Osprey/Nokomis Homes with Three+ Story Property Description

Osprey/Nokomis Homes with Three+ Story Property Description

Nestled along Florida’s stunning Gulf Coast, Osprey and Nokomis are charming communities in Sarasota County that offer a perfect blend of natural beauty and modern conveniences. Known for their picturesque landscapes, these towns boast serene beaches, lush parks, and a vibrant local culture. Whether you’re looking to enjoy the tranquility of the waterfront or engage in the lively arts scene, Osprey and Nokomis have something for everyone.

When it comes to real estate, these areas present an exciting opportunity for those seeking spacious homes with three or more stories. Picture yourself in a beautifully designed multi-level residence that not only maximizes living space but also captures breathtaking views of the surrounding landscape. These homes often feature expansive floor plans, allowing for ample room to entertain family and friends, or to create a peaceful retreat where you can unwind after a long day.

Many of the three-plus story homes in Osprey and Nokomis come equipped with modern amenities, including gourmet kitchens, luxurious master suites, and outdoor living spaces perfect for soaking up the Florida sun. The charm of these properties is further enhanced by their proximity to pristine beaches, scenic parks, and the vibrant local community.

Living in Osprey and Nokomis means enjoying a laid-back lifestyle while being just a short drive from the bustling city of Sarasota, known for its rich cultural offerings, shopping, and dining experiences. If you’re searching for a home that combines comfort, style, and a touch of coastal charm, these multi-story properties are waiting for you. Welcome to your new life in paradise!

Newest Osprey/Nokomis Homes with Three+ Story Property Description

327 Roberts Road, Nokomis
$2,150,000
4 Beds ⋅ 4 Baths ⋅ Roberts Sub SubDv. ⋅ 34275 Zip Code
Striking from the moment you arrive, this 2022-built contemporary residence combines the scale and quality of a custom coastal retreat with a design created for the way Florida is meant to be lived. Set at 327 Roberts Road in Nokomis, the 4-bedroom, 3.5-bath home offers approximately 3,300 square feet under air and nearly 6,000 square feet in total, offering multiple levels of living, expansive balconies, oversized garages, a resort-style backyard, and no HOA. Built by OMKAL Construction and occupied since completion by its builder/owner, the property reflects a thoughtful approach to both design and construction. The three-story layout creates a natural separation between entertaining, everyday living, and private retreat. Elevated above the ground level, the main living floor is bright and open, with abundant natural light, added privacy, and a dramatic two-story great room framed by oversized picture windows and a custom linear fireplace. The kitchen opens seamlessly to the living and dining areas, pairing sleek modern cabinetry with an oversized center island designed for gathering. Expansive balconies extend the living spaces outdoors, capturing coastal breezes, elevated surroundings, and changing evening skies. The primary suite and two additional bedrooms are located on the main level, while the upper floor offers a private fourth suite and spacious loft, ideal as an office, lounge, library, or additional living area. From here, elevated balconies capture views toward the Intracoastal Waterway and offer a quiet vantage point for sunset. The arrangement provides exceptional flexibility for everyday living, extended family, and overnight guests. The finished lower level opens directly to the pool and backyard, creating a relaxed extension of the home's entertaining spaces. With room for a media lounge, fitness area, game room, or casual gathering space, it connects effortlessly to one of the property's most memorable features: its private outdoor retreat. A large heated saltwater pool with spa and tanning ledge anchors the backyard, surrounded by tropical landscaping, custom fencing, accent lighting, tiki torches, porcelain feature walls, and a fire pit. A covered pergola and grilling area provide another inviting place to gather, while generous deck space allows for dining, lounging, and entertaining. Private and beautifully composed, the entire setting functions as a true outdoor living environment rather than simply a backyard. The quality extends well beyond what is immediately visible. Built to newer Florida Building Code standards, the home features hurricane-impact windows and doors, an elevated stem-wall foundation, energy-efficient construction, a flat tile roof, synthetic stucco, large-format porcelain surfaces, and Level 5 smooth drywall, details chosen with Florida's climate, longevity, and ease of ownership in mind. And despite the sense of privacy at home, the best of the Gulf Coast remains remarkably close. Venice, Sarasota, Casey Key beaches, the North Jetty, boating, dining, and recreation are all within easy reach. Modern, substantial, and refreshingly individual, 327 Roberts Road offers something increasingly difficult to find near the coast: newer construction, exceptional indoor and outdoor space, no HOA, and the freedom to enjoy it all on your own terms.

327 Roberts Road, Nokomis
603 Laurel Road W, Nokomis
$625,000
3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34275 Zip Code
Step into a wonderful opportunity to make a home your own. This 3-bedroom + Den, 2-bathroom residence offers 2,114 square feet of living space with the room and flexibility to personalize to your taste. Whether you're looking to move in with a simple refresh, like new flooring and a fresh coat of paint, or to take your time customizing every detail, this home is ready for your personal touch. Set on an expansive 0.4-acre lot, the property offers plenty of space for outdoor living, entertaining, and future possibilities. Imagine the backyard retreat you could create, tailored to the Florida lifestyle you've been dreaming of. Ideally situated in the heart of Nokomis, this home is just minutes south of historic downtown Venice, where you'll find charming boutiques, outstanding restaurants, cultural attractions, and the world-renowned Gulf beaches, with Sarasota an easy drive to the north. Nokomis Beach is right down the street, along with a public boat ramp for those who love life on the water. Outdoor enthusiasts will appreciate the nearby Legacy Trail, perfect for biking, while a plethora of fine shopping and dining options are all close at hand. A new state-of-the-art hospital and convenient access to I-75 add exceptional ease for travel and everyday living. Don't miss this chance to put your own stamp on a home in one of Southwest Florida's most desirable locations. Make it yours, your way. As the saying goes, be sure to tell your family and friends, "I live where you vacation!"

603 Laurel Road W, Nokomis
168 Coastal Hammock Court, Osprey
$1,900,000
3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Experience an extraordinary waterfront lifestyle in this distinctive 3-bedroom, 3.5-bath Mizner-inspired residence, ideally positioned along Little Sarasota Bay in the prestigious Oaks Bayside. Tucked away on an intimate cul-de-sac shared by just 3 homes, this exceptional property with close to 4,000 SF of living space, offers remarkable privacy, an enchanting Old Florida setting surrounded by mature oaks and lush tropical foliage, and captivating views and sunsets stretching across Little Sarasota Bay. Thoughtfully custom designed to embrace its spectacular surroundings, the home is filled with natural light and showcases beautiful architectural details throughout, including porcelain tile flooring, soaring 14-foot and tray ceilings, extensive custom millwork and built-ins, and walls of impact-rated windows and French doors framing the surrounding landscape and water views. Fresh interior paint and brand-new porcelain tile floors and carpeting in 2026 bring a crisp, refreshed feel to the residence while preserving its distinctive character. At the heart of the home, the kitchen features stone countertops, a Sub-Zero refrigerator, ASKO dishwasher, stainless steel appliances and generous workspace, opening comfortably to the home's main gathering areas. French doors create a seamless connection to the elevated pool and spa terrace, an inviting private retreat for entertaining, relaxing in the Florida sunshine or enjoying the bay breezes and spectacular evening skies. The expansive primary suite enjoys an entire level of its own, creating a true private retreat complete with a separate sitting room/office, custom built-ins, generous closet, dedicated laundry and an ensuite bath. The upper level provides exceptional privacy for family and guests with 2 additional bedrooms, a full bath, and flexible office/media space. The convenient 3+ car oversized garage with ample storage is on the ground floor. A brand new five-stop elevator will be installed to provide convenient access throughout the home, extending to the rooftop terrace where panoramic water views and unforgettable Florida sunsets take center stage. Enjoy ultimate peace of mind with a gas generator included on-site. Beyond the residence, ownership in The Oaks provides access to one of Sarasota's most established private country club lifestyles, with championship golf, racquet sports, state-of-the-art fitness, dining and an active social calendar. Community dock located on Little Sarasota Bay. Private, distinctive and surrounded by natural beauty, 168 Coastal Hammock Court presents a rare opportunity to enjoy gracious bayfront living in one of Sarasota's most coveted gated communities.

168 Coastal Hammock Court, Osprey
3718 Sandspur Lane, Nokomis
$5,750,000
4 Beds ⋅ 8 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
At the water’s edge of Sandspur Lane sits one of Casey Key’s best-kept secrets: a stunning estate offering unmatched privacy, tranquility, protected waterfront, and bespoke contemporary coastal architecture. A multi-year renovation completed in 2024 reimagined the property, adding more than 2,000 square feet of interior and exterior living space and transforming an already exceptional waterfront home into a truly distinctive residence. Tucked at the end of this quiet, private lane, the home’s structural features and sheltered location provide proven storm-resilient advantages. Ownership of both sides of the canal protects the mature trees and vegetation along the opposite shoreline, preserving natural privacy. The main level features vaulted ceilings and an open floor plan connecting the modern kitchen with dining, living, and family rooms, while wraparound aquarium glass windows and sliding glass doors flood the space with natural light and offer views of the water and the parcel’s expansive waterfront setting. A floating staircase rises through a circular glass stair tower to the primary suite, featuring a spacious bath, sitting room, and a private balcony with long water views. An adjoining casita with its own private entrance and water views provides luxurious accommodations for family, guests, or in-home staff. Two dedicated offices with built-in cabinetry and granite desks offer long ICW views, creating an inspiring setting for work or personal pursuits. A new elevator connects every level, from the garage to the rooftop deck. Designed for recreation and entertaining, the property features a cabana with bar and outdoor kitchen, a new waterfall spa and remodeled pool with water features, a home gym, firepit, indoor-outdoor Sonos sound system, and multiple balconies, terraces, and decks. After sunset the extensive outdoor lighting, including dock and underwater fish lights, transforms the property. The long driveway and motor court accommodate parking for 12–15 vehicles— a rarity on Casey Key. The 200 feet of protected waterfront includes a newly added 45-foot dock, 20,000-lb. boat lift, and two PWC lifts. And when the Gulf beckons, deeded beach access leads to its warm waters and shoreline. From sunrises over the ICW to Gulf sunsets from the rooftop deck and illuminated evenings poolside, the home embraces its waterfront setting from virtually every angle. This residence offers a package increasingly hard to find: extraordinary privacy, tranquility, and protected waterfront living—all wrapped in a beautifully reimagined contemporary coastal estate on one of Florida’s most exclusive islands.

3718 Sandspur Lane, Nokomis
412 S Casey Key Road, Nokomis
$4,695,000
6 Beds ⋅ 5 Baths ⋅ Gedney Richard H Inc SubDv. ⋅ 34275 Zip Code
Experience effortless luxury in this exceptional Gulf-front estate on the pristine shores of Casey Key, where the Gulf is your backyard and privacy, tranquility, and sweeping water views await! Originally built in 1951 and tastefully renovated in 2016 and 2025, this beach-front residence seamlessly blends classic character with refined modern updates. Offering nearly 4,000 square feet of living space under air, this home features 6 bedrooms and 4.5 bathrooms across three levels, designed for both comfort and entertaining. Generous room for hosting/gathering throughout with three expansive balconies inviting you to enjoy both breathtaking Gulf and intracoastal waterway views! Thoughtfully designed in-law quarters on the first level with the second level featuring a gourmet chef’s kitchen, family room and additional guest rooms/baths. The chef's kitchen is equipped with a Wolf six-burner gas range with griddle and double oven, a Sub-Zero PRO refrigerator/freezer, granite countertops, soft-close cabinetry, and a large centerpiece island perfect for casual dining with a view. The Owner's level on the third floor is to die for! Tremendous views of the Gulf from the substantial primary suite with this level also featuring a sitting area and den/office/bonus room that has views of the intracoastal waterway! The primary bathroom includes a stand-alone garden tub with skylight over, large walk-in glass and tile shower, dual vanities, and solid wood cabinets with granite countertops. Additional highlights include impact windows and doors, travertine flooring throughout (with the exception of engineered hardwood in the kitchen), marble-tiled baths, and a 2-car garage. Recent improvements include a new metal roof (2025), fresh paint inside and out (2025), a new septic system (2025) and A/C system (2023), offering peace of mind for years to come. Offered turnkey furnished. With private beach access steps away, this is a rare opportunity to own a truly remarkable waterfront retreat on one of Florida’s most desirable barrier islands! Call today for more information or to set up a private tour! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

412 S Casey Key Road, Nokomis
1216 N Casey Key Road, Osprey
$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
100 Circuit Road Unit N60, Nokomis
$28,900
Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code
The industrious Gulf Harbor Marina is a very ideal spot to keep your best vessel high and dry until you are ready to splash in and go! N-60 is 9.8W X 25L X 8H, and can hold a vessel that is 8.8W, 24L and 7H, it is on the bottom rack and is easy for an owner to access their boat for quick maintenance needs and an even quicker drop in to your next water adventure. Gulf Harbor Marina is a perfect spot to keep your vessel in between uses that is next to fabulous water front restaurants, it has beautiful updated facilities, a bait shop with frozen or live bait (squid, shrimp, sardines and chum), fish cleaning tables with connected water, and a shaded gazebo for those to wait for their vessel in the shade. The marina also has a service center with lots of parts, they can order anything you need for your boat and even do repairs and installs, but if you are a do it yourself person, there are work racks where you can work on your own with day time use of electrical hook up. There is an easy phone app called speedy dock where you can schedule your splash times in advance 8:15AM-4pm, and you can have as many drop ins at no charge, just need to request it in the app. On site they carry diesel and Rec 90 fuels. There are multiple 30,000lb lifts to get boats in and out safely and quickly. There are 24/7, 365 security cameras. You will need to have 300k in liability insurance for your vessel with Gulf Harbor Marina as an intercept party. the rooftop of the storage building is open for great air flow. Plenty of parking on site for easy loading and unloading. The marina staff are extremely friendly and eager to help and provide excellent customer service.

100 Circuit Road Unit N60, Nokomis
100 Circuit Road Unit S14, Nokomis
$38,000
Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code
Own your own rack at beautiful Gulf Harbor Marina, in Nokomis, on the intercoastal waterway between Pop's and Pelican Alley restaurants. It's just a short boat ride to the Venice jetty and out to the gulf for a day of fishing or cruise the intercoastal water way for lunch or dinner. This rack is the TOP rack, dimensions are 10' W X 40' D X 8'5". The maximum vessel dimensions for this rack are 9' W X 40' D X 7'. The monthly maintenance fee is $399.

100 Circuit Road Unit S14, Nokomis
100 Circuit Road Unit N11, Nokomis
$39,000
Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code
**Price Improvement - MOTIVATED SELLER** Own a premium dry rack at Gulf Harbor Marina, one of Nokomis’ most popular full-service marinas offering quick, bridge-free access to the Gulf of Mexico and convenient proximity to the Venice Jetty. Perfect for boaters looking for easy access to offshore waters, waterfront dining, sandbars, and year-round Gulf Coast cruising. Unit N11 is a third-level rack measuring 9’7” W x 25’ D x 10’ H and accommodates vessels up to approximately 8.7’ W x 25’ D x 8’6” H. The additional height clearance makes this an especially attractive option for owners needing extra vertical space compared to many standard rack configurations. Gulf Harbor Marina offers exceptional owner amenities including unlimited in-and-out forklift service, 24-hour owner access, private entry, parking pass access, discounted fuel pricing, shore power, wash station facilities, and an on-site marine service department. Located along the Intracoastal Waterway between Sarasota and Venice, Gulf Harbor Marina combines protected dry storage with one of the area’s most convenient boating locations. Owners enjoy easy access to fuel, bait, ice, nearby waterfront restaurants, and some of Southwest Florida’s most popular boating destinations. An outstanding opportunity to secure convenient, protected boat storage in a highly active Gulf Coast marina environment.

100 Circuit Road Unit N11, Nokomis
100 Circuit Road Unit N41, Nokomis
$29,000
Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code
**Price Improvement - MOTIVATED SELLER** Enjoy effortless Gulf Coast boating from Gulf Harbor Marina in Nokomis, ideally positioned on the Intracoastal Waterway with direct, bridge-free access to the Gulf of Mexico and only minutes to the Venice Jetty. Conveniently located between Sarasota and Venice, this full-service marina makes it easy to spend more time on the water and less time dealing with trailering, launching, and storage logistics. This third-level dry rack measures 9’8” W x 25’ D x 8’ H and accommodates vessels up to approximately 8.8’ W x 25’ D x 6’6” H. Owners at Gulf Harbor Marina enjoy a wide range of amenities including unlimited in-and-out service, 24-hour access, private gated entry, parking pass access, discounted fuel, shore power, wash station facilities, professional forklift handling, and an on-site service department for added convenience and peace of mind. The marina’s prime location provides quick access to offshore fishing, waterfront restaurants, sandbars, and cruising throughout the Intracoastal Waterway and Gulf waters. Fuel dock services, bait, ice, and popular waterfront dining are all nearby, creating a true boating lifestyle experience. Whether you are looking for secure dry storage for your own vessel or a marina property with leasing flexibility, this Gulf Harbor rack presents an excellent opportunity in one of the area’s most desirable boating locations. Monthly condominium fee: $399.

100 Circuit Road Unit N41, Nokomis
100 Circuit Road Unit S86, Nokomis
$35,000
Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code
Own your own boat rack at beautiful Gulf Harbor Marina on the intercoastal waterway in Nokomis just a short boat ride to the Venice jetty and out to the gulf. Just before the Nokomis beach bridge, the marina sits between Pelican Alley and Pop's restaurants. There is dockside gas service, a service department and ships store. Buy for your own boat or for an investment; easy to rent. This is a TOP rack, dimensions are 10' W X 35' D X 8.5' H. The maximum vessel dimensions for this rack are 9' W X 35' D X 7'. The monthly maintenance fee is $399

100 Circuit Road Unit S86, Nokomis
2542 Casey Key Road, Nokomis
$11,950,000
5 Beds ⋅ 6 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Pre-Construction. To be built. An extraordinary opportunity on Casey Key, set across 1.37 private acres with an exceptional 300 feet of deep-water bay frontage, one of the most expansive and coveted waterfront parcels on the island. Thoughtfully designed as a modern coastal estate, this residence will offer over 5,400 square feet under air, featuring 5 bedrooms, 5 full baths, 1 half bath, a private elevator, and a 5 car garage, all crafted to capture sweeping panoramic water views from nearly every room. Floor-to-ceiling glass, soaring ceilings, and seamless indoor-outdoor transitions define the home’s architectural vision, blending refined design with the natural beauty of its surroundings. The open-concept layout is designed for both elevated daily living and effortless entertaining, with expansive living spaces that flow onto multiple waterfront terraces. Outdoor living is equally impressive, anchored by a resort-style pool and spa, outdoor kitchen, and generous lounge areas overlooking Sarasota Bay. The property’s significant water frontage allows for an extended private dock with excellent depth, ideal for accommodating larger vessels and delivering direct access to the Intracoastal Waterway and Gulf. Adding to its rarity, the estate includes deeded beach access directly across the street, offering private entry to the pristine Gulf shoreline, an increasingly scarce feature even among Casey Key’s most exclusive homes. Positioned on one of Florida’s most private barrier islands, home to fewer than 400 residences and free of high-rises or traffic lights, this offering delivers a unique blend of seclusion and accessibility. Located just minutes from the dining, shopping and cultural amenities of Sarasota and the charm of Venice, the property embodies the ultimate coastal lifestyle. This is a rare opportunity to secure a generational waterfront estate with the potential to customize finishes and create a truly bespoke residence in one of Florida’s most coveted coastal enclaves.

2542 Casey Key Road, Nokomis
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