Osprey Real Estate, Homes and Condos for sale

All Osprey homes currently listed for sale in Osprey as of 03/06/2021 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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$9,950,000
1544 N CASEY KEY RD, Osprey FL 34229
6
BEDS
8
BATHS
6,997
SQFT
$1,422
$/SQFT
2.59
ACRES
1992
BUILT
"World Class Beach front estate situated on 2.5 acres, built by a Count and Countess from Northern Europe and located on the gated Northern tip of Casey Key. Casey Key is one of the most exclusive barrier islands in Sarasota and the Gulf coast of Florida. An impressive architectural statement by Tim Seibert of the Sarasota School of Architecture, with classic elegant design and style offers breathtaking Gulf views. The Great Room greets you with elegance and light provided by the marble floors and walls of glass. The open floor plan flows effortlessly from room to room and was designed to entertain in a grand way. A generous size kitchen is accompanied by a formal dining area, which serves as an ideal destination for sunset dinner parties! The 2nd floor VIP suite offers second story Gulf views and is 1500 square feet including the two separate bathrooms. A secondary Master Suite located downstairs enjoys wonderful Gulf views too. The unique architectural design offers very private guest suites off of the palace style corridors which open to the resort style pool! Enjoy gathering and lounging on the expansive covered pool-side lanai or one of the 60 foot terraces overlooking the tennis court and gardens. The lush grounds with towering palms are exquisitely maintained. Lastly the private beach is among the largest in the entire area! Several hundred feet deep with a wooden walk-over down to the dunes. The residents in this neighborhood own the beach and the road; therefore they enjoy privacy rarely found in this world!"
$8,200,000
230 N CASEY KEY RD, Osprey FL 34229
3
BEDS
4
BATHS
3,311
SQFT
$2,477
$/SQFT
8.83
ACRES
1951
BUILT
"Private Beachfront Peninsula Paradise, almost 9 acres, in Southwest Florida, perfect for a developer. This is the largest single-family Gulf-front property currently for sale in Sarasota County. Magnificent splendor! Once in a lifetime opportunity to own 8.83 Acres (6.25 upland, private lagoon, and submerged land) of Gulf (400 ft frontage) to Bay on Casey Key, one of the most prestigious old Florida addresses you can aspire to achieve. This island is the destination for people who love the Florida lifestyle but want a high level of privacy and seclusion. Bring your boat to your own private 'blue lagoon' with dock. Mature landscaping with inspiring banyan and palm trees. Venice airport to fly in your private plane is just minutes away. Property should be able to accommodate a helipad too. Amazing three-generation family winter estate owned since 1951. The property includes a single-family Estate Cottage with a gorgeous granite kitchen, pecky cypress walls and ceilings, a guesthouse with a two-car garage, and a detached two-car garage. While livable, the value is in the land. You can build your dream home and enjoy the breezes and fresh Gulf air. Words do not do this property justice. Take a look at the photos and video, and see yourself enjoying the warm picture-perfect sunsets while you stroll your very own private beach. As per Sarasota County, there are three buildable lots."
$7,650,000
316 N CASEY KEY RD, Osprey FL 34229
5
BEDS
7
BATHS
7,121
SQFT
$1,074
$/SQFT
1.66
ACRES
2002
BUILT
"Combine international award-winning architecture, the extraordinary Gulf to Bay location and the motivated heirs of this outstanding estate, the result is no less than an opportunity of a lifetime. Welcome to West Wind, the main house and a sprawling modern masterpiece gracing the exclusive north-end of Casey Key with dreamy views of both the Gulf and Bay. Created by New York architect and former architecture department chair at Harvard, Toshiko Mori, the residence is a curated study in how to create awe-inspiring spaces using natural surroundings. The sun hits the prized dichroic glass prism, diffusing daylight from clerestory windows into a spectrum of colors creating a living-art spectacular. Solid concrete construction by renowned builder, Michael K. Walker & Assoc. The completely renovated 2-bedroom guest house which formerly served as barracks for the U.S. Coast Guard enjoys incredible Gulf of Mexico views from every room and a dream terrace perched above the palms. 3 car-garage. Meandering through botanical gardens on over 1.6 acres, a private pool and 1-bedroom guest quarters plus pavilion w/a large covered terrace enjoy expansive views of Little Sarasota Bay. The dock was built in 2002. Enjoy sunrise over the Bay and sunset over the Gulf on Casey Key, an island paradise where life is about dipping your toes in the sand and then boarding your boat to explore the Bay waters. The cultural city of Sarasota and the quaint city of Venice are nearby. This defines island living at its best."
* PRICE LOWERED - $8,484,000 TO $7,650,000 
$5,250,000
476 N CASEY KEY RD, Osprey FL 34229
3
BEDS
4
BATHS
4,555
SQFT
$1,153
$/SQFT
0.51
ACRES
2021
BUILT
"Under Construction. Completion date May 2021. Contemporary new construction on the exclusive North End of Casey Key with expansive bay views through walls of glass eighteen feet high! Designed by award winning architect Mark Sultana and being constructed by Voigt Brothers Construction with an estimated completion date of May 2021. Upon completion this will be a beautiful modern two story overlooking Little Sarasota Bay on the exclusive North Casey Key with Deeded access to the Gulf of Mexico directly across the street. The property possesses a rare and coveted feature in the covered boat dock with boat house that was originally built in 1945 and is grandfathered-in! The new 200 foot plus dock will be in the exact footprint as permitted and will include a lift. The pool, full outdoor kitchen and outdoor living areas provides for exceptional entertainment and plenty of space to enjoy the outdoors. A true Smart House as shades for the glass windows are recessed into the ceiling and are controlled electronically. The entire house including all lighting, security, internet, etc. will be controlled through touch-pads and phones. The foyer is open to the ceiling of the second floor and provides direct line-of-sight views through glass to the outdoor living area and the Bay beyond upon entering the home. A set of hanging stairs immediately off the Foyer give access to the second floor. Immediately beyond the stairs is the family room which leads to the kitchen, then dining area, and finally the Great Room. The house is open throughout this area with no walls and is filled with floor to ceiling glass overlooking the Bay. The Kitchen & Great Room sit some 14 feet above grade at the rear of the house, providing spectacular views of the Bay. The Master Suite which consists of the master bedroom with floor-to-ceiling glass overlooking the Bay, a large private balcony overlooking the garden, the bathroom with spa tub, steam shower, and his/her sinks; and two separate (his/..."
$4,995,000
1044 N CASEY KEY RD, Osprey FL 34229
6
BEDS
8
BATHS
6,829
SQFT
$731
$/SQFT
1.20
ACRES
1937
BUILT
"The Ultimate escape on the Gulf of Mexico in Sarasota, Florida Imagine Quarantining with your loved ones in this gated, Bayfront Compound Estate with plenty of room for Social Distancing and located on the private north end of the island of Casey Key with deeded access to your private beach. Here you will find the main house with 5 bedrooms, 5 full baths and powder room, an ensuite guest house, and a separate bunk house with private bath, offering nearly 7000 square feet of charming living space. The property is ideally situated on 1.2 acres on the ICW complete with a 24-foot boathouse, and a separate dock accommodating a 45-foot boat. The stately oaks, palms and mature landscaping throughout offer serenity and peacefulness. With 3600 square feet of outdoor living space including an outdoor kitchen and dining area, two second story decks and porch overlooking magnificent sunrises and sunsets that you will never tire of watching. Water spaces within the estate include a spacious walled heated pool and screened courtyard with fountains and varied Florida flora specimens. Built in 1937 and one of the oldest and lovingly well maintained homes on the Key, it is reminiscent of Casey Key when vacation cottages were built for entertaining in harmony with the naturalness of the Island environment."
* PRICE LOWERED - $5,495,000 TO $4,995,000 
$4,975,000
916 N CASEY KEY RD, Osprey FL 34229
6
BEDS
6
BATHS
5,318
SQFT
$936
$/SQFT
1.50
ACRES
1973
BUILT
"Location, Location, Location! North Casey Key beachfront tropical oasis. Arrive by boat or car. On 200ft of private beach on turquoise blue waters of the Gulf of Mexico, 2 guest homes on the beach with the main home on the bay w/dock & lift. Once on the estate you are amazed by the mature tropical lush botanical garden landscaping surrounding the home making it feel like a botanical gardens. Through the front doors of the 3 BR main house you have luxurious neutral marble throughout your great room, kitchen & living room. The living room overlooks the Bay with access to the pool, volume ceilings, fireplace & wet bar w/exotic finishes that are sure to WOW. In the kitchen you can enjoy top of the line appliances by Thermador while creating memories with friends & family in the living room, or while gathering around the breakfast bar. The master BR is the perfect place to relax w/French door access to the pool & Bay. The master BA is adorned w/exquisite finishes to relax and unwind. The main house has a pool & lanai w/pool cabana, outdoor shower, Bay views and lush private tropical landscaping. A generous patio that extends to the private dock w/lift. Enjoy your morning coffee along with a bay breeze on your extended dock. Continue to the Gulf side of the estate there's 2 guest houses both w/unobstructed views of the Gulf of Mexico for miles. The 1st guest house boasts cathedral columns on the outside, walls of glass on the gulf side of the home to enjoy the vast views, terrace, wet bar & elevator access to all levels, private 200 ft. of beachfront & tower balcony to enjoy year-round sunsets. The 2nd guest house is perfect for overflow guests or live in help. Both the main & guest houses have oversized 2 car garages. An estate w/old world elegance."
* PRICE LOWERED - $5,250,000 TO $4,975,000 
$4,500,000
215 PINE RANCH EAST RD, Osprey FL 34229
2
BEDS
3
BATHS
2,321
SQFT
$1,939
$/SQFT
9.52
ACRES
1995
BUILT
"Hundred Palms Ranch is truly a rare 9.5-acre premier property in the heart of it all, west of I-75; this unique parcel lends itself to be your very own private escape without the travel time! Located in beautiful Osprey, only a short distance off Tamiami Trail, you are minutes to world-renowned beaches, #1 Florida ranked Pine View School, restaurants, golf courses, shopping, and top-rated hospital, the list goes on and on. A gorgeous canopy of Oaks line the private and electric gated driveway that leads up to the charming home. The high and dry property is fully fenced with over 100 Palm trees and an abundance of mature Oaks, has a picturesque pond, a sizeable horse-riding arena, and a barn waiting for your personal touch. The existing home has a French Country feel, with new stainless-steel appliances, butcher block counters, wood-burning fireplace, and a quaint screened-in porch overlooking the pond, pasture, and Palms! The master with en-suite bathroom is located on the 1st floor with the rest of the main living areas, including a separate living and dining room. The kitchen is bright and airy, with an abundance of space, including a dining area overlooking the pond and sitting room with a fireplace that looks out onto the lush backyard and your very own starfruit trees. Upstairs there is a bedroom, a full bath, and a den currently being used as a bedroom. This home already has the coveted farmhouse charm everyone is looking for; you could immediately move in or live there while you plan your private dream luxury estate with a scenic setting. Access to the Legacy Trail and Oscar Scherer State Park is right around the corner, allowing you endless hours of outdoor biking or walking trails. Hundred Palms Ranch offers in town ease with endless ranch, recreational, and lifestyle possibilities. Ready to make your fantasy come true? With no deed restrictions or HOA and no adjoining neighbors, the options are limitless, and we have heard plenty design your own golf co..."
* PRICE LOWERED - $4,800,000 TO $4,500,000 
$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."
$3,450,000
144 OSPREY POINT DR, Osprey FL 34229
4
BEDS
6
BATHS
5,178
SQFT
$666
$/SQFT
0.53
ACRES
2002
BUILT
"Beautifully positioned within Sarasota s elite country club The Oaks, this sophisticated, multi-level Key West-style home reflects the best in bespoke design. Driving into The Oaks, you ll instantly feel the privacy and attention to detail that sets this community apart from all others. Meandering roads under a canopy of native Oaks, Palms and Pines wind past exquisite single-family residences. The Oaks Bayside community is adjacent to Historic Spanish Point s nature preserve and the bayfront, affording the lucky residents of 144 Osprey Point Drive a prime protected location with striking sunset views. Master craftsmenship is evident throughout the home s three levels, with rich wood floors that connect main living spaces, soaring ceilings with exposed beams and a wraparound balcony that gives every member of the household views of the area s cherished wildlife. The gourmet kitchen is an epicurean delight with massive center island with bar seating and gas range; abundant cream cabinetry; wine refrigerator and breakfast nook overlooking the mangroves. Perfect for everyday living and entertaining, choose to dine indoors in the formal dining room, or opt for dinner under a blanket of stars on the open-air pool terrace with fully equppied and covered summer kitchen. Retreat to the master suite for the best in self-care with balcony access, marble spa bath and custom walk-in closet. Two additional guest suites allow the owner flexibility to covert one or both into a gym, office or den, and a secondary master suite with full kitchen and laundry boasts it s own wing. A drive-through motorcourt leads to two oversized garages with ample storage for all your automotive and recreational needs. A few homes down, a boat dock and kayak launch let you explore the area s mangrove tunnels and waterways. The Oaks is one of the most highly-regarded communities on Florida s Gulf Coast. Unrivaled amenities include two championship golf courses, a premier tennis program ..."
* NEW LISTING 
$2,000,000
468 WALLS WAY, Osprey FL 34229
5
BEDS
6
BATHS
5,698
SQFT
$351
$/SQFT
0.64
ACRES
2005
BUILT
"This 4 bedroom home with 4 baths, and 2 half bath enjoys one of the best locations in the Oaks Clubside. Idyllically situated at the end of a cul-de-sac, on a beautifully landscaped half acre lot, this home offers privacy, tranquility and beautiful lake views. From the moment you pull in to the pavered circular driveway you will be intrigued by this majestic home, and want to explore all it has to offer. Enter through the artfully designed door with leaded glass transom and side lights and you will immediately see how elegant this home is. The spacious lower level floor plan offers you everything you need for comfortable every day living to gracious entertaining with a formal dining room, gourmet kitchen with Butler s pantry and wet bar, breakfast room, office, family room and a large first-floor master suite with its own sitting room, access to the lanai, his-and-hers walk-in closets and a luxurious marble bathroom. Go up the stunning sweeping staircase and you have reached a second living space, perfect for guests or extended family. With two additional suites, a bonus room, and a second laundry space there is room and privacy for all in the amazing home. Exit the home from one of the many French doors, and you will find that the outside is just as incredible as the inside with a large covered area, an open-air pool and spa, huge deck and gorgeous views. There is so much to love about this home including intricate crown moldings, custom built-ins, fiber-optic lighting, cherry wood flooring, four stone and wood encased fireplaces and elevator, that you truly must see it to fully appreciate all it has to offer. Membership in The Oaks, Sarasaota's finest golf and country club, is available and required."
* PRICE INCREASED - $1,800,000 TO $2,000,000 
$1,870,000
470 E MACEWEN DR, Osprey FL 34229
4
BEDS
4
BATHS
5,267
SQFT
$355
$/SQFT
0.60
ACRES
1998
BUILT
"Escape to your very own private paradise set within the gated community of The Oaks. This stunning residence blends classic architectural elements, a sense of openness, comfort, and function to provide a near-perfect setting for a vacation retreat or a year-round home. Exquisitely finished, this home is truly one-of-a-kind and a must-see. Vaulted silver leaf ceilings, travertine marble floors, walls of glass and pocketing sliding doors to the lanai and pool area come together to create a seamless flow inside and out that allows for the perfect Florida lifestyle. The main kitchen, open to the adjacent family room, boasts custom rich wood cabinetry, granite countertops, top-of-the-line appliances and a large breakfast area, forming one large casual entertaining space. The master suite is an oasis and the separate guest/children s wing is ideal for visiting guests or family and features three bedrooms, a separate family room and a second kitchen. The home theater, an exercise room, an office, two laundry rooms, a dog spa with a dedicated dog run, a hobby/craft room, an outdoor kitchen, a stunning saltwater pool and spa and an air-conditioned three-car garage complete this incredible home. The Oaks Club, one of the area's most exclusive private country club communities, is located minutes from nationally acclaimed Pine View School, the Legacy Bike Trail, Siesta Key beaches and all that living in the Sarasota area has to offer."
$1,790,000
168 COASTAL HAMMOCK CT, Osprey FL 34229
3
BEDS
4
BATHS
3,924
SQFT
$456
$/SQFT
0.48
ACRES
1993
BUILT
"Enjoy the privacy and bay breezes from this spectacular Bayfront Mizner style home in The Oaks Bayside. Views of Little Sarasota Bay and the Gulf of Mexico and amazing Florida sunsets make this home special. Rarely available private cul-de-sac location with only three homes and an old Florida feel with Oak trees and lush foliage. Custom designer built with features such as hand-carved stone columns, shellstone floors, 14' vaulted ceilings, French doors leading to the beautiful elevated pool deck, all impact doors and windows and a 5-stop elevator to all floors and roof deck. Features include a recently updated kitchen with Subzero fridge, Asko dishwasher and stainless appliances; a huge Master suite on it's own floor including a sitting room, built-ins, laundry and updated bathroom; and two home office areas on separate floors. Third floor with 2 guest bedrooms, bath, kitchenette and office. Bedrooms and roof deck have stunning Bay and Gulf views. Home has been replumbed and newer AC systems. Take your kayak out onto the Bay from this impeccably maintained house. Stylish waterfront property in one of the best addresses in Sarasota's sought after Oaks Country Club."
$1,575,000
933 BLUE HERON OVERLOOK, Osprey FL 34229
5
BEDS
6
BATHS
4,856
SQFT
$324
$/SQFT
0.64
ACRES
1988
BUILT
"Premier Courtyard Estate Home with picturesque Southwest views located in a Cul-de-Sac in The Oaks ClubSide behind Heron's 1st Green. A Single floor Home with 4856 sq ft under air plus a 2900 sq ft Lanai with heated IG Salt water pool. Very desirable split layout, feature an exceptional Master Suite, 3 beds 2 bath back wing and includes executive office. Significant updates 2018/2019 includes new roof, contemporary pool, custom fireplace etc. Owner may be willing to accept a smaller property in trade for equity and some possible owner financing available. There are 2 Premier Championship golf courses ( The Heron and the Eagle), 3 Restaurants, Fitness Center ( 2017), 16 Hard Tru Tennis Courts, Pickleball, Community pool, and this is true Country Club living."
* NEW LISTING 
$1,099,000
442 WEBBS CV, Osprey FL 34229
3
BEDS
4
BATHS
3,965
SQFT
$277
$/SQFT
0.65
ACRES
1983
BUILT
"*MUST SEE 3D VIRTUAL TOUR* of this Architecturally Exquisite Estate home designed by famed architect, Bo MacEwen. The grand front entry of this stately home will take your breath away as you step inside and marvel at its timeless elegance and gaze out toward the gorgeous pool and pond with fountain. Just steps away from Sarasota Bay waters and behind the gates of the secluded and highly sought-after Oaks-Bayside neighborhood. Relish in the coveted lifestyle of The Oaks Club, a Platinum-award-winning Country Club featuring 'Luxury Coastal Living in the Heart of Sarasota County.' This home is nicely positioned on an oversized lot, set back from the road on a private cul de sac street and features a circular driveway plus side loading double car garage. With nearly 4000sf and a bright and cheerful ambiance, this charming home boasts an updated kitchen and 2 master suites. The Oaks is a distinguished country club community. Accolades include: '2019-2020 Platinum Club of America' and 'Elite Distinguished Club of the World.' Amenities include two, 18-hole championship GOLF courses, award-winning TENNIS program with 12 Har-Tru tennis courts, 4 NEW Pickleball Courts, a state-of-the-art FITNESS center and junior Olympic, SWIMMING POOL. With 3 Restaurants, Ballroom, and a wide variety of Social/Recreational options, the stage is set for the utmost enjoyment of Florida country club living in an A+ LOCATION. **Florida's #1 Rated PINE VIEW SCHOOL is located nearby. Club membership is available and is required."
* NEW LISTING 
$935,000
644 TARLETON LN, Osprey FL 34229
3
BEDS
4
BATHS
3,744
SQFT
$250
$/SQFT
0.56
ACRES
1991
BUILT
"ENJOY the 3D VIRTUAL TOUR of this elegant and timeless, 3 Bed / 3.5 Bath, Luxury Estate situated on the Heron Golf Course. RECENT UPGRADES include Newer A/C (2017), ROOF (2013), re-plumbed (2006), etc. Relish in the coveted lifestyle of The Oaks Club, featuring 'Luxury Coastal Living in the Heart of Sarasota County.' This property is located on a private, cul de sac lot of over acres with mature oak trees and lush landscape. This beautiful home is perfect for entertaining with sliding door access to the lanai/pool area from nearly every room. The spacious floor plan offers many high-quality built-ins, a bright gourmet kitchen, impressive Master Suite (including His & Her walk-in closets) with adjacent office/den, large guest bedrooms, etc. Enjoy the serene and private lanai, pool and outdoor kitchen ALL with impressive golf course views. The Oaks is a distinguished country club community. Accolades include: '2019-2020 Platinum Club of America' and 'Elite Distinguished Club of the World.' Amenities include two, 18-hole championship GOLF courses, award-winning TENNIS programs with 12 Har-Tru tennis courts, 4 NEW Pickleball courts, a state-of-the-art FITNESS center and junior Olympic, SWIMMING POOL. With 3 Restaurants, Ballroom, and a wide variety of Social/Recreational options, the stage is set for the utmost enjoyment of Florida country club living in an A+ LOCATION. **Florida's #1 Rated PINE VIEW SCHOOL is located nearby. Club membership is available and is required."
$889,000
383 EL GRECO DR, Osprey FL 34229
4
BEDS
2
BATHS
1,980
SQFT
$449
$/SQFT
0.34
ACRES
1982
BUILT
"Beautiful waterfront pool home located in the desirable intercoastal community of Sorrento Shores. This open light filled house offers 4 bedrooms, 2 bathrooms and a two car garage. Upon entering this house you are drawn to the view of the salt water canal, which is visible throughout this home. The great room has a wall of six retractable glass doors that opens up into the lanai with a panoramic hurricane rated pool cage without cross bars to enhance the view. The kitchen is a cook's delight with tons of counter space for prep and a 5 burner gas stove. Even the view while washing dishes is awesome with a large sliding window. The split floor plan separates the master suite from the other three bedrooms and bathroom which allows for privacy. The master bedroom has two walk-in closets and a brand new bathroom with a large shower and double sink granite vanity. The view from the bedroom thru the sliding doors is of the spa waterfall into the pool and water beyond. The other three bedrooms and bathroom are separated by a solid wood door for added privacy. Two of the three rooms have water views. One bedroom/office has a large closet shelved off for storage. The room sliders open directly into the lanai with views that make it hard to stay inside and work. The second bathroom also opens into the lanai and has an oversized linen closet to hold all your pool towels. The laundry room has a utility sink, built in cabinets and a large pantry/storage closet. The black aluminum fence use to enclose this nicely landscaped yard is perfect for enhancing the view. This homes dock is just waiting for your boat or capable of fitting a 10k lb. boat lift. Every detail of the house was thought out, it has a whole house 20,000 w generator, accordion hurricane shutters, hurricane rated shed, and even the AC and generator are elevated and protected. Don't miss out for a chance to see this house."
* NEW LISTING 
$859,900
731 N MACEWEN DR, Osprey FL 34229
4
BEDS
4
BATHS
3,192
SQFT
$269
$/SQFT
0.49
ACRES
1999
BUILT
"ENJOY the 3D VIRTUAL TOUR of this ELEGANT, Beautifully UPDATED, 4 Bed / 4 Bath, Luxury Estate situated on the 17th fairway of the Heron Golf Course. Relish in the coveted lifestyle of The Oaks Club, featuring 'Luxury Coastal Living in the Heart of Sarasota County.' Positioned on a ~ acre lot with mature oak trees and lush landscape, this MOVE-IN READY home features soaring ceilings, Bright and Open floor plan with walls of glass, expansive Gourmet kitchen, impressive Master Suite (including His & Her walk-in closets) with adjacent office/den, en suite bedrooms, etc. Enjoy the serene lanai with impressive golf course views. Property includes a 3-car garage, and many RECENT UPGRADES: Master Bath remodel (2018), Newer A/C (2017), freshly painted exterior, gunstock oak hardwood flooring and polished porcelain tile floors (2018), Kitchen Appliances (2016), re-plumbed (2016), re-screened lanai, baths remodeled and much more! Plenty of room to add a POOL. The Oaks is a distinguished country club community. Accolades include: '2019-2020 Platinum Club of America' and 'Elite Distinguished Club of the World.' Amenities include two, 18-hole championship GOLF courses, award-winning TENNIS programs with 12 Har-Tru tennis courts, 4 NEW Pickleball courts, a state-of-the-art FITNESS center and junior Olympic, SWIMMING POOL. With 3 Restaurants, Ballroom, and a wide variety of Social/Recreational options, the stage is set for the utmost enjoyment of Florida country club living in an A+ LOCATION. **Florida's #1 Rated PINE VIEW SCHOOL is located nearby. Club membership is available and is required."
* PRICE INCREASED - $799,900 TO $859,900 
$778,500
223 SAINT JAMES PARK, Osprey FL 34229
3
BEDS
4
BATHS
3,321
SQFT
$234
$/SQFT
0.32
ACRES
1991
BUILT
"This gorgeous Oaks Club, Clubside residence offers 3,321 square feet under air, with a graceful expression of luxury living and uplifting estate charm. Privately nestled in one of Sarasota's most exclusive locations, on a coveted street. This homes spectacular grand entrance welcomes you with Swarovski crystal chandeliers, French doors, and Plantation shutters. Great location close to the club facilities. Framed by beautiful large oak trees, the home offers both golf course and partial lake views. Upgraded and Updated throughout! New Tile Roof in 2010. New Ruud AC/Heat Pumps in 2014 and 2015. Updated bathroom with stone tub and marble, walk-in shower, updated kitchen, new wood and marble floors, new paver driveway and the pool has been resurfaced just to name a few of the upgrades! Seamlessly combining the perfect split floor plan, finishes of quality and craftsmanship, and crown moldings that add to the delight. The kitchen complete with crystal marble surface countertops overlooks the family room with wood burning fireplace and includes a lovely breakfast area. Three bedrooms (one doubles as a bonus room or theater room and bedroom), pool bath off lanai, a good size laundry plus an oversized two-car garage. The master suite has a graceful sitting area overlooking the pool and the Eagle Golf Course and Tennis Club, large master bath with huge closet space. The home also offers smart home features to automate lights, locks, garage door and sprinkler system. Membership in The Oaks Country Club is required. Amenities include 2 Golf Courses, Clubhouse, WellFit Center overlooking the golf course, Active Social Events, Har-Tru Clay Tennis Courts, Pickle Ball, Heated Community Pool, Playground, plus three Dining Facilities! The Oaks is a Platinum Club and is 5-Star rated!"
* PRICE LOWERED - $839,500 TO $778,500 
$699,900
1211 LOST CREEK CT, Osprey FL 34229
4
BEDS
3
BATHS
2,876
SQFT
$243
$/SQFT
0.28
ACRES
2002
BUILT
"DO NOT MISS THIS OPPORTUNITY to own this beautiful and spacious 4-Bed, 3-Bath, rare 3-Car Garage home of nearly 2900sf situated on an Ideal Corner Lot with WATER View in the rear and PARK View in the front. **NEW ROOF** just installed FEBRUARY, 2021. Rivendell is a community distinguished by its lovely tree lined streets, serene lakes and natural preserves on 380 acres adjacent to Oscar Scherer State Park. This home is conveniently located within close proximity to Pine View School, Sarasota's nationally ranked gifted school, and is close to Oscar Scherer Park, The Legacy Trail for miles of biking, skating and hiking, and just 6 miles to Nokomis Beach and 20 minutes to Siesta Key Beach! Rivendell is a deed restricted community with a community pool, playground, park and gazebo."
* NEW LISTING 
$699,000
393 N POINT RD #602, Osprey FL 34229
3
BEDS
3
BATHS
2,055
SQFT
$340
$/SQFT
2001
BUILT
"Live inspired every day in this sixth-floor, three-bedroom, three-bathroom residence offering the most extraordinary water views and sunsets with direct elevator access to your sanctuary. As soon as you enter your private foyer it is hard to ignore the glorious setting let alone the striking pairing of beach and contemporary style redesign abundantly represented throughout highlighted by maple gray engineered hardwood flooring and a one-of-a-kind chef s kitchen. Set in the heart of the home, the full gourmet kitchen with an expansive center island with eat-in dining takes center stage. KitchenAid black matte stainless steel appliances including induction cooktop, exotic quartzite counters, soft-close kitchen cabinets, glass tile backsplash mirroring the waters beyond, under cabinet lighting & electrical outlets, mixer lift in the cabinet and seven light glass ball chandelier are just some of the impeccable details and premium quality finishes in this custom renovation. Charm and elegance prevail in the light-filled, entertainer's dream open floor plan and where a wall of sliding impact doors open to the inspiration outside. The finest touches adorn the spacious waterside terrace including a recent installation of motorized Storm Smart hurricane blinds- Storm Catcher Wind Abatement hurricane rated screens and exterior lanai screens. The luxury continues in the master bedroom suite offering privacy and unparalleled water views. Features include motorized blinds installed on all windows 2020, including blackout blinds in bedrooms, walk-in custom closet, locked jewelry drawer, small in-wall safe, as well as a spa-like bath retreat with glass tile accents in shower and backsplash, quartz vanity countertops, free-standing tub, chrome fixtures, heated towel bar, redesigned and added storage cabinetry, new lighting and Toto toilets with washlet. Additional features include two-car garage spaces and a climate-controlled storage unit. This is truly an exceptional residence ..."
$678,500
379 RENOIR DR, Osprey FL 34229
3
BEDS
2
BATHS
1,466
SQFT
$463
$/SQFT
0.34
ACRES
1968
BUILT
"FABULOUS TOTALLY REMODELED PRIVATE SALT WATER CANAL FRONT HOME. This is no cookie cutter home! From the uniquely stunning granite countertops throughout the home and the spa showers that will inspire you...THIS HOME IS FOR YOU! Updated with ALL NEW ELECTRICAL!...Live worry free with brand new 3 ton 16 seer Comfortmaker air conditioner, black stainless steel appliances, new well, new septic system, and leeching field. Located on a quiet road in the highly desirable Sorrento Shores neighborhood. Convenient to Pineview School, Sarasota, Venice, and I75. New Sarasota Memorial Hospital to be completed next year only 4 miles away. Huge private back yard has plenty of room for your dream pool. Relax under your mature shade trees and watch your delicious pineapples grow. Breathtaking plumeria trees of various colors will add to your senses. Lounge on your dock and watch the manatees and fish go by. The sights, smells and peacefulness will entice you for years to come. This is YOUR HAPPY PLACE!"
* PRICE INCREASED - $618,000 TO $678,500 
$665,000
4401 CONCHFISH LN, Osprey FL 34229
4
BEDS
3
BATHS
2,370
SQFT
$281
$/SQFT
0.14
ACRES
2018
BUILT
"Beautiful 4 bed, 3 bath, 2 car garage home in Osprey, just a short walk to Pine View School! 2018 built home shows brand new with a number of quality upgrades. Among the many additions, there are newly added gorgeous light fixtures throughout the home, custom window treatments with tie backs to enjoy the natural light, and beautiful updated flooring in every room. The open floor plan is perfect for entertaining family and friends. Upon entering the foyer a sense of home welcomes you leading into the open den/kitchen and great room. A Gourmet kitchen with granite center island, stainless steel appliances, and pantry equates to a chef s dream. The lovely master suite boasts large windows with views of the peaceful treed backyard and elegant bathroom featuring dual vanities, large walk in closet and convenient access to the spacious laundry area. Three additional bedrooms and two baths complete the space for comfortable family living. An attractive paved walkway has been added around the perimeter of the home opening to a paved backyard patio for relaxing in the Florida sunshine. Enjoy morning coffee on the screened lanai facing a private nature setting, complete with mango, dragon fruit, and other lovely trees in the backyard. Additional features include water filtration and softener systems, and electric car charging in the oversized garage. The popular legacy trail, Spanish Point and Oscar Scherer State Park are nearby, as is the nationally ranked Pine View school. Enjoy the convenience of walking to and from Pine View, as well as shopping, dining, and world class beaches nearby. DON T DELAY! SCHEDULE A SHOWING TODAY!"
$649,000
1742 S CREEK LN, Osprey FL 34229
3
BEDS
3
BATHS
3,115
SQFT
$208
$/SQFT
0.26
ACRES
2004
BUILT
"Excellent location! This gorgeous West of Trail home is nestled in South Creek with lush foliage, large trees, and a friendly family atmosphere. This spacious three-bedroom home features an open floorplan with more than 3,000 sf of living area, where beautiful elements blend form with function. A tranquil master suite is separate from all the bedrooms for privacy, features two walk-in closets, a large bathroom with his and hers sinks, shower and spa-like jacuzzi tub. The second bathroom is equipped with dual sinks, tub and shower and has its own access to the lanai area. The spectacular kitchen features stainless appliances, walk-in pantry, granite counter tops, premium cabinetry with under cabinet lighting. The great room and breakfast area provide ample of space for all your social gatherings. Other features include high ceilings, crown molding, marble and bamboo floors. and circular driveway. Enjoy Southwest Florida s finest weather on the quiet screened lanai that is surrounded with mature tropical splendor. This private gated community with only 69 homes boats amenities such as tennis courts, playground, and a day dock with access to ICW and gulf. Top rated schools in the area and an easy drive to two state parks, shopping, dining, beaches, and ideally positioned between Sarasota and Venice."
* PRICE LOWERED - $679,000 TO $649,000 
$645,500
206 SORRENTO DR, Osprey FL 34229
3
BEDS
2
BATHS
2,200
SQFT
$293
$/SQFT
0.39
ACRES
1978
BUILT
"PRIVATE WORRY-FREE WATERFRONT LIVING!...Looking for Peaceful Gulf Coast Living in a Fantastic Neighborhood?...Discover It Today at this Spacious Home in Highly Sought-After Sorrento Shores!.... Well Planned Layout with Natural Light Throughout so You Can Bring the Florida Sunshine Indoors!...Conveniently Located within Close Proximity to Fantastic Amenities, White Crystal Sand Beaches, Pineview School and Loaded with Extras Beautiful Updates Featuring Brand New Black Stainless Steel Wi-Fi Enabled Kitchen Appliances Expansive Storage w/Solid Wood Cabinets in Kitchen Ideally Designed for Entertaining and Cooking Gorgeous Black Granite Throughout the Kitchen and Baths Open Floor Plan to Accommodate Your Party Guests or Simply Curling Up by the Wood Burning Fireplace for a Relaxing Day at Home Large 2 Car Garage New Septic New Disposal Newer A/C Ducts Fresh Paint Inside & Out New Well...Plenty of Room for a Pool or Deck Install Let Your Cares Drift Away Lounging on Your Boat Dock and Watching the Manatees Gently Float by in the Canal...Life is Grand Here!...Optional HOA w/NO Deed Restrictions Book Now Before It s Gone!"
* PRICE INCREASED - $599,999 TO $645,500 
 
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