Fixer Upper homes for sale & real estate in Dutchess County, NY

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ABOUT THIS HOME
Fixer Upper for sale in Dutchess County, NY:
INCREDIBLE MARKET FIX & FLIP OPPORTUNITY IN THE VILLAGE OF RED HOOK! The house sits on a large, level lot in the center of the village, tucked away privately at the back of the property, offering both privacy and village living. It's a single-family home with a legal accessory unit. The demo and prep work has already been completed—ready for the next phase. This will require a full renovation. Seller has a survey and full set of completed architectural plans for what will be an amazing finished product. The plan includes:- Over 2,400SF of total living space - Open kitchen with vaulted ceilings - Comfortable living room and home office - 3 bedrooms including a spacious master su

$349,900

4 beds3 baths2,400 sq ft

7 Smith St, Red Hook, NY 12571

Large level lot • Legal accessory unit • 0.51 acre lot

Listing by Greene Realty Group

ABOUT THIS HOME
Fixer Upper for sale in Dutchess County, NY:
Bring your hammer, nails, and imagination—this property is bursting with potential! Located in the beautiful and historic town of Hyde Park, this 4-bedroom home sits on a private, one-acre lot, offering plenty of space for outdoor entertaining, gardening, or creating your dream backyard retreat. Inside, you'll find a large family room perfect for gathering and a spacious country-style eat-in kitchen with endless possibilities for redesign and customization. With solid bones and a fantastic location, this home offers far more potential than words can capture. Please note: This property must be purchased with CASH or a 203K rehab loan. If you're ready to build equity and transform a pro

$325,000

4 beds1.5 baths2,489 sq ft

12 Robert Dr, Hyde Park, NY 12538

Private one acre lot • Large family room • 1 acre lot

Listing by BHHS Hudson Valley Properties

ABOUT THIS HOME
Fixer Upper for sale in Dutchess County, NY:
Come make this well loved home your new project. .. .Yes, she needs some work, but it's mostly cosmetic. If you have the knowhow, time and resources, this house could really shine! She is situated near major shopping and commuter hubs. .. only 7 mins to the New Hamburg train station. The upper level has a huge living room, eat-in kitchen, formal dining room, 4 bedrooms, 2 full baths and access to the deck. The lower level has a family room with a bar and fireplace. .. perfect for hanging out with extended family. If you need more room, there is a screened in porch with access from the family room. There is also a room that could be used as extra sleeping space, or a home office. In additio

$399,999

4 beds3.5 baths2,440 sq ft

18 Kent Rd, Wappingers Falls, NY 12590

Family room with bar • Screened in porch • Formal dining room

Listing by Exit Realty Connections

ABOUT THIS HOME
Fixer Upper for sale in Dutchess County, NY:
Three bedroom ranch in a prime Red Hook location offers incredible potential and a fantastic opportunity for the buyer willing to invest some sweat equity. Spacious living room offers a wood burning fireplace and wood floors. The kitchen has loads of potential and each bedroom is reasonably sized. The full basement offers room for expansion. The one car garage is also a plus. This home does need work, but will be well worth the effort.

$259,900

3 beds1.5 baths1,165 sq ft

15 Amherst Rd, Red Hook, NY 12571

One car garage • Wood floors • Full basement

ABOUT THIS HOME
Fixer Upper for sale in Dutchess County, NY:
Older village home loaded with character. Enter through a large front porch into a spacious house with nice size rooms throughout. Hardwood floors . First and second floors with a full bath. Propane tank for cooking. With a little TLC this home has so much to offer. Level yard with 2 story barn/garage. loaded with potential. Conveniently located within the village walking distance to everything.

$289,000

5 beds2.5 baths2,100 sq ft

34 Myrtle Ave, Pine Plains, NY 12567

Level yard • 2 story barn garage • Full bath

Listing by Serhant LLC

Property at 13 Hammersley Ave, Poughkeepsie, NY 12601, 7 beds, 3 baths

$445,000

7 beds3 baths3,360 sq ft

13 Hammersley Ave, Poughkeepsie, NY 12601

Listing by Century 21 Alliance Rlty Group

Property at 177 Roosevelt Rd, Hyde Park, NY 12538, 3 beds, 1.5 baths

$339,000

3 beds1.5 baths1,286 sq ft

177 Roosevelt Rd, Hyde Park, NY 12538

Listing by Dixon Smith Realty

Property at 160 Academy St Unit L1, Poughkeepsie, NY 12601, 1 bed, 1.5 baths

$110,000

1 bed1.5 baths156,244 sq ft

160 Academy St Unit L1, Poughkeepsie, NY 12601

Listing by K. Fortuna Realty, Inc.

Property at 37 E Market St, Hyde Park, NY 12538

$249,000

0 beds— baths2,956 sq ft

37 E Market St, Hyde Park, NY 12538

Listing by Coldwell Banker Realty

Property at 5 Cayuga Dr, Wappingers Falls, NY 12590, 4 beds, 1 bath

$394,998

4 beds1 bath1,660 sq ft

5 Cayuga Dr, Wappingers Falls, NY 12590

Listing by Keller Williams Hudson Valley

Property at 45 Tina Ln, Hopewell Junction, NY 12533, 4 beds, 2 baths

$495,000

4 beds2 baths2,100 sq ft

45 Tina Ln, Hopewell Junction, NY 12533

Listing by Exit Realty Connections

Property at 832 Dutchess Tpke, Poughkeepsie, NY 12603, 4 beds, 3 baths

$299,000

4 beds3 baths2,083 sq ft

832 Dutchess Tpke, Poughkeepsie, NY 12603

Listing by K. Fortuna Realty, Inc.

Property at 6 Laurel Dr, Holmes, NY 12531, 5 beds, 4 baths

$299,900

5 beds4 baths— sq ft

6 Laurel Dr, Holmes, NY 12531

Listing by AI Realty Brokerage LLC

Property at 284 S Quaker Ln, Hyde Park, NY 12538, 4 beds, 2 baths

$399,900

4 beds2 baths1,370 sq ft

284 S Quaker Ln, Hyde Park, NY 12538

Listing by BHHS Hudson Valley Properties

Property at 62 Ernest Rd, Stanfordville, NY 12581, 3 beds, 1.5 baths

$350,000

3 beds1.5 baths2,035 sq ft

62 Ernest Rd, Stanfordville, NY 12581

Listing by KW MidHudson

Property at 17 Fishkill Hook Rd, Hopewell Junction, NY 12533, 3 beds, 1.5 baths

$280,000

3 beds1.5 baths1,162 sq ft

17 Fishkill Hook Rd, Hopewell Junction, NY 12533

Listing by BHHS Hudson Valley Properties

Property at 60 Cherry Ln, Stormville, NY 12582, 2 beds, 1 bath

$199,900

2 beds1 bath861 sq ft

60 Cherry Ln, Stormville, NY 12582

Listing by BHHS Hudson Valley Properties

Property at 634 Route 82, Hopewell Junction, NY 12533, 3 beds, 2 baths

$450,000

3 beds2 baths1,676 sq ft

634 Route 82, Hopewell Junction, NY 12533

Listing by KW MidHudson

Property at 23 S Creek Rd, Staatsburg, NY 12580, 4 beds, 2.5 baths

$950,000

4 beds2.5 baths2,584 sq ft

23 S Creek Rd, Staatsburg, NY 12580

Listing by Compass Greater NY, LLC

Property at 80 Hunter Ln, Wassaic, NY 12592, 2 beds, 1 bath

$760,000

2 beds1 bath1,386 sq ft

80 Hunter Ln, Wassaic, NY 12592

Listing by Howard Hanna Rand Realty

Property at 84 North Rd, Red Hook, NY 12571, 3 beds, 1 bath

$325,000

3 beds1 bath1,440 sq ft

84 North Rd, Red Hook, NY 12571

Listing by Mondello Upstate Properties

Property at 179 Van Wagner Rd Lot 42, Arlington, NY 12603, 2 beds, 1.5 baths

$105,000

2 beds1.5 baths938 sq ft

179 Van Wagner Rd Lot 42, Arlington, NY 12603

Listing by HomeCoin.com

Property at 33 Thompson St, Red Hook, NY 12571, 3 beds, 1 bath

$369,000

3 beds1 bath1,496 sq ft

33 Thompson St, Red Hook, NY 12571

Listing by Mondello Upstate Properties

Property at 13 Parkview Ter, Poughkeepsie, NY 12603, 2 beds, 1 bath

$275,000

2 beds1 bath1,374 sq ft

13 Parkview Ter, Poughkeepsie, NY 12603

Listing by Houlihan Lawrence Inc.

Property at 120 South Rd, Holmes, NY 12531, 4 beds, 2.5 baths

$500,000

4 beds2.5 baths1,608 sq ft

120 South Rd, Holmes, NY 12531

Listing by Epique Realty

Property at 23 Clearview Rd, Wingdale, NY 12594, 3 beds, 2 baths

$130,000

3 beds2 baths1,440 sq ft

23 Clearview Rd, Wingdale, NY 12594

Listing by McGrath Realty Inc

Property at 88 Velie Rd, Lagrangeville, NY 12540, 3 beds, 1 bath

$280,000

3 beds1 bath1,520 sq ft

88 Velie Rd, Lagrangeville, NY 12540

Listing by Century 21 Alliance Realty Grp

Property at 71 Honeywell Ln, Hyde Park, NY 12538, 3 beds, 1 bath

$295,000

3 beds1 bath868 sq ft

71 Honeywell Ln, Hyde Park, NY 12538

Listing by K. Fortuna Realty, Inc.

Property at 1680 Main St, Pleasant Valley, NY 12569, 3 beds, 1 bath

$289,500

3 beds1 bath1,384 sq ft

1680 Main St, Pleasant Valley, NY 12569

Listing by Next Level Property Management

Property at 22 Beilke Rd, Millerton, NY 12546, 3 beds, 2 baths

$125,000

3 beds2 baths2,000 sq ft

22 Beilke Rd, Millerton, NY 12546

Listing by BHHS Hudson Valley Properties

Property at 22 Old Mill Rd, Poughkeepsie, NY 12603, 4 beds, 3 baths

$449,900

4 beds3 baths3,156 sq ft

22 Old Mill Rd, Poughkeepsie, NY 12603

Listing by BHHS Hudson Valley Properties

Property at 17 Vanessa Ln, Staatsburg, NY 12580

$150,000

— beds— baths— sq ft

17 Vanessa Ln, Staatsburg, NY 12580

Listing by Legacy Land & Homes LLC

Property at Creek Rd, Pleasant Valley, NY 12569

$215,000

— beds— baths— sq ft

Creek Rd, Pleasant Valley, NY 12569

Listing by Compass Greater NY, LLC

$215,000

— beds— baths— sq ft

L510455 Creek Rd, Pleasant Valley, NY 12569

Listing by Compass Greater NY LLC

Property at Tbd Creek Rd, Pleasant Valley, NY 12569

$215,000

— beds— baths— sq ft

Tbd Creek Rd, Pleasant Valley, NY 12569

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Based on information submitted to the MLS GRID as of Sun Dec 07 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Fixer Upper Homes for Sale in Dutchess County

There are currently 35 fixer upper homes for sale in Dutchess County at a median listing price of $545K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Dutchess County stay on the market for 65 days and receive 2 offers. This map is refreshed with the newest listings in Dutchess County every 15 minutes.

In the past month, 198 homes have been sold in Dutchess County. In addition to houses in Dutchess County, there were also 87 condos, 1 townhouse, and 63 multi-family units for sale in Dutchess County last month. Find your dream home in Dutchess County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Dutchess County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Dutchess County. If you're looking to sell your home in the Dutchess County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Dutchess County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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