$1,985,792Average Value$640Average Price per Sq Ft10Homes 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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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 39 days on the market compared to the national average of 57 days. The median sale price for homes in Wellesley Hills, Wellesley over the last 12 months is $2,262,500, up 15% from the median home sale price over the previous 12 months.
Timeless Garrison nestled on a picturesque half-acre lot. Extensively renovated and expanded in 2005, this beautifully updated 4,000+ sq ft home blends classic New England charm with modern luxury just steps to Longfellow Pond. Thoughtfully designed with exceptional space & inviting gathering areas, the chef’s kitchen with oversized island opens to a fireside sitting area, the expansive family
Christine NorcrossWilliam Raveis R.E. & Home Services
Located in the Country Club neighborhood on 1.15 acres, overlooking Wellesley Country Club greens, with sweeping scenic golf course views. Renovations in 2022, this 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 fire-placed great room, sophisticated library,
Beth DickersonGibson Sotheby's International Realty
Located in the desirable Sheridan Estates neighborhood, this classic center entrance Colonial offers timeless charm & an exceptional opportunity to make it your own. Set on a quiet cul-de-sac, the home features hardwood floors, central air, and a two-car garage. Cherished by the same owners since 2002, the property has been comfortably lived in and offers a wonderful opportunity for cosmetic
Christine NorcrossWilliam Raveis R.E. & Home Services
Welcome to a luxurious, expansive 2026 new construction-a classic brick-front New England colonial in a 3-home subdivision! High-end developer provides opportunity to meet buyer customizations. A stunning double-storey staircase leads you to a family room full of windows w/natural sunlight & a private backyard. Designed to entertain-a large Chef's kitchen w/custom built cabinets, quartz waterfall
A stunning 2022 custom built home offering over 4,400 square feet designed from the ground up for exceptional interior quiet. Step inside and the outside world falls away.The open layout features nine and a half foot ceilings, expansive windows, and a chef's kitchen with built-in refrigerator, double ovens, commercial cooktop, farmhouse sink, and oversized island. The living room includes a
A delightfully charming Cape style home with a versatile floor plan on a large, level yard filled with mature plantings for privacy. The first floor offers an open floor plan with great flow to two separate fireplace living areas as well as a dining room and bedroom/office with hardwood floors throughout. The updated kitchen boasts granite countertops, stainless appliances, ample storage and
Frank CelesteGibson Sotheby's International Realty
Beautifully rebuilt and expanded 1+ bedroom residence in a newly converted two-unit property, offering sophisticated, contemporary living in a premier Wellesley Hills commuter location just moments from the Wellesley Hills Branch Library. This thoughtfully designed home features a chef’s kitchen with custom shaker cabinetry, quartz/stone countertops, and high-end finishes, opening to a dramatic
This attached single-family townhome combines the best of in-town living with the privacy and independence of a single-family home. Tastefully renovated throughout, it preserves period character and millwork while introducing today’s modern comforts, including tall ceilings, light-filled rooms, Carrara marble baths, central air, and 200 AMP electrical service. The spacious and flexible floor plan
Susan LymanDouglas Elliman Real Estate - Wellesley
Beautiful New Construction in desirable Wellesley Hills near Warren Park. The inviting front porch & enhanced driveway w/cobblestones sets the tone of the home's warmth & craftsmanship. It's 5,800 sq.ft. of living over 4 levels. No detail has been overlooked, from the layout, custom built-ins, coffered ceiling & shiplap accents. The Chef's kitchen has Thermador appliances, large center island and
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
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
Welcome to Phillip's Park Apartments in Wellesley which sits on the intersection of Washington Street and Seaward Street with Phillip's Park just behind the building. Grocery stores (Whole Foods) and town shops are within a mile radius and Wellesley Hills commuter rail station is across the street. There are two recreation rooms to reserve. There is an elevator in each building, secured entry and
NO FEE! Welcome to your cozy oasis in Wellesley. This charming 2-bedroom, 1-bathroom apartment offers incredible value in a serene courtyard setting. Easy access to Babson College, Wellesley College, and downtown Boston. Beautiful hardwood floors that add warmth and character. This pet-friendly apartment warmly welcomes cats and small dogs, ensuring a comfortable home for all. The convenience of
NO FEE! This charming 2-bedroom, 1-bathroom apartment offers incredible value in a serene courtyard setting. Peaceful location while enjoying easy access to Babson College, Wellesley College, and downtown Boston. Hardwood floors that add warmth and character. The convenience of nearby I-90 offers seamless travel connections, making commuting a breeze. Plus heat, hot water and one parking spot
Fully renovated and move-in ready! This bright 3-bed, 2-bath unit features brand-new windows, stylish hardwood flooring, and beautifully updated baths. The modern kitchen shines with granite countertops, new cabinetry, and all-new appliances. Enjoy the convenience of an in-unit stackable washer/dryer. Ideally located with easy access to Rt 9, Rt 16, I-90, and I-95, plus a nearby commuter rail for
Charming multifamily property with rich history. All units have hardwood floors, eat-in kitchens, a bonus year-round sunroom, and access to laundry facilities. Off street parking is available and you are walking distance to shops, banks, restaurants, commuter rail to Boston, and a walking/biking trail that runs throughout the town. Very convenient access to routes 135, 9, 128, and the Mass
Pets are negotiable. Multi-level home has an open floor plan with first floor family room adjacent to bistro style kitchen with granite counters and SS appliances, 3 bedrooms including a king-sized Main bedroom, 2 full bathrooms, laundry, 2 wood burning fireplaces and a 1 car garage. New floors on 1st and 2nd floors. 1 car garage and almost a half-acre yard to enjoy. Over 2400 sq ft of living
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