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449 Webbs Cove, 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
600 Eagle Watch Lane, 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
448 E Macewen Drive, 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
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
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
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
25 Sugar Mill 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
24201 Oaks Boulevard, Land O' Lakes
$1,100,000
4 Beds ⋅ 5 Baths ⋅ Oaks SubDv. ⋅ 34639 Zip Code
Set behind a private gate on 10 wooded acres, 24201 Oaks Boulevard offers a combination rarely found this close to Tampa: a 2006-built residence, exceptional garage and workshop capacity, enduring privacy, and everyday conveniences only minutes away. A long private drive winds beneath a mature canopy of live oaks, sabal palms, and southern magnolias, keeping the home completely hidden from the road. Built for himself by its owner, a licensed Florida general contractor with more than 30 years of experience, the property reflects the functionality and forethought of someone who understands how a home and its infrastructure should perform. Inside, 10-foot ceilings establish generous scale throughout the 4-bedroom, 3.5-bath residence. The kitchen is designed for real use, with 100% wood cabinetry and commercial-grade KitchenAid appliances including a 48-inch gas 8-burner cooktop, double ovens, and 48-inch refrigerator. Two gas fireplaces add warmth, while surround sound extends through the living room, dining room, game room, formal living room, and rear porch. The spacious primary suite is framed by multiple windows overlooking mature greenery, while the game room adds another entertaining environment with its own wet bar. Expansive front and rear porches bring the acreage into everyday life, creating shaded spaces for quiet mornings, gatherings, and evenings outdoors. For the right buyer, the workshop may be one of the property's most compelling features. Separate from the home's 4-car garage, the approximately 2,000-square-foot concrete-block building offers three enclosed bays with 12-foot-wide by 14-foot-high overhead doors, providing clearance for motorhomes, boats, trailers, trucks, jet skis, and other recreational equipment. There is room for approximately six vehicles without lifts, or potentially nine with a properly configured storage-lift setup. A 9,000-pound hydraulic auto lift, welding outlets, an air compressor, a finished office, and a full bathroom provide genuine utility for automotive work, trades, collections, equipment, or serious hobby use. The infrastructure is equally purposeful. A 22kW whole-house Generac generator provides backup power, while private well and septic service are complemented by a maintenance-free filtration system for iron and sulfur. The roof was replaced in 2025 and carries a GAF Gold Pledge 50-year manufacturer warranty. Outside, the ten acres offer freedom that is increasingly difficult to replicate, with no HOA and room for horses, gardens, recreational vehicles, a future pool, or simply open space and privacy. Directly across Oaks Boulevard, more than 7,400 acres of protected Cypress Creek Preserve reinforce the property's sense of seclusion and scale. Yet that privacy comes without isolation: Tampa Premium Outlets, Costco, recreation, I-75, and more than 45 restaurant and coffee options are within approximately 10 minutes, while downtown Tampa and Tampa International Airport can be reached in under 30 minutes. It is a rare combination of genuine acreage, everyday convenience, and direct access to the broader Tampa Bay area. Market research reinforces how unusual that combination is: a home built in 2000 or later on 10 or more contiguous acres this close to a major commercial corridor appears in MLS records less than once every 5 years. 24201 Oaks brings together privacy, freedom, recreation, serious utility, and proximity in a setting that would be extraordinarily difficult to recreate.

24201 Oaks Boulevard, Land O' Lakes
25520 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
219 Amherst Avenue Unit 105, 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
6519 W Newberry Road Unit 911, Gainesville
$95,000
3 Beds ⋅ 2 Baths ⋅ Oaks SubDv. ⋅ 32605 Zip Code
3/2 Condo in the heart of Gainesville walking distance to Oaks Mall and restaurants. Newer kitchen with stainless steel appliances. New AC 2022. Live or rent as long term or ABNB to many visiting Gainesville all year round.

6519 W Newberry Road Unit 911, Gainesville
6519 W Newberry Road Unit 1006, 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
6519 W Newberry Road Unit 811, 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
6519 W Newberry Road Unit 309, Gainesville
$87,500
2 Beds ⋅ 1 Baths ⋅ Oaks SubDv. ⋅ 32605 Zip Code
2 bedrooms, 1 bathroom Corner Unit with 1164 square feet. Living/Dining room with High Vaulted Ceilings, Laminate Flooring and Glass sliding doors that lead out to screened porch. Kitchen cabinets were done in 2019en has new cabinets. Master bedroom with walk in closet and glass sliding doors that open to the porch. Windows were replaced approximately 1.5 years ago along with the electrical outlets. Laundry closet that fits a full-size washer and dryer. This unit just needs interior painting and new flooring in the bedrooms. Perfect opportunity to transition from renting to owning your own home or a great rental investment. 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 309, Gainesville

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