Montgomery, NY homes for sale & real estate

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ABOUT THIS HOME
Montgomery, NY Homes for Sale
An established neighborhood in the Village of Walden sets the stage for your next chapter! This spacious raised ranch offers room for all, quality updates and numerous big-ticket improvements. A beautifully crafted paver walkway, patio and steps enhance the home's curb appeal and lead to a bright, light-filled interior featuring two levels of comfortable living space. Hardwood floors extend throughout most of the main level, while a vaulted ceiling adds a contemporary feel to the formal living and dining rooms. The kitchen is equipped with stainless steel appliances, including a gas stove and new dishwasher, and features a convenient pass-through window perfect for hosting. Three generously

$447,000

3 beds2 baths1,852 sq ft

17 Princeton Dr, Walden, NY 12586

Paver walkway • Expansive deck • 9,360 sq ft lot

Listing by Howard Hanna Rand Realty

COMING SOON

ABOUT THIS HOME
Montgomery, NY Homes for Sale
Charming 3 bedroom ranch nestled in the heart of the historic Village of Montgomery. This well-maintained home features numerous updates, including newer replacement windows, Kitchen, a whole-house Generac generator, and a full B-Dry basement waterproofing system for added peace of mind. Relax in the inviting three-season room overlooking the backyard or enjoy the convenience of the two-car carport. Ideally located within walking distance to schools, parks, shopping, and some of Orange County's finest restaurants, this home offers the perfect blend of comfort, convenience, and small-town charm. Don't miss this wonderful opportunity!

$325,000

3 beds1 bath816 sq ft

18 Taft Ave, Montgomery, NY 12549

Three-season room • Two-car carport • Replacement windows

Listing by Curasi Realty, Inc.

ABOUT THIS HOME
Montgomery, NY Homes for Sale
Full of classic character and versatility, this mother-daughter home at 77 Union Street offers a fantastic opportunity for investors or owner-occupants alike, located in the Valley Central School District. The property features a spacious 3-bedroom unit alongside a comfortable 1-bedroom efficiency, ideal for generating rental income or providing space for extended living arrangements. Classic architectural details include a charming gabled roofline, original wood siding, Victorian-style finishes, and a welcoming screened front porch, perfect for relaxing or entertaining. Inside, the home is filled with natural light and features built-in shelving throughout for added charm and storage. The

$499,999

4 beds3 baths2,509 sq ft

77 Union St, Montgomery, NY 12549

Screened front porch • Original wood siding • 1 bedroom efficiency

Listing by Keller Williams Realty

ABOUT THIS HOME
Montgomery, NY Homes for Sale
Welcome to this beautiful, meticulously maintained, thoughtfully upgraded, 4 bedroom, 3 full bath, built just three years ago! From your first step inside, you'll notice how gorgeous this home is as the amenities shine through. Open floor plan shows off the large living room, formal dining room, eat-in kitchen with center island, stainless steel appliances, granite countertops, custom tile backsplash, and an abundance of cabinets. 13ft vaulted ceilings highlight how the home fills with natural light. Step out onto the upper deck for great views and bbq. Spacious master bedroom with en suite, double vanity, and walk-in closet. Laundry room on the main floor. Additionally, we have the fourth

$510,000

4 beds3 baths2,187 sq ft

9 Overlook Ter, Montgomery, NY 12586

Open floor plan • Eat-in kitchen • Granite countertops

Listing by Weichert Realtors

ABOUT THIS HOME
Montgomery, NY Homes for Sale
Charming Old Style Home in the Village of Walden with a wrap around porch. This 1600 sq. ft. home features 3 bedrooms and 2 baths. Located close to the park, schools, major highways, shopping and restaurants.

$324,900

3 beds2 baths1,600 sq ft

18 Pleasant Ave, Walden, NY 12586

Wrap around porch • Close to schools • Close to restaurants

Listing by Curasi Realty, Inc.

Property at 118 Gladstone Ave, Walden, NY 12586, 3 beds, 1.5 baths

$364,000

3 beds1.5 baths1,272 sq ft

118 Gladstone Ave, Walden, NY 12586

Listing by Curasi Realty, Inc.

Property at 176 County Route 17, Thompson Ridge, NY 12566, 3 beds, 2 baths

$445,000

3 beds2 baths2,116 sq ft

176 County Route 17, Thompson Ridge, NY 12566

Listing by Keller Williams Realty

Property at 38 Seely St, Walden, NY 12586, 3 beds, 1 bath

$325,000

3 beds1 bath988 sq ft

38 Seely St, Walden, NY 12586

Listing by RE/MAX Classic Realty

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

$669,000

4 beds2.5 baths2,646 sq ft

83 Little Collabar Rd, Montgomery, NY 12549

Listing by Compass Greater NY, LLC

Property at 3 Stanford Ct, Walden, NY 12586, 4 beds, 2 baths

$435,000

4 beds2 baths1,734 sq ft

3 Stanford Ct, Walden, NY 12586

Listing by Curasi Realty, Inc.

Property at 272 Beaver Dam Rd, Montgomery, NY 12549, 4 beds, 3.5 baths

$674,999

4 beds3.5 baths2,636 sq ft

272 Beaver Dam Rd, Montgomery, NY 12549

Listing by Hudson Valley Home Connection

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

$439,900

3 beds1.5 baths2,048 sq ft

4 Plains Rd, Walden, NY 12586

Listing by KW Hudson Valley United

Property at 168 Pleasant Ave, Montgomery, NY 12549, 3 beds, 2 baths

$479,900

3 beds2 baths1,770 sq ft

168 Pleasant Ave, Montgomery, NY 12549

Listing by Curasi Realty, Inc.

Property at 2 Northern Ave, Walden, NY 12586, 3 beds, 1 bath

$349,999

3 beds1 bath1,040 sq ft

2 Northern Ave, Walden, NY 12586

Listing by Keller Williams Realty

Property at 708 Tower Ave, Maybrook, NY 12543, 4 beds, 2 baths

$399,450

4 beds2 baths1,580 sq ft

708 Tower Ave, Maybrook, NY 12543

Listing by KW MidHudson

Property at 35 Highland Ave, Walden, NY 12586, 2 beds, 1 bath

$399,999

2 beds1 bath1,180 sq ft

35 Highland Ave, Walden, NY 12586

Listing by Keller Williams Realty

Property at 165 Benedict Rd, Montgomery, NY 12549, 3 beds, 2.5 baths

$749,999

3 beds2.5 baths2,030 sq ft

165 Benedict Rd, Montgomery, NY 12549

Listing by Keller Williams Realty

Property at 326 Bullville Rd, Montgomery, NY 12549, 3 beds, 3 baths

$499,000

3 beds3 baths2,024 sq ft

326 Bullville Rd, Montgomery, NY 12549

Listing by Madison Allied LLC

Property at 132 North Montgomery St Unit C11, Walden, NY 12586, 2 beds, 1 bath

$89,000

2 beds1 bath840 sq ft

132 North Montgomery St Unit C11, Walden, NY 12586

Listing by Howard Hanna Rand Realty

Property at 4 Brook Ct, Walden, NY 12586, 3 beds, 3 baths

$464,999

3 beds3 baths2,144 sq ft

4 Brook Ct, Walden, NY 12586

Listing by Keller Williams Realty

Property at 51 Mills Rd, Walden, NY 12586, 3 beds, 1 bath

$395,000

3 beds1 bath972 sq ft

51 Mills Rd, Walden, NY 12586

Listing by eXp Realty

Property at 230 Route 416, Montgomery, NY 10916, 3 beds, 1 bath

$449,000

3 beds1 bath1,008 sq ft

230 Route 416, Montgomery, NY 10916

Listing by Keller Williams Realty

Property at 123 Collabar Rd, Montgomery, NY 12549, 3 beds, 3 baths

$2,700,000

3 beds3 baths2,669 sq ft

123 Collabar Rd, Montgomery, NY 12549

Listing by Ellis Sotheby's Intl Realty

Property at 117 Orchard St, Walden, NY 12586, 3 beds, 2 baths

$579,500

3 beds2 baths2,398 sq ft

117 Orchard St, Walden, NY 12586

Listing by Weichert Realtors

Property at 708 Homestead Ave, Maybrook, NY 12543, 2 beds, 1 bath

$379,900

2 beds1 bath1,230 sq ft

708 Homestead Ave, Maybrook, NY 12543

Listing by 1st Independent Realty Grp

Property at 27 Grosso Ct, Montgomery, NY 12549, 4 beds, 3 baths

$724,000

4 beds3 baths3,300 sq ft

27 Grosso Ct, Montgomery, NY 12549

Listing by RE/MAX Distinguished Hms.&Prop

Property at 20 Watkins Dr, Walden, NY 12586, 4 beds, 3 baths

$649,999

4 beds3 baths2,064 sq ft

20 Watkins Dr, Walden, NY 12586

Listing by Keller Williams Realty

Property at 171 Decker Dr, Walden, NY 12586, 4 beds, 2.5 baths

$629,000

4 beds2.5 baths2,095 sq ft

171 Decker Dr, Walden, NY 12586

Listing by Picture It Sold, LLC

Property at 45 Sunset Dr, Walden, NY 12586, 3 beds, 1 bath

$400,000

3 beds1 bath1,210 sq ft

45 Sunset Dr, Walden, NY 12586

Listing by Magic Of Great Neck Realty Inc

Property at 219 Benedict Rd, Montgomery, NY 12549, 3 beds, 2 baths

$499,000

3 beds2 baths2,292 sq ft

219 Benedict Rd, Montgomery, NY 12549

Listing by Howard Hanna Rand Realty

Property at 46 Pond Hill Ln, Walden, NY 12586, 2 beds, 2.5 baths

$390,000

2 beds2.5 baths1,576 sq ft

46 Pond Hill Ln, Walden, NY 12586

Listing by RPM Westchester

Property at 250 Corbett Rd, Montgomery, NY 12549, 4 beds, 4.5 baths

$1,250,000

4 beds4.5 baths3,769 sq ft

250 Corbett Rd, Montgomery, NY 12549

Listing by BHG Real Estate Green Team

Property at 342 Coldenham Rd, Walden, NY 12586, 3 beds, 1.5 baths

$429,900

3 beds1.5 baths1,276 sq ft

342 Coldenham Rd, Walden, NY 12586

Listing by Century 21 E & M Williams Rlty

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

$269,900

4 beds2 baths1,876 sq ft

47 Ulster Ave, Walden, NY 12586

Listing by eXp Realty

Property at 7 Morrow Ct, Walden, NY 12586, 5 beds, 3.5 baths

$834,400

5 beds3.5 baths3,200 sq ft

7 Morrow Ct, Walden, NY 12586

Listing by Howard Hanna Rand Realty

Property at 145 Youngblood Rd, Montgomery, NY 12549, 6 beds, 3.5 baths

$546,900

6 beds3.5 baths4,760 sq ft

145 Youngblood Rd, Montgomery, NY 12549

Listing by eXp Realty

Property at 7 Lafayette St, Walden, NY 12586, 3 beds, 2 baths

$434,999

3 beds2 baths1,376 sq ft

7 Lafayette St, Walden, NY 12586

Listing by Keller Williams Realty

Property at 2812 State Route 208, Walden, NY 12586, 3 beds, 1.5 baths

$309,900

3 beds1.5 baths1,752 sq ft

2812 State Route 208, Walden, NY 12586

Listing by Century 21 E & M Williams Rlty

Property at 41 Philip Dr, Montgomery, NY 12549, 4 beds, 3.5 baths

$699,000

4 beds3.5 baths3,011 sq ft

41 Philip Dr, Montgomery, NY 12549

Listing by Stonewall Realty Group LLC

Property at 11 Kevin Ct, Montgomery, NY 12549, 4 beds, 2.5 baths

$449,900

4 beds2.5 baths2,288 sq ft

11 Kevin Ct, Montgomery, NY 12549

Listing by Hudson Valley Griffith

Property at 620 Homestead Ave, Maybrook, NY 12543, 4 beds, 3 baths

$636,000

4 beds3 baths3,360 sq ft

620 Homestead Ave, Maybrook, NY 12543

Listing by National Veterans Realty Group

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Based on information submitted to the MLS GRID as of Mon Aug 10 2026. 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.

Average home prices near Montgomery, NY

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Zip Codes

12549 homes for sale
$598,400

Montgomery, NY real estate trends

All Home Types trends in Montgomery, NY

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$428,717

-20.6% YoY | Jun 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jun 2026

Growth

% YoY

Montgomery, NY

$428,717

-20.6%

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