102 Single-Family Estate Homes • 2,223–2,931 Sq. Ft. • Golf & Lake Homesites • Bundled Golf
Vanderbilt Country Club Estate Homes for Sale in Naples Florida
Vanderbilt Country Club estate homes comprise a limited collection of just 102 detached single-family residences positioned along the fairways, greens and lakes of the first nine holes of Vanderbilt's private championship golf course in Naples, Florida.
The original estate-home collection includes six principal floor plans ranging from approximately 2,223 to 2,931 square feet of living area. Homesites average approximately 80 feet by 140 feet, giving the estate-home section more land and separation than Vanderbilt's detached villa neighborhoods.
Original designs include screened lanais and two- or three-car garages depending on the plan. Many owners have added or renovated private pools, spas, outdoor kitchens, hurricane protection, roofing, mechanical systems and interiors since the community's original development.
Because Vanderbilt is a mandatory bundled-golf community, ownership of an estate home also carries the Vanderbilt Country Club membership relationship and access to the Club's golf, dining, fitness, pool, tennis, pickleball, bocce and social amenities.
102 Estate Homes Single-Family Ownership 6 Original Floor Plans Approx. 2,223–2,931 Sq. Ft. Approx. 80 × 140 Ft. Homesites First Nine Golf Holes Golf Views Lake Views Screened Lanais 2- & 3-Car Garages Private Pools Common Bundled Golf Established Neighborhood Renovated Resales No Separate Golf Waitlist
Vanderbilt Estate Homes Are a Separate Real Estate Market
Estate homes represent Vanderbilt's largest traditional detached residences and should be analyzed separately from its 120 villa homes, 338 Wedgewood carriage homes and 240 Waterford condominiums.
Estate-home values depend heavily on original model, recorded living area, homesite, golf-hole position, lake relationship, rear exposure, private pool, garage configuration, roof, hurricane protection and renovation.
Estate-home comparison rule: begin with the closest Vanderbilt estate-home floor plan and homesite type before expanding the search to villas or other bundled-golf communities.
Vanderbilt Estate Home Floor Plans
The original Worthington Communities estate-home collection includes six primary designs.
Carlisle Approximately 2,223 sq. ft. with three bedrooms, den, great-room design, screened lanai and attached garage.
Windemere Approximately 2,436 sq. ft. with three bedrooms, den, great room, screened lanai and attached garage.
Catalina II Approximately 2,600 sq. ft. with three bedrooms, den, leisure room, formal living and dining areas and screened lanai.
Cayman Approximately 2,826 sq. ft. with three bedrooms, den, leisure room, expanded living areas and screened lanai.
Riviera Approximately 2,843 sq. ft. with three bedrooms, den, leisure room and substantial indoor-outdoor living.
Monaco Approximately 2,931 sq. ft., Vanderbilt's largest original estate plan, with four bedrooms, den, leisure room and large garage.
Floor-plan note: renovations, room conversions and appraisal records can produce small differences from original brochure dimensions. Use current recorded living area and the actual property configuration when valuing a residence.
Carlisle Estate Homes
The Carlisle is the most compact of Vanderbilt's original estate-home designs at approximately 2,223 square feet.
Its original plan organizes the home around a central great room, kitchen and morning room with three bedrooms, a den, formal dining space and a large screened lanai.
The original plan also offered an optional pool package, illustrating why private pools should be treated as an individual property feature rather than assumed for every estate home.
Carlisle resales can now differ considerably in pool size, kitchen renovation, roof age, impact protection and outdoor-living improvements.
Windemere Estate Homes
The Windemere provides approximately 2,436 square feet of original living area.
The plan includes three bedrooms, den, great room, dining room, morning-room dining and a large screened rear lanai.
Its balance of estate-home living area and manageable footprint can make Windemere properties attractive to buyers who want more space than a Vanderbilt villa without moving into the largest estate designs.
Catalina II Estate Homes
The Catalina II provides approximately 2,600 square feet of living area.
The original design includes three bedrooms, den, leisure room, formal living and dining spaces, an eat-in morning room and screened lanai.
Its more compartmentalized plan can differ substantially from the open great-room orientation found in some other Vanderbilt models, making layout preference an important buyer consideration.
Cayman Estate Homes
The Cayman expands Vanderbilt estate-home living to approximately 2,826 square feet.
Its original design provides three bedrooms, den, leisure room, living and dining spaces, morning room and a substantial rear lanai.
The Cayman belongs in a larger estate-home comparison group and should not automatically be valued against the smaller Carlisle or Windemere simply because they share similar golf or lake positions.
Riviera Estate Homes
The Riviera provides approximately 2,843 square feet of original living area.
The plan includes three bedrooms, den, leisure room, combined living and dining space and a screened lanai designed to connect the interior with pool and golf-course outdoor living.
Riviera values can vary significantly according to pool configuration, golf or lake position, roof, storm protection and level of renovation.
Monaco Estate Homes
At approximately 2,931 square feet, the Monaco is the largest original Vanderbilt estate-home floor plan.
Its original design provides four bedrooms, den, three bathrooms, leisure room, formal dining, morning-room dining, large living area, screened lanai and a substantial garage.
The Monaco's size, bedroom count and garage configuration place it toward the top of Vanderbilt's original single-family market and make model-specific comparable sales especially important.
Estate Homesites on Vanderbilt's First Nine Holes
Vanderbilt's estate homes occupy individual lots averaging approximately 80 feet wide by 140 feet deep around the golf course's first nine holes.
The permanent homesite is often one of the most important valuation factors.
Fairway Views Long fairway outlooks can provide depth, open space and substantial golf-course scenery.
Green Views Green-oriented homes can offer attractive golf scenery together with increased player and cart activity.
Lake Views Waterfront positions can add visual depth and create separation from active golf.
Lake-to-Golf Views A lake between the homesite and fairway can create one of Vanderbilt's most desirable layered settings.
Permanent-value principle: interior finishes can be remodeled. Lot position, lake width, rear exposure, golf-hole relationship and neighboring-home separation cannot simply be recreated later.
Evaluating a Vanderbilt Golf-Course Estate Home
Tee Position
Tee areas create player activity but can have different ball-exposure characteristics from landing zones.
Fairway Position
Compare fairway width, shot direction, distance from play and landscaping.
Green Position
Green views can be attractive but can also create more golfer and cart activity.
Cart Path
Path location can influence privacy around pools and screened lanais.
Lake Buffer
Water separating the home from golf can provide additional visual and physical separation.
Rear Exposure
Orientation affects morning light, afternoon heat, pool sunlight and sunset potential.
Private Pools, Spas & Screened Lanais
Private pools are common among Vanderbilt estate homes today, but the original Worthington floor-plan documents identify pools as optional packages.
That distinction is useful when comparing older sales and renovated properties.
Modern estate-home outdoor living can include pools, spas, expanded cages, covered seating areas, outdoor kitchens and upgraded lighting.
Pool Surface
Review resurfacing history, finish condition and age.
Equipment
Inspect pumps, heaters, filters, automation and spa equipment.
Screen Enclosure
Review structural condition, screening, doors and storm-related repairs.
Outdoor Kitchen
Inspect appliances, cabinetry, utilities and weather exposure.
Two- and Three-Car Garages
Vanderbilt's current official real-estate description identifies estate homes with two- or three-car garages depending on the original design and property configuration.
Garage size can be an important distinction from Vanderbilt's smaller detached villas and from attached Waterford or Wedgewood residences.
Buyers planning to store a personal golf cart alongside vehicles should confirm actual garage dimensions and current Vanderbilt golf-cart policies for the exact property.
Renovated vs. More Original Estate Homes
Vanderbilt was developed beginning around 1999, and estate-home condition now varies widely.
Two homes based on the same original plan can have substantially different effective ages after decades of renovations and capital improvements.
Kitchen
Compare cabinetry, countertops, appliances, lighting and any layout changes.
Bathrooms
Review showers, tubs, cabinetry, tile and plumbing fixtures.
Roof
Replacement age and permit history can materially affect insurance and near-term cost.
Impact Protection
Verify impact windows, doors, sliders, shutters and garage-door protection.
Mechanical Systems
Review HVAC, water heater, electrical equipment and generator systems.
Pool & Lanai
Evaluate surface, cage, equipment, outdoor kitchen and storm protection.
Roof, Hurricane Protection & Insurance
Insurance due diligence is especially important for established single-family homes in Southwest Florida.
Buyers should verify roof installation date, roof permit, impact-rated windows and doors, sliding-glass-door protection, shutters, garage-door rating and available wind-mitigation documentation.
A newer roof or comprehensive hurricane-protection package can create meaningful ownership-cost differences between two otherwise similar Vanderbilt estate homes.
Obtain a property-specific insurance quotation rather than relying on another owner's premium.
Flood & Drainage Due Diligence
Lakefront and golf-course ownership does not remove the need for address-specific flood and drainage review.
Buyers should verify the current flood designation, lender requirements, lot elevation information where available and drainage characteristics for the exact homesite.
Flood insurance requirements and costs should not be generalized from another Vanderbilt property.
Bundled Golf With Every Vanderbilt Estate Home
Vanderbilt Country Club is a mandatory bundled-golf community, meaning Country Club membership accompanies every residential purchase.
Estate-home buyers therefore obtain access to Vanderbilt's private golf lifestyle without needing to purchase a separate equity membership from another owner.
Current fees, cart programs, capital contributions, food-and-beverage obligations, transfer procedures and other charges can change and should be verified through current Club documents before purchase.
Vanderbilt's Championship Golf Course
Vanderbilt's private 18-hole, par-72 championship golf course was originally designed by Gordon Lewis and later redesigned by Kipp Schulties.
The major course renovation was completed in 2015.
Five tee selections provide multiple playing lengths, while tree-lined fairways, water, natural preserves and undulating greens create both the golf challenge and the scenery surrounding Vanderbilt's estate homes.
Vanderbilt Country Club Amenities
Bundled Golf Private golf membership accompanies Vanderbilt residential ownership.
Clubhouse Dining Casual and more formal dining overlook the golf-course setting.
Resort Pool & Spa The central pool complex supports swimming, relaxation and poolside dining.
5,100 Sq. Ft. Fitness Center Fitness equipment, classes and wellness services support active living.
Har-Tru Tennis Lighted courts support instruction, leagues, clinics and social play.
Pickleball & Bocce Additional court sports broaden recreation beyond golf.
Estate Home Association & Ownership Responsibilities
Estate homes are detached single-family residences, but ownership still operates within Vanderbilt's community-wide association and bundled Country Club structure.
Vanderbilt Community Association maintains the community's applicable common areas and administers community-wide governance and assessments.
Estate-home owners are generally responsible for their own house, roof, pool, mechanical systems and other private-property components, subject to current association documents.
Buyers should review the current budget, neighborhood charges, architectural rules, maintenance standards and Club obligations before closing.
Vanderbilt Estate Home 2026 Market Context
Estate-home transactions remain a relatively small segment of Vanderbilt's overall market because only 102 such homes exist.
Two notable May 2026 closings on Gleneagle Way involved three-bedroom estate homes of approximately 2,229 and 2,806 square feet.
One represented the smaller Carlisle-size category with a renovated interior, pool and updated outdoor improvements, while the larger transaction illustrates the upper estate-home size range.
With relatively few annual estate sales, buyers and sellers should resist relying on a simple subdivision-wide median without examining model, homesite, pool, renovation and storm protection.
How Vanderbilt Estate Homes Should Be Valued
Original Model
Begin with Carlisle, Windemere, Catalina II, Cayman, Riviera or Monaco.
Recorded Living Area
Use current property records rather than brochure dimensions alone.
Homesite
Compare fairway, green, lake and combination golf-water positions.
Rear Exposure
Consider pool sunlight, afternoon heat and sunset orientation.
Private Pool
Evaluate pool size, spa, equipment, enclosure and outdoor living.
Garage
Distinguish two- and three-car configurations and golf-cart capacity.
Roof & Storm Protection
Review roof age, impact protection, shutters and wind-mitigation features.
Renovation
Consider kitchen, baths, flooring, lighting, mechanical systems and outdoor improvements.
Vanderbilt estate-home valuation sequence: estate-home model → recorded living area → homesite → golf / lake relationship → rear exposure → private pool and outdoor living → garage → roof → hurricane protection → interior renovation → Club and association obligations → most comparable recent estate-home sales.
What Vanderbilt Estate Home Buyers Should Review
Floor Plan
Identify the original model and any subsequent room modifications.
Living Area
Confirm recorded air-conditioned living area and permitted additions.
Homesite
Evaluate exact golf hole, lake width, landscaping and neighboring-home separation.
Pool & Lanai
Inspect condition, equipment, enclosure and outdoor-living improvements.
Garage
Confirm actual capacity for vehicles, storage and golf cart.
Roof
Review installation date, permit history, materials and warranty information.
Storm Protection
Verify protection for every major exterior opening.
Mechanical Systems
Review HVAC, water heater, electrical, plumbing and generator equipment.
HOA
Review current neighborhood and master-association responsibilities.
Golf & Club
Understand current bundled-golf obligations and member policies.
Insurance & Flood
Obtain current address-specific quotations and flood information.
Comparable Sales
Begin with the closest Vanderbilt estate-home model and homesite.
Selling a Vanderbilt Country Club Estate Home
Estate-home sellers should identify the original floor plan and permanent homesite characteristics prominently.
A strong listing should clearly document recorded living area, golf or lake relationship, rear exposure, private pool, spa, outdoor kitchen, garage configuration, roof age, impact protection, generator and meaningful renovations.
Because Vanderbilt has only 102 estate homes, the closest comparable sale may require adjustments for another original model or a different golf-hole position.
Marketing should therefore explain why the subject property differs rather than relying solely on community-wide price-per-square-foot statistics.
Explore Vanderbilt Country Club Real Estate
Vanderbilt Country Club
The estate-home section represents only one of Vanderbilt's four distinct residential markets.
The Vanderbilt Country Club hub compares estate homes with detached villas, Wedgewood carriage homes and Waterford condominiums and explains the shared bundled-golf, dining, recreation and association structure.
Vanderbilt Country Club Estate Home Location
Vanderbilt's estate homes are positioned primarily around the first nine holes of the golf course in northeast Naples.
Residential streets include golf- and lake-oriented locations such as Gleneagle Way, Northampton Court and other single-family sections within the Vanderbilt gates.
Vanderbilt Country Club is located at 8250 Danbury Boulevard, Naples, Florida 34120, east of Collier Boulevard near Vanderbilt Beach Road.
The community provides convenient access to Interstate 75, North Naples shopping and dining, healthcare and Gulf Coast destinations while retaining a private gated country-club environment.
Estate Home Listings, Map Search & Market Report
Estate-home inventory is typically limited because only 102 residences exist.
Current listings can include Carlisle, Windemere, Catalina II, Cayman, Riviera and Monaco-based homes with substantially different renovations, pools and golf or lake positions.
Use the three round links at the top of this page to review the estate-home listing section, Vanderbilt map and current market report.
Because Vanderbilt's estate homes and detached villas can share the same broad MLS subdivision name, property type, recorded living area and original floor plan should be verified when building a comparable-sale set.
Schulz Realty can help buyers and sellers compare Vanderbilt estate homes according to Carlisle, Windemere, Catalina II, Cayman, Riviera and Monaco floor plans, recorded living area, golf or lake homesite, rear exposure, private pool, garage, roof, storm protection, renovations, bundled-golf obligations and the most relevant recent estate-home sales.
Call David Schulz: (239) 682-5800
Vanderbilt estate-home counts, original floor-plan dimensions, recorded living areas, bedroom configurations, garage capacity, pools, lanais, views, golf-course relationships, Vanderbilt Country Club membership requirements, Club charges, golf and cart programs, Vanderbilt Community Association obligations, neighborhood fees, assessments, rental provisions, pet rules, roof ages, hurricane protection, insurance requirements, flood classifications and individual property features may vary or change. Buyers should verify all material information for the exact property through current Club, association, MLS, tax, title, insurance, inspection and property-specific documentation before purchasing.
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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.