Winchester MA Homes Over $500k

Scroll down to view homes for sale in Winchester MA priced at $500K and higher. You’ll find a variety of property styles including Capes, Colonials, custom contemporaries, and more. Some of these homes offer privacy, upgraded features, and convenience to town amenities. No matter what your needs, The Shanahan Group can help you find just the right home. You may also be interested in viewing all homes in Winchester.

Houses for Sale in Winchester MA Listed $500K+

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

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8 Blossom Hill Road Winchester MA 01890

Winchester, MA8 Blossom Hill Road

Price$1,375,000

Est. Mortgage: $/month

MLS Number 72845971

  • Single Family Detached
  • Bathroom 4
  • Rooms 9
  • Bedrooms 4
  • Acreage 0.23

Home sweet home in one of Winchester's best locations! 3500 sq ft, 4 beds, 4 baths, 4 fireplaces with a well landscaped yard and a waterfall! Desirable open living concept features a spacious kitchen filled with custom cabinets and SS appliances, leading to a family room with a gas fireplace, cathedral ceilings and a wet bar. Master bedroom suite on a separate level with gas fireplace, cathedral ceiling, custom walk-in closet, and exterior porch. Master bath has a whirlpool, steam shower and a heated floor. Lower level includes a laundry area with a slop sink, full bath, private office and a game room with full wet bar, and a wood-burning fireplace. Other amenities include beautiful oak flooring throughout, an alarm system, central vac, central A/C, new Weil-McClain Gold HW boiler and new oil tank. Newer roof, newer vinyl shake siding, patio, pergola, irrigation system, exterior gas connection for a grill, 2 car under garage with 2 new garage doors, and SDL windows.

Listed by Shane Marrion and Caroline Holland of Benoit Real Estate Group,LLC

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Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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21 Nelson Street Winchester MA 01890

Winchester, MA21 Nelson Street

Price$779,000

Est. Mortgage: $/month

MLS Number 72842974

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 3
  • Acreage 0.1

Build instant equity with a few cosmetic updates! This great home with expansion potential is just awaiting your personal touch! This adorable 3 bedroom,1.5 bath home is perfectly sited on a spacious lot close to town w/ an oversized deck and private level rear yard with many perennial plantings and sweet garden areas. Enter from the inviting front porch into the bright and cheery foyer w/open concept living room/ dining room; put your own finishing touch on the spacious kitchen offering a large center island, ample storage, new stove with direct access to the rear deck/yard; off the kitchen is a walk in pantry, laundry and a half bath. The second floor features three spacious bedrooms, all of which have high ceilings, great closets and an abundance of natural sunlight, a full hall bath completes this floor. Newly refinished hardwood floors throughout the home, freshly painted, great yard and close proximity to town. Lincoln School district!

Listed by Kim Covino of Compass

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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21 Squire Road Winchester MA 01890

Winchester, MA21 Squire Road

Price$1,159,000

Est. Mortgage: $/month

MLS Number 72843377

  • Single Family Detached
  • Bathroom 3
  • Rooms 7
  • Bedrooms 3
  • Acreage 0.48

Sun bathed single family w/versatile and open floor plan. Large windows throughout provide panoramic views of beautifully landscaped front, side and back yards. En suite master bedroom w/custom-built wall cabinets/closet and sliders to deck connecting to sunroom is ideal for morning sunshine, pocket door separated adjacent office w/additional closet can be used as a fourth bedroom for nursery or young children. Family room with fireplace, egress window and closet can be used as a fifth bedroom for guests during holiday family gatherings. Open floor plan connecting living, dining and sunroom w/slider to a large deck provides perfect flow for family entertainment activities. Nearly half acre of professionally landscaped and partially wooded land provides privacy and ample space for outdoor activities. Central air, attached garage, irrigation system and gym room complete this house for modern comfortable living. Many updates on roof, windows, floor, counter, cabinets and closets, etc.

Listed by Jin Wang of Wang & Associates

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6 Pocahontas Drive Winchester MA 01890

Winchester, MA6 Pocahontas Drive

Price$1,175,000

Est. Mortgage: $/month

MLS Number 72840976

  • Single Family Detached
  • Bathroom 3
  • Rooms 7
  • Bedrooms 3
  • Acreage 0.44

A great home in an exceptional neighborhood situated on one of the best lots around. The yard is perfect for entertaining and enjoying the lush greenery. This 3 bedroom 2.5 bath home offers so much.The living room, kitchen and dining room flow perfectly on the first floor. A brand new deck completed in 2021 is the spot for grilling and dining alfresco.The hardwood floors have been been restored to a beautiful satin finish.The entire house has been newly painted in beautiful,neutral color .This home is move_in ready.The family room on the lower level includes a fireplace . A great get away for quiet times or a gathering spot for movie night or watching the game together. The backyard will be the reason you want to live here! A large ,flat backyard will be the space for barbeques and possibly a built in pool in the future.The brick patio completes the backyard. You can call this home for many years to come.

Listed by Kelly Ryan of J. Mulkerin Realty

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 Vinson Circle Winchester MA 01890

Winchester, MA15 Vinson Circle

Price$2,649,000

Est. Mortgage: $/month

Price Changed

MLS Number 72836043

  • Single Family Attached
  • Bathroom 4
  • Rooms 7
  • Bedrooms 5
  • Acreage 0.98

For the first time in over 25 years presents the rare opportunity to acquire one of the most exclusive and private lots in Winchester. The 1 acre property sits on an immaculately manicured landscape. Laid out with a wide open floor plan, creating endless opportunity for any family. Floor to ceiling windows fill the home with an abundance of natural light. 4 bedrooms, 2.5 bathrooms and an attached in-law suite which includes a full bathroom, kitchen / cabinetry, with access from the garage and private exterior access. The kitchen includes four ovens, gas stove, a skylight and double sliding glass doors that leads to the back deck filling the room with natural light throughout the day. Two extra large sheds in backyard for storage. Four water fountains, gazebo with deck space, and a courtyard with grilling station make this property an entertainers dream. 3 min walk to Vinson Owen Elementary School. House also features a large indoor pool that's currently covered but can be reopened.

Listed by Kevin Diarbakerly of Christine Boncore

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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