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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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11 Weathervane Drive Carver MA 02330

Carver, MA11 Weathervane Drive

Price$735,000

Est. Mortgage: $/month

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: 6.53% last updated on May 28, 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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13 Cantwell Road Milton MA 02186

Milton, MA13 Cantwell Road

Price$1,200,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73508478

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,567

Want to live on a quiet cul-de-sac and still be 6 miles from downtown Boston? Welcome to 13 Cantwell Road in Milton's Columbine neighborhood. This home delivers space, style, and character that's increasingly hard to find. A welcoming entrance and graceful staircase set the stage from the moment you arrive. Hardwood floors and timeless charm carry throughout. The main level offers a living room, den, dining area, and kitchen bathed in natural light through large, elegant windows. Four bedrooms and 2.5 baths offer room for everyone to spread out. The primary suite features soaring ceilings, an en suite bath, dedicated laundry, and multiple closets. A partially finished basement adds flexible space for a home office, gym, or playroom. The Milton Trolley is within walking distance, connecting you to the Red Line and the city with ease. Shields Park, the Neponset River Trail and Turners Pond are all a short walk away. This is Milton living at its finest.

Listed by Bridget Conroy of Coldwell Banker Realty - Milton

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%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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61 Ross Street Medford MA 02155

Medford, MA61 Ross Street

Price$625,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73507906

  • Residential
  • Bedrooms 4
  • Bathroom 1
  • Square Feet 1,388

This two-story Craftsman on a quiet, tree-lined street is ready for its next chapter. With major investments already made by the current owner, this home offers an exceptional value add opportunity for the buyer who wants instant equity and the freedom to customize. Recent upgrades include new windows throughout the house, a new boiler and water heater, refinished hardwood floors, new chimney, new fascia boards, and a newer washer/dryer. Inside, you'll find 4 bedrooms, natural light, and a blank slate waiting for your personal vision. Outside, a flat, good-sized yard adds even more appeal, offering the perfect space for gardening, entertaining, pets, or play. Cosmetic updates will quickly transform this into the home you envision. Location is a bonus: just minutes to the Wellington Orange Line T station, Wegmans, Mystic River Reservation trails, Route 93, and all the shops and restaurants Medford has to offer.

Listed by The Moving Greater Boston Team, Joshua Stephens and Jacqueline Vienneau of Berkshire Hathaway HomeServices Warren Residential

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$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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: 6.53% last updated on May 28, 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: 6.53% last updated on May 28, 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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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: 6.53% last updated on May 28, 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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72 Meriam Street Lexington MA 02420

Lexington, MA72 Meriam Street

Price$2,900,000

Est. Mortgage: $/month

MLS Number 73505833

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 6,038
  • High School Lexington

Elevate your lifestyle with the ease and luxury of glorious first floor living in Lexington's premier location-Meriam Hill. Enjoy privacy, exclusivity, and scale on a one acre lot with sweeping scenic views. This Craftsman inspired residence is brilliantly designed for seamless main level living, featuring an open floor plan anchored by an expansive primary suite with spa bath and an impressive 14x10 walk-in closet with separate vanity. The first floor also includes a guest bedroom, dedicated home office, laundry room with full bath, and powder room-delivering unmatched comfort and convenience without ever needing the stairs. A stunning octagonal screened porch, along with French doors and walls of windows, frames serene vistas, water features, and curated gardens. Upstairs offers two bedrooms, a tranquil tiled bath, a cozy reading nook, and exceptional expansion potential. The entire LL is devoted to games, fitness & well-being.Walk to town, top-rated schools, plus easy Boston access.

Listed by Jackie Potdevin of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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: 6.53% last updated on May 28, 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

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: 6.53% last updated on May 28, 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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157 Oak Street Weston MA 02493

Weston, MA157 Oak Street

Price$2,900,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73501674

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,403
  • High School Weston High

Experience Vermont-style craftsmanship in this unique post-and-beam home on a nearly 3 acre, wooded Weston estate. Step inside to find light-filled living spaces framed by rich woodwork, vaulted ceilings & floor-to-ceiling windows. The open-concept main level features wide-board pine floors & a dramatic 2-story great room anchored by an ornate gas stove. A spacious kitchen with a stone island leads to a dining room for entertaining. The first-floor primary suite is a retreat with an en-suite bath and dual walk-in closets. This level also has a guest bedroom, office, mudroom & 2-car attached garage. Upstairs, find 2 oversized bedrooms & a sun-drenched family room. Enjoy the farmer's porch, rear deck & path to the Norumbega Resevoir. A show-stopping barn offers oversized 3 garage parking & a versatile second-floor apartment with full bathroom. This private escape is minutes from top schools, Route 128 & Mass Pike. A unique, warm & quintessential New England gem close to Boston.

Listed by Chris Vietor Homes, Tramy Lao and Chris Vietor of eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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: 6.53% last updated on May 28, 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 Nichols Street North Reading MA 01864

North Reading, MA15 Nichols Street

Price$1,250,000

Est. Mortgage: $/month

Open House

MLS Number 73498980

  • Residential
  • Next Open House: Sun 06/7 12:00 pm. to 1:30 pm.
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,291

Exceptional & timeless custom designed 4-bedroom (2 primary suites!), 3.5 bath home set on over half acre on land. Open porch leads to the double-story foyer. Gracious living areas plus flexible space for work & entertainment. Heart of the home is gourmet eat-in kitchen, custom cabinets, granite countertops & walk-in pantry. Adjacent sitting rm for easy talk. Separate dining rm. French doors guide to family rm & wall of glass overlooking private yard. Living rm w/wood burning-stove is cozy area. First fl. main bedrm suite w/multiple walk-in-closets, sliders to yard & spa bath w/soaking jacuzzi, custom cabinets and tiled shower. Half bath & mudroom complete tier. Upper level features a 2nd main suite w/cathedral ceilings & 2 more generously sized bedrooms, game area & bonus rm for home office/crafts rm/teen hangout. Two full baths & 2nd floor laundry add comfort & convenience. The LL w/high ceilings is ready to finish. Shed. Large flat yard! Home suited for multi-generation living!

Listed by Marina Tramontozzi of True North Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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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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