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200 Swanton St Unit 635, Winchester
$2,600
2 Beds ⋅ 1 Baths ⋅ 73592615 MLS
ALL UTILITIES INCLUDED. Spacious 2-bedroom, 1-bath unit featuring a well-designed layout with balcony overlooking the duck pond. Both bedrooms are a good size with closet space. Professionally managed community with on-site laundry, outdoor pool, landscaped grounds, and off-street parking. Conveniently located near downtown Winchester, commuter rail, shopping, dining, and major highways. Tenant responsible for cable and internet. Photos are virtually staged.

200 Swanton St Unit 635, Winchester

Listing courtesy of Listing Agent: Joan Powell from Listing Office: REMAX Andrew Realty Services.
80 Nelson St, Winchester
$890,000
2 Beds ⋅ 1 Baths ⋅ 73591108 MLS
Endless possibilities in this well-loved home less than 1/3rd mile from Winchester High School. Owned by the same family since 1950, this home has been lovingly cared for and is now ready for your updates. The main floor features high ceilings, an eat-in kitchen, and a large rear family sunroom drenched in light. Upstairs you'll find a front-to-back main bedroom, full bath, and nursery, as well as a finished staircase to the third floor, which was used as additional bedroom space. Large level back yard on a quiet street means ample opportunity to entertain or expand.

80 Nelson St, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
616 Main Street Unit 3, Winchester
$2,295
2 Beds ⋅ 1 Baths ⋅ 73588377 MLS
GREAT LOCATION!!!Two bedroom one bath brownstone located in Winchester Center. Two good size bedrooms, living room with office area, eat in kitchen with gas stove, dishwasher, and laundry. Pantry in kitchen for additional storage. Deck off of kitchen, one full bath with tub. Street Parking--snow emergencies have to park in town lot with permit $50 a yearWalk out your door to commuter rail, bus, Starbucks, Brueggers, Stop and Shop, and schools.Terms: first, last, 12 month lease

616 Main Street Unit 3, Winchester

Listing courtesy of Listing Agent: Kristine Welch from Listing Office: Greater Metropolitan R. E..
20 Arthur St Unit 20, Winchester
$329,900
2 Beds ⋅ 1 Baths ⋅ 73587970 MLS
Property to be sold in as is condition. This unit is subject to the Winchester Housing Corp resale procedures. See document section for additional details. Buyer is responsible for any and all inspections needed for the sale of this unit. This unit is vacant and easy to show. See attachment for qualification calculations.

20 Arthur St Unit 20, Winchester

Listing courtesy of Listing Agent: Dan O'Connell Sr from Listing Office: LAER Realty Partners.
22 Salem St. Unit 1, Winchester
$2,600
2 Beds ⋅ 1 Baths ⋅ 73586209 MLS
Welcome to Unit 1, a well maintained residence in a classic 1890 building at 22 Salem St in Winchester. This 2 bedroom, 1 bath condo offers 793 square feet of living space with a layout that works for everyday living and working from home. The kitchen is a true centerpiece, featuring rich cherry wood cabinetry with arched panel doors, dark granite countertops, and a full stainless steel appliance package including a French door refrigerator, dishwasher, gas range, and microwave. Recessed lighting and a window over the sink brighten the space, while the light tile floor adds a clean, easy to maintain finish. The second bedroom offers flexibility as a home office, guest room, or space for a roommate. Enjoy the convenience of laundry in the basement, plus dedicated basement storage for bikes, seasonal items, and extras. Two off street parking spaces add everyday ease. Located in Winchester, this home puts you a 15 minute walk from the Winchester Center commuter rail station on the Lowell Line, with direct service to North Station. Local favorites like Lucia Ristorante, Black Horse Tavern, and Camilla's are close by, with Stop & Shop in town and Whole Foods a short drive away in Woburn. 10/15. 12 month lease and Pet Friendly!

22 Salem St. Unit 1, Winchester

Listing courtesy of Listing Agent: The Moving Greater Boston Team from Listing Office: Berkshire Hathaway HomeServices Warren Residential.
666 Main Street Unit 217, Winchester
$700,000
2 Beds ⋅ 2 Baths ⋅ 73581469 MLS ⋅ ['Wedgewood Place'] BLDG.
Easy one-floor living in Winchester Center with garage parking for one car! Fabulous location near town center, TRAIN, shopping, restaurants, schools and library. Enjoy the open layout with extra wall of beautiful kitchen cabinets, large peninsula/eating bar, fireplace, balcony and a nook for a desk or whatever you wish. Large primary bedroom has two windows, large walk-in closet and full bath. Second bedroom is across hall from laundry and bath with shower. Air handler and condenser replaced in 2022. Central air throughout. Hot water heater and water shutoff installed - 2018. The additional storage unit is off the main lobby for easy access. Amenities include 2 elevators, inviting POOL and onsite rubbish pickup. Perfect home for first time buyers, downsizers, anyone commuting to Boston or in search of a vibrant town center lifestyle. New budget meets conventional financing guidelines!

666 Main Street Unit 217, Winchester

Listing courtesy of Listing Agent: Elizabeth Darby from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
7 Conant Unit 19, Winchester
$3,600
2 Beds ⋅ 2 Baths ⋅ 73580293 MLS
Available NOW! Welcome to your oasis at The Willows at Winchester. This fully gut-renovated, first-floor corner unit offers seamless single-level living at its finest. The Living Space offers open-concept layout featuring rich hardwoods, a gourmet chef's kitchen, dining area and living room w/ a cozy gas fireplace opening to your private patio. The Bedrooms: A lavish primary suite with a walk-in closet and spa-like glass shower, plus a bright second bedroom and an upgraded full bath.The Perks: In-unit laundry, an oversized private garage with a massive storage loft, and resort-style amenities (heated pool, gym, and clubhouse).Perfectly situated just minutes from Winchester Center, Route 93, and the commuter rail, Boston train & scenic nature trails. A rare turnkey gem where modern comfort meets premium lifestyle.

7 Conant Unit 19, Winchester

Listing courtesy of Listing Agent: Ides Figueiredo from Listing Office: Coldwell Banker Realty - Brookline.
666 Main Unit 310, Winchester
$3,900
2 Beds ⋅ 2 Baths ⋅ 73579935 MLS
2 bedroom, 2 bath condo with *Flexible Leasing Terms* 6-12 months. Located at Wedgewood Place, a waterfront condominium community that is centrally located in downtown Winchester. Beautifully updated, overlooking beautiful pool and garden area. Garage parking. Steps to town, stores and restaurants as well as public transportation, just a short ride to Boston.

666 Main Unit 310, Winchester

Listing courtesy of Listing Agent: Darryl E. Brian from Listing Office: RE/MAX Bentley's.
666 Main Street Unit 210, Winchester
$3,200
2 Beds ⋅ 2 Baths ⋅ 73579895 MLS
Welcome to 666 Main Street, offering comfortable, low-maintenance living in a convenient Winchester location! This spacious 2-bedroom, 2-bath residence features hardwood floors, newly updated bathrooms, and a bright, well-designed layout. The primary bedroom offers a generous walk-in closet and private bath, while the living room opens directly to a private patio—perfect for morning coffee or relaxing at the end of the day. Additional conveniences include an in-unit washer and dryer and two parking spaces—one assigned garage space (#2) plus one outdoor space, fireplace, extra storage. Residents also enjoy access to the association’s swimming pool. Rent includes HOA fees, grounds maintenance, snow removal, and trash removal. Centrally located with easy access to grocery shopping, public transportation, schools, downtown Winchester, restaurants, shops, and the commuter rail. A wonderful opportunity to enjoy Winchester living with everyday conveniences close by!

666 Main Street Unit 210, Winchester

Listing courtesy of Listing Agent: Robert Ellington from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
200 Swanton St Unit 303, Winchester
$495,000
2 Beds ⋅ 1 Baths ⋅ 73578112 MLS ⋅ ['Parkview'] BLDG.
Enjoy the best of Winchester living in this beautifully updated two-bedroom condo at Parkview, just minutes from Winchester Center, local shops, dining, parks, and commuter access. A bright, open-concept layout creates an inviting flow for everyday living and entertaining. The modern kitchen features stainless steel appliances, while fresh paint throughout adds a crisp, contemporary feel. Both generously sized bedrooms offer excellent closet space and flexible living options. The living area overlooks a scenic duck pond and professionally maintained grounds, creating a peaceful setting year-round. The secure card-entry building offers ample resident parking, guest parking off Swanton Street, and access to an in-ground pool. HOA includes heat, hot water, electricity, and AC for exceptional convenience and value. One basement storage unit is included.

200 Swanton St Unit 303, Winchester

Listing courtesy of Listing Agent: Joseph Pollack from Listing Office: Redfin Corp..
60 Lake Street Unit J, Winchester
$3,250
2 Beds ⋅ 3 Baths ⋅ 73575497 MLS
Welcome to this spacious 2-bedroom, 2.5-bath townhome in a highly desirable Winchester location with beautiful views of Wedge Pond. Offering multiple levels of living space, this home provides plenty of room to spread out, work from home, and relax.The main level features an open kitchen and dining area, creating a comfortable and functional space for everyday living and entertaining. Step outside to the beautiful private patio, perfect for enjoying your morning coffee, dining outdoors, or simply unwinding.Upstairs, you'll find two generously sized bedrooms, while the home also includes a dedicated office and a fully finished basement, providing flexible additional space for a home office, family room, gym, playroom, or recreation area.Enjoy an excellent location close to Winchester High School, public transportation, and the commuter rail, making travel into Boston convenient. Outdoor enthusiasts will love being near Wedge Pond, with opportunities for fishing, canoeing, and enjoying the waterfront surroundings.With 2 bedrooms, 2.5 baths, an office, finished basement, pond views, outdoor space, and convenient access to transportation, this spacious Winchester rental offers a wonderful combination of location, flexibility, and comfort.

60 Lake Street Unit J, Winchester

Listing courtesy of Listing Agent: Shannon Jenkins from Listing Office: RE/MAX Realty Experts.
200 Swanton Street Unit T35, Winchester
$3,000
2 Beds ⋅ 1 Baths ⋅ 73573205 MLS
Welcome to this Stunning 2 BR unit on Terrace level with amazing view of duck pond and flowering garden area from private outdoor patio at Parkview Condominiums. Spacious open LR/DR with updated kitchen and bath. Kitchen to include stainless steel appliances, glass tile backsplash, very nice countertops and huge peninsula great for parties. 2 huge bedrooms with lots of closet spaces. Private storage space and laundry in the building. In ground pool and beautiful out door spaces. Off street parking space and huge guest parking lot. Easy access to Rte. I95, Rte. I93, "T" and Boston. Walking distance to shopping, Winchester town center and many more. HEAT , HOT WATER AND ELECTRICITY ARE INCLUDED IN THE RENT. EASY TO SHOW!

200 Swanton Street Unit T35, Winchester

Listing courtesy of Listing Agent: Nuri Tirana from Listing Office: Tirana Real Estate Group.
60 Lake St Unit E, Winchester
$660,000
2 Beds ⋅ 2 Baths ⋅ 73572854 MLS
Enjoy Winchester living in this spacious 2-bed, 1.5-bath townhouse at the desirable Wedge Pond Condominium. The main level features hardwood floors, a sunny living room, dining room, half bath, and kitchen. On the second level, you have two bedrooms and a full bath. The finished lower level offers more space for a family room, home office, or guest bedroom, plus laundry and storage. To top it all off, you have a private outdoor patio with water views! One deeded parking space included with an additional second space available for $40 per month. Prime location - walk to downtown restaurants, commuter rail, schools, supermarket, beach, and much more. Updates include kitchen (2020) downstairs bathroom (2023) new windows (2026) heating (2020)

60 Lake St Unit E, Winchester

Listing courtesy of Listing Agent: Shaundize Moosavizadeh from Listing Office: Coldwell Banker Realty - Boston.
666 Main St Unit 208, Winchester
$2,900
2 Beds ⋅ 2 Baths ⋅ 73572062 MLS
Freshly painted and move in ready, 2 bed, 2 bath unit is located in the highly desirable Wedgewood Place. This unit boasts an open concept kitchen, dining and living room complete with a fireplace and alcove perfect for a home office. . The primary suite offers walk in closet closet space and private bath with tub and shower. Second bedroom, additional full bath and washer and dryer complete this unit. Enjoy the convenient location, minutes to public transportation, Winchester Center, schools, library, restaurants and shops while relaxing in the quiet serenity of your covered balcony overlooking the beautiful downtown Winchester. Excellent credit required, first, last, and security, no pets. One covered parking spot included #8.

666 Main St Unit 208, Winchester

Listing courtesy of Listing Agent: Pirani & Wile Group from Listing Office: Gibson Sotheby's International Realty.
77 Church Street Unit A, Winchester
$3,895
2 Beds ⋅ 1 Baths ⋅ 73570662 MLS
Beautiful condo style apartment for rent on picturesque Church Street. A lovely 2nd floor unit, generously sized with hardwood floors throughout. Walk upstairs to an open vestibule perfect for reading a good book with direct access to the covered front porch. Living room with faux fireplace opens to a bright and airy home office or a classic dining room with period built-in cabinet. Oversized gas-cooking kitchen, 2bedrooms and full tiled bath finish this welcoming apartment. All new windows and brand new 2nd floor laundry room off the kitchen. Available for occupancy Oct 1st.

77 Church Street Unit A, Winchester

Listing courtesy of Listing Agent: Catherine Albiani from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
7 Ridge Street, Winchester
$3,100
2 Beds ⋅ 2 Baths ⋅ 73560458 MLS
Welcome to this charming 2-bedroom, 1.5-bath rental located on the desirable west side of Winchester. Offering three levels of living space, this home provides plenty of room to spread out and enjoy a comfortable, flexible layout. Beautiful hardwood floors add warmth and character throughout, while the level, partially fenced backyard provides a wonderful private outdoor space for relaxing, entertaining, or enjoying the warmer months. Situated in a welcoming Winchester neighborhood with convenient access to local amenities, schools, shopping, dining, commuter routes, and all that this sought-after community has to offer. Enjoy the space and privacy of a home combined with an excellent Winchester, MA location. Schedule your showing today! Home is heated by oil.

7 Ridge Street, Winchester

Listing courtesy of Listing Agent: Shannon Jenkins from Listing Office: RE/MAX Realty Experts.
666 Main Street Unit 211, Winchester
$664,000
2 Beds ⋅ 2 Baths ⋅ 73553517 MLS ⋅ ['Wedgewood Place'] BLDG.
Inviting open layout with abundant natural light coming through NEW TRIPLE-PANE WINDOWS and NEW SLIDER (2026) for improved energy efficiency and beauty, now with a fabulous price improvement. The kitchen features UPDATED APPLIANCES, GRANITE COUNTERS with an eating bar and PANTRY CLOSET, open to the living room with a fireplace and the dining room with a NEW CHANDELIER. The spacious primary bedroom has a LARGE WALK-IN CLOSET, a sink area before the entry to the water closet where you’ll find a large tub. The second bedroom/office offers DOUBLE CLOSET and is across the hall from IN-UNIT LAUNDRY and SECOND BATH with shower. Throughout, enjoy CENTRAL AIR, NEW LIGHT FIXTURES, FRESH PAINT THROUGHOUT, NEW VINYL "WOOD" FLOORING (2026), NEW WASHER AND DRYER (2025) and NEW HOT WATER HEATER (2024). Benefit from COVERED PARKING in the garage below the building, the association POOL, TWO ELEVATORS, and the convenience of being only one flight of stairs up from street level. The location near town center, TRAIN, shopping, restaurants, schools and library is superb. Great layout, garage parking, ideal location, and numerous recent improvements make this a wonderful opportunity. New budget conforms to lending guidelines. Make your appointment to see this today!

666 Main Street Unit 211, Winchester

Listing courtesy of Listing Agent: Elizabeth Darby from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
50 Middlesex Street Unit 50, Winchester
$769,000
2 Beds ⋅ 2 Baths ⋅ 73546074 MLS ⋅ ['50-52 Middlesex St Townhomes'] BLDG.
Completely renovated from top to bottom, this brand-new 2-bedroom, 2-bath condo offers the privacy and feel of a single-family home in one of Winchester's most desirable neighborhoods. Tucked away on a quiet, tree-lined street just moments from vibrant downtown, this home features its own private entrance, driveway, and backyard. Inside, enjoy white oak hardwood floors, a stunning chef's kitchen with quartz countertops and full-height backsplash, Bosch stainless steel appliances, and beautifully designed baths with custom tile and premium Kohler fixtures. Additional upgrades include a new roof, central A/C and heat, recessed lighting, and all-new systems throughout. Winchester is renowned for its award-winning schools, charming New England downtown filled with shops, restaurants, and cafés, easy commuter rail access to Boston, and convenient proximity to major highways—offering the perfect blend of suburban tranquility and city convenience.

50 Middlesex Street Unit 50, Winchester

Listing courtesy of Listing Agent: The North Star Group from Listing Office: Keller Williams Realty Evolution.
63 Holland St Unit 63, Winchester
$3,000
2 Beds ⋅ 1 Baths ⋅ 73516177 MLS
Welcome to 63 Holland St in Winchester! This beautifully renovated 2-bedroom, 1-bath townhome offers the perfect blend of classic charm and modern updates, featuring hardwood floors throughout, recessed lighting, freshly painted interiors, and a stunning new kitchen with quartz countertops and stainless steel appliances. The updated bathroom showcases a walk-in tiled shower with a custom glass door for a sleek, contemporary feel. Additional highlights include an in-unit washer and dryer, private driveway parking, extra basement storage, professional management, and access to a shared backyard space. Water and sewer are included. Conveniently located near shops, restaurants, and public transportation, this home provides comfortable living in one of Winchester's most desirable neighborhoods.

63 Holland St Unit 63, Winchester

Listing courtesy of Listing Agent: Issam Dib from Listing Office: Skyline Realty.
83 Church Street Unit 15, Winchester
$950,000
2 Beds ⋅ 2 Baths ⋅ 73497739 MLS ⋅ ['83 Church St Condominiums'] BLDG.
Stunning corner unit, fully renovated 2 BR,1.5 BA condo offering an exceptional blend of elegance & modern updates in a prime in-town location.Soaring ceilings, dramatic arched openings, & oversized windows flood the space w/natural light.French doors open to charming private balcony.Main living area showcases beautifully refinished marble flooring, gas FP, & designer lighting including crystal chandeliers & wall sconces. The thoughtfully renovated kitchen features granite countertops, custom cabinetry, stainless steel appliances, & opens to a stylish butler’s pantry complete w/wine fridge, sink, & in-unit washer/dryer. Upstairs, both bedrooms offer HW flooring, updated lighting, & skylight w/shade. Bathrooms have been tastefully updated. Additional highlights include updated electrical, gas line connection, & integrated sound wiring.Includes one car garage, an additional outdoor parking space & basement storage w/bonus cedar closet.Turnkey home near town center, shops & commuter rail. Some photos are virtually staged.

83 Church Street Unit 15, Winchester

Listing courtesy of Listing Agent: Paula R. Sughrue from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
200 Swanton Street Unit T35, Winchester
$450,000
2 Beds ⋅ 1 Baths ⋅ 73496844 MLS
BACK ON MARKET DUE TO FINANCING ! PARKVIEW WINCHESTER CONDOMINIUMS! Welcome to this Stunning 2 BR unit on Terrace level with amazing view of duck pond and flowering garden area from private outdoor patio at Parkview Condominiums. Spacious open LR/DR with updated kitchen and bath. Kitchen to include stainless steel appliances, glass tile backsplash, very nice countertops and huge peninsula great for parties. 2 huge bedrooms with lots of closet spaces. Private storage space and laundry in the building. In ground pool and beautiful out door spaces. Off street parking space and huge guest parking lot. Easy access to Rte. I95, Rte. I93, "T" and Boston. Walking distance to shopping, Winchester town center and many more. HEAT , HOT WATER AND ELECTRICITY ARE INCLUDED IN THE CONDOMINIUM FEE. EASY TO SHOW! OPEN HOUSE ON SATURDAY 11: 00 -- 1:00 PM AND SUNDAY 12:00--2:00 PM

200 Swanton Street Unit T35, Winchester

Listing courtesy of Listing Agent: Nuri Tirana from Listing Office: Tirana Real Estate Group.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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