Middlesex, MA Homes

/42
$2,500,000 Sold Apr 18, 2025
- 3,851 Sq Ft
- $649/SF
- 4 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1936
7 Rangeley Rd, Winchester, MA 01890

**OFFER ACCEPTED/ OH CANCELED* Delightful home in Rangeley Estates, just outside Winchester Center! Featuring 5 bedrooms & 4.5 baths; 2 primary bedroom options w/ en-suite baths. A unique layout w/ a California vibe w/open airy spaces perfect for modern day living & just steps from the vibrant downtown. Enjoy easy access to Train, schools, shops, coffee, dining & more, while being tucked away in

Kim Covino Compass

7 Rangeley Rd, Winchester, MA 01890
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/42
Est $1,884,701 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,131 Sq Ft
39 Wildwood St, Winchester, MA 01890

39 Wildwood St, Winchester, MA 01890

/34
$1,399,000 Open Thu 5:30PM - 7PM
- 3 Beds
- 4.5 Baths
- 2,722 Sq Ft
6 Wyman Ct Unit 6, Winchester, MA 01890

Another Tree Top Group masterpiece –Welcome to 4 Wyman Court! New full gut renovation townhome with 2,722 sq. ft., 3 beds, 4.5 baths & 4 levels of sun-drenched living space. Located in a prime end of cul-de-sac & moments from the vibrant Winchester Center including shops, dining & commuter rail. Main level features a thoughtfully designed kitchen w/ stainless steel appliances, a large center

Monte Marrocco Coldwell Banker Realty - Lexington

6 Wyman Ct Unit 6, Winchester, MA 01890
/41
$2,350,000 Sold Apr 15, 2025
- 4,273 Sq Ft
- $550/SF
- 7 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1910
5 Pine St, Winchester, MA 01890

This recently renovated Victorian blends historic charm with modern luxury in a prime in-town location-minutes to the shops, Common, train and Wedge Pond. Step into the central hall showcasing elegant woodwork, high ceilings, and gleaming floors. The new kitchen features high-end appliances, a butler’s pantry, and dining banquette. Entertain in the sun-drenched dining room with a marble fireplace

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

5 Pine St, Winchester, MA 01890

/40
Est $2,682,071 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,347 Sq Ft
10 Cabot St, Winchester, MA 01890

10 Cabot St, Winchester, MA 01890

/41
$3,999,000 Open Sat 12PM - 1:30PM
- 6 Beds
- 4.5 Baths
- 6,367 Sq Ft
40 Foxcroft Rd, Winchester, MA 01890

An extremely rare new construction in the Flats, this stunning 6BD/4.5BA home is a ground-up rebuild blending modern luxury with timeless warmth in one of Winchester’s most coveted neighborhoods. Designed for elevated living, it features a chef’s kitchen with quartz counters, custom cabinetry, a large island, and built-in bar, opening to a sunlit dining area ideal for both casual meals and

Monte Marrocco Coldwell Banker Realty - Lexington

40 Foxcroft Rd, Winchester, MA 01890
/39
$2,224,000 Sold Apr 11, 2025
- 3,487 Sq Ft
- $638/SF
- 8 Days On Market
- 6 Beds
- 2.5 Baths
- Built 1910
5 Woodside Rd, Winchester, MA 01890

Introducing a captivating waterside home on a gorgeous 34,000 sf lot, located in a top location w/ expansive frontage on Little Winter Pond. This 6-bedroom, 2.5-bathroom home offers unparalleled access to the picturesque pond for activities such as ice skating, fishing, kayaking, & more. The home’s interior is highlighted by high ceilings, hardwood floors & an original fireplace for cozy winter

Kim Covino Compass

5 Woodside Rd, Winchester, MA 01890

/41
Est $3,027,869 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,263 Sq Ft
30 Wedgemere Ave, Winchester, MA 01890

30 Wedgemere Ave, Winchester, MA 01890

/42
$2,499,000 Pending
- 6 Beds
- 4.5 Baths
- 5,824 Sq Ft
107 Cambridge St, Winchester, MA 01890

Gracious and fully restored, this stunning 6-bedroom, 4.5-bath Victorian blends timeless elegance with luxurious modern updates. Rich with sumptuous period details and soaring 9' ceilings, the inviting first floor features a grand marble foyer with custom built-ins and a sweeping staircase. The formal living room offers a stately fireplace, while the chef’s kitchen—complete with expansive quartz

Maija Sawyer Puleo William Raveis R.E. & Home Services

107 Cambridge St, Winchester, MA 01890
/42
$3,665,000 Sold Mar 27, 2025
- 5,768 Sq Ft
- $635/SF
- 1 Day On Market
- 5 Beds
- 4.5 Baths
- Built 1895
6 Lakeview Rd, Winchester, MA 01890

Experience the epitome of luxury living in this exceptional, high-end renovation of a breathtaking Winchester gem, located in one of the town’s most coveted neighborhoods. Enjoy stunning lake views from numerous rooms & the expansive 1000SF deck! Reconstructed and designed by RENEW, a company committed to blending historical integrity with modern amenities, paying meticulous attention to every

Kim Covino Compass

6 Lakeview Rd, Winchester, MA 01890

/33
Est $1,704,944 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,938 Sq Ft
133 Cambridge St, Winchester, MA 01890

133 Cambridge St, Winchester, MA 01890

/35
$699,900 Pending
- 2 Beds
- 1.5 Baths
- 1,300 Sq Ft
29 Vine St Unit 7, Winchester, MA 01890

Immerse yourself in the vibrant heart of Winchester Center with this exquisite 2-bedroom, 1.5-bathroom condominium! Step into the open-concept living and dining area, where a modern touch meets downtown flair. A rare freestanding wood-burning fireplace accentuates the space, offering warmth and a touch of classic charm. Delight in the recently renovated kitchen, designed for both style and

Philip Vita Compass

29 Vine St Unit 7, Winchester, MA 01890
/42
$2,350,000 Sold Mar 24, 2025
- 3,059 Sq Ft
- $768/SF
- 6 Days On Market
- 5 Beds
- 2 Baths
- Built 1940
17 Dix St, Winchester, MA 01890

Prime Waterfront home in downtown Winchester!! Take advantage of this unique opportunity to customize, renovate, expand or rebuild your dream home on this heavenly 1/2 acre lot with gorgeous grounds and expansive frontage on Wedge Pond. The current home was custom built and enjoyed by one family who made unforgettable memories here including skating, swimming, canoeing & sledding right in their

Kim Covino Compass

17 Dix St, Winchester, MA 01890

/31
Not Listed For Sale
- 7 Beds
- 5.5 Baths
- 4,636 Sq Ft
127 Church St, Winchester, MA 01890

127 Church St, Winchester, MA 01890

/42
$2,499,000 Pending
- 5 Beds
- 4.5 Baths
- 3,708 Sq Ft
34 Rangeley Rd, Winchester, MA 01890

Welcome to this truly distinctive home nestled on a lush landscaped lot in historic & highly sought after Rangeley Estates neighborhood. Just moments from downtown Winchester, this hidden gem offers a unique blend of privacy and convenience! This stunning home boasts 5 bedrooms & 4 full baths, seamlessly blending original charm with modern amenities. Step inside to discover sun-filled rooms and a

Kim Covino Compass

34 Rangeley Rd, Winchester, MA 01890
/42
$3,250,000 Sold Mar 18, 2025
- 4,714 Sq Ft
- $689/SF
- 9 Days On Market
- 6 Beds
- 6 Baths
- Built 1909
23 Everett Ave, Winchester, MA 01890

Talk about curb appeal! This fabulous Colonial home beckons with an amazing front porch overlooking an expansive front yard, proudly perched on a quiet corner in one of the most coveted neighborhoods in town. Well-tended gardens and plants mesh with giant overhanging oak trees making your heart sing. Inside, delight in the quarter-sawn oak walls and floors, huge sunny family room and a dining

Nancy Pallotta Advisors Living - Winchester

23 Everett Ave, Winchester, MA 01890

/42
Est $1,487,774 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,863 Sq Ft
62 Bacon St, Winchester, MA 01890

62 Bacon St, Winchester, MA 01890

/42
$2,900,000 Sold Mar 07, 2025
- 4,400 Sq Ft
- $659/SF
- 67 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1917
64 Wildwood St, Winchester, MA 01890

Exquisitely restored brick Colonial situated in the sought-after Flats neighborhood of Winchester. Boasting refinished hardwood floors, beautiful moldings and trim, and high ceilings throughout, no detail has been overlooked in this meticulous renovation. The gourmet kitchen, featuring high end appliances, is perfect for culinary enthusiasts, while the formal dining room, complete w/ wood-burning

McGlynn Splaine Team Berkshire Hathaway HomeServices Commonwealth Real Estate

64 Wildwood St, Winchester, MA 01890

/35
Est $1,459,283 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 2,430 Sq Ft
97 Cambridge St, Winchester, MA 01890

97 Cambridge St, Winchester, MA 01890

/33
$1,542,500 Sold Jan 07, 2025
- 3,588 Sq Ft
- $430/SF
- 62 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2011
58 Graystone Cir Unit 58, Winchester, MA 01890

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

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

58 Graystone Cir Unit 58, Winchester, MA 01890

/37
Est $1,890,998 Not Listed For Sale
- 6 Beds
- 4 Baths
- 3,436 Sq Ft
111 Cambridge St, Winchester, MA 01890

111 Cambridge St, Winchester, MA 01890

/32
$995,000 Sold Dec 23, 2024
- 1,275 Sq Ft
- $780/SF
- 7 Days On Market
- 1 Bed
- 2 Baths
- Built 2017
15 Dix St Unit 9, Winchester, MA 01890

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

Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

15 Dix St Unit 9, Winchester, MA 01890

/42
Est $2,216,841 Not Listed For Sale
- 6 Beds
- 2.5 Baths
- 3,892 Sq Ft
30 Glen Rd, Winchester, MA 01890

30 Glen Rd, Winchester, MA 01890

/37
$2,150,000 Sold Dec 18, 2024
- 3,048 Sq Ft
- $705/SF
- 12 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1963
18 Dix St, Winchester, MA 01890

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

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

18 Dix St, Winchester, MA 01890

/42
Est $2,589,945 Not Listed For Sale
- 6 Beds
- 3.5 Baths
- 3,755 Sq Ft
3 Sheffield Rd, Winchester, MA 01890

3 Sheffield Rd, Winchester, MA 01890

/34
$2,960,000 Sold Dec 12, 2024
- 4,860 Sq Ft
- $609/SF
- 72 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2024
39 Everett Ave, Winchester, MA 01890

Welcome to this stunning, brand-new construction in Winchester's most desired neighborhood. This home offers modern luxury and timeless elegance. The custom kitchen features two-toned countertops with a Pegasus marble island and Jet Mist granite perimeter, along with brass accents. The pantry provides for ample additional storage with floor to ceiling cabinets, jet mist counters and a wine

Mark Donnellan Advisors Living - Winchester

39 Everett Ave, Winchester, MA 01890

/31
Est $2,024,235 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,529 Sq Ft
11 Stratford Rd, Winchester, MA 01890

11 Stratford Rd, Winchester, MA 01890

/37
$2,750,000 Sold Dec 12, 2024
- 4,212 Sq Ft
- $653/SF
- 21 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1935
56 Salisbury St, Winchester, MA 01890

Beautifully renovated 4 bedroom home in sought after Winchester Flats! Featuring a picturesque combination of stylish comfort and modern design. The 1st floor welcomes with an oversized custom mudroom leading to a spacious chef's kitchen featuring upgraded Wolf appliances including gas range, steam oven, and 2 built-in beverage fridges. The family room invites with custom built-in window seats,

The McLaren D'Agostino Team Compass

56 Salisbury St, Winchester, MA 01890

/40
Est $2,676,726 Not Listed For Sale
- 5 Beds
- 5 Baths
- 3,938 Sq Ft
19 Everett Ave, Winchester, MA 01890

19 Everett Ave, Winchester, MA 01890

/42
$1,755,000 Sold Dec 10, 2024
- 2,886 Sq Ft
- $608/SF
- 7 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1911
19 Warren St, Winchester, MA 01890

Step into this beautifully designed 3-bedroom, 3-bathroom single-family home located in the sought-after Flats of Winchester. Nestled in a wonderful neighborhood, this home offers a perfect blend of charm and modern living. The spacious living room with a cozy fireplace flows seamlessly into a bright sunroom, filling the space with natural light. The eat-in kitchen is equipped with stainless

Robert Ellington Better Homes and Gardens Real Estate - The Shanahan Group

19 Warren St, Winchester, MA 01890

/42
Est $3,687,667 Not Listed For Sale
- 6 Beds
- 5.5 Baths
- 6,600 Sq Ft
33 Everett Ave, Winchester, MA 01890

33 Everett Ave, Winchester, MA 01890

/42
$2,900,000 Sold Dec 03, 2024
- 4,215 Sq Ft
- $688/SF
- 32 Days On Market
- 4 Beds
- 5 Baths
- Built 1917
27 Cabot St, Winchester, MA 01890

Meticulously renovated home in desirable Winchester Flats! Set on a tranquil corner lot surrounded by mature trees, less than a mile from schools, Winchester Center, and commuter rail, this exquisite four-level Tudor offers the perfect blend of modern elegance and classic charm. The main level showcases 2 inviting family rooms adorned with fireplace and integrated sound system, gourmet kitchen

The McLaren D'Agostino Team Compass

27 Cabot St, Winchester, MA 01890

/42
Est $4,834,705 Not Listed For Sale
- 7 Beds
- 6.5 Baths
- 9,075 Sq Ft
48 Everett Ave, Winchester, MA 01890

48 Everett Ave, Winchester, MA 01890

/38
$1,670,000 Sold Nov 20, 2024
- 3,479 Sq Ft
- $480/SF
- 6 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2011
22 Graystone Cir Unit 22, Winchester, MA 01890

Discover luxury & convenience in this beautifully maintained 2-3 bed, 2.5-baths end unit in desirable Graystone!! A high end townhome community located just outside Winchester center offering first floor primary suite! The gourmet kitchen showcases custom maple cabinetry, granite countertops, top-of-the-line stainless steel appliances, induction cooking & gleaming hardwood floors. The

Kim Covino Compass

22 Graystone Cir Unit 22, Winchester, MA 01890

/42
Est $3,578,657 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 7,103 Sq Ft
11 Niles Ln, Winchester, MA 01890

11 Niles Ln, Winchester, MA 01890

/42
$1,300,000 Sold Nov 08, 2024
- 2,829 Sq Ft
- $460/SF
- 11 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1932
41 Foxcroft Rd, Winchester, MA 01890

Attention buyers/builders looking for a unique opportunity to complete the renovation of this stately 1932 brick colonial in the “The Flats.” This 4 bedroom, 3 1/2 bath home has been partially gutted/framed so the unglamorous work has already been done for you! The 1st floor, which is open down to the studs, plumbed & wired, includes a large living room w/ gas-ready fireplace, home office,

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

41 Foxcroft Rd, Winchester, MA 01890

/42
Est $5,276,122 Not Listed For Sale
- 7 Beds
- 6 Baths
- 9,835 Sq Ft
32 Everett Ave, Winchester, MA 01890

32 Everett Ave, Winchester, MA 01890

/35
$3,000,000 Sold Nov 07, 2024
- 5,981 Sq Ft
- $502/SF
- 22 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2023
59 Bacon St, Winchester, MA 01890

Your dream home in the perfect location awaits at a phenomenal new price! This brand-new residence has an unparalleled blend of luxury & comfort. Close to the vibrant town center, schools & train. The stunning open floor plan offers a high-end kitchen anchored by a large island with seating, a dining area & a wet bar with a beverage fridge & ice maker. This flows easily to the spectacular family

Nancy Pallotta Advisors Living - Winchester

59 Bacon St, Winchester, MA 01890

/24
Est $792,653 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,432 Sq Ft
10 Wyman Ct, Winchester, MA 01890

10 Wyman Ct, Winchester, MA 01890

/41
$2,150,000 Sold Oct 04, 2024
- 4,182 Sq Ft
- $514/SF
- 8 Days On Market
- 5 Beds
- 5 Baths
- Built 1927
24 Calumet Rd, Winchester, MA 01890

Welcome home to elegant living in The Flats at 24 Calumet. Large front-to-back living room opens through a double set of custom French doors to a sun-drenched playroom while a formal dining room and office sit on the opposite side of the gracious foyer. A renovation in 2000 opened the kitchen up to large dining/play space which then leads through sliding doors to the rear deck and generous, level

Kim Covino Compass

24 Calumet Rd, Winchester, MA 01890

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