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$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 ST, Naples

Courtesy of Premiere Plus Realty Company.

Selling Office: Alfred Robbins Realty Group.

$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 ST, Naples

Courtesy of Premiere Plus Realty Company.

Selling Office: Premiere Plus Realty Company.

$1,350,000
4 Beds ⋅ 4.5 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 ST, Naples

Courtesy of Premiere Plus Realty Company.

Selling Office: John R Wood Properties.

$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 ST, Naples

Courtesy of Premiere Plus Realty Company.

Selling Office: William Raveis Real Estate.

$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 ST, Naples

Courtesy of John R Wood Properties.

Selling Office: John R Wood Properties.

$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 ST, Naples

Courtesy of Douglas Elliman Florida,LLC.

Selling Office: John R Wood Properties.

$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 ST, Naples

Courtesy of Premiere Plus Realty Company.

Selling Office: Compass Florida LLC.

$1,150,000
3 Beds ⋅ 2.5 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 ST, Naples

Courtesy of John R Wood Properties. 239-877-1254

Selling Office: Premier Sotheby's Int'l Realty.

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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.

Canterbury Greens Real Estate & Homes