OAKS Homes for sale in Osprey

All OAKS homes currently listed for sale in Osprey as of 05/21/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Osprey homes for sale or other Osprey real estate, please contact us and one of our knowledgeable Osprey REALTORS® would be pleased to assist you.

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$4,450,000
112 OSPREY POINT DR, Osprey FL 34229
6
BEDS
7
BATHS
8,973
SQFT
$496
$/SQFT
0.60
ACRES
1989
BUILT
"Most desirable location in The Oaks Bayside Country Club; truly a boater's Dream! Featuring your own Private Dock with 3 Power Lifts..12,000/16,000. Driving thru this Private Gated Community you are surrounded by a Canopy of Mature Oak trees. The Grand circular driveway leads into a Double Grand Stairway to the Double doors. The Ambiance of the custom 22+ft. ceilings with 3 Custom Stone Fireplaces with new Hardwood and Stone floors through out. Its Magical View of the Bay with the Amazing sunsets are perfect for Entertaining to Comfort Living. 1 Million in custom renovations (see Attachments). Extra large Master Suite with incredible Bay views. 5+ Garage for the custom car collector. Large non conforming In-Law Suite. The Oaks is a Five Star Platinum Club."
* LISTED OVER 120 DAYS 
$2,790,000
136 OSPREY POINT DR, Osprey FL 34229
5
BEDS
8
BATHS
6,461
SQFT
$432
$/SQFT
0.67
ACRES
2005
BUILT
"Opportunity of a Life Time! This magnificent three-level mansion is located in the exclusive private gated community Oaks Bayside. This home is priced to sell and is below market and replacement value. Exquisite Brazillan cherry wood flooring through out. The Amazement just begins as you open the double mahogany door a Grand Foyer which features 22 ft. ceilings with custom molding thru out. Spacious open floor plan opens up to kitchen and family room offering a full bar area with 150+ bottle wine cooler. Large poolside lanai area featuring an infinity edge heated swimming pool,spa, fully equipped summer kitchen with sunset overlooking Little Sarasota Bay Oaks Country Club rated 2019-2020 Platinum Clubs of America."
* LISTED OVER 120 DAYS 
$1,795,000
91 OSPREY POINT DR, Osprey FL 34229
4
BEDS
6
BATHS
5,100
SQFT
$352
$/SQFT
0.40
ACRES
1983
BUILT
"Iconic architecture in Sarasota s premiere golf and country club. This magnificent 4-bedroom estate was designed and built by Bo MacEwen and brims with the essence of warm, Southern hospitality. Bo was the original architect for The Oaks and he created this lakefront testament to form, symmetry, and serenity as his own residence. Renovated in 2017, every detail expresses an effortless sense of style & charm. Step inside the regal entry gallery with 12 ceilings and black & white marble floors. Host unforgettable evenings in the lavish living room with paneled gas fireplace, built-in bookshelves, and French doors leading to screened porch with long lake views. Let the spirit of culinary adventure take over in the new kitchen with custom cabinetry, Sub Zero refrigerator, Wolf range, quartz countertops & porcelain tile flooring. Master suite is designed as an inner sanctuary where lake views are in concert with elaborate details including moldings, bamboo floors, fireplace, and dressing room. Luxuriate in the master bathroom with large shower, marble tile & elegant vanity. Three additional en suite bedrooms are spaced throughout the home to maximize privacy for your guests. Exterior living spaces are perfectly in tune with gardens, lush landscaping & the private natural surroundings. New saltwater pool with travertine terracing overlooks the lake. The Club boasts two 18-hole championship golf courses, first class amenities, while Sarasota s cultural treasures and white-sand beaches are moments away."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,995,000 TO $1,795,000 
$1,500,000
425 E MACEWEN DR, Osprey FL 34229
5
BEDS
6
BATHS
5,153
SQFT
$291
$/SQFT
0.62
ACRES
1999
BUILT
"This spacious 5 bedroom, 5.5 bath home offers over 5,100 square feet of living space and overlooks the par 3 fourth hole of The Oaks Heron Course. The huge gourmet kitchen features top of the line stainless steel appliances including a gas range. You will love custom-designed backsplash and gorgeous granite. The master bedroom is light and bright with a gas fireplace and coffee bar. This is the perfect place to get ready for a busy day on the course or at the beach, or to end it, relaxing in the lap of luxury. The master bath is ready for the cover of a designer magazine, with lovely marble floors, glass shower, granite countertops, and a great soaker tub. The other 4 large bedrooms each have their own bathroom. Five sliding doors, two that pocket into the walls, allows the outside to come in. Use this incredible lanai with an outdoor bar and kitchen, dining area, pool and spa to entertain day or night, while taking in beautiful views. You will love this home so much you may never want to leave it, but when you do, you can take advantage of all the amenities of The Oaks, a 2019-2020 Platinum Club of America, with two championship golf courses, an award-winning tennis program, a state-of-the-art fitness center and a wide variety of dining, recreational and social offerings. Club membership is available and required."
* PRICE INCREASED - $1,475,000 TO $1,500,000 
$1,500,000
168 COASTAL HAMMOCK CT, Osprey FL 34229
3
BEDS
4
BATHS
4,924
SQFT
$305
$/SQFT
0.48
ACRES
1993
BUILT
"Bayfront in the Oaks. Custom designed walled Mizner-style estate in private cul-de-sac location with a 5 stop elevator. Views from several areas showcasing the gulf and bay. Very livable floor plan with expansive master suite offering a separate sitting room and octagonal bath all separate on its own level. Upstairs guest area has its own media room and small bar. Solid wood doors, extensive woodwork and built-ins, impact doors and windows, top floor sun deck, hand carved stone fireplace and entry columns lend a distinctive elegance to the house. Shellstone entry of 14' vaulted ceiling, banked by French doors and windows overlooks a suspended pool deck above the back lawn and preservation area. Kitchen features Sub-zero, Asko dishwasher and new island cooktop surrounded by granite. Small wet bar with wine refrigerator is adjacent to the living room and family area. This home is filled with light and the privacy and quiet is unmatched. Canoeing and kayak water to the back, no dock allowed. A spectacular location in the top country club in Sarasota which features 36 holes of golf, tennis, bocce ball, croquet and a new fitness center plus gourmet dining in an active social community. Membership in the Oak's Club is required."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,599,000 TO $1,500,000 
$1,350,000
776 MACEWEN DR, Osprey FL 34229
5
BEDS
5
BATHS
4,596
SQFT
$294
$/SQFT
0.58
ACRES
2002
BUILT
"This Toll Brothers built 5 bedroom, 4.5 bath home is beautiful inside & out. Situated on the 14th hole of the Eagle Course, and professionally landscaped, the lot appeal is beyond compare. Enchanted from the outside, you will not be disappointed when you step through the pretty new double front doors into this large & well appointed home. Soaring ceilings, marble & wood floors, tray ceilings all add to the elegance of this special home. The open split floor plan provides room & privacy for residents & their guests. If you love to entertain this is the house for you. There is an open, center island kitchen with breakfast bar, separate breakfast nook, formal dining room, expanded built-in bar and, if you want to take the party outside, a covered summer kitchen, resurfaced with stone & granite in the huge lanai. Everything you need to live the ultimate country club lifestyle is here; impact windows & doors, enormous master closets with glass shelves, two offices with built-ins, fireplace, a custom pool & hot tub with stone work & private back exposure. All this within a short walk to The Oaks Clubhouse. Enjoy dining at one of three outstanding restaurants, play a round of golf on one of the two championship courses, or tennis on one of the 12 HAR-TRU courts. You can swim, workout in the state-of-the-art fitness center, or choose to partake in the numerous social events offered. The Oaks is an Emerald Club, and a 2019-2020 Platinum Club of America. Membership is available and required."
$1,350,000
340 OSPREY POINT DR, Osprey FL 34229
5
BEDS
7
BATHS
6,002
SQFT
$225
$/SQFT
0.78
ACRES
1998
BUILT
"If you want to live an enviable lifestyle with the comfort of being surrounded by nature, combined with the elegance of country club living, this 5 bedroom French Country styled home, with 5 full and 2 half baths is perfect for you! Play an early round of golf or tennis, enjoy a gourmet lunch at the club, kayak on the North Creek all the way to Siesta or Casey Key, where you can watch a picture-perfect sunset over the Gulf, and end by relaxing in your incredible lanai featuring a custom pool with waterfalls and hot tub. Amazingly spacious, with two stories of living area, the floor plan offers room and privacy for everyone. A grand foyer & formal dining room with cove lighting welcome you into this gorgeous home. The updated kitchen overlooks the living room and breakfast area. The master bedroom has wood floors, his-and-hers closets, a beautiful large master bath and a nice sitting area overlooking the pool and spa. Upstairs you will find large bedrooms. A private stairway off the kitchen leads you to a huge mother-in-law suite with full bath. The interior is complimented by an expansive lanai. The deck is covered with beautiful marble tile and has a large covered area. The Oaks, a Distinguished Emerald Club and private gated community close to world-famous gulf beaches features two championship golf courses, 12 HAR-TRU tennis courts, a state-of-the art fitness center & wide variety of social & recreational options. Membership is available & required."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,400,000 TO $1,350,000 
$1,340,000
497 WEBBS CV, Osprey FL 34229
6
BEDS
7
BATHS
6,863
SQFT
$195
$/SQFT
0.45
ACRES
1992
BUILT
"Seller will pay $25k toward club membership with approved contract. Located in the exclusive gated community of The Oaks Bayside. Totally remodeled home with too many improvements to list, everything is new including; new roof, air conditioners, new flooring, new kitchens and baths, new pool, lanai screens, new travertine around pool, quartz in kitchen, marble in baths and the list goes on. As you enter the house you are met with a spectacular wooden staircase and high ceilings. Master suite has large walk-in closet with custom built-ins. Huge master bathroom. One laundry room located on upstairs level as well as one off the kitchen on the downstairs level. Almost 400 sq. ft. bonus room above garage with 7th bathroom, not part of listed square footage. Adjoining guest wing completely separate from main house living area. This area has two full bedrooms with 2 bathrooms, living area and full kitchen and would be ideal to be for live-in help, mother-in-law or guest suite. Seller will assist with required Country Club Membership. The Oaks, where members enjoy an exclusive array of amenities including two championship 18-hole golf courses, 12 Har-Tru Hydro-Grid tennis courts, a heated Junior Olympic pool, playground and professional croquet court. Pristine Gulf beaches, the arts, shopping and restaurants are within easy reach."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,390,000 TO $1,340,000 
$1,195,000
586 N MACEWEN DR, Osprey FL 34229
4
BEDS
6
BATHS
4,163
SQFT
$287
$/SQFT
0.55
ACRES
2001
BUILT
"Exceptional and meticulously maintained best describes this fabulous 4100+ sf, 4 bedroom, 5 1/2 bath, 5-car garage residence with golf course views in the highly acclaimed gated golf community - The Oaks Club. A serene and private setting, with golf course views and fabulous curb appeal. The gorgeous mahogany double doors welcome you to volume ceilings, formal and casual living spaces including a separate coffee/wine bar, fine detailing and features throughout. The thoughtful design, built for entertaining and enjoying family. Offering 18 Jerusalem marble floors, custom crafted built-ins, ceiling details with crown, top line appliances, solid wood cabinetry and more. A luxurious master retreat with three walk-in closets, dual vanities, separate whirlpool tub and walk-in shower. A truly extraordinary 3000 sf outdoor area with summer kitchen and stunning Lucas Lagoons designed pool and spa with 14 wide natural rock wall and waterfall, retractable awnings, private hot water shower, and your own 4-hole putting green will surely give you an envious tropical resort lifestyle. Updated with impact glass and sliders, fresh paint in and out, generator, water filtration system and amazing garage space with storage. The Oaks Club offers an elite staff and service level with tennis, swimming, fitness center and dining venues. Social or equity memberships available. Full feature sheet available."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,295,000 TO $1,195,000 
$1,100,000
165 SUGAR MILL DR, Osprey FL 34229
4
BEDS
5
BATHS
3,912
SQFT
$281
$/SQFT
0.34
ACRES
1989
BUILT
"Picture this. Gracious country club living on the Bayside of The Oaks Club in this 4 bedroom, 4.5 bath home. As you enter the new paver circular driveway, with three car side entry garage, it is evident how special this house is. Ideally situated on a private lot that backs to the Eagle Preserve, the front exterior immediately attracts you and draws you in. The interior has been completely remodeled with new 8 foot solid wood doors, a new kitchen, new bathrooms, butler pantry and on and on, basically no surface was left untouched! Carefully crafted to combine elegance and warmth, this home has traditional styling with a modern transitional flair. Large windows and glass doors, two fireplaces and custom lighting keep the interior light and bright, day and night. And speaking of night, stepping out onto the paver patio at twilight is truly a lovely experience. The open-air pool and spa look out onto gorgeous grounds accented by beautiful landscape lighting. Sit and enjoy a perfect Florida evening, as the sunset paints the sky in the west. Club membership is available and required. The Oaks, Sarasota s premier golf and country club, has a community dock, gazebo and reflecting pool Bayside, and offers two championship golf courses, 12 HAR-TRU tennis courts, a junior Olympic community pool, state-of-the-are fitness center and a wide variety of dining and social options."
* LISTED OVER 120 DAYS 
$1,080,000
97 SUGAR MILL DR, Osprey FL 34229
4
BEDS
6
BATHS
4,902
SQFT
$220
$/SQFT
0.40
ACRES
1990
BUILT
"Just reintroduced to the market with a beautiful new remodel! A storybook modern day estate awaits behind the gates of The Oaks Bayside, an opulent country club community in Osprey. Discover this beautifully proportioned architectural gem perfectly nestled amid luxuriant mature landscaping. Two paver driveways welcome you home a circular drive for guests and a second that leads to the side entry garage. Sunlight sparkles as you transition inside where 24 ceilings fuse with soaring Palladian windows harnessing natural light while a marble fireplace and a wrap-around second floor balcony set the stage for elegance. A thoughtfully designed kitchen is equipped to serve a few or a dozen plus with stainless-steel appliances, center island, and pantry. A mix of formal and casual spaces make entertaining a delight. Shipbuilder, Brian Howard, designed the library with custom built-ins and cozy nooks to let your imagination soar. The master suite opens to the outdoors and overlooks lush greenery. Artful elegance continues in the outdoor area where a large pool, expansive overhangs, and courtyard ambiance create a comforting refuge devoted to nurturing both body and soul. The Oaks Club is the pinnacle of Sarasota living with championship golf courses, Har-Tru tennis courts, and some of the most beautiful luxury homes in the region. Pine View School, nationally top-ranked college-preparatory school in nearby. Brilliant white sand beaches, arts and culture, and award-winning dining is just a short drive away."
* PRICE LOWERED - $1,100,000 TO $1,080,000 
$1,050,000
466 E MACEWEN DR, Osprey FL 34229
4
BEDS
4
BATHS
3,754
SQFT
$280
$/SQFT
0.61
ACRES
1999
BUILT
"Welcome to The Oaks, Sarasota's only 2019-2020 Platinum Clubs of America Recipient. This custom built Garry Group home boasts 4 bedroom 4 bathroom and is truly a Southern charmer. Traditional combined with perfectly symmetrical style with 3700+ sq. ft. Of living space. This one of a kind home is located on the 8th hole of the Eagle Golf Course. There are beautiful lake and golf course views while maintaining your privacy. As you navigate the circular driveway 2 graceful Magnolia trees with surrounding balustrade welcome you home. Enter the double doors to the elegant foyer and stop at the bar to enjoy your favorite beverage or gather around the piano. An open floor plan with coffered ceilings encompass the dinning room and living room and lends itself perfectly to entertaining in grand style. Continue through the French doors to the veranda with its large refinished pool, covered dinning area and separate outdoor kitchen and bar area. The party continues rain or shine. This custom floor plan is perfect for both entertaining and casual living. The open kitchen/family room with its exquisite wood cabinetry, stainless steel appliances and wall of warmth custom walnut built-ins sets the perfect tone for luxury and comfort. Peace and tranquility surround you as you enjoy the fabulous views of the golf course and lake. Membership is required as the Oaks is a member owned private Golf Community with impeccable amenities. The only availability for membership is through home ownership."
* LISTED OVER 120 DAYS 
$1,000,000
601 FERNWALK LN, Osprey FL 34229
4
BEDS
6
BATHS
4,547
SQFT
$220
$/SQFT
0.70
ACRES
1986
BUILT
"This extraordinary Bo MacEwen designed home, with beautiful southern charm, is situated on a double lot with a private park-like setting in Oaks Bayside. All the light-filled, spacious rooms are on the same level. The traditional interior is resplendent. The formal areas have marble floors. There are French doors, double casement windows, extensive moldings and fine details throughout. The family room glows with the warmth of wood floors, and a lovely fireplace. The chef s kitchen with granite & high-end appliances, large pantry and breakfast room with private brick paver patio have cork flooring. The guest wing was recently renovated. The master bedroom suite with marble floors, private his-and-hers dressing and bathrooms has an abundance of built-ins and storage galore. From the master, you can walk out to the gorgeous pool area and yard. Beyond the screened pool is a pavered patio, backing to the 10 acre Eagle Preserve. The outdoor area of this home is an amazing place to spend time, from sun-lit afternoons, to gorgeous warm evenings when the custom landscape lighting transforms the grounds with a look of magical enchantment. All this and a detached guest house with a huge shower in the full bath, a complete kitchenette, and washer and dryer, making this space so versatile. How will you use it, for guests, as an in-law suite or your own private retreat? Studio, man cave or she shed, it is up to you! Membership in The Oaks, Sarasota's premier golf and country club is available and required."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,250,000 TO $1,000,000 
$999,000
922 MACEWEN DR, Osprey FL 34229
5
BEDS
6
BATHS
4,520
SQFT
$221
$/SQFT
0.64
ACRES
1988
BUILT
"Style and sophistication exude on this gorgeous Oaks clubside home that is perfectly situated on a lushly landscaped oversized lot with views of golf and lake beyond. This five bedroom, four full bath, two half bath home will provide the perfect atmosphere for the growing family or for those who entertain to allow maximum privacy for your guests. Upon entry you will be absorbed with views through the massive amount of doors and windows, truly bringing the outside in and allowing access to your huge pavered deck and pool area. Formal living and dining rooms flow easily into the oversized chef s kitchen, offering wine refrigeration, two refrigerated drawers in addition to the subzeros, wall oven, cooktop, two closet pantries and wonderful butler s pantry with sink, offering maximum storage for entertaining essentials. Family room, awesome laundry room with built in desk, and mud room are all off the kitchen as well as 3 car garage. On the far side of the first level is the massive master bedroom, fully fitted closet and oversized master bath with two vessel sinks, large walk-in shower & separate garden tub. The second level of the home offers nearly 1,500 sf with four additional bedrooms, 3 of which are ensuite AND bonus area with adjacent space with built in desks and separate laundry closet for ultimate convenience. The Oaks is a lifestyle unto its own, with grand clubhouse, abundant tennis and conveniently located close to fabulous beaches, close proximity to downtown Sarasota and downtown Venice."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,025,000 TO $999,000 
$999,000
67 SUGAR MILL DR, Osprey FL 34229
4
BEDS
4
BATHS
4,020
SQFT
$249
$/SQFT
0.35
ACRES
1989
BUILT
"This traditional 4 bedroom, 3.5 bath (plus pool bath) home exudes sophistication. From the moment you approach, the style & grace of this masterpiece is apparent. Pass through the columned entrance way, open the front door & imagine what it would be like to come home to this beautiful space every day. A large marble foyer welcomes you to all the elegance that is beyond. Take in the formal living room with herringbone oak floors, fireplace & French doors. Plan how you will use the gourmet kitchen, renovated & offering the best in high-end appliances. Will you have a dinner party, & use the formal dining room with its gorgeous oaks floors, have a cozy meal in the breakfast nook or just hang around the breakfast bar as you gather with family & friends? Three bedrooms, separated from the master bedroom suite, offer room & privacy for all. The master wing is incredible with a large, luxurious bath & so much room, including plenty of closet space. Add in marble floors, renovated baths, walnut paneled library, and all the other fine appointments you would expect in an elegant and comfortable home; it is all here. Ideally situated in The Oaks Bayside, the lanai is a tranquil retreat, backing to an eagle preserve. The large screened area with pool, spa & fountain is the perfect place to enjoy that peaceful easy feeling on a warm, sunlit day or a cool tropical evening. Day or night, the grounds of this home are a delight, with lush landscaping & extensive outdoor lighting. Club membership is available & required."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,100,000 TO $999,000 
$975,000
75 OSPREY POINT DR, Osprey FL 34229
4
BEDS
4
BATHS
4,001
SQFT
$244
$/SQFT
0.76
ACRES
1983
BUILT
"Nestled among stately oaks with an abundance of privacy is the stately former home of famed architect Bo MacEwen. This stunning home is situated on two buildable lots and features a small guest house. Entering the main house you are greeted by a 12 foot wide and 19 foot long entryway that leads to a spectacular great room that encompasses a space 44 x 21 complete with a gas fireplace, a large bay window with a window seat and vaulted ceilings. In the dining and breakfast rooms there is another large bay window with superb views over a large spring feed lake. The craftsmanship and quality of the home are apparent with 14 inch crown molding, palladium windows, wainscoting, custom lighting fixtures, bright skylights, and too many other details to list. As you saunter outside to the pool area and guesthouse you feel as if you have been transported to your own private coastal Carolina like private island just minutes to shopping and great resturants. The neighborhood features a 24 hour guard gate, private pier for launching your kayak, fishing, or just having a nice glass of wine while watching the sunset over Casey Key. In addition to all this home and Bayside have to offer you also have the privilege of being a member at Sarasota s and the nation s finest country clubs, The Oaks Club, a top 100 Platinum Club of America, featuring 36 holes of championship golf, 12 incredible Har Tru tennis courts, official croquet green, and three world-class dining areas."
$975,000
281 OSPREY POINT DR, Osprey FL 34229
3
BEDS
3
BATHS
3,355
SQFT
$291
$/SQFT
0.41
ACRES
1998
BUILT
"NEW ROOF IN 2018; 4 CAR GARAGE; LAKE VIEW! Imagine a quiet elegance that does not overwhelm but enhances a comfortable lifestyle; you will find it here in this charming 3 bedroom (plus study), 3 bath home in The Oaks Bayside. From the moment you walk in, you will know this is a place for all the ways you want to live in the perfect golf and country club community. From casual evenings with family and friends to formal dinner parties, this home is right for every way you want to spend your day. The study features solid cherry wood desk and cabinetry built-ins in a Sunrise design by master wood craftsman/artist. The kitchen has been totally updated and features granite counter tops, island and bar, and a spacious breakfast nook that looks out over the pool to the lake. Beyond the kitchen is the family room, perfect for cooler Florida evenings where you can cuddle up with a book in front of the fireplace. With so many windows and doors opening to the outdoors, this home is filled with light. Ready to step outside? You will be delighted by the idyllic setting of this home. The lanai has a large covered area, salt water pool, heated spa, built-in grill and picturesque view of the lake. Add to this a 4 car garage, diagonally set flooring, cornice boards, plenty of storage space, and so much more, you must see this house to appreciate it. Membership in The Oaks, Sarasota's premiere golf and country club is available and required."
* LISTED OVER 120 DAYS 
$900,000
677 TRENTON WAY, Osprey FL 34229
3
BEDS
5
BATHS
5,045
SQFT
$178
$/SQFT
0.67
ACRES
1994
BUILT
"Recently reduced, this majestic home is waiting for you to came & make it your own. As you pass through the columned entry with leaded glass doors & a large curved transom, you are immediately met with warm natural light, incredibly high ceilings, & a spectacular view across a pond to the 15th hole of the Heron course. Currently decorated with a contemporary flair, this 3 bedroom, 4.5 bath home is like a chameleon, lending itself to any style from contemporary to transitional to traditional. Do you have a picture the way you want your dream house to look? You can make that vision a reality here. The high ceilings are carried throughout the house and every room is oversized, from the office to the master bath. All the bedrooms are en-suite and there is a powder bath and full pool bath. The lanai is huge and is perfect for entertaining or just relaxing after a day on the links. The exterior also features mature landscaping and an oversized 3 car garage. Additionally, there is an impressive second story deck with amazing views. And, as a bonus, a second story pentagon shaped game/card room; no matter what your game; bridge, poker, mahjong or something else, you and your friends will be delighted to gather in this space for a fun afternoon, or a quiet evening. When you see this home in person you will be impressed by how neat and clean it is, and how versatile; ready to fit you and your country club life style! Membership in The Oaks Club, Sarasota's finest golf and country club, is available and required."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,000,000 TO $900,000 
$879,500
174 SUGAR MILL DR, Osprey FL 34229
3
BEDS
3
BATHS
3,411
SQFT
$258
$/SQFT
0.38
ACRES
2016
BUILT
"Beautiful newer home in in well established golf and recreation community at The Oaks Bayside. From the moment you enter through the iron and glass double door entry, you'll find a spacious home with luxurious finishes throughout. A chefs kitchen that is the heart of the home with large center island, quartz countertops and built in GE Monogram appliances including gas range. Custom kitchen design with dovetail wood drawers, soft close hinges and plenty of storage. A butlers pantry complete with wine fridge connects the kitchen to the separate dining room and living room. Volume ceilings with custom tray details. The family room has corner pocketing sliders that open directly to the spacious outdoor entertaining areas with custom pool, spa, and outdoor kitchen. A bonus room on the ground level gives you the flexibility to create a comfortable game room or quiet home office. The Master Suite has all the details you'll love...a luxurious soaking tub, a large walk-in shower, separate vanities and beautiful finishes. Furnishings are available for sale separate, this home is move-in ready. Call to make your appointment to see this beautiful home today!"
* PRICE LOWERED - $899,500 TO $879,500 
$795,000
76 OSPREY POINT DR, Osprey FL 34229
3
BEDS
4
BATHS
4,364
SQFT
$182
$/SQFT
0.43
ACRES
1986
BUILT
"Designed by Harry MacEwen, this custom-built residence is located behind the exclusive gates of The Oaks Country Club, situated on more than a quarter-acre of property and surrounded by lush vegetation. Offering lovely features throughout, the light and open interior includes crown molding, soaring tray ceilings, plantation shutters, custom built-ins, formal dining room a few steps from the generous living room and a den with wood-burning fireplace. Glass French doors in multiple rooms open to the pool deck and enhance this home s bright atmosphere. The eat-in cook s kitchen has recently been updated, featuring hardwood flooring, granite countertops and backsplash, stainless-steel appliances (includes a six-burner Viking gas range with grill and Viking hood), planning desk, Butler s pantry, breakfast bar and dining nook. The split bedroom layout is ideal when you want private nights with visiting guests. The master suite is in a secluded corner, on the opposite side is one guest bedroom while another spacious suite encompasses the second level. The Oaks is a secluded community overlooking Sarasota s beautiful bay and Spanish Point, located just a short distance from downtown Sarasota. Social club membership is required and offers more than 1,000 acres on the front of Little Sarasota Bay surrounded by luxurious residential communities. Enjoy first-rate amenities including two 18-hole championship golf courses, tennis courts, heated swimming pool, croquet, library, game room and three dining facilities."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $849,000 TO $795,000 
$749,000
73 SUGAR MILL DR, Osprey FL 34229
3
BEDS
4
BATHS
3,861
SQFT
$194
$/SQFT
0.36
ACRES
1990
BUILT
"Your dream home awaits you in the Oaks. This home features solid mahogany doors as you come in. Hardwood floors are throughout the home, with carpet in the bedrooms. Separate living room and family room. The family room features a wet bar, a fireplace, and stairs to the open loft. Split plan for the bedrooms. The master bedroom has a fireplace and french doors leading out to the screened in pool deck. The master bathroom has dual sinks, plenty of built-in cabinets and a walk-in closet. There is a large jetted garden tub and the walk-in shower feature 2 separate showers. There are 4 fireplaces to enjoy where ever you are. The Gourmet kitchen is open to the family room. Granite counter tops and brick back splash. Solid wood cabinets. Viking Appliances for the gourmet chef. Viking Gas range with double oven. Viking Refrigerator/Freezer, and viking stainless steal dishwasher. Home is sold As-Is. Equity or Social Membership is required, there are two 18-hole championship golf courses, tennis courts, heated swimming pool, croquet, library, state-of-the art fitness center, game room and three dining facilities. THIS IS A MUST SEE!"
$549,900
1794 AMETHYST LN, Osprey FL 34229
3
BEDS
2
BATHS
2,259
SQFT
$243
$/SQFT
0.25
ACRES
1999
BUILT
"Are you looking for a one-story spacious home in The Oaks? Look no further, this Lee Wetherington, Topaz model is a 3-bedroom, two bath, and two car garage home that will make you feel right at home the moment you walk in. The beautiful large foyer greets your guests and encourages them to enter the heart of this home. The kitchen and gathering room are perfect for entertaining and making fond memories. This home features gorgeous tile in all of the main living areas, custom cabinets and granite counter-tops. The bedrooms have gorgeous hard wood floors. This home was once a model home that has been totally updated with wonderful architectural features. It has 10' ceilings, accent lighting and crown modeling, and too many features to mention throughout the home. Step out through large sliding doors and you will be happy whether entertaining or just relaxing. The home has a pool, spa, and exemplifies the best in outdoor living. The outside living area is a private oasis that is perfect for entertaining. This home is in a maintenance free, gated community of only 30 homes in the Preserve of the Oaks Country Club. With two championship golf courses, 12 Har-Tru tennis courts, regulation croquet course, fabulous health club, and a wide variety of dining and social options, it is hard to imagine living the Florida lifestyle anywhere but here! Club membership is available and required. This house is beautiful, move- in ready!"
$525,000
202 SAINT JAMES PKWY, Osprey FL 34229
2
BEDS
3
BATHS
2,541
SQFT
$207
$/SQFT
1994
BUILT
"Welcome to a lovely Oaks classic, a home of epic tradition! Quality of life in a loving, wonderfully livable home. Must see... Double entry doors open to formal, spacious living room overlooking pool. Entertain! Family rm has wet bar & fridge. Neutral kitchen a blank palette is ready for your touches! Miles of counter space & breakfast bar. Spacious laundry with built-ins and tons of charm! Storage galore in this sweet house, no worries there! Quiet Master suite is light and bright with 2 full walls of windows. Enormous his and hers bath is unique and has planned storage surprise's. Ample second bedroom with gracious tall windows has lovely en suite bath. Possible 3rd perfect for studio or office! Lovely home, perfect as is or ready for personal choices. Greet the rising sun over coffee on the pool deck with beautiful garden and lake views.. Meandering paver walkway steps through hardwood garden to backyard. 'Jathropa Bush' is a sign of hospitality grows freely. Lovely home, perfect as is or ready for personal choices. Convenient and closest home to Clubhouse, imagine that? Based on positive member experiences, The Oaks Club holds title to The Emerald Golf Club of the World! Brand new 6,000 sq ft state of the arts 'Well Fit' center offers onsite physical therapy, spa and massage along with full exercise equipment! 'Recreating Recreation' has full schedule and variety of classes! Private dining, golf, tennis pools.. Sarasota's most respected neighborhood can be yours.."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $575,000 TO $525,000 
$499,000
124 TURQUOISE LN, Osprey FL 34229
3
BEDS
2
BATHS
2,306
SQFT
$216
$/SQFT
0.17
ACRES
2002
BUILT
"Private yet convenient, maintenance free home in Emerald Woods at the Oak Preserve. This home has very high end finishes that are exquisite and unexpected. The home gives you the feel of luxurious living that you would normally see in a larger home. Perfect size home makes it easy to manage and maintain. The Oaks has two championship golf courses, 12 HAR-TRU tennis courts, regulation croquet court and many dining and social options. Club membership is available and required."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $450,000 TO $499,000 
 
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