Location: Sarasota
Do Not Show Listings
825 S OSPREY AVE #101, SARASOTA, FL 34236
$499,000108 Days on yellowkey MLS ID: A4685410
REDUCED by $26,000 (5.0%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1985 Tax: $5,341 (2025)Community: Central ParkCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,341
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Welcome to Central Park I, ideally located in the heart of downtown Sarasota. This beautifully completely renovated 2-bedroom, 2-bath residence offers stylish, move-in-ready living just moments from the city's best dining, shopping, arts, and waterfront parks. Completely updated throughout, the condo features a bright and open layout with modern finishes and thoughtful upgrades at every turn. Premium luxury vinyl plank is in every room and features additional padding underneath for additional comfort. The renovated kitchen is equipped with all-new upgraded LG appliances (induction cooktop / craft ice), quartzite waterfall countertops and backsplash along with brand new cabinetry. From the kitchen, you look onto the spacious living and dining areas - perfect for everyday living and entertaining. A large southern facing terrace overlooking the bayou completes the main living areas, providing a covered seating area and ample space for enjoying the best indoor/outdoor living that Florida has to offer. The light filled primary bedroom features French Doors with custom blinds and access to the main terrace as well as a smaller private terrace for just the bedroom. The primary bath is spa like featuring double sinks, a walk-in shower as well as a fully built out closet with stacked large capacity LG washer/dryer completing the suite. A split, second bedroom with custom closet offers ample space for guest, home office , or additional living space .. The renovated guest bathroom provides a clean, contemporary feel. Major mechanical updates have already been completed, including a new hot water heater and HVAC system w/ added air quality options; Halo LED Indirect Air purifier and UV Light, offering peace of mind and efficiency for years to come. Central Park I residents enjoy a well-maintained community in a highly walkable downtown location, just minutes from Southside Village, Sarasota Bay, Selby Gardens, the Bayfront, and the vibrant cultural amenities that make Sarasota one of Florida's most sought-after cities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dave Hall (646-256-6524)
7150 N TAMIAMI TRL #S-604, SARASOTA, FL 34243
$89,90068 Days on yellowkey MLS ID: O6401616
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 348 Built: 1959Monthly Fee: $760 Tax: $1,651 (2024)Community: Sarasota Cay Club CondoCondo
Taxes:$1,651
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Top-floor unit in the waterfront condo-hotel at the Ramada by Wyndham Sarasota Waterfront, ideally positioned in a quieter area of the building away from pool, restaurant, and marina traffic. Enjoy added privacy, minimal foot traffic, and no upstairs noise to enhance increased long term appeal. Turn-key furnished with updated flooring, newer A/C-heat wall unit, and freshly painted interior. Clean, functional, and ready for immediate use, rental, or future personalization based on buyer preference Located just minutes from SRQ airport, downtown Sarasota, and Gulf beaches. Community amenities include waterfront setting, pool, on-site dining, fitness center, business center, and flexible rental options. Aggressively priced as one of the lowest in the building, providing strong value for investors or buyers seeking a low entry point into the Sarasota market.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
139 ADAIR AVE, SARASOTA, FL 34243
$500,000392 Days on yellowkey MLS ID: A4654370
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2038 Built: 1973 Tax: $6,722 (2024)Community: Whitfield Estates Blks 14-23 & 26Single Family
Taxes:$6,722
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: West of The Trail with endless potential in Prime Location – Nightly Rentals Allowed! Welcome to this charming 3-bedroom, 2.5-bath Pool home in the highly desirable Whitfield Estates neighborhood where opportunity meets location! Whether you’re looking for your first home, a winter escape, or an income-producing Airbnb, this property is a rare find with no CDD, no monthly HOA, and the flexibility for nightly rentals. Set on a spacious quarter-acre, fully fenced lot, the home features a large pool, perfect for soaking up the Florida sunshine. The half bath is conveniently located poolside, ideal for entertaining guests outdoors. Inside, you’ll find a thoughtful layout with a primary suite addition that includes two separate walk-in closets and a cozy sitting area. The first guest room offers impact sliding doors leading directly to the pool, while an additional family/bonus room provides extra flexibility for a game room, office, or guest space. While the home retains some original finishes, including carpet, it’s bursting with potential just waiting for your personal touch and updates. The whole house was repiped in 2020 and roof replaced 2015. AC is 2014. Located between Downtown Bradenton and Downtown Sarasota, Whitfield Estates places you minutes from Sarasota Airport, IMG Academy, St. Armand’s Circle, Anna Maria Island, Lido Key, and all the fine dining, shopping, and entertainment the Gulf Coast has to offer. Enjoy the perks of a voluntary neighborhood association with no mandatory fees. For just $30/year for access to a culinary membership at SaraBay Country Club. Boaters will love being close proximity from SaraBay Marina, offering boat slips and dry dock storage. Whether you’re dreaming of a Florida beach house, a rental investment, or a full-time residence, this home is your blank canvas in one of the area’s most sought-after communities.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Jessie Bonner (941-356-3182)
435 S GULFSTREAM AVE #605, SARASOTA, FL 34236
$444,90091 Days on yellowkey MLS ID: A4688025
REDUCED by $20,100 (4.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1537 Built: 1972 Tax: $6,289 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$6,289
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to The Regency House and to the 'gold coast of Sarasota' directly on Sarasota Bay! This unit is on the sixth floor and looks back over the city and Palm Avenue. This condo is ready for your complete rehab and waiting for your own touches! Features include a brand-new A/C system, huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency features a 24/7 onsite concierge, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included on rotation. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within seconds to minutes. Come make this huge downtown condo how you want it in a very well-run condominium complex!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
3709 MIGUEL WAY #8602, SARASOTA, FL 34232
$304,990130 Days on yellowkey MLS ID: A4681971
REDUCED by $5,000 (1.6%) on 05/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978Monthly Fee: $633 Tax: $1,656 (2025)Community: Village Plaza Sec 6Villa
Taxes:$1,656
Remarks: Big Price Improvement! Discover effortless Florida living in this 55+ Beautifully Updated Villa in a Prime Sarasota location! Perfectly positioned to enjoy the best of Sarasota, this move-in-ready home combines modern upgrades with low-maintenance convenience. Step inside to find brand-new flooring throughout the main living areas, creating a fresh and contemporary feel. The spacious kitchen shines with new stainless-steel appliances, while a new washer and dryer add everyday ease. Impact Windows throughout. Enjoy peace of mind with a new A/C system and ductwork, plus new interior paint that gives the entire home a bright, new flooring completes the clean look. Every detail has been thoughtfully updated so you can simply unpack and start living. Amenities Galore! Beautiful Heated Community Pool, Shuffleboard, Library, Community Room with Kitchen, Beyond your front door, the community amenities truly set this property apart. Your fees include Cable TV, Internet, Insurance, Exterior Maintenance, Grounds Maintenance, Pest Control, Pool Maintenance, Common Area Taxes, Escrow Reserves Fund, and Private Road access—making budgeting simple and stress-free. Residents also enjoy access to a community pool, recreational facilities, pickleball courts, a card room, library, and more, offering endless opportunities to relax and connect. Whether you're seeking a seasonal retreat or a full-time residence, this updated villa delivers comfort, convenience, and an unbeatable Sarasota lifestyle. Ideal location nearby to all the things that make Sarasota special!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Ron Marano (941-320-7367)
3862 WILSHIRE CIR W #107, SARASOTA, FL 34238
$349,00087 Days on yellowkey MLS ID: A4688140
REDUCED by $36,000 (9.4%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1606 Built: 1985 Tax: $4,286 (2025)Community: Lakeshore VillageCondo
Taxes:$4,286
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: From the moment you step inside, tranquil lake views framed by mature trees and visited daily by waterfowl and native birds set the tone for this beautifully updated 2-bedroom, 2-bath villa in the sought-after Lakeshore Village community — just 15 minutes to the world-famous white sands of Siesta Key. The open kitchen features quartz countertops, a designer backsplash, stainless appliances, updated lighting, and a new ceiling with fan. Both baths have been refreshed with granite countertops, new sinks and faucets — and the primary bath features a luxurious soaking tub. New flooring flows throughout — no carpet anywhere in the home. The expanded primary bedroom closet adds generous storage, and completely new AC ductwork was installed in the attic in 2024. Three oversized skylights and abundant windows bathe the interior in natural light, while three large sliding glass doors retract fully to connect the living space — and the owner's suite — to a 23-foot tiled lanai, expanding the total living area to over 1,800 sq. ft. The guest bath features a tub/shower combination. A 2-car garage with overhead storage completes the package. This villa is being offered unfurnished. Lakeshore Village delivers resort-style living with a heated saltwater pool, new pickleball courts, tennis courts, and a spacious clubhouse featuring a library, billiards room, and full kitchen. Monthly fees include basic cable TV, high-speed internet, pest control, roof maintenance, and grounds care. The community features winding private roads, no sidewalks, and convenient private access to Beneva Road. Rentals are permitted, and the location puts restaurants, shops, and medical offices within easy reach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
8958 OLDE HICKORY AVE, SARASOTA, FL 34238
$625,000124 Days on yellowkey MLS ID: A4683841
1 Days Off yellowkey (back on 5/18/2026)
REDUCED by $25,000 (3.8%) on 04/06/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2094 Built: 1996Monthly Fee: $11 Tax: $6,756 (2025)Community: Stoneybrook Golf & Country ClubSingle Family
Taxes:$6,756
Remarks: This beautifully maintained 3-bedroom, 3-bath pool home in Stoneybrook Golf & Country Club offers just under 2,100 sq. ft. of comfortable living space and is loaded with valuable upgrades. High-impact windows and doors provide peace of mind, the roof was replaced in October 2023, and the pool cage and screen were replaced in 2025. Inside, the home features tile flooring throughout and a desirable split-bedroom floor plan that offers privacy for both owners and guests. The spacious layout includes a living/dining room combination, a kitchen/family room, and a dedicated laundry room, creating an ideal setting for both everyday living and entertaining. Sliding glass doors from the kitchen and dining areas open to the expansive lanai, seamlessly blending indoor and outdoor living—perfect for enjoying the Florida lifestyle. The primary suite is generously sized and features private lanai access, two walk-in closets, and a luxurious ensuite bath with a soaking tub, large frameless glass shower, and double-sink vanity. Each guest bedroom is conveniently located near a full bathroom, providing comfort and privacy for visitors. The spacious screened lanai offers plenty of room for lounge chairs, sunbathing, or covered outdoor dining while enjoying peaceful pond views and spectacular sunsets. Surrounded by mature landscaping, palm trees, and a majestic live oak, the setting is both private and serene. The northwest rear exposure provides beautiful afternoon light. A screened front entry lanai offers additional outdoor seating space for a bench, chairs, or a small bistro set. Located within Stoneybrook Golf & Country Club in Palmer Ranch, residents enjoy access to exceptional amenities including a recently modernized 18-hole championship golf course, tennis courts, fitness center, pro shop, bocce ball, and a clubhouse with dining and bar service. Ideally situated near the Legacy Trail and just minutes from Nokomis Beach, Siesta Key Beach, shopping, dining, and entertainment. Bonus: The seller has paid the 2024 golf course modernization assessment in full, saving the buyer over $6,000. Don’t just buy a home—experience the Stoneybrook lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Debbie Daviadoff (770-331-9805)
2415 PELICAN DR, SARASOTA, FL 34237
$480,000321 Days on yellowkey MLS ID: A4659633
REDUCED by $39,000 (7.5%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensSingle Family
Taxes:$4,460
Elementary School: Alta Vista Elementary
Remarks: Charming 1950s Florida Ranch-Style Home with Separate One-Bedroom Apartment in Sought-After Terrace Gardens! Don’t miss this rare opportunity to own a classic mid-century Florida ranch home in the desirable Terrace Gardens community. Situated on an expansive corner lot, this single-family residence offers exceptional flexibility, income potential, and future development possibilities. The main home features 2 bedrooms and 1 bath, showcasing original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. A beautifully carved-out one-bedroom, one-bath apartment provides a private space ideal for guests, extended family, or rental income—both units are currently rented. Whether you're looking to generate income immediately or envision building your dream home in a neighborhood filled with new construction, this property offers endless possibilities. Enjoy the unbeatable location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
$480,000425 Days on yellowkey MLS ID: A4650716
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensApartment
Remarks: Charming 1950s Florida Ranch-Style Duplex in Sought-After Terrace Gardens! Don't miss this rare opportunity to own a classic mid-century Florida ranch home, smartly divided into two separate units in the desirable Terrace Gardens community. Situated on an expansive corner lot, this property offers flexibility, income potential, and future development possibilities. Unit 2415 features 2 bedrooms and 1 bath, while Unit 2417 offers 1 bedroom and 1 bath—both currently rented. Inside, you'll find original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. Whether you're looking to generate rental income right away or dreaming of building your own custom home in a growing neighborhood filled with new construction, this property offers many options. Enjoy the lifestyle that comes with this prime location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
2461 RINGLING BLVD, SARASOTA, FL 34237
$499,000349 Days on yellowkey MLS ID: A4658766
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1487 Built: 1955 Tax: $4,739 (2024)Community: Ringling Blvd SubSingle Family
Taxes:$4,739
Middle School: Brookside Middle
Remarks: Unlock the potential of this ideally situated property on Ringling Boulevard—just minutes from downtown Sarasota, the Marina, and Gulf beaches. Whether you're planning a full-scale renovation or a complete teardown for new development, this 2-bedroom, 2-bath home offers solid value in a rapidly evolving corridor. Featuring an open floor plan, carport, workshop area, and a sunlit Florida room, the existing structure provides flexibility for updates. Yet, the true opportunity lies in the land, positioned along the prominent Ringling Blvd. with redevelopment momentum.
4103 CENTER GATE BLVD #2, SARASOTA, FL 34233
$269,90097 Days on yellowkey MLS ID: A4687187
REDUCED by $10,000 (3.6%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1979 Tax: $2,106 (2025)Community: Center Gate VillageVilla
Taxes:$2,106
Elementary School: Ashton Elementary
Remarks: Price Improvement – Sellers Motivated to Sell. Welcome to this spacious Villa in the desirable Center Gate Village community. Offering over 1,600 square feet of comfortable living space, this 2-bedroom, 2-bath villa features a thoughtfully designed floor plan perfect for both everyday living and entertaining. Enjoy the community pool and creek views right in your backyard. The expansive living and dining areas are filled with natural light, creating a warm and inviting atmosphere. The well-appointed kitchen provides ample cabinetry and workspace, with easy flow into the main living areas. The generous primary suite offers privacy and comfort, complete with a walk-in closet and en-suite bath. A second bedroom and full guest bathroom make this home ideal for visitors or a home office setup. Additional highlights include an attached garage for convenient parking and extra storage, new LVP flooring, interior laundry space, and abundant closet space throughout. Residents enjoy low-maintenance living with HOA-covered exterior maintenance and beautifully maintained grounds, along with access to a community pool. Ideally located in central Sarasota, you're just minutes from shopping, dining, medical facilities/Doctors Hospital, I-75, downtown Sarasota, and the world-renowned beaches of Siesta Key!
Listing Agent: Blair Schrock (970-666-1240)
1900 COVE II PL #138, SARASOTA, FL 34242
$599,900221 Days on yellowkey MLS ID: A4672795
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 860 Built: 1979 Tax: $6,023 (2023)Community: Midnight Cove IiCondo
Taxes:$6,023
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Find safety and security from possible inclement weather near your beach dwelling with a top floor unit with eastern exposure at this wonderful Midnight Cove II unit. Priced extremely competitively on Siesta Key, this nicely renovated unit overlooks the boat traffic and wildlife playground that is the intracoastal waterway that runs between Siesta Key and the mainland. A unique opportunity to capitalize on attractive income while utilizing this third-floor perch to drink in a saltwater breeze when your schedule permits. From your sun deck, a wall of glass sliders connects you to the main living space, flooded with cheerful Florida sunshine. Delight in low maintenance living with the handsome LVP flooring throughout the space. The kitchen offers updated cabinetry, chic stainless appliances and granite counters that shine under the recessed lighting. The dining area offers seating for six while the living area is the perfect place to kick up your feet after a day of Siesta Key adventures. The principal suite is bright and fresh with a beautifully renovated full bath. The second bedroom offers an attractive headboard wall. Guests and families will be quite comfortable with the unique, second full bath allowing for a private space to refresh. With amenities that rival or bests many communities, Midnight Cove II is a vibrant, welcoming place to call home with a marina, tennis courts, barbecue area, fitness room and heated pool. You will also enjoy deeded beach access to Crescent Beach, Siesta Key’s renowned beach with powdery white sands along the Gulf of Mexico. Take a stroll or a trolley to any one of the eateries and shopping opportunities along Siesta Key or venture off island and explore Sarasota and beyond!
Listing Agent: Rudy Dudon (941-234-3991)
1515 PELICAN POINT DR #BA185, SARASOTA, FL 34231
$529,80046 Days on yellowkey MLS ID: A4692882
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1368 Built: 1978Monthly Fee: $842 Tax: $4,649 (2025)Community: Pelican Cove ViiCondo
Taxes:$4,649
Remarks: Attention Buyers — This is the one! A rare FIRST-FLOOR condo in Pelican Cove with direct Bay Views and unbeatable indoor/outdoor living. Step into your new 2-bedroom, 2-bath home featuring an open floor plan that flows seamlessly from the kitchen through the dining and living areas straight out to your private waterfront deck. Both bathrooms offer walk-in showers, and the condo is being sold fully furnished, making your move effortless. This residence is vacant and easy to show, and the moment you walk in, the water views will grab your attention. Sit outside and enjoy boats passing by throughout the day and spectacular sunsets in the evening. It’s the perfect blend of comfort, convenience, and coastal beauty. Pelican Cove located in South Sarasota west of the trail. This community is over 80 acres in a lush gated tropical setting! Your new condominium is on the FIRST floor. Lots of natural light pours into your home. The setting at the back of the condo is a tropical paradise and it’s also private. Open floor with many upgrades throughout your home! Condo will be sold furnished and very easy to show! Pelican Cove is a 75-acre, gated, vibrant-waterfront community nestled among manicured tropical foliage. Truly offering something for everyone. Abundant amenities include the 86-slip boat harbor with excellent rates & a launch dock for kayaks and canoes, 6 heated swimming pools, hot-tub, 3 clubhouses, lighted tennis/pickleball courts, basketball, dog walk area, walking trails and boardwalks, as well as fishing gazebos, water exercise classes, exercise facility, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, culinary arts and card clubs. Woodworking, sculpting, and evening jazz & classical music concerts round out the active lifestyle. Come and see what you have been waiting for.
Listing is courtesy of: DELUCA REALTY INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
915 SEASIDE DR #412, SARASOTA, FL 34242
$1,799,000140 Days on yellowkey MLS ID: A4681675
REDUCED by $200,000 (10.0%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $16,278 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$16,278
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a proven, income-producing rental program. Located directly on world-famous Siesta Key Beach, consistently ranked among the top beaches in Florida, the U.S., and the world, this property benefits from strong year-round demand for high-end vacation rentals. Whether you’re looking for a beachfront vacation home, a short-term rental investment, or the ideal blend of both, this residence is positioned to deliver outstanding lifestyle value and long-term upside. The current owner has successfully utilized the rental program while still enjoying substantial personal use, making this an exceptional opportunity for buyers seeking a condo with documented rental history and the flexibility to reserve premium seasonal time for themselves. Inside, the condo features a bright, open layout with spacious living areas and finishes that appeal to both owners and guests. Enjoy partial Gulf of Mexico views and Siesta Key Beach scenery from the primary suite, living room, and private lanai—capturing the coastal lifestyle today’s vacation renters are looking for. Owners and guests enjoy access to desirable resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional onsite management. With unbeatable beach access, nearby attractions, and a consistent track record of rental demand, this is one of the most compelling income-producing condos on Siesta Key. Schedule your private showing today and discover the value of owning a luxury Siesta Key vacation rental property.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
8750 MIDNIGHT PASS RD #302, SARASOTA, FL 34242
$429,000147 Days on yellowkey MLS ID: A4680093
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 800 Built: 1980 Tax: $4,916 (2025)Community: TortugaCondo
Taxes:$4,916
Remarks: Come live the dream in this great "fully furnished" residence on the south end of Siesta Key. Share amenities with Turtle Bay across the street like tennis, pickleball, and boat slips. Directly on the gulf, enjoy beach and sun year round. Secure, under building covered parking. Washer/dryer combo in unit! This unit is clean and in fabulous condition and comes fully furnished. Situated at the southern end of Siesta Key, it offers a more remote feel. Take the trolley into the village for dinner and shopping. This unit shows excellent and is priced right!
Listing is courtesy of: HOUSEMAX REALTY LLC (941-315-1990)
Listing Agent: Paul Defelice (941-315-1990)
3210 HIGEL AVE, SARASOTA, FL 34242
$11,950,000187 Days on yellowkey MLS ID: A4676047
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3884 Built: 2026 Tax: $26,394 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$26,394
Remarks: Under Construction. Perfectly positioned on the highly coveted north end of Siesta Key, this exceptional property overlooks the aquamarine waters of Big Pass and the Gulf of Mexico where dolphins frolic in your backyard. To be custom built by renowned builders - Trend Homes, the residence is thoughtfully designed to capture the very best of island living. The home will feature exquisite custom kitchen cabinetry paired with top-of-the-line appliances, along with elegant stonework and refined millwork throughout. The spacious primary suite offers generous walk-in closets, while expansive windows provide breathtaking water views from nearly every room. Additional highlights include a 3-car garage, and an open, light-filled floor plan ideal for both everyday living and entertaining. Offering over 4,500 square feet of living space, the home includes four bedrooms and four and half bathrooms. Outdoor amenities are equally impressive, featuring a beautiful swimming pool, private boat dock, and seawall. Located just minutes from premier shopping and dining, and close to Siesta Key’s world-famous white-sand beaches, this is a rare opportunity to own a custom waterfront retreat in one of Sarasota’s most desirable locations. There’s still time for the buyer to personalize this to-be-built home by selecting certain design finishes and features to match their style.
Listing Agent: Kim Ogilvie (941-951-6660)
8544 PARK SHORE LN, SARASOTA, FL 34238
$649,000154 Days on yellowkey MLS ID: A4679454
REDUCED by $10,000 (1.5%) on 05/07/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2517 Built: 1995Monthly Fee: $275 Tax: $4,432 (2025)Community: Turtle RockSpa: NoSingle Family
Taxes:$4,432
Remarks: TURTLE ROCK.. Classic style and beautifully maintained pool home in the gated Palmer Ranch community. Bright, open floor plan and inviting indoor-outdoor living. Traditional layout provides excellent flexibility with separate living, dining and family rooms, room for a baby grand piano! Enhanced by ceramic tile flooring laid on the diagonal, architectural niches, crown molding, recessed lighting and generous storage throughout. Large covered entry leading to the spacious foyer with decorative inlay and coat closet create a welcoming first impression. The kitchen features beveled-edge granite countertops, stainless steel appliances, under-cabinet lighting, large pantry closet, and an eat-in breakfast nook with an aquarium window and built-in desk nook. Opening to the family room with vaulted ceiling, built-ins and a full wall of pocketing sliding glass doors leading to the pool. A convenient powder bath also serves as the pool bath. The primary suite offers lanai access, tray ceiling, two walk-in closets, and an ensuite bathroom with dual vanities, makeup vanity, updated countertops and lighting, Jacuzzi tub, large tiled walk-in shower with built-in bench, and a private water closet. Two additional bedrooms share a full bath with granite countertop; one bedroom includes stylish built-ins and a desk, making it ideal as a home office, den, or guest room with a sleep sofa and closet. Well-appointed laundry room with LG washer and dryer, sink, built-in cabinetry and closet. Two-car garage with epoxy flooring, built-in storage and an impressive 13-foot-long air-conditioned and heated storage room. Outdoor living with an inground pool featuring a waterfall, bronze screen enclosure, outdoor shower, and a covered lanai with ceiling fan and sun shades. A/C system replaced (Nov 2023), roof replaced (2016), instant tankless hot water heater, reverse osmosis water filtration system and lawn irrigation with reclaimed water. Mature, lush landscaping surrounds the property. Turtle Rock is a gated community known for its scenic lakes, mature landscaping, and resort-style amenities, including a heated community pool, clubhouse, tennis and pickleball courts, basketball court, playground, and miles of walking and biking trails. Ideally located just minutes from the Legacy Trail for walking and biking, shopping, dining, top-rated schools, and a short drive to world-famous Siesta Key Beach.
Listing Agent: Judy Nimz (941-374-0196)
324 SIESTA DR, SARASOTA, FL 34242
$1,400,00049 Days on yellowkey MLS ID: A4692790
0 Days Off yellowkey (back on 5/17/2026)
Bed: 5 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2510 Built: 1950 Tax: $12,328 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$12,328
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to the #1 beach in the US and top 50 in the world- Siesta Key, FL. Whether you're seeking a primary residence or a high-performing Airbnb investment, this fully renovated 5-bedroom, 4-bathroom coastal contemporary pool home offers the best of both worlds! Ideally situated on an oversized corner lot on Siesta Key and located within city limits, this MOVE-IN READY gem legally qualifies for 7-day minimum rentals, making it a prime opportunity for full-time living, or a lucrative short-term vacation rental. Nestled behind a grand privacy wall, this unique masterpiece provides a true tropical retreat for you and your guests. From the moment you step inside, you'll be captivated by the soaring 12-foot ceilings on both levels, the open concept floor plan, and elegant travertine marble flooring throughout. The primary suite is conveniently located on the first floor, offering both comfort and privacy with French doors that lead to your outdoor private patio. Custom hurricane-impact French doors wrap the entire main living area, seamlessly blending indoor and outdoor spaces, creating a dramatic view of your tropical oasis. Enjoy peace of mind with HURRICANE-IMPACT WINDOWS and DOORS installed throughout the home. Ample on-site parking for up to 4 vehicles adds exceptional convenience for both owners and guests. The chef’s kitchen is fully equipped with high-end finishes, including a gourmet gas range and hood, custom wood cabinetry, quartz countertops, an oversized BLANCO sink, and wine cooler, perfect for hosting and entertaining. Some of the recent upgrades include two brand-new HVAC systems (one for each level), new hot water heater, all new appliances, fresh interior and exterior paint, new landscaping and irrigation, and plumbing complete with a convenient manifold in the garage for your shut off valves. The newly resurfaced pool, paired with new pool equipment, invites you to relax in total serenity. Surrounded by lush, tropical landscaping, the spacious outdoor area offers plenty of room to entertain guests or simply soak in the Florida sunshine in total privacy. This residence is located just four blocks from the nearest beach access at N. Shell Rd, and near the North bridge for convenient access to and from the Key. Take a short ride to the world-famous Siesta Key Beach and Village, where you'll enjoy fine dining, boutique shopping, and vibrant island living. Known for its powder-soft quartz sand, Siesta Key consistently ranks among the top beaches in the United States, making this a premier location for homeowners and investors alike. Call today to schedule your private showing!
Listing Agent: Angela Lista (941-544-6255)
4538 CITATION LN #D, SARASOTA, FL 34233
$269,900119 Days on yellowkey MLS ID: A4684506
REDUCED by $18,000 (6.3%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1505 Built: 1992 Tax: $3,330 (2025)Community: Calumet At Centergate 1Condo
Taxes:$3,330
Remarks: Under contract-accepting backup offers. This light-filled residence lives like a single-family home and offers soaring vaulted ceilings in every room, creating an open and airy feel throughout. The spacious living, dining, and kitchen areas flow seamlessly together, making everyday living and entertaining effortless. Consistent tile flooring runs throughout the entire home for a clean, cohesive look and easy maintenance. A large, bright, temperature-controlled sunroom overlooks a peaceful garden setting and brings in abundant natural light — the perfect space for morning coffee, reading, or additional living area. Both bedrooms are spaciously sized and feature walk-in closets and private en-suite bathrooms, offering comfort and privacy for owners and guests alike. An attached garage plus additional driveway space provide convenient parking and storage. Set among mature oak trees that canopy the community and frame the front yard, this home offers charm, shade, and a true neighborhood feel. Located just one minute from the Bee Ridge/I-75 corridor, you’ll enjoy quick access to shopping, dining, and daily conveniences, with a straight shot west to the world-renowned Siesta Key beaches and north to UTC. Low-maintenance living, an open layout, and an unbeatable central Sarasota location — this is one you don’t want to miss.
Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)
Listing Agent: Zain Hartman (941-735-6415)
3878 ROYAL HAMMOCK BLVD, SARASOTA, FL 34240
$799,900154 Days on yellowkey MLS ID: D6145789
REDUCED by $50,000 (5.9%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2497 Built: 2003Monthly Fee: $138 Tax: $7,519 (2025)Community: HammocksSingle Family
Taxes:$7,519
Remarks: Under contract-accepting backup offers. What a gorgeous home featuring.. 4 bedrooms/3 bathrooms/3 car garage and pool with spa located in The Hammocks (A Gated Community). As you walk though this double entry door a freshly painted home awaits you and you are greeted with views of the Living Room/Dining Room overlooking the newly rennovated pool area with Storm shade for extra protection. If you love to cook then this kitchen is for you! This kitchen was totally rennovated with all new appliances, center island, beautiful wood cabinets, gorgeous quartz counter tops, new fixtures, large pantry and Luxury vinyl tile. The kitchen has a nice eating area with large window overlooking the pool area and open to the Family room that has sliders out to the pool area. On one side of the home, you will find 3 nice size guest bedrooms with 2 guest bathrooms one of which leads out to pool & lanai area and one that has been totally rennovated. On the opposite side of the home you will find the luxurious primary suite that features sliders out to pool & lanai area with an absolutely stunning En Suite that was completely redone with dual sinks, large soaking tub and beautiful walk in shower. The outside of this home is just as lovely as it features a large corner lot with luscious landscaping and Fresh paint. Also adding to this beautiful home is a newly installed rainsoft water treatment for the whole house. The location of this home is perfect as it is only 10 miles to the gulf if you're seeking a beach day! This home truly is one of a kind that has been loved and meticulously maintained. You won't be disappointed. Please see 3D tour and the list of total updates that is attached to this listing.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-429-3506)
Listing Agent: Debbie Jones (941-228-2849)
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