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16 Park Ave Unit 2, Winchester
$999,999
3 Beds ⋅ 2 Baths ⋅ 73443017 MLS
Experience luxury living just steps from vibrant Winchester Center in this beautifully renovated 2016 condo. High ceilings & gleaming HW floors flow throughout this spacious, light-filled home, w/an open floor plan that features fireplaced living & dining area adjoining a chef’s eat-in kitchen, outfitted w/ SS appliances & granite countertops.The home offers 3 generously sized bedrooms & 2 full bathrooms, including a luxurious primary suite w/a custom walk-in closet & spa-like double-vanity bathroom. 2 additional flexible rooms are perfect for a home office, playroom, dining room, or sunroom, offering wonderful sunset views.Exceptional storage is found throughout, including generous custom closets, a pantry, & a large walk-out basement w/ potential for future expansion. Private fenced-in yard w/patio & garden area, plus side-by-side parking for up to 4 vehicles.This turnkey home offers oversized windows & central air, located about half mile from scenic Middlesex Fells & commuter rail.

16 Park Ave Unit 2, Winchester

Listing courtesy of Listing Agent: Paula R. Sughrue from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
150 Cambridge Street, Winchester
$990,000
3 Beds ⋅ 2 Baths ⋅ 73530959 MLS
Charming colonial with lots of character! Step into a welcoming foyer that leads into an open concept kitchen and dining room area. Kitchen is fully equipped along with gas cooking and breakfast bar,front to back living room with a cozy fireplace surrounded by built-ins and slider out to a big sunny deck and crown moldings, french doors from living room lead out to a 4 season sun room perfect for den, home office or playroom area. First floor half bath. Upstairs features 3 well proportioned bedrooms and a full bath, hardwood floors throughout, partially finished basement with bonus room, 2 car garage and ample driveway parking, sunny back yard. Freshly painted exterior

150 Cambridge Street, Winchester

Listing courtesy of Listing Agent: Diane Plunkett from Listing Office: Plunkett Properties.
339-341 Washington Street, Winchester
$980,000
5 Beds ⋅ 2 Baths ⋅ 73534223 MLS
Exceptional opportunity for investors, owner-occupants, or multigenerational living in this two-family home conveniently located near Winchester Center, restaurants, shopping, commuter rail, and major routes. The first floor has 2 bedrooms plus an office, while the second floor includes a third bedroom. Both units are filled with natural light and share nearly identical layouts with enclosed front porches, spacious front-to-back living and dining rooms, original built-in china cabinets, high ceilings, and timeless character throughout. The kitchens offer granite countertops, stainless steel appliances, dedicated pantries, and access to rear porches, while renovated bathrooms and freshly painted interiors add modern appeal. Additional highlights include a 2-car garage, 4 off-street parking spaces, hardwood floors throughout, basement storage, laundry, and an expansive private backyard.

339-341 Washington Street, Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.
8-10 Russell Road, Winchester
$960,000
4 Beds ⋅ 2 Baths ⋅ 73475004 MLS
An investor's opportunity to own a multi-family in the desirable town of Winchester. This great two-family is centrally located minutes from downtown Winchester. Featuring two bright and sunny units totaling 4 bedrooms and two full bathrooms. Each unit has their own gas heating, hot water systems, and breaker panels. Lower unit has 2 bedrooms with a full bathroom. Living room/dining room combo with a beautiful private deck off the kitchen. Upper unit has 2 bedrooms, living room/Dining rm combo and 1 full bathroom with a private balcony. Two off-street parking driveway #8 with a shared outdoor yard space and 3 Cars off street parking driveway for unit #10...

8-10 Russell Road, Winchester

Listing courtesy of Listing Agent: Rajive Dogra from Listing Office: Coldwell Banker Realty - Lexington.
41 Squire Road, Winchester
$955,225
4 Beds ⋅ 2 Baths ⋅ 73454629 MLS
Mid Century Side Hall Colonial w Attached Garage on an Attractive Corner Lot in Winchester. Available for the first time in more than fifty years, this inviting home awaits its next owners' vision and personal touch. Exceptional opportunity to add immediate value with the right repairs and upgrades. Main floor features an open living room with fireplace, adjoining dining room with southwest exposure, eat-in kitchen, half bath, and access to the garage. Four bedrooms and full bath upstairs. Above grade finished basement with full windows walks out onto a natural backyard. Desirable west end location on Thornberry Hill. Vinson-Owen Elementary School and Winchester Swim & Tennis Club in the neighborhood. Close proximity to Winchester Center, surrounding towns, shopping, dining, area businesses, events and culture, parks, trails, and conservation lands. Convenient to Downtown Boston.

41 Squire Road, Winchester

Listing courtesy of Listing Agent: from Listing Office: Charlesgate Realty Group, llc.
16 Park Ave Unit 1, Winchester
$950,000
3 Beds ⋅ 2 Baths ⋅ 73426760 MLS
Breathtaking luxury condo just moments from Winchester Center and the commuter rail. This recently updated home offers bright, spacious, one-level living with hardwood floors and custom shutters throughout. The kitchen features quartz countertops, stainless steel appliances–including GE Café range and microwave, an oversized sink, and large peninsula with ample seating flows seamlessly to the adjoining living room with gas fireplace. The nearby pantry offers plenty of storage with stacked laundry adding exceptional convenience. A versatile dining room with large windows provides additional space for flexible use. The primary suite, which includes a walk-in closet and private bath with double vanity and walk-in shower, is complemented by two additional bedrooms and a marble-tiled guest bath. Thoughtful storage throughout includes multiple closets and a dedicated basement. Enjoy a fenced yard with patio for entertaining and off-street parking for four vehicles. Welcome home!

16 Park Ave Unit 1, Winchester

Listing courtesy of Listing Agent: Andrea Mackey from Listing Office: Barrett Sotheby's International Realty.
139 High Street, Winchester
$945,000
3 Beds ⋅ 2 Baths ⋅ 73453920 MLS
This charming Cape style home on a half-acre lot combines classic character with modern updates. Step inside to find newly refinished hardwood floors throughout the inviting fireplaced living room, dining room, and bedrooms. The recently updated kitchen and bathrooms blend style and function with contemporary finishes. The dining room with built-in China cabinet provides an inviting space to entertain. Enjoy morning coffee or evening relaxation on the unheated 3-season porch overlooking the yard, with seasonal views of the Boston skyline. The lower level features high ceilings with a heating and cooling unit already installed, offering great potential for 200+ sqft of future finished space. Additional highlights include a one-car garage under and a convenient layout with timeless appeal. Nestled beside conservation land, this home provides a peaceful, natural setting where you can enjoy watching birds and local wildlife right from the yard. Make this one yours for 2026!

139 High Street, Winchester

Listing courtesy of Listing Agent: Katie Tully from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
446 Highland Ave, Winchester
$940,000
2 Beds ⋅ 2 Baths ⋅ 73449918 MLS
Charming Spanish-style home in desirable Winchester! This unique property features a beautiful terracotta roof and timeless architectural details. The first floor welcomes you with a foyer which leads to an astounding great room, perfect for entertaining or hosting family gatherings. The kitchen opens seamlessly to the dining area. Additionally an inviting enclosed patio provides space to relax or enjoy morning coffee. A cozy sitting area and convenient half bath complete the main level. Upstairs, you’ll find two comfortable bedrooms and a renovated full bathroom with modern finishes. The lower level offers an unfinished basement ideal for storage or future expansion, plus an attached garage for added convenience. Whether you’re an investor seeking potential or an end user looking for a fixer-upper, this home presents an incredible opportunity in one of Winchester’s most sought-after neighborhoods.

446 Highland Ave, Winchester

Listing courtesy of Listing Agent: Andersen Group Realty from Listing Office: Keller Williams Realty Boston Northwest.
171 Swanton St Unit 5, Winchester
$900,000
3 Beds ⋅ 3 Baths ⋅ 73430034 MLS ⋅ ['The Village In Winchester'] BLDG.
Charming townhouse located at The Village, one of Winchester’s most sought-after and impeccably maintained communities, offers 1,843sf of living space. Featuring 3 generously sized bedrooms with full-height ceilings, and 2.5 updated bathrooms, it is one of the largest homes in the community. The home is flooded with natural light thanks to its end-unit position, windows on three sides, and a skylight in the dining area. The freshly painted interior is complemented by refinished hardwood parquet floors, new carpeting in two of the bedrooms, and wood flooring in the third bedroom. The expansive living room is anchored by a wood-burning fireplace, while the open-concept kitchen and dining area offer an ideal layout for modern living. Additional highlights include a private patio and dedicated parking (1 garage and 2 exterior spaces). Residents enjoy exceptional community amenities including a swimming pool with pool house, a tennis court, picturesque grounds, and professional management.

171 Swanton St Unit 5, Winchester

Listing courtesy of Listing Agent: Jonathan Radford from Listing Office: Coldwell Banker Realty - Boston.
571 Washington St, Winchester
$900,000
3 Beds ⋅ 1 Baths ⋅ 73428179 MLS
Best valued single family in Winchester with incredible fenced backyard and expansive patio extending your living space outdoors, and 2 car garage!! Build immediate equity and convenience by adding an additional bathroom - Plans and renderings in hand (see attached and ask agent for details)! Designed with light-filled living spaces and three generously sized bedrooms, it’s a perfect fit for today’s lifestyle just moments from Winchester Center, award-winning schools, and the commuter rail. NEW roof, NEW walkway & patio, NEW hot water heater, NEW fence, NEW garage doors, NEW insulation, Updated kitchen, refinished hardwood floors, gas cooking, and immaculate throughout...This home isn’t just move-in ready—it’s brimming with potential to make it uniquely yours!

571 Washington St, Winchester

Listing courtesy of Listing Agent: Wilson Group from Listing Office: Keller Williams Realty.
60 Harvard, Winchester
$899,000
4 Beds ⋅ 3 Baths ⋅ 73404303 MLS
Exceptional investment opportunity. Located in the heart of desirable Winchester, this multi family property offers a rare opportunity to own a ready to renovate, vacant building with incredible potential. Two 1 bedroom, 1 bathroom units and 1 two bedroom unit. This property is primed for a full renovation. Perfect for investors, end users or travellers looking for their own pied-a'-terre, while collecting rents. Property also has a detached 2 car garage with 2nd level. Plenty of off street parking with 3 separate driveways. Bring your vision and unlock the full value of this well located multi-family just minutes from its gorgeous downtown, the commuter rail, schools and local area amenities. Opportunities like this rarely come in Winchester. Here's your chance to keep this in your family for generations to come.Sold as is Buyer and Buyers agent to perform due diligence.

60 Harvard, Winchester

Listing courtesy of Listing Agent: Mark Krasnyansky from Listing Office: eXp Realty.
9 Governors Avenue Unit 2, Winchester
$888,000
3 Beds ⋅ 2 Baths ⋅ 73509305 MLS
Perfectly positioned just moments from the charm and vibrancy of the town center, this inviting 3-bedroom, 1.5-bath condo offers a lifestyle as appealing as its location. Step inside to discover a bright, thoughtfully designed layout filled with generous living spaces and abundant natural light. Three bedrooms provide the versatility you need—whether for family, guests, or a home office. Enjoy everyday ease with in-unit laundry and private basement storage, while the enclosed front porch opens the door to endless possibilities—imagine a cozy reading nook, sun-drenched lounge, or your own personal retreat. Outside, a driveway with two off-street parking spaces adds convenience, and the shared backyard with patio sets the stage for relaxing afternoons or effortless entertaining. All this, just minutes from Winchester Center, top-rated schools, local shops, dining, and the commuter rail!

9 Governors Avenue Unit 2, Winchester

Listing courtesy of Listing Agent: Vita Realty Group from Listing Office: Compass.
63 Dunster Lane, Winchester
$825,000
2 Beds ⋅ 1 Baths ⋅ 73532111 MLS
Bring your vision and your tool box to 63 Dunster Lane! This 1910 bungalow is a 1208 square foot fixer-upper that sits on a 8300 square foot lot. If you're a savvy investor or a contractor/builder this is a great opportunity to completely renovate/rebuild in a highly desirable Winchester neighborhood.

63 Dunster Lane, Winchester

Listing courtesy of Listing Agent: John Ferolito from Listing Office: Keller Williams Realty.
49 Spruce St, Winchester
$815,000
3 Beds ⋅ 2 Baths ⋅ 73468847 MLS
Fantastic opportunity to own in Winchester! This inviting home is move-in ready and offers a flexible layout. The bright living room with picture window opens to the dining area, with a kitchen and a convenient half bath with laundry just beyond. Upstairs features a comfortable primary bedroom, sunny home office, additional bedroom, and a full bath. The third-floor bedroom spans the length of the home with windows at both ends, ideal for a playroom, lounge, or guest suite. The lower level presents useful space for storage, a workshop, or playroom with direct access to the backyard. Located near Winchester High School and less than half a mile to Winchester Center with shops, dining, commuter rail, conservation trails, and only 8 miles to Boston.

49 Spruce St, Winchester

Listing courtesy of Listing Agent: Andersen Group Realty from Listing Office: Keller Williams Realty Boston Northwest.
171 Swanton Street Unit 39, Winchester
$805,000
2 Beds ⋅ 3 Baths ⋅ 73496879 MLS ⋅ ['The Village In Winchester'] BLDG.
Welcome to this sun-filled end unit townhome, featuring 2 bedrooms, 2.5 bathrooms, sparkling hardwood floors, central air & a sought-after bonus family room on the main level. Upon entering you’ll find an airy dining area, kitchen w/ granite countertops & stainless steel appliances, & large living room w/ fireplace & skylight, which flows seamlessly into a family room/office/den w/ oversized windows & built-in window seats. Don’t miss access to a private patio overlooking the pool & grassy courtyard, plus a half bath on this level. Upstairs, the primary suite offers hardwood floors, generous closets & stylish marble bathroom. This level also includes a second bedroom w/ hardwood floors, ample closets, a full family bath, & laundry. Unit 39 includes a covered carport parking space w/ second tandem space & a private storage room. Enjoy lifestyle amenities including an in-ground pool, clubhouse & tennis court. All of this just moments to Winchester’s vibrant town center, schools & train.

171 Swanton Street Unit 39, Winchester

Listing courtesy of Listing Agent: Carolyn Walsh from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
62 Vine Street Unit 62, Winchester
$800,000
2 Beds ⋅ 2 Baths ⋅ 73423434 MLS ⋅ ['Wedgewood Place Condominium'] BLDG.
Bright & Airy Cottage at Desirable Wedgewood Place in the heart of Winchester! This charming 2-level, 2-bed, 2-bath “cottage” style condo offers convenience of condo living w/ the feel of a single-family home. Sun-filled layout features a wood-burning fireplace w/ brick hearth, built-ins, hardwood floors, and an updated kitchen with new lighting, flooring, stainless fridge, dishwasher, cooktop & vent hood. Upstairs, primary suite includes an updated bath w/ double vanity, walk-in closet & sliding doors to large private deck. Lower level offers a spacious bedroom, full bath, laundry, shelving & direct access to landscaped common area w/ pool & patio. Additional features include central air, abundant storage, private deck & parking just outside your door! Steps to Winchester Center shops, cafes, parks, new commuter rail just 20 mins to Boston. Walker's Paradise Walk Score of 92! Meticulously maintained & pro managed, it is the perfect balance of small-town charm & modern convenience!

62 Vine Street Unit 62, Winchester

Listing courtesy of Listing Agent: The Shorey Realty Group from Listing Office: Real Broker MA, LLC.
171 Swanton St Unit 21, Winchester
$770,000
3 Beds ⋅ 3 Baths ⋅ 73491180 MLS ⋅ ['Village In Winchester'] BLDG.
Welcome to The Village at 171 Swanton St, # 21! This end unit town home has everything you have been looking for in Winchester! The layout will afford you comfort & flexibility with the kitchen opening into dining room. Kitchen features upgraded counters, cabinets, crown molding and stainless appliances. Enjoy the use of your private patio just off of the dining room. An oversized family room overlooks the courtyard and receives an abundance of natural light. There is a gas fireplace in the family room to make it feel cozy throughout the year. There is a half bath on the 1st floor along with plenty of closet space for storage. Upstairs, the primary bedroom features a spacious walk in closet as well as a private main suite full bathroom. There are 2 additional bedrooms on the 2nd floor with access to it's own common bathroom. Laundry is conveniently located at the top of the stairs. Unit has 1 car garage w/ 2 additional spaces. Pool, Tennis Ct, Clubhouse included as part of HOA

171 Swanton St Unit 21, Winchester

Listing courtesy of Listing Agent: Jesse Mason from Listing Office: Colby Hunter Realty.
666 Main St Unit 312, Winchester
$750,000
2 Beds ⋅ 2 Baths ⋅ 73466541 MLS ⋅ ['Wedgewood Place'] BLDG.
Beautiful 2BR/2BA waterfront condo at Wedgewood Place located at 666 Main Street. This open-concept corner unit features a bright living/dining area with private balcony, granite counter-tops in the kitchen, and hardwood floors. The primary bedroom is bright with lots of windows and offers a walk-in closet and en-suite bath. Additional highlights include in-unit laundry hook-ups, garage parking, elevator and access to an in-ground pool. Enjoy the landscaped waterfront grounds or take a short walk to Winchester Center, coffee shops, restaurants, and the commuter rail. Move-in ready and perfectly located! Sold in As-Is condition.

666 Main St Unit 312, Winchester

Listing courtesy of Listing Agent: Walace Nogueira from Listing Office: Fellsway Realty, LLC.
7 Conant Road Unit 53, Winchester
$745,000
2 Beds ⋅ 2 Baths ⋅ 73507003 MLS ⋅ ['The Willows'] BLDG.
This rare & very desirable Willows unit offers effortless one-level living ~ enjoy this beautifully maintained direct entry first-floor residence with adjacent garage!! The open-concept layout is filled with natural light and features a welcoming living room with a gas fireplace with slider to a private fenced patio, ideal for indoor-outdoor enjoyment. The extraordinary primary suite is drenched in sunlight w lovely views & includes includes an updated full bath, walk in closet plus a private rear patio; the second bedroom is also very spacious with great closet space. This floor through unit has been gently lived in and is in excellent condition. A rare offering with direct garage access and a large private storage area. Ideally located near the clubhouse, where residents enjoy access to a swimming pool, fitness center, and manicured grounds, all just moments from the town center & easy highway access. A great opportunity for low-maintenance living in a highly desirable community.

7 Conant Road Unit 53, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
171 Swanton St Unit 7, Winchester
$729,000
2 Beds ⋅ 3 Baths ⋅ 73532218 MLS
Easy living awaits at The Village, where this well-maintained, freshly painted, townhouse offers a functional layout, desirable amenities, and a convenient Winchester location. The main level features hardwood floors, an oversized living room with gas fireplace, an open dining area, and kitchen with direct access to a private patio overlooking the beautifully landscaped grounds. A half bath and generous closet space add convenience. Upstairs are 2 bedrooms including a spacious primary suite with walk-in closet and private bath, along with an additional full bath and in-unit laundry. Additional highlights include central air, carport with extra parking, ample storage, fresh interior paint, and custom closet systems. Enjoy access to the community pool, tennis court, clubhouse, and scenic grounds, all just minutes to Winchester Center, commuter rail, shops, restaurants, 2,600 acre Middlesex Fells, and major routes.

171 Swanton St Unit 7, Winchester

Listing courtesy of Listing Agent: Pirani & Wile Group from Listing Office: Gibson Sotheby's International Realty.
171 Swanton St Unit 73, Winchester
$722,500
2 Beds ⋅ 3 Baths ⋅ 73420948 MLS ⋅ ['The Village In Winchester'] BLDG.
Welcome to The Village in Winchester! This picturesque 80-unit condominium community is set along conservation land and the Aberjona River. Unit 73 is a spacious, 2-bedroom, 2.5-bath end-unit townhouse with rare offering of a first floor bonus room; den, home office, bedroom, you decide! The first floor also offers a living room with skylight and fireplace, kitchen, dining room, half bath and private outdoor patio. The second floor features a large primary bedroom with ample closet space and attached bath; a second bedroom with double closet; a full bath, and in-unit laundry. Additional features include abundant storage, private storage shed, and two parking spaces—one in a covered carport. Community amenities include manicured landscaping, tennis court, in-ground pool, and clubhouse. Conveniently located near Winchester Center, commuter rail, schools, shops, and restaurants. A must-see!

171 Swanton St Unit 73, Winchester

Listing courtesy of Listing Agent: John and Maria Reilly from Listing Office: JMR Real Estate Group LLC.
115 Washington Street Unit 2A, Winchester
$703,000
2 Beds ⋅ 1 Baths ⋅ 73496388 MLS ⋅ ['Church Place'] BLDG.
Newly Renovated! 2 Bd at Church Place in Winchester Center! This stunning corner unit renovation was just completed & is ideally located in the heart of the center. Perfect for down-sizers or anyone seeking easy living w/ access to the train, restaurants, shops & top-rated schools - all the conveniences right outside your door! This bright & airy unit offers an open floor plan w/ beautiful arched windows, new wide plank wood floors, updated electrical, new kitchen & updated bath w/washer dryer in unit! The newly renovated kitchen offers plenty of cabinetry & a dining peninsula. The BR's offer generous closet space ~ enjoy low-maintenance living including trash & snow removal making this home as practical as it is charming. Take the elevator up to your private entrance hall or use a quick set of stairs. Enjoy stunning views of the town and unbeatable convenience. Rare offering with two deeded parking spaces just steps from the building's side entry. A true gem in a sought-after location

115 Washington Street Unit 2A, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
40 Lake Street Unit I, Winchester
$701,000
2 Beds ⋅ 2 Baths ⋅ 73520263 MLS ⋅ ['Wedge Pond Condominium'] BLDG.
Elegant brick townhouse condominium overlooking beautiful Wedge Pond in one of Winchester's most desirable locations. This spacious and sun-filled home combines modern updates, scenic surroundings and commuter convenience. Open House Sunday 1-3pm

40 Lake Street Unit I, Winchester

Listing courtesy of Listing Agent: Diane Plunkett from Listing Office: Plunkett Properties.
20 Charles Road Unit 20, Winchester
$700,000
3 Beds ⋅ 2 Baths ⋅ 73487714 MLS
Rarely available 3 bedroom 2 full bathrooms Townhouse at The Residences at Winchester, located in the most coveted and brand new Lynch School district. Updated kitchen with stainless steel appliances, spacious and sun-filled living room with large picture window, gleaming hardwood floor throughout. Upstairs features 3 bright bedrooms and an updated full bath. Finished lower level boasts a laundry room, Family room and full bath, heated on a separate zone. New boiler in 2020. Fenced back yard access from kitchen, parking for 2 cars, low condo fees. Easy commuter rail access into Boston with convenient access to Routes 93 and 95. Just minutes from Winchester Center and a short drive to Boston.

20 Charles Road Unit 20, Winchester

Listing courtesy of Listing Agent: Wei Wenny Fu from Listing Office: Phoenix Real Estate.
9 Charles Road Unit 9, Winchester
$681,888
3 Beds ⋅ 2 Baths ⋅ 73478441 MLS
Nicely renovated & GREAT price!! This unique 3 bed, 1.5 bath townhouse offers a spacious layout and has a private level large back yard, and 2 car parking! This home offers a spacious open living/ dining room with hardwood floors and plenty of natural light. The second floor offers 3 spacious bedrooms with large closets and a full bath. The updated interior makes this home move in ready. Gleaming hardwood floors run throughout, and ductless mini splits provide AC and heat. The basement offers excellent potential to be finished, creating the perfect space for a family room, home office, or gym. Numerous windows create a bright and inviting feel. Low condo fee and close to everything Winchester has to offer. Located in the Lynch School district, brand new as of the 2025 school year. Easy commuter rail access into Boston with convenient access to Routes 93 and 95. Just minutes from Winchester Center and only 7 miles from Boston.

9 Charles Road Unit 9, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
2 George Road Unit 2, Winchester
$680,000
3 Beds ⋅ 2 Baths ⋅ 73510206 MLS
Inviting 3 Bed 2 bath townhouse situated on one of the largest lots in the neighborhood offering a perfect blend of space and natural light. This home is in great condition with hardwood floors and an updated kitchen with direct access to the yard. The living room with picture window flows into an open concept dining area. Upstairs find three bedrooms and a full updated bath. The finished lower level with additional full bath and laundry adds flexibility for guests, home office, or additional living space. Enjoy the large outdoor lot for family enjoyment and gardening nicely positioned at the intersection of established neighborhoods, including surrounding single-family homes, this location offers both convenience and long-term value close to top rated schools, near Horn pond, Fells trails & close to commuter rail 2 stops to Boston, major routes, and Winchesters' vibrant downtown with many shops and restaurants. Don't miss out on this great value ~move in and enjoy.!

2 George Road Unit 2, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
7 Conant Rd Unit 33, Winchester
$680,000
2 Beds ⋅ 2 Baths ⋅ 73467438 MLS ⋅ ['The Willows'] BLDG.
Rarely available ground-floor townhouse at The Willows with easy access to a private garage. This bright and sunny 2-bedroom, 2-bath condo offers the convenience and comfort today’s buyers are seeking. Open concept kitchen with a breakfast bar, and an adjacent dining area—perfect for everyday living or entertaining. The expansive living room is highlighted by a gas fireplace and slider that opens to a private patio area.The generous primary suite includes a walk-in closet and an ensuite bath with double vanity. A large second bedroom also offers a walk-in closet, while the hallway bath features a tub and shower, there is an in-unit laundry and extra basement storage. Amenities include a clubhouse with community room, fitness center, restrooms, and a heated outdoor saltwater pool. Enjoy all that Winchester has to offer, the 2,600 acre Middlesex Fells, vibrant downtown, restaurants, shops, library, farmers market and commuter rail service to Boston.

7 Conant Rd Unit 33, Winchester

Listing courtesy of Listing Agent: Pirani & Wile Group from Listing Office: Gibson Sotheby's International Realty.
7 Conant Rd Unit 20, Winchester
$665,000
2 Beds ⋅ 2 Baths ⋅ 73339113 MLS ⋅ ['Willows At Winchester'] BLDG.
Rarely available and beautifully renovated first-floor unit at The Willows designed with everyday functionality in mind. This one-story unit offers stair-free access and living, along with easy accessibility from the adjacent one-car garage with an attic and a tandem parking spot. Upon entry, you’ll find an inviting open concept living and dining area with freshly installed hardwood flooring, a cozy gas fireplace and access to the enclosed private patio. The updated kitchen offers an ideal blend of openness and convenience and is outfitted with brand new granite countertops and appliances. The spacious primary bedroom features a refreshed en-suite bath and full walk-in closet. A second bedroom, updated full bath, central A/C, and in-unit laundry complete this gem. Upscale amenities such as the pool, fitness center, clubhouse with full kitchen, professional landscaping and snow removal optimize convenience. Come check it out!

7 Conant Rd Unit 20, Winchester

Listing courtesy of Listing Agent: Brian Woods from Listing Office: Woods Properties Inc..
55 Brookside Ave., Winchester
$657,500
3 Beds ⋅ 1 Baths ⋅ 73517006 MLS
This affordable Colonial in the highly sought-after Muraco School district is brimming with potential and ready for your personal vision. An ideal starter home, it features a spacious backyard overlooking Davidson Park, creating a private and peaceful setting. Conveniently located near parks, bike trails, and public transportation, this home offers an exceptional combination of value, location, and opportunity. Whether you're a contractor, investor, or homeowner looking to build equity, this diamond in the rough is full of possibilities.

55 Brookside Ave., Winchester

Listing courtesy of Listing Agent: Michael Rauseo from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
17 Charles Rd Unit 17, Winchester
$645,000
2 Beds ⋅ 2 Baths ⋅ 73502587 MLS ⋅ ['Residences At Winchester'] BLDG.
Located in the highly sought-after, newly done Lynch School district, this home shines with fresh paint throughout and beautifully refinished hardwood floors. The first floor offers a functional layout with a dedicated dining area that flows seamlessly to the kitchen and spacious living room—ideal for everyday living and entertaining. The upper level features two generously sized bedrooms and two full bathrooms. Both equip with excellent closet space and ample sunlight through multiple windows. An unfinished basement of roughly 400 square feet provides excellent potential to add living space and value. Enjoy a large and leveled yard professionally maintained by management. Trash removal and exterior maintenance included in the management fee. This attached single family is complete with a private driveway in a convenient location.

17 Charles Rd Unit 17, Winchester

Listing courtesy of Listing Agent: Jessica Later from Listing Office: JL+CoRE.

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