Winchester MA Real Estate & Homes for Sale

47 Properties Found

The median home value in Winchester, MA is $971,000. This is higher than the county median home value of $484,900. The national median home value is $209,892. The average price of homes sold in Winchester, MA is $971,000. Approximately 79% of Winchester homes are owned, compared to 17% rented, while 4% are vacant. Winchester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Winchester real estate agent to arrange a tour today!
Learn more about Winchester Real Estate.


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Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,896
Status:
NEW LISTING
MLS#:
72535201
Type:
Single Family
Lot size:
0.33 Acres
Year built:
1937
Courtesy: Engel & Volkers Boston
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Sunny, updated 3 bed 2.5 bath cape located on a cul-de-sac near Fells Reservation in Winchester Highlands. First floor boasts open chef?s kitchen, dining area with built-ins, and family room with gorgeous vaulted ceilings. Over sized family room with beautiful fireplace and french doors that lead out to a deck overlooking your beautifully landscaped yard. Additional bedroom, separate office and full bath with custom walk in shower located on first floor. Second floor has two bedrooms and a full bath with ceramic tile shower. Large bonus rooms in walk out basement with fireplace and room for exercise equipment or toy room. Walk out of your spacious basement to a serene patio area with built in fireplace for outdoor entertaining. Gas heat, central ac, washer/dryer in basement.

Open House:

Sunday, 7/21 12:00-1:30PM

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,306
Status:
NEW LISTING
MLS#:
72535169
Type:
Single Family
Lot size:
0.15 Acres
Year built:
1940
Courtesy: Leading Edge Real Estate
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Take a step inside this charming three bedroom Colonial with abundant light and Nest-controlled central air, perfectly suited for a couple or small family. Walk into the beautiful living room with fireplace, custom built-ins, and recessed lighting. Transition into the dining room and kitchen with stainless steel appliances and marble countertops. The family room has a full bath, cathedral ceilings with skylights, and access to a generous fenced-in patio to complete the first floor. The second floor is home to three bedrooms and full bath. Close to Winchester Center, highway access, parks, The Fells, medical facility and schools. Welcome Home! ~ Showings to start right away! OPEN HOUSE - Sunday, July 21st from 12:00 - 1:30 PM. Sellers to review offers Tuesday July 23rd at 2 PM, seller has right to accept offer prior to deadline. ~

Beds:
2
Baths:
2 Full
Sq.Ft.:
1,708
Status:
NEW LISTING
MLS#:
72534589
Type:
Single Family
Lot size:
0.18 Acres
Year built:
1925
Courtesy: Waterfield Sotheby's International Realty
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The perfect Arts n Crafts bungalow circa 1925, 3 Orient St offers the option of one level living or a spacious 2nd floor Master bedroom. This carefully maintained home features an updated kitchen, 1st floor bath and updated systems as well as beautiful period detail: beamed ceilings, dentil moulding and brick fireplace, built in dining room cabinet and french doors. This sweet home can be used as a 2 or 3 bedroom. The 2nd floor has a large and comfortable bedroom with built-in storage, deep closets and reading nook. The lower level with high ceilings has a finished area currently used as a family room, 2nd bathroom, laundry and storage. Step right out to the beautiful garden or enter directly into the garage from the mudroom. A deck overlooks the delightful perennial garden offering multiple blooms throughout the season. This home is located in the Muraco School District w easy access to the town center.

Beds:
2
Baths:
2 Full
Sq.Ft.:
1,170
Status:
NEW LISTING
MLS#:
72533470
Type:
Condo
Courtesy: American STAR Realty Group
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**CLICK THE "V" ON TOP RIGHT FOR 3D TOUR! Welcome to Wedgewood Place, on Wedge Pond in the heart of Winchester Center! Talk about LOCATION...In 2017, Boston Magazine chose Winchester as one of the "Best Places to Live North of Boston!" This Condo has much to offer with it's bright, skylit open floor plan and upgrades consisting of new granite counters throughout the kitchen, breakfast bar and 2 baths, modern clean flooring in kitchen, living/dining room and hallways in addition to newer carpeting in both bedrooms. The living room/dining room has a working wood fireplace and walk out balcony overlooking the beautifully landscaped in-ground pool/common area. The private master bedroom suite offers a large walk in closet and a Roman-tub master bath. Enjoy central air, washer/dryer in unit, covered parking, bicycle storage, additional storage locker. Charming Winchester Center is engaging and ribboned with restaurants, shops, markets, parks and ponds,T /Commuter Rail & more. Move in READY!

Beds:
5
Baths:
3 Full
Sq.Ft.:
3,133
Status:
NEW LISTING
MLS#:
72533412
Type:
Single Family
Lot size:
0.27 Acres
Year built:
1930
Courtesy: Leading Edge Real Estate
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Best of both worlds~Close to Winchester Center and The Fells! Beautifully renovated 5 bedroom 3 bath home nestled in great Lincoln School neighborhood, with a dreamy oversized backyard! Lovely sun-filled foyer welcomes you into this gorgeous home with updated eat-in kitchen featuring granite & stainless steel appliances with direct access to exterior deck overlooking private yard. Living room and dining rooms each with oversized bay windows & high ceilings. Enjoy a cozy fire by the wood-burning FP in the living room. The second level offers three corner bedrooms, full bath, office with balcony, and a sitting area with potential to be converted into future master en-suite bathroom. The third floor features two additional beds, ample storage & gorgeous views of town center. Enjoy the luxury of a finished lower level with two rooms, family room, and laundry/partial kitchen area - ideal for au-pair or in-laws! Driveway large enough to accommodate 4+ cars ~ must see this great home!

Beds:
2
Baths:
1 Full
Sq.Ft.:
990
Status:
NEW LISTING
MLS#:
72532861
Type:
Single Family
Year built:
1890
Courtesy: Leading Edge Real Estate
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Winchester... with a Charlestown feel! This quintessential 2+ bedroom/ 4 level single family alternative is located close to McDonald Field, commuter line and minutes from town center! The main level features a newly renovated high end kitchen with eat-in island, quartz countertops, stainless steel appliances and custom cabinetry. Spacious & sunny living room off kitchen with high ceilings, ideal for entertaining. The second level of this Charlestownesque townhouse features two oversized corner bedrooms and full renovated bathroom. Enjoy a two-story master suite with staircase leading up to third-level bonus room - perfect for a home office! The lower level features ample storage and oversized laundry area. Exclusive driveway, private rear yard with garden area & patio. Located on cul-de-sac across from McDonald field. This home is a must see and is offered at a great price! Condo fee is to cover master Insurance policy on house.. no other fee...everything else is separate.

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,177
Status:
NEW LISTING
MLS#:
72532754
Type:
Condo
Courtesy: Plunkett Properties
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Most desireable neighborhood located in the heart of Winchester center - walk to shops, restaurants, tennis, beach, all schools, and commuter rail to Boston. Directly across from Chefalo Park and the library. Easy access to Rt 93 and Boston. Big-bright-beautiful! Renovated eat in kitchen with granite and stainless, formal dining room, and sitting room plus living room leading to open porch with a view of the park. Laundry room and covered screen porch plus 2 bedrooms, 1 full bath on main level and 3 additional rooms and full bath on upper level includes a 20 ft great room or master bedroom. Plenty of good storage in basement or use your imagination to finish it off. Updated systems, new roof, and exterior freshly painted. Come see all that Winchester has to offer!

Beds:
3
Baths:
2 Full/2 Half
Sq.Ft.:
2,287
Status:
NEW LISTING
MLS#:
72532169
Type:
Single Family
Lot size:
0.27 Acres
Year built:
1928
Courtesy: Better Homes and Gardens Real Estate - The Shanahan Group
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Rare opportunity! Classic English colonial nestled within Winchesters Flats neighborhood with beautiful views of Winter Pond and an expansive, private back yard. This lovely home evokes a Tudor styling with so much original character- gumwood beamed ceilings, French doors, custom built-ins, and a fireplaced living room overlooking the scenic pond. In addition to its oversized living & dining rooms, the 1st floor boasts an inviting cherry kitchen with adjacent mudroom, half bath, and a separate office/den. Enjoy indoor/outdoor living from the breezy three-season porch which opens to a patio, detached 2-car garage, and large leafy backyard. Upstairs, youll find two bedrooms each with water views, full bath, and a master suite with walk-in closet & private bath. The lower level offers pure potential with a large family room, laundry, half bath & addl storage. You're sure to love this convenient location, close to schools, Winchester Ctr, and commuter rail to Boston. Welcome home!

Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
1,159
Status:
Active
MLS#:
72531019
Type:
Single Family
Lot size:
0.1 Acres
Year built:
1916
Courtesy: William Raveis R.E. & Home Services
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Move in before the school year! Here is your chance to live in one of the area's most desirable locations! Whether it be for commuting ease to anywhere, excellent school choice or just the sheer pleasure to live in a wonderful community, you have found it! This sun filled, well updated and maintained 3bedroom Colonial boasts hardwood floors throughout the first floor. The kitchen/dining room area serves as a perfect space to entertain and have those special dinners. Kitchen counter tops are granite and stainless steel appliances surround you! The familyroom and bonus room could serve as an office, bedroom or playroom finish off the floor! Access to the fenced in back yard and patio is a plus! Up the stairs are two more bedrooms, a full bathroom and laundry! All windows (except the two kitchen) have been updated with in the last 10 years! Super close to Muraco Elementary, WHS, Winchester Center and Hospital. Open house Saturday, July 13th 11-1 Come see! Quick closing possible!

Beds:
2
Baths:
1 Full
Sq.Ft.:
822
Status:
Active
MLS#:
72529104
Type:
Condo
Courtesy: Home Shop Properties, Inc.
View additional info

A great opportunity to own in beautiful Winchester, moments away from Winchester Center, restaurants, shops, parks, and much more awaits. Enjoy this generously sized two bedroom unit at the Parkview which was recently remodeled with vinyl floors, newer kitchen, full bath, vinyl flooring in bedrooms, and ample in-unit storage. Enjoy scenic views of the duck pond and Japanese garden from the comfort of your own balcony, just off the kitchen/living room area. Plenty of parking with security card entry system. Large, overnight guest parking area is also located off Swanton Street. Condo fee includes all utilities, including heat, hot water, electricity, in-ground swimming pool, and exterior landscaping and maintenance.

Open House:

Sunday, 7/21 12:00-1:30PM

Beds:
4
Baths:
3 Full/2 Half
Sq.Ft.:
5,620
Status:
Active
MLS#:
72526503
Type:
Single Family
Lot size:
1.5 Acres
Year built:
1994
Courtesy: Waterfield Sotheby's International Realty
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Custom built Myopia Hill Colonial was part of the Schrafft Estate peacock garden. From the moment you traverse the driveway nestled in greenery, this exceptional setting will capture your heart. The magical lot with beautiful mature plantings offers privacy with front porch, patios & lawn space. The spacious kitchen provides ample room for cooking & gathering with dining area & center island which flows into the 2 story, beamed ceiling family room with fireplace, interior balcony & oversized windows on three sides to enjoy all seasons. The elegant foyer opens to fireplace living room & vaulted ceiling dining room - both with access to serene patios for gracious entertaining. Enjoy a treetop view from the 2nd floor which includes a private master suite bedroom, guest room with ensuite bath, 2 additional bedrooms with shared bath & game room. Direct entry from the 3-car garage with access to both the basement & large mudroom, half bath & laundry, offers ease of living. Truly a retreat!

Open House:

Wednesday, 7/17 5:30-7:00PM

Beds:
2
Baths:
1 Full
Sq.Ft.:
802
Status:
Active
MLS#:
72522510
Type:
Single Family
Lot size:
0.1 Acres
Year built:
1890
Courtesy: Jill & Co. Realty Group
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Looking for a first home or an investment opportunity close to Boston and major highways? You are in luck! Situated on a dead end street right off Main Street, walking distance to the commuter rail, local schools and less than one mile to the downtown. Excellent opportunity to update or even possibly condex this charming 2 bedroom, 1 bath New Englander with enclosed front porch. Newer appliances, large eat in kitchen with tiled floor, hardwood in living room and on stairs and carpeting in bedrooms. Laundry in basement, which also has a partially finished space. A hidden gem for someone who can see the potential in this sweet home. Sold AS IS. Showings begin Saturday, June 22nd 10 am at the open house.

Beds:
5
Baths:
1 Full/1 Half
Sq.Ft.:
2,354
Status:
Active
MLS#:
72522351
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1958
Courtesy: Leading Edge Real Estate
View additional info

LOCATION, LOCATION, LOCATION! You'll love this West Side spacious Colonial nestled on a picturesque cul-de-sac. Bordered by over 80 acres of luscious conservation land, Enjoy all it has to offer. Feel like you're in the woods of Maine but only minutes to Winchester Center, historic Lexington and Burlington's chic "Third Ave". Casual family living at its best with this open layout and functional flow. The living room has a tremendous Picture Window letting in the sun on this South Facing Home. The screened-in porch, side deck and rear stone paved patio are perfect for quests to spread out! Large bedrooms, oak hardwoods throughout, plenty of closets, huge finished walk-out basement with lots of sunny windows and one car garage make this home an A+. Bonus room could be used as a 5th bedroom, den, office or playroom. Central Air, New furnace in 2016, Newer oil tank, Windows in 2004, Professional landscaping & Irrigation system are some extra features.

Beds:
1
Baths:
1 Full
Sq.Ft.:
606
Status:
Active
MLS#:
72521327
Type:
Condo
Courtesy: Branch Out Realty
View additional info

Welcome to 200 Swanton St unit 210! Located in the Parkview condominiums, the unit offers modern updates and convenience. As you walk into the condo, owners will enjoy the open kitchen, living room floor plan that opens up to a private balcony over looking the duck pond. The kitchen is modern with custom cabinets and granite counter tops. The unit floods with sunlight. The beautiful crystal light fixtures can be found throughout the condo. Gleaming hardwood flooring in all the rooms. Updated bathroom with nice fixtures included. Located close to Winchester center and Rt 93.

Beds:
5
Baths:
5 Full/1 Half
Sq.Ft.:
4,880
Status:
Active
MLS#:
72520252
Type:
Single Family
Lot size:
0.7 Acres
Year built:
1982
Courtesy: Waterfield Sotheby's International Realty
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Sprawling custom contemporary home on the West Side with a beautiful 30,536 sq ft lot. This one owner home circa 1982, offers luscious gardens and spacious privacy on a cul de sac in the VO school district. This home provides great space inside and out for busy lives, entertaining, celebrating and relaxing. There are 5 bedrooms including a spacious Master, en suite baths, a full finished Lower Level and open and flexible first floor plan with direct access to the back yard. The first floor also features beautiful and thoughtfully designed architectural details, 2 fireplaces, a family room overlooking the gardens and a spa bath for some very special down time.

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,043
Status:
Active
MLS#:
72520218
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1954
Courtesy: www.EntryOnly.com
View additional info

10 Sussex Road, Winchester, MA 01890 Desirable location, this lovely ranch has been renovated from top to bottom and meticulously maintained - it's sunny and spacious. Open floor plan with updated kitchen and baths, roof updated, tilt-in windows, central air, 30 x 12 deck off the kitchen, irrigation system, insultation, updated heat and electric and shed. A beautiful home at a great price - 2 car under garage with door openers and direct access. Situated on a spectacular corner lot with mature plantings and a great neighborhood. 1 mile to downtown, walk to commuter rail to Boston, Town Forest at end of street.

Beds:
6
Baths:
4 Full
Sq.Ft.:
4,198
Status:
Active
MLS#:
72520138
Type:
Single Family
Lot size:
0.3 Acres
Year built:
1950
Courtesy: Leading Edge Real Estate
View additional info

Well maintained custom colonial in desirable neighborhood. Corner lot w/mature plantings & great curb appeal. This sun-filled home boasts six bedrooms & three fireplaces, completely renovated approx. 2008. First floor offers two generous sized bedrooms w/versatility; office, au pair or in-law w/full bathroom & shower. Large eat in kitchen flows into family room w/gorgeous stone fireplace. French doors lead to dining room with double sided fireplace shared with living room. Second floor offers a grand oversized master bedroom suite w/high ceilings, large walk in closet, spacious master bathroom w/tub, separate shower & double vanity sinks. Add'l three bedrooms one en-suite, plus a jack & jill bathroom shared by other bedrooms . Walk up attic with plenty of storage or choose to finish space. Oversized two car garage with direct entry to mudroom. High velocity A/C. New boiler/manifold/pump 2018. Radiant flooring throughout entire home. 75 gal hot water tank. Close to train and town.

Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
1,271
Status:
Active
MLS#:
72517349
Type:
Single Family
Lot size:
0.12 Acres
Year built:
1900
Courtesy: Redfin Corp.
View additional info

Charming move in ready home very close to town and the commuter rail! Gleaming hardwood floors, original details, high ceilings, and abundant natural light from the large windows greet you. There is a stunning modern eat-in kitchen featuring granite counters, SS appliances, and crisp white cabinetry. The sun filled living room is accented by a gas fireplace and statement mantle with built in shelving. Entertain in the formal dining room with elegant wainscoting. A convenient half bath with the laundry completes the main level. Upstairs are the bright master with a walk-in closet and two more bedrooms with an adjacent full bath. Enjoy outdoor living on the large tree shaded side patio. Or relax on the lovely front porch overlooking the green front yard. The exterior was repainted in 2018 and there is a new hot water heater. Move right into this immaculate and charismatic home!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,562
Status:
Active
MLS#:
72518395
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1955
Courtesy: Greater Metropolitan R. E.
View additional info

Spacious and sunny oversized Cape situated in coveted west side Winchester neighborhood! Sprawling 4 bedroom 2.5 bathroom home with gleaming hardwood floors throughout. Newly updated gas heating system. Boasting 3 season sunroom overlooking multi level backyard with garden. Located in desirable Vinson Owen school district. Close to historic Wright Locke Farm with hiking trails and conservation land. Enjoy playground and park across the street. Close to Routes 93,95, & 2. Truly a must see!

Beds:
5
Baths:
4 Full/1 Half
Sq.Ft.:
5,109
Status:
Active
MLS#:
72514667
Type:
Single Family
Lot size:
0.38 Acres
Year built:
1915
Courtesy: Leading Edge Real Estate
View additional info

New price! One of the most beautiful homes in the Winchester Flats, this thoughtfully renovated home with gorgeous curb appeal is sure to impress with its 12 rooms, each boasting beautiful craftsmanship, exquisite detail, beautiful sunlight, and a location that cannot be beat! Situated on a manicured 16k level lot with mature trees, perennial gardens, and an abundance of privacy. The farmhouse style kitchen w/dining area features custom inset cabinetry, Viking stove, direct access to mudroom & half bath and offers panoramic views of the oversized level rear yard. 2nd level master suite with fireplace, and inviting spa-like bath. 3 additional spacious bedrooms and 2 full baths complete this floor. 3rd floor offers additional bedroom and full bath. Lower level rec. room/TV room, laundry, and lots of great storage! Enjoy endless summer evenings on the wraparound screened porch located off the cozy den. A/C, 2 car garage, Ambrose school. Call for a private showing anytime.

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,159
Status:
Active
MLS#:
72514098
Type:
Single Family
Lot size:
0.23 Acres
Year built:
1937
Courtesy: Redfin Corp.
View additional info

Beautiful well maintained Colonial on a corner lot in an excellent Winchester location! Gleaming hardwood floors and elegant moldings throughout greet you. A front to back living room with a fireplace flows nicely into a relaxing sun room. Two built in china cabinets and wainscoting accent the formal dining room. There is a large eat-in kitchen with a dining area and a convenient full bathroom off of it. Upstairs are four sizable bedrooms and an adjacent full bathroom. Enjoy outdoor living on the back patio and fenced green yard. Fencing in the front and back clearly defines the property. Webster grill bought in 2017 included in the sale. Detached two car garage plus driveway parking. Very close to Winchester Recreation Department, Lincoln Elementary School, McCall Middle School, High School, downtown Winchester, and the Wedgemere Commuter Rail Station. Come to see this incredible home at the open house!

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
4,215
Status:
Active
MLS#:
72509896
Type:
Single Family
Lot size:
0.81 Acres
Year built:
1995
Courtesy: Better Homes and Gardens Real Estate - The Shanahan Group
View additional info

Looking for some peace and quiet? You will find it at 272 High Street! This meticulously maintained colonial was custom built for its current owners, in a magnificent setting abutting the Whipple Hill conservation area. Lots of beautiful windows allow tons of natural light and a spectacular view. Large open kitchen, with island and eating area, open to a bright family room. First floor also includes formal dining room, living room and office. Second floor offers four large bedrooms, one with en suite bathroom and including a large master suite with gorgeous built in dressers, two walk in closets and bright bathroom. Game room in finished basement with walk out to the backyard. Need even more space? The basement has additional space to finish and is framed for an additional bathroom, as well as an entire third floor level, ready to make your own. Follow the trails to Wright Locke Farm, take a hike at Whipple Hill and close proximity to VO School and Winchester Swim and Tennis Club.

Beds:
4
Baths:
3 Full
Sq.Ft.:
2,550
Status:
Active
MLS#:
72509614
Type:
Single Family
Lot size:
0.26 Acres
Year built:
1976
Courtesy: United Realty Express
View additional info

**Offer due 7/17 @ 5pm**Spacious, well cared for 4BR, 3BA brick split level in the highly sought after Vinson Owen school district. Set back off the road with beautiful landscaping. Less than a mile to beautiful Horn Pond trails, a mile to VO Elementary and 2 miles to McCall Middle in the center of downtown Winchester. The 1st level boasts central air, an open floor plan w/ LR, bright and open kitchen/breakfast bar and DR that leads to a big deck for great outdoor space w/multi-levels to enjoy. 3-BR, 2-renovated BR both w/ bluetooth speakers and soaking tubs. LL includes 4th-BR, full kitchen, abundant storage and renovated BR w/ beautiful tile/ pebblestone shower. You'll love the flex space currently playroom/recreation area and casual living area with electric, FP, separate, LR, w/ garage access leading out to the new fence enclosure area that fits 2 cars for private/secure space on new asphalt driveway. A must see in desirable Winchester! Bonus:Home warranty transferred till 5/20

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
4,756
Status:
Active
MLS#:
72509519
Type:
Single Family
Lot size:
0.77 Acres
Year built:
1957
Courtesy: Leading Edge Real Estate
View additional info

Great price change and so much house!! Beautiful East Side contemporary home, set on a large private lot on desirable Lorena Rd! This 5 bedroom, 3.5 bath home is completely renovated and move in ready~ Close to Winchester Center schools, shops & train to Boston! Plenty of living space on the first floor, boasting a gorgeous high end kitchen w/Sub Zero fridge, double wall oven, walk-in pantry with wine fridge, playroom/ mudroom off the kitchen, dining room w/walls of windows, living room with fplc, and a bonus great room with floor to ceiling stone fireplace that is a focal point in this remarkable home! The master suite is private & includes a gorgeous spa like bath w/ walk in shower, double vanity & soaking tub; four additional bedrooms are generously sized w great windows & deep closets. 2 add'l baths and 2nd floor laundry complete this floor.The exterior includes a screen porch, beautiful patio, 2 car garage, mature perennials and large private yard to enjoy! Lincoln Elementary

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,939
Status:
Active
MLS#:
72508535
Type:
Single Family
Lot size:
0.44 Acres
Year built:
1930
Courtesy: Century 21 North East
View additional info

Attention investors//contractors, Cash or Rehab Loan ONLY... Great opportunity to revive a 1930 colonial in desirable Winchester neighborhood. Lower level features natural woodwork and hardwood floors throughout, fireplace in living room, built in china cabinet in formal dining room, a large "step down" tiled family room with cathedral ceiling and access to patio/ in ground pool area. Large Master bedroom and two additional bedrooms and full bath on second floor. Large, fenced in yard, in ground pool and off street parking round out a great money making opportunity for the savvy investor.

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