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Cape-Style Homes for Sale on the South Shore

Cape-style homes are one of the most recognizable and sought-after property types in South Shore MA. These homes are known for their simple, symmetrical design, steep-pitched roofs, and dormer windows, offering a blend of charm and practicality.

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24 Cottontail Trail Plymouth MA 02360

MLS Number 73531717

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,104
  • High School Pshs

Discover a charismatic lifestyle of comfort and potential at 24 Cottontail Trl. Built in 1987, this 2104 sq ft single-family residence offers a blend of charm and generous space, situated on an expansive .59 ac lot. The home features three well-proportioned bedrooms, one with lovely hardwood flooring (main lvl) & walkin closet, the other 2 brms are carpeted. Two full bathrooms ensure convenience for daily routines w/one hosting the washer/dryer space. The one car garage offers room for your car & some storage. With some updating, restoration, paint and yard maintenance, this property will regain its former glory! Imagine, living on a cul de sac with a walking/driving path path directly to a pond where you can swim, beach, fish & more! Sold "AS IS". Refrigerator, washer & dryer are negotiable! Make appt to take a look and see if this home meets your needs and abilities! 24 hour notice plzzz. All offers subject to satisfactory dual atty review & approval-

Listed by Beth Tassinari of Century 21 Tassinari & Assoc.

$
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$/month over payments
Federal 30-year interest rate: 7.03% last updated on Sep 24, 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 Duncan Lane Chatham MA 02633

Chatham, MA35 Duncan Lane

Price$1,250,000

Est. Mortgage: $/month

MLS Number 73531412

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,176

Canoe and kayak on Mill Pond. Direct water front at the end of the cul-de-sac. Turn key - Fully furnished year round and off season rental histoy. Very private and peaceful setting yet conveninet to shopping, restaurants, beaches and highways. 3 Bedrooms, 2 baths. First floor master. Plenty of closet space. Walkout basement. Large deck overlooking Mill Pond. Gas fireplace instert. Gas stove. Washer and dryer. May assume summer rentals.

Listed by John Habeeb and Lauren Habeeb of Alliance Realty Advisors,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Sep 24, 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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48 Starboard Lane Barnstable MA 02655

MLS Number 73531287

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 8,387

Newly constructed and ready to enjoy, this exceptional waterfront estate on the Bumps River represents the finest of Cape Cod living. Combining an unrivaled setting with state-of-the-art luxury, the property features a resort-like swimming pool and cabana, a boathouse with a float for non-motorized crafts, and a deeded beach lot on Long Beach. The open floor plan seamlessly flows from a fireplaced living room with coffered ceilings to a gourmet kitchen with a Sub-Zero refrigerator, Wolf range, and Danby natural stone counters. Glass doors line the waterside of the home, opening to an expansive Phoenician Buff stone terrace surrounding a Pebble Tec pool and spa. The first-floor primary boasts 2 walk-in closets and a luxurious bath with a freestanding soaking tub. Four en suite bedrooms, a family room, and an ipe deck occupy the second level, with bonus space above. A bedroom suite over the garage accommodates guests or staff. Located minutes from everything Osterville has to offer.

Listed by Paul E. Grover of Berkshire Hathaway HomeServices Robert Paul Properties, Matthew De Groot of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Sep 24, 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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65 Wing Boulevard W Sandwich MA 02563

MLS Number 73531193

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 806

Enjoy Cape Cod's fall season, known as the "Second Summer," in this sweet cottage. Fall on the Cape offers a quieter, more affordable escape with fewer crowds, mild weather, and vibrant autumn scenery.Just a short trek over the bridge and you've arrived in the coveted neighborhood of Sandwich Downs, a sought-after enclave of homes with deeded rights to a private beach on Cape Cod Bay known for calm waters and sandbars at low tide. Situated on an oversized lot, this updated 2 bed/1.5 bath cottage is year-round, ready to enjoy right now and has possibility for expansion. The interior is bright and inviting. Upper and lower decks provide space for entertaining, outdoor dining or simply relaxing after a long day at the beach. The second-floor deck is a great spot for stunning sunsets and seasonal views of the ocean. The yard is large, level and has an outdoor shower, along with a shed that has power. Whether you like to kayak, bike, or swim this peaceful neighborhood has it all. Just a short distance to the beach, this is a rare opportunity to own your very own Cape Cod getaway with private beach rights or perhaps an opportunity to create the home of your dreams.

Listed by Brenda Bourne of Pleasant Bay Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Sep 24, 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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260 Glebe Street Taunton MA 02780

Taunton, MA260 Glebe Street

Price$475,000

Est. Mortgage: $/month

MLS Number 73531080

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,739

Motivated Seller!! Farmhouse sitting on almost two acres of land and the best value in town. House needs new flooring, interior paint, appliances and a new boiler. On the main level, you start with your kitchen, a perfect combination of modern updates, while still restoring the original character in the home. Newer kitchen with open layout and separate area off the kitchen for the washer and dryer. Continuing through the main level is a great natural flow, offering you a full bathroom with a tub&shower, the primary bedroom with a walk-in closet, living room and an office. Upstairs, you will come across another full bathroom and two more well sized bedrooms, both with plenty of elbow room and closet space. Minimal TLC and some finish work required. This property has so much potential and comes with a huge backyard. Plenty of space to entertain all of your friends!

Listed by Nicola Yousif of News Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Sep 24, 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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125 Pleasant Point Road Wellfleet MA 02667
Under Agreement

MLS Number 73531011

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,142
  • High School Nauset

Welcome to Clam Cake cottage in picturesque Pleasant Point, Wellfleet. Sitting on a hill with water views of Blackfish Creek this charming 3BR, 1.5 bath, charming seasonal cottage is the perfect bayside beach house. Just a short walk to the waters of nearby Pleasant Point Landing where you will enjoy swimming, kayaking, shell fishing, spectacular nature walks and marshland views. The mini-split A/C provides heating and cooling. Relax on the screened porch, savor the gentle breeze and enjoy life in your Wellfleet beach house. Drinking water is supplied by the neighborhood Pleasant Water system. Good rental history. Take a look soon.

Listed by Chandler Crowell of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Sep 24, 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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695 Cable Road Eastham MA 02642

Eastham, MA695 Cable Road

Price$1,499,900

Est. Mortgage: $/month

MLS Number 73530925

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,783

Discover a unique opportunity with this amazing two-for-one property located next to the historic Three Sisters Lighthouses. Situated on a beautiful lot within the Cape Cod National Seashore, this remarkable compound is just a short distance from one of America's finest beaches--making it an unparalleled location. The original home, built in 1955, has been lovingly renovated and retains the warmth and charm of classic Cape Cod. The second home features modern comfort and effortless style. Both structures are thoughtfully designed for single-floor living, offering a total of five bedrooms and ample space for family gatherings. This property is an excellent choice for a family compound or investment opportunity. Come and see it for yourself!

Listed by The Eva Scott Group of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Sep 24, 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 Shore Drive Mattapoisett MA 02739

Mattapoisett, MA35 Shore Drive

Price$1,299,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73530267

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,983

This is the year-round beach home you have been waiting for with mesmerizing water views from almost every room, a sandy association beach just down the street and move-in ready! A welcoming deck to enjoy your morning coffee and take in the views of Aucoot Cove & Buzzards Bay graces the front of this 3BR/2.5 BA Cape style home featuring open concept living, dining and kitchen areas to accommodate family gathering with ease. There are 3 BR / 2 full BA on the second floor including a primary suite plus an area that could be used for an office. Other highlights of this pristine home are hardwood floors, granite counters in kitchen and baths, gas fireplace in the living room and a climate control (by mini-split) garage under that can house up to 3 vehicles (car / boat / golf cart). Town water, private septic, FHA heat by propane and Central AC. The furnishings in the home are negotiable, making this home truly turn-key!

Listed by Sandy Dawson Galavotti of Dawson Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Sep 24, 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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36 Spruce Middleboro MA 02344

Middleboro, MA36 Spruce

Price$699,900

Est. Mortgage: $/month

MLS Number 73530129

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,382

Beautifully remodeled home in Middleboro retains its old charm with modern updates .This 2 level main residence with attached 2 bedroom Accessory dwelling Unit is perfect for an In-Law set up or to bring in extra rental income. Both units showcase all newly remodeled kitchen with new stainless steel appliances and new hardwood floors as well as newly remodeled tiled bathrooms. Large barn on property can be used as storage or a bonus workshop area on a beautiful spacious lot with parking for 8 cars. Conveniently located near shopping, dining, schools and highway access. located 8 miles from Middleboro center.

Listed by Tracy Rappa of KAM Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Sep 24, 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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18 Bennett Road Rochester MA 02770

Rochester, MA18 Bennett Road

Price$630,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73530086

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,064

Easy to Show!!! Don't miss out on this Orchard Estates Gem! Great set up for multi-generational living and home schooling. Check out our recent updates, Garnet Well & Pump performed flow test, both the well and pump are functioning normally, a new 20 gallon well tank and pressure switch has been installed. NEW photos reflect that an Arborist has trimmed the beautiful maple tree in front yard allowing more light into this beautiful home. First Flr boasts hardwood flooring in LR & bedrooms, beautiful fireplaced liv rm, eat in kit w/slider to composite deck overlooking backyard, solid wood cabinets, granite counters, tile flooring, stainless steel appliances & gas stove by propane, two first floor bedrooms 1 currently used as a family room w/two double closets, 2nd bedroom w/double closet set up as a study, elegant bathroom w/updated vanity lighting, step-in shower and linen closet. Second Flr: master with walk-in closet and double closet, bedroom #4 with a walk-in closet and additional closet, full bath with tub/shower combo and hall linen closet. Basement has a family rm w/office area, separate office, laundry room and front to back heated workshop. Generator plug installed. Solid wood interior doors on each level, town records show reroof 2018, windows and siding 2016/17, Seller to install a 4-bedroom septic (per plan & engineer 1500-gallon tank, capacity 444 gallons per day) prior to closing, engineering is complete and ready for install prior to closing.

Listed by Beth Basler of Conway - Bridgewater

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Sep 24, 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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18 Vesey Road Randolph MA 02368

Randolph, MA18 Vesey Road

Price$499,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73530022

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,260
  • High School Randolph High

Opportunity for investors, contractors, or buyers seeking a value-add project! This 4-bedroom, 2-bath single-family home in Randolph offers great potential and an excellent location just minutes from Boston, major highways, commuter rail, and South Shore Plaza. The home features a spacious layout with four bedrooms, two full baths, hardwood flooring, an updated kitchen (per prior records), a newer heating system(2023), and a roof installed in 2016. Property presents an opportunity for updates, improvements, and added value. Property is being sold strictly AS-IS, AS-SEEN. Currently occupied and access is limited. Buyer and buyer's agent are responsible for conducting their own due diligence and verifying all information. Seller and listing broker make no warranties or representations regarding the property's current condition. Cash buyers and investors are encouraged. Do not approach property without authorization. All inquiries and requests for access must be coordinated through LA.

Listed by Johanny Del Jesus of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Sep 24, 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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485 Rock Street Fall River MA 02720

Fall River, MA485 Rock Street

Price$499,888

Est. Mortgage: $/month

MLS Number 73529981

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,092

The perfect Highlands home does exist, located across the street from the Fall River Historical Society.This gorgeous property features the ultimate layout with a FIRST FLOOR primary suite & private attached ensuite. Slider leads out to a private patio. Space, style & effortless main-level living come together in a prime location, complete with a coveted 2-car garage (remember last winter?) Impressive architectural details & HW throughtout. Spacious LR/w fireplace & mantel. Formal DR w/original corner hutches. The 2nd fl. features 2 additional bedrooms designed for comfort, a large sitting area & full bath. 200 AMP electrical service & high efficiency heating & HW were replaced in 2019.Leased solar panels (started in 2022, $86+/- a month) enjoy lower electricity bills from day one! Massive full, clean, dry basement with endless possibilities for use. Plenty of storage w/easy access. Beautifully landscaped with fenced in yard. WELCOME TO YOUR NEW HOME!

Listed by Marguerite Cashman of Arrow Realty Group,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Sep 24, 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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