Displaying: For Sale
Location: Osprey
Property Type(s): Condos
Beds: 3 to 3
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Osprey - 27 properties found
14041 BELLAGIO WAY #318, OSPREY, FL 34229
$999,00012 Days on yellowkey MLS ID: A4696101
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2086 Built: 2006Monthly Fee: $1,512 Tax: $7,362 (2025)Community: Villas At Bellagio Harbor VillageSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,362
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Virtually Staged. Boaters, sunset lovers, and buyers seeking a true Gulf Coast lifestyle will appreciate this spacious waterfront condominium in The Villas at Bellagio Harbor Village, complete with a 37 foot wet slip included in the sale. This 3 bedroom plus den, 2 bath residence offers 2,086 square feet of living space, plus large lanai, private elevator entry, and beautiful west facing views over the water and marina. The open floor plan features a generous great room, covered lanai, large kitchen with newly painted cabinetry, interior laundry room, and two assigned under building parking spaces that are next to each other. Water views are spectacular from entry, great room, kitchen and primary bedroom. Doors leading to lanai in great room, kitchen and primary bedroom. Residents of The Villas at Bellagio Harbor Village enjoy resort style amenities including a heated waterfront pool and spa, fitness center, clubhouse, sauna, kayak launch, gated entry, elevator access, and a marina setting. The community is ideally located near Blackburn Point, Casey Key, Oscar Scherer State Park, waterfront dining, shopping, beaches, Sarasota, Venice, and all that Osprey has to offer. Whether you are looking for a full time residence, seasonal retreat, or waterfront getaway with boating access, this condo delivers a rare combination of space, views, amenities, and an included wet slip in a beautiful coastal setting.
Listing is courtesy of: COLDWELL BANKER REALTY (941-487-1492)
Listing Agent: Margot Leonard (941-387-5050)
4304 EXPEDITION WAY WAY #105, OSPREY, FL 34229
$318,000109 Days on yellowkey MLS ID: N6143250
REDUCED by $10,000 (3.0%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1528 Built: 2018 Tax: $3,781 (2025)Community: Bay Street VillageCondo
Taxes:$3,781
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: Virtually Staged. Spectacular water views from most windows in this immaculate, lightly used 3BR/2BA condo, built in 2018 and located in the gated community of Bay Street Villages. The popular Ibis floor plan offers an open-concept kitchen, dining, and great room with designer finishes, including white 42” cabinetry, light granite countertops, custom backsplash and stainless-steel appliances. Enjoy peaceful pond views with birds and wildlife from the screened lanai. Quality construction and peace of mind are provided by hurricane-impact windows and doors, concrete block construction, tile roof, and a paver driveway. The primary suite features plantation shutters, a custom ceiling fan with light, custom closet system, linen closet, lighted 10× makeup mirror, and a bidet-ready outlet. The second and third bedrooms also include custom ceiling fans and 2" blinds. The dining area is accented by a custom light fixture and accordion blinds on the balcony sliding doors. The balcony is enhanced with a tropical palm-leaf ceiling fan and outdoor curtains for added shade and comfort. The great room is fitted with plantation shutters for added elegance. A spacious laundry room includes a washer and dryer. Added features-Ring Doorbell, Keyless Entry on Front Door as well as an Exterior Garage door keypad. The monthly condo fee includes water, sewer, exterior and grounds maintenance, gated entry, heated resort-style pool, cabana, fitness center, and club room. No CDD fees. Ideally located near Nokomis Beach, Casey Key, Siesta Key Beach, the Legacy Trail, Sarasota and Venice dining and shopping, Oscar Scherer Park, and A-rated Pine View School. Maintenance-free Florida living at its best.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Tim Weller (941-221-0155)
173 NAVIGATION CIR #107, OSPREY, FL 34229
$328,0008 Days on yellowkey MLS ID: N6144704
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1528 Built: 2015 Tax: $2,892 (2025)Community: Bay Street VillageCondo
Taxes:$2,892
Remarks: Immaculate and lightly lived-in 3BR/2BA condo in the gated community of Bay Street Village, offering beautiful water views with a fountain from the main living areas, the primary suite, and the screened lanai. The popular Ibis floor plan features an open-concept kitchen, dining, and great room with 42" upper cabinets, granite countertops, a custom tile backsplash, and stainless-steel appliances. The designer-level, fully customized laundry room includes soft-close custom cabinets, a laundry sink, a custom backsplash, and a stacking washer and dryer, providing exceptional storage and functionality. The primary suite offers a water view, a barn-door entry to the bath, a custom frameless glass shower enclosure with stone flooring, a linen closet, custom closet organizers, and a designer ceiling fan with light. Bedroom two also features custom closet organizers, while bedrooms two and three include custom ceiling fans. Ceiling fans are additionally installed in the great room and the lanai for enhanced comfort. Plantation shutters are installed in the entry foyer, primary bedroom, bedrooms 2 and 3, and the family room, adding style, privacy, and a cohesive look throughout the home. Additional upgrades include upgraded carpet on the stairs and in the primary bedroom, keyless front-door entry, keyless man-door entry, and an exterior garage door keypad. Quality construction provides peace of mind with hurricane-impact windows and doors, concrete block construction, a tile roof, and a paver driveway. The monthly condo fee covers water, sewer, exterior maintenance, landscaping, gated entry, a heated resort-style pool, cabana, fitness center, and clubhouse. No CDD fees. Ideally located near Nokomis Beach, Casey Key, Siesta Key, the Legacy Trail, Oscar Scherer Park, Sarasota and Venice shopping and dining, and A-rated Pine View School. Maintenance-free Florida living at its best.
401 N POINT RD #504, OSPREY, FL 34229
$880,00011 Days on yellowkey MLS ID: A4696459
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2778 Built: 2003Monthly Fee: $400 Tax: $8,767 (2025)Community: Meridian At The Oaks PreserveSpa: NoCondo
Taxes:$8,767
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: INCREDIBLE OPPORTUNITY AND A MUST SEE AT THE MERIDIAN AT THE OAKS - GREAT PRICE, BAY VIEW, UPDATED KITCHEN, PRIVATE 2 CAR GARAGE AND MORE! Beautifully updated and thoughtfully designed, this exceptional 5th floor residence in The Meridian at The Oaks Preserve offers tranquil water and preserve views, a fantastic floor plan, and the rare convenience of a private 2-car garage just steps to the elevator lobby. The expansive split-bedroom floor plan includes 3 bedrooms, 3 full baths, and a private den/study/office that can easily function as a 4th bedroom, providing exceptional flexibility for both everyday living and visiting guests. Filled with natural light, the spacious great room and dining areas flow seamlessly to the generous terrace with upgraded ceramic tile, where peaceful water and preserve views create a serene backdrop for relaxing or entertaining. The custom kitchen, redesigned in 2023, is both elegant and functional, featuring soapstone countertops, Bosch appliances, roll-out cabinetry, Everpure water filtration, a tray ceiling, and detailed crown molding. The primary suite is a private retreat, offering picturesque water views, a custom-designed walk-in closet, and a beautifully appointed bath with Italian tile, dual vanities, and stunning stone countertops. Custom built-ins, upgraded closet systems, and a thoughtfully designed laundry room further enhance the home's comfort and functionality. Residents of The Meridian enjoy lushly landscaped grounds, winding pathways, a community pool and spa, fitness center, and outdoor grilling area. Membership in The Oaks Club is required, providing access to one of Sarasota's most distinguished private club lifestyles, including two championship golf courses, 12 Har-Tru tennis courts, pickleball, croquet, a state-of-the-art wellness center, resort-style pool, multiple dining venues, a vibrant social calendar, and an elegant clubhouse. Ideally located near Historic Spanish Point, Pine View School, Siesta Key Beach, and downtown Sarasota, this exceptional residence offers a rare combination of luxury, privacy, natural beauty, and resort-inspired living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
401 N POINT RD #301, OSPREY, FL 34229
$475,000829 Days on yellowkey MLS ID: A4603773
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2594 Built: 2003Monthly Fee: $367 Tax: $6,783 (2023)Community: Meridian At The Oaks PreserveCondo
Taxes:$6,783
Tax Year: 2023
Remarks: Virtually Staged. Short Sale. Enter through the secure foyer and take the private elevator to the third floor where you will find this charming 3 bedroom, 3 bath residence. Situated at treetop level, overlooking the preserve and surrounding lush foliage, the interior is open and neutral, with lots of natural light. This unit is waiting for you to come and put your decorating touches on it and make it uniquely your own. Check out the virtually staged photos to help you imagine what you could do with this great floor plan. This condo offers space for year-round living, or to use as a welcoming winter retreat, with room for family and friends to visit. Wouldn’t it be lovely to sit on the private terrace and listen to the birds sing as the sun sets on another perfect day? The unit has a one car under building parking space. It is a short walk to the Meridian residents-only fitness room, spa and heated pool. The Oaks Club has two championship golf courses, 12 HAR TRU tennis courts (4 lighted), croquet and pickleball courts, a state-of-the art fitness center, junior Olympic community pool, and offers a wide variety of dining and recreational options, and social activities. When you open the door to your new home here, you have opened the door to the best in Gulf Coast country club living. Membership in The Oaks Club is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Steve Abbe (941-400-3969)
1202 JESSIE HARBOR DR #1204, OSPREY, FL 34229
$599,00077 Days on yellowkey MLS ID: C7524397
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2006 Built: 2004Monthly Fee: $980 Tax: $6,502 (2025)Community: Blackburn Harbor Waterfront ViCondo
Taxes:$6,502
Remarks: Welcome home! This GULF ACCESS, WATERFRONT condo w/ AVAILABLE BOAT SLIPS BEHIND THE UNIT, in the highly sought-after Blackburn Harbor community is ready for its new owners. Offering over 2,000 SQFT, this beautifully updated 3 BED, 2.5 BATH residence with an ATTACHED 2 CAR GARAGE is ideally positioned as a SECOND-FLOOR, END UNIT at the END OF A CANAL—delivering unmatched PRIVACY, VAULTED ceilings, and MILLION DOLLAR WATER & SUNSET VIEWS that feel like a daily postcard. As an added bonus a NEW HVAC & HOT WATER HEATER were just installed! Lush tropical landscaping welcomes you to a private side entrance, while the building’s exclusive setting—just four units total—places you in one of the most desirable locations within the community. Perfectly situated at the edge of the MARINA, you are just STEPS from your BOAT, making it effortless to enjoy GULF ACCESS and endless days exploring nearby WATERWAYS, waterfront DINING, and hidden gems like Snake Island. Inside, this residence blends comfort and coastal elegance with a thoughtfully designed SPLIT FLOOR PLAN for ultimate privacy. The home features warm COASTAL decor, NEUTRAL PAINT, NEW KITCHEN APPLIANCES, GRANITE COUNTERTOPS, SOLID WOOD CABINETRY, custom light fixtures, and window treatments throughout. The open-concept living space flows seamlessly to a LARGE SCREENED LANAI overlooking the water, community park, and glowing SUNSET skies. FURNISHINGS ARE OPTIONAL. Set within a GATED, FINANCIALLY SOUND community spanning approximately 11 acres, residents enjoy an amenity-rich, resort-style lifestyle including a HEATED POOL, CLUBHOUSE, FITNESS ROOM, TENNIS & PICKLEBALL COURTS, KAYAK LAUNCH & STORAGE, BBQ GAZEBO, and scenic walking paths surrounded by lush Florida foliage. The vibrant social calendar offers something for everyone—water aerobics, monthly happy hours, bingo/game nights, pickleball club, book club, and more. Ideally located near US-41, this home offers convenient access to Nokomis Beach, Oscar Scherer State Park, the Legacy Trail, Downtown Venice, Downtown Sarasota, I-75, and Sarasota Memorial Hospital Venice Campus—placing the very best of Florida living right at your fingertips. Whether you're boating to the Gulf, enjoying sunset views from your lanai, or embracing the active waterfront lifestyle, this is truly the Florida Dream come to life. Schedule your private showing today! PLEASE CLICK ON THE VIDEO OF THE UNIT.
Listing is courtesy of: DOWNING FRYE REALTY, INC. (239-261-2244)
Listing Agent: Mackenzie Davis-Mahan (941-993-3272)
401 N POINT RD #603, OSPREY, FL 34229
$629,000222 Days on yellowkey MLS ID: A4671958
REDUCED by $70,000 (10.0%) on 05/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2203 Built: 2003 Tax: $8,771 (2024)Community: Meridian At The Oaks PreserveCondo
Taxes:$8,771
Tax Year: 2024
Remarks: Virtually Staged. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths, a formal dining room and a 2ND FLOOR PRIVATE 2 CAR GARAGE! Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private elevator to the sixth floor and explore this spacious unit. The great room has high ceilings and sliding doors to the large, screened balcony that offers gorgeous water views in the day, and breath-taking sunsets in the evening. The open kitchen features a pantry, stainless steel appliances and a breakfast bar. The adjoining dining room gives you room to host formal meals. The master suite has a door that opens to the balcony, two walk-in closets and an en-suite master bath with soaking tub, a walk-in shower, a good number of cabinets, mirrors and counter space. The 2nd bedroom is en-suite, and the third is currently being used as an office. A nice option for those who want to work at home. Want to get outside and enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all it offers, two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, four of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. Membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership.
385 N POINT RD #503, OSPREY, FL 34229
$690,000217 Days on yellowkey MLS ID: A4672342
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2203 Built: 2000Monthly Fee: $367 Tax: $7,327 (2024)Community: Meridian At The Oaks PreserveSpa: NoCondo
Taxes:$7,327
Remarks: TURN-KEY FURNISHED 5TH FLOOR RESIDENCE WITH LOVELY VIEWS! Experience luxury coastal living in this stunning 5th floor condo in Meridian at The Oaks Preserve. With water and Preserve views that rival those of higher floors, this residence offers 3 bedrooms, 3 full baths, and a dining room, all enhanced with NEW FURNISHINGS. OFFERED TURNKEY, ALL YOU NEED TO DO IS MOVE IN AND START ENJOYING A CAREFREE LIFESTYLE ON FLORIDA’S GORGEOUS GULF COAST. Enter through the secure lobby and take your private elevator to this lovely unit. The light-filled interior features crown molding, high ceilings, tile, and engineered hardwood floors. The open kitchen boasts a breakfast bar, pantry, white cabinets, and granite countertops. Washing up after cooking a gourmet meal is a pleasure with the view over the great room. The master suite, like most rooms in the unit, offers beautiful views and features a walk-in closet and a luxurious master bathroom with a soaking tub, separate walk-in shower, dual sinks, a built-in vanity, and ample cabinets and counter space. The two additional bedrooms are generously sized, with one featuring a custom-built Murphy bed for flexible use. Put it up for day-to-day living and take it down to accommodate visiting guests. When evening comes, there is no better place to toast the end of another picture-perfect day than the screened balcony, where you can witness some of the most spectacular sunsets you will ever see. Meridian residents can enjoy the nearby residents-only pool, spa, and gym, as well as all the offerings of The Oaks Club, including two championship golf courses, an incredible tennis program, pickle ball courts, a state-of-the-art WellFit center, a variety of dining options, and a celebrated social calendar. Membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership.
409 NORTH POINT RD #401, OSPREY, FL 34229
$625,00063 Days on yellowkey MLS ID: A4690812
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2594 Built: 2004Monthly Fee: $367 Tax: $6,285 (2025)Community: Meridian At The Oaks PreserveSpa: NoCondo
Taxes:$6,285
Remarks: Nestled at treetop level, in Meridian behind the gates of The Oaks Preserve, you will find this elegant residence waiting for you to make it your own. With a spacious master suite, two guest bedrooms (one en suite) and a den, this condo lives large, with room for comfortable, gracious living. Beautifully appointed, every special touch you would want can be found here, Italian ceramic tile, crown molding, ceiling fans and custom lighting. The expansive kitchen features granite countertops and stainless-steel appliances and has a cozy breakfast nook. Practical concerns are addressed by things like electric hurricane shutters in addition to impact windows and doors, and a large laundry room. Meridian residents have use of their own pool, spa and workout room. And can take advantage of all the Oaks Club has to offer, two championship golf courses, a world-class tennis facility, a state-of-the art wellness center and a wide variety of club amenities, including dining options and social offerings. There is currently no waiting list for either Golf or Sports/Social membership.
401 N POINT RD #304, OSPREY, FL 34229
$700,000329 Days on yellowkey MLS ID: A4659785
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2778 Built: 2003Monthly Fee: $367 Tax: $8,473 (2024)Community: Meridian At The Oaks PreserveSpa: YesCondo
Taxes:$8,473
Remarks: Give yourself the gift of refined living in this expansive 2,778 square foot residence—the largest non-penthouse floor plan available in Meridian at The Oaks Preserve. Every detail in this meticulously maintained, and beautifully updated condominium has been thoughtfully designed to offer comfort, sophistication, and versatility, making it the perfect sanctuary for luxury living every day! Step inside and discover a home where space abounds and possibilities flourish. With three generously sized bedrooms, plus a dedicated dining room (currently being used as a den) and a versatile office/den or 4th bedroom, this home provides all the room you need to work, relax, and entertain, with the flexibility to use the rooms as you see fit. The great room is bathed in natural light, its gleaming wood floors enhancing the clean, contemporary lines of the interior. The updated kitchen will delight any home chef, offering optimal space for cooking and storage, whether you are preparing a casual breakfast or hosting a formal dinner. Enjoy your meals in the dining room, at the breakfast bar, in the cozy nook, or take them outside to the large, screened balcony, where a ceiling fan and the serene backdrop of a lush tropical preserve provide the ideal setting for alfresco dining. The small dry bar with wine cooler and cabinets to store your drink supplies and display your glassware is the perfect addition for when you are entertaining guests. Retreat to a sumptuous master suite. The large, carpeted bedroom is filled with natural light, and outfitted with a ceiling fan, plantation shutters, and custom closets. The master bathroom has been beautifully redone. With a soaking tub, separate shower and water closet, this space is absolutely gorgeous. Every inch of this unit has been curated to deliver both style and functionality, ensuring you feel pampered at every turn. Additional features include a large laundry room, Kevlar roll down hurricane shutters, two premium parking spaces and high-quality upgrades throughout. Club membership is required with homeownership. Residents of Meridian enjoy exclusive access to a private pool, relaxing spa, and a fully equipped workout room. Beyond these, The Oaks offers an impressive array of amenities including 36 holes of championship golf across two courses, twelve HAR-TRU tennis courts (four lighted), a state-of-the-art Wellfit Center, three on-site restaurants with year-round dining, croquet, bocce and pickleball courts and an active social calendar. There is currently no waiting list for either Golf or Sports/Social membership.
3621 N POINT RD #301, OSPREY, FL 34229
$625,000139 Days on yellowkey MLS ID: A4681290
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2680 Built: 2006 Tax: $6,143 (2025)Community: Meridian At The Oaks PreserveSpa: NoCondo
Taxes:$6,143
Remarks: Ready to live a stress-free luxury condo lifestyle? There is no place better to do it than this 3 bedroom, 3 bath residence in Meridian at The Oaks Preserve. Nestled among the treetops, this end unit has a split floor plan and absolutely breathtaking sunset views over the Preserve and out to Little Sarasota Bay. Natural light floods the interior, highlighting the beauty of the hand-rubbed walnut floors. The kitchen with high-end stainless-steel appliances including a subzero refrigerator, has a breakfast bar, room for a café table and overlooks the dining room. The master bedroom has two large walk-in closets, a spacious en suite bathroom with separate shower and soaker tub. A sliding door to the screened balcony allows you to enjoy your morning coffee as the soothing sounds of awaking nature surround you. The additional 2 en suite bedrooms allow for room and privacy for guests and your loved ones. This well maintained unit has many other features, a large laundry room with utility sink and a good number of cabinets for storage, electric hurricane shutters, ceiling fans, plantation shutters and more. The Meridian residents-only pool, spa and workout room are just steps away. The Oaks, Sarasota’s finest golf and country club, has 2 championship 18-hole golf courses, 12 HAR TRU tennis courts (4 lighted), 4 pickleball courts, a Wellfit Center, 3 onsite restaurants, and a wide variety of social and recreational activities. The location, in the heart of Osprey, is superb. Just a short drive to almost anything you would want or need while living a maintenance-free lifestyle on Florida’s beautiful Gulf Coast. There is currently no waiting list for either Golf or Sports/Social membership.
6100 JESSIE HARBOR DR #202, OSPREY, FL 34229
$850,00051 Days on yellowkey MLS ID: A4690969
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 3771 Built: 2005Monthly Fee: $1,101 Tax: $8,698 (2025)Community: Blackburn Harbor ResidencesCondo
Taxes:$8,698
Remarks: One or more photo(s) has been virtually staged. Experience elevated coastal living in this beautifully appointed waterfront residence, ideally located within the sought-after Blackburn Harbor community in Sarasota County. Situated on the second floor (building with elevator), this elegant and spacious 3BR + den / 3BA condominium offers over 3,700 SF of a harmonious blend of style and comfort, complemented by serene water views. The open-concept layout features expansive living and dining spaces bathed in natural light, perfect for both everyday living and effortless entertaining. Sliding glass doors lead to a generous wrap-around lanai, creating a seamless indoor-outdoor setting to relax and enjoy tranquil water views, refreshing coastal breezes and spectacular sunsets. The gourmet kitchen is as functional as it is inviting, showcasing rich wood cabinetry, granite countertops, stainless steel appliances, a center island for culinary enthusiasts, and a cozy dinette. A convenient breakfast bar opens to the main living area, ideal for casual dining and social gatherings. The primary suite serves as a peaceful retreat, complete with ample closet space and a well-appointed en-suite bath. Each additional bedroom features its own en-suite bathroom and walk-in closets, offering comfort and privacy for guests or versatility for a home office. Residents of Blackburn Harbor enjoy an array of resort-style amenities, including a heated pool, fitness center, clubhouse, tennis and pickleball courts, kayak storage and launch, and a gazebo with grilling areas. Boating enthusiasts will appreciate the protected deep-water dockage with power and water, and direct access to the Intracoastal Waterway with no bridges. Surrounded by natural beauty, the community provides a front-row seat to Florida’s coastal wildlife, including dolphins and manatees. Just across the street, Oscar Scherer State Park offers scenic trails and outdoor recreation, while nearby waterways invite kayaking adventures to local favorites like Casey Key. Perfectly positioned between Venice (10 minutes) and Sarasota (25 minutes), this location offers convenient access to shopping, dining, and cultural attractions, as well as world-renowned Gulf beaches, including Siesta Key Beach just 15 minutes away. Whether you’re seeking a seasonal escape or a year-round residence, this exceptional property captures the essence of Florida waterfront living.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Angelic Tassos (917-450-0316)
1140 BEACHCOMBER CT #11, OSPREY, FL 34229
$525,000119 Days on yellowkey MLS ID: A4683755
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2040 Built: 2005 Tax: $5,401 (2025)Community: Blackburn Point Marina VillageCondo
Taxes:$5,401
Middle School: Laurel Nokomis Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to Blackburn Point Marina Village, where coastal elegance meets maintenance-free living near Sarasota's desired waterfront. Enjoy the boating and waterfront lifestyle you've dreamed of without the million-dollar price tag. This beautifully upgraded townhome features a bright open floor plan with luxury vinyl flooring (2025), plantation shutters and 9-foot ceilings. The gourmet kitchen showcases granite countertops, Craft Maid cabinetry, a KitchenAid gas range, LG refrigerator (2023) and a wine refrigerator, ideal for entertaining. Highlights include a new roof (2025), enclosed sunroom, water filtration/softener system (2024), tankless water heater, motorized hurricane shutters, epoxy garage floor, LiftMaster garage door with camera (2025) and smart home technology. The serene primary suite offers dual vanities, a soaking tub and walk-in shower. Near Casey Key Marina, Blackburn Point Park and Casey Key Fish House & Tiki Bar, this gated community includes resort-style amenities and covers water and gas bill. Your affordable slice of paradise awaits.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Netzel (941-539-0633)
393 N POINT RD #604, OSPREY, FL 34229
$795,000506 Days on yellowkey MLS ID: A4638035
0 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2778 Built: 2001Monthly Fee: $367 Tax: $9,625 (2024)Community: Meridian At The Oaks PreserveSpa: YesCondo
Taxes:$9,625
Remarks: Under contract-accepting backup offers. Immerse yourself in the unparalleled, unobstructed views of Little Sarasota Bay, the Gulf of Mexico and Midnight Pass, with Casey Key and Siesta Key gracing the horizon from this 6th-Floor Corner Unit Condo. Marvel at the gorgeous water views during the day and the stunning sunsets in the evening from your expansive, sweeping balcony, which feels like an additional room. Experience the epitome of seamless indoor-outdoor living in this expansive condo that spans nearly 2,800 square feet. Designed to emulate the ambiance of a single-family home, the open floor plan features a great room, a separate dining area, and a versatile den. The great room impresses with soaring 10-foot ceilings, floor-to-ceiling windows, and sliding doors that effortlessly blend the indoors with the outdoors, leading to a large, screened balcony with breathtaking water views. This harmonious flow floods the living space with natural light and offers a tranquil backdrop of sparkling vistas. The spacious kitchen is a culinary delight, boasting an eat-in area and granite high bar countertops, perfect for casual meals and entertaining guests. The popular split floor plan provides privacy and convenience, featuring 3 bedrooms and 3 baths. The den adds a layer of versatility to the home. The large kitchen includes an eat-in space and granite high bar countertops. The luxurious primary suite is separate from the guest rooms for privacy and includes stunning water views, large walk-in closets, and a luxurious bathroom. Additional features include an elegant entry, and an exclusive private foyer and elevator. The lanai is equipped with electric hurricane shutters ensuring safety and peace of mind. This secure building offers a wonderful lifestyle with private entry and elevator access. This unit is available for purchase fully furnished and is well-maintained. The Oaks community offers a distinguished, 24-hour guarded country club experience with numerous accolades, including Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World. Amenities include three restaurants, a ballroom, two 18-hole championship golf courses, an award-winning racquets program with 12 Har-Tru Hydro-Grid tennis courts, 4 pickleball courts, a wonderful croquet facility, a state-of-the-art fitness center, a junior Olympic heated community swimming pool, bocce, a basketball court, a playground, a 7000 square foot fitness center, a brand new $9,000,000 dining room and bar with outdoor dining overlooking the golf course. Residents of the Meridian enjoy private amenities, including a heated pool and spa, a fitness center, and an outdoor grill. The Oaks provides well-lit sidewalks, ideal for strolls around the 100-acre preserve. It also boasts scenic trails, perfect for biking and walking while taking in the views of nature. The Oaks is just minutes from the nationally ranked Pine View School the Legacy Bike Trail, shopping, and area beaches. It is conveniently situated near both Venice and Sarasota, offering easy access to the amenities and attractions of both cities, while providing a beautiful, luxurious, and well-rounded country club lifestyle. Membership is required, and there is no waitlist for golf or social membership. Be sure to make an appointment to see this stunning condominium **ENJOY THE 3D VIRTUAL TOUR**
Listing is courtesy of: ROBERT SLACK LLC (352-229-1187)
Listing Agent: Debbie Baraona (941-350-8723)
385 N POINT RD #304, OSPREY, FL 34229
$1,100,000158 Days on yellowkey MLS ID: A4678422
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2778 Built: 2000Monthly Fee: $400 Tax: $5,845 (2025)Community: Meridian At The Oaks PreserveCondo
Taxes:$5,845
Remarks: **MAGNIFICENTLY UPDATED, EXPANSIVE CORNER CONDO RESIDENCE OFFERING NEARLY 2,800 SQ FT OF REFINED LIVING SPACE** features 3 Bedrooms, 3 Full Baths, PLUS a Study/Den (or optional 4th bedroom with walk-in closet), all nestled behind the secure gates of the highly sought-after Oaks Preserve Country Club community. Step off your private elevator foyer into a brilliantly renovated, light-filled interior designed to impress. Premium upgrades include engineered hardwood and tile flooring, a spectacular chef’s kitchen with quartz countertops and high-end appliances, crown molding, and beautifully updated bathrooms throughout. The owner’s suite showcases serene views, private balcony access, a spacious walk-in closet, and a stunningly redesigned spa-inspired primary bath. Enjoy breathtaking western sunset views from the oversized balcony—perfect for relaxing or entertaining. Additional highlights include a climate-controlled storage unit and one covered parking space. Meridian I offers exceptional value with a new roof (2024) and new elevators (2025/2026 – in progress). Residents enjoy private amenities including a heated pool and spa, fitness center, and outdoor grilling area, plus full access to The Oaks Club’s renowned amenities. A must-see residence combining luxury, space, and lifestyle. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts (4 lighted), 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
393 N POINT RD #401, OSPREY, FL 34229
$785,00092 Days on yellowkey MLS ID: A4686928
0 Days Off yellowkey (back on 4/27/2026)
REDUCED by $50,000 (6.0%) on 03/31/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2594 Built: 2001Monthly Fee: $400 Tax: $5,733 (2025)Community: Meridian At The Oaks PreserveSpa: YesCondo
Taxes:$5,733
Remarks: Offered Turn-Key Furnished...This beautifully updated 3 bedroom, 3 bath residence with a den offers exceptional space, style, and privacy in Meridian at The Oaks Preserve. The home features a redesigned kitchen with new appliances and granite countertops, a newer A/C system, and rich wood flooring throughout. As an end unit, it enjoys abundant natural light, and the expansive screened balcony—with electric hurricane shutters—creates a private outdoor retreat with real water views, a rarity from a unit at this level! A private elevator opens directly into the residence, providing an impressive and convenient entry experience. OFFERED TURNKEY FURNISHED, additional highlights include two assigned garage parking spaces and close proximity to the Meridian residents-only pool, spa, and fitness room, making everyday living effortless. Set within The Oaks Preserve, this community delivers the best of care-free country club living. Mandatory membership in The Oaks Club unlocks an unmatched array of amenities, including two championship golf courses, 12 HAR-TRU tennis courts, pickleball courts, an award-winning tennis program, a state-of-the-art fitness center, three dining venues, and a vibrant year-round social calendar.
14021 BELLAGIO WAY #404, OSPREY, FL 34229
$1,175,00057 Days on yellowkey MLS ID: N6144070
REDUCED by $114,000 (8.8%) on 05/28/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2187 Built: 2006Monthly Fee: $1,644 Tax: $5,636 (2025)Community: Villas At Bellagio Harbor VillageCondo
Taxes:$5,636
Remarks: This beautifully remodeled waterfront condominium in Osprey offers a blend of luxury, comfort and coastal living, set directly on Little Sarasota Bay with sweeping tranquil bay views from the fourth floor. The residence features three spacious bedrooms and three baths all thoughtfully redesigned with high-end finishes. The modern kitchen has been completely renovated and outfitted with new appliances, Hickory cabinetry and elegant Cambria countertops ideal for everyday living and entertaining. Natural light fills the open living spaces, enhanced by hurricane-rated windows and doors throughout for peace of mind. Go onto the north-facing balcony, equipped with automatic hurricane screens and enjoy serene water views year round. A charming Juliet balcony off the guest bedroom adds an extra touch of architectural character and fresh air access. This unit includes two underground parking spaces, conveniently right outside the elevator for effortless access. Boating enthusiasts will appreciate the included 50-foot boat slip accommodating vessels 44 feet, ideal for exploring the Intracoastal Waterway and beyond. Residents enjoy an array of resort-style amenities including a fully equipped fitness center, heated pool, hot tub, sauna and beautifully maintained outdoor spaces. Gather with friends at the outdoor cooking areas, relax by the fire pit, or take advantage of the kayak launch and sunset dock for unforgettable evenings on the water. A welcoming clubhouse provides additional space for socializing and events. Ideally between Sarasota and Venice, this property offers quick and easy access to pristine beaches, scenic parks, the Legacy Trail, top tier medical facilities, a wide selection of fine dining and shopping. This is a rare opportunity to own a move-in ready waterfront condominium that captures the essence of Florida Gulf Coast living. Schedule your private showing today!
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-412-3323)
Listing Agent: Megan E. George, Pa (941-726-1998)
280 HIDDEN BAY DR #302, OSPREY, FL 34229
$749,00043 Days on yellowkey MLS ID: A4690813
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1937 Built: 2024 Tax: $7,907 (2025)Community: Edgewater/Hidden Bay Ph 3Spa: YesCondo
Taxes:$7,907
Remarks: Move right in and enjoy refined coastal living in this brand-new condominium at Edgewater at Hidden Bay. Offering 1,937 square feet, this thoughtfully designed home features three spacious bedrooms, two stylish bathrooms, and a versatile office—perfect for work or creativity. The sleek kitchen is the heart of the home, complete with premium LG appliances, solid wood cabinetry, and elegant quartz countertops. Sun-filled living spaces are enhanced by large windows with partial views of Little Sarasota Bay, creating a calm and inviting atmosphere. Well-appointed bedrooms and beautifully finished bathrooms provide comfort and style throughout, with high-end details and a seamless, modern layout. Set in the desirable Edgewater community, this home combines upscale living with easy access to scenic waterways and green spaces—offering the perfect balance of luxury and relaxation.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Jim Xarras, Jr (978-870-7412)
14041 BELLAGIO WAY #218, OSPREY, FL 34229
$999,000215 Days on yellowkey MLS ID: A4672639
0 Days Off yellowkey (back on 5/14/2026)
REDUCED by $100,000 (9.1%) on 04/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2086 Built: 2006Monthly Fee: $1,649 Tax: $6,459 (2024)Community: Villas At Bellagio Harbor VillageCondo
Taxes:$6,459
Remarks: Elevate your expectations with this elegant waterfront home! This 3-bedroom, 2-bath FULLY FURNISHED home offers a bright, light-filled living space with water views of Little Sarasota Bay from every main room. Located in one of Osprey’s most desirable boutique waterfront communities, this condo includes a 40' wet slip—($100,000 value) providing immediate access to boating, fishing, and the Intracoastal Waterway. This home features high ceilings, brand new flooring throughout, an open layout, and a spacious kitchen with premium cabinetry and high-end appliances. The large living and dining areas flow seamlessly onto a covered balcony that overlooks the marina and bay—perfect for sunset views and outdoor dining. The primary suite is a true retreat with water views, balcony access, and a brand-new designer bathroom with a spa soaking tub, rain shower with bench seating, under-floor lighting, and modern double vanities. Residents enjoy a private, resort-style atmosphere with a heated bayside pool and spa, clubhouse, fitness center, sauna, billiards, BBQ grills, and a full-service marina. Ideally situated between Sarasota and Venice and minutes to Midnight Pass beach, this location offers easy access to waterfront dining at Casey Key Fish House and Deep Lagoon, nearby parks, and all the coastal conveniences of Osprey. This is a rare opportunity to own a spacious waterfront condo with refined interiors, exceptional views, two assigned parking spots, and a dedicated wet slip—all within a beautifully maintained, luxury marina community. New Metal Roof on all buildings Oct 2025, AC replaced in 2020, new kitchen and bathrooms in 2024, brand new luxury vinyl flooring replaced January 2026.
Listing Agent: Kelli Eggen (941-376-9844)
393 N POINT RD #301, OSPREY, FL 34229
$625,000120 Days on yellowkey MLS ID: A4682548
0 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2594 Built: 2001Monthly Fee: $400 Tax: $3,652 (2025)Community: Meridian At The Oaks PreserveCondo
Taxes:$3,652
Remarks: This end unit in The Meridian has been thoughtfully updated and carefully maintained. Offering 3 bedrooms and 3 full baths, it also has a dedicated study/den with pocket doors. Light and bright, this 2,594 square foot residence is spacious and offers room for comfortable and elegant living. The large master suite has a large bathroom with a walk-in shower, dual vanities and sinks and tons of cabinetry. The southern facing screened balcony, with electric Kelvin hurricane shutters, affords a lovely view of the Preserve. This unit has 2 parking spaces. Don’t pass up on the opportunity to live a carefree, country club lifestyle. The unit is ready for you to come and make it your own. Residents of The Oaks have use of their own pool, spa and workout room, and can take advantage of all The Oaks Club has to offer with 2 championship golf courses, a world-class tennis facility, a state-of-the art wellness center and a wide variety of club amenities, including dining options and social offerings. Club membership is required with homeownership.
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