Longmeadow Homes under $600,000

Welcome to Longmeadow, Massachusetts – a picturesque town nestled in the heart of Hampden County. Known for its charming neighborhoods, friendly community, and lush green spaces, Longmeadow offers a delightful blend of suburban tranquility and urban convenience. With a rich history dating back to the 17th century, this town is steeped in character, featuring beautiful colonial architecture and well-maintained parks that invite residents to enjoy the great outdoors.

Longmeadow is not just a place to live; it’s a community where families thrive. The town boasts excellent schools, making it a prime choice for families seeking quality education. With a variety of recreational facilities, including sports fields, walking trails, and playgrounds, there’s no shortage of activities to keep everyone engaged. The local dining scene and boutique shops add to the vibrant atmosphere, providing residents with plenty of options for leisure and entertainment.

For those looking to find their dream home in Longmeadow, you’ll be pleased to know that there are wonderful properties available under $600,000. Whether you’re searching for a cozy single-family home, a charming colonial, or a modern townhouse, the real estate market here offers diverse options that cater to various lifestyles and budgets. With its welcoming community and affordable housing, Longmeadow is the perfect place to settle down and create lasting memories. Come explore what this lovely town has to offer – you might just find your ideal home in this enchanting corner of Massachusetts!

Newest Longmeadow Homes under $600,000

$539,900

3 Beds ⋅ 2 Baths ⋅ 73587717 MLS

Discover refined living at 14 Fairview Street, Longmeadow, MA, a beautifully remodeled single-family residence offering modern comfort, thoughtful design, and exceptional attention to detail. Originally built in 1993 and spanning approximately 1,857 square feet, this home has been extensively updated to create a stylish and inviting living experience.The recently renovated kitchen is a true centerpiece, featuring high-end appliances, including a premium refrigerator and double oven, along with a layout designed for both everyday functionality and entertaining. The adjacent living room offers warmth and character with striking wood ceilings, custom built-in shelving, and beautiful hardwood flooring.The thoughtfully redesigned bathrooms provide a luxurious retreat, with generous storage, a double vanity, and a spacious walk-in shower. Throughout the home, modern updates blend seamlessly with comfortable living spaces, creating an atmosphere that is both sophisticated and welcoming.Outside, the classic colonial-style exterior is complemented by a private yard offering a peaceful setting for relaxing, entertaining, or enjoying the outdoors. Solar panels add energy-efficient benefits, while the attached two-car garage provides convenient parking and additional storage.Additional features include smart-home technology, allowing you to conveniently control select lights and TVs, as well as a SimpliSafe smart front-door lock for added convenience and security.Located on a private dead-end road, this home offers a desirable combination of comfort, technology, style, and privacy. From the beautifully updated interiors to the thoughtful modern amenities, 14 Fairview Street is a move-in-ready opportunity designed for today's lifestyle.

14 Fairview Street, Longmeadow

Listing courtesy of Listing Agent: Cecelia Powers from Listing Office: RE/MAX Generations.

$525,000

5 Beds ⋅ 3 Baths ⋅ 73585436 MLS

Welcome home to this beautiful 5-bedroom, 3-full-bath residence, ideally situated in a desirable neighborhood! The generous living room offers plenty of space while the large formal dining room features beautiful wainscoting that adds warmth and architectural detail. The kitchen combines style and functionality with stone countertops, ample cabinetry, and a convenient pantry. Just off the kitchen, a mudroom provides a practical transition between the home and outdoors, offering valuable storage and everyday convenience. Two porches are conveniently accessed from the primary bedroom and neighboring bedroom. An additional porch extends off the living and dining room areas, providing another wonderful setting for relaxing or entertaining. Combining classic craftsmanship, spacious rooms, thoughtful functionality, and an abundance of inviting indoor and outdoor living spaces, this exceptional home offers the character of a timeless residence with the space and amenities today's homeowners appreciate. A truly special property ready to welcome its next owner!

22 S Park Ave, Longmeadow

Listing courtesy of Listing Agent: Sydney Bass from Listing Office: NRG Real Estate Services, Inc..

$465,000

3 Beds ⋅ 2 Baths ⋅ 73583760 MLS

CENTER OF TOWN RANCH! Centrally located this home sits back from the street with privacy. Welcoming front porch with brick accent wall greets you. Open floor plan living room and dining room with hardwood floors overlooking the rear yard. Family room with a wood burning fireplace and a slider to a patio. Large eat-in kitchen with plenty of cabinets and adjacent first floor laundry. Foyer with slate flooring. Bedroom wing has a door to ensure privacy - all bedrooms with hardwood floors. The primary bedroom includes a walk-in closet and 3/4 ensuite bath. Open basement with hatchway could be developed into additional living space if needed. Two car garage and turnaround at the top of the driveway. Updated heating & cooling system and 200-amp circuit breaker box add to value and peace of mind. In-ground lawn sprinklers. With some updates this home will shine!

185 Redfern Dr, Longmeadow

Listing courtesy of Listing Agent: William T. McCarry from Listing Office: William Raveis R.E. & Home Services.

$599,900

6 Beds ⋅ 3 Baths ⋅ 73582865 MLS

Timeless Craftsman character meets thoughtful updates in this distinctive Colonial, offering approximately 2,800 sq ft across three finished levels. A cobblestone walkway and bluestone steps lead to an inviting front porch and a home filled with period detail, warm woodwork and flexible living space. The main level features an open living room with beamed ceiling, hardwood floors, wood-burning fireplace and built-in window seats, plus a spacious kitchen with granite counters, stainless appliances, Wolf range and custom island with seating and wine storage. The formal dining room features classic wainscoting, while a half bath completes the first floor.Upstairs, the second level offers four bedrooms, a sunny enclosed porch, convenient laundry room and a full bath with granite counters, jetted tub and rain shower. The third floor adds two more bedrooms, including one currently enjoyed as a spacious family room with built-ins, giving buyers the flexibility to use the space in whatever way best suits their needs. An artist studio/bonus area and another full bath with a clawfoot soaking tub complete this versatile level—ideal for guests, work-from-home space, a private retreat or additional living space.Outside, enjoy a rear porch, expansive cobblestone patio, perennial gardens, sprinkler system and detached two-car garage with shed. The basement provides an exercise room and ample storage. Seller reports substantial improvements from 2011-2025, including roof, furnace, electrical panel, windows, kitchen and baths, blown-in insulation, driveway, fencing, patio, landscaping, front walk, porch entrance, crown moldings, sprinkler system, stucco repair and exercise room.Conveniently located near Forest Park, area hospitals and universities, with access to Bradley International Airport, Hartford and major commuter routes. A home with character, space, updates and six bedrooms across three finished levels—ready for its next chapter.

27 Fernleaf Ave, Longmeadow

Listing courtesy of Listing Agent: Amy Mateus from Listing Office: Grace Group Realty, LLC.

$539,900

4 Beds ⋅ 3 Baths ⋅ 73582671 MLS

Oversized 4 bedroom colonial in a great location. Large spacious rooms throughout. Great kitchen with lots of cabinet space. Oversized grand living room. Hardwood floors. 2nd floor consists of 4 full sized bedrooms. 2 full baths including a primary bath. 2 car attached garage, Great lot for outdoor fun. Seller willing to buy down the mortgage rate of this home. One-Year American Home Shield Warranty included. PLEASE SET UP APPTS THRU SHOWINGTIME.

128 Meadowbrook Rd, Longmeadow

Listing courtesy of Listing Agent: Bob DeVito from Listing Office: Cameron Real Estate Group.

$589,900

4 Beds ⋅ 3 Baths ⋅ 73582034 MLS

Classic charm and timeless character define this 1927 Tudor colonial beautifully situated in a sought-after neighborhood in the center of town. The warm and inviting kitchen, casual dining area and family room features vaulted ceilings & French doors leading to a tucked away back yard brick path and patio backing up to woods.Living room with gas fireplace leads to formal dining room. Hardwood floors throughout add warmth and character. Anderson replacement windows. A cozy sitting room leads to a delightful, screened porch, creating a wonderful spot to relax and enjoy the outdoors. Home offers four bedrooms, including a primary suite and adjacent tiled bath and shower. A special opportunity to own a classic home offering architectural charm, comfortable living space and a peaceful and private outdoor setting conveniently located to shops, library and all 3 levels of Longmeadow schools. Make this Tudor your own and Welcome Home!

131 Wenonah Rd, Longmeadow

Listing courtesy of Listing Agent: Debra A. Pysz from Listing Office: Keller Williams Realty.

$549,000

3 Beds ⋅ 3 Baths ⋅ 73579545 MLS

Lovingly maintained by the same owners for over 25 years, this charming Cape-style home is located in a peaceful, wooded setting and offers a welcoming covered porch, attached 2-car garage, and expansive fully fenced backyard. Inside, gleaming hardwood floors highlight the living and formal dining rooms, while the spacious kitchen offers abundant cabinetry, ample counter space, and stainless-steel appliances. The kitchen flows into a spacious family room with vaulted ceiling, traditional fireplace, and large sliding glass door overlooking the peaceful outdoor setting. The main level also includes a bedroom and full bath, while upstairs offers two spacious bedrooms, each with a private bath and ample closet space. The lower level provides a finished flex area plus laundry, utility, and storage space. The backyard also features a shed on a cement pad and a small blacktop area, perfect for shooting hoops, playing sports, or creating your own outdoor activity space. With a roof replaced in 2022 and carpets professionally cleaned, the home is ready for you to move right in while taking your time to update and personalize the spaces to your own taste. Come see all this charming home has to offer today—you won't want to miss it!

690 Converse Street, Longmeadow

Listing courtesy of Listing Agent: Hayley Talbot from Listing Office: Lamacchia Realty, Inc..

$375,000

3 Beds ⋅ 1 Baths ⋅ 73579235 MLS

Multiple offer deadline 9/23 5PM Set behind a full-width covered porch with a tiled floor, this 1928 bungalow delivers the craftsmanship buyers search for and the updates they insist on. Inside, hardwood floors with decorative inlay borders run through the main level. A wood-burning fireplace anchors the living room, and a bay window fills the dining room with morning light. The kitchen is built for someone who actually cooks: a Viking range, counters, and crisp white cabinetry. Three bedrooms and a full bath complete the main floor, with an arched entry door and deep original casings throughout the kind of detail that simply is not built anymore.Downstairs, two partially finished bonus rooms add genuinely flexible space for a home office, playroom, gym, or guest area, alongside generous storage and laundry. Above, the unfinished walk-up attic spans 1,168 square feet across the full footprint of the house rare expansion potential for a buyer with vision and a plan.Behind a long private drive sits a detached one-car garage, a real advantage at this price point in Longmeadow, with room for several additional vehicles on the paved drive. Major systems have been addressed: updated heating and updated electrical, so a pre-war home comes without pre-war worries. Natural gas heat, town water, and town sewer.Outside, mature plantings and established hedging frame a level, low-maintenance lot that is easy to keep looking sharp through every season. The covered porch functions as a true outdoor room wide enough for full seating, shaded in summer, and the reason this house has always had presence from the street.The location is the quiet advantage. Schools, shopping, dining, and parks are all within walking distance, with quick access to I-91 for commuters heading north or south. Longmeadow's schools, services, and town character are the reason buyers choose this community, and homes of this size and vintage rarely reach the market here.Original 1920s craftsmanship, modern mechanicals, covered off-street parking, finished bonus space, and room to grow an uncommon combination in this price range in one of Western Massachusetts' most sought-after towns.

95 Colton Place, Longmeadow

Listing courtesy of Listing Agent: Lucy Cordero from Listing Office: Keller Williams Realty.

$385,000

4 Beds ⋅ 2 Baths ⋅ 73579114 MLS

Close your eyes.... The year is 1919, this home has been owned by 5 generations and for the first time in 107 years "The Pumpkin Lady's" house can be your next chapter. For decades the resident of this home had mesmerized all with the magic of Halloween. Hundreds of enchanting jack o lanterns adorned the front porch & yard every October as a beloved annual tradition. If walls could talk, what stories they would tell. I was fortunate to have been a neighbor growing up and honored to tell you all about the history and charm of this pristine, original, historic home situated in one of the most sought after neighborhoods in Longmeadow. Take a stroll through the surprise gardens with stunning perennials. Many updates to mechanicals such as roof & windows while honoring the original woodwork and charm. Don't miss this one..... You could be the next lucky caretaker of 111 Greenacre.

111 Greenacre Avenue, Longmeadow

Listing courtesy of Listing Agent: Brenda Leduc from Listing Office: RE/MAX Compass.

$599,900

4 Beds ⋅ 3 Baths ⋅ 73578007 MLS

Welcome to this spacious 4-bedroom vinyl sided Colonial ideally situated in a prime Longmeadow neighborhood abutting Glenbrook fields! This beautifully maintained home offers gleaming hardwood floors, extensive crown molding, custom built-ins, and a versatile floor plan with plenty of space for everyone. The fully applianced kitchen features a breakfast bar and recessed lighting and opens to a welcoming family room with brick fireplace. The spacious primary suite boasts three closets, including a walk-in, and an oversized bath with tiled walk-in shower. Enjoy the convenience of first-floor laundry, central air, irrigation system, two Lennox FWA gas furnaces (2022) replacement windows, and a Generac generator. The partially finished walk-out basement offers a recreation room plus abundant storage. Outside, your private .63-acre fenced backyard oasis features charming koi ponds, trails and deck with built-in bar—perfect for relaxing or entertaining. A wonderful opportunity in a desirable Longmeadow location!

64 Cambridge Cir, Longmeadow

Listing courtesy of Listing Agent: Jen Wilson Home Team from Listing Office: Berkshire Hathaway HomeServices Realty Professionals.

$599,900

4 Beds ⋅ 4 Baths ⋅ 73575900 MLS

Beautiful and spacious Colonial nestled in a peaceful, nature-filled setting with serene views, conveniently located minutes from schools, shopping, parks, and close to Wolf Swamp Elementary School. Enjoy three floors of versatile living space, including a walkout lower level with efficiency kitchen, full bath, laundry, game room, and office. This flexible space is ideal for an in-law apartment, guest suite, home office, or additional living area. The fabulous open floor plan creates an inviting flow and the perfect space for family and friends to gather. A standout feature is the sunroom addition off the kitchen, boasting a vaulted ceiling and opening directly to the composite deck and backyard complete with a new gazebo—an ideal spot to relax and enjoy the peaceful surroundings. Numerous updates add to the home's appeal, including freshly painted interiors and refinished wood floors. Newer in 2021: upgraded electrical panel, roof, gas water heater, composite deck, sunroom, and two A/C units, Home has Anderson windows and New Cellular blackout cordless blinds to be left for the buyers' enjoyment. Additional improvements include a new Bosch dishwasher, range hood and a freshly remodeled primary bath. With its spacious layout, flexible living options, thoughtful updates, and tranquil natural setting, this home offers comfort, functionality, and convenience in one wonderful package.

908 Frank Smith Rd, Longmeadow

Listing courtesy of Listing Agent: Rich Tariff and Associates from Listing Office: William Raveis R.E. & Home Services.

$559,900

5 Beds ⋅ 3 Baths ⋅ 73568119 MLS

Welcome Home to your Beautiful 5-bedroom, 2.5-bath Brick Colonial offering timeless character, generous space and a warm, welcoming feel! Built in 1938, this charming home features gorgeous hardwood floors spanning all three levels and classic architectural details throughout. The first floor offers a spacious living room with fireplace and woodstove insert, adding warmth on those chilly New England days. French doors lead to a heated sunroom, perfect for a home office or quiet retreat. The formal dining room features a chair rail and classic corner built-in, while the well-appointed kitchen offers plenty of storage and an adjoining breakfast room/study/pantry. Upstairs, the oversized primary suite easily accommodates a king-size bed and features a private bath, walk-in closet and additional closet. Two more spacious bedrooms, one with another walk-in cedar closet and a full bath complete the second floor. The sun-filled third floor offers two additional generously sized bedrooms, with a unique built in cabinet at the top of the stairs outside of both bedrooms, providing great flexibility for guests, office or hobby space. The renovated finished basement with fireplace creates a cozy family room, playroom or entertaining space. A convenient mudroom is accessible from both the side entrance and attached garage. Classic New England charm, wonderful space and versatility throughout—this is a home you won't want to miss! Walking distance to Forest Park!

17 Longmeadow St, Longmeadow

Listing courtesy of Listing Agent: Maggi Group from Listing Office: LPT Realty, LLC.

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