Osprey/Nokomis Homes with Private Mailbox Exterior Features

Osprey/Nokomis Homes with Private Mailbox Exterior Features

Welcome to the charming communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. Known for their tranquil atmosphere and stunning natural beauty, Osprey and Nokomis offer a perfect blend of small-town charm and modern conveniences.

In these picturesque neighborhoods, you will find a variety of homes with private mailbox exterior features, adding an extra touch of elegance and privacy to your living space. Whether you prefer a cozy cottage or a spacious estate, there is a home to suit every taste and lifestyle in Osprey and Nokomis.

With easy access to pristine beaches, world-class golf courses, and top-rated schools, Osprey and Nokomis are ideal places to call home for families, retirees, and everyone in between. Enjoy outdoor activities like kayaking along the Intracoastal Waterway, exploring the scenic Legacy Trail, or simply relaxing on the white sandy beaches of Casey Key.

Experience the best of Florida living in Osprey and Nokomis, where you can enjoy a laid-back coastal lifestyle while still being close to all the amenities Sarasota has to offer. Whether you are looking for a peaceful retreat or a vibrant community, you will find it all in Osprey and Nokomis. Come and discover your perfect home in this hidden gem of the Gulf Coast.

Newest Osprey/Nokomis Homes with Private Mailbox Exterior Features

$499,999
3 Beds 3 Baths Sorrento Shores SubDv. 34229 Zip Code
Discover the Florida lifestyle you’ve been dreaming of in desirable Osprey! Set on a spacious corner lot in an established and sought-after neighborhood, this exceptional 3-bedroom, 3-full-bath residence offers more than 2,400 sq. ft. of living space and an incredible opportunity to create your own private Gulf Coast retreat. From the moment you arrive, the home’s inviting setting and generous outdoor living potential make an impression. A screen-enclosed swimming pool, fireplace, 2-car garage, and elegant paver driveway set the stage for relaxed Florida living. Inside, generous living spaces include a formal living room, dining room, kitchen and great room, providing room to entertain, gather, and enjoy everyday life. The true luxury is the location. Nestled in Osprey, Florida, between the vibrant communities of Sarasota and Venice, this home places you minutes from Nokomis Beach, boating, fishing, a public boat ramp, and the Intracoastal Waterway. Spend the morning on the water, enjoy an afternoon at the beach, and finish the day with dinner at one of the area's many exceptional restaurants. Shopping, entertainment, cultural attractions, and Gulf Coast recreation are all within easy reach. Located in an established community with A-rated schools, this property offers the ideal combination of space, location, lifestyle, and opportunity. Whether you're searching for a Florida pool home, primary residence, second home, or investment opportunity, this Osprey gem is ready for its next chapter. Come experience the charm of Osprey and imagine the possibilities of making this your own slice of paradise.

453 S Shore Drive, Osprey

$4,795,000
2 Beds 2 Baths Casey Key SubDv. 34275 Zip Code
A rare Gulf-to-Bay opportunity on Casey Key, where nearly an acre of land stretches from the turquoise waters of the Gulf of Mexico to the protected waters of the bay. With just over 100 feet of water frontage on both the Gulf and bay sides (and more than 400-feet of depth), this exceptional property presents an opportunity to create a custom waterfront retreat tailored entirely to your vision. Set along one of Sarasota’s most coveted barrier islands, the expansive homesite offers the extraordinary combination of a private Gulf beach, spectacular sunset views and direct boating access—all from one property. On the beach side, step directly onto your own stretch of walkable sandy shoreline and enjoy unobstructed views across the Gulf of Mexico. Approximately 104 feet of Gulf frontage and a newer seawall, completed in 2004, establish an impressive setting for a future coastal residence designed around the water, sunsets and relaxed Casey Key lifestyle. Mature tropical landscaping and the parcel’s generous proportions create a wonderful sense of privacy rarely found along the coast. Across the property, approximately 104 feet of bay frontage opens another dimension of waterfront living. The dock and boat lift, both added in 2022, provide convenient access to the Intracoastal Waterway and the exceptional boating, fishing and cruising opportunities of Southwest Florida. Spend the morning on the boat, return home by water and finish the day watching the sun disappear into the Gulf from your own backyard. The nearly one-acre parcel provides remarkable flexibility for designing a custom residence that takes full advantage of its Gulf-to-Bay orientation, with the potential to capture water views in both directions. Imagine expansive indoor-outdoor living spaces, elevated terraces, a resort-style pool environment and private gathering areas framed by tropical landscaping—all designed specifically around this extraordinary coastal setting. Casey Key remains one of the Gulf Coast’s most distinctive residential enclaves, prized for its natural beauty, privacy and laid-back character. Yet this secluded island setting is remarkably convenient to the restaurants, boutiques and waterfront charm of Nokomis and Venice, as well as nearby Nokomis Beach, the North Jetty, Venice Island and the Legacy Trail. Downtown Sarasota’s cultural attractions, dining and shopping are also within comfortable reach, while the Intracoastal and Gulf of Mexico are quite literally at your doorstep. 2417 Casey Key Road is more than a waterfront homesite—it is an opportunity to create a legacy property on one of Southwest Florida’s most treasured barrier islands, with the Gulf at one door and the bay at the other.

2417 Casey Key Road, Nokomis

$749,900
3 Beds 2 Baths Willow Bend SubDv. 34229 Zip Code
Virtually Staged. Welcome to your ultimate lakeside maintenance free sanctuary! Nestled in a premier community renowned for its top-rated gifted school district, this expanded floor plan in the Willow Bend Community offers 2,183 square feet of meticulously designed, sun-drenched living space with high ceilings, crown molding, and ceiling fans. Boasting 50 feet of lakefront views, the property features a North-facing orientation, allowing you to bask in the desirable southern rear exposure from your covered lanai with a retractable awning, sparkling pool, or soothing spa with a cascading waterfall—all without the harsh glare of direct sun. Through the glass paned front doors into an open-concept haven defined by a neutral color palette that acts as a blank canvas for your personal decor. Porcelain tile floors flow seamlessly through the common areas, while beautiful, warm hardwood floors bring comfort and sophistication to the bedrooms. Flooded with natural light, the main living areas feature large windows equipped with remote-controlled custom Hunter Douglas blinds for effortless light management. Just beyond the formal living and dining areas is the heart of the home in the inspired kitchen that serves as the perfect entertainment hub and a breakfast dinette area that overlooks the pool and spa. It features a counter top that flows into the main living room and the vibrant pool deck, sleek quartz countertops, and premium stainless steel appliances. Cooking appliances are electric, but you do have the option of installing gas if preferred. Pantry shelving is equipped with pull-outs. Working from home is a luxury in the oversized office/study, completely outfitted with a custom built-in desk and extensive shelving and drawers. The primary suite is a true homeowner's retreat, generously scaled to comfortably fit a king-sized bed, nightstands, and a dedicated sitting area. It offers two spacious walk-in closets and a spa-like ensuite bathroom complete with a water closet, a deep soaking tub, a glass-enclosed shower, and two separate vanities packed with storage. The two additional bedrooms are equally impressive, each featuring large windows and substantial closet space. Peace of mind and efficiency are built right into this structurally sound property. The majority of the windows and doors are hurricane-rated, supplemented by heavy-duty accordion shutters for the lanai sliding doors. Living here means enjoying a low-maintenance, resort-style lifestyle. The comprehensive HOA fee conveniently covers lawn care maintenance, high-speed internet, basic cable TV, and irrigation water. Beyond your front door, the neighborhood provides access to fantastic family amenities, including tennis, pickleball and basketball courts, a fully equipped workout center, a community pool & spa, and a playground. Have a piece of mind with a HVAC installed in 2023, a gas water heater from 2018 and a washer and dryer from 2021, and a NEW pool heater installed September 2026, all well maintained and in perfect working order. The location of Willow Bend offers not only a top rated gifted school district, its proximity to shopping, top rated hospitals and medical care, you are also close to some of the most beautiful beaches of Osprey, Nokomis & Venice. This lakefront masterpiece perfectly combines luxury, safety, and community—that you can start enjoying today!

1328 Thornapple Drive, Osprey

$797,000
3 Beds 2 Baths Sorrento Shores SubDv. 34275 Zip Code
CUSTOM BUILT IN 2022 | NEARLY ½ ACRE | POND SETTING | RV/BOAT PARKING This isn’t just another home in Sorrento Shores—it’s a CUSTOM-BUILT home on an unusually large .40-ACRE lot with water-oriented amenities, quality construction, and a beautiful pond setting. Built in 2022 and lovingly maintained by its original owners, this 3-bedroom, 2-bath home offers a rare blend of thoughtful design, privacy, and the relaxed Florida lifestyle. The peaceful pond feeds toward the Bay and Gulf, creating a natural setting where you can fish, watch otters play, and enjoy the outdoors right from home. For those who love the water or travel, a separate stone drive and spacious side STONE PARKING PAD with a 50-AMP OUTLET provide convenient space for a BOAT or RV. Optional Sorrento Shores HOA membership includes beautification and care of common community grounds, and when available, members may rent a boat slip with water and electric. Quality and efficiency were clearly priorities in the construction, with 10-FT CEILINGS, IMPACT WINDOWS & DOORS, insulation in the exterior walls and open-cell spray foam attic rafters, and a roof built with 5/8" PLYWOOD and 30-YEAR ARCHITECTURAL SHINGLES. A unique 3-PIPE HOT WATER CIRCULATION SYSTEM provides hot water on demand with convenient timer settings. Inside, the custom-designed kitchen is a true focal point, with an impressive 6' x 2.5' ISLAND, breakfast bar, kitchenette, rich natural-wood RAISED-PANEL SOFT-CLOSE CABINETRY, GRANITE COUNTERTOPS, and SS APPLIANCES. The spacious open living areas feature 24-inch diagonally laid tile, while a split-bedroom design provides privacy. The primary suite offers two walk-in closets and a beautiful ensuite with split vanities, granite countertops, freestanding modern SOAKING TUB, a custom designed WALK-IN SHOWER, and separate water closet. Two generously sized guest bedrooms share a bath with a step-in shower, while a pocket door provides additional privacy. The 14 x 19 sun-filled Florida room, cooled and heated by a mini-split, creates another inviting space to relax and enjoy the view. Step onto the rear brick deck and watch the pond come alive with fish and playful otters. A self-coiling central vacuum, attached two-car garage with built-in shelving, and pull-down attic stairs provide added convenience and storage, making this custom home as functional as it is beautiful. West of the Trail and conveniently located between Venice and Sarasota, you’re just minutes from Gulf beaches, boating, dining, and all the area has to offer. This is a home where QUALITY CONSTRUCTION MEETS AN EXCEPTIONAL FLORIDA LIFESTYLE—and one that is TRULY MOVE-IN READY.

200 Montana Avenue, Nokomis

$9,750,000
5 Beds 8 Baths Casey Key SubDv. 34229 Zip Code
At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler’s pantry, and wet bar—an entertainer’s dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area’s rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate’s greatest luxury is its sense of place. North Casey Key remains one of Sarasota County’s most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony.

1216 N Casey Key Road, Osprey

$470,000
3 Beds 2 Baths Venetian Golf & River Club SubDv. 34275 Zip Code
Welcome to 166A Bella Vista Terrace, where spacious living, peaceful preserve views, and the ease of a maintenance-free lifestyle come together in the highly desirable Venetian Golf & River Club. This inviting first-floor carriage home offers three bedrooms, two full baths, a two-car garage, and a comfortable, open floor plan designed for easy Florida living. Step inside to a bright and welcoming interior with tile flooring throughout the main living areas and warm wood flooring in the spacious primary bedroom. The well-appointed kitchen features granite countertops, stainless steel appliances, solid wood cabinetry, generous storage and workspace, and opens naturally to the dining and living areas, making it ideal for both everyday living and entertaining. Sliding doors lead to the screened lanai, a cozy and peaceful retreat overlooking the natural preserve. Settle into the porch swing with your morning coffee or an evening glass of wine and enjoy the privacy, greenery, and quiet surroundings with no homes directly behind you. The spacious primary suite offers a relaxing retreat with wood flooring, a generous walk-in closet thoughtfully outfitted with built-in organizers and drawer storage, and a private bath with dual vanities and a walk-in shower. Two additional bedrooms provide flexibility for family, guests, hobbies, or a home office. One is currently being used as an office and features a convenient Murphy bed, allowing the room to transition easily from workspace to guest accommodations. An interior laundry room and attached two-car garage complete the home. Best of all, 166A Bella Vista Terrace puts the Venetian lifestyle close at hand. The River Club is just moments away, offering resort-style and lap pools, a fitness center, tennis and pickleball courts, multiple dining options, a poolside Tiki Bar, and an active calendar of member events, social activities, and entertainment. Golf is also available within the community on the 18-hole championship course. Located in gated Venetian Golf & River Club in North Venice, this home offers convenient access to I-75 and is ideally positioned for enjoying historic Downtown Venice, beautiful Gulf beaches, shopping and dining, while Sarasota and its outstanding cultural, dining, and entertainment offerings are also within easy reach. Enjoy the space and comfort of a home, the serenity of a preserve setting, and the freedom of maintenance-free living — all within one of North Venice’s most sought-after communities.

166 Bella Vista Terrace Unit 19A, Nokomis

$615,000
3 Beds 2 Baths Sorrento East SubDv. 34275 Zip Code
A private slice of Florida paradise awaits at 302 Degas Drive, where custom finishes, exceptional outdoor living and an enviable Nokomis location create a home that feels like a year-round retreat. Set on an oversized corner lot, this elegant three-bedroom residence pairs custom details with exceptional indoor-outdoor living. At the heart of the home is a stunning custom kitchen designed to impress, featuring an eight-burner gas range with a custom vent hood, an expansive island with abundant storage and seating, a custom pantry and coordinating glass-front cabinetry extending into the dining area. Beautifully remodeled bathrooms and luxury vinyl tile and tile flooring add to the home’s polished, cohesive style. Impact-resistant windows and sliding doors were installed in 2022, offering enhanced storm protection, added security and greater peace of mind, while the 2022 HVAC system provides dependable year-round comfort. Beyond the sliding doors, your private outdoor sanctuary awaits. Unwind beside the gas-heated pool within the screened enclosure, entertain comfortably beneath the expansive covered lanai or bask in the Florida sunshine on the adjoining open-air patio. Ideally situated near Nokomis Beach, downtown Venice, waterfront dining, shopping and the Legacy Trail, this exceptional location also offers convenient access to Manasota Key, Siesta Key, Longboat Key, St. Armands Circle, Anna Maria Island and the exciting dining, entertainment and lifestyle destinations of Wellen Park. Beautifully updated, wonderfully private and created for gracious Florida living—this is more than a home; it is the lifestyle you have been dreaming of.

302 Degas Drive, Nokomis

$505,000
3 Beds 2 Baths Calusa Lakes SubDv. 34275 Zip Code
Virtually Staged. Welcome to your Florida retreat in the desirable gated golf community of Calusa Lakes! Tucked away in the maintenance-free Woodland Trails neighborhood, this spacious 3-bedroom, 2-bath home offers nearly 2,300 square feet of comfortable living space, mature tropical landscaping, and a peaceful water view overlooking the 5th-hole tee box of the Calusa Lakes Golf Course. NEW ROOF- 2018. NEW WATER HEATER- 2025 The open-concept floor plan features soaring ceilings, abundant natural light, a spacious kitchen with breakfast bar, and expansive sliding glass doors that open to the screened lanai. Step outside and unwind in your private spa while enjoying the tranquil surroundings—or take advantage of the community's heated pool. The generous 0.26-acre lot also provides the opportunity to add your own private pool. The split-bedroom design offers privacy, while the spacious primary suite features direct lanai access, dual vanities, a garden tub, and a separate walk-in shower. Recent updates include a tile roof (2018), water heater (2025), and recently serviced HVAC, providing added peace of mind. Calusa Lakes offers a wonderful Florida lifestyle with scenic lakes, mature trees, tennis courts, a clubhouse, and a semi-private golf course. Conveniently located near the Gulf beaches, dining, shopping, cultural attractions, and Sarasota Memorial Hospital. Whether you're looking for a full-time residence, seasonal escape, or your own piece of the Florida lifestyle, 2087 Timucua Trail is a home you won't want to miss!

2087 Timucua Trail, Nokomis

$550,000
3 Beds 2 Baths Venice By Way SubDv. 34275 Zip Code
Virtually Staged. Discover the charm of Old Florida living with this unique Nokomis property, ideally situated on an oversized 12,000-square-foot homesite surrounded by mature tropical landscaping with beautiful views of Shakett Creek and Dona Bay. Several important improvements have already been completed, including a newer roof, septic system, and electrical panel, all updated in 2018. The HVAC system has been elevated, and the property is equipped with a generator hookup for added convenience. With no HOA or CDD, the property offers exceptional flexibility and a generous yard with plenty of room for your boat, RV, recreational toys, gardening, outdoor activities, or creating your own private backyard oasis. The west-facing setting provides the perfect backdrop for enjoying spectacular Florida sunsets, while nearby Loreto Court County Bay Access offers convenient water access for kayaking and other outdoor adventures. A County-maintained boat ramp and seawall are also just steps away, making this an appealing location for boating and waterfront enthusiasts. The main residence features 3 bedrooms and 2 bathrooms with distinctive Old Florida character and a comfortable, connected layout. The living room, dining area, and family room flow together to create an inviting space for everyday living and entertaining, with the centrally located cottage-style kitchen serving as the heart of the home and providing easy access to each gathering area. Tile flooring adds to the home's casual Florida feel, while a spacious screened lanai extends the living space outdoors, offering a comfortable place to relax, entertain, and enjoy the surrounding tropical setting. Adding to the property's unique appeal is a detached enclosed gazebo with an attached full bathroom, creating versatile bonus space ideal for a private guest retreat, lounge, home office, studio, hobby room, or entertaining area. A separate storage shed provides additional space for lawn equipment, tools, and outdoor essentials. Whether you choose to embrace the home's vintage coastal character, renovate and make it your own, or explore the possibilities for a future elevated residence designed to take greater advantage of the surrounding water views, this property offers exciting potential in a desirable Nokomis location. Enjoy easy access to the Legacy Trail, Nokomis Beach, boating, kayaking, dining, shopping, and everything that makes Florida's Gulf Coast lifestyle so appealing. With its generous homesite, water views, nearby bay access, mature tropical setting, and freedom from HOA and CDD restrictions, this distinctive property presents a wonderful opportunity to create your own piece of paradise in Nokomis. **PLEASE ENJOY THE 3D INTERACTIVE VIRTUAL TOUR ASSOCIATED WITH THIS LISTING**

807 Lucille Avenue, Nokomis

$445,000
3 Beds 2 Baths Venetian Golf And River Club SubDv. 34275 Zip Code
Custom finishings, custom-built cabinets, plantation shutters throughout! Storm Smart electric screens, hurricane impact windows. Newer air conditioner, newer appliances. Go outside to your private screened lanai and experience one of the home's most desirable features, peaceful water views framed by a lush greenspace backdrop that provides privacy and a picturesque natural setting. Whether you're enjoying your morning coffee as the sun rises over the water or unwinding with evening cocktails, this tranquil outdoor retreat offers the ideal place to relax, entertain, and embrace Florida's indoor-outdoor lifestyle. Another one of the many features of this home is the hard-plumbed natural gas for all your outdoor grilling needs. 129 Treviso is an exceptional opportunity in the prestigious, maintenance-free, gated community of Venetian Golf & River Club. Ideally on a quiet cul-de-sac, this beautifully maintained residence offers the ideal blend of luxury, comfort, and the Florida lifestyle buyers dream about. From the moment you arrive, you'll appreciate the home's inviting curb appeal, thoughtfully designed floor plan, and light-filled living spaces that create an atmosphere of warmth and elegance. The open-concept design flows effortlessly, making everyday living and entertaining equally enjoyable. The spacious kitchen serves as the heart of the home, overlooking the great room and dining area while providing generous custom cabinetry, ample workspace, and a layout ideal for gathering with family and friends. The private owner's suite is a relaxing retreat, featuring a spacious bedroom, luxurious en-suite bath and generous walk-in closets. Comfortable guest accommodations provide privacy for family and visitors alike. Living in the highly sought-after Venetian Golf & River Club, residents enjoy an exceptional resort-style lifestyle featuring an 18-hole championship golf course, elegant clubhouse with dining, resort-style swimming pool, state-of-the-art fitness center, tennis courts, pickleball, lap pool, 75 acres of nature trails and a scenic boardwalk leading to the Myakka River. The community's prime North Venice location places you just minutes from Gulf beaches, historic downtown Venice, shopping, dining, Interstate 75, the new Sarasota Memorial Hospital and Sarasota's vibrant cultural attractions. Whether you're searching for a full-time residence or the ideal seasonal retreat, this home offers the rare combination of location, lifestyle and value in one of Southwest Florida's premier gated golf communities. Schedule your private showing today and discover why so many buyers choose to call Venetian Golf & River Club home.

129 Treviso Court, Nokomis

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