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Cottage-Style Homes for Sale on the South Shore

Looking for a cozy, character-filled home with timeless charm? Cottage-style homes offer distinctive architectural features like gabled roofs, inviting porches, and efficient layouts found across South Shore towns.

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200-202 N. Main Street Middleton MA 01949

Middleton, MA200-202 N. Main Street

Price$800,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73510809

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 928

Lots of possibilities for this property with a lovely setting.. 3 Bedroom Cottage on 8.9 acres of land. Live in property or tear down and build your dream house. Buyer must do their due diligence as to what can be built. Approved Building Plans on File with Town for a Duplex. Set back from street with views of Emerson Brook Reservoir and Harold Parker. Convenient to shopping and major Routes. Additional land available

Listed by John E. Magazzu of Charlesgate Realty Group LLC

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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79 Woodlawn Street Fall River MA 02720

Fall River, MA79 Woodlawn Street

Price$400,000

Est. Mortgage: $/month

Contingent

MLS Number 73510196

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,518

Welcome to 79 Woodlawn Street! Tucked into the highly desirable Highland neighborhood, this charming 3 bedroom cottage is filled with warmth, character & endless opportunity! Step inside to a bright & spacious first-floor layout featuring 2 bedrooms, a generous kitchen & dining area, inviting living room & full bath-perfect for comfortable everyday living. Upstairs, discover a large front-to-back bedroom with exciting potential to easily create a 4th bedroom if desired.This home truly shines with curb appeal, boasting updated vinyl siding, windows & doors, plus a newer roof. Enjoy the added bonus of a detached one-car garage with electricity, updated electrical & plumbing, along with beautifully rebuilt porches featuring low-maintenance Trex decking & PVC railings.Washer/ dryer included! Summer is calling-perfect for entertaining family & friends! Complete with gas heat, city water/sewer, & a prime location near highways,shopping,dining, hospitals & commuter rail to Boston!

Listed by Lori A. Nery of Coastal Realty

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%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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24 Bellington Street Belmont MA 02478

Belmont, MA24 Bellington Street

Price$750,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73509844

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,027

This 1916 Belmont Hill cottage blends historical roots with modern opportunity. Built before the formal subdivision of the area, the interior features 2 bedrooms and a flexible home office, anchored by a full bath renovated in 2019 and a modern kitchen. Upstairs, a half bath and skylights in the primary bedroom offer comfort and a treehouse-feel. Solidly built on a fieldstone foundation, the home stays naturally comfortable through all seasons. Outside, the large yard and multiple seating areas create a sense of privacy and scale seldom found at this price point-a peaceful retreat just minutes from Belmont Center and the Commuter Rail. A well-built, cozy alternative to larger neighborhood estates, this home is a unique survivor of a bygone era, ready for its next chapter. A smart investment in location, character, and land on a rare double lot. Showings by appointment, text agent for times.

Listed by Kate Ziegler of Arborview Realty Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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39 Ash Avenue Somerville MA 02145

Somerville, MA39 Ash Avenue

Price$859,000

Est. Mortgage: $/month

MLS Number 73509517

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,301

Charming single-family with an oversized lot and inviting backyard patio! This home at 39 Ash Ave was thoughtfully reimagined in 2026, featuring new hardwood flooring, custom shelving, and refreshed cabinetry. The bright, well-proportioned layout offers comfortable living with excellent flow and a flexible floor plan with potential to create a third bedroom or office. Rare for the area, the generous lot provides a spacious backyard with patio-perfect for entertaining, gardening, or unwinding outdoors-along with future expansion potential. Ideally located near Magoun Square, the Green Line Extension, parks, and popular dining. A unique opportunity to enjoy move-in-ready living with exceptional outdoor space and long-term upside

Listed by Ian Crotty of The Boston Realty Group,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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51 Undine Avenue Winthrop MA 02152

Winthrop, MA51 Undine Avenue

Price$669,999

Est. Mortgage: $/month

MLS Number 73509184

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,250

Experience coastal living in a vibrant beachside community featuring a park with tennis and basketball courts, a dog park, and a scenic shoreline overlooking the Boston skyline. This thoughtfully updated home offers peace of mind with a recently painted exterior, a roof approximately 5 years old, and upgraded electrical and plumbing systems. Inside, you'll find newer flooring, fresh interior paint, updated lighting, and a beautifully remodeled kitchen complete with stainless steel appliances. The home also features an updated bathroom, newer windows, and exterior doors throughout. The first floor boasts an open and versatile layout with a modern kitchen, spacious living and dining areas, and a bedroom currently being used a home office-all enhanced by water views. Upstairs, you'll find two well-appointed bedrooms and a full bathroom. Conveniently located near public transportation, including bus routes with direct access to the MBTA.

Listed by The Caceda Team, Silvia L. Caceda and Winfield Clamens of Coldwell Banker Realty - Lynnfield

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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 Evergreen Street Dartmouth MA 02747

Dartmouth, MA21 Evergreen Street

Price$464,900

Est. Mortgage: $/month

Under Agreement

MLS Number 73508942

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,425

Just steps from the waters ofrecreational Lake Noquochoke, this fully remodeled cottage-style home delivers charm and updates; making a great condo alternative. Offering 2-3 beds and 2 full baths. Recent improvements include a new kitchen & baths, heating system, exterior upgrades, driveway and much more-making this a move-in ready opportunity. The flexible layout provides options on the Second floor for a 3rd bedroom/home office/guest space with an ensuite bath. Now… let's talk about the second floor. The ceilings are on the lower side-intentionally cozy, undeniably unique, and perfect for those who appreciate character over convention. If you've ever wanted a home that literally keeps you grounded, this might be the one! A distinctive property in a tranquil setting-ideal as a year-round home or weekend escape. Easy access to kayaking, fishing, scenic relaxation and close to expressway access and shopping. Make it yours today. NO FLOOD INSURANCE REQUIRED!

Listed by Jonathan Ashbridge of Keller Williams Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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6 Birch Street Wareham MA 02571

Wareham, MA6 Birch Street

Price$625,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73508598

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 870

Welcome home to Parkwood Beach! This charming 2 bedroom, 1 bath home is turnkey and move in ready just in time for summer. Not in a flood zone, offering added peace of mind and reduced insurance costs. Scituated on a triple lot, this property offers endless potential, with ADU plans in hand for added flexibility and future opportunity. Enjoy access to private beaches just a short walk or golf cart ride away. Recent upgrades include a fully fenced yard, upgraded 200 amp electrical system, and so much more. Whether you're looking for a year round home, summer getaway, or investment opportunity, this one checks all the boxes.

Listed by Shaylin Moore of Zander Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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64 Central Street Marshfield MA 02020

MLS Number 73508072

  • Residential
  • Bedrooms 4
  • Bathroom 1
  • Square Feet 1,068
  • High School Marshfield

Opportunity awaits in one of Marshfield's most desirable locations! This home has been owned by a family for generations with memories that will last a lifetime! Currently a 4- Bed 1-Bath cottage. This property offers a blank canvas for builders, investors, or buyers looking to create their dream home. Nestled in a highly sought-after area, the value here is all about the land and unbeatable setting. Enjoy close proximity to beaches, marinas, local shops, and dining, along with easy access to major routes for commuting. Whether you envision a custom coastal retreat or a smart investment project, this lot provides the perfect foundation. Bring your vision-properties in this location rarely come available with such potential. Home is being sold As-Is. Do not walk property without listing agent!

Listed by Colleen Cupples of Conway - Marshfield

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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0 Saquish Beach Boulevard Plymouth MA 02360

MLS Number 73507909

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,860

These waterfront cottages are passed down through generations and rarely offered--here is your opportunity! A private, off-grid enclave accessible by 4WD or boat, Saquish offers unmatched seclusion. The open floor plan is ready for summer enjoyment, currently configured to sleep a large group. Updated roof, windows and siding. Tucked in the dunes, enjoy sweeping views, bay breezes, an oversized deck, and a second-floor balcony. This is a location defined by its rarity--where land narrows and the Atlantic surrounds you in a dynamic coastal landscape shaped by tides, light, and season. This location is where Plymouth, Cape Cod and Duxbury Bays all intersect. Wake to sunrise over the bay, spend your days with direct beach access, and end with unobstructed sunset skies. Whether a seasonal escape or legacy holding, this is a opportunity to own in one of the South Shore's most tightly held coastal settings. Short term rental potential. Ready to enjoy as is, but the possibilities are endless

Listed by Gilded Girls Group of Beach Homes Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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30 Loons Call Plymouth MA 02360

MLS Number 73507825

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

One of few remaining homes at Owls Nest. The popular Lexington one level home features an open layout connecting the kitchen, casual dining, and great room, soaring 12' ceilings, a gas fireplace and sliding glass door leading to the deck and stairs to the rear yard. 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\den, dedicated work space, mud room and main floor laundry room. Additional features of this home include a bright unfinished walkout basement with a glass door leading to the rear yard. Work with our team of professionals to select from today's popular finishes, home automation, technology and outdoor living.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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32 Loons Call Plymouth MA 02360
Under Agreement

MLS Number 73507812

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,309
  • High School Plymouth

New Construction! Choose the popular Chatham Cottage for this homesite, featuring main level living and private second floor space for guests. This home includes a bright unfinished lower level with access to the rear yard. 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 spacious walk in closets. Also located on the main level, a secondary bedroom, full bathroom, office, 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 and choose from today's popular finishes, security, home automation and outdoor living for your dream home.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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16 Reservation Road Fairhaven MA 02719

Fairhaven, MA16 Reservation Road

Price$699,800

Est. Mortgage: $/month

Price Changed

MLS Number 73507675

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,936

YEAR ROUND WATERFRONT - Amazing views & water access! This home offers flexible layout options. The wall of windows on the first floor overlook the water & provide magnificent light throughout the day. The first floor living room highlights a beautiful brick fireplace serving as a focal point for gatherings, while the beamed ceiling & wood wall add character & a sense of charm. First floor - 2 bedrooms & a full bathroom. Second floor - additional bedroom, full bathroom, & front to back family room. Second floor bathroom is appointed with a tiled walk-in shower & double vanity, offering both convenience & a touch of luxury. This home is perfect for outdoor entertaining & also features an outdoor shower, a large patio which is partially covered, as well as a balcony and deck where one can relax & enjoy the never-ending beauty of a waterfront view. A year round home with a vacation view! Home was taken off the market in 2025 due to buyer's inability to fulfill contract.

Listed by Mia Holland of LPT Realty - Home & Key Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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