Homes in ZIP Code 12549

/34
$899,900

$50K PRICE DROP Pending
- 3 Beds
- 3.5 Baths
- 3,668 Sq Ft
41 Fern Wood Way, Montgomery, NY 12549

Nestled within the sought-after Winding Hills Estates, this exceptional home is set on a quiet cul-de-sac and backs directly to the rolling greens of the picturesque Winding Hills Golf Course, an executive 18-hole course surrounded by manicured landscaping. From the moment you arrive, the home impresses with Hardie board siding, a metal roof, blacktopped driveways, paver walkways, covered front

Chris Ogden

Realty Promotions Inc

41 Fern Wood Way, Montgomery, NY 12549
/15
$1,600 Per Month
- 1 Bed
- 1 Bath
- 780 Sq Ft
- Apartment for Rent
174 Clinton St, Montgomery, NY 12549

VILLAGE LIVING!!! FIRST FLOOR UNIT!!! Check out this 1 Bedroom, 1 Bathroom first floor apartment nestled in the Village of Montgomery and in the VC School District. This apartment is surrounded by Village amenities including local eateries/restaurants, local shopping, banking centers, Village parks, local entertainment venues, and within 10 minutes drive to most major highways including

Richard Baxter

Keller Williams Realty

174 Clinton St, Montgomery, NY 12549
/45
$677,500

Sold Aug 27, 2025

95 Heritage Ln, Montgomery, NY 12549
- 3 Beds
- 3.5 Baths
- 3,966 Sq Ft
- Built 1994
Last Sold Summary
- 7% Below List Price
- $171/SF
- 44 Days On Market
Current Estimated Value $692,442

Last Listing Agent Linda Majetich Hansen BHHS HUDSON VALLEY PROP-NP

95 Heritage Ln, Montgomery, NY 12549

Est $692,992

Not Listed For Sale

382 Bailey Rd, Montgomery, NY 12549
- 4 Beds
- 3 Baths
- 2,549 Sq Ft
- Built 2018
382 Bailey Rd, Montgomery, NY 12549

Last Sold Summary
- 33 Days On Market

/33
$399,999
- 3 Beds
- 1 Bath
- 1,184 Sq Ft
393 Goodwill Rd, Montgomery, NY 12549

Enjoy the perfect balance of country living and everyday convenience in this inviting 3 bedroom, 1 bath ranch set on a spacious 1 acre lot. The ease of single level living, the home features a functional layout, updated kitchen and an island, comfortable living room set up for a pellet stove, and abundant natural light throughout. The property provides plenty of room to enjoy the outdoors,

Jennifer Loprieno

Howard Hanna Rand Realty

393 Goodwill Rd, Montgomery, NY 12549
/15
Starting at $1,750 Per Month
- 1 Bed
90 Hawkins Dr, Montgomery, NY 12549

Nestled in the charming village of Montgomery, NY, Hawkins Apartments offers the perfect balance of comfort, convenience, and community.Whether grabbing coffee, dining out, or running errands, everything you need is just minutes from your doorstep. The property is also ideally positioned near major routes such as Route 208, Route 17K, and I-84, making commutes and travel throughout the

Hawkins Apartments

90 Hawkins Dr, Montgomery, NY 12549
$293,000

Sold Dec 19, 2025

58 Union St, Montgomery, NY 12549
- 3 Beds
- 1 Bath
- 1,140 Sq Ft
- Built 1900
Last Sold Summary
- 30% Below List Price
- $257/SF
- 71 Days On Market
Current Estimated Value $301,842

Last Listing Agent Lisa Wade-Sebring Hudson Valley Home Connection

58 Union St, Montgomery, NY 12549

Est $586,013

Not Listed For Sale

394 Bailey Rd, Montgomery, NY 12549
- 4 Beds
- 3 Baths
- 2,141 Sq Ft
- Built 2017
394 Bailey Rd, Montgomery, NY 12549

Last Sold Summary
- 13 Days On Market

/45
$874,999
- 3 Beds
- 2 Baths
- 1,796 Sq Ft
294 Comfort Trail, Montgomery, NY 12549

TOWN OF CRAWFORD LOG HOME SITUATED ON 25+ ACRES OF SERENE WOODED LAND. This charming 3-bedroom, 2-bathroom log home is situated in the Town of Crawford, within the Pine Bush School District. Conveniently located just 10-15 minutes from local restaurants, shopping centers, and essential services such as banking and postal facilities, this home offers both comfort and accessibility. Surrounded by

Richard Baxter

Keller Williams Realty

294 Comfort Trail, Montgomery, NY 12549
/7
$1,900 Per Month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
148 Clinton St Unit 4, Montgomery, NY 12549

2 Bedroom Apartment for Rent – Montgomery | Valley Central Schools Well-kept 2 bedroom, 1 bathroom apartment located in Montgomery in the Valley Central School District. This unit features updated flooring throughout, a simple kitchen with full-size appliances, and a bright living space with natural light. The bedroom offers a comfortable layout and the unit includes a full bathroom and

Richard Baxter

Keller Williams Realty

148 Clinton St Unit 4, Montgomery, NY 12549
$610,000

Sold Sep 08, 2025

38 Wavey Willow Ln, Montgomery, NY 12549
- 4 Beds
- 2.5 Baths
- 2,648 Sq Ft
- Built 1998
Last Sold Summary
- 1% Above List Price
- $230/SF
- 10 Days On Market
Current Estimated Value $646,863

Last Listing Agent Annette Bauer Century 21 E & M Williams Rlty

38 Wavey Willow Ln, Montgomery, NY 12549

Est $770,496

Not Listed For Sale

31 Lauren Ln, Montgomery, NY 12549
- 3 Beds
- 2.5 Baths
- 2,627 Sq Ft
- Built 2017
31 Lauren Ln, Montgomery, NY 12549

Last Sold Summary
- 37 Days On Market

/50
$649,900
- 6 Beds
- 4 Baths
- 2,488 Sq Ft
2056 State Route 17k, Montgomery, NY 12549

Two adjacent properties offered together as a single opportunity (2056 & 2060 Rt 17K): a preserved 1840 historic farmhouse paired with a separate 2-bedroom residence, with a combined total of approximately 4 acres, 6 bedrooms, 4 baths, and roughly 2,500 square feet of combined living space in Montgomery's Town of Crawford. Built in 1840 and preserved with rare integrity by just two families in

Matthew Morreale

J. Morreale, LTD

2056 State Route 17k, Montgomery, NY 12549
/2
Call for Price
- 1 Bed
1006 Mill Place, Montgomery, NY 12549

Paltz River Apartments

1006 Mill Place, Montgomery, NY 12549
$665,000

Sold Jul 18, 2025

4 Barley Hill Rd, Montgomery, NY 12549
- 4 Beds
- 2.5 Baths
- 2,790 Sq Ft
- Built 2001
Last Sold Summary
- 1% Below List Price
- $238/SF
- 33 Days On Market
Current Estimated Value $697,970

Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

4 Barley Hill Rd, Montgomery, NY 12549

Est $591,546

Not Listed For Sale

28 Eager Rd, Montgomery, NY 12549
- 5 Beds
- 2.5 Baths
- 2,832 Sq Ft
- Built 1786
28 Eager Rd, Montgomery, NY 12549

Last Sold Summary
- 158 Days On Market

/50
$499,900
- 3 Beds
- 1.5 Baths
- 2,212 Sq Ft
5319 Searsville Rd, Pine Bush, NY 12566

Welcome to this beautifully maintained and updated home, located on a quiet country road in Pine Bush, NY, on nearly an acre of property. This lovely home offers 3 bedrooms, 1.5 bathrooms, a 2-car garage, and hardwood floors throughout. The updated kitchen features stainless steel appliances, granite countertops, and easy access to a charming three-season enclosed room. The warm and inviting

Dulce M Ferrera

KW Hudson Valley United

5319 Searsville Rd, Pine Bush, NY 12566
/2
$1,900 Per Month
- 2 Beds
- 1.5 Baths
- 850 Sq Ft
- Apartment for Rent
546 County Route 17 Unit B, Montgomery, NY 12549

COMING SOON TO THE MARKET

Richard Baxter

Keller Williams Realty

546 County Route 17 Unit B, Montgomery, NY 12549
$450,000

Sold Aug 18, 2025

201 Tompkins Rd, Montgomery, NY 12549
- 4 Beds
- 2.5 Baths
- 1,670 Sq Ft
- Built 1987
Last Sold Summary
- 3% Below List Price
- $269/SF
- 68 Days On Market
Current Estimated Value $451,921

Last Listing Agent Tremaine Selby Weichert Realtors

201 Tompkins Rd, Montgomery, NY 12549

Not Listed For Sale

4 Beyers Rd, Middletown, NY 10941
- 4 Beds
- 2.5 Baths
- 2,323 Sq Ft
- Built 2024
4 Beyers Rd, Middletown, NY 10941

Last Sold Summary
- 72 Days On Market

/20
$349,999

Coming Soon
- 1 Bed
- 1 Bath
- 1,098 Sq Ft
36 Charles St, Montgomery, NY 12549

Coming Soon to the market!!!

Richard Baxter

Keller Williams Realty

36 Charles St, Montgomery, NY 12549
/8
Starting at $486 Per Month
- 1 Bed
4-6 Brescia Way, Montgomery, NY 12549

Our Montgomery apartments offer a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient room plan, each airy one-bedroom apartment provides the perfect solution for comfortable senior living.Close proximity to the charming village of Montgomery makes for a life of convenience and serenity for Montgomery Manor residents,

Montgomery Manor

4-6 Brescia Way, Montgomery, NY 12549
$1,300,000

Sold Jun 18, 2026

0 Route 17k Unit KEY808699, Montgomery Town, NY 12575
- Land
- 6 Acres
- $216,667 per Acre
Last Sold Summary
- 7% Below List Price
- 125 Days On Market
Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

0 Route 17k Unit KEY808699, Montgomery Town, NY 12575

Not Listed For Sale

31 Francis Harrison Ct, Montgomery, NY 12549
- 4 Beds
- 2.5 Baths
- 2,688 Sq Ft
- Built 2023
31 Francis Harrison Ct, Montgomery, NY 12549

Last Sold Summary
- 226 Days On Market

/42
$465,000

Pending
- 3 Beds
- 2 Baths
- 1,693 Sq Ft
243 Union St, Montgomery, NY 12549

Charming Corner Ranch in the Heart of Montgomery Village Welcome to this beautifully updated and maintained corner ranch in the desirable Village of Montgomery! This move-in ready home features 3 spacious bedrooms and 2 fully updated bathrooms. The modern kitchen is a chef’s delight, complete with sleek granite countertops, stainless steel appliances, and fresh paint throughout. Step outside to

Joy Gallagher

Weichert Realtors

243 Union St, Montgomery, NY 12549
/6
$4,850 Per Month
- 3 Beds
- 2.5 Baths
- 2,000 Sq Ft
- House for Rent
21X Rustic Dr, Rock Tavern, NY 12575

Under Construction. Photos are for illustrative purposes only. Experience the Aerie Preserve, a premier community in the Mid-Hudson Valley, situated just sixty miles from NYC. Developed by the luxury experts at Argo Development, this neighborhood seamlessly integrates sophisticated style with innovative architecture. The Rockwood Model offers a refined 3-bedroom, 2.5-bath layout (~2,000 sq ft)

Geoffrey Grivalsky Keller Williams City Views

21X Rustic Dr, Rock Tavern, NY 12575
$360,000

Sold Apr 10, 2026

241 Freida St, Montgomery, NY 12549
- 3 Beds
- 1 Bath
- 978 Sq Ft
- Built 1957
Last Sold Summary
- 4% Below List Price
- $368/SF
- 74 Days On Market
Current Estimated Value $361,121

Last Listing Agent Lynelle Alessi KW Hudson Valley United

241 Freida St, Montgomery, NY 12549

Est $617,230

Not Listed For Sale

644 Bullville Rd, Montgomery, NY 12549
- 4 Beds
- 3 Baths
- 2,460 Sq Ft
- Built 2019
644 Bullville Rd, Montgomery, NY 12549

Last Sold Summary
- 18 Days On Market

/11
$974,999

New Construction Pending
- 4 Beds
- 2.5 Baths
- 2,702 Sq Ft
65 Peale Place, Montgomery, NY 12549

Welcome to The Ponds at Montgomery—a beautifully designed 4-bedroom, 2.5-bath ranch-style home set in the desirable Town of Montgomery. Ideally located just minutes from upscale dining and local eateries, boutique shopping, corporate banking, premier golf courses, schools, parks, hiking trails, and professional fitness centers, this home also offers quick access to Interstate 84 and other major

Richard Baxter

Keller Williams Realty

65 Peale Place, Montgomery, NY 12549
/5
$1,350 Per Month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Apartment for Rent
49 Walnut St Unit 3, Montgomery, NY 12549

Located on a quiet street near the intersection on Route 17K and Route 208, this charming one-bedroom apartment offers the perfect combination of comfort and convenience. Just minutes from I-84, Stewart International Airport, Amazon Warehouse, major commuter routes, and the beautiful village of Montgomery. You will enjoy easy access to work, shopping, dining, and recreation. Features

Roxanne Hartman Timothy W. Kramer

49 Walnut St Unit 3, Montgomery, NY 12549
$485,000

Sold Aug 27, 2025

269 Wilson St, Montgomery, NY 12549
- 3 Beds
- 2.5 Baths
- 1,870 Sq Ft
- Built 1973
Last Sold Summary
- 3% Below List Price
- $259/SF
- 29 Days On Market
Current Estimated Value $476,073

Last Listing Agent Frank Muccari Cronin & Company Real Estate

269 Wilson St, Montgomery, NY 12549

Est $682,929

Not Listed For Sale

19 Grosso Ct, Montgomery, NY 12549
- 6 Beds
- 5 Baths
- 3,200 Sq Ft
- Built 1999
19 Grosso Ct, Montgomery, NY 12549

Last Sold Summary
- 77 Days On Market

/6
$994,999

New Construction Pending
- 4 Beds
- 3.5 Baths
- 3,528 Sq Ft
64 Peale Place, Montgomery, NY 12549

Welcome to The Ponds at Montgomery—a beautifully designed 4-bedroom, 3.5-bath two-story home set on 2.30 private acres in the desirable Town of Montgomery. Ideally located just minutes from upscale dining, boutique shopping, and premier golf courses, this home also offers quick access to Interstate 84 and other major highways. Inside, the thoughtfully planned layout features a well-appointed

Richard Baxter

Keller Williams Realty

64 Peale Place, Montgomery, NY 12549
$625,000

Sold Feb 19, 2026

135 Benedict Rd, Montgomery, NY 12549
- 4 Beds
- 3.5 Baths
- 2,912 Sq Ft
- Built 1991
Last Sold Summary
- $215/SF
- 55 Days On Market
Current Estimated Value $623,847

Last Listing Agent Richard Baxter Keller Williams Realty

135 Benedict Rd, Montgomery, NY 12549

Est $659,281

Not Listed For Sale

10 Dickerson Dr, Montgomery, NY 12549
- 3 Beds
- 2.5 Baths
- 3,050 Sq Ft
- Built 2001
10 Dickerson Dr, Montgomery, NY 12549

Last Sold Summary
- 31 Days On Market

/21
$349,900

Pending
- 4 Beds
- 2.5 Baths
- 2,340 Sq Ft
24 Emperor Ln, Montgomery, NY 12549

Nestled at the top of a gentle hill in a quiet cul-de-sac, this 4-bedroom, oversized raised ranch offers a rare opportunity to create something truly special. Set on a one-acre parcel, the property provides both privacy and space—an ideal backdrop for your vision. Owned by the same family for over 50 years, this home is ready for its next chapter. While it requires updating and renovation, the

Patricia Sassi RE/MAX Benchmark Realty Group

24 Emperor Ln, Montgomery, NY 12549
$649,000

Sold Oct 01, 2025

73 Tweddle Farm Ln, Montgomery, NY 12549
- 4 Beds
- 2.5 Baths
- 2,800 Sq Ft
- Built 2010
Last Sold Summary
- $232/SF
- 37 Days On Market
Current Estimated Value $668,422

Last Listing Agent Jordan Spordone HomeSmart Homes & Estates

73 Tweddle Farm Ln, Montgomery, NY 12549

Est $624,219

Not Listed For Sale

182 W Searsville Rd, Montgomery, NY 12549
- 4 Beds
- 2.5 Baths
- 2,034 Sq Ft
- Built 2002
182 W Searsville Rd, Montgomery, NY 12549

Last Sold Summary
- 28 Days On Market

/49
$719,900

$19K PRICE DROP
- 4 Beds
- 3.5 Baths
- 3,011 Sq Ft
41 Philip Dr, Montgomery, NY 12549

Welcome to 41 Philip Drive, a beautifully maintained Colonial built by Hillside Homes and set within Montgomery’s desirable Winding Oaks subdivision. Located on a quiet cul-de-sac and positioned on a private, landscaped lot backing to woods, this home offers exceptional curb appeal with a long paved driveway, mature trees, and a peaceful residential setting. Inside, the home features a bright,

Antoinette Caruso Stonewall Realty Group LLC

41 Philip Dr, Montgomery, NY 12549
$530,000

Sold Apr 07, 2026

1085 County Route 17, Montgomery, NY 12549
- 4 Beds
- 3 Baths
- 3,144 Sq Ft
- Built 1986
Last Sold Summary
- 1% Below List Price
- $169/SF
- 74 Days On Market
Current Estimated Value $540,783

Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty

1085 County Route 17, Montgomery, NY 12549

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New York Orange County Montgomery 12549

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