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Colonial Homes for Sale on the South Shore

Colonial-style homes are a staple of South Shore real estate, offering timeless design, functional floor plans, and strong curb appeal. With symmetrical layouts and classic two-story builds, these homes are widely available in towns like Norwell, Hanover, and Braintree.

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135 Edmunds Road Wellesley MA 02481
Open House

MLS Number 73585342

  • Residential
  • Next Open House: Sun 10/4 12:00 pm. to 2:00 pm.
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,989

Welcome to 135 Edmunds Road, an exceptional brick Colonial in Peirce Estates, one of the most coveted areas of Wellesley Hills' Cliff Estates. Meticulously renovated and expanded by a preeminent architect and builder, this remarkable residence seamlessly blends timeless architectural detail with sophisticated modern living. Hardwood floors and exquisite millwork are showcased throughout. The gracious fireplaced living room opens through French doors to the elegant dining room. A step-down family room features a coffered ceiling, custom built-ins and wet bar, with French doors leading to multiple outdoor patios. The spectacular chef's kitchen is designed for both everyday living and entertaining, with a double oven, gas range, breakfast nook and pantry. Thoughtfully designed spaces provide easy access to the outdoors and an effortless flow throughout the home. A private library/office with fireplace, custom cabinetry and hardwood floors offers a refined retreat. The second floor is accessible by both front and rear staircases and features a generous primary suite with spa-like bath and radiant-heated floor, four additional spacious bedroom suites and a versatile bonus sitting room. The connection between the beautifully appointed interior and the private outdoor spaces is extraordinary. Enjoy a screened porch, expansive bluestone terrace, charming Beacon Hill-inspired patio and rooftop deck, creating exceptional settings for entertaining or relaxing surrounded by nature.The newly renovated lower level offers a game room, gym space, wine cellar and extensive storage. A rare opportunity to own a truly distinctive home that combines timeless elegance, exceptional craftsmanship and every amenity for today's lifestyle.

Listed by Jill Finkelstein & Associates and Jill Finkelstein of Compass

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$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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500 Pond Street Braintree MA 02184

Braintree, MA500 Pond Street

Price$1,158,000

Est. Mortgage: $/month

Open House

MLS Number 73585323

  • Residential
  • Next Open House: Sun 10/4 1:30 pm. to 3:00 pm.
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,048

Newly constructed single family home in the braintree area! This home features 4 bedrooms, 3 full and 1 half baths, hardwood flooring throughout. Finished basement. ..Energy star central air conditioner, energy-efficient doors and windows. Eco-friendly house..

Listed by Zhuo Jian Wu of Central Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2 Pleasant Street Lexington MA 02421

Lexington, MA2 Pleasant Street, Unit 2

Price$3,000,000

Est. Mortgage: $/month

MLS Number 73585312

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,000
  • High School Lexington

THIS IS A TOWNHOME, SINGLE FAMILY ALTERNATIVE. Lexington builder Matt Thenen and his team - known for exacting historic work as well as beautiful and functional spaces - have created another masterpiece!In a world of cost-cutting bland boxes, this new project stands as a tribute to a different approach, a better approach.Custom four-bedroom condo in Lexington. This is an historic house fully renovated and improved with new construction. One-level living, two-car garage with elevator, roof deck, high-end finishes throughout, and exceptional energy efficiency. Steps to Wilson Farm, parks, and the bike path; easy Route 2 access for commuters.Historic charm. Effortless living. Ready for your next chapter - or your first. Other than the first weekend of open houses; showings will be private and accompanied.

Listed by Amie Pettengill of Coldwell Banker Realty - Lexington

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$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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678 Massachusetts Avenue Lexington MA 02421

MLS Number 73585304

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,800
  • High School Lexington

THIS IS A TOWNHOME, SINGLE FAMILY ALTERNATIVE. Lexington builder Matt Thenen and his team - known for exacting historic work as well as beautiful and functional spaces - have created another masterpiece! In a world of cost-cutting bland boxes, this new project stands as a tribute to a different approach, a better approach. THIS Custom two-bedroom condo in Lexington is an historic house fully renovated and improved with new construction. One-level living, oversized garage and extra parking, generous yard space and patio, high-end finishes throughout, and exceptional energy efficiency. Steps to Wilson Farm, parks, and the bike path; easy Route 2 access for commuters.Historic charm. Effortless living. Ready for your next chapter - or your first. With the exception of the first weekend of open houses; showings will be private and accompanied.

Listed by Amie Pettengill of Coldwell Banker Realty - Lexington

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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60 Sassamon Avenue Milton MA 02186

Milton, MA60 Sassamon Avenue

Price$999,000

Est. Mortgage: $/month

Open House

MLS Number 73585240

  • Residential
  • Next Open House: Sun 10/4 1:00 pm. to 2:30 pm.
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,244

As you enter 60 Sassamon Avenue, you'll be welcomed by high ceilings, a fireplaced living room, newly refinished hardwood floors and three levels of living space. The current owners have completed numerous updates over the past five years, including a new furnace, new water heater, replacement windows and a refreshed kitchen featuring stainless steel appliances, new countertops and new flooring. With five bedrooms, two full baths and one-half bath, this charming Colonial offers ample space and flexibility for today's lifestyle. The expansive family room is sure to become a favorite gathering place, featuring new flooring, a vaulted ceiling with skylights, and direct access to the back deck and backyard. The first floor also includes a formal dining room, a versatile bedroom that could serve as a home office or playroom, a full bath with a shower, a convenient laundry room as well as a powder room. The second floor offers two bedrooms, an additional room ideal for a nursery or home office, and a full bath. Located on second floor there's a balcony off the small room offering a wonderful view and often beautiful sunsets. On the third floor, there are two newly carpeted bedrooms, providing private and comfortable living space. Set on an oversized lot, the property also features a private side entrance leading to the finished lower level, ideal for a home gym, office, media room, or playroom. The basement is also accessible from the kitchen. The generous side yard provides exceptional outdoor space for recreation, gardening, or entertaining while offering potential opportunities for future expansion. Connected to the garage, built in 2011, there's a heated "bonus room", providing valuable flex space for hobbies, work, recreation, or a private retreat. Above the garage, you'll find abundant storage space, providing room for seasonal items, equipment & household belongings. Nestled at the base of the Blue Hills Reservation, this highly sought-after neighborhood is known for its generous lot sizes, strong sense of community & homes that have been thoughtfully expanded and improved over the years. Conveniently located near Routes 128/I-95 and 24, the property offers an easy commute to Boston and points south, while University Station while University Station & Route 128 Amtrak station are less than eight miles away. If you're hoping to be settled into your new home by the holiday season, come by and fall in love with 60 Sassamon Avenue. You'll be glad you did!

Listed by Robinson / Rull Team of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 Vinson Circle Winchester MA 01890

Winchester, MA15 Vinson Circle

Price$18,000,000

Est. Mortgage: $/month

MLS Number 73585235

  • Residential
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 10,000
  • High School Winchester

A NEW BENCHMARK FOR LUXURY LIVING IN WINCHESTER. Introducing a truly one-of-a kind estate-an extraordinary new residence created without compromise on approximately one private acre at the end of a cul-de-sac. Encompassing nearly 10,000 SF, 21 rooms, 6 bedrooms and 7 baths, this remarkable property brings together architectural presence, exceptional craftsmanship, advanced technology and resort-caliber amenities rarely found in a single Greater Boston residence.Beyond its gated entrance and heated driveway, sophisticated interiors unfold through grand entertaining spaces, a statement chef's kitchen, library/office with wet bar, glass-enclosed fitness studio, acoustically designed cinema, wine lounge and underground wine cellar. The exceptional primary suite features a luxurious dressing room and dramatic two-tier panoramic veranda overlooking the grounds.Outside, the estate transforms into a private resort: spectacular pool with waterfall, integrated spa, flame features and automatic cover; covered outdoor kitchen; sunken conversation lounge with central fire feature; covered dining terrace with fireplace; and beautifully designed grounds offering extraordinary privacy.Behind the elegance is equally impressive infrastructure: 18 heating zones, 9 cooling zones, 600-amp electrical service, approximately 2.5M BTU gas capacity, integrated AV/security, automated gated entry and a 3-car climate-conscious auto lounge with porcelain flooring and dual EV charging.Minutes from Winchester Center and convenient to Boston, this is far more than exceptional new construction. It is a meticulously conceived private estate where architecture, technology, wellness, entertainment and resort living converge-created for the buyer seeking something that simply cannot be replicated.

Listed by Anthony Marino of The Marino Group Collection

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$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Garrison Way Carlisle MA 01741

Carlisle, MA1 Garrison Way, Unit 1

Price$1,138,000

Est. Mortgage: $/month

MLS Number 73585231

  • Residential
  • Bedrooms 2
  • Bathroom 4
  • Square Feet 3,230
  • High School Cchs

Discover refined, low-maintenance living at Garrison Place, a distinctive luxury townhouse community, 55+, beautifully sited on more than 30 acres surrounded by picturesque conservation land, minutes from Concord. This pristine home combines exceptional craftsmanship, design and recent updates like designer lighting, hardwood flooring and tasteful finishes with a sun-filled floor plan, offering the ease of condo living without sacrificing space and quality. Soaring ceilings and abundant natural light create an impressive sense of openness throughout the main level. At its heart is a beautifully appointed quartz kitchen with white inset cabinetry, a generous center island, double ovens and stainless steel appliances, opening seamlessly to the dining area and fireplaced living room. Two glass doors extend the living space to a private patio overlooking the peaceful natural setting. The luxurious first-floor primary suite makes one-level living effortless, complemented by first-floor laundry, a powder room and direct access to the attached two-car garage - thoughtful conveniences that make everyday living exceptionally easy. Atop the stairway is a loft / second living area, along with bedroom 2, a full quartz bath and a private office/den, ideal for guests, hobbies or working from home. The finished lower level adds exceptional versatility with a media room, home gym and full bath, creating an inviting space for entertaining or extended-stay guests. Set amid acres of conservation land and miles of walking trails, Garrison Place feels wonderfully private and peaceful while remaining convenient to commuter routes 3, 128 and 495, to Concord, Bedford, Westford and Acton for shopping, dining and everyday amenities and nearby Concord's commuter rail service to Boston. Downsize without compromise!

Listed by Senkler,Pasley & Whitney, Amy Pasley and Brigitte Senkler of Coldwell Banker Realty - Concord

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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133 Judson Street Raynham MA 02767

Raynham, MA133 Judson Street

Price$660,000

Est. Mortgage: $/month

Open House

MLS Number 73585232

  • Residential
  • Next Open House: Sun 10/4 1:30 pm. to 3:00 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,085

Welcome to this beautiful, well-maintained Gambrel-style home offering timeless character, generous living space, and a wonderful setting for everyday living and entertaining. With 4 spacious bedrooms and 2 full baths, this inviting home offers plenty of room to accommodate family, guests, and all the spaces you need to enjoy life comfortably. Step inside to a welcoming living room featuring a beamed ceiling and gorgeous stone fireplace, creating a warm and inviting focal point. The spacious dining room continues the charm with another beamed ceiling and beautiful hardwood floors, providing the perfect setting for family dinners and special gatherings. The kitchen, complete with a center island, offers plenty of workspace and naturally becomes the heart of the home. A large family room with French doors leads to an expansive sunroom overlooking the beautifully landscaped backyard and stunning in-ground pool. Whether you're hosting summer gatherings, relaxing poolside, enjoying a quiet morning in the sunroom, or simply taking in the peaceful backyard setting, this space is designed for enjoying all that home has to offer. Outside, the expansive grounds provide plenty of space for recreation, gardening, entertaining, and relaxing. Two additional lots are included with the property, offering exceptional privacy and exciting potential for future expansion, subject to required approvals. Located in a desirable, family-friendly neighborhood close to shopping, restaurants, major routes, and area amenities, this property offers the ideal combination of comfort, convenience, space, and privacy. A wonderful opportunity to make this special property your next home!

Listed by Kristen Ruggiero of RE/MAX Platinum

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$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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201 Boston Post Road Wayland MA 01778

Wayland, MA201 Boston Post Road

Price$1,399,000

Est. Mortgage: $/month

Open House

MLS Number 73585217

  • Residential
  • Next Open House: Sun 10/4 11:00 am. to 12:30 pm.
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,268

Young 2014-built Colonial offering 4,268 sq ft of finished living space, 4 bedrooms, and 3.5 baths on a level 0.69-acre lot. The bright, open main level features hardwood floors, a spacious family room with gas fireplace, formal living and dining rooms, and a white kitchen with granite countertops, stainless steel appliances, and direct access to the backyard. Upstairs, the primary suite offers two walk-in closets with custom built-ins and a private bath with whirlpool tub and tiled shower. A second bedroom features its own private bath and sitting area, while two additional bedrooms share a Jack-and-Jill bath. The finished lower level adds approximately 1,200 sq ft with a home office, media room, game room, and additional flexible space. Outside, enjoy a fenced, level backyard with patio and firepit. Additional features include second-floor laundry, central air, central vacuum, sprinkler system, tankless hot water, a 2-car attached garage, and fully owned Tesla solar panels.

Listed by Ning Sun of United Real Estate,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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36 Standish Road Needham MA 02492

Needham, MA36 Standish Road

Price$1,995,000

Est. Mortgage: $/month

Open House

MLS Number 73585215

  • Residential
  • Next Open House: Sun 10/4 1:00 pm. to 3:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,753

A Standout on Standish! Set in Needham's desirable Olin Woods area, this spacious five-bedroom, three-and-a-half-bath single-family home offers an exceptional combination of space, comfort, and location, ideally situated between Needham Center and Wellesley Center. A custom addition and renovation completed in 2004 created an expansive, open floor plan designed for both everyday living and entertaining. The gourmet kitchen features granite countertops, custom maple cabinetry, and stainless steel appliances, opening seamlessly to a generous family room with fireplace, wet bar and a sun-filled breakfast room overlooking the backyard. A private first-floor office provides dedicated space for working from home. Upstairs, the large primary suite features walk-in closet and a spacious bath with whirlpool tub and separate shower. Dual staircases add convenience and character to the thoughtfully designed layout. Additional highlights include central air, a full finished basement with game and exercise rooms, a walk-up attic offering excellent additional space, and a two-car garage. Outside, a large deck overlooks the backyard and extends the home's living and entertaining space. With five bedrooms, flexible living areas, and convenient access to the shops, restaurants, schools, commuter routes, and amenities of both Needham and Wellesley, this is a wonderful opportunity in an established neighborhood. Welcome home!

Listed by Linda Shaughnessy of Coldwell Banker Realty - Wellesley

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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43 Upland Road Sharon MA 02067

Sharon, MA43 Upland Road

Price$1,150,000

Est. Mortgage: $/month

Open House

MLS Number 73585174

  • Residential
  • Next Open House: Sun 10/4 11:00 am. to 1:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,764

Set on ~1.5 acres in the heart of Sharon, this antique colonial offers the character and craftsmanship of an earlier era, enhanced by thoughtful updates that make the home feel beautifully suited to today. High ceilings, tall windows and refinished heart pine floors highlight the home's original detail, while the seller's extensive millwork on the first floor adds a level of refinement that elevates each gathering space. From quiet nights in to holiday gatherings, the home embraces every occasion, and the renovated family room adds a relaxed, modern feel with wide-plank white oak floors, a beamed ceiling, new windows and a French door to the deck and yard. It also has a new half bath and its own staircase to the second floor. Outdoors, the property feels like a private retreat, framed by mature trees, established plantings, an inground pool, expansive patio and generous lawn that create a beautiful setting for outdoor dining, entertaining and quiet moments throughout the seasons. The upper floors continue the blend of old and new, offering five bedrooms and a remarkably large screened porch that extends the living space in a way few homes can match - a flexible, breezy retreat for reading, relaxing or enjoying the surrounding landscape. Additional rooms adapt easily to work, guests, hobbies or quiet escapes, with barn doors on the second floor and antique pine flooring throughout most of the third level adding to the home's charm. Lovingly cared for, the property reflects the sellers' thoughtful attention to even the smallest details. Improvements including refinished flooring, updated millwork, added insulation, some newer windows, electrical updates, air conditioning and a newer septic system were completed with care to preserve the home's architectural integrity. With ample off-street parking and close proximity to Sharon Center, the commuter rail to Boston and Providence and Moose Hill Wildlife Sanctuary, this is a property that offers space, privacy and a lifestyle that honors its history while embracing the comfort of modern living.

Listed by Danielle Rochefort of Coldwell Banker Realty - Westwood

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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21 Hospital Medfield MA 02052

Medfield, MA21 Hospital

Price$1,250,000

Est. Mortgage: $/month

Open House

MLS Number 73585164

  • Residential
  • Next Open House: Sun 10/4 1:00 pm. to 2:30 pm.
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,599

Enjoy the best of both worlds at this beautiful stand-alone home at Chapel Hill Landing-the privacy and space of a single-family home with the ease and conveniences of an HOA. Less than 10 years old, the home feels fresh, modern and beautifully maintained. Step in from the welcoming front porch to an open, light-filled floor plan where the white kitchen with granite island flows seamlessly into the dining and living areas. The living room is a showstopper, with dramatic 13-foot coffered ceiling painted blue, custom built-in bookshelves and cabinets, and a gas fireplace creating a warm and inviting gathering space. The oversized first-floor primary suite with walk in California closet system makes one-level living easy, with the laundry room, mudroom, half bath and garage all conveniently located on the main level. Upstairs, you'll find two generously sized bedrooms--both with walk in closets, one with a charming window seat-plus an additional office/guest room with skylights and two full baths. A spacious landing provides even more flexible living space for a reading nook, sitting area or second home office. Outside, the very private backyard offers both a patio for relaxing and entertaining and a grassy area to play. Thoughtfully planned perennial gardens surround the property, with flowers selected to provide something in bloom throughout spring, summer and fall. An attached two-car garage completes the package. Location is close to the center of Medfield and the new Bellforge Arts Center up the street.

Listed by Ellen Dudley of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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