Homes in Winchester MA

Winchester MA offers excellent access to metropolitan Boston making it a popular place to live. Single family homes are a sound solution to living eight miles from Boston. View frequently updated Winchester MA real estate listings below. You might also be interested in Medford MA single family homes or Lexington MA single family homes.

Tour Single Family Homes in Winchester MA

Contact Sweeney & O'Connell Real Estate online or call 781.643.7478 with any questions or to schedule a private tour.

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5 Briarwood Lane Winchester MA 01890

Price$1,849,000

Est. Mortgage: $/month

MLS Number 72581744

  • Single Family
  • Garage 3
  • Parking Spaces 6
  • Year Built 1999
  • Full Bath 3

This Beautiful 4500+ sq. ft. Custom Designed 5 bedroom 3.5 bath Center Entrance Colonial with a 3 car garage is located on a quiet street across from the town forest in a lovely newer Winchester neighborhood. This home has been carefully maintained and offers a wonderful open floor plan perfect for family living and entertaining. As you enter you will be greeted by the soaring two story foyer that centers the formal living and dining rooms. There is a large bright sun filled open kitchen and dining area with newer Jenn-Air appliances that opens to the impressive two story great room; complete with a gas fireplace and French doors to the deck. A first floor bedroom with a full bath; perfect for guests and a home office complete the well designed first floor. A very private master bedroom suite with a new master bath and walk in closet and 3 other ample bedrooms are found on the second floor. There is a wonderful expansive finished basement. Come and see this special home. A TRUE GEM!

Listed by Ida M. Bianco of Coldwell Banker Residential Brokerage - Winchester

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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23 Henry Street Winchester MA 01890

Price$799,000

Est. Mortgage: $/month

MLS Number 72581248

  • Single Family
  • Parking Spaces 3
  • Year Built 1942
  • Full Bath 2
  • Bathroom 2

Updates abound in this beautiful cape located on a quiet side road in desirable VO school district. Recent remodel of the main floor leaves a buyer with nothing to do but enjoy plentiful entertaining space in the open concept kitchen and living area which leads out to an oversized wrap around deck. Three large bedrooms on the second level all have gleaming hardwood floors and master bedroom boasts a vaulted ceiling and wide windows to enjoy views of nature in the expansive private back yard. Another full bath completes this level. There is plenty of storage and workspace in partially finished basement which includes a large playroom that leads to a walk-out enclosed space currently used as a bike room, ideal storage for any outdoor sports enthusiast. Lovingly maintained landscape boasts a paved 3 car driveway, irrigation system, and a secluded lower patio ideal for fire pit. Close proximity to to Wright-Locke Farm, Mullen Field and McClennen Park make this a hidden gem in Winchester.

Listed by Kara Spelman of Better Homes and Gardens Real Estate - The Shanahan Group

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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334 Cross Street Winchester MA 01890

Price$949,000

Est. Mortgage: $/month

MLS Number 72581258

  • Single Family
  • Garage 2
  • Parking Spaces 8
  • Year Built 1938
  • Full Bath 2

METICULOUSLY MAINTAINED HOME LOOKING FOR A LONG TERM RELATIONSHIP WITH A NEW FAMILY! Around the corner to McDonald field for playing catch, riding a bike or taking a walk. Open concept living-dining room floor plan with hardwood floors & plenty of natural light. Kitchen overlooks the incredible, private & fenced yard & boasts granite counters, tile floors & stainless appliances. There's a 1/2 bath & mud room leading to an oversized 2-car garage with plenty of storage. Entertain friends & family in the very spacious Cherry-wood family room, featuring a gas fireplace & wet bar, a great space for Thanksgiving or football parties. Don't let the busy street fool you, this home is spacious, quiet & private. 3 beds & a full bath upstairs. 1 bonus room & 3/4 bath in the lower level basement. Within the Lynch School district & a short drive to Winchester center where you'll find boutiques, coffee shops & the commuter rail to North Station. Easy access to major highways & 7 miles from Boston.

Listed by The Marrocco Group and Monte Marrocco of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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343 Cross Street Winchester MA 01890

Price$1,549,000

Est. Mortgage: $/month

MLS Number 72581066

  • Single Family
  • Garage 2
  • Parking Spaces 2
  • Year Built 2019
  • Full Bath 4

Welcome to your new home in Winchester. Stunning rehab from foundation up with 1500 SF second floor brand new addition, on a nicely landscaped and fully irrigated lot with EZ access everywhere. 5 bedrooms, 4 bath, finished basement, and 2 car garage are some of the many amenities this lovely home has to offer. Fall in love with this home's gracious open floor plan living room with gas fireplace opening to dining room and stunning kitchen equipped with Jenn Air high-end stainless-steel appliances, wine cooler, quartz counter tops and more. Enjoy 3 season entertaining on a large deck with access to back yard and kitchen. Hardwood and tile floors throughout. Two bedrooms are located on the first floor, master bedroom and additional two bedrooms located on the second floor. Master bedroom has beautiful walkin closet and century 21 bath fixtures. Finished basement is perfect for use as a family room, media room, or office.

Listed by Abraham Glaser of Omega Ventures Inc.

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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37 Sheridan Circle Winchester MA 01890

Price$769,900

Est. Mortgage: $/month

MLS Number 72580480

  • Single Family
  • Parking Spaces 4
  • Year Built 1927
  • Full Bath 2
  • Bathroom 2

Welcome to 37 Sheridan Circle! Your chance to own a spacious 4 bedroom colonial on a quiet side street in one of the most-sought after towns in MA. This home has been lovingly maintained by the same family for over 50 years and is bursting with character. Hardwood floors, crown molding, and classic beamed ceilings. Mudroom leads to a sizable kitchen with plenty of counter space. Elegant living room has a gas fire place. Formal dining room and family room cap off a great main level that is ready to host the upcoming holidays. 2nd level boasts 4 good size bedrooms, full bathroom, and a sprawling deck. Home has great bonus living space with a full basement that is mostly finished and a walk up attic with 1 finished room and the potential for more. New Everlast composite siding, upgraded windows, Gas heat, 2 driveways, generous backyard, and more. Located next door to Horn Pond and minutes to Downtown Winchester. Live just outside of Boston in a quiet town with a superior school system.

Listed by Ryan Mirisola of Lamacchia Realty, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Wagon Wheel Road Winchester MA 01890

Price$1,850,000

Est. Mortgage: $/month

MLS Number 72579451

  • Single Family
  • Garage 3
  • Parking Spaces 8
  • Year Built 1995
  • Full Bath 4

Venture up the tree-lined circular driveway to this stately brick colonial set on almost an acre of gorgeous landscaping. Embrace the privacy and serenity of this lovely home with picturesque views of the gardens from every angle of the interior, double access to the flat backyard, and walk- out basement. A welcoming two-story grand foyer opens to the gracious living and dining rooms and flows easily to the warm and well appointed kitchen. Two staircases lead to the second level with four bedrooms including an en suite master bedroom with jacuzzi tub, steam shower, and double vanity. The fully finished lower level has a large family room with a complete wet bar and a full bathroom. Game on! Additionally, this home is equipped with 400 amp service, a backup generator, ADT security system, intercom, a well for the irrigation system and a three car garage!

Listed by Mariette Scheele of Waterfield Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2 Alben Street Winchester MA 01890

Price$1,250,000

Est. Mortgage: $/month

MLS Number 72579501

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1989
  • Full Bath 2

Oversized custom colonial with sun filled rooms including open concept family room/breakfast room/kitchen with cathedral ceilings, fireplace and french doors to 35 foot deck. Plenty of cabinets and SS appliances with built in planning deck. 1st floor laundry rm; extremely large living room could make a 1st floor master bedroom. 3 large bedrooms with tray ceiling master including a skylight. Totally finished walk out basement with sliders to covered patio also includes a kitchenette and full bath and laminate flooring. Home well maintained by original owners - roof is 5 years old - composite deck is 10 years old. A 2 car garage, beautiful landscaping, and the close proximity to the Fells Reservation for walking trails make this the perfect setting. Located in Muroco School district. Easy access to Rt 93 and the commuter rail to North Station. Come see all that Winchester has to offer besides its fabulous schools.

Listed by Diane Plunkett and Lynn Ricci of Plunkett Properties

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$
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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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306 Washington Street Winchester MA 01890

Price$799,000

Est. Mortgage: $/month

MLS Number 72579879

  • Single Family
  • Parking Spaces 6
  • Year Built 1891
  • Full Bath 1
  • Bathroom 2

Beautiful & impeccably maintained colonial townhouse, renovated in 2016 to include new central air, kitchen, baths, deck, hardwood floors & more. On the first floor flow easily through the cozy living room into a bright dining room with views of the backyard. The modern kitchen features granite counters and stainless steel appliances. A bedroom, ½ bath and deck/yard access complete the 1st floor. The second floor has 3 spacious bedrooms, a recently-renovated full bath and laundry. Additional space on the 3rd floor boasts recently renovated rooms that would be perfect as a home office, playroom and/or additional bedroom. The renovated lower level is partially finished and has potential to add a full bathroom. Enjoy a spacious, fenced backyard and paved driveway for 5-6 cars. Walking distance to Fells Reservation, hiking trails, public schools, commuter rail and Winchester Center. Call it home today!

Listed by Andersen Group Realty and Sven Andersen of Keller Williams Realty Boston Northwest

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8 Hill Street Winchester MA 01890

Price$899,900

Est. Mortgage: $/month

MLS Number 72578588

  • Single Family
  • Garage 1
  • Parking Spaces 4
  • Year Built 2004
  • Full Bath 3

Lovingly maintained young gambrel colonial with many upgrades on a nice dead end street bordering two towns.Please use 8 Hill St.Stoneham to locate home. Gather friends in the spacious sunlit kitchen centered w/ a large granite island & counters, loaded w/maple cabinets plus dining area. Formal dining w/glass french doors & large living room all with hardwood flooring. Convienent laundry in your tiled half bathroom completes main level. 2nd floor boasts 3 large bedrooms all with wall to wall carpets and ceiling fans. Master suite has walk-in closet, marble tile flooring & a multi-head shower w/stereo. Finished lower level for possible in-law, teens, home office w/large family room & full ceramic tiled bath with shower stall. PLUS: 9 plus foot Ceilings throughout, Reverse osmosis filter for drinking, high energy effiecient home. Dual insulation & insulated windows & doors. Maintainence free vinyl siding, 35 year archecticural shingled roof, insta-hot water heater, patio, fenced yard.

Listed by Patti Fitzgerald of Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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192 Highland Avenue Winchester MA 01890

Price$999,000

Est. Mortgage: $/month

MLS Number 72578413

  • Single Family
  • Parking Spaces 6
  • Year Built 1888
  • Full Bath 2
  • Bathroom 2

Five bedroom, two bath Antique Farmhouse with over half an acre of land in the Muraco School District. It is a nature lover's dream set back from the road with a terraced back yard adjacent to The Middlesex Fells. Enjoy sunsets from your screened front porch or sit on your back deck and watch the leaves fall. First floor has an updated open kitchen and family room, large pantry, full bath, dining room, living room, and heated sun room. Second floor has three bedrooms, a full bath, and an office. The third floor has two bedrooms (with electric baseboard heat) that share a closet in the hall between them. The interior, front steps, and back deck have been freshly painted. Convenient to town, library, shops, restaurants, commuter rail, and miles and miles of trails in the Middlesex Fells. Move in and enjoy!

Listed by Rebecca Brennan of Better Homes and Gardens Real Estate - The Shanahan Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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