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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

Listing courtesy of Listing Agent: Rebecca Kingston Team from Listing Office: Berkshire Hathaway HomeServices Realty Professionals.

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

Listing courtesy of Listing Agent: Jennifer Burritt from Listing Office: Keller Williams Realty.

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

Listing courtesy of Listing Agent: Jennifer Burritt from Listing Office: Keller Williams Realty.

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

Listing courtesy of Listing Agent: Bryan Kaye from Listing Office: BKaye Realty.

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

Listing courtesy of Listing Agent: Nancy Maree from Listing Office: William Pitt Sotheby's International Realty.

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

Listing courtesy of Listing Agent: The Bay State Team from Listing Office: REMAX Connections.

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

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

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

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

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

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

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

Listing courtesy of Listing Agent: David Roffo from Listing Office: Prime Real Estate.

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

Listing courtesy of Listing Agent: Amy Deauseault from Listing Office: Gallagher Real Estate.

30 Chatham Rd, Longmeadow
$635,000
4 Beds ⋅ 3 Baths ⋅ 73574887 MLS
Located in Longmeadow’s iconic Colony Hills neighborhood, this Classic Center Hall Colonial blends timeless architectural character with thoughtful modern updates, creating a home designed for both elegant entertaining and effortless everyday living. Beautiful refinished hardwood floors with inlaid details, curved archways, wainscoting, oversized bay windows and French doors are just some of the distinctive features that give this home its elevated presence. The exceptionally functional main level begins with a gracious entry hall offering abundant storage and opens to an oversized living room with fireplace, and formal dining room leading to a well-equipped eat-in kitchen featuring stainless steel appliances, solid-surface countertops and solid oak cabinetry. At the heart of the home is an inviting family room addition with beamed cathedral ceiling, plush new wall-to-wall carpeting and sliders leading to the rear yard. A beautifully updated full bath and bonus/office space complete this level. Hardwood flooring continues to the second floor, where four bedrooms provide plenty of space for all. The large primary features an abundance of custom built-ins, along with direct access to a beautifully preserved period-detail full bath that can easily be dedicated to the primary bedroom. Two additional bedrooms share a convenient Jack-and-Jill style full bath, while the fourth bedroom offers second-floor laundry hookups (secondary hook-ups also available in the basement). Additional possibilities await in the full walk-up attic, complete with a cedar walk-in closet and excellent potential for future living space expansion. Outside, enjoy a manageable and fenced yard with screened porch, new deck, storage shed and two-car garage. Set on a picturesque, tree-lined street in the Blueberry Hill School District, the location offers easy access to major roadways and is convenient to schools, parks, shopping, walking and biking trails, and more. Recent improvements include refinished hardwood floors and fresh interior paint throughout; new carpeting, updated lighting and hardware throughout much of the home, a new microwave, new deck, fresh landscaping and additional fencing. With its ideal blend of architectural charm, modern updates, comfort, functionality and convenience, this exceptional Colony Hills home is ready to welcome its next generation.

30 Chatham Rd, Longmeadow

Listing courtesy of Listing Agent: Angela M. Accorsi from Listing Office: Coldwell Banker Realty - Western MA.

17 Longmeadow St, Longmeadow
$539,900
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.

76 Mohawk Dr, Longmeadow
$699,000
4 Beds ⋅ 3 Baths ⋅ 73562231 MLS
Fantastic Center Hall Colonial nestled on a little over an acre at the end of a tree-lined cul-de-sac, offering a wonderful setting. Lovingly cared for and thoughtfully updated throughout the years. The focal point is the lovely four-season sunroom (2016) addition, flanked by windows and overlooking the private, wooded setting. The sunroom flows effortlessly into a welcoming family room with wood-burning fireplace, creating the perfect gathering space, and and continues into a spacious kitchen remodeled (2010) by Kitchens by Chapdelaine. Formal dining and living rooms, along with a beautifully remodeled half bath, complete the main level. Upstairs, the expansive primary suite features an en-suite remodeled bath and dual closets, complemented by three additional bedrooms, all showcasing gleaming hardwood floors. A beautifully remodeled full guest bath is conveniently located off the hallway. The second floor also offers an incredible bonus room above the garage with its own separate staircase—ideal for a home office, in-home business, studio, guest space, or teen suite. The finished lower level boasts a spacious playroom with dual closets, laundry room and dedicated exercise room. Outside, the private backyard is a true retreat, with a generous paver patio perfect for outdoor dining, entertaining, and enjoying the tranquility of the surrounding wood. An exceptional location, beautiful setting, and a home that has been cherished and maintained—this is a special opportunity with endless possibilities. Seller states upgrades include: 25 yr roof (2011), basement spray foam insulated & remodeled (2016), 200 Amps 40 Circuit Electric Distribution Board (2010), hot water tank (2022), HVAC system (2013), Energy efficient replacement windows and sliding doors, double glazed, Argon filled (2008).The serene location is ideal to relax at the end of a busy day. Welcome to 76 Mohawk Drive!

76 Mohawk Dr, Longmeadow

Listing courtesy of Listing Agent: Team Cuoco from Listing Office: Cuoco & Co. Real Estate.

79 Silver Birch Road, Longmeadow
$995,000
5 Beds ⋅ 5 Baths ⋅ 73566220 MLS
Spectacular 3,484-square-foot, 5-bedroom, 5-bath Colonial set on a stunning .77 acre private oasis, offering an exceptional blend of luxury, privacy, and resort-style living. Meticulously landscaped grounds feature professionally designed gardens, a lovely stone patio, sparkling in-ground saltwater pool, hot tub, and a stone Island with pergola creating an extraordinary setting for relaxing and entertaining. The beautiful detached pool house was constructed with a foundation designed to accommodate a future residential conversion to a private guest suite, home office, studio or future ADU, subject to town approvals. Inside, exceptional craftsmanship and timeless details are showcased throughout, including gleaming hardwood floors with inlays, elegant moldings, columns and woodwork, custom built-ins and window seats, two fireplaces, cathedral and tray ceilings, stylish light fixtures and chandeliers, skylights, and expansive windows that fill the home with natural light and bring the beauty of the outdoors in. The thoughtfully designed floor plan features two spacious primary suites, one conveniently located on the first floor, offering potential for an in-law suite, and another on the second, each with luxurious, spa-inspired baths. At the heart of the home is a spectacular chef's kitchen with high-end appliances, abundant custom cabinetry, granite countertops, and a generous center island with seating. The kitchen flows seamlessly into a breathtaking great room featuring a floor-to-ceiling stone fireplace, cathedral ceiling, skylights, custom window seat, and dramatic floor-to-ceiling windows overlooking the exquisite grounds. A private home office with built-in desks and cabinetry provides an ideal workspace. The finished lower level offers a media room, exercise room, bath, cedar closet, and abundant storage. Additional highlights include a mudroom, first-floor laundry, two-zone central air, two-zone gas heat, sprinkler and alarm systems, surround sound, certified lead treated and attached two-car garage. A rare combination of elegance, comfort, privacy, and amenities, this exceptional property offers an extraordinary lifestyle both inside and out. Please see the attached feature sheet and floor plan for an even closer look at all this remarkable property has to offer!

79 Silver Birch Road, Longmeadow

Listing courtesy of Listing Agent: Anita Taylor from Listing Office: William Raveis R.E. & Home Services.

29 Shady Side Dr, Longmeadow
$644,900
4 Beds ⋅ 3 Baths ⋅ 73556761 MLS
Second Chance at this gorgeous home! BOM Due to Buyer Financing. Found In the heart of one of Longmeadow's most coveted neighborhoods is this Exceptionally Maintained Cape that's situated on a beautifully landscaped with a private setting offering sophisticated living designed for today's lifestyle. Blended with warmth and charm with over 2,400 square feet of comfortable living ideal for family and friends to gather. Once inside you are welcomed into a stunning family room with soaring vaulted ceilings with views of the private backyard oasis complete with an oversized composite deck, cabanas, and a heated above ground salt water pool that makes entertaining a dream. The open kitchen features many traditional cabinets, lots of counterspace with stainless appliances and tile floor. The kitchen flows effortlessly into the formal dining room accented with a chair rail and hardwood floors will make every day dining feel like a special occasion. The inviting living room is perfect for relaxing by the cozy wood burning fireplace, gleaming hardwood floors and picture window fills the room with sunlight. A highly desirable first floor primary bedroom has abundant closets and rich hardwood floors. Also on the first floor a second bedroom provides ease for guests, family or as a home office. The main first floor bathroom is where you can unwind in the spa inspired bath featuring a luxurious soaking tub and shower. Also for an added convenience on the first floor is the sparkling half bathrm. Upstairs on the 2nd floor you'll find two exceptionally spacious bedrooms with roomy closets. One of the bedrooms features a tandem bonus room which is ideal for a dressing room, playroom, office or private guest room. If you need more room the partially finished basement offers additional living area for recreational room or a home gym. Additional highlights include mostly Anderson replacement windows, freshly painted exterior, newer gutters, upgraded concrete driveway and energy saving solar panels for added efficiency. This captivating home is all about comfort, style, indoor and outdoor living at its finest in one of Longmeadow's premier locations. It's a Dream Come True!

29 Shady Side Dr, Longmeadow

Listing courtesy of Listing Agent: Kelley & Katzer Team from Listing Office: Kelley & Katzer Real Estate, LLC.

208 Tanglewood Dr, Longmeadow
$799,000
3 Beds ⋅ 3 Baths ⋅ 73553104 MLS
**OPEN HOUSE** Sunday, 10/18 from 12-1:30. Rich in architectural details & classic elegance, this executive ranch in Blueberry Hill offers wonderful flow & function. Step through the double door entry into the gracious foyer & into the formal LR overlooking the private grounds. Enjoy the family room with fireplace for gatherings. Floor to ceiling windows flood the rooms with sunshine. The spacious kitchen has loads of counterspace to prep the family dinners. The eating area opens to a delightful sunroom for family & guests to enjoy. The expansive Main BR with its vaulted ceiling & loft for a private office or lounging area, offers a peaceful retreat. This home sits on over 1/2 acre & is close to schools, the center of town, I-91.& airport. New in 2026: roof, family bath shower, A/C condensor and chimney repointed. Electrical panel 2021. Extra High & wide roof line for potential expansion. Update to your style & taste & enjoy this special home in its exclusive location. Quick occupancy possible.

208 Tanglewood Dr, Longmeadow

Listing courtesy of Listing Agent: Andrea Lyons from Listing Office: Keller Williams Realty.

29 Englewood Rd, Longmeadow
$835,000
4 Beds ⋅ 4 Baths ⋅ 73538768 MLS
Immaculately maintained and beautifully updated over the years, this exceptional Longmeadow home pairs timeless character with high-end finishes and modern sophistication. Offering 3,428 square feet, highlights include a stunning Italian kitchen with premium Miele appliances, induction cooktop, quartz countertops and a large center island, along with a luxurious primary bath with towel warmer and a dedicated home office addition. Hardwood floors, vaulted ceilings, skylights and abundant natural light create warm, inviting spaces throughout. Three-zone heating and cooling add year-round comfort. Outside, enjoy a gorgeous, fully fenced and beautifully landscaped yard and deck, ideal for relaxing or entertaining. Set in a lovely, established neighborhood with easy access to I-91 and Bradley International Airport, this turnkey home beautifully balances character, quality and modern refinement.

29 Englewood Rd, Longmeadow

Listing courtesy of Listing Agent: Margie Berg from Listing Office: William Raveis R.E. & Home Services.

70 Dover Road, Longmeadow
$824,000
5 Beds ⋅ 4 Baths ⋅ 73536120 MLS
Exceptional brick Colonial blending timeless character with modern updates. The stunning gourmet kitchen features cream-colored cherry cabinetry, Brazilian granite countertops, Thermador appliances, wine refrigerator, and a cozy dining nook. The kitchen opens to the formal dining room. Recently updated and expanded finished lower level with custom cabinetry, creating excellent additional living space for a family room, media room, gym, or playroom. Enjoy the private patio, elegant living room with fireplace, and first-floor office perfect for remote work. The luxurious primary bath offers designer tile, a frameless glass shower, and marble-top vanity. Two additional bedrooms and a full bath complete the second floor. The finished third floor includes two bedrooms with custom built-ins and an updated full bath, ideal for guests, teens, or extended family. A rare opportunity to own a beautifully updated home combining historic charm, modern amenities, and flexible living space.

70 Dover Road, Longmeadow

Listing courtesy of Listing Agent: Russell J. Sabadosa from Listing Office: Premier Choice Realty.

17 Pioneer Drive, Longmeadow
$649,900
4 Beds ⋅ 3 Baths ⋅ 73529358 MLS
Beautifully maintained home in Longmeadow, conveniently located near shopping, restaurants, schools, and a golf course. Set on 1.17 acres, this property features an attached two-car garage, sprinkler system, beautiful landscaping, and a spacious deck and patio overlooking serene surroundings. Inside, the living room with a fireplace flows into the kitchen and dining area. The updated kitchen offers quartz countertops and backsplash, custom cabinetry, and stainless steel appliances. All four bedrooms are on the main level, including a primary suite with an updated bathroom. A second full bath and a spacious family room with vaulted ceilings complete the main floor. The 95%-finished basement includes a full bathroom, laundry room, playroom, and gym area. Additional highlights include hardwood flooring throughout the main level, a central vacuum system, efficient tankless heat and hot water, central air for cooling and a whole-house filter. Come see all this home has to offer.

17 Pioneer Drive, Longmeadow

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

38 Oxford Road, Longmeadow
$874,900
5 Beds ⋅ 4 Baths ⋅ 73518528 MLS
Gracious, renovated brick Colonial in highly coveted Kibbe Tract offers timeless elegance & modern functionality. With wonderful proportions, fantastic circular flow on main floor, custom millwork & hardwood floors throughout, home feels both grand & inviting. Welcoming foyer opens to formal living & dining rooms w/sightlines to impressive kitchen/great room addition. Living room featuring fireplace w/detailed wood mantel leads to both spacious great room w/gas fireplace & custom built-in plus the cozy den w/exposed brick wall. Enviable open concept kitchen has cream cabinetry, granite tops, stainless appliances, Butler's pantry, convenient back staircase & large eating area beyond. Upstairs, primary suite includes nicely renovated marble bath, accompanied by 2 additional tiled full baths & 4 more bedrooms. All bedrooms freshly painted. Walk-up 3rd floor provides abundant storage & exciting potential for future living space. Outside, enjoy private fenced backyard w/brick patio perfect for entertaining & relaxation.

38 Oxford Road, Longmeadow

Listing courtesy of Listing Agent: Kristin Fitzpatrick from Listing Office: William Raveis R.E. & Home Services.

186 Tanglewood Drive, Longmeadow
$1,299,999
5 Beds ⋅ 5 Baths ⋅ 73516518 MLS
LUXURIOUS & SPACIOUS HOME. READY FOR ALL YOUR HOLIDAY ENTERTAINING! Vartanian built w/furniture quality Cherry cabinets,WOLF 6 burner gas SS industrial cook top& Double wall ovens w heating drawer,SUBZERO Fridge,2 dishwashers.Huge 2 tier Island w seating,prep sink &Imported granite counters.Instant hot/chilled h2o&refrig bev.drawers.Skylights & sun filled turret eating area.Tray ceilings w mood lighting for evening ambiance.Wainscoting, crown moldings,curved mohagany staircase&archways to Great room/dining room w floor to ceiling gas fireplace, bltn bar, wood flrs,Cathedral ceiling,skylights&palladium windows w french doors to OUTDOOR stone KITCHEN wViking gas grill,fridge,firepit&INGROUND POOL w color lights. MOVIE ROOM/den w huge rectractable screen,gas fireplace,wet bar.Hotel style Primary suite w gas fireplace,2 big walkin closets&deck.SPA Bathroom w HEATED FLOOR,steam shower&jacuzzi.5 BEDRMS 5 BATHRMS 3 CAR garage,New Driveway.Inlaw suite w full bath.BLUEBERRY PRIME LOCATIONl by schools &shops GREAT VALUE, BOOK A SHOWING TODAY!

186 Tanglewood Drive, Longmeadow

Listing courtesy of Listing Agent: Abby Youdel Goodman from Listing Office: Keller Williams Realty.

24 Prynne Ridge Rd, Longmeadow
$1,695,000
6 Beds ⋅ 6 Baths ⋅ 73505169 MLS
Situated along the Longmeadow Country Club's 2nd Fairway, this spectacular custom Laplante-built home features striking architectural details and an open floor plan, perfect for both entertaining and everyday family living. The chef’s kitchen is equipped with stunning marble and granite countertops, premium cabinetry, high-end appliances, and a beautiful center island. Adjacent to the kitchen, you will find a wet bar, a spacious sunroom, an inviting dining area, and a family room featuring a beamed ceiling, a gas fireplace with a Lovely stone surround, and floor-to-ceiling glass doors that open to a spacious Goshen Stone patio. The main level also includes a music room, a second wet bar, an impressive study with rich details, a handsome fireplace, two updated half-baths, and a spacious private separate bedroom or office with a full bath. The impressiveness continues up the beautiful sun-filled stairway, where you will find newly installed hardwood floors, an inviting primary suite, an enormous walk-in closet, a sitting room, a cozy deck and a spa-like bathroom. Two additional bedrooms, one with access to a rooftop featuring a fireplace, and another updated full bath complete this floor. The lower level offers a beautiful, updated space suitable for a multi-generational suite or a teen suite, featuring high ceilings, two more bedrooms with full-size windows, an updated full bathroom, and a spacious recreational room. Other features include an abundance of storage, gorgeous exterior lanterns imported from Amsterdam, exterior grilling with hardline natural gas, irrigation, floor-to-ceiling windows, multi-zone heating and cooling and views and privacy of the Longmeadow Country Club 2nd Fairway. GORGEOUS HOME!!!!

24 Prynne Ridge Rd, Longmeadow

Listing courtesy of Listing Agent: Paul Zingarelli from Listing Office: Berkshire Hathaway HomeServices Realty Professionals.

63 Meadowlark Dr, Longmeadow
$425,000
3 Beds ⋅ 2 Baths ⋅ 73471149 MLS
Charming, light-filled 1960s split-level home offering 1,366 sq ft of living space on a spacious 0.35-acre lot. This well-maintained property features 3 bedrooms, with potential for a 4th bedroom on the lower level, and 1.5 bathrooms. Located in a family-oriented neighborhood, the home is within walking distance to the local elementary school and part of the highly regarded Longmeadow school system. Hardwood floors run through the living room and upper-level bedrooms, complemented by abundant closet space throughout. The kitchen is equipped with an electric stove, refrigerator, dishwasher, and ceiling fan. Comfort is ensured year-round with natural gas baseboard hot water heating and multiple in-room air-conditioning units.

63 Meadowlark Dr, Longmeadow

Listing courtesy of Listing Agent: Andrew Hillman from Listing Office: Hillman Real Estate.

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