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Cape Cod Vacation Homes

96 Manchester Avenue Oak Bluffs MA 02557

, MA96 Manchester Avenue

Price$1,169,000

Est. Mortgage: $/month

MLS Number 22501875

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 450
  • Town Oak Bluffs

Nestled in the sought-after Lagoon Heights in Oak Bluffs, 96 Manchester Ave is a charming Cape-style home offering a perfect blend of comfort and coastal charm. This well-maintained residence features three spacious bedrooms and two bathrooms. Recent updates enhance both style and functionality, including a new roof, numerous Andersen windows, an outdoor shower, and fresh interior paint. The inviting layout offers a bright and airy feel, complemented by ample natural light. Enjoy the peaceful surroundings while being just a short distance from the Lagoon, local shops, and restaurants. Whether you're looking for a year-round residence, a vacation retreat, or an investment property, this Oak Bluffs gem is a must-see!

Listed by Clifford Ponte of Keller Williams South Watuppa

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$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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99 Heritage Lane Chatham MA 02633

, MA99 Heritage Lane

Price$735,000

Est. Mortgage: $/month

MLS Number 22501878

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,008
  • Parking Spaces 2

What's on your wish list? A primary or vacation home that you can walk to downtown Chatham from with its fine dining, shopping and galleries...or to the bike path & pickleball? Look no further! 99 Heritage Ln is only 2/3 mile to Oyster Pond Beach and minutes away from the many beautiful south side beaches. Enjoy this comfortable 3-bedroom home with a large fenced-in backyard. Recent renovations to the kitchen area and newly installed hardwood floors are included in some of the upgrades. Direct entry 1 car garage and a high ceiling lower level/basement. Property sold partially furnished. Buyer responsible for connecting to Town sewer. Don't let this one get away!

Listed by Ella Leavitt of Kinlin Grover Compass

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%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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30 Grannys Lane Orleans MA 02653

, MA30 Grannys Lane

Price$995,000

Est. Mortgage: $/month

MLS Number 22501848

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,637
  • Parking Spaces 4

Proximity to Pleasant Bay in a lovely walkable and quiet neighborhood and a complete renovation makes this home a stylish and comfortable option for year round or vacation home living. Almost everything is new: quartz kitchen counters and beautiful contemporary glass tile backsplash, stainless appliances, baths, roof, 4'' wide oak hardwood floors, windows and more. Two bedrooms, two full baths, living room with fireplace, a sunroom, and two bonus rooms plus a full basement, two car garage and a large and private yard allow everyone to spread out and spend time outside. Likely room for a pool with verification of size and location. Enjoy Nauset Beach, Pleasant Bay, Rock Harbor sunsets and Skaket Beach depending on your mood. Passed Title V septic for 2 bedrooms and a Board of Health variance in hand for a 3 bedroom alternative system to allow for expansion if desired.

Listed by Christine O Altneu of Berkshire Hathaway HomeServices Robert Paul Properties

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$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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1-3 White Cap Path Sandwich MA 02563

, MA1-3 White Cap Path

Price$1,450,000

Est. Mortgage: $/month

MLS Number 22501842

  • Condo
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 1,922
  • Parking Spaces 3

Rare Beachfront Duplex on Cape Cod Bay!Step straight onto the sand from your door--this exceptional oceanfront offering features two prime beachfront units with direct beach access and breathtaking sunsets. Whether you're looking for a vacation retreat, rental investment, or private coastal escape, this is the perfect opportunity! Live in one unit and rent the other, or keep both as your seaside sanctuary for family and friends. With a proven rental history, these units attract beach lovers eager to experience the charm of Cape Cod. Picture yourself unwinding on your deck, seabirds soaring above, seals playing in the salt water. Both units have been freshly painted with recent updates, including a brand-new roof and new ceiling lights. Enjoy spectacular sunset views and take a short stroll to Tree House Brewery or the newly rebuilt Sandwich Boardwalk.Most furnishings are included with a few exclusions-see list agent. HOA $195 per mo/per unit. Potential for Family Compound next door see 5 White Cap Path on MLS *HOA monthly fee is $195 per unit per month ($390 total for Units 1-3). Covers Master Ins. Policies and common electric which was averaging $20 per month. Units 1 and 3 White Cap Path -Both Units information has been combined on this MLS. Unit 1 Tax is $4,849.29 and Unit 3 Tax is $3,997.90 2025 Tax -Square footage and number of bedrooms and baths have also been combined on this MLS. See Property field card and Tax Bill via TOS website. -Tax ID for Unit 1 is 94-95-1 and Unit 3 Tax ID 94-95-3 -Location: Situated on White Cap Path, a quiet and private road used by only a few homeowners. -Create a family compound by purchasing the neighboring property Unit 5 White Cap Path, Sandwich Ma -Property is located in a flood zone. Unit 1's flood policy may be transferable -see attachment. -The Town of Sandwich is a CRS Community, meaning flood insurance discounts may be available (buyer due diligence recommended). -Sandy beach access from units -See Army Corps of Engineers Beach Replenishment Project See attachment. - Temporary ACOE easement in place and will expire 9/26/2025 -Potential to add beach stairs -subject to Town of Sandwich approval. -Most furnishings includedexcept for a few, ask the agent -Buyer responsible for their own due diligence. All attachments are available on MLS

Listed by Liz Slattery of Gibson Sotheby's International Realty

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%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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785 State Highway Eastham MA 02642

, MA785 State Highway

Price$335,000

Est. Mortgage: $/month

MLS Number 22501782

  • Condo
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 395
  • Parking Spaces 2

This truly delightful and beautifully maintained, classic 1950s cottage condo is ideal for those sun-filled, sandy-toes days of an iconic Cape Cod summer. Biking distance to the famed Rail Trail bikeway path and only minutes to breathtaking Nauset Beach - consistently named a top 10 beach for the entire United States - this incredible opportunity for a 2 bedroom cottage in well-managed Cranberry Cottages cannot be missed. A beloved and well established vacation rental in a community that has existed for 50+ years, this little home is a true piece of Cape Cod that also helps pay for itself should you decide to share it with others. Finally, an affordable, seasonal summer home on the Cape! Open mid April to mid November. Comes furnished. Nauset Beach, First Encounter Beach, Rock Harbor, and Fort Hill all mere minutes from the home. Incredible, highly desirable location!

Listed by Kathleen Conway of Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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 Old Main Street Yarmouth MA 02664

, MA308 Old Main Street

Price$2,300,000

Est. Mortgage: $/month

MLS Number 22501773

  • Residential
  • Bedrooms 12
  • Bathroom 14
  • Square Feet 9,110
  • Town Yarmouth

A rare opportunity to own a spacious and flexible Cape Cod residence in the heart of South Yarmouth. Currently operating as a successful inn, this beautifully restored 19th-century estate features two buildings with 10 ensuite bedrooms--ideal for multi-generational living, vacation sharing, or hosting with ease. Enjoy inviting common areas: a cozy parlor, sunlit atrium, formal dining room, tranquil garden patio, and a chef's kitchen--plus a second kitchen in the private owner's quarters. The owner's new wing also includes a dining room, living area, office, 2 bedrooms, and 2.5 baths--perfect for long-term stays or full-time residence. The charming carriage house offers additional income as a standalone rental or guest house, and--with town approval--potential for an in-law apartment or ADU. Ample parking and a tasteful blend of historic charm and modern updates complete this exceptional home, just minutes from Cape Cod's beaches, restaurants, and attractions.

Listed by Marco DiDomizio and Carol M Edmondson of Inn Advisors

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$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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 Oreo Lane Barnstable MA 02632

, MA35 Oreo Lane

Price$719,000

Est. Mortgage: $/month

MLS Number 22501747

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,401
  • Parking Spaces 4

Tucked away on Oreo Lane, this home is as sweet as its name- affectionately called ''The Cookie House''--and it's easy to see why. With its cheerful charm and warm, welcoming vibe, this home is a true treat. The open-concept layout features a central kitchen with granite countertops, new cabinets, and a center island perfect for casual bites and entertaining while someone fires up the grill just outside. Sliders from the dining area lead to a spacious deck overlooking a generous yard, complete with a new shed and cozy firepit--ideal for evenings filled with s'mores and stories. Sunlight streams through the many windows, dancing off the hardwood floors. The living room features a fireplace as its centerpiece, flanked by built-in bookshelves that add character and function. A first-floor primary bedroom offers direct access to the deck and sits adjacent to an updated full bath with washer and dryer. Upstairs are two fully renovated bedrooms and a second full bath with a walk-in shower. Located just 3/4 of a mile from Covell's and Craigville Beach, this delightful home has been enjoyed as a vacation retreat with a few rental weeks. It's a joy to show and even sweeter to own.

Listed by Karen D Lilly of Property Cape Cod

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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63 Adams Street Bourne MA 02561

, MA63 Adams Street

Price$399,000

Est. Mortgage: $/month

MLS Number 22501740

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 992
  • Town Bourne

Welcome to your year-round Cape Cod home or ideal summer getaway! Just a stone's throw from the Sagamore Bridge, this location is perfect for both commuters and vacationers alike. Tucked away on a quiet side street, yet only five minutes from Historic Downtown Sandwich, Sandwich Marina, and the Cape Cod Canal, you'll enjoy both privacy and convenience.The home is currently set up as a two-bedroom but is a three-bedroom per town record. The interior features an updated bath and an efficient kitchen with new sparkling white appliances, with a deck right off the kitchen, ideal for outdoor dining or relaxation. The level backyard offers plenty of space and includes a large shed. With some creativity, this could become your dream outdoor oasis. Exterior access to the basement is perfect for storing seasonal items like kayaks and beach gear.You can move right in and enjoy but still have plenty of opportunities to customize this charming home to your taste over time. This is a rare find at an attainable price point- just in time for summer!

Listed by Fox Team and Stephanie Lattanzio of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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 Jefferson Shs Road Wareham MA 02532

, MA16 Jefferson Shs Road

Rental Price$4,500

For Rent

MLS Number 22501761

  • Rental
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,747
  • Parking Spaces 4

BUTTERMILK BAY BEACH HOUSE - WINTER RENTAL SEP-MAY $4500/month or WEEKLY RENTAL JUN-AUG $4900/week. Newly Renovated Watervieww Five Bedrooms. Enjoy private beach access and all the Cape offers from this lovely home. Water views, new chef's kitchen and designer bathscombined with historic charm make this the perfect family vacation spot. Swim, kayak or paddle board from the private beach, and enjoy drinksoverlooking the ocean from the front deck. Use the grill to prepare an easy dinner and enjoy s'mores for dessert at the large custom fire pit. All ofyour vacation dreams are waiting to come true. Amenities include beach chairs, towels, and an umbrella along with an outdoor shower to clean upafter beach adventures. Enjoy the private community beach at the foot of the property or use our parking pass for the larger resident's only beach ashort drive away.The home is located in a private community in the village of Buzzard's Bay near Cape Cod minutes away from shops andrestaurants.

Listed by Erin Hovan of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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 Great Hill Road Sandwich MA 02563

, MA15 Great Hill Road

Price$989,000

Est. Mortgage: $/month

Pending

MLS Number 22501694

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,825
  • Town Sandwich

Dreaming of a waterfront property with a private beach on popular Lawrence Pond? Look no further--your dream lifestyle awaits! Act swiftly, as such opportunities seldom come on the market. This contemporary 3-bedroom home, situated on 1.56 acres of private, natural, and low-maintenance grounds adorned with lush perennials, offers multiple possibilities. Whether you envision it as a relaxing vacation spot, spacious family retreat, retirement or rental opportunity for Summer 2025, this property has it all. The main house features a bright open floor plan with cathedral ceilings, loads of windows and two sliders leading to an expansive deck where you can enjoy the uninterrupted stunning views that provide a constant connection to the outdoors and its seasonal changes. The main floor includes a galley kitchen, bedroom with attached bath, and a charming loft area. The finished walk-out lower level adds additional living space including large flex area, bath/laundry, another bedroom with private bath and a spacious three-season room designed for tranquil summer evenings, offering breathtaking views of the pond. A detached two-car garage with additional bd & bath with an expansiv finished room above, adorned with honey-toned pine paneling, skylights, large palladium window, and a sliding door leading to a private deck. This versatile space is ideal for a home business or accommodating guest overflow. The property also includes a charming cottage with electricity (can you say summer camp?) with private deck designed for summer entertaining, and even a separate cabana for convenient swimsuit changes or storing all your beach and lake gear. Take a leisurely stroll down the boardwalk path to your own private sandy beach, where you can indulge in lazy days filled with swimming, boating, and fishing. As the sun sets, cherish special evenings entertaining and enjoying breathtaking sunsets with friends and family. The owners have made significant high-value upgrades, including the installation of new mini-split systems (converted from oil to heat pump in 2024), an on-demand water system, a completely repainted exterior, and new roofs on all buildings except the garage (2023). Additionally, a new Title V system was installed in 2005. With further improvements, this property has the potential to become a real showplace, thanks to its multiple buildings, versatile usage possibilities, and private beach on the popular Lawrence Pond. Conveniently located nearby are several shops, golf, marina, restaurants, historic 6A, beaches, and highway entrance.

Listed by Cape Cod Retirement Group of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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

broker reciprocity 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. Summary or thumbnail real estate listings held by brokerage firms other than Strawberry Hill Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Strawberry Hill Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated April 28, 2025 6:22 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

Strawberry Hill Real Estate has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.