OFF MARKET

Off market mar 2022 for $265K

$236,950

•

1,403

sq ft

100 Winding Way #2, Naples, FL 34112

About this home

This updated and furnished 2 bed, 2 bath second floor / end-unit condo offers 1,403 sq-ft under air (Esplanade floor plan) and is overlooking the 17th hole at the Glades Golf and Country Club. Newer kitchen with all stainless steel appliances and newer bathroom vanities, large tiled lanai with southern exposure. In addition to the spacious condo comes with all high impact windows, hurricane front door and high impact sliding glass doors, the 100 sq-ft screened-in lanai offers manual hurricane shutters. The exterior building has recently been painted. Offered furnished with a few accessory exclusions, this end unit condo is light and bright! Private golf membership is included at The Glades Golf & Country Club, a bundled golf community only 10 minutes from Old Naples, 5th Ave S shopping and restaurants. The resort style amenities of The Glades Golf & Country Club includes 2 beautiful newly Gordon Lewis designed golf courses, pickle ball, tennis courts, 9 pools, bocce, shuffleboard, a restaurant on the 19th hole with in- and outdoor seating, a clubhouse, library, crafts room, pro shop, a vehicle wash station and so much more.

CondoProperty Type

1981Year Built

$169Est. Price/Sq.Ft.

1 car garageParking

Listed by Kirsten Prizzi • Posh International Properties

Bought with Carl Lohmann • William Raveis Real Estate

Redfin checked: a minute ago

•Source:NAPLESMLS #221077379

Redfin Estimate

$236,950

$28K since sold in March 2022$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.8% higher than the average sale price ($233K) of 6 comparable homes.

SOLD APR 7, 2026
$199,000
A
2 beds2 baths1,403 sq ft
550 Teryl Rd #7, Naples, FL 34112
SOLD APR 21, 2026
$315,000
B
2 beds2 baths1,403 sq ft
500 Teryl Rd #2312, Naples, FL 34112
SOLD OCT 8, 2026
$317,000
C
2 beds2 baths1,246 sq ft
102 Round Key Cir Unit G3, Naples, FL 34112
SOLD MAR 30, 2026
$160,000
D
2 beds2 baths1,403 sq ft
760 Teryl Rd #2, Naples, FL 34112
SOLD AUG 13, 2026
$230,000
E
2 beds2 baths1,542 sq ft
159 Quails Nest Rd #2, Naples, FL 34112
SOLD FEB 27, 2026
$175,000
F
2 beds2 baths1,403 sq ft
817 Teryl Rd #1, Naples, FL 34112

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Rent

$2,794/mo

Redfin rental estimate

List your home for rent

Market trends in 34112, FL

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-list price

94.3%

+0.1% MoM

Median sale price

$365K

$5K MoM

Avg. days on market

89d

15 days MoM

Recently sold homes

159

38 MoM

New listings for sale

NEW 1 HR AGO
$265,000
2 beds2 baths1,062 sq ft
1155 Sandpiper St Unit C4, Naples, FL 34102
(239) 236-4350
NEW 2 HRS AGO
$270,000
2 beds2 baths927 sq ft
2069 Pine Isle Ln #2069, Naples, FL 34112
NEW 3 HRS AGO
$139,900
2 beds2 baths912 sq ft
41 Enchanting Blvd, Naples, FL 34112
NEW 3 HRS AGO
$775,000
2 beds2 baths1,765 sq ft
3969 Cordgrass Way Unit D16, Naples, FL 34112
NEW 17 HRS AGO
$329,900
2 beds2 baths1,351 sq ft
2370 Magnolia Ave #5, Naples, FL 34112
OPEN SAT, 12:30PM TO 3PM
$294,000
3 beds2 baths1,346 sq ft
3070 Boca Ciega Dr Unit A4, Naples, FL 34112
NEW 30 HRS AGO
$170,000
— beds— baths— sq ft
Naples, FL 34112
$1,750,000
3 beds3 baths2,384 sq ft
2120 Curtis St, Naples, FL 34112
$2,000
— beds— baths— sq ft
1777 Gulfstar Dr S, Naples, FL 34112
$170,000
2 beds2 baths1,126 sq ft
1704 Kings Lake Blvd #206, Naples, FL 34112
See all

Provided by Redfin

Sale history for 100 Winding Way #2

Date

Event

Price

NAPLESMLS #221077379

Mar 31, 2022

Sold

$265,000

$189/sq ft

Jan 10, 2022

Pending

—

Nov 6, 2021

Pending

—

Nov 4, 2021

Listed

$259,000

$185/sq ft

NAPLESMLS #215006829

Mar 10, 2015

Sold

$118,000

$84/sq ft

Jan 30, 2015

Listed

$118,000

$84/sq ft

Golf course views! Tucked away in the golf community of the Glades Country Club, this second floor 2 bedroom, 2 bath condo is the perfect winter retreat to get away from it all. Offered turnkey furnished, this end residence is light and bright and is ready to move into! Private membership for bundled golf with two 18-hole course: Par 70 and par 55. Walk both courses. Enjoy resort style amenities with Clubhouse, 10 Tennis courts, 9 pools, Bocce courts, Shuffle Board, Pro-Shop and the private dining room at the 19th Hole. Glades Golf and Country Club is the closest bundled golf to the Gulf of Mexico, Fifth Avenue shops dining and Beaches.

NAPLESMLS #214014686

Sep 25, 2014

Listing Removed

—

Mar 6, 2014

Listed

$123,500

$88/sq ft

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Condo/Co-op

County

Collier County

APN

—

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Nov 4, 2021.

Golf Course District

The purpose and intent of GC district is to provide lands for golf courses, recreational uses, and normal accessory uses, including certain uses of a commercial nature. Recreational uses should be compatible in scale and manner with residential land uses. The GC district shall be in accordance with the urban mixed use district and the agricultural/rural mixed use district of the future land use element of the Collier County GMP. All uses shall be subject to design standards established in LDC section 5.05.15 H, and other applicable LDC standards.

Permitted uses

Include but are not limited to:

Recreation
Golf related

Property details

Interior

Bedroom Information
# of Bedrooms: 2
Bedroom Description: Split Bedrooms

Bathroom Information
# of Bathrooms (Full): 2
Master Bath Description: Combo Tub And Shower, Dual Sinks

Interior Features
# of Rooms: 5
Approximate Living Area: 1403
Interior Features: Cable Prewire, Exclusions, Foyer, High Speed Available, Window Coverings
Dining Description: Dining (Living), Eat-in Kitchen
Additional Rooms: Laundry in Residence, Screened Lanai/Porch
Equipment: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Self Cleaning Oven, Smoke Detector, Washer, Washer/Dryer Hookup
Furnished Description: Furnished
Flooring: Carpet, Tile, Vinyl
Floor Plan Type: Great Room, Split Bedrooms

Exterior

Exterior Features
Exterior Features: Decorative Shutters, Patio, Sprinkler (Manual)
Roof: Shingle
Windows: Impact Resistant
Storm Protection: Impact Resistant Doors, Impact Resistant Windows, Shutters Manual
Exterior Finish: Stucco

Property Information
Property Type: Residential
Construction: Concrete Block
Year Built: 1981
Development: GLADES
Development Name: GLADES
Building Design: Low Rise (1-3)
End-Unit
Rear Exposure: S

Lot Information
Lot Description: Golf Course
Lot Frontage: 0
Lot Right: 0
Lot Left: 0
Lot Back: 0
Total Area: 1504
Section: 12
Road: Paved Road
Property Appraiser Office
Restrictions: Architectural, Deeded, Limited Number Vehicles, No Commercial, No RV

Land Information
Acres: 0.0000
Range: 25
View: Golf Course, Landscaped Area
Irrigation: Assessment Paid, Central

Marina/Dock Information
Canal Width: None

Financial

Tax Information
Taxes: $1,417.60
Tax Year: 2021
Not Applicable
County Only, No Homestead

Utilities

Utility Information
Water: Assessment Paid, Central
Sewer: Assessment Paid, Central
Heat: Central Electric
Cooling: Central Electric, Humidistat
Cable Available

Location

Multi-Unit Information
# of Units/Floor: 2
# of Units in Complex: 1,154
# of Units in Building: 4
# of Floors: 1

Homeowners Association Information
Mandatory HOA
HOA Description: Mandatory
Condo Fee: $769
Condo Fee Frequency: Monthly
Maintenance: Cable, Golf Course, Insurance, Internet/WiFi Access, Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Manager, Master Association Fee Included, Pest Control Exterior, Recreation Facilities, Repairs, Reserve, Sewer, Street Lights, Street Maintenance, Trash Removal, Water
Management: On-Site
Amenities: Bike And Jog Path, Bike Storage, Bocce Court, Clubhouse, Community Pool, Community Room, Community Spa/Hot tub, Golf Course, Hobby Room, Internet Access, Library, Pickleball, Private Membership, Restaurant, Shuffleboard, Streetlight, Tennis Court, Vehicle Wash Area
Community Type: Golf Course, Non-Gated, Tennis

School Information
Elementary School: SHADOWLAWN ELEMENTARY SCHOOL
Middle School: EAST NAPLES MIDDLE SCHOOL
High School: LELY HIGH SCHOOL

Location Details
Directions: Take Airport-Pulling to Glades Blvd, turn right onto Palm Dr, turn left onto Penny LN, turn left onto Teryl Road and right onto Winding Way. Unit is first building to your right.
Building Number: 1
Subdivision Number: 316300
Sub Condo Name: GLADES COUNTRY CLUB

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Condo/Co-op
Year Built: —
Year Renovated: —
County: Collier County
APN: —

Home facts updated by county records on Nov 4, 2021

Other

Listing Information
Possession: At Closing

Around this home

Schools

Shadowlawn Elementary School

Public PreK-5 • Assigned • 1.0mi

8/10

East Naples Middle School

Public 6-8 • Assigned • 0.7mi

8/10

Lely High School

Public 9-12 • Assigned • 3.7mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

Naples, FL • 34112

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.6 hours in June and 6.9 hours in December, placing it above the U.S. average for solar exposure.

9.6 hrs

6.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$226,000 – $273,000

Sell confidently with a local market expert in Naples. 3 minutes to get started.

Nearby similar homes

NEW 2 HRS AGO

$270,000

2 beds2 baths927 sq ft

2069 Pine Isle Ln #2069, Naples, FL 34112

Updated kitchen • Vaulted ceilings • Updated bathrooms

OPEN NOV 8, 1PM TO 3PM3D WALKTHROUGH

$320,000

2 beds2 baths1,200 sq ft

3072 Sandpiper Bay Cir Unit M204, Naples, FL 34112

Southern exposure • Remastered kitchen • $699 HOA

$299,000

2 beds2 baths1,284 sq ft

3400 Frosty Way #5, Naples, FL 34112

Extensive remodel • Granite kitchen • Walk-in closet

$245,000

2 beds2 baths1,162 sq ft

1833 Courtyard Way #105, Naples, FL 34112

Ground floor access • Walking paths • Quick access to i-75

$169,900

2 beds2 baths956 sq ft

4290 Gulfstream Dr #12, Naples, FL 34112

Open interior • Tile flooring • Tile countertops

$209,999

2 beds2 baths966 sq ft

3655 Boca Ciega Dr #314, Naples, FL 34112

Private patio • Community pool area • Hot tub

New listings for sale in 34102

NEW 1 HR AGO

$265,000

2 beds2 baths1,062 sq ft

1155 Sandpiper St Unit C4, Naples, FL 34102

Lake views • Pool views • Granite counters

(239) 236-4350

NEW 2 HRS AGO

$270,000

2 beds2 baths927 sq ft

2069 Pine Isle Ln #2069, Naples, FL 34112

Updated kitchen • Vaulted ceilings • Updated bathrooms

NEW 3 HRS AGO

$139,900

2 beds2 baths912 sq ft

41 Enchanting Blvd, Naples, FL 34112

Enclosed lanai • Large walk-in closet • Multi-use den

NEW 3 HRS AGO

$775,000

2 beds2 baths1,765 sq ft

3969 Cordgrass Way Unit D16, Naples, FL 34112

Private pool • Golf course views • Covered lanai

NEW 17 HRS AGO

$329,900

2 beds2 baths1,351 sq ft

2370 Magnolia Ave #5, Naples, FL 34112

Lake views • Screened lanai • Clubhouse

OPEN SAT, 12:30PM TO 3PM

$294,000

3 beds2 baths1,346 sq ft

3070 Boca Ciega Dr Unit A4, Naples, FL 34112

End-unit • Expansive rear lanai • Serene pond

NEW 30 HRS AGO

$170,000

— beds— baths— sq ft

Naples, FL 34112

6,534 sq ft lot

$1,750,000

3 beds3 baths2,384 sq ft

2120 Curtis St, Naples, FL 34112

Open concept home • Gourmet dining • Motorized blinds

$2,000

— beds— baths— sq ft

1777 Gulfstar Dr S, Naples, FL 34112

64-foot boat slip • Direct gulf access • Deep water

Home values near 100 Winding Way #2

Data from public records.

Address	Redfin Estimate
124 Winding Way #2, Naples, FL 2 Beds \| 2 Baths \| 1403 Sq. Ft.	$197,541
721 Teryl Road #2, Naples, FL - Beds \| - Baths \| 1403 Sq. Ft.	$189,937

Address	Redfin Estimate
100 Winding Way #3, Naples, FL 2 Beds \| 2 Baths \| 1340 Sq. Ft.	$234,762
741 Teryl Road #2, Naples, FL - Beds \| - Baths \| 1403 Sq. Ft.	$216,361

Address	Redfin Estimate
112 Winding Way #4, Naples, FL 2 Beds \| 2 Baths \| 1402 Sq. Ft.	$214,208
721 Teryl Road #3, Naples, FL - Beds \| - Baths \| 1403 Sq. Ft.	$187,689

Property information provided by NAPLESMLS when last listed in 2021. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

34102 homes for sale
34103 homes for sale
34104 homes for sale
34105 homes for sale
34112 homes for sale

Houses for rent in Naples	Agents near me	Sarasota, FL homes for sale	Naples Housing Market
Houses for sale near me	Orlando, FL homes for sale	Fort Lauderdale, FL homes for sale
Land for sale near me	Tampa, FL homes for sale	Boca Raton, FL homes for sale
Open Houses near me	Miami, FL homes for sale	Naples Property Records
Condos for sale near me	Jacksonville, FL homes for sale	FL New Listings

Marco Island homes for sale
Bonita Springs homes for sale
Estero homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 34112, FL

Sale history for 100 Winding Way #2

Public record

Property details

Around this home

Schools

Lifestyle

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 34102

Home values near 100 Winding Way #2

More real estate resources