Livingston Woods

Custom estate homes and acreage in North Naples

Livingston Woods — Estate-Scale Living with Privacy & Freedom in Naples, Florida

Acreage Homes • Custom Estates • Parcel-Specific Land-Use Review

Livingston Woods is one of Naples’ most sought-after estate-home neighborhoods, offering large parcels of land, no homeowners association, and a rare level of lifestyle flexibility. Located in North Naples along Livingston Road, this prestigious area is known for custom residences on oversized lots, privacy, and a quiet residential atmosphere—while remaining minutes from Naples’ top schools, shopping, dining, and beaches.

Livingston Woods appeals to buyers who want space, independence, and long-term land value, without sacrificing convenience or location.


Community Overview

  • Neighborhood Type: Non-gated estate-home community
  • Lot Sizes: Typically 1.0 to 2.5+ acres
  • HOA: None
  • Zoning Character: Estate / rural residential
  • Lifestyle: Private, flexible, land-oriented, and refined

Unlike master-planned communities, Livingston Woods offers true ownership freedom, allowing homeowners to tailor their property and lifestyle with minimal restrictions.


Location & Accessibility

Livingston Woods is centrally positioned in North Naples, providing a rare blend of acreage living and everyday convenience.

Residents benefit from:

  • Easy access to major north–south corridors
  • Proximity to top-rated public and private schools
  • Short drives to beaches, luxury shopping, dining, and medical facilities
  • Quick connectivity to Bonita Springs and surrounding Naples neighborhoods

This location makes Livingston Woods ideal for buyers who want estate living without geographic isolation.


Homes & Land in Livingston Woods

Livingston Woods is defined by custom single-family homes on expansive parcels, with a wide range of architectural styles and levels of finish.

Home Characteristics

  • Detached custom estate homes
  • Architectural styles ranging from classic Florida ranch to modern new construction
  • Private pools, guest houses, workshops, and large garages common
  • Mature landscaping and fencing for privacy

Size & Layouts

  • Home sizes typically range from 2,800 to 7,000+ square feet
  • 3- to 6-bedroom floor plans
  • Strong emphasis on outdoor living, flexibility, and utility space

Land-Use Flexibility

  • Space for boats, RVs, car collections, workshops, home gyms, and additional structures
  • Property-specific review of vehicle storage, design, zoning and recorded restrictions

Pricing Overview

Pricing in Livingston Woods is driven primarily by land value, location, and level of customization.

Vacant land and tear-down opportunities often command strong pricing due to scarcity of large parcels in North Naples.


Lifestyle Appeal & Buyer Profile

Livingston Woods is best suited for buyers who value:

  • Acreage and physical separation from neighbors
  • Confirm any recorded obligations and association arrangements for the parcel
  • Custom home design and land-use flexibility
  • Privacy without gated density
  • Long-term ownership and generational planning

The neighborhood attracts entrepreneurs, professionals, families, builders, car enthusiasts, and buyers relocating from estate or acreage markets in other states.


Investment & Long-Term Value

From a market standpoint, Livingston Woods offers strong fundamentals:

  • Extremely limited supply of large parcels in central Naples
  • Consistent demand for no-HOA estate neighborhoods
  • Separate land utility and improvements when evaluating comparable sales
  • Ongoing redevelopment into modern luxury estates

Usable acreage, site conditions and the cost of maintaining a larger property should be evaluated alongside the home itself. Future resale value depends on market conditions and the specific property.


Frequently Asked Questions

Where is Livingston Woods located?
Livingston Woods is located in North Naples along Livingston Road, offering estate-scale living with convenient access to schools, shopping, dining, and beaches.

Is Livingston Woods a gated community?
No. Livingston Woods is a non-gated neighborhood with no homeowners association.

Are there HOA rules or fees?
Review the parcel’s recorded documents and any association obligations. A home marketed without a mandatory master HOA is still subject to applicable zoning, permits and land-use requirements.

What types of homes are in Livingston Woods?
The community consists of custom single-family estate homes on large parcels, many exceeding one acre.

What is the price range in Livingston Woods?
Compare recent sales of similar usable acreage, location, home condition and improvements. Separate the value of the land from the cost and quality of an existing residence or proposed construction.

Can I keep boats, RVs, or specialty vehicles?
Yes. Many properties accommodate boats, RVs, large garages, and workshops, subject to county zoning guidelines.

Who is Livingston Woods best suited for?
Buyers seeking privacy, land, flexibility, and estate-scale living without HOA restrictions.


Strategic Representation Matters in Estate Neighborhoods

Estate neighborhoods like Livingston Woods require specialized local insight—from understanding parcel differences and zoning considerations to evaluating renovation versus new construction potential. Not all acreage properties carry equal long-term value.

If you’re considering Livingston Woods, I provide:

✔ Parcel-by-parcel value analysis
✔ Guidance on redevelopment vs. renovation
✔ Zoning and land-use considerations
✔ Comparative insights with other estate neighborhoods

Confidential inquiries welcome.

Comparing Homes in Livingston Woods

Acreage alone does not describe how a site can be used. Compare surveyed dimensions, upland and wetland conditions, drainage, access, utilities and permitted improvements. Vehicle storage, outbuildings, accessory uses and redevelopment require parcel-specific zoning and recorded-document review.

How Should Buyers Evaluate Current Pricing?

Compare recent sales of similar usable acreage, location, home condition and improvements. Separate the value of the land from the cost and quality of an existing residence or proposed construction.

Nearby Areas and Properties to Compare

Compare Pine Ridge Estates for another Naples acreage setting, the Naples market for coastal alternatives, and Talis Park for a managed club-community structure.

Personal Buyer Guidance

Johnathan Shirey, P.A. of Douglas Elliman Real Estate helps compare suitable homes, new construction and condominium ownership. Learn about my luxury property advisory or call (239) 560-9340 for a property-specific discussion.

Exclusive Listings

Browse the available properties in the area below.

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Livingston Woods

Work With Johnathan Shirey, P.A.

Acquiring within a premier new development requires more than access to inventory. It requires comparative insight, disciplined selection, and a strategy aligned with both lifestyle and long-term goals. I provide private buyer advisory for leading waterfront, branded, and luxury new-construction opportunities across Naples and select South Florida markets.

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