Homes for Sale Winchester MA

Winchester, Massachusetts is 8 miles north of Boston. Winchester is child-friendly and home to lakes, parks, and trails. Winchester keeps its public spaces well maintained. Winchester is a family-friendly bedroom community. 

Discover Winchester Real Estate

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569 Washington Street Winchester MA 01890

Price$874,500

Est. Mortgage: $/month

Active With Contract

MLS Number 72456244

  • Multi-Family 2 Family
  • Year Built 1831
  • Bedrooms 4

Rare multifamily in Winchester! Beautifully maintained 1831 2 family in convenient location near highway and T station. Renovated kitchens and baths, hardwoods, fireplaces and spacious rooms make this elegant home suitable to be owner occupied as it has been for over 20 years. 1 car garage. New roof 2010. electrical service upgraded to 200 amp 2012. 2 new gas boilers 2013. 2 new hot water tanks 2014.All utilities separated. Excellent investment for substantial rental income! All the work has been done to make this a turn key investment property! Opportunities like this do not come along every day - View this money maker today! Open house Saturday 2-4 please park across the street.

Listed by Dawn Szczygiel of 1 Worcester Homes

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Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8-10 Winter Street Winchester MA 01890

Price$1,299,999

Est. Mortgage: $/month

MLS Number 72453632

  • Multi-Family Duplex
  • Year Built 1881
  • Bedrooms 6

OUTSTANDING DUPLEX IN WINCHESTER!!! Two-Family DUPLEX Style Home on EXTRA LARGE LOT with TWO driveways.THIS HOME HAS BEEN COMPLETELY RENOVATED , EVERYTHING IS BRAND NEW ! Close to Winchester's FINEST Restaurants and Shops, Commuter Rail, MBTA & Newly Renovated Winchester High School. EASY access to 93, 95 & Route 3. Each unit has three bedrooms with 2 1/2 baths. New cabinets with granite countertops, all newer windows, flooring, roof, heating & electric ! Each side has private patio in the back. HUGE driveway with parking for at least 10 CARS. QUIET STREET & NEIGHBORHOOD. Close to brand new Tri-town bike path and highly sought after schools. Perfect investment for owner occupant or investor! Easy conversion to condo. Lots of privacy.

Listed by Mark Sullivan of T.A. Sullivan Agency Inc.

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Wainwright Road Winchester MA 01890

MLS Number 72445578

  • Condo or Co-op
  • Garage 2
  • Half Bath 1
  • Bathroom 3
  • Year Built 1994

This is the Ledges unit you have been waiting for! Sitting at the top of the hill this light filled unit has sweeping sunset views to the west from a deck that spans the entire width of the condo. Step inside and see how the owner has meticulously maintained and decorated this home.There are many custom additions unique to this condo and this includes discreet handicap accessibility such as extra wide doors; a closet storage unit over the garage, custom lighting system; custom kitchen pantry; built in shelves and cabinets in both dining room and family room. Large basement enables easy conversion to living space, with walk out slider, large windows and plumbing set up for a bathroom.Master bedroom suite is on the first level with plentiful storage and closet space and access to the rear deck.Modern kitchen overlooks fireplace family room. The second floor has two large bedrooms and full bath in addition to storage closet and hall study. Hardwood floors throughout. Move right in!

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

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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200 High Street Winchester MA 01890

Price$1,599,000

Est. Mortgage: $/month

MLS Number 72444043

  • Single Family
  • Garage 3
  • Parking Spaces 8
  • Half Bath 1
  • Year Built 1957

Sophistication meets charm in this colonial dream home in the heart of Winchester. Gorgeous stonework frames the entrance, welcoming you into an entryway with soaring ceilings and dazzling chandelier. Flow easily through the first floor into a formal dining room and family room, which features oversized windows and a double-facing stone fireplace. Gourmet kitchen complete with beautiful granite countertops, stainless steel appliances and breakfast nook with gas fireplace. First floor includes bedroom with ensuite bathroom, perfect as in-law or au pair suite. Second floor master bedroom is the ultimate retreat with French doors, luxurious ensuite with soaking tub and glass shower and walk-in closet with space for large wardrobes. Additional highlights: attached 3 car garage, ample off-street parking, partially finished lower level and backyard with 2 decks, patio and storage shed. Make this dream home yours today!

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: 4.31% last updated on Mar 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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30 AMBERWOOD Drive Winchester MA 01890

Price$1,399,900

Est. Mortgage: $/month

MLS Number 72436873

  • Single Family
  • Garage 3
  • Parking Spaces 8
  • Half Bath 1
  • Year Built 1979

Sprawling brick style home on The West Side of Winchester walking distance from the Vinson Owen Elementary School! A very special home offering superb curb appeal; an open airy floor plan & lush professional landscaped grounds on a half acre corner lot. A few of the best features of this 4000 sq ft home are 2 master suites; multi car attached garages; updated eat in kitchen adjacent to family room; finished lower level perfect for gym, home office or additional family room & fenced in rear yard with heated pool, stone patio, wood deck & 6 person outdoor hot tub. Amenities include 3 zone gas heat; central air; steam shower; 2 fireplaces & generous storage including outdoor shed. This is the home you will never want to leave.

Listed by Nancy Ciampa McLaughlin of Redfin Corp.

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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310 Main Street Winchester MA 01890

Price$1,139,500

Est. Mortgage: $/month

MLS Number 72436394

  • Single Family
  • Parking Spaces 5
  • Year Built 1890
  • Full Bath 2
  • Bathroom 2

BUILDER/OWNER WILLING TO WORK WITH BUYER ON CUSTOM RENOVATION on this Great in-town location 3200+ sq ft colonial on a 10,000+ sq ft lot. Expansive front porch with gazebo-style roof welcomes you to this home. First floor features charming foyer with curved staircase, office/bedroom that connects to full bath, entertainment-sized living room with fireplace and French doors, formal dining room, cozy den loaded with windows, and kitchen with granite counter tops and stainless steel appliances. Second floor has 3+ bedrooms and full bath. Walk-up third floor has bedroom/office as well as ample storage space. Hardwood floors throughout most of first and second floors. Don't miss your opportunity to raise your family in this great house within walking distance to everything this great town has to offer.

Listed by Tom Doherty of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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512 South Border Road Winchester MA 01890

Price$1,589,900

Est. Mortgage: $/month

MLS Number 72430943

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Half Bath 1
  • Year Built 2019

This beautiful new construction, three level Colonial home is a must see, with a 60 day delivery! Located across the street from Middlesex Fells Reservation, this is the perfect location for everything Winchester has to offer. This home will feature gorgeous finishes including eat-in kitchen with new quartz counters, stainless steel appliances and formal dining room. The spacious rooms through-out the home include a finished basement with full size windows, and finished 3rd floor with a 5th bedroom and bonus room!

Listed by Gary J. Litchfield of Mass. Real Estate Solutions, LLC

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 Royalston Avenue Winchester MA 01890

Price$1,550,000

Est. Mortgage: $/month

MLS Number 72430067

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Half Bath 1
  • Year Built 2003

This distinctive, updated colonial accents today's more casual lifestyle with a spacious, open floor plan, hardwood floors, and a kitchen you'll fall in love with - maple cabinets, granite counters, a huge island to seat 6+, & breakfast counter overlooking the fireplace living room. Immense dining room w/butler's pantry/2nd sink & dishwasher. The amenities continue with a 1/2 bath, 1st floor guest room, & office w/pocket doors to provide solitude from a busy household. The 2nd floor has 3 bedrooms, bath, huge laundry room, & a truly luxurious master suite w/large walk-in closet & cathedral ceilinged bath w/soaking tub, double sinks, make-up table, and large glass shower. The lower level has a huge mudroom off the 2 car garage, & large family room & bath. But wait, there's more - sliders from the kitchen lead out to a mahogany deck & a gorgeous built-in pool. A truly great Winchester home in which to live, to entertain, and to enjoy for many years to come! Muraco School!

Listed by The Lorrie Parajeckas Group and Lorrie Parajeckas of Compass

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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47 Arlington Street Winchester MA 01890

Price$1,975,000

Est. Mortgage: $/month

Open House

MLS Number 72426120

  • Single Family
  • Next Open House: Sun 24th 12:00 pm - 1:30 pm
  • Garage 3
  • Parking Spaces 4
  • Half Bath 1

Gorgeous Colonial in move-in condition. Impeccable Myopia Hill location overlooking the Winchester Country Club with stunning light & serene golf course views, beautiful landscaping. Sweeping open floor plan is perfect for both relaxed daily living & luxurious entertaining. Outstanding craftsmanship include: high ceilings, large windows, oversized doors, exquisite bridal staircase. The sun-drenched front to back kitchen with large island & dining area opens to a covered porch - the perfect spot to enjoy your morning coffee overlooking the 4th hole. The two story foyer leads to the cathedral ceiling fireplace family room, fireplace living room & large dining room. The back entry provides easy access to the 1st floor guest room & fireplace study. The second floor includes the front to back master bedroom suite with three additional bedrooms, 2 baths & large laundry room. Spend your weekends enjoying the media room, exercise room & spacious play room or game room.

Listed by Anne Spry and Jane Byrne of Waterfield Sotheby's International Realty

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$
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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4 Town Way Winchester MA 01890

Price$1,949,000

Est. Mortgage: $/month

Open House

MLS Number 72424070

  • Single Family
  • Next Open House: Sun 24th 12:00 pm - 1:00 pm
  • Garage 2
  • Parking Spaces 6
  • Half Bath 1

Recently completed NEW CONSTRUCTION - this exquisite 5 beds 4.5 bth colonial features open floor concept for today's family living! Thoughtfully designed with a high-end finishes & details, this homes offers an oversized 2-car garage, direct entry into mudroom, gourmet kitchen w/ island & Wolf/Subzero appliances, FR with FP & direct exterior access , formal LR & DR with crown moldings & wainscoting. Second floor features include master suite w/ walk-in closets, luxurious master bath, laundry room with custom cabinetry and sink, 4 oversized corner bedrooms flooded with light & ample closet space. Third floor with bonus room, add'l bedroom & full bath. Great rear yard w/deck & sliders from kitchen. The lower level bonus space features spacious family room w/fireplace, kitchenette/ full bath &-plenty of space for gym. This home is located in sought after East side of town, convenient to the center, Lincoln school district, and is truly a great neighborhood!

Listed by Kim Covino of Leading Edge Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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13-15 Russell Road Winchester MA 01890

Price$775,000

Est. Mortgage: $/month

Open House

MLS Number 72420177

  • Multi-Family 2 Family - 2 Units Up/Down
  • Next Open House: Sat 23rd 11:00 am - 1:00 pm
  • Year Built 1922
  • Bedrooms 4

RARELY AVAILABLE TWO FAMILY in Winchester. Excellent Location in residential setting. Easy access to 93 and 128. Perfect investment for owner occupant or investor! Roof, windows and utilities updated in 2017. Many updates to 2nd floor with new windows and renovated kitchen and bathroom. 1st floor has great layout which can be updated to your preference. Both units have fenced in back porches as well as large fenced common back yard. Parking for up to 4 cars on paved driveway. Basement divided into two sections. Large attic can be converted to more living space! Newer utilities in this 2 family. Located 1 mile from Winchester Center. Take #134 Bus to Orange Line OR Lowell Line Commuter Rail into Boston. Make this 2 family your own by collecting rent and paying rental prices while owning almost a million dollar property!

Listed by Scarlett Tamburro of Berkshire Hathaway HomeServices Warren Residential

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$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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31 Swan Road Winchester MA 01890

Price$1,999,000

Est. Mortgage: $/month

MLS Number 72410499

  • Single Family
  • Garage 2
  • Parking Spaces 10
  • Half Bath 2
  • Year Built 1929

What does it mean to have a Swan Road address? It means you've arrived! Give yourself the gift of owning 31 Swan Road. A stately Tudor style home with magnificent grounds, situated on one of the finest roads that Winchester has to offer. The stunning brick exterior, adorned with slate roof, will impress you from moment one. As you enter, the beautiful foyer will leave you breathless. The sunken living room with Bath Stone fireplace and hand crafted wood walls is something straight out of a magazine. Enjoy the opulence and grandeur of a time gone by, seamlessly combined with a sensible layout and amenities of today such as a renovated kitchen with Wolf, Viking, and SubZero appliances. The second level is home to four bedrooms, and 3 full baths, including the master suite drenched with natural light, thanks in part to the homes South facing direction. Should you venture off these park-like grounds you'll find yourself within walking distance to both Winchester Country Club and Boat Club.

Listed by Philip J. Vita of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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