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$6,500,000
6 Beds ⋅ 7 Baths ⋅ 73134071 MLS
Visionary New Construction has begun! Quality and 1st class design define this rare legacy residence.Spectacular interpretation of a modern colonial designed by acclaimed architect & built by Master Builder.Impeccably positioned on one of the highest points in Winchester & commanding seasonal skyline vistas.Start your tour with the Grand 23' Entrance Hall.Sail under fabulous 10' ceilings throughout the main floor as they carry you past the library,dining room,into the living room, stunning kitchen & breakfast room.2nd floor provides 3 generous en suite BR's,Gallery,and the Grand Primary Suite with sensational dressing room & bathroom.Lower living/play space enhanced with magnificent family room,kitchenette,glass enclosed gym,game room,wine lounge,connecting wine cellar,and au pair suite with adjacent full bath.Close to an acre on 2 lots,home will be majestically oriented boasting a deep 85' setback from the street while providing rear entertaining grounds of magazine quality. No equal.

15&Lot227 Vinson Circle, Winchester

Listing courtesy of Listing Agent: Anthony Marino from Listing Office: The Marino Group Collection.
$5,800,000
7 Beds ⋅ 5 Baths ⋅ 73159196 MLS
Opportunity abounds on a picturesque estate on a private road 7 miles from Boston and half mile from Winchester’s center. Custom built home on 3 heavily wooded acres and meticulously maintained by one family. This unique offering is an opportunity to create a private family compound or develop the approved 3 separate lots. A winding driveway leads to a mid-century modern masterpiece hidden from the road, offering unparalleled privacy. Floor plan is perfectly suited for entertaining as the large kitchen provides direct views into the family room with built-in bar. Generous dining room and formal living room offer views of the pastoral setting. High ceilings, a main floor study with access to one of 2 patios and en-suite bedroom on the main level. Upstairs 6 bedrooms each with dramatic views of the wooded grounds including owner’s suite with dressing room. Main house sits on over 1.6 acres with two additional lots measuring 0.5 acres each. A special property, looking for its next owner.

25 Ledgewood Rd, Winchester

Listing courtesy of Listing Agent: Karen S. Garrett from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
$5,200,000
8 Beds ⋅ 8 Baths ⋅ 73083677 MLS
MAJESTIC LAKEFRONT ESTATE! Situated directly on the Mystic lake w/ expansive yard & breathtaking views offering the most gorgeous and serene setting in all of Winchester. This 21+ room custom home includes 7/8 bedrooms and 7.5 baths. The 2 room primary suite features 13’ beamed ceiling w/ oversized windows, direct water views, luxurious bath w/ soaking tub & fireplace plus a private sitting room w/ custom cherry walls, second fireplace & balcony/deck. The kitchen is highlighted by a gourmet custom La Corneu Chateaux 48” double-oven range, w/ adjacent dining area & lakefront family room w/ fireplace & drop down ceiling TV. Formal dining & living room renovated w/ original details & beautiful woodwork preserved. Fully finished basement w/ media room, full gym, playroom, au-pair suite, & an exquisite “hidden” ~800 bottle wine cellar. This home also offers a top floor in-law suite and basement au-pair suite and features 5 fireplaces, radiant floors, expansive Ipe deck & dock.

8 Niles Lane, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$3,675,000
6 Beds ⋅ 5 Baths ⋅ 73163652 MLS
Step inside elegance in this 5,757 sq ft smart home nestled on spacious 14,000 sq ft lot! First floor welcomes you w/ grand entrance, a custom office on the right, and a formal dining room adorned w/ grand crown molding. Flow effortlessly into the dream kitchen, boasting custom cabinets, a Wolf range, premium Sub-Zero fridge, a generous island w/ Calcutta gold quartz, a wet bar, and walk-in pantry. The living room features coffered 14 ft ceilings and gas fireplace, creating the ideal entertainment space. Completing this level is an en suite w/ a den, a bedroom, a ¾ bath, a mudroom with ample storage, and a half bath. Upstairs, two spacious bedrooms sharing a Jack and Jill bath, full laundry room w/ sink, full bath w/ dual vanity, primary suite w/ his and her closets, a luxurious vanity, and high-tech thermostatic shower valve, fifth bedroom, and sitting/study room. Full lower level offers an Au Pair en suite, gym space, an entertainment area, and potential for a custom wine room.

23 Lawson Rd, Winchester

Listing courtesy of Listing Agent: Andersen Group Realty from Listing Office: Keller Williams Realty Boston Northwest.
$3,299,000
5 Beds ⋅ 6 Baths ⋅ 73156754 MLS
ULTIMATE DESIRABLE LOCATION - CUSTOM BUILT HOME - PRISTINE CONDITION - 7 MILES to BOSTON - HALF ACRE LOT - PERFECT FLAT LOT - RARE FIND in WINCHESTER - SPACE for YOUR EVERY DESIRE . Having 14 Rooms - 5+ Bedrooms, 4 Full Bathrooms and 2 Half Bathrooms - 3 floors of finished living space with a magnificent Grand Two-Story Foyer large enough to host your holidays and family celebrations. Lower Level has four spacious rooms - including a large Family/Recreation Room - perfect for a Nanny/In-Law Suite. Professionally landscaped yard and an oversized three-car Garage. Located a short distance to Schools - Winchester Center - Library - Restaurants -Coffee Shops, Town Taverns - Boutiques - Salons and two Commuter Rail stations to Boston. Do not miss this rare opportunity to own a true dream home and become part of the Winchester Community and all it has to offer.

19 Socrates Way, Winchester

Listing courtesy of Listing Agent: Lucille Murray from Listing Office: Compass.
$3,099,000
5 Beds ⋅ 5 Baths ⋅ 73158209 MLS
Embrace elegance, relish a private setting & enjoy one of Winchester's finest neighborhoods! Main level open floor plan showcases a kitchen replete w/luxury ~ Quartz counters, Laurier Max cabinetry, walk-in pantry & the culinary technology of Gagganeau appliances. An expansive LR w/gas fpl & custom built-ins flows into a sunrm surrounded by a canopy of trees & outdoor patio ~ sure to make entertaining exciting! Coffered ceiling & wainscoting details accent the DR plus large windows bring in natural light and the beauty of the outdoors. FIVE spacious bedrms w/built-in closets, incl. 1st FL suite & sumptuous 2nd FL Primary Suite w/vaulted ceilings & rear-facing deck! Family Rm in LL for movie & game nights w/half bath & walkout to outdoor space plus front yard to play hoops or catch. Crafted w/attention to modern desires, nestled in a slice of serenity w/easy access to Town Forest Trails, Commuter Rail, Bus and Winchester's beloved Town Center. Private financing may be available!

11 Brooks St., Winchester

Listing courtesy of Listing Agent: Michaela Pixie Mahtani from Listing Office: Leading Edge Real Estate.
$2,975,000
5 Beds ⋅ 5 Baths ⋅ 73120584 MLS
This stately home is situated on the second block of prestigious Wedgemere Avenue, one of Winchesters' most desired addresses. This stunning home is situated on a meticulously maintained lot with gorgeous landscape, cozy private spaces offering an abundance of undeniable curb appeal. This home showcases a perfect blend of original woodwork & detail along w/ many recent updates todays buyers desire. The grand rooms flow beautifully w/ large open doorways, high ceilings & hardwood floors. The sun drenched kitchen w/ Viking appliances offers custom cabinetry w/dining banquette, desk & built ins, w/sliders to fabulous patio & fenced yard. Spacious primary bedroom w/2 baths, steam shower, walk in closet, plus home office. Two additional beds, with beautiful hall bath & lovely open foyer w/ window seat. Third level offers two add'l rooms, one w/en-suite bath. Oversized 2 car garage, plus a custom built plunge pool w/ the most stunning private setting, a great place to relax after a long day!

30 Wedgemere Avenue, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$2,899,900
8 Beds ⋅ 7 Baths ⋅ 73112247 MLS
Introducing 319 Main Street...a remarkable colonial showcasing exquisite craftsmanship & details throughout! Situated in a prime location, this stately home offers a grand front brick porch providing a perfect spot to relax & enjoy warm summer evenings! Upon entering be greeted wi/stunning coffered ceilings & herringbone wd flrs.The white kitchen features high-end appliances & elegant marble countertops. Adjacent to the kitchen...a charming breakfast rm captivates, offering a cozy gas fireplace & windows that bathe the space in natural light. Additional 1st fl. highlights include: a beautiful dining rm, sitting rm w/fireplce & built-ins, a FR, a LR, a den & 1/2 ba. The 2nd flr offers 4 generously sized bdms & there's 3 more on the 3rd fl! Directly across the street, a carriage house awaits...nestled in nature & boasting 3 levels w/ a 1-bed apartment, potential for 7 cars! The Gorgeous backyard has 2 bluestone patios & is professionally landscaped! Walk to train & town!

319 Main St, Winchester

Listing courtesy of Listing Agent: Leeman & Gately from Listing Office: Compass.
$2,899,000
5 Beds ⋅ 6 Baths ⋅ 73158946 MLS
Welcome to the market 10 North Gateway, a stunning new construction property in a neighborhood that everyone in Winchester LOVES! Enter in and immediately be greeted by a gorgeous 2 story foyer with access to your formal living room. The kitchen features an oversized island and is open to the fireplaced family room. A formal dining room with slider to the patio, first floor bed/office with private full bath, pantry, and mudroom with 1/2 bath are also found on this main level. The second floor is home to 4 bedrooms including the expansive primary suite. The finished basement offers a recreation room, gym, a potential 6th bedroom, and full bath! For the outdoor enthusiast, this is where you want to live! Take advantage of the Town Forest being just outside your door for hiking, biking, bird watching, or just a simple after dinner stroll. This property is located less than 1 mile from our beautiful Town Center. Take advantage of an opportunity for a home AND location as special as this!

10 North Gateway, Winchester

Listing courtesy of Listing Agent: Vita Realty Group from Listing Office: Compass.
$2,800,000
6 Beds ⋅ 4 Baths ⋅ 73164804 MLS
Amazing 1907 six bedroom three and one half bath Colonial Revival located in one of Winchesters finest neighborhoods.This home is a tribute to yesteryear with its custom detail and design, magnificent woodwork, high coffered ceilings ,beautiful hardwood floors and four fireplaces.Imagine entertaining in the lovely front to back living room or enjoying the holidays by the fire in this most attractive dining room with all its exquisite detail and craftsmanship on display.Simply relax in the library and take in its beauty. Updated kitchen has a pantry. Large main bedroom suite has fireplace and updated bath.Three additional bedrooms on second floor.Third floor has two bedrooms or they can be used as an office or family room.The home has one garage in the front and original carriage house in rear. Inviting front porch looks over unusual large lot for possible expansion. This stunning property is located in the Everett Avenue- Sheffield Rd Historic district

3 Sheffield Rd, Winchester

Listing courtesy of Listing Agent: Nannette Shanahan from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
$2,799,000
5 Beds ⋅ 5 Baths ⋅ 73107072 MLS
NEW CONSTRUCTION!! Must see this gorgeous 5 bedroom home w/ thoughtful design & high end finishes! This home is spacious & inviting, offering a grand open flr plan ideal for entertaining & modern day family living. The kitchen features an oversized island w/ seating/ quartz countertops, high-end appliances, & breakfast nook/dining area. Off the kitchen is a spacious family room w/gas fireplace & direct exterior access w/ sliders leading to large deck or patio & nice rear and side yard. The first floor also offers a formal dining room and guest bedroom w/ bath plus a home office & 1/2 ba. The second level primary suite is luxurious, offering a sitting area, sleeping area, huge walk-in closet, lavish bath w/double vanities, oversized shower & soaking tub! Three additional beds incl. junior suite w/ bath, full hall bath & laundry room finish this level. Finished lower level media/ rec room w/ full bath. 2 car garage direct entry to great mudroom! Quick & easy access only 6 miles to Boston

1 Alice Lane, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$2,699,000
5 Beds ⋅ 7 Baths ⋅ 73164869 MLS
Luxury New Construction close to the Winchester Country Club! The combination of classic elements & modern convenience make this home stand apart from the rest. Double front entry doors lead to the open living room & thoughtfully designed kitchen with double wall-ovens, gas top range, direct vent hood, bev fridge, pot filler & island seating for 4. Separate pantry with bev fridge, dishwasher & sink make it easy to clean up after holiday gatherings. The primary suite on the main level with private laundry, custom closets & bath with double vanity, soaking tub & shower is the perfect escape after a long day. The bedrooms on the 2nd & 3rd floor are each accompanied with an en-suite full bath. Family room in the walkout basement with additional bath, separate storage room, utility room & direct entry two-car garage. Professionally landscaped with sprinkler system & a private deck with access from the 1st floor living space, brings the outdoors inside! You'll leave wanting to move in!

108 Arlington St, Winchester

Listing courtesy of Listing Agent: Friel Team from Listing Office: FrielEstate.
$2,699,000
6 Beds ⋅ 7 Baths ⋅ 73160636 MLS
NEW CONSTRUCTION! This spacious 6 bed, 6.5 bath home by a top local builder has it all! With over 6,300sf of living space you won't want to miss this stunning home. The first flr offers a gourmet kitchen w/ oversized island w/ seating/ quartz countertops, high-end appliances, & breakfast nook/dining area. Off the kitchen is a spacious family rm w/gas fireplace & direct exterior access w/ sliders leading to a large patio & great yard. The first floor also offers a guest bedrm or home office w/ full bath, mudroom and powder rm. The second level primary suite includes huge walk-in closet, lavish bath w/double vanities, oversized shower & soaking tub! Three additional beds, 2 full baths & laundry room finish this level. The finished third flr is a large loft/playroom/gym w/ full bath. Finished lower level media/ rec room, additional bedroom w/ full bath and wine cellar. 2 car garage direct entry to great mudroom! Conveniently located just 7 miles north of Boston nr Hospital & the Fells!

20 Bellevue Avenue, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$2,649,000
5 Beds ⋅ 6 Baths ⋅ 73152537 MLS
This stunning new construction colonial showcases a sprawling 6,265 sf of luxurious living space, offering ample room for entertaining & comfortable everyday living. With 5 beds, 5.5 baths & a 2-car garage, this home is designed to accommodate your family's every need. The grand foyer welcomes you with its soaring ceilings & exquisite detailing, setting the tone for the rest of the home. The kitchen features top-of-the-line appliances & a generous island that serves as the centerpiece for gatherings & casual dining. Adjacent to the kitchen, an inviting family room with fireplace. Retreat to the master suite, boasting a spa-like bath & walk-in closet. Five additional bedrooms including a 1st floor guest suite offers room for everyone in the family. Lower level bonus room, can be used as a home office, playroom, or gym, conveniently connects to the yard, allowing easy access. Outside, a professionally landscaped yard surrounds the property, providing a serene oasis for outdoor enjoyment.

228 Ridge St, Winchester

Listing courtesy of Listing Agent: Pirani & Wile Group from Listing Office: Leading Edge Real Estate.
$2,599,000
4 Beds ⋅ 5 Baths ⋅ 73147332 MLS
This extraordinary property is privately situated, yet, just minutes from Boston. European inspired and masterfully crafted, showcases sophisticated design and top-of-the-line systems. A well appointed floor plan awaits with grand scale rooms and elegant charm. Enter through the magnificent foyer, featuring a beautiful curved staircase that leads into the formal living room and separate family room. Bespoke chef's kitchen comes outfitted with professional grade appliances, fireplace and adjoining mudroom. In addition to 3 en-suite secondary bedrooms, the primary suite rivals the finest hotels offering a spa like bath, complete with bidet and w/I closet. Seamless indoor/outdoor flow through 8 sets of French doors to marble columned loggia, lush landscaping, sparkling salt water heated pool and sound system thru-out. An unparalleled entertainment oasis. Other features incl 350 gallon Reef Tank, full wet bar, ideal LL au-pair suite, heated driveway. All a stones throw from town center.

18 Middlesex St, Winchester

Listing courtesy of Listing Agent: Candice Macoul from Listing Office: Luxury Living Real Estate.
$2,598,000
6 Beds ⋅ 6 Baths ⋅ 73159121 MLS
Stunning 6 bed, 5.5 bath NEW CONSTRUCTION Colonial. on quiet side st, minutes to Rte 3, I-93, Winchester Center & The Middlesex Fells. Thoughtfully designed with first floor suite style bedroom off main living area plus expansive second floor primary suite. Gorgeous transomed windows welcome sun throughout formal dining room and living room with custom shelving & gas fireplace. Impressive kitchen w/center island, extensive quartz counter space & high-end appliances plus a large walk-in pantry, bev center, home office & 1/2 bth complete this level. 4 Bedrooms on 2nd flr including an expansive primary bedroom suite w/cathedral ceilings, large walk in closet & luxurious bath w/shower, soaking tub & double vanity. Tiled laundry room on this level w/sink & shelving. 6th BDRM on 3rd floor, w/full bth & private sitting room perfect for in-laws or teen suite. Finished lower level w/family room, exercise room, media room & mudroom leads to 2 car garage. Open House Sun Oct 1st 12:00-1:30pm

11 Priscilla Lane, Winchester

Listing courtesy of Listing Agent: The Synergy Group from Listing Office: The Synergy Group.
$2,595,000
5 Beds ⋅ 6 Baths ⋅ 73160998 MLS
Treetop views and top of the line construction! This 5+ bedroom, 5.5 bathroom beauty is located in the coveted Lincoln Elementary School District. The first level consists of a formal living room, open concept family room and dining room, gourmet kitchen with pantry, 1.5 bathrooms, 1st floor bedroom/home office, and a large mudroom directly off of the 2 car garage. The second level is home to 4 additional bedrooms, including one junior suite and the primary with HUGE walk-in closet, spa-like bathroom and private deck with gorgeous views. Additional living space can be found in the finished walk-out lower level with wet bar and possibilities galore! A gym, media room, additional bedroom, and recreation room are all possible in this space! You won't want to miss out on this beautiful home that is near completion by a premier local builder.

18 Alden Lane, Winchester

Listing courtesy of Listing Agent: Vita Realty Group from Listing Office: Compass.
$2,525,000
5 Beds ⋅ 5 Baths ⋅ 73104793 MLS
Must see this fabulous +/- 5000 sf modern colonial! This newly constructed 5 bed, 4.5 bath home by premiere local builder is one of a kind & offers space & style that will impress! From the moment you enter you will feel the quality & appreciate the beautiful unique craftsmanship; features include a stunning sleek custom kitchen, quartz counters, wide plank oak flooring, oversized island, Thermador appliances w/ 48" fridge, 6 burner gas range along with a wet bar, wine fridge & walk in pantry. Adjacent family room w/fplc, formal living room, dining room & stunning office. Second floor features 5 bedrooms including an amazing master suite w/ European spa like bath, soaking tub & oversized porcelain shower w/ double shower heads. 4 additional bedrooms all very spacious; one en-suite. Full finished lower level offering game room/ gym/ movie theatre room, 2 car garage, direct entry to mudroom. Close to town location & desirable Lincoln elementary school district! Don’t miss this great home

3 Priscilla Lane, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$2,499,000
7 Beds ⋅ 6 Baths ⋅ 73160639 MLS
NEW CONSTRUCTION!! Must see this gorgeous 7 bed 5.5 bath home w/ thoughtful design & high end finishes! This luxury home is spacious and inviting, offering a grand open floor plan ideal for entertaining and modern day family living. The kitchen features an oversized island with seating/ quartz countertops, high-end professional appliances, breakfast nook/morning dining area. Direct access off the kitchen w/ sliders leading out to the large & private rear yard. Off the kitchen is a spacious family room with gas fireplace. The first floor also has a formal dining room & 7th bed OR home office with 3/4 bath. The second level master suite is spacious & offers an oversized walk-in closet, a lavish bath with tiled shower/glass enclosure, double vanities & soaking tub! The 2nd level also includes 3 additional beds & 2 baths; two beds with adjoining bath plus laundry room. Finished lower level media/ rec room and additional bedroom w/ full bath. Oversized 2 car garage, mudroom~ close to town!

89 Wildwood Street, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$2,499,000
4 Beds ⋅ 4 Baths ⋅ 73158073 MLS
This gorgeous custom home in coveted Brooks neighborhood features a fabulous floor plan with stunning finishes! Thoughtfully designed w/ a dramatic living room featuring vaulted ceilings & floor to ceiling windows w/ fplc, formal dining, open concept sun-drenched kitchen w/ custom cabinetry, chefs applc’s & large island w/seating leading to family room & direct access to glorious fenced yard/patio. A convenient home office space, plus 1/2 bath & direct access to garage w/ lift complete this floor. The striking primary suite boasts vaulted ceilings, a reading nook, large walk in closet and en-suite bath. The 2nd floor includes 3 additional spacious bedrooms, a full hall bath & laundry room. Enjoy working out, movie nights & more in this homes fabulous finished basement incl. a home office w/ built in desks & a half bath. Fenced back yard w/ beautiful bluestone patio, lush landscape & turf area perfect for a play-set or pets! Across from town forest trails & close to town center / train.

27 Brooks Street, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$2,450,000
5 Beds ⋅ 4 Baths ⋅ 73156261 MLS
Extraordinary 5 bed, 3.5 bath Arts & Crafts Colonial, steps to The Fells. Total kitchen renovation in 2019 created chefs kitchen with 48” dual fuel Wolf range, double ovens, high velocity hood, Sub-Zero fridge, marble counters/backslash & 2 bev coolers and new 1/2 bath. Cherry hardwood on 1st & 2nd flrs, third floor finished 2019. Living room w/transom windows, coffered ceiling, custom shelving & gas fireplace. 1st floor office w/custom shelving. Primary bedroom w/cathedral ceilings, walk-in closet & sitting area w/gas fireplace & built-ins. Primary bath renovated 2015 includes steam shower & double vanity. Four additional bedrooms, 2 full baths & laundry room w/sink complete this level. Lower level finished 2019 has home gym & family room w/12’ projector & surround sound, bev center & 2nd garage access, in-law potential. Front walk, rear blue stone patio w/fire pit in 2014. 6 car driveway plus 2 car garage w/12’ ceilings. Smart Home system throughout. OHs Fri 5-6:30pm & Sun 2-3:30pm

148 Highland Ave, Winchester

Listing courtesy of Listing Agent: The Synergy Group from Listing Office: The Synergy Group.
$1,999,999
7 Beds ⋅ 6 Baths ⋅ 73164760 MLS
This turn of the century, 3-story Queen Anne Victorian offers a unique opportunity to live, work & play in the sought after Flats neighborhood of Winchester. Potential for 6,000+ sf of living space with 15 rooms, 5.5 baths & a back yard sanctuary. The interior is the perfect canvas for your vision w/ craftsmanship of yesteryear: 9’ ceilings, grand entry foyer, pocket doors, L-shaped floating staircase w/ window seat on landing, glorious millwork, wood paneled dining room, floor to ceiling French doors + windows, built ins, etc. The tranquil yard offers a spacious & flat .51 acre, boasting a salt-water gunite in-ground pool, wrap around porch, Koi pond with waterfall, lovely, mature plantings and plenty of parking. The heated 2 car garage has 672 sf of versatile living space above with wet bar and full bath that has so many uses…home office, art studio, hobbyist, media room, in-law potential (Subject to special permit/See Bylaw Info/Buyer&Buyer’s agent to do all due diligence w/town.)

127 Church St, Winchester

Listing courtesy of Listing Agent: Meredith Caci Mondejar from Listing Office: Coldwell Banker Realty - Andover.
$1,999,000
7 Beds ⋅ 3 Baths ⋅ 73122720 MLS
Must see this one of a kind home nestled into Myopia hill, a top Winchester neighborhood! Customize this rare gem offering grand yet intimate shared family spaces, plus a 3 room in law or au-pair suite w/ separate entry. Stunning formal dining, living room with fireplace & beautiful molding detail, adjacent office & sunny oversized family room w/ walls of windows. You will love the quaint yet updated kitchen, butlers pantry & breakfast nook off playroom/ den (or 1st floor bed) & full bath. 5 bedrooms on the 2nd floor with a second living room, sitting room plus 2 full bathrooms. Two additional bedrooms and an oversized storage room on the 3rd floor. Enjoy relaxing on the glorious wrap around porch, overlooking the gorgeous, lush yard w/meandering walkways, flowering perennial plantings & 2 car garage/carriage house w/ ample parking. 5 Swan Road offers incredible privacy & undeniable curb appeal located just minutes from downtown Winchester, the Mystic lakes and just 7 miles from Boston

5 Swan Road, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$1,849,000
3 Beds ⋅ 4 Baths ⋅ 73160572 MLS
Rare opportunity to own this newly renovated 3/4 bedroom home in a truly special, picturesque neighborhood! This spacious home with stunning great room featuring walls of windows & vaulted ceilings, has been tastefully updated combining modern amenities with 1930s charm. A lovely front entry with stone walkway & perennial gardens welcomes you into the home. A large formal living room w/ fplc, family/great room, newly updated eat in kitchen w/Thermador appliances,1/2 bath & french door access to fabulous patio, yard & firepit; the maturely landscaped level yard offers privacy, peace and tranquility. The second floor offers three bedrooms, a primary bedroom w/ ensuite tiled bath, plus a spacious hall bath w/ designer finishes. The third offers a large bonus room, the basement is ground level with direct/private entrance offering 4th bed or rec room. and half bath. Must see this great home just a short distance to Lynch school, Big & Little Winter ponds, Horn Pond and Winchester center!

12 Ardley Place, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$1,799,000
5 Beds ⋅ 4 Baths ⋅ 73159333 MLS
Get ready to live your dream life! This house isn't just a home; it's a lifestyle upgrade with everything you could ever want. Step inside and prepare to be amazed by the huge family room, perfect for hosting Netflix marathons and epic game nights. The open kitchen and dining room are ready for your gourmet creations or takeout feasts – no judgment here. The real star of the show? A huge 3-season porch; highly coveted but rarely seen. Host dinner parties, enjoy a rain storm, make an outdoor living room. When it gets chillier, take out the screens and put in the glass inserts. There's also a large living room with a fireplace and a first-floor home office. 5 bedrooms upstairs plus a laundry room, and the lower level is home to a huge playroom and home gym, wine cellar and workshop. Oh, and the yard? Swoon worthy. Private, manicured, with gorgeous landscaping. Plus a 2-car garage. All in a super-quiet, much loved VO neighborhood.

8 Olde Lyme Rd, Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Leading Edge Real Estate.
$1,575,000
2 Beds ⋅ 4 Baths ⋅ 73163911 MLS ⋅ Graystone Circle BLDG.
This meticulously maintained, turn-key 2-bedroom, 2.5-bath townhome offers a blend of modern elegance and comfort. The kitchen features custom cabinets, granite countertops, high-end stainless steel appliances and gleaming hardwood floors. The living/dining room combo features hardwood floors, gas fireplace, cathedral ceilings with skylights along with french doors that open to a large private deck. The spacious primary suite boasts a full marble bath with a walk-in custom shower. First floor laundry area, just outside the primary bedroom, ensures ease and practicality in your daily routines. Second floor you'll find a spacious loft with a large second bedroom, walk in closet and full bath. The finished lower level features a large media room, office, exercise room, 1/2 bath, pantry/storage and cedar closet. This townhome represents a rare opportunity to own a piece of luxury living in highly sought-after Winchester, MA. Make this your forever home. Open House 9/30 and 10/1 11:00-1:00.

39 Graystone Circle Unit 39, Winchester

Listing courtesy of Listing Agent: Lisa Jackson from Listing Office: DiPietro Group Real Estate.
$1,575,000
3 Beds ⋅ 3 Baths ⋅ 73162757 MLS
Nestled along Winchesters beloved Winter Pond, this beautiful home offers the rare opportunity to live the waterfront dream just 7 miles from Boston! Featuring an oversized lot with breathtaking panoramic water views & offering a lifestyle that could include kayaking, paddle boarding, ice skating, fishing etc..along with serenity and privacy so hard to find. This home offers ample living space that flows nicely between the formal living room, dining room, kitchen, office and family room, all of which have picturesque views. Many recent updates including new kitchen, baths, roof, heating & de-leading; making this lovely home move in ready! 3 to 4 bedrooms, 2 1/2 baths w/ a finished walk out basement w/ mud room, laundry, rec. room, storage and gym area. The setting is simply gorgeous with expansive rolling green lawn offering plenty of room for future expansion.Enjoy your morning coffee from deck appreciating all that nature offers, plus spectacular sunsets in the western skies!

32 Woodside Road, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$1,450,000
5 Beds ⋅ 4 Baths ⋅ 73154965 MLS
Incredible sun-filled home with beautiful details inside and out! Sought after location close to TOWN, TRAIN, SCHOOLS, LIBRARY and MIDDLESEX FELLS. Coveted WalkScore of "Very walkable". Gracious front porch, high ceilings, bullseye molding, gorgeous wood floors and lovely details to please the discerning buyer looking to be close to everything. Move right in. This 5 bedroom home offers space for all your needs and a bathroom on every level. Well maintained and thoughtfully improved: repainted exterior (2023), added ductless mini-splits (multiple years), new hot water heater, insulated third floor, smart thermostats and switches, new basement carpet and stair runner, replaced ceiling fans, all windows were replaced by previous owners. Lots of storage space. Back door from kitchen leads to secluded patio with climbing hydrangeas. Less than 9 miles to Boston. Convenient to 93, 128, 2 and 3, or take advantage of the Commuter Rail.

34 Eaton Street, Winchester

Listing courtesy of Listing Agent: Elizabeth Darby from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$1,449,000
4 Beds ⋅ 5 Baths ⋅ 73112321 MLS
Great Single Family Alternative! ONE LUXURY TOWNHOME JUST SOLD AND ONLY ONE UNIT IS LEFT AND IS READY TO MOVE IN! Do not miss your opportunity to have all the conveniences of urban living in one of the finest suburban neighborhoods surrounding Boston. Enjoy 2,500 spacious square feet spread over four levels with plenty of room to roam and space to spare! Classic architectural details meet modern farmhouse in this completely gut renovated 4-bed, 4.5 bath home with exquisite finishes, an open living area with an enviable chef’s kitchen, choice of two primary suites, and a professionally landscaped private area for your exclusive use and relaxation. You’re only a half mile stroll to the quaint Winchester Center for shopping and dining, or to hop onto the commuter rail into Boston for work or play! You’re also within walking distance to Winchester’s premier public schools! Don’t wait, this will not last! See also MLS#73111698 for condo information.

82 Church St, Winchester

Listing courtesy of Listing Agent: Lorrie Parajeckas from Listing Office: Compass.
$1,449,000
4 Beds ⋅ 5 Baths ⋅ 73111698 MLS ⋅ 82/84 Church St Association BLDG.
One luxury townhome just sold and ONLY ONE UNIT IS LEFT AND IS READY TO MOVE IN! Do not miss your opportunity to have all the conveniences of urban living in one of the finest suburban neighborhoods surrounding Boston. Enjoy 2,500 spacious square feet spread over four levels with plenty of room to roam and space to spare! Classic architectural details meet modern farmhouse in this completely gut renovated 4-bed, 4.5 bath home with exquisite finishes, an open living area with an enviable chef’s kitchen, choice of two primary suites, and a professionally landscaped private area for your exclusive use and relaxation. You’re only a half mile stroll to Winchester Center and the commuter rail – a perfect location, whether you spend time enjoying a day on the Winchester Common with its quaint shops and restaurants, or need transportation into the city for work or play. You’re also in walking distance to Winchester’s premier public schools! Don’t wait, this will not last!

82 Church St Unit 82, Winchester

Listing courtesy of Listing Agent: Lorrie Parajeckas from Listing Office: Compass.

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