Canterbury Greens Homes at Kensington Naples Florida
Canterbury Greens is a neighborhood of approximately 56 detached single-family homes in Naples, Florida, located primarily along Kensington High Street and the intimate High Court cul-de-sac. Unlike some of the coach-home and condominium neighborhoods nearby, Canterbury Greens is made up of individually owned single-family residences with private yards, attached garages and, in many cases, private swimming pools and spas.
The homes were developed primarily during the late 1990s and around 2000, with documented residences ranging from approximately 1,860 to more than 3,300 square feet of living area. One- and two-story floor plans, two- and three-car garages, private courtyard designs, golf-course frontage and extensively renovated homes all appear within Canterbury Greens, making individual property characteristics particularly important when comparing values.
Canterbury Greens at a Glance
- Approximately 56 detached single-family homes
- MLS-recognized Canterbury Greens subdivision
- Homes primarily along Kensington High Street and High Court
- Construction concentrated from approximately 1997 through 2000
- Approximately 1,860 to 3,366+ square feet represented in property records
- Two-, three- and four-bedroom configurations
- Dens and private studies represented
- One- and two-story residences
- Private swimming pools common
- Spas and courtyard pools represented
- Large covered and screened lanais
- Two- and three-car attached garages
- Golf-course, preserve and landscaped views
- Homesites generally around one-fifth to one-third acre
- Mandatory neighborhood homeowners association
- Association-supported landscaping represented in recent MLS records
56 Single-Family Homes
Current MLS records identify approximately 56 residences in Canterbury Greens. Each property is classified as a single-family residence rather than a condominium, making the neighborhood fundamentally different from Kensington's coach-home communities.
Owners have private lots, individual roofs and exterior structures, private garages and their own outdoor living areas. Many homes include private swimming pools rather than relying on a neighborhood condominium pool.
Important SEO and buyer distinction: Canterbury Greens is a single-family home neighborhood, not a condominium community. The property type should remain consistent throughout the page, breadcrumbs, headings and future market content.
Kensington High Street Homes
Most Canterbury Greens residences are positioned along Kensington High Street. The street includes homes on both sides with substantially different rear settings depending on the individual lot.
Some properties face golf-course fairways, while others are designed around private tropical landscaping or courtyard-style pool environments.
Kensington High Street homes also vary considerably in size. Documented residences range from approximately 2,100 square feet to more than 3,300 square feet, with both one- and two-story designs represented.
High Court Homes
High Court provides a smaller cul-de-sac setting within Canterbury Greens. Public property records document detached homes on High Court ranging from approximately 1,860 to more than 2,500 square feet.
Homesites around approximately one-quarter to three-tenths acre are represented, along with golf-course and landscaped views.
Buyers who prefer a shorter residential street with limited through traffic may find High Court especially appealing.
Canterbury Greens Home Sizes
Canterbury Greens provides considerable variety in interior living area. Documented homes include approximately 1,861, 2,154, 2,173, 2,209, 2,233, 2,263, 2,376, 2,585, 2,845 and 3,366 square feet.
This is a much broader range than buyers might expect from a relatively small neighborhood of 56 homes.
For valuation purposes, the floor plan should therefore be considered together with view, pool design, garage capacity, homesite, construction style and renovation quality.
One-Story Canterbury Greens Homes
Single-story residences are strongly represented throughout Canterbury Greens. Homes in the roughly 2,100- to 2,800-square-foot range frequently keep bedrooms, kitchens, garages, laundry rooms and pool access on one level.
One-story architecture can appeal to buyers planning long-term ownership and to those who prefer a direct connection between the interior living areas and lanai.
Large sliding doors and open living spaces in many homes allow the pool, tropical landscaping or golf view to become part of the primary living environment.
Two-Story Homes
Two-story residences provide another distinct option within Canterbury Greens. Documented properties include smaller multi-level designs as well as large luxury homes exceeding 3,300 square feet.
A two-story Canterbury Greens residence may provide additional guest bedrooms, loft space, balconies or separate living areas upstairs while keeping the primary entertaining spaces on the first floor.
One documented 3,366-square-foot home includes an upstairs loft-style family room opening to a balcony overlooking the golf setting.
Two- and Three-Bedroom Homes
Canterbury Greens includes a number of two- and three-bedroom floor plans. Dens and flexible rooms often supplement the formal bedroom count and can function as offices, libraries or guest spaces.
A smaller residence may therefore work well for buyers who do not need four formal bedrooms but still want dedicated work or hobby space.
Three Bedrooms Plus Den
Three-bedroom-plus-den designs are particularly useful for full-time residents or seasonal owners who work remotely. Recent Canterbury Greens sales include homes with three bedrooms plus a den and three full bathrooms.
The den can remain a dedicated office while all bedrooms stay available for residents and guests.
Four-Bedroom Canterbury Greens Homes
Four-bedroom homes are also represented. Current and recent MLS activity includes a 2,173-square-foot home using a three-bedroom-plus-den arrangement that can function as four sleeping spaces, a renovated approximately 2,845-square-foot four-bedroom residence and a 3,366-square-foot four-bedroom estate-style home.
This range demonstrates that bedroom count alone does not determine the scale of a Canterbury Greens property.
Private Swimming Pools
Private pools are one of the most recognizable features of Canterbury Greens homes. Many properties are designed around screened pool and lanai environments rather than shared neighborhood recreation.
Pool designs range from more compact courtyard pools to larger resort-style environments with spas, covered lounging areas and extensive decks.
Buyers should review pool surface age, equipment, heater, automation, lighting and screen condition when comparing homes.
Pool and Spa Homes
Integrated spas are represented throughout Canterbury Greens. A recent home on Kensington High Street includes a resort-style pool with a spillover spa, while a larger golf-course residence includes a gas-heated spa and expansive lanai.
Pool-and-spa combinations can add meaningful lifestyle and resale appeal, particularly when paired with attractive landscaping or golf views.
Private Courtyard Homes
Canterbury Greens includes courtyard-style residences that create a private outdoor environment within the home's footprint.
A courtyard pool can provide greater visual privacy than an exposed rear pool while allowing multiple rooms to face the outdoor space.
Some Canterbury Greens homes combine courtyard living with additional golf or landscaped scenery beyond the residence.
Screened Lanais
Large screened lanais extend the usable living environment well beyond the interior. Depending on the home, these spaces can provide covered dining, lounge seating, outdoor kitchens, pool decks and spa areas.
Pocketing or large sliding doors are represented in several homes and help create a direct connection between the kitchen, living room and outdoor space.
Outdoor Kitchens and Built-In Grills
Outdoor entertaining features vary by property. Larger renovated Canterbury Greens homes may include built-in grills, counters and dedicated outdoor dining areas.
Outdoor equipment should be evaluated for age and condition because Southwest Florida weather can accelerate deterioration.
Golf Course Homes
Golf-course frontage is one of Canterbury Greens' most important property characteristics. Several documented Kensington High Street and High Court residences provide direct fairway scenery.
Recent sales include homes with broad golf-course views visible from the main living areas, lanai and pool.
Buyers should evaluate the precise location relative to fairways, greens, tees and cart paths rather than assuming every golf-facing lot provides the same privacy.
Panoramic Golf Views
A renovated approximately 2,845-square-foot Canterbury Greens home recently marketed commanding golf-course views as a major feature. Another approximately 3,366-square-foot residence provides sweeping views from its pool and upper balcony.
These broader sightlines can materially influence value because they make both indoor and outdoor areas feel more open.
Preserve and Wooded Views
Not every Canterbury Greens property is oriented toward active golf. Public records also document preserve, wooded and landscaped views.
These lots may appeal to buyers who prioritize vegetation and privacy over direct fairway exposure.
The degree of natural buffering should be evaluated from the lanai and primary living areas because landscaping can change the experience of an otherwise similar floor plan.
Private Landscaped Settings
Some Canterbury Greens homes use dense tropical landscaping and fencing to create private backyard environments.
A recent Kensington High Street property surrounds its pool and spa with mature landscaping, giving the outdoor space the feel of a secluded courtyard rather than an open golf homesite.
This makes Canterbury Greens attractive to buyers with very different view preferences.
Homesite Sizes
Canterbury Greens homesites are generally manageable rather than estate-sized. Documented parcels range from approximately 0.17 to 0.30 acre, with many lots around 0.20 to 0.25 acre.
These dimensions provide space for detached residences, private pools, two- or three-car garages and landscaping without the maintenance requirements of a large estate lot.
Irregular and oversized homesites are also represented.
Two-Car Garages
Attached two-car garages are common throughout Canterbury Greens. These provide room for vehicles plus household, golf or beach storage.
Current MLS activity includes two-car garages with owner upgrades such as electric-vehicle charging capability.
Three-Car Garages
Three-car garages are available in select larger Canterbury Greens homes. A documented 3,366-square-foot residence built in 2000 includes a three-car garage and substantial additional storage.
Buyer note: Garage capacity varies within Canterbury Greens. Buyers requiring three bays, golf-cart storage or substantial workshop space should verify the specific property rather than assuming a standard neighborhood configuration.
Construction from the Late 1990s
Most documented Canterbury Greens homes were built during approximately 1997 through 2000, with 1998 particularly well represented in county records.
This relatively concentrated construction period creates architectural consistency while still allowing considerable variation in floor plan and home size.
Because these homes are now established properties, major-system upgrades and renovation history can have a substantial effect on resale value.
Renovated Canterbury Greens Homes
Canterbury Greens includes extensively renovated residences as well as homes offering opportunities for further modernization.
Recent updates represented in MLS activity include remodeled kitchens, contemporary flooring, updated bathrooms, new lighting, improved pool areas and modernized interior finishes.
A renovated home with an updated roof and mechanical systems may represent a very different ownership proposition from an original-condition residence of similar size.
Updated Kitchens
Kitchen renovations may include white or custom cabinetry, stone counters, oversized islands, stainless-steel appliances and redesigned lighting.
Some remodeled homes have moved toward more open-concept layouts that connect the kitchen directly with the main living and outdoor spaces.
Roof Age
Roof age should be one of the first major-system comparisons when evaluating Canterbury Greens homes.
Recent MLS transactions document properties with roofs replaced in 2021 and 2024, demonstrating that significant roof updates are already occurring throughout the neighborhood.
Buyers should verify installation date, permits and available warranty information for the specific home.
Hurricane Protection
Storm protection varies according to original construction and subsequent improvements. Documented Canterbury Greens properties include manual hurricane shutters and other protective systems.
Large sliding doors around pools and lanais should receive particular attention during inspections.
Buyers should verify the protection available for each opening rather than assuming a neighborhood-wide standard.
Whole-House Generators
Whole-house generators are represented among upgraded Canterbury Greens residences. A documented larger home includes a generator as part of its improvement package.
Generator size, fuel source, service history and equipment age should be reviewed as part of the purchase inspection.
Canterbury Greens Homeowners Association
Canterbury Greens has a mandatory neighborhood homeowners association in addition to the broader community association structure. Recent MLS records show separate neighborhood and master-association assessments.
This is important because Canterbury Greens buyers should understand exactly which services are handled through the neighborhood association and which remain individual homeowner responsibilities.
Landscape and Irrigation Services
Recent MLS records consistently identify lawn and landscape maintenance and irrigation-related services among Canterbury Greens neighborhood expenses.
This can make the community attractive to seasonal owners who want a detached single-family home and private pool while reducing some routine exterior landscape responsibilities.
Current governing documents and the current HOA budget should always control because services and fees can change.
Street and Common-Area Maintenance
Historical and current MLS records also identify professional management, street lighting, street maintenance and security among association-related expenses.
Buyers should verify the current allocation between Canterbury Greens and the master association during the resale process.
Canterbury Greens HOA Due Diligence
- Current Canterbury Greens HOA budget
- Neighborhood assessment
- Master association assessment
- Current landscaping responsibilities
- Irrigation responsibilities
- Reserve information
- Pending or approved assessments
- Architectural guidelines
- Roof and exterior-change requirements
- Pool and enclosure requirements
- Pet restrictions
- Rental restrictions
- Parking and vehicle rules
- Current estoppel information
Architectural Guidelines
Exterior modifications may require association approval. Roofing, exterior paint, windows, doors, driveway changes, landscaping, pool enclosures and other visible improvements should be reviewed against current architectural standards.
Buyers planning a substantial renovation should determine approval requirements before closing.
Rental Considerations
Historical MLS records indicate Canterbury Greens has leasing restrictions. Because rental policies can be amended, buyers intending to lease a home should verify current minimum lease terms, permitted frequency and approval requirements through the governing documents.
What Canterbury Greens Buyers Should Compare
- Interior living area
- One- or two-story floor plan
- Bedroom and den configuration
- Kensington High Street or High Court location
- Homesite size and shape
- Golf, preserve or landscaped view
- Private courtyard configuration
- Pool and spa condition
- Lanai size
- Outdoor kitchen or built-in grill
- Two- or three-car garage
- Roof age
- HVAC and water heater age
- Generator where applicable
- Hurricane protection
- Interior renovation quality
- Canterbury Greens HOA responsibilities
Recent Canterbury Greens Sales
Recent MLS activity provides strong Canterbury Greens-specific comparable information. A 3,366-square-foot four-bedroom residence sold in February 2026, while a 2,376-square-foot three-bedroom-plus-den home sold in December 2025.
Other recent sales and listings include an extensively renovated approximately 2,845-square-foot golf-course home and properties around 2,100 to 2,300 square feet.
This range illustrates why a neighborhood-wide average should not replace a property-specific comparable analysis.
Comparing Canterbury Greens Homes
A 2,173-square-foot single-story pool home should not automatically be compared with a 3,366-square-foot two-story property carrying a three-car garage simply because both are located in Canterbury Greens.
The strongest comparable homes should be similar in living area, story count, garage capacity, homesite, view, pool design, roof age and renovation quality.
Canterbury Greens Value Drivers
The strongest Canterbury Greens value factors generally include floor-plan size, golf or private landscape setting, pool environment, garage capacity, roof age and renovation level.
Golf views may create a premium for some buyers, while others may place greater value on a private courtyard or heavily landscaped pool area.
That variety is part of what distinguishes Canterbury Greens from a neighborhood built around one standard production floor plan.
Price Per Square Foot
Price per square foot can help provide context but should not determine value by itself. A renovated golf-course residence with newer roof, updated pool area and three-car garage may command substantially different buyer interest from a smaller home requiring major updates.
Homesite quality and major-system condition should always be incorporated into the comparison.
Who Should Consider Canterbury Greens?
Canterbury Greens can be especially appealing to buyers who want a detached Naples home with a private pool but do not need the acreage or scale of a large estate property.
The neighborhood offers choices ranging from roughly 1,900-square-foot homes to residences exceeding 3,300 square feet, allowing buyers to select a property that fits seasonal or full-time living.
Association-supported landscaping can also appeal to owners who want single-family privacy with somewhat reduced routine exterior maintenance.
Canterbury Greens for Seasonal Residents
Seasonal owners may appreciate the combination of a private home, screened pool, attached garage and neighborhood landscape maintenance.
Homesites are generally manageable, reducing the amount of land that must be maintained while the owner is away.
Canterbury Greens for Full-Time Living
Larger homes provide ample room for full-time Naples living. Three- and four-bedroom residences, dens, multiple bathrooms, private pools and two- or three-car garages can accommodate guests, home offices and everyday storage comfortably.
Canterbury Greens as an MLS Community
Canterbury Greens is tracked separately on this website because CANTERBURY GREENS appears as an identifiable Southwest Florida MLS subdivision.
Using Canterbury Greens-specific sales makes it possible to evaluate these detached homes separately from nearby condos, villas, coach homes and substantially larger estate properties.
Canterbury Greens Within Kensington
Canterbury Greens is located within gated Kensington Golf & Country Club, but the neighborhood's real estate identity is defined by its own 56 single-family homes, Kensington High Street and High Court locations, private pools, floor plans, garages and residential views.
Private-club membership should be evaluated separately from the Canterbury Greens home purchase. Membership categories, availability, initiation requirements and current costs can change and should be verified directly when they are important to a buyer.
Buyer note: Evaluate the Canterbury Greens home and neighborhood association first. Treat private-club membership as a separate lifestyle decision rather than allowing generic club information to dominate the property comparison.
Explore Canterbury Greens and Kensington Neighborhoods
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Explore Canterbury Greens With Schulz Realty
Schulz Realty helps buyers and sellers evaluate Canterbury Greens homes in Naples, Florida. Comparing individual properties by Kensington High Street or High Court location, floor plan, homesite, golf or landscaped view, private pool, garage configuration, roof age, renovations, association responsibilities and recent Canterbury Greens sales can provide a more accurate picture of each home's individual value.
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.