Wellesley Hills Real Estate

Welcome to Wellesley Hills, a picturesque gem nestled in Norfolk County, Massachusetts. Known for its charming suburban ambiance and rich historical roots, Wellesley Hills offers a unique blend of small-town warmth and urban convenience. This delightful community is part of the larger town of Wellesley, which is renowned for its top-rated schools, beautiful parks, and vibrant local culture.

Wellesley Hills boasts stunning tree-lined streets and an array of architectural styles, from classic New England colonials to modern contemporary homes. The area is perfect for families, professionals, and retirees alike, providing a peaceful retreat just a short train ride away from the bustling city of Boston. Residents enjoy easy access to an array of amenities, including boutique shops, cozy cafes, and a variety of dining options that cater to every palate.

Outdoor enthusiasts will love the abundance of green spaces and recreational facilities, including the scenic Wellesley College campus, which features walking trails and beautiful gardens. The nearby Elm Bank Reservation offers even more opportunities for hiking, picnicking, and enjoying nature.

Wellesley Hills is also well-connected, with convenient access to major highways and public transportation, making commuting to Boston and surrounding areas a breeze. With its strong sense of community, excellent schools, and a wealth of cultural and recreational activities, Wellesley Hills truly embodies the best of suburban living. Whether you’re looking to buy your first home or seeking a serene place to retire, Wellesley Hills is the perfect place to call home.

Newest Listings in Wellesley Hills

$3,800,000

5 Beds ⋅ 6 Baths ⋅ 73555589 MLS

Recently renovated expansive Cape with over 6200 sq ft of living space on three floors. Beautifully landscaped ½ acre lot in the very desirable and prestigious Peirce Estates. Generously proportioned living, dining, and family rooms, first floor Library/Office, updated eat in kitchen, renovated marble baths and optional first floor main suite. Total 5 Bedrooms, 3 full and 3 half baths. Crystal chandeliers throughout the house. Fully finished basement with checkered Italian marble floors in the front room. Fenced back yard with a deck and a stone fire pit. Attached two car garage. Bates elementary school. Meticulously maintained this home is perfect for peaceful living or entertaining friends.

23 Bellevue, Wellesley

Listing courtesy of Listing Agent: Ritu Chawla from Listing Office: Coldwell Banker Realty - Wellesley.

$2,849,000

5 Beds ⋅ 6 Baths ⋅ 73552915 MLS

Exceptional opportunity to own 5,100+ sq. ft. of luxury 2024 construction offering outstanding value in one of Wellesley's most convenient in-town locations. Just steps to Hardy Elementary, Morse's Pond, Fells Library, Wellesley Center & commuter rail. Thoughtfully designed for modern living, this sun-filled home features soaring ceilings, exceptional craftsmanship & four finished levels. Stunning chef's kitchen w/ oversized island & premium appliances flows seamlessly into dramatic family room—ideal for everyday living & entertaining. Elegant dining room, thoughtfully designed mudroom & private bedroom suites on the 2nd, 3rd & lower levels provide exceptional flexibility for guests, au pair, home office or multigenerational living. Gorgeous primary bedroom suite w/ lavish bath. Expansive lower level offers endless possibilities for recreation, fitness or media. A rare opportunity to enjoy the quality, space & convenience of nearly new construction.

265 Weston Rd, Wellesley

Listing courtesy of Listing Agent: Petrone-Hunter Realty Group from Listing Office: Coldwell Banker Realty - Wellesley.

$6,350,000

6 Beds ⋅ 7 Baths ⋅ 73547652 MLS

Set within Wellesley’s distinguished Cliff Estates, this contemporary residence, completed in 2025, blends scale, refined design, and modern luxury across three finished levels. A grand foyer with floating stair and walls of windows introduces light-filled interiors with generous ceiling heights. Formal living and dining rooms, supported by a Butler’s station, elevate entertaining. The kitchen anchors daily life with an oversized island, premium appliances, and a separate pantry with patio access. A family room, private office, and first-floor en-suite complete the main level. Upstairs, the primary retreat offers a spa-inspired bath and custom walk-in closet, set apart from a lounge and three en-suite bedrooms. The walkout lower level extends the living space with recreation, media, gym, and an en-suite guest room. Two bluestone patios and a landscaped yard bordered by a mature tree line create a private outdoor setting near shops, dining, trails, and Wellesley Country Club.

9 Bellevue Road, Wellesley

Listing courtesy of Listing Agent: Nekky Parkiotis from Listing Office: Real Broker MA, LLC.

$1,925,000

4 Beds ⋅ 3 Baths ⋅ 73533550 MLS

Presenting this extraordinary, beautifully updated 1800s modern farmhouse in highly convenient Wellesley Hills. Privately set on a tucked-away lane w/ minimal traffic yet just a short walk to the train, shops & restaurants, this unique home features high ceilings, lovely appointments & a wonderful sense of connection throughout. A welcoming front porch & foyer open to sun-filled living spaces including a family room off the kitchen perfect for everyday living & entertaining. Dining & living rooms are enhanced by fireplaces & crown moldings. The primary suite offers a serene retreat w/ a stylish newer bath. Three additional bedrooms & second floor laundry. Wonderful, spacious living space above the 2-car garage provides versatility for home office, gym, studio, or possible ADU. Relax on the porches, patio & grounds—a special home that must be experienced in person.

40 Kimlo Rd, Wellesley

Listing courtesy of Listing Agent: Petrone-Hunter Realty Group from Listing Office: Coldwell Banker Realty - Wellesley.

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 73497359 MLS

A great opportunity for a buyer who understands the value of sweat equity and is willing to make some improvements! This delightfully charming Cape style home offers a versatile open concept floor plan. The first floor flows seamlessly to two separate fireplace living areas as well as a dining room with hardwood flooring throughout. The updated kitchen boasts granite countertops, stainless appliances, ample storage and breakfast bar and opens to a large rear deck, perfect for entertaining. Upstairs boasts a large en-suite Primary bedroom, two additional bedrooms, another full bath along with an office/den bonus space. There are plenty of custom built-ins, cabinets and quaint nooks that make this an adorable gem of a home. The acreage is combined lots 6 & 6R and offers a half acre of privacy or possible room to grow. The home needs some exterior and basement improvements to reimagine it to your dream! Terrific location, moments to Fiske elementary school & easy access to Rt.9,128.

6 Willow Street, Wellesley

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.