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Weston, Massachusetts: Country Homes, Houses, and Rural Real Estate

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$17,900,000 5.75 acres 7 Beds | 12 Baths | 21967 sqft
63 Cart Path Road, Weston, MA 02493 - Middlesex County

5.75 acres Weston, MA

Once in a generation opportunity to own vast acreage and a custom Brick Georgian Manor home in one of the highest elevations in Weston overlooking Weston Golf Club's 9th,11th and 12th fairways. This Estate is sited on 5.75 acres with an additional neighboring 5 bedroom home on 2 acres also available for purchase. Enter through a long secluded driveway and arrive at this hilltop manse on a premier private road in the sought after Country Club area. This location offers fast access to Boston yet every imaginable recreational pleasure from golf, tennis, hiking, sledding, snowshoeing, fishing and more. Custom built and designed by an award winning architect in the relaxed elegant style of the great English Country manors. Highlighted by a slate
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$17,750,000 2.8 acres 7 Beds | 11 Baths
316-320 Wellesley St, Weston, MA 02493-2620 - Middlesex County

2.8 acres Weston, MA

Majestic gated residence in one of the most affluent suburbs only 12 miles west of Boston. Designed for gracious entertaining, this magnificent estate is complete w almost 3 acres of manicured lawn, tennis court, heated swimming pool, outdoor kitchen, fire pit, rolling lawns, mature trees, waterfalls, gated entry, & separate antique carriage house all in a setting of complete privacy. The 20,000Sqft Federal Baroque New England colonial manor featuring Queen Anne chateau towers has 20 rooms w 7+ bdrms, 7 full & 4 half baths, 9 fireplaces, 2 floating style staircases, game room, wine cellar, tea room, 6 car garage & more. The manor home has endless details such as Vermont waterstruck brick, eyebrow dormers & marbled floors. The restored 4,50
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$10,750,000 2.75 acres 4 Beds | 8 Baths | 12870 sqft
80 Highland St, Weston, MA 02493 - Middlesex County

2.75 acres Weston, MA

Superb, recently completed 12,870SF 4-5BR/5BA custom home w/ contemporary interiors and every convenience on an exquisite 2.75 acres in prime Weston location. The epitome of luxury and timeless elegance. Meticulously planned and built. Entrance into breathtaking 21' soaring central gallery. LR w/ FP, DR. Stunning Poggenpohl kitchen w/ walk-in cold room, 2 Gaggenau ovens and microwave, Subzero refrig, 2 Miele DWs, prof 8 burner gas range. Butler's pantry. Informal dining/breakfast room. Double volume great room and screened-in porch both w/ FP. Sumptuous MBR wing w/ sitting room, 2 sybaritic marble/mosaic master baths, UFH and heated towel rails, 2 huge beautifully appointed WICs one w/ dresser island. Additional 3 en-suite BRs. 2 studies/of
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$6,395,000 7.08 acres 5 Beds | 9 Baths | 9378 sqft
466 Glen Road, Weston, MA 02493 - Middlesex County

7.08 acres Weston, MA

Classic Gated Country Estate on 7 acres with lushly landscaped swimming pool, rocky waterfall and amazing grounds rarely found on the south side of Weston near the Wellesley line. Approached by a long winding driveway, this elegant white washed brick sprawling home offers 9000sf of beautiful light filled interior space, 5 en suite bedrooms including a lavish Master Suite with luxurious over the top Dressing Room, 35' Great Room, a sun drenched foyer with dramatic curving stair, cherry paneled library with fireplace, charming fieldstone accessory structure known as the Ice House, and a lighted basketball court for future NBA stars. A gorgeous resort like setting with rolling lawns and stone walls, this breathtaking New England residence is i
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$5,995,000 3.35 acres 6 Beds | 9 Baths | 12500 sqft
70 Black Oak Road, Weston, MA 02493 - Middlesex County

3.35 acres Weston, MA

Enter through stone pillars and arrive at a Majestic Brick Georgian Estate with a slate roof on a secluded 3.3 acre Kingdom Lot of gorgeous level land with an oversized swimming pool, tennis court and car barn/carriage house. Sited on the highest elevation in Weston with big sky views and flooded with sunlight. An impressive home with over 12,000sf of living space on four floors, a walk out lower level with fireplaced entertainment lounge, full bath and a gym. Experience this resort style property with grand terraces, velvet green lawns and a separate guest apartment. A rare combination of amazing land, location, and a beautiful Estate size property in a true neighborhood setting that cannot be duplicated at this price. Extraordinary privac
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$5,595,000 2.97 acres 5 Beds | 6 Baths | 6741 sqft
162 Highland Street, Weston, MA 02493 - Middlesex County

2.97 acres Weston, MA

Enter through a long driveway and arrive at a spectacular Shingle and Stone Estate on 3 acres with a gorgeous pool and utterly romantic pool house set amidst beautiful gardens and abutting hundreds of acres of conservation land. A perfect balance of privacy, serenity and a resort like setting, this classic country home was designed by a premier architect and is sited in a top southside location with big sky sunset views. Offering the pastoral beauty of Weston's great estates, this custom built, flawlessly finished home has a dramatic fireplaced Great Room with soaring ceilings, open to an exquisite sunfilled kitchen. French doors lead to bluestone terraces, lush grounds and velvet green lawns. Enjoy an elegant cherry paneled study, grand tw
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$5,195,000 2.85 acres 6 Beds | 9 Baths | 9000 sqft
56 Cart Path Rd., Weston, MA 02493 - Middlesex County

2.85 acres Weston, MA

Exquisite shingle colonial residence privately set on 2.85 acres in exclusive Westonandrsquo;s Golf Club neighborhood. Superbly crafted, a generous foyer leads to a cathedral, coffered great room with dramatic floor-to-ceiling windows, fireplace and patio doors. The chefandrsquo;s kitchen features custom cabinets, large island, professional appliances and adjoining breakfast room over looking private backyard..Open family room with fireplace and separate sitting area. Cathedral dining room with wet bar. The living room opens to an outdoor entertaining area that features a grilling station w granite counters, fire pit and bar. Two luxurious master bedroom suite options on 1st and 2nd floors plus three additional en suite family bedrooms. Thi
$5,150,000 2.58 acres 6 Beds | 7 Baths | 9500 sqft
250 Country Dr, Weston, MA 02493 - Middlesex County

2.58 acres Weston, MA

Spectacular New Construction, Shingle Style Estate. Exquisitely designed by a prominent architect and built by an esteemed Weston builder.Sited on 2.58 acres, this private residence is located in the prestigious Weston Estates neighborhood abutting conservation land. Stunning 9500+/- sq.ft home features many architectural details including an open floor plan w a contemporary flair, custom state of the art kitchen with double islands and top of the line appliances adjoining a great room with stone fireplace and French doors leading to blue stone patio. Gorgeous open foyer with custom staircase. Formal living room with fireplace and dining room with butler's pantry. Luxurious master bedroom suite .4/5 additional bedrooms with ensuite baths.
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$4,999,000 3.88 acres 5 Beds | 8 Baths | 10387 sqft
21 Sanderson Lane, Weston, MA 02493 - Middlesex County

3.88 acres Weston, MA

Designed by Nationally acclaimed Architect this stone and shingle style residence is located at the end of a cul-de-sac. Situated in an Estate neighborhood off a scenic road the property is set on 3.88 private acres and offers over 10,000 sq. ft of living space. From the two story foyer, to the spectacular family room with floor to ceiling stone fireplace attention to detail abounds. Formal living room, dining room, Butler's pantry, Spacious Gourmet Kitchen with Cherry Scandia cabinets, granite counters, 2 dishwashers, 2 sinks, wine fridge, breakfast room with fireplace as well as walk in pantry. Finished walkout lower level with exercise room, media room, and game room as well as third floor Au-Pair Suite add to this amazing property.
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$4,500,000 4.85 acres 6 Beds | 9 Baths | 8375 sqft
163 0 Wellesley St, Weston, MA 02493 - Middlesex County

4.85 acres Weston, MA

Magnificent English Tudor country estate beautifully renovated set on 4.85 private acres. Discover an elegant front-to-back living room with red birch millwork, banquet-sized dining room with leaded glass windows, relaxing den, beautiful family room with fireplace, and custom cherry kitchen with chefandrsquo;s appliances and dining area. Flexible space off the kitchen could serve as second family room or playroom. First floor guest suite. Two separate staircases lead to five bedrooms and four full baths, including a gracious master suite with a soaking tub and luxurious shower. The walk out lower level features a professional gym, full bath with sauna, and large playroom. Four-car garage, brick terraces, plus impressive pool and tennis cou
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$4,236,000 6.76 acres 6 Beds | 6 Baths | 8338 sqft
18 Wildflower Lane, Weston, MA 02493 - Middlesex County

6.76 acres Weston, MA

Dramatic, architecturally designed contemporary estate with walls of glass and decks overlooking 6.7+ secluded acres on the Southside of Weston.This 8,338 sq.ft home located on a private cul-de-sac was built in 1997 with recent renovations.A beautiful two-story atrium foyer, gorgeous sunken living room with fireplace, and formal dining room all overlook magnificent grounds.Sun filled chefandrsquo;s kitchen with breakfast area adjoins a spacious family room with picture windows.Library with bathroom, sun room and guest bedroom suite complete the first floor. Luxurious second floor master suite features separate large sitting area with magnificent views, two walk-in closets and marble master bath. Three additional bedrooms with ensuite baths
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$4,195,000 2.23 acres 5 Beds | 7 Baths | 7500 sqft
39 Westcliff Road, Weston, MA 02493 - Middlesex County

2.23 acres Weston, MA

New construction - Stunning architecturally designed white shingle home sited on a level 2.23 acres in the desirable Cliff Estates neighborhood. This custom home with an open floor plan includes a circular driveway, approximately 9 ft ceiling height on all 3 finished levels and many custom features.A beautiful sunfilled two story foyer welcomes you with picture window views and custom staircase. The elegant living room with fireplace and generous sized dining room with wainscoting and bulter pantry. A Gorgeous designer white kitchen with large center island, state of the art appliances and breakfast area with access to blue stone patio opens to a large family room with marble replace.First floor library with custom built-ins.The second fl
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$3,495,000 3.46 acres 6 Beds | 9 Baths | 8375 sqft
163 Wellesley St, Weston, MA 02493 - Middlesex County

3.46 acres Weston, MA

Magnificent English Tudor country estate beautifully renovated set on 3.46 private acres. Discover an elegant front-to-back living room with red birch millwork, banquet-sized dining room with leaded glass windows, relaxing den, beautiful family room with fireplace, and custom cherry kitchen with chef's appliances and dining area. Flexible space off the kitchen could serve as second family room or playroom. First floor guest suite. Two separate staircases lead to five bedrooms and four full baths, including a gracious master suite with a soaking tub and luxurious shower. The walk out lower level features a professional gym, full bath with sauna, and large playroom. Four-car garage, brick terraces, plus impressive pool and tennis court. Sout
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$2,450,000 2.33 acres 5 Beds | 5 Baths | 4174 sqft
15 Perry Ln, Weston, MA 02493 - Middlesex County

2.33 acres Weston, MA

Ideally located on a quiet cul de sac, yet within easy striking distance of both 128 and the Mass Pike, this gracious Weston home embodies the privacy and beauty of a country setting. The home is surrounded by mature landscaping and spacious lawns, and is nestled in a prestigious, well established neighborhood. The home has great space, with an elegant formal living room and formal dining room, as well as a charming library and office off the large, welcoming foyer. A wonderful cathedral ceilinged family room with stone fireplace is directly off the kitchen. The second floor offers four generously sized bedrooms and three full bathrooms. The master bedroom is spacious and elegant with views of the gardens, a recently updated bathroom with s
$2,000,000 3.74 acres
669 South Avenue, Weston, MA 02493 - Middlesex County

3.74 acres Weston, MA

Convenient to everything, This large parcel of land (sub-divided into two lots), is waiting for anything. Zoned as residential, 3.74 acres is here for the developing! Please see Wendy for details.
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$1,999,000 2.58 acres 4 Beds | 5 Baths | 6766 sqft
82 Sudbury Road, Weston, MA 02493 - Middlesex County

2.58 acres Weston, MA

Dramatic, architecturally designed contemporary home with walls of glass and decks overlooking a secluded 2.5+ acre lot. Approaching this property down a long private driveway with mature landscaping and gardens. Features include a beautiful three-story atrium foyer, a gorgeous sunken living room with large windows and fireplace, formal dining room, all overlooking magnificent private grounds. Sun filled chefandrsquo;s kitchen, with breakfast area, adjoins a spacious family room all with picture windows. Library with fireplace and built ins and game room complete the first floor. On the second floor there is a luxurious master suite with private deck, 2 walk in closet and marble master bath. Separate wing with three additional bedrooms. Au
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$1,925,000 2.24 acres 4 Beds | 4 Baths | 3841 sqft
61 Cliff Rd, Weston, MA 02493 - Middlesex County

2.24 acres Weston, MA

A rare property that will tug at your heartstrings! Nestled in a quiet setting overlooking a tranquil pond on Cliff Road, a one of a kind European-style home awaits. A spacious foyer with an elegant curved staircase greets you and leads you to the sunken living room with magnificent views of the pond. This living room with an over-sized fireplace, vaulted ceiling and a wall of glass doors creates the perfect space for entertaining. The ample dining room also has beautiful views of the pond, and is perfect for dinner parties or family. The updated eat-in kitchen has a walk-in pantry and access to the stone patio which runs the length of the home. Exposed brick and imported hardware are just a few of the kitchen's attributes. First floor mas
$1,799,000 5 acres 4 Beds | 4 Baths | 3185 sqft
415 Concord Road, Weston, MA 02493 - Middlesex County

5 acres Weston, MA

Spectacular 5 acre Equestrian Estate with a contemporary home and classic four-stall Red Barn! A quiet, scenic road, fenced bridle trails, and 200+ acres of adjacent conservation land provide the setting for majestic Lavender Hill Farm. This peaceful 5+ acre retreat features a four-bedroom Contemporary Deck home w 2 story Great room, open dining and kitchen area and 4 spacious bedrooms. Gorgeous gardens andmature landscaping, large play area, pool, and tennis court. Leveled and cleared 5 acres. Potential 2 lot subdivision. Access to riding and walking trails. Only 20 mins to Boston.
$1,799,000 5 acres
415 Concord Road, Weston, MA 02493 - Middlesex County

5 acres Weston, MA

Spectacular 5 acre parcel of land with the possibility of subdividing into 2 lots. Located on a quiet, scenic road, fenced bridle trails, and 200+ acres of adjacent conservation land. This tranquil 5+ acre property features a four-bedroom Contemporary Deck home w 2 story great room, open dining and kitchen area and 4 spacious bedrooms. Currently on property there is also a classic four-stall red barn, gorgeous gardens, large play area, pool, and tennis court. The land is cleared and has been used as an equestrian estate.
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$1,600,000 7.5 acres 6 Beds | 3 Baths | 3241 sqft
52 Gun Club Ln, Weston, MA 02493 - Middlesex County

7.5 acres Weston, MA

This unique rural 7.5 acre parcel has mature trees, open meadowlands, and direct access to hiking and riding trails in beautiful 550 acre town forest. Opportunity exists to create a commercial farm or equestrian property on this sunny flat land. Super convenient location just outside town center. Also being offered at $1.4 for 5 acres
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$1,400,000 5 acres
52 Gun Club, Weston, MA 02493 - Middlesex County

5 acres Weston, MA

This unique rural 5 acre parcel has mature trees, open meadowlands, and direct access to hiking and riding trails in beautiful 550 acre town forest. Super convenient location just outside town center. No wetlands. Percs in hand. Existing 6 bedroom home offered in "as is"condition. Also being offered at $1.6 for 7.5 acres.
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$1,350,000 1.5 acres
41 Laxfield Road, Weston, MA 02493 - Middlesex County

1.5 acres Weston, MA

Ideal location on one of the nicest streets in Weston within walking distance of town center. Values in area can warrant 4M+ house. Very end of cul-se-sac with total privacy and serenity. No highway noise. Current house would need to be removed. Spoke to town and was told do not need planning board, historic or scenic way approval. Because of wetlands, may not be able to increase footprint which is about 2550 for foundation of house but can build a 6000 sf house inc garage. But conservation feels there is a possibility can increase footprint (can explain). Naturally buyer is responsible to do due diligence. TITLE 5 passed for 5 bedrooms inc garbage disposal or 7 bedrooms without disposal. Town water.
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$1,299,000 3.53 acres 4 Beds | 4 Baths | 3072 sqft
637 South Ave, Weston, MA 02493 - Middlesex County

3.53 acres Weston, MA

Sophisticated, European contemporary home. Custom Features: Fabulous Pogen Pohl Kitchen with Miele coffee maker, Wolf Range, large island and separate eat-in-area. Jerusalem stone floors. Second floor music room/ library. Sunny open spaces. Great room with vaulted ceilings and gorgeous floor to ceiling fieldstone fireplace. 1st floor master suite with jacuzzi. Lower level with hardwood floors, wetbar and circular fireplace. Large deck, with hot tub. Convenient Southside commuter location
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$1,200,000 2.09 acres
60 Old Road, Weston, MA 02493 - Middlesex County

2.09 acres Weston, MA

Very private site in a walk to town location. Septic system for a 5 bedroom house has been installed plus well. Site is also serviced by town water. Plans available and approved for a 6,000 sq ft house with pool and pool house or design your own.