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Colonial Homes for Sale in Wellesley, MA

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  • /24

    $7,995,000

    • 6 Beds
    • 9 Baths
    • 10,197 Sq Ft

    14 Greylock Rd, Wellesley Hills, MA 02481

    Exceptional Peirce Estates residence offering over 10,000 sq ft of refined living on a level 0.85-acre lot with room for a pool. Renovated and expanded in 2006–07, the home features 16 rooms, including 6 ensuite bedrooms and 3 half baths. The expansive chef’s kitchen with dual refrigerators and dishwashers, walk-in pantry and breakfast area opens to a sun-filled family room with double-sided

    Bobby Morgenstern Gibson Sotheby's International Realty

    14 Greylock Rd, Wellesley Hills, MA 02481
  • /33

    $2,695,000

    • 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
  • /42

    $2,349,999 Open Sat 11:30AM - 1:30PM

    • 5 Beds
    • 4.5 Baths
    • 4,404 Sq Ft

    32 Lantern Ln, Wellesley Hills, MA 02481

    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

    Jay Terada Coldwell Banker Realty - Brookline

    32 Lantern Ln, Wellesley Hills, MA 02481
  • /24

    $5,294,500 Open Sat 12:30PM - 2PM

    • 6 Beds
    • 7 Baths
    • 8,100 Sq Ft

    99 Old Colony Rd, Wellesley Hills, MA 02481

    Exceptional craftsmanship in this custom-built home by a premier high-end builder, located in the sought-after Cliff Estates. This stunning 6-bedroom, 5 full bath, offers an expansive open floor plan. The main level features 10 ft. ceilings with a sophisticated living room, formal dining room, spacious family room along with a beautifully appointed private office. At the heart of the home is a

    Elizabeth Derenzo J. Derenzo & Associates, LLC

    99 Old Colony Rd, Wellesley Hills, MA 02481
  • /40

    $5,250,000

    • 6 Beds
    • 8 Baths
    • 9,036 Sq Ft

    12 Winding River Cir, Wellesley, MA 02482

    Exceptional property on the Charles River! 2.89 acres of manicured lawn rolls down to the river giving you unobstructed views & private use of a nature lover's paradise. Gorgeous stone patios, multiple decks, & sun-filled rooms w/French Doors are all designed to maximize your enjoyment of this incredible retreat. Privately nestled on a quiet cul-de-sac, this stunning Cape is beautiful in all

    Betsy Kessler Rutledge Properties

    12 Winding River Cir, Wellesley, MA 02482
  • /30

    $7,995,000

    • 8 Beds
    • 9 Baths
    • 9,662 Sq Ft

    200 Pond Rd, Wellesley, MA 02482

    Presenting a spectacular multi-acre estate set behind a private entry in Wellesley. This stately Georgian Colonial is the centerpiece of the compound on a scenic road and is surrounded by a parklike setting that couples luxury with sophistication. The stately exterior is captivating with stunning architectural detail. Inside the grand home boasts a two story foyer with a sweeping bridal

    Meghan Sutherland MGS Group Real Estate LTD - Wellesley

    200 Pond Rd, Wellesley, MA 02482
  • /36

    $2,395,000

    • 5 Beds
    • 3.5 Baths
    • 3,398 Sq Ft

    31 College Rd, Wellesley, MA 02482

    5 bedroom home on Morses Pond with the most incredible water views. Swim, paddle board, kayak or fish from your own backyard. Large open kitchen family room with full picture windows offering stunning views of the pond. Kitchen with stainless appliances and large island. Dining room/sunroom with access to deck with more water views. Living room with fireplace and built-ins. First floor den. Main

    Melissa Dailey Coldwell Banker Realty - Wellesley

    31 College Rd, Wellesley, MA 02482
  • /37

    $1,875,000 Open Fri 4PM - 5:30PM

    • 4 Beds
    • 3.5 Baths
    • 3,428 Sq Ft

    90 Elmwood Rd, Wellesley Hills, MA 02481

    In a wonderful Bates School neighborhood, step inside & discover this thoughtfully expanded, well designed home w/ generous rooms, great flow, & exceptional living space. Versatile first-floor primary suite boasts an updated, stylish bath, great closet space & bonus room for exercise, nursery or study. Three generously sized second floor bedrooms accommodate family & guests. Sun-drenched living

    Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

    90 Elmwood Rd, Wellesley Hills, MA 02481
  • /37

    $2,899,000 Open Sun 12PM - 1:15PM

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

    365 Worcester St, Wellesley, MA 02481

    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

    Shahani Real Estate Team Compass

    365 Worcester St, Wellesley, MA 02481
  • /37

    $6,995,000 Open Sat 11:30AM - 1PM

    • 6 Beds
    • 10 Baths
    • 10,090 Sq Ft

    121 Livingston Rd, Wellesley, MA 02482

    Set on nearly two acres with direct access to the Charles River and surrounded by conservation land, this custom-built Colonial offers a rare combination of privacy, scale, and waterfront living in Wellesley’s coveted Dana Hall neighborhood. Thoughtfully designed and crafted, the home delivers enduring quality and a lifestyle that is increasingly rare.A gracious foyer introduces formal living and

    Ying Sun Compass

    121 Livingston Rd, Wellesley, MA 02482
  • /2

    $5,790,000 New Construction

    • 6 Beds
    • 7 Baths
    • 7,777 Sq Ft

    78 Suffolk Rd, Wellesley Hills, MA 02481

    Ready for the summer! This stately 6 bed colonial sits in the heart of Cliff Estates with a large flat lot. Spacious foyer opens to both a private office and living room. Butler pantry with wet bar leads to dining room with custom moldings. The entire back of home is a great open space for everyday living with south/west sun exposure. Family room with fireplace has picture windows and access to a

    Melissa Dailey Coldwell Banker Realty - Wellesley

    78 Suffolk Rd, Wellesley Hills, MA 02481
  • /34

    $3,425,000

    • 5 Beds
    • 6 Baths
    • 5,073 Sq Ft

    8 Oakdale Ave, Wellesley, MA 02482

    Experience the epitome of luxury in this stunning new Colonial masterpiece in Wellesley, nestled on a serene dead-end street. With 5 bedrooms and 5 baths sprawled over 5,000 sq. ft., every inch exudes elegance. Experience gleaming hardwood floors beneath soaring 9’ ceilings, embraced by sunlit spaces. The first floor boasts refined living and dining areas, a chef’s eat-in kitchen with bespoke

    Donahue Maley & Burns Team Compass

    8 Oakdale Ave, Wellesley, MA 02482
  • /42

    $4,650,000

    • 6 Beds
    • 5 Baths
    • 6,990 Sq Ft

    151 Oakland St, Wellesley Hills, MA 02481

    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 Dickerson Gibson Sotheby's International Realty

    151 Oakland St, Wellesley Hills, MA 02481
  • /42

    $3,950,000 Open Fri 3:30PM - 6:30PM

    • 6 Beds
    • 5.5 Baths
    • 7,034 Sq Ft

    241 Lowell Rd, Wellesley Hills, MA 02481

    Exceptional Opportunity In Wellesley’s Highly Desirable Cliff Estates. Situated On A Large, Level Lot Offering Excellent Privacy, This Elegant Residence Provides Over 7,000 Sq Ft Of Beautifully Designed Living Space With 6 Bedrooms And 5.5 Bathrooms. Sun-Filled Interiors Feature High Ceilings, Oversized Windows, And Refined Finishes Throughout. A Grand Foyer Opens To Spacious Living Areas Ideal

    Alpha Group Compass

    241 Lowell Rd, Wellesley Hills, MA 02481
  • /35

    $2,495,000 Open Fri 4PM - 5:30PM

    • 6 Beds
    • 4 Baths
    • 3,694 Sq Ft

    25 Washburn Ave, Wellesley Hills, MA 02481

    Charming Colonial in Wellesley’s beloved Poets Corner area, seamlessly blends character with modern updates. Originally built in 1905, thoughtfully expanded and renovated since, offering 6 bedrooms, 4 full bathrooms, with great flow and versatile layout. Enclosed front porch leads to formal livingroom with stunning wood floors. Bright kitchen with FisherPaykel double ovens, Subzero, counter

    Benna Lynch Rondini Charlesgate Realty Group LLC

    25 Washburn Ave, Wellesley Hills, MA 02481
  • /41

    $5,350,000

    • 7 Beds
    • 7 Baths
    • 7,262 Sq Ft

    200 Cliff Rd, Wellesley Hills, MA 02481

    Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living

    Donahue Maley & Burns Team Compass

    200 Cliff Rd, Wellesley Hills, MA 02481
  • /37

    $3,895,000

    • 5 Beds
    • 5.5 Baths
    • 5,833 Sq Ft

    12 Bird Hill Ave, Wellesley, MA 02481

    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

    Donahue Maley & Burns Team Compass

    12 Bird Hill Ave, Wellesley, MA 02481
  • /42

    $5,450,000

    • 7 Beds
    • 10 Baths
    • 9,116 Sq Ft

    43 Bristol Rd, Wellesley Hills, MA 02481

    Stately brick Colonial in sought after Cliff Estates is beautifully sited on a magnificent private corner lot. The exquisite two story foyer welcomes you into this spectacular property. Elegant living room with fireplace, built-ins and grand dining room with floor to ceiling windows and butler's pantry are perfectly suited for entertaining. Bright chef's kitchen with oversized center island,

    Debi Benoit William Raveis R.E. & Home Services

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

    $3,874,000

    • 6 Beds
    • 5.5 Baths
    • 6,406 Sq Ft

    84 Royalston Rd, Wellesley Hills, MA 02481

    A rare offering in Wellesley, located in Cliff estates—this nearly one-acre private, park-like property features quality outdoor living and an elegant brick-front colonial. Royalston Road is a very exclusive and private location. Considered by many as one of the best streets and location in the town of Wellesley. Professionally landscaped grounds frame a spacious patio, sweeping lawn, and

    William Montero Gibson Sotheby's International Realty

    84 Royalston Rd, Wellesley Hills, MA 02481
  • /42

    $7,495,000

    • 6 Beds
    • 8 Baths
    • 8,093 Sq Ft

    222 Grove St, Wellesley, MA 02482

    Discover exceptional elegance & privacy in Wellesley’s coveted Dana Hall neighborhood. Set on over an acre in one of the town’s most sought-after locations it offers the perfect balance of privacy & convenience. Designed by a renowned local architect, this stunning new home blends sophisticated design with modern comfort, creating a serene retreat moments from town. The main floor boasts an open,

    Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

    222 Grove St, 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
  • /38

    $2,995,000

    • 6 Beds
    • 3.5 Baths
    • 4,393 Sq Ft

    20 Parker Rd, Wellesley, MA 02482

    Exceptional Colonial blends timeless architecture w modern refinement in one of Wellesley’s most coveted neighborhoods. Offering 6 generously sized bedrooms this home is thoughtfully designed for today’s lifestyle. Gracious foyer leads to elegant fireplaced living room & effortlessly connects to the sophisticated dining room w gleaming hardwood floors throughout. Gourmet kitchen w stainless steel

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    20 Parker Rd, Wellesley, MA 02482
  • /27

    $1,499,000

    • 5 Beds
    • 2.5 Baths
    • 2,728 Sq Ft

    18 Eaton Ct, Wellesley Hills, MA 02481

    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 Lyman Douglas Elliman Real Estate - Wellesley

    18 Eaton Ct, Wellesley Hills, MA 02481
  • /42

    $2,995,000 Open Sat 1PM - 3PM

    • 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
  • /42

    $1,599,000 Open Sat 1PM - 2:30PM

    • 4 Beds
    • 2.5 Baths
    • 1,716 Sq Ft

    560 Worcester St, Wellesley Hills, MA 02481

    Experience the pinnacle of Wellesley Hills living at 560 Worcester St, a distinguished location in the highly sought-after community of Wellesley. This classic center entrance colonial is sun drenched and updated throughout, offering a premier location with exceptional visibility and accessibility. Situated along one of the town’s primary streets and walkable to schools, parks, library, post

    Team ROVI Real Broker MA, LLC

    560 Worcester St, Wellesley Hills, MA 02481
  • /32

    $2,350,000

    • 5 Beds
    • 5 Baths
    • 3,200 Sq Ft

    6 Intervale Rd, Wellesley Hills, MA 02481

    Completely gut-renovated from top to bottom, this stunning 5-bedroom, 3-bath home offers modern design and exceptional craftsmanship throughout. Renovated by a premier builder using top-quality materials, the home features a bright open-concept layout ideal for both everyday living and entertaining. The spacious kitchen flows seamlessly into the dining and living areas, creating an inviting

    Donahue Maley & Burns Team Compass

    6 Intervale Rd, Wellesley Hills, MA 02481
  • /41

    $4,395,000 Open Sun 2:30PM - 3:30PM

    • 6 Beds
    • 5.5 Baths
    • 7,047 Sq Ft

    201 Lowell Rd, Wellesley Hills, MA 02481

    New home in Cliff Estates with the ideal floor plan and one of Wellesley's favorite designers creating the perfect interior! Gracious foyer with large kitchen family room off of the back of the home. Oversized kitchen island with fireplace in family room. First floor private study. Living room with another fireplace and dining room both with custom millwork. Mudroom with cubbies and closet.

    Melissa Dailey Coldwell Banker Realty - Wellesley

    201 Lowell Rd, Wellesley Hills, MA 02481
  • /35

    $5,895,000

    • 8 Beds
    • 8 Baths
    • 7,366 Sq Ft

    18 Maugus Ave, Wellesley, MA 02481

    Reimagined from the studs out, this exquisite home reveals a masterful renovation blending timeless character with exceptional design. A grand foyer makes an impression with a Turkish marble checkerboard floor and a bespoke stair runner handcrafted from vintage rugs. Wide-plank European white oak floors, soaring ceilings, custom plaster walls, and curated designer lighting create a warm, layered

    Teri Adler MGS Group Real Estate LTD - Wellesley

    18 Maugus Ave, Wellesley, MA 02481
  • /33

    $2,550,000 Open Sat 12PM - 1:30PM

    • 5 Beds
    • 4.5 Baths
    • 3,806 Sq Ft

    141 Hampshire Rd, Wellesley Hills, MA 02481

    This spectacular 5-bedroom Colonial is set back on a beautifully landscaped .72-acre lot in Cliff Estates. Complete gut renovation in 2023 opened up Kit, DR & breakfast rm to create stunning open kit, complete w/oversized 12x5 Calacatta Vagli marble island plus Wolf range, Subzero refrigerator, lrg pantry & coffee bar, & spacious dining area. Oversized LR w/fireplace & incredible natural light.

    Melissa Dailey Coldwell Banker Realty - Wellesley

    141 Hampshire Rd, Wellesley Hills, MA 02481
  • /28

    $1,625,000 Open Fri 5PM - 6:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,214 Sq Ft

    31 Martin Rd, Wellesley Hills, MA 02481

    Located in a desirable neighborhood of Wellesley, this updated Colonial offers 4 bedrooms and 2.5 baths—including a private primary bath—and approximately 2,200 sq ft of living space on a 10,000 sq ft lot. The updated kitchen opens to the family room, creating a bright and functional space ideal for everyday living and entertaining. Additional highlights include 2 fireplaces, renovated bathrooms,

    Danielle Comella Douglas Elliman Real Estate - Wellesley

    31 Martin Rd, Wellesley Hills, MA 02481
  • /42

    $3,395,000

    • 5 Beds
    • 4.5 Baths
    • 4,416 Sq Ft

    38 Parker Rd, Wellesley, MA 02482

    Incredible new construction opportunity in one of Wellesley’s most sought-after neighborhoods, ideally located within walking distance to the newly built John D. Hardy Elementary School and nearby Perrin Park. This exceptional home offers a fabulous floor plan featuring soaring ceilings, exquisite millwork, abundant natural light, and designer fixtures and finishes throughout. The first floor

    William Natoli Compass

    38 Parker Rd, Wellesley, MA 02482
  • /34

    $5,350,000

    • 5 Beds
    • 8 Baths
    • 7,720 Sq Ft

    3 Ravine Rd, Wellesley Hills, MA 02481

    Nestled in the heart of coveted Wellesley Farms, this chic sun-filled brick colonial seamlessly blends timeless elegance with modern comfort. Set on a beautifully landscaped private lot, the home welcomes with classic curb appeal and a gracious entry. Sunlight pours into the well-appointed formal living and dining rooms, creating inviting spaces ideal for entertaining. The thoughtful layout flows

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    3 Ravine Rd, Wellesley Hills, MA 02481
  • /27

    $4,195,000 Open Sun 1:30PM - 3PM

    • 5 Beds
    • 5.5 Baths
    • 5,519 Sq Ft

    389 Grove St, Needham, MA 02492

    Set on exceptionally private acreage along the coveted Needham–Wellesley line, this reimagined estate offers rare scale, serenity, and sophistication. A comprehensive 2021 renovation transformed the home into a luxurious yet welcoming retreat, designed for both everyday living and refined entertaining. The heart of the home is the true chef’s kitchen with intentional, top-of-the-line finishes,

    Berlin Levin Team Coldwell Banker Realty - Wellesley

    389 Grove St, Needham, MA 02492
  • /34

    $3,895,000

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

    873 Chestnut St, Waban, MA 02468

    This stunning, new construction, Waban home redefines luxury. Spanning over 6,000 sq. ft., it offers serene pond views and a perfect fusion of elegance and functionality across three levels. The main level features a chef’s kitchen with custom cabinetry, premium appliances, and a waterfall island, seamlessly flowing into bright family and formal living spaces—ideal for both intimate gatherings

    Antonio Khoury Serhant

    873 Chestnut St, Waban, MA 02468

Home Trends in Wellesley, MA

Housing Trends

Median Sale Price
$1,960,000
Median Single Family Sale Price
$2,384,750
Median Townhouse Sale Price
$1,414,500
Median 2 Bedroom Sale Price
$1,345,000
Median 1 Bedroom Sale Price
$1,285,000
Average Price Per Sq Ft
$790
Number of Homes for Sale
8
Last 12 months Home Sales
91
Months of Supply
1.10
Median List Price
$1,995,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
1%
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