Homes with Pools for Sale in Upper Cape, MA

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ABOUT THIS HOME
Home with a Pool for sale in Upper Cape, MA:
Rocky Island offers old Cape charm with a modern stylish interpretation, fully renovated in 2014 with up-to-date systems, and winterized for off season enjoyment. Connected to the mainland by a wooden bridge, it provides the privacy and safety of a true island and the ease and accessibility of a mainland property. Sandy beachfront, seasonal deepwater dock, pool, and a pool house/garage. Wrap around covered porch for panoramic water views and sunsets. Seven bedrooms each with water views, seven full and one half baths, and three fireplaces. Potential for three additional bedrooms. Plenty of space inside and out on your own private island.

$10,900,000

7 beds7.5 baths6,839 sq ft

75 Winsor Rd, Pocasset, MA 02559

Fully renovated • Pool house • Sandy beachfront

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ABOUT THIS HOME
Home with a Pool for sale in Upper Cape, MA:
Welcome to 12 Crowell Road--a beautifully maintained and updated home set on a . 40-acre lot in one of Sandwich's most picturesque neighborhoods. This inviting 3-bedroom, 2-bath property offers seasonal waterviews from the home, and as you come and go you're treated to beautiful, sweeping views of Cape Cod Bay. The first floor features hardwood floors, a wood-burning fireplace, an updated kitchen, full bath with laundry, and two comfortable bedrooms. Upstairs, a charming third bedroom with its own full bath creates an ideal private suite for guests. Outside, enjoy a level backyard, an attached one-car garage, and a large basement offering excellent storage or future potential. The heating s

$745,000

3 beds2 baths1,584 sq ft

12 Crowell Rd, Sandwich, MA 02563

Level backyard • Large basement • Updated kitchen

ABOUT THIS HOME
Home with a Pool for sale in Upper Cape, MA:
Your dream home awaits at 14 Ryder Road, perfectly situated in the sought-after marina community of Fiddlers Cove, North Falmouth. This beautifully renovated Contemporary Cape-style residence combines coastal charm with modern sophistication, offering the ideal blend of comfort and style. Featuring three spacious bedrooms and 3.5 baths, this home provides ample space for both relaxation and privacy. The gourmet kitchen, complete with stainless steel appliances, opens seamlessly to a bright living area centered around a beautiful fireplace and a flexible office space. The first-floor primary suite includes a walk-in closet, a gas fireplace, and an elegantly upgraded bath, creating a serene r

$1,850,000

3 beds3.5 baths4,000 sq ft

14 Ryder Rd, North Falmouth, MA 02556

Bright living area • Walk-in closet • Gourmet kitchen

ABOUT THIS HOME
Home with a Pool for sale in Upper Cape, MA:
This detached condo feels just like single family living! Recently remodeled, this 2-bedroom home can be sold fully furnished or vacant! Featuring Bay Views from the kitchen and living room, Summer is the perfect time to take full advantage of this quaint Bayside community. Take a short stroll to the private beach for swimming, fishing, sunbathing and kayaking. Have a boat? This home is also in close proximity to The Cape Cod Canal. Enjoy the cooler nights by a roaring fire outside on your own patio with charming garden area. Move in ready-this is a year-round residence but would also make for the perfect summer getaway place!

$359,000

2 beds1 bath578 sq ft

13 Hideaway Vlg Unit G, Bourne, MA 02532

Garden area • Private beach • Bay views

OPEN TODAY, 11AM TO 12:30PM

ABOUT THIS HOME
Home with a Pool for sale in Upper Cape, MA:
Welcome to Cotuit Bay Condominiums, a serene community surrounded by conservation land with scenic walking and jogging trails. This sun-filled 2-bedroom, 2-bath condo offers stunning views of the Santuit River from all three levels. The living room features a Juliet balcony and cozy wood-burning fireplace, while the primary bedroom impresses with vaulted and beamed ceilings, its own Juliet balcony, and en-suite bathroom with double vanity. The second bedroom offers vaulted ceilings and beautiful hardwood flooring. The fully finished walk-out basement provides extra living space with high ceilings, recessed lighting, luxury vinyl flooring, and a spacious wine room/ closet. Enjoy the communit

$510,000

2 beds2 baths1,508 sq ft

15 Riverview Ave Unit 15E, Mashpee, MA 02649

Hardwood flooring • Juliet balcony • High ceilings

Property at 130 Old Barnstable Rd, East Falmouth, MA 02536, 4 beds, 2 baths

$649,000

4 beds2 baths1,459 sq ft

130 Old Barnstable Rd, East Falmouth, MA 02536

Property at 69 Knott Ave, Sandwich, MA 02563, 4 beds, 4 baths

$1,799,000

4 beds4 baths5,104 sq ft

69 Knott Ave, Sandwich, MA 02563

Property at 11 Teal Cir, Mashpee, MA 02649, 5 beds, 6 baths

$2,350,000

5 beds6 baths4,185 sq ft

11 Teal Cir, Mashpee, MA 02649

Property at 38 Nemasket Rd, Falmouth, MA 02540, 4 beds, 4.5 baths

$3,125,000

4 beds4.5 baths5,131 sq ft

38 Nemasket Rd, Falmouth, MA 02540

Property at 35 Spinnaker Dr W, Mashpee, MA 02649, 3 beds, 4.5 baths

$1,995,000

3 beds4.5 baths3,858 sq ft

35 Spinnaker Dr W, Mashpee, MA 02649

Property at 105 Clay Pond Rd, Bourne, MA 02532, 3 beds, 2 baths

$629,900

3 beds2 baths1,468 sq ft

105 Clay Pond Rd, Bourne, MA 02532

Property at 4 Bob White Cres #4, Mashpee, MA 02649, 2 beds, 2.5 baths

$599,000

2 beds2.5 baths1,396 sq ft

4 Bob White Cres #4, Mashpee, MA 02649

Property at 30 Howard Ave, Bourne, MA 02532, 4 beds, 2 baths

$579,900

4 beds2 baths1,456 sq ft

30 Howard Ave, Bourne, MA 02532

Property at 368 Old Plymouth Rd, Sagamore Beach, MA 02562, 4 beds, 3 baths

$839,000

4 beds3 baths2,300 sq ft

368 Old Plymouth Rd, Sagamore Beach, MA 02562

Property at 70 Cape Dr Unit 11D, Mashpee, MA 02649, 2 beds, 1 bath

$340,000

2 beds1 bath864 sq ft

70 Cape Dr Unit 11D, Mashpee, MA 02649

Property at 30 Howard Ave, Monument Beach, MA 02553, 4 beds, 2 baths

$579,900

4 beds2 baths1,456 sq ft

30 Howard Ave, Monument Beach, MA 02553

Property at 3 Red Brook Pond Dr, Cataumet, MA 02534, 4 beds, 3.5 baths

$1,695,000

4 beds3.5 baths3,704 sq ft

3 Red Brook Pond Dr, Cataumet, MA 02534

Property at 46 Alderberry Ln, East Falmouth, MA 02536, 4 beds, 2 baths

$637,900

4 beds2 baths1,750 sq ft

46 Alderberry Ln, East Falmouth, MA 02536

Property at 195 Falmouth Rd Apt 10E, Mashpee, MA 02649, 2 beds, 2.5 baths

$415,000

2 beds2.5 baths1,521 sq ft

195 Falmouth Rd Apt 10E, Mashpee, MA 02649

Property at 9 Hideaway Rd Unit F, Buzzards Bay, MA 02532, 1 bed, 1 bath

$638,000

1 bed1 bath500 sq ft

9 Hideaway Rd Unit F, Buzzards Bay, MA 02532

Property at 14 Navajo Rd, Pocasset, MA 02559, 2 beds, 2 baths

$1,150,000

2 beds2 baths1,704 sq ft

14 Navajo Rd, Pocasset, MA 02559

Property at 35 Ashumet Rd Unit 14A, Mashpee, MA 02649, 2 beds, 1 bath

$339,000

2 beds1 bath864 sq ft

35 Ashumet Rd Unit 14A, Mashpee, MA 02649

Property at 28 Plum Hollow Rd, E Falmouth, MA 02536, 4 beds, 2 baths

$699,500

4 beds2 baths1,509 sq ft

28 Plum Hollow Rd, E Falmouth, MA 02536

Property at 44 Cotuit Rd, Bourne, MA 02532, 3 beds, 1 bath

$589,900

3 beds1 bath1,157 sq ft

44 Cotuit Rd, Bourne, MA 02532

Property at 8 W Crossfield Rd, Forestdale, MA 02644, 4 beds, 2.5 baths

$649,000

4 beds2.5 baths2,088 sq ft

8 W Crossfield Rd, Forestdale, MA 02644

Property at 18 Heather Hill Rd, Bourne, MA 02532, 3 beds, 2.5 baths

$599,000

3 beds2.5 baths1,536 sq ft

18 Heather Hill Rd, Bourne, MA 02532

Property at 195 Falmouth Rd Unit 9D, Mashpee, MA 02649, 2 beds, 2.5 baths

$425,000

2 beds2.5 baths1,520 sq ft

195 Falmouth Rd Unit 9D, Mashpee, MA 02649

Property at 9 Coach Ln, Sandwich, MA 02563, 3 beds, 2 baths

$1,395,000

3 beds2 baths1,798 sq ft

9 Coach Ln, Sandwich, MA 02563

Property at 3 Red Brook Pond Dr, Bourne, MA 02532, 4 beds, 3.5 baths

$1,695,000

4 beds3.5 baths3,704 sq ft

3 Red Brook Pond Dr, Bourne, MA 02532

Property at 20 Sandy Way, Mashpee, MA 02649, 3 beds, 2 baths

$699,900

3 beds2 baths1,799 sq ft

20 Sandy Way, Mashpee, MA 02649

Property at 28 Quaker Run, Mashpee, MA 02649, 5 beds, 6 baths

$4,989,000

5 beds6 baths6,366 sq ft

28 Quaker Run, Mashpee, MA 02649

Property at 121 S Shellback Way, Mashpee, MA 02649, 2 beds, 1.5 baths

$479,900

2 beds1.5 baths1,963 sq ft

121 S Shellback Way, Mashpee, MA 02649

Property at 22 Bay View Ave, Bourne, MA 02532, 3 beds, 2 baths

$739,900

3 beds2 baths1,630 sq ft

22 Bay View Ave, Bourne, MA 02532

Property at 4 Bigelow Lndg Rd, Waquoit Village, MA 02536, 3 beds, 2 baths

$410,000

3 beds2 baths1,550 sq ft

4 Bigelow Lndg Rd, Waquoit Village, MA 02536

Property at 16 Route 130, Forestdale, MA 02644, 3 beds, 1 bath

$499,900

3 beds1 bath1,008 sq ft

16 Route 130, Forestdale, MA 02644

Property at 33 Oakwood Ave, Falmouth, MA 02540, 3 beds, 2.5 baths

$799,900

3 beds2.5 baths1,743 sq ft

33 Oakwood Ave, Falmouth, MA 02540

Property at 34 Saddleback Rd, Mashpee, MA 02649, 3 beds, 2 baths

$625,000

3 beds2 baths1,428 sq ft

34 Saddleback Rd, Mashpee, MA 02649

Property at 17 Degrass Rd, Mashpee, MA 02649, 3 beds, 2 baths

$844,000

3 beds2 baths1,700 sq ft

17 Degrass Rd, Mashpee, MA 02649

Property at 6 Heron Way, Mashpee, MA 02649, 4 beds, 3 baths

$1,875,000

4 beds3 baths3,534 sq ft

6 Heron Way, Mashpee, MA 02649

Property at 4 Florence Ave, Mashpee, MA 02649, 3 beds, 2.5 baths

$879,900

3 beds2.5 baths2,514 sq ft

4 Florence Ave, Mashpee, MA 02649

Property at 345 Quaker Rd, North Falmouth, MA 02556, 3 beds, 2 baths

$1,150,000

3 beds2 baths1,414 sq ft

345 Quaker Rd, North Falmouth, MA 02556

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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 Sun Nov 30 2025. 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. © 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Homes with Pools for Sale in Upper Cape

There are currently 397 homes with pools for sale in Upper Cape at a median listing price of $779K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Upper Cape stay on the market for 53 days and receive 1 offers. Popular neighborhoods include Martha's Vineyard, Centerville, Mid Cape, Osterville, and Cotuit. This map is refreshed with the newest listings in Upper Cape every 15 minutes.

In the past month, 156 homes have been sold in Upper Cape. In addition to houses in Upper Cape, there were also 107 condos, 94 townhouses, and 7 multi-family units for sale in Upper Cape last month. Find your dream home in Upper Cape 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 Upper Cape are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Upper Cape. If you're looking to sell your home in the Upper Cape area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Upper Cape with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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