Winchester Homes for Sale

Colonial Home in Winchester MAWinchester MA real estate is popular for families and professionals who work in the greater Boston area. Types of homes in Winchester range from Colonials and Victorians to custom homes and newer construction properties. The community offers plenty of recreational opportunities and is located just 9 miles northwest of Boston. You may also be interested in browsing all available single-family homes for sale north of Boston.

View Winchester, MA Single-Family Homes for Sale

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

32 Nathaniel Road Winchester MA 01890

Winchester, MA32 Nathaniel Road

Price$999,900

Est. Mortgage: $/month

MLS Number 73023083

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,681
  • High School Winchester High

Don’t miss this well maintained colonial in the highly sought after Muraco School neighborhood. Traditional in appearance & located on a beautiful tree lined street, this house w/it’s easy living & top location will never go out of style or demand. You get that “right at home” feeling upon entering this bright sunlit home. A generous sized frplcd livrm leads to dining w/built in corner cabinet & opens to a large updtd kit w/bkfst rm addition. The 1st flr also features a nice sized famrm w/built in desk, perfect for working at home. This home flows like it was made for entertaining, both inside & out, & if this isn’t enough, sliders lead to a private patio overlooking a gardeners paradise, all while taking in views of a lge level yard! 2nd flr feat 3 generous szd bedrms, all w/hw flrs & an updated bath. The lower level offers a playrm w/exercise area for additional space. Located mins to parks, schools, close to center & commuter rail make this home the total package!

Listed by Eileen Doherty of Lamacchia Realty,Inc.

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$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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18 Myrtle Street Winchester MA 01890

Winchester, MA18 Myrtle Street

Price$888,000

Est. Mortgage: $/month

Open House

MLS Number 73022825

  • Residential
  • Next Open House: Thu 08/11 5:00 pm. to 6:00 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,420

Location, location, location. You can have it all in this amazing 2-bedroom single-family alternative. Just minutes from downtown and all Winchester has to offer including parks, commuter rail, and The Fells. Less than .05 miles to the Lincoln Elementary School, McCall Middle School, and the High School. The Unit has been remodeled within the last two years and features high-end finishes, kitchen remodel, office space (or mud room alternative), new bathroom, 19 new windows, new stainless steel insulated front door, full insulation, new roof and so much more! The living room has a gorgeous wood-burning fireplace for those cozy winter evenings. Outdoor space includes exclusive patio and garden shed. Enjoy the illustrious history of living in The Conant-Stinson Condominium. Welcome Home!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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 Davey Lane Winchester MA 01890

Winchester, MA4 Davey Lane

Price$2,450,000

Est. Mortgage: $/month

Open House

MLS Number 73022155

  • Residential
  • Next Open House: Sun 08/14 11:30 am. to 1:30 pm.
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,402

Stunning custom built 5 bedroom, 4 1/2 bath colonial situated on a private cul-de-sac. Built by developer for personal use with nothing other than finest quality and craftsmanship, open floor plan & chefs kitchen with 48" Sub Zero refrigerator/freezer, DCS 6 burner range w/hood, Miele dishwasher & granite counters. Other features include 1st floor master bed & marble bath w/oversized jacuzzi, separate sauna, gorgeous wall of windows in living room opening to a beautiful deck, radiant heat throughout including 2 car garage, Lutron lighting system, separate au pair access, professionally landscaped yard w/bluestone patio, walk to "Fells" & Town Center.

Listed by Dave White of OwnerEntry.com

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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 Manomet Road Winchester MA 01890

Winchester, MA5 Manomet Road

Price$1,699,000

Est. Mortgage: $/month

MLS Number 73018758

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,800
  • High School Whs

Come see and prepare to be inspired! Spectacular and tasteful describe this 4 bedroom, 4 bath beauty in the Ambrose School District within a minute to the fabled Myopia Hill neighborhood. Meticulous, modern, and transitional flair with attention to detail and quality make this home a gem.Fabulous white kitchen with quality appliance package and white Carrera Quartz countertops.Maintenance free exterior, and professionally landscaped yard will dazzle your senses.Bright and open concept within the kitchen, dining and living areas with 2 bedrooms and full bath make up the main level.Upstairs encompasses the primary suite with connecting full bathroom and additional bedroom and full bath & laundry.Finished lower level with playroom, mudroom, home office, 4th full bathroom, and 2nd set of laundry hookups. Extra long heated garage and storage area complete the basement.Rarely does so much punch get put into such a nifty space.Value and quality are unmistakable in this turn key pleaser!

Listed by Anthony Marino of Marino Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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 Mayflower Road Winchester MA 01890

Winchester, MA4 Mayflower Road

Price$1,948,000

Est. Mortgage: $/month

MLS Number 73021613

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,209
  • High School Winchester

This home comes w/ everything you desire! Entertain in style inside and out, with central AC and a beautiful in-ground pool! An elevated deck, great for parties & bbqs, overlooks the pool with its surrounding patio, deck, gardens & adjacent play area. Enjoy the private oversized yards as you float on by the lounge chairs and gazebo. This authentic colonial has a cedar shingled roof, copper gutters & downspouts and was just painted inside & out. Inside, the eat in kitchen with walk-in pantry includes a dining area that opens to the sun filled family room. Formal dining & living rooms, dedicated office + half bath complete the 1st floor. Head upstairs to the primary wing w/ dual custom closets, fireplace, jacuzzi & steam shower. In total 5 bedrooms & 2nd floor laundry round out the upper floor. Finished lower level has a full in-law suite! On 1/2 acre of professionally landscaped mature gardens w/ light scaping, enjoy complete privacy. If you’re looking for the perfect home, this is it!

Listed by Team Suzanne and Company and Suzanne Koller of Compass

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%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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6 Cambridge Street Winchester MA 01890

Winchester, MA6 Cambridge Street

Price$2,195,000

Est. Mortgage: $/month

MLS Number 73021604

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,374
  • High School Winchester

Situated on Myopia Hill, this stately Colonial is an entertainer's delight! Whether you're having an intimate gathering or a festive gala, you’ll enjoy the flowing floor plan and functionality of this home. Prepare to be awed by the magnificent, sunlit Great Room off the kitchen with 16ft cathedral ceilings, oversized architectural windows, and a floor to ceiling stone fireplace with French doors that lead onto a private stone patio. The Gourmet kitchen includes a sizable casual eating area and custom cabinetry for display and storage. Crown moldings decorate the 9’ ceilings on the first floor and compliment the hardwood floors throughout. The owner’s suite offers a spacious retreat with fireplace, twin walk in closets, and a luxurious marble bath. Located steps to the Winchester Country Club and Upper Mystic Lake. Other amenities: Central AC, irrigation, security, exercise room, mudroom, Walk up attic for pot. exp. and oversized garage.

Listed by Karen Bernier and Christopher Bernier of Churchill Properties

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$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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47 Thornberry Road Winchester MA 01890

Winchester, MA47 Thornberry Road

Price$1,199,000

Est. Mortgage: $/month

MLS Number 73021316

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,125
  • High School Whs

Renovated and meticulously maintained split-entry home in the highly sought-after Vinson-Owen Elementary and West-Side neighborhood! Sun-filled open concept living designed for today's modern living. High ceilings with gorgeous hardwood floors. Spacious living room includes an accent fireplace. Adjacent is a dining room with access to an oversized deck overlooking the large backyard and beautiful scenic views. Stunning chef's kitchen with stainless steel appliances, granite countertops along with ample storage. Three bedrooms, a full and half bath complete this level. Full walkout lower level offers a bedroom, full bathroom, family room, laundry room, and mudroom with access to the 1 car garage. Beautifully manicured landscaping around the exterior and includes a storage shed. Close proximity to schools, parks, conservation land, shopping, restaurants and so much more! Move-in ready!

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: 4.99% last updated on Aug 4, 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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502 Washington Street Winchester MA 01890

Winchester, MA502 Washington Street

Price$949,000

Est. Mortgage: $/month

MLS Number 73021276

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,281
  • High School Winchester

Move right in ! This traditional Cape style home has numerous updates including new kitchen, extensive mudroom, new doors, new patio, updated basement, upgraded hardwoods and refinished floors. The open floor plan makes this home ideal for entertaining. Or, enjoy the private bistro style patio with tree lined and fully fenced in yard. The first floor includes an open kitchen with peninsula, living room with fireplace, dining area, spacious family room, half bath and office nook. Second floor includes a full bath, two large bedrooms with walk-in closets and ample storage. The basement is an added gem. It features a second family room, play area, laundry and bedroom with large closet and full bath. Perfect as a guest room, in law suite or extra bedroom. A short walk to the Middlesex Fells, Leonard Field, Muraco Elementary School, Gingerbread Construction Company and convenient to 93 & 128. This home is a find! Enjoy all Winchester has to offer.

Listed by Carolyn Vernaglia of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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 Border Winchester MA 01890

Winchester, MA24 Border

Price$789,000

Est. Mortgage: $/month

Contingent

MLS Number 73020213

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,284
  • High School Whs

Beautifully renovated 3 bedroom with thoughtful and functional details. The first floor has a spacious open floor plan with a brand new kitchen at the center and conveniently located laundry within the half bath. Wide plank, white oak hardwood flooring throughout, high ceilings and incredible natural light make this home airy and inviting. Upstairs features a generous master bedroom with adjacent modern full bath. Two additional upstairs rooms are perfect for a home office, play room, or a guest room! There is plenty of storage in the clean basement and attic. Updated utilities include modern conveniences with central heating and cooling. Lovely curb appeal with new landscaping, windows and exterior paint. This beautiful home is situated on a quiet street among the 4 Sister Houses, located near the 2 mile loop around Horn Pond. Make this turn-key, character filled home yours!

Listed by Edward Dudley of Clockhouse Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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8 Hancock Street Winchester MA 01890

Winchester, MA8 Hancock Street

Price$999,995

Est. Mortgage: $/month

Price Changed

MLS Number 73019647

  • Residential
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,276
  • High School Winchester

Exciting opportunity to own in desirable Winchester Highlands! This updated Antique Colonial is located on a quiet street and loaded with charm and details. From the leaded glass bay window, cozy fireplace, 8 foot ceilings, to the pocket doors and maple floors.1st floor floors were recently refinished and fresh new exterior and interior paint! This home is appealing in so many ways! Enjoy a sunny afternoon on the front porch. Fabulous chef's kitchen, large and ideal for cooking or entertaining! Formal living and dining room are perfect for entertaining. 2nd floor features 3 bedrooms, a full bathroom and a sun-filled office space. 3rd floor has an additional 2 bedrooms. Detached 2 car garage with ample space for storage. Conveniently located to schools, the Fells, Winchester Center, and a local artisan bakery for Sunday morning croissants. Easy access to major highways - a commuter's dream and 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: 4.99% last updated on Aug 4, 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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6 Webster Street Winchester MA 01890

Winchester, MA6 Webster Street, Unit A

Price$1,397,000

Est. Mortgage: $/month

Contingent

MLS Number 73019313

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,515
  • High School Winchester

NEW CONSTRUCTION - on a quiet street in close proximity to schools, shops, and public transportation. This expertly crafted 7 room, 3 bedroom, 3.5 bath colonial attached single home offers an eat in quartz kitchen, stainless steel appliances with a sliding door to covered deck, attached family room with gas fireplace. The first floor also includes an office, and half bath. The second floor features a spacious primary suite with a walk in closet and spa bathroom, 1 additional bedroom with ensuite bath and laundry complete the 2nd floor. The lower level is comprised of a bedroom, full bath and media room/gym. The third floor features conditioned storage. Farmers porch and beautifully landscaped oversized yard with sprinklers complete this home.

Listed by Errico Realty Team and Kelly Errico of Errico Realty,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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 North Gateway Winchester MA 01890

Winchester, MA10 North Gateway

Price$1,249,000

Est. Mortgage: $/month

MLS Number 73018539

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,826
  • High School Winchester High

Welcome to the market 10 North Gateway, a picture perfect ranch style property in a neighborhood that everyone in Winchester LOVES! This home is ideal for the first time home buyer looking to get into Winchester, or down-sizers alike! If one level living is what you are seeking, look no further! Enter in and find the homes 3 bedrooms and first full bathroom on one side of the main level. The kitchen is current and features granite counters and an eat-in area. The formal dining room flows effortlessly to the sunken fireplaced family room. In need of a home office? This property has it! For the outdoor enthusiast, this is where you want to live! Take advantage of the Town Forest being just outside your door for hiking, biking, bird watching, or just a simple after dinner stroll. This property is located less than 1 mile from our beautiful Town Center. Take advantage of an opportunity for a home AND location as special as this!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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 Nathaniel Road Winchester MA 01890

Winchester, MA16 Nathaniel Road

Price$1,150,000

Est. Mortgage: $/month

MLS Number 73017922

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,754
  • High School Whs

A bright and airy 3 BR colonial with freshly painted exterior & interior in the highly sought after Muraco School district. A sun filled first floor Family Room with sky-lit cathedral ceiling, fireplace and a kitchen with a sit in breakfast area overlooking a fenced-in backyard make this a perfect family home with privacy. A formal dining and a separate living area finish the first floor great for entertaining.3 bedrooms and full bath on second floor. Partly finished basement can be your children's play area. A perfect Location: 5 minute walk to Muraco Elementary, music and ballet schools; walking distance to commuter rail, downtown and library; adjacent to Tri-Community Greenway and Leonard’s Field offering playground, basketball and tennis courts and multiple soccer fields. A large lot which also has oversized 2 car garage with additional space for workshop/storage area at the back is perfect for someone handy. This home is ready for your wonderful touch to bring it's best.

Listed by Manish Patwari of StartPoint Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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$1,249,000

Est. Mortgage: $/month

MLS Number 73017042

  • 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: 4.99% last updated on Aug 4, 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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271 Washington Street Winchester MA 01890

Winchester, MA271 Washington Street

Price$1,799,000

Est. Mortgage: $/month

MLS Number 73016959

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,689
  • High School Winchester High

It’s new, classy, and it’s absolutely gorgeous; welcome to 271 Washington Street. This colonial-style home with 5 bedrooms and 3.5 baths has been completely renovated and is ready for its next loving owners! It features AMAZING ceiling height, spacious room sizes, and hardwood floors throughout. In the kitchen you will find quartz countertops, a kitchen island, and SS appliances. Boasting a sunroom, 2nd level bonus room and home office, this home has it all! The rec room in the lower level includes a beverage fridge making it the perfect entertaining space. The attached 2-car garage is so spotless you could eat off the floor! And let’s not forget about the private patio area. The best part of all perhaps? This property is located just outside of beautiful Winchester Center! Walk to the commuter rail, restaurants, shops, Elementary School, Middle School AND our brand new Winchester High School! You don't want to miss out on this beauty, book your appointment today!

Listed by Vita Realty Group, Lucia Marino and Philip J. Vita of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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1 Ox PASTURE Winchester MA 01890

Winchester, MA1 Ox PASTURE

Price$1,499,000

Est. Mortgage: $/month

Contingent

MLS Number 73016911

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 4,022
  • High School Whs

Welcome home to this stunning Colonial located in one of Winchester's most desirable neighborhoods. Completely renovated and modernized. Enjoy a sunny afternoon on the welcoming front porch surrounded by mature shrubs & flowers. Inviting open foyer entry leads to a formal living room w/ a gas fireplace. Spacious dining room opens to an updated & modern kitchen featuring Viking range, stainless steel appliances, eat-in kitchen & access to the charming backyard w/ deck and patio. Oversized mudroom with large closet and allows for easy access to the attached 2 car garage. 2nd level Main bedroom is incredibly spacious with two walk-in closets and en-suite bathroom. 3 additional bedrooms and a full bathroom completes this floor. Fully finished lower level is ideal for entertaining your next movie night with custom cabinetry & enough space for a home gym. Expansive custom bar with wine refrigerator. A stone's throw to Brook's Reservation and trails! Conveniently located to Winchester Center!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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 Westland Avenue Winchester MA 01890

Winchester, MA10 Westland Avenue

Price$1,299,000

Est. Mortgage: $/month

Price Changed

MLS Number 73016874

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,071
  • High School Winchester High

Summertime and the living is easy! And it could be even easier at 10 Westland. Not only is this sweet property located DIRECTLY across the street from Ambrose Elementary School, but it boasts a H-U-G-E fenced in rear yard! We can picture it now … an in-ground pool with cabana area, perhaps a sports court, a beautiful stone fire pit area … the possibilities are endless, let your imagination run wild! Now let’s talk house. The first level boasts a formal dining room, fireplaced family room, lovely sunroom, 1/2 bath, and kitchen. The kitchen is nicely renovated with granite counters and center island. The second level is where you’ll find all three bedrooms and a full bathroom. If a home office is a necessity, we have you covered! Also located on the 2nd level is an office complete with built-ins and access to the walk-up attic. Ideally located just 1 mile from Winchester Center with shopping, restaurants, and more! Put your finishing touches on this gem and make it shine!

Listed by Vita Realty Group, Robert Cipro and Philip J. Vita of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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136 Ridge Road Winchester MA 01890

Winchester, MA136 Ridge Road

Price$2,650,000

Est. Mortgage: $/month

Contingent

MLS Number 73016791

  • Residential
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 6,500
  • High School Whs

Modern single family home within the Vinson Owen school district!! This new construction lovingly designed 6 bedroom, 5 bathroom home with 2 half baths is ideal for raising a family & enjoying everything Winchester has to offer, including a bustling downtown & 2 commuter rails to Boston. The spacious floor plan is comfortable for entertaining & has a gorgeous, home office with custom built-ins, a fireplace and beamed ceilings. Beautiful and large backyard with built-in firepit. Easy access to major highways & 7 miles North of Boston.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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88 Forest Street Winchester MA 01890

Winchester, MA88 Forest Street

Price$899,900

Est. Mortgage: $/month

MLS Number 73016699

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,380

Welcome Home! This gorgeous 3 bedroom, 1.5 bathroom Colonial located in Winchester awaits its new owner. Come inside to find gleaming hardwood floors throughout the home. The living room offers a fireplace to cozy up to during the cold New England winters. The formal dining room features a decorative chair rail and beautiful crown molding. In the kitchen, you will find ample cabinet space as well as exterior access out onto the large back deck. The main level also features a screened in porch with a ceiling fan for hot summer nights. Upstairs find all three bedrooms, including the primary suite with a walk in closet, as well as a full bathroom. Location is key! Minutes from restaurants, shopping, highway access, parks, trail heads and the Stone Zoo! Don't wait to make this house your home!

Listed by Warren Cormier of Lamacchia Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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108 Wendell Street Winchester MA 01890

Winchester, MA108 Wendell Street

Price$899,000

Est. Mortgage: $/month

MLS Number 73015283

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,323
  • High School Whs

Move right in to this charming 3 bedroom Colonial located just a few houses away from McDonald Field/ playground and a short distance the town center! This home is situated on great lot with nice flat rear yard w/plenty of space for outside enjoyment plus room for future expansion if desired. This sweet sun-drenched home w/many upgrades inside & out offers a spacious eat in kitchen, generously sized dining room, and oversized living/ family room with newly refinished hardwood floors throughout. The second level offers 3 beds including the primary bedroom with a nice walk-in closet and an updated full hall bath plus 2 additional spacious bedrooms. Create a media/gym/family room in lower level with great ceiling height & full walk out access! Low maintenance home w/ vinyl shingle exterior, new windows, newer furnace & tankless HW. Just 7 miles from Boston, easy access to schools, town, train, center, grocery stores, shops, Horn Pond, Middlesex Fells & so much more! Move in and enjoy!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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195 Cambridge Street Winchester MA 01890

Winchester, MA195 Cambridge Street

Price$1,999,900

Est. Mortgage: $/month

MLS Number 73015208

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,528

One of the first houses to be built in Winchester Flats 195 Cambridge St has been restored to endure centuries to come. Stroll into a grand living area with an optimized open concept floor plan perfect for entertaining. Custom designs run throughout from 7 inch white oak engineered hardwood floors to a 6 ft porcelain wrapped fireplace. The kitchen features Brazilian-Italian cabinetry, stainless steel Thermador appliances, and a stunning oversized island with quartz countertops. As you enter the upper level you will find two graciously sized bedrooms, a sleek common bathroom, a laundry room and two suites. The primary suite on the rear of the house boasts a private deck, a custom built walk in closet and a jaw dropping luxurious bathroom with floor to ceiling porcelain tiles, a floating dual vanity, a deep soaking tub, and a his & hers shower. The backyard oasis features an inviting deck, a detailed masonry patio, 2 car garage and a fixed basketball hoop. 195 Cambridge is a must see!

Listed by Jonathan DaSilva and Karina Mejia of EVO Real Estate Group,LLC

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$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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20 Mayflower Road Winchester MA 01890

Winchester, MA20 Mayflower Road

Price$1,495,000

Est. Mortgage: $/month

Contingent

MLS Number 73014698

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,744
  • High School Winchester High

Magnificent Multi Level in sought after West Side neighborhood. Beautifully appointed throughout, this home combines classic details w/modern upgrades & a desirable open floor plan. Gourmet granite kitchen w/center island, wine fridge, double oven, SS appliances, & plenty of cabinetry is truly a cook & entertainer’s dream! The kitchen opens to a family room & also features an impressive vaulted, beamed ceiling & large oversized windows allowing an abundance of natural light & views of the beautifully landscaped yard w/a double tiered deck. Spacious living room w/fireplace & formal dining room w/french doors complete this level. Just a few steps down, you'll find a convenient half bath, laundry room, flex home office space & a mudroom leading out to an oversized 2 car garage. 2nd level consists of a primary bedroom suite w/double custom closets & 3 additional bedrooms. Finished lower level w/fireplace'd great room & game room offers endless possibilities! An ideal property to call home!

Listed by McGlynn Splaine & Nigro Team, Michele McGlynn and Antonella Nigro of Berkshire Hathaway HomeServices Commonwealth Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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28 Pierrepont Road Winchester MA 01890

Winchester, MA28 Pierrepont Road

Price$1,275,000

Est. Mortgage: $/month

Contingent

MLS Number 73012272

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,623

Gorgeous colonial that offers lots of privacy in a picturesque neighborhood. Cozy up next to the wood fireplace (w/ pipes for gas!) in the living room before you make your way into the family room. Then, take a seat at the eating area where you can watch the birds or enjoy the view of the backyard through the expansive corner of windows. From there, you can either go into the kitchen or walk out onto the deck and enjoy the serenity of the private backyard. The dining room exudes elegance with its beautiful built-in corner cabinet, bay window and dentil molding. If you like to work from home, then you’ll love the private office with separate entry and an adjacent full bathroom. Up on the second floor, you’ll find the master suite with full bath and spacious walk-in closet- along with 2 more bedrooms, a family bath, and built-in cabinets in the hallway. Lastly, the finished lower level makes for a perfect playroom or exercise room.

Listed by Anne Spry of Barrett Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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101 Harvard Street Winchester MA 01890

Winchester, MA101 Harvard Street

Price$839,000

Est. Mortgage: $/month

MLS Number 73013205

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,236
  • High School Winchester High

Wonderful renovated Colonial in Winchester's desirable Muraco School District is waiting for you to just move in and unpack! Walking distance to parks, town center, and the Commuter Rail to Boston. Fully equipped with efficient systems and Central Air. Crisp Hardwood floors throughout. Sunlit and semi-open First Floor with handsome architectural details, a lovely kitchen with gas cooking, granite counters, stainless steel appliances and conveniently located laundry. Three bedrooms upstairs with a terrific family bathroom and an office complete the Second Floor. Additional finished Lower Level not included in the square footage makes for an excellent playroom or bonus space. Fenced in backyard is perfect for hosting family and friends on a nice day. Located on a dead end street where you can enjoy your mornings on your beautiful fieldstone porch. Don't delay on this charming Winchester home!

Listed by Charles Elia and Casey L. Elia of RE/MAX Renaissance Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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 Blossom Hill Road Winchester MA 01890

Winchester, MA9 Blossom Hill Road

Price$1,050,000

Est. Mortgage: $/month

Contingent

MLS Number 73012722

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,376
  • High School Winchester Hs

Expanded and inviting 8 room 3 bedroom ranch in one of Winchester's finest neighborhoods with easy access to shopping,highway! Enter into this lovely home with some handicap features including an entry ramp, stair chair and easy handle grips and step into the oversized entry hall. Hardwood floors throughout this home offering a large living room with bay window and fireplace. The dining room is old charm with built in china cabinet, chandelier and French door to the heated sunroom with stone floor and lots of light. Kitchen is bright and sunny with a large bay window & is fully set up with eating area waiting for your touches! Primary bedroom is kingsized with closet and a 3/4 tiled bath. Two additional bedrooms and full tiled bath. Lower level is finished with a huge family room with fireplace and closet for great entertaining! Lots of storage, laundry with large work sink. New roof (2021) and newer Buderus heating system. Two car garage.This home is ready for you to make it your own!

Listed by Beverlee Vidoli of RE/MAX Realty Experts

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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