Osprey/Nokomis Homes with Lake Front Frontage

Osprey/Nokomis Homes with Lake Front Frontage

Welcome to the enchanting communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. These picturesque towns offer a unique blend of natural beauty, vibrant culture, and a relaxed coastal lifestyle, making them an ideal choice for those seeking a serene retreat or a bustling community atmosphere.

Osprey, known for its lush landscapes and proximity to the stunning Gulf Coast, boasts a rich history and a charming small-town feel. Just a stone's throw away, Nokomis offers pristine beaches and a laid-back vibe, perfect for sunbathing, fishing, or enjoying breathtaking sunsets. Both towns are conveniently located near the bustling city of Sarasota, providing easy access to a plethora of dining, shopping, and entertainment options.

One of the most alluring aspects of living in Osprey and Nokomis is the availability of homes with lakefront frontage. Imagine waking up to the gentle sounds of water lapping against the shore, with stunning views right outside your window. These properties not only offer a tranquil lifestyle but also provide a perfect setting for outdoor activities such as kayaking, paddleboarding, or simply enjoying a peaceful evening by the water.

Whether you’re looking for a cozy cottage, a modern family home, or a luxurious estate, the lakefront properties in Osprey and Nokomis cater to a variety of tastes and lifestyles. Embrace the opportunity to connect with nature while enjoying the vibrant community spirit that these charming towns have to offer. Your dream home awaits in this idyllic slice of Florida paradise!

Newest Osprey/Nokomis Homes with Lake Front Frontage

1346 Thornapple Drive, Osprey
$540,000
3 Beds ⋅ 2 Baths ⋅ Willow Bend SubDv. ⋅ 34229 Zip Code
Welcome to Willowbend, where quiet meandering streets of manicured lawns live, and so can you! Well respected Builder, Lee Wetheringon built sturdy homes and this one will not disappoint! Every bell and whistle upgrade! Open your double stained glass front door to the foyer. Views of a peaceful lake and enormous great room greet you! Double tray ceiling has optional lighting feature and adds layers to the already extra, high quality custom built-ins. Taller doors grace the rooms throughout... Dining room is spacious enough for a large dining table. Convenient custom built-in sideboard for seasonal storage or serving pieces! Great room is 'just that', it's big! Sliding doors open to caged lanai and lakeside views. Kitchen is expansive and has a broom closet and pantry! Southern exposure and extremely high ceilings keep this house light and bright. Breakfast area has 3 panels of aquarium glass windows. Take a peek! But wait, there's much more! The master suite is substantial! More than spacious, it offers a peaceful sitting area also overlooking the lake and lanai. There are two walk-in closets! Double sinks in the master bath, along with a garden tub and water closet. Once again, light and bright! The 3rd bedroom, (has a closet), has been turned into an office! Get a lot of work done here! State of art custom cabinetry! Lovely... Bedroom #2 has its own wing with a full bath. This home has gas in place for the water heater, laundry, etc. The laundry room features a gas Fisher-Paykel laundry set and deep sink! Garage also has lots of storage! Community pool and small clubhouse close by! HOA provides all lawn services, to include care of shrubbery. Conveniently located close to both Sarasota and Venice. Willowbend is a short distance to Nokomis Beach, the wonderful waterfront restaurants off Blackburn Point and Laurel Road, Legacy Bike Trail and Historic Marie Selby Spanish Point! Costco is close and so will be the Trader Joes and Whole Market, both of which are being built! This home is special...

1346 Thornapple Drive, Osprey

33 Bishops Court Road Unit 118, Osprey
$679,000
2 Beds ⋅ 3 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
**EXPERIENCE EFFORTLESS LIVING in this BEAUTIFULLY UPDATED TOWNHOUSE with SERENE WATER VIEWS** Located behind the Secure Gates of The Oaks Preserve, Golf & Country Club neighborhood, this delightful residence features 2 En Suite Bedrooms on the 2nd Floor, 2 Full and 1 Half Baths, and offers a refined yet relaxed lifestyle surrounded by mature oak canopies and tranquil lake views. The main living area entails an inviting great room that opens to serene water views framed by palms and natural greenery while the European-style kitchen is thoughtfully designed with premium SubZero, Wolf and Bosch appliances, modern wood cabinetry, polished granite countertops, and durable ceramic tile flooring—ideal for both everyday living and entertaining. Architectural details add warmth and character throughout, including hand-plastered walls with art niches, graceful archways, plantation shutters, and sisal carpeting. Just off the entry foyer, you’ll find a convenient powder room and a separate laundry room. A private brick balcony provides ample space for outdoor dining or relaxing while enjoying the peaceful surroundings. The primary suite overlooks the lake and includes two walk-in closets and a spacious bathroom featuring dual vanities, walk-in shower, jacuzzi tub and appointed with upscale finishes. The guest suite is equally comfortable, complete with built-in shelving and ample storage. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts (4 lighted), 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership.

33 Bishops Court Road Unit 118, Osprey

1328 Thornapple Drive, Osprey
$749,900
3 Beds ⋅ 2 Baths ⋅ Willow Bend SubDv. ⋅ 34229 Zip Code
Virtually Staged. Welcome to your ultimate lakeside maintenance free sanctuary! Seller is offering Roof Credit to buyer. This home is 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

5548 Sentiero Drive, Nokomis
$645,000
3 Beds ⋅ 2 Baths ⋅ Bellacina By Casey Key SubDv. ⋅ 34275 Zip Code
Virtually Staged. One or more Photos have been virtually staged. Welcome to 5548 Sentiero Drive, a beautifully maintained Taylor Morrison-built, 3-bedroom, 2-bath home with a den and 1,944 square feet of living space, located in the gated Bellacina by Casey Key community in Nokomis, Florida. Designed for comfortable Florida living, this inviting home offers an open floor plan, high ceilings, abundant natural light, and thoughtfully designed indoor and outdoor spaces. The spacious living area features an elegant tray ceiling and flows seamlessly into the kitchen and dining areas, creating an open and welcoming space for everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, a gas cooktop, custom cabinetry, and a large center island, with an adjacent dining area. The private primary suite offers a spacious bedroom with a tray ceiling, walk-in closet, dual vanities, and a glass-enclosed shower. Two additional bedrooms provide comfortable space for family or guests, while the separate den offers flexibility as a home office, media room, reading room, or hobby space. A dedicated laundry room with cabinetry and an attached two-car garage provide additional storage and convenience. Step outside to the covered, screened lanai and beautifully landscaped backyard, an inviting setting for morning coffee, outdoor dining, or simply enjoying Florida's year-round sunshine. Bellacina by Casey Key offers a low-maintenance, resort-style lifestyle with a clubhouse, fitness center, heated resort-style pool and spa, pickleball and tennis courts, bocce ball, dog park, fire pit, walking trails, kayak launch, and community activities. Lawn maintenance is included, giving you more time to enjoy the Gulf Coast. NO CDD fees add to the appeal. And when location matters, this one is hard to beat—Nokomis Beach and the Gulf of Mexico are less than 10 minutes away, with Casey Key, the Legacy Trail, Oscar Scherer State Park, Downtown Venice, shopping, dining, golf, and Sarasota Memorial Hospital – Venice all nearby. Sarasota is also just a short drive north. Whether you're looking for a full-time residence, seasonal Florida home, or low-maintenance Gulf Coast retreat, 5548 Sentiero Drive offers an outstanding combination of location, lifestyle, and community amenities. Schedule your private showing today!

5548 Sentiero Drive, Nokomis

617 Maraviya Boulevard, Nokomis
$1,350,000
3 Beds ⋅ 4 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Prepare to be captivated by the breathtaking lake views that greet you from the moment you enter this beautifully appointed Toscana Isles home. Designed to celebrate Southwest Florida’s indoor-outdoor lifestyle. The grand foyer is enhanced by soaring ceilings, elegant tray details, and crown molding. A formal dining room provides the perfect setting for special occasions, while a separate flex room with French doors offers versatility as a home office, den, library, or additional sitting area. At the heart of the home is a bright, beautifully designed kitchen featuring crisp white cabinetry, quartz countertops, stainless steel appliances, a dramatic vent hood, wall oven, cooktop, and an oversized island with generous seating. Swarovski crystal cabinet hardware adds a distinctive touch of glamour, while custom window treatments throughout the home will remain for the new owner. An adjoining dining area provides additional space for everyday meals and entertaining. Conveniently positioned between the kitchen and formal dining room, the butler’s pantry offers a wine refrigerator, additional countertop space, and abundant storage for groceries, serving pieces, and small appliances. Privately situated at the rear of the home, the primary suite provides tranquil lake views and a peaceful place to unwind. The customized walk-in closet features thoughtfully designed shelving and drawers, while the spacious en-suite bathroom includes dual vanities, a walk-in shower, and a comfortable seating area. The secondary bedrooms are generously sized, including one with its own private en-suite bathroom. The outdoor living area is the true centerpiece of this exceptional property. Step onto the expansive screened lanai and enjoy an infinity-edge pool and spa accented by beautiful water features—all positioned to take full advantage of the sweeping lake views. Whether hosting friends, dining outdoors, soaking in the spa, or relaxing with a morning coffee, this private retreat offers a picture-perfect setting from sunrise to sunset. Toscana Isles is a gated, resort-style community offering an impressive clubhouse, fitness center, zero-entry infinity pool, pickleball and tennis courts, bocce ball, playground, dog park, game rooms, and a full-time activities director. This remarkable lakefront home blends sophisticated finishes, flexible living spaces, and an unforgettable outdoor setting into one exceptional Florida lifestyle.

617 Maraviya Boulevard, Nokomis

289 Villoresi Boulevard, Nokomis
$949,900
3 Beds ⋅ 6 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Embrace the enchanting waterfront lifestyle you’ve always dreamed of with this breathtaking Easton floor plan, perfectly positioned on a premium and oversized lakefront lot that features a sparkling bright southern exposure. This remarkable home is crafted for today’s living, featuring three generously sized bedrooms and a den on the first floor, four full bathrooms, two half bathrooms, an oversized second story bonus room with full bath, and an impressive three-car garage. You will love the extended lanai, equipped with a luxurious outdoor kitchen designed specifically for the modern homeowner who enjoys entertaining and cooking al fresco. As you explore this exceptional residence, you’ll be captivated by the thoughtful upgrades seamlessly woven throughout. Feel secure behind hurricane impact windows and doors, while you relax and take in the high quality, luxury interior details such as elegant wood plank porcelain tile flooring that graces the downstairs, the stately 8-foot doors complemented by sophisticated baseboards and crown molding, and the stunning Restoration Hardware crystal chandeliers that add a refined touch of glamour to your living spaces. The expansive, open-concept kitchen is a true haven for any chef. It features upgraded white modern cabinets with soft-close drawers and doors and pull-outs, and striking granite countertops with matching backsplashes that enhance the elegance of the space. You will truly appreciate the well-thought-out split floor plan, ensuring your private primary suite is tucked away at the back, providing a peaceful retreat, while the additional bedrooms at the front are conveniently accessible. Plus, a spacious office/den elevates the functionality of your living area. Your lavish primary suite is designed for relaxation, showcasing two generous walk-in closets and a luxurious, oversized walk-in shower. Dual sinks and a handy separate linen closet add to the convenience. Guests will enjoy the thoughtfully designed second bedroom, which comes complete with its own en-suite bath featuring a walk-in shower, ensuring everyone’s privacy. Enjoy your hobbies in the incredible 600-square-foot upstairs multipurpose bonus room featuring its own private full bath, or if needed, use it as an additional bedroom. Step outside to discover a vast covered lanai, perfect for relaxation, along with a caged extended patio with panorama view screen. The outdoor kitchen is a culinary delight, complete with a spacious grill, sink, two beverage refrigerators, warming drawer, and an impressive stainless steel vent hood. Welcome to the vibrant Toscana Isles community, where an active lifestyle awaits! You can indulge in kayaking, canoeing, and fishing on over 200 acres of interconnected lakes, all just a stone’s throw from your home. The fabulous 8,000-square-foot clubhouse invites you to explore an array of amenities including a state-of-the-art fitness center, a grand ballroom perfect for gatherings, and a billiards room for enjoyable game nights. Beautiful Nokomis Beach is just six miles away, a quick 10-minute drive! You’ll also find easy access to the Legacy Bike Trail and the vibrant downtown areas of Venice and Sarasota, brimming with culture, shopping, and gourmet dining options. Plus, the nearby new Sarasota Memorial Hospital Venice Campus ensures added peace of mind and accessibility. Dive into this wonderful lifestyle today, you truly deserve it!

289 Villoresi Boulevard, Nokomis

101 Osprey Point Drive, Osprey
$4,790,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasota’s prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the community’s most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional entertaining spaces, and a tranquil resort-style setting surrounded by lush landscaping and sweeping water views. An oversized granite-tiled circular drive and stately double-door entrance create a memorable arrival, leading into interiors defined by soaring ceilings, white onyx flooring with marble inlays, handcrafted millwork, dramatic fireplaces, crystal chandeliers, and walls of French doors opening to the lakefront terrace and pool. Designed for both elegant entertaining and everyday comfort, the home offers a series of richly detailed gathering spaces including a formal living room with dual fireplaces, a lakefront dining room with custom built-ins, a domed-ceiling sitting room ideal for cocktails or conversation, and a custom bar and wine room with etched-glass cabinetry, stone countertops, and display shelving. The remodeled chef’s kitchen combines classic design with modern functionality, featuring UltraKraft cabinetry, custom soffit lighting, Corian countertops, a center island with breakfast bar, and premium appliances including a Sub-Zero refrigerator, Wolf gas cooktop, wall oven, warming drawer, microwave, dual KitchenAid dishwashers, and wine refrigerator. A butler’s pantry and sunlit breakfast nook overlooking the gardens further enhance the home’s livability. The primary suite serves as a private retreat with a spacious sitting area, custom closets, and a spa-inspired bathroom renovated in 2025. Three additional guest suites with updated baths provide comfort and flexibility, including a separate suite ideally positioned for extended-stay guests, live-in assistance, or multigenerational living. Outdoor living is centered around an open-air pool, expansive entertaining deck, and cabana framed by mature landscaping and manicured hedges, creating a private oasis with peaceful lake views. Additional updates include refinished hardwood flooring, updated guest baths, and a Daikin 5-ton HVAC system installed in 2022. Located within The Oaks Club, residents enjoy access to one of Sarasota’s premier private club communities, offering two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center and spa, multiple dining venues, and a private community dock on Little Sarasota Bay. Just moments from Sarasota waterfront dining, Siesta Key beaches, and Sarasota/Venice cultural attractions, this distinguished lakefront estate presents an exceptional opportunity within one of the Gulf Coast’s most established luxury communities.

101 Osprey Point Drive, Osprey

506 Sun Chaser Drive, Nokomis
$550,000
5 Beds ⋅ 4 Baths ⋅ Magnolia Bay SubDv. ⋅ 34275 Zip Code
Better than brand new and only 2 years old, this energy-efficient San Marino floor plan by Meritage Homes is available now in the heart of Nokomis, located within a gated community for added privacy and peace of mind. What truly sets this home apart, and is rarely found in today’s market, is the combination of 5 true bedrooms, a spacious loft, and a dedicated flex room / home office, a layout that offers a level of space and flexibility most homes simply cannot match. Offering 5 bedrooms, 3.5 bathrooms, and a 2-car garage, this thoughtfully designed home features an open-concept layout with a highly desirable first-floor primary suite. As you enter, you’re welcomed by a versatile flex space and private office, leading into a beautifully appointed kitchen with 42-inch upper cabinets, quartz countertops, an under-mount sink, stainless steel appliances, and a corner pantry with custom wood shelving. The main living areas showcase modern tile flooring, while the primary suite offers plush carpeting, dual vanities, a spacious walk-in shower with seamless glass, and a large walk-in closet. Sliding glass doors open to a covered lanai overlooking a stunning water view with a preserve behind it, creating a private and peaceful setting. Upstairs, the rare layout continues with a large loft ideal for entertaining or additional living space, along with four spacious bedrooms, and two offering large walk-in closets, and two full bathrooms. Additional highlights include a large main-level laundry room, ample storage throughout, all appliances included, and full hurricane impact windows and doors for added peace of mind. Even better, this home is NOT located in a flood zone, meaning most lenders will not require flood insurance, a huge long-term savings. Current homeowner’s insurance is approximately $2,200 per year, which is extremely attractive for a home of this size and age. With an incredibly low HOA of just $150 per year, this home also offers convenient access to I-75 and is just minutes from shopping, dining, and the vibrant downtown areas of Sarasota and Venice. It is also ideally located near some of the area’s top-rated schools including Laurel Nokomis School, Venice High School, and the highly sought-after Gifted Pine View School. Residents of Magnolia Bay enjoy resort-style amenities including a clubhouse, pool, fitness center, pickleball courts, and more. This is your opportunity to own a like-new home with a floor plan and value that are truly hard to find.

506 Sun Chaser Drive, Nokomis

51 Macewen Drive Unit 5, Osprey
$235,000
1 Beds ⋅ 1 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Discover a rare opportunity to own a serene retreat in The Oaks, one of Sarasota’s most sought-after private golf and country club communities. This bright, beautifully updated ground-floor studio is offered fully turnkey furnished, making it ideal as a seasonal getaway, or income-producing rental. Thoughtfully designed for both comfort and functionality, the open-concept layout seamlessly blends the living and sleeping areas. The updated kitchenette features dishwasher, oven, stove, fridge, freezer, microwave, quartz countertops, complemented by a dining nook and a convenient workspace. The modern bathroom includes a huge walk-in shower. Take in peaceful water views and picturesque scenes of the 18th fairway on the Eagle Course right from your patio. Residents of Windsor Lodge enjoy exclusive access to their own private pool. Short-term rentals are permitted, offering flexibility and excellent investment potential. Membership to The Oaks Club, a private, member-owned community renowned for its exceptional lifestyle amenities, is mandatory. Enjoy two championship golf courses, twelve tennis- and four pickleball courts, croquet lawns, pool and a state-of-the-art fitness and WellFit center. The expansive clubhouse features three dining venues, banquet facilities, and a vibrant social calendar. Perfectly positioned just 15 minutes from Siesta Key Beach, this property combines luxury living with unbeatable convenience in one of Sarasota’s premier locations.

51 Macewen Drive Unit 5, Osprey

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