Vintage homes for sale & real estate in Wallkill, NY

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ABOUT THIS HOME
Vintage Home for sale in Wallkill, 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

ABOUT THIS HOME
Vintage Home for sale in Wallkill, NY:
Why rent when you can purchase this updated, move-in-ready 3-bedroom home? This property presents an excellent opportunity for first-time homebuyers, especially with its low taxes. The kitchen features granite countertops, ample cabinet space, stainless steel appliances, and a breakfast bar open to the living room. The spacious living room is filled with natural light, making it a welcoming space. The bathroom is equipped with a tiled tub shower, tile flooring, and a new vanity with modern fixtures. Each of the three bedrooms benefits from abundant natural light. The home boasts all-new flooring throughout, along with a new roof, windows, electrical system, furnace, and water heater, all in

$249,900

3 beds1 bath900 sq ft

193 Schutt Rd, Middletown, NY 10940

New vanity • Granite countertops • Breakfast bar

Listing by HomeSmart Homes & Estates

ABOUT THIS HOME
Vintage Home for sale in Wallkill, NY:
Middletown opportunity that pulls double duty. Walk through the front door and feel how easy life becomes when comfort and possibility meet in one place. This move in ready three bedroom two bathroom home welcomes you with vaulted ceilings, warm wood detail, and a bright living room that opens through glass doors to your deck. The kitchen surrounds you with wood cabinetry and generous workspace so cooking, gathering, and entertaining feel natural and effortless. As you step outside, notice how your mind begins to unwind. A spacious yard, inviting patio, and wooded backdrop create the feeling of a private oasis, a place where you can exhale at the end of the day and actually relax. Now imagi

$399,900

3 beds2 baths1,450 sq ft

270 Crystal Run Rd, Middletown, NY 10941

Spacious yard • Rich wood cabinetry • Vaulted ceiling

Listing by Keller Williams Hudson Valley

ABOUT THIS HOME
Vintage Home for sale in Wallkill, NY:
Cute and cozy and very affordable, pus close to everything. This is a great starter home or perfect for downsizing. All original hardwood floors, large bathroom and a large rear deck leading to a quiet back yard to play and relax. Brand new hot water heater and newer roof and windows. This home is close to public transportation and stores and restaurants. Original stone fireplace has not been used in years and seller makes no claim to it's working condition. The walk out basement is a great feature as is the detached garage. Easy to show, the house, vacant on a combo. Short notice is acceptable. Log an sell!

$319,900

2 beds1 bath836 sq ft

36 Bert Crawford Rd, Middletown, NY 10940

Newer roof • Large bathroom • Quiet back yard

Listing by Keller Williams Realty

OPEN DEC 6, 2PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Wallkill, NY:
Warmth, comfort & space in the Hudson Valley. Welcome home to this spacious Colonial on 2.8 acres offering 3–4 bedrooms, 2 full baths, and a detached 2-car garage with oversized loft. The heart of the home is the large family room — cathedral ceilings, a stunning stone fireplace, and beautiful hardwood floors — the perfect place to gather. The private second-floor primary suite has its own full bath and walk-in closet. Outside, entertain like a pro. A huge rear deck leads to your own private sand beach and an above-ground pool — a dream setup for weekend BBQs, celebrations, or quiet relaxation. The detached 2-car garage easily fits larger vehicles, and the larg

$620,000

3 beds2 baths3,080 sq ft

179 Reservoir Rd, Middletown, NY 10940

Oversized loft • Large family room • Cathedral ceilings

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 6 Farmingdale Ln, Bloomingburg, NY 12721, 3 beds, 1 bath

$289,000

3 beds1 bath1,032 sq ft

6 Farmingdale Ln, Bloomingburg, NY 12721

Listing by Keller Williams Hudson Valley

Property at 255 Howells Rd, Middletown, NY 10940, 5 beds, 4.5 baths

$975,000

5 beds4.5 baths4,200 sq ft

255 Howells Rd, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 441 Scotchtown Collabar Rd, Middletown, NY 10941, 4 beds, 3 baths

$1,100,000

4 beds3 baths2,787 sq ft

441 Scotchtown Collabar Rd, Middletown, NY 10941

Listing by Ellis Sotheby's Intl Realty

Property at 390 Hufcut Rd, Middletown, NY 10941, 2 beds, 1 bath

$379,000

2 beds1 bath1,142 sq ft

390 Hufcut Rd, Middletown, NY 10941

Listing by RE/MAX Prime Properties

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 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 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

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ABOUT THIS HOME
Vintage Home for sale in Wallkill, NY:
THEY DON'T MAKE THEM THIS BIG ANYMORE!!! Absolutely STUNNING MIDDLETOWN MULTI-FAMILY is now available for your purchase!! This OVERSIZED Colonial is in R-2 zone and if space is what you need, look no further as you have found it!! Ideal for an extended family, live in one and rent out the other or lastly allow the rental income of BOTH units pay off your mortgage! TURN-KEY condition and both units are completely renovated with modern floors throughout and freshly painted with new updated kitchens both with granite counters, New stainless steel appliances fresh out the box, beautiful tiled baths and modern lighting throughout! The main home takes up 1st, 2nd floor and attic consisting of 5 b

$625,000

8 beds6 baths3,240 sq ft

128 W Main St, Middletown, NY 10940

Oversized colonial • Turn-key condition • Completely renovated

Listing by Keller Williams Hudson Valley

ABOUT THIS HOME
Vintage Home for sale in Wallkill, NY:
Welcome to 72 Main St! , Call Agent Joel 718-683-1024 . Welcome to This move-in ready split-level home , Mother/Daughter, in the Pine Bush School District has been beautifully updated and thoughtfully designed for both comfort and functionality. Step inside to an inviting open-concept layout filled with natural light. The beautiful open kitchen is perfect for entertaining, The home features Two generously sized bedrooms and a lower level with finished flexible space offering endless possibilities—whether you need a home office, gym, or recreation room. The private, level backyard is ideal for relaxing, entertaining, or simply enjoying the seasons in the Hudson Valley. Ideally located

$490,000

4 beds2 baths1,800 sq ft

72 Main St, Bloomingburg, NY 12721

Central location • Open concept layout • Open kitchen

Listing by eRealty Advisors, Inc

ABOUT THIS HOME
Vintage Home for sale in Wallkill, NY:
VALUE IS IN THE LAND! Prime 1+ acre lot - attention builders/investors! Home has no heating system - CASH or RENOVATION LOANS only. Seller shall respond to all offers on or about 12 DAYS AFTER LIST DATE (11/24/1025).

$131,250

1 bed1 bath654 sq ft

440 Mt Orange Rd, Middletown, NY 10940

1.3 acre lot • 6 parking spots • Built 1938

Listing by Prime Partner Realty

OPEN TODAY, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in Wallkill, NY:
Welcome to 67 Main St , Call Agent Joel 718-683-1024 . Welcome ! Beautifully maintained 2-family home featuring two spacious apartments, each with a modern updated kitchen, stylish renovated toilet, inviting living room, three comfortable bedrooms, elegant modern-style floors, a bright sunroom perfect for relaxing, and an airy porch that adds charm and comfort to this move-in-ready property. This move-in ready split-level home in the Pine Bush School District has been beautifully updated and thoughtfully designed for both comfort and functionality. Step inside to an inviting open-concept layout filled with natural light. . The private, level backyard is ideal for relaxing, entertaining, or

$490,000

6 beds2 baths1,650 sq ft

67 Main St, Bloomingburg, NY 12721

Renovated toilet • Bright sunroom • Airy porch

Listing by eRealty Advisors, Inc

ABOUT THIS HOME
Vintage Home for sale in Wallkill, NY:
MIDDLETOWN MAKES AN IDEAL PLACE TO CALL HOME, WITH IT'S VIBRANT DOWNTOWN AND EASY ACCESS TO MAJOR HIGHWAYS AND PUBLIC TRANSPORTATION TO NYC. SITUATED CLOSE TO LOCAL SHOPS, RESTAURANTS & NEARBY PARKS SITS THIS VERY WELL MAINTAINED 3 BEDROOM, 1.5 BATHROOMS, FINISHED ATTIC CHARMING COLONIAL HOME. LOCATED IN A HIGHLY DESIRABLE NEIGHBORHOOD THIS GEM FEATURES A SPACIOUS LAYOUT WITH CLASSIC ARCHITECTURAL DETAILS. UPON ENTRY BE GREETED BY A SEPARATE FOYER THAT LEEDS TO A VERY SPACIOUS LIVING ROOM AND OPEN TO LARGE DINING ROOM WITH HARD WOOD FLOORING. FROM DINING ROOM ENTER INTO GRAND SIZE KITCHEN SHOWING ABUNDANT OF NATURAL LIGHT AND LEEDS OUT TO A PRIVATE BACK YARD. CONVENIENTLY LOCATED ON T

$330,000

3 beds1.5 baths1,470 sq ft

10 Royce Ave, Middletown, NY 10940

Nearby parks • Well maintained • Restaurants

Listing by eXp Realty

ABOUT THIS HOME
Vintage Home for sale in Wallkill, NY:
Welcome to the perfect blend of comfort, character, and location. Nestled in the vibrant heart of Middletown, NY—just 70 miles from NYC—this beautifully updated home offers a peaceful retreat without sacrificing proximity. Whether you’re commuting for work or play, nearby transportation options, including the Metro-North train and major highways, make travel to the city a breeze. And when you're staying local, shopping plazas, restaurants, and entertainment are just moments away. Step inside and immediately feel at home. The kitchen, renovated in 2020, is both stylish and functional, featuring a timeless farmhouse sink, sleek cabinetry offering generous storage, and gleami

$360,000

3 beds1 bath1,344 sq ft

71 Commonwealth Ave, Middletown, NY 10940

Renovated kitchen • Spa-like bathroom • Farmhouse sink

Listing by Keller Williams Hudson Valley

Property at 27-29 W Conkling Ave, Middletown, NY 10940, 3 beds, 1.5 baths

$409,999

3 beds1.5 baths1,560 sq ft

27-29 W Conkling Ave, Middletown, NY 10940

Listing by Keller Williams Realty

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 78 Commonwealth Ave, Middletown, NY 10940, 3 beds, 2.5 baths

$558,000

3 beds2.5 baths2,108 sq ft

78 Commonwealth Ave, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 2819 Route 207, Campbell Hall, NY 10916, 4 beds, 2 baths

$569,900

4 beds2 baths2,224 sq ft

2819 Route 207, Campbell Hall, NY 10916

Listing by Realty Promotions Inc

Property at 267 Mamakating Rd #261, Bloomingburg, NY 12721, 4 beds, 3 baths

$449,900

4 beds3 baths2,308 sq ft

267 Mamakating Rd #261, Bloomingburg, NY 12721

Listing by Keller Williams Hudson Valley

Property at 2768 State Route 207, Campbell Hall, NY 10916, 4 beds, 1.5 baths

$465,000

4 beds1.5 baths2,460 sq ft

2768 State Route 207, Campbell Hall, NY 10916

Listing by BHHS Hudson Valley Properties

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 54 Grand St, Wurtsboro, NY 12790, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths2,006 sq ft

54 Grand St, Wurtsboro, NY 12790

Listing by Keller Williams Hudson Valley

Property at 84 North Rd, Bloomingburg, NY 12721, 4 beds

$750,000

4 beds— baths— sq ft

84 North Rd, Bloomingburg, NY 12721

Listing by MS Realty Group USA, Inc

Property at 42 Genung St, Middletown, NY 10940, 4 beds, 3 baths

$425,000

4 beds3 baths1,728 sq ft

42 Genung St, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 56 Mulberry St #54, Middletown, NY 10940, 4 beds, 2 baths

$399,900

4 beds2 baths2,200 sq ft

56 Mulberry St #54, Middletown, NY 10940

Listing by RE/MAX Benchmark Realty Group

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

$400,000

4 beds2.5 baths1,668 sq ft

29 Little Ave, Middletown, NY 10940

Listing by Christie's Int. Real Estate

Property at 29 Grand St, Wurtsboro, NY 12790, 3 beds, 1 bath

$279,000

3 beds1 bath1,692 sq ft

29 Grand St, Wurtsboro, NY 12790

Listing by Keller Williams Hudson Valley

Property at 75 Old Minisink Trl, Goshen, NY 10924, 6 beds, 4.5 baths

$650,000

6 beds4.5 baths3,502 sq ft

75 Old Minisink Trl, Goshen, NY 10924

Listing by Keller Williams Realty

Based on information submitted to the MLS GRID as of Sun Nov 30 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.

Vintage Homes for Sale in Wallkill

There are currently 14 vintage homes for sale in Wallkill at a median listing price of $450K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Wallkill stay on the market for 55 days and receive 1 offers. Popular neighborhoods include Downtown, and Presidential Heights. This map is refreshed with the newest listings in Wallkill every 15 minutes.

In the past month, 16 homes have been sold in Wallkill. In addition to houses in Wallkill, there were also 7 condos, 1 townhouse, and 1 multi-family unit for sale in Wallkill last month. Find your dream home in Wallkill 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 Wallkill are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Wallkill. Our Wallkill real estate stats and trends will give you more information about home buying and selling trends in Wallkill. If you're looking to sell your home in the Wallkill area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Wallkill with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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