Orange, NY Homes

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  $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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  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
• 

  $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
• 

  Est $699,026 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,549 Sq Ft

  382 Bailey Rd, Montgomery, NY 12549

  382 Bailey Rd, Montgomery, NY 12549
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  $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

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 478-8428

  303 Chandler Ln, Montgomery, NY 12549
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  /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
• 

  $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
• 

  Est $823,399 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,789 Sq Ft

  47 Parsonage Farm Ln, Montgomery, NY 12549

  47 Parsonage Farm Ln, 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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  Paltz River Apartments

  1 Bed

  1006 Mill Place, Montgomery, NY 12549

  1006 Mill Place, Montgomery, NY 12549
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  $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
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  Not Listed For Sale

  • 8 Beds
  • 5 Baths
  • 5,137 Sq Ft

  350 Hill Ave, Montgomery, NY 12549

  350 Hill Ave, Montgomery, NY 12549
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  /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

  

  Thomas Lawrenson

  Howard Hanna Rand Realty

  (845) 493-3194

  1085 County Route 17, Montgomery, NY 12549
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  /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
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  $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
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  Est $780,095 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,627 Sq Ft

  31 Lauren Ln, Montgomery, NY 12549

  31 Lauren Ln, Montgomery, NY 12549
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  $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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  $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
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  $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
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  Est $624,220 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,832 Sq Ft

  28 Eager Rd, Montgomery, NY 12549

  28 Eager Rd, Montgomery, NY 12549
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  /46

  $799,000

  • 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 gleaming, just refinished hardwood floors, custom moldings, and a gourmet

  Jennifer Brighton RE/MAX Benchmark Realty Group

  1572 State Route 52, Montgomery, NY 12586
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  $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
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  Est $477,000 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,908 Sq Ft

  1047 County Route 17, Montgomery, NY 12549

  1047 County Route 17, Montgomery, NY 12549
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  /35

  $799,999 Open Sat 12PM - 1PM

  • 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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  $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
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  Est $609,342 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,034 Sq Ft

  182 W Searsville Rd, Montgomery, NY 12549

  182 W Searsville Rd, 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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  $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
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  Est $681,199 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,885 Sq Ft

  199 W Searsville Rd, Montgomery, NY 12549

  199 W Searsville Rd, Montgomery, NY 12549
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  /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

  Guy Cusumano Howard Hanna Rand Realty

  6 Purple Heart Way, Montgomery, NY 12549
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  $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
• 

  Est $734,194 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,178 Sq Ft

  177 W Searsville Rd, Montgomery, NY 12549

  177 W Searsville Rd, Montgomery, NY 12549
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  /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
• 

  $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
• 

  Est $787,163 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,863 Sq Ft

  47 Bookstaver Ln, Montgomery, NY 12549

  47 Bookstaver Ln, 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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  $510,000 Sold Jun 24, 2025

  • 2,562 Sq Ft
  • $199/SF
  • 124 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  13 Little Collabar Rd, Montgomery, NY 12549

  Step into this beautifully maintained 3-bedroom, 1.5-bathroom ranch home, offering the perfect balance of comfort, style, and convenience. Situated in a desirable location just minutes from highways, shops, restaurants, and the charming Village of Montgomery, this home presents a rare opportunity for all those seeking the ease of one-level living. The spacious living room, filled with natural

  Juan Bautista Keller Williams Realty

  13 Little Collabar Rd, Montgomery, NY 12549
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  Est $792,564 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,101 Sq Ft

  66 Bookstaver Ln, Montgomery, NY 12549

  66 Bookstaver Ln, Montgomery, NY 12549
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  /50

  $924,999 Open Sat 10AM - 11AM

  • 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
• 

  $875,000 Sold Jun 24, 2025

  • 2,120 Sq Ft
  • $413/SF
  • 19 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1885

  24 Bridge St, Montgomery, NY 12549

  Step into timeless elegance in Montgomery’s Historic District. This beautifully renovated 1885 home seamlessly blends historic charm with modern convenience. Fully updated in 2015 with numerous enhancements since, this home showcases rich mahogany and white pine wood floors, custom-built bookcases, and elegant window treatments. The dining room and library feature striking coffered ceilings,

  John Ruggieri BHHS Hudson Valley Properties

  24 Bridge St, Montgomery, NY 12549

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