Location: Boca Grande
Keyword(s): L.A. Ainger Middle
Keyword(s) Middle School: L.A. Ainger Middle
Do Not Show Listings
250 WHEELER RD, BOCA GRANDE, FL 33921
$3,795,000225 Days on yellowkey MLS ID: D6143946
0 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2552 Built: 2001 Tax: $15,278 (2023)Community: Acreage & UnrecSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,278
Elementary School: The Island School
High School: Lemon Bay High
Tax Year: 2023
Middle School: L.A. Ainger Middle
Remarks: Perfectly located only steps to the beach and a quick bike ride to the village of Boca Grande! This thoughtfully renovated 3 bedroom, 3 1/2 bath pool home is completely updated inside and out and offered turnkey furnished! The large and inviting front porch has plenty of room for outdoor living with seating to enjoy a meal or the colorful sunsets! Built with hardi plank siding, all impact resistant windows and doors, and a newer (2022) metal roof! Enter and you will find wood floors throughout, a living room detailed with built-ins, and a large dining area. The kitchen features an island with seating for 4, gas stove, quartz countertops, tile backsplash, stainless steel appliances and a wine refrigerator. To enjoy the outdoors, there is a fenced and heated swimming pool area with an oversized pool deck offering open or covered seating areas. There is also plenty of open parking plus space under the house, as well as an enclosed golf cart garage! For the dog lover, this home is conveniently located near Lee County Park offering fenced dog parks. You can also enjoy the seasonal Boca Grande Famer’s Market, community tennis courts, and just a short walk to watch the spectacular sunsets on the Gulf waters beyond the Boca Grande range light built in 1927!
Listing is courtesy of: THE BRC GROUP, LLC (941-964-8180)
Listing Agent: Brian Corcoran (941-626-3439)
1636 TREASURE LN, BOCA GRANDE, FL 33921
$8,750,000207 Days on yellowkey MLS ID: D6144517
0 Days Off yellowkey (back on 5/5/2026)
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4540 Built: 1992Monthly Fee: $208 Tax: $75,574 (2025)Community: Boca Grande IslesSpa: YesSingle Family
Taxes:$75,574
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Experience the pinnacle of coastal luxury in this waterfront estate home located in the exclusive, gated Boca Grande Isles neighborhood. Offering four bedrooms, five and a half baths, and 4,540 square feet of refined living space, this residence blends tasteful design with premier craftsmanship. Extensively renovated in 2018, with a meticulous two year transformation, the home lives like new while maintaining timeless architectural character. Enhanced with Hurricane Impact windows and sliding glass doors, Ipe decking, and cement board siding, the property offers both beauty and peace of mind, with materials selected for durability, resilience, and low-maintenance. Designed for both day to day living and effortless entertaining, the home showcases an open concept kitchen, dining, and living area with sweeping waterfront vistas. The gourmet kitchen includes high end appliances, generous counter space, and a large walk-in pantry, perfect for the culinary enthusiast. The thoughtful interior layout ensures exceptional owner privacy, even when hosting guests. The expansive Primary suite serves as a serene retreat, featuring breathtaking sunrise views over Charlotte Harbor. Each oversized guest bedroom includes its own ensuite bath, providing both comfort and luxury for family and friends. A spacious bonus room with a wet bar and full bathroom offers remarkable flexibility and can easily transform into a fifth bedroom, office, media or fitness room. The outdoor living space emulates the interior space with an infinity edge pool, elevated decks for uninterrupted water views and multiple lounging areas for relaxing. Additional features include a large two car garage designed to accommodate vehicles and a golf cart, complete with a sizable storage closet for fishing and beach gear. Located just a short golf cart ride from the charming Boca Grande Village, you will enjoy convenient access to boutique shopping and acclaimed restaurants. The island’s beautiful sandy beaches are also just moments away, completing the quintessential Boca Grande lifestyle. From the refined interior to peaceful water views and unbeatable proximity to island amenities, this estate offers an extraordinary opportunity to own a premier home on Boca Grande.
Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)
Listing Agent: Kristin O'Connor (941-457-9553)
5700 GULF SHORES DR #B134, BOCA GRANDE, FL 33921
$1,199,000168 Days on yellowkey MLS ID: D6145183
1 Days Off yellowkey (back on 5/4/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1326 Built: 1980 Tax: $16,900 (2025)Community: Sea Oats Bldg BCondo
Taxes:$16,900
Remarks: Experience coastal luxury in this superbly renovated 2-bedroom, 2-bathroom beachfront condo with a fantastic bonus room in the gated community of Sea Oats. Ideally positioned directly on the Gulf of Mexico, this residence offers immediate access to one of Florida?s most pristine sandy beaches. Thoughtfully updated throughout, the home features an exceptional designer kitchen and beautifully renovated bathrooms, new plank tile flooring, premium lighting and plumbing fixtures, a dry bar with a high-end beverage cooler, and sophisticated wall finishes. The versatile bonus room includes four charming built-in bunk beds, providing excellent additional sleeping accommodations. The open, spacious layout flows seamlessly to a large screened lanai where expansive tropical Gulf views become part of the living space. Being sold fully furnished. Covered parking, additional storage, and golf cart parking add convenience and functionality. Perfectly tucked within a quiet, secluded section of Boca Grande, Sea Oats offers ideal proximity to the island?s most iconic destinations?The Gasparilla Inn & Golf Course, Boca Grande Marina, private clubs, historic downtown, boutique shopping, and renowned dining. A stunning island retreat and a strong rental investment opportunity.
Listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA (941-964-2000)
Listing Agent: John Harms (941-232-5397)
549 BUTTONWOOD BAY DR, BOCA GRANDE, FL 33921
$4,850,000142 Days on yellowkey MLS ID: D6145147
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3055 Built: 1998Monthly Fee: $252 Tax: $15,586 (2025)Community: South Bay SubSpa: YesSingle Family
Taxes:$15,586
Remarks: Welcome to 549 Buttonwood Bay Drive, a stunning waterfront property with breathtaking sunrise views of Charlotte Harbor. This recently renovated house is located in South Bay of the Boca Bay community, offering an idyllic coastal lifestyle. As you step inside, you'll be greeted by new hardwood flooring that adds a touch of elegance throughout. The kitchen has been completely transformed with new features including quartzite countertops, a stylish tile backsplash, and top-of-the-line appliances. The addition of a farm sink, wine refrigerator, and breakfast bar make this kitchen a true culinary haven. The open floor plan seamlessly connects the living room, which features soaring ceiling heights and a stunning stone gas fireplace. A wall of glass sliding doors opens to mesmerizing water views, allowing natural light to flood the space. The master bedroom is a tranquil retreat with vaulted ceilings, a large walk-in closet and a private waterfront deck where you can unwind while enjoying the picturesque surroundings. This property also includes an separate office space and two guest bedroom suites, ensuring that there's plenty of room for everyone. Outside, you'll find a walkout screened pool and spa oasis, perfect for relaxation or entertaining guests. With 3055 square feet of living space and an oversized garage, there's no shortage of storage options. Additionally, the 2023 roof provides peace of mind for years to come. One of the standout features of this property is its boat dock complete with two boat lifts. Whether you're an avid boater or simply enjoy being near the water, this amenity adds an extra layer of convenience and enjoyment to your waterfront lifestyle. Don't miss out on this incredible opportunity to own a waterfront gem that includes membership in the private Boca Pay Pass Club and amenities of the Boca Bay community including multiple resort style pools, a lap pool, private fishing pier, temporary deep water boat dockage, 7 Har-Tru tennis courts with a pro shop and full tennis program, a workout facility, and a newly renovated and stunning Gulf front Club House with restaurant, second level sunset bar and separate pool side bar. Contact us today to schedule a showing and experience the beauty and tranquility that 549 Buttonwood Bay Drive has to offer.
Listing Agent: Angela Steffan (941-855-1277)
767 S HARBOR DR #1B, BOCA GRANDE, FL 33921
$2,249,000116 Days on yellowkey MLS ID: D6145871
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1770 Built: 1997Monthly Fee: $348 Tax: $16,986 (2025)Community: Harborside/Boca BaySpa: YesCondo
Taxes:$16,986
Remarks: Stunning 3-bedroom, 2 1/2-bath waterfront residence on the shores of Charlotte Harbor, offering exceptional bay views and unforgettable sunrises. Located in a beautifully landscaped community featuring a pool and spa, fishing pier, and resort-style amenities, this home is designed for both comfort and coastal living. The open-concept living area allows you to take in sweeping water views while cooking, dining, or relaxing in front of the TV. Interior highlights include solid-surface countertops, crown molding, and a spacious primary suite with dual closets and dual vanities. Step out onto the lanai to enjoy morning sunrises, waterfront meals, and the daily parade of passing boats. The residence is in excellent condition and features impact-resistant windows, doors, and sliders, along with electric shutters for added peace of mind. Additional conveniences include a private garage, direct elevator access into the unit, and a large ground-level storage room. Ownership includes access to all Boca Bay amenities, including tennis courts, a fitness facility, four community pools, the Pass Club restaurant, and more. $ 50,000 and $ 20,000 one time membership fees are due at closing.
Listing Agent: Dawn Havens (941-504-7845)
460 GULF BLVD #4, BOCA GRANDE, FL 33921
$2,800,000219 Days on yellowkey MLS ID: TB8437810
REDUCED by $195,000 (6.5%) on 04/29/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1131 Built: 1978Monthly Fee: $242 Tax: $20,143 (2024)Community: Gulf DunesTownhouse
Taxes:$20,143
Tax Year: 2024
Remarks: Spectacular Southern exposure corner beach front villa that has been impeccably rebuilt featuring expanded, incredible, open beachfront sunning deck maximizing the Gulf of America sunset views! The main level includes an open and spacious living room, dining area, and all new stainless GE appliances, custom wood cabinetry and beautiful Marble countertops throughout the home. Meticulously crafted wood finishes, plank tile, maintenance free floors throughout, looks exactly like wood. Additional features include; refined wood staircase, cable railing, custom lighting, subway tile backsplash and much more! Gulfside screened porch out to the newly added spacious open deck on the beach! The Southern exposure and Westerly Sunsets are breathtaking. Top floor is comprised of the guest ensuite bedroom and bath, Gulfside Master ensuite bedroom and bath...complete with screened porch and floating Teak deck. The ground level, out of the sun patio features a fully enclosed outdoor shower, all leading to the pristine beach. The newer enclosed garage is air conditioned and offers back of the enclosed space french doors for south side access for the golf cart and a Hurricane Rated garage door for your SUV. The revamped exterior features; 2021 metal roof, impact glass throughout, Trex decking with soffits, trim and composite siding. HOA approved plans to add an ensuite bedroom with modified entry. Excellent rental history if desired. A complete, like new, beautiful Townhome...come and visit this almost completely rebuilt - only 10 home - beachfront development!
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: Robert Melvin (941-380-8891)
5000 GASPARILLA RD #BC306, BOCA GRANDE, FL 33921
$1,150,00052 Days on yellowkey MLS ID: D6146747
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 828 Built: 1984 Tax: $13,139 (2025)Community: Beach Chalet Bld GSpa: YesCondo
Taxes:$13,139
Elementary School: Vineland Elementary
Remarks: Experience effortless coastal living in this beautifully appointed one bedroom, two bath condo, perfectly positioned on the desirable 3rd floor with sweeping Gulf of Mexico views. Offered fully furnished, including a built in queen Murphy bed for guest, and ready for immediate enjoyment or rental income potential. Located within the exclusive Boca Grande Club, residents enjoy an array of resort style amenities, including three sparkling pools, a gulf front private restaurant, a lively tiki bar, a state-of-the-art fitness center, and eight Har-Tru tennis courts. A premier tennis program with professional instruction, along with on site rental management and housekeeping services, ensures both convenience and exceptional lifestyle appeal. Just a short golf cart ride away, you’ll find the charming Village of Boca Grande, offering boutique shopping, dining, and Old Florida charm. Whether you’re seeking a serene getaway or a smart investment opportunity, this exceptional beachfront condominium delivers the best of both worlds. Membership fees apply for ownership. Please inquire for cost.
6040 BOCA GRANDE CSWY #5, BOCA GRANDE, FL 33921
$200,000310 Days on yellowkey MLS ID: D6143184
Bed: Bath: 0.0 Liv Area Sq Ft: 330 Built: 2012 Tax: $2,423 (2024)Community: Boca Grande North Marina BoatDock-Rackominium
Taxes:$2,423
Remarks: Lowest priced Boca Grande North slip w/ 10,000 lb lift. | Direct Gulf access | No fixed bridges | Fits ~26-27 ft | Rentable. Enjoy direct Gulf access with no fixed bridges and deep water, ideal for serious boaters. Accommodates approximately 26-27 ft vessel (buyer to verify). Cruise the back bays or head straight to the Gulf — some of Southwest Florida's best fishing waters are just minutes away. Features include a 10,000 lb lift with newer motor, electric, water, and a fish cleaning station, all set on recently rebuilt composite docks for low-maintenance ownership. Ownership is not contingent on residence in this community, offering flexibility for both local and off-island buyers. Slips may be rented, providing an opportunity for seasonal income or offsetting ownership costs. A standout value for buyers seeking a well-equipped slip without the need for additional improvements. Easy to show.
Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)
Listing Agent: Nancy Hyde (941-539-9616)
1669 JOSE GASPAR DR, BOCA GRANDE, FL 33921
$7,500,00036 Days on yellowkey MLS ID: D6147162
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4475 Built: 2001Monthly Fee: $208 Tax: $77,571 (2025)Community: Boca Grande IslesSpa: NoSingle Family
Taxes:$77,571
Remarks: Located in the Beautiful Boca Grande Isles, 1669 Jose Gaspar Drive is a striking example of Bermuda-style architecture, seamlessly blending timeless elegance with relaxed coastal living. Constructed of solid concrete with a durable concrete tile roof, the home features a classic stucco exterior and signature stepped rooflines—designed for both aesthetic appeal and resilience—capturing the essence of refined island design. Inside, light-filled interiors create an airy, sophisticated atmosphere. Expansive living spaces flow effortlessly, offering the perfect setting for both entertaining and everyday comfort. Thoughtful architectural details and curated finishes evoke understated luxury, while French doors and large windows and open layouts invite in natural light and gentle harbor breezes. Spanning approximately 4,500 square feet, the home features a gourmet kitchen complete with a sitting and casual dining area, along with a spacious great room anchored by a stunning shell stone fireplace—ideal for gatherings. The residence includes five bedrooms and six and a half baths, many with serene harbor views. An unfinished bonus room above the garage provides flexibility for a home office, studio, or additional bedroom. Outdoors, a beautifully elevated pool and patio create a private oasis, perfectly complementing the home’s stately presence within the Boca Grande Isles. Surrounded by lush tropical landscaping and some of the island’s finest fishing, the property offers a private retreat just moments from Boca Grande’s pristine beaches, charming village center, and scenic bike paths. This exceptional Bermuda-style residence embodies coastal sophistication and island luxury—an outstanding opportunity to experience the beauty and serenity of Boca Grande living.
Listing Agent: Maryjo Pigott (941-961-0630)
281 SEABREEZE CT, BOCA GRANDE, FL 33921
$2,400,000102 Days on yellowkey MLS ID: D6146199
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1504 Built: 1987 Tax: $6,045 (2025)Community: SeabreezeSingle Family
Taxes:$6,045
Remarks: REDUCED PRICE - Welcome to your private tropical retreat offering relaxed coastal living just minutes from convenient beach access. This residence captures the charm and style of Boca Grande without the premium price. Surrounded by lush palms and mature landscaping, the home features expansive outdoor living areas designed for year-round enjoyment. An oversized upper deck provides a serene setting for entertaining or unwinding, while the beautifully paved lower-level pool and spa area creates an additional private gathering space. Multiple outdoor options make this home ideal for hosting and embracing the Florida lifestyle. Inside, natural light fills the thoughtfully designed interior. Warm wood floors upstairs add character and comfort. The bathrooms have been tastefully updated with spa-inspired finishes, including frameless glass showers, stone accents, and a freestanding soaking tub. A spacious laundry area with cabinetry adds everyday convenience. This home appeals to buyers seeking the charm and style of Boca Grande without the premium price — offering comfort, flexibility, and exceptional outdoor living in a highly desirable location near the beach.
2031 SHORE LN, BOCA GRANDE, FL 33921
$11,300,000495 Days on yellowkey MLS ID: D6139748
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4342 Built: 2016 Tax: $78,305 (2023)Community: Shore Lane - See SurveySingle Family
Taxes:$78,305
Remarks: Truly a one-of-a-kind location rarely presented on exclusive Shore Lane will now be offered for purchase! Located just one estate off the Historic District and the closest in proximity to the downtown Village of Boca Grande, this prominent beachfront treasure will surely take your breath away. Built in 2016 with the owner’s vison for entertaining family and guests while creating a secluded tropical oasis unique to anything else on Gasparilla Island. This influenced Caribbean architectural gem encompasses a majestic courtyard offering the ultimate blend of solitude and spa like atmosphere. The 5-star resort style split plan lives exceptionally featuring a VIP beachside ensuite with three additional ensuite guest quarters connected by a charming covered breezeway lined with Bahama shutters and Brazilian Ipe wood hallways. Designed specifically to capture the azure seascape and green flash sunsets from nearly every room, this luxurious interior layout features an exquisite common living area with wood cladded vaulted ceilings, massive fixed-glass impact windows and doors, and a stunning dual faced coral stone handmade fireplace that commands your attention. The chef’s kitchen exudes elegance and is complimented by white oak wood cabinetry, a chic mosaic tiled mural backsplash, and a marble prep galley with cooking island & breakfast bar all being serviced by Wolf and Sub-Zero appliances. Enjoy the comfortable family and dining room concept with convenient access to the enclosed lanai operated with electric screens or relax on the open veranda with a cocktail secured by reinforced modern glass railings. The VIP master Gulfside wing features an integrated media room accompanied by a lovely terrace overlooking the courtyard pool in addition to a private covered sea watch lanai awarding the best views imaginable. Escape to the lush VIP bath enclave offering custom double wood and marble vanities, a beautiful free standing tub, and the showcase walk in marble laid shower with rain head controls. The guest wing quarters are just as impressive highlighted by a discrete office, and a unique bonus room that could serve as the 5th bedroom if needed. All the guest ensuites are complimented with white oak wood flooring, subway tiled showers, stone countertops, and each having its own personal Juliet balcony positioned prominently over the courtyard garden. Exterior storage is fantastic with over 4,000 square feet of space on lower level for all the beach toys and fishing equipment, and not to mention the additional 2 car detached twin bay garages for vehicles with convenient access to elevator. Whether spending the day basking in the sun next to the lap pool in your private courtyard or taking a swim in the warm cerulean waters of the Gulf of Mexico, this once in a lifetime setting will create a legacy retreat for family & guests that will be enjoyed for many generations to come.
Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)
Listing Agent: Heath Seckel (863-207-2586)
5000 GASPARILLA RD #BC105, BOCA GRANDE, FL 33921
$799,000160 Days on yellowkey MLS ID: D6145227
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 730 Built: 1984 Tax: $11,320 (2025)Community: Boca Grande ClubSpa: YesCondo
Taxes:$11,320
Remarks: With breathtaking gulf views and direct beach access, this condo is the perfect retreat for those seeking tranquility and beachfront relaxation. Natural light, tasteful beach decor and a screened lanai create an island oasis. This easy to maintain condo not only offers your own slice of paradise, but also grants access to a host of exclusive amenities. Enjoy a world class tennis facility, state of the art fitness center, three swimming pools, Tiki bar and a fantastic gulf front restaurant. All within the Boca Grande Club, a private, gated community located on the Gulf of Mexico. Initiation fees and yearly Club dues apply. Please inquire for cost.
319 PILOT POINT LN, BOCA GRANDE, FL 33921
$4,195,000406 Days on yellowkey MLS ID: TB8375836
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3384 Built: 1991Monthly Fee: $100 Tax: $40,069 (2024)Community: North BaySingle Family
Taxes:$40,069
Remarks: THIS IS YOUR OPPORTUNITY – Remodeled and walk-in ready! Come explore the exceptional panoramic sparkling water views from this well-maintained residence nestled on the shores of Charlotte Harbor in the “North Bay” neighborhood of Boca Bay. The home is beautifully updated with new furniture and is being offered Turn-Key for immediate use. Featuring stunning wood floors and coastal contemporary updates to the bathrooms and kitchen – including new cabinets, lighting, and more. Offering four bedrooms (including a bunk room) and four full bathrooms, all clean and inviting, with excellent bonus space throughout. The metal roof, clapboard siding, and spectacular rooftop deck (that never misses a sunset) all contribute to that timeless Old Florida charm. All impact glass windows and sliding glass doors are already in place for added peace of mind. Mother Nature at her best with exceptional views from every level! For the fisherman, paddle boarder, or kayaker, you can walk out and wade the nearby grass flats and sand bars, which offer some of the best fishing in and around Boca Grande. As part of the Boca Bay community, this property enjoys access to community pools, the exclusive Pass Club, and available boat dockage – offering a complete coastal lifestyle. This residence represents a terrific value for an open bay view / bayfront home. Come and explore this enchanting opportunity.
739 S HARBOR DR #2, BOCA GRANDE, FL 33921
$2,450,00043 Days on yellowkey MLS ID: D6146999
0 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1655 Built: 1997Monthly Fee: $348 Tax: $19,392 (2025)Community: Harborside At Boca Bay CondoSpa: YesCondo
Taxes:$19,392
Remarks: Under contract-accepting backup offers. Live the pinnacle of Boca Grande waterfront living in this exceptional three-bedroom, two and a half bath Harborside condominium. Perched on the top floor with an enviable end-unit location, this residence delivers sweeping, unobstructed views of Charlotte Harbor that captivate from sunrise to moonrise. Step inside to discover an elegant open-concept floor plan bathed in natural light, where soaring ceilings, crown molding, plantation shutters throughout the home, and marble tile flooring create a refined sense of space and sophistication. The gourmet kitchen features stainless steel appliances and granite countertops, while the expansive glassed lanai serves as the heart of the home—an idyllic setting for morning coffee, sunset cocktails, or simply marveling at the ever-changing panorama of azure waters, abundant wildlife, and graceful boating activity. Additional peace of mind comes from electronic hurricane roll-down shutters, ensuring effortless protection during storm season. Designed for effortless coastal living, this lock-and-leave retreat offers the perfect blend of privacy and convenience with its private garage, dedicated storage, and elevator access. The community of Boca Bay surrounds you with a resort-style lifestyle: four sparkling swimming pools, a private bayside beach, a fishing pier, seven clay tennis courts, a state-of-the-art fitness center, and exclusive access to the world-class Boca Bay Pass Club for casual gulf-side dining.
Listing Agent: Jeff Moore (941-855-0737)
420 GULF BLVD #9, BOCA GRANDE, FL 33921
$2,100,00043 Days on yellowkey MLS ID: D6147048
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1276 Built: 1981Monthly Fee: $477 Tax: $22,119 (2025)Community: Sundown ColonySpa: NoTownhouse
Taxes:$22,119
Remarks: Direct Gulf-front opportunity on the coveted south end of Boca Grande. This beachfront townhome offers panoramic views of The Gulf and direct access to miles of pristine sandy shoreline. Recently updated and positioned as one of the best values on the Boca Grande beachfront, Sundown Colony #9 now features a remodeled kitchen with quartz countertops and stainless steel appliances, along with an updated primary bathroom. Private stairs provide direct access to the beachfront, enhancing the seamless indoor-outdoor coastal lifestyle. Located just moments from the historic village, you’ll enjoy the charm of local shops, dining, and island amenities right at your fingertips. Whether you’re seeking a peaceful getaway or a Gulf-front investment, this is your chance to secure a true piece of paradise. Incredible sunsets, relaxed island living, and exceptional value await. Don’t miss it.
Listing Agent: Ralph Dilena, Jr. (941-380-0878)
43 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921
$2,500,00059 Days on yellowkey MLS ID: D6146719
0 Days Off yellowkey (back on 4/17/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3074 Built: 1990Monthly Fee: $867 Tax: $42,001 (2025)Community: Seawatch Boca GrandeSingle Family
Taxes:$42,001
Remarks: Nestled in the exclusive gated community of Seawatch, this thoughtfully updated single-family Seawatch presents a rare lakefront sanctuary offering unparalleled privacy, serene water views, and refined coastal living. It boasts approximately 3,092 square feet of bright, open living space with three bedrooms and three bathrooms. Vaulted bead board ceilings and an abundance of natural light create an airy, inviting atmosphere throughout the open floor plan—ideal for both relaxed everyday living and sophisticated entertaining. The upper-level primary suite is a true retreat, featuring a private terrace with sweeping views over Lake Gasparilla, an upgraded bathroom and office. Multiple expansive outdoor living areas, including a screened lanai and open porches, invite al fresco dining, sunset gatherings, or simply unwinding amid the tranquil surroundings. At the heart of the home is the tastefully renovated eat-in kitchen, showcasing premium appliances including a paneled Sub-Zero refrigerator, double ovens, induction cooktop, and warming drawer, along with abundant storage and elegant finishes. Recent renovations by renowned local firm McHugh Porter Builders have elevated the property with refreshed kitchen and baths, new engineered hardwood flooring, and impeccable interior finishes throughout. Additional highlights include a convenient elevator, hurricane-impact windows and sliders for peace of mind, a 2011 roof, an air-conditioned storage room just off the garage, and ample parking. Seawatch is a prestigious waterfront enclave of just 49 residences, thoughtfully positioned between the Gulf of Mexico and Lake Gasparilla. Residents enjoy exclusive amenities including to the pristine Gulf shoreline, two community pools, and two tennis courts. This rare setting delivers a true barrier-island lifestyle—minutes from the charming village of Boca Grande for boutique shopping, fine dining, and world-class fishing and shelling.
4070 LOOMIS AVE, BOCA GRANDE, FL 33921
$12,500,000194 Days on yellowkey MLS ID: D6144651
Bed: 4 Bath: 4.5 Gar: 5 Liv Area Sq Ft: 5472 Built: 1997 Tax: $72,087 (2025)Community: East Shore Acres IiSpa: YesSingle Family
Taxes:$72,087
Remarks: Nestled on a rare 1.6-acre waterfront parcel with views of Gasparilla Sound is a coastal masterpiece that has just undergone a complete, top-to-bottom remodel by PCI, embracing a serene coastal theme with light, airy colors throughout. Conveniently located on Loomis Avenue, just moments from the charming shops, restaurants, and amenities of historic downtown Boca Grande, this exquisite estate offers tranquility with sweeping breathtaking unobstructed water views. Boasting an impressive 159 feet of prime waterfront, the property features 4 spacious bedrooms, a versatile flex den room, 4.5 luxurious baths, and multiple inviting living areas designed for seamless flow and relaxation. The chef’s dream kitchen is outfitted with premium Wolf brand appliances, perfect for culinary enthusiasts. Convenience abounds with laundry facilities on both the lower and top floors. Step outside to one of the largest pools on Boca Grande, ideal for lavish gatherings, complemented by a grand main-floor patio area and a private master suite balcony on the top floor—both perfect for entertaining guests in style. The estate includes a massive 5-6 car garage with convenient side-entry doors, ample parking via an elegant circle drive, hurricane-rated windows and doors for peace of mind, and a private elevator for effortless access between levels. An open floor plan enhances the home’s light-filled ambiance, while mature, lush landscaping envelops the grounds in tropical serenity. This is more than a home—it’s a slice of paradise, where luxury meets the laid-back charm of island living, all just a short stroll or bike ride from town.
1644 TREASURE LN, BOCA GRANDE, FL 33921
$10,650,000225 Days on yellowkey MLS ID: D6144295
0 Days Off yellowkey (back on 4/12/2026)
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4964 Built: 1996Monthly Fee: $208 Tax: $92,663 (2024)Community: Boca Grande IslesSpa: YesSingle Family
Taxes:$92,663
Remarks: Welcome to your island paradise on Boca Grande Isles. With 100 feet of waterfront and direct access to the Intracoastal Waterway, this stunning modern take on West Indies architecture residence has been completely renovated and offers an island sanctuary. Key features to this four bedroom, five and one-half bath residence spans 4,900+ square feet of meticulously updated living with unparalleled sophistication. The spectacular great-room is a masterpiece, boasting a wood beam ceiling, porcelain tile and wood flooring, crown molding with intricate detailing, built-in bar area with wine cooler, a decorative fire-place, and an expansive wall of glass overlooking Gasparilla sound offering an abundance of natural light. This cozy serene space connects by a wall of expansive sliding glass doors to an open-air porch with breathtaking water views. This home is crafted with the finest materials and finishes, seamlessly blending modern elegance with durability. The open-concept kitchen and breakfast area create a versatile floor plan perfect for daily living. The gourmet kitchen features quartz countertops, soft-close cabinets and drawers, Bosch appliances, 6-burner gas range located on the center island, and a Sub-Zero cabinet-faced refrigerator. The expansive primary suite, on the main living level, serves as a luxurious escape, featuring a sprawling walk-in closet and a spa-like bathroom with high-end finishes, dual vanities, a soaking tub, and an oversized shower. The upper level offers three additional bedrooms, each offering its own unique charm and character. Outside, embraces the epitome of island living. Beautiful mature landscaping, a two-car garage, a captivating pool, and a cozy fire pit create an idyllic haven for relaxation under starlit skies. With deep sailboat water access, and a 16k lb boat lift, nest in this beautiful island waterside home.
5000 GASPARILLA RD #VH20, BOCA GRANDE, FL 33921
$2,450,00086 Days on yellowkey MLS ID: D6146472
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1640 Built: 1987Monthly Fee: $29 Tax: $27,657 (2025)Community: Village Boca Grande ClubCondo
Taxes:$27,657
Remarks: Fully renovated Village Home in the gated Boca Grande Club, offering 3 bedrooms, 3 baths plus a fourth kids’ room and over 1,600 square feet of living space, including approximately 400 square feet of thoughtfully added living area. Designed with a coastal-contemporary aesthetic, the home features an open-concept layout with vaulted ceilings, abundant natural light, enclosed sunrooms, and a striking new fireplace that anchors the main living space. The gourmet kitchen showcases premium LG appliances, quartz countertops, and designer fixtures, seamlessly blending style and functionality. The reimagined primary suite offers a spacious walk-in closet and a spa-inspired bath with dual vanities and a large walk-in shower. The loft level has been expertly transformed to include a private bedroom and full bath, creating an ideal retreat for guests or family. Throughout the home you’ll find designer tile, new hardwood flooring, updated doors, trim, and hardware, along with modern conveniences including a full-size in-home washer and dryer and outdoor elevator lift. Significant upgrades include impact windows, Hardie siding, Trex decking, a newer roof, open-air lift, and a 2017 HVAC system, ensuring both durability and peace of mind. Enjoy west-facing outdoor living with beautiful sunset views and glimpses of the Bay and Gulf, along with a garage and private garden area. Located just steps from the secluded beach, this home offers the perfect blend of privacy and coastal lifestyle. Residents of the Boca Grande Club enjoy an exceptional amenity package including Gulf-front dining, three pools, tiki bar, fitness center, yoga and water aerobics, eight tennis courts, and gated security.
367 NIGHT HERON DR, BOCA GRANDE, FL 33921
$4,600,000499 Days on yellowkey MLS ID: D6140022
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3568 Built: 1991Monthly Fee: $100 Tax: $16,565 (2025)Community: North BaySpa: NoSingle Family
Taxes:$16,565
Remarks: This unique bayfront home offers stunning sunrises and moonscapes over Charlotte Harbor. The spacious open main floor begins with an entry leading into the two-story living room with hand painted coffered ceiling. This space is accented by the hand painted staircase, custom tera cotta tile floors and a fireplace surrounded by a hand carved pecky cypress mantle. The adjoining dining room continues into the heart of the home providing quiet dining and harbor views. Step down into the kitchen and open family room. The kitchen is completely updated with stainless appliances, granite countertops and a spacious island with a second sink. Both rooms feature cherry flooring, custom woodwork and designer cabinetry with storage features. Adjacent to the kitchen and family room, a waterfront sunroom spans the width of the home, leading to a custom, window filled stairwell to the first-floor storerooms, doubled garage spaces and a garden patio. The property finishes with a garden view leading to the mangrove coastline. There are two large main level guest rooms, one en-suite and a second with an adjacent full bath. The upstairs primary suite welcomes you with built-in shelving and desk, vaulted ceiling and expansive windows facing Charlotte Harbor. The open Roman bath, large walk-in closet and laundry room complete the space. Open the large French doors in the primary bedroom to enter a private deck with amazing harbor views. To complete the deck, a circular staircase leads to a widow's walk with a panoramic view of Gasparilla Island and beyond. Additional highlights include a finished elevator to the first floor, impact glass on all windows and doors, a new metal roof installed in 2023 and all interior walls freshly painted. This North Bay gem, in the amenity rich Boca Bay community, is a true sanctuary combining location, style and natural beauty.
Listing Agent: Carol Stewart (941-276-1162)
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