Location: Sarasota
Do Not Show Listings
6157 MIDNIGHT PASS RD #G11, SARASOTA, FL 34242
$449,000722 Days on yellowkey MLS ID: A4615451
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 690 Built: 1974 Tax: $3,758 (2023)Community: Bay OaksCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,758
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: SOLID CONSTRUCTION & STRATEGIC LOCATION...Discover peace of mind in this resilient first floor condo at Bay Oaks. Convenient carport right outside your door means no waiting for elevators, making it effortless to come and go. The versatile layout of this one-bedroom unit with den provides flexibility for guests and family. Ceramic tile throughout the living and dining room. Lovely outdoor patio surrounded by trees allows back door access to the resort style amenities. Residents and guests enjoy tennis courts, a fishing dock, social room, outdoor grills and a heated pool. This residence rents as a two bedroom as the den has been converted. Catch the free trolley in front of the community to Siesta Beach & the Village. Bay Oaks allows one week rentals and this residence is quite popular! Unit comes TURN-KEY furnished and ready for guests. Freshly painted throughout and brand new water heater.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
7143 WOOD CREEK DR #203, SARASOTA, FL 34231
$246,000134 Days on yellowkey MLS ID: A4681524
REDUCED by $4,000 (1.6%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1981 Tax: $1,380 (2025)Community: Woodside Terrace Ph 1Condo
Taxes:$1,380
Tax Year: 2025
Remarks: Just minutes from SIESTA KEY this fully furnished 2/2 condo boasts an open floor plan w/ a modern/coastal decor. Vacation, Investment or year-round, this open & bright condo has a screened lanai, w/ new 2005 hurricane shield protecting both sliders. The baths have been updated & the open kitchen has stainless appliances, granite counters & a bar area. The unit has a spacious laundry rm w/ storage. Low maintenance fees include cable TV, ROOF REPLACEMENT, ext maint, HEATED POOL, insurance, pest control, management, landscaping etc. The remodeled clubhouse has a grill, full kitchen, internet, lg TV, darts, Tiki bar & a library. There's always fun social events in this 55+, well maintained community. The complex & unit did not experience any water damage during the last hurricanes. Located just a few blocks from the fun & funky village of GULF GATE it's an easy walk, bike or drive. Downtown Sarasota & the airport are just a short drive away. Surrounded by golf courses, beaches, marinas, & the Legacy bike/hiking trail, thus unit & community are a must see.... and easy to show.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Donna Portale (716-308-8189)
5134 NORTHRIDGE RD #309, SARASOTA, FL 34238
$210,000116 Days on yellowkey MLS ID: A4683752
REDUCED by $4,900 (2.3%) on 06/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1999Monthly Fee: $572 Tax: $2,779 (2025)Community: Serenade On Palmer RanchSpa: NoCondo
Taxes:$2,779
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Turnkey condominium on Palmer Ranch, rarely available two-bedroom, two-bath corner unit condominium on third floor with outside storage closet. Large two-bedroom, two-bath unit with 1,219 total square feet and quality construction. Split bedrooms, high ceilings, crown moldings and an inside laundry center. Kitchen conveniently near the front entry with a closet pantry. Ideally close to community amenities and within a short distance to Publix and shopping. Community amenities include a gated entry, two resort-style pools and spa, a lighted tennis court, a social area with barbecue grills, an executive center with internet access, a state-of-the-art fitness center, and a clubhouse with on-site management. Close to world-famous Siesta Key Beach with white sugar sand and the Legacy Trail for cycling, nature trails, and recreation. Palmer Ranch is convenient to Interstate 75, downtown Sarasota, outstanding schools, and more. Come live the Lifestyle!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Linda Dooley (941-400-7359)
850 S TAMIAMI TRL #506, SARASOTA, FL 34236
$210,000326 Days on yellowkey MLS ID: A4659953
0 Days Off yellowkey (back on 5/12/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1998 Tax: $3,013 (2024)Community: Central Park Sec 2 Ph 1Spa: YesCondo
Taxes:$3,013
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Seller just installed a new washer & dryer, new hot water tank, new bathroom vanity and painted much of the condo. Central Park II is the best-kept secret in Sarasota real estate: Country club amenities, a peaceful environment, relatively low prices--and all across the street from the southern edge of the downtown core. This particular ground-floor condo is a one-bedroom/one-bathroom upgraded unit with stainless-steel appliances, brand new water heater, etc, is situated in one of the best locations within the community: You'd be looking out at the pond, with the pool and court on the other side. Publix is directly across the street and the Legacy Trail is behind it. Downtown and the bayfront are to the north--and Sarasota Memorial Hospital is a few blocks south. Your timing to buy couldn't be better. It's a buyer's market and prices are $75k-$150k lower than a few years ago. Central Park II is also a great place to rent a condo Savvy investors have had no trouble keeping their place leased. It's a stable community with healthy reserves, an active population and lots of clubs and committees if you're so inclined. Easy to show, unit is vacant.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ray Collins (941-228-0091)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$625,000254 Days on yellowkey MLS ID: A4667640
REDUCED by $24,500 (3.8%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Taxes:$8,165
Middle School: Booker Middle
Remarks: Wake up to Sarasota Bay. Walk to everything else. This is the one you've been waiting for — a fully renovated 2-bedroom, 2-bath residence at The Regency House, where downtown Sarasota's most coveted address meets the shimmering waters of Sarasota Bay. Unit #403 has been thoughtfully reimagined from the inside out, featuring a stunning new kitchen, beautifully appointed bathrooms, and fresh flooring throughout — move-in ready and magazine-worthy. The Regency House is having its moment. A brand-new community pool has been approved, and the seller is covering the assessment in full — so you inherit all the upside with none of the hassle. Step outside and you're already living your best life. Bayfront Park, the vibrant energy of Main Street, world-class dining, arts, and the Saturday Farmers Market — all of it is right here, on foot. This isn't just a home. It's a front-row seat to everything that makes Sarasota one of the most sought-after cities in Florida. For the buyer who refuses to compromise — on location, on lifestyle, or on quality — 435 S Gulfstream Ave #403 is the answer. Schedule your private showing today. Opportunities like this don't wait.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
3101 BEE RIDGE RD #208, SARASOTA, FL 34239
$122,500194 Days on yellowkey MLS ID: A4674589
REDUCED by $2,500 (2.0%) on 06/17/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $1,388 (2024)Community: South Gate EastCondo
Taxes:$1,388
Elementary School: Wilkinson Elementary
Remarks: MINUTES TO BEACH! If your looking for an easy lifestyle with low maintenance, close to the beach and close to downtown this solid block 2nd floor unit is for you. Kitchen and bath have just been updated and include new stainless appliances. Split system a/c and heat so low utility cost plus water/sewer and trash are included in maintenance fee. Amenities include community pool, club house, laundry and storage. Legacy bike and walking trail within biking distance.
Listing is courtesy of: PILEGGI REALTY GROUP LLC (941-376-0282)
Listing Agent: Stephen Pileggi (941-376-0282)
1350 MAIN ST #502, SARASOTA, FL 34236
$469,000110 Days on yellowkey MLS ID: A4684303
REDUCED by $18,000 (3.7%) on 06/16/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Remarks: Located at the direct epicenter of downtown Sarasota on Main Street, this 5th-floor residence at 1350 Main Street offers the ultimate turn-key downtown Sarasota condo for sale under $500k. Offering a rare sense of privacy with only three units on the entire floor, this 705 SF layout is perfect for a Florida seasonal retreat, a weekend getaway, or an effortless "lock-and-leave" lifestyle. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun and blackout shades controlled by a hidden, customizable Lutron shade and lighting system provide quick control over the home’s light and atmosphere. A stackable washer and dryer are in the bathroom closet. The efficient kitchen has a newer refrigerator and a KitchenAid range and dishwasher, opening into a spacious living area. In the primary suite, custom built-in shelving provides an elegant storage solution, and for those seeking an absolute move-in ready condo in Sarasota, the furnishings are negotiable (excluding the display cabinet). This pet-friendly condo in downtown Sarasota serves as a premier secondary sanctuary for those desiring a refined city escape. Ownership includes the "gold standard" of luxury condo amenities and conveniences: a deeded parking space in the private garage and a highly coveted same-floor condo storage unit. Known for its 24/7 concierge service and meticulous cleanliness, the building offers resort-style amenities including a heated lap pool and spa, fitness center, catering kitchen, BBQ grill, social room, fire pit, library, and stylish clubroom. Step out of the lobby and into the heart of walkable downtown Sarasota. Directly across Main Street, enjoy immediate proximity to local favorites including Clasico, Cafe Epicure, Selva, OfKors Bakery, Green Zebra, Cafe Amici, and Main Street Creamery. Explore the nearby galleries of Palm Avenue Sarasota, or take a scenic stroll down to Marina Jack and the beautiful paths of Bayfront Park. With the Sarasota Opera House, Florida Studio Theatre, Art Ovation, and local theaters just steps away, this is a rare opportunity to own Sarasota luxury real estate at the intersection of culture and convenience.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
401 S PALM AVE #1102, SARASOTA, FL 34236
$5,675,00071 Days on yellowkey MLS ID: A4689269
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4385 Built: 2006 Tax: $44,993 (2025)Community: The Savoy On PalmSpa: YesCondo
Taxes:$44,993
Remarks: Welcome to the premier offering at the Savoy—an extraordinary, one-of-a-kind penthouse with sweeping Sarasota Bay views, set along coveted, tree-lined South Palm Avenue and rising 11 stories above downtown, where elevated design meets refined living. Fully renovated and expertly designed by the current owner, this remarkable 4,385 sf home offers 4 private terraces and an unmatched indoor-outdoor living experience, all enhanced by seamless smart home integration. From the moment you arrive at your private elevator foyer, you are welcomed by custom glass double doors with genuine leather handles, set against a striking backdrop for the owner’s curated Chihuly glass collection. At the heart of the residence, the chef's kitchen is both striking and functional, appointed with Poggenpohl push-and-pull cabinetry, Wolf double ovens, Subzero refrigerator, Miele induction cooktop with gas burner, Miele hood, an impressive 5-inch granite island with breakfast bar, a matching granite dining table, and beautiful bar with Subzero wine refrigerator. Imported Italian porcelain tile flows throughout, creating a cohesive and sophisticated backdrop for everyday living and entertaining. Rich suede finishes, bespoke lighting throughout, custom wall coverings, and expansive walls of glass define the interiors, bathing the home in natural light while framing breathtaking panoramic Bay and City views from every angle. Designed for effortless entertaining, the top-level expansive newly tiled terrace is the perfect spot for cooking on your gas grill and enjoying all fresco dining and the sweeping skyline vistas. The serene and spacious primary suite features a spa-like bath with his and her vanities with integrated smart mirror TV displays, custom mosaic tile, tile and glass shower, and free-form 2 person Jacuzzi tub with air jets where you can relax and take in the incredible view. Guests enjoy a private and sumptuous guest suite with en-suite bath which easily functions as a second primary suite. The 3rd bedroom is currently used as an office with high-end custom built-ins perfect for productivity. The spacious living and family rooms both feature media centers with rich piano-gloss wood paneling. The smart-home residence features modern conveniences which elevate daily living such as custom walk-in closets with sensor-activated lighting, integrated motorized window treatments, automatic lighting and whole home Sonos audio, and is equipped with three A/C units, new digital Essency water heater, and Aquasana whole house water filtration system, ensuring comfort and peace of mind. Rare private 3 car garage with EV charger with 1 section that has been enclosed and air conditioned. Residents of the 24-unit Savoy enjoy an array of upscale amenities, including heated lap pool and spa, concierge and full time on-site manager, guest suite, towel service, locker rooms with sauna, a dog run, grilling area and catering kitchen, building water softener, secure parking, and elegant gathering spaces designed for hosting and connection. Located just steps from Sarasota's Main Street, Burns Court, the Bayfront, and Selby Gardens, this exceptional penthouse offering simply cannot be replicated.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
8755 OLDE HICKORY AVE #7101, SARASOTA, FL 34238
$245,00045 Days on yellowkey MLS ID: A4692392
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1314 Built: 1996Monthly Fee: $627 Tax: $1,758 (2025)Community: Stoneybrook Terrace 1Condo
Taxes:$1,758
Remarks: EXCELLENT VALUE and MOVE IN READY! Don't miss this stunning GROUND FLOOR 2-bedroom, 2-bath CORNER unit condo at the desirable Terraces at Stoneybrook Golf & Country Club. Enjoy breathtaking SUNRISE VIEWS from your lanai overlooking the FAIRWAY ON THE 8th HOLE. This condo offers PRIVACY AND ENJOYMENT since there are no other buildings across the fairway. As a corner unit, you have LARGER primary and guest bedroom suites filled with light from EXTRA WINDOWS. Renovated with elegant matching TILES THROUGHOUT, the kitchen was also updated with wooden block counters, very easy to maintain. Sold fully furnished and move-in-ready; life is good here. You have a laundry inside your condo and your car port as well as your storage unit are just outside the condo for your convenience. The Terraces have their own resort style pool as well as a rapid surface tennis/Pickleball court and a grilling area looking over the pond, preserve and golf course. You are walking distance to the Stoneybrook Golf & Country Club famous for its indoor & outdoor dining and its exceptional amenities which include a challenging Arthur Hills and Kipp Schulties designed golf course (renovated in 2024) and Har- Tru tennis courts. Other amenities include a well-equipped fitness center, heated swimming pool, and bocce ball courts. Adjacent to the scenic Legacy Trail for biking and walking and close to a plethora of shopping and dining, residents enjoy resort-style amenities just minutes away from Siesta Key Beach, ranked #1 in the US and # 4 in the world by TripAdvisor.
Listing Agent: Melanie Albaric (941-233-0957)
862 HUDSON AVE #862, SARASOTA, FL 34236
$899,90021 Days on yellowkey MLS ID: A4695298
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1362 Built: 1989Monthly Fee: $1,439 Tax: $10,348 (2025)Community: Hudson LandingsCondo
Taxes:$10,348
Remarks: Waterfront elegance meets downtown convenience in Hudson Landings, one of Sarasota's most desirable west of-the-trail enclaves Privately positioned along a tranquil canal with a deeded dock and direct access to Sarasota Bay, this exceptional ground-floor residence presents a rare opportunity to enjoy an effortless boating lifestyle just moments from the city's vibrant cultural and culinary offerings. Spanning 1,362 square feet, the thoughtfully curated interior features three bedrooms and two baths, blending timeless coastal sophistication with modern comfort. The open-concept design is filled with natural light and anchored by a beautifully updated kitchen appointed with granite countertops, stainless steel appliances and casual seating that flows seamlessly into the living and dining spaces. Elevated ceilings enhance the sense of openness, while expansive windows invite the waterfront setting indoors. The serene primary suite overlooks the bayou and pool, creating a peaceful retreat framed by water views and lush tropical surroundings. Two additional guest bedrooms offer flexibility for visiting family and friends.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
5204 WEDGEWOOD LN #77, SARASOTA, FL 34235
$311,000295 Days on yellowkey MLS ID: A4660017
0 Days Off yellowkey (back on 6/17/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982 Tax: $3,277 (2024)Community: Wedgewood LakeCondo
Taxes:$3,277
Remarks: **Amazing FIRST-FLOOR Condo in the Meadows w/ Magnificent LAKE & GOLF COURSE VIEWS** Offered completely TURNKEY FURNISHED --REMODELED, UPDATED & ALL NEW Coastal Casual Furnishings. Just bring a suitcase - move in - & enjoy life in Paradise!! Enjoy a Spacious Living Area in a Flexible & Year-Round 8'x12' FLORIDA ROOM w/ Sliders & Screens - adding 100sf of Living Space. Experience Extraordinary Water & Golf Course VIEWS from the Floor-to-Ceiling Glass Doors!! Sip morning coffee in the Florida Room as you watch the birds on the Lake or drink evening wine w/ a Spectacular "Sunset-Over-the-Water" ending to your day. Wake up each morning in a spacious, sun-filled Primary Bedroom Suite w/ Sliding Doors to the Florida Room - as well as Lake Views. The En-Suite Dressing Room w/ Large Walk-In Closet leads to a separate Bathroom w/ Step-In Shower. The Open Living Room & Dining Room feature a wall of Sliders w/ access to the Florida Room. The Kitchen offers abundant cooking space w/ updated Stainless Steel Appliances, Granite Countertops & Casual Dining Area w/ Sliding Doors to a front Patio/Garden. Second Bedroom is furnished w/ Twin Beds and enjoys easy access the Second Bathroom - with a Tub/Shower. Spacious Laundry Room has Storage Cabinets & side-by-side Washer/Dryer. Enjoy comfortable days & nights w/ New Ceiling Fans in Living Area, 2 Bedrooms & Florida Room. Recently Painted Interior, popcorn ceilings removed & New Water Heater 2023. This well-appointed home is SO comfortable - you won't want to leave! But, this is the PERFECT LOCATION to experience an outdoor Florida Lifestyle. Close to everything! Minutes from award-winning Gulf Beaches (Lido Key, Longboat Key, Siesta Key), downtown Sarasota (restaurants, shops, theatre, music, art) & just a short walk to UTC Center shopping & events. Take a dip in the Heated Wedgewood Community Pool – located just across the street. Exterior Painting is in progress on the buildings - a complete refresh. Residents also enjoy access to a Resort-Style Pool & Fitness Center, Pickle Ball, Tennis & Golf. The Meadows community is situated on 1,650 scenic acres w/ 80 lakes & 13+ miles of walking/biking trails. This is your perfect second or primary home in Paradise! Visit Today!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Michael Mayo (941-855-0599)
5740 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,399,000139 Days on yellowkey MLS ID: A4680695
REDUCED by $71,000 (4.8%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1466 Built: 1986 Tax: $9,646 (2024)Community: Gulf & Bay Club Ph 6Condo
Taxes:$9,646
Remarks: This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. Luxurious yet inviting, this beautifully updated 2-bedroom, 2-bath condominium is the perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Cindy Furtado (808-937-2376)
1280 DOLPHIN BAY WAY #504, SARASOTA, FL 34242
$1,500,00089 Days on yellowkey MLS ID: A4686981
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1840 Built: 1998 Tax: $11,483 (2025)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$11,483
Elementary School: Phillippi Shores Elementary
Remarks: At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.
Listing Agent: Robert Sherman (941-313-1301)
4591 MOHICAN TRL #137, SARASOTA, FL 34233
$185,00092 Days on yellowkey MLS ID: A4686959
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1146 Built: 1973 Tax: $1,415 (2025)Community: Lake TippecanoeCondo
Taxes:$1,415
Remarks: Unwind on your private covered lanai, where tranquil lake views stretch out before you—calm, glassy waters reflecting the sky and surrounding greenery, creating a peaceful backdrop that feels like your own personal retreat. Whether you’re enjoying a quiet morning coffee as the sun rises over the water or relaxing in the evening with gentle breezes drifting across the lake, this outdoor space invites you to slow down and savor the moment. Inside, the thoughtfully designed open floor plan seamlessly connects the living spaces, ensuring those beautiful water views remain the focal point from the main living area as well as the spacious primary suite. Natural light fills the home, enhancing the airy, relaxed feel throughout. A split-bedroom layout offers privacy for guests, with a well-positioned second bedroom and bath tucked away from the primary suite. Located in the peaceful 55+ community of Lake Tippecanoe, this charming villa offers not just a home, but a lifestyle. Residents enjoy a picturesque lakeside pool, shuffleboard courts, and an inviting clubhouse perfect for social gatherings and connecting with neighbors. Ideally situated just minutes from the world-renowned Siesta Key Beach and the vibrant culture, dining, and shopping of downtown Sarasota—approximately 7 miles away—this property is perfectly suited as a full-time residence or a seasonal retreat. With covered parking conveniently located just outside your front door, every detail has been considered for easy, comfortable living in a serene setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Beverly St Hilaire (818-416-2505)
145 AVENIDA MESSINA #3, SARASOTA, FL 34242
$630,000261 Days on yellowkey MLS ID: A4667146
2 Days Off yellowkey (back on 3/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1025 Built: 1966 Tax: $5,561 (2024)Community: Villa NavarraCondo
Taxes:$5,561
Remarks: Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic tile flooring throughout. The guest bath was completely remodeled along with the primary bathroom that has been expanded for a little extra elbow room. This has a new water heater and HVAC system, new roof in 2025, all new doors, impact windows, ceiling texture and it doesn't stop there. This comes very tastefully turnkey furnished in a warm coastal theme! Relax on your screened patio and look out to palms and foliage and take in the gulf breezes. The pristine beach is 2/10 of a mile away and the SK Village is about 100 feet away with a large selection of restaurants, shopping, grocery, nightlife, and so much more! Don't miss this beautiful condo in the heart of all that Siesta Key has to offer in a very well-run complex.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
4438 LONG COMMON LN #52, SARASOTA, FL 34235
$299,00068 Days on yellowkey MLS ID: A4689848
1 Days Off yellowkey (back on 6/17/2026)
REDUCED by $20,000 (6.3%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1100 Built: 1988 Tax: $4,069 (2026)Community: Long CommonCondo
Taxes:$4,069
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2026
Remarks: Under contract-accepting backup offers. ** STANDALONE VILLA IN GORGEOUS COMMUNITY JUST STEPS FROM THE POOL! ** This very rare standalone villa has all the benefits of single family living with the convenience of a condo - it's the best of both worlds! Located on a private cul-de-sac just steps from the pool, it also has GORGEOUS updated cabinetry throughout, a huge private lanai, and has been fully replumbed. Fresh paint and tons of windows make this home light, bright, open, and airy - and fully move-in ready! ** HOME FEATURES: * SUB ZERO REFRIGERATOR * Tiled in Main Living Area * Cul-de-sac Location * Vaulted Ceilings * Fresh Paint * INDOOR LAUNDRY ROOM * Dual Vanity * Two-Car Garage * Association Maintains Roof, Lawn, and Exterior Paint * LOCATION: The Meadows is a perpetual favorite among Sarasota communities! It's located just minutes from the shops and restaurants of UTC and I-75 with miles of sidewalks, lots of great communities, and even has its own 'downtown' area. This is a phenomenal opportunity to own in a great neighborhood!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Alex Krumm (941-234-3597)
5571 RIVERBLUFF CIR #V1, SARASOTA, FL 34231
$127,500228 Days on yellowkey MLS ID: C7517249
REDUCED by $12,400 (8.9%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971 Tax: $2,543 (2024)Community: Strathmore Riverside ICondo
Taxes:$2,543
Remarks: WELCOME HOME to your 55+ community with your end unit Villa that offers you water/boating access to Philippi Creek then on to Bay, Intracoastal and Gulf if you so choose, as well as community pool, clubhouse and more all in the heart of Sarasota where you'll find so much to do. This unit is waiting for you to make it sparkle once again. One car carport offers storage room behind which houses your laundry area too. The primary bedroom has en suite with tub/shower combo and walk in closet. You'll enjoy the easy flow floorplan too. This is worth your time to look, just might be what you have in mind!
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
3365 RAMBLEWOOD DR N #35C8, SARASOTA, FL 34237
$145,000197 Days on yellowkey MLS ID: A4673749
REDUCED by $2,000 (1.4%) on 06/17/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1104 Built: 1974 Tax: $2,772 (2025)Community: Ramblewood AcresCondo
Taxes:$2,772
Elementary School: Tuttle Elementary
Remarks: Virtually Staged. Step into Florida living in Ramblewood Acres, a gated community known for its convenience and charm. This impeccably kept, move-in-ready townhome offers a smart, functional layout. Granite counters, brand new stainless steel dishwasher, and a passthrough to the dining area - perfect for everyday living and easy entertaining. The great room and main-level half bath add comfort and practicality. Upstairs, two large bedrooms each feature private en-suite baths and large closets. One offers a serene balcony, the other a generous sundeck, your choice of personal retreat. Fresh new interior paint for the next homeowner and brand new roof to be completed January 2026! Ramblewood Acres offers three pools (including one heated), a dog park, clubhouse, fitness center, tennis courts, playground, and shuffleboard. Fees include basic cable, on-site management, and more for true low-maintenance living. The location puts you close to everything. Downtown Sarasota, St. Armands Circle, and world-class beaches are minutes away. UTC’s shopping and dining are within a short drive, and SRQ Airport is conveniently nearby. Golfers will love having the newly renovated Bobby Jones Golf Course just around the corner. Don’t miss this opportunity—schedule your showing and discover your new home!
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Lori Sabattini (941-266-1597)
707 S GULFSTREAM AVE #705, SARASOTA, FL 34236
$750,00011 Days on yellowkey MLS ID: A4696016
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1180 Built: 1974 Tax: $5,680 (2025)Community: Essex HouseSpa: NoCondo
Taxes:$5,680
Elementary School: Emma E. Booker Elementary
Remarks: Experience breathtaking panoramic views of Sarasota Bay, the Ringling Bridge, Big Pass, the Gulf of Mexico, downtown Sarasota, and spectacular sunsets from this seventh-floor residence. From passing boats to sparkling city lights, the ever-changing scenery provides a stunning backdrop from nearly every room. This 2-bedroom, 2-bath condominium features an open floor plan, a screened balcony, impact windows, in-unit laundry, secure garage parking, and a private storage area. The versatile second bedroom easily adapts to your needs as a guest room, home office, media room, or creative space. The sweeping views are the true centerpiece of this residence, offering a rare opportunity to create a home that is distinctly your own. Residents enjoy a wealth of amenities including a heated saltwater pool, expansive sun deck, grilling area, gazebo, club room, fitness center, workshop, secure building access, and on-site manager. Ideally located in downtown Sarasota, you'll be just moments from restaurants, theaters, art galleries, Selby Gardens, Burns Court, the farmers market, waterfront parks, and vibrant cultural events. A remarkable residence offering captivating views, outstanding amenities, and an exceptional walkable lifestyle.
Listing Agent: Marci Mcfarland (941-961-3390)
1703 N TAMIAMI TRL #406, SARASOTA, FL 34234
$399,00068 Days on yellowkey MLS ID: A4689232
REDUCED by $20,000 (4.8%) on 06/02/2026
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 858 Built: 2022 Tax: $4,781 (2025)Community: The Strand Of SarasotaCondo
Taxes:$4,781
Remarks: Fire sale! Motivated Seller! Furnishings negotiable! Great rental $$$ generating potential. Location, location, location! The Strand of Sarasota on Whitaker Bayou. Built in 2022, 2 five story condo building, gated community, offering luxury waterfront living. Close to downtown, restaurants, theatres, shopping, beaches and much more. Amenities include heated pool, clubhouse, hot tub, fitness center, fire pit, dog park, and a kayak/paddleboard launch to access the bayou. As an owner you can purchase or rent boat slips. This 1 bedroom, 1.5 bath unit is on the 4th floor, bright, airy, unfurnished, with over-sized lanai overlooking the pool and clubhouse. This unit is deeded with an under-building parking space #125, a sail carport #250 in front of the building [ this sail carport is worth $20 K and is included in the price] and a storage locker # 111. Unit features luxury vinyl flooring, quartz counter tops in kitchen and baths, high gloss cabinetry in kitchen and bathrooms. Stainless steel Samsung appliances including stackable washer/dryer. Modern fixtures. Unit is on the 4th floor. Generous rental policy, 1 week minimum, 52 times per year, making it a great investment property. Built in 2022 with latest hurricane codes. 11 units per floor, total 44 units. Bldg. 1709 has 108 units. Low maintenance fees. Come experience the best of city living
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
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