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$3,925,000
4 Beds 4.5 Baths 226015950 MLS
Set within the prestigious community of Bonita Bay, this expansive estate home at 26230 Woodlyn Drive captures the essence of refined Florida living, perfectly positioned along the signature Bay Island course with sweeping views of holes 5, 6, and 7. Originally built as a model by Harwick Homes, the residence showcases timeless design and extensive upgrades throughout. Spanning a thoughtful and livable layout, the home offers a first-floor primary suite along with an additional guest bedroom, while two generously sized ensuite bedrooms occupy the second level—each providing comfort and privacy for family and guests alike. Recent enhancements elevate both style and function, including rich hardwood flooring in the primary suite and all three guest rooms, a newer roof (2019), a backup generator, a sophisticated Lutron lighting system, and several striking new light fixtures. A cozy chat room creates an inviting space for relaxed conversation, while a dedicated wine room accommodates up to 850 bottles—ideal for collectors and entertainers. Seamless indoor-outdoor living is at the heart of this home. Expansive pocketing sliders with zero-corner design dissolve the boundary between interior and exterior spaces, opening to a spectacular screened lanai that spans the entire length of the residence and incorporates a second-level guest balcony. The outdoor living experience is exceptional—featuring a resort-style pool within an expanded cage (2024), multiple seating areas, a fireplace, outdoor kitchen, and an outdoor dining area with a table that accommodates 12 with ease. Additional features include both an attached two-car garage and a detached single-car garage—each air-conditioned—offering flexibility for vehicles, storage, or hobbies. Much of the furniture has been recently updated and is negotiable with the purchase, providing a convenient move-in-ready option if desired. Residents of Bonita Bay enjoy an unparalleled lifestyle with access to a private beach park, the waterfront dining destination Backwater Jack’s, miles of scenic walking and biking paths, and multiple community parks. Optional membership at Bonita Bay Club provides access to five championship golf courses, a premier racquet center with tennis and pickleball, a resort-style pool, state-of-the-art fitness facilities, and a full-service luxury spa. This is a rare opportunity to own a meticulously crafted home in one of Southwest Florida’s most sought-after communities—where elegance, comfort, and lifestyle converge.

26230 Woodlyn DR, Bonita Springs

Courtesy of Compass Florida LLC. 860-304-1037

$5,995,000
4 Beds 4.5 Baths 225080182 MLS
Nestled in the serene embrace of Bonita Springs, this masterfully designed Stock Custom Home is in the coveted BayWoods II of Bonita Bay invites you into a world where luxury and nature exist in effortless harmony. Perfectly positioned on an oversized lot, the residence is surrounded by sweeping lake and long golf course views, capturing the most picturesque western sunsets—golden hues that spill through every window and illuminate every thoughtfully crafted detail. As you step inside, an abundance of natural light pours through expansive windows, giving the open floor plan an airy, elevated feel. Elements of painted tongue-and-groove bring dramatic dimension to the ceilings, while a custom mirror set into the dining room’s built-in niche enhances the home’s timeless coastal aesthetic. A sophisticated blend of clean, modern surfaces and rustic accents—weathered woods, mixed metals, unique custom cabinetry, and artful touches— were meticulously curated to create a visual symphony of livable luxury. The color palette is equally inviting, featuring layered taupes, crisp whites, cool greys, and warm caramel accents. For the culinary enthusiast, the gourmet kitchen is a dream come true, equipped with Sub-Zero and Wolf appliances, including a sleek gas cooktop that inspires endless culinary creativity. Yet the heart of this home extends beyond its walls. The expansive, fenced outdoor living space is a private resort unto itself—a sanctuary perfect for both grand entertaining and quiet unwinding. Here, you’ll find a fully appointed summer kitchen, a cozy outdoor fireplace, and striking fire features that reflect across the custom salt-water pool and spa. Multiple conversation areas invite gatherings of every kind, all set against the backdrop of postcard-worthy water and fairway vistas. Car collectors will delight in the six-car garage, complete with water, charging stations, and storage wings—designed for the most discerning enthusiast who values space, utility, and refinement. Beyond the property, Bonita Bay elevates the lifestyle even further. This extraordinary community is more than an address—it is a destination thoughtfully designed to balance luxury living with the beauty of Southwest Florida’s natural environment. Residents enjoy a private beach park with pristine sands, three waterfront recreational parks, and 12 miles of scenic tropical trails ideal for biking, jogging, kayaking, and canoeing. Dine at the renowned Back Water Jacks, or explore optional memberships offering access to the prestigious Bonita Bay Club, 5 championship golf courses, 15 pickleball courts, a state-of-the-art fitness center, social programs, and the full-service marina. This exceptional residence is more than a home; it is a lifestyle—one of tranquility, sophistication, and unrivaled coastal charm.

26180 Woodlyn DR, Bonita Springs

Courtesy of The Agency Naples.

$2,900,000
3 Beds 3.5 Baths 225081198 MLS
Experience the pinnacle of privacy and luxury living within the prestigious gates of Bonita Bay in the community of Bay Woods. This exceptional estate home offers 3 spacious bedrooms, a dedicated office, and a tranquil serenity room—all designed to balance elegance with nature. A stately motor court and rare 4-car garage set the tone for the car enthusiast, while soaring ceilings, refined finishes, and open living spaces create a seamless flow between indoors and outdoors. At the heart of the home, walls of glass open to the expansive terrace where the infinity-edge pool appears to dissolve into the untouched preserve. With no neighbors in sight, every sunrise becomes a private performance framed by lush natural beauty. Hosting friends and family is a breeze with a spacious kitchen, handy butler’s pantry, spirit storage, and plenty of resort-style perks—like a summer kitchen and inviting lounge areas perfect for everything from cozy get-togethers to big celebrations. The primary suite is a sanctuary with a spa-inspired bath, dual dressing rooms, and a private terrace, while the serenity room invites mindfulness, and the office provides refined focus with serene views. Nestled in one of Southwest Florida’s most coveted communities, this estate channels the world-class amenities—five championship golf courses, private marina, beach park, tennis, fitness, and miles of walking trails—a rare opportunity to own a home that embodies both prestige and peace of mind.

26367 Woodlyn DR, Bonita Springs

Courtesy of John R Wood Properties.

Selling Office: Royal Shell Real Estate, Inc..

$3,200,000
4 Beds 4.5 Baths 225077961 MLS
This magnificent estate home in Bonita Bay’s sought-after Baywoods neighborhood offers unmatched luxury surrounded by tranquil lake and preserve views. The entire home has been painted, inside and out, in more neutral colors which are in keeping with today's style and which also emphasize the open, bright and airy feel. Boasting over 6,700 sq. ft. of air-conditioned living space, the home welcomes you with an impressive circular driveway and a spacious three-car garage. Inside, the sprawling open floor plan includes four spacious bedrooms, four full baths, and one half bath. The formal office showcases serene water views, while the primary suite office offers a private workspace. Entertain effortlessly with the billiard/Florida room and large wet bar, perfect for evening gatherings or relaxed weekends. The first-floor primary suite is a true sanctuary, featuring a sitting area with peaceful lake views, dual closets, and a luxurious bath with his-and-her vanities and a deep soaking tub. The fourth bedroom/loft suite provides ideal guest accommodations, including its own sitting area, kitchenette, and private en-suite bath. Step outside to discover the infinity pool blending seamlessly into the glistening water beyond. The expansive screened lanai is complete with a summer kitchen, bar, and multiple seating areas for alfresco dining or lounging by the pool. Recent upgrades include a new roof (2024), freshly painted interior and exterior, a remodeled outdoor kitchen, and a brand-new primary water heater (2025), ensuring peace of mind. The property also offers hurricane protection for all windows and doors. As a resident of Bonita Bay, you’ll enjoy private access to a pristine beach park, the waterfront Backwater Jack’s Restaurant, and multiple community parks. Riverwalk Park offers kayaking, canoeing, pickleball, tennis, and a boat launch. Golf enthusiasts will appreciate the opportunity to join the Bonita Bay Club, featuring five championship golf courses, a sports and racquet center, resort-style pool, state-of-the-art fitness center, and a luxury spa and salon. Discover a lifestyle where luxury and nature coexist, schedule your private tour of this extraordinary Baywoods estate today!

26271 Woodlyn DR, Bonita Springs

Courtesy of Royal Shell Real Estate, Inc..

Selling Office: Epique Realty, INC.

$5,900,000
4 Beds 5.5 Baths 225066432 MLS
Luxury and sophistication are combined with world-class craftsmanship to deliver this award-winning STOCK custom home in the exclusive Bay Woods at Bonita Bay. Thoughtfully designed by New Architectura in collaboration with Wilfredo Emanuel Designs and Clive Daniel, this Cosmopolitan Chic home was the winner of the prestigious Sand Dollar Award and boasts a nearly $1,000,000 interior design package. Situated on a premium lot with unobstructed lake and golf course views, this home boasts 4 bedrooms, 6 bathrooms, bonus room, and an oversized 4-car garage with room for 5 plus cars. As you enter through the grand contemporary steel doors, you are immediately struck by the dramatic geometric ceiling details, white glass tile flooring, suspended lighting, illuminated quartz wine bar and glass-enclosed wine room. The Cosmopolitan theme is carried into the kitchen, featuring glass-faced cabinetry, quartz and semi-precious stone islands with waterfall, Wolf and SubZero built-in paneled appliances, Miele coffee machine, a walk-in pantry and more. The massive primary suite is nothing short of breathtaking. From its white oak flooring to the oversized seating area, dual walk-in closets, mirrored wall panels, textured wallpaper and built-in headboard with custom lighting. As you enter the primary bathroom, you will find two separate water closets, a free-standing tub, oversized shower with multiple heads, gorgeous tile and textured accent walls. Boasting more than 3,000SF of space, the outdoor area is a true focal point of the home and features countless upgrades such as electric shutters and screens, bug mist system, gas fireplace and separate fire pit area, massive outdoor kitchen with waterfall quartz counters, geometric ceiling details, white marble pavers, and pool bathroom. Enjoy the sunset views over the infinity edge gas-heated pool and spa. Continuing throughout the home, you will find that every guest bedroom is ensuite and features white oak flooring, walk-in custom closets and each has its own unique design cues such as custom draperies, wallpapers, ceiling and wall details. Showcased by a floor-to-ceiling glass entry, the opulent billiards/bonus room is sure to impress with its custom leather-padded wall and illuminated stone accents. The full-home Control4 smart system provides automated electric blinds throughout, smart lighting switches, indoor and outdoor built-in speakers, security system and more. Bonita Bay offers an array of outstanding amenities and optional memberships, from a private beach club to a full-service marina and multiple dining options. Experience premier golfing with five recently renovated Arthur Hills and Tom Fazio championship courses and three expansive practice facilities. Enjoy miles of scenic walking and biking trails, kayaking, canoeing, boat launch, state-of-the-art fitness center, an 18-court tennis and pickleball complex, numerous community parks and more.

26170 Woodlyn DR, Bonita Springs

Courtesy of Downing Frye Realty Inc..

Selling Office: Gulf Coast International Prop.

$3,600,000
4 Beds 4.5 Baths 225007099 MLS
One of a kind breathtaking custom Harwick built home. Spectacular views from every room through the new expanded open frame pool cage to Bonita Bay’s signature golf course, Bay Island holes 5, 6, and 7 and lakes. This house was originally a Harwick model and incorporates exquisite interior design features, volume ceilings and a host of other upgrades. Resort pool and spa. Fabulous under roof living areas bring the outdoors in, including an outdoor kitchen with a large grill and island bar-stool area, inviting sitting area with gas fireplace, and an amazing large designer dining table seating 12 people. Gorgeous curb appeal with 3 separate entrances, a circular drive and separate driveway to enter the side entry 3 car garages. This home offers luxury, as well as comfort. With doors throughout the home that fully recess into the walls, these areas become an extension of the home. The living and dining rooms flow beautifully into the large Great room and gourmet kitchen which is a chef’s delight. The handsome den/office is located near the owner’s spacious suite with wonderful large bathroom, his and her closets and sitting area and opening to the grand lanai. Three expansive guest suites all ensuite, one oversized with an outside sitting balcony for wine and sunsets. Walk-in 850 bottle wine cellar, full hurricane protection, back-up generator, newer roof. New Lutron lighting system. Air-conditioned garages. Remote internet monitoring including cameras, thermostats, pool and spa controls, and garage doors. And much more. See Feature Sheet for complete details. Truly one of Bonita Bay’s finest homes. As a resident of Bonita Bay, you'll enjoy exclusive access to a wealth of amenities including a private beach park, the popular Backwater Jacks Restaurant, and several community parks. Riverwalk Park offers a kayak, canoe, and boat launch, along with pickleball and tennis courts for active living. For golf enthusiasts, there’s an opportunity to join the Country Club, which boasts five championship golf courses, a sports/racquet center with a resort-style pool, and a state-of-the-art fitness facility, along with a luxury spa and salon. Don't miss your chance to own this exceptional property in one of Bonita Bay's most sought-after neighborhoods, where luxury living meets nature’s beauty. Schedule your private tour today!

26230 Woodlyn DR, Bonita Springs

Courtesy of Royal Shell Real Estate, Inc..

Selling Office: Compass Florida LLC.

$3,100,000
4 Beds 4.5 Baths 224104354 MLS
From the moment you enter through the striking glass double doors, the gleaming marble floors, soaring ceilings, and thoughtfully designed details set the tone for a truly one-of-a-kind residence. Architectural highlights such as arched transom windows, plantation shutters throughout, and thoughtful additions like a deep hall closet for extra storage perfectly embody refined living. The living room boasts pocket sliders, seamlessly connecting the indoors to the expansive travertine marble lanai. This outdoor oasis is truly a five-star retreat, featuring a sparkling pool, spa, and updated outdoor kitchen cabinetry. The chef’s kitchen is a masterpiece, outfitted with a Viking gas cooktop, Sub-Zero refrigerator, Miele dishwasher, granite countertops, rosewood cabinetry, a center island, pullout drawers, and a pot filler. A large window bathes the kitchen in natural light, offering serene outdoor views to enjoy while cooking. The butler’s pantry includes a wine fridge, a Kohler sink, and ample storage for glassware and bar essentials. Formal dining is elevated with a built-in niche featuring accent lighting and plantation shutters, while the adjacent study impresses with custom built-ins, transom windows, and double doors. The primary suite is a private retreat featuring a grand sitting area, dual walk-in closets with custom built-ins, and windows for extra light. The spa-like ensuite bath boasts granite countertops, a luxurious Jetta tub, a walk-in shower, a bidet, dual sinks, a linen closet, and a garden privacy wall. Each guest suite is equally impressive, offering plantation shutters, walk-in closets, and beautifully updated ensuite baths, with two featuring comprehensive, stylish remodels. Additional features include surround sound, automatic electric blinds, niches for fine art, and arched ceiling details with integrated audio equipment. Practical updates add peace of mind: a 2023 water heaters, a 2024 Simply Soft water filtration system, a NEW ROOF, a propane tank, new pool equipment (2023), and two A/C units (2017). The oversized 3-car garage boasts epoxy flooring, three large windows, a man door, and a central vacuum system. This home is a masterpiece of luxury and thoughtful design, offering an unparalleled lifestyle in a tranquil, private setting.

26231 Woodlyn DR, Bonita Springs

Courtesy of John R. Wood Properties.

Selling Office: John R Wood Properties.

$3,800,000
4 Beds 4.5 Baths 224103870 MLS
Discover unparalleled elegance in this spectacular London Bay home, nestled within the exclusive Baywoods neighborhood of Bonita Bay. Beautifully remodeled in today's coastal contemporary design, this home combines classic features with modern luxury. This architectural masterpiece captivates from the moment you arrive, with a grand circular entrance framed by stunning paver details. Step inside to experience the exquisite craftsmanship that defines each space. The two-story foyer features a uniquely designed ceiling, while barrel ceilings in the entry hall add an element of sophistication. Every room features its own distinctive charm, creating a harmonious flow throughout. Culinary enthusiasts will delight in the gourmet kitchen, equipped with premium Sub-Zero, Bosch, and Wolf appliances. The oversized island, complete with a vegetable sink, is perfect for meal prep, while the breakfast nook and bar provide inviting spaces for casual dining. The kitchen seamlessly opens to the expansive great room, ideal for both relaxation and entertaining. The outdoor oasis is nothing short of spectacular, offering over 1,100 square feet of screened living space. Unwind by the fireplace or host alfresco dinners by the private pool, which features a spillover spa and enchanting water features. The outdoor kitchen, complete with a bar, grill, refrigerator, and sink, enhances the outdoor entertaining experience. Retreat to the beautifully appointed primary bedroom, where a spacious sitting area and morning kitchen provide a serene sanctuary. The custom walk-in closet and luxurious ensuite bath, featuring dual sinks, a large frameless glass shower, and a soaking tub with a garden view, ensure every comfort is met. Three additional bedroom suites offer privacy and comfort for overnight guests, while a private casita with separate entrances adds versatility. This home is equipped with modern conveniences, including a lighting system, surround sound, and a central vacuum. With a 500-gallon buried propane tank, full hurricane protection, and an epoxy-finished garage with extra storage, no detail has been overlooked. Enjoy breathtaking private preserve views with eastern exposure, making this residence a true haven of sophistication and comfort. Don't miss your chance to own this exquisite 4 bedroom plus den, 5 bathroom, 3-car garage home with just under 5,000 square feet of living space. Experience the ultimate luxury living in Baywoods at Bonita Bay. Enjoy the total lifestyle that not only this home offers, but Bonita Bay w/5 golf courses, private beach, marina, sports/racquet center w/ resort-style pool, lifestyle center w/ state-of-the-art fitness facility, luxury spa and salon, plus miles of walking & biking trails, & 3 parks.

26211 Woodlyn DR, Bonita Springs

Courtesy of Royal Shell Real Estate, Inc..

Selling Office: Dellatore Real Estate Company.

$3,750,000
5 Beds 5.5 Baths 224064306 MLS
This exquisite estate home offers the ultimate in space, privacy and location! With a primary suite, four guest bedrooms, an office/den, a theater room, a formal living/dining area, an informal family/great room AND a separate cabana (fourth guest bedroom) offering a large en suite bedroom, a kitchenette and a HUGE air-conditioned, two story storage room, you will have enough space for everyone, friends and family alike. This home was designed for quintessential indoor/outdoor living with the primary suite, formal living space and the family/great room allowing lanai/pool access with unbelievable waterway/preserve views. Located in the exclusive enclave of Bay Woods in Bonita Bay (country club membership optional), this home is a masterpiece, with soaring ceilings, marble floors, and lovely details throughout. This home offers sophisticated luxury and unparalleled seclusion with over 7,000+ square feet of living space under air + 3800 square feet of outdoor space! Imagine leisurely mornings, drinking coffee on your grand lanai or better yet - sipping evening cocktails while enjoying the sounds of nature as this is one of only a few homes in Bonita Bay with a completely private waterway and preserve view. Beyond the hustle & bustle, you will find true serenity within the walls of this home! Luxury features include marble flooring, volume ceilings, all bedrooms with en suite baths, beautifully renovated kitchen, dedicated wet bar in family room, formal living and dining with a gorgeous fireplace, plenty of covered lanai space, outdoor kitchen/walkup bar/dining area, custom pool/spa and so MUCH MORE! This home awaits its loving new owners! Bonita Bay is centrally located, just minutes to the airport! Bonita Bay amenities include a private beach club, kayaks, canoes, pickle ball, tennis, several community parks/public spaces, 12+ miles of walking/biking paths and a full-service marina/restaurant! There are FIVE golf courses, several restaurants, a state-of-the-art fitness center, tennis and so much more available with club membership (additional fees)! Bonita Bay is close to ALL that SWFL has to offer - world class dining/shopping, beaches, nature preserves, the burgeoning downtown Bonita Springs, downtown Naples and so much more! A very SHORT ten-minute drive to RSW International Airport! Whether you are searching for your winter retreat or a permanent residence, this home could very well be THE ONE!

26291 Woodlyn DR, Bonita Springs

Courtesy of Dellatore Real Estate Company.

Selling Office: 5th Homes.

$4,000,000
4 Beds 6.5 Baths 224031212 MLS
Welcome to Resort Style Living in this gorgeous custom London Bay built home! The curb appeal, with its stately elegance and beautifully landscaped long circular driveway, welcomes you into this classic, spacious home with the “WOW” factor of the view and pool/spa/outdoor living areas. The property is very bright with large windows and recessed sliding doors, and very neutral décor. Impeccably maintained home with a newer roof, all appliances, pool equipment, lanai with picture window screens, AC’s, hot water heaters and so much more. The open gourmet kitchen offers a Wolf gas range, Sub-Zero refrigerator and freezer, abundant beautiful cabinetry, and open family room which create a perfect blend of indoor-outdoor living. Panoramic South views of lake and golf and manicured large backyard and landscaping. The oversized lanai with its built-in kitchen, dining areas, various sitting and lounging areas, bright blue newly redone pool, spa, and water feature are so inviting, one cannot resist. The inviting primary suite has built in closets, dual bath areas and is located near the very handsome den/office. All the guest rooms are all ensuite, and one is a private cabana opening to the lanai. The other 2 plus a playroom, are on the second floor. This home offers an oversized garage with 3 bays plus added space. Large laundry room and storage areas. You will not find another home with this level of quality, beauty, attention to detail and comfort for you and your guests. See additional Feature sheet.

26360 Woodlyn DR, Bonita Springs

Courtesy of Royal Shell Real Estate, Inc..

Selling Office: Royal Shell Real Estate, Inc..

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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.

Bay Woods Real Estate & Homes