4 Bedroom 2 Bath homes for sale & real estate in Middletown, NY

14 homes

Sort:

Recommended

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
Move in ready 4 bedroom/2.1 Bath with so many updates. Elegant entrance with rod iron spindles, Modern chandelier, Picture Window, Slate stone landing. Gourmet Kitchen offers Custom designed Kraftmaid collection cabinets with Chef grade range hood, Porcelain backsplash, Pot Filler, Large Island/Waterfall with built in space for microwave, Quartz countertops, Samsung Stainless steel appliances, Vaulted ceiling with recessed lighting. Open and airy floor plan into Living room, Slider door leads to large deck. Custom tiled bathrooms with high end fixtures. Gleaming Hardwood floors, new doors, moldings, hardware and lighting. Lower level adds additional space, large family room with bathroom, b

$539,900

4 beds2.5 baths2,144 sq ft

10 Frederick, Middletown, NY 10941

Porcelain backsplash • Gourmet kitchen • Large island

Listing by Keller Williams Realty

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
Welcome Home! Inviting & Charming Bi-Level Ranch in a Friendly Neighborhood Discover the perfect home for your growing family in this beautifully maintained bi-level ranch, ideally situated in a quiet friendly neighborhood within the highly regarded Pine Bush School District. This inviting residence has been thoughtfully updated and features gleaming hardwood floors, new windows, a renovated kitchen with marble countertops, stainless steel appliances, and modern LED lighting throughout. The upper level boasts an open-concept layout, seamlessly connecting the living room, dining area, and eat-in kitchen—perfect for family gatherings and entertaining. You’ll also find a full

$450,000

4 beds2.5 baths2,139 sq ft

10 Scott Dr, Middletown, NY 10941

Marble countertops • Modern led lighting • Renovated kitchen

Listing by Keller Williams Realty NYC Grp

OPEN JAN 4, 12PM TO 2PM

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
This well-maintained spacious Colonial Home is ideally situated on a 2 Acre Lot in the Town of Wallkill Countryside. Lovely Kitchen W/ Breakfast Nook overlooks a Large Level Backyard & Private Rear Entertainment Deck. An entry foyer greets you when you arrive at this home, that features a Formal Dining Room, Living Room, Family Room, Powder Room, & mud Room/Laundry to complete the 1st Floor. The 2nd Level has the Large Main Suite W/ Private Bath, 3 More Bedrooms, an Large office/5th Bedroom, & Another Full Bath. The basement Level Offers Loads of Storage. Included in this sale is a brand new whirlpool washer and dryer installed in August 2025. Brand new Trek deck. A new cons

$650,000

4 beds2.5 baths2,424 sq ft

235 Maples Rd, Middletown, NY 10940

Formal dining room • Private bath • Large level backyard

Listing by VYLLA Home

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
BACK ON MARKET: Your Dream Home Awaits at 28 Spring St, Middletown. Don't let this second chance slip away. This beautiful, 4 bedroom, 2 bathroom home is back on the market. Previous buyer's financing fell through. This is an incredible opportunity for you to step right in and secure a truly remarkable property. The seller has invested in significant updates to make this home move-in ready. The inviting, open-concept layout is perfect for gathering and entertaining, all while retaining that highly desirable, classic charm. You simply can't beat this location. Situated right in the heart of Middletown, you'll have easy access to all the amenities you could ever need—shopping, restauran

$329,000

4 beds2 baths1,696 sq ft

28 Spring St, Middletown, NY 10940

Spacious backyard • Open-concept layout • 7,854 sq ft lot

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
Discover this renovated colonial home nestled in the charming city of Middletown. This spacious single-family residence offers a perfect blend of classic charm and tasteful updates. The main level features a dedicated home office, an inviting living room, and an open-concept kitchen with stunning granite countertops and a center island. A formal dining room and a convenient half bath complete this level. Upstairs, you'll find four comfortable bedrooms and two full bathrooms, providing ample space for guests. The partially completed attic offers additional versatile space or storage. Recent upgrades (2021) includes a new roof, furnace, water heater, siding, and freshly paved blacktop drivewa

$375,000

4 beds2.5 baths1,668 sq ft

29 Little Ave, Middletown, NY 10940

Open-concept kitchen • Granite countertops • Center island

Listing by Christie's Int. Real Estate

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 76 Hill Rd, Goshen, NY 10924, 4 beds, 2.5 baths

$595,000

4 beds2.5 baths2,898 sq ft

76 Hill Rd, Goshen, NY 10924

Listing by Coldwell Banker Choice Prop.

Property at 217 School House Rd, Middletown, NY 10940, 4 beds, 2.5 baths

$649,999

4 beds2.5 baths2,410 sq ft

217 School House Rd, Middletown, NY 10940

Listing by RE/MAX Town & Country

Property at 88 James Clark Dr, Middletown, NY 10940, 4 beds, 2.5 baths

$569,000

4 beds2.5 baths2,284 sq ft

88 James Clark Dr, Middletown, NY 10940

Listing by Howard Hanna Rand Realty

Property at 24 Edinburgh Rd, Middletown, NY 10941, 4 beds, 2 baths

$360,000

4 beds2 baths1,796 sq ft

24 Edinburgh Rd, Middletown, NY 10941

Listing by River Realty Services, Inc.

Property at 3 Kings Dr, Middletown, NY 10941, 4 beds, 2.5 baths

$849,000

4 beds2.5 baths3,437 sq ft

3 Kings Dr, Middletown, NY 10941

Listing by Howard Hanna Rand Realty

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 195 Mulford Rd, Middletown, NY 10940, 4 beds, 2.5 baths

$729,900

4 beds2.5 baths2,561 sq ft

195 Mulford Rd, Middletown, NY 10940

Listing by Realty Promotions Inc

Property at 565 Prosperous Valley Rd, Middletown, NY 10940, 4 beds, 2.5 baths

$1,600,000

4 beds2.5 baths4,000 sq ft

565 Prosperous Valley Rd, Middletown, NY 10940

Listing by Real Estate Circuit Inc

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

NEW CONSTRUCTION

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
Beautiful new construction Colonial to be built on a 1+ acre lot, close to schools, town parks, nature trails and local restaurants. This Emery II model showcases 4 spacious bedrooms, 2.5 baths, and stunning red oak hardwood floors throughout the main level. The inviting living room features a warm wood-burning fireplace—perfect for cozy evenings or family gatherings. The gourmet kitchen is designed to impress with quartz countertops, a decorative tiled backsplash, center island, and a deep stainless-steel sink. Upstairs, the expansive primary suite offers a walk-in closet and a luxurious private bath complete with double vanity, walk-in shower, and a relaxing soaking tub. Three addit

$669,900

4 beds2.5 baths2,078 sq ft

Lot #3 S Plank Rd, Westtown, NY 10998

Quartz countertops • New construction • Gourmet kitchen

Listing by Realty Promotions Inc

OPEN SUN, 12PM TO 3PMVIDEO TOUR

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
A rare and distinguished offering—presented for the first time by its original owners. Meticulously maintained and thoughtfully updated, this one-owner Contemporary Colonial exudes timeless sophistication, architectural elegance, and a level of pride of ownership rarely found on the market. This exceptional residence is now available for resale, offering an extraordinary opportunity for the discerning buyer seeking both luxury and longevity. The grand main level showcases a beautifully proportioned layout with 4–5 bedrooms, including a flexible first-floor room ideal as a guest suite or executive home office. The formal dining room is a true showpiece—featuring a stunning

$829,000

4 beds2.5 baths2,525 sq ft

1 Fox Rd, Florida, NY 10921

1.4 acre lot • 2 garage spots • Pool

Listing by Absolute Real Estate of NY Inc

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
Back on Market. Charming 4-Bedroom Colonial in the Heart of Hudson Valley. Priced to Sell, tons of potential and great commuter location with close proximity to highway! Welcome to this spacious 4-bedroom, 2.5-bath home nestled in the picturesque town of Chester, NY, in the heart of the beautiful Hudson Valley. Offering 2,090 sq ft of living space, plus a finished rec room with an additional 1,026 sq ft, this home is brimming with potential and ready for your personal touch! Step inside to find generously sized rooms, a traditional layout with excellent flow, and a finished basement that opens up endless possibilities—recreation room, home gym, playroom, or even a private studio space

$425,000

4 beds2.5 baths2,090 sq ft

16 Oakland Ave, Chester, NY 10918

Finished rec room • 0.43 acre lot • 2 garage spots

Listing by BHG Real Estate Green Team

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
.

$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
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
Open the door to this beautiful Home situated on 2.4 wooded acres. Gracious Formal Living room w/ wood floors opening to Formal Dining Room & sliding doors to lg wood deck, spacious eat in kitchen w/ wood floors & sliding door to deck. Enjoy TV/Family Room w/ Beautiful Stone Fireplace, & a Sliding Door to Patio. Second Floor, Primary Bedroom W/ vaulted ceiling, skylights & Primary Full Bath. 3 additional bedrooms & additional Full Bath. Full unfinished Walk out Basement (Bilko Door) Enjoy the amazing outdoor yard. Make this your Home Sweet Home!

$635,000

4 beds2.5 baths2,588 sq ft

14 Cameron Ln, Goshen, NY 10924

Formal dining room • Wooded acres • Formal living room

Listing by Hudson Valley Griffith

NEW CONSTRUCTION

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
Embrace the unparalleled joy of moving into a home that's entirely yours from the ground up. This stunning new construction in Montgomery, NY, offers a unique opportunity to live in a space where every detail reflects your vision. Located just minutes from the quaint village of Montgomery, you'll enjoy the perfect blend of serene living with convenient access to local attractions. From the moment you arrive, you'll notice the exceptional craftsmanship and thoughtful design that make this home truly special. Bright and airy interiors feature open-concept living spaces that effortlessly combine comfort with modern style. The kitchen, designed with the home chef in mind, provides a perfect can

$749,900

4 beds2.5 baths2,635 sq ft

48 W Corbett Rd, Montgomery, NY 12549

New construction • Hardwood floors • 2.1 acre lot

Listing by Keller Williams Hudson Valley

Property at 278 Old Mountain Rd, Otisville, NY 10963, 4 beds, 2.5 baths

$639,900

4 beds2.5 baths2,208 sq ft

278 Old Mountain Rd, Otisville, NY 10963

Listing by Realty Promotions Inc

Property at 21 Devans Dr, Otisville, NY 10963, 4 beds, 2.5 baths

$575,000

4 beds2.5 baths2,620 sq ft

21 Devans Dr, Otisville, NY 10963

Listing by Weichert Realtors

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 23 Forest Hills Ln, Otisville, NY 10963, 4 beds, 2.5 baths

$729,000

4 beds2.5 baths3,000 sq ft

23 Forest Hills Ln, Otisville, NY 10963

Listing by Keller Williams Hudson Valley

Property at 24 Forest Hills Ln, Otisville, NY 10963, 4 beds, 2.5 baths

$749,000

4 beds2.5 baths2,900 sq ft

24 Forest Hills Ln, Otisville, NY 10963

Listing by Keller Williams Hudson Valley

Property at 5 Bridle Ct, Goshen, NY 10924, 4 beds, 2.5 baths

$698,888

4 beds2.5 baths3,295 sq ft

5 Bridle Ct, Goshen, NY 10924

Listing by Greene Realty Group

Property at 1 Jessica Ct, Goshen, NY 10924, 4 beds, 2.5 baths

$750,000

4 beds2.5 baths3,627 sq ft

1 Jessica Ct, Goshen, NY 10924

Listing by Keller Williams Realty Partner

Property at 458 County Route 50, New Hampton, NY 10958, 4 beds, 2.5 baths

$619,000

4 beds2.5 baths2,200 sq ft

458 County Route 50, New Hampton, NY 10958

Listing by Keller Williams Hudson Valley

Property at 118 Old Roosa Gap Rd, Bloomingburg, NY 12721, 4 beds, 2 baths

$675,000

4 beds2 baths2,533 sq ft

118 Old Roosa Gap Rd, Bloomingburg, NY 12721

Listing by Real Estate Circuit Inc

Property at 1 Northgate, Goshen, NY 10924, 4 beds, 2.5 baths

$729,000

4 beds2.5 baths2,535 sq ft

1 Northgate, Goshen, NY 10924

Listing by HomeSmart Homes & Estates

Property at 83 High Hope Dr, Otisville, NY 10963, 4 beds, 2.5 baths

$829,500

4 beds2.5 baths3,413 sq ft

83 High Hope Dr, Otisville, NY 10963

Listing by Keller Williams Hudson Valley

Property at 531 State Route 211, Montgomery, NY 12549, 4 beds, 2.5 baths

$499,000

4 beds2.5 baths1,784 sq ft

531 State Route 211, Montgomery, NY 12549

Listing by Joseph Polatseck

Property at 70 Main St, Chester, NY 10918, 4 beds, 2.5 baths

$475,000

4 beds2.5 baths1,357 sq ft

70 Main St, Chester, NY 10918

Listing by Keller Williams Hudson Valley

Property at Lot #26 Azalea Ln, Slate Hill, NY 10973, 4 beds, 2.5 baths

$862,900

4 beds2.5 baths3,422 sq ft

Lot #26 Azalea Ln, Slate Hill, NY 10973

Listing by Realty Promotions Inc

Based on information submitted to the MLS GRID as of Sun Dec 07 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.

4 Bedroom 2 Bath Homes for Sale in Middletown

There are currently 14 4 bedroom 2 bath homes in Middletown. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middletown stay on the market for 53 days and receive 5 offers. Popular neighborhoods include Downtown. This map is refreshed with the newest listings in Middletown every 15 minutes.

In the past month, 16 homes have been sold in Middletown. In addition to houses in Middletown, there were also 16 condos, 1 townhouse, and 7 multi-family units for sale in Middletown last month. Middletown is a moderately walkable city in New York with a Walk Score of 57. Middletown is home to approximately 27,394 people and 10,344 jobs. Find your dream home in Middletown 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 Middletown are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middletown. Our Middletown real estate stats and trends will give you more information about home buying and selling trends in Middletown. If you're looking to sell your home in the Middletown area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middletown 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 Middletown, NY

Nearby Cities

Neighborhoods

Downtown homes for sale

Zip Codes

Nearby Cities with 4 Bedroom 2 Bath Homes

More to explore in Middletown, NY

Featured
Bedroom

How to buy a house in Middletown, 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

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

Why Redfin?

Community Impact

Diversity & Inclusion

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.