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$1,900,000
4 Beds 4 Baths 73297163 MLS
OPEN HOUSE SUNDAY 11/17 11:30-1:00pm. Magnificent Brick Colonial, perfectly situated at the end of a quite dead-end street, abutting conservation that offers unmatched privacy and tranquility. The gorgeous, spacious foyer leads into the beautiful front to back living room with a warm and inviting fireplace. The well-appointed dining room with custom built-in China cabinet is perfect for large family gatherings. The chef's kitchen has SS appliances, quartz counter tops and an oversized island with seating. An inviting wet bar leads into amazing family room and another fireplace. Kitchen sliders lead to an expansive deck that overlooks a truly majestic half acre with mature plantings and rolling green lawn. HW floors and decorative molding enhance this gorgeous first floor. Second floor offers 4 large bedrooms and HW floors. The primary's stunning ensuite is all Carrera marble. Seconds to Mullen Field, Wright Locke Farm and Whipple Hill.

11 Plymouth Road, Winchester

Listing courtesy of Listing Agent: Darryl E. Brian from Listing Office: RE/MAX Bentley's.

$642,000
3 Beds 2 Baths 73279548 MLS
Welcome to Winchester ! This townhouse with large shared backyard is located on lovely tree lined street . The front porch welcomes you as you can sit and watch the world go by. First floor has living room, dining room and kitchen with laundry. Half bath completes the first floor. Three bedrooms and full bath upstairs. One bedroom is a pass through. Back stairway to half of full size attic is off the kitchen. Basement stairs are located off the back entry to full sized unfinished basement. Property being offered "as is". Shared driveway, parking off street in back and large fenced lawn also shared with neighbor. Great location close to schools, commuter line and downtown.

20 Hancock St Unit 20, Winchester

Listing courtesy of Listing Agent: Carolyn Vernaglia from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

$2,199,000
4 Beds 4 Baths 73313015 MLS
This stunning new 4 Bed 3.5 BA home in Winchester’s sought-after East Side is a must see! The first floor boasts a dramatic contemporary design with high ceilings and designer finishes with oversized windows drawing attention to the setting w/ large rear yard & oversized deck, great for entertaining and family enjoyment.The open airy layout features a great entry w/ mud room, high-end kitchen with high end appliances incl. a double fridge, beverage cooler w/custom pantry, living room with an eye catching modern fireplace, dining area, and a large deck leading to the back yard. This home also features a first-floor bedroom suite or office with bath. Upstairs, the expansive second floor includes three additional spacious bedrooms w/ large windows, vaulted ceilings and 8' doors along two full baths, laundry room & includes a luxurious primary suite w/ spa-like bath & generous custom closet. The lower level offers a large space for family room/ game room or gym w/ direct garage entry.

11 Alden Lane, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.

$1,517,500
6 Beds 3 Baths 73304790 MLS
Incredible value! Don’t miss this 6 BR, 3 full bathroom expanded colonial w/ over 3,000 square feet of living space tucked away in a charming Vinson Owen School neighborhood. This expansive home features an open concept, eat-in kitchen/family room w/ granite countertops, double ovens, large island, recessed lighting & cozy family room. The sunny kitchen also opens to a private backyard w/ stone patio. The first floor, which features hardwood floors throughout, also includes a formal living room w/ fireplace, dining room w/ bay window, home office, two bedrooms & a full bath. Ascend to the 2nd floor where you will find 4 spacious bedrooms, including a primary suite w/ w-i-c & closet system, and bath w/ tile shower & double sinks. A family bathroom & huge laundry room complete this level. The partially finished basement will make the perfect rec room/home gym & includes access to the attached garage. Located near Wright Locke Farm & public transportation. This delightful home has it all!

14 Henry Street, Winchester

Listing courtesy of Listing Agent: Paula R. Sughrue from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

$1,130,000
3 Beds 2 Baths 73307706 MLS
Welcome to this impeccably maintained & beautifully updated Colonial on large lot near the town center. This home blends charm w/ modern convenience, featuring 3 spacious bedrooms & 1.5 baths w/ a great floor plan. The first level features a sun-drenched living room that flows into an inviting dining room; updated kitchen overlooks the rear yard & is equipped w/ ample storage, stainless steel appliances, gas cooking & granite counters. The large family room is the perfect space for family & media. This home has great flow & also offers fantastic expansion potential to add a primary suite above the first floor family room. The second floor currently has 3 nicely sized bedrooms & a full hall bath. The oversized level yard is a rare find & relaxing place to unwind & enjoy w/family & friends; complete w/ a patio, storage shed & direct entry 2-car garage. Located just outside the town center, close to schools, restaurants, shopping & the Train to Boston! Don't miss this great home!

6 Governors Avenue, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.

$1,080,000
5 Beds 3 Baths 73273924 MLS ['Cutting House Condominium'] BLDG.
Price Adjustment to Assessed Value!! Victorian townhome in fabulous downtown location! Ideally situated in close proximity to trains, schools, restaurants and everything Winchester Center has to offer! Front porch welcomes you into this lovingly cared for home blending old world charm with modern amenities. First floor features high ceilings, beautiful hardwood flooring, fireplaced living room with pocket doors leading to the sun drenched dining room with builtin cabinet. Updated kitchen with beautiful solid natural cherry cabinets,quartz countertops,Krause sink & stainless steel appliances! Updated 1/2 bath complete w/ radiant flooring rounds out the first floor. Second floor includes 2 bedrooms,an office,a walk in closet & a serene bathroom w/ shower and an oversized jacuzzi tub. Space abounds filled w/ natural light on the third floor featuring 3 bedrooms (1 ensuite), pumpkin wide pine flooring, skylight and a bonus room! Cozy private patio with lovely gardens!

89 Mystic Valley Parkway Unit 89, Winchester

Listing courtesy of Listing Agent: Stephanie Mcgowan from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

$1,542,500
3 Beds 4 Baths 73294433 MLS ['Graystone At Winchester'] BLDG.
Discover this like-new three bedroom, 3.5 bathroom property, originally purchased as a model unit with numerous high-end upgrades and impeccably maintained since. Soaring ceilings in the first-floor family room create a bright, airy space perfect for entertaining. The open-concept layout seamlessly flows from the designer kitchen area through to dining room and living room, with french doors to the private patio. Unique to this unit is a custom bay window sitting area in the kitchen, adding charm and additional natural light. The second level features a family room, open to the first floor, as well as two bedrooms and shared bathroom. Best of all is the fully finished lower level, with media room, office, full bathroom and even a bonus room perfect for an extra bedroom. Even the garage is pristine- newly coated floor with high end material and lifetime warranty. All this and enjoy easy access to the scenic walking trails at Horn Pond, nearby shopping, and the vibrant Winchester Center!

58 Graystone Cir Unit 58, Winchester

Listing courtesy of Listing Agent: Karen S. Garrett from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

$425,000
1 Beds 1 Baths 73308991 MLS ['Waterfield Square'] BLDG.
DON'T MISS THIS ONE! Ideal location at Waterfield Square - This spacious one bedroom is a diamond-in-the-rough waiting for your upgrades. High ceilings and huge windows bring in lots of sun and light. Open floor plan. Lots of closet space. Washer & Dryer in unit. Deeded parking, basement storage, tennis court, picnic area with grill, fire pit, located across from the North Reservoir and Middlesex Fells Reservation with miles of trails for biking and hiking. Easy access to Rt. 93 and commuter rail to Boston. Enjoy all the fine restaurants and shops. This is an opportunity to move to Winchester at an incredible price. Please note: This unit may NOT be rented out. Pets and smoking not allowed.

64 Highland Avenue Unit 18, Winchester

Listing courtesy of Listing Agent: Diane Plunkett from Listing Office: Plunkett Properties.

$2,900
2 Beds 2 Baths 73318383 MLS
SHOWINGS AT OPEN HOUSE TUESDAY DEC 17th & 3-4pm please stop by to see the home during this time. If no applications come in we will add another OH time. Welcome to this 2 bedroom, 2 bath home nicely renovated in 2016 in a great neighborhood with spacious yard & driveway parking. This sun drenched home offers an open floor plan w/gleaming hardwood floors, remodeled kitchen & baths with ductless mini splits for A/C. Enjoy the bright sunny spaces, and finished basement for added space. This unit also offers a large yard, patio & 2 parking spaces. A great location close to the town center, schools, restaurants, shops, highway access and more! Move right in and enjoy all Winchester has to offer! Showings begin 12/17/24

6 Charles Road Unit 6, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.

$5,600
4 Beds 3 Baths 73256587 MLS
A one-of-a-kind 1983 built Post and Beam Home in the Vinson-Owen elementary school district. Experience a casual but elegant lifestyle in this custom designed & built home, nestled on a half-acre corner lot. The gourmet Kitchen is a chef’s delight & includes top of the line custom cabinetry, granite countertops, Sub-Zero Refrigerator, double Thermador ovens. With this smartly designed floor plan you can set up for a formal, sophisticated setting and accommodate a play area in view of the kitchen workspace. The second floor has three good-sized bedrooms, and an additional room can serve as a nursery or a home office. The first floor also contains an amply sized bedroom and full bath. The walk-out basement makes an ideal recreation room, office space or exercise room. Lovely details abound in this special home.

32 Surrey, Winchester

Listing courtesy of Listing Agent: Barbara Wales from Listing Office: Engel & Volkers Newton.

$1,335,000
4 Beds 2 Baths 73274439 MLS
Welcome to 28 Thornberry! Located in the highly sought-after West Side. Situated on .34 acres, this home has been fully remodeled and is ready for its new owner. The home features four bedrooms plus a bonus room that works perfectly as an office or exercise room, and two full bathrooms. Since the home sits high above the road, you can enjoy complete privacy in your open-concept living, dining, kitchen, and family room spaces. The kitchen features all brand-new appliances as well as quartz countertops. Directly off of the living room, you have a generous-sized, peaceful balcony overlooking your front yard - perfect for coffee in the mornings, or unwinding after a long day at work. Off of the family room to the back of the house, you have a tranquil outdoor patio area. New roof, upgraded electrical and all new windows - this home needs nothing. Get into one of Winchester's top neighborhoods before the school year starts!

28 Thornberry Road, Winchester

Listing courtesy of Listing Agent: Shaundize Moosavizadeh from Listing Office: Coldwell Banker Realty - Boston.

$1,450,000
4 Beds 3 Baths 73310380 MLS
Beautifully renovated home with open concept main living area including elegantly updated kitchen with quartz countertops, professional grade range and wine refrigerator. Primary suite includes cathedral ceilings and oversized (8' high) sliders opening up to private balcony with views of Leonard Pond. His and hers closets and private bath with double sinks and radiant heat make this the perfect getaway space. With hardwood oak floors throughout, central A/C, and spacious deck with hot tub, this house has it all! One of the largest lots on the street, the backyard is fully fenced in and includes plenty of room for kids, sports, pets or entertaining. And, the Reeds Ferry shed will hold all of your outdoor essentials. Nearby bike path, playground and athletic fields are a bonus. This is a once-in-a-lifetime opportunity.

37 Tufts Road, Winchester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.

$1,025,000
3 Beds 3 Baths 73312550 MLS ['White Horse Commons'] BLDG.
Welcome to 22 Grove Place Unit 30, a 3-bedroom, 3-bathroom townhouse in Winchester, MA, that combines single-family privacy with the ease of townhouse living. This home just had the walls and ceilings freshly painted, along with new light fixtures that add a modern touch. The main level offers a spacious living room with high ceilings, a cozy double sided gas fireplace, a home office, first floor bedroom, full bath and a spacious kitchen. Bedrooms on the top floor come with generous size walk-in closets. The large basement provides flexible space, ideal for a media room, kids’ playroom, or home gym. Enjoy two outdoor decks for private relaxation—making this an ideal home with room to add your own cosmetic touches! Just 1 mile away from Winchester's vibrant downtown center you will find plenty of dining options, shopping and a brand new commuter rail station!

22 Grove Pl Unit 30, Winchester

Listing courtesy of Listing Agent: Peter Kasseris from Listing Office: Coldwell Banker Realty - Lexington.

$995,000
1 Beds 2 Baths 73310174 MLS ['15 Dix Residences'] BLDG.
Get ready to enjoy one level living with elevator access from heated garage with 2 exclusive use parking spots. This is the place to be for LOCATION, LOCATION, LOCATION AND GARAGE PARKING!!! Inviting, open floor plan features hardwood flooring, large windows, and a generous amount of storage space. Kitchen features large marble topped island with counter seating, gas range and Sub Zero refrigerator. Bedroom has ample storage space (much more than meets the eye!), view of Wedge Pond and large en-suite bathroom with laundry. Office also has full en-suite bathroom. Elegant layout with quality details throughout including a skylight at the entrance. More storage space in garage. Live in town with easy access to commuter rail, shops, restaurants and services. Enjoy everything this great community has to offer: Middlesex Fells Reservation, Wright-Locke Farm, annual community events, Saturday Farmer's Market, a vibrant arts community and more!

15 Dix Street Unit 9, Winchester

Listing courtesy of Listing Agent: Elizabeth Darby from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$1,000,000
6 Beds 4 Baths 73308140 MLS
Motivated Sellers! Wonderful 2 Family on a quiet side street area just off Wedge Pond. Welcome to 37 - 39 Middlesex Street, Winchester. Lack of inside pictures is to protect privacy of the tenants and NOT an indication of poor condition. This is a very solid Two-Family Large Backyard with tremendous privacy behind property abutting Town owned land. Reciprocal side by side duplex with separate everything (Gas, Water, Electric, Laundry access and basement access. Great space as each unit has 2 definite bedrooms and 1.5 baths. Both units also have a 3rd floor area that can be used as a 3rd bedroom, office or any type of bonus room. Both tenants are tenants at will and would love to stay but understand that it might not be the case. Current rents may be undervalued. Note: Seller went through deleading process in 2010. Do not have paperwork. Listing agent has confirmed a certification of some kind was obtained. Buyer shall do their own due diligence.

37-39 Middlesex Street, Winchester

Listing courtesy of Listing Agent: Craig Celli from Listing Office: Century 21 CELLI.

$1,875,000
5 Beds 4 Baths 73304597 MLS
Fully renovated in 2012,this charming colonial is nestled on a side street near Winchester Center, both train stations and local schools.Step into a welcoming ,traditional foyer that leads to the living room, complete with custom built-ins, a cozy fireplace and French doors opening to a sunroom bathed in natural light. The chefs kitchen boasts high end appliances and flows seamlessly into a bright, sun filled dining room. The screened in porch offers a peaceful retreat, ideal for dining al fresco or simply taking in the beautifully landscaped yard. Upstairs are three generously sized bedrooms including a stunning master suite with walk in closet and laundry and also a home office perfect for remote work. The third floor adds two more bedrooms, full bath and plenty of storage. The finished basement offers a mudroom,,pantry and family room. All this and a spacious private and professionally landscaped yard including play space and patio.

10 Marshall Rd, Winchester

Listing courtesy of Listing Agent: Nannette Shanahan from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

$2,050,000
5 Beds 3 Baths 73293355 MLS
Amazing opportunity NEW PRICE! Stunning English Tudor w/ incredible curb appeal situated on desirable Wedgemere Avenue! Nestled on a lush oversized lot w/gorgeous flowering trees & perennial gardens; this enchanting home has been lovingly maintained & nicely updated inside and out. The first level features a sunny living room w/ beamed ceilings & fireplace, beautiful dining room w/ original woodwork, an updated custom kitchen overlooking the beautifully manicured yard plus a home office, cozy TV room or 5th bedroom, 1/2 bath & sun drenched terrace. The second story includes 4 spacious bedrooms & 2 baths including a guest suite w/ private entry & bath. The lower level offers a family room w/ stone fplc., laundry & storage. Many updates including a newer synthetic slate roof, kitchen, baths, all new windows, updated heating system, central A/C, pristine hardwood floors, w/many unique details & charm found only in older homes. Plenty of expansion potential with the oversized rear yard.

58 Wedgemere Avenue, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.

$1,000,000
4 Beds 2 Baths 73302676 MLS
A dIamond in the rough!!! Are you a contractor or handy end user looking for a project in sought after WInchester? Look no further than this 1937, 4 bedroom Colonial brimming with potential. The charm of yesteryear shows through with custom built-ins, crown moldings, hardwood flooring and so much more. Full walk out unfinished basement with double soapstone sink and a full walk up attic lends to plenty of storage. Also, there is an oversized 2 car detached garage. Plus a large screened-in porch to enjoy those warm summer nights. Nestled in established neighborhood and next door to Ambrose Elementary School. Close proximity to schools, shopping, and highways. Easy to show.

15 Westland Avenue, Winchester

Listing courtesy of Listing Agent: Libby Hamill from Listing Office: Berkshire Hathaway HomeServices Stephan Real Estate.

$2,120,000
4 Beds 4 Baths 73293157 MLS
UNDER CONSTRUCTION to be completed by 11/24! Desirable 4+ bedroom home w/ thoughtful design & high end finishes! This home is spacious & inviting, offering a grand open floor plan ideal for entertaining & modern day family living. The kitchen features an oversized island w/ seating, quartz countertops, high-end appliances and walk in pantry. Off the kitchen is a spacious family room w/gas fireplace & direct exterior access w/ sliders leading to large deck & nice rear yard. The first floor also offers a formal dining room w/ wainscoting and tray ceiling, a full mudroom w/ closet & bench seat plus a stylish 1/2 bath. The second level primary suite is oversized & very luxurious, offering 2 spacious walk-in closets, a lavish bath w/double vanities, large shower & soaking tub! Three additional beds, full bath & laundry room finish this level. Finished lower level media/ rec rm w/ full bath & plenty of storage. 2 car garage, direct entry to mudroom! Quick & easy access only 7 miles to Boston

LOT 2 Loring Court, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.

$2,150,000
4 Beds 3 Baths 73307694 MLS
Elegant and timeless, this beautifully renovated colonial in the heart of Winchester Center offers the perfect blend of classic design and modern luxury. With a high-end chef’s kitchen featuring an oversized island, the home’s open floor plan seamlessly connects to a spacious family room and dining area, ideal for gatherings. The first floor also boasts a formal front-to-back living room with a bar, and a private home office. Upstairs, four corner bedrooms include a serene primary suite, while the finished basement provides play, craft, and gym spaces. Outdoors, a fully fenced, landscaped yard with an outdoor kitchen, fire pit, and plenty of room for play creates a private oasis. A two-car garage and mudroom add practicality, and just steps away, Winchester Center’s vibrant downtown awaits with the newly renovated train station, top restaurants, shops, and a lively weekly farmers market. This home combines the best of stylish, functional living in an unbeatable location.

18 Dix Street, Winchester

Listing courtesy of Listing Agent: Karen S. Garrett from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

$962,000
3 Beds 2 Baths 73305986 MLS
Discover the potential of this charming and well-maintained 2-story Cape-style home, offering both comfort and privacy in a highly desirable Winchester location. Conveniently situated near a public elementary school, public transportation, healthcare services, and a variety of dining options, this home ensures easy access to everything you need. Featuring 3 spacious bedrooms and 2 full baths, the home also includes a versatile walk-out basement with its own heating zone. The first floor boasts hardwood floors in the living areas and stairway, with parquet tiles in the hallway and first-floor bedroom. The second-floor bedrooms offer large closets and additional attic space, providing ample storage. This is your chance to make this charming home your own and bring your vision to life. Don’t miss the opportunity to claim this exceptional Winchester address!

25 Hemingway St, Winchester

Listing courtesy of Listing Agent: Andersen Group Realty from Listing Office: Keller Williams Realty Boston Northwest.

$1,725,000
4 Beds 4 Baths 73262706 MLS
Spacious 4-bedroom colonial home w/a Nantucket vibe, sited on manicured lawns in a cul-de-sac neighborhood! Just a block from the newly being built elementary school, close to the bike path, Horn Pond & hiking trails, this property is sure to please! 7 Ardley Road features a flowing & welcoming floor plan w/lots of natural light. Beautiful gleaming hardwood flooring is found in the living room w/recessed lighting & focal fireplace. The granite countered kitchen has a center island & work space, as well as a breakfast area w/vaulted ceilings, skylights & French doors to the back yard. A large family room has a fireplace surrounded by built-ins & access to the sun-filled patio for entertaining & comfortable living. Upstairs, you will find 4 bedrooms, including the tranquil primary suite w/vaulted ceilings, window seat & spa-like full bath. The lower level is finished w/a bonus room & full bath. Outside is your own personal oasis w/gardens & a storybook finished shed.

7 Ardley Road, Winchester

Listing courtesy of Listing Agent: Vantage Point Team from Listing Office: William Raveis R.E. & Home Services.

$773,000
2 Beds 3 Baths 73302032 MLS ['The Village'] BLDG.
Welcome to this fabulous sought after end unit townhouse located at The Village,close to town,schools, and conservation.This home has been meticulously maintained and updated including new windows. Inviting living room has gas fireplace and private seating area with skylight looking over a private wooded setting and patio. Kitchen has cherry custom cabinets with granite and stainless appliances. Entertain in spacious sunny dining room. On this level you will find an attractive half bath. The second level consists of primary suite with updated bath.In addition there is another bedroom and adjacent newer bath and laundry room. Move right into this attractive home and enjoy life at The Village with added amenities of pool, tennis courts and clubhouse and convenient location.

171 Swanton St Unit 16, Winchester

Listing courtesy of Listing Agent: Nannette Shanahan from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

$549,000
3 Beds 2 Baths 73298552 MLS
Looking for a wonderful hideaway with loads of privacy, well look no further than 20 Seminary Rd. Eight room split level home, built in 1988 on 68 acres awaits a new owner. Entry foyer with tile floor, three bedrooms, one full bath, one 3/4 bath, and finished lower level. Living room/dining room combination opens to kitchen with gas cooking and sliders to wraparound deck. Upstairs loft with primary bedroom and storage in the eaves. Hardwood floors, cathedral ceilings, electric heat and central A/C. Family room, office and utility room in the lower level with slider to the back yard. Tract I on deed contains house, garages and 3.10 acres, Tract II contains 64.10 acres. A 60 X 40 (approx) garage with 10 ft and 12 ft garage doors, electric door openers, work benches, 200 amp electrical, heated and A/C with upstairs loft for additional storage. A second garage 34 X 28 (approx) with 10' garage door is unheated/no electric. Private water and sewer, and Generac standby generator.

20 Seminary Rd, Winchester

Listing courtesy of Listing Agent: Carol A. Lenox from Listing Office: Compass.

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