Winchester MA Real Estate

Browse all available properties for sale in Winchester, MA.

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, MA Real Estate & Homes for Sale

Contact the Shanahan Group of Better Homes and Gardens Real Estate today to speak to an agent or schedule a showing! Create an account to save your favorite listings and be notified when similar listings become available.

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49 Myrtle Terrace Winchester MA 01890

Winchester, MA49 Myrtle Terrace

Price$1,449,000

Est. Mortgage: $/month

Open House

MLS Number 73042371

  • Residential
  • Next Open House: Fri 09/30 11:00 am. to 12:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,788

Autumn always brings something special and here she is! This stunning Highlands Victorian perched high on the Terrace, is super close to the Fells, town center, highway, and schools. Renovated to the highest level, this home sparkles with maple and oak flooring, high ceilings, a gourmet kitchen you won't want to leave, and a fabulous family room with a fireplace. Outside, extend summer deep into fall with the cozy patio, outdoor fireplace, and heat lamps. The top floor offers a large oasis as a primary suite or use it as a gym or office. 4 others bedrooms, large dining and living rooms, and a welcoming front porch complete this pretty picture. One of the year's best offerings...it's what you've waited for!

Listed by Nancy S. Pallotta of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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 Bellevue Avenue Winchester MA 01890

Winchester, MA16 Bellevue Avenue

Price$1,149,000

Est. Mortgage: $/month

Open House

MLS Number 73042012

  • Residential
  • Next Open House: Sat 10/1 12:00 pm. to 1:30 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,791

Welcome to this charming multi-level home nestled on a generous corner lot, in a desirable Winchester neighborhood. The newly remodeled contemporary kitchen showcases white cabinets, granite countertops, tasteful backsplash, new stainless appliances, tile flooring, and recessed lighting. This bright & sunny home offers 3 bedrooms, 1.5 baths, fireplaced living room, inviting dining room, hardwood floors, lower level family room with fireplace, heated sunroom with skylights and exterior access, and an over-sized mud room with direct access to the 1-car attached garage. Move right in and enjoy as-is or bring your expansion ideas, with neighborhood value well supported by surrounding high-end newer homes. Live in the highly-rated Muraco school district, close to the Fells conservation area with acres of hiking, biking and walking trails, with easy access to highways (Rt-93 and Rt-95) for a convenient commute, and enjoy all the perks of Winchester living. Welcome home!

Listed by Seeme Moreira of Coldwell Banker Realty - Winchester

$
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%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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 Valley Road Winchester MA 01890

Winchester, MA9 Valley Road

Price$1,099,000

Est. Mortgage: $/month

Open House

MLS Number 73041514

  • Residential
  • Next Open House: Fri 09/30 11:00 am. to 12:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,941

Mid-Century gem with period details close to all Winchester has to offer. This 3 Bedroom, 2 full bath expanded Cape house is renovated to perfection with designer touches through-out. Enjoy a flexible floor plan for easy living with the option of a 1st flr primary bedroom or large office. Brand new gutted & expanded kitchen with custom cabinets and SS appliances, opens to both the dining room and family room for ease of living. Sun-filled Living Room features a wood burning fire-place. Lower level offers a Bonus Room with a 2nd fire-place, laundry and storage. Sliders to deck and private oasis, ready for campfires and entertaining. Professionally landscaped with a Boston brick patio, fire-pit and awesome bonus space in refurbished shed. Attached garage, custom blinds, fenced yard and sprinkler system. Move-in and enjoy before the holidays. Close to Boston, I-93 and town center.

Listed by Leigh Ventura of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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 Ainsworth Winchester MA 01890

Winchester, MA5 Ainsworth

Price$1,799,999

Est. Mortgage: $/month

Open House

MLS Number 73041183

  • Residential
  • Next Open House: Sat 10/1 11:30 am. to 1:00 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,288

This special Winchester Highlands property boasts an EPIC, CUSTOM-BUILT, 2-STORY CARRIAGE HOUSE - A FINELY CRAFTED, ONE-OF-A-KIND structure ideal for a workshop, entertainment or artist studio. Beautifully-maintained, this property is perfect for spending time together, but also offers multiple private escapes. Features include: high-end landscaping & hardscaping, freshly updated primary bath in the main bedroom suite, huge walkout finished basement, nearly all new Andersen Renewal windows and front door, glass-walled sunroom with new roof, refreshed sparkling white kitchen, gorgeous family room with fireplace and cathedral ceiling, large laundry room with sink and cabinets, new bathrooms, new interior and exterior paint, marble and quartz countertops, central air. Could be a nice opportunity for single-level and/or multi-generational living, or even a home-based business. Muraco School. Cul-de-sac location. Additional ~605 sq ft in 2nd floor of carriage house. MOVE-IN READY!

Listed by Robyn Bonnett of Coldwell Banker Realty - Lexington

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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 Wainwright Road Winchester MA 01890

MLS Number 73041012

  • Condo
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,327
  • High School Whs

Extraordinary and in demand rare F unit Luxury townhouse at The Ledges! Private courtyard welcomes you with landscaped gardens and custom lighting and new brick walkway. Exquisitely designed, lovingly maintained and decorator perfect. Open floor plan with cathedral ceilings,hardwood floors and distinctive fireplace between living room and dining room. Updated kitchen with granite countertops and sitting area at a raised bar. Kitchen opens up to a family room and a private deck with custom grill.The living room opens to a larger deck and is perfect for entertaining.Expansive primary bedroom suite with fireplace, two walk in closets and updated bath with luxurious tub and new glass enclosed shower. Second bedroom or office on first floor has a private new bath and view of the front garden. Second floor suite is perfect for guests.Lower level walk out to yard.and has a finished bonus room full bath, cedar closet, and a new 2021 heating system and 2021 hot water. Simply breathtaking!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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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56 Holland Street Winchester MA 01890

Winchester, MA56 Holland Street

Price$859,000

Est. Mortgage: $/month

Open House

MLS Number 73040994

  • Residential
  • Next Open House: Sat 10/1 12:00 pm. to 1:30 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,238

Beautifully maintained home w/ recent addition 5 doors down from recently expanded and renovated Winchester High! Home is filled with natural light and is beautifully landscaped with mature plantings. Recent upgrades include new bath, refinished cabinets and countertops, hardwood floors, California Closets, kitchen appliances, roof, HW tank, sprinkler system, and white picket fence! Home is move-in ready! Niche rates Winchester public schools an A+ Holland Street is part of the Tri-Community Belt Greenway. Short distance to Winchester downtown, restaurants, and commuter rail. Walkscore gives the home a "Very Bikeable" rating of 78.

Listed by REthink39 Group and Craig Foley of LAER Realty Partners

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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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93 Bacon Street Winchester MA 01890

Winchester, MA93 Bacon Street

Price$899,000

Est. Mortgage: $/month

MLS Number 73040884

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,763
  • High School Whs

Townhouse, also listed as MLS 73040882. One of two units. Charm and character, blended with modern sophistication. This home lives like a single family and makes you feel a bit like you're in Back Bay! This fabulous large townhouse has high ceilings, large rooms, and plenty of space to spread out and live! A spacious living room opens to a family room with a fireplace and covered porch. The formal dining room has wainscoting and a china cabinet. Like to cook? A big open kitchen offers cherry cabinets, an island, and lots of counter space. Upstairs, enjoy 4 bedrooms over 2 floors, including a huge primary bedroom with a sitting area and full bath. One car deeded garage, close proximity to the trains, schools, and town center. Plus there is a private yard! Being sold as is, some work is needed.

Listed by Nancy S. Pallotta of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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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93 Bacon Street Winchester MA 01890

MLS Number 73040882

  • Condo
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,763
  • High School Whs

Charm and character, blended with modern sophistication. This home lives like a single family and makes you feel a bit like you're in Back Bay! This fabulous large townhouse has high ceilings, large rooms, and plenty of space to spread out and live! A spacious living room opens to a family room with a fireplace and covered porch. The formal dining room has wainscoting and a china cabinet. Like to cook? A big open kitchen offers cherry cabinets, an island, and lots of counter space! Upstairs, enjoy 4 bedrooms over 2 floors, including a huge primary bedroom with a sitting area and full bath. One car deeded garage, close proximity to the trains, schools, and town center. Plus there is a private yard! Being sold as is, some work is needed.

Listed by Nancy S. Pallotta of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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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10 Chesterford Road East Winchester MA 01890
Open House

MLS Number 73039540

  • Residential
  • Next Open House: Sat 10/1 12:00 pm. to 1:30 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,664

A must see 3 bed 2.5 ba home situated on a 20,000 sf lot across from Little Winter pond with an amazing yard & close proximity to town! This adorable updated brick Cape features a front to back living room w/fplc, dining room, half bath and an open concept family room & kitchen with a breakfast bar, stainless steel appliances w/direct access outside to the patio. The second floor offers 3 bedrooms & 2 full baths including the 2 room primary with a en-suite bath and attached bonus room perfect for an oversized walk in closet, sitting room or home office. 1 car attached garage and spacious basement. The oversized level large yard is just a few steps up beyond the patio and is lovely & very private. Enjoy nature and winter pond all year round! Canoe, fish or skate in the winter and live an active lifestyle! Located on a private dead end road just minutes from the town center, and only 7 miles from Boston! Move right in and enjoy, lots to love with this great home at a great price!!

Listed by Kim Covino & Co. Team, Jessica Anderson and Kim Covino of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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 Rangeley Road Winchester MA 01890

Winchester, MA4 Rangeley Road

Price$1,459,000

Est. Mortgage: $/month

Open House

MLS Number 73038416

  • Residential
  • Next Open House: Sun 10/2 11:30 am. to 1:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,647

A rare opportunity to own a remarkable brick 2 family home on a large lot in a top location within Winchester Center. Could be a prestigious single family home with au pair or in law suite. A sun filled entrance leads to both units with spacious elegant rooms with grand 10ft ceilings, only your imagination limiting the possibilities. Unit 1 captures the charm of this Queen Anne Victorian style home with ample kitchen, dining and living room with two bedrooms. Unit 2 boasts an updated kitchen, gleaming hardwood floors and with additional bedrooms and bath on the top level, potential master suite. This home can function as two separate units or one multigenerational home- separate enough to have plenty of privacy, but cohesive enough to feel like one space if preferred! Not your average Winchester home but it sure does check all the boxes for the buyer looking for a premier location with restaurants, shops & easy access to schools & commuter rail. Also see MLS 73038354.

Listed by Danielle Storella of Berkshire Hathaway HomeServices Commonwealth Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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 Rangeley Road Winchester MA 01890

Winchester, MA4 Rangeley Road

Price$1,459,000

Est. Mortgage: $/month

Open House

MLS Number 73038354

  • MultiFamily
  • Next Open House: Sun 10/2 11:30 am. to 1:00 pm.
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 3,647

A rare opportunity to own a remarkable brick 2 family home on a large lot in a top location within Winchester Center. A sun filled entrance leads to both units with spacious elegant rooms with grand 10ft ceilings, only your imagination limiting the possibilities. Unit 1 captures the charm of this Queen Anne Victorian style home with ample kitchen, dining and living room with two bedrooms. The Unit 2 boasts an modern kitchen, gleaming hardwood floors and with additional bedrooms and bath on the top level, possible master suite. This home can function as two separate units or one multigenerational home- separate enough to have plenty of privacy, but cohesive enough to feel like one space if preferred! This is definitely not your average Winchester home but it sure does check all the boxes for the buyer looking for a prestigious home in a premier location with restaurants, shops & easy access to schools (Winchester High School ranked #2 by Boston Magazine) & commuter rail.

Listed by Danielle Storella of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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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24 Brookside Avenue Winchester MA 01890

Winchester, MA24 Brookside Avenue

Price$1,159,000

Est. Mortgage: $/month

Contingent

MLS Number 73038195

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,381
  • High School Whs

This renovated and modern home is everything you’ve been dreaming of! Not to mention the superb location in desirable Winchester! Enjoy the nearby Fells, Tri-Community bike path, Leonard Field, new Soccer complex and the coveted Muraco School. Enter into this exquisite modern design containing an inviting living room, formal dining room featuring a stunning modern light fixture and box window, allowing ample natural light to stream through. The gorgeous kitchen contains elegant granite countertops, stainless steel appliances, a breakfast bar overlooking the sun-drenched family room and mudroom with access to the deck, patio and backyard. Enjoy the Primary bedroom, with dual closets and a spa-like master bath featuring a floating double vanity and oversized shower. Two additional bedrooms and another full bath complete the second floor. The lower level is completely finished & offers an open floor layout with a media room, workout room or game room and a large laundry room. A must see!

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: 6.29% last updated on Sep 22, 2022
* 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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39 Everett Avenue Winchester MA 01890

Winchester, MA39 Everett Avenue

Price$2,300,000

Est. Mortgage: $/month

MLS Number 73037552

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,769
  • High School Winchester High

Welcome to 39 Everett Avenue, a classic mid-century modern home situated on a 25,000+ sf lot in the heart of Winchester’s coveted Everett Ave. neighborhood. Embrace the abundance of natural light streaming through the oversized windows throughout. This home exudes style & character with its impressive living room lined w/ built-in shelves, a wall of windows, brick fireplace, & wet bar. French doors lead directly to a side garden creating an organic flow of air & light. An eat-in kitchen w/ double sinks & plenty of storage opens to a lovely formal dining room w/ a large bay window. The 1st floor also boasts a spacious primary bedroom suite complete w/ a full bathroom, changing room, & three double closets. Two additional bedrooms, one and a half baths, and a home office, which opens up to an outside patio, complete this floor. The 2nd floor features two sun-filled bedrooms with hardwood floors, a full bath, and an enormous storage room with a walk-in cedar closet. It's a must-see home!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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 Wildwood Street Winchester MA 01890

Winchester, MA13 Wildwood Street

Price$1,225,000

Est. Mortgage: $/month

Contingent

MLS Number 73036810

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,782
  • High School Winchester High

Welcome to your forever home! This 4bed/1.5 bath property has been lovingly updated and maintained for 40 years by same owner. Enter into a welcoming entryway that leads to a cozy office area with a beautiful fireplace and formal living room. French doors bring you into a dining room featuring built-in cabinets. Gorgeous hardwood floors throughout the main level accentuate the high ceilings and the bright light that flows into the home through the large windows. The sunny kitchen with newer appliances, generous countertops space has direct access to the large back deck which is perfect for outdoor entertaining. A half bath completes this level. The second level consists of 3 spacious bedrooms and a full bath. Another bedroom and large walk-in closet can be found on the top floor. A large and beautiful landscaped backyard has been featured on the Winchester Garden Tour. Close proximity to Winchester Center, Commuter Rail to Boston, and the Winchester Packer Tennis Courts. 1 car garage.

Listed by Chris Remmes Group and Jack Walsh of Coldwell Banker Realty - South End

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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
Contingent

MLS Number 73036286

  • Condo
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 613
  • High School Winchester

Great opportunity for a sunny, top floor, 1 bedroom unit overlooking the pond and gardens at Parkview Condomiums in Winchester. This 7th floor, 613 square foot open floor-plan offers flow between the kitchen, dining area & living room. Spend peaceful mornings and relaxed evenings on your private balcony which you’ll access through an expansive glass sliding door in the living room. A well-sized bedroom and full bathroom complete this apartment home. Community amenities include an in-ground swimming pool, beautifully landscaped grounds, a fully equipped common laundry room, resident & guest parking, and an extra 3x12 storage unit in the basement. Parkview boasts on-site management and a low condo association fee that covers everything from the Master Insurance to heat, electric, hot water, landscaping and more! A location convenient to a multitude of Winchester stores, restaurants and services makes 200 Swanton St the perfect home!

Listed by Daria Miano of Barrett Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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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65 Sylvester Avenue Winchester MA 01890

Winchester, MA65 Sylvester Avenue

Price$899,000

Est. Mortgage: $/month

Open House

MLS Number 73034356

  • Residential
  • Next Open House: Sun 10/2 12:00 pm. to 2:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,946

Prepare to just love this bright and sunny three-bedroom Cape, convenient to Lynch School, Horn Pond, the high school, commuter rail and Winchester Center. One-floor living with central air, great in-law potential on the lower level and expansion possibilities on the second floor. Large private back yard with patio, plenty of parking and garage. Also, take advantage of free electricity from the rooftop solar panels, new in 2017. Here's your opportunity to own your own home in Winchester without breaking the bank. Come see this charmer for yourself. Home Warranty Included. (Agent is Seller)

Listed by Joan Theuer of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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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63 Irving Street Winchester MA 01890

Winchester, MA63 Irving Street

Price$1,109,000

Est. Mortgage: $/month

MLS Number 73034074

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,565
  • High School Winchester H.S.

Welcome to this well-maintained Colonial situated on a dead end street located close to the Tri-Community Bike Path / directly across from Muraco elementary, Leonard Field Rec. area, playground & tennis court, also close to Winchester Hospital! Enter into a spacious living room with high ceilings, picture window & stone fireplace. Enjoy entertaining with this partially-open concept kitchen w/ eat-in dining area while enjoying views of the fully fenced yard and in-ground pool. Kitchen updates include upgraded cabinets, granite countertops, a new stove/oven, dishwasher, and much more. Off the kitchen you will find a great 3 season porch & entrance to the backyard oasis. The second floor offers three freshly painted bedrooms and a full bath. An additional oversized room above the garage is perfect for an au-pair or bonus / game room. A great home in a great location... don't miss this opportunity to own this all-around special home.

Listed by Kim Covino & Co. Team, Brooke Cavarretta and Sharyn Pasquale of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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 Chestnut Street Winchester MA 01890

Winchester, MA16 Chestnut Street

Price$2,849,000

Est. Mortgage: $/month

MLS Number 73033839

  • Residential
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 6,100
  • High School Whs

Majestic 6 bed 4.5 bath Victorian home w/ stunning rear addition located on one of Winchester's most highly desired streets close to the center, schools & train to Boston! A gorgeous new wrap around porch welcomes you into the home showcasing a grand 3 story open staircase w/ original woodwork, formal bow front living room w/ high ceilings & fplc, spacious dining room to fit 14, an office/sitting room plus a chef's kitchen/ pantry & oversized family room w/ cathedral ceilings drenched with sunlight, overlooking the amazing patio & beautiful yard. The second floor includes a spacious primary suite with fireplace, large dual walk-in closets & spa like bath plus 2 additional large bedrooms and a full hall bath. The full 3rd floor has 3 beds and a full bath. Finished walkout lower level offers mud room w/ cubbies direct from 2 car garage plus gym/media/ game rms. A fabulous grassy yard with a half basketball court, in-ground trampoline, built in grill & large patio with beautiful landscape

Listed by Kim Covino & Co. Team and Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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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17 Brooks Street Winchester MA 01890

Winchester, MA17 Brooks Street

Price$2,995,000

Est. Mortgage: $/month

Open House

MLS Number 73033237

  • Residential
  • Next Open House: Sat 10/1 11:00 am. to 12:30 pm.
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 5,265

Unparalleled privacy ~ a tranquil retreat & a pristine neighborhood right at your fingertips! Imagine bedrooms w/window seats & a private deck connected to your primary suite all perched behind a canopy of trees. So much to love about a backyard reminiscent of a secret garden & the colors of every season showcased all around you.  A majestic estate, nestled in a private cul-de-sac; preserved in history, grace & craftsmanship, accented by tasteful details - an inviting foyer, soaring ceilings, 6 FPL, spacious interior rooms bathed in natural light & windows that frame the lush landscape of mature oaks & Japanese maples! The 2013 expanded chef's kitchen w/Wolf Stove, SubZero Fridge, Miele Convection/Micro, Kit/Fam & 4 season sunroom seamlessly connect to the patio. Freshly detailed exterior, painted in the soft warmth of Edgecomb Grey. Like stepping into a storybook only better b/c it's right here and ready to usher in new owners after ~30 yrs.  Simply an elegant way to redefine home!

Listed by Michaela Pixie Mahtani of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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 Nassau Drive Winchester MA 01890

Winchester, MA14 Nassau Drive

Price$2,499,000

Est. Mortgage: $/month

Open House

MLS Number 73032962

  • Residential
  • Next Open House: Sun 10/2 12:00 pm. to 1:30 pm.
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 5,268

Stunning custom-built 6-bedroom house on a large and tranquil lot. This beautiful home welcomes you with a magnificent 18" foyer and features an amazing family room with 18” high coffered ceilings and 3 sides tall and bright windows and a large gourmet kitchen with a big island and double ovens. Traditional living room and dining maintain its good sense of typical New England Colonial style, curved front stair case add one more layer of beauty. Second floor and third floor offer total 6 bedrooms, suites and walk-in closets. Master bedroom is with cathedral ceilings and a sprawling master closet. Smooth flow of the spacious and walk out lower level enables rich life style with billiard room, media room, art room and exercise room -- all designed for a modern lifestyle, with an open layout that is perfect for entertaining. State of the art systems with total 6 heating and cooling zones and central vacuum system.

Listed by Weidong Li of WINN Real Estate & Consulting

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Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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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107 Sylvester Avenue Winchester MA 01890

Winchester, MA107 Sylvester Avenue

Price$999,000

Est. Mortgage: $/month

Open House

MLS Number 73032684

  • Residential
  • Next Open House: Sat 10/1 1:30 pm. to 3:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,979

Get ready to F-A-L-L in love! Summer may be over but the property we are about to introduce to you is HOT! Boasting 3 bedrooms and 2 full bathrooms and a multitude of updates, this home may be the one for YOU! French doors will greet you upon entering and lead you to the living room. From there you will find a designated home office (or playroom) and formal dining room with built-ins. The kitchen features granite counters, stainless appliances, and is highlighted by Nantucket bead-board. Off the kitchen is easy access to the lovely rear deck. The second level is home to all 3 bedrooms, and full bathroom #1. Now let’s head downstairs! This gorgeously renovated space offers bathroom #2, laundry room, and cozy family room! The plumbing, heating, cooling, and electrical have all been updated at 107 Sylvester. There is literally nothing left to do but move in! Enjoy all that Winchester has to offer including our top rated schools, 2 commuter rail stations, AND our beautiful Town Center!

Listed by Vita Realty Group and Philip J. Vita of Compass

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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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43 Tremont Street Winchester MA 01890
Open House

MLS Number 73032286

  • Condo
  • Next Open House: Sun 10/2 12:00 pm. to 1:30 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,756

Energy-efficient home with low maintenance fee and friendly neighborhood. This bright home featuring 4 bedrooms, 3 full baths, office and enormous family room. The 1st floor highlights modern open concept Living &Dining room, a gourmet kitchen with granite counters, soft close custom cabinets, stainless steel appliances. 3 Bedrooms and 2 bathrooms on this level as well. The walkout lower level offers additional bedroom with another full bath. Plenty of space for family room, office, home theater and play area for kids. Gleaming hardwood floors throughout, high ceilings, central air, custom wainscoting, built-ins, recessed LED lighting, gas fireplace, washer/dryer. Features 2 grand master suites with en-suite master baths and walk in closet. 1 car garage and additional off street parking. Conveniently located in a desirable neighborhood on a dead-end street, minutes-walking distance to both elementary and high schools, shopping, commuter rail and downtown Winchester.

Listed by Yanling Zeng of Quintess Real Estate

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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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17 Lochwan Street Winchester MA 01890

Winchester, MA17 Lochwan Street

Price$1,988,000

Est. Mortgage: $/month

MLS Number 73029533

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,293
  • High School Wps

Amazing home built in 2015 on a quiet dead-end street, this 4 bedroom, 2.5 bathroom home has over 3293 sf of living area, and an attached 2 car garage. Elegant foyer with high ceilings leads to sunny living room and dinning room with large windows; On the 1st floor, the kitchen flows into the FR with gas fireplace. Open floor plan kitchen with granite island & countertops, vented gas stove & all S+S appliances. You can see the hardwood floors throughout the house. On the 2nd level, a Master suite with walk-in closets and bathroom with a stand-up shower and a tub with jets. 3 other spacious bedrooms, a convenient laundry room with a build-in sink, and an office complete the 2nd floor. A slider door on the 1st floor breakfast area leads to the deck overseeing the fenced backyard. Property has underground lawn irrigation to help maintain the exterior of this gorgeous home! Big potential with the walk-up 3rd floor and basement with 3 big egress windows finished. 17 Lochwan is a must see!

Listed by Yan Rong of United Real Estate,LLC

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2 Reservoir Street Winchester MA 01890

Winchester, MA2 Reservoir Street

Price$2,180,000

Est. Mortgage: $/month

Open House

MLS Number 73027354

  • Residential
  • Next Open House: Sun 10/2 1:00 pm. to 2:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,267

Elegant & spacious new construction in one of Winchester’s coveted neighborhoods situated steps from the Middlesex Fells Reservation, minutes from downtown Boston & within close proximity to town center, commuter rail & schools. If you like open concept living, high end design elements & incredible architectural details, then look no more, this is the home for you. The developer has carefully designed the house with everything in mind for today’s lifestyle & ease of living. The 1st floor has an open concept layout perfect for entertaining, a gourmet chef's kitchen, formal dining, living room with fireplace, mudroom & powder room. The 2nd floor offers a primary suite with a luxurious bathroom & walk-in closet with custom cabinetry. A 2nd ensuite, 2 more bedrooms, laundry room & full bath complete this level. The 3rd level has another bedroom & bonus room. The lower level is the perfect space for a gym, playroom or family room. Offers a spacious yard with landscaped grassy areas & patio.

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

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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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83 Main Street Winchester MA 01890

Winchester, MA83 Main Street

Price$849,000

Est. Mortgage: $/month

Open House

MLS Number 73025920

  • Residential
  • Next Open House: Sat 10/1 11:00 am. to 12:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,152

Charming Cape located in desirable Winchester! With a little imagination and a few updates, this will be the house of your dreams! Spacious first floor layout w/ a living room featuring wood floors and a wood burning fireplace. Open to the formal dining room & just adjacent is a quaint office/mudroom just off the attached garage. Bright & sunny kitchen has ample storage & access to the exterior deck. Family room is an ideal location for your next game night! First floor bedroom & full bathroom complete this main level. Upper level features two oversized bedrooms along with large closets for storage and a full bathroom. Lower level is partially finished w/ incredible opportunity to add & increase additional living space. Just a short distance to Winchester Town Center where you can enjoy shopping, coffee shops, restaurants and so much more! Conveniently located near major routes to Boston, commuter rail and the Fells! You will not want to miss seeing this special home!

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

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$
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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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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