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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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11 + 13 Blackmore Pond Circle Wareham MA 02576
Under Agreement

MLS Number 73461860

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,366
  • High School Wareham Hs

Discover a truly rare opportunity to own this expansive 5+ acre waterfront retreat on Blackmore Pond-a beautifully preserved 46-acre pond in West Wareham. Enjoy 275 feet of exclusive pond frontage, offering unparalleled privacy and serenity. The properties combined include two existing homes, each with its own pathway to the water's edge, a shared septic system, on-site electricity, and town water available at the street (two betterments paid). Perfect for nature lovers or anyone who dreams of a tranquil, water-rich lifestyle. Use for a private getaway, renovate, or explore development potential-preliminary research suggests possible division into 3-4 separate lots (buyer to confirm through due diligence). Nestled near Wareham Crossing, 50 miles from Boston and 10 miles to Cape Cod. Whether you're envisioning a secluded retreat or subdividing into multiple lots, the opportunity is extraordinary. Come explore this serene sanctuary!

Listed by Kristin Saccone of Bold Real Estate,Inc., Kate Lanagan MacGregor of Bold Real Estate Inc.

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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4 Blackhall Court Marion MA 02738

Marion, MA4 Blackhall Court

Price$549,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73440485

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,527
  • High School Orrhs

OPEN HOUSE FRIDAY, AUGUST 7, 5:30-6:30. Charming 3-bedroom, 2 bath home with many recent updates situated on a beautiful and natural landscaped yard located within Hammett's Cove Village with its own coveted Association dock. Hammett's Cove Village is a collection of 13 freestanding homes in a private Association ($810/yearly fee) that includes the management of the road and a private pier/dock. 4 Blackhall Ct is the original homestead on this land before the neighborhood was developed in the 1990's. This home features beautiful wood floors and a stunning central staircase and has had many updates in recent years, some of which include a new kitchen, roof, and siding, as well as some new Andersen windows, mini-splits (A/C), chimney liner and more. Enjoy lazy days on the wrap-around deck, or head to your dock where you can launch a tender, paddleboard or kayak. Make this year-round cottage home your own. Minutes from Marion's picturesque village and easy access to Rte 195.

Listed by Christopher M. Demakis of Demakis Family Real Estate,Inc.

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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251 Old Wharf Road Dennis MA 02369

MLS Number 73408548

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 382

Escape to your own coastal getaway just steps from the stunning Nantucket Sound! 2 loft bedrooms, 1 with queen size beds and the other with full beds. Lovely porch to have your morning coffee and listen to the ocean. Fabulous deck with built in seating and a gorgeous view of the ocean. Unbeatable location near the water. Don't miss this incredible opportunity for a summer by the Sound! SEASONAL COTTAGE - MAY THROUGH SUNDAY AFTER COLUMBUS DAY

Listed by Joyce Gerraughty of William Raveis R.E. & Homes Services

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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14 2nd Lakeville MA 02347

Lakeville, MA14 2nd

Price$224,900

Est. Mortgage: $/month

Under Agreement

MLS Number 73377825

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 600

Dreaming of a cozy new home? Look no further! This charming single-family gem boasts: 2 Beds, 1 Bath. Newly Renovated Modern Finishes & Freshly Painted Perfectly nestled in the serene Lakeville area, this home offers a perfect blend of comfort and style. Enjoy the updated interiors and peaceful surroundings! Don't miss out on this opportunity schedule your tour today!

Listed by Kiersten Luis of Century 21 Premier Agency

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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77 Hedge Road Plymouth MA 02360

MLS Number 73298537

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 549

The "Cottage" by the sea could be yours! Will you be sipping your morning coffee as the sun rises over the water, or would you prefer a glass of wine at sunset? This 1/2 acre piece of direct waterfront paradise has been owned by the same family for generations and is now ready for its next chapter. This stunning property is twenty minutes north of Cape Cod, tucked at the end of a dead-end road, and a short stroll to the walking/bike path to Plymouth waterfront and Cordage Park. With incredible views of Bug Light, Saquish and the entire bay, this year-round cottage features two bedrooms, cozy living and dining areas, with windows all around to enjoy the captivating views. Propane heat, outdoor shower, washer/dryer combo and compact kitchen complete the inside, but it's the large yard and private garden area that will draw you outside no matter what the season. With custom built sea wall & deeded private beach, outside is where you'll spend as much time as possible. The roof and bulkhead were recently replaced. So close to everything yet feeling like a secluded island retreat, you must see it to believe this location!

Listed by Lauren Mello and Shepard Long of Advocate Realty Associates,Inc.

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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 Oyster Drive Chatham MA 02633

Chatham, MA3 Oyster Drive

Price$1,195,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73275884

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,026
  • High School Monomoy

Welcome home to 3 Oyster Drive, a perfectly idyllic Chatham getaway! This enchanting cottage enjoys dazzling water views and a prime location near Outermost Harbor Marina, beaches, & Town. This 3 BR, 2 BA home is a blend of classic Cape Cod and some newer features and is the ideal backdrop to begin your own Chatham story. Many will find the home comfortable just the way it is, or choose to take advantage of approved house plans and construct an elevated new home on this one-of-a-kind site. First floor offers a bright living room with water views, beamed ceiling & fireplace. Cozy kitchen with adjacent dining area. A bedroom, bath, and laundry are also on this level. Upstairs: full bath & 2 more BRS including the primary w/skylights & amazing view! On-demand gas hot water heater, outside shower, and a wrap-around patio with views. Walk to the beach, bike to Town, fantastic rental potential, and water views is rare for this price in Chatham! Sold mostly furnished; don't miss out!

Listed by Lori Jurkowski of Compass

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$
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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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107 Spring Street Quincy MA 02169
Under Agreement

MLS Number 72804650

  • Residential
  • Bedrooms 1
  • Bathroom 2
  • Square Feet 1,144

Come & see this adorable & renovated single w/ lots of beautiful ocean views, close to the beach & just in time for summer! It has 1-2 bedrooms (the finished basement with bath could be used as a 2nd bedroom). Move in & enjoy the new kitchen, SS appliances, granite, laminate flooring, 2 new baths, (1 full & 1 3/4), new ductless mini split system system w/ heat & A/C (4 zones), updated electrical, updated plumbing, new hot water heater, deck off 2nd floor bedroom (walk-in closet) w/ amazing views of the ocean, some new rubber roofing, W/D in basement, freshly painted inside & out, storage room in basement, long rear deck, small side yard with patio pavers, front steps updated and new hand-made metal railings. Bright finished basement (with high ceiling and 5 windows), 3/4 bath & a separate entrance offers opportunities for additional use or for a potential roommate to offset the mortgage. Flood insurance NOT required. 1 car parking plus on street parking. Walk to Edgewater Beach.

Listed by Jim Fitzgerald of RE/MAX Realty Plus

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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245 Brownell Street New Bedford MA 02740

New Bedford, MA245 Brownell Street

Price$259,000

Est. Mortgage: $/month

Under Agreement

MLS Number 72612046

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,382
  • High School Nbhs Voke

Absolutely beautiful rehabbed home by owner/Contractor with High-quality updates throughout. Granite counters, dental crown molding, stainless steel appliances, tiled baths oversized pantry and gleaming hardwoods throughout. Master bedroom with walk-in closet, attic access. Fenced yard with private patio area and new shed. Solar panels and so much more. Not a drive-by!!!

Listed by Carolann Ferrell Silvia of Royal Crown Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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104 Fremont Street Somerville MA 02145
Coming Soon

MLS Number 73580658

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,259

The opportunity you have been waiting for! A pretty Colonial, nestled-in on a quiet dead-end street with a nice fenced-in back yard. This home offers peaceful privacy while providing convenient access to schools, parks, public transportation, and I-93, as well as Assembly Row & Wellington Circle shopping areas. Lovingly held by the same family for over 70 years, the home offers good size rooms, a large deck, some hardwoods and a maintenance-free exterior. An opportunity to own a single-family home in the highly desired city of Somerville.This is an estate sale and the property will be sold in as-is condition. Buyers are encouraged to make every effort to attend the open houses, as showing times are limited.

Listed by Christina Butler of Parkway Real Estate,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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 Park Avenue Medford MA 02155
Open House

MLS Number 73580324

  • Residential
  • Next Open House: Thu 09/24 11:30 am. to 1:00 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,638

Welcome to 75 Park Avenue, a well-maintained home offering comfortable one-level living in a desirable Medford location. A welcoming large sunporch greets you upon entering, double fans for those warmer summer nights. The bright, spacious living and dining area provides an inviting setting for everyday living and entertaining. A generously sized kitchen offers plenty of room for cooking and gathering with plenty of cabinets for storage, recessed lighting, Silvastone counters and a side entrance to the driveway. The home features two bedrooms, including an expansive primary bedroom suite consisting of two connected rooms- ideal for home office, sitting area, dressing room or more flexible space.The second bedroom provides access to a walk-up attic and bonus room, offering exciting possibilities for future expansion. Laundry located in second bathroom on the main floor. Expansive unfinished basement is ready for your imagination and creativity to create more living space.Outside, enjoy a low- maintenance yard that leaves more time for everything else. Conveniently located near Wright's Pond, the Middlesex Fells, shopping, restaurants, and major commuter routes. A wonderful opportunity to enjoy, space, flexibility and convenience in one of Medford's most popular neighborhoods.

Listed by Donald Cranley of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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