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. Learn about the town of Winchester.

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21 Fairmount Street Winchester MA 01890

Price$799,900

Est. Mortgage: $/month

Open House

MLS Number 72550309

  • Single Family
  • Next Open House: Sun 18th 1:00 pm - 3:00 pm
  • Garage 1
  • Parking Spaces 4
  • Year Built 1940

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. All offers due Tuesday 8/20 5:00PM

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

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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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

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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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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: 3.6% last updated on Aug 15, 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

MLS Number 72542662

  • Single Family
  • Garage 3
  • Parking Spaces 12
  • Year Built 2015
  • Full Bath 6

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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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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 Ridgeway Street Winchester MA 01890

Price$899,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72541337

  • Single Family
  • Parking Spaces 4
  • Year Built 1900
  • Full Bath 2
  • Bathroom 2

Charming colonial set in the heart of downtown Winchester! 3 levels of historic living space include hardwood floors, original design details and preserved touches throughout. On the 1st floor enjoy a sunlit living room, formal dining room, full bathroom, updated kitchen w/ eat-in area & French doors that open up to private family room. Head upstairs to find 4 bedrooms, 1 full bathroom and laundry. In the cozy hall nook, relax with a good book or create a small office space. A spacious, sun-drenched room on the 3rd floor provides a lovely space for a 5th bedroom or playroom. The large partially finished lower level offers storage space and/or opportunity for expansion. Enjoy the breeze on your peaceful covered front porch and, in the private backyard oasis, walk a brick-lined path as it leads you to lush gardens, koi pond and sunny sitting areas. Just steps to Main St and a short ride to everything downtown offers, this 3-story beauty is a true Winchester gem.

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

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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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

Price Changed

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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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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14 Watson Place Winchester MA 01890

Price$779,000

Est. Mortgage: $/month

Open House

MLS Number 72539691

  • Single Family
  • Next Open House: Sun 18th 1:00 pm - 2:30 pm
  • Garage 2
  • Parking Spaces 4
  • Year Built 1896

This beautiful turn of the century Victorian is conveniently located near all that Winchester has to offer: shops, commuter rail, library, Farmer's Market, Middlesex Fells Reservation, and award-winning schools. The inviting wrap around front porch immediately welcomes you into the home. The spacious remodeled kitchen is a chef's dream, with granite counters and stainless appliances, including a 6-burner Jenn-Air stove. The kitchen flows into the dining room, which features a charming original fireplace and built-in hutch. The first floor continues into the sunny living room. The second floor offers three generous bedrooms, remodeled bath with double vanity, and walk-in closet with built-in storage. Finished attic would be a great office, playroom, or guest room. Additional features include gleaming hardwood floors, generous storage throughout, central air, two car garage, fenced in side yard, and location at the end of a dead end street. Move right in and start enjoying Winchester!

Listed by Theuer, Pirani & Wile of Leading Edge Real Estate

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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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 White Street Winchester MA 01890

Price$899,900

Est. Mortgage: $/month

MLS Number 72539605

  • Single Family
  • Parking Spaces 6
  • Year Built 1952
  • Full Bath 3
  • Bathroom 4

Contemporary Multi-Level home - nearly 2,800 sq ft - for an outstanding value in Winchester! Open concept floor plan with cathedral ceilings, skylights, 2 master suites, and so much more. 4+ Bedrooms and 3.5 Baths. Unique floor plan offers unlimited possibilities for this truly one-of-a-kind home. Corner lot in a quiet residential neighborhood, yet just steps to Main St and a short ride to everything downtown offers. Large bar area in lower level as well as a second kitchen (no stove) and a huge laundry room, plus an office and possible 5th bedroom. Opportunity is there for an in-law/utility apartment for an extended family situation. FHA/Gas heat with central A/C, plus a ductless mini split system in the 2nd floor addition. First time available for sale in 40+ years, your custom touches will make this home a true masterpiece.

Listed by Cassidy Real Estate Partners and Christopher Cassidy of Keller Williams Realty

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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42 Mayflower Road Winchester MA 01890

Price$1,599,000

Est. Mortgage: $/month

MLS Number 72537821

  • Single Family
  • Garage 6
  • Parking Spaces 4
  • Year Built 1975
  • Full Bath 3

What's on the top of your "must have" list? Perhaps it's a great community? A nice yard? A garage? Or one level living? What if we told you that you could have an AMAZING community, HUGE and LEVEL yard, 6+ CAR GARAGE (yes, you read it right) and a SPRAWLING ranch style home with additional living space in the lower level? You'd probably say "sign me up!" Let us introduce to you 42 Mayflower Road. A property AS HOT AS THE WEATHER! From the moment you enter into the oversized foyer and step down into the sunken fireplaced living room, you'll see why this home is so special. With 2,700+ SF just on the main level, the grand characteristics will never get old. In addition to being a car enthusiast are you a wine enthusiast? The cedar wine closet of your dreams is just off the kitchen. Let's not forget to mention the backyard, a true oasis with covered patio and expansive lawn. You'll feel like you're on vacation everyday! Located just footsteps to Wright-Locke Farm and Mullen Field.

Listed by Philip J. Vita of Leading Edge Real Estate

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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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379 Main Street Winchester MA 01890

Price$1,800,000

Est. Mortgage: $/month

MLS Number 72536636

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Year Built 1846
  • Full Bath 3

Have you been looking and looking for a large updated classic Winchester home with an open floor plan and close to town? Finally it's come on the market! This handsome updated home with an open sunny floor plan is only a 5-10 min walk to town center, train, and schools. The 21 x 15 kitchen flows into the 21 x 21 fireplaced skylit family room. Off the family room is a sky-lit cathedral ceiling sunroom featuring a hot tub and French doors out to the garden. The fully equipped kitchen has everything you could want: separate gas cooktop, 2 wall ovens, plus built-in microwave, 2 warming drawers and an abundance of cabinets. On the second floor there are 3 bedrooms and a laundry. The fireplaced master suite has a walk-in closet and custom bathroom with heated towel bar. With 2 more bedrooms and a full bath on the 3rd floor you have options for more family bedrooms, an office, or a nanny suite. This quintessential Winchester home awaits you.

Listed by Judith Ober of Berkshire Hathaway HomeServices N.E. Prime Properties

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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10 Woodside Road Winchester MA 01890

Price$1,079,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72532169

  • Single Family
  • Garage 2
  • Parking Spaces 3
  • Year Built 1928
  • Full Bath 2

Rare opportunity! Classic English colonial nestled within Winchester's Flats neighborhood with beautiful views of Winter Pond and an expansive, private back yard. This lovely home evokes a Tudor styling with so much original character- gumwood beamed ceilings, French doors, custom built-ins, and a fireplaced living room overlooking the scenic pond. In addition to its oversized living & dining rooms, the 1st floor boasts an inviting cherry kitchen with adjacent mudroom, half bath, and a separate office/den. Enjoy indoor/outdoor living from the breezy three-season porch which opens to a patio, detached 2-car garage, and large leafy backyard. Upstairs, you'll find two bedrooms each with water views, full bath, and a master suite with walk-in closet & private bath. The lower level offers pure potential with a large family room, laundry, half bath & addl storage. You're sure to love this convenient location, close to schools, Winchester Ctr, and commuter rail to Boston. Welcome home!

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

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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45 Cross Street Winchester MA 01890

Price$575,000

Est. Mortgage: $/month

MLS Number 72531019

  • Single Family
  • Parking Spaces 2
  • Year Built 1916
  • Full Bath 1
  • Bathroom 2

Move in before the school year! Here is your chance to live in one of the area's most desirable locations! Whether it be for commuting ease to anywhere, excellent school choice or just the sheer pleasure to live in a wonderful community, you have found it! This sun filled, well updated and maintained 3bedroom Colonial boasts hardwood floors throughout the first floor. The kitchen/dining room area serves as a perfect space to entertain and have those special dinners. Kitchen counter tops are granite and stainless steel appliances surround you! The familyroom and bonus room could serve as an office, bedroom or playroom finish off the floor! Access to the fenced in back yard and patio is a plus! Up the stairs are two more bedrooms, a full bathroom and laundry! All windows (except the two kitchen) have been updated with in the last 10 years! Super close to Muraco Elementary, WHS, Winchester Center and Hospital. Quick closing possible!

Listed by Knox Haschig Real Estate Group and Deborah Austermann of William Raveis R.E. & Home Services

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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29 McCall Road Winchester MA 01890

Price$2,600,000

Est. Mortgage: $/month

MLS Number 72526503

  • Single Family
  • Garage 3
  • Parking Spaces 3
  • Village Myopia Hill
  • Year Built 1994

Custom built Myopia Hill Colonial was part of the Schrafft Estate peacock garden. From the moment you traverse the driveway nestled in greenery, this exceptional setting will capture your heart. The magical lot with beautiful mature plantings offers privacy with front porch, patios & lawn space. The spacious kitchen provides ample room for cooking & gathering with dining area & center island which flows into the 2 story, beamed ceiling family room with fireplace, interior balcony & oversized windows on three sides to enjoy all seasons. The elegant foyer opens to fireplace living room & vaulted ceiling dining room - both with access to serene patios for gracious entertaining. Enjoy a treetop view from the 2nd floor which includes a private master suite bedroom, guest room with ensuite bath, 2 additional bedrooms with shared bath & game room. Direct entry from the 3-car garage with access to both the basement & large mudroom, half bath & laundry, offers ease of living. Truly a retreat!

Listed by Anne Spry and Stephanie Mcgowan of Waterfield Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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195 Cambridge Street Winchester MA 01890

Price$859,000

Est. Mortgage: $/month

MLS Number 72523776

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1820
  • Full Bath 3

Are you looking for a new home that is out of the ordinary? Step into this home and you have stepped into the extraordinary - a five bedroom home that is steeped in history and full of charm and character.This is the homestead of the fabled "White Horseman" Hezekiah Wyman, who at 55 years with long locks of white hair, rode off on his white mare to fight the retreating British after their battle in Lexington and Concord in 1775. This home retains much of its character with fine craftsmanship and comfortable living spaces. And, if you are looking for that perfect escape from the city or hustle and bustle of every day life, this home has a back yard that will take you away from it all. Escape to the gardens, the play areas, the perfect sitting areas under the broad reach of beautiful trees that you will find in this glorious and very private back yard. So, here, not only will you own a spacious and charming home but you will also own a piece of Winchester's and our National history

Listed by Stephen DeConto of Coldwell Banker Residential Brokerage - Winchester

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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146 Ridge Street Winchester MA 01890

Price$1,250,000

Est. Mortgage: $/month

MLS Number 72522156

  • Single Family
  • Garage 1
  • Parking Spaces 3
  • Year Built 1951
  • Full Bath 5

Move right in to this thoughtfully designed West Side colonial, a short walk to award winning Vinson Owen school. The open-plan living/dining is bright & sunny and leads to private office with brick backdrop from the living room fireplace. Kitchen features granite counters, stainless appliances, & sunny breakfast nook. Formal sitting room, a bedroom & full bath complete the 1st floor. Elegant staircase leads to gorgeous master suite with custom walk-in closet, 3 additional spacious corner bedrooms, and 2 full baths. Finished, walk-out lower level ideal as family/game room or separate space for the aupair. Newly built deck overlooks sprawling tree-lined, flat yard - perfect for summer fun! Hardwood floors throughout, 2 laundry rooms (lower level & 2nd floor!), excellent storage, attached garage & dry-walled/carpeted attic ready for completion. Easy access to major highways & only 7 miles to Boston. A great home with space for everyone!

Listed by The Gillach Group and Noha Soliman of William Raveis R. E. & Home Services

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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 W Chardon Road Winchester MA 01890

Price$1,699,000

Est. Mortgage: $/month

MLS Number 72520138

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Year Built 1950
  • Full Bath 4

Well maintained custom colonial in desirable neighborhood. Corner lot w/mature plantings & great curb appeal. This sun-filled home boasts six bedrooms & three fireplaces, completely renovated approx. 2008. First floor offers two generous sized bedrooms w/versatility; office, au pair or in-law w/full bathroom & shower. Large eat in kitchen flows into family room w/gorgeous stone fireplace. French doors lead to dining room with double sided fireplace shared with living room. Second floor offers a grand oversized master bedroom suite w/high ceilings, large walk in closet, spacious master bathroom w/tub, separate shower & double vanity sinks. Add'l three bedrooms one en-suite, plus a jack & jill bathroom shared by other bedrooms . Walk up attic with plenty of storage or choose to finish space. Oversized two car garage with direct entry to mudroom. High velocity A/C. New boiler/manifold/pump 2018. Radiant flooring throughout entire home. 75 gal hot water tank. Close to train and town.

Listed by Sharyn Pasquale of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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 Tanglewood Lane Winchester MA 01890

Price$1,597,000

Est. Mortgage: $/month

MLS Number 72520252

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1982
  • Full Bath 5

Sprawling custom contemporary home on the West Side with a beautiful 30,536 sq ft lot. This one owner home circa 1982, offers luscious gardens and spacious privacy on a cul de sac in the VO school district. This home provides great space inside and out for busy lives, entertaining, celebrating and relaxing. There are 5 bedrooms including a spacious Master, en suite baths, a full finished Lower Level and open and flexible first floor plan with direct access to the back yard. The first floor also features beautiful and thoughtfully designed architectural details, 2 fireplaces, a family room overlooking the gardens and a spa bath for some very special down time.

Listed by Naomi DeLairre of Waterfield Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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10 Sussex Road Winchester MA 01890

Price$969,000

Est. Mortgage: $/month

MLS Number 72520218

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Year Built 1954
  • Full Bath 2

10 Sussex Road, Winchester, MA 01890 Desirable location, this lovely ranch has been renovated from top to bottom and meticulously maintained - it's sunny and spacious. Open floor plan with updated kitchen and baths, roof updated, tilt-in windows, central air, 30 x 12 deck off the kitchen, irrigation system, insultation, updated heat and electric and shed. A beautiful home at a great price - 2 car under garage with door openers and direct access. Situated on a spectacular corner lot with mature plantings and a great neighborhood. 1 mile to downtown, walk to commuter rail to Boston, Town Forest at end of street.

Listed by Jason Saphire of www.EntryOnly.com

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$
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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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37 Lockeland Road Winchester MA 01890

Price$899,900

Est. Mortgage: $/month

MLS Number 72518395

  • Single Family
  • Garage 1
  • Parking Spaces 4
  • Year Built 1955
  • Full Bath 2

Spacious and sunny oversized Cape situated in coveted west side Winchester neighborhood! Sprawling 4 bedroom 2.5 bathroom home with gleaming hardwood floors throughout. Newly updated gas heating system. Boasting 3 season sunroom overlooking multi level backyard with garden. Located in desirable Vinson Owen school district. Close to historic Wright Locke Farm with hiking trails and conservation land. Enjoy playground and park across the street. Close to Routes 93,95, & 2. Truly a must see!

Listed by Kristine Welch of Greater Metropolitan R. E.

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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174 Forest Street Winchester MA 01890

Price$1,499,000

Est. Mortgage: $/month

MLS Number 72514312

  • Single Family
  • Garage 2
  • Parking Spaces 3
  • Year Built 2001
  • Full Bath 2

METICULOUSLY MAINTAINED SINGLE FAMILY SEEKING A NEW OWNER! This majestic Colonial featuring an open concept floor plan for today's modern lifestyle recently went through a significant transformation & is now ready to show. The welcoming 2-story foyer with formal dining & living rooms on either side are just the beginning of the journey. The Chef's style kitchen features granite counters, subway tile backsplash, SS appliances & breakfast nook, the perfect space for entertaining a large crowd. The fireplaced family room abuts the kitchen allowing for the whole family to be together. The 2nd floor is home to 4 generous bedrooms, including the master suite with oversized bathroom & WIC, another full bath & laundry. The walk up attic or finished lower level are perfect for teens to play games & swap stories. Newly finished HD floors in 2018. New backsplash, interior & exterior paint & many light fixtures 2019. Muraco School district & easy access to major highways. Only 7 miles from 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: 3.6% last updated on Aug 15, 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 Summit Avenue Winchester MA 01890

Price$1,450,000

Est. Mortgage: $/month

MLS Number 72512386

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1897
  • Full Bath 1

This may be your "Forever" home! Ideally located on a quiet cul de sac above the Town Center, this Painted Lady is just a few short blocks to Winchester's shops, bistros, Farmers' Market, schools and Boston commuter train. From the inviting front porch and huge welcoming Foyer, the two fireplaced parlors w/oak pocket doors and Dining Room w/2 leaded-glass china cabinets will be perfect for gathering family and friends. The large Kitchen offers a breakfast bar, the original 'Baking Room', first floor Laundry, half-bath and convenient back stairs. An impressive turning staircase leads up to 4 Bedrooms, upstairs sitting alcove, and an office/craft room. The large fireplaced Master Bedroom has adjacent space for adding your Master Bath and Walk-in Closet. Two more interesting bedrooms with built-ins on 3rd floor, plus a great walk-in attic. All new siding and house-wrap insulation in 2017. Impressive room sizes, wonderful original details preserved, just steps to downtown - perfect!

Listed by Loraine Murtagh of Coldwell Banker Residential Brokerage - Winchester

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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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272 High Street Winchester MA 01890

Price$1,725,000

Est. Mortgage: $/month

MLS Number 72509896

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1995
  • Full Bath 3

Looking for some peace and quiet? You will find it at 272 High Street! This meticulously maintained colonial was custom built for its current owners, in a magnificent setting abutting the Whipple Hill conservation area. Lots of beautiful windows allow tons of natural light and a spectacular view. Large open kitchen, with island and eating area, open to a bright family room. First floor also includes formal dining room, living room and office. Second floor offers four large bedrooms, one with en suite bathroom and including a large master suite with gorgeous built in dressers, two walk in closets and bright bathroom. Game room in finished basement with walk out to the backyard. Need even more space? The basement has additional space to finish and is framed for an additional bathroom, as well as an entire third floor level, ready to make your own. Follow the trails to Wright Locke Farm, take a hike at Whipple Hill and close proximity to VO School and Winchester Swim and Tennis Club.

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

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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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46 Lorena Road Winchester MA 01890

Price$1,699,000

Est. Mortgage: $/month

MLS Number 72509519

  • Single Family
  • Garage 2
  • Parking Spaces 8
  • Year Built 1957
  • Full Bath 3

MUST SEE INSIDE this beautiful East Side contemporary home, set on a large private lot surrounded by homes 2M+ in very desirable area near center. This 5 bedroom, 3.5 bath home is completely renovated~ Close to Winchester Center schools, shops & train to Boston! Plenty of living space on the first floor, boasting a gorgeous high end kitchen w/Sub Zero fridge, double wall oven, walk-in pantry with wine fridge, playroom/ mudroom off the kitchen, dining room w/walls of windows, living room with fplc, and a bonus great room with floor to ceiling stone fireplace that is a focal point in this remarkable home! The master suite is private & includes a gorgeous spa like bath w/ walk in shower, double vanity & soaking tub; four additional bedrooms are generously sized w great windows & deep closets. 2 add'l baths and 2nd floor laundry complete this floor.The exterior includes a screen porch, beautiful patio, 2 car garage, mature perennials and large private yard to enjoy! Lincoln Elementary

Listed by Kim Covino of Leading Edge Real Estate

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Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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33 Dunster Lane Winchester MA 01890

Price$775,000

Est. Mortgage: $/month

MLS Number 72508535

  • Single Family
  • Parking Spaces 3
  • Year Built 1930
  • Full Bath 2
  • Bathroom 2

Attention investors//contractors, Cash or Rehab Loan ONLY... Great opportunity to revive a 1930 colonial in desirable Winchester neighborhood. Lower level features natural woodwork and hardwood floors throughout, fireplace in living room, built in china cabinet in formal dining room, a large "step down" tiled family room with cathedral ceiling and access to patio/ in ground pool area. Large Master bedroom and two additional bedrooms and full bath on second floor. Large, fenced in yard, in ground pool and off street parking round out a great money making opportunity for the savvy investor.

Listed by Mauro Silva of Century 21 North East

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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