Winchester Real Estate & Homes For Sale




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Land | Beds: 0 | Baths: 0
Strategically located close to the intersection of Routes 93 and 128, the subject site consists of approximately 8.5 acres of land ideally suited for residential multi-family redevelopment. Can build up to 100 units. Situated minutes from downtown Boston, the subject property is located in Winchester, one of the most prestigious towns in the Commonwealth of Massachusetts. This vibrant community has consistently experienced strong residential growth over the last several years.
Single Family Home | Beds: 5 | Baths: 7
Distinctive Winchester Estate with beauty and presence. 1930 English Country Manor home designed by architect Ralph Vinal and sited on nearly two acres with magnificent gardens and grounds. Stately foyer, grand rooms steeped in custom detail: leaded windows, chestnut woodwork, arched doors. Lovingly maintained and meticulously updated. A treasure for all seasons. Property presented in its entirety inclusive of two Rangely Road Lots.
Single Family Home | Beds: 5 | Baths: 5
Recent multi million dollar restoration, no detail overlooked,no amenity ignored. Breathtaking lakefront property, the perect blend of classic 19th century architecture w/ 20th century conveniences. Notable upgrades,400 amp all new plumbing, heating, AC, Hepa systems as well as automoted stereo & security systems throughout the entire house. 1000 ft deck overlooks private courtyard overlooking meticiculously manicured grounds & stonework leading to a 400 sq. ft dock.
Single Family Home | Beds: 5 | Baths: 5
"WATERFRONT - NEW CONSTRUCTION"- located on a beautiful and quiet well-landscaped street, situated between the Winchester Country Club & Winchester Boat Club. Custom French Home, Stucco & Limestone Exterior, Top of the Line Construction, Materials & Features throughout - Still time to make Custom Choices. Enjoy Sailing, Swimming & Ice Skating in your Own Back Yard! This Home Truly has One of Winchester's Most Beautiful Views of the Mystic Lakes & is just Minutes to Boston & Major Routes.
Single Family Home | Beds: 6 | Baths: 6
Grand, fully restored Colonial in one of Winchester's premier neighborhoods. Everything's been done! Exquisite landscaping & wrap-around porch. Gourmet cook's kitchen with cherry cabinets & stone countertops. Library, sitting room, dining room, family room, & mud room. Four fireplaces, marble master bath, 2nd floor laundry, media room, play room, wine cellar, artist studio, security system, irrigataion system, custom Pella windows, completely rewired 300 amp service, fully insulated & more.
Single Family Home | Beds: 5 | Baths: 7
Distinctive Winchester Estate with beauty and presence. 1930 English Country Manor home designed by architect Ralph Vinal and sited on nearly two acres with magnificent gardens and grounds. Stately foyer, grand rooms steeped in custom detail: leaded windows, chestnut woodwork, arched doors. Lovingly maintained and meticulously updated. A treasure for all seasons. Property presented exclusive of the two Rangely Road Lots.
Single Family Home | Beds: 6 | Baths: 5
A unique offering on Winchester's grandest street! This spacious Colonial mingles old world charm w/ Modern updates. Renovated in 2008 by one of the area's most respected builders, improvements include a magnificent master suite w/ his & hers closets, a large sitting area w/ FP. A finished 3rd floor boasts 2 bedrooms & a large game room. New bonus room in basement. Wonderful gardens w/ spectacular terrace. WAlk to train, stroll to Town and steps to Swim & Boat Clud. Must See!
Single Family Home | Beds: 5 | Baths: 5
NEW CONSTRUCTION! Stirling/Brown architecturally designed "Craftsman Style" estate in executive area w/cedar shingles, fieldstone foundation and walls & copper gutters. 5800 sq. ft GLA includes 5 bds, 4.5 ba, 3 frpls, library, designer custom kitchen,wet bar, media rm, 5-zone heat/cool, walk-in closet systems in each bd, radiant heat in all 2nd fl baths, 8/1 oversized windows, cat-5 wiring, Bose Home Lifestyle Sound Sytem. Short commute to Boston. High-end construction for the discerning buyer.
Single Family Home | Beds: 4 | Baths: 5
Situated at the foot of Myopia Hill & Fernway with fabulous views of Mystic Lake, Custom built in 2002, this 10 room,4-bdrm., 4-1/2 bath, brick colonial is Owner's pride in creating this unique property with many special amenities:Gourmet kitchen w/cherry cabinetry & Viking Appliances, granite & hardwood floors, cathedral ceilings,skylights,master bdrm.w/jacuzzi & shower,Foyer entrance w/circular stair- way & European Chandeliers,A/C,3-level-2-person(700lb.capacity)elevator,au-pair or inlaw
Single Family Home | Beds: 6 | Baths: 5
This amazing property is a blend of old world charm and updated for today's life style. Welcome to the Miley-Friend House! Under meticulous renovation for a year, this property boasts new architecturally designed kitchen with connecting mahogany deck to great room. The sun filled fireplace great room offers amazing space for entertaining and cozy family living. 6 zone gas heat, all new electric system, fireplace master bedroom suite. On one of Winchester's prettiest streets!
Single Family Home | Beds: 4 | Baths: 4
Perfect holiday home - Premier location - easy walk to town ctr, schools, train. Impeccible Shingle style colonial on rare acreage with sweeping gardens, waterfall, deck, patio, porch. New Pella Energy Star windows/doors, Wood Mode cherry built-ins, radiant heat wood floors thru-out. Huge chef's kitchen w/granite, 12' island, top line SS appliances, gas FP, walk-in Butler's pantry, wine cptn. 1st and 2nd flr master suites perfect for inlaws or au pair. Two staircases. Potential for 5th bedroom.
Single Family Home | Beds: 5 | Baths: 5
Exquisite new construction by well known Master Builders.Stone & Shingle style 5 bedroom Colonial with copper topped front porch.Sought after Lawson/Ledgewood area.Master bedroom option on first or second floors.Numerous custom details, and built-ins.Top of the line kitchen with only the best.Walk-out fin basement complete with billiard room & bar, wine cellar w/seating area, and state of the art home theatre,& steam room. 400 amp service.Spring/Summer 2009 estimated completion.
Single Family Home | Beds: 4 | Baths: 5
"On Mystic Lake" waterfront with spectacular views of Boston. Beautiful property open floor plan. First floor fireplace library or office. Patio with outdoor stone fireplace ideal for BBQ's. Family room off of the kitchen.Separate entrance Au-per suite or in-law Appartment.
Single Family Home | Beds: 5 | Baths: 4
Welcome to the Henry Z. Cobb House! A beautifully preserved Arts and Crafts style home sited in the Everett Avenue-Sheffield Road Historic District, it is listed on the National Register of Historic Places. Exceptional mahogany and oak woodwork are in wonderful condition throughout this house, complementing the exquisite details and craftsmanship of another era---leaded glass china cabinets, butler's pantry, four unique fireplaces and don't miss the garage's second floor! Priceless!
Single Family Home | Beds: 6 | Baths: 5
Coventry Estate.This young colonial in an area of newer homes has all the amenities and the yard borders the Town Forest.Granite island cook's dream kitchen and adjacent gas fireplaced family room look out on to a tranquil wooded scene and lovely patio.A large separate suite is perfect for 1st floor master,in-law or au pair.The lower level is completely finished with office or bedroom,full bath,craft area,game and media area; lots of storage throughout.Well insulated for heating efficiency.
Single Family Home | Beds: 4 | Baths: 3
"On Mystic Lake" waterfront, custom built, expansive Ranch style residence. Gracious floor plan, spacious rooms, screened breezeway connects the house to the garage. Lovely landscaped yard with flagstone patio, square footage does not include 1,171 sq. ft. finished basement.
Single Family Home | Beds: 6 | Baths: 3
"Grace and Beauty" located in the "Everett Avenue Historic District", circa 1895. This pristine home has been meticulously maintained while preserving the original architectural details. Enjoy a remodeled state of the art kitchen, exquisite formal dining room and a gracious entrance with a grand staircase.
Single Family Home | Beds: 5 | Baths: 4
A stately Colonial, located on one of Winchester's prettiest streets, this home is in mint condition, decorated beautifully and a short walk to the downtown area and train to Boston. The versatile floorplan features a separate suite on the second floor---perfect for guests or an au pair. Whether entertaining casually in the open area including the kitchen/familyroom or using the foyer, formal livingroom and diningroom, you will enjoy the elegant ambience of this carefully designed home. NICE!
Single Family Home | Beds: 3 | Baths: 3
Great Investment Opportunity! New Consruction Contemporary / Colonial currently leased with income of over $70,000 annually. Buy now, gain equity during the lease period and move in or market the property at the end of the lease. Wonderful 3 bedroom, 2/12 bath, fireplace, cathedral ceilings, A/C, alarm, sprinklers, central vacuum, granite and cherry kitchen gourmet kitchen, Master Suite with jacuzzi bath, hardwood floors, and a fabulous Myopia Hill location.
Single Family Home | Beds: 5 | Baths: 4
Exceptional custom built newer colonial with exquisite detail.Large gourmet kitchen with adjacent welcoming FP family room. Beautiful formal rooms with detail. Two den/offices on first floor. Master suite w/ dressing rm and fabulous bath.Seperate suite for guests.Private sylvan setting. This house has a floor plan that is ideal for the modern family.Masterfully built with pride of ownership and lovingly maintained.
Land | Beds: 0 | Baths: 0
This is a spectacular and one of a kind acre lot in the prestigious Myopia Hill location with water views of the Mystic Lake and skyline views of Boston.Build your dream house here.
Single Family Home | Beds: 5 | Baths: 4
Fells Oaks-One of Winchester's finest homes! Magnificent Colonial Revival beautifully sited on a near acre in Winchester Highlands. Eleven spacious rms, 5 brs, three and one-half baths, kitchen with center island & brkfast area, grand hallways, library, master br suite with dressing room. Quarter-sawn oak, leaded glass, round rooms, 4 orig. fireplaces, French doors, Palladian windows & in-ground pool are just a few special features. Steps away from Fells Reservation & 20 min to Boston & Airport
Single Family Home | Beds: 4 | Baths: 4
Stunning Custom Contemporary Home...a rare find! Elegant designs, material and finish incorporated into recent extensive renovations. Enormous windows draw in the gorgeous private grounds & flood sunshine into every rm. Exquisite millwork, dramatic lighting and solid mahogany detail are repeated thruout spectacular formal rms. Gourmet chef's fantasy workspace, extraordinary baths, a solarium, library, billiard rm, exercise rm, pool house and more! CALL FOR the extensive Special Features List.
Land | Beds: 0 | Baths: 0
Unbelievable potential for 3 buildable house lots abutting cul-de-sac of million dollar plus homes to be built and across from the desirable Fells Reservation. Razing of existing owner occupied single family home required.
Single Family Home | Beds: 6 | Baths: 5
Stately Colonial completely restored in sought after East Hill neighborhood. Open floor plan, bright & sunny, great for entertaining. Custom Pella windows, 3 fireplaces, covered porch with jacuzzi and brick patio. Walk to Wedgemere train, downtown Winchester & schools.
Single Family Home | Beds: 4 | Baths: 4
Beautifully designed colonial balances easy day-to-day living & entertaining. Abundant natural light accentuates many architectural details throughout. Enjoy cooking & dining in the cherry/granite eat-in kitchen adjacent to family room with fireplace. For special occasions you'll appreciate the cathedral foyer, built-in speakers, extra oven, welcoming living and dining rooms. Views of carefully landscaped yard from every window. Too many great details to describe here – you must come see!
Single Family Home | Beds: 4 | Baths: 3
Pristine, classic residence with period detail and many updates. This home is located on "Myopia Hill" on a perfect large, flat lot with beautiful grounds and professionally landscaped with Blue Stone Terrace, family room off of the kitchen and a media room on the lower level. New hardwood floors in the kitchen. Move right in and enjoy!
Single Family Home | Beds: 5 | Baths: 5
The LORING EMERSON HOUSE, c.1854/2008 superbly renovated with new Master/Garage addition by Master Builder on new 4 home cul-de-sac Stonefield Estates! This Energy Star COST SAVINGS GREEN home features 5 bd,4.5 bath on 4 living levels. Huge farmers porch, gourmet kitchen, ADT sec, prof landscape w/stonepillar entrys,sprinklers,elegant site lighting,copper gutters + solid fir garage doors. Huge master suite w/ vintage bath.Wide plank flooring on 1st + 2nd. Old world charm NEW! NO DETAIL MISSED!!
Single Family Home | Beds: 6 | Baths: 5
Exceptional Shingle Style home with a rich Winchester history. Originally designed and built for the James W. Fitch family, c. 1896, it boasts 13+ rooms, four-car garage, three fireplaces, dramatic two story foyer, lovely master suite w/marble bath and dressing area. Timeless period details throughout....wainscoting, window seats, stained glass, built-ins, wonderfully high ceilings....a true classic and one-of-a-kind property, coveted "flats" location & Ambrose School District.
Single Family Home | Beds: 5 | Baths: 4
Magnificently architected colonial overlooking golf course and Boston! Home features prof landscaped yard, wrap-around deck with views of city skyline and two car garage. Inside, the custom kitchen has Granite tops, white painted cabinets, wine fridge, double wall oven, walk out to deck. Exquisite detailed woodwork in drop down family room with fireplace. Master bdrm has breathtaking views of the city. Master bath consists of custom rainshower, soaking tub and dual sinks. Bring any offers..
Single Family Home | Beds: 5 | Baths: 4
This classic and picturesque cira 1908 Center Entrance Colonial has been expanded, restored and completely renovated in 2004. It sites on an impressive corner lot of beautifully landscaped ground in one of Winchester's premiere neighborhoods.A short stroll to Mystic Lake Reservation,Sandy Beach and Commuter Rail. This magnificient home offer 4 levels of great spaces and many attractive features designed for both formal entertaining and informal living!Desirable Ambrose/McCall School District.
Single Family Home | Beds: 5 | Baths: 5
Unique custom contemporary with interior space dramatically designed for entertaining and appreciation of this special setting. Fabulous chef's kitchen featuring 2 stoves, 2 microwaves and 2 sinks opens to sunny breakfast room and step down family room with fireplace. Large master suite has fireplace, jacuzzi bath, 3 walk-in closets, and French doors to private deck.Conservatory with spa overlooks an acre of mature perennials, waterfall & pond. This home is one of a kind!
Single Family Home | Beds: 5 | Baths: 4
HOME SECURITY BEING A MAJOR CONCERN IN TODAYS WORLD - This UNIQUE 4 Level Contemporary was designed with security & functionality in mind.Some amenities are: A FULLY ENCIRCLED YARD W/ROD IRON FENCING, cathederal ceilings, natural slate/oak & cedar plank flrs, 2 FP's, an open yet private living area,a Master BR which has a LR & Study area, a home office space w/separate entry which could be an AuPair/InLaw Suite.A 3 level detached Barn that has water/sewer & electricity-which could be a'Studio'.
Single Family Home | Beds: 4 | Baths: 4
Spectacular new construction at the foot of Myopia Hill with views of the Mystic Lakes! Grand staircase, handsome wainscoting and double crown molding throughout first and second floors. Library with built-in bookcase. Professionally equipped kitchen (Viking, SubZero, Thermador) with extensive cherry cabinetry, granite counters and island open to family room with fireplace. Master suite with marble and granite bath. Second floor media room with fireplace. A modern home with classic elegance.
Single Family Home | Beds: 5 | Baths: 4
Beyond the circular driveway, a one-of-a kind West Side Colonial with over 5500sf of living on three levels. Spectacularly restored + new additions total 12 rooms, 4+BR, 3.5BA. Gracious 18' foyer, 1st flr office, FP LR, formal diningrm, new chefs kitchen(Bosch,Fisher Paykel)+ breakfast area, cathedral ceiling great room w/floor to ceiling stone FP. Master BR retreat,dressing room, marble spa bath. Second BR w/BA, 2 more BRS & bath. C/A, built in sound system, three garages. Private land.
Single Family Home | Beds: 5 | Baths: 4
NEW PRICE!!A Spectacular renovation of this stately turn of the century Grand Colonial Situated on over 27,000 sq.ft. of land in the "Flats" area of town. State of the art granite kitchen, with high end appliances,wet bar,cappucino maker & bread warmer. Front to back 25'living room w/fplc,high ceilings & detailed molding Master suite w/sitting room, and beautiful private bath w/whirlpool tub. Large rooms throughout,unsurpassed quality ~and an amazingly huge lot~ Must see this wonderful home
Single Family Home | Beds: 4 | Baths: 4
COLONIAL BEING BUILT WITH SKYLINE VIEWS OF BOSTON. SHOULD BE AVAILABLE IN MID FEBRUARY OR SOONER WEATHER PERMITTING VERY PRIVATE ON NEW APPROVED CUL DE SAC. WALK OUT BASEMENT TO PATIO. PLAYGROUND IS 50 YARDS AWAY !
Single Family Home | Beds: 4 | Baths: 4
NEW CONSTRUCTION - DESIRABLE FERNWAY/MYOPIA HILL LOCATION - ABSOLUTELY BEAUTIFUL COLONIAL HOME with CUSTOM FEATURES THROUGHOUT - 9 ROOMS - Scheduled to be COMPLETED by BEGINNING of JANUARY 2009. WALK-OUT BASEMENT to PATIO and LARGE FENCED-IN YARD. PARTIAL SEASONAL WATERVIEWS of MYSTIC LAKES. Still time to make custom choices and finish basement w/over 1000sq' of additional living space.
Single Family Home | Beds: 6 | Baths: 3
This remarkable home integrates the best of contemporary design w/amenities suited to today's lifestyle. Thoughtfully conceived w/cathedral ceilings, skylights, windowed gallery and versatile plan that create light, inviting living spaces. Wonderful flow to spacious decks, sparkling pool, and lovely, mature grounds, ideal for relaxing/entertaining. Located on cul-de-sac, close to town/train, just minutes from Boston, this property offers rare privacy and beauty. Inclusive of possible 2nd lot.
Single Family Home | Beds: 4 | Baths: 4
Fabulous Mediterranean Villa,w/ an impressive European style stairway & foyer leading to a secret garden.Featuring:A gracious,extraordinary 40'x 25'Old English great hall w/20'ceiling & 15'windows.Gorg Southern Yellow Pine woodwork. Fab "2000"granite kitchen addition.A Solarium/fam rm opening to triple tiered decks overlooking the tree tops.Two updated master suites. Lovely fam rm,Serene library,unique LL office w/sep entrance.Custom built for FAMOUS ARTIST, HERMANN DUDLEY MURPHY.One-of-a-kind.
Condo/Townhouse/Co-Op | Beds: 3 | Baths: 4
Better than new "E" style unit at The Ledges builder's own unit renovated in 2006 with today's living in mind. Master suite with gas fireplace, cathedral ceilings and master bath. Gourmet kitchen, Dining room, expanded family room with fireplace and cathedral ceilings. Second level has office loft, bedroom & bath. Lower level with exercise room, entertainment area and wet bar. Walk out to wooded area. Quality throughout just move right in!
Single Family Home | Beds: 5 | Baths: 4
Magnificent Victorian w/direct access to the Fells Reservation. New granite kitchen, updated baths, new htg system, etc. Unusual three turreted design w/curved glass/sash windows makes this home a rarity even within its class. Details include: elaborate wdwk, leaded glass, pocket drs, coffered clgs, quarter-sawn oak floors w/a variety of orignl border designs, ornate bltins such as bkcases, D R hutch, & window seats. Many other details too numerous to mention. Truly an architectural treasure!
Single Family Home | Beds: 4 | Baths: 3
Spectacular New Construction home beautifully situated in a lovely neighborhood near schools,ponds,and walking trails.This Magnificent home has a dramatic two story foyer, spacious chefs kitchen w/VIKING 6 burner gas stove,double door stainless fridge,island, pantry,& spacious sunlit eating area. Familyroom w/ stone fireplace,crown moldings,and 9'ceils~ Dining room has coffered ceilings,& built in china cabinet. Master suite w/walk in closet,and private bath.Walk out lower level to patio~
Single Family Home | Beds: 6 | Baths: 5
Move right into this meticulously maintained and wonderfully updated elegant contemporary. This sun drenched home has over 4300 sqft of versatile living space. Located on a cul de sac in a West side neighborhood with gated grounds and beautiful perennial gardens. Features include; 6 bedrooms with first floor master, 4.5 baths, new central air system, 20,000+ sqft lot, cathedral ceilings, skylights, optional office/ au pair suite and 2 fireplaces. This is the one that you have been waiting for!
Land | Beds: 0 | Baths: 0
Ledgewood.This prime building lot is close to Winchester Centre, the commuter rail, and a short hop to Route 93 and Boston but worlds away in its wooded serenity, a stone's throw from the Middlesex Fells Reservation.Interest in neighborhood tennis court included. A dream home come true!
Single Family Home | Beds: 5 | Baths: 4
This 5BR 3.5 bath colonial boasts a modern kitchen which opens to a family room with 30 ft. ceilings. 1st flr office is perfect for those who work from home. Master bedrm. boasts a Jacuzzi,2 walk-in closets. Three generous bedrms, washer/dryer complete the 2nd level. Lower level includes playroom/media rm.,surround sound,recessed lighting,granite topped wet bar, second full fridge, washer/dryer. No construction permitted on fallow field the across rd. Home is located on private cul-de-sac.
Single Family Home | Beds: 4 | Baths: 4
"Over the Top" contemporary ranch, only one year old! Soaring ceilings, beautiful windows, a feeling of space and elegance characterize this sleek, custom home. There is a bedroom with its own full bath on a wing, separate from the other three bedrooms which also makes an excellent home office. The high-tech kitchen speaks for itself with all the custom touches of a carefully designed cooking/eating area. A large loft overlooks the rooms below and can double as an entertainment center. YES!
Condo/Townhouse/Co-Op | Beds: 2 | Baths: 2
Terrace at 83 Church Street is truly one of a kind home for the discerning buyer. The steam shower, roof deck terrace, spectacular designer kitchen and gas fireplaced living room are a few examples of the meticulous renovation.
Single Family Home | Beds: 5 | Baths: 3
Move right into this well maintained home located on a tree lined street in the Ambrose school district. Perfect for family entertaining, this home boasts a professionally landscaped fenced- in back yard. You’ll also appreciate the storage space found in this turn of the century Colonial.Kit. w/Bosch DW, Ge Fridge4 burner gas stove. HW floors throughout. 5Br, 3 full BA. Walking distance to Town center, elementary school, train station. Other amenities incl. alarm sys. sprinkler sys. heated gar.
Single Family Home | Beds: 6 | Baths: 4
Great NEW PRICE~ 75K reduction plus 15K back at closing to help furnish your dream home.Rare opportunity to own a new C/E Colonial in desirable Rangeley Estates~ This Stunning home boasts 12 rooms,6 bedrooms, 4 baths.Formal Dining room & living room w/ granite fplc,2 story atrium familyroom, Gourmet Chefs kitchen w/ cherry cab's &granite counters,NEW high end Stainless applc's~ Oversized 2 car garage w/room above. Lower level 4 room au-pair suite w/2 Beds,fmrm,kitch.+bath priv.patio~ large Yard
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© Copyright 2008 MLS Property Information Network, Inc. All Rights Reserved.
Based on information provided to and compiled by MLS Property Information Network, Inc. , this information covers the Greater New England market area.
Information is Believed to be Accurate But Not Guaranteed.
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective of the type displayed to them and may not be used for any purpose other than to identify prospective properties with such consumers may have a good faith interest in purchasing or leasing. 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 set forth herein.
Data last updated: 11/20/2008.

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