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Winchester, MA

 
 

Winchester is a small commuter town north of Boston popular with working professionals that need easy access to the city, but want a more suburban lifestyle. The town has two MBTA commuter rail stops along the Lowell line. Winchester was designated as a “Green Community” by the state of Massachusetts back in 2010 for its efforts to promote cleaner energy. Part of the Middlesex Fells Reservation lies in Winchester, a public recreation area occupying more than 2,200 acres in five towns. 

4 Dix Street Winchester MA 01890

Winchester, MA4 Dix Street

Price$3,200,000

Est. Mortgage: $/month

Open House

MLS Number 73070754

  • Residential
  • Next Open House: Sat 02/4 12:00 pm. to 1:00 pm.
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,500

Gracious old-world stucco Colonial. A rare combination of classic architecture completely renovated for modern living. Carefully curated interior design w/ all the upgrades. Chef’s kitchen w/ custom cabinetry, Wolf appliances, 10ft marble island, Wolf range, Sub-Zero, wine fridge, wet-bar & walk-in pantry. Gorgeous fire placed dining room. Sun-filled family room off kitchen w/French doors to outdoor bluestone patio & fenced yard. Living room w/ beamed ceilings, built-in window bench & fireplace. 1st floor offers additional living space w/ cozy sitting room & more built-ins. Grand foyer, mudroom w/ heated flrs. 5 Beds w/ 5 baths for flexible living space w/ dedicated office space & ample storage. Huge bonus rm w/ cork floors & built-ins perfect for playroom/studio. Home is professionally organized w/ storage & built-out closets. Anderson windows, high-efficiency systems, architectural roof, sound system, headed driveway. Steps to Winchester Center, train, schools, restaurants and more.

Listed by Leigh Ventura of Compass

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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 2023
* 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 Seneca Road Winchester MA 01890

Winchester, MA14 Seneca Road

Price$2,399,000

Est. Mortgage: $/month

Open House

MLS Number 73075010

  • Residential
  • Next Open House: Sat 02/4 11:30 am. to 1:00 pm.
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,100

Gorgeous custom built 4-5 bed 4.5 bath oversized colonial located on Winchesters' West side in desirable Ambrose school district! A stunning foyer welcomes you into this meticulously maintained home w/ woodwork and detail rarely seen. The spacious kitchen, dining & family room boast high ceilings & an open floor plan, great for entertaining w/ access to the level yard & patio. The 2nd floor features a gorgeous primary suite w/ sitting room, gas fireplace, 2 custom built closets & en suite bath w/ soaking tub & double vanity. The 2nd floor includes 3 additional bedrooms/ 2 bathrooms & laundry room. Fully finished basement w/ large media room perfect for movie/game nights & more. The bonus room in the basement can be used as a home gym/or 5th bed w/ full bathroom. Great mudroom directly off the attached 2 car garage & utility room. This home has a complete air purifying system throughout. You will fall in love with this property and all it has to offer.. don't miss this amazing home!

Listed by Kim Covino & Co. Team and Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 2023
* 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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39 Everett Avenue Winchester MA 01890

Winchester, MA39 Everett Avenue

Price$2,300,000

Est. Mortgage: $/month

Open House

MLS Number 73037552

  • Residential
  • Next Open House: Sun 02/5 12:00 pm. to 2:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,769

Welcome to 39 Everett Avenue, a classic mid-century modern home situated on a 25,000+ sf lot in the heart of Winchester’s coveted Everett Ave. neighborhood. Embrace the abundance of natural light streaming through the oversized windows throughout. This home exudes style & character with its impressive living room lined w/ built-in shelves, a wall of windows, brick fireplace, & wet bar. French doors lead directly to a side garden creating an organic flow of air & light. An eat-in kitchen w/ double sinks & plenty of storage opens to a lovely formal dining room w/ a large bay window. The 1st floor also boasts a spacious primary bedroom suite complete w/ a full bathroom, changing room, & three double closets. Two additional bedrooms, one and a half baths, and a home office, which opens up to an outside patio, complete this floor. The 2nd floor features two sun-filled bedrooms with hardwood floors, a full bath, and an enormous storage room with a walk-in cedar closet. It's a must-see home!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 2023
* 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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1 Socrates Way Winchester MA 01890

Winchester, MA1 Socrates Way

Price$1,995,000

Est. Mortgage: $/month

MLS Number 73054183

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,122
  • High School Whs

SPACE GALORE! Welcome to this fantastic 5 BR, 3.5 bath colonial on a little over an acre lot. The comfortable floor plan maximizes space with plenty of room for entertaining and spreading out. The light and airy living and dining room lead to a good size open concept kitchen which sits right in the center of the home. You'll feel as though you are perched up on a bird's nest looking out from the family room to the deck. On the 2nd FL, the primary suite is equipped with a fireplace, walk-in closet & full bath with a soaking tub. Laundry and 2 additional bedrooms complete this floor. The third level offers 2 additional bedrooms w/ full bath and office/media room. You'll love the convenience of simply taking a few stairs to your own home gym and hair/make up studio in the basement level, offering perfect for access for trainers and stylists. Outside this home is surrounded by mature trees and a direct path to Nutile Field make for a picturesque suburban setting.

Listed by Johan Lopez of Home Shop Properties,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 2023
* 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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111 Cambridge Street Winchester MA 01890

Winchester, MA111 Cambridge Street

Price$1,700,000

Est. Mortgage: $/month

Open House

MLS Number 73071135

  • Residential
  • Next Open House: Sun 02/5 12:00 pm. to 1:30 pm.
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 3,436

Gorgeous six-bedroom home has been lovingly renovated throughout. This house beautifully blends modern living with old world charm combining a new kitchen and baths with quality millwork, soaring ceilings, French doors and a stunning staircase of old. Step through the grand entry hall to an open dining/kitchen with Bosch appliances, a quartz-top island, coffered ceiling, custom cabinetry, new flooring, lighting, windows and hardware throughout. Enjoy entertaining in the front to back oversized living room with fireplace. Pass the elegant arched window to the second level with 4 bedrooms including the Primary en suite. With oversized bedrooms, a second full bath and excessive storage, there is plenty of space for all! The top floor offers two bedrooms, more storage and a bonus room. This home has a new electrical system, roof, fence, landscaping and has been repainted inside and out. Located minutes from Ambrose, the train and Winchester Center, don’t miss this rare move in ready home.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 2023
* 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 Manomet Road Winchester MA 01890

Winchester, MA5 Manomet Road

Price$1,649,000

Est. Mortgage: $/month

Open House

MLS Number 73018758

  • Residential
  • Next Open House: Sat 02/4 12:00 pm. to 1:30 pm.
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,800

Price reduced. Come see and prepare to be inspired! Spectacular and tasteful describe this 4 bedroom, 4 bath beauty in the Ambrose School District within a minute to the fabled Myopia Hill neighborhood. Meticulous, modern, and transitional flair with attention to detail and quality make this home a gem.Fabulous white kitchen with quality appliance package and white Carrera Quartz countertops.Maintenance free exterior, and professionally landscaped yard will dazzle your senses.Bright and open concept within the kitchen, dining and living areas with 2 bedrooms and full bath make up the main level.Upstairs encompasses the primary suite with connecting full bathroom and additional bedroom and full bath & laundry.Finished lower level with playroom, mudroom, home office, 4th full bathroom, and 2nd set of laundry hookups. Extra long heated garage and storage area complete the basement.Rarely does so much punch get put into such a nifty space.Value and quality are unmistakable.

Listed by Anthony Marino of Marino Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 2023
* 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 Dana Avenue Winchester MA 01890

Winchester, MA11 Dana Avenue

Price$1,449,000

Est. Mortgage: $/month

Open House

MLS Number 73074575

  • Residential
  • Next Open House: Sat 02/4 12:00 pm. to 1:30 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,624

This meticulously renovated and expansive ranch-style home checks all the boxes. The open floor plan is well suited for everyday living and entertaining. Featuring a tastefully designed living room with stunning fireplace, dry bar and large windows that flood the space with natural light. An elegant dining room opens to a richly appointed eat-in kitchen with center island, beautiful crisp, white cabinetry and stainless-steel appliances. Adjacent is an expansive family room with vaulted ceilings with direct access to the deck and level manicured yard. The master bedroom suite features custom closets and marble tiled bath. There are two additional bedrooms with ample closets and a full bath on this level. The finished lower level has a large family room, laundry, office, plus mudroom with access to a two-car heated garage. All this plus newer roof, updated utility systems, central AC, Pella windows, composite deck and plenty of storage. With so many updates it feels like new.

Listed by Pirani & Wile Group and Julie Wile Fish of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 2023
* 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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40 Elmwood Avenue Winchester MA 01890
Open House

MLS Number 73073522

  • Condo
  • Next Open House: Sun 02/5 1:30 pm. to 3:00 pm.
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,662

The CROWN JEWEL of the building! This truly special unit is flooded with light and boasts (2) private decks, (2) master suite options, and (2) garage parking spaces. Allegro is conveniently located in DOWNTOWN WINCHESTER. Picture yourself strolling down for your morning cup of joe, then over for a quick visit to the farmers market to pick up some fresh items for dinner. Don't feel like cooking? We don't blame you! Out the door you go, AGAIN, to enjoy any one of the fabulous restaurants our town center has to offer. This is how you live when you live Allegro. This elegant Penthouse unit boasts in-unit laundry and easy one level living. Don’t forget about the elevator and heated garage for your car. Condo fee includes trash service, landscaping, snow removal, property maintenance, PLUS HEAT & WATER!

Listed by Vita Realty Group, Robert Cipro and Philip J. Vita of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 2023
* 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 Glenwood Avenue Winchester MA 01890

MLS Number 73066850

  • Condo
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,225

High Quality New Construction in convenient location easy access to everything. Home features open concept Kitchen, dining area and living room perfect for entertaining. Hardwood flooring throughout bedrooms and bonus rooms. Slider off to small deck to backyard. Treks siding on front porch and back deck. Hardy Plank Maintenance free exterior. All quality SS appliances, white cabinets, center island, fireplace in LR. Second floor features Master Bed and Bath, two other bedrooms with one additional full bath. Finished Bonus family room/office on 3rd Floor. Basement has high ceilings and walk out. Plenty of parking.

Listed by Claire Moore-Rosa of Burns & Egan Realty Group,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 2023
* 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 Glenwood Avenue Winchester MA 01890

MLS Number 73066852

  • Condo
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,285

High Quality New Construction in convenient location easy access to everything. Home features open concept Kitchen, dining area and living room perfect for entertaining. Hardwood flooring throughout bedrooms and bonus rooms. Hardy Plank maintenance free exterior. Slider off to small deck to backyard. Treks siding on front porch and back deck. All quality SS appliances, white cabinets, center island, fireplace in LR. Second floor features Master Bed and Bath, two other bedrooms with one additional full bath. Finished Bonus family room/office on 3rd Floor. Basement has high ceilings and walk out. Plenty of parking.

Listed by Claire Moore-Rosa of Burns & Egan Realty Group,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 2023
* 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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19 Everett Avenue Winchester MA 01890

Winchester, MA19 Everett Avenue

Price$1,150,000

Est. Mortgage: $/month

Open House

MLS Number 73075700

  • Residential
  • Next Open House: Sat 02/4 12:00 pm. to 1:00 pm.
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,569

Get ready to make your mark on one of the most desirable streets in Winchester! This Alfred Elliot home is located in the Everett/Sheffield Road Historic District and offers an abundance of opportunity with 12 spacious rooms including six bedrooms, three and one half bathrooms, living room, family room, bonus room, home office, refinished hardwood floors, 3 fireplaces, and open concept kitchen/dining area. Bathrooms have all been partially renovated and the home has been converted from oil to gas. With close vicinity to schools, Mystic Lakes, Boat Club and Country Club this property stands out in a class of its own. Don't miss out on this rare opportunity - make this home yours today and be proud of the address for years to come!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 2023
* 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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40 Elmwood Avenue Winchester MA 01890
Open House

MLS Number 73068446

  • Condo
  • Next Open House: Sun 02/5 1:30 pm. to 3:00 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,296

The new year is all about starting fresh; pursuing things you may not have achieved during the year before. Perhaps you missed out on an opportunity to live in Winchester’s newest development right in our town center. You’re in luck, HERE’S ANOTHER CHANCE! Welcome to unit #4 at Allegro. This is the first time this front facing unit is available for sale! Boasting in-unit laundry and easy one level living. Don’t forget about the elevator and heated garage for your car. Condo fee includes trash service, landscaping, snow removal, property maintenance, PLUS HEAT & WATER! This location is truly not to be missed. Everything is just outside your door including shops, restaurants, banks, grocery store, hardware store, and the commuter rail station. Book your visit today and see what is means to live Allegro!

Listed by Vita Realty Group, Michael Askjaer and Philip J. Vita of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 2023
* 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

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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. MLSPIN 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.

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.