrecht eRealty Advisors, Inc

19 Gerald Dr Unit B2, Poughkeepsie, NY 12601

Showing Results 1 - 40, Page 1 of 2

New York Dutchess County

How to Buy a Home How to Finance a Home How to Sell a Home

Dutchess County Types of Homes for Sale

Dutchess County Real Estate Listings

More About Living in Dutchess County

Homes for Sale in Nearby Zip Codes

Homes for Sale in Nearby Cities

Homes for Sale in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage