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24 Herbert St, Longmeadow
$378,000
2 Beds ⋅ 1 Baths ⋅ 73596920 MLS
Downsizing? Looking for one-floor living without the condo fees? This may be the perfect home for you! Enjoy the ease and convenience of single-level living in this beautifully maintained home nestled in desirable Longmeadow! Sun-drenched rooms welcome you inside, where gleaming hardwood floors shine throughout, creating a warm and inviting atmosphere. The wonderful open floor plan features a charming breakfast room and dining area with a beautiful brick hearth for a wood stove, flowing seamlessly into the updated kitchen with white cabinetry, quartz countertops, hardwood floors, and stainless steel appliances. The spacious living room offers plenty of room to relax or entertain, while two generously sized bedrooms and an updated full bath complete the main level. Need additional living space? The finished basement features a large L-shaped family room with a bar area, perfect for entertaining, a recreation room, home office, or simply relaxing with family and friends. Four new mini-split units provide energy-efficient heating and cooling for year-round comfort. Large side yard for possibly an ADU? Enjoy all that Longmeadow has to offer, including convenient shopping, restaurants, beautiful parks, nature trails, and recreational opportunities. Whether you're downsizing, purchasing your first home, or simply looking for the convenience of one-floor living, this delightful home offers a wonderful alternative to condo living without sacrificing comfort or space. A fantastic opportunity to enjoy easy living in one of the area's most desirable communities!

24 Herbert St, Longmeadow

124 Tecumseh Dr, Longmeadow
$1,249,000
4 Beds ⋅ 4 Baths ⋅ 73595841 MLS
Thoughtfully Reimagined. Beautifully Finished. Completely Unforgettable.Welcome to 124 Tecumseh Drive, where timeless elegance meets exceptional modern living. Extensively renovated from top to bottom, this extraordinary Longmeadow home offers sophisticated design, outstanding functionality, and the peace of mind of major system upgrades.Far beyond a cosmetic renovation, improvements include all-new windows, plumbing, electrical, furnace, hot water heater, central A/C, and appliances, plus an in-ground lawn irrigation system and 1,071 square feet of newly finished lower-level living space.Inside, natural wood tones, soft ivory finishes, warm brass accents, designer lighting, and carefully curated details create a beautiful, cohesive aesthetic throughout.The stunning chef's kitchen features natural-wood cabinetry, gorgeous stone countertops, a custom range hood, premium appliances, an expansive center island, and charming banquette seating. An exceptional oversized pantry and secondary prep kitchen offers extensive cabinetry, a second refrigerator, dishwasher, sink, and two stoves to accommodate kosher cooking—an extraordinary feature for everyday convenience and entertaining.Offering 4 bedrooms and 3.5 bathrooms, the home blends beautifully appointed living spaces with comfortable, functional design. The newly finished lower level provides 1,071 additional square feet ideal for recreation, fitness, relaxation, or entertaining, while separate unfinished space offers valuable storage.Outside, thoughtfully updated landscaping complements inviting outdoor entertaining spaces featuring a beautiful stone patio, fire pit, and outdoor kitchen.Every detail has been considered, from major infrastructure improvements to distinctive designer finishes. Enjoy the character of an established Longmeadow neighborhood with the comfort and sophistication of a comprehensively renovated home.A truly exceptional property where quality craftsmanship, timeless design, and modern luxury come together.Designer furnishings and décor may be available for purchase separately.

124 Tecumseh Dr, Longmeadow

1435 Longmeadow St, Longmeadow
$569,000
4 Beds ⋅ 2 Baths ⋅ 73594699 MLS
Step into timeless elegance w/ this beautiful circa 1909 Colonial home full of history while blending original architectural charm w/ thoughtful modern updates! Offering 4 spacious bedrooms & 2 full bathrooms, this well-loved home showcases exquisite original woodwork, hardwood floors throughout much of the home, beamed ceilings, pocket doors, built-ins, walk in closets & tall ceilings. A welcoming foyer opens to the living & dining rooms, creating a wonderful flow for everyday living & entertaining. The generous eat-in kitchen features granite countertops, updated lighting, newer appliances including a brand-new stove, a built-in countertop grill & new wine refrigerator. A first-floor bedroom & full bathroom w/ marble walk-in shower offering multiple body spray bars offer flexible one floor living option if needed. Rounding out the first floor a recently renovated den/office boasting new walls, electrical, ceiling, recessed lighting & impressive wall of built-in bookshelves w/ direct access to the charming screened-in back porch. Upstairs find 3 generously sized bedrooms, including the large primary bedroom. The second floor bathroom has just been refreshed w/ new flooring, refinished walls & updated plumbing. Convenient second floor laundry room, dual staircases & much updated lighting throughout add to the home’s functionality. Enjoy relaxing on the expansive front porch or entertaining outdoors in the professionally landscaped yard, recently enhanced w/ tree removal to create additional open space completed by the brand new privacy fence! A detached two car garage & ample off-street parking round out this property. Conveniently located near major highways & surrounding amenities, this lovingly maintained home offers a rare opportunity to enjoy the craftsmanship & character of a bygone era while making it your own. Many main living spaces are turn-key & ready to enjoy w/ additional opportunities & areas to personalize over time if desired. Virtually staged photos showcase the home’s design possibilities & provide inspiration for making this remarkable property your own!

1435 Longmeadow St, Longmeadow

116 S Park Ave., Longmeadow
$579,900
4 Beds ⋅ 3 Baths ⋅ 73594169 MLS
Situated in the popular Circle Park neighborhood, this beautiful Colonial stands as a testament to timeless architecture. Spanning 3544 square feet, this historic home offers a substantial living environment that seamlessly integrates its heritage with the requirements of modern life. The updated eat-in kitchen features an abundance of custom wood cabinetry to complement the home’s era, providing you with a place for everything. Exit the kitchen to the lovely formal dining room featuring a custom-built wall of shelves, pretty bay window with a window seat, or exit to the family room through a hall of ceiling to floor custom wood cabinetry and the ½ bath. The living room is spacious enough to accommodate large gatherings and has a unique fireplace to warm your bones during cooler temperatures and French doors leading to the family room. The second floor features a primary suite with an updated full bath, three more bedrooms and another updated main bath. The home showcases beautiful hardwood floors throughout the first and second floor. The finished Bonus Rm on the third floor awaits your imagination as a spacious recreation room or bedroom, comforted with heat &/or air conditioning. The residence includes a two-car garage, providing off-street parking. Newer water heater 2020, Newer water pipe to the street. We invite you to schedule a private viewing to experience the character and scale of this distinguished Longmeadow residence firsthand.

116 S Park Ave., Longmeadow

35 Tabor Crossing Unit 209, Longmeadow
$399,000
3 Beds ⋅ 3 Baths ⋅ 73594110 MLS ⋅ ['Villas At Glenmeadow'] BLDG.
Welcome to Thirty-Five Tabor Crossing . . . with a pretty east-west exposure! You will see the wooded setting when you open the door to a generous foyer that connects to a lovely living room & dining room that opens to a screened porch. Perfect for entertaining! The kitchen has an eat-in area with an ideal spot for a computer or television. There are two first-floor bedrooms, one with a bay window, can be used as a study or den. The master offers a walk-in closet, full bath with shower. There is a second guest bath & laundry closet off of the hallway connecting the sleeping quarters. The lower level offers a third bath & bedroom, a large family area with an office alcove with natural light & access to a private patio area. In addition an open unfinished area for storage. This is an intimate community, designed for seniors over 62 years of age. It is close to shopping, highways, college and university campuses, hospitals & major conveniences. Come & see this lovely Glenmeadow Villa.

35 Tabor Crossing Unit 209, Longmeadow

194 Redfern Dr, Longmeadow
$469,900
3 Beds ⋅ 2 Baths ⋅ 73593925 MLS
Prime Location! Impressive RANCH located near the Center of Longmeadow - close to schools, shopping, and other local amenities - Blueberry Hill Elementary! Single floor living w/ a wonderful layout perfect for today’s modern / everyday life. Eat-in Kitchen w/ a thoughtful design, large island & tons of storage. Sunny Living Room & Dining Room w/ hardwood floors & fireplace. Large Primary Bedroom w/ Double Closets & Primary Bath. Two additional Bedrooms w/ Full Bath. Convenient & comprehensive floor plan, rounded out w/ a bonus 2nd Living Room / 4th Bedroom, 1st floor Pantry / Laundry & attached 2 Car Garage. Additional living space in Finished Basement (~1,058 SqFt) provides privacy, flexibility & ample storage. Private, flat backyard w/ Patio. Call and make your appointment today! Open House on Sunday 10/24 at 1:00 - 2:30 PM.

194 Redfern Dr, Longmeadow

14 Windsor Place, Longmeadow
$399,900
4 Beds ⋅ 2 Baths ⋅ 73593248 MLS
TIMELESS COLONIAL CHARM MEETS MODERN LIVING! This beautiful center hall Colonial is truly a "Must See" property. Located in a well established residential neighborhood, this home is close to Forest Park and I-91 access. When you enter the home you will immediately see the craftmanship of a bygone era, AND the modern updates tod8thay's homeowners are looking for! The spacious foyer features an inviting staircase, beautiful arched doorways and a wonderful period light fixture. To the right you will find the expansive remodeled kitchen that is perfect for all your entertaining needs or just your morning coffee. To the left of the foyer, is a gracious front to back living room featuring an inviting gas fireplace, wonderful carved mantle and tons of space. If you work from home, the adjacent sunroom would make the perfect home office. The floor is completed with a convenient, remodeled 1/2 bath. The second floor features a front to back primary bedroom, 2 additional bedrooms and an updated full bath. The third floor contains the fourth bedroom and ample storage space. If additional storage space is needed it can be found in the large basement area that also features the family room, laundry area, workshop space and a possible wine cellar or canning room! Outside, the fully fenced in backyard with it's beautiful plantings provides the perfect setting for all your outdoor gatherings, or just a quiet evening in the hot tub. Additionally, the beautiful Klotter Farms garage and attached shed provides tons of space for your car and yard tools. Finally, you will love the savings the solar panels provide from today's high energy costs! Classic character, modern conveniences and room to make memories!

14 Windsor Place, Longmeadow

692 Wolf Swamp Rd, Longmeadow
$875,000
4 Beds ⋅ 6 Baths ⋅ 73592687 MLS
Framed by flowering trees and perennials, this 1983 two-story Contemporary is a hidden treasure overlooking the 14th hole of Twin Hills Country Club. Inside, discover 3,436 sq. ft. of spacious, light-filled rooms and an exceptional floor plan. Enormous open living and dining rooms suit intimate gatherings or family celebrations, with circular flow ideal for entertaining. Expansive sliders open to a deck for delightful alfresco dining, and with the BBQ steps away everyone stays part of the conversation! The eat-in kitchen features maple cabinetry, granite counters, stainless appliances and a pantry. A separate fireplaced family room offers a cozy retreat. A foyer with guest half bath and coat closet, plus a mudroom with half bath, laundry, cabinetry, counters, sink and three hallway closets complete the first floor. Upstairs, four exceptionally large bedrooms feature hardwood floors and generous closets. The primary suite offers a walk-in closet and private bath with Jacuzzi tub and shower, with potential to create the bath of your dreams. Two additional bedrooms open to a long balcony overlooking the golf course. Two more full baths, skylights and closets complete this level. The approx 1,200 sq. ft. finished walkout lower level includes a half bath, bar with sink, playroom or living suite potential. A circular driveway welcomes guests, while the oversized three-car garage and abundant side parking make coming and going easy! Hidden from the road, yet open to breathtaking golf course views! Discover this remarkable two-story Contemporary, where location, privacy, extraordinary floor plan and a golf course location create a truly special place to call home!

692 Wolf Swamp Rd, Longmeadow

175 Franklin Rd, Longmeadow
$649,000
4 Beds ⋅ 3 Baths ⋅ 73592047 MLS
Tucked away on a quiet dead-end street, this beautifully updated 4-BR, 2.5-BA Colonial blends classic charm with modern convenience! An extensive 2015 renovation and expansion brought a new main roof, handsome sage-colored siding, replacement windows, a new two-car garage with garage doors, and a spacious open-concept kitchen and family room. The vaulted family room features a brick fireplace and flows into the inviting eat-in kitchen with quartz countertops, a seating island and stainless steel appliances, including an LG gas convection range, French-door refrigerator and microwave, plus a Bosch dishwasher. A slider leads to the deck for easy outdoor entertaining, while convenient garage access makes bringing in groceries a breeze! A first-floor half bath includes laundry. The formal living room offers a wood-burning fireplace and custom built-in bookcases framing a charming bay window with window seat. Sliding doors lead to a peaceful sunroom retreat opening onto a patio. Upstairs are four generously sized bedrooms, all with closets and ceiling fans. The primary bedroom has a private three-quarter bath, complemented by a full hallway bath. The walkout lower level adds wonderful living space with another wood-burning fireplace, backyard slider and new luxury vinyl flooring (2026). Additional improvements include central air (2025), Buderus boiler and hot water heater (2021), added insulation (2018) and beautifully refinished hardwood floors (2026) throughout much of the home. The outdoor setting is equally impressive! Extensive tree removal and thoughtful landscaping have created a beautiful, sloping green lawn with generous space for walking, play and outdoor enjoyment, while retaining small portion of the property's natural woodlands. Beyond the property, additional wooded acreage owned by Longmeadow Country Club provides a picturesque backdrop and exceptional privacy. Beautifully updated inside and out, this special Colonial is a must-see!

175 Franklin Rd, Longmeadow

170 Coventry Ln, Longmeadow
$615,000
4 Beds ⋅ 4 Baths ⋅ 73591388 MLS
Welcome to the highly desirable Blueberry Hill neighborhood! This beautiful 4 bedroom, 4 bathroom Colonial home is nestled on a quiet tree lined street just down the road from top-rated Blueberry Hill Elementary and Longmeadow High School. The main level offers a spacious great room with vaulted ceiling, gorgeous hardwood floors and a fireplace, providing plenty of room for large gatherings while maintaining a warm and inviting feel. Expansive glass paneled doors open to a deck overlooking the private backyard and in-ground pool, creating an ideal setting for outdoor entertaining and summer days at home. The first floor layout also includes an eat-in kitchen, formal dining room, and front-to-back living room with a second fireplace and large picture windows on either side filling the room with natural light. The second floor offers three comfortably sized bedrooms, each with large closets, and an oversized primary bedroom with ensuite bath. The finished basement adds nearly 500 sqft of flexible living space and a convenient half bath, making it perfect for a home gym, playroom, or media room. This home is a great find in an unbeatable location!

170 Coventry Ln, Longmeadow

105 Longview, Longmeadow
$519,000
3 Beds ⋅ 3 Baths ⋅ 73591054 MLS
Welcome to a classic Colonial set on a level .75-acre lot with a circular driveway and exciting potential to make it your own! Whether you envision adding an ADU, cultivating an expansive garden, or transforming the extra shed with kennel into a dedicated hobby space, this property offers room to dream and grow. Inside, discover timeless details, including hardwood floors, built-in shelving, crown molding, and a wood-burning fireplace framed by a handsome cherry wood mantel. The kitchen sits conveniently adjacent to the dining room and opens to a beautiful, solid-cherry-paneled butler’s pantry, adding warmth and character to the home. Imagine converting the first-floor den back to its original fourth bedroom and exploring the possibility of creating a sought-after first floor primary suite. Upstairs, three additional bedrooms and two full baths provide a comfortable foundation for your vision. Rich in character, space, and opportunity, this special property invites you to reimagine its possibilities and create a home that reflects your own style and needs. A fabulous opportunity to bring your vision to life! Open House Saturday, October 17th from 11:00am -12:30pm

105 Longview, Longmeadow

214 Wimbleton Dr, Longmeadow
$525,000
4 Beds ⋅ 2 Baths ⋅ 73590724 MLS
Move right in and start enjoying all this beautifully updated Longmeadow Colonial has to offer! Situated on a spacious, fully fenced .34-acre lot, this inviting 4-bedroom, 2-full-bath home combines classic charm with modern updates and a flexible floor plan designed for today's lifestyle. Step inside to discover gleaming refinished hardwood floors, fresh paint, recessed lighting, and sun-filled living spaces throughout. The spacious living room flows into the dining room and updated kitchen, featuring white cabinetry, granite countertops, generous prep space, and an open layout that's perfect for everyday living and entertaining. Just beyond, the delightful four-season sunroom offers walls of windows, vaulted ceilings, and views of the backyard—a wonderful spot to relax with your morning coffee or unwind at the end of the day. A first-floor bedroom provides flexibility for guests, a home office, or additional living space, while a full bathroom completes the main level. Upstairs, you'll find three generously sized bedrooms, including a spacious primary bedroom with a walk-in closet, along with a second full bath. Need even more room? The partially finished lower level offers versatile space for a recreation room, home gym, or hobby area, plus convenient laundry access. Outside, enjoy a composite deck overlooking the expansive, tree-lined backyard, offering plenty of room for outdoor entertaining, gardening, or recreation. Additional highlights include a NEW roof, ductless mini-splits for heating and cooling, replacement windows, and a two-car garage. Located in the desirable town of Longmeadow, known for its beautiful tree-lined streets, parks, recreation opportunities, local shops, and convenient access to Springfield and Connecticut. Enjoy nearby community amenities including Bliss Park, walking trails, playgrounds, and recreational facilities. With so much already done, all that's left is to unpack and make yourself at home!

214 Wimbleton Dr, Longmeadow

61 Wild Grove Lane, Longmeadow
$534,900
4 Beds ⋅ 3 Baths ⋅ 73589774 MLS
This beautifully maintained colonial has been lovingly cared for, maintained and cherished by its owner. Nestled on a lovely street in the desirable Blueberry Hill district in a neighborhood known for its beautiful lots, gracious homes and appealing range of values. This residence offers warm inviting interiors and the kind of effortless flow that makes everyday living feel easy and natural. Gleaming hardwood floors lead you from the spacious living room, anchored by a classic fireplace, into a dining room that opens seamlessly to the updated kitchen. White wood cabinetry, an eating area and pantry create a cheerful heart of the home, flowing into a charming family room with a second fireplace framed by custom built-in bookcases. Beyond lies the enclosed sunroom- a peaceful retreat overlooking the level and expansive backyard, perfect for quiet mornings or evening gatherings. Upstairs, hardwoods continue through the primary suite with double closets and tiled bath, plus three additional bedrooms and a second updated full bath featuring beautiful tile and double vanity. A partially finished lower level adds flexible recreational space. This is more than a house—it’s a well-loved home, ready to be treasured by its new owners.

61 Wild Grove Lane, Longmeadow

480 Bliss Rd, Longmeadow
$399,000
3 Beds ⋅ 1 Baths ⋅ 73589203 MLS
Location, Location, Location! Welcome to this charming and beautifully updated 3 bedroom, 1bath Ranch in the heart of Longmeadow! Perfectly situated directly across from Longmeadow High School and its upper athletic fields. Enjoy watching soccer, lacrosse and other sporting events right from your living room or front steps! Just around the corner from the desirable Blueberry Hill neighborhood, this home offers the convenience of being within walking distance to all three school levels, town shops, restaurants, grocery store, tennis courts and more! Inside find hardwood floors, a remodeled kitchen featuring quartz countertops, soft-close cabinetry and updated appliances, all included! The inviting living room boasts a cozy fireplace, while a second fireplace adds warmth and character to the spacious family room just off the kitchen. Sliding glass doors lead to the freshly painted deck, perfect for entertaining and seamless indoor-outdoor living! The generously sized backyard is fully fenced and even features a separate fenced-in area, ideal for furry family members, play space or creating distinct outdoor areas. Additional highlights include full bathroom with quartz countertop, an attached 1-car garage and plenty of off-street parking. Some recent improvements include the roof, electrical panel, added hardwood flooring, refinished existing hardwoods, new sliding glass door, freshly painted exterior and interior paint touch-ups! Looking for even more space? The expansive unfinished basement, currently housing the laundry area, offers tremendous potential for additional living space, home gym, rec room, office or more! Finishing the lower level could significantly expand the home’s usable square footage. With its wonderful updates, versatile layout, fantastic yard and unbeatable walkable location, this adorable Ranch is ready to welcome its next owners. Move right in and enjoy all that Longmeadow has to offer!

480 Bliss Rd, Longmeadow

14 Fairview Street, Longmeadow
$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

22 S Park Ave, Longmeadow
$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

132 Barrington Rd, Longmeadow
$629,999
4 Beds ⋅ 3 Baths ⋅ 73584289 MLS
Easy to show. Where luxury meets affordability. Beautiful new construction in a convenient Longmeadow location, approx. 1 mile from I-91. This 4-bdrm, 2 full/1 half bath home offers approx. 1,850 sq ft of living space plus a covered composite deck of approx. 240 sq ft. The open floor plan features a custom kitchen with granite countertops, backsplash, large island, pantry, soft-close wood cabinetry, electric cooktop, wall oven/microwave combo, Samsung French-door refrigerator, beverage cooler, and stainless-steel appliances. The living room includes a custom media wall with veneer stone and electric fireplace. The spacious primary suite offers a large closet and custom bath with rain shower, double vanity, and LED mirror. Granite countertops throughout. All rooms include remote-controlled ceiling fans and fan connected lighting. Located in the Longmeadow school district.Builder can finish the basement after closing for $35,000 for additional living space.

132 Barrington Rd, Longmeadow

185 Redfern Dr, Longmeadow
$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

27 Fernleaf Ave, Longmeadow
$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

131 Wenonah Rd, Longmeadow
$549,900
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

81 Coventry Ln, Longmeadow
$400,000
4 Beds ⋅ 2 Baths ⋅ 73580534 MLS
*Highest & Best offers Due 7 p.m. Friday 9/25.* Opportunity awaits in one of Longmeadow’s most sought-after neighborhoods! Located in the desirable Blueberry Hill neighborhood and within walking distance to all three school levels, this 4 bedroom, 2 full bath Dutch Colonial offers incredible potential for the buyer ready to bring it back to life! Set on over half an acre, this home features a versatile floor plan with one bedroom and a full bath conveniently located on the first floor, three additional bedrooms and a second full bath upstairs and two fireplaces adding character and charm. The full basement with laundry has potential to be finished for additional living space. An attached two car garage and plenty of off-street parking complete the property. Outside, the fenced backyard features an oval inground pool that, with a new liner and improvements, could once again become the centerpiece of a fantastic outdoor entertaining space. Some updates include the pool filter and pump(5 years old) furnace (6 years old) and roof (approximately 15 years old.)This home is being sold AS IS and will require significant updating, maintenance, repairs and TLC; but the location, lot size, floor plan and potential make the investment well worth considering. A fantastic opportunity for a contractor, investor, renovator or buyer looking to build substantial sweat equity and create a home of their own. Enjoy an exceptional Longmeadow location close to the town center, schools, parks, sports fields, shopping, groceries, Starbucks and more! Renovate and enjoy for years to come or transform this property into an outstanding investment. Bring your vision and unlock the potential of this classic Longmeadow home!

81 Coventry Ln, Longmeadow

690 Converse Street, Longmeadow
$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

95 Colton Place, Longmeadow
$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

120 Coventry Lane, Longmeadow
$534,900
3 Beds ⋅ 3 Baths ⋅ 73579187 MLS
Welcome to this spacious raised ranch, nestled in a highly desirable neighborhood just moments from all three schools and the town center. Set on a level lot, the home greets you with an open floor plan that fills every corner with soft natural light. Hardwood floors warm the main level and a graceful circular flow leads from the generous living and dining area, where a wood-burning fireplace invites cozy evenings and a slider opens to the enclosed porch. The beautifully renovated kitchen feels like the heart of the home, featuring a vaulted ceiling with skylight, rich maple cabinetry, granite countertops, tiled backsplash, and a breakfast bar that flows effortlessly into the dining space—perfect for gathering with family and friends. Bedroom wing offers two bedrooms sharing a renovated full bath with double vanity, while the primary suite offers a quiet retreat with double closet and renovated bath with marble top & walk in tiled shower. Downstairs, the walk-out lower level expands your living area immensely with a family room centered around a second fireplace, a flexible recreation or bonus room that connects to the attached two-car garage, and a home office with its own adjacent full bath—ideal for work, play, or quiet focus. Step outside to a fully fenced backyard with plenty of green space, a storage shed, and a deck made for easy recreation. Newer mechanical systems—including a boiler, hot water heater, and roof—deliver lasting comfort and peace of mind. This warm, thoughtfully updated home is ready to welcome its next owner.

120 Coventry Lane, Longmeadow

111 Greenacre Avenue, Longmeadow
$379,900
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

80 Lynnwood Drive, Longmeadow
$599,900
3 Beds ⋅ 3 Baths ⋅ 73578396 MLS
Move right into this beautifully updated ranch - style home offering appx. 1860 sf of finished living space on the first floor in one of Longmeadow's most desirable neighborhoods. Freshly painted in todays neutral colors and featuring newly refinished oak hardwood floors throughout the main level, this home combines timeless charm with modern Mid century style The stunning, newly renovated kitchen showcases designer cabinetry, premium top-of-the-line appliances, and exceptional craftmanship making it the most perfect space for everyday living and entertaining. The lower level offers 1,860 sf with two generous rooms which can be used as bedrooms, an office with cedar closet and a large living room area. This level also comes with a full bath and shower and a dedicated laundry area. Whether you need space for extended family, guests, a home office or hobbies, this level offers endless possibilities. Additional highlights include efficient Gas heat, central air conditioning, 200 AMP electrical service, a hardwired Generator all on over 1/4 acres corner lot. Within walking distance to the Brand New Bliss Park Playground, Williams middle school and the High school.

80 Lynnwood Drive, Longmeadow

98 Meadowlark Dr, Longmeadow
$699,900
4 Beds ⋅ 3 Baths ⋅ 73578046 MLS
Location!! Welcome Home to this spacious & inviting 4 bedroom, 3 full-bath split-level home in desirable Longmeadow neighborhood! The MAIN level has beautiful wood floors, dining room, living room, & washer/dryer. Large, eat-in kitchen offers shaker cabinets, gas stove, recessed lighting, & beautiful granite flooring. The open-concept layout offers generous living space & plenty of room for entertaining. The primary bedroom has custom built-ins, 3 huge closets, & private bath w/oversized walk-in shower. The UPPER level has 3 additional generous-sized bedrooms & full bath. The LOWER level has IN-LAW POTENTIAL w/ separate entrance. It has a gym room w/wet bar, full bath, & family room/home office. Outside offers an expansive deck & fully fenced-in backyard, perfect for children or pets! ATTACHED 2-CAR GARAGE, NEW TANKLESS WATER HEATER 2026 (APO), NEW ROOF 2018 (APO), SPRINKLER SYSTEM, EFFICIENT GAS HEAT potential 4 zones (APO), & CENTRAL AIR 2 zones (APO). This home has it all! Don't miss the opportunity to make it yours! One or more of the photos are virtually staged using AI.

98 Meadowlark Dr, Longmeadow

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