Montgomery, NY Homes for Sale

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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

  

  Jennifer Loprieno

  Howard Hanna Rand Realty

  (845) 523-6940

  87 Hill Ave, Montgomery, NY 12549
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  /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

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 524-9699

  22 W Corbett Rd, Montgomery, NY 12549
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  /49

  $575,000

  • 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
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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

  Elizabeth Zambuto Stepping Stone Realty

  7 Didio Ln, Montgomery, NY 12549
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  /44

  $675,000

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

  61 W Corbett Rd, Montgomery, NY 12549

  Welcome to 61 W Corbett Road, Montgomery, NY – A Private Hilltop Retreat nestled on just shy of 2 acres on a quiet road, this beautifully maintained home offers total privacy, mature perennial gardens, and an ideal layout for entertaining. From the moment you arrive, you’ll be captivated by the natural beauty and tranquility that surround the property. Step inside to an inviting open floor plan

  John Ruggieri BHHS Hudson Valley Properties

  61 W Corbett Rd, Montgomery, NY 12549
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  /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
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  /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
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  /46

  $775,000

  • 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 custom moldings, a gourmet kitchen complete with granite countertops,

  Jennifer Brighton RE/MAX Benchmark Realty Group

  1572 State Route 52, Montgomery, NY 12586
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  /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
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  /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
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  /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
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  /50

  $600,000 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

  Margaret Williams Century 21 E & M Williams Rlty

  64 Union St, Montgomery, NY 12549
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  /47

  $499,900

  • 4 Beds
  • 1.5 Baths
  • 1,644 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,

  Maureen Cronin Cronin & Company Real Estate

  200 Cardinal Dr, Montgomery, NY 12549
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  /22

  $315,000

  • 2 Beds
  • 1.5 Baths
  • 1,353 Sq Ft

  13 Summer Set Dr Unit O13, Montgomery, NY 12549

  Welcome to this charming 2-Bed, 1.5-Bath Townhouse in the highly sought-after Spring Meadow complex in the Historic Village of Montgomery , offering 1,353 sq ft of comfortable living space in a prime walkable location. Just steps from the village’s shops, restaurants, and parks, this home combines convenience, space, and low-maintenance living. Enjoy a private end-unit location with extra windows

  Gina De Cerbo RE/MAX Benchmark Realty Group

  13 Summer Set Dr Unit O13, Montgomery, NY 12549
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  /44

  $499,000

  • 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
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  /46

  $475,000

  • 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
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  /31

  $459,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,362 Sq Ft

  904 W Kaisertown Rd, Montgomery, NY 12549

  Welcome to 904 West Kaisertown Road, a well-maintained 3-bedroom, 2.5-bath colonial set on 2.1 private, wooded acres in Montgomery. This home offers a bright, comfortable layout with thoughtful updates throughout. The main level features hardwood floors, abundant natural light, and a pellet stove in the living room that provides whole-house heating. Upstairs, all bedrooms are well-sized and

  Robert Mahling Howard Hanna Rand Realty

  904 W Kaisertown Rd, Montgomery, NY 12549
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  /25

  $485,000

  • 3 Beds
  • 2 Baths
  • 2,313 Sq Ft

  264 Wilson St, Montgomery, NY 12549

  Spacious and inviting, this raised ranch home offers over 2,300 square feet of living space in the highly sought-after Village of Montgomery. Featuring 3 bedrooms and 2 full baths, the home blends comfort and character with a cathedral and beamed ceiling that enhances the light-filled eat-in kitchen. Just off the kitchen, a versatile den or office space provides a perfect work-from-home setup and

  Patricia Sassi RE/MAX Benchmark Realty Group

  264 Wilson St, Montgomery, NY 12549
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  /49

  $289,000

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  58 Union St, Montgomery, NY 12549

  **Charming Turn-of-the-Century Gem in the Heart of the Village**PRICED TO SELL!!Step into a world where old-world charm meets modern comfort in this breathtaking turn-of-the-century house, nestled right in the vibrant heart of the Village. This enchanting residence invites you to experience a lifestyle steeped in history, enveloped by the beauty of a lovingly landscaped

  Lisa Wade-Sebring Hudson Valley Home Connection

  58 Union St, Montgomery, NY 12549
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  /31

  $320,000

  • 4 Beds
  • 2 Baths
  • 1,612 Sq Ft

  1973 State Route 17k, Montgomery, NY 12549

  Storybook charmer brimming with potential!! Solid 1940s Cape Cod, set on a generous 1.4 acre lot, offers original hardwoods, a timeless stone facade and room to dream—whether you envision a cozy homestead or a modern refresh. Features include an eat-in kitchen, a cozy living room with stone fireplace and built-in cabinet, a large entryway, two bedrooms and full bath on first floor. Second

  Patricia Tompkins Weichert Realtors

  1973 State Route 17k, Montgomery, NY 12549
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  /22

  $424,999

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

  181 Collabar Rd, Montgomery, NY 12549

  Homes like this don't last long!Get ready to fall in love with this 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 inviting layout, open and bright one-level

  Alexander Panet Real Broker NY LLC

  181 Collabar Rd, Montgomery, NY 12549
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  /47

  $534,999 Open Sat 11AM - 12:30PM

  • 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, 3-bath home offers 3,054 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
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  /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
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  /19

  $420,000

  • 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
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  /50

  $924,999

  • 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
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  /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
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  /41

  $425,000

  • 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
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  /12

  $174,999

  • Land
  • 2.76 Acres
  • $63,405 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
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  /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
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  /49

  $895,000

  • 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
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  /40

  $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
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  /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
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  /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
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  /26

  $724,000

  • 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
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  /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
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  /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
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  /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
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  /2

  $595,000

  • Land
  • 23 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
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  /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
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  /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

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