Montgomery Real Estate

Welcome to Montgomery, Massachusetts – a hidden gem nestled in the heart of Hampden County! This charming town offers a unique blend of rural tranquility and community spirit, making it an ideal place for those seeking a serene lifestyle without sacrificing convenience.

Montgomery is characterized by its picturesque landscapes, featuring rolling hills, pristine forests, and sparkling streams that create a peaceful backdrop for outdoor enthusiasts. Whether you enjoy hiking, biking, or simply taking leisurely strolls, the natural beauty of this area provides endless opportunities for exploration and relaxation.

The town’s rich history adds a unique charm to its character. Founded in the early 19th century, Montgomery has retained its small-town feel while embracing modern amenities. Residents here take pride in their community, and local events often bring neighbors together, fostering a strong sense of belonging.

Montgomery is conveniently located, offering easy access to major highways, making commutes to nearby cities like Springfield and Westfield a breeze. Local schools are highly regarded, and families will appreciate the safe, nurturing environment that Montgomery provides for children to grow and thrive.

With its blend of natural beauty, community warmth, and convenient location, Montgomery, MA, is more than just a place to live; it’s a place to call home. Whether you’re looking to settle down or invest in a piece of this charming town, Montgomery welcomes you with open arms and endless possibilities. Come discover the quiet charm of Montgomery – your perfect slice of New England awaits!

Newest Listings in Montgomery

$1,175,000

5 Beds ⋅ 5 Baths ⋅ 73572102 MLS

Where privacy meets breathtaking mountain views, this custom-built residence delivers dramatic architecture, expansive living spaces and an exceptional connection to its surroundings. Soaring ceilings, exposed wood beams, walls of windows and rich hardwood floors set the tone, while a floor-to-ceiling stone fireplace creates a commanding focal point in the great room. The kitchen makes a statement with extensive wood cabinetry, granite countertops, an expansive peninsula with generous seating and structural beams adding depth and distinction. Just beyond, a custom built-in beverage center features additional cabinetry, display shelving, granite counters, dual refrigerators and a tiled backsplash. The open design flows into the dining area, framed by natural light and scenic views. The first-floor primary suite features a private bath with a vaulted ceiling, Jacuzzi tub and separate glass-enclosed shower. A dedicated office and laundry room complete the main level. Upstairs, an airy loft provides a striking vantage point overlooking the soaring great room, stone fireplace and dramatic wall of windows below. Three additional bedrooms and a full bath complete this level. The finished lower level is designed for elevated entertaining, featuring a spacious game and lounge area, custom bar with stone detailing, beverage refrigeration and distinctive barn doors opening to a dedicated movie theater. An additional bedroom and full bath create an impressive destination for overnight guests and relaxed evenings at home. An attached in-law suite offers its own kitchen, living room, bedroom, bath and office, providing beautifully defined accommodations with direct access to the main residence. A newer roof, wraparound deck, exterior hot tub and outdoor spaces complement the setting, with amazing views and endless hiking trails nearby. With natural stone, dramatic architecture, beautifully proportioned interiors and extraordinary scenery, this mountain residence offers an exceptional combination of privacy, sophistication and connection to its surroundings.

89 Pomeroy Road, Montgomery

Listing courtesy of Listing Agent: Marisol Franco from Listing Office: Coldwell Banker Realty - Western MA.

$575,000

3 Beds ⋅ 2 Baths ⋅ 73562358 MLS

Hey Land lovers, your opportunity has arrived to own this single family situated on 28 acres minutes to Westfield and the mass pike. The residence features many updates since 2018 including roof, triple payne windows, mini splits , along with new kitchen cabinetry and quartz countertops with fresh paint throughout. Three well-proportioned bedrooms all on the second floor with recently refinished hardwood floors with a walnut color stain which provides appeal, with comfortable bedroom sizing which includes a spacious primary that has its own private deck and walk in cedar closet. Full bath on the second floor with a half bath with laundry on the first floor for your convenience . Further enhancing the property's utility is a two-car garage with opener, providing secure parking and additional storage solutions. Transferable solar loan at $137 mo for you gives a fixed electricity bill and credits! This property is a must see!

184 Pitcher St, Montgomery

Listing courtesy of Listing Agent: Stacy Ashton from Listing Office: Ashton Realty Group Inc..

$515,000

4 Beds ⋅ 3 Baths ⋅ 73526878 MLS

Attention outdoor enthusiasts! Feel right at home in this spacious custom-built contemporary with wrap-around deck, nestled amongst the trees, on a private wooded lot, abutting hundreds of acres of trails and protected wildlife area. Step inside and discover soaring vaulted ceilings, exposed beams, and hardwood floors. The magnificent fieldstone fireplace in the family room makes for a cozy feel to this unique open space. The main bedroom on the first floor offers a walk-in closet and a full bath. Two smaller bedrooms share a full bath around the corner from the convenient first-floor laundry and the entrance to the convenient two-car garage. The second floor offers a "great room" with skylights and a full bath that could be a fourth bedroom, an office, or keep the “game room”, home for the slate pool table that currently resides in this space. Kayak at Littleville Lake, cool off in the river at Gardner State Park, right down the road in Huntington or head in the other direction to enjoy Hampden Ponds State Park. The perfect blend of peaceful, country living, along with convenient access to nearby shopping, medical care and the major interstate highway.

79 Pine Ridge Rd, Montgomery

Listing courtesy of Listing Agent: Paige Laliberte from Listing Office: StartPoint Realty.

$329,900

73456293 MLS

Discover the perfect setting for your future home on this 8.26-acre single-family–zoned lot just 10 minutes from downtown Huntington and 20 minutes from Tekoa Country Club. This sloping, wooded parcel offers privacy, and natural beauty. Located on a public, paved street with electric nearby, the property combines convenience with a peaceful, rural feel. Ideal for those seeking space, nature, and quick access to area amenities. Perc results on file at the Montgomery Health Department (done in 2002). Don’t miss this opportunity to create your own retreat in a prime location!

Lot 9 Jourdan Road, Montgomery

Listing courtesy of Listing Agent: Nikolay Yusenko from Listing Office: Class Realty, Inc..

$319,900

73456292 MLS

Discover the perfect setting for your future home on this 5.14-acre single-family–zoned lot just 10 minutes from downtown Huntington and 20 minutes from Tekoa Country Club. This sloping, wooded parcel offers privacy, and natural beauty. Located on a public, paved street with electric nearby, the property combines convenience with a peaceful, rural feel. Ideal for those seeking space, nature, and quick access to area amenities. Perc results on file at the Montgomery Health Department (done in 2002). Don’t miss this opportunity to create your own retreat in a prime location!

Lot 2 Jourdan Road, Montgomery

Listing courtesy of Listing Agent: Nikolay Yusenko from Listing Office: Class Realty, Inc..

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