Winchester MA Real Estate & Homes for Sale

30 Properties Found

The median home value in Winchester, MA is $1,031,236. This is higher than the county median home value of $454,300. The national median home value is $185,800. The average price of homes sold in Winchester, MA is $1,031,236. Approximately 80.39% of Winchester homes are owned, compared to 15.01% rented, while 4.6% are vacant. Winchester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winchester real estate agent to arrange a tour today!
Learn more about Winchester Real Estate.


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Beds:
6
Baths:
4 Full/1 Half
Sq.Ft.:
4,488
Status:
NEW LISTING
MLS#:
72485458
Type:
Single Family
Lot size:
0.28 Acres
Year built:
1901
Courtesy: Keller Williams Realty Boston Northwest
View additional info

This stunning colonial in the Flats takes dream home to the next level! Kitchen features granite counters, large island, Thermador gas range, Wolf microwave/ovens, Sub-zero fridge & radiant floor heat. Family room adjacent to kitchen w/ exterior access, formal dining room & sitting room, living room with dramatic brick fireplace & ½ bath complete 1st floor. Soak up modern luxury in the master suite: bedroom boasts a gorgeous brick fireplace, rounded bay & celeb-style closet with California Closet built-ins, & the ensuite bath features mosaic tiles contrasted w/ striking granite. 4 additional bedrooms, 1 full bath & laundry hookups complete 2nd floor. The 3rd floor has 2 bedrooms, 1 full bath & large playroom/office. Head to the finished lower level to relax in the media room, break a sweat in the personal gym, throw in another load of laundry or store off-season items. Enjoy the warm weather in the spacious backyard. 2 car garage, close to schools, Winchester Center & commuter rail.

Beds:
5
Baths:
5 Full/1 Half
Sq.Ft.:
7,756
Status:
NEW LISTING
MLS#:
72484222
Type:
Single Family
Lot size:
0.26 Acres
Year built:
1945
Courtesy: Century 21 Adams KC
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MUST BE SEEN. Spacious and elegant don't begin to describe this spectacular 7700+sf. home. Masterful design and modern luxury are uniquely blended into the construction of this exceptional property. It is truly an entertainers dream. The incredible gourmet kitchen will please even the most demanding culinary artist. The newly renovated kitchen flows into the dining area and unsurpassed Great Room, which is the heart of this home. The Great Room features a full wet bar, Brazilian cherry floors, fireplace and coffered ceilings. 5 bedrooms, 5 baths and an abundance of comfortable spots to gather provides everyone their place to "live". Enormous Master Bedroom boasts of a fireplace, walk-in, sitting area, bathroom w/soaking tub, heated floors and sauna. Relax and consider star gazing from the Hot Tub on the 3rd floor roof deck. There's also a steam/shower on this level along with a kitchenette. The lower level home office and play room with wet bar complete this incredible home.

Beds:
5
Baths:
5 Full/1 Half
Sq.Ft.:
5,305
Status:
NEW LISTING
MLS#:
72484213
Type:
Single Family
Lot size:
0.67 Acres
Year built:
1941
Courtesy: Waterfield Sotheby's International Realty
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Live Waterfront - on Mystic Lake! This totally renovated and expanded Colonial is now a modern classic, designed for comfortable, gracious living. Open First Flr features Lg windows/glass paneled drs across back, providing abundant natural light and stunning views from Kit/Fam Rm, Liv Rm w/FP and Dining Rm. Gorgeous Cook's kitchen w/high-end appliances, Lg island, leathered granite and mahogany counter tops, and wet bar for entertaining. Handsome private, paneled office w/FP, Mud Room and half bath complete floor. Second Flr boasts 4 bedrooms, all w/meticulously finished en suite baths. Retreat-like master w/dressing closet, 2nd double wardrobe, luxurious bath w/soaker tub with lake and Boston Skyline views. All finished LL w/separate entrance incl: Media/Game Rm w/FP; flexible 5th Bdrm suite, in-law, au-pair or workout rm; full bath accessed via bdrm or hall; 2nd ldry area. Sited on prof landscaped 29K+ sf lot w/new deck, stone patio and steps to 111 ft Lakefront. 8 miles to Boston.

Beds:
1
Baths:
1 Full
Sq.Ft.:
635
Status:
NEW LISTING
MLS#:
72484069
Type:
Condo
Lot size:
8.16 Acres
Courtesy: Bowes Real Estate Real Living
View additional info

Here is your chance to enjoy the peace and quiet of Parkview Condominium - an affordable, beautifully maintained gated complex close to all that Boston and Cambridge has to offer. Don't miss this ideal second floor, one bedroom unit with large bedroom. Marvel at the lovely panoramic view of the beautiful Japanese garden and pond from your balcony. Look forward to summer relaxing by the in-ground pool with its expansive picnic grounds and cabana. Two large, clean laundry rooms conveniently serve the building. One unassigned parking space is deeded to each unit, but a second space may be leased for $600 per year. Parkview is fortunate to have a large visitor parking lot with separate entrance. Close to highway access (I-93 and I-95), bus and commuter train, and beautiful downtown Winchester. Open Houses: Friday 5:30 to 7PM, Saturday & Monday 12:00 to 1:30PM. Offers Apr 23 at noon.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,254
Status:
NEW LISTING
MLS#:
72483878
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1960
Courtesy: Waterfield Sotheby's International Realty
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Welcome to this beautifully renovated multi-level home on a dead end street, convenient location in the desirable Vinson Owen district. Updates include high-end appliances kitchen, bathroom with SPA shower system, and hardwood floors. First floor features open floor plan, living room with picture window and dining room with direct access to back deck and level lot. Gorgeous eat-in kitchen w/ SS appliances. Option of office / family room and lower level family room with direct access to backyard and wood burning fireplace create mutiple living areas. Master bedroom with gracious closets and en suite plus three other large bedrooms complete the sleeping area. This home offers an easy flow for entertaining. Spacious two car garage plus easy access to major commuting routes make this a must see home.

Beds:
5
Baths:
4 Full/1 Half
Sq.Ft.:
4,450
Status:
Active
MLS#:
72483056
Type:
Single Family
Lot size:
0.28 Acres
Year built:
2019
Courtesy: Mass. Real Estate Solutions, LLC
View additional info

This beautiful new construction, three level Colonial home is a must see, with a 60 day delivery! Located across the street from Middlesex Fells Reservation, this is the perfect location for everything Winchester has to offer. This home will feature gorgeous finishes including eat-in kitchen with new quartz counters, stainless steel appliances and formal dining room. The spacious rooms through-out the home include a finished basement with full size windows, and finished 3rd floor with a 5th bedroom and bonus room! Property will have underground lawn irrigation, to help maintain the exterior of this gorgeous property!

Open House:

Sunday, 4/28 1:00-3:00PM

Beds:
2
Baths:
1 Full
Sq.Ft.:
810
Status:
Active
MLS#:
72482675
Type:
Condo
Courtesy: RE/MAX Innovative Properties
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Two bedroom unit at desirable Parkview Condominium with the convenience of your own private entrance from the Terrace level. This condo is move in ready featuring wood flooring, updated kitchen and bath with granite counter tops in both. Plus, great outdoor patio space overlooking the beautiful grounds. All utilities are included in condo fee. Complex features an inground pool, laundry, and elevator. Private storage space also included in the building. Convenient location with easy access to Boston via Route 93, Commuter Rail or "T".

Beds:
2
Baths:
1 Full
Sq.Ft.:
1,460
Status:
Active
MLS#:
72482390
Type:
Condo
Courtesy: EXIT Realty Beatrice Associates
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OH Thur 5:30-7pm, Sat 11-2pm...Lovely 2 bed, 1 bath waterfront townhouse with stunning waterviews located on Wedge Pond! Sunlit and open concept with rear access to the granite patio and lawn/gardens surrounding the pond. The 2nd fl large master bedroom & 1st fl living room show off views of the pond and its breezes. The kitchen features a kitchen island w/built ins, and opens up to the dining room. Second floor has the two bedrooms, a tiled bathroom and plenty of closet space. B-dry basement level has a finished family room, walk in closet, and a laundry room with storage space. The location is fabulous with its close proximity to Winchester center's shops, restaurants & weekly Farmers Market, tennis courts, Horn Pond bike path & Borggaard's Beach (for Winchester residents only). Travel on Winchester's commuter rail, or drive to nearby Rts. 95 or 93. Boston is only an 8 mile drive away.

Beds:
3
Baths:
1 Full
Sq.Ft.:
1,380
Status:
Active
MLS#:
72480769
Type:
Condo
Courtesy: Bowes Real Estate Real Living
View additional info

This lovely 3 level Townhouse style condominium is located on a quiet cul de sac steps to McDonald Park and a 20 minute walk to the trendy shops, restaurants and Commuter Rail in Winchester Center. The first floor features a tastefully renovated kitchen with new SS appliances, farmer's sink, quartz countertops and a large center island providing the perfect space for family and friends to gather. The updated layout offers plenty of prep space for the discerning cook. The living room boasts great natural light that gives the home a warm and welcoming feel. The second floor consists of two good sized bedrooms and a full updated bath. The third floor offers additional space which can be used as a family room, office or additional bedroom. The possibilities are endless. Other features included replacement windows, gas cooking, hardwood floors, in unit laundry, basement area, separate driveway and private yard space. A wonderful opportunity to live in Winchester

Beds:
6
Baths:
2 Full
Sq.Ft.:
3,674
Status:
Active
MLS#:
72480169
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1890
Courtesy: Leading Edge Real Estate
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Here's the perfect opportunity to design, renovate and create your dream home! This grand colonial with incredible curb appeal is located just outside the town center and near desirable Lincoln Elementary & McCall Middle School! This home is situated on a 10,000+ sq. ft. level lot and features 13 rooms, 5/6 spacious bedrooms & 2 full baths. If you have vision and the willingness to renovate & build substantial equity for future resale, this home is a great opportunity for you! Contractor references available to help through the process & funding available from local banks... please reach out and take a look at this "Diamond in the rough" This home is surrounded by homes in the $1.8M -$3 Million dollar range~ neighborhood can support substantial renovation! Accompanied showings available any time!

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,433
Status:
Active
MLS#:
72479780
Type:
Single Family
Lot size:
0.09 Acres
Year built:
1940
Courtesy: LAER Realty Partners
View additional info

Continuously cared for and maintained this charming old-style home overflows with character and sits on a quiet tree lined street in one of Winchester's fast developing neighborhoods. Upon entry you are greeted by a cozy and recently updated sunroom that also features benches/closet/mudroom. Living room boasts an aesthetically pleasing wood burning stove and leads to the dining room and kitchen with outside access to a maintenance free composite deck that runs the length of the home. Fenced in level yard with newer storage shed. Four to five bedrooms depending on configuration and need. Finished attic and basement allow for extended living. Second bathroom and shower in basement. Roof approx five years old. Furnace, water heater, and windows approx ten years old. This home is as strong as they come

Beds:
5
Baths:
2 Full/1 Half
Sq.Ft.:
3,188
Status:
Active
MLS#:
72477446
Type:
Single Family
Lot size:
0.11 Acres
Year built:
1905
Courtesy: Better Homes and Gardens Real Estate - The Shanahan Group
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In the heart of downtown Winchester where shops schools and the trains are there for your convenience, this beautiful 1905 colonial has it all. Inviting front porch welcomes you into this vintage home that includes a den, living room and fireplace dining room on first floor along with a modern updated kitchen with half bath. Enjoy the private rear patio off the kitchen and dining room. Upstairs has four bedrooms and modern bath. On the third level there is a master suite with bath and large walk in closet. Additionally there is a finished room in basement perfect for work out room or play area. So convenient so charming and ready to move in!

Beds:
2
Baths:
2 Full
Sq.Ft.:
1,170
Status:
Active
MLS#:
72476585
Type:
Condo
Courtesy: Century 21 Adams KC
View additional info

Lovely Condo located in the heart of Winchester center, Wedgewood Place. Top floor unit, renovated in 2017, features a large open floor plan that consists of a living room, dining area and kitchen with granite counters and breakfast bar, separate laundry area and updated bath with granite counter top. The living room also consists of a fireplace, skylights, and balcony overlooking the in-ground pool. Newer plush carpeting in both bedrooms, master bedroom suite with large walk-in closet, washer, and dryer in unit, central air and more. Covered parking! Minutes to beautiful Wedge Pond, town center, T plus Commuter rail to Boston. Walk to shops and restaurants.

Beds:
5
Baths:
4 Full/2 Half
Sq.Ft.:
7,797
Status:
Active
MLS#:
72476341
Type:
Single Family
Lot size:
1.07 Acres
Year built:
1857
Courtesy: Leading Edge Real Estate
View additional info

Majestic WATERFRONT Estate situated on the west bank of the Mystic lake with breathtaking views over the water and onto the Boston Skyline! Over an acre of rolling hills, the most gorgeous and serene setting in all of Winchester; this property is like no other! This home has been completely & lovingly renovated and restored to its original grandeur blending exquisite detail with modern day luxuries.This home boasts 12' ceilings on the first and showcases 13 rich and elegant rooms that you can only appreciate in person. Enter though the grand foyer and your eye is drawn through the living room windows and over the rolling hills of the beautifully manicured lawn to the lake and beyond to the Boston skyline! With Winchester being only 8 miles north of the city and Logan airport, this home is a commuters dream. 5 bedrooms on the second floor with 4 baths,Grand Master overlooking lake with fireplace & gorgeous spa bath. Must see this rare and never before offered home for sale in Winchester

Beds:
3
Baths:
3 Full
Sq.Ft.:
2,145
Status:
Active
MLS#:
72476162
Type:
Condo
Courtesy: Better Homes and Gardens Real Estate - The Shanahan Group
View additional info

Attractive A style unit at The Ledges. Desirable master bedroom suite on the first floor plus additional bedroom or office on the first level. Additional bedroom and loft on second floor with full bath.Lower level is unfinished and awaits finishing out or provides expansive storage.This home has been lovingly maintained and is a great opportunity to update with your own personal touches. Sunny kitchen welcomes you to view the courtyard and rear deck looks to the trees to provide a private respite. Situated on the top of a cul de sac its the perfect location. Enjoy the great life at The Ledges with clubhouse, swimming pool and tennis courts.

Beds:
4
Baths:
3 Full
Sq.Ft.:
3,344
Status:
Active
MLS#:
72474227
Type:
Single Family
Lot size:
0.23 Acres
Year built:
1980
Courtesy: Berkshire Hathaway HomeServices Commonwealth Real Estate
View additional info

ORIGINAL OWNER OFFERS METICULOUSLY MAINTAINED home with 4+ bedrooms and 3 Baths; with 12 closets. Highly efficient structure with High level of insulation -10" walls and quadruple glazed windows. Hard wood floors on upper level and potential au pair suite on lower. Walk in cedar closet and cold storage room, study, office or small guestroom. Brick exterior offers low maintenance. Stroll to the Town Forest Conservation land. Home is built with Steel center supporting beams and 2 X 6 exterior wall framing resulting in very low heating and maintenance costs. Neither of the two fireplaces have ever been used. Convenient commuter access to Boston via 93 and Commuter Rail station less than a mile away.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,536
Status:
Active
MLS#:
72471472
Type:
Condo
Courtesy: Better Homes and Gardens Real Estate - The Shanahan Group
View additional info

This is the Ledges unit you have been waiting for! Sitting at the top of the hill this light filled unit has sweeping sunset views to the west from a deck that spans the entire width of the condo. Step inside and see how the owner has meticulously maintained and decorated this home.There are many custom additions unique to this condo and this includes discreet handicap accessibility such as extra wide doors; a closet storage unit over the garage, custom lighting system; custom kitchen pantry; built in shelves and cabinets in both dining room and family room. Large basement enables easy conversion to living space, with walk out slider, large windows and plumbing set up for a bathroom.Master bedroom suite is on the first level with plentiful storage and closet space and access to the rear deck.Modern kitchen overlooks fireplace family room. The second floor has two large bedrooms and full bath in addition to storage closet and hall study. Hardwood floors throughout. Move right in!

Beds:
3
Baths:
3 Full
Sq.Ft.:
2,090
Status:
Active
MLS#:
72468828
Type:
Single Family
Lot size:
0.23 Acres
Year built:
1900
Courtesy: C. Brendan Noonan & Co.
View additional info

Lovely Center Entrance Colonial with mature landscaping located on a beautiful street in Winchester. Walk to all 3 schools (elementary, middle and high school), the commuter rail, restaurants and shops from this prime location less than ¾ mile from Winchester Center. This charming, bright 3 bedroom, 3 bath home enjoys central air, hardwood floors, 3 fireplaces (2 wood burning and 1 gas), lots of recessed lighting and plenty of storage. Family room opens to large brick patio overlooking pretty private yard. Off street parking for 3-4 cars. Enjoy all this terrific community has to offer just 10 miles from Boston. A must see property!

Beds:
6
Baths:
7 Full/1 Half
Sq.Ft.:
6,765
Status:
Active
MLS#:
72466644
Type:
Single Family
Lot size:
0.45 Acres
Year built:
2019
Courtesy: Keller Williams Realty Boston Northwest
View additional info

New construction colonial will take your breath away! Entryway opens up to an open concept layout: Family room w/ gas fireplace, dining room, living room, grand kitchen, office, mudroom w/ built-ins & 1.5 baths. The kitchen features an oversized island w/ White Rhino counters, Wolf double oven w/ grill, griddle, custom hood & pot filler, 54" sub zero fridge/freezer, 2 sinks, 2 dishwashers & pantry. Sliders open up to a patio & expansive lawn. 2nd floor features the grand master suite plus 3 additional bedrooms, all w/ ensuite bathrooms & walk-in closets. Master includes dramatic vaulted ceilings, cupola, attached sitting room, oversized celebrity style closet & master bathroom w/ soaking tub, rain shower & marble floors. The 3rd floor has 2 bedrooms & 1 full bathroom. Finished lower level w/ sunken media room, cable/internet setup, central vac & sitting room w/ full bathroom. Additional features: oversized laundry room; heated floors in full bathrooms; heated oversized 3-car garage.

Open House:

Saturday, 4/27 11:00-1:00PM

Beds:
5
Baths:
3 Full
Sq.Ft.:
2,943
Status:
Active
MLS#:
72465456
Type:
Single Family
Lot size:
0.42 Acres
Year built:
1820
Courtesy: Dimacale & Gracie Real Estate
View additional info

Welcome to the Wyman House! This beautiful historic 5 bedroom, 3 bedroom Colonial home offers a spacious and welcoming atmosphere both inside and out. Generations have enjoyed get togethers in the large sun-filled family room featuring a working fireplace and beehive oven. The eat-in kitchen is fully applianced and overlooks the large and private fenced-in back yard. Original wood flooring in the formal dining room, living room and family room. A stunning circular staircase is located at the front of the house with a second set of stairs off the kitchen area. First floor laundry. Two of the five bedrooms have fireplaces and all have wood flooring. Walk-up third floor attic offers extra storage. Detached two car garage and plenty of off street parking. Back yard has mature plantings, ornamental trees, garden area and a shed. Conveniently located near the schools, shopping and commuting. Make this your next home!

Beds:
5
Baths:
4 Full/1 Half
Sq.Ft.:
4,525
Status:
Active
MLS#:
72465453
Type:
Single Family
Lot size:
0.15 Acres
Year built:
2016
Courtesy: Redfin Corp.
View additional info

New construction home with details complete such as mature landscaping & fencing; custom window treatments; bathroom fixtures & so much more. It is tucked away in a quiet neighborhood yet steps to town center, The Flats, schools, pond, tennis courts & train. A residence offering over 4,500 sq ft of luxurious living on 4 levels; has 5 large sunny bedrooms & 4 full baths. An inviting floor plan for all family members to enjoy with a blend of formal & informal spaces such as dining & living rooms; large 3rd fl playroom with full bath; exquisite oversized kitchen/family room that has direct access to paver patio & fenced in rear yard~ perfect for kids & pets; grand master suite & a finished lower level ideal for out or town guests or au pair suite. Amenities include hardwood floors; multi zone gas heating & cooking; attached garage; generous storage & so much more. Truly an urban oasis 7 miles from Boston.

Beds:
4
Baths:
4 Full/1 Half
Sq.Ft.:
7,730
Status:
Active
MLS#:
72463183
Type:
Single Family
Lot size:
1.23 Acres
Year built:
1982
Courtesy: Berkshire Hathaway HomeServices Commonwealth Real Estate
View additional info

Understated and unique luxury. This traditional brick colonial opens into an interior of simple, contemporary beauty. Situated on 1.2 acres that border the 13th fairway of the Winchester Country Club, the homes 300-foot elevation affords sweeping views across the Mystic Lake and into East Boston, with brilliant sunrises that change hourly with the light and weather. A large deck and patio invite outside entertaining. Inside, the home mixes traditional and contemporary elements: an expansive living room with custom Butternut woodwork and vaulted ceiling; a kitchen/family room with a gas fireplace; a TV and billiards room; a master bedroom suite with a fireplace and attached office/dressing room. The second floor features two ensuite bedrooms, plus options for additional bedrooms. The walk-out lower level includes an indoor pool, greenhouse, and a fourth bedroom with a separate entrance, bathroom, and sauna.

Beds:
8
Baths:
6 Full/2 Half
Sq.Ft.:
10,602
Status:
Active
MLS#:
72461829
Type:
Single Family
Lot size:
0.77 Acres
Year built:
1914
Courtesy: Gibson Sotheby's International Realty
View additional info

Restored to its former grandeur, and renovated to modern splendor is your new home in highly desirable Winchester, MA - just 7 miles from downtown Boston. Enjoy all the convenience of being close to the city but still far enough away to relax in the serenity of this premium suburb (bonus - Winchester is situated close by to the PRIVATE AIR TRAVEL HUB of Bedford Hanscom Field Airport). Features of the home you will appreciate include a SECOND MASTER, smartly placed across the home from the main master bedroom; GYM and SAUNA/STEAM/SPA room to keep healthy, whole and mindful; WIRED FOR SMART HOME FEATURES including audio, video, and security. A third floor for extended guests or staff features a SECOND LAUNDRY ROOM, and the finished basement hosts an 1100 BOTTLE WINE CELLAR, MEDIA ROOM, and kitchen area, that will be the space to entertain your guests for movie nights or big games. A 3+ CAR GARAGE completes this magnificent home.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,228
Status:
Active
MLS#:
72460884
Type:
Single Family
Lot size:
0.53 Acres
Year built:
1962
Courtesy: Leading Edge Real Estate
View additional info

Located in upscale Winchester on an expansive lot bordered by woodlands, this lovely split entry ranch offers convenience to the town's amenities as well as privacy in the back & side yards. Imagine waking up to bright sunlight pouring in to your meticulously maintained home. Enjoy breakfast in the open concept dining/living room or in the kitchen counter seating. Or, have coffee on your spacious side or rear deck. Use the slate patio for entertaining or to relax. Back inside, easily step downstairs where youll find an oversized finished room with the 2nd fireplace, suitable for a home office, family rm, or media viewing. Also, on this level you have a laundry area, a half bathroom, and abundant storage space. There is a large two-car garage with additional storage. 2016 updates include a new roof and rebuilt stainless steel lined chimney & maintenance free leaf filter gutters. The gleaming hardwood floors were refinished in 2018 and the interior freshly painted in 2019. Welcome home!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,880
Status:
Active
MLS#:
72457850
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1957
Courtesy: Leading Edge Real Estate
View additional info

Location, location, location! This well maintained center entranced colonial is a short walk to Vinson Owen Elementary School. Beautifully situated on a corner lot with loads of sunlight beaming through! Pride of ownership! This home is known around town for its pristine landscaping! Enjoy the backyard patio while listening to the peaceful sounds from the waterfall. Screened in porch for those warm summer nights. Charming custom built ins and fireplace living room add loads of character. Four good sized sun filled bedrooms with hardwood floors. Step down master suite with walk in closets. Large lower level family room with fireplace. Two car garage with breezeway access into the house. Updates include roof, heating system, windows, oil tank, refrigerator, granite countertops. A/C unit with Allergen Filtration system. Easy access to major highways, town train and 8 miles to Boston! You don't want to miss this one! Call for your private showing today!

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