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$529,000
3 Beds ⋅ 3 Baths ⋅ 1050379 MLS
A well-maintained raised ranch in the Village of Montgomery, set back from the street on a quiet cul-de-sac in a peaceful, family-friendly area. This 3-bedroom, 3-bath home offers approximately 2,504 square feet of living space, including a spacious finished lower level with versatile rooms and plenty of potential. The home features three full bathrooms, including two with tubs and one with a shower stall. The lower level also includes a separate laundry room with washer and dryer hookups. Step outside to enjoy a private backyard retreat featuring a large heated above-ground pool, expansive deck, covered outdoor seating area, and additional patio space, perfect for entertaining and enjoying the warmer months. A storage shed provides convenient space for outdoor equipment and belongings. Additional highlights include central air conditioning. Located in the Valley Central School District and close to the Village of Montgomery's shops, restaurants, and local amenities. A unique home offering flexible living space, a peaceful setting, and an exceptional outdoor setup!

104 Ayers Court, Montgomery
$99,900
1047396 MLS
Beautiful Commercial lot in the Town of Montgomery. Offers 30,955 sq ft/ .71 acre. Zoned vacant commercial-330. Has over 150 feet of road frontage. High traffic area and corner lot. Great commuter location- close to 84, 87, 17, and Stewart INTL Airport. Blank canvas and pretty level.

St Rte 208 Ws, Montgomery
$769,000
4 Beds ⋅ 3 Baths ⋅ 1036991 MLS
Picture-perfect country living starts right here. From the wraparound porch out front to the almost 6 acres surrounding it, 28 Enright Lane sets the tone for a slower, more spacious way of living the moment you arrive. This beautifully maintained 4-bedroom, 2.1-bathroom Colonial offers almost 3,100 square feet of thoughtfully designed living space. Inside, a foyer flows into a cozy TV room, a bright living room with soaring ceilings, an eat-in kitchen, and a formal dining room. Also on the main level is a dedicated laundry room with a sink, situated next to the attached 2-car garage. Upstairs, you'll find 4 sizable bedrooms, including a large primary suite with a private full bathroom. Down below, a full-sized unfinished basement adds even more potential, ready to be transformed into a home gym, media room, or additional living space to suit your needs. The grounds themselves are the real showstopper. Acres of the perfect combination of open lawn and mature trees, ideal for recreation, hobbies, or simply breathing room. From the paved driveway, a gravel trail leads to a large 2-story barn offering exceptional flexibility, perfect for extra parking, storage, or the workshop you've always wanted. And the location doesn't disappoint. Just under 2 hours from NYC, you're a short drive from local shops and restaurants, including the celebrated City Winery Hudson Valley and Angry Orchard Brewery, making weekend outings as easy as staying home. In a world that never slows down, 28 Enright Lane is a continuous breath of fresh air. Space to think, room to create, and a setting that gives your mind the true freedom.

28 Enright Lane, Montgomery
$729,999
4 Beds ⋅ 3 Baths ⋅ 1046076 MLS
Welcome to a home designed for comfortable everyday living, memorable celebrations and making the most of every season. Built in 2017, this spacious four-bedroom residence offers room to gather, relax, work and entertain. The main level features warm hardwood floors, inviting formal living and dining rooms, and a beautifully appointed kitchen where everyone can come together. Granite countertops, a large center island, stainless-steel appliances, abundant cabinetry, a butler’s pantry and an additional pantry closet make meals and entertaining effortless. Upstairs, four generously sized bedrooms with impressive walk-in closets provide comfortable private retreats. The spacious primary suite includes a spa-inspired bath with a double vanity, bidet and oversized dual-head shower. The basement offers extra storage space. Step outside and enjoy your own backyard getaway, complete with a heated saltwater pool, composite decking, an expansive stone patio, firepit and hot tub beneath a gazebo. The vinyl-fenced yard provides plenty of space for outdoor fun, gardening and summer gatherings, while a large shed keeps everything organized. Owned solar panels, central air and a two-car garage with 220-volt service add everyday convenience. Located in the Town of Montgomery within the Valley Central School District, this welcoming home is close to shopping, local amenities and major highways—offering the space and lifestyle you have been waiting for.

392 Bailey Road, Montgomery
$419,900
3 Beds ⋅ 2 Baths ⋅ 1041824 MLS
This beautifully renovated ranch-style home offers 3 bedrooms, 2 full baths, and 1,104 sq ft of modern, move-in-ready living in the Town of Montgomery. Set right on Route 17K, this property combines the comfort of a fully updated home with the convenience of being close to everything—major highways, shopping, schools, parks, and everyday amenities. Every major upgrade has already been completed, giving buyers true peace of mind. The home features a new roof and gutters, new blacktop driveway, new boiler, new electric panel, new AC system, and new windows. Inside, the renovations continue with refinished hardwood floors, a brand-new kitchen showcasing granite countertops, new appliances, tile flooring, and a stylish backsplash. Both full bathrooms have been completely remodeled with fresh, contemporary finishes, and recessed lighting adds a bright, modern touch throughout. With its thoughtful updates, single-level layout, and unbeatable location, this turnkey ranch offers the perfect blend of comfort, convenience, and quality—an ideal choice for buyers seeking a beautifully finished home in the heart of the Hudson Valley.

995 State Route 17K, Montgomery
$298,500
1043878 MLS
Great land opportunity at the corner of Rt. 17K and Collabar Rd. in the Town of Crawford, raw land of ~3.6 relatively level acres. This land will inspire a new owner to create their successful vision on the important Rte. 17k corridor. 17K is a main thoroughfare from Newburgh to Bloomingburg and up to Rt. 17 (future 86). High visibility corner parcel with Town of Crawford "BP" Business Park zoning overlay (underlying zone may be residential). Approximately 500 feet of frontage on 17K and approximately 380 feet of frontage on County Rte. 43. Currently wooded and undeveloped, with no known engineering or improvements. BP Zoning Town of Crawford shows potential uses of: general retail, personal service, general business office, medical office, banks, restaurant. Further uses in the zone by special permit. Ideally situated just minutes from the thriving Village of Montgomery, NY, the hamlet of Pine Bush, great proximity to Middletown and Newburgh, and convenient to major transportation hubs such as Orange County Airport and Stewart International Airport.

Montgomery
$484,999
4 Beds ⋅ 3 Baths ⋅ 1042236 MLS
Full of classic character and versatility, this spacious home at 77 Union Street offers a fantastic opportunity in the Valley Central School District. The property features a spacious 3-bedroom main living area alongside a comfortable 1-bedroom secondary living space, ideal for a home office, guest suite, or additional flexible living arrangements. Classic architectural details include a charming gabled roofline, original wood siding, Victorian-style finishes, and a welcoming screened front porch, perfect for relaxing or entertaining. Inside, the home is filled with natural light and features built-in shelving throughout for added charm and storage. The main living area offers spacious rooms, plenty of cabinetry, a washer/dryer hookup in the kitchen, and a classic claw-foot tub. Additional features include a cozy fireplace, in-ground pool, and a private patio area for outdoor enjoyment. Driveway parking provides added convenience, and the mature landscaping with established trees and shrubs adds to the home's inviting curb appeal. Situated on a quiet street within walking distance to local shops, dining, and everyday conveniences, 77 Union Street combines timeless charm with practical, versatile living space.

77 Union Street, Montgomery
$759,000
4 Beds ⋅ 3 Baths ⋅ 1042126 MLS
Welcome home! This 4 bed, 3 bath Colonial situated on just over 18 acres. FIRST FLOOR PRIMARY ENSUITE! Step inside to the spacious foyer, each room offers dedicated living spaces and hardwood flooring throughout. Formal dining, eat in kitchen with granite & SS appliances, conveniently located laundry/mudroom off garage. Spacious living room featuring a gas fireplace and large windows with abundant light. Extra room for office space on second and first floor. Offering plenty of privacy, room to roam, and endless possibilities. Set well off the road in a peaceful country setting, this home provides the perfect combination of space and convenience.

39 Jacob Rumph Court, Montgomery
$454,900
3 Beds ⋅ 1 Baths ⋅ 1040825 MLS
Welcome to this charming 3-bedroom, 1-bathroom Cape Cod style home nestled in the picturesque Town of Montgomery, offering the perfect blend of updated living and ultimate commuter convenience. Offering quick access to the Interstate 84 on-ramp from the nearby State Route 17K and Route 208 intersection, and situated just a short drive from local shopping plazas, neighborhood dining, banking, postal services, area schools, and parks, this location is hard to beat. Inside, the home has been meticulously updated to feature a stunning modern open-concept main floor. The kitchen is a true centerpiece, boasting sleek white shaker-style cabinets with modern silver hardware, elegant butcher block countertops throughout, a matching central island, a charming window over the sink with a view, and a full suite of stainless steel appliances including an electric range and over-the-range microwave. This space flows seamlessly under a rustic wood-wrapped beam into a sun-drenched, expansive living and dining area featuring dark plank flooring, highlighted by a cozy painted grey brick fireplace, a distinct caged industrial-style chandelier over the dining area, large windows, and inviting French doors that open to the outside. Stepping through these French doors, you are welcomed into an expansive enclosed rear porch that offers an ideal space for entertaining or relaxing while enjoying the outdoor scenery. This rustic retreat boasts rich wood flooring and a striking exposed wood-beam ceiling. The room is framed by warm wood-paneled lower walls and a continuous band of sliding windows that flood the space with natural light and provide panoramic views of the backyard. A smooth grey-painted interior wall seamlessly ties the space back to the main home's modern aesthetic, while a white exterior door offers direct, convenient access to the yard. The tranquil bedrooms provide a peaceful retreat, showcasing warm, glowing hardwood floors, crisp white trim, fresh light grey walls, and bright multi-pane windows. Serving the home is a beautifully updated full bathroom that pairs classic elements, like a crisp white pedestal sink, with striking modern matte black fixtures and dark tile flooring. Heading upstairs, you will discover a sprawling, versatile upper level characteristic of classic Cape Cod architecture, accessed by a central staircase with white posts. This expansive open room boasts stunning wide-plank wood flooring and charming sloped ceilings painted crisp white against light grey knee walls. Bathed in natural light from multiple multi-pane dormer windows, the space includes classic flush-mount dome lighting and multiple convenient access doors for eaves storage. Downstairs, this property also features a full unfinished basement equipped with convenient laundry hookups, providing abundant storage space. The exterior of the property is just as inviting, presenting classic brown siding, dual dormers, and a charming covered front porch accented by black railings and a decorative glass front door. A paved driveway leads to an attached lower-level garage, flanked by attractive stone retaining walls and hardscaped steps. In the rear, you will find an expansive, lush green lawn bordered partially by a white privacy fence and mature shade trees. Outdoor entertaining is a breeze on the lovely flagstone patio situated just off the back entrance and screened porch. Adding incredible versatility to the sprawling yard are two unique outbuildings set against a tranquil wooded backdrop: a single-story storage shed with a metal roof and double doors, and a distinct two-story playhouse featuring an adjacent paved parking pad and external wooden stairs leading to an upper-level entrance. With modern fixtures and thoughtful updates inside and out, this meticulous, move-in-ready home perfectly positions you to enjoy the best of Montgomery living from your very first day.

49 Bailey Road, Montgomery
$899,900
4 Beds ⋅ 3 Baths ⋅ 1037546 MLS
Turn off the main road and the noise drops away. By the time the fields open up on both sides you have rolled the windows down without deciding to, and the last few minutes of the drive stop counting as a commute. Right now this is 3.35 acres and nothing else, which is the best part of it. Ground has not been broken. Nothing has been framed, poured, painted or decided. The approvals are already in hand, so there is no planning board to sit through and no year of paperwork standing between you and a shovel. Everything still open is the part you actually want to decide. Start with what the land gives you. Room for a fire pit far enough out that the smoke never matters and nobody within earshot minds how late it runs. Room for the garden to get as ambitious as you want. Room for the dog to open up at a full sprint instead of a lap. A tent in July, and a snowfall in January that stays clean all the way to the tree line because nothing is close enough to track it up. Evenings out here run long, and that is the part people underestimate until they have it. The plan runs 2,871 square feet, and the layout is what will get you. A formal dining room for the nights that deserve a real table, and an eat-in kitchen with an island that opens to everything else, because that is where everyone ends up anyway no matter how nicely you set the other room. Ceilings on the first floor run 9 feet so the light carries. Real wood trim around the windows and doors. A fireplace to hold the main living space through those four months when a Hudson Valley evening asks for one. Upstairs, 4 bedrooms, walk-in closets, and a primary suite with a big walk-in shower behind glass doors. Two and a half baths, and a real laundry room instead of a closet with a hookup in it. The cabinets, the counters, the hardware, the paint, the floors in every room are all yours to choose, which means you will never lose a Saturday undoing a decision you had no part in. The basement opens straight out to the yard at ground level, wide glass door and a real window, so it will never read as a basement. A whole extra floor waiting on whatever you decide it should become. A deck off the back steps down into the grass, and the covered front porch will get more use than you are picturing, because sitting outside watching nothing happen turns out to be the entire point of a place like this. The garage takes 2 cars and everything else you keep meaning to sort out. None of the quiet costs you anything either. Dinner at Ward's Bridge Inn when the week has earned one, mornings at Java Blue on Clinton Street, walking loops at Benedict Farm Park, the Walden Wallkill Rail Trail a few minutes up the road. I-84 puts Newburgh and New Paltz within easy reach, the train at Salisbury Mills is about 20 minutes out, and Manhattan sits 70 miles off on the days you need it to. Everything will be new, so nothing needs replacing and nothing sits waiting to surprise you three years in. But that is not what you will remember about this place. You will remember walking this land before a single thing stood on it, and already knowing exactly how the first night on that porch was going to feel.

64 W Corbett Road, Montgomery
$325,000
3 Beds ⋅ 1 Baths ⋅ 1039803 MLS
WELL MAINTAINED RANCH!!! This 3 bedroom ranch in the Town of Montgomery offers a beautiful eat-in-kitchen and a sunroom perfect for relaxing or entertaining. It ideally located close to Schools, Restaurants, Parks, Shops, the train, bus and major highways. Make an Appointment Today!

973 State Route 17K, Montgomery
$549,900
3 Beds ⋅ 3 Baths ⋅ 1039103 MLS
fast sale needed. Horse property with 7 stall barn and fenced in corrals.. House is fine, but owner removed the flooring down to the floorboards.. also kitchen appliances have been removed.. not a total rehab, but in need of carpet or hardwood, kitchen appliances and some brush hogging.. truly a diamond in the rough .. fantastic views! this place boarded horses only a few years ago.. this is the opportunity you were waiting for..property sold 'as is'

36 W Searsville Road, Montgomery
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 1033185 MLS
A true masterpiece conceptualized by the renowned DeGraw and DeHaan Architects, this luxury 4-bedroom, 2.5-bathroom residence stands as a testament to over 40 years of elite design expertise. The home boasts a brilliant open floor plan, sophisticated finishes, and masterful architectural flourishes that create an inviting yet grand atmosphere. Offering over 2,600 square feet of impeccably designed living space, this gorgeous farmhouse colonial makes a stunning first impression with charcoal-grey siding and an expansive wrap-around front porch, a 2-car attached garage and plenty of driveway parking, all beautifully nestled within the exciting new subdivision, The Ponds at Montgomery and located in the Valley Central School District. The property is perfectly positioned just off Route 17K for easy access to major shopping and restaurants, sitting just a five-minute drive from the Historic Village of Montgomery's fine dining, boutiques, and Veterans Memorial Park, and Wallkill River while also being a mere 10 minutes from Winding Hills Park, Thomas Bull Park and 20 minutes from Stewart International Airport via the nearby Interstate 84 on-ramp. Inside, expansive light wide-plank wood flooring flows throughout the main level, which includes a custom mudroom with a built-in bench, a sleek powder room, and a great room defined by soaring vaulted ceilings, exposed white beams, and an impressive floor-to-ceiling white shiplap fireplace with a rustic wood mantel. The heart of the home is a state-of-the-art chef’s kitchen featuring crisp white Shaker cabinetry, a custom wood-toned range hood, marble-patterned quartz countertops, and a generous contrasting wood-grain island illuminated by striking globe pendant lights. A grand staircase with oak treads and modern black balusters leads upstairs to the opulent primary suite, a serene retreat featuring a massive, organized walk-in closet with custom shelving and a spa-like ensuite bathroom boasting a warm wood-toned double vanity, a deep freestanding soaking tub beneath a large picture window, and an enormous architectural shower with a dark charcoal textured accent wall. Completing this exceptional second floor are three additional sun-drenched bedrooms with spacious double-door closets, a beautifully appointed full hallway bathroom with a massive white double vanity and grey stone-look floor tiles, and a highly functional dedicated laundry room outfitted with white Shaker upper cabinetry, a utility sink, and a long dark charcoal folding counter designed to conveniently house rolling laundry hampers underneath.

29 Peale Place, Montgomery
$479,900
3 Beds ⋅ 2 Baths ⋅ 1026792 MLS
LOVELY HOME IN THE VILLAGE OF MONTGOMERY WITH RIVER VIEWS! This well maintained 1770 sq.ft. , 3 bedroom, 2 bathroom home has a lot to offer; an open floor plan with a spacious deck, with an awning, for entertaining or just relaxing and enjoying the river view. Stepping downstairs you will find a finished family room plus the 12x20 finished bonus room, Ideal for an office, game room, play room, fitness room or whatever fits your individual needs. Let's not stop there, there is a large unfinished area-great for storage. All this and it includes a cedar closet, a shed, and a freezer. Close to schools, parks, shopping, major highways, restaurants and all the charm the Village has to offer. COME TAKE A LOOK -YOU WON"T BE DISAPPOINTED!

168 Pleasant Avenue, Montgomery
$565,000
1026946 MLS
Looking for a high visibility location? This 23.01 acre vacant land is steps away from a 4 corner intersection of route 17K and route 208 with a high traffic count that leads to interstates, shopping plazas, communities , subdivision, village vibes nearby and also, the neighboring commercial properties consist of Walden Savings Bank, Law Offices, Girl Scotts of America Headquarters and Chamber of Commerce. Shopping Plazas and Amazon Fulfillment Warehouse Headquarters is only a couple of miles away. Road frontage is 17K. Conceptual plans from 2005 consist of multiple parking areas with a one level 24,000 sq. ft office building.

#17K NS Rt-17K Route, Montgomery
$499,000
3 Beds ⋅ 2 Baths ⋅ 1028032 MLS
This fully renovated 3/4 bedroom contemporary situated on nearly 2 acres in Montgomery features fully renovated kitchen with guartzite counters, new custom cabinets, Stainless appliances, huge primary bedroom with abundant closets, and imported tile bath, spacious secondary bedrooms, new central ac, freshly painted, new windows, 2 car garages. Privacy with easy proximity to nearby shopping, roadways and schools.

219 Benedict Road, Montgomery
$565,000
1026975 MLS
Looking for a high visibility location? This 23.01 acre vacant land is steps away from a 4 corner intersection of route 17K and route 208 with a high traffic count that leads to interstates, shopping plazas, communities , subdivision, village vibes nearby and also, the neighboring commercial properties consist of Walden Savings Bank, Law Offices, Girl Scotts of America Headquarters and Chamber of Commerce. Shopping Plazas and Amazon Fulfillment Warehouse Headquarters is only a couple of miles away. Road frontage is 17K. Conceptual plans from 2005 consist of multiple parking areas with a one level 24,000 sq. ft building.

#17K NS Rt-17K Route, Montgomery
$669,000
4 Beds ⋅ 3 Baths ⋅ 1026839 MLS
One incredibly upgraded home with two driveways and two garages! This fully renovated 4-bedroom, 2.5-bath, 2,646-square-foot Colonial checks boxes you didn't even know you had. A second driveway leads to a heated 24x30 workshop with a car lift, ideal for hobbyists or anyone needing serious workspace, plus a portable garage for extra storage. Inside, hardwood floors run throughout the freshly painted main level, complemented by crown molding, solid wood doors, custom built-ins, and two fireplaces. The updated kitchen features quartz counters, a marble island, and stainless steel appliances. New Andersen sliders open to a covered Trex deck with overhead fans and lighting — a true all-weather entertaining space. The finished basement (not included in square footage) adds bonus living space perfect for a game room, media room, or home gym. Upstairs, the primary suite offers an updated ensuite bath and a custom California closet with pocket door. Major systems have been thoughtfully updated: new roof (2024), high-efficiency Ascent furnace (2024), Roth oil tank (2025), expansion tank (2026), car lift (2025), Andersen sliders (2023), and carpet (2024). Kitchen, bathrooms, and lighting have all been refreshed within the last two years. Set on 1.7 private acres with fruit trees — and the pool table and hot tub are included. Move-in ready with nothing left to do but enjoy it.

83 Little Collabar Road, Montgomery
$1,099,000
4 Beds ⋅ 5 Baths ⋅ 1025121 MLS
Set on 11.9 private, wooded acres with sweeping easterly views toward the Hudson River ridgeline, this French Country-inspired estate blends old-world architecture with modern comfort. A dramatic turret, multiple gables, and an arched stone entry portico set the tone before you even step inside. A soaring two-story foyer welcomes you home, with a custom wrought-iron and oak staircase leading to an open catwalk overlooking the great room below. The great room itself impresses with a vaulted, beamed ceiling, a stone-mantled gas fireplace, and a wall of French doors framing long-range views. A formal dining room with designer Venetian plaster-style walls and an arched picture window offers an elegant space for entertaining, flowing easily into the gourmet kitchen, where a professional 6-burner gas range, oversized granite island, custom oak cabinetry, and a sun-filled eat-in dining area create a true chef's kitchen. The first-floor primary suite is a private retreat, with French doors opening to the wraparound deck, a spa-style bathroom featuring a corner jacuzzi tub, dual-sink vanity, glass walk-in shower, and radiant heated floors for year-round comfort. The finished lower level extends the home's entertaining possibilities with a full wet bar, a double-sided wood-burning fireplace shared with the family room, a dedicated home theater, a cedar-lined sauna, an exercise room, a full bathroom, and a versatile bonus room ideal as a den, guest space, or office. Outside, enjoy a wraparound deck connecting to the primary suite, a screened-in sitting area, and a hot tub included in the sale, all overlooking a private, tree-lined setting. A whole-house backup generator, Buderus high-efficiency heating system, radon mitigation system, and Andersen windows and doors round out this thoughtfully maintained home. Additional highlights include a second-floor ensuite, a home office, and a spacious bonus room over the garage. This is a rare opportunity to own a private, amenity-rich retreat just minutes from the Village of Montgomery's shops, restaurants, and parks, with easy access to commuting routes throughout the Hudson Valley.

250 Corbett Road, Montgomery
$2,700,000
3 Beds ⋅ 3 Baths ⋅ 1026440 MLS
Labors of love are the best kind. They’re ones that carry projects further than any fuel can. At just 60 miles northwest of NYC, this bucolic equine estate served as a private polo field, equestrian center and most importantly a place to live within a landscape that could just as easily be the fields of France or Orange County. When purchased in 2011 the current owners enlisted a renowned architect to complete an extensive historic renovation and restoration project that both reimagined and preserved the architectural integrity of this 1910 farmhouse. Most notably, hand-hewn beams were uncovered and the living room ceiling opened up to create a dramatic space that spans from front to back of the house and flows seamlessly to the outdoors through the French doors that lead to the bluestone patio, pool and rolling fields. The kitchen was also updated complete with a La Cornue stove that now takes center stage. Designed as the hub of the house for preparing meals and entertaining, the kitchen flows to the dining room and leads to the screened in sunroom for panoramic meals made for lingering amongst the landscape. The stone basement was also finished as part of the renovation and serves as a family room with both an office nook and extra space for guests. On the 2nd floor, dormers were added to bring more natural light into the upstairs bedrooms. The owners also purchased surrounding parcels to add to the existing acreage. The total is now 80.4 acres which provides an array of opportunities for further development. Outbuildings include a 10-stall barn with tack room, work room, bathroom, washer and dryer and apartment for staff or a clubhouse, as well as a large garage/barn for parking or equipment storage. The property also features a 550-ft by 220-ft crusher dust arena and track, a 300-yard by 130-yard polo field, a 6-horse walker with roof and variable speed and 2 run-in sheds. Wooded and open trails meander throughout the property offering the space to slow the pace, recalibrate, and connect with the landscape for a return to a natural circadian rhythm. Revel in the raw textures of the trees and fields as far as the eye can see and soak in the sun as it lights up the land and shimmers on the pool. 11 minutes to Middletown grocery stores like Adams Fairacre Farms, restaurants and shopping. 15 minutes to City Winery and it’s new affiliated hospitality project Milk Factory. For the car enthusiast Monticello Motor Club, is just 32 minutes away.

123 Collabar Road, Montgomery
$674,999
4 Beds ⋅ 4 Baths ⋅ 1025068 MLS
The original owners say it's time to move and pass this home to new owners. This property sits on 1.36 acres and offers over 2500 sq feet of living space. It has 2 primary bedrooms one on the first floor which has an its own bathroom and laundry. Upstairs is another primary bedroom 2 additional bedrooms, laundry, a bathroom and bonus space. Use your imagination and use it how you want to. There is a full front porch you can sit and drink your morning coffee. If you don't want to sit there sit out on the back deck that is located off the dining room. The Kitchen is open up to the living room. This home offers a lot of natural light. it is close to i84 for commuters, local shops and 208,17k. This home is energy effect with geothermal heating and cooling. Also, feeds the hot water. High ceiling throughout and a full unfinished basement with bilco doors. Plenty of room for storage.

272 Beaver Dam Road, Montgomery
$519,299
1017454 MLS
Ideal location close to interstate 84 with multiple uses and the property includes a 3-bedroom, 1 bath and a one car attached garage that is nestled.40 acre of fairly level land.

2075 State Route 208 Road, Montgomery
$749,999
3 Beds ⋅ 3 Baths ⋅ 1015155 MLS
VALLEY CENTRAL SCHOOLS! Situated within a 15-minute drive of everyday shopping centers and dining options ranging from casual diners to quick-service eateries. Enjoy outdoor recreation just minutes away at Winding Hills Park, featuring boating, fishing, hiking trails, and playgrounds, or take a quick 10-minute drive into the historic Village of Montgomery to explore boutique shopping, local pubs, eateries, and wineries. The location is just the start - this 3-bedroom, 2.5-bathroom Colonial/Farmhouse-style home is situated on 3 acres boasting the upmost privacy. Inside, you are welcomed by an inviting foyer featuring wide-plank wood floors, classic white wainscoting, and a traditional staircase that sets a warm, rustic tone throughout the residence. The spacious living room is anchored by a traditional brick fireplace, oversized windows allow natural light to pour in while framing peaceful woodland views. Seamless archways and wide openings lead into the formal dining room. At the heart of the home is a stunning country kitchen defined by character and craftsmanship, boasting exposed wooden ceiling beams, custom knotty pine cabinetry with glass-front display accents, and durable tile flooring. The kitchen is fully equipped for the culinary enthusiast with premium stainless steel appliances—including a gas range and built-in microwave, a custom tile backsplash, an integrated wine and beverage cooler, and a versatile breakfast bar peninsula offering stool seating. Adjacent to the kitchen, a sun-drenched breakfast nook and casual dining area with large sliding glass doors that open directly onto the outdoor living space. The main level also thoughtfully features a dedicated office or study with rich wood flooring and crown molding, alongside a convenient first-floor full laundry room. On the upper level, the residence continues to impress with its signature wide-plank wood flooring and solid knotty pine doors. The second floor hosts three spacious bedrooms, including a primary suite featuring a bright natural lighting, elegant crown molding, and a private en-suite bathroom equipped with durable tile flooring, a separate glass-enclosed walk-in shower, and a deep soaking whirlpool tub set beneath a bright window looking out to the trees. Two additional generously sized bedrooms offer comfortable layouts, ample closet storage and picturesque views of the surrounding foliage. Located off the hallway is a full bathroom featuring an expansive vanity with a sleek granite countertop, generous cabinetry storage, and modern fixtures. Down below, the home features a full basement that expands your utility/storage options, complete with a private infrared sauna. Outside, the home is surrounded by a mature canopy of trees that ensures total seclusion, featuring classic neutral grey siding, a traditional brick chimney, a two-car attached garage with ample storage, and a paved driveway providing generous driveway parking. The backyard serves as a private resort-style oasis. An expansive multi-level wooden deck spans the rear of the residence, providing generous space for open-air dining, lounging, and soaking in the relaxing hot tub. Step down to discover a custom in-ground swimming pool surrounded by a stamped concrete patio. Combining timeless architectural charm, exceptional interior craftsmanship, and a backyard paradise—all just minutes from local parks, shops, and dining—this Montgomery property is an extraordinary country retreat.

165 Benedict Road, Montgomery
$590,000
1020859 MLS
Attention Investors, Developers and Commercial Users! Rare B-4 Commercially zoned property in one of Montgomery's most highly visible and desirable commercial corridors. Situated on approximately half an acre between established national retailers, including McDonald's and ShopRite, this property offers exceptional exposure. An existing easement provides convenient access to Hawkins Drive, enhancing development potential. Whether you're an investor, developer, or looking into a home office for your business, this location is ideally suited for a wide range of commercial possibilities, subject to municipal approvals. The value is in the commercial zoning, and strategic location, making this a unique opportunity in the heart of Montgomery's growing business district.

10 Hollis Lane, Montgomery
$649,999
1000628 MLS
PRIME COMMERCIAL INVESTMENT: DUAL-BUILDING. Seize an unparalleled commercial investment opportunity with this versatile dual-building property, ideally zoned within the B-2 District, which allows for multiple permitted and special permitted uses for professional office space, personal services such as a beauty parlor, professional studio, travel agency or similar shops, multi-tenant flex space, and much more. Situated on a high-visibility one-acre lot, location is paramount in real estate, and this property delivers exceptional advantages. It features an incredibly high daily traffic count and roadside visibility, situated directly on the major, heavily traveled State Route 208 corridor connecting the Town of Montgomery and the bustling Village of Walden. Furthermore, the property is strategically positioned just one mile from the Interstate 84 intersection, ensuring effortless commuting and logistical convenience for clients and employees across the Hudson Valley. The immediate area is a vibrant commercial hub, surrounded by a diverse variety of well-established businesses that drive continuous local traffic. The Town of Montgomery has become an incredibly attractive destination for incoming businesses and residents alike, offering a perfect blend of historic charm, rapid economic growth, and strategic proximity to the New York metropolitan area, making this site a highly lucrative long-term investment. The property enjoys the unique advantage of dual entry and exit points, with primary access right on State Route 208 allowing for smooth traffic flow even during peak business hours. The expansive 2,300-square-foot beige - The first floor flows seamlessly with modern dark wood-look flooring. Main floor is a professional administrative hub complete with built-in wrap-around blue counters, a sliding glass pass-through window, and extensive built-in workspaces. This level is further enhanced by a crisp white kitchenette, private offices, and a well-appointed accessible bathroom equipped with a pedestal sink and an ADA-compliant grab bar. The upper level provides generously sized private office spaces and among these rooms is an expansive, highly adaptable open-concept space perfect for use as a collaborative employee bullpen, a training facility, or a large central conference room. A standout feature is the executive suite, highlighted by elegant glass-paneled French doors, recessed lighting, dark wood-look flooring, and sliding glass doors opening onto a private wooden deck overlooking lush greenery. This level is equipped with an additional extended closet for secure document storage and two conveniently located bathrooms practically designed with durable linoleum flooring, classic wood vanity cabinets offering ample under-sink storage, integrated vanity tops, and triple-mirror medicine cabinets to accommodate busy staff. A full basement provides even more shared storage. Adjacent to the primary structure is the 1,264-square-foot brown building, a highly adaptable former medical facility. This single-level space features a prominent ADA-compliant wooden entrance ramp. The layout is exceptionally functional, featuring a dedicated reception and waiting area, a kitchenette, a centralized office workspace, four private exam rooms or meeting spaces, and an additional bathroom. It also includes its own private basement for supplemental storage space. With ADA features throughout, dedicated basements, unbeatable highway exposure, and immense configuration flexibility, this prime compound presents phenomenal potential for a thriving single-owner enterprise or an investor looking to secure a lucrative multi-tenant income stream. Don't miss the chance to add this unparalleled gem to your commercial portfolio, offering endless possibilities for reliable cash flow, business expansion, and substantial equity appreciation in one of Orange County's most desirable and rapidly appreciating real estate markets.

2300 State Route 208 State Route 208 Unit #2288 & 2290, Montgomery
$899,000
7 Beds ⋅ 5 Baths ⋅ 973605 MLS
A private luxury retreat unlike anything else on the market. Set on 54.10 secluded acres at the end of a long private driveway, 97 Svenski offers an extraordinary combination of privacy, distinctive modern design, smart-home features, and fully renovated, move-in-ready living. This one-of-a-kind residence features 7 bedrooms, 4.5 bathrooms, 1,632+ sq. ft. above grade, plus an additional 1,006 sq. ft. fully finished walkout lower level, creating over 2,600 sq. ft. of thoughtfully finished living space across multiple levels. The open-concept main level is filled with natural light and enhanced by rich hardwood flooring, connecting the living room, dining area, and chef-inspired kitchen. Designed to impress, the kitchen features built-in electric cooking, double ovens, a full-size refrigerator, dishwasher, sleek modern countertops, professional-grade built-in range hood, and a striking skylight centerpiece. Sliding glass doors from the living room, kitchen, and primary suite open to an expansive 435 sq. ft. wraparound deck, creating seamless indoor-outdoor living surrounded by exceptional privacy. The primary suite is a true retreat, featuring a custom built-in bed frame with a dramatic ceiling mirror, private deck access, integrated closet and storage, and smart vanity and toilet features. Its spa-inspired bathroom is complete with a jacuzzi tub and steam shower, creating a relaxing private escape within the home. Upstairs, four spacious bedrooms and two full smart bathrooms are complemented by a one-of-a-kind suspended mesh sitting area overlooking the main level, adding a memorable architectural feature and a distinctive touch of modern design. The fully finished walkout lower level offers an impressive 1,006 sq. ft. of additional living space with the same elevated feel as the floors above. Ideal for guests, extended family, or recreation, this level includes two bedrooms, a full bathroom, recreation room, generous sitting room, polished concrete flooring, hallway wet bar, multiple private walkout entrances, patio access, dedicated utility room, and a full laundry area with washer and dryer. All mechanicals are brand new, including a high-efficiency HVAC system for heating and cooling, a new electric water heater, and a whole-house water softener system. Combining over 54 acres of privacy with modern luxury, smart technology, exceptional entertaining spaces, and truly unique design, 97 Svenski is a rare turnkey retreat created for buyers seeking something extraordinary. Schedule your private showing today.

97 Svenski Road, Montgomery
$1,200,000
994888 MLS
Shovel-Ready Industrial Development Site with Rail Access – Montgomery, NY,12549 Minutes to RT. 84 Approved LAND TO BE BUILT!! Positioned on Bracken Road in Montgomery, this exceptional 4.3-acre industrial development opportunity is fully approved and ready for immediate construction. With municipal approvals already secured, this ready-to-build property is an ideal fit for investors, developers, logistics operators, and owner-users seeking a strategic Hudson Valley location with direct rail access. The site plan shows a 700 ft rail spur to be added, with the availability to add 700 feet = 1400 feet of rail on site as per the Middletown-New Jersey Railroad. The site offers outstanding regional connectivity and transportation access. A major highlight of the property is its direct railroad spur access, providing rare and valuable logistics advantages for warehousing, distribution, manufacturing, and industrial operations. Approved Development Plans Include: Warehouse 1: 13,275 SF approved building fronting Bracken Road. Warehouse 2: 12,000 SF approved building located across the rail line on the back of the lot. Fully approved site plans and municipal entitlements in place Industrial zoning with development-ready infrastructure. Excellent access to major highways and regional and national freight routes to Norfolk Southern and beyond! This prime industrial corridor continues to benefit from strong demand driven by e-commerce, warehousing, and distribution throughout the Hudson Valley and Tri-State region. The surrounding area features a stable workforce, strong household incomes, and proximity to major population centers. Opportunities with approvals, rail access, and immediate development potential are increasingly difficult to find. This is a rare opportunity to accelerate your project's timeline and capitalize on a high-demand industrial market.

159 Bracken Road, Montgomery
$739,000
3 Beds ⋅ 3 Baths ⋅ 977565 MLS
Thoughtfully designed, expertly built, and meticulously maintained, this 2003 Stunning Custom built 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 bonus guestroom/study, 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 with convenient access to Metro North, this elegant home perfectly blends privacy, comfort and convenience, ideal for embracing the peaceful Hudson Valley Lifestyle.

42 Philip Drive, Montgomery
$699,900
4 Beds ⋅ 3 Baths ⋅ 997409 MLS
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.

24 Francis Harrison Court, Montgomery
$429,900
3 Beds ⋅ 3 Baths ⋅ 994511 MLS
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.

68 Weaver Street, Montgomery
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