Cheap homes for sale & real estate in Dutchess County, NY

432 homes

Sort:

Recommended

NEW 1 HR AGO

ABOUT THIS HOME
Cheap Home for sale in Dutchess County, NY:
Welcome home to this beautifully maintained 2-bedroom, 1.5-bath townhouse-style condo in the desirable Montclair Community of Wappingers Falls. Offering 1,100 square feet of comfortable living space, this home combines convenience, value, and low-maintenance living in a great Hudson Valley location. The bright and spacious main level welcomes you with an open living and dining area and sliding glass doors leading to your patio—the perfect spot to enjoy your morning coffee, unwind at the end of the day, or entertain outdoors. The kitchen also has convenient in-unit laundry area. A half bath completes the first floor along with a large and tall closet. Upstairs, you’ll find two ge

$287,000

2 beds1.5 baths1,100 sq ft

10 Alpine Dr Unit D, Wappingers Falls, NY 12590

Sliding glass doors • Tennis courts • In unit laundry area

Listing by Double C Realty

NEW 1 HR AGO

ABOUT THIS HOME
Cheap Home for sale in Dutchess County, NY:
Tucked away from the main road, you will find the Cherry Hill community. This second floor, one bedroom, one bath condo is a well maintained, comfortable find. Located within a short distance from shopping and just a few miles from Route 44. An updated kitchen, fairly new rugs (2025), and large primary closet are key features of this property. Reloadable smart cards make for easy, accessible laundry on the complex grounds. Sit back and relax on your personal balcony. HOA 410/month

$215,000

1 bed1 bath925 sq ft

616 Cherry Hill Dr, Poughkeepsie, NY 12603

Large primary closet • Personal balcony • Updated kitchen

Listing by Coldwell Banker Village Green

NEW 7 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Dutchess County, NY:
Welcome to * * 348 Van Wagner Road * * , where beautifully updated interiors, comfortable one-level living, and over an acre of property come together in a move-in-ready Poughkeepsie ranch. This * * 3-bedroom, 2-bath home * * offers approximately * * 1,392 sq. ft. * * of thoughtfully designed living space with a bright, open floor plan made for both everyday living and entertaining. At the heart of the home is a stunning renovated kitchen featuring sleek cabinetry, quartz-style countertops, stainless steel appliances, a large center island with cooktop, and plenty of workspace. The kitchen flows seamlessly into the spacious living and dining areas, creating an inviting open-conce

$450,000

3 beds2 baths1,132 sq ft

348 Van Wagner Rd, Poughkeepsie, NY 12603

Open-concept design • Generous property • Updated interiors

Listing by River to Ridge Rlty Associates

NEW 12 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Dutchess County, NY:
Great opportunity for an owner occupant or investor as the upper unit is vacant and a long term tenant occupies the lower unit. Close to Hospital, transportation, colleges and shopping. A great opportunity to own on the south side.

$420,000

6 beds2 baths2,860 sq ft

34 Franklin St, Poughkeepsie, NY 12601

Close to hospital • Upper unit vacant • Close to colleges

Listing by Century 21 Hudson Valley Rlty.

NEW 12 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Dutchess County, NY:
This inviting two-bedroom, one-bath condo offers a bright, spacious living room and a comfortable dining area. Two generously sized bedrooms provide plenty of room to relax. Enjoy the convenience of a community inground pool with a patio area. Monthly HOA fees include heat and hot water. Conveniently located just off Route 9, with easy access to shopping, restaurants, hospitals, and the Poughkeepsie train station. A wonderful opportunity to enjoy comfortable condo living in a convenient location!

$172,000

2 beds1 bath824 sq ft

2710 South Rd Unit F7, Poughkeepsie, NY 12601

Patio area • Convenient location • Built 1971

Listing by Guardian Realty Center, LLC

Property at 19 Adams, Red Hook, NY 12571, 3 beds, 1 bath

$429,000

3 beds1 bath1,008 sq ft

19 Adams, Red Hook, NY 12571

Listing by Mondello Upstate Properties

Property at 14 Fern Ct Unit H, Fishkill, NY 12524, 1 bed, 1 bath

$219,999

1 bed1 bath643 sq ft

14 Fern Ct Unit H, Fishkill, NY 12524

Listing by K. Fortuna Realty, Inc.

Property at 21 Village Park Dr Unit 1B, Fishkill, NY 12524, 1 bed, 1 bath

$275,000

1 bed1 bath900 sq ft

21 Village Park Dr Unit 1B, Fishkill, NY 12524

Listing by Century 21 Alliance Rlty Group

Property at 11 Rambling Brk, Poughkeepsie, NY 12601, 2 beds, 2.5 baths

$399,500

2 beds2.5 baths1,476 sq ft

11 Rambling Brk, Poughkeepsie, NY 12601

Listing by K. Fortuna Realty, Inc.

Property at 121 First Rd, Wappingers Falls, NY 12590, 4 beds, 1 bath

$399,999

4 beds1 bath1,290 sq ft

121 First Rd, Wappingers Falls, NY 12590

Listing by Exit Realty Connections

Property at 1 Norah Ln, Hyde Park, NY 12538, 3 beds, 1.5 baths

$419,900

3 beds1.5 baths2,370 sq ft

1 Norah Ln, Hyde Park, NY 12538

Listing by HomeSmart Homes & Estates

Property at 32 Fairview Rd, Beacon, NY 12508, 2 beds, 1 bath

$395,000

2 beds1 bath1,312 sq ft

32 Fairview Rd, Beacon, NY 12508

Listing by BHHS Hudson Valley Properties

Property at 929 Freedom Plains Rd, Poughkeepsie, NY 12603, 3 beds, 1 bath

$385,000

3 beds1 bath1,748 sq ft

929 Freedom Plains Rd, Poughkeepsie, NY 12603

Listing by eXp Realty

Property at 3205 Chelsea Cv S, Hopewell Junction, NY 12533, 3 beds, 1.5 baths

$349,000

3 beds1.5 baths1,298 sq ft

3205 Chelsea Cv S, Hopewell Junction, NY 12533

Listing by BHHS Hudson Valley Properties

Property at 6 Woods Rd, Rhinebeck, NY 12572, 2 beds, 1 bath

$319,000

2 beds1 bath968 sq ft

6 Woods Rd, Rhinebeck, NY 12572

Listing by Real Broker NY LLC

Property at 160 Academy St Unit 3L, Poughkeepsie, NY 12601, 1 bed, 1.5 baths

$179,000

1 bed1.5 baths700 sq ft

160 Academy St Unit 3L, Poughkeepsie, NY 12601

Listing by K. Fortuna Realty, Inc.

Property at 401 W Dover Rd, Pawling, NY 12564, 2 beds, 1 bath

$369,000

2 beds1 bath768 sq ft

401 W Dover Rd, Pawling, NY 12564

Listing by Daniel Gale Sothebys Intl Rlty

Property at 158 Violet Ave, Poughkeepsie, NY 12601, 4 beds, 1 bath

$300,000

4 beds1 bath1,196 sq ft

158 Violet Ave, Poughkeepsie, NY 12601

Listing by Berkshire Hathaway HS NY Prop

Property at 1945 New Hackensack Rd, Poughkeepsie, NY 12603, 2 beds, 1 bath

$324,900

2 beds1 bath1,186 sq ft

1945 New Hackensack Rd, Poughkeepsie, NY 12603

Listing by Keller Williams Realty

Property at 9 Glen Dr, Wappingers Falls, NY 12590, 3 beds, 1 bath

$449,000

3 beds1 bath912 sq ft

9 Glen Dr, Wappingers Falls, NY 12590

Listing by Houlihan Lawrence Inc.

Property at 388 Fitzsimmons Rd, Red Hook, NY 12571, 3 beds, 3 baths

$400,500

3 beds3 baths2,350 sq ft

388 Fitzsimmons Rd, Red Hook, NY 12571

Property at 11 Sterling #11, Beacon, NY 12508, 2 beds, 1.5 baths

$240,000

2 beds1.5 baths1,050 sq ft

11 Sterling #11, Beacon, NY 12508

Listing by Century 21 Alliance Rlty Group

Property at 33 Debra Ct. 33 Debra Ct, Poughkeepsie, NY 12601, 2 beds, 1 bath

$105,000

2 beds1 bath775 sq ft

33 Debra Ct. 33 Debra Ct, Poughkeepsie, NY 12601

Listing by Houlihan Lawrence Inc.

Property at 5 S Cambridge Ct, Fishkill, NY 12524, 2 beds, 2.5 baths

$449,930

2 beds2.5 baths1,572 sq ft

5 S Cambridge Ct, Fishkill, NY 12524

Listing by RE/MAX Town & Country

Property at 15 N Hamilton St, Poughkeepsie, NY 12601, 4 beds, 2 baths

$359,000

4 beds2 baths— sq ft

15 N Hamilton St, Poughkeepsie, NY 12601

Listing by Clarke Realty & Associates LLC

Property at 160 Academy St Unit 2J, Poughkeepsie, NY 12601, 1 bed, 1 bath

$148,000

1 bed1 bath900 sq ft

160 Academy St Unit 2J, Poughkeepsie, NY 12601

Listing by Inspire Realty

Property at 8 Boxwood Ct, Poughkeepsie, NY 12601, 3 beds, 1.5 baths

$299,000

3 beds1.5 baths1,592 sq ft

8 Boxwood Ct, Poughkeepsie, NY 12601

Listing by Serhant LLC

Property at 55 Cumberland Rd, Fishkill, NY 12524, 3 beds, 2 baths

$449,900

3 beds2 baths1,625 sq ft

55 Cumberland Rd, Fishkill, NY 12524

Listing by Joncar Realty Inc

Property at 34 Adams St, Poughkeepsie, NY 12601, 2 beds, 1 bath

$335,000

2 beds1 bath1,338 sq ft

34 Adams St, Poughkeepsie, NY 12601

Listing by RE/MAX Benchmark Realty Group

Property at 545 N Quaker Ln, Hyde Park, NY 12538, 3 beds, 2.5 baths

$435,000

3 beds2.5 baths1,844 sq ft

545 N Quaker Ln, Hyde Park, NY 12538

Listing by K Fortuna Lighthouse Realty

Property at 10 Skyline Dr #10, Fishkill, NY 12524, 2 beds, 2 baths

$340,000

2 beds2 baths1,071 sq ft

10 Skyline Dr #10, Fishkill, NY 12524

Listing by BHHS Hudson Valley Properties

Property at 36 Osborne Hill Rd #24, Wappingers Falls, NY 12590, 2 beds, 2 baths

$175,000

2 beds2 baths800 sq ft

36 Osborne Hill Rd #24, Wappingers Falls, NY 12590

Listing by K. Fortuna Realty, Inc.

Property at 59 Martin Dr, Wappingers Falls, NY 12590, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths1,682 sq ft

59 Martin Dr, Wappingers Falls, NY 12590

Listing by KW MidHudson

Property at 28 Robert Dr, Hyde Park, NY 12538, 4 beds, 2.5 baths

$324,888

4 beds2.5 baths2,119 sq ft

28 Robert Dr, Hyde Park, NY 12538

Listing by Realty Center Hudson Valley

Property at 9 Horns Park Rd, Hyde Park, NY 12538, 3 beds, 2 baths

$425,000

3 beds2 baths2,207 sq ft

9 Horns Park Rd, Hyde Park, NY 12538

Listing by eXp Realty

Property at 21 Elizabeth Dr, Hopewell Junction, NY 12533, 3 beds, 2 baths

$379,000

3 beds2 baths1,456 sq ft

21 Elizabeth Dr, Hopewell Junction, NY 12533

Listing by AI Realty Brokerage LLC

Property at 280 Noxon Rd, Lagrangeville, NY 12603, 3 beds, 2 baths

$399,999

3 beds2 baths1,345 sq ft

280 Noxon Rd, Lagrangeville, NY 12603

Listing by eXp Realty

Property at 181 David Dr, Pleasant Valley, NY 12601, 3 beds, 2.5 baths

$400,000

3 beds2.5 baths2,601 sq ft

181 David Dr, Pleasant Valley, NY 12601

Listing by Epique Realty

Property at 136 Bundy Hill Rd, Holmes, NY 12531, 2 beds, 2 baths

$395,000

2 beds2 baths920 sq ft

136 Bundy Hill Rd, Holmes, NY 12531

Listing by Compass Greater NY, LLC

Property at 139 Sterling St #139, Beacon, NY 12508, 2 beds, 1.5 baths

$240,000

2 beds1.5 baths1,050 sq ft

139 Sterling St #139, Beacon, NY 12508

Listing by BHHS Hudson Valley Properties

Property at 10 Burger Rd, Rhinebeck, NY 12572, 3 beds, 1.5 baths

$440,000

3 beds1.5 baths1,330 sq ft

10 Burger Rd, Rhinebeck, NY 12572

Listing by Houlihan Lawrence Inc.

Viewing page 1 of 11

Based on information submitted to the MLS GRID as of Fri Oct 02 2026. 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.

Cheap Homes for Sale in Dutchess County

There are currently 432 cheap homes for sale in Dutchess County at a median listing price of $550K. 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 61 days and receive 4 offers. This map is refreshed with the newest listings in Dutchess County every 15 minutes.

In the past month, 238 homes have been sold in Dutchess County. In addition to houses in Dutchess County, there were also 117 condos, 1 townhouse, and 76 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.

More real estate resources for Dutchess County, NY

Cities

Nearby Counties

Nearby Counties with Cheap Homes

Nearby Cities with Cheap Homes

More to explore in Dutchess County, NY

How to buy a house in Dutchess County, NY

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

3 Redfin agents serving Dutchess County

Deals*

4.9

Satisfaction

Homes closed*

* Data from the last year

Popular Markets in New York

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.