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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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27 Martha Kendrick Drive Chatham MA 02633

Chatham, MA27 Martha Kendrick Drive

Price$1,200,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73433423

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,179

Welcome to this delightful 3BR, 2.5BA Cape-style home nestled just moments from the heart of downtown Chatham. With its classic architecture and thoughtful layout, this property offers the perfect blend of coastal charm and modern convenience. Upon entering discover sun-drenched living spaces with abundant natural light and a cozy fireplace that anchors the main living area. The first-floor bedroom provides flexibility for guests or single-level living, while two generously sized bedrooms upstairs offer ample storage and comfort. The finished walk-out basement expands your living options, ideal for a media room, home office, or play space. Outside, enjoy a private backyard oasis complete with a spacious deck and an outdoor shower for rinsing off after beach days or bike rides. Located just a stone's throw from local eateries, the bike trail, Veterans Baseball Field, and all that Chatham has to offer, this home is a true gem for year-round living or seasonal escape.

Listed by Kathy Doyle of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 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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34 Orchard Street Randolph MA 02368

Randolph, MA34 Orchard Street

Price$599,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73432017

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,192

Prepared to be wowed with this 3-level of living space for the growing family and/or in-law set up. Updated 2nd level with primary suite and private balcony. Beautiful hardwood floor throughout; Central air, 2 side porches; Uncovered deck, Patio; Fenced yard; Shed; Solar panels (leased); granite countertops, stainless-steel appliances, recessed lights, and 3-car driveway. The property has also finished basement with a den, wet bar and a full bath. Property has been lovingly cared for with many update/upgrade. On market for the first time in more than 20+ years; Come by take a look and you will not be disappointed. Could be celebrating the holidays in your new home. Available for immediate showing.

Listed by Nadia Laplante of New ERA Real Estate Holdings,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 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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10 Wintergreen Lane Sandwich MA 02563

Sandwich, MA10 Wintergreen Lane

Price$2,079,000

Est. Mortgage: $/month

MLS Number 73430603

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 6,418

Ridge Club , golfer's paradise! Gracious and inviting home, perfect for entertaining as well as accommodating extended family. With a HUGE 1st floor primary suite with private bath, massive closet space and a truly inviting sundrenched sitting room, you will experience true luxury. Newly remodeled, the kitchen is where everyone will want to gather, and the new appliances are a cook's dream. There's even a butler's pantry! The kitchen opens to the dining area as well as living room. Enjoy a 1st floor office as well. Upstairs you'll find 4 more oversized bedrooms. Let's not miss the basement level with a game room (pool table negotiable), 1/2 bath and it's own heating zone and a work space with high ceilings to accommodate almost any project you may think of. Updated with new, gleaming oak floors, 3 gas log fireplaces, newly painted too! New roof 2 years ago. Situated on a double lot on a quiet cul de sac, abutting golf course, Not just a home, but a lifestyle. Move right in!

Listed by Terry Hingst of Colonial Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 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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7 Fishermans Road Truro MA 02666

Truro, MA7 Fishermans Road

Price$1,699,000

Est. Mortgage: $/month

MLS Number 73429991

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,604

What a perfect location for this contemporary Cape, just .6 miles to your own deeded private bay beach! Immaculate and thoughtfully designed, this home is tucked away for privacy with beautiful grounds that feel like a private park and offer multiple outdoor living spaces. The open upper level showcases vaulted ceilings, expansive picture windows, and a striking fireplace that anchors the living and dining areas. The kitchen has clean lines, abundant cabinetry, and sliders leading to a spacious deck overlooking the woods. The main level includes a large bedroom and full bath, while the lofted upper level provides two additional bedrooms with vaulted ceilings and a shared bath. The walk-out lower level features its own entrance, full bath, and flexible space ideal for a suite, office, or media room. Blending style, light, and function, this home is equally suited for year-round living, a vacation retreat, or rental income, all with private beach access just moments away.

Listed by Iskren Georgiev of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 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 Center Carver MA 02330

Carver, MA81 Center

Price$639,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73429082

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,591

*** Open House Today 12-1 *** Back on the Market due to Buyers Financing issue gives you another shot at this one.This meticulously maintained single-family residence with all the bells and whistles offers a unique opportunity for outdoor living in a quintessential New England setting. The property presents a canvas for creating a personalized haven, ready to be shaped to your individual tastes and preferences. The residence features three bedrooms, providing ample space for rest and rejuvenation, while two full bathrooms offer essential convenience and comfort. The home offers a living area of 1591 square feet, designed for both comfortable daily living and effortless entertaining. The expansive well over 1 acre lot offers a rare sense of privacy and space, allowing for a multitude of outdoor activities and potential landscaping endeavors.This Carver residence is waiting to become your personalized sanctuary, a place where memories are made and cherished for years to come.

Listed by Chris Falco of Chris Falco Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 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 Street Harwich MA 02645
Under Agreement

MLS Number 73427390

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,899

Welcome to 14 2nd Street, a rare gem nestled in a peaceful neighborhood on Long Pond. Inside, enjoy timeless details like exposed brick, wood beams, and wood-burning fireplaces, flowing seamlessly from the kitchen, to the dining & living areas. A screened porch with its own fireplace provides even more relaxation with stunning pond views. The finished basement features a custom sports pub & a private in-law suite with a separate entrance, ideal for guests or extended family. Outside, enjoy deeded access to Cape Cod's largest freshwater lake, Long Pond, perfect for boating & swimming. The backyard includes an outdoor shower, fireplace, and a spacious deck with a bar area for entertaining. Located on a quiet street with access to the Cape Cod Rail Trail, and just minutes to Harwich Center and Harwich Port shops, restaurants, & beaches. 14 2nd Street is a truly unique year-round Cape Cod retreat.

Listed by The Goodrich Team and Kyle Rumberger of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 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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157 Centre Street Dover MA 02030

Dover, MA157 Centre Street

Price$4,500,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73425515

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 5,309
  • High School Dover/Sherborn

OPEN HOUSES CANCELED The Nightingale Country Estate- Exquisite 5 bedroom residence with additional carriage house that offers a heated 4 car garage and charming one bedroom in-law/guest suite. This "landmark" property is composed of the main house along with the additional buildings on 5.84 acres of lush lawns, 2 spring fed ponds for skating and swimming, along with stunning perennial gardens. To add to the privacy, an additional 9 acre area of open fields, meadows and forest, wrap around the estate and border acres of conservation land and trails. A well known architect was involved with creating a new interior design to enhance and provide many updates to this unique residence. Two ensuite bedrooms on the first level with 3 additional bedrooms on the second floor along with a sitting room. Each room offers a special charm including the solarium with fireplace and radiant heated floors. The gated entrances and stonewalls highlight the beginning of the various hardscape enhancements.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 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 Martin Street Rehoboth MA 02769

Rehoboth, MA16 Martin Street

Price$610,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73424738

  • Residential
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,230

Come see this very roomy Cape w/ 5 bedrooms on a wooded lot in quiet beautiful Rehoboth. This home features a formal living room with fireplace, formal dining area big enough for the finest of dinners. Upon entering you will view an open concept from the family room into the eat in kitchen area with access through a sliding glass door to the large backyard. This home also features 1.5 baths, 2 car garage w/ plenty of off road parking as well and a full dry basement housing a wood stove & laundry. The custom stone work on homes facing is extremely eye catching along with the country custom stone wall aproning the property. The sellers will be installing a brand new 4 bedroom septic prior to closing. Make Rehoboth country living your town here in this well maintained Cape.

Listed by Kelly Hathaway of Heritage Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 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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268 Main Street Dennis MA 02639

MLS Number 73423513

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

Three bedroom 1.5 bath Cape on Route 28. The bedrooms are on the first floor with living room, kitchen, pantry, office and 2 bonus rooms upstairs along with attic storage. The gas furnace was installed 2021 . Buyers responsible for septic installation ( cash buyers). Town approved septic plan in place for a 3 bedrooms along with a couple bids for installation. Convenient location to stores & beaches!

Listed by Michele Demango of Today Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 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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25 Pleasant View Drive Orleans MA 02653

Orleans, MA25 Pleasant View Drive

Price$1,975,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73423455

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,668

Discover this spacious 5-bedroom, 3-bath Orleans home perfectly located at the end of a quiet cul-de-sac with direct access to Harvey's Pond. This property combines classic Cape Cod charm with modern updates and is ideal for buyers seeking a peaceful waterfront lifestyle on the Outer Cape.Step inside to find gleaming hardwood floors, a bright open floor plan, and sun-filled living spaces that flow beautifully for entertaining or everyday living. The fireplace adds warmth and comfort, while the heated sunroom offers stunning year-round pond views.A first-floor en suite bedroom with a sitting area or home office provides flexibility for guests or multi-generational living. The summer kitchen/laundry room adds convenience, and the finished basement offers additional living areas perfect for a gym, home theater, or creative studio.Upstairs, you'll find spacious bedrooms, a loft library, and flexible spaces ideal for working from home or relaxing after a day at the beach.

Listed by Denise Kopasz of NextHome Saltwinds

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 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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1164 Victoria Street New Bedford MA 02745

New Bedford, MA1164 Victoria Street

Price$429,999

Est. Mortgage: $/month

Under Agreement

MLS Number 73422574

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,544

This charming 3 bedroom, 1.5-bath home offers a desirable layout with a first-floor bedroom and bathroom, perfect for convenient one-level living. The kitchen features granite countertops, with hardwood floors and a cozy wood stove that add warmth and charm throughout. A full basement provides ample storage for future expansion possibilities. Relax on the enclosed screened front porch or enjoy the spacious yard with a large shed for all your outdoor needs. Thoughtfully designed and ideally located, this home is ready for its next chapter!

Listed by Jessica Shaffer of RE/MAX Vantage

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 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 Arrowhead Drive Bridgewater MA 02324

Bridgewater, MA81 Arrowhead Drive

Price$490,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73420569

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,344

Welcome to 81 Arrowhead Drive, where comfort, style, and convenience meet in Bridgewater. Tucked away on a quiet cul-de-sac, this 3-bedroom home is designed for easy living. On the main floor, you'll find the primary bedroom, paired with an updated full bathroom ideal for privacy and convenience. The open concept kitchen and dining area flow right into the spacious living room and bonus space, making it perfect for hosting friends, family gatherings, or just cozy nights in. Upstairs, you'll discover 2 additional spacious bedrooms, along with a tastefully updated half bathroom. Step outside to a private backyard and deck, built for BBQs, outdoor entertaining, or simply enjoying summer evenings. A full basement with a slider adds plenty of storage with the potential for future expansion. Close to schools, shopping, the commuter rail, and Bridgewater State University, this home offers the perfect balance.

Listed by Reza Lashkari of Real Broker MA,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.51% last updated on May 21, 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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