35

Montgomery, NY Homes for Sale

Section Image Section Image
  • /43

    $599,999

    • 4 Beds
    • 2.5 Baths
    • 3,117 Sq Ft

    6 Purple Heart Way, Montgomery, NY 12549

    Discover this beautiful colonial home on a cul-de-sac that is truly a must-see! Located in the town of Montgomery, a community known for its friendly atmosphere and welcoming neighbors. This rare gem offers not only a home but a lifestyle. Conveniently located close to houses of worship, restaurants, shopping, Thomas Bull memorial park and just minutes from Rt84. You do not want to miss the

    Agent Photo

    Guy Cusumano

    Howard Hanna Rand Realty

    (845) 305-6013

    6 Purple Heart Way, Montgomery, NY 12549
  • /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
  • /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
  • /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
  • /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

    Elizabeth Zambuto Stepping Stone Realty

    7 Didio Ln, 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
  • /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
  • /18

    $649,000 Open Sun 10AM - 12PM

    • 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
  • /2

    $849,999

    • 3 Beds
    • 2.5 Baths
    • 2,723 Sq Ft

    46 Peale Place, Montgomery, NY 12549

    NEW CONSTRUCTION!!! VALLEY CENTRAL SCHOOL DISTRICT!! Welcome to The Ponds at Montgomery, an exquisite new community in the charming Town of Montgomery. This stunning 4-bedroom, 2.5-bathroom ranch-style home offers modern elegance and comfort in an unbeatable location. Ideally situated just minutes from fine dining, boutique shopping, corporate banking services, and premier golf courses, this home

    Richard Baxter Keller Williams Realty

    46 Peale Place, Montgomery, NY 12549
  • /50

    $924,999 Open Sun 10AM - 12PM

    • 4 Beds
    • 2.5 Baths
    • 3,085 Sq Ft

    28 Peale Place, Montgomery, NY 12550

    NEW CONSTRUCTION!!! VALLEY CENTRAL SCHOOL DISTRICT!!! Welcome to The Ponds at Montgomery! This 4 Bedroom, 2.5 Bathroom Colonial style home nestled in the Town of Montgomery. This home is only a short drive to high-end restaurants & local eateries, boutique shopping centers, corporate banking services, premier golf courses, close to all schools, parks & hiking trails, professional gym & training

    Richard Baxter Keller Williams Realty

    28 Peale Place, Montgomery, NY 12550
  • /45

    $999,999

    • 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
  • /50

    $699,999

    • 3 Beds
    • 4 Baths
    • 2,324 Sq Ft

    128 Beaver Dam Rd, Montgomery, NY 12549

    MODERN COLONIAL IN A PEACEFUL SETTING!!! Welcome to this beautifully maintained 3-bedroom, 4-bath Colonial in the heart of Montgomery and within the Valley Central School District. Ideally located just minutes from the Village of Montgomery, you’ll enjoy nearby shops, dining, parks, and easy access to I-84 and Route 17K for commuting. Built in 2012 and set on just under an acre, this home offers

    Richard Baxter Keller Williams Realty

    128 Beaver Dam Rd, Montgomery, NY 12549
  • /26

    $725,000

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

    822 W Kaisertown Rd, Montgomery, NY 12549

    Come view this private well maintained, freshly painted 4 bedroom, 2.1 bath colonial in the town of Montgomery. Highly rated Valley Central schools. The quaint village of Montgomery with fine restraunts, shopping, parks, golf course and the Wallkill River. Close to major highways and train station. The oasis of a back yard with the kidney shaped heated pool & slide, this will be your vacation!!

    Kimberly Behrens Howard Hanna Rand Realty

    822 W Kaisertown Rd, Montgomery, NY 12549
  • /50

    $650,000 Pre-Foreclosure

    • 4 Beds
    • 4 Baths
    • 3,400 Sq Ft

    64 Union St, Montgomery, NY 12549

    Step back in time and embrace the Charm of this exceptional 1848 home, lovingly maintained and owned by THE SENIOR FAMILY until 1990.This magnificent Estate offers a Unique opportunity to own a magnificent piece of Montgomery Village History Perfectly blended with modern comforts for today’s lifestyle.Imagine relaxing on the wide inviting wrap around porch. The perfect spot to enjoy outdoor

    Margaret Williams Century 21 E & M Williams Rlty

    64 Union St, Montgomery, NY 12549
  • /17

    $180,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    967 State Route 17k, Montgomery, NY 12549

    opportunity abounds in this adorable two bedroom ranch situated in the Town of Montgomery and in the Valley Central School District and Berea Elementary Schools. Features spacious Kitchen dining, enclosed seasonal porch off BR 2 that exits to back yard. Offers large level fully usable rear yard with two small outbuildings (sheds) and 2 car Carport in driveway. Full walk out basement as well.

    Sandra Cotthaus 1st Independent Realty Grp

    967 State Route 17k, Montgomery, NY 12549
  • /22

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    181 Collabar Rd, Montgomery, NY 12549

    NEW TO THE MARKET - Homes like this don't last long!Get ready to fall in love with this soon-to-hit-the-market ranch on 2 acres just on the outskirts of Montgomery! Tucked away on the scenic Collabar Road, this home offers a nice balance of country charm and private living - yet still close enough to enjoy everything the village has to offer.Step inside and discover a warm and

    Alexander Panet Real Broker NY LLC

    181 Collabar Rd, Montgomery, NY 12549
  • /47

    $549,999

    • 3 Beds
    • 3 Baths
    • 3,054 Sq Ft

    331 E Searsville Rd, Montgomery, NY 12549

    Welcome to 331 E Searsville Road in the heart of Montgomery, NY! This 3-bedroom, 2-bath home offers 1,554 square feet of well-maintained 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

    Vincent Reda Keller Williams Realty

    331 E Searsville Rd, Montgomery, NY 12549
  • /27

    $489,000

    • 4 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    92 Railroad Ave, Montgomery, NY 12549

    Welcome to 92 Railroad Avenue, a beautifully updated 3–4 bedroom, 2.5-bath home located in the heart of the Village of Montgomery. Fully renovated in 2022, this home combines modern upgrades with classic charm and energy efficiency.The first-floor primary suite features a private full bath, offering convenient one-level living. The spacious living and dining areas flow seamlessly into a

    Jason Madison eXp Realty

    92 Railroad Ave, Montgomery, NY 12549
  • /19

    $430,000

    • 3 Beds
    • 1 Bath
    • 1,155 Sq Ft

    236 Freida St, Montgomery, NY 12549

    Welcome to your new home in the beautiful historic village of Montgomery. This charming three bedroom ranch has been extensively renovated about five years ago with new roof, heating, central air-conditioning, kitchen with granite counters, bathroom, new sheetrock, flooring, doors, windows, siding. Spacious kitchen with eat-in diner. Attached one-car garage and a driveway that can comfortably

    Salima Hajiani Corcoran Country Living

    236 Freida St, Montgomery, NY 12549
  • /41

    $450,000

    • 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

    $199,999

    • Land
    • 2.76 Acres
    • $72,463 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
  • /41

    $524,999

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    12 Sycamore Dr, Montgomery, NY 12549

    WELCOME HOME! You must see this meticulously maintained 3-bedroom, 2.5 bathroom Bi-Level nestled in the highly sought-after Village of Montgomery and within the Valley Central School District. Ideally located just minutes from the charming village center, you'll find an array of boutique shops, cafes, local dining favorites, scenic trails, and access to major highways including I-84 and Route

    Richard Baxter KELLER WILLIAMS REALTY

    12 Sycamore Dr, Montgomery, NY 12549
  • /44

    $549,900

    • 4 Beds
    • 2 Baths
    • 2,408 Sq Ft

    68 Union School Rd, Montgomery, NY 12549

    Endless Potential in Montgomery – Two Charming Cabins on 13+ Acres. Opportunity knocks with this unique and versatile property 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, this property features two separate cabins, each offering 2 bedrooms, 1 bathroom, and wood-burning fireplaces — ideal for

    Soleil Jackman Howard Hanna Rand Realty

    68 Union School Rd, Montgomery, NY 12549
  • /49

    $949,500 Open Sun 10AM - 11:30AM

    • 4 Beds
    • 3 Baths
    • 2,534 Sq Ft

    57 S Searsville Rd, Montgomery, NY 12549

    Welcome to your dream home in the Town of Montgomery! This beautifully crafted new construction boasts modern elegance, thoughtful design, and quality craftsmanship that located in Valley Central Schools. With 4 bedrooms & 3 full bathrooms, this stunning home offers an open-concept layout perfect for both entertaining and everyday living. To many upgrades to list, not often seen with New

    Matthew Gibbs Keller Williams Hudson Valley

    57 S Searsville Rd, Montgomery, NY 12549
  • /37

    $999,999

    • 4 Beds
    • 3.5 Baths
    • 3,829 Sq Ft

    34 Satriano Ct, Montgomery, NY 12549

    Do not under any circumstances enter the stone entrance unaccompanied by listing agent. Must be met in cul-de-sac and escorted to the premises.Discover your private sanctuary with this stunning 4-bedroom, 3.5-bathroom colonial home, perfectly situated on 15.6 acres of beautifully landscaped grounds. This expansive property boasts over 3800 square feet. Over the detached 3-car garage, there

    Annette Bauer Century 21 E & M Williams Rlty

    34 Satriano Ct, Montgomery, NY 12549
  • /33

    $545,000

    • 4 Beds
    • 3 Baths
    • 2,308 Sq Ft

    268 Wilson St, Montgomery, NY 12549

    This gem is ready for a new owner. Welcome home to this beautifully maintained 4 bedroom 3 bath raised ranch nestled in a walkable village neighborhood. Boasting plenty of curb appeal, this inviting home features a spacious living and dining room and two kitchens. Downstairs, enjoy a finished lower level which provides space for and in-law suite or ideal for a family member. There is access

    Charlotte Westhausser Curasi Realty, Inc.

    268 Wilson St, Montgomery, NY 12549
  • /28

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,474 Sq Ft

    44 Old Route 208, Montgomery, NY 12549

    This charming 3-bedroom, 2-bathroom home is nestled in a quiet neighborhood within the sought-after Valley Central School District. It features a 1-car attached garage along with a detached 2-car garage, providing plenty of space for parking, storage, or a workshop—perfect for hobbyists or anyone needing extra room.The lower level provides additional versatile space, ideal for an extended

    Danis Jhammat Curasi Realty, Inc.

    44 Old Route 208, Montgomery, NY 12549
  • /47

    $1,495,000

    • 3 Beds
    • 3 Baths
    • 3,922 Sq Ft

    205 Clair Dr, Montgomery, NY 12549

    Welcome to an extraordinary offering in Montgomery’s coveted Sullivan’s Landing—a secluded 3,922 sq ft custom-built residence nestled on 5.1 immaculate acres with commanding views of the Wallkill River. This private sanctuary, reached by a picturesque 500-foot driveway, blends timeless craftsmanship with modern sophistication in an unparalleled natural setting.Designed with both everyday

    John Ruggieri BHHS Hudson Valley Properties

    205 Clair Dr, Montgomery, NY 12549
  • /14

    $35,000

    • Land
    • 2.00 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
  • /23

    $375,000

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

    989 State Route 17k, Montgomery, NY 12549

    Lovely Cape located in a very convenient location near shops and airports, Stuart Airport, and Orange County Airport. Charming living room, cute galley kitchen adjacent to dining area, bedroom, & full bath are on the first floor. There are 2 large rooms on second floor with plenty of storage space and natural lighting. The full basement gives plenty of storage & laundry facilities includes washer

    Leonore Garvey Coldwell Banker Village Green

    989 State Route 17k, Montgomery, NY 12549
  • /2

    $799,999

    • 4 Beds
    • 2.5 Baths
    • 2,554 Sq Ft

    52 Peale Place, Montgomery, NY 12549

    NEW CONSTRUCTION!!! VALLEY CENTRAL SCHOOL DISTRICT!!! Welcome to The Ponds at Montgomery! This 4 Bedroom, 2.5 Bathroom Colonial style home nestled in the Town of Montgomery. This home is only a short drive to high-end restaurants & local eateries, boutique shopping centers, corporate banking services, premier golf courses, close to all schools, parks & hiking trails, professional gym & training

    Richard Baxter Keller Williams Realty

    52 Peale Place, Montgomery, NY 12549
  • /2

    $849,999

    • 4 Beds
    • 2.5 Baths
    • 2,680 Sq Ft

    29 Peale Place, Montgomery, NY 12549

    NEW CONSTRUCTION!!! VALLEY CENTRAL SCHOOL DISTRICT!! Welcome to The Ponds at Montgomery, an exquisite new community in the charming Town of Montgomery. This stunning 4-bedroom, 2.5-bathroom ranch-style home offers modern elegance and comfort in an unbeatable location. Ideally situated just minutes from fine dining, boutique shopping, corporate banking services, and premier golf courses, this home

    Richard Baxter Keller Williams Realty

    29 Peale Place, Montgomery, NY 12549
  • /2

    $799,999

    • 4 Beds
    • 2.5 Baths
    • 2,554 Sq Ft

    34 Peale Place, Montgomery, NY 12549

    NEW CONSTRUCTION!!! VALLEY CENTRAL SCHOOL DISTRICT!!! Welcome to The Ponds at Montgomery! This 4 Bedroom, 2.5 Bathroom Colonial style home nestled in the Town of Montgomery. This home is only a short drive to high-end restaurants & local eateries, boutique shopping centers, corporate banking services, premier golf courses, close to all schools, parks & hiking trails, professional gym & training

    Richard Baxter Keller Williams Realty

    34 Peale Place, Montgomery, NY 12549
  • /2

    $849,999

    • 3 Beds
    • 2.5 Baths
    • 2,723 Sq Ft

    49 Peale Place, Montgomery, NY 12549

    NEW CONSTRUCTION!!! VALLEY CENTRAL SCHOOL DISTRICT!! Welcome to The Ponds at Montgomery, an exquisite new community in the charming Town of Montgomery. This stunning 4-bedroom, 2.5-bathroom ranch-style home offers modern elegance and comfort in an unbeatable location. Ideally situated just minutes from fine dining, boutique shopping, corporate banking services, and premier golf courses, this home

    Richard Baxter Keller Williams Realty

    49 Peale Place, Montgomery, NY 12549
  • /2

    $799,000 Coming Soon

    • 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

Frequently Asked Questions Why Live in Montgomery

What is the average home price in Montgomery, NY?
Homes for sale in Montgomery, NY have an average home price of $585,836.
How many homes have sold over the last 12 months in Montgomery, NY?
83 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 $529,900. If you put a 20% down payment of $106,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $2,740 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $117K 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
$512,000
Median Single Family Sale Price
$527,500
Median Townhouse Sale Price
$335,000
Median 2 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$264
Number of Homes for Sale
32
Last 12 months Home Sales
83
Months of Supply
4.60
Median List Price
$529,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
14%
How to Buy a Home How to Finance a Home How to Sell a Home