3,146 properties for sale in Winchester Highlands, Winchester town Middlesex County Massachusetts

Located in the highly sought-after West End neighborhood of Malden, often described as an architectural paradise, this impressive 3-bed, 1.5-bath Colonial sits on a picturesque tree-lined street and offers the perfect blend of timeless character and modern comfort. Features include high ceilings, hardwood floors, crown molding, and a beautifully framed fireplace. Front-facing windows fill the home with natural light, flowing into a cozy side study and dining room with built-in china cabinets. The kitchen offers ample cabinetry, quartz counters, ss appliances, and breakfast bar. A renovated attic adds valuable living space, while four newly installed mini-splits provide year-round comfort. Unbeatable location near the Orange Line, major commuting routes, and the Middlesex Fells Reservation, offering both convenience and lifestyle. Open Houses June 6th and 7th, noon- 2 pm

Third-floor one-bedroom condo in a well-maintained brick building, ideally located just steps from Medford Square and its shops, restaurants, and everyday conveniences.The unit offers a bright, open layout with high ceilings and large windows that bring in plenty of natural light. The updated kitchen features granite countertops and modern cabinetry, and flows easily into the dining and living space. This home includes a refreshed bathroom and plenty of closet and storage space.Building amenities include off-street parking, laundry on each floor, a fitness center, bike storage, private storage, and a guest suite. Heat, hot water, and basic cable and internet are included in the condo fee. Convenient for commuters with easy access to I-93 and several bus lines connecting to Boston, Cambridge, and surrounding areas. A great option for anyone looking for low-maintenance living in a convenient location

Sophisticated Medford home offering refined style and modern updates. This 3 bedroom, 1.5 bath residence features 1,320 sq ft with an open-concept living and dining area, a sleek kitchen with quartz counters, peninsula, brand new stainless steel appliances and beautifully updated bathrooms. First floor office and laundry add flexibility and convenience. Thoughtful upgrades include fresh paint and a new heat pump for efficient heating and A/C. Upstairs, a spacious, light filled primary and two well proportioned bedrooms. Private outdoor space completes the package, all in a desirable location near shops, dining and transit. Don't miss out on the opportunity to own this stunning home that blends nostalgic features of the past with today's comfortable living!

OPEN HOUSE CANCELLED Poised with sophistication and timeless updates, this striking Colonial offers an ideal floor plan and an incredible outdoor retreat. A dramatic two-story foyer welcomes you into the formal living and dining rooms. The spacious kitchen features a large center island and dining area, all open to the sunken family room with hardwood floors, cathedral ceilings, and a stunning stone fireplace. The first floor also includes a private office, updated half bath with laundry, and attached two-car garage. Upstairs, the impressive primary suite boasts a custom walk-in closet and luxurious bath with tiled shower, soaking tub, and double vanity. Three additional bedrooms include one with a private bath. A finished basement room and ample storage complete the interior. Outside, enjoy a heated year-round plunge pool, custom patio with two-sided fireplace, built-in wet bar, and professional putting green-Truly an entertainer's dream home, situated at the end of a culled

Welcome to this beautiful 2 bed, 2 bath home built in 2018 featuring a bright, open concept layout and modern finishes throughout! The stylish kitchen offers white shaker cabinetry, quartz countertops, stainless steel appliances, and ample prep space, flowing seamlessly into the dining and living areas, perfect for everyday living and entertaining. Rich hardwood floors and recessed lighting enhance the warm, contemporary feel. The spacious primary bedroom includes a private ensuite bath, while the second bedroom provides flexibility for guests or a home office. Additional highlights include in unit W/D, central air, TWO deeded parking spaces and access to a fantastic common patio with grill- ideal for relaxing or hosting in these upcoming warmer months. Move-in ready and thoughtfully designed for today's lifestyle! Only 1.2 miles to Malden Center T Station and 1.7 to Wellington and Assembly Row. OH this Saturday 4/18 and Sunday 4/19 from 11-12:30!

Located in a super convenient Melrose location with easy commuting access, this well-maintained two-family offers the kind of flexibility and condition today's buyers are looking for. Just moments from the dog park, Pine Banks ball fields, track, and local amenities, the location blends neighborhood feel with everyday convenience. Both units feature spacious layouts, central air, in-unit washer and dryer, and comfortable living spaces that feel bright and functional. The current owners have clearly paid attention to the important updates and overall upkeep, making this a property you can truly feel confident in. Outside, enjoy a nicely fenced yard with garden space, two back porches plus off-street parking for four cars - a rare bonus in Melrose. Separate utilities by gas. Whether owner-occupied or investment-minded, this is a solid opportunity in a highly desirable commuter location

A truly unique 3-family property located just 5 miles north of Boston. All units consist of 2 levels of living. Starting with the owner's unit. Enjoy the oversized primary suite, with hot tub fireplace and walk in closet. Not to be out done, the rest of the unit boasts great space throughout. From a finished basement to a sunroom/den area leading to a covered rear deck and private pool oasis, that includes a pool house with full kitchenette. You get the true feeling of living in a single family, but with the benefits of rental income. Unit 2 is updated and has a townhouse layout with living room and eat in kitchen on the main level and 2 bedrooms and full bathroom upstairs. Unit 2R is in overall good condition. The main level has the primary bedroom, bathroom and living room; small staircase leading down to kitchen and 2nd bedroom. Other features include central heat/ac in owner's unit. 2 storage sheds, 8 car parking and carport. Close to I-93 and within walking distance to Medford Sq

Bring your vision and your toolkit to this Medford gem! Situated on an expansive 6,500+ sq. ft. corner lot, this classic 1900s Victorian/Colonial hybrid offers over 2,100 sq. ft. of living space and massive potential. The home is ready for a complete transformation and requires significant updates, including foundation work, a new front porch, window replacements, knob-and-tube electrical updates, and a full interior overhaul.The layout features 7 rooms, 3 bedrooms, and a walk-up attic with great finish potential. Outside, the oversized lot is a rare find in the city, providing incredible outdoor space. Located in a fantastic neighborhood, you're just steps from a local park, schools, and all the amenities Medford has to offer. Whether you're a developer or an end-user looking to build sweat equity in a prime location, this is the diamond in the rough you've been waiting for. Being sold as-is-don't miss the chance to restore this beauty!

Beautiful 3-Bedroom Condo overlooks the Mystic River and a delightful park setting directly outside your door! Converted and Renovated in 2018 from top to bottom including new Electrical and Plumbing, new Natural Gas Heating and Central Air. Wonderful Open Concept throughout main living spaces with high ceilings and lots of bright sunshine! Fabulous Gourmet Kitchen featuring Breakfast Bar, stainless steel appliances, and polished Quartz countertops. Gorgeous hardwood floors. Tastefully done tiled bathroom. Welcoming front porch enjoys sunset views of the Mystic River, and the private back porch overlooks a well manicured yard with pretty gardens. Full storage in basement. Two off-street parking spaces. Walk to the Boston Commuter Rail. Tufts University, 10 minutes to Harvard Square, and easy access to all major routes. You won't want to miss this lovely home in a super special location!

31 Columbus Rd is a truly special home! Situated at the end of a cul de sac, this spacious, impeccable ranch home provides the ultimate privacy amidst a serene environment abutting a bird sanctuary and bubbling brook! Enjoy summertime cookouts, large above ground pool and a huge private yard. As you enter you will notice the easy flow through the formal living room, oversized dining area leading to the deck, open kitchen and family room with cathedral ceiling and skylight. The dual fireplace works in the living/family rooms. The main level has 3 bedrooms, a renovated bath w/cathedral ceiling/skylight. Moving downstairs you will be amazed at the finished space! A large living room, full kitchen if desired, custom laundry room, full bath, large bedroom and office. Great in law option. There are so many upgrades and special features in this beautiful home; new roof, quartz counters, new shed and more. Easy access to highways, Four Corners, and Joyce Middle school

This property is a town house see MLS 73537547. Welcome to 37 Mountain Street, a townhouse-style home with private entry that lives like a single-family. This 2 bedroom, 1.5 bath residence offers 1,113 square feet of thoughtfully designed living space and an exceptionally rare feature: an exclusive-use driveway with four deeded off-street parking spaces. Major updates include a roof replaced in 2015, all windows replaced in 2010, and brand-new siding installed in 2025. Brand NEW Mitsubishi mini-split heat pump system was added with 3 independently zoned units for efficient heating and cooling. Additional highlights include 200-amp electrical service, in-unit laundry hookups, and 2 exclusive-use outdoor patios ideal for relaxing or entertaining. The attic offers approximately 400 square feet of floored storage space with excellent capacity. The property was recently condo-ized as a 2-unit association

Nestled on a serene, one-way street in the highly desirable Hillside neighborhood of Medford, just steps from Tufts University and the Green Line, this oversized two-family home offers exceptional space and versatility, ideal for investors or owner-occupants. Unit 1 features 3 bed, 2 bath; Unit 2 offers 4 bed, 2 bath across two levels. Both units are fully leased through 8/31/2026, providing immediate and stable rental income. With three levels of living space, each unit includes spacious living/dining areas and generously sized bedrooms. The upper unit extends to a private third-floor primary suite with its own bathroom and kitchenette. Enjoy a fenced backyard ideal for entertaining, plus two-car garage, and a driveway with space for up to 4 additional cars. Conveniently located near Medford's vibrant shops, dining, and transit, this is a rare opportunity in a prime location

Located just over the Somerville line, this luxury home was thoughtfully renovated and offers the perfect blend of modern city living and suburban comfort. 16 Willard offers a 4 Bedroom, 3 Bath, Bi-level home that is designed for both style and functionality. The open-concept main level features a designer kitchen with top of the line appliances and an expansive quartz waterfall island, seamlessly flowing into a spacious living and dining area highlighted by a statement crystal chandelier ideal for entertaining. The primary suite offers a true retreat, complete with dual walk in closets and a sleek, modern ensuite bath with high end finishes and glass enclosed shower. The lower level provides exceptional versatility, featuring a large family room, full bathroom, and two additional bedrooms perfect for guests, work from home space, or extended living. Additional highlights include one deeded parking space, low condo fee's, Tuft's Park, Ball Square Green Line access, and Tufts University

CHEFFS MAGICAL KITCHEN FOREVER!DECORATORS DELIGHT! OWNER DID A WONDERFUL JOB IN 2020 OF REDESIGNING THIS BEAUTY BY OPENING UP THE ENTIRE KITCHEN TO CREATE AN OPEN LVRM/KITCHEN CONCEPT. BEAUTIFULLY AND TASTEFULLY DONE. 13 FOOT LONG GRANITE COUNTER/DINING AREA. ALL NEW CABINETS UNDER AND SURROUNDING KITCHEN. ALL NEW SS APPLIANCES INCLUDING WARMING TRAY/DRAWER AND WINE/BEVERAGE COOLER. ALL NEW GRANITE WINDOW SILLS WITH STYLISH HAND MADE WINDOW TREATMENTS. NEW LUXURY VINYL FLOORING. MASTER BDRM HAS HUGE WALKIN CLOSET WITH CUSTOM SHELVING.LARGE DRESSING AREA ATTACHED TO MASTER BATH. 2024 FALL NEW HVAC WAS INSTALLED. W/D IN UNIT. STORAGE CLOSET END OF HALL. LARGE FOYER UPON ENTERING THE BUILDING. GARAGE PARKING ELEVATOR IN BLDG IN GROUND POOL. GREAT CONVENIENT LOCATION PARK SPOT #92 ADDT SPOT OUTSIDE #134

Welcome to 154 Fellsway W, an inviting top-floor sanctuary in the heart of Medford. This bright and airy 3-bedroom, 2-bathroom penthouse showcases an open-concept layout designed for seamless living and entertaining. Inside, you'll find soaring ceilings and gleaming hardwood floors that guide you toward a chef-inspired kitchen-complete with granite countertops, stainless steel appliances, and a functional breakfast bar. The living experience extends outdoors to private front and rear decks, perfect for morning coffee or sunset views of the Boston skyline. This home is thoughtfully equipped with IN-UNIT LAUNDRY and the rare luxury of TWO FULL BATHROOMS. Beyond the living space, enjoy the convenience of off-street parking and a massive, dedicated basement storage unit with exceptionally high ceilings. Situated just moments from Target, Assembly Row, and I-93, this penthouse offers the perfect blend of city proximity and residential comfort. EASY 2 SHOW!

New Price! Only 2 homes left at Stoneham Heights! Last chance to be a part of Stoneham's newest and most prestigious neighborhood. Discover Stoneham Heights, an exclusive collection of 13 newly constructed, architect-designed, single-family residences. Crafted by a local builder with high-quality materials, these homes offer modern design and open floor plans for today's lifestyle. Exceptional features include gourmet kitchens, luxurious bathrooms, and energy-efficient designs. Enjoy private yards for outdoor living, with a variety of layouts and styles, all featuring 4 bedrooms, 2-car garages and 2.5 baths. Choose from two remaining floor plans on lots 7 and 8, ranging from 2,500-3,057 square feet, plus optional finished basements. Located just 10 miles north of Boston, Stoneham Heights offers suburban tranquility with city convenience, close to the Fells Reservation and downtown Stoneham. Don't miss this last chance to own a new construction home at Stoneham Heights

Easy access to Downtown Boston tucked right outside the Middlesex Fells offers the perfect work life balance you have been looking for in this classic Medford home. Move in ready and thoughtfully laid out, the home features a bright open main level with oversized living room, original hardwood floors, designated dining space, and an updated kitchen ideal for meal prep. First floor additionally includes bedroom, full bathroom/ laundry located off the kitchen. Upstairs you will find two additional bedrooms along dedicated office space and closet/flex space. Fenced in yard with the perfect amount of space to relax, enjoy, or entertain. Parking is a breeze with driveway space, while gas heat, central air, and energy efficient setup offers year-round comfort. All set in a timeless Medford location offering neighborhood charm with unbeatable proximity to Downtown Boston, Seaport District, Assembly Row, outdoor space, and everyday convenience for a Boston commuter! This 02155 gem won't last!

Seller covers first 12 months HOA !Built in 1899 as a schoolhouse and thoughtfully converted into 20 distinctive residences, The Residences at Franklin School is an award-winning landmark recognized with the PRISM Award for Best Condominium Conversion in New England and a Housing Design Award. 304 is a bright, sun-filled corner unit. Soaring high ceilings and oversized windows bring in abundant natural light throughout the day, while the spacious open-concept living area offers excellent flexibility for everyday living. Beautifully preserved original hardwood floors add warmth, character, and lasting quality. Substantial brick construction enhances year-round comfort and creates an exceptionally peaceful living environment with minimal noise. The desirable split-bedroom layout places the two bedrooms on opposite sides of the home. Conveniently located near I-93, Assembly Row, Wegmans, Middlesex Fells Reservation, Wellington Station, and Routes 16 and 28, with easy access to Boston

Welcome to a distinguished single-family residence originally built in 1925. This impressive home presents a unique opportunity to own a home that seamlessly blends historic charm with modern-day convenience with its expansive layout, classic architectural details, and versatile living spaces.The main level showcases architectural details, including a welcoming living room with a fireplace and a pocket door leading to an oversized family room.A large, well-appointed kitchen features counter seating and abundant workspace, while the formal dining room is enhanced by a beautiful built-in china cabinet. With five generously sized bedrooms, this residence provides plenty of space for family, guests, or home office needs. Three full bathrooms and one half bathroom are conveniently distributed throughout the home.Situated on a large lot, the property includes access to two off-street parking areas, adding to its practicality and appeal

Exceptional opportunity to own a well-maintained multi-family home in a desirable neighborhood of Medford! This versatile property offers strong owner-occupant or investment potential with two spacious units. Unit 1 features 2 Bedrooms, 1 full bath, kitchen, dinning and living room. Unit 2 offers 3 bedrooms, 1 full bath, kitchen and dinning room. A stand out feature of this unit is the vaulted ceilings in the living room, creating and open, airy feel filled room with natural light from the skylights. Private yard and plenty of parking. Washer and dryers available for both units. Conveniently located with easy access to major commuter routes, public transportation, shopping, dinning, parks, and all that vibrant Medford has to offer. Enjoy proximity to Boston, and schools/ colleges. Don't miss your chance to own a multi-family property in one of Greater Boston's sought-after communities

Great opportunity to get into the Medford market with this affordable centrally located 2 B/R Condo. This great location is close to Medford Sq. with shopping, dining, Chevalier theater, the fantastic new public library plus steps to scenic Mystic River with walking, jogging, kayaking, the Condon Half shell, farmers market and more. Public transportation abounds with bus routes to Wellington and Malden stations, Tufts U. and the Green line. Easy access to the West Medford commuter rail and Rte 93. This well run complex has an inground pool, exercise room, clubhouse and extra storage in the basement. Open concept L/R D/R with sliders to a 42 foot long balcony. Both BD/RMs have ceiling fans and sliders with access to the balcony. Convenient In unit laundry. Good closet space throughout. Main bd/rm has a walk in closet. Parking spot #83 close to door OPEN HOUSE Sat 6/20 11:30 - 1 PM

Welcome to 6 Richmond Park! Boasting 50+ years of steady income production, this massive property is a rare find for any portfolio. This 3-unit Multi-family features separately metered units and updated utilities, making it an ideal turnkey investment or a perfect multi-generational home where everyone enjoys their own space, privacy, and independent billing.While already a reliable cash-flow generator, the property offers massive upside. Strategic interior improvements will allow you to command premium rents and build significant equity in a high-demand market.A true commuter's dream, you're just 11 miles from Boston with instant access to I-93 and I-95/Rt 128. The Anderson Regional Transit Center is minutes away for effortless rail and Logan Express access. Lifestyle amenities abound with the scenic trails of Horn Pond nearby and the premier dining and shopping at Woburn Village. Secure a high-value asset with a proven track record and incredible future potential!

Only 4 homes left at Stoneham Heights! Stoneham's newest and most prestigious neighborhood. Discover Stoneham Heights, an exclusive collection of 13 newly constructed, architect-designed, single-family residences. Crafted by a local builder with high-quality materials, these homes offer modern design and open floor plans for today's lifestyle. Exceptional features include gourmet kitchens, luxurious bathrooms, and energy-efficient designs. Enjoy private yards for outdoor living, with a variety of layouts and styles, all featuring 4 bedrooms, 2-car garages and 2.5 baths. Choose from floor plans ranging from 2,442-3,057 square feet, plus optional finished basements. Located just 10 miles north of Boston, Stoneham Heights offers suburban tranquility with city convenience, close to the Fells Reservation and downtown Stoneham. Don't miss this rare chance to own a new construction home at Stoneham Heights

Pottery Barn style meets classic Cape charm! From the moment you step inside, you are greeted by crisp, fresh interior paint and beautifully refinished hardwood floors radiating warm, natural light. The heart of the home is the stunning renovated eat-in kitchen-thoughtfully designed with timeless custom cabinetry, gleaming quartz countertops, and a center island perfect for morning coffee or casual entertaining. The main level offers an inviting living room, a distinct dining room, a flexible first-floor bedroom, and a newly updated full bath. Upstairs, discover two spacious bedrooms complete with new ceilings, recessed lighting, and generous storage. Step outside to your private backyard oasis, featuring a brand-new Trex deck and fully fenced yard ideal for summer dining. With a new 200-amp electrical panel, newer vinyl siding/windows, 2021 oil tank, and a solid heating system, it is truly turn-key. Fantastic location, minutes from Rt. 128, local amenities, and vibrant eateries

Set in the sought-after Lawrence Estates area of Medford, this stately 9-room home blends classic charm with modern comfort. Featuring 4 bedrooms and 2 baths, it welcomes you with a grand entryway and soaring ceilings. Oversized windows fill the home with natural light, highlighting beautiful hardwood floors throughout. A generous landing doubles as a perfect home office, and a massive second-floor laundry room adds everyday convenience. Ample closets and storage space throughout. Outside, enjoy a beautifully landscaped backyard with a large deck, spacious patio, and outdoor TV-ideal for entertaining. Conveniently located near restaurants, shops, the Green Line, commuter rail, Route 93, and the scenic Middlesex Fells Reservation