Yorktown Homes in Naples Florida

Yorktown is an established single-family neighborhood in Naples, Florida, centered along Kensington High Street. The community is known for detached residences with private pools, mature landscaping, generous floor plans and attractive golf-course or lake views. Homes range from more manageable one-story designs to larger two-story residences with additional bedrooms, dens and guest accommodations.

Yorktown has a distinct residential identity within Kensington. Rather than focusing on the larger development, buyers comparing Yorktown homes should pay close attention to the individual floor plan, golf or lake exposure, construction year, garage configuration, pool area and renovation history because these characteristics vary substantially from property to property.

Yorktown Homes at a Glance

Single-Family Homes on Kensington High Street

Kensington High Street forms the residential spine of Yorktown. The neighborhood consists of detached residences rather than condominium buildings or stacked coach homes, providing buyers with private entrances, individual garages, yards and outdoor living areas.

Properties are arranged along the curving street with homes oriented toward golf, lake or landscaped settings. Because the rear exposure changes from property to property, Yorktown homes with similar floor plans can offer very different views and outdoor experiences.

Yorktown Construction from the Late 1990s to Early 2000s

Most Yorktown residences were built between approximately 1997 and 2003. This relatively concentrated construction period gives the neighborhood an established architectural character while still providing a meaningful variety of home sizes and layouts.

The age of the neighborhood also makes renovation history especially important. Some homes have received newer roofs, remodeled kitchens, updated bathrooms, modern flooring, newer air-conditioning systems, improved pools and updated storm protection, while others offer opportunities for a buyer to complete a more extensive renovation.

Yorktown Home Sizes

Yorktown offers a broad range of single-family home sizes. Community records document residences beginning around 2,154 square feet and extending beyond 4,000 square feet of living area.

Recent MLS activity includes a 3,421-square-foot residence and a 3,482-square-foot home, while historical properties include homes in the mid-2,000-square-foot range as well as larger residences.

This variation allows Yorktown to serve buyers looking for different levels of space without leaving the neighborhood.

One-Story Yorktown Homes

Single-story residences are well represented in Yorktown. These homes can provide approximately 2,200 to more than 3,400 square feet while keeping the primary suite, guest bedrooms, den, kitchen, garage and pool on one level.

One-story living can be especially attractive to buyers planning long-term ownership or those moving from a larger multi-level residence who want to eliminate stairs without sacrificing private outdoor space.

Two-Story Yorktown Homes

Yorktown also includes larger two-story homes. These residences may provide additional guest bedrooms, lofts, bonus areas or flexible spaces upstairs while keeping the primary everyday living areas on the first floor.

A documented 3,482-square-foot Yorktown residence built in 2001 includes four bedrooms plus a den, providing considerably more accommodation than a typical one-story villa.

Buyers considering a two-story home should evaluate the location of the primary suite, guest spaces and laundry in relation to their long-term needs.

Three-Bedroom Plus Den Floor Plans

Three-bedroom-plus-den layouts are common throughout Yorktown. These plans provide dedicated guest bedrooms while preserving a separate office, library or media room.

A documented 2001 Yorktown home offers approximately 3,421 square feet with three bedrooms plus den, multiple bathrooms, private pool and spa.

The den can be particularly valuable for buyers working from home because it allows all formal bedrooms to remain available for guests.

Four- and Five-Bedroom Homes

Larger Yorktown residences provide additional bedroom flexibility. Four-bedroom-plus-den designs are represented, and some homes have been configured so a den or flexible room can function as a fifth bedroom.

These larger properties can appeal to buyers with extended family, frequent visitors or multigenerational living requirements.

Private Swimming Pools

Private pools are one of Yorktown's defining residential features. Many properties were designed around a screened pool and lanai, creating a direct transition from the living area to outdoor space.

Pool designs vary according to the home and renovation history. Recent MLS properties include heated pools, integrated spas and remodeled pool environments.

Buyers should review pool surface age, pumps, heater, automation, spa equipment and screen enclosure when comparing homes.

Updated Pool and Lanai Areas

Some Yorktown owners have significantly improved their outdoor living areas. Recent MLS marketing includes a residence with a newly updated pool environment and panoramic picture-frame screen enclosure designed to preserve the home's golf-course view.

Pool renovations can represent meaningful value because resurfacing, new equipment, deck improvements and screen replacement can involve substantial expense.

Screened Lanais

Screened lanais extend Yorktown living beyond the interior. Covered seating and dining areas provide shade, while open pool decks capture more Florida sun.

For golf- or lake-facing homes, the lanai also becomes the primary place from which owners experience the property's view.

Covered depth, screen condition and rear exposure should therefore be considered alongside interior square footage.

Outdoor Kitchens

Outdoor kitchens are represented in upgraded Yorktown homes. Built-in grills, preparation counters, refrigeration and dining areas can make the lanai a practical entertaining space rather than simply an area surrounding the pool.

Because outdoor equipment is exposed to Naples heat and humidity, appliance age and condition should be reviewed carefully.

Golf Course Homes in Yorktown

Golf-course frontage is one of Yorktown's most recognizable real estate features. Several documented homes overlook the 9th hole and fairway, providing broad green views behind the residence.

A direct golf view can add openness and visual interest from the great room, primary bedroom and lanai.

Buyers should still consider the precise location of the home relative to tees, greens, landing areas and cart paths because not every golf-course homesite provides the same privacy or exposure.

9th-Hole Views

The 9th-hole setting is specifically represented in recent Yorktown MLS activity. Homes on this portion of Kensington High Street can overlook the fairway directly from their pool and lanai areas.

For buyers who appreciate golf scenery, this can be one of the strongest homesite positions available within Yorktown.

Lake and Golf Views

Some Yorktown properties combine golf-course scenery with water. A current 2026 listing on Kensington High Street is positioned with southern rear exposure, a private pool and spa, and views toward both the 9th hole and a lake.

This layered view can create more depth than a conventional interior lot because water provides visual separation before the golf scenery begins.

Landscaped Interior Homesites

Not every Yorktown home directly fronts golf or water. Interior properties may provide mature tropical landscaping and greater separation from active golf play.

These homes can appeal to buyers who prioritize privacy or a quieter backyard environment over a panoramic fairway view.

Yorktown Lot Sizes

Many Yorktown homesites are relatively manageable in size. Documented examples include parcels around 9,100 to 9,600 square feet, or approximately 0.21 to 0.22 acre.

This lot scale provides room for a detached residence, private pool and landscaped outdoor space while avoiding the maintenance requirements of a large estate property.

Two- and Three-Car Garages

Garage capacity varies within Yorktown. Both attached two-car and three-car garages appear in current and historical MLS records.

A recent 3,421-square-foot home has a two-car garage, while a larger 3,482-square-foot residence provides an oversized three-car garage.

Oversized Garages and Storage

Individual Yorktown garages may provide additional depth, built-in cabinetry or storage beyond the advertised vehicle count.

A deeper two-car garage can sometimes provide more practical storage than a compact multi-bay design, so buyers should inspect the actual dimensions when garage space is a priority.

Renovated Yorktown Homes

Renovation has become an important Yorktown value factor as homes move beyond their original construction period. Updated residences may include contemporary kitchens, hardwood or large-format tile flooring, modern bathrooms, improved lighting and redesigned living spaces.

Some Yorktown homes have undergone extensive renovations that open the original floor plan and create a more contemporary relationship between the kitchen, living areas and lanai.

Roof Age

Roof replacement is particularly important when comparing Yorktown homes. A recent larger residence includes a roof replaced in 2021, illustrating how major improvements can differentiate otherwise similar properties.

Buyers should verify roof installation date, permits and available warranty information rather than relying only on visual appearance.

Air Conditioning and Water Heaters

HVAC systems and water heaters should also be compared carefully. Updated mechanical systems may reduce near-term replacement expenses, while original or older equipment should be considered when evaluating purchase price.

Larger Yorktown homes may have more than one air-conditioning system, making service history especially useful.

Hurricane Protection

Storm protection varies among Yorktown properties. Documented homes include manual shutters, electric shutters and other protection systems for windows and doors.

Buyers should confirm the protection method for every major opening, especially large sliding doors facing the lanai.

Impact-resistant glass may have been added to individual homes, but it should not be assumed neighborhood-wide.

Yorktown Villas Homeowners Association

Yorktown has its own neighborhood homeowners association. The legal association name is Yorktown Villas Homeowners Association, Inc., an active Florida not-for-profit corporation originally formed in 1993.

The word "Villas" in the legal HOA name can be confusing because Yorktown properties are represented in MLS and county records as detached single-family residences.

Yorktown Association Management

Current Kensington Park Master Association information identifies Yorktown Villas as one of the neighborhood associations within the master community and lists professional management for the Yorktown association.

Because management companies and contact information can change, buyers should obtain the current resale documents and estoppel rather than relying on older contact information from a prior listing.

Lawn and Landscape Maintenance

Recent Yorktown MLS records show neighborhood assessments providing services that may include lawn and landscape maintenance, irrigation water, street-related services, management and other common expenses.

This can make Yorktown particularly appealing to seasonal residents who want a detached home and private pool without assuming every routine landscape responsibility themselves.

The exact services currently included should be verified through Yorktown's current budget and governing documents.

Yorktown HOA Due Diligence

Before purchasing a Yorktown home, buyers should review the neighborhood association information applicable to the property.

Architectural Review

Exterior changes within Yorktown may be subject to architectural requirements. Roofing, exterior paint, windows, doors, driveways, landscaping, pool enclosures and other visible modifications may require approval.

Buyers planning renovations should verify current rules before assuming a proposed exterior change will be permitted.

Yorktown Comparable Sales

Yorktown's variation in size makes community-specific comparable analysis particularly important. A 2,600-square-foot one-story home should not automatically be valued against a 3,500-square-foot two-story property simply because both are located on Kensington High Street.

Recent and historical Yorktown sales include homes ranging from roughly the low-2,000-square-foot range to more than 4,000 square feet.

The strongest comparable properties should resemble the subject home in living area, story count, garage capacity, view, pool, condition and renovation level.

Recent Yorktown MLS Activity

Yorktown continues to produce meaningful resale activity. A 3,421-square-foot residence on Kensington High Street sold in December 2025, while another larger Yorktown home with approximately 3,482 square feet remained part of 2026 market activity.

Current inventory also demonstrates the neighborhood's price and condition range, from homes offering renovation potential to extensively updated golf-course residences.

What Drives Yorktown Home Values?

The most important Yorktown value drivers generally include floor plan, total living area, view, garage capacity, private pool, roof age and overall renovation quality.

Golf-course or combined lake-and-golf views can increase buyer appeal, particularly when the lanai and primary living areas are oriented to take full advantage of the scenery.

A newer roof, updated pool, modern kitchen and improved hurricane protection may also materially change how buyers compare two otherwise similar homes.

What Yorktown Buyers Should Compare

Yorktown for Seasonal Owners

Yorktown can work particularly well for seasonal Naples homeowners who want the privacy and outdoor space of a detached residence while retaining association-supported neighborhood maintenance.

Private pools, screened lanais and manageable homesites provide a traditional Florida single-family lifestyle without requiring the land or maintenance of a large estate property.

Yorktown for Full-Time Residents

Larger Yorktown floor plans can also accommodate full-time ownership comfortably. Three- and four-bedroom homes, dens, multiple bathrooms and two- or three-car garages provide space for guests, home offices and everyday storage.

The variety of one- and two-story designs allows buyers to select a home that fits both current needs and long-term plans.

Yorktown's Central Naples Location

Yorktown's Naples location is an important practical advantage. Kensington High Street is within the Pine Ridge Road area, providing convenient access to shopping, restaurants, healthcare, cultural attractions and Gulf beaches.

For buyers who want a private residential setting without living far from the central Naples corridor, Yorktown can offer an attractive balance.

Yorktown Within Kensington

Yorktown is located inside gated Kensington Golf & Country Club, but its real estate identity is defined by the single-family homes along Kensington High Street rather than by the broader development.

Country club membership is separate from the Yorktown home purchase and should be evaluated independently according to current club membership categories, availability, costs and privileges.

Why Buyers Consider Yorktown

Yorktown offers a useful combination of detached single-family living, private pools, mature landscaping and manageable homesites. Buyers can choose from smaller one-story homes or larger residences with more than 3,000 square feet, multiple bedrooms and three-car garages.

The golf and lake homesites add visual appeal, while the neighborhood's established construction provides opportunities ranging from fully renovated residences to homes that buyers can personalize.

Yorktown as an MLS Community

Yorktown is tracked separately on this website because YORKTOWN appears as a specific subdivision designation in Southwest Florida MLS records.

This community-level approach allows buyers and sellers to compare Yorktown homes with other Yorktown sales rather than relying only on broad Kensington averages that include condos, villas and substantially different estate properties.

Explore Yorktown With Schulz Realty

Schulz Realty helps buyers and sellers evaluate Yorktown homes in Naples, Florida. Comparing Kensington High Street properties by floor plan, golf or lake view, private pool, garage configuration, construction year, renovations, Yorktown association responsibilities and recent neighborhood sales can provide a clearer picture of each home's individual value.