Vintage homes for sale & real estate in 12553, NY

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ABOUT THIS HOME
Vintage Home for sale in 12553, NY:
Most affordable single family home in New Windsor!!! Looking for one level living, good commuter location close to transportation, stores, schools, great restaurants and wineries? This is your home. Well maintained Ranch home has hardwood floors throughout. There are three bedrooms plus a den/office or dining room as well as an additional 200 square foot three season room which leads to the new deck. Newly widened and paved driveway in June 2026. Convenient municipal water and sewer. Hardwood floors were refinished in 2019. Move in ready home waiting for new owners to add their own personal touch.

$370,000

3 beds1.5 baths1,296 sq ft

1 Rocky Ln, New Windsor, NY 12553

Three season room • New deck • One level living

Listing by eXp Realty

ABOUT THIS HOME
Vintage Home for sale in 12553, NY:
Classic Cape. Completely Reimagined. New to market, this beautifully and thoughtfully renovated Cape pairs storybook charm with the ease of a home that has been completely redone from top to bottom. Set on a welcoming community street close to shops, schools, playgrounds and everyday conveniences, this is truly move-in-ready living. Behind its classic exterior is a fresh, modern interior following an extensive renovation that included major upgrades to the heating, central air, plumbing, electrical and roofing. The home features an oversized primary suite with a private full bath, two additional bedrooms and another beautifully finished full bath. The modern eat-in kitchen offers a comforta

$475,000

3 beds2 baths1,456 sq ft

3 Hilltop Dr, New Windsor, NY 12553

Modern interior • Extensive renovation • Major upgrades

Listing by Corcoran Country Living

NEW 26 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 12553, NY:
Welcome to an exceptional opportunity at 2 Mazies Lane, Lot #3. Located in the desirable Cornwall Park Community, offering a low lot rent of approximately $966. This fee conveniently includes school and property taxes, trash removal, road snow removal, and maintenance making it an ideal choice for those seeking a hassle-free lifestyle. Featuring a brand-new kitchen adorned with elegant granite countertops and modern appliances, complemented by a newer roof that promises durability and peace of mind. Situated in a prime commuter location, this property offers easy access to major highways, making travel to New York City and surrounding areas a breeze. Don't miss out on this opportunity to li

$70,000

1 bed1 bath1,662 sq ft

2 Mazies Ln, New Windsor, NY 12553

Newer roof • Modern appliances • Brand-new kitchen

Listing by Epique Realty

ABOUT THIS HOME
Vintage Home for sale in 12553, NY:
Tucked away on a private dead-end street and just a short walk from the lake, this charming Cape Cod offers a rare combination of lake privileges, privacy, outdoor living, and nearly an acre of property. Set on 0.9198 acres, the home offers a peaceful setting with plenty of room to enjoy the outdoors. One of the standout features is the expansive rear deck, creating an incredible extension of the living space for entertaining, barbecuing, relaxing, or enjoying the surrounding natural setting and seasonal lake views. Inside, you'll find an inviting main living area, an updated full bathroom, and a distinctive upper-level sleeping loft featuring skylights, cedar detailing, generous closet spa

$289,888

1 bed1 bath1,428 sq ft

28 Beaverbrook Rd, New Windsor, NY 12553

Lake privileges • Full basement • Expansive rear deck

Listing by Keller Williams Village Sq Rlt

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 12553, NY:
Once ordered straight from the Montgomery Ward catalog, this circa-1929 Wardway kit home, like several others along this stretch of New Windsor, has stood for a century, and it shows in details you won't find in new construction. A brand-new kitchen with white shaker cabinets, subway tile, and gas appliances anchors the main level, alongside a main-floor laundry and half bath for everyday convenience. A custom barn door adds character to a storage closet off the kitchen, and the flexible front room off the entryway works equally well as a home office or a kids' play space. Upstairs, a primary bedroom with its own en-suite bath is joined by two additional bedrooms and a second full bath. Out

$459,999

3 beds2.5 baths1,701 sq ft

18 St Joseph Pl, New Windsor, NY 12553

Flexible front room • Brand new kitchen • Custom barn door

Listing by eXp Realty

Property at 66 Silver Spring Rd, New Windsor, NY 12553, 3 beds, 1 bath

$399,000

3 beds1 bath1,592 sq ft

66 Silver Spring Rd, New Windsor, NY 12553

Listing by Howard Hanna Rand Realty

Property at 178 Mount Airy Rd, New Windsor, NY 12553, 3 beds, 1 bath

$400,000

3 beds1 bath1,424 sq ft

178 Mount Airy Rd, New Windsor, NY 12553

Listing by RE/MAX Benchmark Realty Group

Property at 67 Myrtle Ave, New Windsor, NY 12553, 3 beds, 2 baths

$449,000

3 beds2 baths2,243 sq ft

67 Myrtle Ave, New Windsor, NY 12553

Listing by Gillespie Real Estate LLC

Property at 95 Riley Rd, New Windsor, NY 12553, 2 beds, 1 bath

$280,000

2 beds1 bath1,085 sq ft

95 Riley Rd, New Windsor, NY 12553

Listing by KW Hudson Valley United

Property at 136 Lake Rd, Salisbury Mills, NY 12577, 2 beds, 1 bath

$425,000

2 beds1 bath1,058 sq ft

136 Lake Rd, Salisbury Mills, NY 12577

Listing by Weichert Realtors

Property at 20 Hudson Dr, New Windsor, NY 12553, 3 beds, 2 baths

$429,000

3 beds2 baths1,410 sq ft

20 Hudson Dr, New Windsor, NY 12553

Listing by Tactical Realty LLC

Property at 8 Oak Dr, New Windsor, NY 12553, 6 beds, 5 baths

$785,000

6 beds5 baths4,407 sq ft

8 Oak Dr, New Windsor, NY 12553

Listing by Hudson Valley Home Connection

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 703 Little Britain Rd, New Windsor, NY 12553, 4 beds, 2 baths

$469,000

4 beds2 baths2,025 sq ft

703 Little Britain Rd, New Windsor, NY 12553

Listing by Hudson Heritage 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 9 Benedict Ln Unit 5-7, New Windsor, NY 12553, 8 beds, 4 baths

$899,000

8 beds4 baths— sq ft

9 Benedict Ln Unit 5-7, New Windsor, NY 12553

Listing by eXp 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 1110 -1114 Route 94, New Windsor, NY 12553, 3 beds, 2 baths

$495,000

3 beds2 baths— sq ft

1110 -1114 Route 94, New Windsor, NY 12553

Listing by Real Estate Connection Corp

Property at Silver Stream Rd, New Windsor, NY 12553, 2 beds, 1 bath

$1,275,000

Land15.50 acres (lot)

Silver Stream Rd, New Windsor, NY 12553

Listing by Sage Realty Center LLC

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NEW 6 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 12553, NY:
Two homes, one exceptional property! Tucked away on a private 1.2-acre lot in the Cornwall School District, 2 Iris Road offers a rare combination of space, versatility, and opportunity with a 1,736 sq ft, 3-bedroom main residence plus a separate 484 sq ft, 1-bedroom accessory cottage. Perfect for extended family, guests, a private work-from-home setup, or potential rental income, the cottage adds an incredible level of flexibility that's hard to find. Inside the main home, the lower level offers a spacious primary bedroom with a walk-in closet and cozy cove (radiant) heating. The large eat-in kitchen features quartz countertops, stainless appliances, and flows into a bright, inviting family

$539,900

4 beds2 baths2,220 sq ft

2 Iris Rd, Cornwall, NY 12518

Private lot • Separate cottage • Walk-in closet

Listing by RE/MAX Benchmark Realty Group

NEW 11 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 12553, NY:
Two family house in the city of Newburgh. Each apartment has three bedrooms, one full updated bathroom and kitchen, with living room, dining room. ! st floor has a sizable backyard, second floor has a deck. Roof recently repaired gutters cleaned. The residence is 5 minutes to downtown Newburgh which offers; shopping, and restaurants, as well as does the Broadway Avenue area. It's also a 5-minute jump to the beautiful Newburgh waterfront, which is ongoing new updates. This property is close to St. Lukes hospital, library on Grand Street, excellent schools, a brand-new trade high school is on track to open. Property is close to all major highways.

$475,000

3 beds2 baths— sq ft

15 City Ter, Newburgh, NY 12550

Close to hospital • Sizable backyard • Deck

Listing by Four Seasons Realty Group

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 12553, NY:
Welcome to 15 Breezy Knoll Drive in the Town of Newburgh, where this classic 3-bedroom brick ranch has undergone an extensive, tasteful renovation from top to bottom. The tax records reflect 1,232 square feet on the main level plus 546 square feet of finished basement, giving this home an impressive amount of space over two levels. Step inside to an incredibly spacious living room where a huge quadruple front window fills the room with natural light and beautifully shows off the hardwood floors that run throughout the main level. The generous proportions give you plenty of room to relax, gather and entertain. At the heart of the home is a large cook's kitchen with new cabinetry, countertops

$459,954

3 beds1 bath1,778 sq ft

15 Breezy Knoll Dr, Newburgh, NY 12550

Extensive renovation • New plumbing • Brand-new deck

Listing by Your Move Matters LLC

ABOUT THIS HOME
Vintage Home for sale in 12553, NY:
INVESTOR OPPORTUNITY IN NEWBURGH! Bring your vision and renovation plans to this multifamily property with excellent potential for an owner-occupant or investor. The property offers a chance to renovate, reconfigure, and create value in a sought-after Hudson Valley market. Conveniently located near local amenities, shopping, dining, transportation, and major roadways. Ideal for buyers looking for a value-add project with long-term potential. Property is being sold in its current condition. Buyer to perform their own due diligence regarding zoning, permitted uses, renovations, and rental potential. Cash or renovation financing may be appropriate.

$209,900

Studio3 baths— sq ft

96 Overlook Pl, Newburgh, NY 12550

Multifamily property • Value-add project • Local amenities

Listing by 1st Independent Realty Grp

ABOUT THIS HOME
Vintage Home for sale in 12553, NY:
INVESTOR OPPORTUNITY IN NEWBURGH! Bring your vision and renovation plans to this multifamily property with excellent potential for an owner-occupant or investor. The property offers a chance to renovate, reconfigure, and create value in a sought-after Hudson Valley market. Conveniently located near local amenities, shopping, dining, transportation, and major roadways. Ideal for buyers looking for a value-add project with long-term potential. Property is being sold in its current condition. Buyer to perform their own due diligence regarding zoning, permitted uses, renovations, and rental potential. Cash or renovation financing may be appropriate.

$209,900

Studio3 baths— sq ft

94 Overlook Pl, Newburgh, NY 12550

Multifamily property • Value-add project • Local amenities

Listing by 1st Independent Realty Grp

ABOUT THIS HOME
Vintage Home for sale in 12553, NY:
Why dream of a multi-million dollar brownstone in Brooklyn or Queens when you can own a magnificent piece of classic American architecture for a fraction of the cost? Welcome to 87 City Terrace, a spectacular brick multi-family property that perfectly balances turn-of-the-century grandeur with modern features. This is the ultimate opportunity for an owner-occupant looking to build equity, establish roots, and let their property pay for itself. From the curb, the estate commands attention. The striking exterior boasts a commanding brick facade, a stately rounded bay elevation, and deeply handsomely carved architectural corbels at the roofline—features that evoke the timeless elegance o

$574,475

6 beds2 baths2,222 sq ft

87 City Ter, Newburgh, NY 12550

2,500 sq ft lot • Built 1890 • Listed 2 days

Listing by Your Move Matters LLC

Property at 160 Ann St, Newburgh, NY 12550

$219,000

Studio— baths3,792 sq ft

160 Ann St, Newburgh, NY 12550

Listing by River Realty Services, Inc.

Property at 30 Flemming Dr, Newburgh, NY 12550, 3 beds, 1.5 baths

$325,000

3 beds1.5 baths1,009 sq ft

30 Flemming Dr, Newburgh, NY 12550

Listing by KW MidHudson

Property at 291 1st St, Newburgh, NY 12550, 3 beds, 2 baths

$279,999

3 beds2 baths1,248 sq ft

291 1st St, Newburgh, NY 12550

Listing by Howard Hanna Rand Realty

Property at 209 Gidney Ave, Newburgh, NY 12550, 4 beds, 1 bath

$375,000

4 beds1 bath1,936 sq ft

209 Gidney Ave, Newburgh, NY 12550

Listing by The Kinderhook Group, Inc.

Property at 263 Liberty St, Newburgh, NY 12550, 5 beds, 4 baths

$725,000

5 beds4 baths3,188 sq ft

263 Liberty St, Newburgh, NY 12550

Listing by ReAttached

Property at 51 Weeks Ave, Cornwall On Hudson, NY 12520, 1 bed, 1 bath

$340,000

1 bed1 bath1,337 sq ft

51 Weeks Ave, Cornwall On Hudson, NY 12520

Listing by Keller Williams Realty

Property at 210 N Miller St, Newburgh, NY 12550, 7 beds, 4 baths

$699,000

7 beds4 baths— sq ft

210 N Miller St, Newburgh, NY 12550

Listing by Clarke Realty & Associates LLC

Property at 19 Cottage Ave, Newburgh, NY 12550, 3 beds, 2.5 baths

$479,999

3 beds2.5 baths1,550 sq ft

19 Cottage Ave, Newburgh, NY 12550

Listing by YourHomeSold Guaranteed Realty

Property at 65 Glenwood Rd, Monroe, NY 10950, 3 beds, 1 bath

$349,000

3 beds1 bath882 sq ft

65 Glenwood Rd, Monroe, NY 10950

Listing by A Malik Real Estate

Property at 412 Angola Rd, Cornwall, NY 12518, 2 beds, 1 bath

$399,999

2 beds1 bath1,008 sq ft

412 Angola Rd, Cornwall, NY 12518

Listing by Thomas M David

Property at 108 Wood St, Newburgh, NY 12550, 3 beds, 1 bath

$325,000

3 beds1 bath960 sq ft

108 Wood St, Newburgh, NY 12550

Listing by Keller Williams Realty

Property at 4 Hillside Trl, Monroe, NY 10950, 3 beds, 1 bath

$350,000

3 beds1 bath1,003 sq ft

4 Hillside Trl, Monroe, NY 10950

Listing by Keller Williams Realty

Property at 76 Poplar St, Newburgh, NY 12550, 5 beds, 2.5 baths

$499,000

5 beds2.5 baths1,250 sq ft

76 Poplar St, Newburgh, NY 12550

Listing by Keller Williams Realty

Property at 127 W Parmenter St, Newburgh, NY 12550, 4 beds, 2 baths

$340,000

4 beds2 baths— sq ft

127 W Parmenter St, Newburgh, NY 12550

Listing by Curasi Realty, Inc.

Based on information submitted to the MLS GRID as of Sun Oct 04 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.

Vintage Homes for Sale in 12553

There are currently 19 vintage homes for sale in 12553 at a median listing price of $480K. 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 61 days and receive 3 offers. This map is refreshed with the newest listings in 12553 every 15 minutes.

In the past month, 24 homes have been sold in 12553. In addition to houses in 12553, there were also 22 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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