Homes in Winchester MA

Winchester MA offers excellent access to metropolitan Boston making it a popular place to live. Single family homes are a sound solution to living eight miles from Boston. View frequently updated Winchester MA real estate listings below. You might also be interested in Medford MA single family homes or Lexington MA single family homes.

Tour Single Family Homes in Winchester MA

Contact Sweeney & O'Connell Real Estate online or call 781.643.7478 with any questions or to schedule a private tour.

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19 Highland View Avenue Winchester MA 01890

MLS Number 72554182

  • Single Family
  • Parking Spaces 2
  • Year Built 1962
  • Full Bath 1
  • Bathroom 1

Ranch home in premiere neighborhood. 3 bedrooms, 1 full baths. One level living at it's finest! Great Size living room. Hardwood flooring throughout the first floor except for the tiled Kitchen, Huge Basement with laundry room!!! .. Come take a look you won't be disappointed.

Listed by Francisco Alonso of Dell Realty Associates, Inc.

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Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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223 Ridge Street Winchester MA 01890

Price$799,000

Est. Mortgage: $/month

MLS Number 72552035

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1949
  • Full Bath 2

Welcome to Winchester for under $800,000! This seven room / four bed / 2 bath ranch style home sits on nearly a half-acre of land on Winchester's West Side, in the coveted, Vinson-Owen school district. This home offers pure possibility to the discerning buyer, with its large rooms, built-ins, hardwood floors throughout, a two-car garage under, plus all that land! The property is being sold as-is and is perfect for upsizers, downsizers looking for single floor living, contractors, or the handy buyer looking to add instant equity! Combine all this with an amazing commuter location to 128, Route 2, and easy access to Whole Foods and Woburn Four Corners shopping.

Listed by Paula R. Sughrue and Alison Pini of Better Homes and Gardens Real Estate - The Shanahan Group

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Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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326 Highland Avenue Winchester MA 01890

Price$2,199,000

Est. Mortgage: $/month

MLS Number 72551945

  • Single Family
  • Garage 2
  • Parking Spaces 8
  • Year Built 1903
  • Full Bath 2

Majestic Winchester home with detail and craftsmanship unlike any other~ Situated proudly on a private, oversized lot with lovely level rear yard, patio and 2 car garage, offering some of the most gorgeous custom hand milled woodwork you've ever seen~ breathtaking bridal staircase with 30' ceilings, spectacular stained glass windows, from one room to the next, this home will impress. Formal Mahogany dining room with beamed ceilings and oversized fireplace, living and family rooms each w/ fireplaces~ 5/6 bedrooms, Master with french doors to sunroom/enclosed balcony, updated electrical, newer heating system, central a/c, Perfect opportunity to expand /renovate the kitchen with adjacent mudroom offering plenty of space to create todays dream kitchen, add french doors to patio and the space is beautifully blended. This home was valued at over 4Million dollars to recreate & can now be yours ~this is a very special home & a once in a lifetime opportunity! Please call for a private showing

Listed by Kim Covino of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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51 Amberwood Drive Winchester MA 01890

Price$1,249,000

Est. Mortgage: $/month

MLS Number 72551672

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1985
  • Full Bath 3

Live with your head in the clouds! 51 Amberwood Drive is situated ever so perfectly on its oversized lot. With treetop views from every window you'll feel tranquil energy from each room in the home! From the moment you enter you'll appreciate this beautiful traditional layout with a fireplaced living room and sunny dining room on either side of you. You'll be lead with ease from there to the oversized kitchen with granite counters and stainless appliances. Don't forget the fireplaced family room with slider to the rear patio. Perhaps you have an extended family, or visitors from out of state? The 1st floor bedroom with full bath just outside its door is an IDEAL in-law space. It even boasts a separate entry for ADDED privacy! The second level features 4 additional bedrooms, including the expansive master suite with walk-in closet. Need more space? The lower level recreation room is the ideal gym, game room, or play room. FOOTSTEPS to Vinson-Owen and just 1 mile to Wright Locke-Farm!

Listed by Philip J. Vita of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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21 Fairmount Street Winchester MA 01890

Price$799,900

Est. Mortgage: $/month

MLS Number 72550309

  • Single Family
  • Garage 1
  • Parking Spaces 4
  • Year Built 1940
  • Full Bath 2

Great opportunity to live in Winchester! This spacious Colonial, boasts large rooms, a master suite, large living room, and original flooring. Home is move in ready, or with a little update, it could be spectacular! So many possibilities with such a large lot and so much room for expansion. One car garage, porch off of the back of the house can either be closed in or enjoyed as is. Don't miss out on this opportunity!! Close to the Middlesex Fells Reservation with beautiful hiking and biking trails. Easy access to the commuter rail to Boston and Maine.

Listed by Pillar Realty Group and Susan Zeppi of Keller Williams Realty

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Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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36 Hemingway Street Winchester MA 01890

Price$679,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72548542

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1860
  • Full Bath 2

GROUP SHOWINGS TONIGHT 08/13/2019 FROM 4:30-5:30 Lovely Colonial in wonderful neighborhood with 2 car detached garage! This is a great opportunity to redesign & renovate with all this home offers for potential~ 7 rooms, 3 bedrooms, 2 baths~ spacious interior, hardwood floors, large eat in kitchen, and oversized back yard. Lynch elementary school close by.

Listed by Kim Covino of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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3 Wickham Road Winchester MA 01890

Price$875,000

Est. Mortgage: $/month

MLS Number 72548200

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1963
  • Full Bath 1

This generous sized Split-entry home in immaculate condition offers open concept and flexible living space. You will appreciate gleaming hardwood flooring, spacious living room with brick fireplace, formal dining room, eat-in kitchen, full bath and three bedrooms. Master bedroom has convenient half bath. Lower level family room with fresh carpeting and fireplace is the perfect spot for entertaining! Half bath and laundry room, both with new laminate flooring complete this space. Not to be forgotten and tucked away at the back of the home is the charming four season sun room with wall of windows, which overlooks the lovely back yard. The possibilities are endless in this well maintained home. Situated in a well established neighborhood, your personal touch and updates will be worth the effort. With close proximity to Wedgmere Train station, Mystic lake, Winchester center and the popular Ambrose school district, you won't want to miss this one!

Listed by Cathy Paolillo of Coldwell Banker Residential Brokerage - Winchester

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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24 Calumet Road Winchester MA 01890

Price$1,780,000

Est. Mortgage: $/month

MLS Number 72545296

  • Single Family
  • Garage 1
  • Parking Spaces 4
  • Village The Flats
  • Year Built 1927

This well-designed Dutch Colonial Revival in the Winchester Flats, marked by modern amenities, radiates original warmth & character. Formal & informal rooms on the 1st floor are connected by a pleasing circular flow that feels open & natural. Elegant details include high ceilings, crown moldings, wainscoting, hardwood floors, built-ins & a split formal staircase. Entertaining is a pleasure w/both formal dining & living rooms leading to a large kitchen w/island, breakfast bar, & dining area w/sliders to a secluded deck & fenced backyard. A stunning living room w/fireplace is flanked on both sides by two pairs of uniquely crafted French doors leading to a lovely sun room/family room. A 1st floor home office is a perfect workspace. The 2nd floor master suite w/walk-in closet has a spa-like bath w/steam shower, soaking tub, & radiant floors - a true oasis. Custom mudroom off kitchen & garage. Gorgeous landscaping/perennial gardens. Close to Town Center, Commuter Rail & Ambrose Elementary.

Listed by The Lorrie Parajeckas Group and Lorrie Parajeckas of Compass

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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5 Wagon Wheel Road Winchester MA 01890

Price$2,780,000

Est. Mortgage: $/month

Open House

MLS Number 72542662

  • Single Family
  • Next Open House: Sun 1st 12:00 pm - 1:00 pm
  • Garage 3
  • Parking Spaces 12
  • Year Built 2015

This massive home sits on an acre of land of one of Winchester neighborhoods. Recently built (2015) and meticulously maintained, it is turn-key at a very high standard. It includes 7,097 square feet of living space, a huge heated pool, year-round 10 person spa, and professionally landscaping. Extreme privacy like no other. Fourteen rooms, 5 bedrooms, 6 full baths, finished basement, and a 3-car heated garage are the core of this estate. The patio has an extensive yard and room for a tennis court. A wrought-iron elegant entrance door will welcome you featuring a family room with a fireplace, formal living room, dining room, office, and the gorgeous kitchen in the first floor. The private master bedroom area dominates the second floor with a fireplace, heated tile bathroom, a large walk-in closet, and a reading room. Three large bedrooms complete the second floor including walk-in closets for each of them. The third floor offers a great living area for visitors and an addl master suite

Listed by Lisa Berry of Lisa Berry Properties

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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67 Dunster Lane Winchester MA 01890

Price$610,000

Est. Mortgage: $/month

MLS Number 72540447

  • Single Family
  • Garage 1
  • Parking Spaces 2
  • Year Built 1920
  • Full Bath 1

COZY LITTLE HOUSE LOCATED IN WINCHESTER'S DESIRABLE WEST SIDE! Within the Vinson Owen school district & a short walk to Wright Locke Farm for strawberry picking or farm to table outdoor dinners. Very sweet home in a quiet neighborhood with an exceptional back yard. Kitchen is a good size, original to the house and in need of updating. Hardwoods throughout. Nice sun filled dining & family rooms. 2 bedrooms & a full bath on the 2nd floor. Basement is unfinished with a fieldstone foundation. Priced to sell & a great condo alternative. A short drive to Winchester center where you'll find a plethora of coffee shops, salons, restaurants & boutiques. A 15 minute train ride to North Station on the Commuter Rail. Easy access to major highways and 7 miles North of Boston.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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