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1015 Bluffwood Drive, Nokomis
$425,000
3 Beds ⋅ 2 Baths ⋅ Calusa Park SubDv. ⋅ 34275 Zip Code
Welcome to this beautifully maintained Pembroke model in the highly sought-after gated community of Calusa Park. Offering over 1,800 square feet of living space, this 3-room, 2-bathroom home combines comfort, style, and the best of Florida living. From the moment you arrive, you'll appreciate the extra-wide driveway and impressive Foxtail palms that create outstanding curb appeal. Inside, the open split-bedroom floor plan is enhanced by large tile flooring throughout the main living areas, plantation shutters, crown molding, and elegant tray ceilings. Generous closet space provides plenty of storage and organization. The heart of the home is the spacious great room that flows seamlessly into the well-appointed kitchen, featuring granite countertops, solid wood cabinetry with under-cabinet lighting, and a convenient pantry. A whole-house surge protector adds an extra layer of protection and peace of mind. Step outside to the paver lanai and enjoy your own private backyard retreat, ideal for entertaining, outdoor dining, or simply relaxing in the Florida sunshine. The yard offers ample space to add a pool, allowing you to create your dream outdoor oasis. The two-car garage features an epoxy-coated floor and an emergency backup electrical panel for a generator. Located in the maintenance-free community of Calusa Park, residents enjoy access to a heated community pool and cabana, all with low HOA fees and no CDD fees. Why wait months for new construction when you can move into a meticulously cared-for home today without the delays, upgrades, and additional costs that often come with building? Conveniently located between charming Venice and vibrant Sarasota, Calusa Park provides easy access to U.S. 41, I-75, area beaches, historic downtown Venice, and the renowned Legacy Trail, where you can enjoy miles of scenic biking, walking, and running trails right from your community.

1015 Bluffwood Drive, Nokomis

418 S Tamiami Trail Unit E3, Osprey
$415,000
Osprey Executive Park SubDv. ⋅ 34229 Zip Code
Studio E3 at Osprey Executive Park is a fully renovated executive suite built for businesses that take their image seriously. Step into the reception area and you're greeted by a stone accent wall and fireplace a combination that feels warm without losing its polish. Designer tile runs throughout the suite, tying the space together and setting the tone before a single meeting starts. The layout includes three private offices and a generous conference room, each fronted with glass doors that keep the space feeling open while still giving your team the privacy they need. It's a floor plan that works equally well for client meetings, team collaboration, or quiet, focused work. The kitchen is where the suite really shows its quality soft-close wood cabinetry, marble countertops, and a stone backsplash that wouldn't look out of place in a high-end home. Even the restroom carries the same attention to detail, with a full-length vanity and finishes to match the rest of the space. Two separate storage rooms round things out, giving you somewhere to keep files, supplies, and equipment without cluttering the work areas. This isn't just office space it's a setting that tells clients something about who you are before you say a word.

418 S Tamiami Trail Unit E3, Osprey

402 Ketch Way Unit 402, Nokomis
$439,900
2 Beds ⋅ 2 Baths ⋅ Fairwinds Village SubDv. ⋅ 34275 Zip Code
Hidden treasure in Nokomis just minutes from Nokomis Beach! Great location in the complex with private backyard area. Close to community docks and park facilities, including pool and clubhouse, pickle ball court, dog park, kayak storage and canal. Access to a canal just minutes from the Gulf of America's beautiful emerald waters. Fairwinds is so well located that you can walk, bicycle and drive to all the conveniences you may desire every day. This unit has been completely renovated with new kitchen, bathrooms and appliances just last year in 2025. In addition, a clothes dryer is also included. The new metal roof is just 2 years old. Home is offered fully furnish and is ready for the discriminating new buyer. Your new home in Fairwinds is very close to the beach, a marina with dry storage slips available and even some for sale. This property has the most desirable dock with a lift in the community. You have two waterfront restaurants to choose from with great sunset views and live music. Pops Tropical Grill and Pelican Alley both with water views! Don't forget when you want pizza or pasta enjoy the Paradise Bar & Grill. This is affordable living on the BEST Coast of Florida! All of this is located just about three miles from downtown Venice shops and great restaurants. Like live entertainment? Venice Theater produces some of the best live plays and more. Venice charm and more beaches to enjoy in a friendly neighborhood with regular planned activities. This is easy living where you can enjoy boating, dining and beaches all very close to home! This villa is a rare find, offering privacy, space, and natural light. Step inside and you'll find a home that has been thoroughly updated from top to bottom. Brand new appliances include a refrigerator, dishwasher, and range. The kitchen and bathrooms feature new cabinetry, and the electrical system has been fully upgraded with new wiring and a 200-amp panel. All water supply lines and plumbing fixtures were replaced in 2025. A new hot water heater rounds out the mechanical updates. Climate control is handled by a York system that is just a few years old and has a service guarantee. Your HOA covers it all: community pool is temperature controlled, clubhouse, water, sewer, cable TV, building insurance, reserve funds, and exterior and grounds maintenance — so you can truly lock and leave. When you're ready to enjoy the Florida lifestyle, the amenities are right outside your door: pickleball, bocce court, shuffleboard, a dog park, and a kayak/canoe launch surrounded by peaceful natural Florida landscaping. All of this just minutes from Nokomis Beach, Casey Key, historic downtown Venice, waterfront dining, shopping, and the Legacy Trail. Whether you're a seasonal visitor or a year-round resident, Fair Winds Village delivers the Gulf Coast lifestyle you've been looking for. Just ½ mile from the powder-soft sands of Nokomis Beach, this impeccably maintained villa is offered for sale for the by the owner of 15 years. Fully renovated from top to bottom, the home showcases timeless neutral finishes, generously sized bedrooms, a light-filled kitchen, and a seamless open-concept layout designed for effortless coastal living and entertaining. A rare highlight, your own private boat slip, offering direct access to the water and the ultimate Florida lifestyle.Situated in the highly desirable Fairwinds Village, a pet-friendly 55+ community,residents enjoy a vibrant yet relaxed setting with access to a clubhouse

402 Ketch Way Unit 402, Nokomis

75 Osprey Point 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

293 Daylily Boulevard, Nokomis
$538,000
4 Beds ⋅ 3 Baths ⋅ Venice Woodlands SubDv. ⋅ 34275 Zip Code
Four bedrooms plus a dedicated den, 2.5 baths, 2,333 square feet, a peaceful preserve view, and no CDD fee make this 2021 Meritage home in gated Venice Woodlands an exceptional opportunity for buyers looking for space, flexibility, and a newer home near Venice. The single story open concept floor plan features high ceilings and a spacious great room centered around a designer kitchen with a massive quartz island, breakfast bar seating, stainless steel appliances, subway tile backsplash, chic lighting, corner pantry, and abundant cabinet space. Luxury vinyl plank and tile flooring flow through the main living areas for a clean and cohesive look. The private owner's suite offers a huge walk in closet, dual vanities, and a beautifully tiled walk in shower. Three additional bedrooms provide plenty of space for family and guests, while the separate den is ideal for a home office, study, or hobby room. The split bedroom design provides additional privacy and flexibility. Outside, enjoy a spacious private backyard overlooking the peaceful preserve, with fencing permitted for pet owners. Additional features include a block stucco exterior, tile roof, paver driveway, irrigation system, rain gutters, interior laundry room, and two car garage. Venice Woodlands offers gated entry, a community pool, clubhouse, fitness center, pickleball courts, sidewalks, and maintenance grounds. The HOA fee is $280 per month and there is no CDD fee. The home is located in Flood Zone X and is conveniently located minutes from I 75, shopping, dining, Gulf beaches, Venice, and Nokomis. If you have been comparing newer homes and new construction, 293 Daylily offers something increasingly difficult to find at this price. Four true bedrooms plus a dedicated den, generous living space, an established gated community, preserve views, and convenient access to everything the Venice area has to offer.

293 Daylily Boulevard, Nokomis

360 N Point Road, Osprey
$1,495,000
3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Virtually Staged. A unique offering! This like-new, never lived in Spanish mission style home is a rare find. Move in ready and set on a private .63 acre lot in The Oaks Preserve, the open floor plan includes 3 en suite bedrooms and 3.5 baths. Thoughtfully designed, it welcomes you with a circular driveway, porte cochere, and a detached 2 car garage equipped with an electric vehicle charger. Inside, soaring ceilings, neutral tile and wood flooring, recessed lighting, and an electric fireplace create a warm, refined ambiance. Built to current codes with impact glass and a new roof, the home offers peace of mind and the efficiency of modern construction. The chef’s kitchen, with Bosch stainless appliances, a gas 5 burner cooktop, soft close cabinetry, a center island with wine storage, and stylish tile finishes, has a breakfast bar and opens to the dining room. The luxurious master suite features a vaulted ceiling, spacious walk-in closet, and a spa inspired bath complete with freestanding tub, glass enclosed shower, dual vanities, bidet, and exquisite tilework. A central brick paver courtyard provides a private tropical retreat with ample room to add a pool. Sarasota’s premier golf and country club, The Oaks Club’s unmatched amenities include two championship 18-holf golf courses, 12 tennis courts and 4 pickleball courts, the state-of-the-art WellFit Center, a junior Olympic pool, a celebrated social calendar, and a wide array of dining options and recreational activities. There is currently no waiting list for either Golf or Sports/Social membership

360 N Point Road, Osprey

1671 Lugano Circle, Nokomis
$989,999
5 Beds ⋅ 4 Baths ⋅ Cassata Lakes SubDv. ⋅ 34275 Zip Code
Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** The Santa Fe is a beautifully designed two-story home offering 5 bedrooms, 3.5 baths, and a spacious 3-car garage, totaling 3,899 square feet of functional living space. As you enter the home, you'll find a flex room off the foyer. Continue through the foyer to find an open-concept layout centered around the great room, which seamlessly connects to the café and kitchen. The kitchen includes a walk-in pantry, island with double basin sink and ample counter space. Adjacent to the main living area off dual sliding glass doors, a covered lanai extends your entertaining space outdoors. The first-floor owner’s suite is a private retreat, complete with a large walk-in closet and a spa-like owner’s bath with dual vanities and a separate shower. Additional main-level highlights include a convenient mudroom with access to the laundry area, powder bath and garage. Upstairs, the home features 4 secondary bedrooms, each with a walk-in closet for plenty of storage. Two full baths, one shared and one private, provide convenience for family or guests. A spacious bonus room serves as a versatile space for a media room, game room, or additional lounge area. The second floor also includes an overlook to the great room below, adding a sense of openness to the layout. With abundant storage options, modern conveniences, and flexible spaces, this home is designed to fit the needs of modern living and those who love to entertain.

1671 Lugano Circle, Nokomis

1660 Lugano Circle, Nokomis
$699,999
3 Beds ⋅ 3 Baths ⋅ Cassata Lakes SubDv. ⋅ 34275 Zip Code
****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** The Crystal is an elegant, award-winning home. Starting at 2,300 square feet, its layout includes three bedrooms, three full bathrooms, den, an enormous open-concept kitchen and great room, and a three-car garage. As you walk in the front door, you are greeted by a bedroom with a full bath, perfect for guests who want their own space for privacy. An additional bedroom and bath sit off the dining room. Walk farther into the home, passing a den on your right, and enter the large combination dining-great room area, which opens directly into the kitchen. The kitchen is equipped to meet the demand of your culinary adventures. The owner's suite sits on the far corner, giving you maximum peace and privacy with a spacious walk-in closet. An upscale owner's bath boasts an enclosed shower area, double sinks, and a separate water closet. Finishing off this plan is a three-car garage.

1660 Lugano Circle, Nokomis

211 Rubens Drive Unit E, Nokomis
$239,900
2 Beds ⋅ 2 Baths ⋅ Sorrento Park SubDv. ⋅ 34275 Zip Code
One or more photo(s) has been virtually staged. Welcome to endless sunshine, nature & Nokomis Beach, a coastal jewel in the middle of Sarasota County. This spacious second-floor corner-unit condominium offers a wonderful sense of openness with generous room sizes, split bedrooms, abundant windows throughout & excellent Outdoor Living space with two covered & screened lanais. The large 24’ x 18ft wide’ great room offers far more width & flexibility than a typical condominium floor plan. Sliding glass doors open directly to the expansive rear covered & screened lanai spanning 26 feet with amazing views of the Oscar Scherer State Park Preserve. The front covered & screened lanai is approximately 12’ x 12’ & includes a private laundry room. Both lanais have plenty of room for seating & dining areas! The primary suite includes its own private bathroom & a large walk-in closet. Both bedrooms enjoy views toward the pool area, adding to the light, cheerful, resort-style atmosphere. The kitchen offers newer appliances & a cozy breakfast nook, making this condominium equally suited for full-time living, seasonal use, or a Florida retreat. Low, affordable condo fees add to the appeal, with exterior maintenance & building/master insurance included through the association. The location is outstanding — right in Nokomis, where you can enjoy nearby shopping, grocery stores, pharmacy, dining, boutiques, Ace Hardware, & everyday conveniences. You are also super close to both bridges leading to renowned Casey Key, where waterfront dining, tiki bars, live music with dancing, boating, beaches, & the best of the coastal lifestyle await. The historic Island of Venice is just minutes away & offers something for everyone, including the popular weekly Farmers Market, art shows, boutique shopping, outdoor dining, live music, community events, & the charming walkable atmosphere that has made Venice one of Florida's most beloved coastal towns. The impressive Sarasota Memorial Hospital campus is close by, I-75 is convenient with no red light to the interstate via the expressway, & the location is well positioned for easy access to Sarasota, Tampa, Punta Gorda, & all area airports. Come live on vacation in this terrifically vibrant community & enjoy the lifestyle!

211 Rubens Drive Unit E, Nokomis

2320 Lake Shore Drive, Nokomis
$479,900
2 Beds ⋅ 2 Baths ⋅ Sorrento East SubDv. ⋅ 34275 Zip Code
If you have been searching for a Florida home where you can enjoy the water, your pool, your RV, your hobbies and your privacy without an HOA, this one deserves a closer look. Welcome to 2320 Lake Shore Drive in Nokomis, a beautifully updated 2 bedroom, 2 bath waterfront home with 85 feet along a picturesque freshwater canal perfect for fishing, kayaking and paddleboarding. The backyard may quickly become your favorite part of the property. A newer heated saltwater pool features a tanning ledge and decorative fountains, surrounded by beautiful travertine decking and an oversized screened cage. Whether you are floating in the pool, entertaining friends or relaxing beside the water, this is a home designed for enjoying Florida outdoors. Just as important, many of the major improvements have already been completed. The home has a new roof and air conditioning system from 2023 along with impact windows throughout. Inside, the open living space combines modern updates with coastal character. The kitchen features dark wood flat panel cabinetry, commercial grade stainless steel appliances, a professional range hood, an intricate glass tile backsplash, commercial stainless workspace and a raw edge granite breakfast bar. A spacious walk in butler's pantry provides excellent additional storage. Tile flooring extends through the open living area where a shiplap accent wall adds warmth and character. The primary suite includes a walk in closet, an updated tiled shower and convenient access to a flexible den or office. The guest bedroom also offers a walk in closet and plantation shutters. Both bathrooms feature updated tiled showers. There is even more space for the way you actually live. The laundry and mud room includes a soaking tub that is ideal for washing pets. The 2 car garage offers epoxy flooring, workshop space and additional storage. There is dedicated RV parking with electrical hookups, plus a detached shed that can become an art studio, hobby room, she shed or creative workspace. Best of all, there is no HOA and no CDD. Enjoy the freedom to make this property your own while living less than 15 minutes from Nokomis Beach, Publix, Walmart, Starbucks, local restaurants and the shops and dining of historic downtown Venice. This is more than an updated home with a pool. It is a waterfront Florida lifestyle with space for the things you love to do.

2320 Lake Shore Drive, Nokomis

5617 Scarlotti Street, Nokomis
$700,000
3 Beds ⋅ 3 Baths ⋅ Bellacina By Casey Key SubDv. ⋅ 34275 Zip Code
Located in the highly sought after gated community of Bellacina by Casey Key, this exceptional Lazio model showcases a beautifully designed open concept floor plan offering 3 bedrooms, 3 bathrooms, a den, and a 2 car garage, complemented by an interlocking paver driveway. Situated on a quiet street with no rear neighbors, this home offers one of the most private settings in the community. The desirable north facing front exposure and south facing backyard provide optimal sunlight for the heated saltwater pool throughout the day. Natural light flows effortlessly throughout the spacious interior, enhanced by high ceilings, a tray ceiling with ceiling fan in the living area, eight foot doors, and recessed lighting throughout. The upgraded gourmet kitchen features stainless steel GE appliances, a natural gas stove, an oversized island with breakfast bar, a pantry, abundant cabinetry, and generous counter space, creating an ideal space for both everyday living and entertaining. The spacious primary suite offers a beautiful bay window that creates a bright sitting area filled with natural light. The luxurious primary bath includes dual sinks with a makeup vanity, a large glass enclosed shower, and an oversized walk in closet. The private guest suite includes its own ensuite bath with a glass enclosed shower, while the second guest bedroom also features a charming bay window, with both guest bedrooms offering spacious closets. The third bathroom includes a shower and tub combination, providing flexibility for guests and daily living. A versatile den completes the interior and may serve as a home office, study, media room, or potential fourth bedroom. The laundry room features a utility sink and convenient direct access to the garage, adding everyday functionality and ease of use. The garage features an epoxy coated floor, adding a clean, durable, and finished look with easy maintenance. Step outside to a private outdoor retreat featuring a heated saltwater pool and an extended screened paver lanai with a rough in for an outdoor kitchen, designed for effortless indoor outdoor living. Hurricane shutters provide added peace of mind with quick and convenient storm protection and enhanced security during inclement weather. This community offers a maintenance free lifestyle with HOA fees covering home landscape maintenance, community landscaping, parks, roadways, gated entry operations, property management services, and access to a full time onsite manager. Residents enjoy resort style amenities including a clubhouse, fitness center, resort pool and spa, pickleball courts, tennis court, bocce ball courts, dog parks, a fire pit, event center, catering kitchen, outdoor gathering spaces, and direct access to the Legacy Trail for walking, biking, and jogging. Ideally situated between Venice and Sarasota, this exceptional home offers the perfect blend of privacy, luxury, and the sought-after Florida lifestyle. Enjoy convenient access to everyday essentials, with grocery stores, shopping, and dining just 2 miles away, beautiful Gulf beaches only 3.5 miles from your doorstep, and the charm of downtown Venice just 5 miles away, along with nearby golf courses, entertainment, and countless opportunities for recreation and relaxation, you'll enjoy easy access to everything that makes Florida living so desirable. Schedule your private showing today and experience the lifestyle this exceptional home has to offer.

5617 Scarlotti Street, Nokomis

612 Laurel Road W, Nokomis
$4,950,000
3 Beds ⋅ 3 Baths ⋅ 34275 Zip Code
Positioned on 1.9 private waterfront acres with approximately 200 feet of bay frontage, this exceptional estate offers a rare combination of immediate waterfront enjoyment and long-term flexibility. With multiple docks and direct access to Sarasota Bay, the property is ideally suited for those seeking an authentic waterfront lifestyle defined by boating, fishing, recreation and effortless access to the Gulf Coast's most desirable destinations. Spanning approximately 2,960 square feet under air, the residence blends rich architectural detailing with panoramic water and nature views throughout. Wood-trimmed windows, doors and millwork, tray ceilings, recessed lighting, large-format tile flooring and extensive custom cabinetry create a warm yet elevated atmosphere. The open-concept layout is anchored by a spacious great room featuring a built-in gas fireplace, custom entertainment wall and expansive sliding glass doors that create seamless indoor-outdoor flow. The kitchen is designed for both entertaining and everyday living with a Viking dual-oven gas range with integrated griddle and char broiler, Sub-Zero refrigerator, Bosch dishwasher, custom wood cabinetry, decorative copper lighting, integrated wine storage, center island with prep sink and a waterfront breakfast nook with terrace access. The primary suite serves as a private retreat with French doors to outdoor living areas, water and pool views, a custom walk-in closet and a spa-inspired bath featuring a Jacuzzi tub, dual vanities and an oversized walk-in shower. Additional spaces include a private office, guest suite and flexible bonus/game room complete with projector screen, surround sound system, wet bar, beverage refrigerator and French doors opening to the outdoor areas. Outdoor living is thoughtfully designed with an upper-level covered waterfront terrace, raised spa, screen-enclosed resort-style pool terrace, multiple lounge areas and tropical landscaping overlooking the water. For boating enthusiasts, the property features a new private composite dock with a 12,000-pound Deco boat lift, water and electric service, fish cleaning station and deep-water access and a second dock. Completing the property is an attached 2-car garage and a rare detached air-conditioned garage complex with capacity for up to 7 vehicles, workshop space, office area and extensive storage for boats, golf carts, trailers and recreational equipment. The property presents a potential opportunity for future division into two distinct waterfront homesites, each benefiting from approximately 100 feet of water-frontage. The northern parcel would encompass the existing residence and detached garage complex, while the southern parcel offers the potential for a premier bayfront homesite. Beyond its exceptional development potential, the estate delivers deep-water boating access, expansive garage capacity and thoughtfully designed indoor-outdoor living. The property is just moments from waterfront dining, marinas and beaches that define the Gulf Coast lifestyle. Nokomis Beach, Venice Island, Legacy Trail, Casey Key, Oscar Scherer State Park and downtown Venice are all nearby, while quick access to Sarasota, the barrier islands and Interstate 75 allow for effortless travel throughout the region. Combining acreage, waterfrontage, boating infrastructure and exceptional garage capacity, this is a rare opportunity to experience the best of Florida waterfront living.

612 Laurel Road W, Nokomis

4296 Expedition Way Unit 104, Osprey
$289,000
2 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
Welcome to Bay Street Village in Osprey, gorgeous gated community where maintenance-free living awaits. This immaculate end-unit condo freshly painted with new LVP stairs and flooring features 2 bedrooms, 2 bathrooms, garage, located beneath the unit and offers a private interior stairway leading to your second-floor residence. Open-concept living and dining area are perfect for entertaining beautiful kitchen with center island, walk-in pantry and stainless steel appliances. The primary suite offers a walk-in closet and an ensuite bathroom with dual sinks, a makeup vanity, and a walk-in shower. Bay Street Village provides resort-style amenities, including a sparkling pool and a fitness center, along with plenty of guest parking. The community is dog-friendly, with a fantastic dog park just a short walk outside the gate. Outdoor enthusiasts will appreciate the easy access to the Legacy Trail right on Bay Street. Pine View School for the Gifted (grades 2-12) is conveniently located on the next street. Bay Street offers easy access to Nokomis Beach and the world-famous Siesta Key Beach. Close to shopping and restaurants.

4296 Expedition Way Unit 104, Osprey

289 Holly Bank Avenue, Nokomis
$639,900
4 Beds ⋅ 4 Baths ⋅ Magnolia Bay South Phase 1 SubDv. ⋅ 34275 Zip Code
Under Construction. The two-story front porch welcomes you into the entryway. A secluded guest suite with full bathroom and large walk-in closet is off the main entrance. French doors lead into the home office that offers plenty of natural light. The kitchen features a large island with built-in seating and corner walk-in pantry. The dining area is embraced by a corner of windows and allows access to the backyard covered lanai. The family room boasts tall ceilings. The primary bedroom has three large windows and a tray ceiling. Double doors lead to the bathroom which has dual vanities, a garden tub, glass enclosed shower, and oversized walk-in closet. Upstairs you are greeted by the game room which is surrounded by windows on two sides. Two secondary bedrooms each with walk-in closets and a shared bathroom complete the second level. The home offers ample storage throughout. The laundry room is located off the three-car garage that opens into the drop zone area.

289 Holly Bank Avenue, Nokomis

209 Palm Avenue, Nokomis
$435,000
3 Beds ⋅ 3 Baths ⋅ Bay Point SubDv. ⋅ 34275 Zip Code
Virtually Staged. If you’ve been looking for a chance to create your own custom coastal escape, this Nokomis property West of the Trail is ready for its next chapter. Located just a mile from the sands of Casey Key and two miles from the North Jetty, the location is unbeatable. While several major systems have been updated—including the A/C (2022), re-pipe (2021), and impact windows (2020)—the interior is ready for your personality. The "bones" of this solid block home offer a flexible layout, featuring a Primary Suite with mudroom access and a bonus room with a third bath that is prime for a conversion into a home office or guest suite. Outside, the oversized third-of-an-acre lot provides a massive canvas for those dreaming of a pool or needing space for a boat and RV, though the landscaping and screened lanai are currently awaiting a refresh. This is a fantastic opportunity for a buyer who wants to bypass the "big ticket" maintenance items and focus their energy on the incredible coastal lifestyle.

209 Palm Avenue, Nokomis

298 Holly Bank Avenue, Nokomis
$649,900
4 Beds ⋅ 3 Baths ⋅ Magnolia Bay South Phase 1 SubDv. ⋅ 34275 Zip Code
Under Construction. The front porch opens into a welcoming entryway with an extended tray ceiling that embraces the main hallway. A bonus flex room overlooks the front yard right off the front door. A full guest suite with a private bathroom and ample closet space is off the main hallway. The kitchen features an island with built-in seating and walk-in pantry. The dining area flows from the kitchen to the connecting family room which offers plenty of natural light from its sliding glass doors and access to the backyard extended covered lanai. The primary bedroom has a wall of windows overlooking the backyard. Double doors lead into the bathroom which hosts dual vanities, a freestanding tub, glass enclosed shower, two walk-in closets and dual access to the laundry room. Two secondary bedrooms with a shared bathroom complete the home along with ample storage space throughout. The drop zone is located off the two-car garage.

298 Holly Bank Avenue, Nokomis

294 Holly Bank Avenue, Nokomis
$624,900
4 Beds ⋅ 3 Baths ⋅ Magnolia Bay SubDv. ⋅ 34275 Zip Code
Under Construction. Welcoming entryway is embraced by a private guest suite with a full bathroom and a home office with French doors. As you enter the kitchen, you will see a large island with built-in seating space and a corner walk-in pantry. The dining area is embraced by a corner of windows. The family room boasts ample natural light from sliding glass doors that lead to the extended covered lanai. The primary bedroom hosts three large windows. Double doors lead into the primary bathroom, which features dual vanities, a freestanding tub, glass enclosed shower, and an oversized walk-in closet. Upstairs, you are greeted by a game room that overlooks the family room below. Two secondary bedrooms with additional storage and a full bathroom complete the second level. The laundry room is located off the family room. Two-car garage.

294 Holly Bank Avenue, Nokomis

312 Winfield Way, Nokomis
$550,000
3 Beds ⋅ 2 Baths ⋅ Channel Acres SubDv. ⋅ 34275 Zip Code
Virtually Staged. SELLER INVITES ALL OFFERS — ALL OFFERS REQUESTED BY OCTOBER 5TH FOR SELLER CONSIDERATION! Incredible opportunity to own a waterfront pool home with a private dock, less than a mile from Nokomis Beach and local restaurants. Tucked away in the hidden waterfront community of Channel Acres, this canal-front pool home captures the kind of Old Florida lifestyle that buyers spend years searching for with boating, beach days, tropical privacy, and laid-back coastal living just minutes from Nokomis Beach and the Intracoastal Waterway. Set on an oversized canal-front lot with a private dock, screened pool, and direct access out to the Gulf, this property offers a rare opportunity to own waterfront in one of Southwest Florida’s most beloved beach communities, without the multimillion-dollar price tag often attached to the lifestyle. Inside, the home offers approximately 1,746 square feet with 3 bedrooms, 1.5 baths, flexible living spaces, and a bright coastal feel ready to be personalized over time. Whether you envision a relaxed beach bungalow, seasonal retreat, vacation rental, or a long-term waterfront escape, the setting here is what truly makes this property special. Spend mornings boating through the bay, afternoons at Nokomis Beach, and evenings cruising by golf cart to waterfront restaurants, live music, and sunset dinners at local favorites nearby. The backyard feels like a private tropical retreat with mature landscaping, canal views, a screened pool, and space to create your own outdoor paradise. Recent improvements include a newer roof and updated dock, giving buyers a strong foundation while leaving room to modernize and add value over time. Properties like this are becoming increasingly difficult to find offering canal frontage, boating access, pool, dock, oversized lot, and proximity to the beach all in one location. For buyers chasing the authentic Florida waterfront lifestyle, 312 Winfield Way is the opportunity to make it your own.

312 Winfield Way, 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

510 Dona Drive, Nokomis
$359,900
2 Beds ⋅ 2 Baths ⋅ Nokomis Acres SubDv. ⋅ 34275 Zip Code
Welcome to your slice of paradise in Nokomis! This charming 2-bedroom, 2-bathroom home is ideally situated on an oversized lot in a quiet, established neighborhood, offering the perfect blend of comfort, privacy, and Florida lifestyle living. Step inside to a bright and inviting layout with comfortable living spaces designed for everyday living or seasonal enjoyment. For added peace of mind, the roof is only 5 years old, giving buyers confidence in one of the home’s major systems. Out back, your private retreat awaits with a sparkling in-ground pool and plenty of yard space for entertaining, relaxing, or creating your own tropical oasis. Perfectly located just minutes from Nokomis Beach, waterfront dining, shopping, golf, Legacy Trail, and convenient access to both Venice and Sarasota, this home places you close to everything that makes Gulf Coast living so desirable. Whether you’re searching for a full-time residence, winter getaway, or investment opportunity, this property offers exceptional potential in one of Southwest Florida’s most sought-after locations.

510 Dona Drive, Nokomis

216 Sunrise Drive, Nokomis
$1,900,000
3 Beds ⋅ 2 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
Welcome to 216 Sunrise Dr in Nokomis, FL! A one-of-a-kind waterfront estate designed for the discerning luxury buyer and true automotive enthusiast. Perfectly positioned on Roberts Bay with no bridges to the Bay or Gulf, this extraordinary residence combines coastal elegance, cutting-edge upgrades, and unmatched garage capacity in a private tropical setting. Built for both beauty and resilience, the home features over $80,000 in CAT5-rated PGT hurricane-impact windows and doors, new HVAC systems raised for protection, all-new PVC re-piping completed in 2024/2025, updated electrical throughout, and a hybrid septic system replaced approximately three years ago. The roof has been professionally re-screwed and resealed, while the entire home has been enhanced with sprayed foam insulation across all attic spaces for superior efficiency. Inside, warm luxury details define the living spaces, including stunning wood accent walls, remodeled bathrooms, custom kitchen features, a spacious primary bath shower, Glor and More blinds, tankless instant hot water system (2025), ventless remote-controlled fireplace, and over 11 closets plus a walk-up loft attic with generous walkable space for exceptional storage, hobbies or future customization. Historic character meets modern refinement with a bundle of aged red oak flooring included. Outside, the grounds rival a private resort with over $200,000 invested in pavers, extensive lighting, and professionally designed landscaping featuring approximately $70,000 in nighttime illumination. Additional exterior highlights include a new fence, Mexican black river rock accents, irrigation systems utilizing both well and county water, underground gutter systems, a fountain, fire pit with updated tanks and hoses, outdoor utility sink, grill area, and sandy-bottom waterfront access. For boating enthusiasts, the property offers one of the area’s largest mooring dock setups, a 10,000-lb boat lift, two brand-new multi-level jet ski lifts, remote-controlled lifts, underwater survey completed, dock lighting, and regularly maintained mangroves. Enjoy direct boating access with no bridges to the Bay or Gulf. The ultimate car lover’s paradise, this estate features up to 6-car garage capacity with taller 4-car garage bays, exotic-car-compatible wide lifts, side-mount garage doors, silent openers, epoxy flooring, mini-split climate systems, block garage construction, and foam insulation throughout. Every detail was designed with collectors and enthusiasts in mind. Additional features include: New interior and exterior Rain Refresh paint, Brand-new irrigation pump, Hurricane-rated upgrades throughout, Utility well servicing property irrigation, Block and Hardie board exterior construction, Raised back door elevation approximately 3.5 feet above sea level, Termite tenting completed approximately 5 years ago, Three septic tanks located on right side yard, Updated shell landscaping and hardscape finishes. Attention to detail was not missed, every upgrade was done with thought and cost was not spared! 216 Sunrise Drive is a rare opportunity to own an extensively upgraded waterfront retreat where luxury living, boating lifestyle, and exotic car storage converge into one exceptional property. Schedule your private showing today!

216 Sunrise Drive, Nokomis

103 Bishops Court Road, Osprey
$699,000
3 Beds ⋅ 2 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
**LOCATED IN A DESIRABLE, MAINTENANCE-FREE, COUNTRY CLUB COMMUNITY** this Charming and Cozy 3-Bedroom, 2-Full Bath home sits on a premium Corner Lot directly across from the Community Pool. Featuring a NEW ROOF, 2-Car Garage, and a Spacious and Private screened lanai perfect for relaxing or entertaining, this home offers comfort and convenience throughout. Situated in Flood Zone “X” for added peace of mind. 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 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.

103 Bishops Court Road, Osprey

7012 Foxboro Way, Nokomis
$570,951
4 Beds ⋅ 4 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
What's Special: Game Room | Close to Park | Close to Amenities | West Facing Lot. New Construction - Ready Now! Welcome to the Anastasia at 7012 Foxboro Way in Tiburon! This home features an open-concept layout where the great room, dining, and gourmet kitchen create an inviting space. The first-floor primary suite offers privacy and comfort, while a dedicated study provides flexibility for work or hobbies. Upstairs, a loft, game room, and three secondary bedrooms offer plenty of room to relax. Tucked away in a peaceful Sarasota County setting on 40 acres, Tiburon offers the warmth and intimacy of a boutique community - where neighbors know each other and life moves at a more relaxed pace. With just the right blend of privacy and connection, Tiburon is ideal for those seeking a quieter, more personal lifestyle. Additional Highlights Include: pocket sliding glass door at great room, 8' interior doors, primary bath pocket door, laundry room sink pre-plumb, impact windows, garage keyless pad, and kitchen pendant lighting. MLS#A4694212

7012 Foxboro Way, Nokomis

7008 Foxboro Way, Nokomis
$499,021
4 Beds ⋅ 4 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
What's Special: Close to Amenities | Dedicated Study | Game Room | Close to Park. New Construction - Ready Now! Welcome to the Anastasia at 7008 Foxboro Way in Tiburon! This home features an open-concept layout with a gourmet kitchen overlooking the dining and great room. A study with French doors provides flexibility for work or hobbies, while the private primary suite includes a spacious walk-in closet and oversized shower. Upstairs, a loft, game room, and three secondary bedrooms. Tucked away in a peaceful Sarasota County setting on 40 acres, Tiburon offers the warmth and intimacy of a boutique community - where neighbors know each other and life moves at a more relaxed pace. With just the right blend of privacy and connection, Tiburon is ideal for those seeking a quieter, more personal lifestyle. Additional Highlights Include: pocket sliding glass door at great room, impact windows, 8' interior doors, game room, laundry room sink pre-plumb, and shower at bathroom 2. MLS#A4694172

7008 Foxboro Way, Nokomis

383 Sun Chaser Drive, Nokomis
$524,900
4 Beds ⋅ 3 Baths ⋅ Magnolia Bay South Phase 1 SubDv. ⋅ 34275 Zip Code
Under Construction. The front porch opens into a welcoming entryway with an extended tray ceiling that embraces the main hallway. Two secondary bedrooms with walk-in closets and full bathroom are off the main hall. A full guest suite with a private bathroom and ample closet space is adjacent. You pass the laundry room as you enter into the kitchen which features an island with built-in seating, an electric radiant cooktop, and corner pantry. A bonus flex room is across from the kitchen. The dining area flows from the kitchen to the connecting family room which offers abundance of natural light from its sliding glass doors and access to the backyard covered lanai. The primary bedroom has a wall of windows overlooking the backyard. Double doors lead into the bathroom which hosts dual vanities, a freestanding tub, glass enclosed shower and two walk-in closets. The drop zone is off the two-car garage

383 Sun Chaser Drive, Nokomis

702 Fair Winds Drive Unit 702, Nokomis
$309,500
2 Beds ⋅ 2 Baths ⋅ Fairwinds Village SubDv. ⋅ 34275 Zip Code
Hidden treasure in Nokomis just minutes from Nokomis Beach! Great location in the complex with private back yard area. Close to community docks and park facilities, including pool and clubhouse, pickle ball court, dog park, kayak storage and canal access to a saltwater canal just minutes from the Gulf of America's beautiful emerald waters. Fairwinds is so well located that you can walk, bicycle and drive to all the conveniences you may desire every day. This unit has been completely renovated with new kitchen bathrooms and appliances just last year in 2025 including the new barrel tile roof, the home is offered fully furnished and is ready for the discriminating new buyer. Your new home in Fairwinds is very close to the beach, a marina with dry storage slips available and even some for sale. You have two waterfront restaurants to choose from with great sunset views and live music. Pops Tropical Grill and Pelican Alley both with water views! Don't forget Briandi's Italian when you want pizza or pasta and the Paradise Bar & Grill. This is affordable living on the BEST Coast of Florida! All of this is located just about three miles from downtown Venice shops and great restaurants. Like live entertainment? Venice Theater produces some of the best live plays and more. Venice charm and more beaches to enjoy in a friendly neighborhood with regular planed activities. This is easy living where you can enjoy boating, dining and beaches all very close to home! Don't let this freshly remodeled home get away without a careful look see!

702 Fair Winds Drive Unit 702, Nokomis

120 Ventosa Place, Nokomis
$449,000
3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
This beautiful single-family home features 3 bedrooms plus a den and 2 bathrooms, located in the highly desirable gated community of Toscana Isles. The flexible den space can easily be used as a home office, den, or even a fourth bedroom. The home showcases an open floor plan with a well-appointed kitchen featuring a center island, granite countertops, crown molding, a walk-in pantry, and an adjoining dining area. Sliding glass doors from the dining space lead to a screened-in lanai, perfect for indoor-outdoor living. The main living areas feature ceramic tile flooring, while the bedrooms are comfortably carpeted. The primary suite offers dual walk-in closets and an ensuite bathroom with double vanities and a walk-in shower. Additional highlights include a tile roof, brick paver driveway, and covered lanai. Toscana Isles is a maintenance-free community offering resort-style amenities designed for an active and social lifestyle. Residents enjoy a heated community pool, a lakefront clubhouse with a catering kitchen, billiards room with bar and TVs, modern fitness center, tennis, pickleball, and bocce courts, as well as a playground and large fire pit. The community also offers opportunities for fishing, kayaking, and canoeing on its scenic lakes. Ideally located, Toscana Isles is just a short drive from downtown Venice and Sarasota, with convenient access to restaurants, shopping, the Legacy Trail, I-75, Tamiami Trail (US-41), and the new Sarasota Memorial Hospital Venice Campus.

120 Ventosa Place, Nokomis

400 Tortuga Drive, Nokomis
$524,999
3 Beds ⋅ 2 Baths ⋅ Sorrento Cay SubDv. ⋅ 34275 Zip Code
Tropical waterfront living in a prime Nokomis location! Freshly painted and filled with coastal charm, this inviting home offers a relaxed Florida lifestyle with a thoughtfully designed split floor plan for added privacy and flexibility. A separate office or sitting room provides the perfect space for working from home or additional living space. Interior features include tray ceilings, custom built-ins, a functional galley kitchen, and natural gas appliances. Enjoy added peace of mind with a durable metal roof, while the screened front porch offers a welcoming place to relax and enjoy the tropical surroundings. Out back, the screened lanai features Trex decking, a therapeutic spa, and a private dock overlooking the serene waterfront—creating an ideal setting for entertaining or unwinding. Conveniently located just minutes from beautiful Gulf beaches, dining, shopping, and everything Nokomis has to offer. A new 40-gallon water heater is being installed. **This property qualifies for a 1% lender incentive when using the preferred lender. Inquire for additional details.**

400 Tortuga Drive, Nokomis

352 Toscavilla Boulevard, Nokomis
$569,000
4 Beds ⋅ 4 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Experience refined Florida living in this beautifully designed 4-bedroom + den, 3.5-bath home, thoughtfully appointed with upscale finishes and set within a gated community with guard just 5–10 minutes from the beach, where endless sunsets await. Inside, enjoy tall 10-foot ceilings accented with crown molding and tray ceilings, creating a light, open, and elegant atmosphere throughout. Ceramic plank flooring flows through the main living areas, while plush carpeting in the bedrooms adds comfort and warmth. The flexible den is perfect for a home office, media room, or guest space. Designed for seamless indoor–outdoor living, the home features large three-panel sliding glass doors and a screened front entry, allowing refreshing tropical breezes to flow through the house year-round down the wide long main hallway. The layout includes a dedicated pool bath, already in place for your future pool dreams. Step outside of the screened lanai with specialty insect-resistant screens and plumbing for an outdoor kitchen, and become surrounded by lush tropical landscaping on your extended patio with space for grilling—perfect for relaxing, dining, or hosting guests. The home backs up to a dense, exceptionally quiet preserve, offering rare privacy and a tranquil setting where you can still hear birds and frogs, creating a true natural retreat. A whole-home surge protector adds peace of mind. Residents enjoy resort-style amenities including a newly renovated infinity-edge community pool and scenic community lakes perfect for fishing and kayaking for hours of outdoor enjoyment.

352 Toscavilla Boulevard, Nokomis