MLS Listings for Sale in Montgomery, NY

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NEW 4 HRS AGO

ABOUT THIS HOME
MLS Listings for Sale in Montgomery, NY
Welcome to 34 Round Hill Road, a beautifully updated ranch-style home located in the desirable Gottscheer Country Club subdivision within the Valley Central School District. This charming residence features 2 spacious bedrooms, 1.5 bathrooms, plus an additional office and den—perfect for today’s flexible living needs. Step inside to find a bright and inviting interior with modern updates throughout. The kitchen and bathrooms have been tastefully refreshed, blending comfort and style. The walkout basement provides excellent potential for extra living space, a home gym, or storage. Outside, enjoy a freshly paved driveway leading to your one-car garage and a peaceful setting in a q

$425,000

2 beds1.5 baths2,000 sq ft

34 Round Hill Rd, Walden, NY 12586

Walkout basement • Modern updates • 0.93 acre lot

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
MLS Listings for Sale in Montgomery, NY
Located on a quiet street between the villages of Walden and Wallkill, this fully renovated 3 bedroom, 2 baths, ranch-style home offers a true contemporary living experience in the heart of Hudson Vally. Nestled on two acres of land, the property overlooks beautiful valley hills and picturesque farmlands. The home features a large, open-concept layout that connects the kitchen, dining area, and a spacious living room with high ceilings. Large windows allow natural light to fill the rooms, framing gorgeous views of the surrounding area. The main living areas and the master bedroom face east, allowing you to enjoy sunrises over the valley, while the front of the house faces west, offering vie

$649,000

3 beds2 baths1,754 sq ft

214 Wallkill Rd, Walden, NY 12586

Large windows • Fully renovated • New wood flooring

Listing by Find Real Estate LLC

ABOUT THIS HOME
MLS Listings for Sale in Montgomery, NY
Beautifully Updated Village Ranch! Come see this charming and fully updated 3-bedroom, 1.5-bath ranch located in the heart of the historic Village of Montgomery. This home features new siding, windows, flooring, heating system, and electric service, plus an incredible detached 2-car garage. The backyard backs directly to the Village of Montgomery Park and walking trail, and you’ll be just a short stroll from some of Orange County’s best restaurants and shops, while only being a few minutes walk to the elementary school. A true must-see home, this one won’t last long!

$425,000

3 beds1.5 baths1,176 sq ft

114 Union St, Montgomery, NY 12549

6,534 sq ft lot • 2 garage spots • Built 1924

Listing by Curasi Realty, Inc.

COMING SOON

ABOUT THIS HOME
MLS Listings for Sale in Montgomery, NY
Coming Soon to the market

$624,999

4 beds3.5 baths2,912 sq ft

135 Benedict Rd, Montgomery, NY 12549

2.8 acre lot • Pool • Car-dependent

Listing by Keller Williams Realty

ABOUT THIS HOME
MLS Listings for Sale in Montgomery, NY
Affordably priced is this 3 bedroom 1-1/2 bath Cape Cod style home on a nice corner lot in the Village of Maybrook. Start with stepping in to a sun filled closed in front porch with plenty of windows for 3 season enjoyment. Next enter into a nice sized livingroom that leads to a formal diningroom. Interior has been updated with newer carpet and hardwood is underneath. Next find an updated kitchen with new cabinets and counters. Round off the first floor with a half bath and washer and dryer conveniently located on the first floor. Upstairs find three bedrooms and a full bath. New roof 2021, new front steps and new siding 2020. Roof warranty transfers to new owner, see docs.

$325,000

3 beds1.5 baths1,164 sq ft

211 Prospect Ave, Maybrook, NY 12543

0.23 acre lot • 2 garage spots • Built 1915

Listing by Keller Williams Hudson Valley

Property at 204 Chrystal Dr, Maybrook, NY 12543, 3 beds, 1.5 baths

$215,000

3 beds1.5 baths1,400 sq ft

204 Chrystal Dr, Maybrook, NY 12543

Listing by Hudson Valley Home Connection

Property at 33 Berea Rd, Walden, NY 12586, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths2,481 sq ft

33 Berea Rd, Walden, NY 12586

Listing by Flag Realty Group

Property at 568 Gulliver Ter, Walden, NY 12586, 3 beds, 2 baths

$99,500

3 beds2 baths924 sq ft

568 Gulliver Ter, Walden, NY 12586

Listing by Century 21 E & M Williams Rlty

Property at 132 Boyd St, Montgomery, NY 12549, 3 beds, 2 baths

$479,000

3 beds2 baths1,497 sq ft

132 Boyd St, Montgomery, NY 12549

Listing by Curasi Realty, Inc.

Property at 3 Pond Rd, Walden, NY 12586, 3 beds, 1 bath

$300,000

3 beds1 bath1,250 sq ft

3 Pond Rd, Walden, NY 12586

Listing by 1st Class Realty

Property at 54 Borden Rd, Walden, NY 12586, 3 beds, 3.5 baths

$750,000

3 beds3.5 baths2,779 sq ft

54 Borden Rd, Walden, NY 12586

Listing by Corcoran Baer & McIntosh

Property at 11 Capron St, Walden, NY 12586, 3 beds, 1.5 baths

$300,000

3 beds1.5 baths1,440 sq ft

11 Capron St, Walden, NY 12586

Listing by HomeSmart Homes & Estates

Property at 34 Houtman Dr, Walden, NY 12586, 3 beds, 3 baths

$474,999

3 beds3 baths1,664 sq ft

34 Houtman Dr, Walden, NY 12586

Listing by Keller Williams Realty

Property at 202 Blake Rd, Maybrook, NY 12543, 3 beds, 1.5 baths

$315,000

3 beds1.5 baths1,324 sq ft

202 Blake Rd, Maybrook, NY 12543

Listing by Keller Williams Realty

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 56 Lafayette St, Walden, NY 12586, 3 beds, 1 bath

$349,900

3 beds1 bath1,296 sq ft

56 Lafayette St, Walden, NY 12586

Listing by Century 21 E & M Williams Rlty

Property at 53 W Corbett Rd, Montgomery, NY 12549, 5 beds, 3 baths

$550,000

5 beds3 baths3,200 sq ft

53 W Corbett Rd, Montgomery, NY 12549

Listing by eXp Realty

Property at 989 State Route 17k, Montgomery, NY 12549, 2 beds, 1 bath

$368,000

2 beds1 bath1,170 sq ft

989 State Route 17k, Montgomery, NY 12549

Listing by Coldwell Banker Village Green

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 821 Homestead Ave, Maybrook, NY 12543, 3 beds, 1 bath

$379,000

3 beds1 bath966 sq ft

821 Homestead Ave, Maybrook, NY 12543

Listing by Keller Williams Realty

Property at 60 Union St, Montgomery, NY 12549, 3 beds, 2.5 baths

$465,000

3 beds2.5 baths1,980 sq ft

60 Union St, Montgomery, NY 12549

Listing by Redfin Real Estate

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 61 W Corbett Rd, Montgomery, NY 12549, 3 beds, 3.5 baths

$659,000

3 beds3.5 baths3,141 sq ft

61 W Corbett Rd, Montgomery, NY 12549

Listing by BHHS Hudson Valley Properties

Property at 2424 State Route 17k, Montgomery, NY 12549, 3 beds, 1.5 baths

$229,000

3 beds1.5 baths1,296 sq ft

2424 State Route 17k, Montgomery, NY 12549

Listing by Howard Hanna Rand Realty

Property at 172 Orange Lake Rd, Walden, NY 12586, 2 beds, 2 baths

$89,000

2 beds2 baths1,064 sq ft

172 Orange Lake Rd, Walden, NY 12586

Listing by RE/MAX Benchmark Realty Group

Property at 21 Walden Estates Rd, Walden, NY 12586, 5 beds, 2.5 baths

$489,900

5 beds2.5 baths2,408 sq ft

21 Walden Estates Rd, Walden, NY 12586

Listing by RE/MAX Benchmark Realty Group

Property at 311 Tower Ave, Maybrook, NY 12543, 2 beds, 1 bath

$157,000

2 beds1 bath714 sq ft

311 Tower Ave, Maybrook, NY 12543

Listing by Keller Williams Realty

Property at 109 Indian Trl, Maybrook, NY 12543, 2 beds, 1.5 baths

$275,000

2 beds1.5 baths1,000 sq ft

109 Indian Trl, Maybrook, NY 12543

Listing by River Realty Services, Inc.

Property at 146-148 Charles St, Montgomery, NY 12549, 6 beds, 4 baths

$559,900

6 beds4 baths2,650 sq ft

146-148 Charles St, Montgomery, NY 12549

Listing by Keller Williams Hudson Valley

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 1 Second St, Walden, NY 12586, 3 beds, 1.5 baths

$384,999

3 beds1.5 baths1,188 sq ft

1 Second St, Walden, NY 12586

Listing by Keller Williams Realty

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

$519,000

4 beds2.5 baths1,784 sq ft

531 State Route 211, Montgomery, NY 12549

Listing by Joseph Polatseck

Property at 12 Jansen Ct, Walden, NY 12586, 4 beds, 2.5 baths

$725,000

4 beds2.5 baths2,660 sq ft

12 Jansen Ct, Walden, NY 12586

Listing by Epique Realty

Property at 4 Plains Rd, Walden, NY 12586, 3 beds, 1.5 baths

$549,900

3 beds1.5 baths2,048 sq ft

4 Plains Rd, Walden, NY 12586

Listing by 1st Independent Realty Grp

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 99 Walnut St, Walden, NY 12586, 5 beds, 2.5 baths

$489,999

5 beds2.5 baths3,024 sq ft

99 Walnut St, Walden, NY 12586

Listing by Terrie OConnor

Property at 243 Union St, Montgomery, NY 12549, 3 beds, 2 baths

$460,000

3 beds2 baths1,693 sq ft

243 Union St, Montgomery, NY 12549

Listing by Weichert Realtors

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

$650,000

4 beds2.5 baths2,107 sq ft

6 Berea Rd, Walden, NY 12586

Listing by HomeSmart Homes & Estates

Property at 80 N Montgomery St, Walden, NY 12586, 5 beds, 2 baths

$435,000

5 beds2 baths3,196 sq ft

80 N Montgomery St, Walden, NY 12586

Listing by Howard Hanna Rand Realty

Property at 265 Goodwill Rd, Montgomery, NY 12549, 6 beds, 2 baths

$399,000

6 beds2 baths2,955 sq ft

265 Goodwill Rd, Montgomery, NY 12549

Listing by Curasi Realty, Inc.

Property at 43 Second St E, Walden, NY 12586, 2 beds, 1.5 baths

$328,900

2 beds1.5 baths1,128 sq ft

43 Second St E, Walden, NY 12586

Listing by Century 21 E & M Williams Rlty

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Based on information submitted to the MLS GRID as of Wed Nov 12 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.

MLS Listings for Sale in Montgomery

There are currently 63 mls listings for sale in Montgomery at a median listing price of $465K. 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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