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$2,925,000
4 Beds 6 Baths Oaks SubDv. 34229 Zip Code
Sited at the end of a quiet cul-de-sac behind the gates of the prestigious Oaks Clubside in Osprey, Florida, this stately traditional custom estate offers refined living in one of Sarasota County’s most exclusive communities. Perfectly positioned on over three-quarters of an acre, the residence boasts serene preserve and fairway views, capturing the essence of Florida luxury living. Inside, discover graciously sized rooms, soaring ceilings, and abundant natural light that fills every space. The formal living room with gas fireplace and the formal dining room provide elegant spaces for entertaining. The open-concept kitchen and family room are the heart of the home, ideal for casual gatherings and everyday comfort. A large kitchen offers a generous walk-in pantry, plentiful storage, and a seamless flow into the family room and outdoor spaces. The primary suite is located on the main floor, offering a tranquil retreat with a spa-like bathroom, separate dressing room, and expansive walk-in closet. An office with fireplace is also on the main level, perfect for work-from-home privacy. Upstairs, two additional bedrooms and a bonus room provide a private haven for guests or multi-generational living. Step outside to the screened and covered outdoor living area, where a summer kitchen, cabana with full bath, and lush landscaping invite indoor-outdoor living year-round. It’s an entertainer’s dream, ideal for both intimate gatherings and grand events. Key features include wind-rated impact windows, new tile roof to be installed with a transferable 20-year workmanship warranty, $800,000+ in updates under current ownership, and situated on an oversized lot with ultimate privacy. As part of The Oaks Club, enjoy world-class amenities including two championship golf courses, 12 Har-Tru tennis courts, pickleball, croquet, a state-of-the-art WellFit Center, and exceptional dining at The Oaks Room, The Overlook, and The Tavern. This is more than a home—it's a lifestyle. Experience the timeless elegance, thoughtful design, and unmatched amenities of The Oaks Club in this remarkable estate.

550 Dove Pointe, Osprey

$2,470,000
4 Beds 4 Baths Oaks SubDv. 34229 Zip Code
A custom-built Baron estate of timeless elegance, overlooking a tranquil lake from a quiet cul-de-sac within one of the region’s most coveted guard-gated communities. Located in Oaks Bayside, oak-canopied streets, private bay access, and a peaceful setting define everyday living—just steps from the community’s private day dock on Little Sarasota Bay for kayaking and sunset views. Offering 5,287 square feet of living space, the home features four bedrooms, an office, a study, and 3½ baths, with a floor plan designed for both refined entertaining and comfortable living. Travertine marble and rich hardwood floors extend beneath coffered and tray ceilings, while aquarium windows and impact glass fill the interiors with natural light and frame serene lake views. A gas fireplace anchors the living room, and surround sound enhances the main living areas, all flowing seamlessly to the screened lanai. The chef’s kitchen is appointed with Wolf and Sub-Zero appliances, an oversized island with bar seating, and a walk-through pantry. A casual dining area adjoins the kitchen, while a separate formal dining room accommodates more formal gatherings. A wet bar with a large-capacity wine refrigerator and custom cabinetry adds a sophisticated entertaining element. The primary suite offers a private sitting area and a luxurious bath with separate vanities, individual dressing areas, private water closets, and two walk-in closets with custom built-ins. Three additional bedrooms are thoughtfully positioned for family or guests, along with a spacious office, separate study, and a five-seat home theater. Outdoors, the expansive screened lanai is designed for year-round living, featuring a pool, spa, fountain, covered seating, and a full outdoor kitchen overlooking the lake and lush tropical landscaping. An elegant circular paver drive and a three-car garage with epoxy floors and extensive storage enhance both form and function. Additional highlights include a whole-home vacuum system, solid wood doors, impact windows, a cedar closet, and abundant storage throughout. Located in Flood Zone X for added peace of mind. The Oaks Country Club offers 2 championship 18 hole golf courses, Tennis, pickleball, croquet, bocce, and an abundance of social activities to stay engaged in all the club has to offer. Ideally located near downtown Sarasota, Siesta Key Beach, and renowned cultural destinations, Oaks Bayside offers a rare blend of privacy and convenience. Membership to The Oaks Club is required. A wonderful opportunity to live in one of the finest country clubs in Florida.

449 Webbs Cove, Osprey

$2,315,000
4 Beds 6 Baths Oaks SubDv. 34229 Zip Code
Premier Waterfront Opportunity in The Oaks Bayside This grand estate home, perfectly positioned on a rarely available direct waterfront lot in the exclusive, gated Oaks Bayside community, offers sweeping views of Little Sarasota Bay and exceptional potential. With its expansive floor plan across three levels, soaring ceilings, and dramatic architectural features, this residence was built to impress—and now invites a new owner to make it their own. The ground floor has been thoughtfully prepared for renovation, providing a blank canvas to bring your vision to life. Whether you imagine a guest or in-law suite, a luxury garage with a gaming lounge, a showcase for your fishing gear, or a green room for potting plants—the possibilities are endless. A private dock awaits your custom design, offering direct access to the open bay and Gulf of Mexico. Just steps from the home, the community dock—exclusively for Oaks Bayside residents—adds even more coastal charm. Fish, launch a kayak, relax and watch the sunset, or gather with neighbors in this serene waterfront setting. Ownership includes mandatory membership in The Oaks Club, unlocking an array of world-class amenities. Set across more than 1,000 acres, the club features two private 18-hole championship golf courses, 14 Har-Tru tennis courts, a croquet lawn, a junior Olympic swimming pool, state-of-the-art fitness center, and a stunning 34,000-square-foot Georgian-style clubhouse. A guest lodge and vibrant year-round social calendar complete this private country club experience. You're not just creating a home—you're curating a luxury lifestyle in one of Florida’s most prestigious coastal communities. This exceptional property is ready for your private tour at your convenience.

112 Osprey Point Drive, Osprey

$2,300,000
4 Beds 6 Baths Oaks SubDv. 34229 Zip Code
This beautiful custom designed home will captivate you from the moment you  enter the front door. Located in the extremely sought after Oaks Country Club, this recently renovated home is sure to impress with picturesque views of the golf course. Privacy and entertaining are at the top of the list for this tastefully remodeled home, offering 4 bedrooms and 5 ½ baths. Marble and wood floors are in the main living areas. You are certain to have plenty of room for visiting family and friends, with a living room, fireplace, and family room all overlooking large pool area, lush landscaping, and golf course. The kitchen is waiting for your culinary skills, with stunning Quartz countertops, an island, a Thermador gas range, complete stainless appliances including double ovens with a warming drawer, extensive wood cabinetry, wine refrigeration and dining space for six. The dining room seats 12 comfortably, has handsome wood floors, and plenty of light. Two full size closet pantries offer plenty of storage space for kitchenware. The study/den has extensive built in shelving for your book collection. hurricane impact sliding doors lead you to the immense lanai, with a completely outfitted outdoor kitchen and fireplace, and multiple seating areas for dining al fresco. The generous pool and spa, all newly surfaced, are sure to complete your lifestyle. The first floor has an extremely spacious owner’s suite complete with a sitting area and three custom designed walk in closets. Also, an exercise or bonus room completes the owner’s wing. The generous bath has a walk in shower, jetted Jacuzzi, and separate vanity areas. An en suite guest bedroom is on the first floor as well. The elevator or stairs take you to the second level where you will find two en suite guest rooms complete with a cozy sitting area. This home is ready for its new owners with newer air conditioning systems, pool equipment, epoxy flooring in the 3 car garage and professional landscaping. The Oaks Country Club is a Platinum Club of America, and Emerald Club, offering two 18 hole golf courses, tennis, pickleball, croquet, fitness center, dining, and an extremely active social calendar. No need to look further, this is the one! Membership is required. Conveniently located to beautiful beaches, the Legacy

896 Macewen Drive, Osprey

$2,300,000
4 Beds 4 Baths Oaks SubDv. 34229 Zip Code
**BRILLIANTLY DESIGNED AND RENOVATED, CUSTOM GOLF COURSE ESTATE with SPECTACULAR WATER and GOLF COURSE VIEWS** is situated on the 8TH Green complex of the Interior HERON GOLF COURSE and is located on a tranquil, 0.59 Acre cul-de-sac lot behind the Secure Gates of The Oaks Country Club neighborhood. Featuring 4 Bedrooms PLUS Large Study/Den, 3 Full and 1 Half Baths, this Open Floorplan with Soaring Ceilings, Custom Built-Ins, Crown Moldings, Engineered Hardwood flooring and discerning architectural details throughout is ideal for entertaining both inside and out! The Impressive NEW Kitchen features Quartz Counters, Premium Stainless Steel appliances including Wolf and Subzero brands, and Large Island with seating area. The Expansive Primary Bedroom Suite entails a Bonus sitting area, multiple walk-in closets with custom built-ins and spacious bath with dual vanities, custom-tiled shower and large soaking tub. Oversized Guest Bedrooms in a private guest corridor are ideal for hosting your family and friends. Incredible Outdoor Entertaining area features a large, covered seating area and Heated Pool in an Expansive, Screened Lanai with an Ideal Southwestern Exposure. NEWer ROOF (2019), Hurricane Impact Windows & Doors (2020-2021), NEW Laundry Room and Much More! 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 and AERIAL VIDEO**

264 Saratoga Court, Osprey

$2,100,000
4 Beds 4 Baths Oaks SubDv. 34229 Zip Code
**INCREDIBLE TRANSFORMATION OF THIS MOVE-IN READY, GOLF COURSE ESTATE** From the Reimagined Entryway and through the Stunning Iron double front door, you will be captivated by the attention to detail throughout this elegantly appointed residence located on an Over Half Acre, Private lot on the Interior, Heron Golf Course in the highly-sought after, OAKS COUNTRY CLUB community. The recently completed, extensive renovation throughout its expanded footprint with 4-BEDROOMS, NEW Office/Den Addition and 4 FULL BATHS, entails NEW tile and engineered hardwood flooring, crown moldings, custom built-ins, Hurricane Impact Windows and Doors, designer window treatments, etc. The sophisticated Kitchen features a large island seating area, beautiful hardwood cabinets, quartz countertops, premium stainless steel appliances including WOLF, KitchenAid, Etc. The extensive Owners’ Suite showcases herringbone pattern engineered hardwood floors, multiple walk-in closets with custom built-ins and an impressive primary bath adorned by a gorgeous chandelier and featuring separate vanities, oversized custom-tiled shower, soaking tub, separate water closet, plantation shutters, etc. With its private setting and ideal Southwestern Exposure, the Expansive screened lanai offers multiple covered areas with NEW outdoor kitchen and separate Bar seating area with adjacent Full pool bath, a wonderful Pebbletec, Heated, Saltwater Pool & Spa, and attractive pavered deck. 3-CAR GARAGE offers ample storage. The Oaks is a distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 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 and AERIAL VIDEO**

889 Macewen Drive, Osprey

$2,035,000
3 Beds 3 Baths Oaks SubDv. 34229 Zip Code
Virtually Staged. **BRILLIANTLY UPDATED, MOVE-IN READY, GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** offers an Ideal Southern-Exposure and View across the 3rd Fairway of the Interior, HERON GOLF COURSE. Situated on an Oversized 0.71 Acre Lot with Circular Driveway and manicured landscape, this Extensively Renovated Home offers 3 BEDROOMS + STUDY/DEN, 3 FULL BATHS, High Ceilings, Crown Moldings, Gas Fireplace, Engineered Hardwood Flooring, Spacious Kitchen with New QUARTZ Counters and Stainless Steel appliances including premium brands such as SUBZERO and KITCHENAID, 3-Car Garage, Etc. An Expansive Primary Bedroom Suite features multiple walk-in closets, dual vanities, soaking tub and custom-tiled shower. The Expansive screened lanai features a Heated Pool & Spa, Outdoor Kitchen and ample entertaining space in a private and serene setting. NEW FEATURES include ROOF, Hurricane Impact Windows & Doors, Flooring, Countertops, Appliances, Pool Cage, Newly Resurfaced Pool & Spa, newly Pavered driveway and pool deck, etc. 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.

600 Eagle Watch Lane, Osprey

$1,865,160
4 Beds 4 Baths Oaks SubDv. 34229 Zip Code
**IMPRESSIVE GOLF COURSE ESTATE IN THE HIGHLY SOUGHT-AFTER OAKS COUNTRY CLUB** Situated on an oversized 0.59-acre lot, this exceptional, meticulously-maintained residence features many upgrades and offers breathtaking garden and golf course views in a private, serene setting. Impressive curb appeal and beautifully manicured landscaping welcome you into a beautifully appointed home featuring 4 BEDROOMS plus a STUDY/DEN, 3 FULL and 1 HALF BATHS. Inside, you’ll find high ceilings, elegant crown molding, a cozy fireplace, plantation shutters, custom built-ins, and rich hardwood flooring throughout. The spacious kitchen is designed for both functionality and style, showcasing granite countertops and black stainless KitchenAid appliances. The expansive primary suite is a true retreat, complete with multiple walk-in closets, dual vanities, a soaking tub, and a custom-tiled shower. Enjoy Florida living at its finest on the screened lanai, featuring a heated pool and spa, travertine marble pool deck, and a large covered entertaining area—all overlooking tranquil golf course and garden views for ultimate privacy. Additional highlights include a 3-car garage and thoughtfully designed indoor-outdoor living spaces perfect for entertaining or relaxing. 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**

448 E Macewen 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

$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

$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

$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

$1,495,000
3 Beds 3 Baths Oaks SubDv. 34229 Zip Code
Experience the unparalleled charm and convenience of this golf course home in The Oaks Club, the country club community designed by noted Sarasota architect Bo MacEwen. 228 Saint James Park is an original Bo MacEwen design, is located on the leafy and quiet Saint James Park cul-de-sac, and directly overlooks the opening hole of the Heron golf course. This single-floor three-bedroom, two-and-a-half bath will captivate you from the moment you step inside with its open floor plan, high, coffered ceilings with extensive crown moldings, and generous French doors providing wonderful lighting, beautiful views to the lanai, swimming pool, spa, and the Heron golf course itself. 228 provides mahogany flooring in most areas, and a completely redesigned and updated kitchen with quartz countertops, Sub-Zero refrigerator, wine refrigerator, cooktop, microwave, two beverage-cooling drawers, center island, custom cabinetry, and walk-in pantry. The great room is perfect for entertaining and flows seamlessly onto the lanai that overlooks Heron #1. The split floor plan has ensuite sleeping and bath areas on each side of 228: the master suite on the north side of the home features a completely remodeled spa-like bath and soaking tub, separate glassed-in shower, stylish lighting, and a generous, custom walk-in closet. On the south side of 228 is the ensuite guest area with the spacious second bedroom and fully renovated guest bath. The third bedroom is on this south side of the home as well, and is currently being used as the residents’ office, which enjoys pleasant, direct views of Heron #1 also and direct access to the lanai and pool. Numerous details associated with this home a two-car garage with epoxy floor, storage areas, and refrigerator/freezer, French doors, plantation shutters, newer roof (2020), plantation shutters, hurricane shades, walled-in motor court, and new bay windows by Pella. Saint James Park is the residential area closest to the athletic facilities of The Oaks Club, so SJP residents can easily walk or bike to the tennis courts, pickleball courts, Well-Fit Center, or golf pro shop. Residents enjoy both casual and fine dining, as well as a social atmosphere that encourages all to stay engaged in all that The Oaks Club offers. For those electing golf memberships, the ability to play the two courses here is immediate….no waiting period! And The Oaks Club has been designated a Platinum Club of America and an Emerald Club, signifying its standing among the finest country clubs in Florida and the nation. Schedule a showing today!

228 Saint James Park, 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

$1,300,000
3 Beds 4 Baths Oaks SubDv. 34229 Zip Code
METICULOUSLY MAINTAINED AND THOUGHTFULLY UPDATED, THIS EXCEPTIONAL RESIDENCE IS PRIVATELY SITUATED ON A SERENE LOT WITH BEAUTIFUL GARDEN AND PRESERVE VIEWS. Located in Flood Zone “X” (no flood insurance required), the home is tucked behind the secure gates of the highly sought-after Bayside neighborhood within The Oaks Country Club, just steps from Little Sarasota Bay. The home offers 3 En Suite Bedrooms, 3 Full and 1 Half Baths. The Updated Kitchen features Quartz countertops, custom hardwood cabinetry, and premium appliances, including Sub-Zero and Wolf. A cozy family room with a wood-burning fireplace provides an inviting gathering space, while impressive Brazilian cherry hardwood flooring enhances the living and dining areas. The spacious primary suite includes a walk-in closet and a luxurious bath with dual vanities, a custom-tiled shower, and a soaking tub. Outdoor living is highlighted by a large screened and covered entertaining area, along with a stunning open-air pool overlooking the tranquil preserve. Additional features include a circular driveway and a peaceful, private setting. RECENT UPDATES include Hurricane IMPACT Windows (2019), HVAC (2021), ROOF (2014), Flooring (2020), Etc. 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. **ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO**

25 Sugar Mill Drive, Osprey

$995,000
3 Beds 2 Baths Oaks SubDv. 34229 Zip Code
Welcome to Emerald Woods, a desired cul-de-sac within The Oaks Preserve, and this private Lee Wetherington custom home that will check all the boxes, and more. Situated on one of the largest lots and surrounded by preserve for privacy, you’ll find essence and elegance as the color palette interplays with natural light, and the southern facing lanai and pool will be where you can enjoy the maintenance free lifestyle, and the quality of life second to none. Enter the foyer through 8’ insulated front doors with impact glass, and 12’ high ceilings with wide decorative crown molding. Designer exceptional interior and exterior details and finishes are completed and tastefully appointed. The kitchen offers custom 42” wood upper cabinetry with over and under cabinet lighting, granite countertops, a decorative tile backsplash, center island with base cabinetry, a pantry with rollout shelving, stainless appliances (2023), and a seamless glass aquarium window in the breakfast nook. The great room has 17” stone tile flooring, custom built-in cabinetry and a custom designed stone fireplace with electric logs. The open floor plan dining room has a hand painted tray ceiling, and a built in buffet with a granite top and 42” upper cabinets with glass inserts. A fantastic escape awaits when you walk out your sliding glass doors to the outdoor oasis that includes a newly resurfaced custom designed pool and spa with a waterfall feature and a new pool screen and cage with a panoramic view maximizing the enjoyment of the outdoor space. A dry bar/buffet makes entertaining outdoors so easy. The primary suite offers an extended office/owner’s retreat with a custom designed built in desk and cabinetry, handsome bamboo wood floors, two large walk-in closets with built-ins, a primary bath with new vanities, undermount sinks, and designer brass and chrome fixtures. The second light and bright guest suite has wood floors, a bay window with plantation shutters and an ensuite custom designed bath. Additional special features include a new roof (2023) new landscaping and sod, a paver brick driveway, and an oversized 2 car garage with tandem parking for a 3rd car and tons of storage and cabinetry. Experience the best in this move in ready home, and begin your lifestyle at The Oaks Country Club, with the best location in Sarasota County. Centrally located to all the beautiful beaches and offering two 18 hole championship golf courses, tennis, pickleball, croquet, fitness center, dining, and a wide variety of social options. The Oaks is a Platinum Club of America, an Elite Distinguished Club of The World, and best of all there is no waitlist for a golf or social membership! Don't wait to begin your terrific and exceptional lifestyle!

105 Turquoise Lane, Osprey

$765,000
3 Beds 3 Baths Oaks SubDv. 34229 Zip Code
**STUNNINGLY UPDATED CONDO with Breathtaking Water & Preserve Views that rival those of higher floors!** This LARGE, CORNER UNIT of nearly 2800sf features 3-Beds & 3 Full Baths PLUS Study/Den (or possible 4th Bedroom with Walk-In Closet) and 2 side-by-side Covered Parking Spaces near elevator, Etc. and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator foyer entrance, you will be enthralled by the Stunning View of Little Sarasota Bay and the Gulf of Mexico. The brilliantly RENOVATED, Light and Bright interior boasts a spectacular Kitchen with large waterfall island with seating area, Quartz countertops and Newer Stainless-Steel appliances, while other premium features include Plantation and Hurricane Shutters, Luxury Vinyl Plank and tile flooring, Crown moldings, Updated bathrooms with Quartz counters, NEW HVAC (2025), etc. The Owner’s Bedroom Suite features a Walk-in Closet, Custom Tiled Shower, Soaking Tub and Dual Vanities. The Spacious Balcony offers an ideal western exposure for enjoying gorgeous sunsets! Includes Climate-controlled Storage unit. This MERIDIAN I Condo Tower boasts a New Roof (2024) and New Elevators (2025 – in progress). Meridian Condo residents enjoy private amenities including Heated Pool & Spa, Fitness and Outdoor Grill in addition to The Oaks Club’s main campus of amenities. 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**

385 N Point Road Unit 404, Osprey

$655,000
3 Beds 4 Baths Oaks SubDv. 34639 Zip Code
One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! MOTIVATED SELLER! SELLER OFFERING $5,000 to buyers as closing cost incentive. Welcome to this stunning 3-bedroom, 4 bath, plus private pool home that seamlessly blends luxury, comfort, and functionality. Perfectly designed for both relaxation and entertaining, this home offers everything you need to enjoy the Florida lifestyle. This home comes with an expansive screened lanai and heated saltwater pool built in 2018. The outdoor kitchen is fully equipped, perfect for BBQs or quiet evenings under the stars. The fully fenced backyard offers plenty of space for fruit trees, a place to roam for pets, or enjoy the amazing amount of land. The property includes a large workshop with electricity ideal for projects or extra storage. Kitchen comes updated with granite countertops and painted cabinets. Den provides the perfect flex space for a home office, gym, or guest room. Notable updates includes AC & ductwork (2020), roof (2021), water filtration system, and saltwater pool with electric heater. Conveniently located minutes away from Tampa Premium Outlets, Wiregrass Mall, Wesley Chapel's entertainment and restaurants, as well as Interstate 75! NO HOA, NO CDD! Schedule a tour today!

25555 Oaks Boulevard, Land O' Lakes

$540,000
3 Beds 3 Baths Oaks SubDv. 34639 Zip Code
Rare opportunity to own a beautiful home situated on a sprawling 1.75-acre corner lot in one of Land O' Lakes' established neighborhoods! Offering the perfect blend of privacy, space, and convenience, this property provides plenty of room to spread out while remaining close to shopping, dining, schools, and major roadways. Step outside and enjoy your own private Florida oasis featuring a screened-in swimming pool, perfect for relaxing, entertaining guests, or enjoying year-round outdoor living. The expansive lot offers endless possibilities for gardening, recreation, additional parking, or future enhancements. Inside, you'll find a welcoming floor plan with comfortable living spaces designed for everyday living and entertaining. Whether you're looking for room to grow, a peaceful retreat, or a property with plenty of outdoor space, this home delivers exceptional value and endless potential. Properties offering nearly two acres, a corner lot, and a screened pool in an established neighborhood are hard to find. Don't miss your chance to make this exceptional Land O' Lakes property your next home!

25520 Oaks Boulevard, Land O' Lakes

$450,000
4 Beds 2 Baths Oaks SubDv. 34746 Zip Code
Welcome home to 2117 Putter Place, located within The Oaks, a serene, amenity-rich golf community ideal for families and snowbirds alike. Surrounded by expansive green space and championship golf, this community offers private pool homes and a perfect balance of lifestyle and convenience in the heart of Kissimmee. This well-maintained, updated home features a peaceful water view and provides added confidence with major system upgrades, including a newer roof (2022), HVAC (2024), water heater (2024), pool heater (2024), and a brand-new pool pump (2025). Enjoy the Florida lifestyle from your private pool while being minutes from popular destinations such as The Loop for shopping and dining options, the Lake Tohopekaliga waterfront, and Shingle Creek Regional Park for kayaking or biking. Easy access to US-192, John Young Parkway, and the Florida Turnpike, plus you’re less than 30 minutes from Orlando International Airport, Lake Nona Medical City, and Walt Disney World Resort. Whether seeking a primary residence, second home, or investment opportunity, this property delivers location, lifestyle, and long-term value. Schedule your tour today!

2117 Putter Place, Kissimmee

$161,000
2 Beds 2 Baths Oaks SubDv. 34234 Zip Code
Welcome to Village Gardens, where lush tropical landscaping greets you as you enter the community, instantly creating a peaceful and tranquil setting. Located at 5003 Village Gardens Drive, this attached 2-bedroom, 2-bath villa offers comfortable living in a highly desirable community. The open living and dining area features high ceilings and a clerestory window, filling the main living space with natural light. A large enclosed Florida room/lanai provides additional space for relaxing or entertaining and opens to a private brick patio—perfect for morning coffee or dining al fresco. Inside, you’ll find two generously sized bedrooms and bathrooms, with tile flooring throughout the home except in the second bedroom. Ceiling fans in most rooms help keep the home comfortable year-round. The kitchen offers ample counter and storage space, and as a gas community, the home includes a gas range and gas water heater. A full-size washer and dryer are conveniently located in the interior laundry closet. The brand new covered carport accommodates two vehicles. This home can be sold furnished (with all current furnishings included). Village Gardens is known for its active lifestyle and strong sense of community, offering a heated pool, pickleball/tennis, and shuffleboard courts, a clubhouse with a fully equipped kitchen, library, billiards, and even a car wash area. The main entry road has been recently recoated, and community-maintained roofs have been replaced within the last few years, providing peace of mind. Residents truly love living here—take a drive through the community and see for yourself. All of this is ideally located near Sarasota Airport, downtown Sarasota, beautiful beaches, museums, UTC Mall, and more.

5003 Village Gardens Drive Unit 39, Sarasota

$108,755
2 Beds 2 Baths Oaks SubDv. 34232 Zip Code
Welcome to 219 Amherst Ave, a property that exudes elegance and sophistication. The kitchen is a chef's dream, boasting stainless steel appliances that add a modern touch to the space. The appliances are not only aesthetically pleasing but also durable and easy to maintain. The property is a testament to fine living, with every detail meticulously designed to ensure a high standard of comfort and convenience. This property is a perfect blend of style and functionality, making it a great investment. Experience the joy of living in a home that is designed with a keen eye for detail and a commitment to quality. Don't miss out on this opportunity to own a piece of elegance. Included 100-Day Home Warranty with buyer activation

219 Amherst Avenue Unit 105, Sarasota

$100,500
3 Beds 2 Baths Oaks SubDv. 32605 Zip Code
LOW PRICE! Welcome to Unit 912 at The Oaks, a well maintained 3-bedroom, 2-bathroom condo tucked away in one of Gainesville’s most convenient locations—just behind the Oaks Mall on Newberry Road. Spanning over 1,200 square feet, this second-floor end unit offers peaceful pool views from two private porches, including a fully screened-in balcony perfect for morning coffee or evening relaxation. Sliding glass doors flood the open living area with natural light, creating a bright and inviting atmosphere. Inside, you’ll find a spacious layout with a full-size washer and dryer conveniently located in the unit, plus a brand-new roof on Building 9. The Oaks community features a pool, lush landscaping, and plenty of parking. Location doesn’t get better than this: steps from Starbucks, BJ’s Brewhouse, and dozens of shops and restaurants at the Oaks Mall, with quick access to I-75. The University of Florida is just a short drive down Newberry Road, and Santa Fe College is also nearby. Don’t miss your chance to own this unit! Schedule your private showing today.

6519 W Newberry Road Unit 912, Gainesville

$95,000
1 Beds 1 Baths Oaks SubDv. 32605 Zip Code
This super cute one bedroom one bath condo is move-in ready! Great ground floor unit with a screened in porch for enjoying coffee in the mornings. The bedroom is spacious and has large double closets. Extra storage in the hallway as well! Great sized, updated bathroom with tub shower combo and large linen closet. Renovated kitchen with plenty of cabinet and counter space. Stainless steel appliances. LVP wood grain flooring throughout the entire unit. In unit washer and dryer convey just for you! Perfect location, walking distance to the Oaks Mall and restaurants and just a couple hundred feet from the massive pool! Close to North Florida Regional Hospital, UF, Santa Fe College and on 3 different bus routes. Community features a pool, gym, dog walking areas, and clubhouse. This would be a great investment or perfect for a savvy student. Come see it today!

6519 W Newberry Road Unit 1006, Gainesville

$87,900
2 Beds 2 Baths Oaks SubDv. 32605 Zip Code
This cute 2 bedroom, 2 bathroom Condominium with 1003 square feet has been completely remodeled. Kitchen has new cabinets, granite countertops and all new appliances. Ceramic tile flooring thorough out entire home. Inside freshly painted. Both bathrooms also have new tubs, toilets, cabinets and marble countertops. Paddle fans in all rooms. Inside, you’ll find a spacious layout with a full-size washer and dryer conveniently located in the unit. Sliding glass doors give the living area natural light creating a bright and inviting atmosphere. Screened Enclosed porch where you can relax without the hassle of yard maintenance. This is the opportunity to transition from renting to owning your beautifully updated home. The Oaks community features a pool, exercise room and plenty of parking. Location doesn’t get better than this: steps from Starbucks, BJ’s Brewhouse, and dozens of shops and restaurants at the Oaks Mall, with quick access to I-75. The University of Florida is just a short drive down Newberry Road, and Santa Fe College is also nearby. Don’t miss your chance to own this unit!

6519 W Newberry Road Unit 811, Gainesville

$85,000
2 Beds 2 Baths Oaks SubDv. 32605 Zip Code
Huge Price improvement! Updated 2-Bed, 2-Bath Condo in The Oaks – Prime Location! This beautifully updated second-floor condo in The Oaks features modern upgrades and a smart layout. The kitchen is equipped with sleek stainless steel appliances and solid stone countertops, perfect for cooking and entertaining. Tile flooring flows throughout the common areas, while the bedrooms are carpeted for comfort. Enjoy the convenience of a new water heater and efficient living, with average GRU bills averaging just ~$130/month. The spacious primary bedroom includes a large walk-in closet, and the second bedroom offers plenty of room for guests or family. Step outside onto the expansive screened-in balcony, ideal for relaxing or enjoying the outdoors. The Oaks is ideally located with public transportation offering easy access to the University of Florida, Santa Fe College, and North Florida Hospital. Direct bus routes along Newberry Rd. make commuting simple. Community amenities include a refreshing pool, a fully equipped fitness center, and a clubhouse, providing a lifestyle of convenience and leisure. Whether you're looking for a primary home or an investment property for your student at UF or Santa Fe, this condo offers excellent rental potential. Airbnb and short-term rentals are allowed!

6519 W Newberry Road Unit 105, Gainesville