Map location of
Upham School, Wellesley, MA, USA

35 Wynnewood Road, Wellesley, Massachusetts, United States

Homes for sale near Upham School, Wellesley, MA, USA

Address Bed / Bath Listing Price
Picture of 6 Nantucket
6 Nantucket
Introducing 6 Nantucket Road in the Cliff Estates! Framing has just begun on this gorgeous new construction Shingle Style Colonial. Well respected and established Wellesley Builder and Design Team welcome your wish list and will work with you to build your dream house with your custom choices. Our p
Wellesley, MA
Living Area: 7560 Sqft.
6 Beds, 8 Baths
$6,150,000
Picture of 32 Twitchell St
32 Twitchell St
This stunning custom-designed home perfectly balances elegance and everyday comfort. A distinctive stone turret adds architectural charm, creating a unique circular dining room and a cozy retreat in the spacious primary suite. Sunlight floods the home through large windows, enhancing its warm and in
Wellesley, MA
Living Area: 6364 Sqft.
6 Beds, 6 Baths
$3,375,000
Picture of 32 Wall St
32 Wall St
Reimagine a classic colonial or build your dream home in a coveted Wellesley Neighborhood! An exceptional opportunity awaits on this spacious 10,000 sq. ft. lot in one of Wellesley’s most desirable, walk-to-town neighborhoods. Whether you choose to update this classic center-entrance colonial to
Wellesley, MA
Living Area: 1568 Sqft.
3 Beds, 2 Baths
$1,395,000
Picture of 7 Cliff Rd
7 Cliff Rd
Beautifully renovated home on one of Wellesley’s most prestigious streets. This beautiful carriage house residence offers ten rooms, including five bedrooms and three and a half bathrooms. The sought after first-floor primary bedroom provides convenience and comfort. An amazing kitchen any chef wo
Wellesley, MA
Living Area: 3774 Sqft.
5 Beds, 4 Baths
$2,250,000
Picture of 16 Oak Street
16 Oak Street
Sun-splashed historic renovation of an in-town Colonial offering 5 bedrooms, 3 full baths, and 2 half baths. This stunning home blends timeless character with modern comfort, featuring high ceilings, spacious living areas, and a finished walkout basement ideal for a home office, gym, or entertaining
Wellesley, MA
Living Area: 4200 Sqft.
5 Beds, 5 Baths
$2,850,000
Picture of 56 Ledgeways
56 Ledgeways
Welcome to 56 Ledgeways! Experience unparalleled luxury in this exceptional Wellesley Farms residence by award-winning architect Jan Gleysteen. Offering three levels of refined living and timeless elegance, this home features a fireplaced living room that opens to a tranquil sunroom, a formal dining
Wellesley, MA
Living Area: 7000 Sqft.
6 Beds, 10 Baths
$4,975,000
Picture of 18 Sprague Rd
18 Sprague Rd
A rare blend of timeless elegance and modern luxury in prime Wellesley Hills. This sun-drenched estate on ½ acre offers soaring ceilings, a stunning open floor plan, and high-end finishes throughout. The gourmet kitchen, luxurious owner’s suite with private roof deck, and versatile lower level wi
Wellesley, MA
Living Area: 7962 Sqft.
6 Beds, 7 Baths
$4,695,000
Picture of 23 Pilgrim Rd
23 Pilgrim Rd
New Construction tucked away in the extremely popular Bates neighborhood! Premium luxury finishes and high ceilings throughout. Chef’s kitchen offers Thermador appliances, quartz counters, huge center island & custom cabinetry, opening to a bright family room with fireplace. 2nd level includes 4B
Wellesley, MA
Living Area: 4102 Sqft.
4 Beds, 4 Baths
$2,795,000
Picture of 19 Northgate Road
19 Northgate Road
Incredible new construction by one of Wellesley's premier builders! The perfect location & floor plan. Large open kitchen with custom cabinets, natural gas cooking and designer lighting opens to family room with fireplace. Living room with picture windows plus private office/study on the first floor
Wellesley, MA
Living Area: 4886 Sqft.
5 Beds, 6 Baths
$3,249,000
Picture of 17 Atwood St
17 Atwood St
Beautiful and bright 1920’s brick & shingle colonial in a prime central Wellesley location near the town center, train, and Brook Path, and within the rare “school triangle” – close to the elementary, middle, and high schools. This classic home sits on a professionally landscaped lot with a
Wellesley, MA
Living Area: 3017 Sqft.
4 Beds, 3 Baths
$1,995,000
Picture of 39 Audubon Rd
39 Audubon Rd
Fantastic New Construction, thoughtfully designed & beautifully appointed, this home offers modern luxury w/timeless elegance. A gracious, sun-filled two-story foyer opens to a formal living room w/fireplace & banquet-size dining room complete w/butler's pantry. The sleek chef's kitchen features hig
Wellesley, MA
Living Area: 7461 Sqft.
5 Beds, 7 Baths
$4,398,000
Picture of 209 Bristol Rd
209 Bristol Rd
Set on a tree-lined block in the coveted Cliff Estates enclave, this to-the-studs 2025 renovation and expansion of a classic New England Colonial is a singular achievement of brilliant design, timeless elegance, and refreshing livability. The expansive living spaces are distinguished by beautifully
Wellesley, MA
Living Area: 4424 Sqft.
6 Beds, 5 Baths
$3,445,000
Picture of 3 Ravine Rd
3 Ravine Rd
Nestled in the heart of coveted Wellesley Farms, this chic sun-filled brick colonial seamlessly blends timeless elegance with modern comfort. Set on a beautifully landscaped private lot, the home welcomes with classic curb appeal and a gracious entry. Sunlight pours into the well-appointed formal li
Wellesley, MA
Living Area: 7720 Sqft.
5 Beds, 8 Baths
$5,495,000
Picture of 100 Westcliff Rd
100 Westcliff Rd
Private waterfront estate on the Wellesley/Weston line! Enjoy nearly 9,000 sq ft of elegant, sun-filled living with breathtaking views of Pierce Pond from almost every room. This custom Southside Weston home blends sophisticated architectural detail with modern updates and a flexible layout ideal f
Weston, MA
Living Area: 9038 Sqft.
6 Beds, 7 Baths
$4,350,000
Picture of 99 Old Colony Rd
99 Old Colony Rd
Custom built by high-end builder, this Cliff Estates masterpiece fuses timeless and classic design with the newer systems and finishes found in a young home to create a truly unique offering. Nestled on over a half acre of park like grounds & with wonderful curb appeal, there is over 7200 square fee
Wellesley, MA
Living Area: 7287 Sqft.
6 Beds, 7 Baths
$5,395,000
Picture of 25 Shaw Rd
25 Shaw Rd
Welcome to where luxury meets modern living in this stunning new construction home. Designed with a unique transitional aesthetic, this 5-bedroom, 4.5-bathroom residence offers an impeccable blend of timeless elegance and contemporary flair. Step inside to find a spacious open-concept layout, highli
Wellesley, MA
Living Area: 4580 Sqft.
5 Beds, 5 Baths
$1,999,000
Picture of 33 Royalston Road
33 Royalston Road
Welcome to 33 Royalston Road! A rare standout in the neighborhood, this newly constructed home offers four levels of luxury living with top-tier finishes and flexible spaces. The main floor features two dramatic living areas: a fireplace accompanied family room and a stunning great room with cathedr
Wellesley, MA
Living Area: 9494 Sqft.
6 Beds, 8 Baths
$5,499,995
Picture of 201 Lowell Road
201 Lowell Road
New home in Cliff Estates with the ideal floor plan and one of Wellesley's favorite designers creating the perfect interior! Gracious foyer with large kitchen family room off of the back of the home. Oversized kitchen island with fireplace in family room. First floor private study. Living room with
Wellesley, MA
Living Area: 7047 Sqft.
6 Beds, 6 Baths
$4,495,000
Picture of 43 Bristol Rd
43 Bristol Rd
Stately brick Colonial in sought after Cliff Estates is beautifully sited on a magnificent private corner lot. The exquisite two story foyer welcomes you into this spectacular property. Elegant living room with fireplace, built-ins and grand dining room with floor to ceiling windows and butler's pan
Wellesley, MA
Living Area: 9116 Sqft.
6 Beds, 10 Baths
$5,450,000
Picture of 169 Hickory Rd
169 Hickory Rd
Rarely available, this stunning contemporary home has been expertly renovated and is nestled on over 1.4 acres in one of Weston’s most beloved South Side neighborhoods. Bathed in natural light, the home offers privacy and serves as a true oasis, surrounded by lush gardens, a spectacular pool, fiel
Weston, MA
Living Area: 5328 Sqft.
5 Beds, 3 Baths
$2,800,000
Picture of 200 Cliff Rd
200 Cliff Rd
Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s
Wellesley, MA
Living Area: 7262 Sqft.
7 Beds, 7 Baths
$5,350,000
Picture of 42 Edmunds Road
42 Edmunds Road
Welcome home to this spacious and elegant colonial farmhouse nestled on its own private hill in the coveted Cliff Estates. The home perfectly blends the charm and character of an original farmhouse (including 8 original fireplaces) with modern features that suit today's lifestyle, such as multiple o
Wellesley, MA
Living Area: 5806 Sqft.
6 Beds, 6 Baths
$2,995,000