MLS Number 73259280

• Residential
• Bedrooms 7
• Bathroom 9
• Square Feet 13,552

There are extraordinary homes and then there are legacy estates. Designed by renowned architect Thomas Catalano and set on 3.75 acres of park-like grounds in one of Weston’s most sought-after neighborhoods, 15 Claridge Drive is decidedly the latter. The interior features limestone and hardwood floors, spectacular ceilings, and custom windows overlooking the grounds, landscaped by Morgan Wheelock and Nature Works. Highlights include 5 fireplaces, an all-season conservatory with radiant heat, a fitness room with sauna and steam rooms, a wine cellar, and an elevator. Adorned with manicured gardens and specimen trees offering total privacy, exterior amenities include a swimming pool with a spa and a professional tennis court. Above the 4-car garage, a 2-bedroom apartment provides ideal space for staff or guests. Located off of Love Lane, this one-of-a-kind estate enjoys total tranquility without the “hum” of traffic, yet sits within close proximity of everything that Weston has to offer.

Listed by Paul E. Grover of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 73286695

• Residential
• Bedrooms 6
• Bathroom 11
• Square Feet 14,620
• High School Weston High

Exceptional gated estate privately sited on 8+acres abutting conservation in one of Weston's most exclusive south side neighborhoods. There is 14,000 +sq. ft. of living space featuring uncompromising design in custom mill & stonework with fabulous amenities for entertaining on a grand scale & the ultimate facilities for sports & leisure. Formal living room with arched doors lead to an expansive formal dining room, Chef’s dream kitchen, comfortable family room with domed ceiling. Private, paneled office & den. Serene primary suite with sitting room, 2 dressing rooms, 5 add'l bedrooms with en suite baths. Stunning 3-story foyer, venetian plaster walls, arched doorways, coffered ceilings, elevator, whole house generator. Fantastic entertainment level features game room with theater, indoor lap pool, indoor basketball court, gym & spa, as well as a bunk bed room. 7 car heated garage with 4 EV chargers. Expansive lawn & specimen plantings.

Listed by Jamie Genser and Denise Mosher of Coldwell Banker Realty - Brookline

MLS Number 73276596

• Residential
• Bedrooms 6
• Bathroom 10
• Square Feet 10,116
• High School Weston Hs

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.

Listed by Rose Hall of Blue Ocean Realty,LLC

MLS Number 73212017

• Residential
• Bedrooms 7
• Bathroom 11
• Square Feet 13,430
• High School Weston High

This remarkable Estate exemplifies modern architecture with sophisticated detail. Its elegant presence is enhanced with a sweeping driveway and receiving court. The entry creates an ambience of grandeur with a 20+ foot ceiling and dramatic staircase. The open design has an elevator. An abundance of glass integrates the beautiful landscape with exemplary finishes. The dream kitchen is complemented with an auxiliary chef's kitchen, a hidden pantry and office station. The breakfast room is designed for informal dining. The family room overlooks the beautiful stone patio and private grounds with the potential to construct a pool house and pool. A presidential study makes working at home a pleasure. The primary suite features a sitting room, stunning dual bathrooms and dressing rooms. The lower entertainment level has a play room with bar, exercise room, sauna and rooms designated for a theater, wine room and golf simulator. Close proximity to Boston and airports. Fall 2024 completion.

Listed by Mizner + Montero and Amy Mizner of Gibson Sotheby's International Realty

MLS Number 73230983

• Residential
• Bedrooms 6
• Bathroom 10
• Square Feet 12,173
• High School Weston

Sited on 3.15 acres is this magnificent 1930’s brick Georgian Colonial in one of Weston’s most prestigious Country Club neighborhoods. Home has been magnificently restored/renovated by an esteemed architect/design/build team. Exterior is adorned w/ over-sized windows that allow for an abundance of natural light & offer stunning views of the grounds, stone patios & specimen trees, while the interior boasts 4 floors of exquisite living space. The 1st floor has a formal LR, DR, wood clad library w/ stone fireplace, a butler's pantry, a stunning kitchen that spills onto a glass enclosed breakfast room & a FR. 2nd floor has 5 en-suite BRs, 2nd office, reading nook & exercise rm. Finished attic has additional BR, music room & bath. LL offers rec rooms, a media room & a wine cellar. Outdoor amenities include a pool house, pickleball/sport court, in-ground pool, hot tub & sizable stone patio w/ accompanying stone fireplace. W/ 12k+ sq ft of quality & grandeur, you may never want to leave.

Listed by Simon Collaborative Group and Sheryl Simon of Gibson Sotheby's International Realty

MLS Number 73209330

• Residential
• Bedrooms 6
• Bathroom 9
• Square Feet 10,872
• High School Weston High

Exceptional custom shingle-style home, flawlessly set on 2.5 acres on one of Weston’s most prestigious streets. Panoramic views of the 11th hole at Weston Golf Club provide the backdrop for an elevated lifestyle, to be enjoyed by the most discerning buyer. As you enter the impressive foyer, you will immediately appreciate the timeless appeal and casual yet sophisticated elegance, where graceful arches and abundant woodwork abound. Experience a culinary delight in the stunning gourmet kitchen. Dine in the banquet-sized dining room or relax in the formal living or family room with walls of glass connecting to the covered veranda with fireplace and gazebo. Delight in the exquisite wine cellar, indoor basketball court, fitness center, and entertain outside with a massive stone patio, fire pit, and oversized hot tub. Enjoy the elegant primary suite with a private office, 5 additional ensuite bedrooms, and another 3 half-bathrooms. Come experience the allure of this one-of-a-kind residence.

Listed by The Shulkin Wilk Group and Traci Shulkin of Compass

MLS Number 73249623

• Residential
• Bedrooms 5
• Bathroom 10
• Square Feet 11,352
• High School Weston High

This peerless modern 2-acre estate is located in a highly desired private neighborhood in Weston. Exterior features a beautiful, flat landscaped yard, patio w/grill, and its own sports court. The luxurious 5 bed, 7f/3h bath interior features lofty 12’ high ceilings with walls and ceilings of glass, opening the space to the exterior and drenching this home in sunlight. Smart home features including blinds provide unmatched comfort. Attention to detail throughout,with main level foyer, floating staircases, and an open flow to the main dining and living areas. Chef’s kitchen w/top of the line appliances & breakfast bar opens to the large family room with fireplace. Huge office, mudroom, and large 3car garage finish the main level. 2nd floor features an amazing master suite, w/2 large baths and dressing rooms. 4 additional bedroom suites and laundry finish the 2nd floor. The lower level features a large gym, pickleball/sportsroom, playroom, cedar closet, and ample storage

Listed by Rose Hall of Blue Ocean Realty,LLC

MLS Number 73275020

• Residential
• Bedrooms 5
• Bathroom 7
• Square Feet 8,205

100 Chestnut Street is the epitome of New England privacy & elegance. This estate is nestled on 3.3 secluded acres in scenic Weston. The home offers the charm of rolling landscapes, stone walls, and lush gardens. Designed by Royal Barry Wills & extensively renovated, this home showcases stunning interiors with 10'-14' ceilings, a Christopher Peacock kitchen, limestone fireplaces, herringbone oak floors, & French doors leading to blue stone terraces. The expertly crafted layout features a secluded ground-floor primary suite as well as expansive 2nd-floor bedrooms, ideal for both family living & entertaining. Surrounded by hundreds of acres conservation land, the property boasts exceptional amenities including a tennis court, pool, and expansive lawns. Enjoy access to pristine trails for hiking, biking & horseback riding. Located just 20 minutes from Boston and minutes from Weston Center, this smart home with Control 4 automation promises modern convenience in a picturesque setting.

Listed by The Mazer Group, Allison Mazer and Nicole Zola Conlon of Compass

MLS Number 73238074

• Residential
• Bedrooms 6
• Bathroom 8
• Square Feet 9,700
• High School Weston Hs

NEW CONSTRUCTION with a spectacular heated gunite pool and spa on 1.75 acres in one of Weston's finest south side locations. Sited in a legendary Estate neighborhood this beautiful, classic Shingle & Stone home offers 6 bedrooms, 7.5 baths and over 9000sf of sun filled living space. Walls of glass and multiple west facing terraces flood the house with natural light and gorgeous big sky views. Highlights include an amazing walk out lower level with entertainment lounge, gym, and a guest suite all overlooking a resort style pool and lush private grounds. Enjoy a lavish Primary Suite Hideaway with a luxurious spa bath, oversized dream closets, dressing room and french doors leading to a romantic sunset deck. Dazzling white custom kitchen with expansive island, and top of the line appliances. This is a rare, unbeatable opportunity. Move in ready, brand new construction in a prestigious Estate location with convenient access to Boston, top ranked schools and all major commuting routes.

Listed by Rosemary McCready and Ali Dobrowolski of Compass