65

Wellesley, MA Homes for Sale

Section Image Section Image
  • /42

    $1,645,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 2.5 Baths
    • 3,422 Sq Ft

    29 Water St, Natick, MA 01760

    Set along the banks of the Charles River, this stunning home blends luxury, function, and an idyllic natural setting. Behind its modest façade, the interior unfolds as a custom contemporary retreat. Sweeping river views and frequent wildlife sightings keep you connected to nature. The 2nd-floor primary suite is a sanctuary with vaulted ceilings, a private balcony, and spa-like bath w/radiant heat

    Agent Photo

    Barbara Wales

    Engel & Volkers Newton

    (508) 290-6426

    29 Water St, Natick, MA 01760
  • /6

    $6,150,000

    • 6 Beds
    • 8 Baths
    • 7,560 Sq Ft

    6 Nantucket Rd, Wellesley, MA 02481

    Introducing 6 Nantucket Road in the Cliff Estates! Framing has just begun on this gorgeous new construction Shingle Style Colonial. Well respected and established Wellesley Builder and Design Team welcome your wish list and will work with you to build your dream house with your custom choices. Our plan is specifically designed to compliment the neighborhood and lot with a classic warm exterior

    Christine Lawrence Rutledge Properties

    6 Nantucket Rd, Wellesley, MA 02481
  • /32

    $3,375,000

    • 6 Beds
    • 6 Baths
    • 6,364 Sq Ft

    32 Twitchell St, Wellesley, MA 02482

    This stunning custom-designed home perfectly balances elegance and everyday comfort. A distinctive stone turret adds architectural charm, creating a unique circular dining room and a cozy retreat in the spacious primary suite. Sunlight floods the home through large windows, enhancing its warm and inviting feel. The private, beautifully landscaped backyard features a heated, saltwater pool - ideal

    Hui Zou StartPoint Realty

    32 Twitchell St, Wellesley, MA 02482
  • /29

    $2,899,000 Open Sat 11AM - 12:30PM

    • 4 Beds
    • 3.5 Baths
    • 2,815 Sq Ft

    45 Windsor Rd, Wellesley Hills, MA 02481

    Set on a spectacular 34,000 sq. ft. lot with a lush lawn and mature trees, this classic Colonial offers an exceptional setting in one of Wellesley’s most desirable neighborhoods. The spacious front-to-back living room with a fireplace opens to a charming screened porch, perfect for relaxing or entertaining. A formal dining room and a bright white kitchen with granite countertops flow seamlessly

    Patricia Bradley Rutledge Properties

    45 Windsor Rd, Wellesley Hills, MA 02481
  • /41

    $5,595,000

    • 5 Beds
    • 6.5 Baths
    • 9,995 Sq Ft

    192 Pond Rd, Wellesley, MA 02482

    Beautiful home with 1/2 court basketball in the lower level!! Over 9200 sq ft of living space on 4 floors w/ one acre of land. Enter into a stunning 3 story foyer w/ white oak herringbone floors and over 10 foot ceilings. Incredible kitchen with oversized island opens into great room (1200 sq ft) with fireplace and filled with windows! Oversized mudroom & walk-in food pantry. Private

    Melissa Dailey Coldwell Banker Realty - Wellesley

    192 Pond Rd, Wellesley, MA 02482
  • /21

    $1,597,707 Open Sun 12PM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 1,571 Sq Ft

    16 Stearns Rd Unit 304, Wellesley, MA 02482

    Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & bordering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities and is set in a prime location near Linden Square in Wellesley. This two bedroom, 2 bathroom, features 9 foot high ceilings, hardwood floors, quartz countertops, in unit

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 304, Wellesley, MA 02482
  • /20

    $1,818,396 Open Sun 12PM - 1:30PM

    • 2 Beds
    • 2.5 Baths
    • 1,788 Sq Ft

    16 Stearns Rd Unit 301, Wellesley, MA 02482

    Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & bordering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities and is set in a prime location near Linden Square in Wellesley. This two bedroom, 2.5 bathroom, with generous den, features 9 foot high ceilings, hardwood floors, quartz

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 301, Wellesley, MA 02482
  • /33

    $2,850,000

    • 5 Beds
    • 5 Baths
    • 4,200 Sq Ft

    16 Oak St, Wellesley, MA 02482

    Sun-splashed historic renovation of an in-town Colonial offering 5 bedrooms, 3 full baths, and 2 half baths. This stunning home blends timeless character with modern comfort, featuring high ceilings, spacious living areas, and a finished walkout basement ideal for a home office, gym, or entertaining. The chef’s kitchen includes a 72-inch fridge/freezer, a large island, a pantry, and opens to a

    Joseph Fleming JT Fleming & Company

    16 Oak St, Wellesley, MA 02482
  • /18

    $1,698,600 Open Sat 11:30AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,788 Sq Ft

    16 Stearns Rd Unit 101, Wellesley, MA 02482

    Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & bordering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities and is set in a prime location near Linden Square in Wellesley. This two bedroom, 2.5 bathroom, with generous den, features 9 foot high ceilings, hardwood floors, quartz

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 101, Wellesley, MA 02482
  • /32

    $4,695,000 Open Sun 11AM - 1PM

    • 6 Beds
    • 6.5 Baths
    • 7,962 Sq Ft

    18 Sprague Rd, Wellesley Hills, MA 02481

    A rare blend of timeless elegance and modern luxury in prime Wellesley Hills. This sun-drenched estate on 1⁄2 acre offers soaring ceilings, a stunning open floor plan, and high-end finishes throughout. The gourmet kitchen, luxurious owner’s suite with private roof deck, and versatile lower level with gym and guest suite create the perfect balance of comfort and style. The beautifully landscaped

    Catherine Bassick Douglas Elliman Real Estate - Park Plaza

    18 Sprague Rd, Wellesley Hills, MA 02481
  • /30

    $1,550,000

    • 1 Bed
    • 1.5 Baths
    • 1,036 Sq Ft

    100 Linden St Unit 111, Wellesley, MA 02482

    Exceptionally located just a 5-min stroll from both Linden & Wellesley Squares, & steps from the Wellesley Square Commuter Rail station, this home with a courtyard view also includes garage parking for 2 cars, soaring 9’ ceilings & floor-to-ceiling windows, powder room, white oak floors that deliver a warm and timeless sophistication. The gourmet kitchen features Sub-Zero refrigeration & Wolf

    Mary Beth Canova JD Advisors, Inc

    100 Linden St Unit 111, Wellesley, MA 02482
  • /39

    $3,249,000 Open Sat 12PM - 1PM

    • 5 Beds
    • 5.5 Baths
    • 4,886 Sq Ft

    19 Northgate Rd, Wellesley Hills, MA 02481

    Incredible new construction by one of Wellesley's premier builders! The perfect location & floor plan. Large open kitchen with custom cabinets, natural gas cooking and designer lighting opens to family room with fireplace. Living room with picture windows plus private office/study on the first floor. Mudroom with cubbies off of 2 car garage. Main bedroom with spa-like bath & radiant heat floors

    Melissa Dailey Coldwell Banker Realty - Wellesley

    19 Northgate Rd, Wellesley Hills, MA 02481
  • /41

    $3,395,000 Open Sun 12PM - 2PM

    • 6 Beds
    • 5.5 Baths
    • 5,993 Sq Ft

    310 Oakland St, Wellesley Hills, MA 02481

    NEW CONSTRUCTION! This exquisite 6BR/5.5BA colonial showcases the perfect blend of timeless elegance & modern design, crafted to the highest standards of quality & detail. Featuring an exceptional floor plan w/soaring ceilings, natural light & designer fixtures, this home is truly one-of-a-kind. The main level offers a grand chef's kitchen w/ Thermador appliances, fire-placed living room, butlers

    Heather McKay Artemis Realty

    310 Oakland St, Wellesley Hills, MA 02481
  • /35

    $3,295,000

    • 8 Beds
    • 7.5 Baths
    • 7,000 Sq Ft

    20 Oakland Street Front, Wellesley, MA 02481

    This magnificent brick-front classic New England colonial is part of a 3-home subdivision located at 20 Oakland St in Wellesley, new construction! You are greeted by a grand entrance, stunning staircase, huge windows & soaring ceilings, closets galore. Luxurious, Spacious, Affordable - this pre construction 2025 built home checks all the boxes: a family room with a wall of large windows brings in

    Shahani Real Estate Team Compass

    20 Oakland Street Front, Wellesley, MA 02481
  • /22

    $1,716,650 Open Sun 12PM - 1:30PM

    • 2 Beds
    • 2.5 Baths
    • 1,807 Sq Ft

    16 Stearns Rd Unit 108, Wellesley, MA 02482

    Beautifully crafted, the 24 condominiums at The Albion feature luxury living spaces with open floor plans, high-end finishes, and bordering green spaces. The Albion is the ultimate mix of contemporary design, and modern amenities, and is set in a prime location near Linden Square in Wellesley. This two-bedroom, 2.5 bath, with generous den features 9’ high ceilings, hardwood floors, quartz

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 108, Wellesley, MA 02482
  • /30

    $2,249,900

    • 2 Beds
    • 2 Baths
    • 1,420 Sq Ft

    100 Linden St Unit 103, Wellesley, MA 02482

    Move In Ready, New Construction! Welcome to the new suburban luxury...Terrazza offers spacious, contemporary interiors in the heart of the jewel-box town center of Wellesley, and promises unparalleled sophistication and warmth in equal measure. Rich with amenities, the finest finishes, designer touches, parking, and more. This Two Bedroom residence is meticulously designed to maximize both

    Janice Dumont JD Advisors, Inc

    100 Linden St Unit 103, Wellesley, MA 02482
  • /28

    $3,445,000

    • 6 Beds
    • 4.5 Baths
    • 4,424 Sq Ft

    209 Bristol Rd, Wellesley Hills, MA 02481

    Set on a tree-lined block in the coveted Cliff Estates enclave, this to-the-studs 2025 renovation and expansion of a classic New England Colonial is a singular achievement of brilliant design, timeless elegance, and refreshing livability. The expansive living spaces are distinguished by beautifully curated fixtures and finishes, from the fluted marble fireplace to bespoke lighting and hardware.

    Elisabeth Preis Compass

    209 Bristol Rd, Wellesley Hills, MA 02481
  • /42

    $2,995,000

    • 6 Beds
    • 6 Baths
    • 5,806 Sq Ft

    42 Edmunds Rd, Wellesley Hills, MA 02481

    Welcome home to this spacious and elegant colonial farmhouse nestled on its own private hill in the coveted Cliff Estates. The home perfectly blends the charm and character of an original farmhouse (including 8 original fireplaces) with modern features that suit today's lifestyle, such as multiple options for home office spaces. Five bedrooms (including primary suite) are located on the second

    Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

    42 Edmunds Rd, Wellesley Hills, MA 02481
  • /22

    $3,995,000

    • 5 Beds
    • 5.5 Baths
    • 6,378 Sq Ft

    873 Chestnut St, Waban, MA 02468

    Exceptional new construction by Arco Design + Build, a highly regarded builder known for exceptional craftsmanship and design.. This over 6,000 SF residence offers refined living with serene pond views and a thoughtfully designed layout across three spacious levels. The main floor features a stunning chef’s kitchen with custom cabinetry, high-end appliances, and a dramatic waterfall island,

    Antonio Khoury Compass

    873 Chestnut St, Waban, MA 02468
  • /22

    $1,495,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 1,958 Sq Ft

    32 Donizetti St, Wellesley, MA 02482

    Welcome to 32 Donizetti! A beautifully maintained 4 bedroom, 2 1/2 bath home full of character and original details. This sunny home features high ceilings and plenty of natural light shining throughout. The primary bedroom with full bath and walk in closet offers a serene retreat, complete with an area ideal for home office and sitting area. On the second floor there is an updated full bathroom

    Kathleen Hughto Rutledge Properties

    32 Donizetti St, Wellesley, MA 02482
  • /26

    $1,995,000 Open Sun 1:15PM - 2:30PM

    • 3 Beds
    • 3.5 Baths
    • 2,377 Sq Ft

    63 Oak St Unit B, Wellesley, MA 02482

    Perfection! This townhome functions as a single family while offering the ultimate in luxury, size and convenience. Large open floor plan with designer kitchen, large dining space and huge living area. Second floor main bedroom with large custom closet and gorgeous full bathroom with double sink. Two additional bedrooms with full bath. Laundry completes the second floor. Fully finished lower

    Melissa Dailey Coldwell Banker Realty - Wellesley

    63 Oak St Unit B, Wellesley, MA 02482
  • /7

    $1,275,000

    • Land
    • 0.54 Acre
    • $2,361,111 per Acre

    3 Bacon St, Wellesley, MA 02482

    Waterfront property here in Wellesley, situated on a wooded 1⁄2 acre, with 140 feet of frontage on Wellesley’s gem, scenic Morses Pond, right at your front door with spectacular views. Prime attention to Builders/Contractors/Renovators or an end user seeking an opportunity to renovate or redevelop and make this rare waterfront location your own. Renovate the existing home or build the home of

    Royall Switzler Switzler REALTORS®

    3 Bacon St, Wellesley, MA 02482
  • /30

    $3,425,000

    • 2 Beds
    • 2.5 Baths
    • 2,270 Sq Ft

    148 Weston Rd Unit 208, Wellesley, MA 02482

    Experience unparalleled luxury living at The Bristol in the heart of Wellesley. 23 unit condo community in concierge building designed for buyers seeking maintenance-free living and every modern convenience. Corner unit boasts 9 ft ceilings and white oak floors. Seating for four at waterfall island. Seamless walnut and glass cabinetry and handmade subway tile backsplash creates a crisp,

    The Bauman Group Gibson Sotheby's International Realty

    148 Weston Rd Unit 208, Wellesley, MA 02482
  • /8

    $1,395,000

    • 3 Beds
    • 1.5 Baths
    • 1,568 Sq Ft

    32 Wall St, Wellesley Hills, MA 02481

    Reimagine a classic colonial or build your dream home in a coveted Wellesley Neighborhood! An exceptional opportunity awaits on this spacious 10,000 sq. ft. lot in one of Wellesley’s most desirable, walk-to-town neighborhoods. Whether you choose to update this classic center-entrance colonial to fit your needs or build your dream home from the ground up, the possibilities are endless. The level,

    Beyond Boston Properties Group Compass

    32 Wall St, Wellesley Hills, MA 02481
  • /35

    $2,250,000

    • 5 Beds
    • 3.5 Baths
    • 3,774 Sq Ft

    7 Cliff Rd, Wellesley Hills, MA 02481

    Beautifully renovated home on one of Wellesley’s most prestigious streets. This beautiful carriage house residence offers ten rooms, including five bedrooms and three and a half bathrooms. The sought after first-floor primary bedroom provides convenience and comfort. An amazing kitchen any chef would envy, all stainless steel appliances and generous counter space. Three full baths and one half

    Liza Adib Berkshire Hathaway HomeServices Town and Country Real Estate

    7 Cliff Rd, Wellesley Hills, MA 02481
  • /15

    $1,399,125 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,435 Sq Ft

    16 Stearns Rd Unit 207, Wellesley, MA 02482

    Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & bordering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities and is set in a prime location near Linden Square in Wellesley. This three bedroom, 2.5 bathroom residence features 9 foot high ceilings, hardwood floors, quartz

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 207, Wellesley, MA 02482
  • /37

    $1,925,000

    • 4 Beds
    • 3 Baths
    • 2,854 Sq Ft

    94 Rice St, Wellesley, MA 02482

    Welcome to 94 Rice Street! This well partitioned home has a beautiful flow for the modern family. Set off the road with a spacious front yard, this home offers privacy and tranquility. The kitchen has a sleek look thanks to the French style cabinets. Refinished hardwood floors in almost every room make the home feel clean and special. Private first floor office work at home or home study. Family

    matt heisler Vanderbilt Properties, LLC

    94 Rice St, Wellesley, MA 02482
  • /18

    $949,000 Open Sat 12PM - 1PM

    • 2 Beds
    • 1.5 Baths
    • 1,171 Sq Ft

    11 Oak St Unit 62, Wellesley, MA 02482

    The first & only unit in Linden Square to have undergone large scale "gut" renovation. Reimagined first floor w/ full open floor plan allowing kitchen, dining room, living room & outdoor patio to work together as one. Plus south facing direction allows the light to pour in! Wood-Mode kitchen cabinetry filled w/ great storage, Bosch appliances w/ induction range & vented outside. Cabinetry extends

    Melissa Dailey Coldwell Banker Realty - Wellesley

    11 Oak St Unit 62, Wellesley, MA 02482
  • /28

    $4,250,000

    • 10 Beds
    • 9 Baths
    • 10,318 Sq Ft

    5 Abbott St, Wellesley, MA 02482

    Rare Investment Opportunity in the Heart of Wellesley Square! Offered for the first time in almost 80 years, this exceptional TWO BUILDING/multi-family property is a rare find in one of Metro Boston’s most desirable communities. Situated on a quiet street just steps from vibrant Wellesley Square, this unique offering includes two buildings with a total of 7/8 units, providing excellent long-term

    Linda Glennon Conway - Hanover

    5 Abbott St, Wellesley, MA 02482
  • /26

    $1,750,000 Open Fri 4:30PM - 6PM

    • 4 Beds
    • 2.5 Baths
    • 2,204 Sq Ft

    54 Colburn Rd, Wellesley Hills, MA 02481

    This timeless Gambrel Colonial, set in Wellesley Farms, combines classic New England charm with modern comfort. The home’s distinctive roofline, cedar shingle accents, and welcoming entry are framed by mature landscaping and a brick walkway. Step into the interior, where a sun-filled foyer leads to a living room with a fireplace and an open dining room, both featuring French doors that open to

    Susan Bevilacqua Douglas Elliman Real Estate - Wellesley

    54 Colburn Rd, Wellesley Hills, MA 02481
  • /14

    $2,149,000

    • 4 Beds
    • 4.5 Baths
    • 3,272 Sq Ft

    32 Kingsbury St Unit A, Wellesley Hills, MA 02481

    Don’t miss your last opportunity to own a brand-new luxury townhome in the sought-after Linden Square area of Wellesley! This exceptional attached home offers over 3,272sf of thoughtfully designed living space, featuring 4+ bedrooms & 4.5 baths across three spacious levels. Enjoy a modern open-concept layout perfect for today’s lifestyle, highlighted by a custom designed kitchen & a welcoming

    Rjp Sells Coldwell Banker Realty - Brookline

    32 Kingsbury St Unit A, Wellesley Hills, MA 02481
  • /3

    $895,000

    • Land
    • 0.34 Acre
    • $2,632,353 per Acre

    29 Rockland St, Wellesley, MA 02481

    This lot has been approved by the Town of Wellesley as an SR10 buildable lot. Ready to go! We make no additional representations, buyers to do their own due diligence.Rockland st is an ideal location being a short distance to schools, train, shopping and more.

    Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

    29 Rockland St, Wellesley, MA 02481
  • /22

    $715,000

    • 2 Beds
    • 1.5 Baths
    • 1,464 Sq Ft

    63 Linden St Unit 1, Wellesley, MA 02482

    Imagine the lifestyle!!!! Located in the heart of Wellesley Square, this inviting condo is completely remodeled with gleaming hardwood floors and has been freshly painted throughout ! Bright! Light ! The warm entertaining space is open to a dining room and steps to the kitchen. Corner unit offers so many windows with new designer shades. Brand new heating system! The lower level is perfect for in

    Nancy Virta The Firm

    63 Linden St Unit 1, Wellesley, MA 02482
  • /6

    $1,519,050 Open Sun 12PM - 1:30PM

    • 2 Beds
    • 2.5 Baths
    • 1,599 Sq Ft

    16 Stearns Rd Unit 103, Wellesley, MA 02482

    Masterfully crafted, the 24 unit condominiums at The Albion feature luxury living spaces with open floor plans, high end finishes & boardering green spaces. The Albion is the ultimate mix of contemporary design, modern amenities and is set in a prime location near Linden Square in Wellesley. This two bedroom, 2.5 bathroom residence features 9 foot high ceilings, hardwood floors, quartz

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 103, Wellesley, MA 02482
  • /42

    $5,350,000

    • 5 Beds
    • 8 Baths
    • 8,700 Sq Ft

    55 Ridge Hill Farm Rd, Wellesley, MA 02482

    Situated in the desirable Dana Hall neighborhood, this stunning colonial home has been reimagined into a true oasis. Renovated by Flavin Architects and Ken Vona Construction, this property has been elevated to the highest standards of craftsmanship. The bright two-story foyer greets you with walls of windows which stream sunlight. The quarter-sawn oak floors lead to a formal dining room with

    Debi Benoit William Raveis R.E. & Home Services

    55 Ridge Hill Farm Rd, Wellesley, MA 02482
  • /32

    $4,398,000

    • 5 Beds
    • 6.5 Baths
    • 7,461 Sq Ft

    39 Audubon Rd, Wellesley, MA 02481

    Fantastic New Construction, thoughtfully designed & beautifully appointed, this home offers modern luxury w/timeless elegance. A gracious, sun-filled two-story foyer opens to a formal living room w/fireplace & banquet-size dining room complete w/butler's pantry. The sleek chef's kitchen features high-end appliances, a quartz waterfall island, walk-in pantry, sunny breakfast nook, & stylish wet

    Patricia Bradley Rutledge Properties

    39 Audubon Rd, Wellesley, MA 02481
  • /41

    $2,590,000

    • 5 Beds
    • 4.5 Baths
    • 5,261 Sq Ft

    1 Clock Tower Dr, Wellesley Hills, MA 02481

    Perched on a serene hilltop, this elegant colonial home boasts a stunning façade inspired by the Wellesley Clock Tower. Just minutes from the Issac Sprague Memorial Clock Tower and Elm Park, this sunlit residence features soaring ceilings and oversized windows that bathe the interiors in natural light. The gourmet kitchen, designed for the avid cook, opens to an exquisite breakfast nook with

    Dream Team Dreamega International Realty LLC

    1 Clock Tower Dr, Wellesley Hills, MA 02481
  • /27

    $1,129,000

    • 2 Beds
    • 2 Baths
    • 1,739 Sq Ft

    26B Pleasant St Unit B, Wellesley, MA 02482

    This bright end-unit townhouse offers four levels of comfortable living in a prime location, just a short stroll to Linden Square’s shops, dining, and the train to Boston. The home features hardwood floors throughout, central AC and heating, two bedrooms, two bathrooms, and a versatile bonus room on the third floor. The modern granite kitchen flows into a dining area that opens to a private

    Zhen Guo Coldwell Banker Realty - Brookline

    26B Pleasant St Unit B, Wellesley, MA 02482
  • /40

    $5,895,000

    • 6 Beds
    • 8 Baths
    • 9,848 Sq Ft

    182 Winding River Rd, Wellesley, MA 02482

    Custom home on the Charles River. Incredible views of the river and conservation land beyond plus a dock for kayaks, paddleboards & small electric boats! 2006 new construction w/over 9000 sq ft of living space on 1.73 acres. Walk into dramatic great room w/ 2 story windows plus one of four fireplaces & custom window seat perfect for entertaining. NEWLY renovated white kitchen w/ center island,

    Melissa Dailey Coldwell Banker Realty - Wellesley

    182 Winding River Rd, Wellesley, MA 02482
  • /33

    $2,499,000

    • 4 Beds
    • 4 Baths
    • 4,304 Sq Ft

    98 Great Plain Ave, Wellesley, MA 02482

    Step into 98 Great Plain Avenue—a newly transformed residence where modern sophistication meets classic appeal. Flooded with natural light, this exceptional home features soaring ceilings and a thoughtfully designed open-concept layout tailored to contemporary living. Rich hardwood floors and premium finishes define every inch of the interior, creating a refined yet welcoming ambiance. The chef’s

    Prudence Hay Rutledge Properties

    98 Great Plain Ave, Wellesley, MA 02482

Showing Results 1 - 40, Page 1 of 2

Why Live in Wellesley

Wellesley, Massachusetts, is a peaceful academic town located approximately 15 miles from Boston. Known for its upscale residential community, Wellesley features stately homes, including spacious colonial-inspired properties, ranch-style homes, Cape Cods, and raised ranches. The town's housing inventory includes single-family homes, townhouses, and condominiums, with well-landscaped yards ranging from a quarter-acre to 1 acre in size. The town is home to Wellesley College and Babson College, and boasts one of the best public school systems in the state, including Wellesley Public Schools, Wellesley High School, and the prestigious Dana Hall School. Residents enjoy nearly 50 miles of trails, sports fields, playgrounds, and parks, with popular spots like Warren Park and Morses Pond offering recreational activities such as boating, fishing, and swimming. Wellesley Square serves as the main shopping district, featuring chain grocery stores, local restaurants, cafes, boutiques, and businesses. The town is accessible via Massachusetts State Route 9 and Interstate 95, with three MBTA commuter rail stations providing rail service to Boston. Logan International Airport is approximately 20 miles east. Community celebrations include seasonal festivals and Wellesley’s Wonderful Weekend, featuring a Veterans parade, fireworks, and various family-friendly activities. While violent crimes decreased in 2023, property crimes saw a slight increase compared to 2022.

Frequently Asked Questions

What is the average home price in Wellesley, MA?
Homes for sale in Wellesley, MA have an average home price of $2,307,723.
How many homes have sold over the last 12 months in Wellesley, MA?
84 homes have sold in Wellesley, MA over the last 12 months.
Is Wellesley, MA a safe city?
In general, the safest neighborhoods in Wellesley, MA with lower crime scores are Wellesley Square, Dana Hall, Wellesley Farms, Cliff Estates and Wellesley Hills.
What are the most popular zip codes in Wellesley, MA?
The most popular zip codes in Wellesley, MA include 02481, 02482, 02492, 02494 and 02493.
What are the most popular neighborhoods in Wellesley, MA?
The most popular neighborhoods in Wellesley, MA with the most homes for sale are Wellesley Square, Dana Hall, Wellesley Farms, Cliff Estates and Wellesley Hills.
How much do you need to make to afford a house in Wellesley?
The median home price in Wellesley is $1,995,000. If you put a 20% down payment of $399,000 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $9,800 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $420K a year to afford the median home price in Wellesley.
How are the schools in Wellesley, MA?
Wellesley, MA has highly rated public and private schools. Some of the best schools in Wellesley based on Niche Grades are Country Elementary School, Dana Hall School and Dover-Sherborn Regional High School. The neighborhoods in Wellesley with the highest rated schools are Wellesley Square, Dana Hall and Wellesley Farms. Browse all the schools in Wellesley, MA to learn more.

Home Trends in Wellesley, MA

Housing Trends

Median Sale Price
$1,985,000
Median Single Family Sale Price
$2,384,750
Median Townhouse Sale Price
$1,700,000
Median 2 Bedroom Sale Price
$1,323,500
Median 1 Bedroom Sale Price
$1,285,000
Average Price Per Sq Ft
$771
Number of Homes for Sale
13
Last 12 months Home Sales
84
Months of Supply
1.90
Median List Price
$1,995,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
4%
How to Buy a Home How to Finance a Home How to Sell a Home