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$16,900,000
6 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 73550581 MLS ⋅ 10,116 SqFt.
A true showcase luxury gated estate, 50 Winsor Way is situated on over 2 acres of elevated and private land located off the Weston Golf Club. The estate features truly picturesque professionally landscaped grounds, expansive terraces and patios with views for entertaining, and a large showpiece swimming pool and patio with elegant fountains. 50 Winsor boasts more than 6 bedrooms including the luxurious main level master suite, 7 full bathrooms, 3 half bathrooms, and an expansive 4-car garage. Designed by Thoughtforms, this home boasts an expansive open floor plan and luxurious craftmanship and attention to detail throughout. The fully finished lower level is equipped with a recreation room, wine cellar, full theater room, wet bar, steam room, and sauna. On the second floor, four bedrooms offer private en suite bathrooms. This exceptional home is a unique grand colonial estate for the discerning buyer set in one of the most highly desired locations in all of Weston

50 Winsor Way, Weston
$9,500,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73539148 MLS ⋅ 12,117 SqFt.
One of South Side Weston’s most exceptional estate offerings, privately sited on 2.4 breathtaking resort-like acres. Meticulously maintained and masterfully renovated, this distinguished residence seamlessly blends timeless architecture with sophisticated modern luxury. Sun-drenched interiors and exquisite craftsmanship define every space, highlighted by a spectacular vaulted family room and chef’s kitchen overlooking magnificent grounds. The elegant fireplaced primary offers a serene private retreat. Exceptional quality extends throughout, with en suite bedrooms and generous guest quarters with separate entrance. Designed for grand-scale entertaining and effortless everyday living with a custom pool, spa, expansive patio, and beautifully renovated barn with loft, stalls, and half-court basketball court. A remarkable walk-out lower level presents endless possibilities for recreation, wellness, sports, or a significant car collection. A legacy property just minutes to Boston and Logan.

43 Pine Street, Weston
$6,750,000
5 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73533214 MLS ⋅ 10,819 SqFt.
Introducing a timeless European inspired mansion with a private gate and elegant marble fountain. This custom estate is situated on 3 acres. A spectacular pool and spa complemented by a fully equipped pool house with a kitchen adorn the grounds. A beautiful wrought iron fence embraces the entire estate which includes stone patios and tennis court. The grand entry and living and dining rooms boast beautiful granite floors for fine entertaining. Additionally, rich oak wood floors are throughout the house. Three custom marble fireplaces grace the sitting areas. A first floor primary suite, private office and sunroom complete the main level. Upstairs has 4 large bedroom suites while the finished 3rd floor is ideal for a dual in-home office or guest bedroom. The tremendous lower level features a sauna, steam and home theater. This exceptional home embodies an elevated blend of refined and recreational living. This location provides excellent proximity to Boston and top-ranked schools.

15 Brown Street, Weston
$4,995,000
4 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73532387 MLS ⋅ 5,858 SqFt.
Set in one of Weston’s most desirable neighborhoods, this extraordinary modern stucco residence blends sophisticated design with privacy and natural beauty. Dramatic granite steps lead to striking metal entry doors and a stunning two-story foyer. The living and dining rooms feature soaring ceilings and a spectacular wall of windows that flood the home with natural light. The sleek modern kitchen with premium finishes opens to a beautiful sun-filled dining area and a spacious family room, creating an ideal layout for everyday living and entertaining. A luxurious first-floor primary suite offers comfort and convenient single-level living. Renovated to the studs in 2013, the home was thoughtfully redesigned by architect Adolfo Perez and expertly built by Hans Schaefer. The remarkable 3-car garage with car lifts accommodates up to five vehicles. Outside, breathtaking landscaping surrounds a tranquil waterfall and soaking pool, creating a serene private retreat.

6 Baldwin Circle, Weston
$1,695,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73526239 MLS ⋅ 4,705 SqFt.
Set on a beautifully landscaped 1.43-acre lot, this contemporary Cape-style home blends spacious living with architectural character and resort-style amenities. Offering 3 bedrooms, including a private primary suite with en suite bath, the home is designed for both everyday comfort and effortless entertaining. The dramatic great room features soaring ceilings, skylights, fireplace, and wet bar, while a separate living room with fireplace and formal dining room provide inviting spaces to gather. The kitchen with stainless steel appliances and abundant cabinetry opens seamlessly to the main living areas and sunroom overlooking picturesque grounds, creating a peaceful year-round retreat. Additional highlights include a versatile loft, home office, finished lower-level playroom, and flexible space for work, guests, or recreation. Outside, enjoy a private backyard oasis with in-ground pool, expansive lawn, and mature landscaping. Exceptional South Side offering near top ranked schools!

242 Winter St, Weston
$7,295,000
5 Beds ⋅ 7 Baths ⋅ UNDER AGREEMENT Status ⋅ 73521260 MLS ⋅ 8,889 SqFt.
Exceptional new home in one of Weston's most coveted neighborhoods. Spectacular naturally screened & private fully level lot with sports court and options for pool & accessory pool house with two car garage. The main house features 8889 sq ft with 5-6 bedrooms & en-suite bathrooms, and was thoughtfully designed by acclaimed architect Greg Legault featuring an open floor plan with an abundance of oversized windows flooding the home with natural light. An impressive kitchen with custom designer cabinetry and integrated high-end appliances flows to a vaulted 2 story family room. The primary suite includes large his and her closets & a stunning bathroom. The outstanding lower level features a guest bedroom, exercise room, oversized open area designed for billiards/card games/lounge with surround sound AV, & a room that has been prepped for a golf similar or home theater. Control 4 home automation system controls lighting, AV, security, and heating and cooling. Prepped for elevator.

50 Laurel Rd., Weston
$1,945,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73512422 MLS ⋅ 3,607 SqFt.
Back on market after Seller secured housing! Beautifully sited on 1.16± acres in Weston’s coveted Town Center, this classic Colonial offers timeless appeal, privacy, and exceptional livability. Inside, enjoy 3,607± sq ft of well-designed space including formal living room with fireplace, elegant dining room, and sun-filled family room opening to large deck overlooking pool and landscaped grounds. Upstairs are three generous bedrooms, including private primary suite with fireplace. Finished lower level adds flexible space for playroom, office, full bath, laundry, and storage. Outdoor amenities include lush lawns, specimen trees, expansive deck, and pool/spa, plus oversized driveway and attached two-car garage. A sidewalk along the property’s side of the street provides direct access to Weston’s Town Center. The home has undergone important improvements and offers suburban living with exceptional in-town convenience, with restaurants, shops and top-rated schools close by. Don't miss out!

633 Boston Post Rd, Weston
$5,999,000
4 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73511241 MLS ⋅ 7,600 SqFt.
This California Contemporary defines sophisticated living at its finest. Majestically nestled on 2 private, stunning acres in the coveted Weston Country Club neighborhood.The terraced grounds are accented with stone patios, a salt water pool and cabana. Soaring ceilings and an abundance of sunlight flood the multiple levels of thoughtfully designed living spaces. A dramatic family room has sweeping views of the magnificent rolling grounds while overlooking the open floor plan of the main entertainment level The bright and spacious kitchen with a prep pantry and breakfast room lead to the outside patios. The primary suite is adorned with a beautiful wood beamed ceiling and brick fireplace. Dual spa-like bathrooms are complemented by dual walk in closets. 3 en-suite bedrooms are situated in their own private enclaves. The lower level features a fabulous playroom, traditional media room and a brick wine cellar. Stone walls, a receiving court and 4 car garage complete this special home

44 Meadowbrook Road, Weston
$14,850,000
7 Beds ⋅ 12 Baths ⋅ ACTIVE Status ⋅ 73493889 MLS ⋅ 18,725 SqFt.
Timeless elegance meets modern luxury in this extraordinary Weston estate, situated on 5.3 stunning acres just minutes from Boston. Built by a renowned local builder and reimagined with Leslie Fine Interiors, this home blends superior craftsmanship, global influences and design. Bright, inviting spaces include a newly renovated kitchen, luxurious primary suite, soaring ceilings, and dramatic walls of glass. The property is a haven for entertaining, featuring a resort-style pool, pool house, orchard, indoor basketball court, private theater, and a space-themed arcade. Custom elements and unique spaces add sophistication, while a wine cellar, billiards/ping pong area, and expansive granite patios elevate the experience. Every inch of this masterpiece is crafted with exquisite attention to detail, offering a seamless fusion of elegance and comfortable living! A true destination home where art, design, and luxury converge to create an amazing property!

67 Byron Road, Weston
$6,995,000
6 Beds ⋅ 9 Baths ⋅ UNDER AGREEMENT Status ⋅ 73486112 MLS ⋅ 7,526 SqFt.
Beautifully conceived and architecturally inspired contemporary NY barn-style home with endless upgrade options that range from golf simulator to sauna/ pool/ cabana/ heated driveway list goes on. In one of Weston’s most exclusive neighborhoods. Boasting 7500 +/- sf, 6-7 bedrooms and 7 full baths and 2 half baths this home was meticulously designed with an open floor plan, soaring walls of windows, 9.5-inch flooring, 2 story foyer with glass railings, and lower-level wellness/rec wing. The kitchen is elegantly appointed with custom cabinetry, full butler panty and integrated high-end appliances. The private adult suite provides a quiet sanctuary bathed in natural light, separate dressing room and a spa-like bathroom. A thoughtful arrangement of indoor and outdoor spaces creates a symbiotic relationship between interior and exterior, offering unlimited opportunities for both formal and casual entertaining in a neighborhood setting.

231 Westerly Road, Weston
$4,388,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73475892 MLS ⋅ 8,844 SqFt.
Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded appliances flows into a spacious family room and sunroom, both with fireplaces. A luxurious first-floor primary suite offers a spa-like bath, dual walk-in closets, private office, and gym. Residents and guests can unwind in the spacious private theater, perfect for an immersive entertainment experience. The expansive finished basement offers an additional comfortable living area, ideal for recreation, relaxation, or extended guest stays.Outdoors, enjoy a bluestone patio with built-in grill and fire pit, plus a resort-style pool with waterfall spa, surrounded by elegant stonework. Very near to schools.

568 Wellesley St, Weston

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