Winchester MA Homes Over $500k

Scroll down to browse all homes over $500k for sale in Winchester, MA. Learn more about the town of Winchester.

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25 Oxford Street Winchester MA 01890
Open House

MLS Number 72504111

  • Single Family
  • Next Open House: Sat 25th 11:00 am - 1:00 pm
  • Garage 2
  • Parking Spaces 6
  • Year Built 1890

Stately Queen Anne inspired 11 RM Colonial in much loved Wedgemere Area & Ambrose School District.Luxurious Master Suite w/spa-quality bath,handsome FP family rm,granite kitchen w/butler's pantry,6BR's,3BA's,updated for today's lifestyle.Three tastefully appointed levels w/ high ceilings & timeless period details,provides ample space for family living & glorious entertaining.Tucked away in a top “Flats” location just a stones throw to Commuter Rail & Centre and a short hop to Boston & Cambridge.

Listed by Dorothea Feffer of Coldwell Banker Residential Brokerage - Winchester

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Federal 30-year interest rate: 4.07% last updated on May 16, 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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6 Hillcrest Parkway Winchester MA 01890

Price$1,249,000

Est. Mortgage: $/month

Open House

MLS Number 72503474

  • Single Family
  • Next Open House: Sat 25th 12:00 pm - 1:00 pm
  • Garage 2
  • Parking Spaces 6
  • Year Built 1953

Charming ranch nestled among the trees with not-too-distant views of the beautiful North Reservoir! Enjoy your private outdoor oasis: oversized yard with gardens & patio perfect for family gatherings. Vast open-concept living-dining room combo with hardwood floors & gas fireplace. French doors in the dining room lead to patio with view of Fells. Recently updated kitchen with stainless steel appliances (Wolf, Bosch, Samsung), quartz countertops & breakfast nook. Master bedroom with bay windows, walk-in closet & modern ensuite bathroom. 2nd bedroom & 1 full bath with stacked laundry complete first floor. Find the ultimate retreat in the finished lower level: rec room with stone wall, gas fireplace, wet bar & office nook provides perfect entertaining space. 2 bedrooms, 1 full bath, large storage room (potential to be a playroom or media room!) complete lower level. Steps away from the Fells & North Reservoir. Short drive to Winchester Center & commuter rail & just 9 miles North of Boston.

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

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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6 Cabot Street Winchester MA 01890

Price$2,149,000

Est. Mortgage: $/month

MLS Number 72499652

  • Single Family
  • Garage 2
  • Parking Spaces 5
  • Village Flats
  • Year Built 1870

Location Location, This wonderful family home is located on a quiet street in one of Winchester's most desirable neighborhoods called the "Flats." Close to Wedgemere Station for commuter rail and walk to town, middle school and high school. Upon entering the home, the foyer's fireplace welcomes you. The living room is filled with natural light from the oversized windows. Pocket doors open to the fireplaced family room. The breakfast room with french doors to the back porch is right off the kitchen which has stainless steel appliances by Thermador including a subzero refrigerator, five burner range and two wall ovens. Past the back stairs, there is a pantry which leads you into the formal dining room. The second floor has a large master suite with fireplace, walk in closets and master bath with jacuzzi tub and walk-in shower. Two additional bedrooms, bath and laundry room complete the second floor. The third floor is yours to suit your needs.(Nannie or in-law suite)

Listed by Carolyn Vernaglia of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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18 Border Street Winchester MA 01890

Price$639,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72501720

  • Single Family
  • Parking Spaces 2
  • Year Built 1890
  • Full Bath 1
  • Bathroom 2

This charming 3 BR DELEADED turn-key home has just been beautifully and tastefully renovated throughout. It features a BRAND NEW KITCHEN AND TWO BATHS, a sun-filled dining area with skylight and sliders out to the deck, a beautiful gas fireplace, hardwood floors, high ceilings, ample storage space, second floor laundry, and a BONUS ROOM in the finished basement. The huge oversized fenced-in back yard features mature fruit trees, a vegetable garden, gorgeous landscaping, a patio, storage shed, and a SPRINKLER SYSTEM. Steps to beautiful Horn Pond and walking trails. Conveniently located between vibrant Woburn center and downtown Winchester, with easy access to 93/95 and bus line. Winchester schools at a Woburn price! OFFERS DUE TUESDAY AT NOON. Please allow 24 hours for seller's response.

Listed by Jennifer Hardin of True North Realty

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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12 WILDWOOD Street Winchester MA 01890

Price$1,424,900

Est. Mortgage: $/month

Open House

MLS Number 72502244

  • Single Family
  • Next Open House: Sat 25th 2:00 pm - 3:00 pm
  • Garage 1
  • Parking Spaces 6
  • Year Built 1890

Exquisite Victorian residence like no other! A Grande Dame~ rich in curb appeal~ a short walk from the town center. Sunlight streams in from every direction accentuating the architectural detail found in every inch of this home: stained glass window, moldings, huge windows & high ceilings on every level. Main fl features an elegant foyer w/Jack & Jill staircases; living room w/original mantle & fireplace that is the heart of this warm & inviting home; an eat-in kitchen highlighted by gas fireplace, exposed brick, beamed ceiling & genuine French limestone floor & an elegant dining room with piano windows & Juliette balcony w/ sensational views of the pristine yard accented by paver patio! 2nd fl has 4 spacious corner bedrooms. 3rd-floor office & guest suite, w/double sided fireplace, will leave you breathless. Amenities: welcoming covered front porch; hardwood fl's; 3 gas fireplaces; full bath on each level; 2 car garage & landscaped grounds w/mature perennial garden.

Listed by Nancy Ciampa McLaughlin of Redfin Corp.

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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85 Brookside Avenue Winchester MA 01890

Price$847,000

Est. Mortgage: $/month

Open House

MLS Number 72501245

  • Single Family
  • Next Open House: Sun 26th 12:00 pm - 2:00 pm
  • Garage 1
  • Parking Spaces 5
  • Year Built 1895

Highly desirable Davidson Park neighborhood. This property abuts the 10 acre park featuring trails, nature and access to the tri-community bike bath. You can't beat this location; convenient highway access, Muraco School district, commuter rail and the open green space at your back door. Home is perfect for a large family or those needing additional living quarters with three levels of living space, 5 bedrooms, 2.5 baths, first floor laundry, hardwood flooring, replacement windows, newer heating unit, garage, updated cherry kitchen and recent bath renovation. Third level has a bedroom, living room, full bath and balcony. The backyard is an oasis with patio, pergola, fire pit, shed, mature landscape - an ideal space for entertaining and playing. You are going to love living in this neighborhood!

Listed by Jessica Sherman-Anderson of RE/MAX Encore

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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 Brookside Avenue Winchester MA 01890

Price$1,250,000

Est. Mortgage: $/month

Open House

MLS Number 72501443

  • Single Family
  • Next Open House: Thu 23rd 5:30 pm - 7:30 pm
  • Garage 1
  • Parking Spaces 3
  • Year Built 1929

Lovely! Walk through the front door & see why this should be your next home. With versatile living space & stylish finishes, you'll enjoy a perfect setting for relaxing & entertaining. Entirely renovated in 2014, it offers the best of both worlds-details & an open (or not) floor plan. Custom features include Coffered ceilings, crown moldings & wainscoting. Beautiful entry hall, fireplaced living room, sunlit office & handy half bath. Expansive eat-in kitchen with island, SS appliances, gas cooking & granite countertops. Sliders to the patio where you can be proud to entertain al fresco. Currently, the dining room is being used as a toddler play space-adaptability at its best. Make your way to the second floor where there is a master with ensuite & custom walk-in closet, junior suite with en-suite & custom closet, two additional bedrooms, full bath (total bath count of 3 ½) & laundry. Finished lower level family room with built-in media center. Perfect for kicking back & unwinding.

Listed by Carolyn Sheehan and Phillip Sheehan of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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35 Tufts Road Winchester MA 01890

Price$699,000

Est. Mortgage: $/month

Open House

MLS Number 72500325

  • Single Family
  • Next Open House: Sat 25th 12:00 pm - 2:00 pm
  • Parking Spaces 2
  • Year Built 1955
  • Full Bath 1

An enchanting colonial style home in the prestigious sought-after Winchester neighborhood set on large level land, this cozy 3 bedroom 1.5 bath house greets you with warmth, elegance and a sense of home. The kitchen features quartz countertop. Large family room on the lower level provides space for entertainment. Fireplaced living room, spacious dining room, and a half bath finish the first floor. Upstairs boasts a spacious master bedroom with walk-in closet, two additional good sized bedrooms and a full ceramic tiled bath. Hard wood floors throughout, 2 off-street parking. New steam boiler installed in 2019. Fantastic location in a quiet neighborhood, steps to Muraco elementary school and Leonard Field's playground, easy access to the highway and the various restaurants and shops the vibrant Winchester town center has to offer. Offer due on Tuesday at 5pm.

Listed by Wei Fu of Benoit Real Estate Group,LLC

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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 Cutting Street Winchester MA 01890

Price$829,000

Est. Mortgage: $/month

MLS Number 72500710

  • Single Family
  • Parking Spaces 3
  • Year Built 1900
  • Full Bath 1
  • Bathroom 2

Winchester Center. Desirable Lincoln school district. Three large bedroom Victorian farmhouse ideally located just a short stroll to the commuter rail, downtown restaurants, library, schools, and playgrounds. Cheery and bright, the home is lovingly maintained and in move-in-condition. It features charming original details, gleaming hardwood floors, huge sun-filled windows, and an updated granite and stainless eat-in-kitchen. Enjoy your morning coffee on the farmer's porch, and barbecues on your private patio.

Listed by Derek Greene of The Greene Realty Group

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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$1,280,000

Est. Mortgage: $/month

MLS Number 72500713

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

Spacious and sunny colonial in west side location, 5 minutes walking to newly built Vison Owen elementary school. Carefree Beacon Hill garden! Large first floor family room opening to a lovely private patio. Master bedroom suite with large walk-in closet. First floor au-pair/in-law or activity room. Central air conditioning. A great home with space for everyone!

Listed by Jeffrey Yang of Greatland Real Estate LLC

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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2 Alben Street Winchester MA 01890

Price$1,499,000

Est. Mortgage: $/month

MLS Number 72499325

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1988
  • Full Bath 2

Custom colonial on a corner lot near Winchester's beautiful North Reservoir with its walking trails offers its new homeowners a sophisticated palette throughout of warm cream, butter yellows, and butterscotch. The soaring, light-filled entryway welcomes with a traditional formal living and over-sized dining room at the front of the home, and the open kitchen, with breakfast area, has access to 35 ft. deck for entertaining. The kitchen area opens to a huge front-to-back fireplaced family room. Three good sized bedrooms on the second floor plus sitting nook - and if you like to shop, the master bedroom has an impressive 13 ft walk-in closet! The lower level is a self-contained sanctuary with its own: full bath, kitchenette, and large open area recently updated with new flooring and recessed lighting -access to oversized 2 car garage and sliders to the covered patio. Come see what Winchester has to offer besides the fabulous schools, commuter rail to Boston, easy access to all highways!

Listed by Diane Plunkett and Lynn Ricci of Plunkett Properties

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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7 Olde Village Winchester MA 01890

Price$1,289,000

Est. Mortgage: $/month

MLS Number 72498714

  • Single Family
  • Garage 2
  • Parking Spaces 8
  • Year Built 1977
  • Full Bath 3

BEAUTIFUL HOME IN WINCHESTER'S DESIRABLE WEST SIDE! Meticulously maintained & recently painted INSIDE & OUT in neutral BENJAMIN MOORE colors! Nothing to do but move in. This gorgeous split level home, nestled on over an acre of land, offers an inviting floor plan, allowing for the whole family to spread out. The kitchen boasts SS appliances & granite counters. Host your next cookout on the expansive deck accessible from kitchen, dining room & sunroom. Not 1 but 2 spacious living rooms, both with fireplaces. The master suite features a large WIC & full bathroom. Three other spacious bedrooms and 2 additional bathrooms complete this home. WITHIN WALKING DISTANCE TO THE 3 YEAR OLD VINSON OWEN SCHOOL! A short drive to downtown Winchester where you'll be greeted with plentiful restaurants, boutiques, coffee shops and the commuter rail to North Station. 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: 4.07% last updated on May 16, 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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35 Wildwood Street Winchester MA 01890

Price$2,100,000

Est. Mortgage: $/month

MLS Number 72498454

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1901
  • Full Bath 4

Classic Stucco Colonial located in the FLATS just a short walk to Packer tennis courts, downtown and schools. The home was built in 1901, tastefully upgraded in 2005/06 significantly modernizing of the kitchen and family areas. All systems have been upgraded including plumbing, heating and air conditioning. 35 Wildwood Street offers amazing flow for entertaining small and large gatherings inside and outside. Notice the woodwork/built-ins, quarter sawn hardwood flooring throughout and large modern windows consistent with the character of the home. The butler's pantry beautifully appointed between the kitchen and dining room. A full sound system has been installed throughout the house and patio, outdoor lighting throughout the yard and a full irrigation system for back and front yard. The yard at 35 Wildwood is massive by Winchester norms, the owner has thoroughly enjoyed outdoor entertaining, fielding soccer tournaments and annually a large outdoor skating rink.

Listed by Peggy Otis of Coldwell Banker Residential Brokerage - Winchester

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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 LAKEVIEW Road Winchester MA 01890

Price$1,900,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72499089

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1910
  • Full Bath 2

Exceptional charm and beauty from 1910 with modern amenities. High ceilings, wainscoting, hardwood floors, updated plumbing and electrical, custom kitchen and family room, custom built-ins in butler pantry, LR and FR. Screened porch serves as an extra room (sf not included) for many months. 2 car garage can accommodate a lift for a 3rd car. 3 bedrooms on 2nd floor. 1 bedrooms with half bath on 3rd floor. Great room on 3rd floor has parquet floor and fireplace - perfect for game or possibly a 5th bedroom. Unique "telephone room" with desk and closet leads from foyer to butler pantry. This home has an excellent flow. Numerous updates - recently painted, and much more - see list. Good closet space. First floor laundry. Convenient to Wedgemere commuter rail station for a 16 minute ride to North Station. Convenient to 93,128, 2,3. Enjoy all that Winchester offers: Middlesex Fells, Saturday Farmers Market, Wright Locke Farm, and so much more!

Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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$1,874,000

Est. Mortgage: $/month

MLS Number 72497836

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

Sitting atop the hills of Winchester, this 5 bed5.5 bath has been exquisitely designed to capture the lush outdoor oasis; inviting the beauty of the outdoors in. A grand foyer sets the tone for this special home, leading to a flowing floorplan, where each room naturally conveys itself to the next. The wraparound kitchen boasts professional grade appliances w/a center island, bar sink & 2nd refrigerator. The home's warmth extends from the kitchen to the living room, fireplaced den, dining room & a spa-like bath w/honed black granite. Combining ideal entertaining space for large gatherings & intimate areas for homeowners. The master suite encompasses an upstairs wing w/en-suite bath & walk-in-closets. A large home office w/French doors lets in natural light overlooking the foyer. The lower level is designed as a game/family room w/Spanish tile bar, an abundance of storage & full bath. Privately situated at the end of a cul-de-sac w/expansive grounds, this home is only minutes from Boston

Listed by Karen Peters of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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143-145 Cambridge Street Winchester MA 01890

Price$1,250,000

Est. Mortgage: $/month

MLS Number 72497647

  • Single Family
  • Garage 3
  • Parking Spaces 6
  • Adult Community
  • Year Built 1860

Located near the Flats of Winchester, this legal 2 Family is also the perfect single family with many possibilities! Built in 1860 this 12 room home has a flexible floor plan and a detached 3 car garage. The first floor is divided up to have the ideal in-law or au pair suite complete with full bath and kitchen. Second floor has 5 bedrooms and 2 full baths with the possibility to create a beautiful master suite. The basement is partially finished with separate storage area and laundry. Outside the yard is mostly fenced in, beautifully landscaped and complete with deck. OPEN HOUSE Sunday May 19th 12:00-1:30pm

Listed by The Synergy Group, Paul Cirignano and David Proch- Wilson of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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 Fernway Winchester MA 01890

Price$2,050,000

Est. Mortgage: $/month

MLS Number 72497005

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Village Myopia Hill
  • Year Built 1928

Beautifully set within Myopia Hill, this updated Tudor style home, contains magnificent period details while being updated for modern luxury living. This one of a kind home has surprises at every turn; The main level boasts a central family room, hidden library, immaculate chef's eat in kitchen, half bath, hardwood floors throughout, exceptional outdoor space, two stone patios, firepit, and lush conservation land. The second floor contains 5 spacious bedrooms and 3 full baths which includes the master suite with en-suite bath and his & hers closet space, office, and laundry. Charming arches and beautifully detailed lattice windows allow tons of natural light with sweeping landscape views. Extra features include the lower level game room, bonus room, storage space, 2 car-garage with storage and mudroom access, all while being in the perfect location for privacy and tranquility while still being centrally located to downtown!

Listed by The McLaren D'Agostino Team and Susan C. McLaren of Coldwell Banker Residential Brokerage - Boston - Back Bay

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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 Nelson Street Winchester MA 01890

Price$825,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72497326

  • Single Family
  • Garage 1
  • Parking Spaces 1
  • Year Built 1898
  • Full Bath 2

Welcome to 29 Nelson St: a beautifully renovated 3 bedroom colonial in a coveted, in-town neighborhood. This sweet home has been completely re-modeled inside and out. Featuring a beautiful, spacious open kitchen/dining room with high-end cabinetry, granite counters, Bosch appliances, all new hardwood floors, and 3 bedrooms with an en-suite master bath. Enjoy the newly landscaped, enclosed back yard with patio, or relax on the front porch. New siding, windows, systems and a one car garage complete this perfect package. Easy distance to Winchester Center, Lincoln Elementary and train to Boston.

Listed by Anne Spry and Naomi DeLairre of Waterfield Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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2 Marchant Road Winchester MA 01890

Price$1,150,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72496444

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1935
  • Full Bath 2

Move right in to this 4 plus bedroom colonial, substantially renovated inside & out. Located on a cul-de-sac in desired East Hill. This home has been transformed into a perfect layout for busy households starting with a 2 car attached garage, large mudroom, a granite and stainless kitchen with breakfast bar & wall of windows overlooking a large deck & expansive, level backyard. The 1st floor has a pleasing circular flow with a center foyer, dining room, front-to back fireplaced living room, sunroom, & 1/2-bath. The 2nd floor features a new master suite retreat w/bath & huge dressing room (or 5th bedroom/nursery). 3 additional large corner bedrooms, bath, & laundry room complete the 2nd floor. Hardwood floors & built-ins throughout. Finished Lower level family room. Newer roof. Energy-saving features: solar panels, triple pane windows, rigid foam insulation, & cement fiber siding. Only a half mile to Wedgemere Commuter Rail & just a mile to downtown Winchester. Lincoln Elem. School!

Listed by The Lorrie Parajeckas Group and Lorrie Parajeckas of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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22 Brooks Street Winchester MA 01890

Price$2,499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72495013

  • Single Family
  • Garage 3
  • Parking Spaces 5
  • Year Built 2003
  • Full Bath 5

Gorgeous colonial w/ modern design and open layout! Grand foyer w/ staircase, chandelier & soaring ceilings welcomes you. Living room w/ fireplace, dining area & outdoor access in back. Enjoy a sprawling open layout in kitchen & family room: oversized center island, granite countertops, stainless steel appliances, convection ovens, cooktop w/ commercial range & breakfast bar; family room w/ vaulted ceilings, skylights, fireplace. Large dining area w/ backyard access. A private office & half bath complete 1st floor. Master suite w/ hardwood floors, fireplace, walk-in closet & spa-like ensuite bath plus 2 addt'l bedrooms, 1 full bath & laundry room on 2nd floor. Head up one more level to find 2 bedrooms w/ ensuite baths & closets separated by a playroom w/ hardwood floors. Finished lower level w/ mudroom, 2 rooms for entertaining & bathroom w/ steam shower. Bose audio system throughout house, 3 car garage, fenced yard w/ deck and direct access to Town Forest hiking and walking trails.

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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 Lockeland Road Winchester MA 01890

Price$1,049,000

Est. Mortgage: $/month

MLS Number 72494416

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1966
  • Full Bath 3

Beautiful Cape home in the heart of Winchester designed for grand entertaining as well as intimate family living. Bright, open living room with floor-to-ceiling bay windows, spacious eat-in kitchen with ample cabinet & storage space, formal dining room, & window-lined sunroom overlooking backyard for ultimate relaxation. Three bedrooms (one with ensuite bath) & full bath complete the first floor. Upstairs, find a luxurious master bedroom with attached oversized, celeb-style walk-in closet, featuring skylight windows & shelving for maximum storage. Enjoy ultimate serenity in attached ensuite bathroom with spa-like tub, standing shower & stacked laundry. Office space right down the hall. Partially-finished lower level contains a large family room with fireplace, office (could also be a media room, playroom or bedroom). Laundry & storage areas plus half bath complete lower level. Additional property features include large front & back yard, driveway, 2-car garage & off-street parking.

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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12 Prospect Street Winchester MA 01890

Price$2,599,000

Est. Mortgage: $/month

MLS Number 72493394

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Village near center
  • Year Built 1880

Spectacular NEW RENOVATION! This breathtaking home with gorgeous kitchen featuring state of the art design with Thermador appliances, full wine tower, 42'' fridge, 6 burner gas range, quartzite island with seating for 4/5 and breakfast nook overlooking beautiful 27.000+ sf lot with perennial plantings and unique stone and shingle 3 car garage/ carriage house. Formal dining room with beautiful woodwork; double crown moldings, wainscoting, 2 chandeliers and bay window seating area. Elegant formal LR with lit built ins and fplc. Family room w/ oversized wood burning fplc, and a wall of windows beaming with sunlight. Enjoy summer evenings on the expansive front porch or on the rear terrace/ & patio with 6 person Jacuzzi offering gorgeous sunset views over Winchester center! This Magnificent home features 7 spacious bedrooms each w/ generous closet space & high ceilings. Pella windows, 400amp electric, 3 zone A/C, irrigation well, 3 car garage. Basement media room MUST SEE!

Listed by Kim Covino of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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25 Wildwood Street Winchester MA 01890

Price$1,599,000

Est. Mortgage: $/month

Open House

MLS Number 72492360

  • Single Family
  • Next Open House: Sun 26th 1:00 pm - 3:00 pm
  • Garage 1
  • Parking Spaces 2
  • Village The Flats

A true Victorian in the Flats that harkens from Winchester's early days. Built in 1886 for a Boston & Maine railroad executive, this fabulous home showcases everything that makes Victorian architecture so fab: curved walls, high ceilings, nooks and crannies and beautiful woodwork. The kitchen here will inspire the chef in you, it's enormous and leads to a large screened back porch that begs for dinner parties. There's a butlers pantry with a wet bar, beautiful dining room highlighted by a fireplace and a classic double parlor design. Upstairs, 5 BRS are highlighted by a large master with a sweet private deck and lots of closet space and a lovely front bedroom with the classic Victorian curve. Outside, there are numerous areas to entertain or lounge, including a wide front porch, sprawling stone patio and newly landscaped yard. All in a walk to town and school location!

Listed by Nancy S. Pallotta of Leading Edge Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

38 Prospect Street Winchester MA 01890

Price$2,349,000

Est. Mortgage: $/month

MLS Number 72490271

  • Single Family
  • Garage 2
  • Parking Spaces 8
  • Year Built 1910
  • Full Bath 3

Nestled amidst the most gorgeous landscape and in one of the most serene settings you will find, this very special home is like no other! Formerly a carriage house, this gorgeous 4/5 bed 3.5 bath home was renovated/rebuilt keeping many of the unique carriage house elements in place. From the moment you enter into the stunning foyer, you will feel the welcoming warmth and see the quality that surrounds with the wide plank Hickory floors, open concept living room/dining room with high coffered ceilings, oversized wood-burning fireplace, custom built-ins, and sun-filled sitting room off to the side with exterior access to private fieldstone patio. Chef's kitchen feat. inset cabinets, breakfast nook w/ bench, built-in desk, butler's pantry w/ wet-bar, wine storage & add'l pantry/mudroom; cozy family room off kitchen. 2nd level features master suite w/ walk-in closet & spa-like master bath; three additional rooms each w/ gorgeous views and unique characteristics. LL mudroom to garage entry

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

19 Hillside Avenue Winchester MA 01890

Price$2,099,000

Est. Mortgage: $/month

MLS Number 72489931

  • Single Family
  • Garage 2
  • Parking Spaces 3
  • Year Built 1888
  • Full Bath 4

Presenting 19 Hillside Avenue! A lovely and updated Robert Coit home, thoughtfully renovated by its current owners. Enjoy a bright kitchen with granite countertops, stainless steel appliances and large island with access to the deck. A formal dining room offers a charming window seat open to the living room with fireplace, both featuring magnificent views of Winchester. The second floor offers large bedrooms and new spacious master bedroom with office, balcony and walk in closet. Additional bedrooms and bathroom on the third floor. The lower level has been fully finished with large family room including custom spiral staircase, gym and in law/au pair suite with its own sitting room, bedroom and full bathroom as well as outdoor access. Outdoor entertaining is a must with expansive yard, sweeping stone patio and deck. Located on a dead end street just steps from Winchester Center, schools and train! A gracious mix of old and new, 19 Hillside Avenue is a special property.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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