$2,005,451Average Value$638Average Price per Sq Ft6Homes For Sale
Leisurely living in Wellesley Hills
Wellesley Hills, or better known locally as the "Country Club" neighborhood for its proximity to Wellesley Country Club, is a leafy suburban community 15 miles outside of Boston. In addition to stately residences, the community attracts homebuyers with highly rated public schools within walking distance, an MBTA commuter rail station and proximity to highways for convenient access to Boston. The neighborhood also has a family- and community-oriented vibe, making it easy to form close relationships with neighbors and other residents in town. “Wellesley Hills is very bucolic and pretty,” says Lynn Donahue, who is part of the Donahue Maley & Burns Team at Compass. “It’s an estate neighborhood with bigger homes on rolling hills; the streets are winding and not heavily traveled, so it’s very quiet.”
Wellesley Hills offers a great mix of local businesses and quiet suburban streets.
Take a casual stroll with your furry companions in Centennial Park in Wellesley Hills.
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Grand and classic residences with larger lots
Most area residences were built in the first half of the 20th century, featuring grand center-front Colonial Revivals, Tudor Revivals, Cape Cods and Garrison-style properties. Newer builds from the past several decades are also peppered throughout the community. Since Wellesley did not have any new land for development, older houses had to be torn down in order to build new ones. Home prices typically go from $2 million to over $5.5 million, and lot sizes are usually between quarter acre to 1 acre. “The homes here are very classic and have larger lot sizes,” Donahue says. “Many finance, banking and biotech executives live here, and nothing stays on the market for long.”
Some split level homes with large two car garages can be found in Wellesley Hills.
Lush bushes welcome you to this home in Wellesley Hills.
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A highly rated public school district
Students here go to Wellesley Public Schools, which is rated by Niche as the No. 2 best school district in Norfolk County with an A-plus Niche grade. Prospective primary schools include Joseph E. Fiske Elementary School and Otho L. Schofield Elementary School, both of which score an A. All students then go on to Wellesley Middle School and Wellesley High School, the only secondary public schools in town. Both Wellesley Middle and Wellesley High have an A-plus Niche rating, and the high school provides students with many dual-enrollment courses. Wellesley College, Babson College and Mass Bay Community College are all located in town.
Wellesley Middle School in Wellesley offers students an expansive campus.
Wellesley Sr High School in Wellesley offers a diverse academic curriculum.
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Interconnected trails throughout the community
The community has abundant walking trails that connect the neighborhood, and people often take their pets to Centennial Park for walks along the pond or the wooded trails. The 2.5-mile Fuller Brook Path, or known locally as the Brook Path, is another popular walkway. In the winter, the neighborhood’s many hills and small ponds turn into ideal arenas for children to ice skate or sled. “In fact, children will go sledding down any hill they can find,” Donahue says. Featuring an 18-hole course, racquetball courts and an outdoor pool, Wellesley Country Club is the defining recreational venue in the community. Dating back to 1897, the historic institution is also a significant gathering and social place for residents in town, and memberships require sponsorship and have an extensive waitlist.
The Wellesley Country Club in Wellesley Hills is a fantastic place for golf enthusiasts.
Practice your swing at Hunnewell Field in Wellesley Hills.
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Retailers and eateries on Washington Street
Much of the area’s commerce takes place along Washington Street, which is dotted with independent bakeries, restaurants and shops. The old Wellesley Hills rail station has been repurposed into a popular coffee shop, Caffè Nero. The rail tracks are right behind the café, and many commuters regularly stop by as they wait for the daily trains to Boston. Also located along Washington Street, Whole Foods Marketplace is about 1 mile west. Farther west, Linden Square is another retail destination in town, featuring grocery stores such as Roche Bros., businesses and restaurants.
This pampered pooch gets a fresh comb through at For Fluffs Sake in Wellesley Hills.
Green's Hardware in Wellesley Hills offers a multitude of options for any DIY project.
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From festivals to local associations
One of the biggest events in town is Wellesley’s Wonderful Weekend, featuring a pancake festival, fireworks, arts and crafts workshops and a parade. “Many people have summer homes elsewhere, so this is the big event that takes place before everyone leaves town for the summer,” Donahue says. In addition, neighborhoods have their own block parties, and local associations such as the Wellesley Mothers Forum and Wellesley Hills Junior Women's Club organize many charity and community events for people to socialize and get involved in the community.
Proximity to Boston
The community is home to the Wellesley Hill train station, which is a convenient stop for commuters who need to take the MBTA commuter rail to access Boston. The MetroWest Regional Transit Authority provides bus routes to towns in the Boston MetroWest area. Boston and Logan International Airport are both less than 20 miles away via Interstate 90, and Newton-Wellesley Hospital is right in town.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
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to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
Wellesley Hills
US
Homicide
3
4
Sexual Assault
1
4
Assault with Weapon
2
4
Robbery
2
4
Burglary
2
4
Motor Vehicle Theft
2
4
Larceny
1
4
Crime Score
1
4
Source: WhatIsMyCrimeRisk.com
Wellesley Hills Demographics and Home Trends
On average, homes in Wellesley Hills, Wellesley sell after 23 days on the market compared to the national average of 53 days. The median sale price for homes in Wellesley Hills, Wellesley over the last 12 months is $2,175,000, up 7% from the median home sale price over the previous 12 months.
Welcome to a luxurious,expansive 2026 new construction-a classic brick-front New England colonial in a 3 home subdivision! A stunning double storey staircase leads you to a family room full of windows & natural sunlight & a private backyard. Designed to entertain guests-a large Chef's kitchen with custom built cabinets, quartz waterfall island, induction cooking, S/S high end Thermador
One of 3 exceptional new construction homes by one of Wellesley’s premier builders -Copper Leaf Development. Sited on an ended way in Wellesley Farms, this 5800 square foot 5 bedroom 5/1 bath home has been thoughtfully designed with rich finishes, superb building materials, 9’ ceilings on the first and second floors and a floor plan which works for everyday life and formal entertaining. Grand
Elevated hilltop Colonial with a façade inspired by the Sprague Clock Tower, offering panoramic views and sunset vistas. Located on a cul-de-sac in Wellesley Hills, this residence features dramatic interior volume with multiple rooms showcasing high ceilings and abundant natural light. The main level includes a gracious foyer, expansive formal living room, and family room with access to a pergola
Rare opportunity to get into the Town of Wellesley. Situated on an oversized 26000 sqft lot on a cul-de-sac with potential for expansion.This well-maintained 4 Bedrooms, 2 1/2 bath home is in move-in condition. The main level has gleaming hardwood floors throughout, a master bedroom with an updated en-suite bath, and two good-sized bedrooms with shared updated full bath. New kitchen with SS
A rare Wellesley gem set on 1.15 acres, overlooking the 15th hole & 16th tee of Wellesley Country Club with sweeping scenic golf course views. Fully renovated in 2022, this distinguished home blends historic character with refined luxury, featuring wide pine floors, 6 fireplaces, and walls of windows overlooking the greens. Gracious living spaces include an inviting great room, sophisticated
Beth DickersonGibson Sotheby's International Realty
Welcome to this amazing single family situated on over 10,000 square foot flat landscaped lot. This charming property offers amenities and picturesque views, featuring an open concept design, the home boasts natural light and spacious living area. The kitchen featuring granite counters and stainless steel appliances. Tiled bathrooms. Fresh paint, refinished hardwood floors and new light fixtures
Wellesley, Massachusetts is home to suburban Boston’s luxury rental community, Hastings Village.The 52 two-bedroom, two-bath contemporary residences have been designed to address the particular demands of today’s renter…Location, Luxury, Lifestyle.Hastings Village enjoys an idyllic location abutting the Wellesley Town Forest Trail, Longfellow Pond Park, and is only minutes to Wellesley’s vibrant
Available on 1/15/2026! Only offered 6 months rental! This stunning 5 bedrooms, 4.5 bath single family home is located on a peaceful cul-de-sac,offering privacy in a serene neighborhood. Expanded and gut-renovated in 2024, it features a brand-new interior with a cozy living room, an open-concept kitchen with high-end Wolf brand appliances, Sub-Zero refrigerator, and an oversized island that flows
The Nines is a premier residential community redefining luxury living. Located conveniently near major routes like I-95 and I-90, as well as the MBTA Commuter Rail, it offers excellent city connectivity. With 350 elegantly designed apartment homes featuring high-end finishes and modern amenities, residents enjoy a lifestyle of comfort and exclusivity. The community's prime location between
Lovely Cape Cod style home! This 3+ Bedroom 2 Bath home features hardwood floors on the first level and brand new wall to wall carpeting on the 2nd level Master Suite. Gourmet freshly painted Kitchen offers stainless steel appliances, a built in china cabinet & granite countertops! Extras include an indoor unheated porch overlooking almost an acre of land, laundry in the basement, and an outdoor
Conveniently situated for easy highway access, shopping, restaurants and top rate schools. This cozy and inviting home has been completely remodeled with high end appliances, reimagined modern kitchen with a custom island. Hardwood floors installed throughout. Gorgeous bathroom with soaking tub creating an oasis like quality. Two good sized bedrooms on the second floor with plenty of natural
Welcome to Phillips Park Apartments, a bright and inviting two-bedroom, two-bathroom apartment perfectly located in the heart of Wellesley Hills. This apartment features new flooring, large windows and walk-out balcony that fill the space with natural light, and a comfortable layout designed for everyday living. New kitchen and full bathroom are being actively installed.The apartment is equipped
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Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
