Winchester MA Real Estate

The friendly suburban town of Winchester is about 8 miles north of Boston and offers two MBTA Commuter Rail stops and access to Interstate 93. The area is home to a beautiful downtown, outdoor recreational areas, a variety of restaurants, and a great school system that includes Winchester High School, one of Boston’s elite public schools. Explore a variety of listings currently on the market in Winchester, MA. Learn more about the town of Winchester!

Winchester Real Estate & Homes for Sale

Questions? Contact Better Homes and Gardens The Shanahan Group at 781-729-9030 or online!

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49 Arlington Street Winchester MA 01890

Winchester, MA49 Arlington Street

Price$2,699,000

Est. Mortgage: $/month

MLS Number 72816913

  • Single Family Detached
  • Bathroom 7
  • Rooms 13
  • Bedrooms 5
  • Acreage 0.46

Classic Shingle & Stone style with magnificent views of the Winchester Country Club golf course! Designed by Award-winning Stirling/Brown Architects, this 5 bedroom, 4 full/3 half baths home is ideal for family living, providing everything a savvy buyer seeks. A desirable open floor plan features a true chef's kitchen with granite counters, SS appliances, two ovens including Wolf range with 6 burner stove, a butler's pantry & an island for making cookies with the kids. A large, light-filled dining room, elegant formal living room plus a spacious family room w/ wood burning fireplace provides plenty of space for all. The hearth of the home! Multiple areas will accommodate your work-from-home office. Enjoy your beloved hobbies or gym/play area in the large lower level which boasts 9 foot ceilings. The master en-suite offers a viewing deck, WIC & a generous bathroom w/ soaking tub. An exquisite, terraced back yard affords multiple areas for gathering, playing & enjoying the views.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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 Conant Road Winchester MA 01890

Winchester, MA7 Conant Road, Unit 7

Price$559,000

Est. Mortgage: $/month

MLS Number 72816690

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,340

This bright and sunny, corner end unit, two-bedroom townhouse at the Willows has everything you've been looking for in Winchester. The spacious renovated kitchen offers granite and stainless appliances. Enjoy your coffee at the breakfast bar, or in the adjacent dining room. The living room boasts a gas fireplace, as well as a balcony. The bright and spacious primary bedroom offers an additional balcony, generous walk-in closet and beautifully renovated en suite bath with double vanity. Large second bedroom with double closet. Hallway bath offers shower and tub. Convenient in-unit laundry and central vacuum. The nearby clubhouse offers heated, salt water, pool, workout room, and community room. This pristine unit has had new carpeting installed. Move right in and enjoy all that Winchester offers: Middlesex Fells, Tri-Community Bikeway, Farmer's Market, library, downtown shops and restaurants, commuter rail station, and easy access to downtown Boston.

Listed by Pirani & Wile Group and Peter Pirani of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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4 Ridgefield Road Winchester MA 01890

Winchester, MA4 Ridgefield Road

Price$1,599,000

Est. Mortgage: $/month

MLS Number 72816242

  • Single Family Detached
  • Bathroom 4
  • Rooms 12
  • Bedrooms 6
  • Acreage 0.18

Welcome home to this stately 1908 Colonial Revival in Winchester's desirable Symme's Corner. Where location is everything, this elegant home is convenient to town center, shopping, restaurants, and Wedgemere station. Raised oversized front porch overlooks a canopy of trees. A classically designed home boasting period details combined with modern touches makes this a perfect home for entertaining. Formal living and family room each have fireplaces with beautiful architectural woodwork.Three season screened porch extends as additional indoor/outdoor living space. Updated kitchen with stainless steel appliances & plenty of storage with access to an outdoor patio. Second floor features a spacious master bedroom with en-suite bathroom and a dressing room. Three additional bedrooms with a full bathroom complete the 2nd level. Third level includes two additional bedrooms, a full bathroom and an extra bonus room! 2 car garage with ample storage in the lower level. Ambrose school district!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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 Squanto Road Winchester MA 01890

Winchester, MA5 Squanto Road

Price$1,499,000

Est. Mortgage: $/month

MLS Number 72815003

  • Single Family Detached
  • Bathroom 3
  • Rooms 10
  • Bedrooms 4
  • Acreage 0.19

Rare opportunity to own a charming center entrance Colonial located in desirable Ambrose School district! This pristine & spacious home features 4 bedrooms with 3 full bathrooms. Many cosmetic updates and a recently renovated chef's kitchen! Formal dining room w/ fireplace, custom built-ins & hardwood floors throughout. French doors open to a cozy family room perfect for movie watching! The renovated kitchen is every cook and entertainer's dream! Open to the living room and with plenty of natural sunlight. Custom cabinetry, granite countertops, gas cooking and stainless steel appliances. Exterior door opens to deck great for barbequing & leads to a fully fenced backyard. Full bathroom & laundry complete first level living. Master bedroom w/ renovated en-suite bathroom. Three additional bedrooms with a full bathroom complete the second level. Fully finished lower level with bonus room perfect for a home office/gym/zoom room & additional media room with fireplace. Welcome to Winchester!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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3 Wilson Street Winchester MA 01890

Winchester, MA3 Wilson Street

Price$1,199,000

Est. Mortgage: $/month

MLS Number 72814940

  • Single Family Detached
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4
  • Acreage 0.37

Nestled on this quiet dead end street, is an impressive Colonial that boasts four bedrooms and two and a half baths. Enjoy the serenity of the Winchester Highlands area with close proximity to the Fells Reservation and popular school districts, Winchester Center with quaint shops, restaurants and commuter rail. This formal home is spacious with lots of entertaining space. Combination family and living room featuring a fireplace, built-ins and just adjacent to the dining room. Gleaming hardwood floors throughout! Airy open concept kitchen with lots of natural sunlight. A cozy sitting room featuring a stained glass window, half bath, and access to an oversized backyard and patio. Second level has a large master suite with en-suite bathroom and walk-in closet. Three additional bedrooms, a full bathroom with laundry complete the second level. 2 Car detached garage with lots of off-street parking! This is a rare opportunity to own a home off of Highland Ave!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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31 Myopia Road Winchester MA 01890

Winchester, MA31 Myopia Road

Price$1,575,000

Est. Mortgage: $/month

MLS Number 72814069

  • Single Family Detached
  • Village Myopia Hill
  • Bathroom 3
  • Rooms 8
  • Bedrooms 4

Welcome to 31 Myopia Road, nestled beautifully on a private acre on lovely Myopia Hill. This home exudes simple elegance and comfortable, contemporary living with a spacious floor plan and an abundance of natural light. The first level features a gracious living room with a brick fireplace, custom built cabinetry and a large picture window overlooking the expansive lawn. The updated kitchen is perfect for cooking and entertaining while enjoying spectacular views of the garden. The 2nd level features a well appointed primary bedroom with en-suite bath, garden vista and generous walk-in storage as well as 2 other bedrooms, home office and a full bath. Enjoy long summer evenings on the beautiful deck overlooking the perennial gardens and sweeping treetop view of Mystic Lake. Easy distance to Winchester CC and Boat Club. A 2 bay garage completes this beautiful property.

Listed by Naomi DeLairre of Barrett Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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1-2 Wildwood Terrace Winchester MA 01890

Winchester, MA1-2 Wildwood Terrace

Price$960,000

Est. Mortgage: $/month

MLS Number 72814380

  • Single Family Attached
  • Bathroom 3
  • Rooms 7
  • Bedrooms 4
  • Acreage 0.11

Conveniently located just outside Winchester Center and steps to the town tennis courts and beach this turn of the century Victorian 4-bedroom, 2.5 bath townhouse is updated with the modern comforts of today while maintaining its historic charm. The first floor features a fire-placed living room that opens to a dining room with built-ins and hardwood flooring, a large eat-in kitchen completes the first floor. Upstairs find three bedrooms with custom closets and a full bath as well as the must see renovated oversized Master on the top-level an en suite bath with radiant heat and custom closet. Additional features include a sunny front porch, private deeded fenced yard, 2 car detached garage, plenty of additional off-street parking with private driveway, your own basement with washer/dryer and ample storage space. Enjoy all that Winchester has to offer on a private tree lined street in this ideal location close to commuter rail, restaurants, farmers market and more.

Listed by Molly Nolan Byrne and Peter Bouchie of Coldwell Banker Realty - Belmont

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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1 Wildwood Terrace Winchester MA 01890

MLS Number 72814382

  • Condo or Co-op
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,020

Conveniently located just outside Winchester Center and steps to the town tennis courts and beach this turn of the century Victorian 4-bedroom, 2.5 bath townhouse is updated with the modern comforts of today while maintaining its historic charm. The first floor features a fire-placed living room that opens to a dining room with built-ins and hardwood flooring, a large eat-in kitchen completes the first floor. Upstairs find three bedrooms with custom closets and a full bath as well as the must see renovated oversized Master on the top-level an en suite bath with radiant heat and custom closet. Additional features include a sunny front porch, private deeded fenced yard, 2 car detached garage, plenty of additional off-street parking with private driveway, your own basement with washer/dryer and ample storage space. Enjoy all that Winchester has to offer on a private tree lined street in this ideal location close to commuter rail, restaurants, farmers market and more.

Listed by Molly Nolan Byrne and Peter Bouchie of Coldwell Banker Realty - Belmont

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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9 Governors Avenue Winchester MA 01890

MLS Number 72814429

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,667

Highly sought after bi-level condo on a beautiful, tree-lined street! This pristine unit was completely renovated in '08 & has everything you've been searching for. Upon entering, you're instantly greeted by the warm & inviting living room which easily flows into the dining room w/built in cabinets. The updated, eat-in kitchen and ½ bath complete the main level and make this home ideal for entertaining! Upstairs you'll find the three spacious bedrooms, full bath + loads of built-in storage. The newly installed plantation shutters, in-unit laundry, and central a/c make this home both comfortable & practical. An added bonus is the 3-season porch, perfect for outdoor dining and relaxing! Need to be close to the City? The commuter train gets you to N. Station in 18 mins! Love the outdoors? Enjoy the hiking & biking trails in the Fells nearly at your doorstep! Best of all, you're only ½ mile to the shops & restaurants in the Center + all three top-rated schools...this rare gem won't last!

Listed by Sarah Suarez of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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 Samoset Road Winchester MA 01890

Winchester, MA7 Samoset Road

Price$1,999,000

Est. Mortgage: $/month

MLS Number 72813408

  • Single Family Detached
  • Bathroom 4
  • Rooms 14
  • Bedrooms 6
  • Acreage 0.29

Pristine Colonial in desirable Ambrose School district! This impressively spacious home boasts six bedrooms with three full and one half bath. Welcome into a grand entrance leading to the formal dining room with tray ceiling and hardwood floors. The recently updated kitchen includes stainless steel appliances, Wolf range, designer backsplash with a eat-in kitchen. Newly built exterior deck is perfect for entertaining. Formal living and family rooms both have fireplaces! Bedroom/office is located on the main level. Half bath and spacious laundry room with plenty of storage complete the first level. Second floor includes a master bedroom with en-suite bathroom and walk-in closet. Three additional bedrooms and a full bathroom complete the second level. Finished lower level includes library/media/office and another full bathroom complete with a steam shower! This wonderful home with mature landscaping is waiting for you!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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6 Graystone Circle Winchester MA 01890

MLS Number 72812791

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,135

Exquisite designer model townhouse in sought after Graystone at Winchester development. This spectacular home features three levels of living space with 3 bedrooms and 2 full and 2 half baths. Open concept main level with high end finishing touches. Kitchen features granite counters, custom tile backsplash and Viking stainless steel appliances. Dining room and living room have beautiful hardwood floors throughout. Living room features custom built-ins, half bathroom and exterior access to a private deck perfect for entertaining. Main level master bedroom with en-suite bathroom and walk-in closet. Second floor features a loft/family room with two bedrooms with a full Jack and Jill bathroom. Finished lower level includes ½ bath, office, and media room with access to private outdoor patio. Two car garage! Conveniently located near schools, shopping and public transportation.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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254 Main Street Winchester MA 01890

Winchester, MA254 Main Street

Price$1,877,500

Est. Mortgage: $/month

MLS Number 72812979

  • Single Family Detached
  • Bathroom 3
  • Rooms 13
  • Bedrooms 4
  • Acreage 0.27

This updated and remodeled Colonial is ideally located near the heart of Winchester, convenient to schools, restaurants, shopping, parks, commuter rail, Fells Reservation and Mystic Lakes! Featuring 4 spacious bedrooms & 2 full and one half baths, the open concept chef's kitchen and expansive Great Room featuring vaulted ceilings, gleaming hardwood floors, double gas fireplaces, wet bar, skylights & direct access to a deck make entertaining a delight. Kitchen features stainless steel appliances, Bosch double wall ovens, Subzero Fridge, DCS gas cooktop, breakfast bar, dining area and large walk-in pantry. An adjacent, spacious laundry room with ample storage and mudroom with access from farmer's porch, as well as formal dining room with built-in hutch, formal living room with fireplace & access to exterior deck and comfy family room round-out the main level. A finished, walkout basement with fireplace and direct access to oversized 2 car heated garage. This stunning home awaits you!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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14 Mount Pleasant Street Winchester MA 01890

Winchester, MA14 Mount Pleasant Street

Price$1,699,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72812204

  • Single Family Attached
  • Village Town center location
  • Bathroom 3
  • Rooms 9
  • Bedrooms 6

Stunning and recently renovated 6 bedroom 2.5 bath home offering top of the line finishes and a highly desirable location right outside the town center! This gorgeous home has been renovated inside and out with only the finest materials, by skilled craftsmen offering grand rooms with original detail, oversized windows, hardwood floors, gas fireplaces & high ceilings. The spacious gourmet eat in kitchen w/ dining area & walls of windows leads to private deck overlooking exclusive yard. The yard has been meticulously maintained with beautiful perennial gardens & stone patio offering a tranquil setting so hard to find this close to town! Second floor offers three generously sized bedrooms with one full bath, third offers three additional bedrooms, laundry and full bath. Full basement, walk out lower level, private driveway. All updated systems, windows, electric, plumbing, siding, roof, central A/C & more. Yard is exclusive to #14. Don't miss this opportunity!

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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12 Mount Pleasant Street Winchester MA 01890

Winchester, MA12 Mount Pleasant Street

Price$1,999,000

Est. Mortgage: $/month

MLS Number 72812251

  • Single Family Attached
  • Bathroom 4
  • Rooms 11
  • Bedrooms 6
  • Acreage 0.21

RARE FIND! Must see this spectacular turn of the century home completely renovated & restored inside and out! This spacious home offers a prime downtown location with 4 floors of space featuring 5+bedrooms, 3.5 baths complete with private ELEVATOR! This recently renovated custom designed town home lives like a single family and offers all the luxuries todays buyers desire, close to town, shops, schools, train to Boston. Stunning kitchen with cherry cabinets, stainless appliances, dining area flooded with sunlight, and family room with walls of windows overlooking beautifully manicured grounds. Formal LR with gas fireplace and detailed moldings. Spacious Master suite with w/fplc, walk in closet & marble bath w/ soaking tub. Third floor w/ 4 addl. beds and full bath. EXCLUSIVE to this unit is also a 3 CAR GARAGE/ CARRIAGE HOUSE w/ full in-law apartment above. The carriage house is handicapped accessible equipped with chair lift, full bath, laundry, kitchenette, living and bedroom areas.

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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53 Henry Street Winchester MA 01890

Winchester, MA53 Henry Street

Price$795,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72810304

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 3
  • Acreage 0.23

Wonderful opportunity to own in Winchester. Charming Colonial totally renovated in 2005, plus many more recent updates (see attachment). Bright and airy kitchen features stainless steel appliances and granite countertops with custom cabinets. The living room, dining room and kitchen all flow beautifully with gleaming hardwood floors. The sunny family room, with a wall of glass, overlooks a professionally landscaped backyard with a secluded patio. The lower level was recently finished with a marble bath. Baths on all three levels. Four zones of heat and three zones of A/C. All this and much more in the Vinson Owen school district, close to Wright-Locke Farm, McClennon Park and the bus to Alewife. Sit on your front porch or rear deck and enjoy the neighborhood.

Listed by Alice Kirk of Barrett Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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13 Gershon Way Winchester MA 01890

Winchester, MA13 Gershon Way, Unit 13

Price$1,880,000

Est. Mortgage: $/month

MLS Number 72809921

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,550

Luxurious and sophisticated best describe this new 3 bed, 2.5 bath end unit townhome at Winchester's Winning Farm, a gold medal award winner from NAHB for best 55+ community in the US. The layout offers great flexibility for today's lifestyle with superior quality and charm. The first floor's open concept features living room with gas fireplace and large windows to let in loads of natural light and great views. The dining room has coffered ceiling and door to outside deck. The office/den is accessed through double French doors. The custom chef's kitchen has high-end appliances, quartz countertops, and large island. The 1st fl master suite has walk-in closet with custom shelving, door to outside patio, and bathroom with double vanity, walk-in shower with bench, and separate soaking tub. The second floor has two large bedrooms, full bath with walk-in shower, and loft/open space. There is a two-car attached garage and basement with high ceilings that offers many options for future use.

Listed by Tom Doherty of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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26 Charles Road Winchester MA 01890
Contingent

MLS Number 72810099

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,002
  • Neighborhood Winchester Highlands

WONDERFUL OPPORTUNITY TO OWN A DIRECT-ENTRY TOWNHOUSE LOCATED AT CUL-DE-SAC! 3 Levels of living- The Main level features a living room with coat closet, a dining area, bright white kitchen with marble countertop and easy access to a private backyard. The upper floor consists of 3 bedrooms with good size closets, a full bath, and a linen closet. Basement offers potential for a family room, office or gym and has a great storage space with laundry. Rare side-by-side parking for 2 cars (possibly more) and exclusive fenced patio and side yard for privacy are unique features in this unit! Enjoy abundant natural light, and hardwood floors. Possibility for expansion per association rules. A pet friendly association with low condo fee which includes landscaping, water, and trash removal. Great location, top rated schools, close to downtown restaurants, shops, schools, hospital train and commuter routes.

Listed by Lin Zhu of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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58 Westland Avenue Winchester MA 01890

Winchester, MA58 Westland Avenue

Price$1,195,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72809234

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 3
  • Acreage 0.56

This extended Cape home will delight w/ mature landscaping, plentiful storage & expansion potential on a gorgeous corner half-acre lot! Sited on a gentle knoll, the center entrance welcomes you into the front-to-back living room w/ a classic brick fireplace; step through to the 3-season porch to relax in the breeze. Spacious kitchen w/ granite countertops, double ovens & peninsula adjoins the large family room w/ half bath. Upstairs find the master bedroom with 3 closets, 2 additional bedrooms, and an office, all w/ hardwood floors. Prefer another configuration? With two full baths & a flexible floorplan, the upstairs could be arranged into a master suite w/ private bath & sitting/office area or nursery, plus two additional bedrooms. Expansive, southwest-facing bluestone patio with stone wall surround offers vast space to entertain, and so much room to play in the sprawling yard. Close proximity to the Winchester Boat Club, Winchester Country Club, & bus transportation to Alewife.

Listed by Katie Tully of Barrett Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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457 Washington Street Winchester MA 01890

Winchester, MA457 Washington Street

Price$679,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72808589

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 2
  • Acreage 0.15

MUST SEE opportunity to own in Winchester! This inviting two bedroom, and one and one half bath Craftsman style home is situated in a prime location, directly across from Leonard Field and near highly desirable Muraco school and playgrounds. You'll feel its charm as soon as you enter its spacious living room with a gorgeous fireplace. Modern kitchen leads into a formal dining room featuring French doors out into a large, private patio. Finished basement offers ample space for a home office, media area or playroom, as well as an additional half bath. The second floor features two bedrooms and a newly renovated full bath, complete with gorgeous skylight. There are smart features throughout the house, including Nest thermostats, alarms and doorbell. Conveniently located near the Fells Reservation or Tri-Community Greenway. Easy access to Rt. 93, downtown shops, restaurants and commuter transportation. Welcome to Winchester.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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21 Ridgefield Road Winchester MA 01890

Winchester, MA21 Ridgefield Road

Price$2,199,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72808764

  • Single Family Detached
  • Village Town Forest
  • Bathroom 4
  • Rooms 13
  • Bedrooms 6

Location is everything! This stunning Revival home abutting Town forest land and near downtown offers unparalleled privacy & spectacular views! This spacious home stuns with impeccable old world craftsmanship mixed with sophisticated updates. You'll be wowed by the high ceilings, architectural mastery & stylish design. Grand foyer leads into an expansive living room with fireplace and gorgeous hardwood floors, flowing into a dining room with custom built-ins. Don't miss the cozy family room with dazzling views & additional fireplace! Modern kitchen with granite countertops, stainless steel appliances and two dishwashers. Fully screened-in porch with skylights is an entertainer's dream. Huge master suite complete with en-suite bath, sitting area, fireplace & full bonus room! Another two bedrooms & full bath complete the 2nd floor. Upper level features two more bedrooms, full bath & office. Manicured yard with stone patio and 2 car garage. Simply an exceptional home in a prime location!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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73 Sunset Road Winchester MA 01890

Winchester, MA73 Sunset Road

Price$2,300,000

Est. Mortgage: $/month

MLS Number 72808584

  • Single Family Detached
  • Bathroom 5
  • Rooms 11
  • Bedrooms 5
  • Acreage 0.59

Better than new! Thoughtfully designed and updated cul-de-sac home with all the details you wish for. Covered front entry leads to gracious, welcoming foyer w/ double closets. To your left, a formal LR or office. To your right, an open, large dining room and powder room. High ceilings expand this sunlit home where the family room, chef's kitchen, sunroom all seem to flow into the gardens. Another large front corner room can be a BR, office or playroom. Upstairs, 5 spacious BRs open to the circular hallway with laundry. Owner's suite has exceptional closets, walk-in shower and jacuzzi tub. Two more baths serve other BRs. Over-sized 2+ car garage leads you to large mudroom, full bath, expansive media/rec room plus a workroom, ample wine cellar and great storage. Home's clever details not found anywhere else. And the real gem: Expansive, very private, must-see garden oasis with bluestone patio, natural stream, koi pond and hot tub. Very convenient to 93, 128, the Fells and more.

Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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28 Surrey Road Winchester MA 01890

Winchester, MA28 Surrey Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 72807662

  • Single Family Detached
  • Bathroom 6
  • Rooms 14
  • Bedrooms 5
  • Acreage 0.73

Fabulous new construction opportunity awaits you in Winchester. Spectacular floorplan with 14 magnificent rooms, 5 bedrooms, 5 1/2 baths. Winchester luxury living encompassing choice materials and tasteful design by well known Master Builder from Winchester. Casual elegance with features such as beautifully appointed culinary grade kitchen, large finished family room and office with full bath in basement, primary bedroom with den, tasteful mudroom, heated 2 car garage, and more! Exceptional 31,800 square foot lot capable of an optional pool and pool house with striking optics overlooking the Ledges of Winchester. Quiet, popular neighborhood. Unmistakable benefits of New construction in a classic New England town with TOP rated schools. Built with perfection as a goal, and excellence as a result for a fortunate family to enjoy for many years to come.

Listed by Anthony Marino of Marino Real Estate Group

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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94 Grove Street Winchester MA 01890

Winchester, MA94 Grove Street

Price$1,399,000

Est. Mortgage: $/month

MLS Number 72807267

  • Single Family Detached
  • Village Wedgemere
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4

"ELEGANT CENTER ENTRANCE COLONIAL WITH LARGE PRIVATE LOT" This meticulously maintained home is loaded with detail and charm; mahogany woodwork, French doors, crown molding, sparkling hardwood floors. A gracious foyer, front to back living room with fireplace, coffered ceiling and built in bookcases; formal dining room with wainscoting and china cabinet; updated kitchen with maple cabinets, granite counters and stainless appliances.; extra large sun-drenched three season porch and a half bath complete the first floor. Upstairs is a bright and spacious front to back master bedroom with en-suite bath and 4 closets, 3 additional bedrooms and full bath. Huge finished lower level with second fireplace and built ins, full walk up attic for expansion, plus a 2 car garage. New tankless heating/hot water system and lawn irrigation. Walk to Boston's commuter rail. All in a lovely neighborhood on 16,000+ sq ft of tree-lined private grounds! Showings begin at open houses on Apr 8, 10, 11

Listed by Jason Saphire of www.EntryOnly.com, LLC

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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36 Elmwood Avenue Winchester MA 01890

MLS Number 72807476

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,072
  • Complex allegro

PRICE IMPROVEMENT on NEW CONSTRUCTION IN TOWN CENTER! A boutique style building consisting of 11 unique units in an intimate setting off the beaten path yet steps from restaurants, shopping & the MBTA Winchester Commuter Rail Station. THIS HOME is MOVE IN READY and is one of only two homes that has a very large patio that spans over 45 feet in width and between 9 & 10 feet in depth. All residences are one level with designer kitchen; well appointed master suite; gas heating & cooling; elevator access to garage parking; extra large private patio & additional storage room. Our homes range in size from 1,072 to 1,580 square feet and we have a model home on-site. Your dream home at Allegro is ready for you now, scheduled your appointment today.

Listed by Janice Dumont of Advisors Living - Back Bay

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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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75 Thornberry Road Winchester MA 01890

Winchester, MA75 Thornberry Road

Price$1,999,000

Est. Mortgage: $/month

MLS Number 72807083

  • Single Family Detached
  • Village West side
  • Bathroom 4
  • Rooms 9
  • Bedrooms 5

Spectacular home w/ gorgeous yard & pool! This stunning west side property on a 20k lot offers a country club setting in your own back yard! Custom chefs kitchen w/ Sub-Zero fridge and gas cooking, adjacent breakfast room with walls of glass overlooking backyard oasis flowing into sun-drenched family room with soaring ceilings, living room w/ fplc & formal dining room, a perfect blend of formal and casual spaces to enjoy. First floor also offers private office with built-in desk/shelving and an elegant foyer. Master suite with walk in closet & updated bathroom plus 3 additional spacious bedrooms & a full bathroom on second level. Lower level offers 5th bedroom/family room w/fireplace, game room & bonus room w/ full bath; great for au-pair! Enjoy family time and entertaining with the meticulously maintained rear yard featuring a custom heated Gunite pool w/ LED color changing lights, tiger wood deck, w/plumbing for jacuzzi and fire-pit. Smart house technology for lighting..don't miss!

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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