Winchester Real Estate

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Located just 8 miles north of Boston and Cambridge, and with easy access to both cities, you can see why Winchester has grown to become a popular bedroom community.  The town has not one, but two, commuter rail stations that take you into the city in under 20 minutes, and has direct access to the I-93 for a short drive into Boston and Cambridge. There are also bus routes that connect to the Red Line at Alewife, North Cambridge and the Orange Line at Wellington Station in Medford.  

The town has more to offer than just convenient transport links.  Another reason people are drawn to Winchester is the highly-regarded Winchester Public School system. Five elementary schools, one middle school and one high school cater for over 4600 students from Grades PK - 12. Winchester High School, recently renovated in 2017, consistently features in the lists of Top 20 High Schools in the state.  Vinson-Owen Elementary School has also been recently rebuilt (2013) and McCall Middle School is being expanded to accommodate the growing student population.   The schools are supported by the Winchester Foundation for Educational Excellence (WFEE), which raises funds to support staff and students. 

The picturesque town center, with the beautiful common flanked by the striking white church steeple, gives the town a quintessentially New England feel.  Boutique stores and salons sit alongside popular favorites such as Starbucks and CVS for essential purchases. There are a variety of options for dining out, including The Waterfield Kitchen (part of the Serenitee Restaurant Group), the locally owned Black Horse Tavern and Lucia’s Ristorante (sister restaurant of the North End favorite).  For groceries, there is a large Stop and Shop in the town, and a Whole Foods Market just across the line in Woburn.   Winchester also has its own hospital with full Emergency Room and many world-class facilities. 

One of the most stunning views of the town is looking across the Aberjona river towards the Winchester Public Library and the Town Hall.  People gather on the lawn behind the library to enjoy Town Day and the fireworks in June or to take part in the annual Halloween Parade, organized by the parent group Family Action Network of Winchester.  Across from the Town Hall, the En Ka Society brings the fair to town for a weekend in May, attracting the crowds since 1935 for this annual tradition.  Winchester has a thriving senior center, The Jenks, which as well as being a hub for the over-55’s, also hosts events and guest speakers for the whole community.   

A portion of the Middlesex Fells Reservation sits within Winchester’s borders, with access points along South Border Road.  This is a popular spot with families for hiking, biking and nature walks.  Upper Mystic Lake is another beauty spot within the town, and the Winchester Boat Club offers a prime spot from which to enjoy the lakes.  Wright-Locke Farm, a community farm offering organic produce, youth and adult education programs and events, is another gem of a place in town to enjoy the outdoors.

With all that Winchester has to offer, it’s no wonder property is in high demand in the town.  Speak to an experienced agent to find out more about the current real estate market in Winchester and how you can secure your dream home.

 

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109 Cambridge Street Winchester MA 01890

Winchester, MA109 Cambridge Street

Price$1,275,000

Est. Mortgage: $/month

Open House

MLS Number 72745473

  • Single Family Detached
  • Next Open House: Sat 10/24 12:00 pm. to 2:00 pm.
  • Property Type Detached
  • Rooms 9
  • Bedrooms 6

This striking hip roof Colonial is located just 2-tenths of a mile to Ambrose School and 1 mile to Winchester Center. Expansive rooms on all three finished levels, high ceilings, numerous critical updates inside and out, and meticulously restored period details include a handsome vestibule, welcoming foyer with stunning staircase, built-ins, & newly refinished hardwood floors throughout. The open formal rooms include a coffered ceiling dining room, butler's pantry, and fireplaced grand living room that opens to the front covered porch for all those outdoor gatherings. Formal rooms connect to a large updated country kitchen w/granite and SS appliances and a mudroom out to the patio and level backyard beyond. 2nd and 3rd floor sleeping quarters include a spacious owner's suite plus five additional bedrooms, offering lots of options for work and learn-from-home needs. All bathrooms updated. Basement is ready to be finished, and already has a half bath. Detailed list of updates attached.

Listed by The Lorrie Parajeckas Group and Lorrie Parajeckas of Compass

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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30 Winthrop Street Winchester MA 01890

Winchester, MA30 Winthrop Street

Price$1,199,000

Est. Mortgage: $/month

Open House

MLS Number 72745092

  • Single Family Detached
  • Next Open House: Sat 10/24 11:00 am. to 12:30 pm.
  • Property Type Detached
  • Rooms 7
  • Bedrooms 3

ANTIQUE COLONIAL FARMHOUSE BURSTING WITH VINTAGE CHARM! Walking distance to Winchester's highly acclaimed schools & town center bustling with coffee houses & shops. Conveniently located near The Fells Reservation for the hiking enthusiast, and a commuter's dream, with the train to Boston not far away. Built in 1830, this home features original wide pine floors, an incredible front porch perfect for relaxing with a book or sharing a laugh with neighbors & friends. Welcoming first floor boasts a cozy living room for movie night, a beautiful dining room with bay windows & secret Butler's pantry which could be easily converted to a home office to accommodate your working demands. The spacious kitchen with stainless appliances & granite counters offers a sun filled breakfast nook & plenty of room for baking cookies with the kids. Upstairs are 3 generous bedrooms & 2 full bathrooms. The professionally landscaped yard, private bluestone patio & 3 car garage complete this true Winchester gem.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 WILDWOOD Street Winchester MA 01890

Winchester, MA7 WILDWOOD Street

Price$1,589,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72744062

  • Single Family Detached
  • Property Type Detached
  • Rooms 10
  • Bedrooms 4
  • Square Feet 3,124

Desirable location 3 blocks from Winchester Town Center. Renovated 4 bedroom, 3.5 bath Victorian residence with gracious indoor & outdoor features rarely found in this highly sought after neighborhood. This unspoiled gem boasts spectacular eat in kitchen w/adjacent mud room laundry area & easy access to urban oasis rear yard; master suite w/marble bath; finished 3rd fl office/media room; mahogany wrap around porches & stone patio's. Real treat is the 2 car detached garage with 2nd floor loft offering additional 500 sq ft that is ready to be finished for additional home office or gym. Amenities include oversized windows with stunning natural light, 2 staircases including the grand foyer with a front door resembling a Beacon Hill brownstone, high ceilings, exquisite architectural detail in every room, gas cooking & heating, central air & mature landscaping. 'The Crawford House' is walkable to everything Winchester has to offer such as commuter rail, schools, restaurants & shops.

Listed by Nancy Ciampa McLaughlin of Advisors Living - Back Bay

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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9 Cambridge Street Winchester MA 01890

Winchester, MA9 Cambridge Street

Price$2,339,000

Est. Mortgage: $/month

MLS Number 72741662

  • Single Family Detached
  • Property Type Detached
  • Rooms 8
  • Bedrooms 4
  • Square Feet 2,528

WATERFRONT PROPERTY!! Calling all nature lovers! One of a kind property on .99 acres of land with 150' lakefront shoreline. Idyllic setting overlooking upper Mystic Lake & home to Hawks,Herons,Swans & 3 Bald Eagles. Sail, kayak,windsurf and paddle board from your own dock at water's edge. Charming 4 bdrm.,3 1/2 baths Bungalow which features so many upgrades too many to list here. You will love the updated chef's kitchen - Entire interior recently painted with neutral tones. You will enjoy the view of the lake from most rooms and the deck off the dining room. Also a deck off the master bedrm. You will love the recently built three car garage with attic storage. Extensive professional landscaping .Rare opportunity to own a private oasis which is close to schools, shopping & commuter rail. Enjoy nature's beauty all year long. This is a real gem! SHOWINGS BY APPOINTMENT SAT 11:30-2 SUN 11:30-2

Listed by Janet Halloran of RE/MAX Destiny

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 Lebanon Winchester MA 01890

MLS Number 72742490

  • Rental
  • Bedrooms 4

Beautifully maintained townhouse style apartment within a 2-family home. 3 levels of living space, hardwood floors throughout. Perfect for professional couple who are looking for separate, individual home office space. Natural bright light on the first floor fills the formal living room and classic dining room with decorative fireplace and classic built-in china cabinet. The kitchen has stainless steal appliances, pantry and direct access to the driveway for easy every-day use. Second floor features 2 bedrooms, full bath and great space in the hall for a quiet reading nook. Third floor has three additional rooms (2 with closets) for home office, yoga studio, home gym etc. Great location to highway access, Fells reservation and all Winchester downtown has to offer.

Listed by Catherine Albiani of Berkshire Hathaway HomeServices Commonwealth Real Estate

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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49 Allen Road Winchester MA 01890

Winchester, MA49 Allen Road

Price$2,399,000

Est. Mortgage: $/month

MLS Number 72742401

  • Single Family Detached
  • Property Type Detached
  • Rooms 10
  • Bedrooms 5
  • Square Feet 4,844

Desirable East Side location! Luxurious 5 beds 6 full bath colonial currently UNDER CONSTRUCTION and ready for late Fall 2020 occupancy. Spacious and inviting - this custom designed home offers a grand open floor plan ideal for entertaining and modern day family living.The kitchen features 8' island with seating/ quartz countertops, high-end WOLF/SUB-ZERO appliances, butler's pantry w/ wine fridge, breakfast area and sliders leading out to deck & rear yard. Formal dining room w/ coffered ceiling, and built in window seat add character and charm. Family room off the kitchen with gas FP. The second floor master suite is the the definition of luxury & relaxation - offering a spacious master bedroom, dual walk-in closets, bath with tiled shower/glass encl. double vanity & soaking tub! Three add'l beds incl. junior suite w/ bath, full hall bath and laundry room finish this level. Finished 3rd level is ideal for 5th bed/ in-law suite, Lower level walk out, great family room/ Media w/Bath!

Listed by Kim Covino of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 Winchester Place Winchester MA 01890

MLS Number 72741749

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,801

If you're looking for luxury, Manhattan-style living, you'll love this pristine & tasteful 2 BR, 2 full bath condo located in the heart of Winchester Center, just steps to all downtown shops, restaurants & the train to Boston. Unit 201 is a 2nd floor one-level home boasting 9-foot ceilings, oversized windows, decorative crown moulding, spacious foyer & sun-drenched LR w/ a breathtaking mantel/gas FP & French doors that open up to your private balcony. Beautiful HW floors throughout lead to both your elegant dining area & tastefully updated kitchen w/ quartz countertops, stainless steel appliances, custom above-cabinet ambient lighting, & a hidden stacked washer/dryer. Master suite features a large BR w/ walk-in closet & double-vanity. Sunny 2nd BR can double as a home office or workout room. Also included is a deeded indoor garage parking spot & a climate controlled bonus room on the building's lower level (storage/workout rm/office). Nothing to do but move in and enjoy - welcome home!

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

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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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256 Forest Street Winchester MA 01890

MLS Number 72741245

  • Single Family Detached
  • Property Type Detached
  • Rooms 11
  • Bedrooms 5
  • Square Feet 4,334

~New Construction in Winchester~ This 11room, 5 bedroom home is the 2nd of 3 brand new homes by prominent local builder. Thoughtfully designed with an open yet traditional feel. The 1st floor features open concept kitchen and family room w/fireplace, formal dining room, gorgeous kitchen with quartz counters, built in desk and large center island, 1/2 bath & mud room. The 2nd flr features 4 bedrooms, hall way open to foyer below, a large laundry room w/sink, the master suite has two walk in closets, a luxurious bath with soaking tub, separate fully tiled walk-in shower, double sink vanity and private water closet . The 3rd floor has a bonus room plus a 5th bedroom w/full bath perfect for au-pair, in-law or teen suite. This home is perfect for the family looking for convenient access to the Middlesex Fells, Rt 93 and in the popular Muraco School District. Showings ARE allowed and we are adhering to Covid-19 showing guidelines. ~OPEN HOUSE Saturday Oct 18th 11:00am - 12:30pm~

Listed by The Synergy Group and Paul Cirignano of Leading Edge Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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41 irving Winchester MA 01890

MLS Number 72740790

  • Rental
  • Bedrooms 1

Oversized One bedroom apartment on the first floor of a lovingly maintained 2-Family home. Finished sun room on the front of the home directly off the living room is flooded with great natural light. Hardwood floors throughout. Outrageously large eat-in kitchen with Gas stove, granite counters and stainless steel appliances. One bedroom with walk-in closet. Mudroom off the driveway and assigned parking space. Basement allows for extra storage and has washer/dryer hook-ups for a savy tenant with their own machines. This unit is a rare find, don't miss out.

Listed by Catherine Albiani of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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14-16 Fletcher Street Winchester MA 01890

Winchester, MA14-16 Fletcher Street

Price$1,259,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72740456

  • Multi-Family 2 Family
  • Bedrooms 8
  • Half Baths 2
  • Square Feet 3,756

Opportunity knocks in Winchester's most sought-after neighborhood, The Flats! This is an incredible opportunity for those looking for multi-generational family living or developers. With its high ceilings, great floor plan and ample storage, there's plenty of space for everyone in this side-by-side two-family home. The first floor welcomes you with a living room, dining room, and kitchen with patio access. Each side features two generous bedrooms and an office on the second floor, with an additional two bedrooms on the third floor. The finished basement would be perfect for a playroom, home gym, or media room. Both units have replacement windows and hardwood floors throughout, and updated gas boilers with two heating zones. You'll love all that Winchester has to offer: award-winning schools, shopping and dining in Winchester Center, Middlesex Fells Reservation, Farmer's Market, Tri-Community Greenway, and easy access to downtown Boston.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 Greeley Road Winchester MA 01890

Winchester, MA2 Greeley Road

Price$1,125,000

Est. Mortgage: $/month

MLS Number 72740553

  • Single Family Detached
  • Property Type Detached
  • Rooms 7
  • Bedrooms 3
  • Square Feet 2,000

Located within walking distance to schools and Winchester's vibrant downtown, this bright, move in ready home is pristine! Recently landscaped yard and walkways welcome you as you enter into the light filled foyer. The main floor has an open, updated kitchen with stainless appliances and plenty of room for a dining or sitting area. A mudroom with built-ins, updated bath, living & dining rooms as well as a screened porch complete the main floor. Upstairs there are 3 good sized bedrooms, a full bath, plenty of storage and access to the 3rd floor bonus room. Enjoy the private fenced yard complete with a new brick walkway out front as well as a patio in the back. The yard has been completely hydroseeded just this week. New roof in spring of 2020. This home is not to be missed!

Listed by Patricia Bruso of Coldwell Banker Realty - Concord

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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52 Charles Road Winchester MA 01890
Active With Contract

MLS Number 72739538

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,819

COMPLETELY RENOVATED HOME ON A CUL-DE-SAC!!! Within the Lynch School district & a short distance to McDonald field. Cozy 3 bed, 1.5 bath home is looking for a new owner. The 1st floor includes a living room, perfect for lounging, watching sports or snuggling up with a good read & 1/2 bath. The dining room / kitchen open concept plan is ideal for hosting your next dinner party & laughing with your guests while preparing drinks. Adorned with stainless appliances, Quartz counters & a slider that leads to a deck with spacious back yard. Plenty of room in the finished basement to set up a home office for your working demands. The 2nd Floor has 3 generous bedrooms & a full bathroom featuring beautiful subway tiles & Quartz vanity. Nothing to do but move in & enjoy everything the town has to offer. A short drive to downtown Winchester bustling with coffee houses, boutiques & the commuter rail to Boston.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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