3,974

Orange, NY Homes

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  • /31

    $625,000

    • 2 Beds
    • 1 Bath
    • 1,176 Sq Ft

    87 Hill Ave, Montgomery, NY 12549

    This is a fantastic opportunity for the horse enthusiasts! Situated on just over 11 acres in Montgomery, this property is ideal for anyone passionate about horses. Whether you dream of having your own private getaway or start a training/riding business, the 10-stall barn has everything you need—including a wet stall with hot water, and a beautifully finished loft with heating, cooling, and a deck

    Agent Photo

    Jennifer Loprieno

    Howard Hanna Rand Realty

    (845) 523-6940

    87 Hill Ave, Montgomery, NY 12549
  • /6

    Call for Price

    Hawkins Apartments

    1 - 3 Beds

    60-90 Hawkins Dr, Montgomery, NY 12549

    Devon Management is pleased to announce the opening of two new communities – both featuring the outstanding living environments and amenities residents have come to expect in Devon Communities, including spacious living and kitchen areas, comfortable bedrooms, convenient community laundry areas, security cameras, smoke-free environments excepting designated smoking areas, on-site management,

    60-90 Hawkins Dr, Montgomery, NY 12549
  • 8 Didio Ln, Montgomery, NY 12549

    $415,000 Sold Aug 06, 2025

    • 1,674 Sq Ft
    • $248/SF
    • 65 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1955

    8 Didio Ln, Montgomery, NY 12549

    Charming 4-Bedroom Cape with Spacious Yard & Convenient Location. Discover this well-maintained 4-bedroom Cape Cod-style home, offering a perfect blend of comfort and convenience. Step inside to find gleaming hardwood floors throughout, adding warmth and character. The large eat-in kitchen provides plenty of space for gatherings, while the spacious living room is ideal for relaxing or

    Donna Reese Keller Williams Hudson Valley

    8 Didio Ln, Montgomery, NY 12549
  • /5

    $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

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 524-9699

    22 W Corbett Rd, Montgomery, NY 12549
  • /37

    $3,500 per month

    • 2 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • House for Rent

    718 River Rd, Montgomery, NY 12549

    PERFECT GETAWAY, If you need a 6 month rental fully furnished or you just want to enjoy the weekends in the Country Please don't miss out on this Beautiful Farmhouse. Beautiful Open kitchen,Sitting area w/gas fireplace, Large Dining-Living Room plus family room with wood furnace.Large Primary Bdrm Renovated bath w/ Jacuzzi tub & gas fireplace. The perfect setting to relax on the front

    Annette Bauer Century 21 E & M Williams Rlty

    718 River Rd, Montgomery, NY 12549
  • 190 Union St, Montgomery, NY 12549

    $480,000 Sold Jul 25, 2025

    • 1,520 Sq Ft
    • $316/SF
    • 22 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1927

    190 Union St, Montgomery, NY 12549

    Don't miss this ADORABLE farmhouse in the historic Village of Montgomery! This home features original details including arched doorways, built-ins and hardwood flooring and more combined with modern conveniences and beautifully done updates of today! ... Imagine enjoying this wonderful oversized lemonade porch as it welcomes you home to your lovely 3 bedroom, 2 bath CHARMER! Step into the

    Karen Gauvin Our House Real Estate Group

    190 Union St, Montgomery, NY 12549
  • /50

    $550,000 Pending

    • 4 Beds
    • 3 Baths
    • 3,144 Sq Ft

    1085 County Route 17, Montgomery, NY 12549

    Looking for your Dream Home?? Well, this is definitely it! This stunning log cabin features amazing woodwork throughout, from the gleaming wide-planked floors to the sturdy log walls and exposed ceiling beams. You'll love sitting outside on your extended front porch taking in all the sunshine and fresh air, or entertaining in the large, side yard. Inside the main portion of the home is a large

    Agent Photo

    Thomas Lawrenson

    Howard Hanna Rand Realty

    (845) 493-3194

    1085 County Route 17, Montgomery, NY 12549
  • /2

    Call for Price

    Paltz River Apartments

    1 Bed

    1006 Mill Place, Montgomery, NY 12549

    1006 Mill Place, Montgomery, NY 12549
  • 50 Harmony Ln, Montgomery, NY 12549

    $150,050 Sold Jul 24, 2025

    • 540 Sq Ft
    • $278/SF
    • 49 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1963

    50 Harmony Ln, Montgomery, NY 12549

    HARMONY AND OPPORTUNITY! Calling all dreamers, investors, and DIY enthusiasts! Tucked away on this beautiful, level and wooded one-acre parcel, this 2-bedroom, 1-bath mobile home offers the perfect blend of peaceful privacy and unbeatable convenience. Whether you're looking for a budget-friendly place to call home, a renovation project with upside, or a prime spot to build something brand

    Patricia Sassi RE/MAX Benchmark Realty Group

    50 Harmony Ln, Montgomery, NY 12549
  • /34

    $400,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    303 Chandler Ln, Montgomery, NY 12549

    This updated Town of Montgomery ranch home is located on a corner parcel. The oversized remodeled custom eat-in kitchen is a chef's delight with new stainless steel appliance (still under warranty), Kitchen Aid cabinet with roll-outs in breakfast peninsula with storage and the rest of cabinets are Cubetech, ceramic flooring and even a "pot filler" at the stove. There are hardwood floors on the

    Agent Photo

    Frank Gerbes

    RE/MAX Benchmark Realty Group

    (845) 478-8428

    303 Chandler Ln, Montgomery, NY 12549
  • /6

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Apartment for Rent

    698 Bullville Rd Unit 700, Montgomery, NY 12549

    Newly Updated 3 Bedroom in great condition. big private Living room. in Pine Bush school District. rent is $2000 plus utilities. Water is included. tenant responsible for first month rent, security deposit and a month equal broker fee upon signing the lease

    Joel Fisher Nationwide Houses LLC

    698 Bullville Rd Unit 700, Montgomery, NY 12549
  • 27 Whalen Dr, Montgomery, NY 12549

    $650,000 Sold Jul 23, 2025

    • 2,462 Sq Ft
    • $264/SF
    • 45 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2017

    27 Whalen Dr, Montgomery, NY 12549

    Welcome Home to Your Hudson Valley Dream!Looking for the perfect home in the heart of the Hudson Valley? Look no further than this immaculately maintained, contemporary colonial located on a quiet cul-de-sac in the charming town of Montgomery.This spacious 4-bedroom, 3-bath home - filled with an abundance of natural light throughout - sits on a large, level lot, featuring

    Soleil Jackman Howard Hanna Rand Realty

    27 Whalen Dr, Montgomery, NY 12549
  • /49

    $575,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 2,051 Sq Ft

    57 W Corbett Rd, Montgomery, NY 12549

    Unique Custom Contemporary privately nestled on 8 beautiful acres offering the serene retreat you have been searching for yet just an hour's drive to the George Washington Bridge. Stretch out with all your guests on the 42' wraparound deck. The terracotta tiled foyer opens to the expansive living area with stone fireplace, vaulted ceilings and deck access. Floor to ceiling windows flood the home

    Mary McKinney Coldwell Banker Village Green

    57 W Corbett Rd, Montgomery, NY 12549
  • /20

    $2,800 per month

    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft
    • Apartment for Rent

    136 Clinton St Unit Suite C, Montgomery, NY 12549

    VILLAGE OF MONTGOMERY!!! This bright and spacious 3-bedroom, 1.5-bath rental offers 1,500 square feet of comfortable living space with beautiful hardwood floors throughout. The open-concept kitchen and living area provide a great flow for everyday living and entertaining. Upstairs, you'll find generously sized bedrooms and a full bath, while the main level includes a convenient half bath and

    Richard Baxter Keller Williams Realty

    136 Clinton St Unit Suite C, Montgomery, NY 12549
  • 234 Robert St, Montgomery, NY 12549

    $390,000 Sold Jul 21, 2025

    • 2,176 Sq Ft
    • $179/SF
    • 33 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1971

    234 Robert St, Montgomery, NY 12549

    A great value still exists in this market! Welcome home to the village of Montgomery and your chance to be the third owner of this spacious raised ranch. Solidly built and enjoyed by the same family for nearly 49 years but awaiting your vision and modern updates to make it your home, sweet home. The main level features hardwood floors and a comfortable layout with a bright living room that flows

    Laurel Lustgarten Howard Hanna Rand Realty

    234 Robert St, Montgomery, NY 12549
  • /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

    Elizabeth Zambuto Stepping Stone Realty

    7 Didio Ln, Montgomery, NY 12549
  • /34

    $1,875 per month

    • 2 Beds
    • 1 Bath
    • 1,560 Sq Ft
    • Apartment for Rent

    174 Clinton St, Montgomery, NY 12549

    NEWLY RENOVATED!!! VILLAGE LIVING!!! Check out this 2 Bedroom, 1 Bathroom second floor apartment nestled in Historic District of the the Village of Montgomery and in the Valley Central School District. . This apartment is surrounded by Village amenities including local eateries/restaurants, local shopping, near Village parks, banking and postal services, local entertainment venues, and within 10

    Richard Baxter Keller Williams Realty

    174 Clinton St, Montgomery, NY 12549
  • 4 Barley Hill Rd, Montgomery, NY 12549

    $665,000 Sold Jul 18, 2025

    • 2,790 Sq Ft
    • $238/SF
    • 33 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2001

    4 Barley Hill Rd, Montgomery, NY 12549

    A Must See Custom Built Colonial Home in Valley Central Schools is now waiting for you to call Home! It is sitting beautifully on 2.1 acres with a serene level paved driveway and a spacious level backyard. As you enter the front door, you are welcomed by a warm foyer with gleaming hardwood floors throughout the formal living room, dining room and the entire first floor. Then you walk in to a very

    Anita S. Cristiano HomeSmart Homes & Estates

    4 Barley Hill Rd, Montgomery, NY 12549
  • /48

    $605,000

    • 4 Beds
    • 2.5 Baths
    • 2,648 Sq Ft

    38 Wavey Willow Ln, Montgomery, NY 12549

    Village Colonial Gem: Modern Comforts & Prime Location!Discover this stunning 4-bedroom, 2.5-bath colonial, perfectly situated in a friendly village subdivision within walking distance to schools, shops, and restaurants. The heart of this home is its updated kitchen, featuring elegant granite counter tops, stainless steel appliances, a convenient coffee bar, and thoughtful pull-out and

    Annette Bauer Century 21 E & M Williams Rlty

    38 Wavey Willow Ln, Montgomery, NY 12549
  • 2015 State Route 208, Montgomery, NY 12549

    $225,000 Sold Jul 16, 2025

    • 976 Sq Ft
    • $231/SF
    • 31 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1926

    2015 State Route 208, Montgomery, NY 12549

    Lovingly cared for by the same owners for over 70 years, this cozy and adorable 2 bedroom, 1 bath bungalow is the perfect place to call home — whether you're just starting out or looking to downsize. Step inside and enjoy the warmth of a sun-filled sunroom, ideal for relaxing with a morning coffee or an evening book. Outside, a spacious deck invites you to soak in the outdoors and entertain with

    JENNIFER HOYE BHHS Hudson Valley Properties

    2015 State Route 208, 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
  • 0 Union School Rd, Montgomery, NY 12549

    $82,500 Sold Jul 14, 2025

    • Land
    • 1.00 Acre
    • $82,500 per Acre
    • 379 Days On Market

    0 Union School Rd, Montgomery, NY 12549

    Fully enginered for 3 bedroom house. Welcome to an opportunity for your dream home! This land offers the canvas for you to build your custom sanctuary, tailored precisely to your vision and needs. Nestled in a serene country setting, yet conveniently close to highways, parks, and the charming town of Montgomery in Orange County, New York, this location provides the perfect balance of tranquility

    Joseph Rubeo Keller Williams Hudson Valley

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

    $775,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 2.5 Baths
    • 3,005 Sq Ft

    1572 State Route 52, Montgomery, NY 12586

    Not a corner was cut in this beautiful 5-bedroom, 2.5-bath colonial nestled on a spacious and private lot in the heart of Walden, NY. Designed with comfort and elegance in mind, this home showcases quality craftsmanship and numerous builder upgrades throughout. Step inside to find a bright and open floor plan featuring gleaming, just refinished hardwood floors, custom moldings, and a gourmet

    Jennifer Brighton RE/MAX Benchmark Realty Group

    1572 State Route 52, Montgomery, NY 12586
  • 331 Lake Vue Dr, Montgomery, NY 12549

    $455,000 Sold Jul 07, 2025

    • 1,872 Sq Ft
    • $243/SF
    • 26 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1957

    331 Lake Vue Dr, Montgomery, NY 12549

    Spacious 5-Bedroom Split-Level Home with Pool, Deck, and Lake Access in the Heart of the Hudson Valley. Welcome to your new retreat! This charming split-level home offers 3 distinct levels of living space, thoughtfully designed for comfort, functionality, and entertaining. Enter through the ground level, where you'll find 2 bedrooms, a full bathroom, a laundry room, a utility room. This level

    AnnaMarie O'Brien Curasi Realty, Inc.

    331 Lake Vue Dr, Montgomery, NY 12549
  • /35

    $799,999

    • 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
  • 154 Boyd St, Montgomery, NY 12549

    $442,000 Sold Jul 01, 2025

    • 1,382 Sq Ft
    • $320/SF
    • 28 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1928

    154 Boyd St, Montgomery, NY 12549

    Welcome to this charming Cape Cod-style home in the heart of the Village of Montgomery! Featuring original hardwood flooring and a move-in-ready condition, this home blends timeless character with modern convenience with a living room has built-in bookcases with lead glass windows. Perfectly situated in the village's vibrant restaurants, cozy cafes, and local shops, this property offers the ideal

    Matthew Gibbs Keller Williams Hudson Valley

    154 Boyd St, Montgomery, NY 12549
  • /50

    $875,000

    • 3 Beds
    • 3.5 Baths
    • 5,336 Sq Ft

    7 Meadowood Rd, Montgomery, NY 12549

    STOP THE SEARCH! PRIVACY AND SECLUSION! SURROUNDED BY HUNDREDS OF ACRES OF COUNTY OWNED LAND!!! DETACHED GARAGE WITH WORKSHOP SPACE PLUS LOFT AREA WITH ITS OWN SEPARATE DRIVEWAY!! Welcome to Your Own Private Paradise Tucked behind a gated entrance and gracefully sprawled across 6.4 acres of park-like serenity, this extraordinary property offers a lifestyle rooted in peace, privacy, and timeless

    Frank Muccari Cronin & Company Real Estate

    7 Meadowood Rd, Montgomery, NY 12549
  • 48 Fern Wood Way, Montgomery, NY 12549

    $875,000 Sold Jun 30, 2025

    • 3,668 Sq Ft
    • $239/SF
    • 42 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2021

    48 Fern Wood Way, Montgomery, NY 12549

    Welcome to Winding Hills Estates - one of the most prestigious communities in Montgomery, NY. Nestled within the serene surroundings of Winding Hills Golf Club, this stunning Contemporary Colonial sits on a prime 1.4 acre lot at the end of a unique cul-de-sac. With over 3,600 square feet of modern luxury, this home offers 3 bedrooms, a study/den, and 3.5 bathrooms. The charming front porch and

    Johnette Berlingieri

    48 Fern Wood Way, Montgomery, NY 12549
  • /18

    $649,000

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    73 Tweddle Farm Ln, Montgomery, NY 12549

    Everything You Need In One Home! Welcome to the spacious 4 Bedrooms, 3 Bathroom, 2 Car-Garage, 3,000 SQ FT Dream Home! This inviting space has all the features! No more power outages with Tesla solar panels and the Generac Back-Up Generator! No more burnt lawns with the in-ground sprinkler system! Live it up with the home speaker system and feel protected with the security cameras. Outside we

    Jordan Spordone HomeSmart Homes & Estates

    73 Tweddle Farm Ln, Montgomery, NY 12549

Showing Results 1 - 40, Page 1 of 18

Home Trends in Montgomery, NY

Housing Trends

Median Sale Price
$762,500
Median Single Family Sale Price
$774,999
Average Price Per Sq Ft
$303
Number of Homes for Sale
10
Last 12 months Home Sales
6
Months of Supply
20.00
Median List Price
$749,999
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
33%
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