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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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33 Johnson Street Westport MA 02790

Westport, MA33 Johnson Street

Price$549,900

Est. Mortgage: $/month

Open House

MLS Number 73585710

  • Residential
  • Next Open House: Sat 10/3 11:00 am. to 12:30 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,608

Move right into this beautifully updated Westport home, where comfort and convenience come together. The main level offers a spacious living room that opens onto a large deck and backyard-an inviting setting for entertaining or relaxing outdoors. A main-level primary bedroom makes for easy, stair-free living, and the thoughtfully chosen finishes add a polished touch throughout.Need extra flexibility? The studio ADU is ideal for extended family, guests, a private workspace, or potential rental income to help offset your mortgage.Ask about the $10,000 buyer incentive and discover whether this welcoming home is the perfect fit.

Listed by Team ROSO of RE/MAX Vantage, Kurtis Amaral of RE/MAX Vantage

$
$
%
$/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 Bertine Street Bellingham MA 02019

Bellingham, MA43 Bertine Street

Price$349,000

Est. Mortgage: $/month

Open House

MLS Number 73585311

  • Residential
  • Next Open House: Sat 10/3 1:00 pm. to 2:30 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 875

Welcome to 43 Bertine St, a charming Bellingham cottage where comfort and seclusion meet. From the moment you arrive, the warm, inviting character sets the tone, with cozy interior spaces that feel like home the minute you step inside.The setting is the real showstopper. This private property offers a true sense of retreat, with mature landscaping and natural buffers that make every corner feel like your own. Outdoor living is effortless, with multiple spaces to unwind including a patio, fire pit area, spaces to garden, etc. Whether you're sipping coffee at sunrise, entertaining friends, or relaxing under the stars, there's a spot for every mood and season.Tucked away yet close to commuter routes, shopping, dining, and recreation, this is a rare opportunity for peace and privacy without giving up convenience. Come see why this cottage is the one you've been waiting for! Subject to the seller finding suitable housing

Listed by Yvonne Sousa of RISE REC

$
$
%
$/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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35 Lakeside Boulevard North Reading MA 01864
Open House

MLS Number 73585106

  • Residential
  • Next Open House: Sun 10/4 1:00 pm. to 2:30 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,000

Welcome to where vacation begins the minute you move in, and lasts a lifetime. One of the most magnificent settings you could imagine is where you will find this incredibly charming and welcoming waterfront colonial. Thoughtfully updated in all the right places, while at the same time maintaining the PRICELESS character of the perfect cottage retreat. From meandering brick walkway to the arched trellis beckoning you to the waters edge, you will appreciate the warmth that only such a home can provide. Inside, the substantial stone fireplace competes with the exceptional view from the multiple windows over looking the pond. The kitchen is stylish, timeless and stunning from every vantage point. Whether washing dishes as the sink, or sitting at the built-in banquet, be sure to take a moment to splendor in magnificent morning sunrises. Entertaining is a dream...whether inside or out. Inside, the family room opens to an incredible sunroom, only divided by a triple French slider, offering plenty of space for a large crowd. Be warned, guests may never leave while visiting on the new patio, or while congregating with a favorite beverage down at the dock Canoe, Kayak, water ski, or just take a ride in your own boat...it's all right outside your door. At days end, come up and enjoy this unique two level primary, with it's own balcony...sometimes you just want peace and quiet...this is the spot to call your own. If a unique setting is for you, then this could be the one. It's a primary home AND a vacation home all in one. You can't do better. Be sure to "paddle" on up to this one, and take a look.

Listed by Rick Nazzaro of Colonial Manor 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.

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96 Stanton Avenue Revere MA 02151

Revere, MA96 Stanton Avenue

Price$850,000

Est. Mortgage: $/month

Open House

MLS Number 73584832

  • Residential
  • Next Open House: Sat 10/3 12:00 pm. to 2:00 pm.
  • Bedrooms 6
  • Bathroom 3
  • Square Feet 2,951

Welcome to 96 Stanton Ave!!!! This charming 1935 Cottage-style bungalow offers an impressive amount of space with 6 bedrooms, 3 full bathrooms, and 2,951 sq. ft. of total living area. From the moment you walk in, the hardwood floors and inviting living spaces give the home a warm, comfortable feel.The spacious kitchen offers plenty of cabinetry, stainless steel appliances, and a center island that makes it easy to cook, gather, and entertain. With multiple living areas and a finished walk-out lower level, there's plenty of flexibility for guests, a home office, recreation space, or simply room to spread out.Step outside and you'll find a private fenced yard with a porch, wood deck, and patio - a great setup for summer barbecues, entertaining friends, or relaxing at home.Conveniently located near shopping, public transportation, restaurants, and major routes, 96 Stanton Ave combines character, space, and everyday convenience in one home. Come see everything this property has to offer!

Listed by Ricardo Amaya of Broad Sound 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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27 Josiah Path Falmouth MA 02540

Falmouth, MA27 Josiah Path

Price$1,250,000

Est. Mortgage: $/month

Open House

MLS Number 73584585

  • Residential
  • Next Open House: Sat 10/3 11:00 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,100

TO BE BUILT! SEMI CUSTOM HOME! New Construction! This home will feature cathedral ceilings, first floor primary suite, quartz counter tops, professional landscaping, sprinkler system and so much more. The Village at Brick Kiln Road is a new development of incredibly crafted and unique homes. Chapoquoit beach with its incredible sunsets is only 2 miles down the road. It is approximately 2 miles from the historic Falmouth downtown where one can find shopping, restaurants, bars, and coffee shops adorning the street. The development is next to the future $30 million fitness facility of the YMCA. There are numerous beaches and marinas in the area. This is a new development consisting of 28 new homes of which 13 are sold or under agreement already. Please visit the website for more information.

Listed by Kerry Bourne of Grade A 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.

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100 Fremont Street Somerville MA 02145

Somerville, MA100 Fremont Street

Price$599,000

Est. Mortgage: $/month

Open House

MLS Number 73584574

  • Residential
  • Next Open House: Sat 10/3 1:30 pm. to 3:00 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,055

Developers, contractors and owner occupants looking for sweat equity - here is your chance to purchase the lowest sold price single family in Somerville in 2026! Just 0.9 miles to Ball Square/Green Line T stop and minutes to Rt-93, Assembly Row, Tufts, Mystic River and Davis Square. Rare Somerville single family priced under $600k, on corner lot with garage parking plus one tandem off-street spot. Roof and electric less than 10 years old, heat less than 8 years old and radiators plus oil tank less than 2 years old. Take your vision and build significant equity in this high potential property!

Listed by Sage Jankowitz of Cambridge Sage Inc.

$
$
%
$/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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75 Gilmore Road Wrentham MA 02093

Wrentham, MA75 Gilmore Road

Price$749,900

Est. Mortgage: $/month

Open House

MLS Number 73584536

  • Residential
  • Next Open House: Sat 10/3 11:00 am. to 12:30 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,530

Wake up to water views and experience life on beautiful Lake Pearl! This charming waterfront home offers three levels of living space, incredible views, and your own private dock just steps from your door. Large bay windows frame the lake and fill the home with natural light, bringing the waterfront setting into each living space. The open-concept main level features the living room, dining area, and kitchen all in one spacious setting. Hardwood floors run throughout the home, while stone fireplaces on both the main and lower levels add warmth and character, creating the cozy cottage feel you want in a lakefront home. Head down to the finished lower level, where French doors open directly outside and lead you toward the water and your private dock. Spend summer days boating, swimming, or relaxing by the lake, enjoy your morning coffee overlooking the water, and unwind by the fire as the seasons change. Tucked away in a peaceful waterfront setting while still conveniently located near Wrentham Center, shopping, dining, and major routes. This is more than a home-it's your opportunity to enjoy the Lake Pearl lifestyle year-round!

Listed by Alexis Hardy 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.

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28 Cleveland Street Medford MA 02155

Medford, MA28 Cleveland Street

Price$585,000

Est. Mortgage: $/month

Open House

MLS Number 73584437

  • Residential
  • Next Open House: Sat 10/3 11:30 am. to 1:00 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 630

Exceptionally efficient, this charming two-bedroom single-family home offers an appealing alternative to condo living with the benefit of a private, fully fenced yard. Completely electric and complemented by solar panels designed to offset utility costs, the home combines low-maintenance living with thoughtful modern updates. Inside, a beautifully renovated chef's kitchen anchors the open-concept floor plan, flowing seamlessly into the dining and living areas. Gorgeous hardwood floors and abundant natural light create a warm and inviting feel throughout, while two comfortable bedrooms and a pretty, tiled full bath complete the main living space. A walk-up attic and exterior shed provide excellent additional storage. Set back from the street, the home enjoys a wonderful sense of privacy. The large, fully enclosed yard features mature plantings, raised garden beds, and plenty of space for outdoor dining, entertaining, gardening and relaxing. Two-plus off-street parking spaces add everyday convenience. The location offers exceptional access to outdoor recreation and community amenities, just moments from the recently reimagined Carr Park with its new playground, splash pad, pickleball and basketball courts, dog park, and more. Wright's Pond is nearby for seasonal swimming, while the Fells Reservation provides miles of trails and opportunities to enjoy nature. With an efficient all-electric design, renovated interior, private outdoor space, and convenient access to major highways, Boston, and Logan Airport, this is a wonderful opportunity to enjoy the ease and privacy of single-family living in a highly connected, residential neighborhood setting.

Listed by Dara Singleton of Better Homes and Gardens Real Estate - The Shanahan Group

$
$
%
$/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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91 Heath Street Somerville MA 02145
Open House

MLS Number 73583920

  • Residential
  • Next Open House: Sat 10/3 3:00 pm. to 4:00 pm.
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,049

Welcome to 91 Heath Street, a beautifully updated single-family home in Somerville's desirable Winter Hill neighborhood. Offering three bedrooms, one full bath, approx 1,050 square feet of living space, and two off-street parking spaces, this inviting home combines thoughtful updates with the space and convenience of a true single-family residence. A bright three-season porch welcomes you into the home, while a second three-season porch off the kitchen by a charming Dutch door extends the living space and leads to a private deck and backyard-an ideal setting for morning coffee, summer dinners, or entertaining. At the heart of the home is a stunning eat-in chef's kitchen, beautifully renovated with Bosch appliances, a Forno range, apron-front sink, Moen faucet, statement hood, and new hardwood flooring. The front-facing living room offers a comfortable space to relax, while upstairs, custom built-ins add character and organization. The unfinished walkout basement provides excellent storage. The location is equally compelling, with the Green Line T approximately a 10-minute walk away and convenient bus access to both the Orange and Red Lines. Fantastic walkability for everyday conveniences. Assembly Row and Bow Market are just minutes away by car, with downtown Boston approximately 15 minutes. 91 Heath Street offers an exceptional opportunity to enjoy the best of Somerville living in a welcoming single-family home. Skip the HOAs and settle on in to this private urban oasis!

Listed by The Bohlin Group, Anna Bohlin and Peter Bohlin of Compass

$
$
%
$/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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8 East Road Wayland MA 01778

Wayland, MA8 East Road

Price$899,000

Est. Mortgage: $/month

Open House

MLS Number 73583836

  • Residential
  • Next Open House: Sat 10/3 12:00 pm. to 2:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,645

With its welcoming front porch, steeply pitched roof, decorative gingerbread trim, and storybook faade, this charming New England cottage feels as though it belongs in the pages of a fairy tale. Tucked along a quiet street in the heart of Wayland, 8 East Road offers a rare sense of warmth, character, and simplicity, all just a short stroll from the town library and village center. Inside, sunlight, hardwood floors, and charming architectural details create inviting spaces that feel instantly like home. The flexible three-bedroom, two-bath layout includes a first-floor bedroom equally well suited as a private home office, while the cozy kitchen offers an opportunity to make the space your own. Outside, mature plantings and a lovely yard create a peaceful setting for morning coffee, gardening, play, or evenings with friends. With a two-car detached garage and an exceptionally convenient location close to schools, shops, trails, and commuter routes, this is a home with both character and connection. Charming, unexpected, and wonderfully inviting, 8 East Road is the kind of home you don’t simply see. You feel it.

Listed by Peace Nguyen of Engel & Volkers 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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47 Fremont Street Taunton MA 02780

Taunton, MA47 Fremont Street

Price$499,900

Est. Mortgage: $/month

MLS Number 73583368

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,751
  • High School Taunton High

Welcome home! This spacious 3-bedroom, 2-full-bath home offers generously sized rooms, hardwood floors, a fireplace and plenty of character throughout. The main bedroom is privately situated above the attached garage and features its own full bath, walk-in closet, recessed lighting and a separate mini-split system for added comfort. The home also features central air, ceramic tile, a convenient mudroom and a walk-up attic offering additional storage. Recent improvements include newer 200-amp electrical service and newer plumbing. Car enthusiasts, hobbyists or anyone needing extra storage will love the garage space-there is a 2-car attached garage plus a separate outbuilding with room for 2 additional vehicles, providing garage space for up to 4 cars! Outside, enjoy a yard featuring two cherry trees, an apple tree and a pear tree. A wonderful combination of space, storage, character and functionality, with plenty of room both inside and out!

Listed by Jerry Parent of RE/MAX Real Estate Center

$
$
%
$/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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12 Second Avenue Lakeville MA 02347

Lakeville, MA12 Second Avenue

Price$279,900

Est. Mortgage: $/month

MLS Number 73582912

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 720

This "Seasonal" home is Perfect for vacationers or down-sizing snow birds! Experience this special retreat. Create your memories overlooking Long Pond, Massachusetts' largest recreational lake & best-kept secret renown for fishing. Features incl. large fenced-in yard with 2 storage sheds, huge deck with sunrise views of Long Pond, functional kitchen, spacious living area, updated Title V and community water. Boat, ski, jet-ski, fish, or just relax. This home has great views from it's oversized lot and is within walking distance to the lake. Clark Shores Association maintains private roads, boat launches, and five "resident members only" beaches! Enjoy beach rights to Long Pond. Close to Highway & Commuter rail. Central location only 45 mins. to Boston, 45 mins. to Providence, and 25 mins. to Cape Cod. A rare vacation home opportuity offered at a rare price point!

Listed by Kim Thomas of Realty One Group,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.

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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