4 Bedroom homes for sale & real estate in Montgomery, NY

30 homes

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NEW CONSTRUCTION

ABOUT THIS HOME
4 Bedroom Homes for Sale in Montgomery, NY
NEW CONSTRUCTION!!! VALLEY CENTRAL SCHOOLS!!! Check out this 4 Bedroom, 3.5 bathroom stunning Ranch style home nestled in the Town of Montgomery and in the highly sought after Valley Central School District. This home offers a prime location with easy access to the picturesque Hamlet of Pine Bush, delightful Village of Walden and the vibrant Village of Montgomery. Each of these nearby locales is rich with a diverse array of dining options, boutique shopping, and recreational amenities including hiking trails and county parks such as the Winding Hills Park, Crawford Walking Trail, Crawford Town Park, Wallkill River and a short drive, less than 15 minutes drive to most major highways includin

$799,999

4 beds3.5 baths3,127 sq ft

200 Hill Ave, Montgomery, NY 12549

Easy access • New construction • Boutique shopping

Listing by Keller Williams Realty

ABOUT THIS HOME
4 Bedroom Homes for Sale in Montgomery, NY
Looking for your dream home? This stunning log cabin truly has it all. Rich with character and craftsmanship, the home showcases beautiful woodwork throughout—from gleaming wide-plank floors to sturdy log walls and exposed ceiling beams. The extended front porch is perfect for relaxing in the sunshine, enjoying fresh country air, or greeting guests. A large side yard offers plenty of space for entertaining. Step inside the main portion of the home and you’ll find a spacious dining room that comfortably seats twelve and flows seamlessly into the cozy living room with its welcoming fireplace. The kitchen is a chef’s delight, featuring a professional gas range, granite counte

$535,000

4 beds3 baths3,144 sq ft

1085 County Route 17, Montgomery, NY 12549

1.4 acre lot • 2 garage spots • Built 1986

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
4 Bedroom Homes for Sale in Montgomery, NY
Welcome to 4 Palmer Court, an affordable, fully renovated and move-in-ready townhome tucked inside a quiet, well-kept community in the heart of Maybrook. This home offers a bright and functional layout with a comfortable living room, an eat-in kitchen, and a private backyard space perfect for grilling or relaxing. Upstairs you’ll find well-sized bedrooms, great closet space, and a full bath. Enjoy low maintenance living with municipal water/sewer, natural gas, and easy access to shopping, parks, restaurants, and major commuter routes including I-84 and the NYS Thruway. A perfect opportunity for first-time buyers, downsizers, or investors looking for steady rental demand. Don’t m

$300,000

4 beds1.5 baths1,320 sq ft

4 Palmer Ct, Maybrook, NY 12543

Fully renovated • Great closet space • Eat-in kitchen

Listing by HomeSmart Homes & Estates

ABOUT THIS HOME
4 Bedroom Homes for Sale in Montgomery, NY
Investors opportunity to own this ranch style home with 4beds/2 full baths, kitchen, dining room spacious living room with fireplace. Located on a beautiful tree lined street with wooded back yard and privacy. Additional Information: HeatingFuel:Oil Above Ground, ParkingFeatures:2 Car Attached.

$250,000

4 beds2 baths2,016 sq ft

51 Wileman Ave, Walden, NY 12586

0.52 acre lot • 2 garage spots • Built 1955

Listing by Ethos Realty LLC

ABOUT THIS HOME
4 Bedroom Homes for Sale in Montgomery, NY
Welcome to this spacious and beautifully maintained 4-bedroom, 3.5-bath Colonial set on 2.8 acres in the Valley Central School District. Located in the Town of Montgomery, this property offers the perfect blend of privacy, comfort, and convenience—just minutes from the historic Village of Montgomery and its charming local eateries, restaurants, banking services, and postal services. Outdoor enthusiasts will also love being only a 5-minute drive to Winding Hills Park, home to scenic hiking trails, a serene boating lake, playgrounds, and year-round recreation. A long, private driveway leads you to this inviting home, surrounded by mature trees, open lawn areas, and beautifully landscape

$624,999

4 beds3.5 baths2,912 sq ft

135 Benedict Rd, Montgomery, NY 12549

2.8 acre lot • Pool • Built 1991

Listing by Keller Williams Realty

Property at 1402 State Route 52, Walden, NY 12586, 4 beds, 2.5 baths

$589,900

4 beds2.5 baths2,258 sq ft

1402 State Route 52, Walden, NY 12586

Listing by National Veterans Realty Group

Property at 191 Mills Rd, Walden, NY 12586, 4 beds, 2.5 baths

$460,000

4 beds2.5 baths1,632 sq ft

191 Mills Rd, Walden, NY 12586

Listing by BHG Real Estate Green Team

Property at 807 Abbey Ave, Maybrook, NY 12543, 4 beds, 2 baths

$374,900

4 beds2 baths1,750 sq ft

807 Abbey Ave, Maybrook, NY 12543

Listing by Curasi Realty, Inc.

Property at 107 Orchard St, Walden, NY 12586, 4 beds, 2 baths

$269,000

4 beds2 baths— sq ft

107 Orchard St, Walden, NY 12586

Listing by IBNA Real Estate Group

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 54 Berea Rd, Walden, NY 12586, 4 beds, 2.5 baths

$534,999

4 beds2.5 baths2,080 sq ft

54 Berea Rd, Walden, NY 12586

Listing by Keller Williams Realty

Property at 48 W Corbett Rd, Montgomery, NY 12549, 4 beds, 2.5 baths

$749,900

4 beds2.5 baths2,635 sq ft

48 W Corbett Rd, Montgomery, NY 12549

Listing by Keller Williams Hudson Valley

Property at 6 Berea Rd, Walden, NY 12586, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths2,107 sq ft

6 Berea Rd, Walden, NY 12586

Listing by HomeSmart Homes & Estates

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

Property at 65 Kings Hill Rd, Walden, NY 12586, 4 beds, 2.5 baths

$725,000

4 beds2.5 baths2,700 sq ft

65 Kings Hill Rd, Walden, NY 12586

Listing by RE/MAX Benchmark Realty Group

Property at 19 East Ave, Walden, NY 12586, 4 beds, 1 bath

$175,000

4 beds1 bath1,764 sq ft

19 East Ave, Walden, NY 12586

Listing by Skyler Realty LLC

Property at 41 Sherman Ave, Walden, NY 12586, 4 beds, 2.5 baths

$529,000

4 beds2.5 baths2,354 sq ft

41 Sherman Ave, Walden, NY 12586

Listing by Howard Hanna Rand Realty

Property at 346 Angelo Dr, Montgomery, NY 12549, 4 beds, 2.5 baths

$465,000

4 beds2.5 baths2,220 sq ft

346 Angelo Dr, Montgomery, NY 12549

Listing by John J Lease REALTORS Inc

Property at 163 Berea Rd, Walden, NY 12586, 4 beds, 2.5 baths

$1,795,000

4 beds2.5 baths3,550 sq ft

163 Berea Rd, Walden, NY 12586

Listing by Curasi Realty, Inc.

Property at Custom Colonial XIX Plan, Rock Tavern, NY 12575, 4 beds, 2.5 baths

$550,000

4 beds2.5 baths2,212 sq ft

Custom Colonial XIX Plan, Rock Tavern, NY 12575

Listing provided by Zillow

Property at The Windsor Plan, Tavern, NY 12575, 4 beds, 2.5 baths

$525,000

4 beds2.5 baths2,080 sq ft

The Windsor Plan, Tavern, NY 12575

Listing provided by Zillow

Property at 30 Northern Ave, Walden, NY 12586, 4 beds, 2.5 baths

$774,999

4 beds2.5 baths2,705 sq ft

30 Northern Ave, Walden, NY 12586

Listing by Keller Williams Realty

Property at 28 Northern Ave, Walden, NY 12586, 4 beds, 2.5 baths

$749,999

4 beds2.5 baths2,705 sq ft

28 Northern Ave, Walden, NY 12586

Listing by Keller Williams Realty

Property at The Durham Plan, Tavern, NY 12575, 4 beds, 2.5 baths

$523,000

4 beds2.5 baths2,128 sq ft

The Durham Plan, Tavern, NY 12575

Listing provided by Zillow

Property at 47 Ulster Ave, Walden, NY 12586, 4 beds, 2 baths

$325,000

4 beds2 baths1,876 sq ft

47 Ulster Ave, Walden, NY 12586

Listing by Regency Real Estate

Property at 822 W Kaisertown Rd, Montgomery, NY 12549, 4 beds, 2.5 baths

$724,000

4 beds2.5 baths3,126 sq ft

822 W Kaisertown Rd, Montgomery, NY 12549

Listing by Howard Hanna Rand Realty

Property at The Woodstock Plan, Tavern, NY 12575, 4 beds, 3.5 baths

$675,000

4 beds3.5 baths2,710 sq ft

The Woodstock Plan, Tavern, NY 12575

Listing provided by Zillow

Property at The Timberland Plan, Rock Tavern, NY 12575, 4 beds, 3 baths

$625,000

4 beds3 baths2,398 sq ft

The Timberland Plan, Rock Tavern, NY 12575

Listing provided by Zillow

Property at Custom Colonial VI Plan, Tavern, NY 12575, 4 beds, 2.5 baths

$850,000

4 beds2.5 baths3,419 sq ft

Custom Colonial VI Plan, Tavern, NY 12575

Listing provided by Zillow

Property at Custom Colonial XXVIII Plan, Tavern, NY 12575, 4 beds, 3.5 baths

$775,000

4 beds3.5 baths2,540 sq ft

Custom Colonial XXVIII Plan, Tavern, NY 12575

Listing provided by Zillow

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Based on information submitted to the MLS GRID as of Mon Dec 01 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 Homes for Sale in Montgomery

There are currently 30 4 bedroom homes in Montgomery. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Montgomery stay on the market for 74 days and receive 3 offers. This map is refreshed with the newest listings in Montgomery every 15 minutes.

In the past month, 2 homes have been sold in Montgomery. In addition to houses in Montgomery, there was also 1 condo, 1 townhouse, and 1 multi-family unit for sale in Montgomery last month. Find your dream home in Montgomery 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 Montgomery are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Montgomery. Our Montgomery real estate stats and trends will give you more information about home buying and selling trends in Montgomery. If you're looking to sell your home in the Montgomery area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Montgomery with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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