Sands REPM

7156 Live Oak DR photos

Screened enclosure featuring a freeform pool with waterfall feature and paver decking and electric shutters
Located on a quiet, low-traffic street within the highly desirable community of Winding Cypress
This kitchen features a functional layout adjacent to the dining area and great room, facilitating a seamless flow throughout the home.
Modern kitchen featuring a spacious island, premium stainless steel appliances, and located in a desirable natural gas community.
Large open great room area
7156 Live Oak DR photo 6
This open-concept great room features triple sliding glass doors that open to an expansive covered lanai, offering scenic views of the pool and a private rear yard.
Located off the kitchen with lots of natural light flowing through
Primary Bedroom with space for a king-size bed and neutral tones that complement the tile flooring.
Bedroom featuring a tray ceiling, ceiling fan with integrated lighting, window with blinds, and tile flooring
Large primary bathroom with dual-vanity granite countertops, wood cabinetry, walk-in shower, and a separate walk-in closet.
This is the second guest bedroom in the home, featuring a spacious room filled with abundant natural light streaming through the window, a generous closet providing ample storage space and durable, low-maintenance tile flooring throughout the entire room.
Guest Bathroom featuring granite countertop, undermount sink, tub and shower.
This bright guest bedroom features neutral wall tones that complement the tile flooring, as well as a large walk-in closet providing ample storage space.
Outdoor gourmet kitchen with high-end grill, stone prep counters, and integrated dining area perfect for entertaining.
Screened pool area featuring a curved swimming pool with water feature, tile surrounding paver deck, complete private rear yard
Screened-in pool area featuring a freeform swimming pool , paver decking, and lush perimeter landscaping
7156 Live Oak DR photo 18
7156 Live Oak DR photo 19
Winding Cypress entrance featuring a stone water fountain with multiple cascades and accent lighting.
Expansive wooden boardwalk with safety railings, surrounded by natural landscaping
Tennis and pickleball courts surrounded by landscaped grounds and pedestrian pathways- 4 additional Pickleball courts coming soon
Expansive resort-style swimming pool featuring a free-form design with 2 lap swimming lanes, integrated spa, and ample surrounding patio space
Multiple outdoor courts with blue playing surfaces and green surrounds
Expansive covered patio for residents to enjoy
Community bocce ball courts has open play and a fun fall league
Spacious fitness center featuring a variety of cardio and strength training equipment, extensive window line
Expansive resort-style pool featuring a freeform design, complete with an on-site restaurant for lunch, dinner, or drinks with friends.
Aerial perspective showcasing residential properties amidst lush green landscapes and water features
Aerial perspective showcasing a residential community with lush preserve landscaping
Aerial view of a residential community featuring, manicured lawns, and mature landscaping
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7156 Live Oak DR, NAPLES

Villa Attached

Active

$599,900

3

Beds

2

Baths

1,554

Sqft

Est. $3,693/mo · Get pre-qualified

Home Type: Villa AttachedYear Built: 2015Sqft: 1,554Price/Sqft: $386Lot Size: 0.13 acresHOA: $1,441 / quarterly

Welcome to your private paradise in the highly sought-after, resort-style community of Winding Cypress! This TURNKEY FURNISHED true 3-bedroom, 2-bathroom villa offers the ultimate blend of luxury, comfort, and effortless living is move-in ready for your immediate enjoyment. The 2-car attached garage—complete with convenient overhead storage racks and additional utility sink—offer great convenience. Discover a bright, open-concept living space featuring seamless tile flooring throughout. The spacious great room flows effortlessly into your own private outdoor oasis. The enlarged screened lanai offers you enjoyment of a private pool and outdoor grill kitchen, located on a exceptionally private lot that offers a serene, peaceful retreat for relaxation or entertaining. The owner’s suite serves as a tranquil escape, boasting elegant tray ceilings and an ensuite bath complete with a dual-sink vanity, a walk-in shower, a linen closet, and a generous walk-in closet. Two additional bedrooms provide ample space and privacy for visitors and guests. Key upgrades and features include: Brand-NEW HVAC Unit for year-round comfort and energy efficiency. Storm Smart ELECTRIC STORM SHUTTERS on the rear lanai. ACCORDION SHUTTERS on all exterior windows for ultimate peace of mind and storm protection. Winding Cypress is renowned for its world-class amenities, including a resort-style pool, a resident-only restaurant, pickleball, tennis, bocce, a state-of-the-art fitness center, two dog parks, and a vibrant social calendar. Perfectly positioned just minutes from the award-winning beaches of both Naples and Marco Island, as well as shopping, dining, and entertainment, this property is an ideal choice for a full-time residence, a seasonal retreat, or a savvy investment option. Don't miss this rare opportunity to live the Florida dream!

59 days on market · Listing updated August 2, 2026

Location

Facts & Features

Interior Features:
Split Bedrooms, Great Room, Guest Room, Built-In Cabinets, Wired for Data, Pantry, Walk-In Closet(s)
Appliances:
Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Self Cleaning Oven, Washer
Flooring:
Tile
Laundry:
Inside, Sink
Primary Bathroom:
Dual Sinks, Shower Only
Kitchen:
Pantry, Walk-In Pantry
Dining Room:
Breakfast Bar, Dining - Living
Entry Level:
1
Heating:
Central Electric
Cooling:
Central Electric
Gas:
Natural
Utilities:
Underground Utilities, Natural Gas Connected, Cable Available, Natural Gas Available
Sewer:
Central
Water Source:
Central
Security:
Smoke Detector(s), Smoke Detectors
Exterior Features:
Gas Grill, Outdoor Grill, Outdoor Kitchen, Privacy Wall
Construction:
Concrete Block, Stucco
Roof:
Tile
Patio / Porch:
Screened Lanai/Porch
View:
Landscaped Area, Preserve
Waterfront:
None
Direction Faces:
Northwest
Lot Features:
Regular
Irrigation:
Central
Road Surface:
Paved
Road Frontage:
Private Road
Structure Type:
Duplex
Parking:
Driveway Paved, Paved, Garage Door Opener, Attached
Garage Spaces:
2
Pool:
Community Lap Pool, In Ground, Concrete, Electric Heat, Screen Enclosure
Windows:
Double Hung, Shutters, Shutters Electric, Window Coverings
Community Features:
Bocce Court, Business Center, Cabana, Clubhouse, Pool, Community Room, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated, Tennis
Subdivision:
WINDING CYPRESS
Annual Taxes:
$7,182
Pets Allowed:
Number Limit
Furnished:
Turnkey
Possession:
Close Of Escrow
Listing Terms:
Buyer Finance/Cash

Price History

DateEventPrice
Jul 4, 2026Original list price$599,900

Reflects listing data on file, not a complete transaction history.

Listed by Theresa Bocka, William Raveis Real Estate

Co-listed by Paul Bocka, William Raveis Real Estate

$599,900

7156 Live Oak DR, NAPLES

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$3,693

est. monthly payment

Estimate only — actual payment depends on your lender, credit profile, and final loan terms.

The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.