New Listings in Winchester MA

Below are the newest homes for sale offered in Winchester MA. You might also be interested in viewing upcoming open houses in Winchester.

Contact us or call 781.729.9030 for local knowledge and real estate expertise and for a tour of Winchester recent homes for sale. If you would like to save your favorite Winchester real estate and receive email updates when new homes match your search criteria, register with our site.

3 Edgewater Place Winchester MA 01890

Price$3,750,000

Est. Mortgage: $/month

MLS Number 72583027

  • Single Family
  • Garage 3
  • Parking Spaces 8
  • Year Built 1958
  • Full Bath 4

Timeless waterfront home never before on the market; the "Crown Jewel" of Winchester waterfront real estate! This breathtaking property offers an idyllic setting unlike any other featuring almost an acre of land w/expansive, sprawling direct water frontage & unparalleled views of the upper and lower Mystic Lakes. Stunning landscape includes in ground pool, rolling lush lawns and private dock offering the opportunity for a year round active lifestyle enjoyed by only the very fortunate.. swimming, kayaking, paddle boarding, sailing & skating, all from your private dock! This natural paradise is located off of prestigious Everett Ave, uniquely shielded at the end of a cul-de-sac offering an abundance of privacy and a premiere location! Property extends to the point of the intersecting waterway; a generous lot allowing for unobstructed views & exclusivity. High end construction, large spacious rooms, 3 car garage, all just 9 miles North of Boston! A once in a lifetime opportunity~

Listed by Kim Covino of Leading Edge Real Estate

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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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15 Dix Street Winchester MA 01890

Price$1,799,000

Est. Mortgage: $/month

MLS Number 72582656

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,945
  • Waterfront

Luxury living in Winchester overlooking picturesque Wedge Pond! This stunning newer construction condo features an open floor plan with large windows for maximum light, high ceilings, hardwood floors and beautiful crown molding. The ultra-modern chef's kitchen with high end appliances (Wolf, SubZero, Asko) opens up to a dining area and cozy living room with a water view, gas fireplace and access to a private balcony. The spacious master suite includes a spa-like bath with large shower, double sinks with marble countertops and a spacious walk-in closet. The generously sized second bedroom includes a private bath. A den/home office space provides flexibility of use. Elevator access from all floors to lobby and 2 secure underground deeded parking spaces. Your favorite downtown restaurants, shops and the commuter rail is just a short walk away. Enjoy being minutes away from the city, major highways and Logan airport. Maintenance-free luxury living at its best!

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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5 Dean Road Winchester MA 01890

Price$2,235,000

Est. Mortgage: $/month

MLS Number 72582583

  • Single Family
  • Garage 3
  • Parking Spaces 6
  • Year Built 2019
  • Full Bath 5

BEAUTIFUL NEW CONSTRUCTION in Winchester's Muraco school district, recognized by the state for its outstanding 2019 MCAS achievement! This STUNNING 6-bedroom, 5-bath home with approx. 6125 sq. ft. of living space offers extraordinary comfort for the entire family, and the details throughout are absolutely exquisite. The sun-filled main level boasts a grand two-story foyer, living & dining rooms, gorgeous high-end kitchen w/ elegant cabinetry, large family rm. w/ fireplace, sitting rm., office area, + a guest bdrm & full bath. Second level has 4 spacious bdrms., including a fabulous master en-suite w/ soaking tub, striking tile, his/her sinks, + jetted shower; there are 2 more full baths, and laundry. Lower level offers GREAT spaces; exercise rm., playroom, media room, mudroom, + bedroom & full bath. The top floor is +900 sq. ft. of unfinished storage space. There's a 3 car garage, + terrific level back yard. Welcome home!

Listed by Anne Spry and Jane Byrne 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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200 Swanton Street Winchester MA 01890

MLS Number 72583045

  • Rental
  • Parking Spaces 1
  • Year Built 1966
  • Bathroom 1
  • Bedrooms 2

Spacious 2 bedroom condominium with updated kitchen, laminate flooring, built-in bookcases, track lighting, sliders to private deck overlooking duck pond and lush gardens. Extra parking and storage, in-ground pool, and convenient location. Close to downtown and all its fabulous restaurants and shops. Commuter rail to Boston and easy access to all major routes. Come see all Winchester has to offer besides the fabulous schools! No pets, no smoking. Good credit, income and references a must.

Listed by Sheri O'Connor and Diane Plunkett of Plunkett Properties

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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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16 Graystone Circle Winchester MA 01890

MLS Number 72582454

  • Rental
  • Parking Spaces 2
  • Year Built 2011
  • Bathroom 4
  • Bedrooms 3

Stunning recently constructed 3-floor townhouse in sought after Winchester proper. Gleaming hardwood floors and cathedral ceilings. Gourmet kitchen with energy efficient appliances and in-house washer and dryer. Grand living room opens to private deck overlooking spacious yard. All grounds keeping and maintenance included in rent. First floor master suite with California walk-in closet and oversized bathroom. Additional spacious bedroom with similar closet and private bathroom, as well as a fully open sitting area on lofted second floor. Plenty of storage space. Fully finished multi-bedroom basement with full bath and access to yard. Steps to Whole Foods and other local amenities. Commuter's dream; minutes to 95, 93, Winchester Center, as well as all downtown Boston has to offer. Offered partially furnished if needed with modern, well kept furnishings purchased recently. Security system. Two car garage. Central Air. Tankless water heater.

Listed by Roei Biberstain of Vanguard 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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666 Main Street Winchester MA 01890

MLS Number 72582048

  • Rental
  • Parking Spaces 1
  • Year Built 1982
  • Date Available 11/15/2019
  • Bathroom 2

AVAILABLE NOVEMBER 15TH! Feast your eyes on this renovated unit at the highly desirable Wedgewood Place! This unit boasts (2) bedrooms and (2) full bathrooms. Enter in to an open concept kitchen, dining room, and living room. Gorgeous hardwood floors flow you effortlessly through this space and lead you to a private balcony overlooking Winchester's Main Street. The gorgeous kitchen features stainless steel appliances, granite countertops, and upgraded cabinetry. On a cool fall night cozy up in front of the wood burning fireplace in the living room. The master bedroom offers a walk-in closet and renovated full bathroom. Let's not forget about the convenient in-unit laundry and covered garage space! Wedgewood Place is located just footsteps from idyllic Winchester Center, home to shopping, restaurants, commuter rail and MORE! This unit is sure to get scooped up quickly, reach out for your private showing today!

Listed by Dawn Hodge and Philip J. Vita of Leading Edge Real Estate

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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

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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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60 Lake Street Winchester MA 01890

MLS Number 72581652

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 974

Location-Location-Location! Situated on Wedge Pond in downtown Winchester, walking distance to commuter rail to Boston, schools, shops and many restaurants. This townhouse is perfect for a young family with room to grow. Semi finished family room in basement, space to add another bathroom - Small patio for a grill and outdoor space with view of the pond - walk to tennis or beach. Hardwood floors through out. Come see all that Winchester has to offer besides its fabulous schools!

Listed by Diane Plunkett and Sheri O'Connor of Plunkett Properties

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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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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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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.

$
$
%
$/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.

$
$
%
$/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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

7 Conant Road Winchester MA 01890

MLS Number 72580150

  • Rental
  • Parking Spaces 2
  • Year Built 1999
  • Bathroom 3
  • Bedrooms 2

Luxury condominium for rent at a desirable condominium complex in Winchester: the Willows. This 2 beds/2.5 baths units features over 1600sqft of floor plan, central AC, three balconies, and deeded extra storage in the basement. Modern luxury amenities such as hardwood floor in living area, in-unit washer/dryer, gas fireplace, and Nest thermostat for temperature adjustment are all the perks that you would enjoy living in this unit. As an added perks, the complex features an in-ground heated swimming pool, fitness room, and spacious Club Room with kitchen for entertaining your extended friends and family. Located within short distance to I-93 highway access, Commuter rail to Boston, downtown Winchester shops, and top-rated Winchester school, this unit truly must be seen!

Listed by Irene Novia Loka of Matahari Real Estate LLC

$
$
%
$/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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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