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67 Sugar Mill Drive, Osprey
$1,850,000
4 Beds ⋅ 5 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
This is your rare chance to claim a spectacular estate in Sarasota’s premier golf and country club community THE OAKS. This elegant home seamlessly blends timeless architecture with resort-style living. Beyond the private gates, step into over 4,000 square feet of refined interiors featuring dramatic ceilings, architectural columns, and panoramic views. The expansive layout includes 4 bedrooms, 5 bathrooms, formal and casual living spaces, and an executive Office/Den/Bourbon Tasting Room. The gourmet kitchen is perfectly equipped for culinary entertainment, with custom cabinetry, premium appliances, and a spacious island that flows into the family room. A luxurious owner’s suite provides a private sanctuary with jetted bath, 3 walk-in closets, and direct access to the pool terrace. Outdoors, your personal retreat awaits: a heated pool and spa, covered dining and lounge areas, separate firepit area, and tropical landscaping. Membership to The Oaks Country Club is mandatory. You can decide on a Social Membership or a Full Golf Equity Membership. Details attached. Club amenities include: 36 holes of golf, tennis, pickleball, croquet, 3 dining options, fitness, community pool/spa. Situated minutes from world-class beaches, fine dining, and downtown Sarasota’s cultural attractions. Make this your new home in Paradise! Crypto currency offers considered. Call for more information.

67 Sugar Mill Drive, Osprey

538 Dove Pointe Drive, Osprey
$1,800,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
**ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secure and gated Oaks Country Club community in Osprey, Florida. Set on a generous .83-acre elevated lot, this beautifully landscaped property offers the perfect combination of privacy, sophistication, and modern comfort. Built in 2002, this newer home showcases timeless architecture with a thoughtful layout and extensive 2023–2025 updates throughout. From its striking curb appeal to its serene outdoor living spaces, every detail has been meticulously curated. Inside, the home offers 4 EN SUITE BEDROOMS, 5.5 BATHS, and a 3-CAR GARAGE that’s been freshly painted and upgraded with a new epoxy floor. Walls of glass fill the home with natural light, complemented by plantation shutters and new motorized window shades throughout. Major updates include a new tile roof (August 2025), two new HVAC units, new LED lighting, and new outlets and light switches across the home. The entire interior and exterior were freshly painted in 2023, giving the home a bright and modern aesthetic. The primary suite is a private retreat, featuring new flooring, a spacious bath, and a bonus office/dressing area for added versatility. A separate office or sitting room, also with new floors, provides ideal space for remote work or quiet relaxation. The three additional bedrooms feature new carpeting, creating a cohesive and comfortable atmosphere. The chef’s kitchen is equipped with new stainless-steel appliances (refrigerator, dishwasher, – all 2025) and flows seamlessly to the main living areas and outdoor entertainment space. There is a new 2025 washer and dryer as well. Step outside to your private Florida oasis — a covered lanai with a full outdoor kitchen and a large motorized Sunbrella shade for comfort and convenience. The property’s two fountains (one new) and professionally graded, elevated landscaping create a lush and tranquil environment perfect for al fresco dining or quiet reflection. 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. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

538 Dove Pointe Drive, Osprey

4024 Casey Key Road, Nokomis
$1,800,000
4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Virtually Staged. A rare opportunity to experience elevated bayfront living on Casey Key, this 4,300+ square foot waterfront residence is perfectly positioned on a half-acre lot with 100 feet of frontage along Blackburn Bay, offering breathtaking 180-degree water views and unforgettable sunsets. Designed to capture the beauty of its surroundings, the home features an open-concept layout with soaring vaulted ceilings accented by Epi wood beams, walls of glass, and elegant travertine marble flooring, all seamlessly connecting the interior living spaces to the expansive outdoor setting. The main living areas flow effortlessly to the Epi wood deck, pool, and spill-over spa, creating a true indoor-outdoor lifestyle ideal for both entertaining and everyday enjoyment. The spacious primary suite is located on the main level and offers panoramic bay views, dual walk-in closets, and a luxurious bath with a jetted soaking tub. Upstairs, two bright and airy guest suites each feature walk-in closets and open to a shared balcony, while a fourth bedroom or bonus space provides flexibility for guests, office, or a private retreat. A separate mother-in-law suite adds even more versatility for extended family or visitors. For boating enthusiasts, this property delivers exceptional waterfront access with a rare steel-roofed covered boat slip equipped with a 16,000-pound lift, along with a separate deep-water wet slip for easy navigation to open waters. Just steps across the street, a private deeded easement leads to a wide, pristine Gulf beach, offering the best of both bay and beach living. Additional highlights include an oversized two-car garage, dual driveways with ample parking for up to 10 vehicles, including space for a motorhome, boat, or trailers, and an expansive 3,500+ square feet of climate-controlled lower-level space ideal for storage, workshop, or future possibilities. The home has been extensively improved with over $500,000 in upgrades, including updated systems, pool enhancements, and a durable metal roof. Set along one of Casey Key’s most desirable stretches, this property offers a peaceful island lifestyle with no high-rises, no congestion, and access to resident-owned beaches. Enjoy warm Gulf breezes, tranquil shoreline walks, and golf-cart-friendly access to nearby waterfront dining, tiki bars, boutique shopping, and everyday conveniences. Located just west of Blackburn Point Bridge, the home provides easy access to Sarasota and Venice, top-rated schools, cultural attractions, and world-class amenities, while maintaining the privacy and exclusivity that make Casey Key one of Florida’s most sought-after addresses.

4024 Casey Key Road, Nokomis

401 Walls Way, Osprey
$1,700,000
4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Accepting Backup Offers. Perfectly positioned on the 9th hole tee box within the Oaks community, this meticulously appointed estate offers a rare opportunity for a premier Sarasota golf course lifestyle. Designed for the discerning enthusiast, the property features panoramic fairway views and western exposure for breathtaking sunsets. The interior is defined by soaring vaulted ceilings, refined crown molding, & finishes throughout. The heart of the home is a curated chef’s kitchen featuring a bespoke butcher block island, professional-grade Viking double ovens, and sleek quartz countertops. High-end functionality includes dual KitchenAid dishwashers and custom cabinetry. The primary living spaces flow seamlessly to a wet bar and wood-burning fireplace, ideal for post-round entertaining. An extraordinary floating staircase of hand-built Hungarian wood leads to a versatile upper level with a private balcony overlooking the course. The primary suite serves as a sanctuary, entered through exquisite hand-carved doors imported from Turkey. This retreat features French doors leading to a private courtyard, custom walk-in closets, and a whirlpool jacuzzi tub. Outdoor living is centered around the pool and an expansive lanai with a fully equipped summer kitchen. Notable infrastructure includes a 3-car garage, three AC units, and clear hurricane shutters. This residence offers an elevated Sarasota lifestyle with immediate proximity to world-class golf and the exclusive amenities of the Oaks community. Please note membership of The Oaks is required.

401 Walls Way, Osprey

273 Portofino Drive, North Venice
$1,650,000
5 Beds ⋅ 7 Baths ⋅ Venetian Golf And River Club SubDv. ⋅ 34275 Zip Code
This stunning 5,252 square-foot estate is a true masterpiece, offering the perfect balance of luxury, privacy, and an exceptional lifestyle. The home features five spacious bedrooms, five and a half beautifully appointed bathrooms, and every detail is meticulously crafted for both comfort and elegance. Upon entry, you’re immediately struck by the soaring ceilings and an open, airy design that flows seamlessly from room to room. The expansive living area is bright and welcoming, with large windows framing gorgeous views of the surrounding landscape. The chef’s kitchen is an entertainer's dream, featuring top-tier appliances, an oversized island, and custom cabinetry. It opens up to the formal dining room, perfect for hosting intimate dinners or grand celebrations. The master suite is a sanctuary in itself, with a private sitting area, an inspired bathroom with a soaking tub, walk-in shower, dual vanities, and a spacious walk-in closet. Each of the other four bedrooms is generously sized and access to bathroom, offering the ultimate privacy and comfort for family and guests. A standout feature of the home is the self-contained mother-in-law suite, with its full bathroom—ideal for guests, family. Step outside into the expansive backyard, where you'll find a resort-style pool surrounded by lush landscaping, providing a private oasis. The pool area includes cascading waterfalls, an integrated spa, and ample space for lounging or entertaining. An outdoor kitchen and dining area make this the perfect spot for summer barbecues and pool parties. For entertainment, in the second floor there is a room ready to be set for a theater room. Whether you're hosting movie nights or enjoying the big game with friends, this room offers the ultimate cinematic experience. Beyond the property, the community offers an abundance of luxurious amenities to suit every interest. Residents can enjoy access to a world-class golf course, where rolling fairways and pristine greens await. For those who prefer sports, there are tennis and basketball courts, offering plenty of opportunities for outdoor recreation. The gym is fully equipped with the latest fitness equipment, ensuring you have everything you need to stay in top shape. For those seeking relaxation, the community building is the perfect place to unwind, whether you're hosting an event, attending a social gathering, or simply enjoying the peaceful ambiance. And for nature lovers, the boardwalk through nature is a serene path that winds through the lush surroundings, offering a quiet retreat where you can enjoy walks or jogs with stunning views of the natural landscape. This estate offers the ultimate blend of luxury living, world-class amenities, and unparalleled outdoor spaces. With every detail thoughtfully designed, this is a home where every day feels like a vacation, and no matter what your interests are, you’ll find everything you need right at your doorstep.

273 Portofino Drive, North Venice

916 Macewen Drive, Osprey
$1,612,500
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

228 Saint James Park, Osprey
$1,600,000
3 Beds ⋅ 3 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Experience the charm of this original Bo MacEwen–designed home in The Oaks Clubside. Ideally located on a quiet cul-de-sac, in the Saint James Park enclave, this 3 bedroom residence with 2.5 baths, overlooks the opening hole of the Heron Course. Clean, bright and beautifully updated and maintained, this home has an open floor plan and features high, coffered ceilings, crown molding, French doors and gleaming mahogany floors. Extensively improved, the home has been repainted inside and out, with refurbished flooring throughout (including the garage), new carpeting, a newly renovated laundry room, new pool equipment with a saltwater system, a new driveway, updated fencing, and refreshed landscaping. The open kitchen has been updated and offers quartz countertops, Sub-Zero refrigeration, a wine fridge, beverage drawers, custom cabinetry, walk-in pantry and an island that serves as a breakfast bar. The great room opens to the lanai with pool, spa, and golf views. The split plan provides privacy with a remodeled master suite featuring a spa-like bath and custom walk-in closet. The south side includes an en suite guest room and a third bedroom/office with lanai access and golf views. Additional features include a 2-car garage with epoxy floor and storage, plantation shutters, a newer roof (2020), hurricane shades and new Pella bay windows. Saint James Park offers easy access to all of The Oaks Club’s offerings: tennis. Pickleball courts, croquet lawn, a state-of-the are WellFit Center, and golf facilities. Members enjoy a wide variety of dining options and a robust social calendar.

228 Saint James Park, Osprey

4980 Topsail Drive, Nokomis
$1,600,000
4 Beds ⋅ 5 Baths ⋅ Blackburn Ridge SubDv. ⋅ 34275 Zip Code
One or more photo(s) has been virtually staged. NEW PRICE! MOTIVATED SELLER-BUILDER. A MUST SEE! Stunning BRAND-NEW Custom-Built Home in the gated Blackburn Estates on the Bay! Welcome to 4980 Top Sail Drive, a meticulously designed custom-built residence in the luxurious gated waterfront community of Blackburn Estates on the Bay. This modern coastal home showcases exceptional craftsmanship, elegant architectural detail, thoughtfully curated high-end finishes throughout and truly one-of-a-kind designer finishes throughout. Featuring three ensuites—two guest suites and a luxurious primary—plus a fourth bedroom and full bath at the front of the home, along with a true half bath off the lanai for easy pool access. The gourmet kitchen offers Bosch built-in convection oven and microwave, Bosch cooktop with range hood, custom floor to ceiling cabinetry, slate custom stone island with Kraus Kore stainless-steel sink, Bosch built-in dishwasher, and KitchenAid hidden cabinet refrigerator. A stylish butler’s pantry includes stone counters, Kraus stainless-steel sink, cabinetry and Frigidaire Chez Vous side-by-side refrigerator. Enjoy the expansive lanai with built-in outdoor kitchen, grill, and includes a Whynter 24” dual-zone wine and beverage cooler—perfect for entertaining, located under the covered lighted area and ceiling fan, directly beside the serene custom lap pool with attached spa overlooking the lake. Premium details throughout this home include Moen bath sinks, quartz and high-end stone countertops, Hansgrohe showers with floor to ceiling tile walls and framed glass doors, ALUPROF impact sliders, DDRUTEX impact windows, epoxy garage floor, LG Smart washer/dryer, Yale smart lock on custom front door, and York HVAC system. This is an extremely rare opportunity to own such a high-end custom home in the most desirable of locations, surrounded by multi-million-dollar custom homes along the Intracoastal Waterway, complete with private kayak launch, fishing dock, and kayak/canoe storage. A modern coastal masterpiece, this brand-new home defines Florida's waterfront luxury living. Call today for your private showing before it’s gone!

4980 Topsail Drive, Nokomis

284 Maraviya Boulevard, Nokomis
$1,600,000
3 Beds ⋅ 3 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Is it the floor plan, the lot, the outdoor space, the view—or the million-dollar sunsets? Truly, it’s all of them. This Villa Serena by Emerald Homes offers nearly 3,700 sq. ft. of living space and 80 feet of lakefront in the resort-style community of Toscana Isles. Inside, you’ll find 3 bedrooms, 3 full baths, an office, bonus room, oversized 3-car garage, and elegant finishes throughout. The chef’s kitchen showcases Monogram appliances, a large island, dinette, and walk-in pantry, while the primary suite features enviable closets, water views, and a spa-like ensuite. Thoughtful upgrades include plantation shutters, custom lighting, outdoor kitchen, motorized awning and screens, sound and security systems, custom closets, epoxy garage floor, mini-split AC, and a stunning fireplace wall. Outdoors, the lanai is a private retreat for grilling, swimming, entertaining, or savoring sunsets that rival the beach. Built strong, the home has weathered storms with ease. Located on scenic Lake Awesome, you’ll enjoy quick access to Sarasota Memorial’s new hospital, Nokomis Beach, Legacy Trail, downtown Sarasota, UTC, and SRQ. Toscana Isles offers world-class amenities: tennis, pickleball, bocce, fitness, resort pool, clubhouse, game room, fire pit, and more. Come see this lakefront oasis—you’ll be glad you did. Call today for a private showing.

284 Maraviya Boulevard, Nokomis

325 Sunrise Drive, Nokomis
$1,500,000
0000 - Not Part Of A Subdivision SubDv. ⋅ 34275 Zip Code
Build your dream waterfront home on this exceptional homesite featuring deep sailboat water, no bridges to the Gulf, and breathtaking panoramic views of Roberts Bay. With direct access to the Intracoastal Waterway and the Gulf, this rare property is a boater's paradise. Ideally situated just minutes from both Venice Beach and Nokomis Beach, as well as the shopping, dining, and charm of historic Venice Island, this premier location provides the very best of Southwest Florida's coveted coastal lifestyle. Spend your days on the water boating, fishing, kayaking, paddleboarding, or simply relaxing while enjoying spectacular sunset views from your own backyard. Whether you envision a luxurious waterfront retreat or a custom-designed coastal estate, available floor plans and design options provide the perfect starting point to bring your vision to life. This is a your opportunity to own one of the area's most desirable waterfront properties and create the Florida Gulf Coast home you've always imagined.

325 Sunrise Drive, Nokomis

893 Macewen Drive, Osprey
$1,500,000
Oaks SubDv. ⋅ 34229 Zip Code
Exceptional opportunity to secure a rarely available 0.66-acre vacant lot in the esteemed Oaks Country Club community. Bring your vision to life and build a custom luxury estate with renowned builder Henson Construction. Surrounded by stunning natural beauty and upscale amenities, this prime homesite offers the ideal setting for refined country club living. 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.

893 Macewen Drive, Osprey

221 Lychee Road, Nokomis
$1,500,000
5 Beds ⋅ 4 Baths ⋅ 34275 Zip Code
Gorgeous private deepwater canal-front home with a rare double slip boathouse and seawall. You’ll be thrilled when you enter this spacious home that offers five bedrooms, 3.5 baths plus a separate bonus/game room for a total of 4,166 square feet under air and sits on over half an acre lot. This home has been extensively remodeled, replumbed/re-piped, concrete flood protection system added in 2025. All has been done for you. Enjoy outdoor living with an inviting gazebo, expansive deck along with a beautiful, heated saltwater lap pool. Loaded with closets everywhere and extra storage in the oversized garage. The fenced yard is great for pets, and the wide circular drive offers plenty of parking for a boat or R/V. The boater will appreciate the boathouse, and the quick access to the open water from the deep sailboat water canal with no bridges. The home is minutes from shopping and beaches. A one-year homeowner warranty will be provided to buyers at closing. Visit and you will not believe your eyes!

221 Lychee Road, Nokomis

815 Bayshore Road, Nokomis
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 0000 - Not Part Of A Subdivision SubDv. ⋅ 34275 Zip Code
One or more photo(s) has been virtually staged. Welcome to an exceptional coastal residence on Bayshore Road—offering waterfront living, a private boat lift, and over $190,000 in premium improvements completed within the last few years. This impeccably maintained home blends luxury finishes with major mechanical upgrades, giving buyers true peace of mind. Step into a beautifully renovated chef’s kitchen featuring cherry cabinetry, marble countertops, Bosch appliances (including induction cooktop, microwave/convection speed oven, vent system, and dishwasher), and an RO water system. The adjacent walk-in cherry pantry with built-in pull-out racks offers exceptional storage. The laundry room mirrors the same high-end finishes with cherry cabinetry, marble counters, and an LG stackable washer/dryer. The home’s mechanical and efficiency upgrades are just as impressive. Improvements include: • Full removal of old insulation • Replacement of junction boxes and ductwork • Addition of a second A/C unit • Sprayed-in insulation throughout the entire home and garage—creating a major improvement in heating/cooling efficiency • Addition of a garage window for natural light Outdoor and structural upgrades elevate Florida living even further. Enjoy a brand-new screened lanai/porch, a private 10,000 lb boat lift, and significant property enhancements including: • New agricultural well with a submersible pump and housing • New septic tank (500-gallon) with clean fingers • Full exterior Eufy security camera system This rare property offers the perfect blend of luxury updates, dependable mechanical systems, waterfront access, and Florida charm—all in a prime Nokomis location close to beaches, dining, and shopping. A true move-in-ready waterfront gem—schedule your private showing today.

815 Bayshore Road, Nokomis

325 Osprey Point Drive, Osprey
$1,500,000
3 Beds ⋅ 5 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
**BEAUTIFULLY UPDATED COUNTRY CLUB ESTATE with Ideal Southern Exposure and WATER VIEW** is located in the COVETED, OAKS BAYSIDE Country Club Neighborhood on Little Sarasota Bay. Enjoy the Private and Tranquil, Lake-front setting of this Meticulously Maintained, Timeless residence with Stunning Architectural Detail as designed by Famed Architect, Bo MacEwen, who also designed the breathtaking Oaks Clubhouse. Featuring 3 EN SUITE BEDROOMS, 4 FULL and 1 HALF BATHS, this Open and Split Floorplan offers generous gathering areas. The recently renovated, Light and Bright Country French Kitchen is a chef’s delight, featuring a large island with counter seating, premium stainless steel appliances, stone counters, hardwood cabinets, ample storage including walk-in and closet pantries, etc. The Spacious Primary Bedroom suite features a lovely wall of windows with beautiful lake view, multiple walk-in closets, dual vanities, custom-tiled shower and soaking tub. Custom details include crown moldings, wainscoting, hardwood, tile and engineered hardwood flooring, many built-in features, fireplace etc. French doors from most rooms lead to the screened lanai which overlooks an expansive lake in a serene setting. The Oversized 2-Car Garage features EV Charging and adjacent workshop/storage. Architectural POOL Design is available. THE OAKS-BAYSIDE is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include two, 18-hole championship GOLF courses, award-winning TENNIS 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. 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. **ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO**

325 Osprey Point Drive, Osprey

554 Dove Pointe, Osprey
$1,495,000
4 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Located on a quiet cul-de-sac within the gates of The Oaks Clubside, this custom-built residence at 554 Dove Pointe offers privacy, space, and the refined lifestyle of one of Sarasota County’s most established country club communities. Set on a beautifully landscaped homesite covering more than a half-acre, the property enjoys exceptional curb appeal with a circular drive, mature trees, and a fully fenced backyard—an ideal setting for pets, outdoor play, or peaceful evenings surrounded by nature. Spanning 3,500+ square feet of interior living space, the thoughtfully designed floor plan includes four bedrooms, three-and-a-half baths, and a dedicated study/den, creating flexible space for everyday living, guests, or working from home. The home has been carefully maintained and enhanced with a new roof completed in 2025, providing peace of mind for years to come. A welcoming foyer leads into the main living areas where high ceilings, crown molding, and expansive sightlines create an inviting atmosphere. The living/dining room is anchored by a gas fireplace and wet bar, while walls of sliding glass doors and French doors open to the outdoor living spaces, blending interior comfort with Florida’s year-round indoor-outdoor lifestyle. The chef’s kitchen serves as the center of the home, offering solid wood cabinetry, granite countertops and backsplash, stainless steel appliances, a walk-in pantry, and an expansive island with breakfast bar seating. The space flows seamlessly into the family room and breakfast nook, creating a comfortable gathering area for casual meals and conversation. The primary suite is privately situated and features terrace access, a spacious walk-in closet, and an en-suite bath designed for relaxation with dual vanities, soaking tub, and a walk-in shower. Three additional guest bedrooms are arranged in a split configuration, two featuring en-suite baths and walk-in closets, ensuring privacy and comfort for visitors. Outdoor living is designed for both relaxation and entertaining. The screened lanai and pavered pool deck surround a private swimming pool with raised spa and summer kitchen, creating an inviting setting for gatherings or quiet afternoons at home. Beyond the pool area, the fenced backyard offers an expansive lawn ideal for pets or outdoor enjoyment. Residents of The Oaks Country Club enjoy a gated setting spanning more than 1,000 acres along Little Sarasota Bay. The required membership provides access to an exceptional collection of amenities including two championship 18-hole golf courses, 12 Har-Tru tennis courts, croquet lawns, a fitness center, heated community pool, and multiple dining venues. Ideally located in Osprey between Sarasota and Venice, this home places residents just minutes from the Gulf beaches of Casey Key and Siesta Key, waterfront dining, and everyday conveniences. Nearby cultural destinations such as Selby Gardens, Sarasota Opera House, and The Bay Park anchor Sarasota’s renowned Cultural Coast, while marinas, nature preserves, and scenic trails offer endless opportunities to enjoy the area’s outdoor lifestyle. This property presents a rare opportunity to enjoy private, pet-friendly living on a spacious cul-de-sac homesite within one of Sarasota’s premier golf and country club communities.

554 Dove Pointe, Osprey

1474 Landview Lane, Osprey
$1,450,000
4 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Elevated luxury throughout this Southbay beauty! Step inside this one of a kind two story home and you will feel like you are at a top resort! You will enter the foyer overlooking the living room and dining room area, just perfect for entertaining highlighting a built-in buffet with wine cooler. Open the sliding glass doors ahead and enter the exquisite out door living area, heated salt water pool, spa, outdoor kitchen and dining area, all adding up to the feeling of relaxed elegance. The kitchen is a dream! Top of the line Thermador appliances including a smooth induction top stove, built in oven and microwave and for the ultimate in extravagance - a built in Thermador coffee maker. Quartzite counter tops, over sized island, custom pantry, sliding glass doors to exterior help complete this gathering spot. Located on the first floor is the spacious master suite with triple sliding doors looking onto the lanai area. Master bath with tub and an oversized window looking onto a private zen garden. The spacious second bedroom currently used as an office features corner windows and has a full luxury guest bath right out side its door. The oversized family room with vaulted ceiling and wood beam accents will be a great family retreat with a built in new state of the art fireplace and TV. Unique pebbled wallpaper adorns one wall to help maintain the resort feel. First floor laundry with built in cabinets is also on the first level. Upstairs you will find two nice sized bedrooms plus a full bath with double bowl sinks. The upstairs bonus room is a fun hideaway for a play room, office, or workout room, featuring glass French doors. Plenty of storage in this home with several attic accesses. Other important features include plantation shutters through-out, one new A/C unit in 2025, attic TAP insulation installed 2025, stackable washer and dryer 2024, new GAF coating on TPO flat roof (lanai), interior painted 2024, extensive landscaping 2025 including addition of a side private patio, and lanai wood ceiling 2025 and new hurricane rated glass in double front door. All the beautiful furnishings and decor items in the home are negotiable as well. So many more details you will just have to come and see for yourself. The Southbay Yacht and Racquet Club is a vibrant community with many amenities, activities and offers it’s own marina to residents. The marina dock fees are low and has space for most boat sizes. Also in the marina is a kayak launch and storage on site. The renovated clubhouse offers a fitness center, 99 person ballroom, livingroom, two kitchens, pool, bocce balls, tennis and pickleball. Centrally located between Sarasota and Venice, area beaches, restaurants and shopping. The local favorite restaurant, Casey Key Fish House & Tiki Bar is right down the road! Southbay is a fabulous place to live and play - and as they say, come and buy your boat a home!

1474 Landview Lane, Osprey

76 Osprey Point Drive, Osprey
$1,450,000
3 Beds ⋅ 5 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
OWNER SAYS SELL! No Reasonable offer refused on this home that is already the lowest price per Square foot on the market! COMPLETELY UPDATED IS NOT AN EXAGGERATION! This Bo MacEwen–designed 3-bedroom, 4.5-bath home has been updated from top (RE-TILED ROOF) to bottom, with new luxury flooring surfaces throughout and over $650,000 in renovations. No expense was spared in creating a refined, sophisticated residence that still feels warm and inviting. This home truly shows like new, and a full upgrade list is available upon request. Inside, the spacious layout includes a formal dining room, formal living room, and a cozy den with gas fireplace. Crown molding, tray ceilings, plantation shutters, and custom built-ins elevate the elegance throughout. Multiple sets of French doors open to the very private pool area, filling the home with natural light and enhancing indoor–outdoor living. The chef’s kitchen has been refreshed and features a six-burner Viking gas range with grill, Viking hood, Sub-Zero refrigerator/freezer, butler’s pantry, breakfast bar, and dining nook. The primary suite boasts two walk-in closets and a recent down-to-the-studs, resort-level bathroom remodel—one that would make even the Ritz envious. One guest suite occupies the west wing, while a spacious second-level suite adds comfort and flexibility. Significant structural upgrades include NEW low-E hurricane-impact windows and skylights, roll-down hurricane shutters (front and rear), and a whole-house generator for added peace of mind. Exterior enhancements include a NEW paver driveway and pool deck, extensive landscape lighting, and a very private pool area with new built-in grill and bar. Located in one of the Gulf Coast’s premier country club communities, The Oaks offers two championship golf courses, HAR-TRU tennis courts, pickleball, croquet, and a state-of-the-art WellFit Center. Club membership is required with homeownership.

76 Osprey Point Drive, Osprey

211 Louella Lane, Nokomis
$1,410,000
4 Beds ⋅ 3 Baths ⋅ 34275 Zip Code
Waterfront offering on Lyon’s Bay with an impressive 133 feet of frontage, this 4-bedroom, 3-bath residence presents an exceptional opportunity to embrace true coastal living—or create your own vision through renovation or redevelopment. Situated on approximately ¾ of an acre with no bridges to the Gulf or Intracoastal Waterway, the property is ideally positioned just minutes from Casey Key, Nokomis Beach, and the best of Sarasota and Venice. The expansive lot features a dock, boat ramp, and private pool, providing an ideal setting for boating, entertaining, and enjoying the Florida lifestyle. Inside, a spacious layout offers comfortable living with serene water views from multiple bedrooms, while the generous footprint lends itself to a variety of design possibilities. Whether refreshed, reimagined, or rebuilt, the property offers outstanding potential to maximize its premier waterfront location. Perfectly located near Gulf beaches, shopping, and dining—including favorites like Pop’s Sunset Grill and Pelican Alley—this is a unique opportunity to secure a substantial waterfront parcel and make it your own. A true boater’s paradise with endless possibilities.

211 Louella Lane, Nokomis

6213 Grande Talon Lane, Nokomis
$1,400,000
4 Beds ⋅ 5 Baths ⋅ Talon Preserve On Palmer Ranch SubDv. ⋅ 34275 Zip Code
Back on Market - Buyer's plan changed - One of the last opportunities for this home in Talon Preserve! Oversized lot with great views....4BR/4.5 BA, Den, Loft Pool Home has over $150K in upgrades! Everything is done and ready for move-in. NO FLOOD ZONE - IMPACT WINDOWS - The Layton Model with all the designer touches with beautiful colors flowing throughout. Primary bedroom is calming and neutral, ensuite bathroom and closet has been upgraded with beautiful custom cabinets. Gourmet kitchen with lots of space, 2 ovens, 5-burner gas cooktop, soft-close cabinets, pull-out drawers and a custom pantry with additional refrigerator for added space/convenience. Office has floor to ceiling custom cabinets giving you a cozy work space. Downstairs has two guest bedrooms with their own bathrooms. Owners added a drop zone and custom cabinets in laundry room. Upstairs features wetbar, loft and additional guest bedroom and bathroom. Pool has beautiful view with picture view screen for the unabstructive view of the pond beyond. Outdoor bar and grill completes this space. Talon Preserve has resort style community offers clubhouse, state of the art fitness, pool, pickleball & tennis courts, bocce ball, walking & hiking trails.

6213 Grande Talon Lane, Nokomis

401 N Point Road Unit 701, Osprey
$1,385,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Enjoy luxury living at its finest in this beautiful 3 bedroom, 3 bath residence with a PRIVATE ONE CAR GARAGE plus one parking space under the building. Located in Meridian, behind the secure gates of The Oaks Preserve, you truly feel like you have found the perfect tropical hide-a-away. Situated on the 7th floor, above the treetops, you are treated to an amazing vista taking in Little Sarasota Bay, and beyond to the Gulf, from the screened private balcony. Imagine how relaxing it will be to watch the sun set, painting the sky with vibrant color, at the end of another beautiful Florida day. Located on the north side of the building, this unit is just steps away from the Meridian residents-only pool, hot tub and workout room. And, as club members you can enjoy everything that The Oaks Clubside offers; two championship golf courses, 12 HAR TRU tennis courts, pickle ball and croquet courts, a junior Olympic community pool, state-of-the-art WellFit Center, incredible dining venues and a wide variety of social and recreational options. Club membership required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership.

401 N Point Road Unit 701, Osprey

434 Macewen Drive, Osprey
$1,385,000
3 Beds ⋅ 3 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Meticulously maintained and updated with care, this 3 bedroom, 3 bath + den/study home in The Oaks Clubside offers beautiful views. A mixture between clean modern lines and cottage chic this house feels cozy. Yet it has an open floor plan, soaring ceilings and every room in the house is light and bright. The formal living room opens to the large lanai and pool with Southern exposure. The view over the lake to the Eagle #6 is simply gorgeous! It is one of the most stunning views in the neighborhood. There is plenty of room to host friends and loved ones. Serve a meal in the formal dining room, have a causal lunch in the kitchen nook or at the breakfast bar, or dine al fresco under the large, covered area overlooking the pool. From the luxurious master suite to the guest bedrooms, this home is beautifully appointed and showcases the finest of details and improvements, including a new roof, impact windows and doors and pretty, updated landscaping. The Oaks, Sarasota’s premier golf and country club, offers two championship golf courses, HAR-TRU tennis courts, pickleball, croquet, and a state-of-the-art WellFit Center.

434 Macewen Drive, Osprey

340 Maraviya Boulevard, Nokomis
$1,380,000
3 Beds ⋅ 3 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Start your day with a stroll around the community or a workout in the fitness center, followed by kayaking on Lake Awesome or fishing from your private dock. End the evening with cocktails and a breathtaking sunset over the water—this is Florida living at its finest. This exceptional residence, the 3,152 sq. ft. San Marino model by Emerald Homes, is perfectly positioned on a 77-foot lakefront lot along the 65-acre Lake Awesome. The community is uniquely designed around a chain of lakes connected by charming bridges, creating a tranquil and scenic setting. This elegant home features 3 bedrooms, 3 full baths, a bonus room, an open floor plan, a spacious lanai, and an oversized 3-car garage. Designed for both comfort and sophistication, the home showcases numerous upgrades, including porcelain tile flooring, Electrolux appliances, a large quartz island, an aquarium window in the dinette, coffered and tray ceilings, custom closets and pantry, and Hunter Douglas window treatments. Additional interior enhancements include a custom wood accent wall in the family room, shiplap and cabinetry in the laundry room, and a whole-home Halo LED dehumidifier, air purifier, AO Smith hybrid electric heat pump water heater, and kitchen reverse-osmosis system. The garage is equally impressive, featuring a Mitsubishi mini-split A/C unit, epoxy flooring, ceiling storage racks, a custom hall tree for jackets and sports gear, and an expansive layout that provides ample space for vehicles and hobbies. Outdoor living is elevated to perfection with a saltwater infinity-edge pool and spa, a motorized StruXure adjustable louvered roof system with two zones and rain sensors, a Weather Strong outdoor island with a Fire Magic Echelon built-in gas griddle, privacy screens, a cypress wood ceiling on the lanai, and beautifully integrated irrigation, lighting, and rain gutter systems. The home is also equipped with a 20-kW Kohler whole-home generator supported by two 120- gallon propane tanks, Storm Smart motorized hurricane protection screens, hurricane-rated windows and doors, and a private composite dock offering direct access to the lake. Designed for entertaining, the home’s multiple sliding glass doors create a seamless connection between the indoor and outdoor spaces. Host guests under the covered lanai, cook dinner in the outdoor kitchen, relax in the spa, or enjoy stunning western sunsets over Lake Awesome. This home truly captures the essence of luxurious waterfront living—a perfect blend of elegance, comfort, and everyday paradise.

340 Maraviya Boulevard, Nokomis

500 Shotgun Lane, Osprey
$1,375,000
Pine Ranch SubDv. ⋅ 34229 Zip Code
Truly a rare piece of Florida, a Natural Beauty! More than 11 acres in the heart of it all, west of I-75; Vacant land this size in Osprey’s sought-after Pine Ranch area is now very rare and seldom comes on the market. Discover an incredible opportunity to own 11.69 acres of vacant land in a highly desirable and rapidly growing area! Whether you're an investor, developer, looking to build your dream home, or an equestrian retreat, this expansive property offers endless possibilities. Located at the end of a Cul-De-Sac, this high and dry property is fully fenced and has been cleared. Plenty of Palms, mature Oaks and Fruit trees remain from its days as a tree farm. The lot is simply gorgeous already as-is, with an oversized pond, newly custom built horse barn, several paddocks, a garage and air-conditioned workshop/studio. With this piece of land you also own Shotgun lane itself (29’ width) all the way from Bay St to the gated entrance. It is ready to build and has utilities you can hook into. Current zoning (RE1/RESIDENTIAL ESTATE (1UNIT/2ACRE) allows to build up to 5 homes. Despite its peaceful, country setting, the location could not be more convenient; The renowned Oaks Golf Club is just to the North and acclaimed Pine View High School abuts the property on the South, around the corner you can enjoy the Legacy Trail, Oscar Scherer State Park and Spanish Point, close to shopping, dining, famous Siesta Key & Nokomis beaches, vibrant Sarasota, charming Venice, top-rated schools and health care providers. Whether you're an investor seeking lucrative potential or someone eager to build a personal dream estate this prime land presents an unmatched opportunity in a high demand area with strong appreciation of land values. No matter your choice of use, beautiful nature and serenity will be yours. Call today for a showing.

500 Shotgun Lane, Osprey

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