Winchester MA Real Estate

Winchester, Massachusetts is located 8 miles north of Boston If you are relocating to the Boston area and looking to buy a home let Sweeney & O’Connell Real Estate’s team of professionals help you with all your Real estate needs. Our team of top notch brokers maintains up-to date knowledge about properties, market values, and market trends in order to better serve you and get you the information you are looking for. View current listings below. You may also be interested in browsing listings in other Arlington area towns.

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91 Johnson Road Winchester MA 01890

Winchester, MA91 Johnson Road

Price$950,000

Est. Mortgage: $/month

Open House

MLS Number 72828209

  • Single Family Detached
  • Next Open House: Tue 05/11 4:00 pm. to 6:00 pm.
  • Bathroom 3
  • Rooms 7
  • Bedrooms 4

Welcome to 91 Johnson Road! Located in Winchester's West Side neighborhood just steps away from Vinson-Owen Elementary School. This well-maintained split entry has great bones, beautiful hardwood floors and awaits its new owner. First floor features a 3/4 bath, a bedroom w/ walkout that could also be used as a home office/study. Lower level has a partially finished basement that is spacious with high ceilings and a fireplace. Second floor formal living room area is spacious with a large bay window bringing in plenty of natural light and a fireplace. Dining room located to the left of the living room area flows into the Kitchen. Kitchen has original cabinetry that is in great condition with ample counter space for cooking. Upper level features three bedrooms including the master with an en-suite master bath. Attic storage that can be finished for bonus room. Close to Winchester's downtown center for dining, shopping and commuter rail. Bring your ideas to this home and make it your own!

Listed by Peter Kasseris of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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11 Graystone Circle Winchester MA 01890

MLS Number 72827372

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,498
  • Complex Graystone Townhomes

Must see this designer end unit town house at Graystone! This gorgeous gently lived in home features an open concept first floor with stunning family room featuring dramatic vaulted ceilings, skylights, fireplace with custom built ins, spacious dining room with feature chandelier, stunning kitchen with high end appliances, marble countertops, gas cooking with adjacent dining area or sitting room. Enjoy the sunny rear deck with spacious yard off the living room. First floor master offers a 5 star luxurious hotel quality suite with walk in closet, and lavish marble spa-like bath; first floor laundry & direct entry 2 car garage offers the ease of optional one level living! The second floor offers a large loft family room/ office space with a generous second bedroom/ bath suite flooded with sunlight. The finishes in this home are beyond compare with beautiful high end lighting, custom window treatments; designer touches throughout, in impeccable condition and ready for the new owner!

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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44 Lloyd Street Winchester MA 01890

Winchester, MA44 Lloyd Street

Price$1,249,000

Est. Mortgage: $/month

MLS Number 72827009

  • Single Family Detached
  • Bathroom 2
  • Rooms 9
  • Bedrooms 5
  • Acreage 0.11

Welcome to charming Lloyd Street! This in-town 5 bedroom,1.5 bathroom home is less than a mile from Winchester Center, train, schools, restaurants, shopping & the Fells. A lovely front porch greets you. A beautiful coffered ceiling in the living room leads to the dining room with a gas fireplace, perfect for entertaining. The kitchen was recently renovated with custom cabinetry and brand new stainless steel appliances. A powder room completes this level. The kitchen leads to a new deck and a landscaped backyard, including a Reed's Ferry shed, and NEW roof. The yard has a sprinkler system and features a newly installed bluestone patio; perfect for evening fire pits with friends. The beautiful staircase takes you to the second floor which has three bedrooms with hardwood floors and plantation shutters. An additional room for a home office and newly renovated full bathroom. Continuing to the third floor you will find two additional bedrooms and a walk-in attic. A very special home!

Listed by Clay Tappan and Karen S. Garrett of Better Homes and Gardens Real Estate - The Shanahan Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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7 Conant Road Winchester MA 01890

Winchester, MA7 Conant Road, Unit 3

Price$589,900

Est. Mortgage: $/month

MLS Number 72826234

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,657
  • Complex The Willows

A rare, direct-entry garage single level unit at the Willows. Entering from the garage, you pass through the mudroom with laundry and double closet and enter into the spacious kitchen with 2 windows overlooking your private patio. Open, spacious gas fireplace living room with dining room and entry foyer with sliders to the private patio. The master includes a double vanity master bath with an 8 ft walk-in closet and slider to private patio. The second bedroom also includes a large walk-in closet. Hardwood floors in the living room, dining room, and 2 bedrooms make this a light and spacious place to call home.

Listed by Anne Spry of Barrett Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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29 Vine Winchester MA 01890

Winchester, MA29 Vine, Unit 1

Price$549,000

Est. Mortgage: $/month

MLS Number 72824079

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,465

Location and style! Just 0.3 miles from the T. Everything you need within reach. Enjoy this bright and sunny bi-level beauty! Massive covered patio off of living room AND one off of both bedrooms. Enjoy a giant walk-in closet! Beautifully updated kitchen with plenty of cabinets and granite countertops. Large updated bathroom with sprawling double sinks. Work from home? No problem. There is an office space too. This space has it all and definitely will NOT last

Listed by Joseph Barnes of Keller Williams Realty Boston-Metro | Back Bay

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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12 East Street Winchester MA 01890

Winchester, MA12 East Street

Price$875,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72825631

  • Single Family Detached
  • Bathroom 2
  • Rooms 8
  • Bedrooms 4
  • Acreage 0.17

Welcome to this cozy cape with a big personality! This meticulously cared for and beautifully updated home will exceed your expectations; designed for casual living with an open concept first floor featuring living room w/ fireplace, updated kitchen flooded with sunlight, dining room overlooking beautiful pool area w/ walls of windows allowing for amazing natural sunlight and great views of the backyard oasis. The first floor also offers two bedrooms, or office/ bedroom each very spacious with adjacent full bath. The second floor has two additional bedrooms & an updated full bath with nice ceiling height and ample closet space. The finished lower level offers great family room/ playroom space & includes laundry and plenty of storage. This very special home is situated on a beautiful lot with in ground pool, stunning patio area and completely fenced yard with beautiful plantings; the perfect space for the family to enjoy. Conveniently located w/ easy access to Boston and Winchester Ctr.

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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3 Churchill Circle Winchester MA 01890

Winchester, MA3 Churchill Circle

Price$2,050,000

Est. Mortgage: $/month

MLS Number 72824952

  • Single Family Detached
  • Bathroom 3
  • Rooms 10
  • Bedrooms 4
  • Acreage 0.23

This once traditional colonial has been stunningly renovated into a sparkling, contemporary home. An open L-shaped floor plan has dynamic appeal with designer lighting fixtures, white-washed oak flooring & tall windows to usher in both morning & afternoon natural light. Long sight lines connect the dramatic two-story living room, dining area, & sleek modern kitchen w/Jenn-Air appliances. A quartzite waterfall-style island has ample seating and is a social hub for the large family room as well. An attractive staircase with cable railings leads to the 2d floor landing w/dramatic views of the living room below. 4 bedrooms include a large owner's suite w/two walk-in closets & luxurious new spa bath. The modern design elements continue into the lower level w/plush wall to wall carpeting, bonus room w/chic built-in bookshelf & cheerful flex space for all. Large mudroom. POTENTIAL 5TH BEDROOM AND 4TH BATH! New bamboo composite deck & lush grounds. Pretty cul de sac in Muraco Elementary area.

Listed by The Lorrie Parajeckas Group and Lorrie Parajeckas of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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4 Madison Avenue Winchester MA 01890

Winchester, MA4 Madison Avenue

Price$1,449,000

Est. Mortgage: $/month

MLS Number 72824469

  • Single Family Detached
  • Bathroom 2
  • Rooms 8
  • Bedrooms 3
  • Acreage 0.34

Prime location, bright & sunny home, oversized lot! Conveniently located near the heart of downtown Winchester Center. Accessible to schools, train, restaurants, library, shopping and Fells Reservation. This stunning Colonial is nestled in one of Winchester's most desirable neighborhoods & has an oversized lot w/ plenty of room for expansion. Covered front porch is welcoming & opens to a formal entry w/ gorgeous hardwood floors. Spacious living room w/ high ceilings & beautiful detail is perfect for game nights & formal dining room large enough to host family gatherings. A modern farmer's kitchen was thoughtfully designed w/ custom cabinetry & built-in extra storage. Appliances are top of the line including a Lacanche stove from France and stainless steel refrigerator & dishwasher. Eat-in kitchen adjacent to cozy family room. Perfectly designed mudroom ideal for organization. Wrap around back deck opens to a patio & huge backyard. 3 Br's on the 2nd floor w/ a full bath & walk up attic.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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67 Thornberry Road Winchester MA 01890

Winchester, MA67 Thornberry Road

Price$1,299,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72823811

  • Single Family Detached
  • Bathroom 3
  • Rooms 11
  • Bedrooms 4
  • Acreage 0.46

Beautiful split-level home in the highly sought-after Vinson-Owen Elementary school district is located in a serene, West-Side neighborhood. This sprawling 3,337 square foot home has 11 rooms, 4+ bedrooms, 3 full baths, and a 2 car garage. Perfect versatile layout with many choices for home schooling, home offices, and indoor/outdoor gathering spaces. Don't miss the light-filled sunroom leading to your spacious deck, Koi pond, and double patios. Private, 1/2 acre landscaped lot with abutting trees in rear and beautiful perennial landscaping and sprinkler system is virtually maintenance-free. Updates include: Interior painting and floors polished (2021), Exterior paint, oven and microwave, AC, and garage door (2020), Driveway repaved (2015), Hi-efficiency furnace & tankless Rinnai hot water system, roof, and attic insulation (2014). Easy access to nearby parks and conservation land.

Listed by Jodi Crowley of Lamacchia Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

10 Pine Street Winchester MA 01890

Winchester, MA10 Pine Street

Price$3,199,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72823505

  • Single Family Detached
  • Bathroom 5
  • Rooms 15
  • Bedrooms 7
  • Acreage 0.71

A true Winchester masterpiece! This one of a kind, grand shingle style victorian home is situated on approx 3/4 of an acre of land just outside Winchester center, in one of the most desirable downtown neighborhoods! This signature home features an extraordinary blend of old world charm & craftsmanship w/ modern custom design including an expanded eat in kitchen with island, gas cooking, wet bar & sliders to deck. Mudroom off kitchen with direct entry to over sized 2 car heated garage with Tesla charging station, and a spacious media room/ gym adding the finishing touch to a perfectly balanced home. From the moment you enter this stunning residence you will feel the grandeur, its presence is like no other; with large flowing rooms, gorgeous millwork, 9 fireplaces, 7 bedrooms, 3 full baths, 3 half baths. Master suite features a private deck, walk in closet, fireplace, & gorgeous spa-like bath with radiant heat floor, double vanity sinks, soaking tub, custom shower & high end fixtures.

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.