Near you
Finding buildings near you…
Counties
House in Naples, FL 34114Winding Cypress, 7255 Live Oak Dr
Share
Closed
2
Beds2
Baths1,659
SqFt$362
$/SqFtSold - Apr 30, 2026
Premium House
Built in 2015
2 Parking
Lake View
$554/mo HOA
Ranch, Single Family
Screened Lanai/Porch
This home has just been freshly painted inside and out. professionally painted kitchen and bath cabinets,
nice private south waterview , screened lanai able to enlarge or expand with a pool. Previous owner had a great workshop in garage with 8 overhead lights, addition dual media cat5/rg6 charging station for a Tesla , framed peg boards for hanging tools , custom storage cabinets and a pull down staircase for added storage. Home features 2 bedrooms 2 baths plus den a whole house generator and attached manual and electric storm shutters. Remaining furniture in home is staying. Live Oak is a beautiful mature tree lined street on cul de sac and just a short walk to the amenity center, dog park or community garden .Rarely will you find a single family home at this price in Winding Cypress . Great Value !
Winding Cypress amenity center offers so much within its gates, its own Shady Palm restaurant, resort pool , gym , bocci and pickleball courts, dog park , walking trails and so much more. Winding Cypress is a gated community located just mins to 75, downtown and Marco Island. Photos to be uploaded on 1/24
MLS Number: 226002887
Updated: 139 Days ago
Page Views: 0
Features
Bedrooms
- Bedrooms: 2
Bathrooms
- Bathrooms: 2
- Half Bathrooms: No info
Exterior and Lot Features
- Exterior Features: Screened Lanai/Porch
- View: Lake
Interior, Heating and Cooling
- Interior Features: Pull Down Stairs
- Equipment / Appliances: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Icemaker, Self Cleaning Oven, Tankless Water Heater, Washer
- Heating Description: Natural Gas
- Cooling Description: Central Electric
Building and Construction
- Floor Description: Tile
- Windows/Treatment: No info
- Construction Type: House
- Year Built: 2015
- Style: Ranch, Single Family
Waterfront and Water Access
- Waterfront Frontage: No info
School Information
Other Property Info
- Garage: 2
- Pets Allowed: Yes
Taxes, Fees & More
- Maintenance Includes: Insurance, Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Manager, Reserve, Security, Sewer, Street Lights, Street Maintenance
- Taxes: 5242.37
- Security Information: Gated Community
- Parking Description: Driveway Paved, Attached
- Total Floors in Building: 1
- Total Units in Building: 1
Apples-to-Apples Comparables
Price History
Current
$600K
High
$720K
Low
$600K
Total Change
-16.7%Date
Event
Price
Change
Price Per
04/30/2026
Sold
$600K
0%$362 ft2
$3,892 m2
03/25/2026
Price Reduced
$600K
-6.25%$362 ft2
$3,892 m2
03/02/2026
Price Reduced
$640K
-5.88%$386 ft2
$4,152 m2
02/23/2026
Price Reduced
$680K
-2.86%$410 ft2
$4,411 m2
02/02/2026
Price Reduced
$700K
-2.78%$422 ft2
$4,541 m2
01/25/2026
Listed
$720K
$434 ft2
$4,671 m2
04/30/2026
$600K
Event
Sold
Change
0%Price Per
$362 ft2
$3,892 m2
03/25/2026
$600K
Event
Price Reduced
Change
-6.25%Price Per
$362 ft2
$3,892 m2
03/02/2026
$640K
Event
Price Reduced
Change
-5.88%Price Per
$386 ft2
$4,152 m2
02/23/2026
$680K
Event
Price Reduced
Change
-2.86%Price Per
$410 ft2
$4,411 m2
02/02/2026
$700K
Event
Price Reduced
Change
-2.78%Price Per
$422 ft2
$4,541 m2
01/25/2026
$720K
Event
Listed
Price Per
$434 ft2
$4,671 m2
Price per square foot and days on website are not provided values and are calculated by Subdivisions.
Listed by Linda Covino • Royal Shell Real Estate, Inc. • Buyer Agency Compensation .
Listing Location & Street View
Peer Listings
Active listings from matched communities
1 - 2 of 8 Results
Scores
0
100
29
100
82
100
0
100
22
100
0
100
Community Snapshot
2 – 4 BR
Bedrooms
$575K – $1.4M
Price Tier
1,542 - 3,965
SqFt Range
2018
Year Build
1
Total Floors
Subdivision Amenities
Bike And Jog Path
Bocce Court
Business Center
Cabana
Clubhouse
Community Room
Dog Park
Fitness Center
Hobby Room
Internet Access
Library
Park
Pickleball
Play Area
Pool
Private Membership
Restaurant
Shuffleboard Court
Sidewalk
Spa/Hot Tub
Streetlight
Tennis Court(s)
Underground Utility
Barbecue
Bike And Jog Path
Bocce Court
Clubhouse
Naples Premium Premium Homes & Condos
- 2250 North Road House0
- Abaco Pointe Villa4
- Addison Reserve House2
- Amador House0
- Amblewood At Wyndemere Villa1
- Ana's Place At The Strand House0
- Andalucia House1
- Arboretum Condo7
- Arielle At Pelican Marsh Condo0
- Avalon Estates House0
- Avellino Isles At Vineyards Condo3
- Aviano Mixed0
- Azure At Hacienda Lakes Villa17
- Banyan Woods Mixed2
- Barrington Cove House6
- Bayview Park House1
- Beachwood Club At Oyster Bay Condo0
- Belair Club At Parkshore Condo0
- Bent Creek Preserve Mixed9
- Berkshire Village Villas Mixed0
- Blue Point At Oyster Bay Condo0
- Boca Bay House0
- Boca Palms House2
- Borghese Villas At Hammock Bay Condo0
- Bradford Lakes House1
- Braeburn At Stonebridge Condo0
- Bramble Pointe At Twin Eagles House0
- Brendisi Condo0
- Briarwood Mixed9
- Caldecott House0
- Camelot Club Condo1
- Camelot Park At Vineyards House0
- Canopy House3
- Carriage Homes At Livingston Lakes Condo0
- Casa Del Vida House1
- Casoria At Treviso Bay Condo0
- Castlewood House1
- Cayman At The Dunes Of Naples Condo1
- Cedar Ridge Condo2
- Central Garden At Olde Naples Condo3
- Chateaumere At Pelican Bay Condo1
- Citrus Greens At Orange Tree House2
- Clam Court Marina At Oyster Bay Condo1
- Clermont At Pelican Marsh Condo1
- Clubside At The Strand Condo2
- Coach Homes At Heritage Bay Condo0
- Compass Landing House5
- Compass Point South At Windstar On Naples Bay Condo2
- Copper Cove Preserve House3
- Coral Bay Condo0
- Coral Harbor Villa3
- Cottesmore House1
- Cotton Green House3
- Country Hollow Condo0
- Countryside Condos Condo0
- Countryside Verandas Condo0
- Courtside Commons At Wyndemere Condo0
- Cypress Commons At Wyndemere Condo0
- Cypress Cove At The Strand Condo0
- Delasol House5
- Eden On The Bay House0
- Edgewood Cottages At Wyndemere House0
- Egret Landing House2
- Egret's Walk At Pelican Marsh Condo2
- Esplanade At Hacienda Lakes House8
- Eveningstar Cay At Port Of The Islands House1
- Falcons Glen House2
- Feather Sound At The Strand Condo0
- Fenhurst At Twin Eagles House3
- Firano At Naples House0
- Flamingo Estates House1
- Fountainhead At Vineyards House0
- Four Winds At Oyster Bay Condo0
- Fox Club Condo0
- Fox Hollow Condo0
- Foxfire Villas Villa0
- Gates Mills House0
- Giaveno At Treviso Bay Condo3
- Glen Eden House0
- Glen Lake Estates At Vineyards House0
- Golden Gate House25
- Golden Gate Estates Mixed436
- Grand Prix Condo0
- Grande Reserve At The Strand Condo0
- Haldeman Canal Homesites House0
- Halfmoon Point House0
- Hallendale House11
- Hamilton Place Townhouse3
- Hamlet At Kensington Condo0
- Harborside Terrace At Park Shore Condo0
- Heatherwood At Stonebridge Condo1
- Heron Pointe At The Crossings House0
- Hidden Lake Villas At Park Shore Condo1
- Hidden Pines House0
- Hollybrook At Twin Eagles House2
- Indian Wells Golf Villas House0
- Indigo Preserve House0
- Island Cove At Pelican Marsh House1
- James Crossing House0
- Jasmine Lake House0
The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity' Program of the Regional Multiple Listing Service of Miami Dade, Broward, Palm Beach, Collier and Lee Counties. Not all listings found on this site are necessarily listed through Subdivisions.com. Real estate listings held by brokerage firms other than Subdivisions.com are marked with the Broker Reciprocity' logo or the Broker Reciprocity' thumbnail logo (little black house) and detailed information about them includes the name of the listing brokers.
Copyright © 2026 Subdivisions.com • All Rights Reserved • Made with ❤ in Miami, Florida.