Wellesley is a peaceful academic town approximately 15 miles outside of Boston. Home to Wellesley College and Babson College, the community also boasts one of the best public school systems in the state. Of its nearly 30,000 residents, over 85 percent of the population are college graduates, and half the town’s citizens hold advanced degrees. The median household income is approximately $250,000, which is significantly higher than the state’s median. Many people work in the education, finance and medical sectors, and top employers include Sun Life Financial, Wellesley College and Babson College. “This is an upscale residential community with an easy commute into Boston,” says Elke Cardella, a Realtor at Compass Realty with seven years of experience in the Wellesley and MetroWest markets. “There is a good trail system, and the green spaces are spread out.”
Wellesley's town sign welcomes visitors and residents daily.
Passengers board the MBTA Commuter Rail at Wellesley Square station.
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Stately homes dot a Norfolk County community
Wellesley's median home price is $2,035,000, which is almost five times higher than the national median. While spacious colonial-inspired properties dominate Wellesley’s housing inventory, ranch-style homes, Cape Cods and raised ranches can also be spotted around town. Built from the late 1800s and onward, single-family homes under 3,000 square feet may list from just under $1 million to $2 million. A majority of the grand estate properties between 5,000 and 8,000 square feet are in Wellesley Farms , and these often run from $2.5 million to $6 million. Mansions over 10,000 square feet may fetch over $10 million. Tree-lined and winding residential streets connect the homes, and well-landscaped yards are usually a quarter-acre to 1 acre in size. Townhouses and condominiums, most of which are concentrated in Wellesley Square , start around $700,000 and can reach $2 million and over $3 million, respectively.
Colonials homes with driveways in Morses Pond, Wellesley.
Homes in Dana Hall include large newly built colonial homes with beautiful landscaped yards.
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Wellesley Public Schools is a top school district in Massachusetts
The town’s public school system, Wellesley Public Schools, is ranked by Niche as the No. 2 best school district in Norfolk County with an A-plus Niche score. Wellesley has six primary schools, one preschool, one middle school and Wellesley High School, which scores an A-plus and offers dual enrollment courses in partnership with nearby colleges. The famous liberal arts college, Prestigious private schools also dot the area, including the A-plus Dana Hall School. Wellesley College, and Babson College, a highly reputable business school, are both located in town. Massachusetts Bay Community College also has a satellite campus in Wellesley.
Newman Elementary School in Wellesley decorates the walls to help keep spirits high.
Wellesley High School has a massive campus for Wellesley locals to enjoy.
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Myriad trails in Wellesley
Wellesley, with its wooded landscape, has close to 50 miles of trails, 29 of which are interconnected and link the various conservation lands in town. Sports fields, playgrounds and parks are also scattered throughout. “Warren Park is the main playground, and lots of kids go there to hang out,” Cardella says. Residents can go boating or fishing at the 100-acre Morses Pond, just west of Fells and Woodlands . The pond also has a public beach area for swimming in the summer. Wellesley Country Club features a championship golf course and is also a social club for town residents. The town experiences short, humid summers and snow-heavy winters.
Morses Pond in Wellesley offers stunning views and residents many water activities to choose from.
Wellesley Country Club features a championship golf course for the town residents along with a social club.
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Shopping and dining around Wellesley Square
Central Plaza and Linden Square , the town’s main shopping district, are located around Wellesley Square Station, featuring chain grocery stores, local restaurants, cafes, boutiques and businesses. Additional retailers, bakeries, eateries and service shops are along Washington Street and Route 9, which turns into Worcester Street in Wellesley.
Cafe Mangal is a Turkish-inspired Mediterranean BYOB restaurant in Wellesley.
Linden Square offers Cliff Estates residents many shopping opportunites.
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Navigating into Boston
Wellesley is accessible via Massachusetts State Route 9 and Interstate 95. There are three MBTA commuter rail stations in town for rail service to Boston, and the MetroWest Regional Transit Authority (MWRTA) buses take commuters to areas in the Boston MetroWest. Logan International Airport is approximately 20 miles east, and the Newton-Wellesley Hospital is across from Interstate 95.
Community celebrations in Wellesley
Many of the town’s festivals revolve around the seasons and the holidays, including a spring festival, the July Jubilation Sidewalk Sale & Festival for Independence Day, a fall harvest festival and a Festival of Trees ceremony in winter. Notably, Wellesley’s Wonderful Weekend is the town’s annual celebration featuring a Veterans parade, a pancake festival and picnic, fireworks and a “paint the town” event. “They close down Central Street,” Cardella says. “There are live performances, lots of fun activities for kids and the shops are open late so parents can do some shopping.”
Crime data from recent years
According to Wellesley’s police department, while violent crimes decreased in 2023, property crimes slightly increased compared to 2022.
As a top-producing and highly accomplished REALTOR®, Certified Luxury Property Specialist, and founder of Sumner Realty, Allison is a trusted expert in the Greater Boston real estate market. She brings a wealth of experience, strategic insight, and an unwavering commitment to delivering exceptional client results. Allison’s real estate career began with purchasing, renovating, and selling distressed properties, giving her a sharp instinct for market value and home potential.
Over the years, she has successfully guided various clients—overwhelmed downsizers, first-time buyers, and investors seeking high-return opportunities—through seamless and rewarding transactions. Known for her hands-on approach and relentless dedication, Allison treats every transaction as hers, ensuring her clients achieve the best possible outcomes. Detail-oriented, strategic, and tenacious, she is the advocate you want in your corner when buying or selling a home.
A native of Marblehead, Massachusetts, Allison has lived throughout Greater Boston and now resides in Newton with her family.
Whether you’re looking to sell, buy, or invest, Allison’s expertise and commitment make her the go-to professional for navigating today’s competitive market.
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.
