OFF MARKET

Off market apr 2019 for $375K

$659,837

Est. refi paymentEst. refi $2,509/mo

•

2 ba

•

1,990

sq ft

8557 Pepper Tree Way, Naples, FL 34114

About this home

Placed in one of the most sought-after areas of an award-winning community, we are proud to present 8557 Pepper Tree Way. This 2 bedroom, plus den, 2 bathroom home features a very private, wide water, lake view, further complemented by a new pool and spa enclosed in an oversized, extended lanai. The interior of this magnificent home features many upgrades including tile and hardwood floors throughout, crown moldings, updated and upgraded kitchen, open floor plan, high ceilings and gorgeous furnishings. This house is complete and ready for you to come home to. A lifestyle of luxury is ensured in this residence enhanced by the 54,000-square-foot club and spa, full-service spa, fitness center, swimming pools, championship golf courses, tennis courts, pickleball and dining. Optional golf, beach, marina memberships are available.

Single-familyProperty Type

1998Year Built

6,534 sq ftLot Size

$332Est. Price/Sq.Ft.

2 spacesParking

Listed by ML Meade • Premier Sotheby's Int'l Realty

Listed by Lori Wahl • Premier Sotheby's Int'l Realty

Bought with ML Meade • Premier Sotheby's Int'l Realty

Redfin checked: 2 minutes ago

•Source:NAPLESMLS #219017997

Redfin Estimate

$659,837

$285K since sold in April 2019$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.4% lower than the average sale price ($697K) of 5 comparable homes.

SOLD AUG 10, 2026
$700,000
A
2 beds2 baths1,808 sq ft
8556 Pepper Tree Way, Naples, FL 34114
SOLD AUG 31, 2026
$684,000
B
3 beds2 baths1,957 sq ft
3817 Cotton Green Path Dr, Naples, FL 34114
SOLD SEP 21, 2026
$794,000
C
3 beds2 baths2,180 sq ft
8425 Mallards Way, Naples, FL 34114
SOLD APR 1, 2026
$650,000
D
3 beds2 baths1,957 sq ft
3812 Cotton Green Path Dr, Naples, FL 34114
SOLD APR 10, 2026
$658,000
E
3 beds2 baths1,877 sq ft
3854 Cotton Green Path Dr, Naples, FL 34114

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Earn from this home

Sell

$364,878

Est. take-home

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Refinance

Est. cash available

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Rent

$6,151/mo

Redfin rental estimate

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Market trends in 34114, FL

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

94.3%

0.0% MoM

Median sale price

$620K

$30K MoM

Avg. days on market

107d

8 days MoM

Recently sold homes

174

33 MoM

New listings for sale

NEW 9 HRS AGO
$389,900
2 beds2 baths1,351 sq ft
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NEW 10 HRS AGO
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15249 Zeno Way #102, Naples, FL 34114
NEW 11 HRS AGO
$129,000
1 bed1.5 baths888 sq ft
426 Vanda Sanctuary #426, Naples, FL 34114
EARLY ACCESS
$825,000
3 beds4 baths2,243 sq ft
9190 Cayman Dr, Naples, FL 34114
OPEN SAT, 12PM TO 2PM
$1,295,000
3 beds3 baths2,410 sq ft
15788 Derna St, Naples, FL 34114
NEW 16 HRS AGO
$625,000
3 beds2 baths1,956 sq ft
8599 Pepper Tree Way, Naples, FL 34114
NEW 16 HRS AGO
$499,000
3 beds3.5 baths2,599 sq ft
3142 Aviamar Cir #201, Naples, FL 34114
OPEN SUN, 12PM TO 3PM
$239,900
2 beds2 baths843 sq ft
1355 Mainsail Dr #1503, Naples, FL 34114
EARLY ACCESS
$899,000
5 beds5 baths3,364 sq ft
3836 Ruby Way, Naples, FL 34114
OPEN SUN, 1PM TO 4PM
$624,000
2 beds2 baths1,869 sq ft
3970 Bishopwood Ct W #102, Naples, FL 34114
See all

Provided by Redfin

Sale history for 8557 Pepper Tree Way

Date

Event

Price

MIML #2190731

Apr 29, 2019

Sold

$375,000

$188/sq ft

Mar 4, 2019

Listed

$399,000

$201/sq ft

+13

Placed in one of the most sought-after areas of an award-winning community, we are proud to present 8557 Pepper Tree Way. This 2 bedroom, plus den, 2 bathroom home features a very private, wide water, lake views further complemented by a new pool and spa enclosed in an oversized, extended lanai. The interior of this magnificent home features many upgrades including tile and hardwood floors throughout, crown moldings, updated and upgraded kitchen, open floor plan, high ceilings and gorgeous furnishings. This house is complete and ready for you to come home to. A lifestyle of luxury is ensured in this residence enhanced by the 54,000-square-foot club and spa, full-service spa, fitness center, swimming pools, championship golf courses, tennis courts, pickleball and dining. Optional golf, beach, marina memberships are available.

NAPLESMLS #219017997

Apr 29, 2019

Sold

$375,000

$188/sq ft

Mar 20, 2019

Pending

—

Mar 4, 2019

Listed

$399,000

$201/sq ft

Public Records

Mar 28, 2016

Sold

$350,000

$176/sq ft

NAPLESMLS #215067897

Mar 18, 2016

Price Changed

$350,000

$176/sq ft

Mar 18, 2016

Sold

$350,000

$176/sq ft

Mar 9, 2016

Price Changed

$374,000

$188/sq ft

Mar 9, 2016

Listing Removed

—

Mar 1, 2016

Price Changed

$374,000

$188/sq ft

Dec 4, 2015

Listed

$399,000

$201/sq ft

Enjoy a spectacular and relaxing lake view from this home, featuring two bedrooms, two baths, den with built-ins, high ceilings, granite kitchen, two-car garage and spacious lanai. Fiddler's Creek is a guard-gated community that offers many amenities, including an expansive clubhouse, award-winning golf, tennis, four pools, fitness center with spa facilities, two restaurants, a wealth of social activities, and optional golf and beach club or marina memberships available.

MIML #2152872

Mar 18, 2016

Sold

$350,000

$176/sq ft

Dec 4, 2015

Listed

$374,000

$188/sq ft

MIML #232998

Apr 1, 2004

Sold

$375,000

$188/sq ft

Dec 17, 2003

Listed

$415,000

$209/sq ft

Public Records

Aug 12, 1998

Sold

$251,400

$126/sq ft

Public Records

Oct 3, 1997

Sold

$2,544,900

$1,279/sq ft

Tax history for 8557 Pepper Tree Way

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

Lot width

—

Lot depth

—

Lot size

6,534 Sq. Ft.

Year renovated

1998

Sq. Ft.

1,949

Year built

1998

Style

Single Family Residential

County

Collier County

APN

32431502307

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 12, 2026.

PUD

Planned Unit Development District

The purpose and intent of establishing the planned unit development district (PUD) is to provide procedures and standards to encourage mixed use planned developments that may be situated at appropriate locations, or planned developments that may or may not be mixed use in the urban fringe areas, all in accordance with the planning and development objectives of the county under the LDC and the GMP. It is further the purpose and intent of these PUD regulations to encourage ingenuity, innovation and imagination in the planning, design, and development or redevelopment of relatively large tracts of land under unified ownership or control.

Property details

Parking

Parking Information
# of Garage Spaces: 2
Garage Description: Attached

Interior

Virtual Tour

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

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

Interior Features
# of Rooms: 8
Approximate Living Area: 1990
Interior Features: Built-In Cabinets, Cable Prewire, Foyer, Laundry Tub, Pantry, Smoke Detectors, Volume Ceiling, Walk-In Closet, Window Coverings
Kitchen Description: Pantry
Dining Description: Breakfast Room, Dining (Living), Eat-in Kitchen
Additional Rooms: Family Room, Guest Bath, Guest Room, Laundry in Residence, Screened Lanai/Porch, Den (Study)
Equipment: Auto Garage Door, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Icemaker, Self Cleaning Oven, Smoke Detector, Washer
Furnished Description: Furnished
Flooring: Wood
Floor Plan Type: Split Bedrooms
# of Ceiling Fans: 4

Exterior

Exterior Features
Exterior Features: Sprinkler (Auto)
Roof: Tile
Windows: Sliding
Has Private Spa
Private Spa Description: Below Ground, Concrete, Equipment Stays, Heated Electric, Pool Integrated, Screened
Has Private Pool
Private Pool Description: Below Ground, Concrete, Custom Upgrades, Equipment Stays, Heated Electric, Salt Water System, Screened
Exterior Finish: Stucco
Security: Gated, Guard At Gate

Property Information
Property Type: Residential
Construction: Concrete Block
Year Built: 1998
Development: FIDDLERS CREEK
Development Name: FIDDLER'S CREEK
Building Design: Single Family
1 Story/Ranch
Rear Exposure: W

Lot Information
Lot Unit: 9
Lot Description: Regular
Lot Frontage: 46
Lot Right: 140
Lot Left: 140
Lot Back: 46
Total Area: 2775
Section: 22
Road: Paved Road
Property Appraiser Office
Restrictions: No Commercial, No RV, No Truck

Land Information
Acres: 0.1500
Has Waterfront
Waterfront Description: Lake
Range: 26
View: Lake, Landscaped Area
Irrigation: Lake/Canal

Marina/Dock Information
Boat Access: Dock Lease
Canal Width: None

Financial

Tax Information
Taxes: $5,687
Tax Year: 2018
Community Development District
County Only

Utilities

Utility Information
Water: Central
Sewer: Central
Heat: Central Electric
Cooling: Ceiling Fans, Central Electric
Cable Available

Location

Multi-Unit Information
# of Units/Floor: 1
# of Units in Complex: 36
# of Units in Building: 1
# of Floors: 1

Homeowners Association Information
Mandatory Club Fee: $705
HOA Fee: $685
HOA Fee Frequency: Quarterly
Mandatory Club Fee Frequency: Quarterly
Amenity/Recreation Fee Frequency: Quarterly
Maintenance: Cable, Insurance, Internet/WiFi Access, Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Manager, Pest Control Exterior, Repairs, Street Lights
Management: Professional
Amenities: Beach Club Available, Bike And Jog Path, Business Center, Clubhouse, Community Pool, Community Spa/Hot tub, Exercise Room, Fitness Center Attended, Golf Course, Internet Access, Library, Marina, Pickleball, Play Area, Private Membership, Putting Green, Sauna, Sidewalk, Streetlight, Tennis Court, Underground Utility
Amenity Recreation Fee: $338
Community Type: Boating, Gated, Golf Course, Tennis
One Time Mandatory Club Fee: $18,000
One Time Other Fee: $2,000

School Information
Elementary School: MANATEE ELEMENTARY SCHOOL
Middle School: MANATEE MIDDLE SCHOOL
High School: LELY HIGH SCHOOL

Location Details
Subdivision Number: 292600
Sub Condo Name: PEPPER TREE

Public facts

Beds: —
Baths: —
Sq. Ft.: 1,949
Stories: 1.0
Lot Size: 6,534 square feet
Style: Single Family Residential
Year Built: 1998
Year Renovated: 1998
County: Collier County
APN: 32431502307

Home facts updated by county records on Aug 12, 2026

Other

Listing Information
Possession: At Closing

Around this home

Schools

Manatee Elementary School

Public PreK-5 • Assigned • 1.9mi

8/10

Manatee Middle School

Public 6-8 • Assigned • 1.9mi

7/10

Lely High School

Public 9-12 • Assigned • 5.0mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

9/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

4/10 Fire Factor

2% chance of being in a wildfire in next 30 years

10/10 Heat Factor

7 days above 107° expected this year, 28 days in 30 years

10/10 Wind Factor

99% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Naples, FL • 34114

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

$627,000 – $759,000

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Home values near 8557 Pepper Tree Way

Data from public records.

Address	Redfin Estimate
8552 Pepper Tree Way, Naples, FL 2 Beds \| 2 Baths \| 1822 Sq. Ft.	$610,478
8540 Pepper Tree Way, Naples, FL 3 Beds \| 2 Baths \| 1825 Sq. Ft.	$707,206

Address	Redfin Estimate
8556 Pepper Tree Way, Naples, FL 2 Beds \| 2 Baths \| 1808 Sq. Ft.	$700,170
8536 Pepper Tree Way, Naples, FL 3 Beds \| 2 Baths \| 1990 Sq. Ft.	$679,833

Address	Redfin Estimate
8560 Pepper Tree Way, Naples, FL 4 Beds \| 3 Baths \| 2358 Sq. Ft.	$746,233
8548 Pepper Tree Way, Naples, FL 3 Beds \| 2 Baths \| 1990 Sq. Ft.	$625,545

Property information provided by NAPLESMLS when last listed in 2019. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 34114, FL

Sale history for 8557 Pepper Tree Way

Tax history for 8557 Pepper Tree Way

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 34114

Home values near 8557 Pepper Tree Way

More real estate resources