West Side Homes

/40
$1,225,000 Sold Dec 09, 2024
- 3,350 Sq Ft
- $366/SF
- 27 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1988
7 Wainwright Rd Unit 29, Winchester, MA 01890

Imagine arriving home to peace & serenity at The Ledges, a hilltop oasis on Winchester's West side. This tranquil retreat offers carefree living & your private sanctuary. Relax in the fireplace living room, sliders to your private deck & expansive views. The main bedroom en suite, is conveniently located on the first floor. Second level finds a loft, skylit bonus room perfect for a home office,

Joanne Sexeny Coldwell Banker Realty - Lexington

7 Wainwright Rd Unit 29, Winchester, MA 01890

/39
Est $1,876,485 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,046 Sq Ft
73 Thornberry Rd, Winchester, MA 01890

73 Thornberry Rd, Winchester, MA 01890

/34
$1,499,900
- 5 Beds
- 2 Baths
- 3,033 Sq Ft
7 Thornberry Rd, Winchester, MA 01890

Renovated Contemporary Split-entry 3 Level home in the highly sought-after Vinson- Owen Elementary and West-side neighborhood. 15 minutes to Downtown Boston. 5 bedrooms, 2 full baths, Living, Dining PLUS family room & 2nd finished room ( play or office) ground level room heated & A/C walk access to outdoor deck & fire pit. Open concept kitchen area. Hardwood floors, 2 fireplace, 2 garage space,

salim chowdhury TAJ Mahal Realty LLC

7 Thornberry Rd, Winchester, MA 01890
/30
$900,000 Sold Nov 21, 2024
- 1,857 Sq Ft
- $485/SF
- 6 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1985
62 Edward Dr, Winchester, MA 01890

Welcome to 62 Edward Drive in the sought-after Pepper Hill Estates. This spacious townhouse-style condo features two bedrooms and a versatile bonus room on the lower level, perfect for a home office, guest space, or playroom. The well-maintained home boasts an open living and dining area filled with natural light and a beautiful fireplace. The updated kitchen includes granite countertops, newer

Melissa Perrone Better Homes and Gardens Real Estate - The Shanahan Group

62 Edward Dr, Winchester, MA 01890

/35
Est $1,809,817 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,224 Sq Ft
22 Berkshire Dr, Winchester, MA 01890

22 Berkshire Dr, Winchester, MA 01890

/42
$2,950,000
- 6 Beds
- 7 Baths
- 6,968 Sq Ft
14 Nassau Dr, Winchester, MA 01890

Stunning Absolutely! Custom-built 6-bedroom house on a large and tranquil lot. This beautiful home welcomes you with a magnificent 18" foyer and features an amazing family room with 18” high coffered ceilings and 3 sides tall and bright windows and a large gourmet kitchen with a big island and double ovens. Traditional living and dining room maintain its good sense of typical New England

Weidong Li WINN Real Estate & Consulting

14 Nassau Dr, Winchester, MA 01890
/42
$2,035,000 Sold Nov 19, 2024
- 4,730 Sq Ft
- $430/SF
- 12 Days On Market
- 5 Beds
- 4 Baths
- Built 1953
43 Emerson Rd, Winchester, MA 01890

See it to believe it! Don’t miss this sprawling 5 bed, 4 full bath Cape-style home in an idyllic Ambrose school neighborhood. 1st floor features mudroom w/entry from attached garage, laundry room w/sink, living room w/fireplace, bedroom, full bath, & dining area w/French doors to a deck. But the jewel of this floor is the recent addition of a stunning eat-in kitchen & sun-filled primary suite.

Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

43 Emerson Rd, Winchester, MA 01890

/42
Est $2,235,434 Not Listed For Sale
- 5 Beds
- 4 Baths
- 4,620 Sq Ft
5 Partridge Ln, Winchester, MA 01890

5 Partridge Ln, Winchester, MA 01890

/4
$3,799,900
- 7 Beds
- 7.5 Baths
- 7,429 Sq Ft
11 Viking Rd, Winchester, MA 01890

Prepare to be captivated by the elegance of 11 Viking Rd. This magnificent home, boasting over 7,000 square feet of luxurious living space, offers an unparalleled opportunity for discerning buyers seeking the ultimate in comfort, style, and sophistication.Step inside and discover a world of meticulous details and thoughtful design. With 7 generously sized bedrooms and 7.5 exquisitely appointed

The McLaren D'Agostino Team Compass

11 Viking Rd, Winchester, MA 01890
/42
$1,910,000 Sold Nov 04, 2024
- 5,287 Sq Ft
- $361/SF
- 9 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1977
5 Thoreau Cir, Winchester, MA 01890

Welcome to this custom-built oversized ranch, cherished & meticulously maintained by the current owners. This idyllic property is situated on a large lot at the end of a cul-de-sac, abutting peaceful conservation land. The main level features grand scale rooms including a spacious eat in kitchen, 2 beautiful living rooms w/ wood burning fireplaces, a stunning dining room for holidays & dinner

Kim Covino Compass

5 Thoreau Cir, Winchester, MA 01890

/40
Est $2,078,337 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 4,532 Sq Ft
89 Thornberry Rd, Winchester, MA 01890

89 Thornberry Rd, Winchester, MA 01890

/16
$1,150,000
- 4 Beds
- 2 Baths
- 2,621 Sq Ft
61 Westland Ave, Winchester, MA 01890

Welcome to this oversized Cape in a lovely west side neighborhood of Winchester. Opportunity for a little TLC or a significant renovation, the flexible layout of this 1952 gem offers many possibilities. Attention savvy buyers, contractors and builders! Sited on a 10,703sf lot within the Vinson-Owen school district. First floor offers living room, dining room, kitchen, sunroom/porch, 2 bedrooms

Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

61 Westland Ave, Winchester, MA 01890
/40
$1,500,000 Sold Nov 01, 2024
- 2,874 Sq Ft
- $522/SF
- 6 Days On Market
- 2 Beds
- 3 Baths
- Built 1952
57 Hutchinson Rd, Winchester, MA 01890

Calling all nature enthusiasts! This property is perfect for you, whether you're a passionate gardener or a devoted golfer. From the front yard, you'll relish a stunning view of the thirteenth fairway at Winchester Country Club. The backyard features mature plantings, vibrant perennials, a charming koi pond, and a relaxing patio. This single-story home is designed for easy living, with a

Carolyn Vernaglia Better Homes and Gardens Real Estate - The Shanahan Group

57 Hutchinson Rd, Winchester, MA 01890

/38
Est $1,386,345 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,082 Sq Ft
1 Valleywood Cir, Winchester, MA 01890

1 Valleywood Cir, Winchester, MA 01890

/34
$3,698,000
- 6 Beds
- 7 Baths
- 8,866 Sq Ft
20 Amberwood Dr, Winchester, MA 01890

Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. A gracious foyer w/ high ceiling welcomes you to this elegant home loaded with natural light and architectural detail. Custom features include a gourmet eat-in kitchen w/ granite countertops, high-end appliances, secondary prep area, and fabulous outside dining options from the oversized deck. The

Dan Li Keller Williams Realty

20 Amberwood Dr, Winchester, MA 01890
/37
$1,421,000 Sold Oct 30, 2024
- 2,793 Sq Ft
- $509/SF
- 6 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1958
4 Albamont Rd, Winchester, MA 01890

Beautiful and spacious 5 bedroom, 2.5 bathroom contemporary Cape in one of Winchester’s nicest west side neighborhoods, situated on lovely landscaped grounds. A well cared-for home with so many updates! Newer quartz countertop kitchen with island and stainless steel appliances, beautiful hardwood floors throughout, bright living room with fireplace, dining room with built-in corner cabinet,

The Ridick Revis Group Compass

4 Albamont Rd, Winchester, MA 01890

/11
Est $1,292,620 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,218 Sq Ft
233 High St, Winchester, MA 01890

233 High St, Winchester, MA 01890

/42
$3,699,000
- 7 Beds
- 7.5 Baths
- 7,982 Sq Ft
54 Johnson Rd, Winchester, MA 01890

This newly constructed home faces Old Village Dr. & redefines modern luxury! Designed w/ both elegance & everyday comfort in mind, this residence blends style w/ ease of living. The 8’ arched, handcrafted wrought-iron front doors open to a grand 20' foyer, showcasing soaring 10' ceilings, custom rift-sawn beams, and expansive floor-to-ceiling windows. With 25 years of expertise, the master

Kim Covino Compass

54 Johnson Rd, Winchester, MA 01890
/42
$2,400,000 Sold Oct 28, 2024
- 4,138 Sq Ft
- $580/SF
- 5 Days On Market
- 6 Beds
- 3.5 Baths
- Built 1962
5 Pilgrim Dr, Winchester, MA 01890

Welcome to your dream home, nestled in a tranquil cul-de-sac! This property combines luxury and functionality, featuring multiple living areas perfect for entertaining. At the heart of the home is a gourmet kitchen with a Wolf cooktop, dual ovens, two Sub Zero refrigerators, and butler's pantry with a wine cooler—ideal for culinary enthusiasts. The family room boasts cathedral ceilings with a

Andersen Group Realty Keller Williams Realty Boston Northwest

5 Pilgrim Dr, Winchester, MA 01890

/4
Est $2,988,789 Not Listed For Sale
- 6 Beds
- 7 Baths
- 6,500 Sq Ft
136 Ridge St, Winchester, MA 01890

136 Ridge St, Winchester, MA 01890

/33
$1,599,000 Pending
- 4 Beds
- 3.5 Baths
- 3,338 Sq Ft
34 Coolidge Rd, Winchester, MA 01890

A chance to update and create your personal design that is located in Winchester's sought after Vinson Owen School district. Set on a impressive massive manicured corner lot that has been maintained since it has been custom built by its original owners. Scenic backyard with a patio off the kitchen that spills on a large private backyard that has an inground pool. Set the stage with a large foyer

Pauline Marino Coldwell Banker Realty - Lexington

34 Coolidge Rd, Winchester, MA 01890
/2
$915,000 Sold Oct 24, 2024
- 2,020 Sq Ft
- $453/SF
- 5 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1985
49 Edward Dr Unit 49, Winchester, MA 01890

Welcome to this stunning townhouse in Pepper Hill Estates. It features an open floor plan with beautiful hardwood floors and abundant natural light. The kitchen with stainless steel appliances, flows into a spacious living area. With 3 bedrooms plus a guest room/office or playroom, the flexible floor plan caters to your needs.The home also boasts 2 fireplaces, 2.5 bathrooms, and central A/C and

Alina Wang Coldwell Banker Realty - Lexington

49 Edward Dr Unit 49, Winchester, MA 01890

/36
Est $1,352,530 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 2,823 Sq Ft
7 Wainwright Rd Unit 88, Winchester, MA 01890

7 Wainwright Rd Unit 88, Winchester, MA 01890

/37
$1,379,000 Pending
- 4 Beds
- 2.5 Baths
- 2,388 Sq Ft
26 Ridge St, Winchester, MA 01890

Set on a generous, beautifully landscaped lot, this meticulously maintained home showcases numerous recent upgrades, and offers both comfort and style. The newly renovated kitchen features upscale appliances and custom quartz countertops, perfect for everyday living and entertaining alike.Hardwood floors, two fireplaces, a sunlit living room, and a separate family room create inviting spaces

Dream Team Dreamega International Realty LLC

26 Ridge St, Winchester, MA 01890
/42
$1,225,000 Sold Oct 15, 2024
- 2,958 Sq Ft
- $414/SF
- 9 Days On Market
- 2 Beds
- 3.5 Baths
- Built 1994
7 Wainwright Rd Unit 97, Winchester, MA 01890

Unbeatable value and exceptional living in The Ledges! Unit #97 is a “B-style” townhouse with a flexible floorplan offering great potential. An entryway w/ soaring ceiling leads to a first floor bonus room which is perfect as a home office or extra bedroom, eat-in kitchen, half bath, laundry area, and open concept dining room/living room w/ gas fireplace & vaulted ceiling. From the dining room

Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

7 Wainwright Rd Unit 97, Winchester, MA 01890

/33
Est $1,693,773 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,327 Sq Ft
7 Wainwright Rd Unit 72, Winchester, MA 01890

7 Wainwright Rd Unit 72, Winchester, MA 01890

/40
$1,499,000 Pending
- 3 Beds
- 1.5 Baths
- 2,351 Sq Ft
19 Cox Rd, Winchester, MA 01890

Charming three-bedroom ranch on spectacular 20,000sf west side lot abutting conservation! The updated granite kitchen with newer appliances leads to the open concept dining room overlooking the beautiful, private yard. The spacious living room features a fplc & bay window; a sunroom, 3 spacious bedrooms, 1 bath & garage complete the main level; the lower level offers a large rec/ family room w

Kim Covino Compass

19 Cox Rd, Winchester, MA 01890
/30
$1,200,000 Sold Oct 15, 2024
- 2,145 Sq Ft
- $559/SF
- 6 Days On Market
- 3 Beds
- 3 Baths
- Built 1994
7 Wainwright Rd Unit 94, Winchester, MA 01890

Enjoy the relaxing life style at the Ledges Condominium set atop a quiet natural preserve on the West side of Winchester, close to major highways and shopping. Condo amenities include in-ground swimming pool, club house, and tennis courts. This attractive, well-maintained and laid out "A-style" unit offers three bedrooms, two with private full baths, vaulted ceilings, and walk-in closets.

Joseph Farragher JPF Real Estate Services

7 Wainwright Rd Unit 94, Winchester, MA 01890

/38
Est $1,616,646 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 2,368 Sq Ft
7 Wainwright Rd Unit 39, Winchester, MA 01890

7 Wainwright Rd Unit 39, Winchester, MA 01890

/37
$1,595,000 Pending
- 3 Beds
- 3.5 Baths
- 3,763 Sq Ft
7 Wainwright Rd Unit 8, Winchester, MA 01890

Welcome to The Ledges! This is a desirable end unit located in a fabulous cul de sac location. Freshly painted first level makes this unit ready to move in.This is a perfect floor plan with living room, dining room and family room with fireplace and bookcases opening up to expansive kitchen with pantry. Enjoy the serenity of a private deck off family room. Primary suite on first floor.with large

Nannette Shanahan Better Homes and Gardens Real Estate - The Shanahan Group

7 Wainwright Rd Unit 8, Winchester, MA 01890
/42
$1,740,000 Sold Oct 04, 2024
- 2,635 Sq Ft
- $660/SF
- 8 Days On Market
- 3 Beds
- 3 Baths
- Built 1955
9 Blossom Hill Rd, Winchester, MA 01890

This newly renovated home (2023) has been refreshed with all new electrical, plumbing, HVAC, water heater, and appliances, ensuring modern comfort and efficiency. Beautiful 3/4" oak flooring throughout the main level, including bedrooms, creates a warm and inviting atmosphere. The main bathroom features a Kohler steam shower and dual shower heads. The electric fireplace in the living room is

Andersen Group Realty Keller Williams Realty Boston Northwest

9 Blossom Hill Rd, Winchester, MA 01890

/39
Est $1,719,172 Not Listed For Sale
- 2 Beds
- 4 Baths
- 3,655 Sq Ft
7 Wainwright Rd Unit 37, Winchester, MA 01890

7 Wainwright Rd Unit 37, Winchester, MA 01890

/40
$1,375,000 Pending
- 3 Beds
- 2 Baths
- 3,406 Sq Ft
7 Hutchinson Rd, Winchester, MA 01890

A great opportunity to reimagine this custom built spacious cape in a sought-after Winchester neighborhood! Set on a generous lot, this unique home has been lovingly maintained and is full of potential; ready for updates & your personal touch! The floor plan provides a flexible layout that’s ideal for easy living with a spacious first-floor bedroom, full bath, an oversized home office or add'l

Kim Covino Compass

7 Hutchinson Rd, Winchester, MA 01890
/42
$3,100,000 Sold Oct 03, 2024
- 5,600 Sq Ft
- $554/SF
- 24 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2022
6 Pocahontas Dr, Winchester, MA 01890

Indulge in luxury living at its finest at 6 Pocahontas, Winchester! This exceptional residence, meticulously crafted by its owner, boasts modern sophistication and convenience. Enter & discover top-of-the-line features, including an open & expansive floor plan with elegant 6” white oak flooring throughout & complemented by Canadian fir beams. A gourmet kitchen w/ premium appliances, dual islands,

Monte Marrocco Coldwell Banker Realty - Lexington

6 Pocahontas Dr, Winchester, MA 01890

/42
Est $1,829,546 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,901 Sq Ft
7 Wainwright Rd Unit 5, Winchester, MA 01890

7 Wainwright Rd Unit 5, Winchester, MA 01890

/26
$1,149,000 Pending
- 3 Beds
- 2 Baths
- 1,646 Sq Ft
7 Indian Hill Rd, Winchester, MA 01890

This inviting ranch house is cheerful and functional. Sunlight floods the open living and dining rooms, while custom plantation shutters offer privacy. Hardwood floors, a gas fireplace, and arched doorways add character and warmth to the space. The well-equipped kitchen features granite countertops, glass-front cabinetry and access to a side deck for al fresco dining. Three bright bedrooms and a

Carolyn Vernaglia Better Homes and Gardens Real Estate - The Shanahan Group

7 Indian Hill Rd, Winchester, MA 01890
/40
$1,980,000 Sold Sep 30, 2024
- 6,259 Sq Ft
- $316/SF
- 136 Days On Market
- 6 Beds
- 5 Baths
- Built 1976
280 High St, Winchester, MA 01890

Winchester Estate on Lexington line with your choice of Schools! This Mediterranean inspired home provides the ultimate in large,private,charming space!15 rooms on three living levels.Generous rooms throughout.2 car attached garage with lots of outdoor parking.Large,well appointed 2-tier kitchen ideal for large gatherings and entertaining.Over-sized Dining room with beamed ceiling and connecting

Anthony Marino The Marino Group Collection

280 High St, Winchester, MA 01890

/41
Est $1,781,709 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 3,246 Sq Ft
8 Wainwright Rd, Winchester, MA 01890

8 Wainwright Rd, Winchester, MA 01890

/41
$1,499,000 Pending
- 4 Beds
- 3.5 Baths
- 4,214 Sq Ft
7 Wainwright Rd Unit 117, Winchester, MA 01890

Welcome to the largest unit at The Ledges! This stunning F unit boasts soaring ceilings and an expansive open floor plan, perfect for entertaining or relaxing in style. Custom decorated in a perfect, custom Palm Beach vibe, but easy to change if you don't love it. Sunlight floods the large formal living room, with an attached deck, bifurcated by a gas fireplace that leads to the dining room. A

Nancy Pallotta Advisors Living - Winchester

7 Wainwright Rd Unit 117, Winchester, MA 01890
/40
$1,771,049 Sold Sep 27, 2024
- 3,158 Sq Ft
- $561/SF
- 7 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1941
49 Westland Ave, Winchester, MA 01890

Curb appeal envelops this charming Colonial w/Dutch Gambrel roof line in desirable West Side neighborhood! About 3 blocks to sought-after Ambrose Elem! The generous 2nd bedrm has potential to convert to two. The foyer showcases a streamlined interior, flanked by a formal living room where you'll enjoy relaxing around a wood burning fireplace, and a dining room w/classic built-in corner cabinet.

Michaela Mahtani Leading Edge Real Estate

49 Westland Ave, Winchester, MA 01890

Showing Results 41 - 80, Page 2 of 18

Massachusetts Winchester West Side

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