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Vanderbilt Country Club Estate Homes

Vanderbilt Country Club Estate Homes for Sale in Naples Florida

Vanderbilt Country Club's estate-home collection consists of just 102 detached single-family residences positioned primarily along the fairways, greens and lakes of the first nine holes of Vanderbilt's private championship golf course.

These are Vanderbilt's largest traditional single-family homes and form a separate real-estate market from the community's detached villas, Wedgewood carriage homes and Waterford condominiums.

The six principal original estate designs range from approximately 2,223 to 2,931 square feet. Homesites average approximately 80 feet by 140 feet, with screened outdoor living, two- or three-car garage configurations and golf, lake or combined lake-to-golf settings represented throughout the neighborhood.

102 Estate Homes • 6 Original Floor Plans • Approx. 2,223–2,931 Sq. Ft. • Golf & Lake Homesites • 2- & 3-Car Garages • Bundled Golf

Vanderbilt Estate Homes Are a Separate Market

An estate home should generally be compared first with another Vanderbilt estate home—not with a detached villa, Wedgewood carriage home or Waterford condominium simply because all four property types share the same Vanderbilt Country Club membership.

Permanent valuation factors include original model, recorded living area, homesite, golf-hole relationship, lake width, rear exposure, private pool, garage configuration and neighboring-home separation.

Condition factors include roof age, hurricane protection, HVAC equipment, water heater, generator, pool equipment and the extent and quality of interior renovation.

Estate-home comparison rule: begin with the closest original estate model and similar homesite type before expanding the comparable set.

Six Vanderbilt Estate Home Floor Plans

Worthington Communities originally offered six principal estate-home designs. Current recorded living area can vary from original brochure dimensions because of permitted modifications, appraisal methodology and subsequent renovations, so current property records should control a property-specific comparison.

Carlisle — Approx. 2,223 Sq. Ft. Three bedrooms plus den with a great-room-oriented design, dining area, morning room, screened lanai and attached garage.
Windemere — Approx. 2,436 Sq. Ft. Three bedrooms plus den with great room, dining room, morning-room dining and substantial screened outdoor living.
Catalina II — Approx. 2,600 Sq. Ft. Three bedrooms plus den with leisure room, formal living and dining areas, morning room and screened lanai.
Cayman — Approx. 2,826 Sq. Ft. Three bedrooms plus den with leisure room, expanded living areas, morning room and substantial rear outdoor living.
Riviera — Approx. 2,843 Sq. Ft. Three bedrooms plus den with leisure room and substantial indoor-outdoor living within Vanderbilt's larger estate-home category.
Monaco — Approx. 2,931 Sq. Ft. Vanderbilt's largest original estate design, with four bedrooms, den, leisure room, three baths and a larger garage configuration.

Carlisle Estate Homes

The Carlisle is the most compact original Vanderbilt estate design at approximately 2,223 square feet. Its layout centers on a great room, kitchen and morning room with three bedrooms, den, formal dining and screened outdoor living.

Because a private pool was an optional feature in original plans, buyers should treat pool presence and quality as a property-specific improvement rather than an assumed Carlisle characteristic.

Windemere Estate Homes

The Windemere provides approximately 2,436 square feet and balances estate-home space with a somewhat more manageable footprint than Vanderbilt's largest designs.

Current Windemere resales can vary significantly by private pool, golf or lake position, roof, impact protection and renovation.

Catalina II Estate Homes

The Catalina II provides approximately 2,600 square feet with three bedrooms, den, leisure room, formal living and dining areas, morning-room dining and screened outdoor living.

Its room arrangement should be compared with buyers' preference for more traditional formal spaces versus extensively renovated open-plan layouts.

Cayman Estate Homes

The Cayman increases original living area to approximately 2,826 square feet and belongs in Vanderbilt's larger estate-home comparison group.

Golf or lake position, pool, rear exposure, three-dimensional outdoor living, garage arrangement and renovation can create significant differences among otherwise similar Cayman homes.

Riviera Estate Homes

The Riviera provides approximately 2,843 square feet and emphasizes substantial indoor-outdoor living.

Current Riviera values can vary according to pool and lanai configuration, golf or lake relationship, roof, storm protection, major systems and level of interior renovation.

Monaco Estate Homes

At approximately 2,931 square feet, the Monaco is Vanderbilt's largest original estate design and includes four bedrooms, den, leisure room, multiple dining areas and a substantial garage.

Its size and bedroom count place it toward the top of Vanderbilt's original single-family range, making model-specific comparisons particularly important.

Estate Homesites on Vanderbilt's First Nine Holes

Estate homes occupy individual lots averaging approximately 80 feet wide by 140 feet deep around Vanderbilt's first nine golf holes.

The permanent homesite can be more important to long-term desirability than cosmetic renovation because golf position, lake width, rear exposure and separation cannot simply be recreated later.

Fairway Views Long golf-course outlooks can create depth and open scenery. Compare normal shot direction, landing areas and landscaping.
Green Views Attractive green-oriented settings can also bring additional golfer and cart activity.
Lake Views Water can provide visual depth, wildlife views and additional separation from adjoining residences or active golf.
Lake-to-Golf Views A lake between the homesite and fairway can create a layered combination of water and golf scenery.

Evaluating a Vanderbilt Golf-Course Estate Home

Tee Position Consider golfer activity and the different ball-flight pattern associated with teeing areas.
Fairway Position Evaluate fairway width, shot direction, landing zones, distance from play and landscape buffers.
Green Position Green-oriented views can be especially attractive while increasing player and cart activity.
Cart Path Path location may affect privacy around the pool, lanai and principal rear rooms.
Lake Buffer Water between the home and golf can add both scenery and physical separation.
Rear Exposure Orientation influences morning light, afternoon heat, pool sunlight and sunset potential.

Private Pools, Spas & Outdoor Living

Private pools are common among Vanderbilt estate resales today, but they were not universal original features.

Buyers should evaluate pool surface, spa, heating system, pumps, filters, automation, screen enclosure, covered seating, outdoor kitchen and hurricane protection rather than treating every pool as equivalent.

Two- and Three-Car Garages

Vanderbilt estate homes include two- and three-car garage configurations depending upon original design and subsequent modifications.

For buyers intending to store a personal golf cart together with vehicles, actual interior dimensions and current Club cart policies should be verified for the specific property.

Renovated vs. More Original Estate Homes

Vanderbilt's estate homes are established residences, so two properties based on the same original model can now have very different effective condition.

Cosmetic improvements such as cabinetry, countertops, flooring, baths, lighting and redesigned kitchens should be evaluated separately from higher-cost capital improvements such as roofs, impact windows and doors, shutters, HVAC equipment, electrical work, plumbing and pool systems.

Roof, Hurricane Protection & Insurance

Buyers should verify roof installation date and permit history along with impact-rated windows, exterior doors, sliding-glass-door protection, shutters, garage-door rating and available wind-mitigation documentation.

A newer roof and comprehensive hurricane-protection package can create meaningful ownership-cost differences between otherwise similar Vanderbilt estate homes.

Insurance should be evaluated with a property-specific quotation rather than another owner's premium.

Flood & Drainage Due Diligence

Golf-course or lakefront location does not eliminate the need for address-specific flood and drainage review.

Buyers should verify the current flood-zone designation, elevation information where available, drainage patterns, prior water intrusion and insurance requirements for the exact homesite.

Bundled Golf & Vanderbilt Country Club

Vanderbilt is a mandatory bundled-golf community, so estate-home ownership includes the Vanderbilt Country Club membership relationship.

Current Club dues, golf-cart programs, food-and-beverage requirements, capital charges, guest policies and other ownership obligations can change and should be verified directly through current Club documentation.

Estate Home Buyer Due Diligence

Floor Plan Identify Carlisle, Windemere, Catalina II, Cayman, Riviera or Monaco and document any later modifications.
Recorded Living Area Confirm current air-conditioned area and any permitted additions.
Homesite Evaluate exact golf hole, lake width, neighboring separation and permanent landscape.
Pool & Lanai Inspect finish, equipment, cage, outdoor kitchen and covered living areas.
Garage Confirm actual vehicle, storage and golf-cart capacity.
Roof Review age, permit history, materials, warranty and insurance implications.
Storm Protection Verify protection for every major exterior opening.
Major Systems Review HVAC, water heater, electrical, plumbing, generator and pool systems.
Association Review Vanderbilt Community Association and applicable neighborhood obligations.
Comparable Sales Begin with the closest estate-home model and comparable golf/lake homesite.

How Vanderbilt Estate Homes Should Be Valued

Vanderbilt's estate-home market is relatively small because only 102 properties exist. A community-wide median or price-per-square-foot statistic should therefore not be applied mechanically to an individual home.

Estate-home valuation sequence: original model → recorded living area → homesite → golf/lake relationship → rear exposure → private pool and outdoor living → garage → roof → storm protection → mechanical systems → renovation → Club and association obligations → most comparable estate-home sales.

Changing transaction activity belongs in the Vanderbilt Country Club Market Report, rather than being permanently hard-coded into this evergreen estate-home guide.

Selling a Vanderbilt Country Club Estate Home

Estate-home sellers should identify the original model and permanent homesite characteristics before selecting comparable sales.

Marketing should clearly document recorded living area, golf or lake relationship, rear exposure, private pool, spa, outdoor kitchen, garage configuration, roof, hurricane protection, generator, mechanical improvements and substantial interior renovations.

Because only 102 estate homes exist, the closest useful sale may require adjustments for a different original model or golf-hole position. Strong marketing should explain those differences rather than rely exclusively on a broad Vanderbilt average.

Explore Vanderbilt Country Club Real Estate

Vanderbilt Estate Home Location

Vanderbilt's estate homes are positioned primarily around the first nine golf holes in northeast Naples, including golf- and lake-oriented locations along Gleneagle Way, Northampton Court and nearby single-family streets within the community.

Vanderbilt Country Club is located at 8250 Danbury Boulevard, Naples, Florida 34120, east of Collier Boulevard near Vanderbilt Beach Road.

Explore Vanderbilt Estate Homes With Schulz Realty

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, hurricane protection, renovations, bundled-golf obligations and the most relevant estate-home comparable sales.

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, storm protection, insurance requirements, flood classifications and individual property features may vary or change. Buyers should verify material information for the exact property through current Club, association, MLS, tax, title, insurance, inspection and property-specific documentation.

Current Vanderbilt Estate Homes for Sale

Review the native RealGeeks MLS listings below for current availability, asking prices, property photographs and status. Confirm that each comparable is an estate home rather than a detached villa before using it in a valuation analysis.

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Vanderbilt Country Club Estate Homes

8396 Northhampton CT, Naples
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 224086599 MLS ⋅ CLOSED Status ⋅ 11,326 Sqft. Lot ⋅ 0.26 Acres
With over 3000 sq ft of space, this turnkey 4 bedroom plus den home has one of the best cul de sac locations in an amazing bundled community. A large caged heated pool has a Southern exposure and the home is situated on the 9th hole tee boxes, expansive views of the manicured golf course and planting beds. The 3bcar garage includes room for your golf cart that is included! The spacious home has an open concept floor plan with high vaulted ceilings with crown molding, tile and bamboo flooring and plantation shutters. The home has a newer roof and is equipped with hurricane shutters and newer HVAC. The fully applianced eat in kitchen includes a farmers sink and breakfast bar.  It is a perfect home for entertaining from inside to the great outdoors. The dedicated home office with double entry doors has lots of built ins and storage. Resort style living awaits you with a clubhouse with bar and full time executive chef with dining options. The community has on site management, a full time social director, golf and tennis professionals providing golf clinics and has Har Tru tennis court where bocce and Pickleball are played. If you are looking for a massage, PT therapy services or an overall fitness program, the Fitness Center offers organized classes and a Full Time Trainer. Whether you are looking for casual dining at an outdoor terrace, a vibrant social environment or are a golf enthusiast, this active lifestyle is a perfect blend of comfort, beauty and fun. Come and see all that Vanderbilt Country Club has to offer.

8396 Northhampton CT, Naples

8534 Gleneagle WAY, Naples
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 225002511 MLS ⋅ CLOSED Status ⋅ 11,326 Sqft. Lot ⋅ 0.26 Acres
Enjoy your lanai oasis surrounded by mature landscaping, lakeview and distant tee boxes of the second hole in this amazing bundled golf community. This serene setting enhances the indoor and outdoor living experience with a covered outdoor living space with extended canopy, and multiple sitting areas with firepits. The heated salt water pool has a sitting shelf and an adjacent hot tub creates a zen atmosphere. This four bedroom turnkey home offers a split bedroom floor plan for privacy and has all the bells and whistles. Perfect for entertaining with spacious rooms, volume ceilings and appointed with crown molding, plantation shutters, built in cabinetry, upgraded lighting, fans and arched doorways. The kitchen is a chef's dream with oversized granite island, backsplash with design, stainless steel farmers sink, double wall oven, electric cook top and wine fridge. The livingroom has slider doors to the lanai to enhance your  indoor-outdoor living experience.  The primary bedroom suite offers direct lanai access, walk in closets, oversized walk in tiled shower, soaking tub and double sinks. Additional bedrooms are spacious, ensuite baths and pool bath with tiled walk in shower also has custom countertop. The garage has a golf cart access door, built in shelving and cabinetry and portal generator and the home has hurricane shutters. Vanderbilt Country Club is an active bundled community that has exceptional amenities, offering a resort pool, 3 satellite pools, casual and formal dining, clubhouse, stand alone fitness facility with daily classes, tennis and bocce. With golf and tennis clinics, you will improve your game!

8534 Gleneagle WAY, Naples

8423 Gleneagle WAY, Naples
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 225053568 MLS ⋅ CLOSED Status
Golf membership is included with this Carlisle Estate Home that features a golf view from the front and back, a new roof 2019, saltwater pool. The Carlisle is an open floorplan (with an oversized 2 car garage), that surrounds the pool & oversized lanai from every direction. Some of the of the other many upgrades made to this delightful Estate Home include Crown molding throughout, not a stitch of carpet, flooring is 21" tile throughout, except for Bedroom/Den which a new wood floor; Upgraded ceiling fans, kitchen and laundry room cabinets new with under mount lighting, Guest bath fully renovated, tub removed and replaced with beautifully tiles shower, and Master Bath completely renovated. New quartz counters, new kitchen and laundry rooms, with new hardware. The entire house has 21 inch tiles laid diagonally, except for the bedroom/den finished in natural wood. Exterior upgrades include: OVERSIZED saltwater pool, resurfaced 3 years ago, new pool heater (2025), solar lighting on pool cage (Must be seen at night!), new auto cleaner on pool. The garage houses a 13000 watt generator than can run on either propane or gas. There is an elongated pool which was resurfaced for a brand new look. Vanderbilt Country Club is a luxury bundled golf community with an incredibly remodeled clubhouse with over 34,000 square feet with formal, informal and outdoor dining options, a remarkable fitness facility, a community pool and spa, six lighted Har-Tru tennis courts, pickleball and more! You will be minutes from Interstate 75, world-class beaches, and exquisite shopping and dining.

8423 Gleneagle WAY, Naples

8397 Northhampton CT, Naples
$915,000
3 Beds ⋅ 2 Baths ⋅ 225061204 MLS ⋅ CLOSED Status ⋅ 11,326 Sqft. Lot ⋅ 0.26 Acres
As a holiday SPECIAL, the owner is offering 990K for a successful closing by December 31, 2025. Golf included with this this premier cul de sac neighborhood estate home on a larger lot. With a location close to the clubhouse and community amenities, you have everything at your fingertips. This impeccable single level living home has an open concept floorplan from the front door to the lanai and pool view. An oversized garage with storage is perfect for a place to do projects! This is a dream with a newer 2023 roof and newer HVAC and hot water tank which your insurance company will love! With lush landscaping and 5th hole tee box and fairway views, you will find your piece of paradise. The home features a two-car garage with textured slip resistant surface, and side entry golf cart door, as well as additional storage. Enjoy your lanai oasis surrounded by mature landscaping, inground heated pool and hot tub. The eat-in kitchen has tiled backsplash, stainless steel appliances and opens to a spacious dining room, perfect for entertaining. Custom crown moldings and volume ceilings add to the spacious feel and brightness of this property. Neutral wall colors, and floor tiles and carpet throughout. Live a resort style lifestyle. The community has something for everyone with social events, dancing, bocce, tennis, and so many more fun activities. A new community pool surrounded by a lively terrace cafe is for community gatherings and events for outdoor dancing, and great times. The stand alone fitness center offers PT therapy services, massage and an overall fitness program, organized classes and a Full Time Trainer. Whether you are looking for casual dining at an outdoor terrace, a vibrant social environment or are a golf enthusiast, this active lifestyle is a perfect blend of comfort, beauty and fun. Come and see all that Vanderbilt Country Club has to offer. Not only will you LOVE it here but you will LIVE it here!

8397 Northhampton CT, Naples

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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.