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$1,299,000 -$76,000 (-5.53%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 2,971 Sq. Ft.
  • Updated 16 hours ago
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2411sf Main Home + 560sf Guest house: Discover this exceptional 2.27-acre property in the peaceful, highly desirable Logan Woods neighborhood of North Naples-a rare gem offering privacy, versatility, and endless potential in one of Southwest Florida's most coveted locations. The primary home boasts 2,411 sf of comfortable living space, featuring 4 bedrooms, 3 bathrooms, a spacious family room, plus formal living and dining areas. The open, flowing layout is perfect for everyday living and effortless entertaining, with seamless access to the outdoors and a refreshing sparkling pool visible from multiple rooms. A sturdy metal roof ensures durability and low maintenance. Outside awaits your personal Florida paradise: a screened pool area enveloped in mature, lush landscaping, ideal for unwinding, hosting gatherings, or simply soaking in the serene, tropical vibe that defines Logan Woods living. Complementing the main residence is a versatile 560sf guest house/studio/efficiency (currently configured as a 1-bedroom unit with an open kitchen-living area, full bath, washer/dryer, and private lanai). This flexible space generates strong income potential-up to $1,600/month-making it perfect for short-term rentals, in-law accommodations, a home office, or extended family. With no HOA restrictions and abundant land, this acreage property is primed for your vision: add horses with room for pasture and stables, plant a thriving orchard, install a pickleball or tennis court, or construct an additional outbuilding to support a home-based business or workshop. Embrace the true Florida lifestyle-outdoor living, space to roam, and the freedom to customize-while being just a short drive from pristine Gulf of Mexico beaches, upscale shopping, fine dining, top-rated schools, and all the amenities that make Naples legendary. Whether you're envisioning a multi-generational retreat, a smart investment with rental income, an equestrian-friendly estate, or a blend of all three, this North Naples acreage home delivers unmatched flexibility and location. Don't miss this chance to own a piece of paradise in Logan Woods!

Full Property Details for 5099 Tallowood Way

General

  • Price: $1,299,000
  • Taxes: (2024)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 226002417
  • Updated: 3/26/2026
  • Added to Site: 70 day(s) ago

Interior

  • Interior Features: Split Bedrooms, Kitchen, Living Room, Family Room, Florida Room, Guest Bath, Guest Room, Built-In Cabinets, Wired for Data, Cathedral Ceiling(s), Closet Cabinets, Exclusions, Pantry, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
  • Appliances: Electric Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Microwave, Range, Refrigerator/Freezer, Refrigerator with Icemaker, Reverse Osmosis, Self-Cleaning Oven, Wall Oven, Washer, Wine Cooler
  • Furnishings: Unfurnished
  • Flooring: Laminate, Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4
  • Primary Bathroom: Dual Sinks, Separate Tub And Shower

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Master BR Ground

Other Rooms

  • Kitchen: Built-In Desk, Kitchen Island, Pantry, Walk-In Pantry
  • Dining Room: Breakfast Bar, Breakfast Room, Dining - Family, Dining - Living, Formal
  • Laundry: Inside

Additional Information

  • Shared Amenities: None, Non-Gated
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground, Electric Heat
  • Security/Safety: Security System, Smoke Detector(s), Smoke Detectors

Exterior

  • Exterior Features: Automatic Sprinkler
  • Porch/Patio/Deck: Patio, Screened Porch, Screened Lanai/Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Garage Door Opener, Attached

Location

  • Area: NA23 - S/O Pine Ridge 26, 29, 30, 31, 33, 34
  • County: Collier
  • Subdivision: LOGAN WOODS
  • Building Name: LOGAN WOODS
  • Direction Faces: South

Community

  • Assoc. Fees Include: None
  • Units Assoc/Comm: 1
  • Pets Allowed: Yes
  • Management Type: None

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Ceiling Fan(s), Central Electric
  • Heating Type: Central Electric

Utilities

  • Sewer: Septic Tank
  • Water: Reverse Osmosis - Partial House, Well
  • Cable Available: Yes
  • Utility Description: Cable Available

Structural Information

  • Description/Design: Single Family Residence
  • Exterior Const.: Concrete Block, Stucco
  • Roof: Metal, Tile
  • Windows: Arched, Bay Window(s), Casement, Single Hung, Transom
  • Entry Floor Number: 1
  • Stories/Levels: 1
  • Stories in Building: 1
  • Square Feet: 2,971
  • Sq. Ft. Source: Property Appraiser Office
  • Living Area: 2,971 Sq. Ft.
  • Year Built: 1995

Additional Structures

  • Other Structures: Guest House, Extra Building

Lot Features

  • Property View: Landscaped Area, Preserve
  • Lot Size (Acres): 2.27
  • Lot Size (Sq. Ft.): 98,881
  • Lot Size Source: Property Appraiser Office
  • Irrigation System: Well
  • Lot Features: Dead End, Horses Ok, Oversize
  • Lot Description: Dead End, Horses OK, Oversize

Horse Property

  • Horse Property: Yes

Water Features

  • Water Front Desc.: None
  • Canal Width: None

Financial Considerations

  • Tax Year: 2024
  • Terms: Buyer Finance/Cash, FHA

Disclosures and Reports

  • Ownership: Single Family
  • Legal Description: GOLDEN GATE EST UNIT 34 E 150FT OF TR 85
  • Property ID: 38396560006
  • Section: 16
  • Block: 85
  • Lot Number: 1

Listed by William Raveis Real Estate

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Listing agents

— 5099 Tallowood Way —

  • William Raveis Real Estate

  • William Raveis Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5099 Tallowood Way

School District:Collier County School District
NameGradesDistance
Osceola Elementary School, Naples, FL
5770 Osceola Trail, Naples, FL 34109
K-53.2 mi
Naples High School
1100 Golden Eagle Circle, Naples, FL 34102
9-125.8 mi
Pine Ridge Middle School
1515 Pine Ridge Road, Naples, FL 34109
6-84.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5099 Tallowood Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/20/2026
Price Reduced
$1,299,000
-5.53%
MLS
2/26/2026
Price Reduced
$1,375,000
-5.11%
MLS
2/03/2026
Price Reduced
$1,449,000
-0.07%
MLS
1/16/2026
Listed
$1,450,000
147.86%
MLS
8/28/2017
Sold
$585,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5099 Tallowood Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,469
-12%
$674,089
-6%
2024
$8,498
5%
$715,078
10%
2023
$8,063
25%
$650,071
21%
2021
$6,461
-16%
$537,249
-9%
2022
$7,719
19%
$590,974
26%
2021
$6,461
28%
$467,240
2%
2019
$5,053
-8%
$456,735
-8%
2018
$5,501
103%
$496,595
95%
2017
$2,716
2%
$254,419
2%
2016
$2,650
-1%
$249,186
1%
2015
$2,667
7%
$247,454
1%
2014
$2,483
-6%
$245,490
2%
2013
$2,642
—
$241,862
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by William Raveis Real Estate

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5099 Tallowood Way, Naples, FL 34116 (MLS# 226002417) is a Single Family property with 5 bedrooms and 4 full bathrooms. 5099 Tallowood Way is currently listed for $1,299,000 and was received on January 16, 2026. Want to learn more about 5099 Tallowood Way? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

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