Canterbury Greens - Naples Florida Homes for Sale

A private oasis unfolds beyond the front doors of this distinctive courtyard residence in Canterbury Greens at Kensington, where a pool and spillover spa become the heart of the home and nearly every living space seems to find its way outdoors. Designed for exceptional privacy, the 3-bedroom, 3-bath residence pairs a 2-bedroom, 2-bath main home with a separate 1-bedroom, 1-bath cabana across the courtyard, giving every bedroom its own en-suite bath and guests a retreat entirely their own. Inside, volume ceilings, abundant glass, and beautiful natural light create an immediate sense of openness. Two separate living areas provide the luxury of choice—a more formal living room for gathering and a casual family room off the bright, open kitchen—while a dedicated dining area and sunlit breakfast nook offer equally versatile options for dining. Multiple sliders and doors erase the boundaries between inside and out; leave them open and the living spaces spill directly onto the courtyard, transforming the pool, spa, and covered lanai into an extension of the home. The primary suite offers its own outdoor connection and a generous en-suite bath featuring dual vanities, a soaking tub, and separate shower. Across the courtyard, the detached cabana creates exceptional separation for overnight guests, extended family, or a private home office. And when you want a quiet escape from the central courtyard, there is a second, completely separate screened lanai, providing an intimate setting for morning coffee, an afternoon book, or an evening cocktail. Optional private membership at Kensington Golf & Country Club provides access to golf, racquet sports, fitness, dining, social amenities, and more. Ideally located just minutes from Gulf beaches and exceptional shopping and dining, the home puts the best of Naples within easy reach. Here, every space offers a different way to live, gather, retreat, and enjoy the outdoors—all within the privacy of your own sanctuary.

5061 Kensington High Street, Naples

Listing Courtesy of Premiere Plus Realty Company

Selling Office: .

$925,000

4 Beds ⋅ 2 Baths ⋅ 225079113 MLS

Your coastal-inspired retreat awaits tucked within Canterbury Greens at Kensington Golf & Country Club, where lush landscaping, soothing colors, and a laid-back beach-cottage vibe come together in perfect harmony. The open-air floor plan is designed around a large screened lanai with a resort-style pool, spillover spa, and a covered lounging area, all framed by fenced, tropical foliage that provides exceptional privacy and a true backyard oasis. The beautifully updated kitchen sets the tone with stylish lighting fixtures and driftwood-style flooring reminiscent of sandy shorelines, while tile flooring extends throughout the main living areas for a clean, cohesive, and easy-care finish. Offering 4 generous-sized bedrooms and 2 full baths, this residence provides versatile spaces suitable for work, hobbies, or quiet retreat and a two-car attached garage. All of this in a highly desirable, central Naples location, just a stone’s throw from Waterside Shops, the area’s best dining and entertainment at Mercato, and Gulf beaches. Embrace the laid-back ease of Southwest Florida living, where resort-style comfort meets everyday relaxation.

5073 Kensington High Street, Naples

Listing Courtesy of Premiere Plus Realty Company

Selling Office: .

$1,300,000

3 Beds ⋅ 3 Baths ⋅ 225066526 MLS

All the elements of a dream home come together in this light and airy Kensington retreat, where a timeless motif meets contemporary flair and a 2024 roof adds peace of mind. This 3-bed plus den, 3-bath residence boasts an open floor plan bathed in natural light and framed by tropical views, creating an inviting setting for both everyday living and entertaining. Multiple dining areas—indoors and out—make hosting effortless, while the layout flows seamlessly to the outdoors for true indoor–outdoor living. The spacious primary suite offers its own private entrance to the lanai, allowing you to slip outside for a morning swim or an evening under the stars. The ensuite bath provides a spa-like experience with elegant finishes and thoughtful design, making it the perfect place to unwind. A guest room and flexible den provide versatility for family, work, or hobbies, with the generously sized den offering potential for additional sleeping space. A rare guest cabana—complete with its own private entrance, living area, and full bath—offers ideal accommodations for visitors, extended family, or a private office. Outdoors, a large southern-exposure pool and sprawling screened lanai deliver the perfect blend of sun-soaked lounging and shaded comfort, all set against a lush tropical backdrop. This residence offers exceptional privacy and an unbeatable central Naples location—minutes from world-class shopping, dining, Artis–Naples, Sugden Theatre, and pristine Gulf beaches. Welcome to your private oasis in the heart of it all.

5081 Kensington High Street, Naples

Listing Courtesy of Premiere Plus Realty Company

Selling Office: .

$1,350,000

4 Beds ⋅ 5 Baths ⋅ 225063806 MLS

This well maintained home is rich with possibility, a 4-bed, 4.5-bath, residence in the enclave of Canterbury Green at Kensington offers 2021 Roof, 3,366 square feet of beautifully kept living space designed for both refined entertaining and everyday ease. With soaring ceilings, large ceiling and transom window for streams of natural light, Lexan glass in the window above the living room, and a layout that flows effortlessly. The home provides an ideal foundation to personalize with high-end finishes that reflect your unique style. Outdoors, the manual hurricane shutters, Whole House Generator, expansive lanai invites you to relax and entertain with both covered and open-air lounging areas, a built-in gas grill, and sweeping golf course views. Soak in the sun beside the pool, unwind in the gas heated spa, and enjoy the seamless indoor-outdoor lifestyle thanks to pocketing sliders and a dedicated pool Bath. Inside, the massive great room is anchored by a gas fireplace and enhanced by a wet bar and sunny breakfast nook—creating the perfect hub for gatherings. A sprawling kitchen is thoughtfully positioned with an adjacent formal dining room and a spacious butler’s pantry, offering effortless flow for hosting. The ground floor hosts the generously sized primary suite, as well as a second bedroom that easily functions as a home office or private study. Upstairs, a generous-sized loft-style family room with custom built-ins opens to a large balcony overlooking the greens. Two guest bedrooms share a Jack-and-Jill bath, with an additional powder room for added convenience. Additional highlights include a 3-car garage with abundant storage, extensive closet and storage solutions throughout, and a brick paver driveway. Lovingly cared for, this home is the perfect canvas to create a luxury retreat all your own.

5072 Kensington High Street, Naples

Listing Courtesy of Premiere Plus Realty Company

Selling Office: .

$1,025,000

3 Beds ⋅ 3 Baths ⋅ 224090022 MLS

Looking for Peace and Privacy? Step through your private entrance into a tranquil courtyard oasis featuring a sparkling pool surrounded by lush tropical landscaping. Whether you're hosting friends or enjoying a quiet afternoon, this space is perfect for relaxing or entertaining year-round. Whether you prefer a formal entertaining environment or a casual entry to this charming home, every living area enjoys a view of the Resort-like freeform pool and spill-over spa. Inside this three-bedroom, three-bath home, you’ll fall in love with the brand-new chef’s kitchen, designed with both style and functionality in mind. This kitchen and coffee/wine bar are true centerpieces for family meals and social gatherings. New plank flooring. AC replaced in 2023 and roof replaced in 2018. Situated within Kensington Country Club, which is currently undergoing a massive, world-class renovation with completion in Fall 2025, this home offers the best of Florida living. The enhanced golf community amenities, include golf, tennis, pickleball, dining and social spaces.

5061 Kensington High Street, Naples

Listing Courtesy of John R Wood Properties

Selling Office: .

$1,575,009

4 Beds ⋅ 3 Baths ⋅ 225042201 MLS

With commanding views of Kensington’s prized golf course, this extensively renovated 4-bed, 3-bath home in Canterbury Greens delivers 2,845 square feet of refined living, where every space, inside and out, reflects a commitment to style, function, and lasting value. New COREtec wood floors extend throughout the entire residence, creating a seamless sense of warmth and cohesion, elevated by soaring ceilings and a sunlit great room that opens effortlessly to the lanai. The recently remodeled kitchen features stylish cabinetry, modern countertops, and custom pantry storage. The ground floor also features a guest room, a fully remodeled guest bath, and a spacious primary suite complete with a remodeled bath and custom designer closets. Upstairs, two additional guest rooms share a second renovated bath and enjoy their own family room loft and balcony—creating a private haven for guests or family. The expansive lanai boasts a refreshed pool and spa, upgraded pavers, and a screened enclosure designed for all-day enjoyment. Covered lounging areas offer shaded comfort, while sun-drenched spaces invite you to relax and take in panoramic golf course views. This home has been meticulously upgraded inside and out with a newer roof, freshly painted interior and exterior, all-new wrought iron stair and balcony railings, stair carpeting, designer landscaping front and rear with LED lighting, and new window tinting on all rear-facing glass for added comfort and energy efficiency. Additional highlights include a new garage door with smart opener, custom cabinetry in the garage and primary suite, a Mitsubishi garage A/C, a whole-home GENERAC 24K generator, a water treatment and RO drinking system, propane tank monitoring, and a full security system with cameras and fire monitoring. Located in the sought-after, gated Kensington community, this property combines timeless design, state-of-the-art functionality, and the peace of mind only a truly updated home can provide.

5084 Kensington High Street, Naples

Listing Courtesy of Premiere Plus Realty Company

Selling Office: .

$944,000

2 Beds ⋅ 2 Baths ⋅ 224092189 MLS

Prepare to be impressed as you step into this pristine updated, Kensington pool home. Picture yourself unwinding in the expansive pool or enjoying the spa on those lovely Florida evenings. Hosting gatherings is a breeze with the outdoor kitchen equipped with a gas grill and Sollos lighting! The neutral colors beautifully complement the crown molding, and soaring ceilings. You'll appreciate the exquisite woodworking throughout the home, especially the stunning wood paneling. The sliding doors in the living area flood the space with natural light and picturesque views of the pool and spa, while secluded with beautiful landscaping providing complete privacy. Cooking becomes a joy in the updated kitchen, featuring quartz countertops, stainless steel appliances, a generous pantry, and ample cabinetry. The spacious master bedroom boasts an impressive tray ceiling, plantation shutters, access to the pool, and walk-in closet. The master bathroom is a retreat in itself, complete with a soaking tub, a shower adorned with millwork, and plantation shutters. Kensington is home to a remarkable golf course designed by Robert Trent Jones, Jr., along with the country club amenities you would expect. Kensington Golf & Country Club offers a variety of membership options, from full golf to social. Membership is optional.

5029 KENSINGTON HIGH Street, Naples

Listing Courtesy of Douglas Elliman Florida,LLC

Selling Office: .

$950,000

3 Beds ⋅ 2 Baths ⋅ 224058678 MLS

BEAUTIFUL CURB APPEAL to this SINGLE FAMILY HOME with a PRIVATE CORNER LOT in the Desirable KENSINGTON COMMUNITY! From the moment you walk in to this WESTERN EXPOSURE home with 3 bedrooms and 2 full bathrooms there is a sense of CASUAL COMFORT. This home boasts: A BRAND NEW AIR CONDITIONER, 2023 ROOF, 2019 HWH, A SPACIOUS MAIN LIVING AREA with TRAY CEILINGS , HARDWOOD ENGINEERED FLOORING through out the home, A Well Designed KITCHEN with Quartz Counter Tops, Tile Backsplash and Eat in Kitchen. There is a FORMAL DINING ROOM with close access to the kitchen and OPEN TO MAIN LIVING AREA. There is a LARGE SCREENED IN PATIO with PLENTY OF SPACE FOR ENTERTAINING! The Patio as access from th Main Living Area, Eat in Kitchen and Master Bedroom. The MASTER BEDROOM is ENSUITE with extra space for a sitting area or a desk with preserve view. There is LARGE GUEST BEDROOM with FRENCH DOORS, DOOR SHADES, SPACE FOR MULTIPLE BEDS and GREAT CLOSET SPACE! The Second Guest Bedroom is Spacious with close proximity to the second RENOVATED full bathroom.The In House Laundry has a Tub Sink, Full Size Front Loading Washer and Dryer, Cabinet Storage and Access to the 2 car garage. if you are a pool person, the spacious back area will be perfect for your own design. This house is not to be missed!

5089 Kensington High Street, Naples

Listing Courtesy of Premiere Plus Realty Company

Selling Office: .

$1,150,000

3 Beds ⋅ 3 Baths ⋅ 224021653 MLS

Golf membership available with this 3 bedroom plus den 2-story home with lap pool. Live the Kensington life style with its popular Robert Trent Jones Junior golf course, active tennis and pickleball programs, bocce, fully staffed fitness center and extensive social calendar. This home features a ground floor owners suite and den with large living room / dining room looking out over the tropical pool which is designed for lap swimming with outdoor kitchen and long 6th fairway golf course views to a preserve. The second floor has two guest bedrooms and a loft / club room great for TV viewing, cards, board games or use it for your private workout room! A truly special property in a special community.

5000 Kensington High Street, Naples

Listing Courtesy of John R Wood Properties

Selling Office: .

Start Your Search

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MLS Now and updated as of . Real estate listings held by brokerage firms other than Coldwell Banker Realty are marked with the Internet Data Exchange logo and detailed information about them includes the name of the listing broker(s).
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
All information provided is deemed reliable but is not guaranteed and should be independently verified. © 2026 MLS Now. All Rights Reserved.

Canterbury Greens - Naples, FL Homes for Sale

Are you looking to buy or sell a home in Canterbury Greens Naples Florida? Call or Text (239) 880-8850 to schedule a showing on any Canterbury Greens Naples, FL home for sale or to sell your Canterbury Greens Naples Florida home! As Realtors specializing in the Canterbury Greens Naples area, we can take care of all of your Canterbury Greens Naples FL real estate needs including buying pre-existing homes, new construction homes, condominiums, land, commercial and multi-family homes in Canterbury Greens Naples Florida. We can also help you find distressed properties in Canterbury Greens Naples including HUD Homes, Short Sales and REO Bank Foreclosures. If you need help financing a home in Canterbury Greens Naples, we have access to some of the best lenders that service the Canterbury Greens Naples Florida area, including lenders that offer credit repair to buy a home and work with home builders in and near the Canterbury Greens Naples area to help you build your home while building up your credit. If you are going to buy or sell a home in Canterbury Greens Naples Ohio, then be sure to Call or Text (239) 880-8850 Today! We are a real estate team specializing in the Canterbury Greens Naples, FL area! Displayed are homes for sale in Canterbury Greens Naples, FL, a Subdivision located in Naples Florida. These Canterbury Greens Naples Listings are updated every 15 minutes from the Naples MLS.