104 SHORELAND DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 2 Bath · 2,363 SqFt · $253/SqFt
Days on Market: 2
County: Sarasota
Subdiv/Community Name: Towns-End Shores
Legal Subdivision Name: TOWNS-END SHORES
Year built: 1956
Garage: No
Private Pool: Yes
Welcome to your coastal retreat! Currently set up as a furnished rental, This recently remodeled 4 bedroom 2 bathroom home offers modern comfort just moments from the water. Step inside to discover a bright, open floor plan with stylish updates throughout. Two large bedrooms lead out to the Lanai, where you can relax in the backyard Oasis featuring a heated spa Pool and outdoor kitchen- perfect for unwinding or entertaining. This home is minutes away from Nokomis and Venice beach, and just 15 minutes from World famous Siesta Key, The legacy trail, Oscar Scherer state park, and Blackburn Point boat ... Read more....»
228 SAINT JAMES PARK
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 2,425 SqFt · $658/SqFt
Days on Market: 9
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS 2 PH 1
Year built: 1997
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Experience the unparalleled charm and convenience of this golf course home in The Oaks Club, the country club community designed by noted Sarasota architect Bo MacEwen. 228 Saint James Park is an original Bo MacEwen design, is located on the leafy and quiet Saint James Park cul-de-sac, and directly overlooks the opening hole of the Heron golf course. This single-floor three-bedroom, two-and-a-half bath will captivate you from the moment you step inside with its open floor plan, high, coffered ceilings with extensive crown moldings, and generous French doors providing wonderful lighting, beautiful views to the lanai, swimming pool, spa, and the ... Read more....»
1085 MALLARD MARSH DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 3,011 SqFt · $332/SqFt
Days on Market: 8
County: Sarasota
Subdiv/Community Name: Rivendell The Woodlands
Legal Subdivision Name: RIVENDELL
Year built: 2001
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Step into this beautifully renovated Rivendell home and discover a stunning pool and lanai area, thoughtfully designed for relaxation and enjoyment. Offering expansive lake views, this home provides a serene retreat in one of the area's most sought-after communities. Spanning over 3,000 square feet, this spacious residence features four bedrooms, three baths, and an upstairs bonus room, making it a highly desirable floor plan. Extensively updated in 2023, the home showcases elegant neutral ceramic tile throughout, a chef's dream kitchen, and stylishly updated bathrooms. Freshly painted with new light fixtures and fans, the home also includes three tube lights, bringing in beautiful natural light to the ... Read more....»
223 SAINT JAMES PARK
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2 Half Baths · 3,321 SqFt · $391/SqFt
Days on Market: 17
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS 2 PH 1
Year built: 1991
Garage: Yes 2 vehicles
Private Pool: Yes
Luxury Clubside Living at The Oaks – featuring Elegance and Comfort! Stunning Clubside residence in the upscale Oaks Club, offering the perfect blend of estate charm and modern luxury. Nestled among grand oak trees with partial lake and full golf course views, this beautifully upgraded home offers 3,321 sq ft of refined living space in one of Sarasota’s most exclusive communities. You’re welcomed by a grand entrance that sets the tone for this elegant home. The living room features a custom-built-in bar and three sets of French doors that open to the pool and patio, perfect for indoor-outdoor entertaining. ... Read more....»
241 WILLOW BEND WAY
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,298 SqFt · $304/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Park Trace Estates
Legal Subdivision Name: PARK TRACE ESTATES
Year built: 2000
Garage: Yes 2 vehicles
Private Pool: Yes
Stunning Home in Park Trace Estates. Prime Location Near Oscar Scherer Park. Welcome to this beautiful 3-bedroom, 2-bath home with a den, nestled in the highly sought-after Park Trace Estates. Ideally located just minutes from top-rated Pine View School, scenic Oscar Scherer Park, and the vibrant dining, shopping, and beaches of Sarasota. Step inside to a spacious floor plan featuring elegant tray ceilings in the great room, dining area, and primary suite. The eat-in kitchen boasts Corian countertops, a striking marble backsplash, and plenty of space for entertaining. Crown molding and custom niches throughout the home add a touch of ... Read more....»
3921 WAYPOINT AVENUE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2,316 SqFt · $516/SqFt
Days on Market: 18
County: Sarasota
Subdiv/Community Name: Bayside
Legal Subdivision Name: BAYSIDE
Year built: 2016
Garage: Yes 3 vehicles
Private Pool: Yes
CASUAL, COASTAL ELEGANCE in this charming WATERFRONT community – BAYSIDE on LITTLE SARASOTA BAY! The Florida Lifestyle you’ve always dreamt of awaits you at Bayside on Little Sarasota Bay – a GATED ENCLAVE OF JUST 49 HOMES tucked away on the bay in Osprey Florida - one of our area’s best kept secrets ideally located between Sarasota & Venice! This delightful POOL HOME offers 3 BEDROOMS, 3 FULL BATHROOMS, EXTENDED TANDEM 3 CAR-GARAGE, A DEN, PLUS AN OUTDOOR LIVING ROOM EQUIPPED WITH A FULL OUTDOOR KITCHEN & FIREPLACE! Situated on a highly coveted premium preserve lot in ... 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: 17
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....»
142 DORY LANE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,531 SqFt · $474/SqFt
Days on Market: 21
County: Sarasota
Subdiv/Community Name: Southbay Yacht & Racquet Club
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 1984
Garage: Yes 2 vehicles
Private Pool: Yes
Southbay Yacht & Racquet Club, The waterfront Community with Resort-Style Amenities. Welcome to this beautiful three-bedroom two-bathroom home featuring a private pool and spa, perfect for relaxing or entertaining year-round. Located in a highly sought-after waterfront community, this property offers access to a private marina, clubhouse, community pool and scenic park-ideal for enjoying the coastal lifestyle! Whether you're boating, swimming, or just soaking up the sun, this home brings the vacation living to your front doorstep. Walk, bike, or take your golf cart to restaurants, shopping, tiki bars and parks which are all nearby. Don't miss your chance to own a ... Read more....»
110 PINE AVENUE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,058 SqFt · $354/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Osprey Avenue Sub
Legal Subdivision Name: SAUNDERS V A RESUB
Year built: 1977
Garage: Yes 2 vehicles
Private Pool: Yes
Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of room for storage. Enjoy sunsets, steps to fishing pier, kayak launch, Spanish Pointe, Oscar Scherer State Park, and Pine View School. No restrictions. Move-in ready enjoying the Florida lifestyle! For outdoor enthusiasts, this location is unbeatable. Launch your kayak or paddleboard from a few steps away into Sarasota Bay, explore Mid night pass, Siesta Beach, nearby Bay Preserve at Osprey and Historic Spanish Point, close to Oscar Scherer State Park, Casey Key, Nokomis Beach. The large backyard offers ... 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....»
13 BAYHEAD LANE
OSPREY FL 34229
Residential / Single Family Residence
2 Bed · 2 Bath · 2,310 SqFt · $418/SqFt
Days on Market: 1
Cumulative Days on Market: 173
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: OAKS
Year built: 2001
Garage: Yes 2 vehicles
Private Pool: Yes
**IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANCE-FREE COMMUNITY** This residence boasts an open floor plan that is ideal for entertaining, along with a screened and spacious outdoor pool area that provides privacy and overlooks a nature preserve. Recent updates include a new kitchen, bathrooms, flooring, fans, a four-year-old roof, a newly pavered driveway, and hurricane-rated patio and bedroom doors. All living areas have wood floors or Italian porcelain tile. The kitchen features a gas stove, Waterworks faucet, quartz countertops, modern stainless appliances, and solid wood cabinetry. The breakfast nook adjacent to the kitchen has ... 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....»
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....»
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....»
826 OAK BRIAR LANE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 2,589 SqFt · $297/SqFt
Days on Market: 39
County: Sarasota
Subdiv/Community Name: Park Trace Estates
Legal Subdivision Name: PARK TRACE ESTATES
Year built: 2003
Garage: Yes 2 vehicles
Private Pool: Yes
Welcome to this Impressive 4-bedroom, 3-bath pool home located in the highly desirable Park Trace Estates in Osprey, Florida — perfectly situated in a PRIME LOCATION between Sarasota, Nokomis, and Venice. Boasting over 3,000 sq. ft. under roof, this modern, updated ranch-style home is designed for indoor and outdoor living, featuring an open, split floor plan that flows seamlessly to the spacious screened lanai and pool area, perfect for entertaining or relaxing in privacy. Every detail has been thoughtfully upgraded, including a new modern flat tile roof, freshly painted exterior, new driveway, professional epoxy garage floor, sleek front entry doors, ... Read more....»
742 SHADOW BAY WAY
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 3,321 SqFt · $331/SqFt
Days on Market: 44
County: Sarasota
Subdiv/Community Name: Rivendell
Legal Subdivision Name: RIVENDELL
Year built: 2002
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
ARTHUR RUTENBERG HOME . . . FORMER MODEL . . . NEW ROOF . . . NEW INTERIOR AND EXTERIOR PAINT . . . HURRICANE DOUBLE-LAYER IMPACT WINDOWS . . . NEW OVEN . . . NEW BAMBOO FLOORING IN GUEST BEDROOMS . . . NEW PRIMARY AREA AC . . . Discover luxury in this Arthur Rutenberg former model home, located in the highly sought-after Woodlands at Rivendell community and award winning Pine View school district. This beautifully maintained home has been thoughtfully updated. It was built with a hip roof design to ensure improved energy efficiency and ... Read more....»
201 EAGLENOOK WAY
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 3,379 SqFt · $355/SqFt
Days on Market: 45
County: Sarasota
Subdiv/Community Name: Pine Ranch
Legal Subdivision Name: PINE RANCH
Year built: 1992
Garage: Yes 3 vehicles
Private Pool: Yes
Lot Size (in acres): 2.00
Nestled in the exclusive Pine Ranch community of Osprey, Florida, this 4-bedroom, 3-bath estate offers a rare opportunity for those seeking privacy, tranquility, and a healthier way of living. Situated on just over two acres of lush, tree-canopied land, this meticulously maintained home is designed for comfort, sustainability, and connection to nature. From the moment you enter the long private driveway, the serenity of this property welcomes you home. Every room is bathed in natural light, offering breathtaking views of the expansive pool, spa, and surrounding greenery, creating a peaceful retreat for relaxation and rejuvenation. The spacious kitchen is ... Read more....»
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....»
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: 48
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....»
820 PLACID LAKE DRIVE
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 4 Bath · 3,938 SqFt · $279/SqFt
Days on Market: 53
County: Sarasota
Subdiv/Community Name: Rivendell
Legal Subdivision Name: RIVENDELL WOODLANDS
Year built: 2002
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
HUGE PRICE IMPROVEMENT ***carpet was professionally cleaned 3/26/25*** Discover this beautiful, expansive 5-bedroom, 4-bathroom home offering 3,938 sq. ft. of living space on a 10,548 sq. ft. lot. Designed for both comfort and elegance, this residence features an open-concept floor plan with crown molding throughout, custom solid wood-designed cabinets, induction oven, a glass tile backsplash, stainless steel appliances, and granite countertops. The spacious kitchen also includes a large island and a matching breakfast table—both with granite countertops—providing generous in-kitchen seating. A wine bar adds a touch of sophistication, while the separate formal dining room is perfect for larger dinner parties. ... Read more....»
608 CRANE PRAIRIE WAY
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 2,678 SqFt · $327/SqFt
Days on Market: 42
County: Sarasota
Subdiv/Community Name: Willowbend
Legal Subdivision Name: WILLOWBEND PH 4
Year built: 2005
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
One or more photo(s) has been virtually staged. NEW PRICE!! Discover your dream home in this stunning 2,678 square foot Wyndham model by Lee Wetherington, nestled in the maintenance-free community of Willowbend in Osprey. The owner has added improvements in excess of $150K since their purchase and has been lovingly cared for and maintained. As you step through the front door, you'll be captivated by the expansive layout, highlighted by 9 and 10 foot ceilings throughout, 8-foot doors, and breathtaking views. Situated on a premier lot, the oversized lanai and salt-water, heated pool provide a serene backdrop overlooking a tranquil ... Read more....»
574 CRANE PRAIRIE WAY
OSPREY FL 34229
Residential / Single Family Residence
2 Bed · 2 Bath · 1,850 SqFt · $297/SqFt
Days on Market: 64
County: Sarasota
Subdiv/Community Name: Willowbend
Legal Subdivision Name: WILLOWBEND PH 4
Year built: 2005
Garage: Yes 2 vehicles
Private Pool: Yes
This stunning two-bedroom plus den/office, two-bath home by the esteemed builder Lee Wetherington is a masterpiece of intelligent design and aesthetic appeal. In a maintenance-free landscape community, it features the thoughtfully crafted Cypress floor plan, showcasing a seamless layout that maximizes space. Beautiful hardwood floors grace the great room, dining room and foyer, enhancing the home's elegance, with new carpet in remaining rooms. The strategic positioning of the bedrooms and baths around a central great room fosters a harmonious flow throughout the residence. The den/office is equipped with extensive built-in shelving and is versatile enough to accommodate a Murphy bed, ... Read more....»
20 BAYHEAD LANE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 3,486 SqFt · $466/SqFt
Days on Market: 51
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 2017
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Discover the perfect blend of luxury and tranquility in this stunning 2017 custom home built by owner, nestled on an oversized 17,512 sq. ft. lakefront lot in the exclusive gated Oaks Preserve community. Boasting breathtaking water views and total backyard privacy, this meticulously designed residence offers an exceptional lifestyle in one of the area’s most prestigious enclaves. Step inside to an elegant open-concept floor plan featuring soaring 12-foot ceilings and an abundance of natural light. The spacious family room, dining area, and gourmet kitchen flow seamlessly together, creating an inviting space for entertaining. The kitchen is a chef’s dream with a ... 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....»
140 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 2,473 SqFt · $928/SqFt
Days on Market: 74
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....»
525 S SHORE DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2,315 SqFt · $862/SqFt
Days on Market: 76
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....»
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....»
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....»
366 S CREEK COURT
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 2,775 SqFt · $378/SqFt
Days on Market: 59
County: Sarasota
Subdiv/Community Name: South Creek
Legal Subdivision Name: SOUTH CREEK
Year built: 2004
Garage: Yes 2 vehicles
Private Pool: Yes
Welcome home to the highly sought after gated waterfront community of South Creek in Osprey FL! This gorgeous home has a nearly COMPLETELY RENOVATED interior with an open and bright kitchen, separate living and dining spaces, and dinette off the kitchen and family room. The home features 4 bedrooms, 3 bathrooms, and a heated pool/spa with covered lanai. There are luxury touches everywhere throughout the home including tray ceilings, crown molding, rounded wall edges, plantation shutters, 8’ doors and arched doorways. The freshly painted interior includes a primary Engineered Hardwood flooring throughout this open floor plan making the home welcoming and ... 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....»
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.