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Craftsman Homes for Sale on the South Shore

Browse the latest Craftsman-style homes for sale across Massachusetts’ South Shore. Known for their quality craftsmanship, gabled roofs, and inviting front porches, these homes blend timeless character with modern updates. You’ll find Craftsman homes in a variety of South Shore towns, from established neighborhoods to more rural settings. Listings are updated frequently. Contact Lindo Realty Group for local insight or create an account to save your favorite properties and get updates.

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40 Stedman Street Brookline MA 02446

MLS Number 73518363

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,924

Stunning, four-bedroom, 3.5-bath townhouse delivering three levels of luxury living, plus an additional unfinished lower level, and the ease of a private elevator serving all four floors. The open-concept main level features a showpiece chef's kitchen with Taj Mahal Quartzite countertops, custom cabinetry, and state-of-the-art appliances, flowing seamlessly into the living and dining spaces, perfect for entertaining. Upstairs, the primary suite is a true retreat with a spa-like bath, custom walk-in closet, and private balcony. Generous additional bedrooms offer flexible space for family and guests, while the third floor is ideal for an au pair suite, multiple home offices, or a cozy lounge. Enjoy private outdoor patio space and private balcony. A rare ground-up new construction in Brookline, finished with high-end millwork and truly custom design, built to be enjoyed for decades.

Listed by Nathan Klairmont of Concept Properties

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$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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23 Manor Drive Sandwich MA 02537
Under Agreement

MLS Number 73514086

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,955

Luxury new construction in a highly desirable location in idyllic East Sandwich. Built with meticulous craftsmanship by a well-known local builder, this home offers 2,955 square feet of thoughtfully designed living space, including a spacious first-floor primary suite with an adjoining office, an open-concept floor plan and high-end kitchen with walk-in pantry. Set well back from the road down a private driveway and nestled among other custom-built homes, the property sits on a serene 0.91-acre lot surrounded by mature trees, offering exceptional privacy and room for a pool if desired. The home features a premium appliance package, 8-foot doors, and expertly executed finishes that create a sophisticated, upscale living environment. As an added bonus: there is still time to customize select final finishes, allowing you to tailor the home to your personal style. Completion is projected for Fall of 2026.

Listed by Sarah Finnell of William Raveis R.E. & Home Services

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$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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 Summer Street Maynard MA 01754

Maynard, MA201 Summer Street

Price$2,500,000

Est. Mortgage: $/month

MLS Number 73513612

  • Residential
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,129

Enjoy your privacy surrounded by acres of land, land abuts an orchard on the one side and town land on the other side. There is a unique existing house, you can have 2 lots by ANR, or file for a sub division with minimum potential to put an additional 11 lots or 11 lots with high end single family homes in a cul-du sac, on half acre lots that (with the right landscaping) would feel like they were in the middle of the countryside with lots of privacy, but actually only a 45 minute drive from Boston, Lowell, and Worcester, and 1 mile from Maynard center, and 3 miles from the Fitchburg line of the commuter rail.

Listed by Yannis Tsitsas of #1 Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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Lot 4 Jeffrey Drive West Bridgewater MA 02379

MLS Number 73510351

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,750
  • High School Wb Middle Senior

Easy elegant Living in this Beautifully Crafted and Thoughtfully Designed New Construction 4 Bedroom Home. Located at the End of a quiet Cul-de- Sac, surrounded by Nature while Also being minutes to Highway Rt. 24. This Custom designed , Open Floor Plan Farmhouse features a Glamorous Kitchen with Slider to a Generous Deck, a Fireplaced Family room a Generous Mud Room and half Bath. Upstairs Enter the spacious Foyer with 3 spacious Bedrooms and a Full Bath . The Primary Bedroom retreat features an oversized Bedroom , Walk in closet and Additional Storage space. The Huge lower level has walk out slider, and windows offering a bright open space, could be finished off for a multi use space. Crescent View Farms is a Beautiful New Subdivision with 7 homes located on this lovely Cul-de-sac. This Home can be ready for a Fall occupancy.

Listed by Diane Cidado and Charles Lima of Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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 Winthrop Road Lexington MA 02421

Lexington, MA15 Winthrop Road

Price$3,995,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73508929

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 5,793
  • High School Lexington

Iconic, exquisitely renovated & truly magazine-worthy, this elegant Lexington estate offers 4 levels of beautifully finished living space that is filled w/ natural light, timeless details & thoughtful design. Custom millwork, refined craftsmanship & a flowing yet functional layout create openness while preserving privacy. At the heart is a chef's kitchen w/ large island & built-in banquette, opening to a fireplaced family room w/ custom built-ins & French doors to a lovely deck & patio. Formal spaces include a welcoming fireplaced living room & grand dining room w/ artistic statement light fixture. Upstairs is a luxurious fireplaced primary suite, 5 add'l BRs, 3.5 stylish baths & spacious laundry room. Every detail designed for comfort & function: 11-zone hydro-air, private fireplaced office, 3-car garage, finished LL, a perfectly appointed mudroom, & 2 inviting sun porches. Unique opportunity to enjoy rare quality in prime location, just steps to LHS & vibrant Lexington Center.

Listed by Coleman Group and Charla Coleman of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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11 Weathervane Drive Carver MA 02330

Carver, MA11 Weathervane Drive

Price$757,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73508490

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,700

Welcome to 11 Weathervane Drive in Carver, located in Phase 2 of the desirable Weathervane Carver 55+ condominium community. This Harbourtown-style home offers 1,700 sq ft of thoughtfully designed single-level living with a full walkout basement for future expansion. The open-concept layout features a spacious living room, bright kitchen, and dining area with slider to a deck overlooking the golf course. The primary suite includes two walk-in closets and private bath, while a second bedroom and dedicated office provide flexible living options. Additional highlights include 9' ceilings, deck with stairs to backyard, two-car garage, expansive attic, and attached storage shed. Foundation is complete and framing is about to begin - buyers still have time to personalize finishes, selections, and available upgrades. Reach out for floor plans, building specs, and additional marketing material. Walkthroughs of the similar framed Harbourtown at 7 Weathervane Drive are available by appointment!

Listed by Jacob Bristol and Janet B. Bristol of Weathervane Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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28 Loons Call Plymouth MA 02360

MLS Number 73507831

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,323
  • High School Plymouth

One of few remaining homes at Owls Nest! The popular Chatham Modern Craftsman features main level living and private second floor space for guests. Still time to make designer selections to include appliances, tile, flooring, and countertops. This home includes a bright unfinished walkout lower level and more. The grand two story foyer leads to a spacious kitchen with island and casual dining, and is open to the great room with 12' ceilings, gas fireplace, and access to an included deck with treed views. A luxurious first floor primary bedroom suite includes a stunning bathroom with a large walk in shower, marble seat, dual sink vanity, and dual walk in closets. Also located on the main level, a secondary bedroom, flex room, and laundry room. The second floor features privacy for guests including a bedroom suite with walk in closet, full bathroom and finished loft space. Work with our team of professionals to select from today's popular finishes, home automation and outdoor living.

Listed by Christine Sweeney and Amy Heinrichs of Toll Brothers Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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37 Loons Call Plymouth MA 02360
Under Agreement

MLS Number 73507525

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,323
  • High School Plymouth

One of few remaining homes at Owls Nest! The popular Chatham Modern Craftsman features main level living and private second floor space for guests. Still time to make designer selections to include appliances, tile, flooring, and countertops. This home includes a bright finished walkout lower level and more. The grand two story foyer leads to a spacious kitchen with island and casual dining, and is open to the great room with 12' ceilings, gas fireplace, and access to an included deck with treed views. A luxurious first floor primary bedroom suite includes a stunning bathroom with a large walk in shower, marble seat, dual sink vanity, and dual walk in closets. Also located on the main level, a secondary bedroom, flex room, and laundry room. The second floor features privacy for guests including a bedroom suite with walk in closet, full bathroom and finished loft space. Don't miss this designer appointed home, move in January 2027.

Listed by Christine Sweeney and Amy Heinrichs of Toll Brothers Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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

650 Canton Avenue Milton MA 02186

Milton, MA650 Canton Avenue

Price$4,495,000

Est. Mortgage: $/month

MLS Number 73506861

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 8,764
  • High School Milton

Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday living and memorable entertaining. This is a home where families gather, laughter fills the rooms, and life's most cherished moments are made. A true architectural gem, the residence showcases exquisite period details including thick dentil moldings, rich hardwood floors, and finely preserved craftsmanship throughout. The home has undergone a thoughtful, major renovation that honors its historic character while seamlessly incorporating modern comforts and functionality. Privately sited on an impressive 7.32 acres, the grounds offer serenity, space, and a sense of timeless estate living.

Listed by Matthew Freeman of Coldwell Banker Realty - Milton

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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26 Loons Call Plymouth MA 02360

MLS Number 73503974

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,323
  • High School Plymouth

One of a few remaining homesites at Owls Nest! The popular Chatham Modern Farmhouse features main level living and private second floor space for guests. This home includes designer appointed features including upgraded appliances, tile and hardwood flooring, a bright unfinished walkout lower level and more. The grand two story foyer leads to a spacious kitchen with island and casual dining, and is open to the great room with 12' ceilings, gas fireplace, and access to an included deck. The luxurious first floor primary bedroom suite includes a stunning bathroom with a large walk in shower, marble seat, dual sink vanity, and dual walk in closets. Also located on the main level, a secondary bedroom, flex room, and laundry room. The second floor features privacy for guests including a bedroom suite with walk in closet, full bathroom and finished loft space. Work with out team of professionals to choose today's popular finishes, technology and outdoor living.

Listed by Christine Sweeney and Amy Heinrichs of Toll Brothers Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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

12 Loons Call Plymouth MA 02360
Under Agreement

MLS Number 73503833

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 2,133
  • High School Plymouth

Now under construction. The Lexington one level home features an open layout connecting the kitchen, casual dining, and great room, with 12' ceilings, gas fireplace and sliding glass door leading to a large deck. The generous primary bedroom suite includes a light filled bathroom with a large walk in shower, marble seat, dual sink vanity, and walk in closet. Guests will enjoy a secondary bedroom with a walk in closet and bathroom, this home also includes a flex room, work space, mud room, pantry, and main floor laundry room. Additional features of this home include a bright unfinished walkout basement, walkout to the rear yard from the sliding glass door. This home includes today's popular finishes and too many upgrades to list!

Listed by Christine Sweeney and Amy Heinrichs of Toll Brothers Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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3 Stone Bridge Lane Milton MA 02186

Milton, MA3 Stone Bridge Lane

Price$5,995,000

Est. Mortgage: $/month

MLS Number 73499732

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 10,524

Set on a private lane within a five-home enclave, this 10,000+ SF estate is bordered by 7,000 acres of protected land in the Blue Hills Reservation, offering a level of privacy rarely found this close to Boston. Accessed by a stone bridge, the home unfolds across 20 thoughtfully designed rooms with 6 bedrooms and 6 bathrooms. A grand foyer leads to vaulted ceilings, a paneled library with fireplace, multiple living and recreation spaces, a home gym, and a dedicated home theater. The kitchen, equipped with premium appliances, opens seamlessly to a large family room anchored by a floor-to-ceiling stone fireplace. The primary suite features a five-piece bath, steam shower, and multiple walk-in closets. Set on 4+ acres, the grounds include a stone terrace with outdoor kitchen, fireplace, jacuzzi, and mature landscaping. A heated four-car garage, dual driveways, and circular motor court complete the offering. Not just a Milton home; an estate with a Milton address.

Listed by Ricardo Rodriguez & Associates Group and Ricardo Rodriguez of Coldwell Banker Realty - Boston

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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