Osprey/Nokomis Homes with Traditional Architectural style

Osprey/Nokomis Homes with Traditional Architectural style

Welcome to Osprey and Nokomis, two charming towns nestled along the stunning Gulf Coast of Florida in Sarasota County. These picturesque communities offer a delightful blend of natural beauty, rich history, and a relaxed lifestyle, making them perfect for those seeking a serene retreat or a vibrant community atmosphere.

Osprey, known for its lush landscapes and proximity to the breathtaking Oscar Scherer State Park, boasts a variety of outdoor activities, from hiking and birdwatching to kayaking in the tranquil waters of the nearby intercoastal. With its quaint shops, delightful dining options, and welcoming community spirit, Osprey is a hidden gem waiting to be discovered.

Just a stone's throw away, Nokomis enchants residents and visitors alike with its beautiful beaches and laid-back coastal vibe. The famous Nokomis Beach is perfect for sunbathing, swimming, and enjoying stunning sunsets over the Gulf of Mexico. The area is also home to charming boutiques and local eateries, offering a taste of Florida's fresh seafood and vibrant culture.

When it comes to homes in Osprey and Nokomis, you’ll find a captivating selection of traditional architectural styles that reflect the area’s rich heritage. From classic Florida bungalows to elegant Mediterranean-inspired estates, these homes exude warmth and character, often featuring inviting porches, lush gardens, and spacious layouts. Whether you’re looking for a cozy family home or a luxurious retreat, the traditional architecture in this region perfectly complements the idyllic surroundings.

Explore the beauty and charm of Osprey and Nokomis, where every day feels like a vacation in paradise!

Newest Osprey/Nokomis Homes with Traditional Architectural style

$2,175,000
4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Experience luxury living in this beautifully appointed traditional home featuring 4 bedrooms, 3.5 bathrooms, and a dedicated office. The formal living room offers a fireplace and French doors, allowing separation from the kitchen and family room for more intimate gatherings. The spacious master suite includes two walk-in closets with custom built-ins, a sitting area, and a spa-inspired bath with dual vanities, soaking tub, and separate shower. Guests enjoy privacy in an en suite bedroom with direct pool access, while two additional bedrooms share a conveniently located third bath. A three-car garage provides ample space for vehicles and hobbies, complete with a workspace, overhead storage, and cabinets. Ideally positioned as the closest residence to the clubhouse on MacEwen, the home overlooks the 2nd and 3rd holes of the Eagle Course. Manicured landscaping offers complete privacy. Beyond are breathtaking golf course and lake views. Outdoor living features an expansive pool deck, screened lanai, fully updated outdoor kitchen, and a charming open-air patio. The renovated kitchen opens to the family room and includes a breakfast nook with aquarium window offering pool views, plus a formal dining room and breakfast bar for flexible entertaining. This exceptional home combines privacy, comfort, and a prime location for the ultimate country club lifestyle. Membership in The Oaks Club is required. The Oaks Club, Sarasota’s premiere golf and country club, has two champion 18-hole golf courses, twelve HAR-TRU tennis courts (4 lighted), four pickleball courts, an over 7,500 square foot state-of-the-art WellFit Center, an award-winning culinary team, and robust activities and social calendars. Club membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership

362 Macewen Drive, Osprey
$550,000
4 Beds ⋅ 4 Baths ⋅ Palmero/Sorrento Ph I SubDv. ⋅ 34275 Zip Code
Welcome to the intelligently designed, Taylor Morrison-built, four-bedroom, 3 ½-bath, two-story home in the sought-after, gated community of Palmero. The Santa Rosa model boasts soaring ceilings, desirable open concept living, 8-foot doors and an expansive transom window that casts an abundance of natural light throughout the home. The gourmet kitchen is a chef’s dream, showcasing a gas range, quartz countertops, stainless steel appliances and breakfast bar. The dining room position adds to the functionality of daily living, keeping in line with the modern aesthetic, transitioning seamlessly to the great room. Pocketing glass sliding doors lead to the screen-enclosed lanai, inviting the opportunity to entertain alfresco or relax in tranquility. Main level owner’s suite serves as a private retreat featuring a generously sized walk-in closet, en-suite bath with dual vanities, illuminated mirror, frameless walk-in shower and private water closet. The three additional upper-level bedrooms and two baths flank the lofty 14-by-10-foot bonus/entertainment room. This premier community's appealing amenities include a community pool and spa with pavilion and grilling area, basketball court, beach volleyball, nature trail, fire pit, playground and dog park. Conveniently near world-class beaches, downtown Venice, shopping, restaurants, A-rated schools and nearby Legacy Bike Trail. Toss aside the notion of new construction as this meticulously maintained home is move-in ready.

15336 Isla Palma Lane, Nokomis
$1,900,000
5 Beds ⋅ 8 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club.

916 Macewen Drive, Osprey
$1,595,000
4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks. Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The property encompasses two buildable lots and includes a charming guest house, creating a rare and versatile estate setting. A grand foyer measuring approximately 12 feet wide by 19 feet long welcomes guests and leads to an impressive great room featuring soaring vaulted ceilings, a gas fireplace, and a dramatic bay window with built-in seating overlooking the beautifully landscaped grounds. Architectural details abound, including 14-inch crown molding, Palladian windows, wainscoting, skylights, custom lighting, and distinctive craftsmanship throughout. The home offers four bedrooms and four full bathrooms, thoughtfully designed to blend elegance, comfort, and timeless architectural character. Throughout the residence, quality construction and meticulous attention to detail reflect the vision of its celebrated designer. Step outside to discover a tranquil, resort-inspired setting featuring a sparkling pool, lush landscaping, and a separate guest house ideal for visitors, extended family, or a private office. In the evening, landscape lighting transforms the grounds into a serene retreat unlike anything else in the community. Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key. Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar. Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership.

75 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
$769,000
3 Beds ⋅ 2 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
On the largest homesite within the Calusa Lakes community, this residence captures serene preserve, water and golf course views from a private setting designed for everyday comfort and entertaining. Beyond the double-door entry, expansive arched picture windows, French doors and elevated ceilings fill the interior with natural light. Crown molding and chair rail detailing enhance the formal living and dining rooms, while the open-concept kitchen flows seamlessly into the family room and breakfast area featuring an aquarium window overlooking the outdoor living space. The multi-level screened lanai offers a pool, spa, outdoor shower and generous areas for relaxation surrounded by mature landscaping and tranquil scenery. The primary suite is privately positioned apart from the guest wing and includes an en-suite, two walk-in closets an adjoining office, creating a peaceful retreat for work and relaxation. The elegant gated entrance and mature landscaping enhance the atmosphere of Calusa Lakes with it's golf course, pickleball/tennis and casual clubhouse dinning. This meticulously maintained home is an exceptional opportunity within the sought-after community

2120 Muskogee Trail, Nokomis
$4,795,000
5 Beds ⋅ 4 Baths ⋅ Sorrento East SubDv. ⋅ 34275 Zip Code
Tucked away at the end of a quiet road on a breathtakingly private one-acre homesite, this extraordinary luxury gated estate overlooks the serene waters of South Creek with the untouched natural beauty of Oscar Scherer State Park creating an incomparable backdrop. Completely reimagined with a sophisticated contemporary aesthetic, this custom-built residence blends timeless architecture with high-end designer finishes and luxurious modern upgrades throughout. From the moment you arrive, the home makes a striking impression with its expansive front porch, lush new landscaping, updated driveway and beautiful natural surroundings. Inside, every space has been thoughtfully transformed with premium materials, stylish finishes, and exceptional attention to detail. The result is a home that feels luxurious and inviting with a chic contemporary style rarely found. Featuring five bedrooms and 3.5 baths, the expansive floor plan is designed for both elegant entertaining and comfortable everyday living. Upon entering, stunning views of South Creek immediately draw your attention through the open living spaces and out toward the resort-style outdoor setting. The completely redesigned gourmet kitchen is the centerpiece of the home, showcasing KitchenAid® professional appliances, custom cabinetry, designer lighting, and luxurious finishes throughout. The spacious family room with a built-in electric fireplace flows seamlessly from the kitchen, while the formal dining room, butler’s galley and large walk-in pantry create the perfect setting for upscale gatherings and entertaining. Additional bonus spaces include a large media/game room with flexibility for a home theater, fitness space, billiards room or lounge area. Throughout the home, every detail has been elevated, including new flooring, custom wall accents, designer paint selections, premium fixtures, sophisticated lighting and beautifully renovated baths and living spaces. Anderson windows further enhance the quality and craftsmanship found throughout the residence. Upstairs, two oversized guest bedrooms feature walk-in closets connected by a Jack-and-Jill bath, while built-in desk spaces create ideal work-from-home or study area flexibility. Outdoor living is equally spectacular and has been totally reimagined. The new covered and screened lanai with outdoor kitchen overlooks the newly enhanced pool and spa area featuring a brand-new picture-frame pool cage and elegant paver deck. Beyond the pool, a dock extends toward the peaceful waters of South Creek, where panoramic natural views and complete privacy create a truly breathtaking setting. The dock and creek can accommodate a boat up to approximately 24 feet with direct access to the Intracoastal Waterway and beyond, offering an exceptional opportunity to enjoy boating, waterfront dining, and the waterfront lifestyle directly from your backyard. Completing the property is an oversized three-car garage with abundant space for vehicles and recreational storage along with an additional shed for tools and equipment. A one-year home warranty is included. The home features 69 solar panels that provide electrical service to the entire home and heated saltwater pool. This system is not financed. Private, stylish, luxurious and surrounded by nature, this exceptional waterfront estate offers a rare opportunity to own a fully transformed retreat in one of Nokomis’ scenic and secluded locations.

4678 Silent Creek Way, Nokomis
$285,000
1 Beds ⋅ 1 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
This completely updated 595 sq ft second-floor condominium is located in the Windsor Lodge behind the gates of The Oaks. It features top-of-the-line finishes and is accessible by both elevator and stairs. Offered turn-key furnished, the unit includes a full kitchen equipped with a full-size refrigerator, combination oven/microwave, cooktop and dishwasher. The open concept living and bedroom area is complemented by a full bathroom with a walk-in shower. It has a beautiful foyer, luxury laminate flooring, and is clean and well-maintained. From your window, you can enjoy lovely views out over the pool, across to the lake. This is an incredible opportunity to own your personal sanctuary, perfect for weekend golfers, vacationing guests or weekend get-a-ways. And you will appreciate the flexible rental policy. Windsor Lodge Residents have their own private swimming pool and club house. The Oaks, Sarasota’s premier golf and country club, has two championship golf courses, an outstanding tennis program, pickle ball and croquet courts, a junior Olympic community pool, state-of-the-art fitness center and offers a wide variety of dining, recreational and social options.

51 Mac Ewen Drive Unit 14, Osprey
$479,900
2 Beds ⋅ 2 Baths ⋅ Waterfront Estates SubDv. ⋅ 34275 Zip Code
Enjoy serene waterfront living with 72 feet of canal frontage, Gulf access, and an existing dock, with room for a boat lift (buyer to verify). With easy access to the Intracoastal Waterway and the Gulf, this property is a dream for boating enthusiasts. The spacious home features a family room overlooking scenic Shakett Creek, offering a peaceful, ever-changing water view. An open floor plan with dual master suites provides flexibility for guests or multigenerational living. The kitchen includes an eat-in space, complemented by a formal dining area ideal for entertaining. Recent updates include a new roof (2023), new HVAC (2024), new water heater (2024), refrigerator (2024), and stove (2022). Conveniently located near the hospital, shopping, and many restaurants. Waterfront homes like this are hard to find—bring your decorating touches and create the waterfront lifestyle you’ve been dreaming of. Schedule your private showing today and experience the beautiful, relaxing water views for yourself.

602 Portia Street N, Nokomis
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