1216 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 6 Bath · 2 Half Baths · 8,050 SqFt · $1,460/SqFt
Days on Market: 24
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 1999
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.10
This classically designed estate is privately positioned on north end of Casey Key, considered among the most treasured addresses in Sarasota County. The property spans from a sandy walking beach on the Gulf to a rare covered boat dock on Blackburn Bay. Designed by renowned architect Clifford A. Scholz and built by Delta Southern Construction, over 8,000 square feet designed to celebrate family and guests, this is a residence that inspire togetherness and embodies the art of waterfront living. Crafted with luxury finishes and modern conveniences, the property is built to exacting coastal standards with dramatic focus on stunning water ... Read more....»
144 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 5,397 SqFt · $1,288/SqFt
Days on Market: 62
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 2003
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Priced reduced! Welcome to this extraordinary waterfront estate on exclusive Casey Key, showcasing panoramic views of Little Sarasota Bay and vistas of the Gulf of Mexico. Built to the latest hurricane standards with impact-rated windows and doors, this home is a true fortress of safety and resilience. Designed for both comfort and sophistication, this 4-bedroom, 5.5-bathroom estate spans over 5,300 square feet of thoughtfully planned living space. The home features an elevator, both upstairs and downstairs primary suites, two additional en suite guest rooms, a sitting room, loft, formal dining room, and a luxurious office with mesmerizing Gulf views. Adjacent ... Read more....»
101 OSPREY POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 5,087 SqFt · $1,042/SqFt
Days on Market: 2
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: THE OAKS
Year built: 1985
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
One or more photo(s) has been virtually staged. Indulge in the epitome of sophistication and timeless elegance with this magnificent luxury home with 4 bedrooms, 5 full and 1 half bath. Meticulously crafted with unparalleled attention to detail by Bo MacEwen, this residence exemplifies quality and refinement at every turn. From the moment you approach, this home's stately facade and impeccable architectural design command attention. Entering through grand double doors, you're greeted by an impressive foyer, and an inviting floor plan that seamlessly blends classic charm with modern conveniences. The formal living room has a fireplace, an opulent chandelier and ... Read more....»
1049 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2,582 SqFt · $1,840/SqFt
Days on Market: 2
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 1990
Garage: Yes 5 vehicles
Waterfront: Yes
Lot Size (in acres): 1.06
Seize the opportunity to own a piece of paradise on the exclusive North Casey Key. This sprawling one-plus-acre estate, with 107 feet of pristine gulf frontage, a walkable sandy beach, on a private road with security offering unparalleled privacy, is your personal slice of heaven. Surrounded by majestic live oaks, this property is a rare gem that embodies the timeless beauty of Old Florida living, offering a tranquil retreat with direct gulf-to-bay access. The three-bedroom, three-bath home exudes Mediterranean coastal charm and invites you to embrace the serenity of coastal life. With an expansive living room, formal dining room, country ... Read more....»
426 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1,876 SqFt · $2,399/SqFt
Days on Market: 555
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 1992
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Gulf to Bay on North Casey Key – the perfect location! Panoramic views of Little Sarasota Bay to the east and a beachfront lot on the west. Original cypress tongue and groove ceilings and beautiful oak floors add warmth and nostalgia throughout the home. A nicely updated kitchen overlooks the pool and bay. The entire second floor is dedicated to an oversized primary suite with a sitting room and study overlooking the beach and bay. Step outside to the rooftop deck for stargazing at night or a dip in the swimming pool. The split floor plan ... Read more....»
275 LOOKOUT POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 5 Bath · 5,279 SqFt · $805/SqFt
Days on Market: 107
County: Sarasota
Subdiv/Community Name: Southbay Yacht & Racquet Club
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 2007
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
This stunning waterfront residence in Southbay Yacht and Racquet Club is a gem on Florida’s Gulf Coast where boats are accommodated in a deep-water marina for low fees. Boasting over 135 feet of water frontage and surrounded by lush tropical landscaping and majestic Royal Palms. Its refined curb appeal sets it apart as a one-of-a-kind property. The custom John Cannon home features a grand double door entry that opens to breathtaking wide open bay views. Inside, the home showcases high-end finishes and upgrades, including impressive, vaulted ceilings reaching up to 21 feet. You'll find abundant crown molding, elaborate tray ceilings, ... Read more....»
854 MACEWEN DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 9,081 SqFt · $462/SqFt
Days on Market: 107
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS 2 PH 2
Year built: 2003
Garage: Yes 4 vehicles
Private Pool: Yes
One or more photo(s) has been virtually staged. **NEWLY RENOVATED, SPACIOUS, GOLF COURSE ESTATE** Boasts OVER 9,000sf and is situated on a prominent, private cul de sac lot of Over 3/4 Acres. Expansive room abounds in this LIGHT and BRIGHT Open Floorplan consisting of 4 Beds + 4/2 Baths + Office/Library + Home Theater + Game Room w/ Wet Bar, Loft, Balcony, etc. and even includes highly coveted, oversized and split 4-CAR GARAGE(s). This MOVE-IN READY home has been tastefully updated and is ideal for indoor and outdoor entertaining! The elegant first level primary bedroom suite features high ceilings, multiple ... Read more....»
5 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 2,380 SqFt · $1,544/SqFt
Days on Market: 86
Cumulative Days on Market: 309
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 1969
Garage: Yes 1 vehicles
PRICE IMPROVEMENT! Iconic Gulf-front Mid-Century Modern gated residence on Casey Key embodies the true essence of casual coastal living, offering an unparalleled retreat for the soul. The moment you step through the door, a magical transformation takes place. Your senses awaken as you are immediately captivated by the breathtaking Gulf views stretching out in every direction. The shimmering turquoise waters serve as a stunning backdrop to daily life, drawing you into a serene connection with nature. The sound of gentle waves lapping against the shore harmonizes with a glimpse of manatees & dolphins gracefully swimming by, herons fishing as they ... Read more....»
135 TINA ISLAND DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 4 Bath · 1 Half Bath · 2,572 SqFt · $1,273/SqFt
Days on Market: 87
County: Sarasota
Subdiv/Community Name: Sorrento Shores
Legal Subdivision Name: SORRENTO SHORES
Year built: 2011
Garage: Yes 4 vehicles
Waterfront: Yes
If you are ready to retreat to paradise, look no more. This home is amazing. Located in a very desirable area in Sorrento Shores, Osprey is on a 200-foot, wide canal frontage. You can enjoy the scenic water and exotic palms through almost every window. The main area, the living area, was built and completed in 2011, and it is beautifully situated on the second floor. All windows are double-insulated and have impact glass, which takes you from the living room to your own private lanai, where you can relax and enjoy the beautiful sunrises and sunsets. You can also ... Read more....»
662 FERNWALK LANE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 4 Bath · 4,359 SqFt · $687/SqFt
Days on Market: 68
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1989
Garage: Yes 3 vehicles
Private Pool: Yes
**FANTASTIC, FULLY RENOVATED ESTATE with LAKE / GARDEN VIEW is situated on a SERENE, INTERIOR, CUL-DE-SAC lot with NO FLOOD concern (Zone “X”) behind the Secure Gates of the highly sought after Bayside neighborhood within The Oaks Country Club community, just steps from Little Sarasota Bay. An Expansive Floorplan entails 4-BEDs plus 4-FULL BATHS while a full list of EXCEPTIONAL FEATURES is available upon request and includes Soaring 16ft and Vaulted Ceilings, Impressive White Oak and Marble Floors, Custom Crown trim, Plantation Shutters, many Built-Ins…to name a few. The Gorgeous, Chef’s Kitchen showcases marble counters, custom hardwood cabinetry ... Read more....»
236 SAINT JAMES PARK
OSPREY FL 34229
Residential / Single Family Residence
6 Bed · 6 Bath · 1 Half Bath · 6,246 SqFt · $464/SqFt
Days on Market: 11
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS 2 PH 1
Year built: 1986
Garage: Yes 2 vehicles
Private Pool: Yes
Tucked away in a quiet cul-de-sac on a double lot beneath majestic oaks, this almost 5,000 sq ft, timeless 2-story home blends sophistication with modern comfort. Situated on the first hole of Heron Golf Course, the home features soaring 11-ft ceilings, marble floors, and crystal chandeliers. A Louis XVI fireplace anchors the sunken living room, while French doors and expansive windows invite sunlight into the sunroom with breathtaking golf course views leading to three patios perfect for entertaining or relaxation. A brick path winds through lush gardens to the adjacent guest house. This nearly 2,000 sq ft guest house features ... Read more....»
49 OSPREY POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 3,953 SqFt · $707/SqFt
Days on Market: 29
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: OAKS
Year built: 1989
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, ... Read more....»
432 SORRENTO DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 3,640 SqFt · $755/SqFt
Days on Market: 68
County: Sarasota
Subdiv/Community Name: Sorrento Shores
Legal Subdivision Name: SORRENTO SHORES
Year built: 2007
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
It’s tough to beat the amenities and total lifestyle package that this waterfront home offers. Discerning buyers seeking a refined residence have found it here in this custom-built home, perfectly situated on a serene cul-de-sac. As you step inside, you're greeted by an abundance of high ceilings, engineered hardwood floors, and natural light pouring through expansive glass windows and sliding doors, inviting you to enjoy the views of your oversized outdoor entertainment area and screened lanai. This oasis features a heated saltwater pool, an Alfresco built-in grill, sink, and refrigerator, along with a propane fireplace and TV—ideal for entertaining against the ... Read more....»
312 YACHT HARBOR DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 4 Bath · 2,572 SqFt · $1,048/SqFt
Days on Market: 130
County: Sarasota
Subdiv/Community Name: Southbay Yacht & Racquet Club
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 1978
Garage: Yes 3 vehicles
Private Pool: Yes
One or more photo(s) has been virtually staged. Considered one of the finest community-owned marinas on the west coast of Florida, Southbay Yacht & Racquet Club features a seven-acre, deep-water boat basin that will accommodate kayaks, jet skis, sailboats, powerboats, catamarans and yachts up to 55 feet in length. With a 6-foot depth at mean low tide, the marina can accommodate 175 boats owned by its residents. In Southbay, the HOA fees are only $408 per quarter and it’s also affordable to keep your boat in a slip that includes water and electric. With the Southbay neighborhood in your backyard ... Read more....»
370 SUGAR MILL DRIVE
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,783 SqFt · $554/SqFt
Days on Market: 54
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1996
Garage: Yes 3 vehicles
Private Pool: Yes
**TIMELESS ELEGANCE! METICULOUSLY MAINTAINED, ARCHITECTURAL GEM FEATURES MANY RECENT UPDATES/UPGRADES** Built by BARON Construction, one of Sarasota’s Finest Custom Builders, this Spectacular Estate features 5-BEDS, 5 FULL and 1 HALF BATHS, PLUS expansive formal dining room, eat in kitchen area, Office and BONUS Den/Media /Flex room; separate laundry room, sizeable storage and a 3-Car Garage. Situated on a nearly half acre lot with circular driveway and wonderful curb appeal, this Stunning Residence backs up to Historic Spanish Point while situated just steps away from Little Sarasota Bay waters in the Tranquil West End of the highly sought after Bayside ... Read more....»
340 OSPREY POINT DR
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 5 Bath · 2 Half Baths · 6,001 SqFt · $417/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Oaks The
Legal Subdivision Name: OAKS
Year built: 1998
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and privacy. A brand-new roof (2024) crowns this sprawling estate, while a pavered circular driveway leads to a spacious 3-car side-load garage. Stately columns welcome you to the grand double-door entry, where you’ll step inside to find gleaming marble floors, soaring ceilings, and plantation shutters that set the stage for timeless sophistication. The thoughtfully designed floor plan includes a private ... Read more....»
654 TRENTON WAY
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 3,582 SqFt · $684/SqFt
Days on Market: 82
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS 2 PHASE 2
Year built: 1990
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
**STUNNING, UPDATED and METICULOUSLY MAINTAINED GOLF COURSE ESTATE with INCREDIBLE OUTDOOR OASIS in the Highly Sought-After OAKS COUNTRY CLUB Community** is Situated on an Over ½ Acre Lot on a tranquil, cul de sac street with Ideal Southern-Exposure and Lake and Golf Course View across the 14TH Fairway of the Interior, HERON GOLF COURSE. Recent UPDATES include HURRICANE IMPACT WINDOWS and SLIDING DOORS (2023), NEW PANORAMIC POOL CAGE (2023), NEW GENERATOR (with 500 Gallon Propane Tank; 2023), 2 NEW HVAC SYSTEMS (2023), NEW ROOF (2018), FRESHLY PAINTED INTERIOR, EXTERIOR PAINT (2022) and Much More! With its delightful curb appeal and ... Read more....»
600 EAGLE WATCH LANE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 3,681 SqFt · $651/SqFt
Days on Market: 6
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS 2 PH 2
Year built: 1992
Garage: Yes 3 vehicles
Private Pool: Yes
Located on one of the most desirable streets in The Oaks Clubside, this completely renovated pool home sits on a generous 0.71-acre lot with wide views of the third hole of the Heron Golf Course. Nearly every aspect of the property has been updated—new roof, impact-rated windows and doors, flooring, trim, countertops, appliances, resurfaced pool and spa, new pool cage, and a resurfaced driveway—making it truly move-in ready. Inside, the layout is open and light-filled, with 14-foot ceilings in the formal living and dining rooms, a reimagined kitchen that opens to a casual dining area, and a spacious family room ... Read more....»
18 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1,977 SqFt · $1,189/SqFt
Days on Market: 59
County: Sarasota
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: CASEY KEY
Year built: 1973
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Beautifully remodeled in 2012, this bayfront residence combines elegance, functionality and an enviable location. The living room, kitchen and family room are great places to gather, and the split floor plan provides room for all, privacy to retreat with a good book or work from home options. The classic coastal style provides a view of the bay and intracoastal waterway from the primary bedroom. Set on more than half an acre, the expansive backyard and large screened pool provides a bayfront tropical paradise. The deeded easement directly across the street takes you to a private sandy beach where you’ll want ... Read more....»
140 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 2,473 SqFt · $948/SqFt
Days on Market: 59
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 1985
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to your own private oasis on the coveted Casey Key Island—an 8-mile stretch of paradise known for its pristine beaches, world-class sunsets, and unparalleled waterfront living. This breathtaking cedar-sided home seamlessly blends sleek, contemporary design with natural beauty, offering 3 spacious bedrooms, each with its own ensuite, and an inviting half-bath on the lower level. Step inside to discover a thoughtfully designed open-concept living area, flooded with natural light and showcasing soaring vaulted ceilings on the first floor. The home is adorned with brand new engineered hardwood floors, adding warmth and sophistication throughout. The chef-inspired kitchen is a true ... Read more....»
85 SUGAR MILL DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 4,191 SqFt · $513/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1991
Garage: Yes 2 vehicles
Private Pool: Yes
**STUNNINGLY DESIGNED and UPDATED -- ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Little Sarasota Bay waters features 3 BEDS plus DEN/OFFICE, 3 FULL BATHS and incredible detail throughout including beautiful crown moldings, volume ceilings, hardwood floors, wainscoting, plantation shutters, LED lighting accents and MORE! NEW ROOF (2020). The CHEF’s KITCHEN boasts Quartzite counters, hardwood cabinetry, NEW Appliances include SUBZERO Refrigerator, WOLF Range and built-in coffee station, etc. The Spacious primary bedroom suite entails a bonus sitting area and multiple walk-in closets while the primary bath offers dual vanities, elegant soaking tub and custom-tiled shower. ... Read more....»
67 SUGAR MILL DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 2 Half Baths · 4,020 SqFt · $496/SqFt
Days on Market: 23
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1989
Garage: Yes 2 vehicles
Private Pool: Yes
Bring your clubs and come see this beautifully remodeled home in the Oaks Club (Bayside). Move in ready with all the amenities you need. This home boast all the room you need with 4 bedroom and a study/Bourbon room. Totally secluded back yard for enjoying the pool and spa with your friends and family. Also, this home has had the tile roof redone in 2012 and the A/C redone in 2022 and 2024. You won't be disappointed with this home. Next there is the club with 36 holes of Championship Golf, 16 Tennis courts, fitness, pickleball, Croquet and more, for ... Read more....»
525 S SHORE DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2,315 SqFt · $862/SqFt
Days on Market: 57
County: Sarasota
Subdiv/Community Name: Sorrento Shores
Legal Subdivision Name: SORRENTO SHORES
Year built: 1972
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
This redesigned mid-century styled 3-bedroom Bayfront home has been fully remastered with entertaining in mind. The stunning outdoor oasis says it all, with a panoramic view pool cage, a large, covered area, outdoor kitchen, and an amazing pool and spa featuring a stone waterfall and propane-fueled fire sconces. The pool cage was recently rescreened with no see um screen. Inside, the split bedroom floor plan boasts porcelain tile flooring throughout and en suite baths for the guest bedrooms. The interior living areas open seamlessly to the outdoor lanai through disappearing sliding doors in both Living Room and Family Room. The ... Read more....»
401 WALLS WAY
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 4,388 SqFt · $416/SqFt
Days on Market: 119
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS 2 PH 1
Year built: 1990
Garage: Yes 3 vehicles
Private Pool: Yes
Recently appraised for over 2 million, Seller relocating. Exquisite Executive Home in The Oaks Clubside, Step into elegance and luxury with this stunning two-story masterpiece. Perfectly situated to capture breathtaking views of the 9th Fairway on the Heron Course and a serene lake preserve, this home offers a rare combination of sophistication, comfort, and unparalleled design. Gourmet Kitchen: Designed for the discerning chef with Viking appliances, custom-made wood cabinetry, and granite countertops, bamboo and travertine flooring throughout, European-style sweeping staircase with custom stone and wood details, and cathedral ceilings featuring a grand travertine fireplace in the great room. Flexible ... Read more....»
97 SUGAR MILL DRIVE
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 6 Bath · 4,885 SqFt · $368/SqFt
Days on Market: 236
County: Sarasota
Subdiv/Community Name: Oaks The
Legal Subdivision Name: OAKS
Year built: 1990
Garage: Yes 2 vehicles
Private Pool: Yes
Welcome home to The Oaks Bayside!! This home offers the perfect blend of luxury and comfort. Fall in love with this stately two-story custom pool home. On entry, you are immediately greeted by soaring 24’ ceilings, floor to ceiling Palladian windows that allow natural light to flood throughout the residence. With 5 Bedrooms and 6 bathrooms, the formal dining room with its elegance and charm is perfect for hosting family dinners or dinner parties. Last but not least a wrap-around second floor balcony that sets the stage for pure elegance. Brand New roof installed 2024!!
909 MACEWEN DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 4,241 SqFt · $423/SqFt
Days on Market: 174
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: OAKS 2 PHASE 2
Year built: 1991
Garage: Yes 2 vehicles
Private Pool: Yes
**STUNNING GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** situated on an Over Half Acre Lot overlooking the 12th Fairway of the interior, HERON GOLF COURSE. With its delightful curb appeal and manicured landscape, this splendid residence offers 3 BEDROOMS + Spacious Executive Office/Study, 3 FULL and 1 HALF BATHS, High Ceilings, Crown Moldings, Gas Fireplace, spacious Kitchen with Granite Counters and Stainless Steel appliances, 2-Car Garage w/ Circular Driveway, and much more! An Expansive Primary Bedroom Suite features multiple walk-in closets and an Updated Primary Bathroom with dual vanities, soaking tub, custom-tiled shower and private ... Read more....»
282 SHELL MIDDEN COURT
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 4 Bath · 1 Half Bath · 3,699 SqFt · $460/SqFt
Days on Market: 43
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: OAKS
Year built: 1992
Garage: Yes 3 vehicles
Private Pool: Yes
One or more photo(s) has been virtually staged. It is rare to find such an incredible combination of privacy and spectacular views as you will find in this 3 bedroom, 4.5 bath home. Located on a quiet dead-end street in The Oaks Bayside, the traditional design marries beauty with functionality. Step inside and you will be greeted by light-filled space with classic motif. Large windows flood the entire home with natural light. As you explore the interior you will find everything you need to live an incredible, luxury lifestyle. The formal living room features French doors ... Read more....»
402 WALLS WAY
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 3,464 SqFt · $489/SqFt
Days on Market: 20
Cumulative Days on Market: 296
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: OAKS 2 PH 1
Year built: 2014
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
This captivating 4 bedroom (plus den/office), 3.5 bathroom home is ready to welcome you into its charm and warmth. Built in 2014 by Todd Johnson Homes, this courtyard-style residence effortlessly blends country modern flair with timeless elegance. Situated on an oversized, .64 acre corner lot in The Oaks Clubside, this home is made for Florida living with tile and hardwood floors, hurricane impact window and doors, a 3 car garage and so much more . Step through the double wood doors and into a space that exudes comfort. The open floor plan, high ceilings, and an abundance of natural light ... Read more....»
364 EL GRECO DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2,402 SqFt · $701/SqFt
Days on Market: 54
County: Sarasota
Subdiv/Community Name: Sorrento Shores
Legal Subdivision Name: SORRENTO SHORES
Year built: 1964
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
This exquisite waterfront residence offers a dreamlike lifestyle with expansive views of the canal and bay, making it a gem in Sorrento Shores. Boaters dream, 10,000-pound lift in your backyard, 20 minutes to Venice Inlet with access to the turquoise waters of The Gulf. On a prime cul-de-sac lot, the home boasts a stunning circular driveway adorned with majestic Royal Palms, enhancing its curb appeal. As you step inside, you're greeted by breathtaking views that set the tone for tranquil living. The great room, featuring a cozy gas fireplace, serves as the heart of the home, seamlessly connecting to a ... Read more....»
75 OSPREY POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 4 Bath · 4,001 SqFt · $412/SqFt
Days on Market: 99
Cumulative Days on Market: 238
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1983
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to 75 Osprey Point, a residence that epitomizes timeless elegance and thoughtful design within the prestigious Oaks Bayside. On two expansive lots totaling over three-quarters of an acre, this architectural estate was originally designed by renowned architect Bo MacEwen, the visionary behind The Oaks iconic clubhouse. A harmonious blend of traditional sophistication and modern updates awaits, with lush Selby-like grounds and serene lake views enhancing the ambiance. The circular drive with pavers leading to a charming tile-front porch invites you to explore the grand interiors. Step through the entrance into a dramatic foyer featuring large-format tile flooring, soaring ceilings ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.
