Vintage homes for sale & real estate in 10940, NY

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NEW 4 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 10940, NY:
Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas complete the setting. The original 1821 Colonial estate serves as the main house, blending historic character with thoughtfully updated features throughout. The expansive grounds provide abundant opportunities for recreation, including horseback riding, farming, snowmobiling, four-wheeling, fishing

$979,900

5 beds4.5 baths4,200 sq ft

255 Howells Rd, Middletown, NY 10940

Two story barn • Natural pond • Horse stalls

Listing by Keller Williams Hudson Valley

ABOUT THIS HOME
Vintage Home for sale in 10940, NY:
All you need is a moving van! Move right into this beautifully renovated 3-bedroom Nantucket-style Colonial, ideally set on a quiet street. Features include a spacious, sun-filled kitchen with quartz countertops, tiled flooring, and oversized windows, a warm and inviting family room with a fireplace, and three generously sized bedrooms. Additional highlights include an attached garage and a finished basement offering great bonus space. Conveniently located in the Howell/Middletown area within the Minisink School District, with easy access to major highways and excellent shopping.

$419,000

3 beds1.5 baths1,984 sq ft

32 Dudley Ln, Howells, NY 10932

Quartz countertops • Tiled flooring • Finished basement

Listing by Q Home Sales

ABOUT THIS HOME
Vintage Home for sale in 10940, NY:
Opportunity knocks at $353,000 in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers che

$353,000

3 beds2 baths1,545 sq ft

187 Watkins Ave, Middletown, NY 10940

7,840 sq ft lot • Garage • Built 1925

Listing by Real Home Services & Solutions, Inc

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 10940, NY:
Come tour this LOVELY NEWLY REMODELED Middletown Colonial!! This 4 bedroom home is in turn-key condition with the upgrades that it offers. A front deck where you can enjoy morning coffee leads you into a living room followed by a dining room with modern lighting and an open floor plan to a STUNNING eat-in kitchen with new vinyl floors throughout. Admire this spacious eat in kitchen that features a granite island and countertops, trendy backsplash, abundance of cabinet space & gorgeous fresh out the box stainless steel appliances. The upper floor offers 4 bedrooms one of them with an oversized enclosed balcony ideal for reading and relaxing. A full bath with new tiled walls & fl

$445,000

4 beds2 baths2,545 sq ft

145 Academy Ave, Middletown, NY 10940

6,204 sq ft lot • Garage • Built 1900

Listing by Keller Williams Hudson Valley

ABOUT THIS HOME
Vintage Home for sale in 10940, NY:
Discover a rare mid-century contemporary set on just under an acre in Middletown. With more than 3,500 square feet, this 5 bedroom, 2 bath home offers incredible space, soaring ceilings, and floor-to-ceiling windows that fill every corner with natural light. The open, airy layout highlights the home’s architectural character, creating the perfect canvas for a modern makeover. The full basement adds even more potential for living space, storage, or a creative studio. Sitting on a . 98-acre lot, the property provides privacy while still keeping you close to local shops, dining, and conveniences. This unique home needs work but the bones, scale, and style are all here. Bring your vision

$350,000

5 beds2.5 baths3,581 sq ft

57 Overhill Rd, Middletown, NY 10940

0.98 acre lot • 2 garage spots • Built 1955

Listing by eXp Realty

Property at 488 Tally Ho Rd, Middletown, NY 10940, 1 bed, 1 bath

$215,000

1 bed1 bath748 sq ft

488 Tally Ho Rd, Middletown, NY 10940

Listing by eXp Realty

Property at 238 S Centerville Rd, Middletown, NY 10940, 5 beds, 2.5 baths

$849,000

5 beds2.5 baths3,764 sq ft

238 S Centerville Rd, Middletown, NY 10940

Listing by BHG Real Estate Green Team

Property at 20 Benton Ave, Middletown, NY 10940, 3 beds, 2 baths

$319,999

3 beds2 baths1,504 sq ft

20 Benton Ave, Middletown, NY 10940

Listing by Keller Williams Realty

Property at 193 Schutt Rd, Middletown, NY 10940, 3 beds, 1 bath

$249,900

3 beds1 bath900 sq ft

193 Schutt Rd, Middletown, NY 10940

Listing by HomeSmart Homes & Estates

Property at 29 Little Ave, Middletown, NY 10940, 4 beds, 2.5 baths

$375,000

4 beds2.5 baths1,668 sq ft

29 Little Ave, Middletown, NY 10940

Listing by Christie's Int. Real Estate

Property at 13 Forest Ave, Middletown, NY 10940, 3 beds, 2 baths

$429,999

3 beds2 baths1,748 sq ft

13 Forest Ave, Middletown, NY 10940

Listing by Hudson Valley Home Connection

Property at 36 Bert Crawford Rd, Middletown, NY 10940, 2 beds, 1 bath

$309,900

2 beds1 bath836 sq ft

36 Bert Crawford Rd, Middletown, NY 10940

Listing by Keller Williams Realty

Property at 91 Mountain Ave, Middletown, NY 10940, 3 beds, 1 bath

$350,000

3 beds1 bath892 sq ft

91 Mountain Ave, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 28 Spring St, Middletown, NY 10940, 4 beds, 2 baths

$329,000

4 beds2 baths1,696 sq ft

28 Spring St, Middletown, NY 10940

Listing by Howard Hanna Rand Realty

Property at 71 Commonwealth Ave, Middletown, NY 10940, 3 beds, 1 bath

$360,000

3 beds1 bath1,344 sq ft

71 Commonwealth Ave, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 65 Monhagen Ave, Middletown, NY 10940, 3 beds, 2.5 baths

$350,000

3 beds2.5 baths930 sq ft

65 Monhagen Ave, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 15 Clark St, Middletown, NY 10940, 2 beds, 1.5 baths

$399,000

2 beds1.5 baths1,036 sq ft

15 Clark St, Middletown, NY 10940

Listing by Howard Hanna Rand Realty

Property at 51 S Shore Dr, Middletown, NY 10940, 1 bed, 1 bath

$250,000

1 bed1 bath360 sq ft

51 S Shore Dr, Middletown, NY 10940

Listing by eRealty Advisors, Inc

Property at 179 Reservoir Rd, Middletown, NY 10940, 3 beds, 2 baths

$620,000

3 beds2 baths3,080 sq ft

179 Reservoir Rd, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 58 Wawayanda Ave, Middletown, NY 10940, 2 beds, 1 bath

$220,000

2 beds1 bath820 sq ft

58 Wawayanda Ave, Middletown, NY 10940

Listing by Cronin & Company Real Estate

Property at 5 Mills Ave, Middletown, NY 10940, 3 beds, 1.5 baths

$359,999

3 beds1.5 baths1,160 sq ft

5 Mills Ave, Middletown, NY 10940

Listing by Keller Williams Realty

Property at 9 Fairview Ave, Middletown, NY 10940, 3 beds, 2 baths

$329,900

3 beds2 baths1,056 sq ft

9 Fairview Ave, Middletown, NY 10940

Listing by HomeSmart Homes & Estates

Property at 15 Phillips St, Middletown, NY 10940, 4 beds, 2 baths

$499,950

4 beds2 baths1,901 sq ft

15 Phillips St, Middletown, NY 10940

Listing by Compass Greater NY, LLC

Property at 361 Route 211 W, Middletown, NY 10940, 4 beds, 2 baths

$370,000

4 beds2 baths2,000 sq ft

361 Route 211 W, Middletown, NY 10940

Property at 727 Route 17m, Middletown, NY 10940, 1 bed, 1 bath

$399,900

1 bed1 bath1,088 sq ft

727 Route 17m, Middletown, NY 10940

Listing by Cronin & Company Real Estate

Property at 28 Genung St, Middletown, NY 10940

$99,900

— beds— baths— sq ft

28 Genung St, Middletown, NY 10940

Listing by Weichert Realtors

Property at 422 M And M Rd, Middletown, NY 10940

$1,200,000

— beds— baths— sq ft

422 M And M Rd, Middletown, NY 10940

Listing by eXp Realty

Property at 1-3 Chestnut St, Middletown, NY 10940, 3 beds, 1 bath

$379,000

3 beds1 bath1,100 sq ft

1-3 Chestnut St, Middletown, NY 10940

Listing by HomeSmart Homes & Estates

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Based on information submitted to the MLS GRID as of Mon Jan 05 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 10940

There are currently 28 vintage homes for sale in 10940 at a median listing price of $429K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 10940 stay on the market for 64 days and receive 5 offers. This map is refreshed with the newest listings in 10940 every 15 minutes.

In the past month, 30 homes have been sold in 10940. In addition to houses in 10940, there were also 19 condos, 1 townhouse, and 5 multi-family units for sale in 10940 last month. Find your dream home in 10940 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 10940 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 10940. If you're looking to sell your home in the 10940 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 10940 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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