Newest Homes for Sale in Montgomery, NY

Discover the potential of 506 Berea Road, a unique real estate opportunity located in the scenic town of Montgomery New York. This property is hitting the market for the first time in over forty years, having been held by the same owner since 1982. For buyers searching for a true Hudson Valley fixer upper or a rewarding investment property in Orange County, this ranch style home offers the

Matthew Gibbs Keller Williams Hudson Valley

Welcome to 41 Philip Drive, a beautifully maintained Colonial built by Hillside Homes and set within Montgomery’s desirable Winding Oaks subdivision. Located on a quiet cul-de-sac and positioned on a private, landscaped lot backing to woods, this home offers exceptional curb appeal with a long paved driveway, mature trees, and a peaceful residential setting. Inside, the home features a bright,

Antoinette Caruso Stonewall Realty Group LLC

LOVELY HISTORIC HOME IN THE VILLAGE OF MONTGOMERY! This 2360 sq.ft. home has a lot to offer, historical charm with hardwood floors, an old wooden staircaseand a claw foot tub, yet all the conveniences to suit your needs. Five bedrooms with 2-1/2 bathrooms and a spacious walk-up attic. This corner lot features a great deal of privacywith a beautiful in ground pool. There is plenty of room

Stacy Brescia-Spreer Curasi Realty, Inc.

Set at the end of a cul-de-sac on a level one-acre lot, this 3-bedroom, 2-bath ranch offers 1,744 square feet of living space with a layout designed for easy everyday living. Hardwood floors run throughout the main living areas, while multiple updated windows bring in consistent natural light. Buyers searching for a ranch with a sunroom, full unfinished basement, and large outdoor space in Orange

Virginia Corbett eXp Realty

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

Nicholas Cuomo Keller Williams Realty

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

Kelly Beary Keller Williams Realty

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

Claudia Lepore Keller Williams Realty

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

Diana Polack Compass Greater NY, LLC

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

Johnette Berlingieri

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

Matthew Gibbs Keller Williams Hudson Valley

Nestled at the top of a gentle hill in a quiet cul-de-sac, this 4-bedroom, oversized raised ranch offers a rare opportunity to create something truly special. Set on a one-acre parcel, the property provides both privacy and space—an ideal backdrop for your vision. Owned by the same family for over 50 years, this home is ready for its next chapter. While it requires updating and renovation, the

Patricia Sassi RE/MAX Benchmark Realty Group

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

Brittnai Pytlar RE/MAX Benchmark Realty Group

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.

Grace Rybak DiTommaso Real Estate

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,

James LaTempa Compass Greater NY, LLC

There are homes and then there are homes filled with a lifetime of memories. Tucked in a small, quiet cul-de-sac in the Valley Central school district, this center hall colonial has been lovingly cared for by its original owners-- holidays were celebrated and the rhythms of everyday life became something truly meaningful. Hardwood floors carry throughout, grounding each space with a sense of

Patricia Sassi RE/MAX Benchmark Realty Group

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

Larry Curasi Curasi Realty, Inc.

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

Nancy Sayegh Coldwell Banker Realty

Peaceful Country Living on 3.4 AcresTucked 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

Maureen Cronin Cronin & Company Real Estate

Fully renovated and thoughtfully upgraded, this stunning 4-bedroom, 2.5-bathroom, 2,646-square-foot Colonial in the Valley Central School District checks every box - and then a few you didn’t even know you wanted. A rare highlight is the two separate driveways - one leading to the home and attached garage, and the other to a heated 24x30 workshop with a car lift, making it a dream setup for car

Wendy Beck Krumpfer Realty Group, LLC

Opportunity knocks! Sitting proudly on a sprawling 10-acre estate, this 4-bedroom, 2.5-bath home is thoughtfully set back from the road, offering privacy, space, and a serene setting. Located just 30 minutes from Stewart Airport and 1 hour 20 minutes from NYC, the property provides a peaceful retreat without sacrificing accessibility. The home features a bright open-concept layout. The kitchen is

Dylan Woods Howard Hanna Rand Realty

Welcome to this desirable end-unit condo located in the peaceful and well-maintained Spring Meadow community in the heart of the Village of Montgomery. This home offers a bright, open living space filled with natural light, creating a warm and inviting atmosphere from the moment you walk in. The layout flows effortlessly into a functional kitchen and adjoining dining area—perfect for everyday

Peter Stika Curasi Realty, Inc.

A Private Hudson Valley Estate 48.5 Acres of Luxury and Recreation Set across 48.5 breathtaking acres in Montgomery, New York, this extraordinary 6,415-square-foot estate offers a rare opportunity to own a private retreat where luxury, nature, and recreation exist in perfect harmony. Thoughtfully designed for both grand entertaining and comfortable living, the residence features six spacious

Nissim Levy Keller Williams Realty Liberty

Newly added! A Pioneer mini split for central air (comes thru existing ducts)! And, the exterior has been freshly painted! This sweet ranch is perfect for 1st time home buyers, or people that just like to have really low living expenses! You'll enjoy the large deck off the kitchen for enjoying BBQ's or hanging outside. You'll also enjoy the small & quiet neighborhood! At the end of Barron Rd, is

Kathy Dawson Howard Hanna Rand Realty

Welcome to Holbrow House at 46 Union Street, a lovingly maintained and updated 1818 home in the quaint Village of Montgomery. As soon as you enter, you're greeted by the warmth of the historic wide plank wood floors and rooms filled with natural light. The main living area offers great flexibility with an additional room that can be used as an office, den or guest space. Charming details

Andrea Mahoney Smitchger Realty

Nestled on a serene hillside, this lovely four story contemporary home offers a perfect balance of modern luxury and natural beauty. Move in worry free as there has just been a full renovation. New roof, new mechanicals, new windows & doors, new fixtures, spray foam insulation. This unique home is bathed in natural light from large windows that frame views of the nearby mountains & wilderness.

Heather Macauley eXp Realty