Recently Listed Open House 3/29 1pm - 3pm
7121 Live Oak DR
Naples, FL, 34114 $ 615,000
Bedrooms2 Baths2.0 Sq 1,554 Monthly Estimate*
$ 3,787
for $615,000 with 2 bedrooms and 2 full baths. This 1,554 square foot home was built in 2016 on a lot size of 0.15.
Nestled within the gated, amenity-rich community of Winding Cypress, this thoughtfully designed turnkey furnished two-bedroom plus den, two-bath residence offers an exceptional blend of comfort, quality, and relaxed Florida living. The open floor plan is enhanced by wood flooring throughout the main living areas, along with crown molding, and a distinctive coffered ceiling in the living and dining area, creating a refined yet inviting atmosphere. The kitchen is both elegant and functional, featuring 42" white cabinetry, granite countertops, tile backsplash, undercabinet lighting, and stainless-steel appliances—ideal for everyday living and entertaining alike. A flexible den with French doors provides the option for a private home office, media room, or additional guest space. Seamless indoor-outdoor living is achieved through the expansive custom lanai, designed for entertaining with an outdoor kitchen complete with gas grill, refrigerator, and sink, an above-ground HotSprings hot tub with beautiful outdoor furnishings including a dining table for six, over-sized parasol umbrellas that provide shade, and picture-frame lanai screens that showcase peaceful preserve surroundings. Additional highlights include a whole-house gas generator, two-car garage, and plantation shutters. Winding Cypress is a natural gas community thoughtfully designed around preserved natural beauty and an active, social lifestyle. At its heart is an impressive clubhouse with a heated resort-style pool and spa, poolside dining at The Shady Palm, state-of-the-art fitness center, library, and community gathering rooms. Other amenities include pickleball and tennis courts, bocce courts, dog parks, a community garden, and scenic walking and nature trails. Known for its welcoming atmosphere and beautifully maintained grounds, Winding Cypress offers a true sense of community while remaining conveniently close to everything Naples has to offer. A six-passenger well-maintained golf cart is included for effortless access throughout the neighborhood.
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Open House
3/29/2026 1:00 PM - 3:00 PM
7121 Live Oak DR Naples, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities Closet Cabinets Coffered Ceiling(s) French Doors Laundry Tub Pantry Tray Ceiling(s) Walk-In Closet(s) Window Coverings
Flooring Carpet Tile Wood
Furnished Y/N Turnkey
Total Stories 1
Air Conditioning Y/N Y
Heating Y/N Y
Window Features Window Coverings
Fireplace Y/N N
Half Baths 0
Laundry Features Laundry in Residence Laundry Tub
Total Bedrooms 2
Total Baths 2
Dining Room Features Breakfast Bar Dining - Living
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GeneralHeating Central Electric
Cooling Central Electric
Roof Tile
Appliances Dishwasher Disposal Dryer Grill - Gas Microwave Range Refrigerator/Icemaker Washer
HOA Fee 6220
Garage Spaces 2
Gas Y/N Natural
Architectural Style Ranch Single Family
Pool Features Community
Security Features Gated Community
Construction Materials Concrete Block Stucco
Pets Allowed Limits
Year Built 2016
View Landscaped Area Preserve
Levels 1
Property Subtype Single Family Residence
Tax Year 2025
Waterfront Features None
Community Features Pool Dog Park Fitness Center Restaurant Sidewalks Street Lights Tennis Court(s) Gated
County Collier
New Construction N
Property Type Residential
Association Amenities Bike And Jog Path Bocce Court Pool Community Room Spa/Hot Tub Dog Park Fitness Center Library Pickleball Restaurant Sidewalk Streetlight Tennis Court(s) Underground Utility
HOA N
Attached Garage Y
Subdivision Name WINDING CYPRESS
Garage Y/N Y
Other Structures Tennis Court(s) Outdoor Kitchen
Total Rooms 0
Full Baths 2
Status Active
City NAPLES
Senior Community Y/N N
Number Of Units Total 2
MLS Area WINDING CYPRESS
Lot Size Units Acres
Lot Size Square Feet 6534
Carport Spaces 0
Carport Y/N N
Spa Features Community Above Ground
Land Lease Y/N N
Tax Annual Amount 7561
Ok to Lease Buyer Finance/Cash
Additional Parcels Y/N N
Structure Type House
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Virtual Tour https://lacasatour.com/property/7121-live-oak-dr-naples-fl-34114/ub
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ExteriorExterior Amenities Screened Lanai/Porch Built In Grill Outdoor Kitchen
Parking Features Driveway Paved Attached
Lot Features Regular
Water Source Central
Total Parking 2
Lot Size Area 0.15
Foundation Details Concrete Block
Park Name WINDING CYPRESS
Spa Y
Building Area Total 1898
Lot Size Acres 0.15
Road Surface Type Paved
Waterfront Y/N N
Covered Spaces 2
Door Features French Doors
Other Equipment Generator
Horse Y/N N
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* Excluded FeaturesList ByJohn R Wood PropertiesBroker
Affordability Calculator
- Monthly Principal & Interest
- $3,787
- Monthly Property Taxes
- $630
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Naples, FL
Average List Price $2,229,788
Percent of Sale Price 263%
About Naples, FL 20,223 Population
-8% Since 2002
$ 92,989 Median Income
66.65 Median Age
8% Households with Children
Trends Information provided by ATTOM Data Solutions.
1023012 Elementary School
1023173 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 3/20/2026 | $615,000 | -2.38% | Price Down |
| 2/11/2026 | $630,000 | | Listed Price |