Wellesley Hills Homes for Sale

Welcome to Wellesley Hills, a picturesque enclave nestled in the heart of Massachusetts’ Norfolk County. Known for its charming neighborhoods, beautiful landscapes, and vibrant community spirit, Wellesley Hills is a hidden gem that perfectly balances suburban tranquility with easy access to urban amenities.

This delightful area is characterized by its stunning tree-lined streets, historic homes, and well-maintained parks, making it an ideal place for families, professionals, and retirees alike. Residents enjoy a strong sense of community, with local events and gatherings that foster connections among neighbors. The highly-rated Wellesley Public Schools are a significant draw for families, providing excellent educational opportunities for children of all ages.

For those seeking homes for sale in Wellesley Hills, you’ll find a diverse array of properties that cater to various tastes and lifestyles. From charming colonial-style houses to modern, sleek designs, the real estate market here offers something for everyone. Many homes boast spacious yards, gourmet kitchens, and delightful architectural details, ensuring that you can find the perfect place to call home.

Additionally, Wellesley Hills is conveniently located near major highways and public transportation, making commuting to Boston or surrounding areas a breeze. With an abundance of shopping, dining, and recreational options just a stone's throw away, you’ll never run out of things to do.

Discover the beauty and charm of Wellesley Hills, where your dream home awaits. Explore our listings today and take the first step toward making this wonderful community your own!

Newest Wellesley Hills Homes for Sale

$2,150,000

5 Beds ⋅ 5 Baths ⋅ 73574792 MLS

Better than new construction, this 2022 custom-build pairs modern ease and sophistication with mature, lush landscaping in idyllic Wellesley. Offering 4,400+ square feet of thoughtfully designed living space, incredible natural light pours through expansive windows, highlighting 9.5-foot ceilings and an ideal floor plan for effortless everyday living and entertaining. At the heart of the home, the chef’s kitchen with oversized island, and luxury appliances (including double ovens), opens seamlessly to the fire-placed family room, where large sliders invite you out to the patio and private backyard. The dining area transitions beautifully from everyday meals to more formal gatherings, while a dedicated office, powder room, and mudroom off the two-car garage complete the main level. Upstairs, the serene primary suite features an incredible walk-in closet and spa-like bath with double vanity and separate freestanding tub + walk-in shower, is joined by generously sized guest bedrooms and sparkling baths. The finished lower level, with a spacious playroom, fifth bedroom, and full bath, offers exceptional flexibility for guests, recreation, or extended family.Thoughtfully designed, beautifully finished, and truly turnkey, 32 Lantern Lane offers the best of a newer home with warmth and privacy—all moments from Wellesley’s shops, dining, recreation, commuter routes, and highly regarded public schools.

32 Lantern Ln, Wellesley

Listing courtesy of Listing Agent: Bell Petrini Group from Listing Office: Coldwell Banker Realty - Wellesley.

$1,799,000

4 Beds ⋅ 4 Baths ⋅ 73574530 MLS

Perched atop Wellesley's prestigious Cliff Estates, this beautifully renovated Victorian blends timeless architectural charm with modern comfort. Offering 4 bedrooms and 3.5 baths, the home has been thoughtfully updated while preserving its original character and period details. The sun-filled kitchen features a breakfast nook overlooking the landscaped backyard, while elegant living, dining, and music rooms provide ideal spaces for everyday living and entertaining. The second floor includes three spacious bedrooms, including a serene primary suite. The third level offers an additional bedroom, full bath, and a flexible bonus room perfect for a family room, home office, gym, or playroom. Enjoy a private patio, oversized detached two-car garage, and a picturesque setting in one of Wellesley's most sought-after area. A rare opportunity to own a home where historic elegance meets modern living.

8 Cypress Rd, Wellesley

Listing courtesy of Listing Agent: Osnat Levy from Listing Office: eXp Realty LLC - Corporate Office.

$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.

$2,825,000

5 Beds ⋅ 6 Baths ⋅ 73552915 MLS

PRICE ADJUSTMENT! 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.

$1,895,000

4 Beds ⋅ 3 Baths ⋅ 73533550 MLS

Tucked away on a quiet private lane in the heart of Wellesley Hills, this beautifully updated farmhouse seamlessly blends timeless character with modern comfort. Offering exceptional privacy while just moments from the train, shops, restaurants, and everyday conveniences, this distinctive home delivers the best of walkable village living.A welcoming front porch sets the tone for the warm and inviting interiors, where high ceilings, abundant natural light, and thoughtful architectural details create an effortless flow throughout. The spacious kitchen opens to a sun-filled family room, forming the heart of the home and an ideal setting for both everyday living and entertaining. Elegant living and dining rooms feature fireplaces, crown moldings, and classic details that reflect the home's rich heritage.The serene primary suite serves as a private retreat, highlighted by a stylishly renovated bath. Three additional bedrooms and convenient second-floor laundry complete the upper level.Adding to the home's versatility is an exceptional bonus space above the detached two-car garage, perfect for a home office, fitness studio, creative workspace, guest overflow, or potential future accessory dwelling unit. Outdoors, multiple porches, a patio, and beautifully landscaped grounds provide inviting spaces for relaxation, gathering, and enjoying the peaceful setting.A rare offering that combines historic charm, modern updates, flexible living space, and an unbeatable Wellesley Hills location.

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.

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