3 Bedroom 2 Bath homes for sale & real estate in Winding Cypress, FL

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ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Winding Cypress, FL
This impeccably maintained residence offers an exceptional living experience. The open floor plan features three spacious bedrooms, a versatile den or flex room, and two full bathrooms. Elegant details include crown molding, tray ceilings, plantation shutters, Hunter Douglas blinds, and updated flooring. The added sunroom provides a tranquil space for relaxation or entertaining. The custom designed kitchen equipped with under-cabinet lighting, granite countertops, a wall oven with microwave, gas cooktop, matching range hood, soft-close drawers with pull outs, and a walk-in pantry for more than ample storge. This property sits on an oversized, private lot with tropical landscaping, a newly

$849,900

3 beds2 baths2,230 sq ft

7211 Live Oak Dr, Naples, FL 34114

Open floor plan • Sunroom • Granite countertops

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Winding Cypress, FL
Rare villa opportunity in Winding Cypress! This turnkey, fully furnished villa sits on an extra-large, ultra-private lot with exceptional spacing between neighbors, creating a peaceful and open feel that is hard to find. The backyard is a retreat, featuring a saltwater private pool framed by mature cypress trees, colorful landscaping and wide natural preserve views. Inside, the home offers thoughtful upgrades including 8-foot interior doors, new bedroom flooring, refreshed landscaping and built-in garage storage that helps keep everything organized. As a natural gas home, it features gas cooking and provides flexibility for future enhancements, offering efficiency and convenience. Living in

$600,000

3 beds2 baths1,554 sq ft

7167 Live Oak Dr, Naples, FL 34114

Extra-large lot • New bedroom flooring • 6,098 sq ft lot

OPEN JAN 4, 1PM TO 4PM

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Winding Cypress, FL
The Martin Ray Floor Plan is PRIVACY-PRIVACY-a REAL Piece of Florida Paradise. An exceptional model styled home on a premium lot with rare, unobstructed views of the lake and the Preserve. This residence offers unmatched privacy and outdoor living, with two standout features: an expansive screened lanai with custom accent lighting, saltwater, heated pool, plus an outdoor dry bar with refrigerator and cabinetry—all designed to create your own private resort overlooking nature. Inside, every detail reflects model-quality craftsmanship. The home showcases a chef’s kitchen with Alexa-linked gas 5 Burner stove/oven, upgraded cabinetry with pull-out drawers, upgraded appliances.

$1,188,000

3 beds2 baths2,166 sq ft

7457 Winding Cypress Dr, Naples, FL 34114

Screened lanai • Unobstructed views • Butler's wine bar

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Winding Cypress, FL
Stunning 3-Bedroom + Den Home in Sought-After Winding Cypress – Welcome to your dream home in the prestigious, resort-style community of Winding Cypress in Naples, FL. Built in 2022, this impeccably maintained 3-bedroom + den, 2-bathroom residence blends modern design with everyday comfort. Step inside to find an open-concept floor plan featuring, abundant natural light, and contemporary finishes throughout. The kitchen boasts quartz countertops, stainless steel appliances, a large center island, and a spacious pantry—perfect for entertaining or casual family meals. The flexible den space offers the ideal setup for a home office, media room, or guest overflow. The primary suite

$925,000

3 beds2 baths2,084 sq ft

6902 Winding Cypress Dr, Naples, FL 34114

Quartz countertops • Large center island • Spacious pantry

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Winding Cypress, FL
Discover refined living with this beautifully appointed villa in Winding Cypress, where luxury and comfort meet in perfect balance. Designed for those who appreciate both elegance and ease, this home offers an unparalleled lifestyle inside and out. Arriving fully furnished and enhanced by the sellers’ two-seater Club Car golf cart, this property delivers a true move-in ready experience. Every detail has been curated for effortless enjoyment, whether you’re entertaining guests or savoring quiet moments at home. The gas-heated pool invites you to relax in your own private oasis, while the outdoor kitchen transforms casual gatherings into memorable evenings under Florida’s op

$749,900

3 beds2 baths1,594 sq ft

7670 Jacaranda Ln, Naples, FL 34114

Quartz countertops • Samsung appliances • Chef's kitchen

Property at 6699 Pennyroyal Dr, Naples, FL 34114, 3 beds, 2 baths

$925,000

3 beds2 baths2,094 sq ft

6699 Pennyroyal Dr, Naples, FL 34114

Property at 6787 Pennyroyal Dr, Naples, FL 34114, 3 beds, 2 baths

$959,900

3 beds2 baths2,186 sq ft

6787 Pennyroyal Dr, Naples, FL 34114

Property at 7057 Live Oak Dr, Naples, FL 34114, 3 beds, 2 baths

$819,000

3 beds2 baths2,230 sq ft

7057 Live Oak Dr, Naples, FL 34114

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OPEN TODAY, 2PM TO 4PM

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Winding Cypress, FL
Beautifully updated Tifton model featuring a coveted extra-length garage with under-air storage room, located in the highly desirable gated community of Verona Walk. This meticulously maintained home showcases crown molding, plantation shutters, fresh interior paint (2025), exterior paint (2020), ceiling fans, solar-tinted windows, diagonal tile flooring, and both electric and accordion hurricane shutters. The well-appointed kitchen boasts granite countertops, a custom backsplash, pull-out cabinetry, and an extended island with storage on both ends, making it ideal for entertaining. The bright dining area is enhanced by three large windows, filling the space with natural light. The spacious

$725,000

3 beds2 baths2,188 sq ft

8595 Palermo Ct, Naples, FL 34114

Gated community • Plantation shutters • Ceiling fans

3D WALKTHROUGH

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Winding Cypress, FL
Welcome to this beautifully maintained lakefront home, thoughtfully cared for and ideally situated in the gated community of Reflection Lakes. This 3-bedroom, 2-bath residence features a spacious, open floor plan perfectly suited for both comfortable everyday living and effortless entertaining. The bright, airy interior is enhanced by high ceilings and an inviting layout. The generous primary suite offers peaceful lake views and a private en-suite bath with dual vanities, a relaxing soaking tub, and a walk-in shower. Step out to the private screened and enclosed lanai, where tranquil lake views set the stage for outdoor dining, unwinding, or hosting guests—capturing the essence of Flo

$515,000

3 beds2 baths1,814 sq ft

14088 Mirror Ct, Naples, FL 34114

Gated community • Clubhouse • Tranquil lake views

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Winding Cypress, FL
Tucked away in the heart of Ole at Lely Resort, this charming Santa Ana End Unit townhome feels more like a private retreat than a typical condo. With three spacious bedrooms, two and a half baths, and an open, inviting layout, it’s the perfect place to call home—whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity. The kitchen features granite countertops, a walk-in pantry, and sleek stainless steel appliances, all opening up to a bright and airy living space where you can unwind or entertain with ease. Upstairs, the primary suite is your own personal sanctuary, complete with a walk-in closet and an en-suite bath that boasts dual si

$449,995

3 beds2.5 baths1,715 sq ft

9063 Capistrano St N #4401, Naples, FL 34113

Dual sinks • Walk-in closet • En-suite bath

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Winding Cypress, FL
Beautifully Remodeled 1974 home TURNKEY (everything, everything stays!!), Move-In Ready!! This immaculately maintained home has been thoughtfully remodeled, featuring 3/4 plywood sub-flooring throughout and consistent laminate wood like flooring for a clean, modern, cohesive look. Offering 3 bedrooms and 2 full bathrooms, approximately 2200sf, the home is warmly furnished, creating a cozy welcoming atmosphere with plenty of space for family & friends. Spacious Florida room with wrap around windows. Being sold FULLY TURNKEY- everything stays-making it perfect as a move-in-ready residence or a fantastic investment opportunity. Located mid-street in a charming hidden-gem community, one o

$275,000

3 beds2 baths1,676 sq ft

41 Sonderhen Dr, Naples, FL 34114

Florida room • Plywood sub-flooring • Attached shed

OPEN TODAY, 1PM TO 4PM

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Winding Cypress, FL
Carrington Model , Original Owner , Built in 2012 , This Open floor plan with 3bdrms and 2 full baths . ALSO HAS AN OVERSIZED LOT with Easy access to install a custom pool. There is also Extra Hurricane Protection with custom Accordion shutter's . Upgraded Stainless steel and granite counter tops, extended tile , freshly painted epoxy garage floor . Verona Walk offers 24 hr. guarded gated entry, lighted tennis, bocce ball, basketball and pickle ball courts, resort-size community Lagoon pool, lap pool, tot lot, over 20 miles trails, 24/7 gym, post office, café/restaurant, ice cream Shoppe, hair salon, gas station, library, computer center, ballroom, card rooms, and a full-time activit

$439,000

3 beds2 baths1,540 sq ft

8379 Karina Ct, Naples, FL 34114

Extended tile • Granite counter tops • Oversized lot

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Winding Cypress, FL
Discover this beautifully updated first-floor end-unit condo located in the highly desirable community of Lely Resort. This spacious 3 bedroom, 2 bath residence offers an inviting layout filled with natural light and stylish updates throughout. Enjoy stunning golf and landscaped views from your private lanai that's perfect for peaceful mornings or relaxing evenings. Amenities are close by that include a pool, spa, tennis and residents also have the option to join the Players Club, adding access to exceptional amenities if desired. With its prime location close to restaurants, shopping, Naples’ 5th Avenue, and the beach, this condo combines comfort, convenience, and a true Southwest Fl

$350,000

3 beds2 baths1,432 sq ft

8075 Tiger Cv #1706, Naples, FL 34113

First-floor end-unit • Prime location • Private lanai

Property at 8700 Querce Ct, Naples, FL 34114, 3 beds, 2 baths

$479,000

3 beds2 baths1,437 sq ft

8700 Querce Ct, Naples, FL 34114

Property at 8941 Malibu St #1, Naples, FL 34113, 3 beds, 2 baths

$399,900

3 beds2 baths1,770 sq ft

8941 Malibu St #1, Naples, FL 34113

Property at 7063 Toscana Ct, Naples, FL 34114, 3 beds, 2.5 baths

$849,000

3 beds2.5 baths2,000 sq ft

7063 Toscana Ct, Naples, FL 34114

Property at 9110 Capistrano St S #8402, Naples, FL 34113, 3 beds, 2 baths

$479,000

3 beds2 baths1,771 sq ft

9110 Capistrano St S #8402, Naples, FL 34113

Property at 9063 Capistrano St N #4408, Naples, FL 34113, 3 beds, 2.5 baths

$449,900

3 beds2.5 baths1,800 sq ft

9063 Capistrano St N #4408, Naples, FL 34113

Property at 14558 Manchester Dr, Naples, FL 34114, 3 beds, 2 baths

$605,000

3 beds2 baths1,760 sq ft

14558 Manchester Dr, Naples, FL 34114

Property at 8516 Benelli Ct, Naples, FL 34114, 3 beds, 2 baths

$850,000

3 beds2 baths2,188 sq ft

8516 Benelli Ct, Naples, FL 34114

Property at 14598 Grapevine Dr, Naples, FL 34114, 3 beds, 2 baths

$449,000

3 beds2 baths1,391 sq ft

14598 Grapevine Dr, Naples, FL 34114

Property at 14291 Manchester Dr, Naples, FL 34114, 3 beds, 2 baths

$719,000

3 beds2 baths2,116 sq ft

14291 Manchester Dr, Naples, FL 34114

Property at 9081 Albion Ln S #6508, Naples, FL 34113, 3 beds, 2.5 baths

$525,000

3 beds2.5 baths1,800 sq ft

9081 Albion Ln S #6508, Naples, FL 34113

Property at 14134 Nautica Ct, Naples, FL 34114, 3 beds, 2.5 baths

$625,000

3 beds2.5 baths1,841 sq ft

14134 Nautica Ct, Naples, FL 34114

Property at 8407 Benelli Ct, Naples, FL 34114, 3 beds, 2 baths

$749,000

3 beds2 baths2,188 sq ft

8407 Benelli Ct, Naples, FL 34114

Property at 9066 Albion Ln N #5104, Naples, FL 34113, 3 beds, 2 baths

$475,000

3 beds2 baths1,771 sq ft

9066 Albion Ln N #5104, Naples, FL 34113

Property at 8055 Tiger Cv #608, Naples, FL 34113, 3 beds, 2 baths

$445,000

3 beds2 baths1,646 sq ft

8055 Tiger Cv #608, Naples, FL 34113

3 Bedroom 2 Bath Homes for Sale in Winding Cypress

There are currently 8 3 bedroom 2 bath homes in Winding Cypress. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winding Cypress stay on the market for 144 days. Popular neighborhoods include Winding Cypress, Naples Reserve Golf Club, Naples Reserve, Falling Waters Beach Resort, Fiddler's Creek, Royal Fakapalm, and South Naples. This map is refreshed with the newest listings in Winding Cypress every 15 minutes.

In the past month, 5 homes have been sold in Winding Cypress. In addition to houses in Winding Cypress, there were also 0 condos, 1 townhouse, and 0 multi-family units for sale in Winding Cypress last month. Find your dream home in Winding Cypress 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 Winding Cypress are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winding Cypress. Our Winding Cypress real estate stats and trends will give you more information about home buying and selling trends in Winding Cypress. If you're looking to sell your home in the Winding Cypress area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winding Cypress with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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