Cheap homes for sale & real estate in 12553, NY

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NEW 15 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in 12553, NY:
Welcome to easy living at Oakwood Terrace, a co-op community located in New Windsor, NY! This spacious 2-bedroom, 1-bath corner unit offers comfort, convenience, and great value in one desirable package. Step inside to find a generously sized living room filled with natural light, seamlessly flowing out to your own private deck—perfect for relaxing or enjoying your morning coffee! The spacious kitchen provides a functional layout, ample cabinetry storage and opens to a spacious area for dining. Both bedrooms are well-proportioned and the primary has 2 large double closets. The bathroom has been fully renovated and is bright and easy to maintain! In addition, life at Oakwood offers a c

$175,000

2 beds1 bath1,100 sq ft

10 Oakwood Ter #94, New Windsor, NY 12553

Private deck • Community pool • Community pool

Listing by RE/MAX Benchmark Realty Group

3D WALKTHROUGH

ABOUT THIS HOME
Cheap Home for sale in 12553, NY:
Welcome to 105 Vails gate Heights! Roll up your sleeves and make this your own! 3 bedroom, 2 full baths, fenced in yard in a location close to everything. Come take a look! This one won't last long!

$397,000

3 beds2 baths1,887 sq ft

105 Vails Gate Heights Dr, New Windsor, NY 12553

0.23 acre lot • Built 1971 • Listed 6 days

Listing by Howard Hanna Rand Realty

COMING SOON

ABOUT THIS HOME
Cheap Home for sale in 12553, NY:
Welcome to this lovingly maintained 3-bedroom home in New Windsor, where pride of ownership is evident throughout. The home is perched on an oversized corner lot, with a spacious and inviting backyard. Hardwood floors and original details have been preserved, spend cozy gatherings in the living room with fireplace. Thoughtfully cared for over the years, this inviting home offers comfortable living spaces and a wonderful opportunity to make it your own. Convenient location with municipal services, near local shopping, dining, recreation, and major commuter routes. A well-cared-for home ready for its next chapter.

$445,000

3 beds2 baths1,730 sq ft

4 Cannon Dr, New Windsor, NY 12553

Recreation • Oversized lot • Hudson valley living

Listing by RE/MAX Benchmark Realty Group

COMING SOON

ABOUT THIS HOME
Cheap Home for sale in 12553, NY:
Welcome to 95 Riley Road in New Windsor, NY! Set on approximately 2.2 acres, this charming property offers a wonderful combination of privacy, outdoor space, and a convenient Hudson Valley location. From the moment you arrive, you’ll appreciate the peaceful setting and spacious property surrounding the home. Inside, the home offers comfortable living spaces with plenty of opportunity to make it your own. Whether you’re looking for room to entertain, relax, work from home, or simply enjoy a little extra breathing room, this property provides the flexibility today’s buyers are looking for. Outside is where this property really stands out. With over two acres of land, there i

$314,999

2 beds1 bath1,085 sq ft

95 Riley Rd, New Windsor, NY 12553

2.2 acres • Private retreat • Outdoor space

Listing by KW Hudson Valley United

ABOUT THIS HOME
Cheap Home for sale in 12553, NY:
Welcome to this completely updated and meticulously maintained 2-bedroom, 2-bathroom condo in the highly sought-after Washington Green complex. Move-in ready and thoughtfully upgraded, this beautiful unit offers comfortable, modern living with an inviting open-concept layout. The spacious primary suite features a full private bathroom, walk-in closet, and an additional closet added for valuable storage. The HVAC system has been replaced, and new lighting has been installed throughout the unit, including recessed lighting and a ceiling fan in the primary suite. Enjoy cozy evenings by the updated gas fireplace or step outside onto the generous-sized deck—perfect for relaxing, entertaini

$315,000

2 beds2 baths1,029 sq ft

1009 Washington Grn, New Windsor, NY 12553

New lighting • Updated hvac system • Walk in closet

Listing by HomeSmart Homes & Estates

Property at 6 Broad St, New Windsor, NY 12553, 3 beds, 1 bath

$419,000

3 beds1 bath1,998 sq ft

6 Broad St, New Windsor, NY 12553

Listing by Compass Greater NY, LLC

Property at 91 Myrtle Ave, New Windsor, NY 12553, 3 beds, 2 baths

$425,000

3 beds2 baths1,056 sq ft

91 Myrtle Ave, New Windsor, NY 12553

Listing by RE/MAX Benchmark Realty Group

Property at 82 Vails Gate Heights Dr, New Windsor, NY 12553, 3 beds, 1.5 baths

$290,000

3 beds1.5 baths1,736 sq ft

82 Vails Gate Heights Dr, New Windsor, NY 12553

Listing by ReAttached

Property at 1002 Washington Grn Unit AG2, New Windsor, NY 12553, 2 beds, 2 baths

$299,900

2 beds2 baths1,029 sq ft

1002 Washington Grn Unit AG2, New Windsor, NY 12553

Listing by RE/MAX Benchmark Realty Group

Property at 1130 Washington Grn, New Windsor, NY 12553, 2 beds, 2 baths

$315,000

2 beds2 baths1,029 sq ft

1130 Washington Grn, New Windsor, NY 12553

Listing by Atlantica East Associates LLC

Property at 18 Square Hill Rd #80, New Windsor, NY 12553, 2 beds, 2 baths

$86,900

2 beds2 baths1,056 sq ft

18 Square Hill Rd #80, New Windsor, NY 12553

Listing by Howard Hanna Rand Realty

Property at 5 Beaverbrook Rd, New Windsor, NY 12553, 2 beds, 1 bath

$319,000

2 beds1 bath1,220 sq ft

5 Beaverbrook Rd, New Windsor, NY 12553

Listing by Gillespie Real Estate LLC

Property at 276 Temple Hill Rd #2001, New Windsor, NY 12553, 3 beds, 1.5 baths

$344,999

3 beds1.5 baths1,512 sq ft

276 Temple Hill Rd #2001, New Windsor, NY 12553

Listing by National Veterans Realty Group

Property at 327 Currycross Rd, New Windsor, NY 12553, 2 beds, 1 bath

$58,000

2 beds1 bath650 sq ft

327 Currycross Rd, New Windsor, NY 12553

Listing by Weichert Realtors

Property at 10 Oakwood Ter #107, New Windsor, NY 12553, 2 beds, 1 bath

$189,900

2 beds1 bath950 sq ft

10 Oakwood Ter #107, New Windsor, NY 12553

Listing by Howard Hanna Rand Realty

Property at 11 Square Hill Rd #27, New Windsor, NY 12553, 2 beds, 2 baths

$99,900

2 beds2 baths784 sq ft

11 Square Hill Rd #27, New Windsor, NY 12553

Listing by Howard Hanna Rand Realty

Property at 1515 Balsam Dr, New Windsor, NY 12553, 2 beds, 2.5 baths

$445,000

2 beds2.5 baths1,795 sq ft

1515 Balsam Dr, New Windsor, NY 12553

Listing by Caruso & Boughton Realty Inc

Property at 237 Windsor Hwy, New Windsor, NY 12553, 3 beds, 1 bath

$357,000

3 beds1 bath1,408 sq ft

237 Windsor Hwy, New Windsor, NY 12553

Listing by RE/MAX Benchmark Realty Group

Property at 276 Temple Hill Rd #1509, New Windsor, NY 12553, 2 beds, 2 baths

$249,999

2 beds2 baths1,176 sq ft

276 Temple Hill Rd #1509, New Windsor, NY 12553

Listing by HomeSmart Homes & Estates

Property at 7 Columbus St, New Windsor, NY 12553, 2 beds, 2 baths

$335,000

2 beds2 baths1,320 sq ft

7 Columbus St, New Windsor, NY 12553

Listing by RE/MAX Benchmark Realty Group

Property at 276 Temple Hill Rd #906, New Windsor, NY 12553, 3 beds, 1.5 baths

$315,000

3 beds1.5 baths1,512 sq ft

276 Temple Hill Rd #906, New Windsor, NY 12553

Listing by RE/MAX Benchmark Realty Group

Property at 305 Gazebo Ct, New Windsor, NY 12553, 2 beds, 2 baths

$325,000

2 beds2 baths1,222 sq ft

305 Gazebo Ct, New Windsor, NY 12553

Listing by HV Premier Properties Realty

Property at 21 Stonecrest Dr, New Windsor, NY 12553, 3 beds, 1 bath

$429,000

3 beds1 bath1,436 sq ft

21 Stonecrest Dr, New Windsor, NY 12553

Listing by Tactical Realty LLC

Property at 2898 Route 9w, Lot 15, New Windsor, NY 12553, 2 beds, 1 bath

$84,900

2 beds1 bath784 sq ft

2898 Route 9w, Lot 15, New Windsor, NY 12553

Listing by Howard Hanna Rand Realty

Property at 27 Lexington Ln, New Windsor, NY 12553, 3 beds, 1.5 baths

$245,500

3 beds1.5 baths1,280 sq ft

27 Lexington Ln, New Windsor, NY 12553

Listing by Next Level Property Management

Property at 1 Staples Ln, New Windsor, NY 12553, 4 beds, 1.5 baths

$249,900

4 beds1.5 baths1,400 sq ft

1 Staples Ln, New Windsor, NY 12553

Listing by Howard Hanna Rand Realty

Property at 10 Oakwood Ter #65, New Windsor, NY 12553, 1 bed, 1 bath

$134,900

1 bed1 bath960 sq ft

10 Oakwood Ter #65, New Windsor, NY 12553

Listing by Keller Williams Realty

Property at 3146 Route 9w Unit 8A, New Windsor, NY 12553, 2 beds, 2 baths

$69,900

2 beds2 baths784 sq ft

3146 Route 9w Unit 8A, New Windsor, NY 12553

Listing by Howard Hanna Rand Realty

Property at 3146 Route 9w Unit 5A, New Windsor, NY 12553, 2 beds, 2 baths

$69,900

2 beds2 baths784 sq ft

3146 Route 9w Unit 5A, New Windsor, NY 12553

Listing by Howard Hanna Rand Realty

Property at 20 Hilltop Dr, New Windsor, NY 12553, 2 beds, 2 baths

$389,900

2 beds2 baths1,152 sq ft

20 Hilltop Dr, New Windsor, NY 12553

Listing by eXp Realty

Property at 10 Oakwood Ter #87, New Windsor, NY 12553, 1 bed, 1 bath

$144,500

1 bed1 bath850 sq ft

10 Oakwood Ter #87, New Windsor, NY 12553

Listing by RE/MAX Benchmark Realty Group

Property at 3146 Route 9w Unit 6A, New Windsor, NY 12553, 2 beds, 2 baths

$69,900

2 beds2 baths784 sq ft

3146 Route 9w Unit 6A, New Windsor, NY 12553

Listing by Howard Hanna Rand Realty

Property at 276 Temple Hill Rd #2414, New Windsor, NY 12553, 2 beds, 2 baths

$285,000

2 beds2 baths1,176 sq ft

276 Temple Hill Rd #2414, New Windsor, NY 12553

Listing by Weichert Realtors

Property at Silver Stream Rd, New Windsor, NY 12553

$279,000

Land2.30 acres (lot)

Silver Stream Rd, New Windsor, NY 12553

Listing by Mount Realty

Property at 21 Coffey Ave, New Windsor, NY 12553

$65,000

Land9,500 sq ft (lot)

21 Coffey Ave, New Windsor, NY 12553

Listing by John J Lease REALTORS Inc

Property at 31 Boulder Dr, Cornwall, NY 12518

$175,000

Land3.90 acres (lot)

31 Boulder Dr, Cornwall, NY 12518

Listing by Keller Williams Hudson Valley

Property at Moore's Hill Rd, New Windsor, NY 12553

$270,000

Land2.87 acres (lot)

Moore's Hill Rd, New Windsor, NY 12553

Listing by Keller Williams Valley Realty

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Based on information submitted to the MLS GRID as of Wed Aug 19 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 12553

There are currently 37 cheap homes for sale in 12553 at a median listing price of $489K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 12553 stay on the market for 50 days and receive 3 offers. This map is refreshed with the newest listings in 12553 every 15 minutes.

In the past month, 27 homes have been sold in 12553. In addition to houses in 12553, there were also 19 condos, 1 townhouse, and 6 multi-family units for sale in 12553 last month. Find your dream home in 12553 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 12553 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 12553. If you're looking to sell your home in the 12553 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 12553 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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