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$2,500,000
5 Beds 5 Baths 73346391 MLS
**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 a gem of a neighborhood. Inside, natural light fills every room, skylights in the renovated kitchen showcase the heart of the home which offers plenty of storage, stainless appliances & a large island for family gatherings. The dining room & living room w fplc offer a flowing floor plan w/many windows & french door access to a serene patio & large, private backyard complete w/a relaxing hot tub, play area & shed. 2 car attached garage direct to mudroom, family room, 2 RM finished basement w/ bath & more! Thoughtfully updated throughout, this home provides both comfort, style & is move-in ready

7 Rangeley Road, Winchester

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

$1,815,000
4 Beds 3 Baths 73343610 MLS
This expanded 4-bedroom, 2.5-bath colonial is a true gem in the heart of a serene Lincoln School neighborhood. Impeccably maintained by the same family for over 40 years, this home has been thoughtfully updated w/ modern comforts, incl. AC throughout. The 1st floor features a remodeled kitchen w/ stainless steel appliances, granite countertops & breakfast bar, flowing into a spacious family room w/ sliders to a sunny deck. An elegant dining room w/ two china cabinets & formal living room w/ fireplace & french doors offer ideal entertaining spaces for your largest gatherings. Upstairs, the generous primary suite boasts high ceilings, radiant heat, arched windows, dual walk-in closets & a full bath. Three additional bedrooms & a full bath provide abundant space. The partially finished basement w/ fireplace offers endless possibilities. Enjoy a heated garage, fenced backyard area & charming covered porch. This turnkey jewel is convenient to Symmes Corner, commuter rail, & town center.

29 Allen Rd, Winchester

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

$2,000,000
4 Beds 4 Baths 73342076 MLS
Set against a serene woodland backdrop, this beautifully maintained colonial blends formal spaces with open, airy rooms designed for both grand entertaining and cozy everyday living. In the foyer, a staircase is flanked by the dining and living rooms on either sides. The kitchen, with center island and full dining area, flows into a showstopping family room that transitions to a private office with cathedral ceilings. United by a dual-sided fireplace, these rooms are highlighted by floor-to-ceiling windows, French doors, and skylights, which flood the space with natural light. The second floor offers four bedrooms and two bathrooms, including a fabulous primary suite. The ultimate game room awaits in the finished basement with endless room for recreation and fun- complete with a wet bar, storage, and full bath. Striking stone walls, a welcoming porch, and refined landscape lighting give way to a sprawling back patio surrounded by lush, mature greenery in a secluded picturesque setting

31 Coolidge Road, Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Advisors Living - Winchester.

$2,350,000
5 Beds 4 Baths 73337909 MLS
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 and grasscloth walls. The lavish front-to-back living room offers abundant space and a fireplace framed by built-ins. On the second floor, the primary suite boasts a '24 renovated spa-like bath, large custom closet, and beautiful office with French doors. Two spacious bedrooms, a full bath, and laundry complete this level, while the third floor adds 2 more bedrooms, a full bath, and great storage. A finished lower-level family room with walkout leads to a patio, shed and fenced yard. With a charming porch, new roof, updated systems, and exquisite finishes, this elevated home is a “must see.”

5 Pine Street, Winchester

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

$6,200
5 Beds 3 Baths 73339306 MLS
Wow! Custom crafted post and beam single family on big wooded half-acre lot with great rear yard! Rustic yet sophisticated living areas lots of warm wood and a coveted first floor bedroom with a full bath. Incredible chef's kitchen with beautiful custom raised panel cabinetry, premium appliances including double Thermador ovens and granite topped workspaces. The upper floor offers three sizable bedrooms plus a bonus room perfect for crafts, working from home or a nursery. Below stairs is an additional recreation/work space with direct access to the rear yard. This property is in a prime locale in the Vinsen-Owen school district near the many conveniences and easy commuter options Winchester has to offer. Definitely a singular opportunity!

32 Surrey Rd, Winchester

Listing courtesy of Listing Agent: Post Advisory Group from Listing Office: Engel & Volkers Boston.

$2,224,000
6 Beds 3 Baths 73337800 MLS
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 nights. The thoughtfully designed layout ensures effortless flow, perfect for both entertaining & day-to-day living. the updated kitchen offers water views from the bay window. All 6 of the bedrooms are generously sized & offer potential for a 2nd floor primary suite. Outside, the oversized yard is a nature lovers dream w/water access providing a peaceful retreat all year round with plenty of space for outdoor activities & relaxation. Unlock the potential of this great home which offers the perfect canvas to create your dream home with your personal touch & vision. Don't miss this great home!

5 Woodside Road, Winchester

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

$2,600,000
6 Beds 5 Baths 73339695 MLS
Discover the prestige of owning a home at 30 Swan Road, a distinguished Tudor-style residence on one of Winchester's most esteemed streets. Offering magnificent grounds and an impressive brick exterior complemented by a slate roof, this property sets the tone for the elegance within. It's perfect for a buyer looking to add sweat equity or a contractor seeking a rewarding project. Upon entering, you're greeted by a grand foyer that captivates with its sophistication. The living room boasts an exquisite fireplace and handcrafted wood walls, while the 1st floor also includes a sunlit sitting room, a dedicated office, a sunroom, and a dining room. Experience the timeless opulence and grandeur of this home. The 2nd floor offers 6 bedrooms and 4 bathrooms, including a spacious master suite. Beyond the serene, expansive lot with its impressive grounds, you're conveniently located near everything Winchester has to offer including Clubs, Schools, Vibrant Downtown, Train Stations and Highways!

30 Swan Rd, Winchester

Listing courtesy of Listing Agent: Jay Noble from Listing Office: Compass.

$2,800
1 Beds 1 Baths 73342539 MLS
Enjoy this beautifully renovated 1 bedroom, 1 bathroom comfortable living area only 2 miles away from downtown Winchester, pubic schools, T-Station, commuter rail, restaurants, and shopping. A beautiful space featuring high ceilings and grand windows allows for beautiful sunshine. A galley kitchen featuring granite countertops and brand new appliances opens up to a large dining and entertainment space. A small hallway brings you to spacious bedroom, an in-unit laundry area and a bright bathroom complete with a stand alone shower.... Bamboo Flooring throughout. Also included is one off street deeded parking space. Across from Middlesex Fells Reservation if you love to hike and bike. Landscaping, trash removal and snowplowing included. Easy to access all major routes.

64 Highland Avenue Unit 4, Winchester

Listing courtesy of Listing Agent: Donna Addezio from Listing Office: Media Realty Group Inc..

$3,000
3 Beds 1 Baths 73349996 MLS
Newly renovated large 3B1B apartment for rent 06/01 in the heart of Winchester. This home features in-unit laundry, new central HVAC, and is located on a quiet small street in a top-tier school district. A heated enclosed front porch can serve as a home office or gym. Inside, you'll find a bright living room, a formal dining room, a large kitchen, three well-sized bedrooms, and an updated bathroom. Rear porch extends to the nicely landscaped backyard. It boasts hardwood flooring, high ceilings, ample storage, a new oven, a new washer and dryer. 3 driveway parking spots and ample street parking for guests. Located in a prime Winchester neighborhood, this home offers convenient access to the charming downtown, featuring boutique shops, bakeries, and dining options. Renters will love the nearby Middlesex Fells Reservation, Mystic Lakes, and Winchester Country Club. Renters also benefit from top-ranked schools. Easy access to I-93 and Route 128. MBTA Commuter Rail is minutes away.

24-26 Kirk St Unit 26, Winchester

Listing courtesy of Listing Agent: Alpha Group from Listing Office: Compass.

$1,890,000
5 Beds 4 Baths 73329854 MLS
A DESIGNER DREAM! Welcome to 19 Johnson Road, a pristine 5-bedroom colonial-style home located in the highly sought-after Vinson Owen School district! As you enter the home, you are greeted by a stunning curved staircase adorned with molding and a statement-making light fixture. The first level boasts a fireplaced living room, a fireplaced family room, an updated kitchen, and a gorgeous formal dining room. The lower level with a fireplace (Yes! A third fireplace!) is expansive and would suit a variety of different wants and needs. All 5 bedrooms can be found on the second level. Each bedroom is generous in size and boasts ample closet space. Added bonus: there is not one but TWO primary suite options! Spectacular opportunity for a primary & guest or teen suite. Outside you’ll find a sprawling, tiered yard with abundant green space and an oversized patio. Attached 2-car garage with electric car charger, central A/C, new gas heat conversion, and many more updates! Time to make this HOME.

19 Johnson Road, Winchester

Listing courtesy of Listing Agent: Vita Realty Group from Listing Office: Compass.

$682,000
2 Beds 2 Baths 73318457 MLS ['The Willows At Winchester'] BLDG.
A rare opportunity to live at the Willows in Winchester. Fabulous corner unit on 2nd floor w/ open concept living and dining area features gorgeous hardwood floors. You will be impressed w/ the updated kitchen featuring solid granite counters, stainless steel sink and appliances, new carpeting and paint added in the bedrooms 1 year ago. New paint in dining room and closets. Gas fireplace for the cold winter nights and private balcony for the warm weather. In unit washer and dryer, included. 2 full baths and whirlpool tub. 2 Large walk in closets offer lots of storage. With 2 elevators and private garage, access is easy and safe. Enjoy the exceptional amenities of the Willows complex, featuring a heated pool, fitness center and club house wth large area for entertaining, cooking and dinning. You will discover that this complex is very well maintained and beautiful. Close to Winchester center, restaurants, the MBTA and walking trails nearby.

7 Conant Rd Unit 24, Winchester

Listing courtesy of Listing Agent: Paul Bettencourt from Listing Office: Beaudoin & Associates, REALTOR®.

$3,665,000
5 Beds 5 Baths 73336922 MLS
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 detail. This home boasts a new floor plan w/ fabulous kitchen featuring a LaCornue 5 burner stove, 9' Calacatta marble island & fplc w/ adj family rm. 5 spacious bedrooms & 4.5 baths, including a magnificent primary suite w/ marble turret shower. The finished lower level offers a custom wine cellar, perfect for entertaining w/direct entry access to yard. Showcasing hand-picked and crafted specialty items that cannot be found in new builds. 3-car attached garage, & close proximity to Winchester's town center, the commuter train to Boston, Mystic Lakes beach, playgrounds & scenic walking trails.

6 Lakeview Road, Winchester

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

$2,350,000
5 Beds 2 Baths 73333476 MLS
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 own back yard. The home is deceiving from the street, with the rear of the home extending three stories with a full walk out lower level. This home offers 5 bedrooms including a first floor primary suite, spacious living room w/ built ins & fireplace, formal dining & sunny kitchen w/family/sitting room & gorgeous views. The second floor from the street level is currently unfinished offering a full height walk up attic; this space could be finished to expand add'l bedrooms/baths into this space. Two car attached garage and plenty of storage.Train to Boston one block away! See floor plans attached

17 Dix Street, Winchester

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

$615,000
2 Beds 2 Baths 73330688 MLS
Welcome to The Residences at Winchester! A perfect move-in ready single-family alternative without the hassle of yard work. Fantastic chance to own this 2 bedroom 1.5 bathroom gem with beautiful hardwood floors, open concept living/dining/kitchen in Winchester at a budget-friendly price. Why rent when you can own? The finished lower level adds over 400 square feet of extra living area. Conveniently located just minutes from major highways, shopping, and more. Nearby parks include McDonald Field, Davidson Park, and Middlesex Park. Explore scenic walking trails at Horn Pond in Woburn or The Fells in Winchester. Love water activities? Mystic Lake offers boating, swimming at Sandy Beach, or a peaceful retreat. Borggaard’s Splash Park and beach are another excellent local perk. This one won’t last! Don’t miss your chance to call Winchester home and enjoy all this town has to offer!

299 Cross St Unit 299, Winchester

Listing courtesy of Listing Agent: Patricia Nunez from Listing Office: Redfin Corp..

$6,000
4 Beds 4 Baths 73209837 MLS
A MUST SEE!....Available June 1st, this beautifully 4 bedroom, 3.5 bathroom, spacious living area offering two floors of comfortable space is only minutes away from downtown Winchester, public schools including Lynch Elementary, T-Station, commuter rail, restaurants, and shopping. A beautiful custom kitchen featuring granite countertops, subzero and Wolfe appliances opens up to a family room complete with impeccable finishes. Also featuring a spacious master bedroom complete with a bright master bathroom and walk-in shower. Escape upstairs to two gorgeous mini-suites complete with full bathrooms and walk-in closets. Gleaming hardwood floors, radiant heat, central air conditioning and Sonos system throughout... Also included is a front enclosed porch, a spacious back deck, an in-unit laundry area, a basement for storage and off-street parking with space for up to 6 vehicles. Landscaping and snow plowing included. Easy to access all major routes.

42 Water Street Unit 42, Winchester

Listing courtesy of Listing Agent: Rachel Ventresca from Listing Office: Greater Metropolitan R. E..

$1,650,000
4 Beds 3 Baths 73331609 MLS
Welcome to this charming Colonial, thoughtfully maintained by its owners! Nestled on a peaceful, tree-lined street, this beautifully updated colonial home exudes warmth and character. Featuring a recently updated roof (2022), new triple pane energy efficient windows with transferable lifetime warranty (2018), and fresh interior and exterior paint, this home is move-in ready and full of charm. The caring owners have ensured the home is meticulously maintained, providing a welcoming and well-loved environment. Featuring beautiful built-ins, spacious bonus rooms, and a layout that effortlessly blends functionality with charm, this property offers plenty of room to live and entertain. Located on a private street, you'll enjoy both peace and privacy, making it the perfect place to call home. Don’t miss out on this hidden gem.

5 Alben Street, Winchester

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

$3,995
3 Beds 2 Baths 73330775 MLS
Gorgeous fully-renovated three (3) bedroom apartment with two (2) full bathrooms. Apartment includes extra-large living room and a dining room with hardwood floors throughout. Spacious kitchen with granite counters, tile floor and all new appliances including gas stove, dishwasher, microwave and garbage disposal. Two (2) new full bathrooms with all new fixtures. Three (3) very large equally sized bedrooms with great closet space. Abundant natural light throughout. Brand new heating system with full air conditioning throughout apartment. Laundry includes use of a washing machine and dryer. Apartment comes with three (3) off-street parking spaces. There is an option to rent a garage space for an extra $100 per month. Prefer no pets. dog may be negotiable Ample dedicated storage space in the basement. Trash pick-up provided by the Landlord. Snow plowing of the parking area is also provided by the Landlord. Great location – walk to center, trains, schools. Come visit this amazing apartment

39 Loring Ave Unit 2, Winchester

Listing courtesy of Listing Agent: Kristine Welch from Listing Office: Greater Metropolitan R. E..

$3,250,000
6 Beds 6 Baths 73327504 MLS
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 room waiting to host huge dinner parties. Six bedrooms, 4 full and 2 half baths, a first-floor study and a bright sunny kitchen will delight. Upstairs, a large primary bath and tremendous 2-story closet brings the wow-factor and here's a bonus: along with two bedrooms and a bath, the third floor offers a spacious bonus room to be used as a media room or fabulous yoga retreat. There is also a 2-car garage, private back yard and fire pit area all within a quick walk to the town center and train!

23 Everett Ave, Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Advisors Living - Winchester.

$1,670,000
4 Beds 4 Baths 73312013 MLS
Classic Colonial 4 bedroom 3+1/2 bath on quiet street overlooking the Mystic Lake. Awaits buyers with vision prepared to renovate. Freshly painted interior gleaming hardwood floors. Gracious front to back fireplaced living room w/custom shelves & built-ins & picture windows. Formal dining room w/2 china closets adjacent to large open eat-in light filled kitchen. French doors to back deck. Den/office w/book shelves & slider to another deck. 2nd floor features spacious primary bed ensuite oversized bath vanity w/double sinks & white marble shower, fireplace, and walk-in cedar closet. Family bath tiled with tub & shower in hallway. Two equal sized bedrooms. Back bedroom with armoire. 1st floor mudroom off the kitchen affords direct access to 2-car garage. Stairs lead to 4th huge guest/nanny bedroom ensuite bath, balcony, and large front facing picture windows with lake views. Partially finished basement features wood paneled recreation room w/3rd fireplace & 2 built-in desks.

9 Robinson Park, Winchester

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

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