Recently Sold Homes in South Brewster, MA

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SOLD NOV 13, 2025

ABOUT THIS HOME
Recently Sold Home in South Brewster, MA:
Nearly 3,000 sq ft of living space (plus a large unfinished basement) in this spacious Cape-style home on a quiet 1-acre lot. Ideal for entertaining, it features 4 bedrooms + loft (2 beds on each floor), 3 full baths & an 884 sq ft oversized 2-car garage. Enjoy central A/C, 2 new gas fireplaces (2024 & 2021), open kitchen w/ island & new gas range and a Buderus hydro-air heating system. The 1st floor includes a large primary suite with private bath, double vanity, walk-in closet, and laundry. A vaulted ceiling family room & two sliders open to a huge deck, spacious yard and wood views. Wired for generator, has central vac. Minutes from Captains Golf Course and trails

$975,000 Last sold price

4 beds3 baths2,964 sq ft

393 Thousand Oak Dr, Brewster, MA 02631

SOLD OCT 15, 2025

ABOUT THIS HOME
Recently Sold Home in South Brewster, MA:
Brewster Prime & coveted MUST SEE cul de sac location positioned between Sheep and Long ponds. Timeless appeal in this young, yr-round (one owner) classic Colonial with unmatched deeded access to Sheep Pond with its unparalleled ~ 535 ft. of private, pristine sandy beach and ~100 ft. on Long Pond for boating & known for enjoying swimming, kayaking, paddle boarding, fishing. Step inside and you are greeted into a spacious 4 bdrms/3baths situated on ~ . 95 of an acre with a 2 car gar. FEATURES: Flexible floorplan, beautiful hardwood floors that reflect natural light, convenient 1st flr laundry, a very private, refreshing and heated 20 x 40 sparkling inground pool and shed, outdoor

$1,270,000 Last sold price

4 beds3 baths2,784 sq ft

55 Carlton Cir, Brewster, MA 02631

SOLD NOV 4, 2025

ABOUT THIS HOME
Recently Sold Home in South Brewster, MA:
Expanded 4 bedroom Cape-style home ideally located between Sheep Pond and Long Pond in Brewster. Offering over 3,700 sq ft of flexible living space, this home features a stunning new kitchen, a spacious first-floor primary suite, and a large bonus room above the garage—perfect for guests, office, or media room. The flowing floor plan offers both comfort and versatility for year-round or seasonal living. Set on just under an acre, the lot is partially fenced with ample space to add a pool or garden retreat. Enjoy peaceful surroundings in a sought-after location with easy access to two of Brewster's most scenic freshwater ponds.

$1,575,000 Last sold price

4 beds3.5 baths3,738 sq ft

663 Crowells Bog Rd, Brewster, MA 02631

SOLD DEC 17, 2025VIDEO TOUR

ABOUT THIS HOME
Recently Sold Home in South Brewster, MA:
An exceptionally rare offering in the highly desired Sheep Pond Estates offers you deeded beach access to a private association beach on Sheep Pond, where sandy shores, boating and fishing opportunities await. This delightful well-maintained ranch-style home with a tastefully finished lower level offers the perfect blend of thoughtfully designed indoor and outdoor living. Step into a welcoming fire-placed living area that flows seamlessly to the dining area with access to a large deck ideal for entertaining. There are hardwood floors throughout and a stylishly renovated kitchen featuring maple cabinets, Corian countertops, Italian tiled floors and new appliances. With a private and spaciou

$700,000 Last sold price

3 beds1 bath1,800 sq ft

33 Captain William Arthur Rd, Brewster, MA 02631

SOLD OCT 29, 2025

ABOUT THIS HOME
Recently Sold Home in South Brewster, MA:
This lovely and immaculate Cape checks all the boxes! 2 large and comfortable bedrooms upstairs plus a light-filled first floor office/swing room. Open concept kitchen/dining/living room perfect for entertaining, with separate formal living room for cozy gatherings. Direct access from the kitchen onto the large sunny mahogany deck overlooking the private fenced back yard tastefully landscaped with mature plantings. The many thoughtful amenities throughout like oversize 2-car garage, first floor laundry, underground irrigation and multi-zone heat and split A/C unit making living easy. You'll love the quiet lot on a dead and street and the ultra-convenient location only 3 miles to both vibran

$865,012 Last sold price

2 beds2 baths2,024 sq ft

33 Rogers Rd, Brewster, MA 02631

Property at 171 Timberlane Dr, Brewster, MA 02631, 3 beds, 2 baths

$655,000 Last sold price

3 beds2 baths1,188 sq ft

171 Timberlane Dr, Brewster, MA 02631

Property at 272 Sheep Pond Dr, Brewster, MA 02631, 3 beds, 2 baths

$800,000 Last sold price

3 beds2 baths1,764 sq ft

272 Sheep Pond Dr, Brewster, MA 02631

Property at 1437 Long Pond Rd, Brewster, MA 02631, 3 beds, 2.5 baths

$750,000 Last sold price

3 beds2.5 baths2,084 sq ft

1437 Long Pond Rd, Brewster, MA 02631

Property at 26 Newport Rd, Brewster, MA 02631, 5 beds, 2 baths

$700,000 Last sold price

5 beds2 baths1,344 sq ft

26 Newport Rd, Brewster, MA 02631

Property at 242 Sheep Pond Dr, Brewster, MA 02631, 5 beds, 2 baths

$1,250,000 Last sold price

5 beds2 baths2,599 sq ft

242 Sheep Pond Dr, Brewster, MA 02631

Property at 37 Oliver Dr, Brewster, MA 02631, 4 beds, 3.5 baths

$2,647,500 Last sold price

4 beds3.5 baths3,937 sq ft

37 Oliver Dr, Brewster, MA 02631

Property at 204 Timberlane Dr, Brewster, MA 02631, 2 beds, 2 baths

$710,000 Last sold price

2 beds2 baths1,560 sq ft

204 Timberlane Dr, Brewster, MA 02631

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SOLD JAN 5, 2026

ABOUT THIS HOME
Recently Sold Home in South Brewster, MA:
Welcome to 6 Cora Nickerson Rd in Harwich. This home is perfectly positioned on Long Pond, close to the highway for easy access yet far enough to preserve peace and quiet. Enjoy beautiful natural light, vaulted ceilings, and a professionally landscaped yard. You are literally steps from Long Pond with deeded beach rights. The private, sandy spot is ideal for launching a kayak, canoe, or paddleboard, or for casting a line into some of the Cape’s most abundant freshwater fishing. Seasonal views of Long Pond enhance the setting and make the home feel connected to the water year round. It works beautifully as a long-term or short-term rental, or as a comfortable permanent residence for an

$635,000 Last sold price

2 beds1.5 baths1,196 sq ft

6 Cora Nickerson Rd, Harwich, MA 02645

SOLD OCT 22, 2025

ABOUT THIS HOME
Recently Sold Home in South Brewster, MA:
Discover a great location in a quiet neighborhood, convenient to the highway, East Harwich shopping, Long Pond and Pleasant Bay. This 4-bedroom, 2-full bath home features tastefully updated bathrooms and kitchen. The kitchen boasts custom cabinets and granite countertops. 2 gas fireplaces create warmth and ambiance in both the living room and primary bedroom. The basement includes a temperature controlled wine cellar, which would make a great office or library and a 2-car garage, currently set up as a game room. Outdoor living is made simple with a deck off the dining room, complete with a retractable awning. Step down to the patio for chilly nights around a firepit. An outdoor shower and s

$725,000 Last sold price

4 beds2 baths1,612 sq ft

13 Elm Dr, Harwich, MA 02645

SOLD OCT 17, 2025

ABOUT THIS HOME
Recently Sold Home in South Brewster, MA:
Nestled in Eaton Village, this second-floor 2-bed, 2-bath condo is just moments from the Cape Cod Rail Trail, Brewster Bayside beaches with the coveted Brewster Flats. The open-concept living space features cathedral ceilings and direct access to a private deck with a serene golf course view of the 5th green. Enjoy a modern kitchen (renovated in 2024) and spacious bedrooms, one with an ensuite full bath. Freshly painted in 2022, and offered furnished, this condo is ready for you to move in. 49 Eaton Lane makes a fantastic setting for the perfect getaway, rental investment, or year-round living.

$400,000 Last sold price

2 beds2 baths935 sq ft

49 Eaton Ln, Brewster, MA 02631

SOLD DEC 11, 2025

ABOUT THIS HOME
Recently Sold Home in South Brewster, MA:
Wonderful, updated, fully furnished and B-style townhome in Howland Village with a great rental history. This two-story residence is an end unit, boasting 1,063 sq/ft of living space, offering a first-floor spacious bedroom. The straight staircase leads you to your second floor completely enclosed primary suite with a full sized bathroom and a large walk-in closet. As you enter the property an open floor plan greets you, encompassing Kitchen, dining and living room, with tall vaulted ceiling, gas stove and a skylight. Beautiful sliding glass doors open to the patio area. Memberships for access to amenities: beach, pool, tennis, fitness and golf are available for additional fees. Located onl

$575,000 Last sold price

2 beds2 baths1,063 sq ft

104 Howland Cir Unit 104, Brewster, MA 02631

SOLD NOV 12, 2025

ABOUT THIS HOME
Recently Sold Home in South Brewster, MA:
Ocean Edge Resort - Renovated 1st-Floor Condo, Turnkey & Furnished! Exceptional value in Brewster's premier Ocean Edge Resort with world-class amenities and beautifully maintained grounds. This fully renovated 2-bedroom, 2 full-bath first-floor condo is a turnkey rental investment or ideal year-round/vacation home. Sold fully furnished, it features newer flooring, appliances, updated kitchen cabinets, counters, and stylishly renovated bathrooms. The spacious primary suite offers a full en-suite bath, newer A/C, and a new window. Enjoy a large flatscreen TV, full-size washer/dryer, and sliders to your private patio with peaceful golf course views. Resort amenities include indoor/outdoo

$425,000 Last sold price

2 beds2 baths935 sq ft

88 Eaton Ln #88, Brewster, MA 02631

SOLD DEC 5, 2025

ABOUT THIS HOME
Recently Sold Home in South Brewster, MA:
Welcome to 41 Great Oak Road in Brewster. Built in 1974, this traditional Cape has four bedrooms, two bath, a one car garage and sits on . 61 acres. The floor plan is two bedrooms & a full bath on each level. The spacious eat in kitchen leads to a large deck and very private yard, including a shed! There is a full, freshly painted walk out basement. This home is close to the Brewster General Store, Cape Cod Bay beaches & a number of fresh water ponds.

$691,000 Last sold price

4 beds2 baths1,789 sq ft

41 Great Oak Rd, Brewster, MA 02631

Property at 85 Yankee Dr, Brewster, MA 02631, 3 beds, 2 baths

$740,000 Last sold price

3 beds2 baths1,192 sq ft

85 Yankee Dr, Brewster, MA 02631

Property at 1080 Harwich Rd, Brewster, MA 02631, 3 beds, 2.5 baths

$740,000 Last sold price

3 beds2.5 baths1,963 sq ft

1080 Harwich Rd, Brewster, MA 02631

Property at 19 Burning Bush Way, Brewster, MA 02631, 2 beds, 2 baths

$850,000 Last sold price

2 beds2 baths2,034 sq ft

19 Burning Bush Way, Brewster, MA 02631

Property at 21 Nancys Way, Brewster, MA 02631, 3 beds, 2.5 baths

$1,350,000 Last sold price

3 beds2.5 baths2,480 sq ft

21 Nancys Way, Brewster, MA 02631

Property at 159 Old Chatham Rd, Brewster, MA 02631, 3 beds, 2 baths

$725,000 Last sold price

3 beds2 baths1,680 sq ft

159 Old Chatham Rd, Brewster, MA 02631

Property at 27 Mill Pond Rd, Harwich, MA 02645, 2 beds, 1 bath

$640,000 Last sold price

2 beds1 bath1,188 sq ft

27 Mill Pond Rd, Harwich, MA 02645

Property at 6 Sturbridge Dr, Orleans, MA 02653, 3 beds, 2 baths

$1,453,000 Last sold price

3 beds2 baths2,400 sq ft

6 Sturbridge Dr, Orleans, MA 02653

Property at 19 Ridgewood Rd, Orleans, MA 02653, 4 beds, 3.5 baths

$1,245,000 Last sold price

4 beds3.5 baths1,958 sq ft

19 Ridgewood Rd, Orleans, MA 02653

Property at 34 Uncle Israel Rd, Orleans, MA 02653, 2 beds, 2 baths

$630,000 Last sold price

2 beds2 baths1,346 sq ft

34 Uncle Israel Rd, Orleans, MA 02653

Property at 5 Wesquansett Rd, Orleans, MA 02653, 3 beds, 2.5 baths

$1,130,000 Last sold price

3 beds2.5 baths2,276 sq ft

5 Wesquansett Rd, Orleans, MA 02653

Property at 49 Eaton Ln #10, Brewster, MA 02631, 2 beds, 2 baths

$400,000 Last sold price

2 beds2 baths906 sq ft

49 Eaton Ln #10, Brewster, MA 02631

Property at 14 Billington Ln #14, Brewster, MA 02631, 2 beds, 2 baths

$629,995 Last sold price

2 beds2 baths1,164 sq ft

14 Billington Ln #14, Brewster, MA 02631

Property at 105 Middlecott Ln Unit 105, Brewster, MA 02631, 2 beds, 2 baths

$625,000 Last sold price

2 beds2 baths1,190 sq ft

105 Middlecott Ln Unit 105, Brewster, MA 02631

Property at 96 Eaton Ln #96, Brewster, MA 02631, 2 beds, 2 baths

$378,500 Last sold price

2 beds2 baths948 sq ft

96 Eaton Ln #96, Brewster, MA 02631

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than Redfin are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated Wed Jan 07 2026. Neither the listing broker nor Redfin shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Recently Sold Homes in South Brewster

There are currently 12 recently sold homes for sale in South Brewster at a median listing price of $759K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in South Brewster stay on the market for 54 days. Popular neighborhoods include South Orleans, North Orleans, East Orleans, Lower Cape, and Brewster Village. This map is refreshed with the newest listings in South Brewster every 15 minutes.

In the past month, 3 homes have been sold in South Brewster. Find your dream home in South Brewster using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in South Brewster are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in South Brewster. If you're looking to sell your home in the South Brewster area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in South Brewster with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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