Montgomery NY Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
880
Status:
NEW LISTING
MLS#:
979477
Type:
Single Family
Lot size:
0.1 Acres
Year built:
1912
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-562-0050
View additional info

ADDITIONAL INFORMATION

Welcome to 307 Tower Avenue in Maybrook, NY — a wonderful opportunity to own a comfortable home in a convenient Hudson Valley location. This property offers a practical layout with inviting living spaces, good natural light, and plenty of potential for the next owner to make it their own. Inside, you’ll find a functional floor plan with room for everyday living, dining, and entertaining. The kitchen offers usable workspace and storage, while the bedrooms provide flexibility for family, guests, a home office, or additional personal space. Outside, the property offers outdoor space to enjoy, whether for relaxing, gardening, pets, or gatherings. Located in the Village of Maybrook, this home is close to local shops, restaurants, parks, schools, and major commuter routes including I-84, Route 208, and nearby access to the NYS Thruway, making it a convenient option for commuters and those looking to enjoy the Hudson Valley lifestyle. With its location, layout, and potential, 307 Tower Avenue is a great opportunity for buyers looking for a home they can personalize over time. Schedule your showing today and see the possibilities this Maybrook property has to offer.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,614
Status:
NEW LISTING
MLS#:
1000901
Type:
Single Family
Lot size:
1.2 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Absolute Real Estate of NY Inc 845-294-1220
View additional info

ADDITIONAL INFORMATION

Exceptional opportunity in the Town of Montgomery! Welcome to 77 Maidstone Drive, Walden, NY—a meticulously updated legal 2-family currently configured as a spacious single-family home, offering flexibility for multi-generational living, income potential, or future conversion. Tucked away on a peaceful cul-de-sac, this property offers privacy, curb appeal, and a truly extraordinary setting. The grounds are a standout feature, showcasing beautifully curated gardens, specimen trees, professional landscaping, and timeless stone walls and hardscape, all thoughtfully designed to enhance the natural surroundings and create a rich, estate-like presence. A circular driveway completes the approach, setting the tone for what awaits. Enjoy the quiet rhythm of cul-de-sac living—perfect for daily strolls, walking the dog, or cycling along your peaceful street. Pride of ownership is evident throughout with major upgrades including newer roof (2016), vinyl siding (2015), and a fully owned solar energy system for long-term efficiency and savings. The home features a thoughtfully designed layout with a newer 1-bedroom living space on the main level and a 2-bedroom configuration below—ideal for extended family, guests, or potential rental use. Interior spaces are in pristine condition with updated kitchens, renovated baths, custom finishes, and abundant natural light. The newly renovated kitchen is a true centerpiece, featuring a gorgeous design with a chef’s oven and gas cooktop—while both kitchens are equipped with gas cooktops, a rare and highly desirable feature for the true chef. The current owners have thoughtfully completed extensive upgrades throughout, creating a truly turnkey, move-in-ready home where there is nothing to do but unpack and enjoy. Outdoor living is where this home truly shines. Enjoy your morning coffee or evening unwind from the back porch with stunning mountain views creating a serene and scenic backdrop. A beautifully constructed three-season room, upper and lower decks, and thoughtfully designed outdoor living spaces make this property perfect for entertaining or quiet retreat. Adding even more value and versatility are two impressive outbuildings, including a substantial 16x22 metal shed and an additional 10x14 wood shed, offering exceptional storage, workshop, hobby, studio, or contractor space—an incredible bonus rarely found in properties of this caliber. Perfectly positioned to experience the best of the Hudson Valley lifestyle, you’re just minutes to Angry Orchard Cider House, scenic hiking and biking trails, and world-renowned destinations including Minnewaska State Park Preserve and the vibrant New Paltz area. Enjoy nearby wineries, orchards, breweries, and farm-to-table dining that make this region one of the most sought-after escapes from NYC. Extensive improvements including Anderson windows, updated systems, and major infrastructure upgrades provide peace of mind for years to come. Whether you're searching for a move-in-ready home with room to grow, a weekend retreat, or a smart investment opportunity, this property offers unmatched versatility, condition, and location.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,982
Status:
NEW LISTING
MLS#:
1000604
Type:
Single Family
Lot size:
1.2 Acres
Year built:
2017
A broker reciprocity listing Courtesy: Richmont Realty 516-829-0911
View additional info

ADDITIONAL INFORMATION

Welcome to 55 Noelle Drive, a stunning custom Colonial located in the desirable Twin Island Meadows community in Walden. Built in 2017 and situated on over an acre of scenic property, this spacious 4-bedroom, 3.5-bath home offers nearly 3,000 square feet of thoughtfully designed living space. Step inside to find hardwood floors, granite countertops, an open and inviting layout, and generously sized rooms filled with natural light. The home features a beautifully appointed kitchen, formal dining area, spacious living areas, and a luxurious primary suite with spa-like bath and walk-in closets. Designed with comfort and efficiency in mind, this home includes central air, energy-efficient systems, and a 2-car attached garage. Enjoy peaceful surroundings while still being conveniently located near shopping, restaurants, golf courses, the Wallkill River, and major commuter routes including I-84 and I-87. A rare opportunity to own a newer construction home in one of the area's most sought-after neighborhoods.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,400
Status:
NEW LISTING
MLS#:
1000470
Type:
Single Family
Lot size:
0.05 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Imagine Properties NY 845-398-1717
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ADDITIONAL INFORMATION

This townhome is in a great location with 3 bedrooms 1.5 baths. Close to town. Property needs work, sold as is. This is a short sale and requires 3rd party approval.

Beds:
3
Baths:
2.00
Sq.Ft.:
712
Status:
NEW LISTING
MLS#:
980693
Type:
Single Family
Lot size:
0.17 Acres
Year built:
1945
A broker reciprocity listing Courtesy: Keller Williams Hudson Valley 845-610-6065
View additional info

ADDITIONAL INFORMATION

Nestled along the water’s edge, this lakefront opportunity at 15 Well Rd offers incredible potential in the sought-after Valley Central School District. Set on a peaceful stretch of shoreline, this 3-bedroom, 2-bath ranch is ready for its next chapter. Currently designated as a seasonal property, this home presents the opportunity for conversion to full-time residential use, making it an ideal option for those looking to create a year-round retreat or investment. Inside, the home features a functional single-level layout with scenic lake views just waiting to be brought back to life. The property offers a blank canvas for renovation and customization. Whether you're envisioning a weekend getaway, a long-term investment, or a full-time lakeside residence, the location and setting makes this a standout opportunity. Bring your vision and restore this hidden gem to its full potential!

Beds:
6
Baths:
3.00
Sq.Ft.:
3,290
Status:
NEW LISTING
MLS#:
999911
Type:
Single Family
Lot size:
48.9 Acres
Year built:
1910
A broker reciprocity listing Courtesy: Payne Team LLC 845-649-1720
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ADDITIONAL INFORMATION

Set on 48.9 picturesque acres, this versatile two-family property offers endless possibilities for homeowners, investors, or those seeking a private country retreat. Featuring a total of 6 bedrooms and 3 bathrooms, the home provides ample living space with one side currently rented on a month-to-month basis, with tenants willing to stay, offering immediate rental income potential. The property also includes three barns, one of which features a two-car garage with a finished upper-level room perfect for a studio, office, workshop, guest space, or recreational use. The expansive acreage is classified as field and seed, making it ideal for farming, livestock, outdoor recreation, or simply enjoying the open landscape and privacy. One side of the property borders Christ Brothers Orchards, while the other borders a horse farm, adding to the scenic and peaceful country setting. Conveniently located just minutes from shopping, schools, major highways, casinos, and local farmers markets, this property offers the perfect balance of peaceful country living with easy access to everyday amenities and entertainment. Whether you are looking for a multi-generational living opportunity, income-producing property, or a serene rural escape with room to grow, this unique offering combines space, functionality, and country charm.

Beds:
2
Baths:
1.00
Sq.Ft.:
606
Status:
NEW LISTING
MLS#:
999728
Type:
Single Family
Lot size:
0.69 Acres
Year built:
1949
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
View additional info

ADDITIONAL INFORMATION

Newly updated 2 bed 1 bath charming ranch home on over half an acre of property in Town of Montgomery, Valley Central School district. Freshly painted, open concept living, dining and kitchen with granite countertops, new refaced wood cabinetry that can be stained to your liking, stainless steel appliances, two bedrooms, updated bathroom, two bedrooms, a deck overlooking an oversized level backyard. New hot water heater, new washer and dryer, updated electrical panel, new gas lines. One level living! Close to restaurants, shops roadways. Great opportunity for first time home owners, those looking to downsize or looking to invest. Schedule a showing today! This won't last!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,184
Status:
NEW LISTING
MLS#:
996157
Type:
Single Family
Lot size:
2 Acres
Year built:
1979
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 838-877-8283
View additional info

ADDITIONAL INFORMATION

Tucked away on two peaceful acres, this cedar-sided A-frame retreat has all the elements people dream about when imagining life in the Hudson Valley. Soaring windows frame the surrounding landscape and fill the home with natural light, while a dramatic stone fireplace anchors the living space and creates the perfect cozy atmosphere for every season. Rustic textures, warm wood tones, and thoughtful updates throughout give the home an easy, relaxed feel that blends beautifully with its natural surroundings. With four bedrooms and three bathrooms, there’s plenty of space for family and guests. A first-floor primary suite and two separate living areas make it easy to spread out and enjoy the home comfortably, whether for full-time living or weekend escapes. Recent improvements, including a newer roof, help make ownership feel easy, while the attached two-car garage adds convenience year-round. Outside, the setting feels like a private retreat with a screened-in porch, mature trees, stone walls, and an in-ground pool ready for summer enjoyment. Located near Montgomery, you’re close to local favorites like City Winery Hudson Valley, Wildflower Farms, farm stands, orchards, breweries, and wineries throughout the region. Outdoor enthusiasts will appreciate nearby hiking and biking at Minnewaska State Park Preserve and the Wallkill Valley Rail Trail. All just 60 miles north of the George Washington Bridge.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,888
Status:
NEW LISTING
MLS#:
994233
Type:
Single Family
Lot size:
1.9 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-928-9691
View additional info

ADDITIONAL INFORMATION

Country roads will take you home to enjoy a peaceful setting with views of paddocks and pastures, but don’t be fooled - this sweet ranch is centrally located between the village of Montgomery and Pine Bush! Set back off the road on 1.9 peaceful and private acres, this lovingly maintained home offers quality craftsmanship as the benchmark along with numerous thoughtful updates throughout. Immaculate interior boasts much more space than expected and rustic accents like a Dutch entry door, hand-hewn wood beams and a real stone fireplace (with new liner) add charm and character to the easy one-level layout. Hardwood floors run throughout the sprawling floor plan and formal spaces offer flexibility to suit your needs. The recently renovated kitchen features shaker-style wood cabinetry, stainless steel appliances including a gas stove, a prep island and dining peninsula. Privately situated on one end of the home, the primary suite offers a renovated full bath and dual walk-in closets. Two additional spacious bedrooms and a second updated bathroom complete the main level. Convenience meets functionality with main-floor laundry and a full walk out basement offering abundant storage or potential for additional finished space. Relax and take in the tranquil setting from the enclosed sun porch, which leads to the deck and bluestone patio, or unwind on the charming farmhouse-style rocking chair porch. The recently resurfaced driveway leads off the road and the two-car garage is an added bonus. Located in the Pine Bush School District and just minutes to quaint Main Streets filled with shopping, restaurants, parks, festivals and so much more!

Open House:

Thursday, 5/21 4:00-6:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
960
Status:
Active
MLS#:
998357
Type:
Single Family
Lot size:
0.39 Acres
Year built:
1957
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

Located in Walden within the Valley Central School District, this 2-bedroom, 1.5-bath ranch offers 960 square feet of single-level living on a 0.385-acre lot and presents a clear opportunity for buyers looking to renovate, invest, or create value through updates. Buyers searching for a fixer-upper in Orange County, investment property under $200K, or a starter home with renovation potential will immediately recognize the upside here. The home features a functional ranch layout, hardwood flooring in the main living area, a practical kitchen footprint, additional flex space that can be used as an office, den, or guest room, and an enclosed porch that adds usable bonus space. While the property would benefit from cosmetic improvements and modernization, the existing layout provides a workable foundation for a renovation project, whether the goal is owner-occupancy, resale, or long-term rental income. The fenced backyard and generous 0.385-acre lot add to the property’s appeal, offering usable outdoor space and flexibility for future enhancements. Conveniently located near shopping, parks, schools, and commuter routes, this property is well-positioned for buyers seeking an affordable entry point into the Orange County market with room to add value. Sold as-is.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,732
Status:
Active
MLS#:
997028
Type:
Single Family
Lot size:
0.13 Acres
Year built:
1920
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

This beautiful colonial is waiting for your personal touches and priced to sell. Three story home with lots of space.Beautiful front porch perfect for relaxing. Ample parking with a new deck off the back made perfect for entertaining. Endless potential to make your own. Don't miss the opportunity to turn this house into your dream home!

Beds:
3
Baths:
3.00
Sq.Ft.:
3,400
Status:
Active
MLS#:
977565
Type:
Single Family
Subdivision:
Winding Oaks Subdivision
Lot size:
2.2 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 845-473-9770
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ADDITIONAL INFORMATION

Thoughtfully designed, expertly built, and meticulously maintained, this 2003 Stunning Colonial by Hillside Homes is set on a private 2.2 acre wooded lot on a cul-de-sac in the Winding Oaks Subdivision. With 3400 square feet of modern luxury, this home features a large primary ensuite, two additional bedrooms, a study/den, an upstairs laundry room, and 2.5 bathrooms. The kitchen was fully remodeled in 2022 with modern cabinetry, quartz counter tops and a dual gas top with electric range. Nine-foot ceilings on the main level accentuate a magnificent fireplace in the family room and large upgraded windows, while oak flooring, arched doorways and pocket doors for privacy add elegance throughout the home. A spacious two-car garage includes a modern EV charger, and the side entrance to the home opens to a great built-in mudroom bench and closet for convenience. Downstairs, a walk-out basement offers a splendid recreation room with built-in bookshelves, a spacious office, and a large storage and utility room. The beautifully landscaped property features a well-maintained pool and a large stamped concrete patio making this home great for entertaining. It also features a 12 x 16 custom built shed and a practical fenced-in vegetable garden. Close to schools and shopping, this elegant home perfectly blends privacy, comfort and convenience, ideal for embracing the peaceful Hudson Valley Lifestyle.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,788
Status:
Active
MLS#:
997360
Type:
Single Family
Lot size:
0.32 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
View additional info

ADDITIONAL INFORMATION

Gorgeous raised ranch featuring 3 bedrooms and 3 baths, ideally situated in the historic Village of Montgomery. This beautifully maintained home offers a bright, open layout filled with natural sunlight and gleaming hardwood floors throughout the main level. The stunning kitchen features granite countertops, stainless steel appliances, and flows seamlessly into the spacious living and dining areas. Sliding glass doors leads to the outdoor deck, creating the perfect space for entertaining or relaxing outdoors. The main level also includes a spacious primary bedroom with a private bath, two additional bedrooms, and a full hall bath. Downstairs, the fully finished lower level offers a large recreation room, bonus room, full bath, and a convenient laundry/mud room, providing additional living space and flexibility. Enjoy the charm and convenience of nearby local eateries, restaurants, shops, and everyday amenities, while outdoor enthusiasts will love being just a few minutes from Winding Hills Park, featuring scenic hiking trails, boating, playgrounds, and year-round recreation.

Open House:

Saturday, 5/23 12:00-2:00PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
2,681
Status:
Active
MLS#:
997409
Type:
Single Family
Subdivision:
Francis Harrison Court
Lot size:
1.01 Acres
Year built:
2022
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
View additional info

ADDITIONAL INFORMATION

Set on a quiet cul-de-sac in the Valley Central School District, this newly constructed home offers just under 2,700 sq ft of thoughtfully designed living space on a full acre in one of Montgomery’s most desirable residential settings. Hardwood flooring flows throughout the home, complemented by expansive windows that fill the interior with natural light. The main level features a formal dining area, spacious family room, half bath, and a beautifully appointed kitchen with quartz countertops, recessed lighting, and abundant cabinetry for storage. A separate living room anchored by a sleek linear electric wall-mounted fireplace offers direct access to the private deck, while an additional flexible room is ideal for a home office, sitting room, or guest accommodations. The upper level showcases a spacious primary suite with oversized windows, a walk-in closet, soaking tub, double vanity, separate water closet, and tiled walk-in shower, while three additional bedrooms offer generous proportions and versatility throughout. The walk-out basement provides substantial storage space along with a two-car garage featuring epoxy flooring and quiet electric garage door openers. Conveniently located near local restaurants, boutique shopping, wineries, farm markets, parks, City Winery Hudson Valley, Angry Orchard, and the Orange County Arboretum, the property also offers easy access to I-84, Route 17/I-86, Stewart International Airport, and Metro-North connections, making it an appealing option for commuters seeking modern Hudson Valley living approximately 70 minutes from New York City.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,096
Status:
Active
MLS#:
994511
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1951
A broker reciprocity listing Courtesy: Keller Williams Hudson Valley 845-610-6065
View additional info

ADDITIONAL INFORMATION

Looking for a quiet home in Montgomery with space to relax and grow? This 3-bedroom, 3-bath home at 68 Weaver Street offers a comfortable layout, thoughtful updates throughout, and a peaceful neighborhood feel—all within the Valley Central School District. This home comes with valuable upgrades including a renovated kitchen, updated roof, and finished basement, giving you peace of mind and move-in-ready convenience. The kitchen is designed for everyday cooking and gathering, while the upgraded roof and basement add long-term durability and flexible living space. Built for everyday living, this 3068 sq ft home sits on a oversized village lot, offering plenty of room for outdoor entertaining, gardening, or simply enjoying fresh air. Natural light fills the home during the day, and the layout creates a calm, comfortable flow for daily life. A whole house standby generator upgrade adds an extra layer of reliability, keeping essential systems powered during unexpected outages. Located in Orange County, you’ll enjoy easy access to local shops, dining, and commuter routes while still embracing a small-town lifestyle. Whether you're starting out or looking to settle down, this home blends comfort, updates, and convenience in one inviting package.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,292
Status:
Active
MLS#:
993319
Type:
Single Family
Lot size:
0.93 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Hudson Valley Home Connection 914-213-4259
View additional info

ADDITIONAL INFORMATION

Not your typical raised ranch, this spacious brick home offers a rare combination of size, flexibility, and functionality set on a beautiful country lot. With expansive living areas on both levels, the layout lends itself to a variety of living arrangements, including extended household needs, guest space, or work-from-home flexibility. Step inside to find striking marble flooring, hardwoods, and generously sized rooms filled with natural light. The main kitchen features granite countertops, custom cabinetry, and direct access to a rear deck overlooking peaceful mountain views, perfect for morning coffee or unwinding at the end of the day. The lower level offers additional finished space with endless potential for recreation, office setup, or separate living quarters. A major standout feature is the oversized detached garage/workshop, ideal for car enthusiasts, contractors, or anyone in need of serious workspace and storage. Properties offering this level of utility and space are few and far between. Set in a quiet setting while still convenient to major routes, shopping, and local amenities, this is a unique opportunity to own a home that truly offers more than the average property.

Beds:
4
Baths:
1.00
Sq.Ft.:
1,886
Status:
Active
MLS#:
2602399
Type:
Single Family
Lot size:
0.28 Acres
Year built:
1987
A broker reciprocity listing Courtesy: DiTommaso Real Estate 718-667-8000
View additional info

ADDITIONAL INFORMATION

If you're tired of the noise and congestion of the city, pack your bags and move into this 4 bedroom 3 bath raised ranch with heated Sunroom, Deck, Swimming Pool and Patio. Located in serene and picturesque upstate New York only 1 hour and 40 minutes away from NYC. It's like being on vacation year round. It's heated with Natural Gas and has Public Sewer and water. Close to stores and dining.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,104
Status:
Active
MLS#:
992729
Type:
Single Family
Lot size:
3.4 Acres
Year built:
1989
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group 845-565-0004
View additional info

ADDITIONAL INFORMATION

Set on 3.4 acres in Montgomery within a highly sought after neighborhood! This spacious rambler offers comfort, versatility, and room to grow. A welcoming covered front porch and expansive rear porch create ideal spaces for relaxing or entertaining. Inside, the generously sized kitchen features abundant cabinetry and a central island, perfect for gathering and everyday living. All bedrooms are conveniently located on the main level, providing easy and accessible living. Two basement spaces offer exceptional flexibility for storage, recreation, or perhaps future finished space. Please note that the laundry area is located downstairs in the basement. The property extends beyond the backyard treeline, forming a large rectangular lot with plenty of open space to enjoy. Solar panels are not yet owned and monthly payment is $215.73 monthly, the contract is eligible to be transferred to the next owners. Don’t miss the opportunity to experience this unique property—schedule your private tour today.

Open House:

Saturday, 5/23 10:00-12:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
2,464
Status:
Active
MLS#:
990327
Type:
Single Family
Lot size:
0.39 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
View additional info

ADDITIONAL INFORMATION

LOCATION IS KEY!!! VALLEY CENTRAL SCHOOLS! Check out this 3-bedroom, 2-full-bathroom property nestled in the Valley Central School District. From the moment you arrive, you'll be captivated by the expansive covered front porch, the decorative stone paver walkway, and a generous driveway that offers ample parking space. Step through the elegant double front doors with decorative glass inserts into a bright, flowing layout highlighted by beautiful architectural archways. The eat-in kitchen features rich, dark wood cabinetry, stainless steel appliances—including a French-door refrigerator—and tile flooring that transitions seamlessly into the spacious dining area. Entertain or unwind in the distinct living room, which boasts unique, intricately patterned tile flooring and a striking floor-to-ceiling stone fireplace complete with a cozy wood-burning stove insert. The comfortable bedrooms are outfitted with easy-care wood-look flooring and ceiling fans, while pull-down attic stairs offer convenient access to extra storage, and a full, partially finished basement offers versatile bonus space to suit your needs. Ideally located just a short drive from the Village of Walden, you'll enjoy quick access to local eateries, shopping centers, and vibrant Village parks. Outdoor enthusiasts will love being near the scenic Walden/Wallkill Rail Trail, while commuters will appreciate the highly convenient location just a 15-minute drive to most major highways, including Interstate 84.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,918
Status:
Active
MLS#:
982521
Type:
Single Family
Lot size:
5.6 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Century 21 E & M Williams Rlty 845-778-3543
View additional info

ADDITIONAL INFORMATION

Private Country Retreat: Original Owner Colonial on 5.6 Acres. Escape to the peace and quiet of this meticulously maintained 3-bedroom, 2.5-bath Colonial, offered for the very first time by its original owner. Tucked away on a quiet country road, this home sits on 5.6 acres of absolute privacy and plenty of room for horses. A serene sanctuary just for you. The interior flows beautifully from the formal dining room to the light-filled living room. For cozy evenings, head into the family room, which features a classic fireplace. The kitchen is ready for the home chef, updated with brand-new quartz counter tops and flooring that is only about five years old. The spacious master bedroom is a true getaway, featuring a new split heat/AC system for personalized comfort, a dedicated dressing room, and double closets. The ensuite bath is a showstopper with a walk-in shower. Two additional large bedrooms ensure plenty of space for family or guests. Summer Ready: A fully fenced-in yard features a sparkling in-ground pool, perfect for entertaining or quiet afternoons in the sun. Storage & Space: Includes a detached 2-car garage and plenty of room to roam on your sprawling acreage. For the golf enthusiast, this home is next to the Osiris Country Golf course. For the nature lover and adventurer, you're only minutes away from the breathtaking beauty of Minnewaska State Park, the scenic trails of Mohonk Mountain, local wineries, and seasonal apple orchards.

Open House:

Saturday, 5/23 1:00-3:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,644
Status:
Active
MLS#:
991353
Type:
Single Family
Lot size:
0.42 Acres
Year built:
1942
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

Fully furnished! Welcome to this beautifully updated home in the heart of Montgomery, New York, where comfort, style, and everyday convenience come together. Currently set up for SHORT TERM RENTAL investment, but perfect for buyers looking for a quiet neighborhood to settle into. Upstairs, an ADDITIONAL BONUS ROOM with an ensuite half bath offers endless possibilities as a 3rd bedroom, playroom, media room, home office, or extra storage. Set on a beautifully maintained property in the desirable VALLEY CENTRAL SCHOOL DISTRICT, this move-in ready home offers the perfect opportunity for those looking to settle into one of the Hudson Valley’s most sought-after communities. Step inside to find brand-new hardwood flooring and thoughtfully updated finishes throughout, creating a warm and inviting atmosphere from the moment you enter. The spacious kitchen serves as the centerpiece of the home, featuring quartz countertops, updated cabinetry, and stainless steel appliances—perfect for holiday gatherings, and entertaining. The main-level primary bedroom offers easy living and privacy, while additional bedrooms provide flexible space for guests, or a home office. Beautifully updated bathrooms feature quartz countertops and modern finishes, blending both style and functionality. A standout feature of the home is the dedicated WELLNESS SPACE, complete with a soaking tub and private sauna—your own peaceful retreat to unwind and recharge. Outside, enjoy a professionally landscaped yard and patio ideal for summer barbecues, outdoor play, or relaxing evenings at home. The stucco exterior and newer roof (approximately 3 years old) add lasting value and curb appeal. Located just minutes from Montgomery’s charming village center, local shops, restaurants, parks, and schools, with easy access to major commuter routes, this home offers the perfect balance of small-town charm and everyday convenience. If you’ve been looking for a home that offers updated living, flexible space, and room to grow in a prime Hudson Valley location, this is one you won’t want to miss.

Beds:
2
Baths:
1.00
Sq.Ft.:
928
Status:
Active
MLS#:
988282
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Curasi Realty, Inc. 845-457-9174
View additional info

ADDITIONAL INFORMATION

Enjoy peaceful living in this charming, newly updated private ranch set on over one acre of beautiful property. This inviting home offers the perfect blend of comfort and convenience, featuring a beautifully renovated kitchen and bathroom with modern finishes throughout. A new roof adds additional value and peace of mind. Imagine having a golf course right in your backyard! This property adjoins Scotts Corner Golf Course, offering scenic views and a relaxing setting. Ideally located just minutes from shopping, dining, Interstate 84, Route 17, the New York State Thruway, and the Beacon train line, commuting is both easy and convenient. Whether you are searching for a quiet weekend retreat or a full time residence, this is a fantastic opportunity to own in desirable Montgomery, New York at an attractive price point.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,762
Status:
Active
MLS#:
987315
Type:
Single Family
Lot size:
0.05 Acres
Year built:
1870
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
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ADDITIONAL INFORMATION

Welcome to 104 Oak St. A charming 3 Bedroom 1 Bath home situated in the heart of the Village of Walden, giving an outstanding blend of comfort and convenience. This home is an excellent house to call home or as an investment venture, boasting granite countertops, gleaming hardwood floors and bright airy rooms. Recent updates include new rear deck and stairs, new baseboard heat and water heater, updated electric, walking distance to shopping, parks and eateries. Don’t miss your chance—schedule a showing today!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,600
Status:
Active
MLS#:
980023
Type:
Single Family
Lot size:
3.4 Acres
Year built:
1989
A broker reciprocity listing Courtesy: Cronin & Company Real Estate 845-744-6275
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ADDITIONAL INFORMATION

Peaceful Country Living on 3.4 Acres Tucked away at the end of a quiet road, this charming 3-bedroom, 3-bath ranch offers comfort, privacy, and plenty of space to enjoy the outdoors. Relax on the wraparound deck or gather around the firepit as the evening cools down. Inside, the living room impresses with vaulted, beamed ceilings and abundant natural light from a large bay window and picture window. The modern kitchen features an eat-at counter, and all three bathrooms have been tastefully updated. Generously sized bedrooms and beautiful hardwood flooring throughout the main level create an inviting, cohesive flow. Ample closet space provides excellent storage. Furnishings are negotiable, and the seller will consider including them with the sale. 4 Stand-alone A/C floor units also included with the sale. The total sq footage includes 800 sq ft partially finished basement with walkout slider door to the back yard. The home sits on 1.4 acres, and the adjoining lot is 2 acres. SBL 21-1-26.13. Engineering work completed in the past that would need to get updated and needs new approvals. Discover a serene retreat that combines comfort, style, and opportunity—all just waiting for its next chapter.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,734
Status:
Active
MLS#:
984326
Type:
Single Family
Lot size:
0.91 Acres
Year built:
1960
A broker reciprocity listing Courtesy: Coldwell Banker Realty 914-997-0097
View additional info

ADDITIONAL INFORMATION

Welcome to 555 State Route 416 in the heart of Montgomery, NY—Enjoy Village Charm and country life!!! This spacious 4-bedroom, 2-bath home offers comfortable living with plenty of room to grow. Enjoy an inviting eat-in kitchen featuring new stainless steel appliances, a dedicated dining area, and a large living room perfect for family gatherings and entertaining. An unfinished, easily accessible basement provides ample storage space and potential for future use. Additional highlights include central air conditioning, a generator hookup, a breezeway connecting to the garage, and a shed for extra storage. The property also boasts a large, flat backyard—ideal for outdoor entertaining, gardening, or relaxing. Conveniently located near shops, restaurants, schools, and parks, this home offers the perfect balance of convenience and tranquility. Ice Shield wiring installed to protect Roof.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Multiple Listing Service of Staten Island. Real Estate listings held by brokerage firms other than Xome are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, Multiple Listing Service of Staten Island. All rights reserved.



Montgomery Real Estate

Montgomery is located in New York. Montgomery, New York has a population of 23,184. Montgomery is less family-centric than the surrounding county with 34.04% of the households containing married families with children. The county average for households married with children is 36.93%.

The median household income in Montgomery, New York is $85,255. The median household income for the surrounding county is $85,640 compared to the national median of $69,021. The median age of people living in Montgomery is 38.9 years.

Montgomery Weather

The average high temperature in July is 83.3 degrees, with an average low temperature in January of 16.2 degrees. The average rainfall is approximately 45.4 inches per year, with 41 inches of snow per year.

Montgomery Map

Montgomery Real Estate Market Conditions

  • Median sales price

    $490,000
    15.8%
    change since last quarter
  • # Active listings

    49
    30-day change

Montgomery Schools and Demographics

Education near Montgomery, NY

City County
High School Graduates 92.39 89.92
College Degree - 2 year 12.71 10.52
College Degree - 4 year 27.02 31.44
Graduate Degree 9.06 10.46
Expenditures per Student 27,939 27,939
Students per Teacher 12.3 12.3

Elementary Schools near Montgomery, NY

Grades Students P/T Ratio ZIP
Berea Elementary School KG - 05 458 13.1 12549
Circleville Elementary School PK - 05 569 13.9 10919
E J Russell Elementary School PK - 05 619 14.1 12566
Montgomery Elementary School KG - 05 558 14.7 12549
Pakanasink Elementary School PK - 05 461 14.3 10919
Pine Bush Elementary School KG - 05 643 15.1 12566
Walden Elementary School KG - 05 465 15.4 12586

Middle Schools near Montgomery, NY

Grades Students P/T Ratio ZIP
Circleville Middle School 06 - 08 553 13.5 10919
Crispell Middle School 06 - 08 701 13.9 12566
Valley Central Middle School 06 - 08 1,016 12.4 12549

High Schools near Montgomery, NY

Grades Students P/T Ratio ZIP
Pine Bush Senior High School 09 - 12 1,786 17.1 12566
Valley Central High School 09 - 12 1,515 15.7 12549

Demographics near Montgomery, NY

City County
Neighborhood Type Suburban
Population 23,184 398,277
Population Density 461 490
Median Age 38.9 37
People per Household 2.7 2.9
Median Household Income 85,255 85,640
Average Income per Capita 36,543 37,651

Real estate near Montgomery