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Montgomery, NY Homes for Sale

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  • /44

    $525,000

    • 2 Beds
    • 1.5 Baths
    • 1,644 Sq Ft

    7 Didio Ln, Montgomery, NY 12549

    Welcome Home - Where Elegance Meets Comfort. Step into a residence where every detail has been meticulously crafted to elevate your lifestyle. From the moment you enter, you'll notice the new hardwood flooring and the refined finishes that flow throughout each thoughtfully designed space. At the heart of the home is a state-of-the-art kitchen-a true culinary haven boasting stunning quartz

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    RoseMarie Christner

    STEPPING STONE REALTY

    (845) 757-0203

    7 Didio Ln, Montgomery, NY 12549
  • /7

    $789,900

    • 4 Beds
    • 2.5 Baths
    • 2,635 Sq Ft

    22 W Corbett Rd, Montgomery, NY 12549

    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

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    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 385-1384

    22 W Corbett Rd, Montgomery, NY 12549
  • /44

    $659,000

    • 3 Beds
    • 3.5 Baths
    • 3,141 Sq Ft

    61 W Corbett Rd, Montgomery, NY 12549

    Set on nearly 2 acres with complete privacy, this hilltop home combines modern updates with resort-style amenities just 90 minutes from NYC.Highlights:Expansive open floor plan with a dramatic stone fireplace at the heart of the living room.Updated kitchen and dining area designed for effortless entertaining.3 bedrooms, 3 full baths—including a first-floor bedroom and 2

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    John Ruggieri

    BHHS Hudson Valley Properties

    (845) 516-8109

    61 W Corbett Rd, Montgomery, NY 12549
  • /23

    $559,900

    • 6 Beds
    • 4 Baths
    • 2,650 Sq Ft

    146-148 Charles St, Montgomery, NY 12549

    Village living with income built in. Wake up where life still feels neighborly: morning walks along the Wallkill, coffee on Main Street, friendly waves from porch to porch. In the quaint Village of Montgomery, fresh-baked treats, farm-to-table dinners, and live music nights at City Winery Hudson Valley turn ordinary days into small celebrations. Weekends stretch beautifully with trails at Winding

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    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 335-3299

    146-148 Charles St, Montgomery, NY 12549
  • /48

    $460,000

    • 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

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    Joy Gallagher

    Weichert Realtors

    (845) 316-1369

    243 Union St, Montgomery, NY 12549
  • /37

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 1,980 Sq Ft

    60 Union St, Montgomery, NY 12549

    Thoughtfully renovated to blend historic character with modern upgrades, this charming home in the heart of the Village of Montgomery offers comfort, efficiency, and convenience. Located within a highly regarded school district and within easy reach of local shops, restaurants, walking paths, parks, courts, and the river, the location offers a vibrant, walkable lifestyle.Inside, recent

    Roita Roa Redfin Real Estate

    60 Union St, Montgomery, NY 12549
  • /29

    $749,000 Open Sun 1PM - 3PM

    • 6 Beds
    • 5 Baths
    • 4,760 Sq Ft

    145 Youngblood Rd, Montgomery, NY 12549

    Call agent directly for exclusive buyer benefits! 145 Youngblood Rd - A Hudson Valley Hideaway with Modern Flexibility. Buyers receive special VIP perks including 5.87% APR financing with $0 down*, First Responder & Military discounts, up to $10,000 in closing cost credits, FREE 12-month home warranty, a 24-month Love It or Leave It Guarantee, and access to exclusive off-market properties.

    Bryant Moran YOURHOMESOLD GUARANTEED REALTY BESMATCH

    145 Youngblood Rd, Montgomery, NY 12549
  • /4

    $749,999

    • 4 Beds
    • 2.5 Baths
    • 2,705 Sq Ft

    28 Northern Ave, Montgomery, NY 12586

    NEW CONSTRUCTION!!! Check out this 4 Bedroom, 2.5 Bathroom Colonial nestled in the Town of Montgomery and located in the Valley Central School District. This home is located a short drive to an array of local eateries/restaurants, shopping center, close to several local parks, a quarter mile from the Walden/Wallkill Walking Rail Trail, Wallkill River, and a short drive to most major highways

    Richard Baxter Keller Williams Realty

    28 Northern Ave, Montgomery, NY 12586
  • /41

    $550,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 3 Baths
    • 3,200 Sq Ft

    53 W Corbett Rd, Montgomery, NY 12549

    Nestled on a serene hillside, this lovely four story contemporary home offers a perfect balance of modern luxury and natural beauty. Move in worry free as there has just been a full renovation. New roof, new mechanicals, new windows & doors, new fixtures. This unique home is bathed in natural light from large windows that frame views of the nearby mountains & wilderness. Both the walls and the

    Heather Macauley eXp Realty

    53 W Corbett Rd, Montgomery, NY 12549
  • /32

    $724,000

    • 4 Beds
    • 2.5 Baths
    • 3,126 Sq Ft

    822 W Kaisertown Rd, Montgomery, NY 12549

    Come view this excellent quality built private well maintained home set on 2.2 acres. Perfect for the holiday get togethers to accommodate family and friends in this large kitchen with a 7 foot center island. The dining room, living room and den with wood fireplace for those cozy nights. Parking will accommodate 15 plus cars. You won't be without heat and most lighting with the Generac Generator.

    Kimberly Behrens Howard Hanna Rand Realty

    822 W Kaisertown Rd, Montgomery, NY 12549
  • /2

    $774,999

    • 4 Beds
    • 2.5 Baths
    • 2,705 Sq Ft

    30 Northern Ave, Montgomery, NY 12586

    NEW CONSTRUCTION!!! Check out this 4 Bedroom, 2.5 Bathroom Colonial nestled in the Town of Montgomery and located in the Valley Central School District. This home is located a short drive to an array of local eateries/restaurants, shopping center, close to several local parks, a quarter mile from the Walden/Wallkill Walking Rail Trail, Wallkill River, and a short drive to most major highways

    Richard Baxter Keller Williams Realty

    30 Northern Ave, Montgomery, NY 12586
  • /2

    $774,999 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,705 Sq Ft

    30 Northern Ave, Montgomery, NY 12586

    NEW CONSTRUCTION!!! Check out this 4 Bedroom, 2.5 Bathroom Colonial nestled just outside of the Village of Walden and located in the Valley Central School District. This home is located a five minute drive from the center of the Village which offers an array of local eateries/restaurants, shopping center, close to all FIVE Village parks, a quarter mile from the Walden/Wallkill Walking Rail Trail,

    Richard Baxter KELLER WILLIAMS REALTY

    30 Northern Ave, Montgomery, NY 12586
  • /23

    $299,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    38 Jones Ln, Montgomery, NY 12549

    Charming Cottage Retreat in Montgomery — Goshen School District Tucked at the very end of a quiet dead-end road, 38 Jones Lane offers the rare combination of peaceful seclusion and convenient access to nearby amenities. Located in the sought-after Goshen School District, this 2-bedroom, 1-bath ranch-style cottage offers simplicity, efficiency, and charm on a low-maintenance .16-acre lot. Step

    Alyse Toffel Keller Williams Hudson Valley

    38 Jones Ln, Montgomery, NY 12549
  • /20

    $479,000

    • 3 Beds
    • 2 Baths
    • 1,497 Sq Ft

    132 Boyd St, Montgomery, NY 12549

    WELCOME TO THE VILLAGE OF MONTGOMERY! This lovely 3 bedroom ranch is a perfect starter or retirement home. The Village of Montgomery has a lot to offer: shopping, restaurants, parks, entertainment and so does this 1497 sq. ft. home: a spacious 2 car garage, a full basement, a walk-up attic, 2 full bathrooms, granite countertops and hardwood floors. Don't miss this opportunity! MAKE AN APPOINTMENT

    Stacy Brescia-Spreer Curasi Realty, Inc.

    132 Boyd St, Montgomery, NY 12549
  • /24

    $368,000

    • 2 Beds
    • 1 Bath
    • 1,170 Sq Ft

    989 State Route 17k, Montgomery, NY 12549

    Charming Cape Cod home on beautiful property, plus a 2-car garage! Located in a convenient location near shops, restaurants, Stewart Airport, & easy access to highways for your commute. The large inviting living room has beautiful hardwood floors and a warm ambiance. The kitchen includes a gas stove, dishwasher, and refrigerator and is adjacent to the dining space. There is a cozy bedroom on the

    Leonore Garvey Coldwell Banker Village Green

    989 State Route 17k, Montgomery, NY 12549
  • /34

    $519,000

    • 4 Beds
    • 2.5 Baths
    • 1,784 Sq Ft

    531 State Route 211, Montgomery, NY 12549

    Stunning Colonial Retreat on 7.6 Acres of Private ParadiseEscape to serenity in this beautiful Colonial home situated on 7.6 acres of private property in the highly sought-after Montgomery Town Valley Central School district.*Key Features:*- Wrap-around deck offering breathtaking views of the surrounding landscape- Eat-in kitchen with ample cabinetry for storage-

    Joseph Polatseck Joseph Polatseck

    531 State Route 211, Montgomery, NY 12549
  • /50

    $1,599,000

    • 6 Beds
    • 9 Baths
    • 6,415 Sq Ft

    198 Corbett Rd, Montgomery, NY 12549

    An Elevated Yellowstone-Inspired Retreat in Montgomery, NY Nestled on 48.5 expansive acres, this remarkable residence rises as if penned from a modern western saga. It is not merely a house; it is a sanctuary that blends the inviting, Yellowstone-inspired charm with the refined comforts of contemporary luxury. Spanning 6,415 square feet and offering six bedrooms each with its own

    Carmela Lopez Borrazas Keller Williams Realty

    198 Corbett Rd, Montgomery, NY 12549
  • /41

    $474,999

    • 3 Beds
    • 3 Baths
    • 1,817 Sq Ft

    688 River Rd, Montgomery, NY 12549

    Charming Cape Cod with River & Meadow Views – Valley Central Schools!!! Step into timeless charm with this beautifully maintained 1932 Cape Cod style home offering 3 bedrooms and 3 full bathrooms, located in the Valley Central School District. Perfectly set on a spacious lot, this property combines classic character with modern updates and stunning views of both the Wallkill River and a sprawling

    Richard Baxter Keller Williams Realty

    688 River Rd, Montgomery, NY 12549
  • /45

    $489,900

    • 3 Beds
    • 1.5 Baths
    • 1,692 Sq Ft

    205 Oriole Dr, Montgomery, NY 12549

    Come join the wonderful world of Sweet Montgomery with village and country life at its best! This lovely home located in a desirable tree lined neighborhood has space for everyone to relax and enjoy the lifestyle of a charming town with quaint main street, wonderful shops, museum, restaurants, beautiful village park with fun for all ages (playground, pickleball, basketball & more!) and of course

    Rose Daversa Hudson Valley Home Connection

    205 Oriole Dr, Montgomery, NY 12549
  • /66

    $479,000

    • 4 Beds
    • 1.5 Baths
    • 1,844 Sq Ft

    200 Cardinal Dr, Montgomery, NY 12549

    Discover this inviting corner-lot home in the highly sought-after Montgomery Village neighborhood. The main level features three bedrooms and an open-concept living area with an island kitchen and dining room, all with hardwood floors. The heated, enclosed sunporch provides additional year-round living space. The lower level is a true bonus, offering a fourth bedroom, a large family room, a

    Maureen Cronin CRONIN & COMPANY REAL ESTATE

    200 Cardinal Dr, Montgomery, NY 12549
  • /37

    $299,000

    • 2 Beds
    • 1 Bath
    • 1,408 Sq Ft

    68 Union School Rd, Montgomery, NY 12549

    Charming log cabin in Montgomery on 13+ Acres. This unique and versatile property is nestled in a charming country setting in the Town of Montgomery and located within the Valley Central School District. Set on over 13 serene acres and surrounded by mature trees and native plantings, the grounds include a peaceful pond, multiple outbuildings, and an old horse paddock, all waiting to be brought

    Soleil Jackman Howard Hanna Rand Realty

    68 Union School Rd, Montgomery, NY 12549
  • /46

    $465,000

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft

    346 Angelo Dr, Montgomery, NY 12549

    Welcome to this well maintained 4-bedroom, 2.5-bath contemporary colonial, built in 2002 and thoughtfully designed for modern living and entertaining. The first floor offers a spacious formal living room that flows seamlessly into a bright, open-concept kitchen, dining, and family room—plenty of natural light and perfect for gatherings. The kitchen features a massive granite island, granite

    Susan Giordano John J Lease REALTORS Inc

    346 Angelo Dr, Montgomery, NY 12549
  • /41

    $499,999

    • 3 Beds
    • 3 Baths
    • 2,254 Sq Ft

    331 E Searsville Rd, Montgomery, NY 12549

    Welcome to 331 E Searsville Road in the heart of Montgomery, NY! This 3-bedroom, 3-bath home offers living space, featuring a kitchen built to host, deck, front walkway, and patio—perfect for everyday living and entertaining. The home is equipped with central air, 2 pellet stoves and zoned heating for year-round comfort. Plus, you’ll find an unfinished attic and a walk-out basement, both offering

    Vincent Reda Keller Williams Realty

    331 E Searsville Rd, Montgomery, NY 12549
  • /45

    $999,999 Open Sat 1PM - 3PM

    • 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
  • /41

    $399,000

    • 6 Beds
    • 2 Baths
    • 2,955 Sq Ft

    265 Goodwill Rd, Montgomery, NY 12549

    This spacious 6-bedroom home is full of potential and ready for your vision. Set in a highly desirable area, it offers a rare opportunity to create your dream home in a prime location. With five bedrooms upstairs and a large main-level bedroom, this layout is ideal for multi-generational living or flexible space needs. The home features an oversized living room, two full bathrooms, a dedicated

    Denise Clancy Curasi Realty, Inc.

    265 Goodwill Rd, Montgomery, NY 12549
  • /12

    $124,999

    • Land
    • 2.76 Acres
    • $45,289 per Acre

    TBD Saint Michaels Ln, Montgomery, NY 12586

    Nestled in a quiet and wooded setting, this raw, vacant parcel offers approximately 2.76 acres of prime rural-residential land. Surrounded by mature trees and natural beauty, the property provides privacy while still being conveniently located near local amenities and main roads. Featuring easy access via a 20’ wide lane and bordered by the NYC aqueduct line, it’s an ideal opportunity for

    Dulce Contreras Keller Williams Realty

    TBD Saint Michaels Ln, Montgomery, NY 12586
  • /14

    $35,000

    • Land
    • 2 Acres
    • $17,500 per Acre

    2190 State Route 208, Montgomery, NY 12549

    JUST REDUCED LOCATION LOCATION Motgomery NY one of the fasting growing Towns in Orange County Vacant Industrial Acreage over 200 feet on route 208 sides 415 feet and 408 feet back 217 feet. light woods level. Permitted use require site plan need DEC approval. DEC has wet lands restrictions Priced right motivated seller. all reasonable offers will be considered. buying as is. just reduced $

    John Melchior Howard Hanna Rand Realty

    2190 State Route 208, Montgomery, NY 12549
  • /2

    $595,000

    • Land
    • 22.9 Acres
    • $25,983 per Acre

    645 Bullville Rd, Montgomery, NY 12549

    Discover the perfect canvas for your dream home or investment at 645 Bullville Rd. Nestled in the heart of the Hudson Valley, this expansive parcel offers tranquility and convenience in equal measure. Surrounded by lush greenery and set along a quiet country road, the property provides a peaceful retreat while remaining close to local amenities, schools, and commuter routes.Whether you're

    Kristian Diaz Keller Williams Realty

    645 Bullville Rd, Montgomery, NY 12549
  • /37

    $799,999 Open Sun 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,127 Sq Ft

    200 Hill Ave, Montgomery, NY 12549

    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

    Richard Baxter Keller Williams Realty

    200 Hill Ave, Montgomery, NY 12549

Why Live in Montgomery

Embedded within rural Orange County, the village of Montgomery offers small-town conveniences and the quiet that comes with the exurbs while still enjoying highway access to New York City. “Montgomery has a rural feel compared to the rest of our ...

Frequently Asked Questions

What is the average home price in Montgomery, NY?
Homes for sale in Montgomery, NY have an average home price of $571,710.
How many homes have sold over the last 12 months in Montgomery, NY?
82 homes have sold in Montgomery, NY over the last 12 months.
What are the most popular zip codes in Montgomery, NY?
The most popular zip codes in Montgomery, NY include 12549, 12575, 12543, 12586 and 10941.
How much do you need to make to afford a house in Montgomery?
The median home price in Montgomery is $499,999. If you put a 20% down payment of $100,000 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $2,450 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $105K a year to afford the median home price in Montgomery.
How are the schools in Montgomery, NY?
Montgomery, NY has highly rated public and private schools. Some of the best schools in Montgomery based on Niche Grades are Valley Central High School, Valley Central Middle School and Berea Elementary School. Browse all the schools in Montgomery, NY to learn more.

Home Trends in Montgomery, NY

Housing Trends

Median Sale Price
$500,000
Median Single Family Sale Price
$502,500
Median Townhouse Sale Price
$335,000
Median 2 Bedroom Sale Price
$240,000
Average Price Per Sq Ft
$254
Number of Homes for Sale
24
Last 12 months Home Sales
82
Months of Supply
3.50
Median List Price
$499,999
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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