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$2,350,000
4 Beds ⋅ 4 Baths ⋅ 73510897 MLS
Discover this picture perfect 4 BD 3.5 BA colonial in coveted Brooks neighborhood! This distinguished property offers a gourmet kitchen featuring sleek SS appliances, AGA dual fuel range w/ gas burners, center island & tall wine cooler w/sunny brkfst area. The family rm is an architectural focal point, boasting cathedral ceilings, skylights & a cozy fireplace. Natural light floods the home & continues into the formal dining room, breakfast nook, formal living room & home office. The primary suite offers a ensuite bath & large walk in closet. 3 additional bedrooms & a full bath complete the 2nd floor. The finished lower level w/ full bath offers great space for movie nights, kids play space or guest area & gym. This property is complete w/ a 2 car garage & gorgeous level lot. The back yard features an expansive deck, patio & fenced in yard. This home truly has it all! Sought after Brooks neighborhood is close to town, Wedgemere train station & Brooks town forest. Don't miss this one!!

50 Brooks Street, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$10,000
6 Beds ⋅ 5 Baths ⋅ 73484748 MLS
Fabulous 6 month rental opportunity with full additional in-law suite with private kitchen, bedroom, bath, and laundry. Very generous in size and scale.Light filled,modern all brick home abundant in space and comfort.Unrivaled privacy at end of cul-de-sac.Masterfully built staircase presents the two story great room with double sided fireplace.Spacious kitchen with island, double gas range, and 60" of refrigeration. Grand formal dining room,serving pantry,dinette,and fabulous living room make up the first floor common areas. Add a main level bedroom,seperate full and half baths,and large office complete the primary level.Upstairs,open primary suite complete with stone fireplace,ensuite bath,and dressing room.Three additional bedrooms,big full bath,and laundry on second level.Full,finished walkout basement with kitchen,living area,brick oven,fireplace,dinette,and additional 6th bedroom and bathroom ideally suited for in-law,au pair,or multigenerational suite. Come see!!

282 High Street, Winchester

Listing courtesy of Listing Agent: Anthony Marino from Listing Office: The Marino Group Collection.
$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.
$2,100
1 Beds ⋅ 1 Baths ⋅ 73555538 MLS
Don't let the one-bedroom designation fool you! This spacious two-level apartment offers the flexibility and feel of a much larger home. The thoughtfully designed layout provides generous living space with room to spread out, making it ideal for working from home, entertaining, or simply enjoying separate living areas. Step outside to enjoy shared backyard space—perfect for relaxing or dining outdoors—and the convenience of one off-street parking space and in-unit laundry. Located just moments from the heart of Winchester Center, you'll enjoy easy access to the MBTA Commuter Rail, restaurants, cafés, boutiques, the Town Common, and everyday conveniences. Whether commuting to Boston or enjoying all that Winchester has to offer, this location combines neighborhood charm with exceptional accessibility. A rare opportunity to enjoy generous living space in one of Winchester's most sought-after communities

8 Mason Street Unit 8, Winchester

Listing courtesy of Listing Agent: Melanie Lentini from Listing Office: Leading Edge Real Estate.
$15,000
5 Beds ⋅ 5 Baths ⋅ 73510929 MLS
Custom-built ~6,000 sq ft Colonial estate offering 5 bedrooms, 4.5 bathrooms, and panoramic hilltop views on over an acre of beautifully landscaped grounds. Ideally located on the desirable West Side of Winchester, just minutes from Vinson-Owen Elementary School. This impeccably maintained residence features a gourmet chef’s kitchen with high-end appliances, oversized center island, walk-in pantry, and dining area that opens to a spacious family room with a gas fireplace and custom millwork. The main level also includes formal living and dining rooms, a private study, and an oversized mudroom with direct access to the attached three-car garage. The second level offers a luxurious primary suite with a spa-like ensuite bath, three additional bedrooms, a laundry room, and multiple well-appointed bathrooms. The finished walk-up third level serves as an ideal guest retreat or bonus living space, complete with a bedroom, full bathroom, and additional lounge area. The home offers multiple living and dining areas, a fully equipped laundry room, and abundant natural light throughout. Outside, enjoy a private patio overlooking the expansive backyard - perfect for outdoor dining, entertaining, or relaxing. Short- and long-term rentals available. Offered fully furnished or unfurnished.

186 Ridge Street, Winchester

Listing courtesy of Listing Agent: Anzor Sidamonidze from Listing Office: Skylight Real Estate, LLC.
$1,800
1 Baths ⋅ 73544352 MLS
A rare opportunity to rent in a prime Winchester location! Desirable private/direct-entry terrace level Studio at the Parkview Condominiums. This updated unit offers convenient walk-out access with a private covered patio perfect for enjoying the outdoors & offers direct views of the duck pond & courtyard gardens. This oversized studio offers ample space for dining, living & bedroom areas! Amenities include a pool for hot summer days and an on-site laundry room. Close to town location with easy access to the grocery store, restaurants, shops & train to Boston. Rent includes all utilities + 1 parking space. No pets. 2 person occupancy maximum.

200 Swanton Unit T30, Winchester

Listing courtesy of Listing Agent: Noha Soliman from Listing Office: Leading Edge Real Estate.
$1,660,000
4 Beds ⋅ 4 Baths ⋅ 73538441 MLS
Winchester Single Family Home with Attached Garage. Completely rebuilt in 2019, 4 Bedrooms + 2 Home Offices & 3.5 Bathrooms across 2,750+ SF! Two "WFH Offices" with Door & Window for privacy. Open-Concept Kitchen: Quartz Island/Countertops & Stainless Steel Appliances. Induction cooking & Hood Venting. Open-Concept Flows into the Connected Dining Room & Sundrenched Living Room with Wood Burning Pellet Stove! Charming New England feature provides efficient winter heating bills! Glass Sliding Doors bring you Outside to a Large Deck with custom Motorized Awning. Multiple Zones: Forced Central Air + Heating. Mudroom & Storage! Thoughtful design: First Floor Bedroom Suite, 1BR/1BA. Upstairs 3 Large Bedrooms & Laundry Room. Finished Top Level Offers "Future" Expansion? The Unfinished Attic offers Epic Storage! The BACKYARD: Wowie a Tree House! Swing, Slide, Climbing Wall & 2 Sheds. Prime Location: Quiet street, walking distance to the new Lynch Elementary + Middle school + High school.

10 Farrow Street, Winchester

Listing courtesy of Listing Agent: Collin Bray from Listing Office: Century 21 Cityside.
$1,460,000
5 Beds ⋅ 5 Baths ⋅ 73527738 MLS
Beautiful 2 family-duplex nestled in Winchester's desirable West Side. It tells the story of a home that has been treasured and exceptionally maintained over the years. Rich in warmth offering the kind of enduring quality and care that is increasingly hard to find. It reflects years of thoughtful stewardship with inviting spaces, natural light & flow designed for everyday living. Unit 1 3 beds w/primary suite, office, 2.5 baths, living room, dining room, family room with built-in shelving, eat-in kitchen. Unit 2 2 beds, 1.5 baths, living room, dining room, kitchen, lower level family room. Each unit bodes hardwood floors, in-unit laundry, dedicated basements with high ceilings, driveways, yards with patios. This special home offers flexibility, strong roots & the opportunity to become part of a beloved community. Located in sought after Vinson Owen School within Winchester's top rated school system. Minutes to Winchester Center, 2 MBTA stations direct to Boston & dining!

7-9 Ridge St, Winchester

Listing courtesy of Listing Agent: The Synergy Group from Listing Office: The Synergy Group.
$1,699,000
4 Beds ⋅ 3 Baths ⋅ 73511596 MLS
Join me Saturday May 23rd 12-2pm for the 1st Open House at this amazing new price! Fabulous 11 room, 4 bedroom Colonial set on a beautiful lot on Winchester’s west side. The first floor offers a bright and sunny, open concept kitchen and family room which creates the perfect space for everyday living and entertaining and leads to a mud room, laundry, and home office . Completing the first floor is half bath off kitchen, a dining room and a front to back, fireplaced, living room with a peaceful screened in porch that creates a serene escape. An expansive deck that overlooks this magnificent property. Upstairs features a beautiful, new, primary en suite with custom walk- in closet. An additional 3 spacious bedrooms and a new full bath complete the second floor. Lower level includes a playroom, a fireplaced den and extensive storage. Close proximity to Vinson-Owen School, Winchester Swin and Tennis Club and Wright Locke Farm, as well as conservation and many walking trails.

12 Cox Rd, Winchester

Listing courtesy of Listing Agent: Darryl E. Brian from Listing Office: RE/MAX Bentley's.
$2,125,000
5 Beds ⋅ 4 Baths ⋅ 73532996 MLS
Welcomed by a convenient horseshoe driveway surrounded by thoughtfully designed gardens, 211 Forest has undergone a completely reimagined renovation. This curated family residence shows refined attention to detail and a designer’s eye at every turn. From the custom kitchen with bespoke cabinetry and premium hardware, AGA cast-iron range and Liebherr refrigerator to the sunporch filled with natural light, every space reflects intentional design. The living room is anchored by a wood-fired fireplace, while highlights include a 1,000-bottle wine room, home gym, outdoor barrel sauna for daily wellness, whole-house water filtration system with reverse osmosis drinking water, and Sonos surround sound inside and outside. Located in one of Winchester’s most desirable neighborhoods, imagine stepping out your door for a peaceful walk to a trailhead at The Fells or easily biking with your kids to the highly regarded Muraco Elementary School every day.

211 Forest St, Winchester

Listing courtesy of Listing Agent: Michael Gilbert from Listing Office: Stuart St James, Inc..
$1,825,000
2 Beds ⋅ 4 Baths ⋅ 73508182 MLS ⋅ ['Graystone At Winchester'] BLDG.
Tucked within the coveted enclave of Graystone, this exceptional townhouse offers a rare blend of scale, privacy, and refined living. Among the largest residences in the community, this impeccably maintained 2-bedroom, 3.5-bath home unfolds across more than 3,800 square feet of thoughtfully designed space. Sunlight pours through expansive windows, illuminating gracious living and entertaining areas that flow seamlessly from room to room. The interiors are polished yet inviting, with generous proportions that allow for both elegant gatherings and comfortable everyday living. The first floor primary suite is large and inviting; another full bedroom suite is on the second floor, along with an expansive office and a cozy den. A rare walk-out patio on the lower level opens directly to a serene, forested backdrop—an uncommon offering that creates a private retreat, perfect for morning coffee or evening relaxation surrounded by nature.

10 Graystone Cir Unit 10, Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.
$11,000
7 Beds ⋅ 4 Baths ⋅ 73501557 MLS
TOP location! Beautifully renovated single family colonial in Ambrose elementary district, situated on a gorgeous lot with oversized new 2 car garage, This 6-7 bedroom 3.5 bath home has been tastefully updated & redesigned offering desirable open concept living w/ central air & all new systems. This home features a welcoming front porch, spacious foyer, beautiful custom chefs kitchen w/ professional/Thermador appliances, spacious dining room, double living room w/ fireplace, custom built ins, high ceilings & gas fireplace. Family room with sliders to large deck and great level yard, perfect for family enjoyment. The second floor offers 4 bedrooms, including a spacious primary w/ full bath & oversized tile shower plus 3 additional bedrooms one (smaller) great for a home office. The full third floor is spacious & bright and offers 3 additional large bedrooms plus another full bath.

34 Glen Road, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$3,800
2 Beds ⋅ 2 Baths ⋅ 73534980 MLS
Wonderful single family home for rent! Located in nice quiet neighborhood close by acclaimed Winchester High School. House is certified lead paint compliant! Walking distance to train, shops and restaurants in beautiful downtown Winchester. Recently updated kitchen and baths. Granite counters and stainless steel appliances. New windows, gas heating and new central air conditioning make for energy efficient living! Second-story washer/dryer. Private backyard with patio; perfect for summertime dinners with family and friends! Available August 1st. Come see this fantastic home today!

33 Nelson St, Winchester

Listing courtesy of Listing Agent: Russell Hulteen from Listing Office: Coldwell Banker Realty - Lexington.
$15,000
6 Beds ⋅ 7 Baths ⋅ 73496587 MLS
New construction 6 bedrooms and 7 full baths, 2 Car garage. Located in a highly desirable neighborhood just steps from VO Elementary School. The expansive 1st floor welcomes you with soaring ceilings and an elegant layout, including a sophisticated living room, family room, and private home office. The chef’s kitchen is a true centerpiece, boasting premium Thermador appliances, custom cabinetry, and a large island that flows seamlessly to an oversized deck—perfect for entertaining or relaxing. Upstairs, the 2nd floor offers spacious ensuite bedrooms, the luxurious primary suite with a walk-in closet and direct access to a private deck. Additional highlights include a butler’s pantry, mudroom, central air, and a tankless water heater for comfort and efficiency. The finished walkout lower level provides versatile space for a gym, entertainment area, and additional suite.

20 Amberwood Dr, Winchester

Listing courtesy of Listing Agent: Wei Wang from Listing Office: WW Real Estate LLC.
$1,450
1 Beds ⋅ 1 Baths ⋅ 73543351 MLS
CLEAN 1 BEDROOM APARTMENT LOCATED IN WINCHESTER CENTER. NO WASHER OR DRY IN BUILDING NO SMOKING IN BUILDING GOOD CREDIT AND REFERENCES REQUIRED

2 Winchester Place Unit 5, Winchester

Listing courtesy of Listing Agent: Deborah L. Leavitt from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$2,170,000
5 Beds ⋅ 4 Baths ⋅ 73534988 MLS
New construction 2019, this impressive 4-5-bedroom, 4.5-bath custom built East side colonial offers exceptional space and a highly sought-after floor plan. The chef's eat-in kitchen features a large center island, abundant cabinetry & sunny dining area that seamlessly blends w/ the spacious family room w built ins & fireplace. Sun-filled living and dining rooms are connected by a double-sided fireplace, creating ideal gathering spaces. The stunning oversized primary includes a beautiful bath w/ shower & soaking tub & large walk-in closet. 3 additional generously sized bedrooms and full bath complete the upper level. The finished lower level offers a media room with a 4th fireplace, a BR/Office, full bath & mudroom area. w/direct access to the garage.Enjoy the large yard and patio, perfect for outdoor entertaining. Conveniently located near Winchester center, parks, & commuter routes, this turn-key home combines modern construction, generous living space, and quality finishes throughout

21 Willowdale Road, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$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.
$1,700,000
3 Beds ⋅ 2 Baths ⋅ 73520906 MLS
Completely gut renovated in 2023, this stunning home overlooks conservation & offers serene views, privacy & lives like-new construction. The home was thoughtfully redesigned & opened up to feature dramatic soaring vaulted ceilings & an open floor plan, flooded with natural light. The designer kitchen is the centerpiece of the home, showcasing custom cabinetry, paneled appliances, oversized island w/gorgeous natural quartzite countertops, a farmers sink & beautiful details. The wood burning fireplace & wide-plank white oak flooring add warmth. Every space was carefully curated & hand picked, with no detail overlooked. The sunny lower level features a large family room w/ fireplace, full bath, custom laundry room & mudroom. Enjoy a spacious yard & patio perfect for outdoor entertaining & summer dinner parties. Located in a friendly, vibrant neighborhood w/ easy access to town & Boston, this turnkey home offers peaceful surroundings with unmatched convenience. Direct entry 2 car garage.

41 Sunset Road, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$620,000
3 Beds ⋅ 2 Baths ⋅ 73538704 MLS ⋅ ['Residences At Winchester'] BLDG.
An affordable, 3 bedroom, 1.5 bath townhome at the Residences at Winchester is ready for new owners to make their mark & memories! Located in a quiet neighborhood and part of the new Lynch Elementary School district, this home is part of a duplex and offers an efficient layout and some great perks. Enter to find a large living room with plenty of natural light, which seamlessly flows to the bright kitchen with gleaming black granite counters & a dining area, great for entertaining. Step upstairs to find 3 ample sized bedrooms and a radiant, updated full bath. Hardwood flooring throughout most of the unit, along with energy efficient Harvey windows. Downstairs in the partially finished basement is a sizeable family room, along with storage, and laundry. Enjoy the outdoors in a spacious, flat and private backyard that is maintenance-free because it's covered by the low HOA fee, along with water, sewer & trash removal! Take the opportunity and make Winchester home!

14 Bradford Rd Unit 14, Winchester

Listing courtesy of Listing Agent: Cook Real Estate Partners from Listing Office: Keller Williams Elite.
$2,255,000
4 Beds ⋅ 4 Baths ⋅ 73537657 MLS
Move right into this beautifully updated Colonial set on a level, fenced corner lot. Designed for modern living, this 4-bedroom, 3.5-bath home offers a spacious floor plan with a warm, nature-inspired aesthetic throughout. The inviting family room impresses with a dramatic beamed ceiling, while the primary suite features a cathedral ceiling, walk-in closet & spa-like bath with an oversized shower, soaking tub & double vanity. A second en-suite bedroom, two additional bedrooms & full bath complete the second floor. The partially finished lower level provides flexible bonus space. Outdoors, enjoy a private sports court & expansive fenced yard, ideal for recreation & entertaining. An attached 2-car garage, including one heated bay, adds convenience. Ideally located adjacent to Town Forest walking trails and just minutes from Wedgemere Station, downtown Winchester, schools, parks, and commuter routes. A rare opportunity to enjoy comfort, recreation & convenience in a sought-after location.

2 York Road, Winchester

Listing courtesy of Listing Agent: Katie Tully from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
$1,160,000
3 Beds ⋅ 2 Baths ⋅ 73537575 MLS
Well-maintained brick Cape offering 1996 sq. ft. of comfortable living space and a flexible floor plan. The sought-after first-floor primary bedroom and full bath provide convenient one-level living, complemented by hardwood floors, a fireplaced living room, dining room, sunroom, and an inviting kitchen with exterior access to the deck. A vaulted family room adds valuable living space, while additional bedrooms upstairs accommodate family, guests, or home office needs. Situated on a beautiful level .30-acre lot with a paved driveway and attached garage, this home has been lovingly cared for over the years. Enjoy easy access to Winchester Center's shops, restaurants, parks, trails, and commuter rail. Just minutes from Boston and major routes, the location is ideal for commuters. Winchester is renowned for its top-rated schools, vibrant town center, and exceptional quality of life.

70 Grove St, Winchester

Listing courtesy of Listing Agent: Maija Sawyer from Listing Office: William Raveis R.E. & Home Services.
$1,170,000
5 Beds ⋅ 2 Baths ⋅ 73510153 MLS
Classic turn-of-the-century Victorian filled with charm and character, ready for its next owner. 5 total bedrooms; 4 on the second floor and 1 on the 3rd floor, plus 3rd floor office. 1.5 baths, this well-maintained home awaits your finishing touches and features hardwood floors throughout, showcasing its timeless architectural details. Enjoy warm summer evenings on the inviting screened front porch. Recent exterior paint, roof and updated high-efficiency gas heating system ensures modern comfort.The large, fenced backyard is perfect for entertaining, play, or gardening, complemented by a detached oversized garage. Ideally located just a short distance to the 2,600-acre Middlesex Fells Reservation perfect for hiking, jogging and dog walking. Close to Winchester Center’s vibrant shops and restaurants, top-rated schools, and commuter rail to Boston. With easy access to Rt. 93, downtown Boston is just minutes away. A rare opportunity to own a classic Victorian in an exceptional location.

6 Hancock St, Winchester

Listing courtesy of Listing Agent: Pirani & Wile Group from Listing Office: Gibson Sotheby's International Realty.
$220,000
2 Beds ⋅ 1 Baths ⋅ 73474841 MLS
Your lucky day! Buyers financing fell through so this awsome home is on the market again! Welcome to 886 Keene Rd, a lovingly maintained home where timeless 1875 charm meets thoughtful modern updates. Set on a generous 0.47-acre lot, this property offers space, privacy, and a sense of calm that’s increasingly hard to find.From the moment you arrive, the home makes a warm first impression with classic appeal. A fenced-in front yard creates a welcoming buffer from the road—perfect for pets, gardening, or simply enjoying your own outdoor space. The seller added new gutters to the home. Inside, the home feels cozy and comfortable, offering two well-proportioned bedrooms and a recently remodeled bathroom that adds modern convenience without sacrificing character. The layout is efficient and inviting, ideal for year-round living, a weekend retreat, or a low-maintenance lifestyle. A one-car garage provides both vehicle protection and valuable storag. the septic failed but is still operational

886 Keene Rd, Winchester

Listing courtesy of Listing Agent: Rosemarie Ledogar from Listing Office: R. D. Ledogar Real Estate.
$1,950,000
4 Beds ⋅ 4 Baths ⋅ 73537143 MLS
Step into the welcoming foyer and take in the period detail: stained-glass windows, large bow windows, detailed moldings, and hardwood floors. The sun-drenched formal dining room is made for gatherings, and the updated kitchen with butler's pantry makes entertaining a pleasure. On the 2nd floor, the primary suite includes a private office and sleeping porch, along with two additional bedrooms, a full bath, and laundry. The 3rd floor offers two more bedrooms and a full bath, providing flexibility for any household. The large screened porch extends living space through the warmer months, providing a quiet spot to read, dine, or relax. The flat backyard is peaceful and private, with perennial gardens and a bluestone patio perfect for al fresco dining. A mudroom and two-car garage add everyday practicality. Set on a quiet, dead-end street, minutes from the trails of the Middlesex Fells, and close to Muraco Elementary, downtown Winchester, the commuter rail, shops, cafes, and restaurants.

9 Wilson St, Winchester

Listing courtesy of Listing Agent: Elena Langlois from Listing Office: Compass.
$1,360,000
4 Beds ⋅ 3 Baths ⋅ 73529811 MLS
Located on a level corner lot in the desirable Vinson Owen School district and nearby Winchester Swim & Tennis Club, this ranch-style home offers abundant space and a flexible floor plan. The main level features three bedrooms, a full bath, hardwood floors, and a fireplace living room that flows into the dining area and kitchen. A heated sunroom/mudroom with skylights and exposed beams connects to the kitchen, garage, driveway, and backyard deck. A standout feature is the impressive two-story addition with a private entrance, first-floor sitting area, and second-floor bedroom suite with cathedral ceilings, abundant natural light, small kitchenette, and a full bath. The finished lower level has a full bath and two flexible rooms ideal for a family room, office, or gym. Complete with an attached garage, central AC, large deck, and professional landscaping with irrigation, this home offers exceptional space and flexibility in one of Winchester's most sought-after neighborhoods.

15 Thornberry Rd, Winchester

Listing courtesy of Listing Agent: Paula R. Sughrue from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
$1,738,000
3 Beds ⋅ 3 Baths ⋅ 73526595 MLS
OPEN HOUSES ONLY Discover this meticulously maintained 3 bed colonial just steps from Muraco Elementary and the Middlesex Fells. Rich hardwood floors flow through the formal dining room into the oversized, fireplaced living room ideal for entertaining. The beautifully appointed kitchen features a sunny breakfast area with access to a private deck. Upstairs, you'll find 2 spacious bedrooms and a primary suite that boasts a walk-in closet and a stunning en-suite bath with clawfoot tub. From the driveway, enter a newly renovated basement space including mudroom and ample flex space for exercise room or media/play space. Recent updates include a new furnace, water heater and expanded driveway to accommodate additional parking spaces. 1 car garage. Central air, insulated windows and doors, and a programmable thermostat to reduce annual energy costs. Fabulous location, steps from the Tri-Community bike path, hiking trails, Leonard Field, playgrounds and tennis courts

18 Grayson Rd, Winchester

Listing courtesy of Listing Agent: Andersen Group Realty from Listing Office: Keller Williams Realty Boston Northwest.
$330,000
1 Beds ⋅ 1 Baths ⋅ 73459781 MLS ⋅ ['Parkview Condos'] BLDG.
Welcome to Parkview Condos! This one bed one bath, bright unit features an open layout with peaceful views overlooking the pond. The low HOA fee includes heat, hot water, electricity, and air conditioning—an exceptional value. Highlights include a spacious living area, updated kitchen with new stainless steel appliances, a large bedroom with new flooring and excellent closet space, freshly painted throughout all rooms, and on-site laundry. Enjoy community amenities such as an in-ground pool, clubhouse, landscaped grounds, and on-site security. Conveniently located near shopping, schools, restaurants, and major highways. Bedroom and livingroom was virtually staged.

200 Swanton St Unit 228, Winchester

Listing courtesy of Listing Agent: Joan Powell from Listing Office: REMAX Andrew Realty Services.
$2,675
2 Beds ⋅ 1 Baths ⋅ 73539019 MLS
Available now! Bright and spacious terrace-level 2-bedroom apartment offering exceptional value with heat, hot water, electricity, and air conditioning all included in the rent. This well-maintained home features an updated kitchen with dishwasher, generous living space, ample closet storage, and comfortable bedrooms. Enjoy the convenience of one assigned parking space included, with the option to obtain an additional parking pass through the HOA (fee applies). Residents also have access to the swimming pool. Conveniently located near shopping, restaurants, public transportation, and major commuter routes. Storage in basement.

200 Swanton St Unit T37, Winchester

Listing courtesy of Listing Agent: Joan Powell from Listing Office: REMAX Andrew Realty Services.
$1,367,500
6 Beds ⋅ 2 Baths ⋅ 73526417 MLS
Pleased to present this meticulously maintained and nicely updated two family home in the heart of Winchester! Each spacious unit is one level & features seven rooms including 3 large bedrooms, living room w fplc, dining room w/wainscoting, sunroom, kitchen & updated baths. The generously sized flowing rooms are highlighted by high ceilings, oversized windows, beautiful original woodwork and timeless architectural details; seamlessly blended with thoughtful updates throughout. This home presents an exceptional opportunity for investors, owner occupants w/ an income unit or for multi generational living. Enjoy the private landscaped back yard shaded by mature trees, perfect for relaxing or outdoor gatherings. Ideally located close to town, schools, shops, restaurants, commuter rail, and all Winchester has to offer. The special property combines character space and convenience all in one of the areas most desirable locations, a rare opportunity not to be missed!

303 Washington Street, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$1,730,000
5 Beds ⋅ 5 Baths ⋅ 73508927 MLS
Thoughtfully reimagined & expanded in 2019, this sophisticated colonial offers 5-6 bedrooms & 5 baths with a beautiful open floor plan - perfect for a growing family or multi-generational living. A striking granite kitchen with crisp white cabinetry, premium stainless appliances & oversized island flows seamlessly into the dining area - ideal for everyday living & refined entertaining. A fireplaced living room, office, bedroom & full bath complete this main level. Upstairs, two spacious bedrooms & a family bath complement a serene primary suite with spa-like bath amenities. The 3rd level offers an additional primary suite with luxurious soaking tub & flexible bonus space to use how you choose. A finished walk-out lower level with wet bar, bath, family room, exercise & play space adds further appeal. Acoustic windows enhance comfort throughout. Enjoy the one car garage, fully fenced yard, patio & deck - just moments to parks, town center, major routes, & Winchester's top-rated schools.

307 Cross Street, Winchester

Listing courtesy of Listing Agent: Dara Singleton from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

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