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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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88 Esterbrook Road Acton MA 01720
Open House

MLS Number 73578320

  • Residential
  • Next Open House: Sat 09/26 11:00 am. to 12:00 pm.
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,000

Set on two beautifully landscaped acres in Acton's coveted Strawberry Hill neighborhood near the Concord line, this grand, well maintained Cape offers an extraordinary setting for entertaining, relaxing and enjoying every New England season. But the backyard may steal the show at 88 Esterbrook! At the heart of the private backyard retreat is a free-form gunite pool surrounded by expansive patios, lush gardens, landscape lighting and an outdoor gas fireplace. A large deck with motorized awning overlooks it all - perfect for summer dinners, afternoons by the pool and crisp fall evenings by the fire. A 22-panel solar array adds another standout feature and provides energy savings throughout the year. Inside, sunlight pours through the home, including a beautifully renovated kitchen with vaulted ceiling, skylights, oversized island and abundant cabinetry, opening naturally to multiple gathering spaces. The first-floor primary suite offers a beautifully updated bath and walk-in closet, while French doors, custom built-ins and thoughtful updates add character throughout. The walk-out lower level provides flexible gym, play and bonus space plus a poolside sunroom connecting directly to the backyard. A 3-car garage with workshop/storage space completes the offering. Private and peaceful with a distinctly country feel, yet just minutes from shopping, dining, trails and everything Acton has to offer, 88 Esterbrook is more than a beautiful home - it's a place designed to be enjoyed.

Listed by Team Suzanne and Company and Suzanne Koller of Compass

$
$
%
$/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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33 Fenno Street Cambridge MA 02138
Under Agreement

MLS Number 73578308

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,077

Set on a pretty residential side street located between Avon Hill and Fresh Pond, this inviting home offers wonderful light, contemporary design, and a flexible layout with hardwood floors throughout. Upon entering, you are greeted by a vestibule and foyer with storage. The airy living room features an 11' ceiling, built-in shelving, gas fireplace, and a wall of glass doors and windows opening directly to a the patio and landscaped, fenced yard. A separate dining room/den and kitchen with granite countertops and stainless steel appliances plus a half bath complete the main level. Upstairs are three bedrooms with double closets and a spacious 4-piece bathroom. The third floor offers a fourth bedroom with two skylights, an office/playroom, hall bathroom, and an attic storage room. The full basement has a 30' x 21' unfinished area with laundry, a work sink, and walk-out exterior access. Additionally, many systems and appliances have been updated. Living here offers a lovely neighborhood setting convenient to Harvard Square, Porter Square, shops, restaurants, parks, and public transportation.

Listed by Gail Roberts,Ed Feijo & Team, Edmund Feijo and Gail Roberts of Coldwell Banker Realty - Cambridge

$
$
%
$/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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13 Millbrook Road Westwood MA 02090

Westwood, MA13 Millbrook Road

Price$1,175,000

Est. Mortgage: $/month

Open House

MLS Number 73578267

  • Residential
  • Next Open House: Sun 09/27 11:30 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,885

Tucked away in a premier neighborhood, just a stone's throw from the local elementary school and fields, this Royal Barry Wills-style Cape represents a rare opportunity to enter the Westwood market at an exceptional price point. Set on nearly an acre of picturesque land along the banks of Mill Brook. While the home retains its timeless architectural character, the current owners have thoughtfully integrated modern essentials, including a newly installed, high-efficiency propane heating system and recessed lighting that enhances the home's interior glow. The main level offers a sophisticated canvas for your design vision. A spacious eat-in kitchen, complete with an adjacent laundry area and powder room, flows seamlessly into an elegant living room anchored by a classic fireplace. The dining room features maple floors, built in cabinet and expansive windows. The entire home is bathed in natural light. For moments of relaxation, the sun-drenched sunroom offers a gas fireplace and a front-row seat to the brook and the surrounding naturalistic landscape. First floor also includes a versatile bedroom, an office and a full bathroom. Upstairs, two generous bedrooms provide ample closet space and share a well-appointed full bathroom. The living area could extend to the lower level, where a potential recreation room with its own fireplace offers a bonus area if needed. Located on a peaceful dead-end street, this property offers a rare blend of waterside tranquility and effortless access to the town center and I-95. Bring your creativity to this classic estate and reimagine its storied rooms for a modern lifestyle.

Listed by The Shulkin Wilk Group and Natalie Marsh of Compass

$
$
%
$/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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308 Webster Street Needham MA 02494

Needham, MA308 Webster Street

Price$1,199,000

Est. Mortgage: $/month

Open House

MLS Number 73578243

  • Residential
  • Next Open House: Sat 09/26 1:30 pm. to 3:00 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,689

This charming and totally updated Cape offers a welcoming layout and a convenient location. An enclosed mudroom provides a practical entry, leading to a comfortable family room and timeless, bright eat-in kitchen with gas cooking. Two bedrooms and an updated full bath complete the first floor. Upstairs are two additional bedrooms and a second beautifully remodeled full bath. The partially finished lower level offers exceptional flex space for a playroom, exercise area or additional living space. Just outside the kitchen, a fully fenced, level backyard creates an inviting setting for outdoor dining, entertaining and everyday enjoyment. Less than a half mile from Needham Heights and the Train!

Listed by Rob and Meaghan of Hawthorn 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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189 Allen Road Billerica MA 01821

Billerica, MA189 Allen Road

Price$685,000

Est. Mortgage: $/month

Open House

MLS Number 73578190

  • Residential
  • Next Open House: Fri 09/25 5:00 pm. to 6:30 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,127

Welcome home to this charming brick Cape boasting exceptional character, rich woodwork, and seamless indoor-outdoor living. Flanked by beautiful bay windows, the front entry opens into a spacious main level anchored by gleaming hardwood floors. Relax in the inviting living room, featuring exposed beam ceilings, skylights, built-in shelving, paneled accent walls, and a stone-surround wood stove that adds warmth and timeless appeal. Host memorable meals in the dedicated dining room, detailed with classic wainscoting. The heart of the home is the eat-in kitchen, outfitted with granite countertops, lots of cabinet storage, a sunny breakfast area, and the convenience of a second rear staircase leading directly upstairs. Just off the kitchen discover a cozy screened-in porch-the perfect spot for morning coffee. Outdoors, enjoy a large, level, fully fenced yard complete with a low-maintenance composite side deck, a dedicated storage shed, and a covered carport off the paved driveway. The main level also offers a flexible primary or guest bedroom with multiple closets and easy access to a full main-level bath with a tub and shower. Upstairs, two additional light-filled bedrooms share a second full bath. The full walk-out basement expands your living space with a comfortable lower-level family room featuring custom built-ins, laundry facilities, and plenty of extra storage. Situated on a prime corner lot, this unique property offers easy access to Boston Road and sits just a half-mile from the trails of the Hillside Conservation Parcel.

Listed by Kip LeBaron of Lamacchia Realty,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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385 Bearses Way Barnstable MA 02601

MLS Number 73578184

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,947

Listed by Gitania da Silva of Dell Realty 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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20 Buswell Park Newton MA 02458
Contingent

MLS Number 73578145

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,544

Ideally situated on a tranquil cul-de-sac in Newton Corner, this well-loved Cape-style home sits on a flat 9,260-square-foot lot and has been cherished by the same family for 30+ years. Now ready for its next chapter, this home offers a wonderful opportunity to bring your vision and updates to create a home for today while preserving its classic character. The welcoming first floor features a well-proportioned living room with fireplace, a dining room with a built-in china display cabinet, and a kitchen with direct access to the oversized one-car garage. Off the living room is a delightful three-season screened porch-perfect for relaxing and enjoying the private yard. A first-floor bedroom and full bathroom provide flexibility for guests, an office, or one-level living. Upstairs are three generously sized bedrooms, each offering excellent closet space, along with a second full bathroom. The lower level provides additional living and storage space, including a spacious playroom, laundry area, and abundant storage. Additional features include an updated gas-fired on-demand heating system, 100-amp electrical service, a flat and private yard, and an oversized garage with direct entry into the home. The location is exceptionally convenient, with easy access to the Mass Pike, the 504 Express Bus to downtown Boston, Newton Centre, shopping, restaurants, and neighborhood amenities. Tucked away on a quiet cul-de-sac with virtually no through traffic, this is a special opportunity to make a well-loved home your own in a highly convenient Newton location.

Listed by Barrie Wheeler of Hammond Residential 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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64 Pheasant Hill Street Westwood MA 02090

Westwood, MA64 Pheasant Hill Street

Price$849,000

Est. Mortgage: $/month

Contingent

MLS Number 73578090

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,339
  • High School Westwood

Quintessential New England Cape set on an exceptional 12,235± SF lot and located in a popular side street neighborhood on the flat of the hill. Updates include bathrooms, interior painting, roof, windows, heating system, a/c mini splits, hot water heater, 200 Amp electrical panel, stainless steel chimney liner, bulkhead & fencing. Bright, sunny east facing living room with fireplace & build-in shelves opens into a spacious formal dining room with built-in corner cupboard offering access to the expansive back yard & one-car attached garage. A cozy kitchen, updated hall bathroom, bedroom/office and den complete the first floor. The second floor features three air conditioned bedrooms and an updated hall bathroom with skylight. The unfinished basement with kids playroom offers ample storage space. Exterior living space is enhanced by a rear deck and side covered porch. Enjoy convenient access to neighborhood Pheasant Hill Park & adjacent walking trails, Hale Reservation, Westwood Center, Sheehan Elementary School, High School & Middle School. If you are looking for a friendly neighborhood with residents from all walks of life, pet lovers, walkers, gardeners, nature lovers & more, the Pheasant Hill neighborhood, with it's own neighborhood social media page, is a great choice.

Listed by Tom Aaron of Coldwell Banker Realty - Wellesley

$
$
%
$/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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15 Putnam Road Chelmsford MA 01863

Chelmsford, MA15 Putnam Road

Price$520,000

Est. Mortgage: $/month

MLS Number 73578050

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,676

Tucked away on a wooded corner lot, this distinctive Chelmsford Cape blends soaring architectural details with exceptional room to spread out. The main level centers on dramatic living spaces-from the cathedral-ceiling dining room bathed in natural light via skylights and recessed lighting, to the vaulted living room featuring durable tile flooring and direct access to a spacious wood deck. At the heart of the home, the kitchen offers an abundance of cabinetry, sleek tiled backsplashes, recessed lighting, and stainless steel appliances built for everyday entertaining. A main-level bedroom with warm hardwood floors and a full bath with a shower stall provide ideal single-level living options, complemented by a cozy enclosed porch that seamlessly connects to the outdoors. Upstairs, two well-proportioned bedrooms with hardwood flooring share a full bath equipped with a classic tub and shower combination. The finished walkout lower level significantly expands your flexible living options, featuring two additional bedrooms ideal for guests, a dedicated home office, or quiet personal retreats. Sliding glass doors lead directly to a private, tree-lined backyard anchored by an expansive patio for outdoor gatherings, a broad lawn framing the peaceful setting, and a convenient storage shed for extra equipment.

Listed by Kimberly McLaine of Lamacchia Realty,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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139 Gay Street Norwood MA 02062

Norwood, MA139 Gay Street

Price$589,900

Est. Mortgage: $/month

Under Agreement

MLS Number 73578043

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,188
  • High School Norwood

Attractive Cape Cod home with A Dormers, Full shed dormers on rear, Full basement with 1-car garage under. Flagstone walk to front porch / Entry to Foyer w/hardwood floor, coat closet and stairs to 2nd floor / Front-2-back Living room with fireplace, recessed lighting, bookshelves, hardwood floor and access to 3 season heated porch / Formal Dining room with china closet, hardwood floor and access to Kitchen / Kitchen with painted wood cabinets, gas stove, corean countertop, and custom cabinets for built-in fridge / Access to Mudroom w/side and rear doors, access to deck overlooking large fenced in yard / 2nd Floor features 2 bedrooms, each with A dormers, and one with built in closets. Full basement with storage, mechanical area, laundry and heated toilet seat (HTS).

Listed by George H. Raymond II, Carol Raymond and George Raymond of Raymond & Son REALTORS®

$
$
%
$/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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41 Jones Avenue Randolph MA 02368

Randolph, MA41 Jones Avenue

Price$535,000

Est. Mortgage: $/month

MLS Number 73578033

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,386

Located on a quaint side street, this charming and thoughtfully updated 3-bedroom Cape is awaiting its new owners! The main level is flooded with natural light and features an updated kitchen with stainless steel appliances & leathered granite countertops, a living room & dining room, and a versatile bonus room that can serve as a family room or first-floor bedroom. Sliding doors lead directly to a spacious back deck and lovely yard, creating an ideal setup for outdoor entertaining and everyday enjoyment. A full bathroom completes the main level. Upstairs, you'll find two additional bedrooms with plenty of closet space and a convenient half bath. Hardwood floors run throughout most of the home, adding warmth and character. The full, unfinished basement offers laundry, excellent storage space and potential for future use. Adding even more value, the roof was brand new in 2024 and is equipped with fully owned solar panels, helping to reduce monthly energy costs. Conveniently located near the Blue Hills, Route 93, public transportation, shopping, and everyday amenities, this home offers comfort, flexibility, and convenience in a desirable location!

Listed by Allyson Kinch White 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

3 Broads Avenue Natick MA 01760

Natick, MA3 Broads Avenue

Price$995,000

Est. Mortgage: $/month

Contingent

MLS Number 73578003

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,149
  • High School Natick High School

Welcome to 3 Broads Avenue, a beautifully situated home in one of Natick's most desirable and picturesque neighborhoods. This distinctive home blends its historic character with modern updates. A substantial recent addition significantly expands the home, introducing an inviting new living space with a flexible office area, as well as a spacious primary suite with a private bath.Throughout the home, recent renovations complement the original charm, creating a seamless balance of timeless details and ease of living. Step outside to enjoy the new deck and picturesque surroundings all in one of South Natick's most sought-after settings. 3 Broads Avenue is just moments from the Charles River, South Natick Village, local shops, restaurants, and parks, while offering easy access to Natick Center, Wellesley and major commuter routes. A rare opportunity to enjoy historic South Natick charm with the space and comfort of modern living.

Listed by The Powissett Group and Madeline Bouchard of Compass

$
$
%
$/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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