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64 Falling Leaf Ln, Barnstable
$850,000
2 Beds ⋅ 2 Baths ⋅ 73490605 MLS
On an elevated lot in Osterville's desirable Schooner Village sits this light-filled indoor-outdoor living home. Lovingly held by the original family owners, the free-flowing 1-floor layout optimizes living, dining & kitchen spaces, and feels much larger than the square footage and bedroom count suggest. Walk straight out to your sunny deck or while away summer days in your classic screened porch overlooking gardens. Wood floors, eat-in kitchen, expansive primary bedroom suite, 1st floor laundry, gas fireplace, outdoor shower, generator, owned solar panels, direct entry 2-car garage & walkout basement. Enjoyable year round, this easy-care home is ideal for owner occupancy or investment, in 2025 grossing more than $42,000 in seasonal rental income. A walkable Osterville neighborhood south of Rt 28, close to shopping, villages, beaches, marina, nature trails, golf, highway access to Boston. Buyers & agents to verify all herein. Photos, taken a few years ago, represent property fairly.

64 Falling Leaf Ln, Barnstable

Listing courtesy of Listing Agent: from Listing Office: Sotheby's International Realty.

727 Main St Unit F3, Barnstable
$670,000
2 Beds ⋅ 2 Baths ⋅ 73522563 MLS ⋅ ['Wianno Knoll'] BLDG.
Just in time for summer comes this bright, stylishly updated second-floor condo in a prime Osterville village setting. Thoughtfully renovated with wood floors and an open-concept floorplan, everything you need for effortless seaside living is here. The eat-in kitchen features stone countertops, stainless steel appliances, island and built-in banquette, with French doors opening to a charming Juliet balcony from which you can watch Osterville go by. Off the living areas are the spacious primary with ensuite bath, plus a large guest bedroom and second full bath. Brick fireplace, in-unit laundry closet , parking, plus ample storage. All these complete the easy living package. Seldom do Wianno Knoll residences become available: schedule your private showing today. Buyers and agents please verify all herein.

727 Main St Unit F3, Barnstable

Listing courtesy of Listing Agent: Debra Caney from Listing Office: Sotheby's International Realty.

30 Pond St, Barnstable
$665,000
3 Beds ⋅ 1 Baths ⋅ 73460432 MLS
Attention contractors, developers, and homeowners with a vision! Full acre lot less than 1/2 mile from both Osterville Village center and Joshua Pond Beach. Close to all the amenities, yet people describe this unique property as a private ''compound.'' Upon entering the gates, you instantly feel the outside world disappear and you've reached the quintessential Cape escape. Current structure needs to be demolished, but the 3-bed septic may be usable (not inspected). In addition to the house there exists a shed and previously there was a detached garage onsite (demolished 1995). As always, please verify any and all details contained herein with the proper authorities. Your opportunity to construct one of Osterville's finest homes is here!

30 Pond St, Barnstable

Listing courtesy of Listing Agent: Aidas Kupcinskas from Listing Office: Foran Realty, Inc..

435 Old Mill Road, Barnstable
$655,000
3 Beds ⋅ 2 Baths ⋅ 73460268 MLS
Turn-key Osterville ranch with privacy, land, and major updates, walk to the Village and minutes to Dowses Beach. Tucked at the end of a long shell driveway, this inviting home offers classic Cape Cod charm. Set on a private .75-acre lot abutting acres of town conservation land, the home provides a rare sense of space and serenity while remaining walkable to the village and minutes from Dowses Beach. Enjoy indoor-outdoor living with an expansive deck, large backyard, outdoor shower, and nearby trails to Micah’s and Joshua’s Ponds. Inside, the open layout features bright living and dining spaces, three bedrooms, and a full bath on the main level. The finished lower level adds a second full bath, laundry, office, and additional living area ideal for guests. Major improvements include a newer roof, gas furnace, gas water heater, and updated windows. A move-in-ready home in one of Cape Cod’s most desirable villages—ideal for year-round living, a summer retreat, or investment.

435 Old Mill Road, Barnstable

Listing courtesy of Listing Agent: Gerald Mullen from Listing Office: NextHome Signature Realty.

6 Nathans Way, Barnstable
$650,000
3 Beds ⋅ 2 Baths ⋅ 73539875 MLS
Welcome to 6 Nathans Way, a beautifully refreshed 3-bedroom, 2-bath home offering 1,630 square feet of living space in sought-after Osterville. Updated with new flooring and fresh interior paint throughout, this move-in ready home combines timeless Cape Cod charm with functionality. The inviting floor plan provides spacious living areas filled with natural light, creating an ideal setting for both everyday living and entertaining. The well-designed layout features a first-floor main bedroom and en-suite and two generously sized bedrooms on the second floor with a shared full bath. There is an attached 1-car garage leading into the kitchen that features stainless steel appliances and granite countertops. There is an unfinished walkout basement waiting for your personal finishing touch. Set on a corner lot in a desirable neighborhood, the property features outdoor space for relaxing, gardening, or enjoying summer evenings on Cape Cod. New 3-bedroom septic to be installed by seller.

6 Nathans Way, Barnstable

Listing courtesy of Listing Agent: Nicole DeFrancesco from Listing Office: Silverstone Capeside Realty Group.

17 Avalon Cir, Barnstable
$611,500
3 Beds ⋅ 2 Baths ⋅ 73421488 MLS
Osterville. This updated 3-bedroom ranch has 1.5-bathrooms and is easy one-floor living in one of Barnstable's most sought-after villages. 1,316 sq. ft. of living space includes a primary suite with private half bath and 2 additional large bedrooms. Gleaming hardwood floors throughout new in 2022. New roof (2022), HVAC system (2021), New oil tank (2025). The kitchen flows into the dining area and living room fantastic for family dinners. Step outside to a generous yard featuring a new patio and stunning stone retaining walls, ideal for entertaining and summer fun. One-car garage and full basement with interior, exterior and walk out access. Only 3.5 miles to Osterville's beaches, 2.5 miles to vibrant Main Street with upscale shops, galleries, and dining. The perfect blend of location, comfort, and coastal lifestyle—ideal as a year-round home, vacation retreat, or investment! This home is move in ready and easy to show. Don't miss out on this opportunity to own your Osterville Oasis.

17 Avalon Cir, Barnstable

Listing courtesy of Listing Agent: John Fallon from Listing Office: LAER Realty Partners.

920 Main St Unit 2-1, Barnstable
$600,000
2 Beds ⋅ 2 Baths ⋅ 73430069 MLS ⋅ ['Osterville Village'] BLDG.
Osterville, the place to enjoy shopping, dining, and small village community all year round. This lovingly updated condo in Osterville Village is just the place for you. One floor living at it's best. Step through the main entry directly into your 2 bed, 2 bath, ranch style home. Gleaming hardwoods, fresh paint, new appliances and windows, beautiful built ins, and wood burning fireplace. The common area is just the right vibe to make all your stress disappear. Open the slider to your private patio and grill up dinner, or sip your morning coffee and watch the village wake up. Enjoy meals together in your dining room off the kitchen which offers new flooring and appliances. Laundry Closet, pantry, and linen closets so you have plenty of storage! Full bath and both bedrooms are right down the hall. Convenient and clean, the primary ensuite offers plenty of room and ample storage as well. Move right in and enjoy all of Osterville's offerings and Dowses Beach is just around the corner!

920 Main St Unit 2-1, Barnstable

Listing courtesy of Listing Agent: Madeline LaCroix from Listing Office: Keller Williams Realty.

268 Bumps River, Barnstable
$575,000
2 Beds ⋅ 1 Baths ⋅ 73439952 MLS
Welcome to this charming ranch in Osterville, one of Cape Cod's most coveted villages south of Route 28. This 2 bedroom (with passing 3 BR septic design) and 1 bath home features hardwood floors, a renovated kitchen with quartz countertops and stainless appliances, and a partially finished basement with family room, laundry, and space for overflow guests. Enjoy modern comforts with new central A/C and gas heat. The private, fenced backyard is a true retreat with mature plantings, a deck, shed, greenhouse, and an enclosed outdoor shower. With 1,180 sq. ft. including the finished lower level, this home is ideally located near Osterville Village shops and dining, plus beautiful nearby beaches. Plenty of room for expansion with plans for attached garage.

268 Bumps River, Barnstable

Listing courtesy of Listing Agent: Christine Richards from Listing Office: Kinlin Grover Compass.

31 Galahad Cir, Barnstable
$540,000
4 Beds ⋅ 3 Baths ⋅ 73484916 MLS
Great opportunity for sweat equity in Osterville, south of Route 28! This spacious 3-bedroom, 3-bath home offers flexible living with a fully permitted in-law apartment. The main home features a large living room with fireplace, a cozy dining room/walk thru area, and a kitchen with abundant storage. The primary bedroom overlooks the fully fenced backyard and includes a private full bath. An additional bedroom, full bath, and separate office complete the main level. The in-law apartment offers its own full-size kitchen, separate living room, bedroom, and full bath, plus access to a partially finished walk-out basement--ideal for entertainment or future additional living space. All this set on a sunny .45-acre lot, this home offers space, versatility, and great potential in a desirable Osterville location. Priced to sell--don't miss this opportunity! NOTE that new owner will need Town of Barnstable approval for the in-law apartment.

31 Galahad Cir, Barnstable

Listing courtesy of Listing Agent: Tanya Chadwick from Listing Office: Today Real Estate, Inc..

105 Parker Rd Unit B, Barnstable
$535,000
2 Beds ⋅ 3 Baths ⋅ 73522962 MLS ⋅ ['Fairwinds'] BLDG.
Offered for the first time in twenty-five years, this spacious two bedroom, two and one half bath condo at Fairways in Osterville village is perfect for summer or year-round living. The condo abuts the Wianno Golf course and offers three floors of living including basement storage and a detached one car garage.. The second floor includes a light-filled living room lined with windows,a gas fireplace, a screened porch with views of the 5th hole of Wianno Golf course, a large, bright dining room, kitchen,and a half bath with laundry. The third floor offers a spacious prmary bedroom with high ceiling, a private balcony with views and and an ensuite-bath. Stairs lead to a lovely office loft area facing the golf course. A second bedroom has a tray ceiling, full bath and closet. The condo is ideally located close to the village with restaurants, shops, marinas, library, churches and Dowses Beach.This is a wonderful opportunity to live and entertain close to the action of Osterville.

105 Parker Rd Unit B, Barnstable

Listing courtesy of Listing Agent: Gene Orloff from Listing Office: Sotheby's International Realty.

39 Tower Hill Road Unit 15B, Barnstable
$410,000
2 Beds ⋅ 2 Baths ⋅ 73455381 MLS
Explore the exciting potential of 39 Tower Hill Road, Unit 15B in Osterville, MA. This first-floor unit offers 1,260 square feet, presenting a unique opportunity for customization in the highly sought-after Tower Hill community. With 2 bedrooms and 2 bathrooms, this residence is ripe for full renovation, allowing you to craft your dream home from the ground up. Nestled in a prime Village location, this property offers a blend of comfort and convenience, just steps away from local amenities and charm. Seize the opportunity to transform this space into a masterpiece, tailored to your taste and lifestyle. This is an investment in the heart of Osterville that promises both potential and promise.

39 Tower Hill Road Unit 15B, Barnstable

Listing courtesy of Listing Agent: Witter & Witter Boston / Cape Cod Connection from Listing Office: Compass.

3040 Falmouth Rd Unit H, Barnstable
$327,000
2 Beds ⋅ 1 Baths ⋅ 73441413 MLS ⋅ ['Osterville Pines'] BLDG.
All utilities—heat and electric—are covered by the monthly fee (except cable), making this an unbeatable buy!Welcome to 3040 Falmouth Road, Unit H—a rare free-standing condo in the desirable Osterville Pines community. This charming home lives like a single-family residence, featuring hardwood floors, high ceilings, a cozy living room, and a bright eat-in kitchen. Two sun-filled bedrooms offer comfortable living, while the beautifully renovated bathroom includes a step-in shower with river stone mosaic, stylish tilework, and modern finishes. A private slider opens to your own peaceful patio—perfect for morning coffee or unwinding at day’s end. Just steps to the association pool and laundry, with one dedicated parking space plus guest parking. Ideally located minutes from Osterville Village, Dowses Beach, and local shops, this hidden gem is perfect for a Cape getaway, investment, or year-round living. Note: Taxes reflect residential exemption.

3040 Falmouth Rd Unit H, Barnstable

Listing courtesy of Listing Agent: Livia Freitas Monteforte from Listing Office: Compass.

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