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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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43 Pond Street Dennis MA 02670

Dennis, MA43 Pond Street, Unit 11

Price$615,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73499481

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 540

Welcome to 43 Pond St, a charming 2 bedroom, 1 bath seasonal pond front condo located in the heart of West Dennis. Offering 540 square feet of cottage living space, this cozy space is perfect for those seeking a true Cape Cod waterfront retreat. Step inside to discover a custom renovated galley kitchen featuring a cooktop, refrigerator, dishwasher, and a convenient breakfast bar with live edge wood countertops--ideal for casual summer dining or making your morning coffee to take out to the water's edge. The updated bathroom complements the home's clean & crisp cottage feel. This cozy cottage boasts four rooms, including a living area centered around an adorable fireplace, creating a warm and inviting atmosphere perfect for relaxing after a day of exploring everything the Cape has to offer. There is also a large attic loft area accessible via the pull-down stairs that offers a multitude of expansion possibilities. The outdoor space offers a blast of olde Cape Cod waterfront!

Listed by Jim & Regina Augat of Kinlin Grover Compass

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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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216 Crest Avenue Revere MA 02151

Revere, MA216 Crest Avenue

Price$639,000

Est. Mortgage: $/month

MLS Number 73499181

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,103

Welcome to the oceanside! This lovely updated 3 bedroom house is a hidden gem, combining tranquility of being 2 blocks from the beach and a commuters dream. Featuring double windows for saving on heat, new floors, stainless steel appliances including brand new fridge with warranty, 200 amp service, off-street parking spot and so much more. Nested on a quiet one way street this single-family home is in mint condition. Short walk to Blue line train takes you to downtown Boston in 20 minutes. Coffee shop, take out places and variety stores are in the walking distance as well. Last but not least - enjoy one of the lowest property taxes of the city of Revere.

Listed by Derek Greene of The Greene Realty Group

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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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81 Wessagussett Road Weymouth MA 02191

MLS Number 73498446

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,094
  • High School Weymouth High School

Welcome to 81 Wessagussett Rd in North Weymouth, just steps from Wessagussett Beach. This spacious home offers 2,094 sq ft of living space, providing plenty of room to spread out and make it your own. Major updates completed in 2020 include a new roof, energy-efficient heat pump, central A/C, and updated windows, giving peace of mind for years to come. The unbeatable location is the true highlight, offering easy access to the water, nearby amenities, and commuter routes. A rare opportunity to own a well-sized home in a highly desirable coastal neighborhood.

Listed by The Jenkins Group and Nathan Jenkins of Keller Williams 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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242 Edgewater Drive E Falmouth MA 02536
Under Agreement

MLS Number 73498004

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 720
  • High School Falmouth

Price improvement! Stunning Views of Washburn's Island sits atop Seacoast Shores Association Beach, 242 Edgewater Drive East! Own waterfront on Edgewater Drive for under 1m. Renovate and update or build your new legacy summer waterfront home. Membership available for Seacoast Shores Club which includes clubhouse, dining, pool and tennis. Builder package available.

Listed by Timothy Skelly of Cape and Islands Realty Advisors Inc.

$
$
%
$/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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309 Bradford Street Provincetown MA 02657

Provincetown, MA309 Bradford Street

Price$4,500,000

Est. Mortgage: $/month

MLS Number 73497147

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 2,492

Exceptional East End offering spanning from Commercial Street to Bradford Street! This rare two-parcel opportunity consisting of 624 Commercial Street and 309 Bradford Street is awaiting your vision! Ideally situated near public access to a pristine bay beach, this assemblage combines location, versatility, and potential. 624 Commercial Street offers a 5,002 sq ft lot with a newly constructed three-bedroom residence, with the possibility to accommodate a fourth bedroom or ADU. 309 Bradford Street features an 8,175 sq ft lot with a charming one-bedroom cottage, well-suited for guest accommodations or rental use. Both properties include generous outdoor space and off-street parking, presenting a unique opportunity for expansion, investment, or the creation of a private compound in Provincetown's desirable, and historic East End.

Listed by The Rose Kennedy Team and Shelby Zawaduk of Gibson Sotheby's International 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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21 Hillside Road Plymouth MA 02360

Plymouth, MA21 Hillside Road

Price$479,900

Est. Mortgage: $/month

MLS Number 73496917

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 855

This home is nestled right on the water, offering breathtaking views and endless opportunities to relax, unwind, and enjoy a peaceful year-round home. Looking for a weekend retreat, or an investment rental, or that perfect Lake house this waterfront gem delivers. Private Dock and boathouse on Great Herring Pond, this charming home offers numerous pond views Features 2 bedrooms, 1 full bath room, full basement, large kitchen and living room area. The open-concept layout captures stunning water views from nearly every room, creating a bright and inviting atmosphere throughout. Set on a beautiful fenced in spacious yard , perfect place to relax and entertain, the possibilities are endless. Conveniently located near popular local restaurants, Minutes to Cape Cod Canal. Now is the perfect time to get the boat, kayak or suits ready. New Furnace in 2019.

Listed by Everett Clark of Better Living Real Estate,LLC

$
$
%
$/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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2 Gershon Way Winchester MA 01890

Winchester, MA2 Gershon Way

Price$1,899,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73496897

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,306

Welcome to Winning Farm of Winchester -an award-winning 55+ community and one of Winchester's most sought-after addresses for effortless, elevated living. This meticulously maintained and lightly lived-in 3-bedroom, 2.5-bath townhome offers 2,306 sq ft of thoughtfully designed living, showcasing fine craftsmanship & timeless finishes throughout. Sun-drenched interiors highlight gorgeous hardwood floors, soaring ceilings, & an open-concept first floor ideal for both everyday living & entertaining. The main-level primary suite provides convenience & privacy, creating a seamless single-level living option, while additional bedrooms and flexible spaces upstairs offer room for guests, a home office, or hobbies. The home's inviting layout is complemented by abundant natural light and a warm, welcoming feel in every room. Set within a beautifully maintained community known for its charm and lifestyle, residents enjoy a peaceful setting with close proximity to shops, dining, and major routes.

Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

$
$
%
$/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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0 Off Canoe Landing Plymouth MA 02360

MLS Number 73496441

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 709

This 1930's cabin is located within the ''pine hills'' community. Located on 14 acres with frontage on Great Island Pond. This 3 bedroom 1/2 bath cabin has a fireplaced living room, porch facing the water and dock. Garage under can store your boat. This ''off the grid'' property is powered by Propane for the generator, stove and refrigerator. The generator powers the lights for the cabin and well water.

Listed by Greg DeCenzo of Kinlin Grover Compass

$
$
%
$/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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168 N Shore Boulevard Sandwich MA 02537

MLS Number 73496362

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 800

Welcome to Tidal View! Walking distance to the private beach and access to Scorton Creek for kayaking and paddle boarding! Beautiful Open floor plan with a sun-filled kitchen all stainless stain appliances, new cabinets and quartz countertops. Hardwood Large Plank Pine floors throughout, a wood-burning fireplace with French door to the outside. Two bedrooms and a custom-built-in triple bunk bed! New heat pumps for A/C and HEAT. Brand New Hybrid hot water tank. Safety WIFI water shutoff unit. Including washer and dryer in the unit. Full basement. Close to shops, restaurants, museums, bike paths, and ice cream shops. A Must-See Schedule your showing today! Easy access.

Listed by Nicole Rego of LPT Realty - Home & Key Group

$
$
%
$/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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6 Touraine Avenue Hull MA 02045

Hull, MA6 Touraine Avenue

Price$489,900

Est. Mortgage: $/month

Open House

MLS Number 73496341

  • Residential
  • Next Open House: Sat 06/6 10:00 am. to 12:00 pm.
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 710

Adorable 1920s bungalow offering sweeping views of the bay and Boston skyline. A wonderful alternative to condo living, this home comes with no monthly HOA fees while still delivering a low-maintenance, coastal lifestyle. Located in the highly desirable Kenberma neighborhood, this property is full of character and potential. Enjoy close proximity to the bay, Nantasket Beach, and everything that makes Hull such a sought-after seaside community. Spend your days exploring local restaurants, boutique shops, and the shoreline, then relax on your deck and take in the stunning water and city views. Whether you're looking to update, restore, or completely transform the space, this is a rare opportunity to create a personalized coastal retreat in one of the South Shore's most charming beach towns.

Listed by Jesse Bilodeau 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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66 Pine Point Road Stow MA 01775

Stow, MA66 Pine Point Road

Price$950,000

Est. Mortgage: $/month

MLS Number 73495751

  • Residential
  • Square Feet 1,284
  • High School Nashoba Reg Hs,9-12

Whether your vision is a contemporary retreat or timeless New England cottage, the possibilities here are yours to imagine! Life on Lake Boon is refreshing & rejuvenating-from quiet mornings watching the sunlight dance across the water to afternoons spent boating, skiing, kayaking, or simply enjoying the peaceful rhythm of the lake. With beautiful water views & a yard at waters edge, this property offers a wonderful lakeside backdrop & the opportunity to create something truly special. Imagine open living spaces framed by expansive windows, spaces for summer gatherings, & a home thoughtfully crafted to capture the beauty of the lake in every season. The existing house has been taken down to the studs: no siding, no interior walls, no heat, no utilities, no plumbing! Title V approved 3 bedroom 3 bedroom system, 200 amp electric & water source in the basement. The 3-car garage is complete! Construction type loan or cash to purchase & complete renovations.

Listed by Edith Hill of Keller Williams Realty Boston Northwest

$
$
%
$/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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60 Richards Lane Barnstable MA 02632

Barnstable, MA60 Richards Lane

Price$170,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73495684

  • Residential
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 416

Rare opportunity to acquire a 0.40-acre residential lot in Barnstable's RD-1 zoning. Property includes an existing cottage structure and is best suited for redevelopment, new construction, or a major renovation project. Public water available; buyer to perform all due diligence regarding septic, zoning, and permitting. Unpaved road location. Excellent opportunity for builders, developers, or end users looking to create a custom home in a desirable Cape Cod setting. There is no pathed drive to view the lot. The pathed road you'll see is the neighbors private property.

Listed by Nicole Chabra of AVX Realty LLC

$
$
%
$/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

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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