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

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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

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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
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
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

$400,000

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

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
CALLING ALL INVESTORS! This well-maintained two-family home in the heart of Middletown is a must-see opportunity! Each apartment offers two bedrooms, a spacious living room, a den/office and a full kitchen, perfect for tenants seeking comfort and convenience. Recent updates include a new roof, siding, soffits, and gutters—all completed within the past few months, ensuring peace of mind for years to come. Each unit enjoys separate utilities and municipal water and sewer services, keeping ownership simple and efficient. Located in the Middletown School District and just steps from the city’s thriving downtown scene, you’ll enjoy easy access to shops, restaurants, and enter

$399,900

4 beds2 baths2,200 sq ft

56 Mulberry St #54, Middletown, NY 10940

Separate utilities • New siding • New gutters

Listing by RE/MAX Benchmark Realty Group

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 4 Thistle Ln, Middletown, NY 10940, 4 beds, 2.5 baths

$440,000

4 beds2.5 baths2,848 sq ft

4 Thistle Ln, Middletown, NY 10940

Listing by Howard Hanna Rand Realty

Property at 10 Frederick, Middletown, NY 10941, 4 beds, 2.5 baths

$549,999

4 beds2.5 baths2,144 sq ft

10 Frederick, Middletown, NY 10941

Listing by Keller Williams 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 76 Hill Rd, Goshen, NY 10924, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths2,898 sq ft

76 Hill Rd, Goshen, NY 10924

Listing by Coldwell Banker Choice Prop.

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

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

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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
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

NEW CONSTRUCTION

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
Welcome to The Oaklynn — a stunning new construction Colonial nestled on 11 picturesque acres. This exquisite 4-bedroom, 2.5-bath home blends timeless design with modern luxury. Step inside to discover rich red oak hardwood floors, soaring ceilings, and sun-filled spaces crafted for both comfort and style. The heart of the home is the gourmet kitchen, beautifully appointed with quartz countertops, a decorative tile backsplash, stainless steel appliances, and a deep farmhouse sink — perfect for entertaining or quiet family meals. Gather in the inviting living room beside the warm, glowing fireplace, or host memorable dinners in the elegant formal dining room with tray ceilings an

$639,900

4 beds2.5 baths2,208 sq ft

278 Old Mountain Rd, Otisville, NY 10963

Deep farmhouse sink • Quartz countertops • New construction

Listing by Realty Promotions Inc

ABOUT THIS HOME
4 Bedroom 2 Bath Homes for Sale in Middletown, NY
Welcome home to this lovingly cared-for 4-bedroom, 2.5-bath Colonial built in 2006. Step inside to discover gleaming hardwood floors throughout the main level and a bright, open layout perfect for today’s lifestyle. The spacious eat-in kitchen features newer appliances and flows seamlessly into the comfortable living and dining areas, ideal for everyday living and entertaining. The inviting primary suite offers a tray ceiling, walk-in closets, and a private bath—your perfect retreat after a long day. Three additional spacious bedrooms provide plenty of room for everyone, and the convenient first-floor laundry room adds ease to your daily routine. Enjoy peace of mind with a new h

$575,000

4 beds2.5 baths2,620 sq ft

21 Devans Dr, Otisville, NY 10963

1.2 acre lot • 2 garage spots • Built 2006

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 8 Camelot Dr, Goshen, NY 10924, 4 beds, 2.5 baths

$785,000

4 beds2.5 baths2,564 sq ft

8 Camelot Dr, Goshen, NY 10924

Listing by Howard Hanna Rand Realty

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 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

Property at Lot #25 Azalea Ln, Slate Hill, NY 10973, 4 beds, 2.5 baths

$849,900

4 beds2.5 baths3,358 sq ft

Lot #25 Azalea Ln, Slate Hill, NY 10973

Listing by Realty Promotions Inc

Property at 83 Little Collabar Rd, Montgomery, NY 12549, 4 beds, 2.5 baths

$735,000

4 beds2.5 baths2,646 sq ft

83 Little Collabar Rd, Montgomery, NY 12549

Listing by BHG Real Estate Green Team

Based on information submitted to the MLS GRID as of Sat Nov 29 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 15 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 57 days and receive 5 offers. Popular neighborhoods include Downtown, and Presidential Heights. This map is refreshed with the newest listings in Middletown every 15 minutes.

In the past month, 20 homes have been sold in Middletown. In addition to houses in Middletown, there were also 11 condos, 1 townhouse, and 11 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.

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