Winchester MA Homes for Sale

Winchester, Massachusetts is a quiet bedroom community located 8 miles north of Boston. Winchester is a family-friendly community that is perfect for raising a family. There are several well-maintained parks in town as well as several bodies of water. 

Check out single family homes for sale in Winchester, MA. Search through hundreds of listings to find the right real estate for you. Save your favorites when you register with us, and you can get email updates when similar properties that match your criteria are posted. Contact us for more information!

33 Dunster Lane, Winchester, MA

Price$859,000

Est. Mortgage: $/month

Open House

MLS Number 72409440

  • Single Family
  • Next Open House: Tue 16th 11:00 am - 12:30 pm
  • Parking Spaces 3
  • Year Built 1930
  • Full Bath 2

1930's side entrance colonial with natural woodwork and hardwood floors. Large living room with fireplace; formal dining room with built-in china closet, recently updated kitchen - and gorgeous "step down" family room with gas fireplace, cathedral ceiling; French doors to patio and in-ground pool, lots of natural light, King size master bedroom plus two additional bedrooms on 2nd floor. Two full baths, partially finished play room in basement, sunny enclosed porch, and almost a half acre of land. All this in a prime neighborhood in the new Vinson Owen school district. Commuter rail to Boston, easy access to all major routes, beautiful downtown area, and excellent restaurants. Perfect home for a young family! Come see all that Winchester has to offer in addition to the fabulous schools!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

63 Loring Avenue, Winchester, MA

Price$829,000

Est. Mortgage: $/month

MLS Number 72409550

  • Single Family
  • Parking Spaces 4
  • Year Built 1890
  • Full Bath 1
  • Bathroom 2

Winchester Charm is right here!! This antique colonial has an AMAZING corner lot with farmers porch and a terrific 2 car garage. NEW ROOF JUST REPLACED. With hardwood floors, newly carpeted and painted bedrooms and a spacious walk up attic that has so much potential.!! Here is your chance to live in this great community minutes from Boston. This one will not last!!

Listed by Reliable Results Realty and Annette DeBisz of LAER Realty Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

25 Berkshire Drive, Winchester, MA

Price$868,000

Est. Mortgage: $/month

MLS Number 72407395

  • Single Family
  • Parking Spaces 2
  • Year Built 1970
  • Full Bath 3
  • Bathroom 3

This welcoming eight room West Side home is beautifully sited on a tranquil tree lined street in the sought-after Vinson Owen school district. Boasting a sun-splashed living room with vast picture window and fireplace open to a dining room with French doors that lead to a 4-season sunroom, updated kitchen, hardwood floors throughout, 3 generously sized bedrooms including a master ensuite and a large main bathroom complete the first floor. The lower level features a spacious family room with fireplace, full bathroom, plenty of storage space and a two car attached garage. Additional features include new roof (2017), replacement windows, alarm system, irrigation system, central air, proximity to major routes and Whipple Hill Conservation area. **Being sold AS IS**

Listed by Molly Nolan Byrne, Barbara Nolan and Peter Bouchie of Coldwell Banker Residential Brokerage - Belmont

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

56 Lorena Road, Winchester, MA

Price$2,300,000

Est. Mortgage: $/month

MLS Number 72407613

  • Single Family
  • Parking Spaces 4
  • Year Built 2004
  • Full Bath 4
  • Bathroom 5

2017 custom renovation by Refined Renovations, this house is perfect for both work & play. A spacious, open concept 1st floor features a stunning, brand new true chefs kitchen w/2 islands & sub zero fridge, home office, mudroom, living room w/rock face fireplace & window seats. Formal dining room w/all new, butler's pantry. Kids and pets can play in the huge, private, fenced in backyard while the grownups relax on the deck. 2nd floor includes an all new laundry room w/sink & storage, MBR w/walk in closet, master bath has steam shower & soaking tub. 3 more good sized bedrooms & 2 baths complete this level. A finished 3rd floor includes skylights and storage.1100sf+ finished basement w/wet-bar, fireplace, exercise room & full bath lead out to a professionally landscaped yard featuring /hot tub, koi pond & waterfall, fire-pit and lighting. Less than a mile from town & 2 commuter stops. The Fells is around the corner and easy access to hwy & Boston.

Listed by Adam Shamus of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

18 Sunset Road, Winchester, MA

Price$1,349,000

Est. Mortgage: $/month

MLS Number 72407235

  • Single Family
  • Parking Spaces 4
  • Year Built 1951
  • Full Bath 3
  • Bathroom 4

Welcome to 18 Sunset Road. Recently renovated & pristine 4 Bedroom Colonial home with open concept floor plan for ease of living. Custom kitchen has stainless steel appliances, oversized sub zero, double oven, 6 burner gas range, gorgeous walnut custom cabinets, large working island with Italian quartzite counters. A large kitchen looks over an expansive backyard and opens to the family rm & dining rm for an ideal layout. Living room features more custom walnut built-in entertainment system with imported gas-fireplace, 1st-floor study or playroom option. The large Master bedroom has a walk-in closet and private bath with steam shower & radiant heated flooring with 3 additional bedrooms. Lower level is great bonus space used as another bedroom suite or playroom with laundry room, 3/4 bath & storage room. New systems throughout, many "smart home" features and freshly painted. Large level yard with deck for relaxing and grilling. Move right in and enjoy all that Winchester has to offer.

Listed by Leigh Ventura of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

8 Harrington Road, Winchester, MA

Price$1,249,000

Est. Mortgage: $/month

MLS Number 72407216

  • Single Family
  • Parking Spaces 5
  • Year Built 1935
  • Full Bath 3
  • Bathroom 4

Timeless and classic, this 1930s brick colonial sits at the end of a cul-de-sac near the heart of Winchester. Period ironwork details specially crafted for this home have been preserved throughout. The main level invites with a front-to-back beamed living room with french doors opening to the skylit family room addition. The first floor office provides a quiet space with brick backdrop from the living room fireplace and vaulted ceiling with beam detail. Dining room with wainscoting and built-in china cabinet flows through swinging door to the kitchen and breakfast area. The second floor boasts a generous master bedroom with two closets and master bath, two additional bedrooms and family bath, plus another bedroom and full bath over the attached two car garage. The backyard emanates tranquility with mature ivy climbing the brick and a custom hammock for relaxing beneath the trees. All in close proximity to train to Boston and Winchester Center shops and restaurants. Welcome home!

Listed by Katie Tully of Waterfield Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

2 Robinhood Road, Winchester, MA

Price$1,179,000

Est. Mortgage: $/month

MLS Number 72407122

  • Single Family
  • Parking Spaces 3
  • Year Built 1939
  • Full Bath 2
  • Bathroom 3

Stunning Colonial situated on an impeccably landscaped corner lot! This immaculate home offers an incredible layout, featuring a room for every occasion. Enjoy charming details throughout its 3 levels of spacious living. The foyer leads up to 4 generously sized bedrooms, inclusive of the master suite w/ vaulted ceilings, walk-in closet, master bath & home office. Featuring a chef's inspired open floor concept eat-in kitchen w/ granite countertops, oversized island, gas stove & stainless steel appliances. The living room, elegant dining room, den w/ vaulted ceilings, ½ bath & large mudroom w/ access to the 1 car garage complete the 1st floor. Steps down to the lower level, enjoy the family room w/ lovely stone fireplace, game room, laundry room & ample storage space. Outside you will find a beautiful deck & patio w/ charming pergola, stone fireplace & an incredible fenced in yard for the whole family to enjoy. Within walking distance to Ambrose Elementary, this home truly has it all!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

6 Thornton Road, Winchester, MA

Price$2,199,000

Est. Mortgage: $/month

MLS Number 72406167

  • Single Family
  • Parking Spaces 4
  • Year Built 2013
  • Full Bath 3
  • Bathroom 4

Prepare to be impressed by this well crafted 5 year old 14 room unconventional colonial with just under 7000 sqft of luxury living space, 5 bedrooms, & 3 1/2 baths. Large gourmet kitchen w/breakfast area, 2 tiered island, stainless steel appliances w/adjoining family room with fireplace, cathedral ceiling & glass sliding door to 2nd story deck. Large living room with fireplace & built-in bookcases, dining room with crown molding, wainscoting, chair rail & bay window, an office completes the first floor. The 2nd floor consists of spacious master bedroom with walk-in closet & spa like bath, 3 bedrooms, main bath, laundry room & sitting area. On the 3rd floor you will find a play room & 5th bedroom with en-suite & large closet. The finished lower level consists of large home gym & game room that exits to granite patio & expansive rear yard. A 2 car garage & dry storage under deck. A convenient Westside location in the VO school district close to parks, shopping, & public transportation.

Listed by Errico Team of Waterfield Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

9 Cox Road, Winchester, MA

Price$1,234,500

Est. Mortgage: $/month

MLS Number 72406057

  • Single Family
  • Parking Spaces 6
  • Village West Side
  • Year Built 1954
  • Full Bath 3

Stunning, completely renovated, expanded 4 bdr Cape. The versatile, open floor plan is great for entertaining. This home has many custom designed and built architectural features including coffered and beamed ceilings, recently added master suite with a spa bath, laundry, gas fireplace, walk in closet and wide plank ash flooring. Enjoy your morning coffee on private covered balcony overlooking professionally landscaped and meticulously cared for yard abutting conservation. Generous sized 1 car garage and bright and inviting sun/mud room that leads out to a beautiful new deck. Situated in a close-knit neighborhood with direct access to Whipple Hill walking trails, Wright-Locke historic community farm and Mullin Field and playground. Located in the new and highly desirable Vinson-Owen Elementary School District and newly completed Winchester High School.

Listed by Darryl E. Brian of Darryl E. Brian Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

8 Mystic Avenue, Winchester, MA

Price$899,000

Est. Mortgage: $/month

MLS Number 72405950

  • Single Family
  • Parking Spaces 3
  • Year Built 1935
  • Full Bath 1
  • Bathroom 1

SPECTACULAR LOCATION, QUIET STREET AND WALK TO TOWN! This traditional Colonial which shows pride of ownership, has been meticulously maintained with many updates throughout! The 1st floor offers an inviting entryway & foyer with beautiful wrap around stairs to the 2nd floor. The spacious dining room has a charming built in cabinet & is the perfect size for entertaining friends & family. The large fireplaced living room leads to a cozy sunporch which overlooks a private backyard with plenty of trees. The kitchen is smaller but very efficient with plenty of storage & an oversized pantry. Upstairs you'll find 4 comfortably sized bedrooms & a full bath. Minutes away from downtown Winchester which is home to many shops, restaurants and the commuter rail to North Station. Easy access to major highways and only 7 miles North of Boston.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

19 Sawmill Brook Road, Winchester, MA

Price$1,598,000

Est. Mortgage: $/month

MLS Number 72405646

  • Single Family
  • Parking Spaces 3
  • Year Built 2016
  • Full Bath 4
  • Bathroom 5

This spacious and inviting home in a quaint Muraco District neighborhood is the product of a complete renovation and substantial addition in 2016. The open concept 1st floor offers a large chef's quality kitchen adjacent, on one side, to a generous mudroom accessing a side entrance and, on the other, a combination dining and family room. High ceilings continue through the foyer and cozy living room. Ascend the staircase to the 2nd floor where you'll enter a spacious loft and hallway to a bathroom, laundry, 3 bedrooms, and master suite. The 3rd floor is devoted entirely to the 5th bedroom and bath which can serve as an au pair suite or rec room. The partially finished lower level includes a playroom, game room, wine cellar and full bath. Step outside and a few stairs take you up to the first of two patios accessing a large deck and yard. Features include home audio, gas fireplace, soffit & coffered ceilings, wainscoting, built-ins, underground electric, and a low maintenance exterior.

Listed by Peter Marino of Stonebrook Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

18 Border Street, Winchester, MA

Price$635,000

Est. Mortgage: $/month

Price Changed

MLS Number 72404962

  • Single Family
  • Parking Spaces 2
  • Year Built 1890
  • Full Bath 1
  • Bathroom 2

NEW PRICE!! Amazing opportunity to own a single family in Winchester! This charming DELEADED turn-key home is in pristine condition and is full of character and personality. Everything has been beautifully and tastefully updated, including new kitchen appliances, beautiful quartz countertops, and many cosmetic upgrades. Enjoy breakfast in the sun-filled dining area with skylight and sliders out to the deck, which overlooks a STUNNING fenced in back yard that features mature fruit trees, gorgeous landscaping, storage shed, and a SPRINKLER SYSTEM. Enjoy cozy evenings in front of the beautiful gas fireplace. Hardwood floors, high ceilings, ample closet and storage space (including potential expansion in the partially finished basement), and second floor laundry top off the list to make this home perfect. All in Winchester for under $650K!

Listed by Jennifer Hardin of eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

3 Pine Street, Winchester, MA

Price$1,599,000

Est. Mortgage: $/month

MLS Number 72405209

  • Single Family
  • Parking Spaces 2
  • Year Built 1897
  • Full Bath 3
  • Bathroom 4

Situated on a corner lot, just 2 blocks from town center and train, this stately 1897 Victorian boasts numerous updates inside and out and is full of original charm. Grand foyer entrance w/ impressive staircase leads to an elegant floor-through parlor w/ pocket-doors, multiple seating areas, fireplace + built-ins. A modern craftsman-style chef's kitchen features an eat-in breakfast nook, hardwood ceiling + floor, granite + stainless steel, Gaggenou oven with rotisserie and dishwasher, Thermador cook top with griddle, unique custom Amish-made cabinetry. Butlers pantry to handsome formal dining room w/ original detail, wood beams, pocket doors + fireplace. Excellent bedroom sizes + ceiling height throughout. Tastefully tiled baths are updated/ pristine. Master BR offers en-suite bath + fireplace detail. Flexible top floor ideal for home office + media room. Oversized driveway w/ new retaining walls. Newer roof + heating systems. Brick Patio. 1 car garage. Come home for the holidays!

Listed by Allison Shannon of RE/MAX Luxury Living RE

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

11 Canal Street, Winchester, MA

Price$500,000

Est. Mortgage: $/month

MLS Number 72404282

  • Single Family
  • Parking Spaces 3
  • Year Built 1926
  • Full Bath 1
  • Bathroom 1

For Investors and Contractors only. Property is in need of major renovation and will not qualify for traditional financing. Only Cash Offers will be considered. Buyer is responsible for own due diligence as to future use.

Listed by William Copithorne of Sweeney & OConnell

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

32 Lockeland Road, Winchester, MA

Price$1,799,000

Est. Mortgage: $/month

MLS Number 72403833

  • Single Family
  • Parking Spaces 6
  • Year Built 2018
  • Full Bath 3
  • Bathroom 4

Completely rebuilt from the ground up, this gorgeous 5 bedroom home is loaded with luxury and custom finishes. The open floorplan leaves nothing to be desired and is highlighted by 8' ceilings, crown moldings and gleaming wood flooring. A rear hall with tile flooring allows access to a ½ bath, laundry room, 2 car garage and back patio. Be WOW'd by the custom kitchen which features a center island, gas range, stunning built in buffet and is wide open to the fireplaced family room. An open formal living room/dining room combo overlooks the beautiful grounds through double sliding doors. The main level also features a large bedroom with adjacent full bath with custom tile and a walk in shower. The second level features three corner bedrooms and a massive master suite with ultra-luxurious bath featuring soaking tub, glass shower with custom tile and double vanity sink. Enjoy quality materials inside and out such as mahogany doors, wood siding and meticulous landscape design.

Listed by Joanne Mulkerin of J. Mulkerin Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

38 Park Avenue, Winchester, MA

Price$1,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72403990

  • Single Family
  • Parking Spaces 5
  • Year Built 1909
  • Full Bath 2
  • Bathroom 2

Welcome to this elegantly appointed colonial sited nicely on a professionally landscaped corner lot. Generous room sizes on the first floor with a circular flow are ideal for everyday living as well as entertaining for a crowd: a sun splashed combination living room / family room with fireplace, gleaming hardwood floors, walls of windows, high ceilings, and recessed lighting; a huge dining room with multiple built-ins, a gorgeous crystal chandelier, adjoining sun room with skylights; ¾ bath, and an updated kitchen with new cabinetry, granite counter tops, tiled back splash, and newer appliances leading to a deck area and secluded covered hot tub to enjoy year round. The 2nd and 3rd floors offer 5 large bedrooms, full bath, and an office. Many recent updates include roof, windows, exterior and interior paint - see attached list of improvements for more info. Steps to the Fells Reservation & less than a mile to downtown Winchester; Muraco Elementary.

Listed by Lorrie Parajeckas of Century 21 Commonwealth

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

52 Westland Avenue, Winchester, MA

Price$1,125,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72402345

  • Single Family
  • Parking Spaces 4
  • Year Built 1937
  • Full Bath 3
  • Bathroom 3

This lovely Jerome Bailey Foster cape has been thoughtfully updated inside and out! The large, fireplaced living room flows into the dining room with a slider accessing the outdoor dining area of the deck. The bright and expanded eat-in kitchen with island overlooks the spacious backyard. Flexible floor plan with two bedrooms with walk-in closets on the second floor, and two additional bedrooms on the first floor, one currently being used as an office. Large, newly updated playroom/family room in the basement plus another room for an office or guest suite with full bath and laundry completes the basement. The idyllic gardens and wrap-around deck allow for plenty of room for relaxing and play, and generously sized lot allows for potential expansion opportunities. With 4 bedrooms, 3 renovated baths plus a finished basement and one car garage, there is so much to love about this home!

Listed by Katie Tully of Waterfield Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

25 Indian Hill Road, Winchester, MA

Price$1,199,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72402377

  • Single Family
  • Parking Spaces 3
  • Year Built 1947
  • Full Bath 3
  • Bathroom 3

Welcome to 25 Indian Hill Rd Winchester. Meticulously rebuilt in 2006, this 3-bedroom, 3 bath home will captivate you around every corner. Hard wired for sound and intercom- inside and out- this beautifully thought out gem has all the bells and whistles done right. Central AC, 4 heating zones, eat in kitchen boasting granite countertops and oversized sliders to a large deck. Sprinkler system, custom built outdoor grill and fire pit area for every entertainer's dream on those comfortable New England nights. First floor offers living room, family room, office/4th bedroom, and full bath with steam shower. The master suite features cathedral ceilings, private deck, walk-in closet, and elegant master bath. Two large bedrooms connected by a large Jack and Jill bath and a perfectly located laundry room round out the second floor. In the basement don't miss the ultimate grown up cave, cedar closet, workshop, and loads of storage. You can have it all-don't wait-this one won't last!

Listed by The Gatto Team and Nicholas Gatto of Better Homes and Gardens Real Estate - The Shanahan Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

38 Winthrop Street, Winchester, MA

Price$799,000

Est. Mortgage: $/month

MLS Number 72402485

  • Single Family
  • Parking Spaces 3
  • Year Built 1962
  • Full Bath 1
  • Bathroom 1

A taste of Nantucket in premier Winchester Highlands! Mint condition 2 BR 1 Bath Ranch with breezy interior space and excellent expansion potential. Sun-filled rooms feature gleaming oak floors, eat-in Kitchen with cook's island, French doors out to spacious Deck, which overlooks manicured grounds. Inviting Family Room with fireplace, reclaimed wood mantle, and enormous picture window. Luxurious new Bathroom, new designer lighting, custom “barn door,” too many updates to name! Ideal single-level living, perfect for adding a second story or finishing the lower level, which is wide open with high ceilings. Shingled exterior with convenient detached Garage. Lush peony gardens and four-season color edge the gorgeous property. Idyllic setting among higher value homes. Enjoy a short stroll to Winchester Center, the Fells Hiking trails, and an 11-minute drive into downtown Boston.

Listed by Elizabeth P. Crampton and Charles Lock of Coldwell Banker Residential Brokerage - Lexington

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

15 DIX Street, Winchester, MA

Price$1,690,000

Est. Mortgage: $/month

Open House

MLS Number 72401967

  • Single Family
  • Next Open House: Tue 16th 11:00 am - 12:30 pm
  • Year Built 2017
  • Full Bath 2
  • Bathroom 3

Last luxury residence available at 15 DIX STREET overlooking Wedge Pond. Inviting one level condo living with open floor plan featuring 9 foot ceilings, crown moldings, wide European oak flooring throughout and large windows allowing maximum sunlight. Dream chef's kitchen with custom cabinetry, large marble island and Wolf/Subzero/Asko appliances. Relax on your private deck or in front of your gas fireplace! Elegant design layout with quality craftsmanship shows through in every detail. Enjoy maintenance free life style with easy access to commuter rail, busline and major highway, only 8 miles from downtown Boston. Steps from Winchester Village. Welcome Home!

Listed by Charlene Flynn and Kate Healey of TLC Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

5 Wagon Wheel Road, Winchester, MA

Price$2,900,000

Est. Mortgage: $/month

MLS Number 72402008

  • Single Family
  • Parking Spaces 10
  • Year Built 2015
  • Full Bath 5
  • Bathroom 6

This newly constructed home (2015), one of the largest in Winchester, sits on over an acre of land and boasts over 7,000 square feet of living space. There are 14 rooms, which include 5 bedrooms, as well as 6 bathrooms, and a heated three-car garage and finished basement. An outdoor entertaining area awaits, with an oversized, fence-in yard, resort style patio/deck, pool and hot tub. Upon entry to this home you'll be welcomed by a bright living space with a formal living room, dining room, office, and a massive open kitchen/living area with a gas fireplace. The second floor hosts the master suite, complete with a fireplace, bath and walk-in closet, as well as a nursery/library. Three additional generously sized bedrooms and a laundry room complete this level. The third floor offers a second full master suite. The finished basement with a full bathroom provides a versatile space for a gym, billiards room, theatre, or combination thereof and offers direct access to the pool area.

Listed by Travis Barfield of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

4 Thornberry Road, Winchester, MA

Price$985,000

Est. Mortgage: $/month

Price Changed

MLS Number 72402727

  • Single Family
  • Parking Spaces 6
  • Year Built 1957
  • Full Bath 2
  • Bathroom 3

Spectacular West Side Split Entry Ranch. Many updates, must see to appreciate. Very close to all the amenities, new schools, highways, private swim/tennis clubs, playgrounds, walking trails and bike trails and two train stops to Boston. New Kitchen, family room combination with amazing open concept for today's multigenerational families. Rooms flow easily together for entertaining and relaxing with family and friends. New Windows and French doors add light and privacy to all living areas. Bedrooms all have private A/C units so everyone can be comfortable. The grounds are professionally maintained and have room for expansion for gardens and play areas for children. The lower level has an abundance of sunlight and a family room with a fire place, mudroom, laundry and access to a 2 car garage. Within the Vinson Owens school district. This home is not to be missed.

Listed by Lee Anne Gambardella and Louis L. Gambardella of Louis L. Gambardella

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

78 Forest Street, Winchester, MA

Price$779,900

Est. Mortgage: $/month

Price Changed

MLS Number 72401421

  • Single Family
  • Parking Spaces 3
  • Year Built 1957
  • Full Bath 2
  • Bathroom 2

Beautifully renovated ranch style home located in desirable Town of Winchester!! Move right into this stunning 3 bedroom 2 full bath home that has been fully renovated with newer kitchen, bathrooms, central air conditioning, heating systems, windows and so much more. The main level features an open floor plan ideal for entertaining, walk-in pantry w/ ample storage & chalk paint barn door, custom built-in work station in kitchen with direct access to the mudroom. The spacious and sun-filled bedrooms offer custom closets, full bathroom finished with marble tile and high end finishes with linen closet. Make your way down to the spectacular & stylish finished lower featuring family room/ media area with custom bar made of reclaimed wood, full bathroom, separate laundry area, work station and storage. The private expansive rear yard is complete with finished paver patio, professional landscaping and sprinkler system. Ideal location, convenient to major highways and Muraco School!

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

92 Middlesex Street, Winchester, MA

Price$829,900

Est. Mortgage: $/month

MLS Number 72401025

  • Single Family
  • Parking Spaces 2
  • Year Built 2010
  • Full Bath 2
  • Bathroom 3

Charming attached colonial style home with the feel of a single family. Renovated in 2010, this move-in ready 4 bed, 2 ½ bath home is equipped with all the modern amenities and appeal that today's Buyers are looking for. The much-desired open floor plan includes a front to back living room with fireplace, spacious dining room and updated kitchen with half bath. You'll love the convenient side entrance from the kitchen leading you to an attached garage. The second floor offers 4 spacious bedrooms including a master suite with vaulted ceilings, private bath and walk-in closet. This well-maintained home has updated systems, central ac, hardwood floors, expansive deck that overlooks the fenced in rear private yard. Truly a magnificent house in a fabulous location; nearby town center, commuter rail station, Lynch Elementary school, bike path & Horn Pond. Don't miss this opportunity to become part of the Winchester community.

Listed by Theuer, Pirani & Wile and Julie Wile Fish of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

343 Cross Street, Winchester, MA

Price$699,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72400110

  • Single Family
  • Parking Spaces 8
  • Year Built 1952
  • Full Bath 1
  • Bathroom 2

Looking to move to Winchester? This beautiful move in ready home, is the perfect fit for you! Come see this charming and spacious 3 bedroom, 1 full, 1 half bath Ranch just a brief walk to downtown Winchester. Featuring gleaming hardwood floors throughout it's spacious main floor, complete with an inviting living room, large eat-in renovated kitchen, 3 generously sized bedrooms and a full bath. The lower level offers a spacious open floor layout with a great media room, perfect for the big game, a nook for a hideaway office and an additional bonus room, that could serve as a playroom, office or storage room. A half bath/laundry room and convenient access to the one car garage complete this space. Escape to the incredible oversized deck, overlooking the peaceful fenced backyard and enjoy a cookout with friends and family. With a one car garage and plenty of off-street parking, you don't want to miss this opportunity!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 2018
* 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

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.