Refine Search
Map
Sort by
$1,500,000
Chadwicks SubDv.
Prime Beachfront Lot with Development Potential on Manasota Key! Don’t miss this incredible opportunity to own an oversized beachfront lot with 95 feet of Gulf of Mexico frontage in the heart of Manasota Key. Zoned MMF-12 (Multi-Family), this expansive 20,000-square-foot property (approximately 0.46 acres) with ownership to the ECL (erosion control line)offers remarkable development potential for your dream coastal project. This ideally situated lot is just moments away from vibrant beach bars and restaurants, where you can enjoy live music and local fare. Take a leisurely stroll along the white sandy beaches, hunting for colorful shells and sharks’ teeth, or cast a line and reel in your “fresh catch” for dinner. Enjoy being front and center for the annual Englewood Beach Waterfest including the OPA (Offshore Power Boat Association) Boat races, and a short walk to daily morning "yoga on the beach". Nearby Stump Pass State Park provides a perfect spot to watch boats cruising to and from the Gulf of Mexico, adding to the charm of this classic Old Florida coastal town. Whether you’re envisioning a private beach retreat or an income-generating development, this property offers unmatched possibilities in an idyllic location.

1820 Gulf Boulevard, Englewood
$1,213,000
3 Beds ⋅ 3 Baths ⋅ Chadwicks SubDv.
Welcome to your true boat-to-beach sanctuary on Manasota Key. Thoughtfully built in 2022 to FEMA flood standards, this coastal haven offers both comfort and confidence. Hurricane-impact windows and sliding glass doors are installed throughout, and the property is pre-wired for a whole-house generator to provide peace of mind in any season. Deeded Gulf access means you’re always moments from the sand, and your private dock—overlooking some of the best fishing on the Key—includes your owned boat slip and lift, making every day a boating day. Inside, premium finishes and thoughtful coastal design create a warm, welcoming elegance. Hands-free faucets and a custom epoxy “beachscape” island top make the kitchen a true showpiece. The primary suite features an oversized custom shower designed for relaxation and comfort. The lower level includes a full bedroom and bathroom with mini-split air systems—ideal for guests or multigenerational living. A pre-built elevator shaft provides future flexibility if desired. Step outside to a heated pool/spa with wrap-around seating, perfect for unwinding after a day on the water. Then head up to the rooftop observation deck for breathtaking 360° views of Lemon Bay and the Gulf of Mexico—sunrise to sunset. Insurance remains attractively low at approximately $3,000 annually, which is rare for a coastal home of this caliber. And with a location just 0.2 miles (a short stroll) to the restaurant circle and daily beach yoga, this home delivers the ultimate combination of luxury, lifestyle, and walkability on Manasota Key.

7524 Whitcomb, Englewood
$1,170,000
3 Beds ⋅ 3 Baths ⋅ Chadwicks SubDv.
Exceptional canal-front home with access to Englewood Beach, offering the best of Englewood’s coastal lifestyle. Ideally positioned with over 200 feet of canal frontage. The adjacent mangroves provide natural privacy uncommon on the Key. A setting that captures the quiet charm and beauty that makes Manasota Key so special. Updates include AC (2021), kitchen upgrades and appliances (2021), impact windows and sliding door in the living area upstairs (2022), storm-rated garage door (2024), a new 200-amp electric panel, and on-demand water heater (2025). Outdoor improvements feature Hardie board siding, a new deck and stairs, and reinforced soffit supports. Boaters will appreciate direct Gulf access with no bridges and a seawall, 10,000-lb boat lift and covered boat port that were all installed in 2022. A metal roof installed in 2021 adds additional peace of mind. Multiple outdoor living areas and an outdoor shower enhance the indoor-outdoor living experience. A rare opportunity to own a well-updated canal home on Manasota Key.

120 Mockingbird Lane, Englewood
$1,169,000
12 Beds ⋅ 8 Baths ⋅ Chadwicks SubDv.
Unrivaled Manasota Key Investment: High-Yield 6-Unit Compound! Nestled on the sun-drenched shores of Manasota Key, where the morning light dances across Lemon Bay and the evenings conclude with a legendary Gulf of Mexico sunset, lies an unrivaled investment opportunity. This exclusive six-unit residential compound represents the pinnacle of the "Old Florida" lifestyle, harmonizing serene coastal charm and a powerhouse financial profile. With a HIGH producing income, this estate is more than a property; it is a meticulously curated vacation destination with a proven legacy of success on global rental platforms and a high rate of recurring guests seeking the ultimate island escape. Offering the rare luxury of versatility, providing public BEACH and BAY ACCESS nearby that invites residents and guests to wander from white-sand shorelines to tranquil turquoise waters in a matter of moments, JUST 500 FEET in either direction! The compound itself is a pinnacle in coastal design, sold turnkey furnished with a sophisticated "beachy" aesthetic. Every detail has been considered for the discerning guest, from the newly installed luxury vinyl plank flooring (2024) and crisp white shaker-style cabinetry to the BRAND-NEW stainless steel appliances (2024–2025). The living spaces are airy and bright, featuring modern comforts and IMPACT-RESISTANT WINDOWS on most of the exterior perimiter that offers both beauty and structural peace of mind, in addition the ROOFS were all replaced in 2020!. Spanning multiple structures, the property includes a stately triplex featuring two 2-bedroom/1-bathroom units and a premier 2-bedroom/2-bathroom residence, alongside a secondary building housing a 2-bedroom/1-bathroom unit and two chic studio apartments. For the visionary investor, the estate offers a value-add opportunity in Building 115. Currently a blank canvas, it is awaiting a custom transformation, this space provides the rare chance to expand the compound into a high-performance 7-plex, further elevating the property’s equity and income potential that already has a 12-15% CAP Rate! This unique estate could also serve as the ultimate FAMILY COMPOUND in a rare opportunity to create a legacy where generations can gather to create lifelong coastal memories! Life at this Manasota Key retreat is defined by its exquisite outdoor amenities. A lush, paved patio serves as the heart of the compound, featuring a spacious SWIM SPA with a WATERFALL and THERAPY JETS, professional-grade BBQ stations, and elegant dining enclaves. Guests can spend their afternoons exploring the bay with the provided kayaks or watching dolphins cruise by from the quiet seating area at the end of Friendship Lane! With the vibrant dining of Manasota Key and historic Dearborn Street and the pristine trails of Stump Pass Beach just a short stroll or free shuttle ride away, this property offers a seamless blend of privacy and world-class accessibility. Offered "as-is" with rights to inspection, this is a cornerstone asset for any luxury portfolio—a rare chance to own a piece of paradise that performs as beautifully as it looks. This property will certainly not last long! Contact us today for an exclusive showing!

115 Friendship Lane, Englewood
$840,000
2 Beds ⋅ 2 Baths ⋅ Chadwicks SubDv.
Beachside Bliss – Renovated, Move-In Ready & Loaded with Upgrades! Just three houses from the shimmering sands and beautiful beaches of Manasota Key, every day will feel like a vacation. This chic, ultra-charming 2BR/2BA with a versatile Florida Room perfect for extra guests, a home office, or simply relaxing after a day at the beach, is a rare find—a coastal retreat that's turn-key and perfectly poised as a vacation getaway, year-round residence, or income-generating short-term rental—packed with updates and designed for fun in the sun. Imagine sipping your morning coffee with a view of the Gulf, swaying in a hammock beneath a shady canopy of trees, and listening to the sounds of the waves lull you to sleep at night... This is it - you've found your slice of paradise! Step inside to a sunny, open-concept floor plan that lifts your spirits and flows seamlessly from the living area to the dining area, and on to a BRAND NEW quartz-topped chef’s kitchen featuring solid wood shaker cabinets, quartz countertops, stainless steel appliances (refrigerator, convection air-fry oven, smart microwave, dishwasher). NEWER Metal roof (2021) with brand-NEW gutters and downspouts. NEW Green HVAC system with hurricane-rated condenser on raised platform (qualifies for a tax credit), NEW Ductwork, NEW plumbing throughout: NEW hot water heater, NEW toilets, NEW vanities and sinks, NEW kitchen sink and fixtures. The interior oversized laundry/utility room with NEW sink and vanity features a NEW washer and dryer, and an abundance of extra bonus storage space, including NEW shelving. All-NEW electrical panel and circuits, disconnect and wiring to panel, NEW outlets/outlet covers, NEW light fixtures, NEW energy-efficient ceiling fans, NEW lighting indoors and outdoors, including motion-sensor porch light. NEW insulation, NEW interior walls/drywall finish, NEW interior paint on walls/ceilings, NEW interior floor and wall custom shaker trim and moulding throughout the entire home, NEW interior doors, NEW closet shelving, NEW exterior doors, NEW hardware on all interior and exterior doors, NEW shiplap accent wall in Florida Room, Flooring refreshed with professional cleaning, buffing, re-color grouting, and sealing. The Outdoors is an Oasis featuring multiple decks and patios, including a shaded front hammock patio, a carport, and a deck for sunset cocktails. NEW outdoor shower with hot/cold—rainforest and handheld, NEW outdoor spigots and hoses, NEW Exterior Painting of Entire Home and Trimwork, NEWLY painted Carport, Driveway, Back Deck, and Outdoor Shower Platform (with "heavy shield" driveway/concrete paint), NEW Zero-maintenance crushed shells, NEW Mailbox, NEW Hammock, New Berm Guard Carport. City water/sewer. Walk-to restaurants for fresh seafood, happy hour, and live music, along with quick access to boating, kayaking, or dolphin-spotting adventures. This home is perfectly positioned for a relaxed coastal lifestyle or strong short-term rental returns in a sought-after location. Unpack your swimsuit, hit the beach, and let this bungalow pay for itself! Don’t miss your chance to own your own piece of Manasota Key paradise! Whether you’re seeking a personal coastal haven, a turnkey vacation home, or an income-producing investment with prior rental history, this gem checks every box. Paradise is calling—this home is your ticket to the Florida lifestyle you deserve. Don’t wait—homes this close to the water, and this beautifully updated, are rare!

70 Wilhelm Drive, Englewood
$800,000
2 Beds ⋅ 2 Baths ⋅ Chadwicks SubDv.
There's something about the beach, the rhythm of the waves, the salt in the air, the way time seems to slow down the moment you arrive. Tucked just one lot in from the Gulf, this elevated 2-bedroom, 1.5-bath beach cottage offers a rare chance to step into that lifestyle. Mornings start with coffee and a short walk to the shoreline. Afternoons drift by with sun, sand, and sea breeze. Evenings end with unforgettable sunsets that never quite look the same twice. Loved and held in the same family for generations, this home carries the kind of warmth and history you can feel the moment you walk in. And through it all, it has stood strong, weathering recent storms with resilience, featuring hurricane shutters throughout and impact-resistant, turtle glass windows on the lower level for added peace of mind. Whether you're looking to reset, recharge, or create a place where memories are made year after year, this is where it happens. Use it as your personal escape, or take advantage of the strong rental potential when you're not enjoying it yourself. This property offers more than just the view, what truly sets this property apart is a chance to breathe a little deeper, slow down, and live the beach life the way it was meant to be.

50 Friendship Lane, Englewood
$791,000
3 Beds ⋅ 3 Baths ⋅ Chadwicks SubDv.
One or more photo(s) has been virtually staged. Experience the charm of coastal living and just steps from the glorious, evocative, Gulf of Mexico, on Manasota Key. This beautifully renovated, concrete block single family home stands strong as a solid Gulf-side retreat, that has truly withstood the test of time. Inside, you will find tasteful updates. The impact-rated windows meet 2025 standards, providing peace of mind and ambient light. Three new mini-split AC systems ensure efficient and customized comfort throughout the home. The kitchen features stone countertops, solid wood soft-close cabinetry, and stylish finishes, including the stainless brand new refrigerator, and stove. Historical details- from the original yellow pine ceilings to the terrazzo floors, blend classic Florida character with modern upgrades access. The bright Florida Room is spacious and ample light is brought in from the many impact windows. The Florida Room opens to a shaded patio with paver footing, ideal for gatherings and Beach Festivities. The home has a separate laundry room, with storage space. Upstairs, a private guest or in-law suite features a full bath, studio layout, and balconies with sweeping Gulf, and Bayside views. A Brand new hurricane impact door has been installed. This home is ideal for year-round living, or to purchase as an investment property for a beach rental. All the hard work has been done- simply bring your bags and start living the Gulf Coast dream.

1600 Gulf Boulevard, Englewood
$725,000
Chadwicks SubDv.
Experience the rare beauty of true Old Florida living with this exceptional direct Gulf-front homesite on the pristine shores of Manasota Key. Wake each morning to panoramic turquoise waters, breathtaking sunsets, and the soothing sound of waves rolling onto your private stretch of sandy beach. This extraordinary lot offers the perfect canvas to design and build your dream coastal retreat in one of Southwest Florida’s most treasured waterfront communities. Nestled along the Gulf of Mexico, this prime beachfront property combines privacy, serenity, and natural beauty while still being conveniently close to everything that makes Manasota Key and Englewood Beach so desirable. Enjoy miles of unspoiled shoreline ideal for shelling, shark tooth hunting, paddleboarding, kayaking, boating, fishing, and endless beach walks. Dolphins and manatees are frequent visitors, creating a truly unforgettable coastal lifestyle. Located just minutes from Englewood Beach, you’ll discover a charming blend of waterfront restaurants, lively beach bars, boutique shopping, marinas, live entertainment, and laid-back island atmosphere. Manasota Key is celebrated for its relaxed coastal character, scenic beauty, and old Florida charm, offering a peaceful escape from crowded resort areas while still providing easy access to Venice, Boca Grande, Sarasota, and Punta Gorda. Whether you envision a luxury modern beach estate, an elegant coastal cottage, or a private vacation getaway, opportunities like this are increasingly rare. Build your dream home where every day feels like a vacation and every sunset is your own private masterpiece. Paradise begins here on Manasota Key.

35 Wilhelm Drive, Englewood
$625,000
3 Beds ⋅ 2 Baths ⋅ Chadwicks SubDv.
**Prime Waterfront Investment on Manasota Key — Direct Lemon Bay Access!** This 3-bedroom, 2-bath canal-front property sits on a premium lot with concrete seawall, boat lift, and immediate deep-water access to Lemon Bay. The home & lift sustained hurricane damage (Helene & Milton) and is being sold "As-Is," offering the perfect canvas for a custom rebuild or new construction. Enjoy easy beach access, great boating access, and the Florida coastal lifestyle from this exceptional location. Not many homes offer this type of direct canal-to-Lemon-Bay frontage AND close proximity to the beach!

1475 Gulf Boulevard, Englewood
$603,000
2 Beds ⋅ 2 Baths ⋅ Chadwicks SubDv.
Located on Manasota Key, this property offers a rare chance to secure a true Old Florida beach location and reimagine it into your ideal coastal retreat. Tucked within one of the area’s most charming and laid-back barrier island communities, the setting is defined by walkability, natural beauty, and immediate access to the Gulf. Step out your front door and onto the sand for morning walks along the shoreline, afternoons by the water, and sunsets that define life on the key. The existing residence offers a clear starting point for customization. Buyers have the flexibility to restore a charming beach cottage, elevate and redesign, or build new to create a custom coastal residence that maximizes this exceptional location. Just over the bridge, historic Dearborn Street in Englewood offers a vibrant yet relaxed atmosphere with locally loved restaurants, boutiques, farmers markets, and community events that capture the character and charm of Old Florida living. Whether you envision a personal beach getaway, investment property, or a fresh start with new construction, this property delivers the ultimate opportunity to design your vision in one of Englewood’s most sought-after beachside settings.

40 Sand Dollar Lane, Englewood
$562,000
2 Beds ⋅ 2 Baths ⋅ Chadwicks SubDv.
One or more photo(s) has been virtually staged. PRICE REDUCED -- SELLER MOTIVATED -- WELCOME TO MANASOTA KEY -- this charming, updated island cottage sits on a corner lot just a stone’s throw from the beach and Gulf of Mexico. Enjoy partial Gulf views from the front yard and easy access to the beach for sunsets, swimming, and coastal wildlife. Fully tiled throughout, this home includes an all-new kitchen & bathroom cabinets, countertops, stainless steel appliances, and all new interior trim, doors & hardware. The attached 10'x19' Florida room adds flexible living or dining space, and the rear screened, covered lanai offers a private setting overlooking the partially fenced backyard. Other notable and recent upgrades include: new standing-seam metal roof installed May 2025, new electrical panel and upgraded wiring in most of home 2024, new A/C in 2024 and new water heater. Home also includes a wood-burning fireplace perfect for those crisp evenings. Enjoy the convenience of a private, fully enclosed outdoor shower—perfect after a beach day. Indoor utility room includes a half bathroom and new full-size washer/dryer. This home would be ideal as a personal retreat or rental property, providing excellent flexibility near the beach. Additionally, this property offers sidewalk access to nearby island restaurants and shopping and is less than one mile from Stump Pass Beach State Park. Your coastal retreat awaits!

90 Wilhelm Drive, Englewood
$456,500
2 Beds ⋅ 1 Baths ⋅ Chadwicks SubDv.
MULTIPLE OFFERS Welcome to the “Mustard Seed,” ideally located on the desirable south end of Manasota Key on an oversized 85x75 lot with beach easement access. This property presents a fantastic opportunity to restore a charming coastal retreat, create a lucrative rental, or build your dream beach home in a prime location. The existing structure sits on a solid concrete foundation with block construction, terrazzo floors, a newer roof (2013), and impact windows installed in 2014 (a few of which will need replacement). Following recent storms, the interior requires renovation, including drywall replacement up to the 4-foot mark, new electrical wiring, HVAC, and finishing touches—offering a blank canvas to customize to your vision. With its exceptional location, generous lot size, and strong structural bones, “Mustard Seed” is ready to be transformed into the perfect island getaway or investment property. HIGHEST AND BEST OFFERS DUE APRIL 17TH BEFORE 5PM

80 Coquina Lane, Englewood