Zachary Dreier
Premier Sotheby's Int'l Realty
(239) 429-0267
144 Total Sales
1 in Winding Cypress
$1,300,000 Price
7457 Winding Cypress Dr Naples, FL 34114
Winding Cypress Neighborhood
3
Beds
2
Baths
2,166
Sq Ft
8,276
Sq Ft Lot
Highlights
- Concierge
- Tennis Courts
- Sitting Area In Primary Bedroom
- Fitness Center
- Saltwater Pool
- Gated Community
About This Home
As of June 2026Rare opportunity in Winding Cypress this Marten Ray Floor Plan sits on a premium lot with unobstructed lake and protected preserve views. Experience, complete privacy and a resort-style outdoor setting in one of Naples’ most desirable communities. Experience one of the most desirable homes in Winding Cypress, offering a rare combination of premium lot, complete upgrades, and true move-in ready convenience.
Perfectly situated on what is believed to be one of the only homes in the community with a full, unobstructed rear exposure, this property showcases sweeping views of a permanent lake and protected state/federal preserve, delivering exceptional privacy with no future development behind you.
Designed for effortless Florida living, the home features a resort-style outdoor setting with a heated-saltwater pool, multi-color lighting, in pool and lanai, expansive lanai, dry bar with cabinetry & refrigerator, outdoor TV and audio—ideal for entertaining or relaxing in a private natural setting.
Inside, the residence has been extensively upgraded beyond builder-grade, to deliver a “better than new” experience, with no projects or additional investment required. The designer kitchen includes gas cooking, enhanced cabinetry, under-cabinet lighting, and a built-in wine bar with dual-zone cooler. Additional highlights include tile flooring throughout, upgraded lighting, a high-efficiency air conditioning system, custom pantry and primary closet cabinetry, and a fully optimized garage with added storage and functionality.
The flexible floor plan offers 2 additional bedrooms for versatile guest accommodations and workspace options, including a dedicated office and an additional guest space, ideal for visiting family, remote work, or multi-purpose use.
This home is well suited for buyers seeking quality, privacy, and ease of ownership in one of Naples’ most sought-after communities.
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $4,601
Year Built
- Built in 2017
Lot Details
- 8,276 Sq Ft Lot
- 56 Ft Wide Lot
- Landscaped
- Zero Lot Line
HOA Fees
- $514 Monthly HOA Fees
Parking
- 2 Car Attached Garage
- Driveway
Property Views
- Lake Views
- Views of Preserve
Home Design
- Concrete Block With Brick
- Concrete Foundation
- Poured Concrete
- Stucco
- Tile
Interior Spaces
- Property has 1 Level
- Wet Bar
- Custom Mirrors
- Partially Furnished
- Vaulted Ceiling
- Ceiling Fan
- French Doors
- Entrance Foyer
- Great Room
- Family or Dining Combination
- Home Office
- Library
- Hobby Room
- Screened Porch
- Tile Flooring
- Pull Down Stairs to Attic
- Fire and Smoke Detector
Kitchen
- Eat-In Kitchen
- Breakfast Bar
- Walk-In Pantry
- Built-In Self-Cleaning Oven
- Gas Cooktop
- Microwave
- Freezer
- Dishwasher
- Wine Cooler
- Kitchen Island
- Built-In or Custom Kitchen Cabinets
- Disposal
Bedrooms and Bathrooms
- 3 Bedrooms
- Sitting Area In Primary Bedroom
- Split Bedroom Floorplan
- Built-In Bedroom Cabinets
- Walk-In Closet
- 2 Full Bathrooms
Laundry
- Dryer
- Washer
Outdoor Features
- Saltwater Pool
- Tennis Courts
- Patio
Schools
- Manatee Elementary School
- Manatee Middle School
- Lely High School
Utilities
- Central Heating and Cooling System
- Gas Available
- Internet Available
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 82679009780
Community Details
Overview
- Private Membership Available
- Winding Cypress Subdivision
- Mandatory home owners association
Amenities
- Concierge
- Restaurant
- Beauty Salon
- Clubhouse
Recreation
- Tennis Courts
- Pickleball Courts
- Fitness Center
- Community Pool
- Community Spa
- Dog Park
- Bike Trail
Security
- Gated Community
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Oct 10, 2025
Closed on
Jun 16, 2026
Sold by
Matthew Rubbinaccio and Ruth Marie
Bought by
Seller's Agent
Beth Abraham
Gulf Coast International Prop
Buyer's Agent
Beth Abraham
Gulf Coast International Prop
List Price
$1,188,000
Sold Price
$963,000
Premium/Discount to List
-$225,000
-18.94%
Views
282
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-4.43%
Purchase Details
Closed on
Aug 21, 2017
Sold by
Divosta Homes Lp
Bought by
Rubbinaccio Michael Matthew and Rubbinaccio Marie Ruth
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$389,840
Interest Rate
4.03%
Mortgage Type
New Conventional
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Winding Cypress, FL
-
Zachary Dreier
-
Brian Giacomello
Brian Giacomello
William Raveis Real Estate
(239) 788-1693
70 Total Sales
2 in Winding Cypress
$470,000 Price Range
-
Ralph Iorio
Ralph Iorio
Achieve Realty LLC
(239) 977-5198
118 Total Sales
3 in Winding Cypress
$600,000 Price Range
-
Paul Fonseca
Paul Fonseca
Berkshire Hathaway FL Realty
(239) 323-7884
155 Total Sales
2 in Winding Cypress
$1,050,000 Price Range
-
James Trzyna
James Trzyna
Responds QuicklyRealty One Group MVP
(239) 451-5724
39 Total Sales
2 in Winding Cypress
$615,000 Price Range
-
Leonor Enguita
Leonor Enguita
Coldwell Banker Realty
(239) 236-9958
91 Total Sales
2 in Winding Cypress
$950,000 Price Range
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $963,000 | None Listed On Document | |
| Warranty Deed | $447,900 | Pgp Title Of Forida Inc |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $380,000 | New Conventional | |
| Previous Owner | $389,840 | New Conventional |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 06/15/2026 06/15/26 | Sold | $963,000 | -2.5% | $445 / Sq Ft |
| 05/15/2026 05/15/26 | Pending | -- | -- | -- |
| 05/13/2026 05/13/26 | Price Changed | $987,888 | -10.0% | $456 / Sq Ft |
| 02/13/2026 02/13/26 | Price Changed | $1,098,000 | -4.9% | $507 / Sq Ft |
| 12/31/2025 12/31/25 | Price Changed | $1,155,000 | -2.8% | $533 / Sq Ft |
| 10/10/2025 10/10/25 | For Sale | $1,188,000 | -- | $548 / Sq Ft |
Source: Naples Area Board of REALTORS®
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $7,005 | $529,643 | ||
| 2025 | $7,005 | $515,719 | ||
| 2024 | $6,608 | $501,185 | ||
| 2023 | $6,608 | $486,587 | $0 | $0 |
| 2022 | $6,159 | $472,415 | $0 | $0 |
| 2021 | $6,201 | $458,655 | $0 | $0 |
| 2020 | $6,083 | $452,322 | $121,607 | $330,715 |
| 2019 | $6,108 | $451,864 | $133,648 | $318,216 |
| 2018 | $6,088 | $458,520 | $158,029 | $300,491 |
| 2017 | $2,760 | $126,423 | $126,423 | $0 |
| 2016 | $1,403 | $26,000 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Beth Abraham
BA
Seller's Agent in 2026
Beth Abraham
Gulf Coast International Prop
(239) 206-6006
1 in this area
5 Total Sales
Map
Source: Naples Area Board of REALTORS®
MLS Number: 225067825
APN: 82679009780
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2026 M.L.S. of Naples, Inc. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
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