Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
65 S PALM AVE #1001, SARASOTA, FL 34236
$5,695,00049 Days on yellowkey MLS ID: A4688549
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3412 Built: 2026 Tax: $208,505 (2024)Community: Mira MarSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$208,505
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Under Construction. Introducing one of the West Coast of Florida’s most distinctive and extraordinary new condominium offerings. For the first time in over a century, the legendary Mira Mar is being reimagined. Originally established in 1922, this iconic South Palm Avenue landmark—home to Sarasota’s first hotel, elegant residences, and refined boutiques—was once the city’s most coveted address. Seaward Development, Sarasota’s premier luxury developer, is bringing new life to this cherished property, blending its storied past with modern elegance to create a timeless residential masterpiece. The all-new Mira Mar will feature two sophisticated condominium towers that blend classic architecture with contemporary refinement. A limited collection of expansive residences—each designed to live like a private home—will offer breathtaking bayfront and city views, exceptional design, and the ultimate in urban coastal living. Perfectly positioned on one and a half acres with nearly 400 feet along South Palm Avenue, residents will enjoy walkable access to Sarasota’s cultural destinations, fine dining, upscale shopping, and waterfront experiences—all just steps from their front door. This exceptional residence defines sophistication with three private en-suite bedrooms plus den/study and a stunning 24’ x 12’ west-facing terrace—your front-row seat to Sarasota’s most iconic views. Every detail reflects an elevated standard of craftsmanship, with premier finishes and materials curated from some of the industry’s most respected luxury brands. From golden sunsets over the bay to the shimmering lights of the John Ringling Bridge, outer islands, and marina, each moment unfolds like a living masterpiece in the heart of downtown. Mira Mar residents will enjoy an exceptional collection of services and amenities tailored to the most discerning lifestyles. These include 24-hour concierge, complimentary valet service, professional resident handyman, shipping and receiving porter, and luxury car and driver service. In addition, world-class amenities include a 70-foot resort-style pool and spa-inspired locker rooms featuring steam, infrared sauna, and a water therapy pool. The Sports Lounge offers a golf simulator and putting green, while the Garden Room and Terrace provide serene spaces for relaxation and social gatherings. Crowning it all is the exclusive Sky Speakeasy Lounge—a resident-only retreat on the Penthouse level with captivating bay and sunset views, perfect for unwinding or entertaining in style. A true expression of coastal luxury and downtown sophistication, Mira Mar presents a once-in-a-lifetime opportunity to live within a reimagined piece of Sarasota history—where timeless architecture, impeccable craftsmanship, and an unparalleled Palm Avenue location define the city’s most distinguished new address for a select few.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Nicholle Mckiernan (941-928-2922)
2205 FLOYD ST, SARASOTA, FL 34239
$622,50032 Days on yellowkey MLS ID: A4691727
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1235 Built: 1954 Tax: $7,102 (2025)Community: Arlington ParkSingle Family
Taxes:$7,102
Elementary School: Alta Vista Elementary
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to this beautifully reimagined residence in the highly sought-after Arlington Park neighborhood, where modern updates meet a peaceful, tucked-away setting. Completely renovated from top to bottom in December 2023, this home showcases meticulous attention to detail throughout. Perfectly positioned on a corner lot along a quiet dead-end street, the home enjoys a unique sense of privacy, with mature trees, lush landscaping, and a shaded backdrop that enhances the serene setting. Enter through the front door into a light-filled interior, where thoughtful design and quality craftsmanship are immediately apparent. Rich hickory hardwood flooring flows throughout, complemented by a fresh, neutral palette, updated trim, and refined finishes that create a cohesive and inviting atmosphere. The main living space unfolds with effortless flow, offering a bright and welcoming environment ideal for both everyday living and entertaining. The large dining/breakfast area features sliding glass doors which draw the eye outward and open to a newer constructed deck, seamlessly blending indoor and outdoor living. The updated kitchen is both stylish and functional, featuring solid wood cabinetry, sleek quartz countertops, updated stainless appliances, and a tasteful backsplash, creating a space that is as practical as it is visually appealing. The primary bedroom offers a comfortable retreat, while the bathrooms have been completely transformed with designer selections. The main bath showcases a double vanity, elegant finishes, and a beautiful Kohler cast iron tub paired with Moen fixtures. The guest bath features a new glass shower enclosure, continuing the home’s elevated aesthetic. 2 additional bedrooms provide flexibility for family, guests, or a home office, each thoughtfully finished with updated flooring, lighting, and fixtures. A brand-new front-load LG washer and dryer adds everyday convenience. Step outside to a private, fenced backyard framed by mature areca palms and low-maintenance rock landscaping, creating a tranquil outdoor setting. A double-gated fence offers valuable space for storing a boat or small RV, while the newly coated carport enhances both function and presentation. Improvements in 2023 include all new electrical wiring brought up to current Florida Building Code, new water supply lines, replacement of cast iron drain lines with PVC, new insulation and drywall including ceilings, updated lighting and fixtures, a new HVAC system, water heater, and fresh exterior paint—delivering peace of mind and true move-in readiness. Ideally located just moments from Arlington Park’s walking trails, dog park, and recreational amenities, and only minutes to Sarasota Memorial Hospital, downtown Sarasota, and the world-renowned beaches of Siesta Key and Lido Key, this residence offers an exceptional combination of location, lifestyle, and investment potential with flexible minimum lease options. Schedule your showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
3711 HIDDEN RIVER RD, SARASOTA, FL 34240
$750,00046 Days on yellowkey MLS ID: A4690484
1 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2164 Built: 1973 Tax: $5,521 (2025)Community: Hidden RiverSingle Family
Taxes:$5,521
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. A rare opportunity to own nearly 10 acres in one of Sarasota’s most unique aviation communities, offering the ultimate blend of privacy, space, and lifestyle. With direct access to a private airstrip, this property is ideal for aviation enthusiasts seeking the convenience of keeping their aircraft just steps from home. Set on expansive, picturesque land, the property features a private hangar, allowing for seamless fly-in, fly-out access, along with a tennis court and a variety of existing structures including a barn, stable, greenhouse, and additional outbuildings—creating endless possibilities for recreation, storage, or hobby use. The existing 3-bedroom, 2-bathroom block home offers over 2,100 square feet of living space and presents a prime opportunity for a buyer to update, renovate, or reimagine the space to their vision. Being sold as-is, the home provides a strong foundation with solid construction, making it an ideal option for investors or those looking to create a custom estate without starting from scratch. Surrounded by mature trees, natural landscape, and peaceful water views, the setting feels like a private retreat while still being conveniently located to town. Whether you’re looking to restore and personalize the existing home, build your dream estate, or create a private aviation retreat, this property offers a rare combination of land, flexibility, and lifestyle in a highly sought-after location.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Katie Cobb (913-744-0248)
3751 S SCHOOL AVE #29, SARASOTA, FL 34239
$124,999214 Days on yellowkey MLS ID: A4670178
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972 Tax: $1,874 (2025)Community: Sunland AptsSpa: NoCondo
Taxes:$1,874
Remarks: Recently updated with a new roof in August and no assessments! Prime location! Welcome to Sunland Garden Apartments, a charming 55+ condo community nestled behind The Crossings at Siesta Key Mall, which is currently undergoing redevelopment into a vibrant mixed-use development featuring retail shops, restaurants, and offices. Notably, Connors Steak & Seafood and Cinebistro are expected to remain! Ideally situated in central Sarasota, just a short drive to our stunning beaches. This third-floor unit offers two bedrooms with en-suite baths, walk-in closets, and the largest screened porch in the community equipped with hurricane roll shutters. Enjoy peaceful courtyard views, along with access to the community pool, BBQ area, and shuffleboard court. Being on the top floor means there are no neighbors above. Both bedrooms and the living room have sliding glass door access to the spacious, covered porch. The unit features a new front storm door, replaced A/C and hot water heater (both in 2019) with biannual maintenance, and a brand-new garbage disposal. The laundry room and a large storage cage are just steps from your front door, near the elevator and stairs for easy access. Your assigned parking spot and adjacent guest parking are conveniently located right in front of the unit. Enjoy proximity to Sarasota’s vibrant downtown scene, less than 3 miles away, with numerous entertainment venues, dining, theaters, and art galleries. Numerous parks and golf courses are also just minutes from the community. This property is perfect as a part-time escape or full-time residence!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Angie Unzicker (941-809-9119)
111 S PINEAPPLE AVE #904, SARASOTA, FL 34236
$1,260,00046 Days on yellowkey MLS ID: A4689993
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1513 Built: 2019 Tax: $11,635 (2025)Community: Mark Sarasota CondoSpa: NoCondo
Taxes:$11,635
Remarks: Experience elevated urban living in this sophisticated and impeccably designed two-bedroom, two-and-a-half-bath residence with a versatile den at The Mark in the heart of Downtown Sarasota. Designed for both comfort and style, the expansive great room is framed by a striking wall of glass filling the space with natural light, offering captivating views of prestigious State Street. The home features custom-installed closet systems and Porcelain flooring throughout, complemented by blackout shades for effortless light and privacy control. The modern kitchen is a true showpiece, featuring Nolte soft-close cabinetry, quartz countertops, and a designer tile backsplash. Premium JennAir appliances—including an induction oven, dishwasher, microwave drawer, and refrigerator—are paired with under-cabinet lighting and an inviting island with seating, perfect for entertaining. Step outside to your private outdoor terrace, perfectly positioned to take in sweeping views of the Sarasota skyline and facing east—an ideal setting to enjoy breathtaking sunrises and morning coffee or afternoon cocktails with a birds-eye view of the sidewalk café scene. The generously sized owner’s suite offers a serene retreat, complete with two closets, including a spacious walk-in. The spa-inspired bathroom boasts a double vanity with quartz countertops, a private water closet with a Kohler toilet, and a walk-in shower with a seamless glass enclosure. A heated towel rack adds an extra layer of luxury. A well-appointed guest suite with its own en-suite bath provides comfort and privacy for visitors, while the den offers excellent flexibility as a home office or potential third bedroom. An elegant powder room completes this exceptional residence. Residents of The Mark enjoy premium lifestyle amenities including 24-hour concierge service, a resort-style heated saltwater pool and spa, state-of-the-art fitness center with a dedicated spin room, a club room with catering kitchen, fireplace and billiards, as well as outdoor lounging areas with fire pits, grills, and dining spaces — all just steps from the Saturday Farmers Market, Whole Foods, Bayfront Park, shopping, dining, galleries and Sarasota’s renowned cultural venues. Living in the heart of downtown Sarasota, residents are in close proximity to the waterfront, including Marina Jack and Oleary’s, outdoor art, food and music festivals, and the Bay Runner shuttle to the beach. Experience a full rounded Floridian lifestyle at The Mark.
Listing Agent: Lynn Morris, Pllc (941-400-4526)
111 S PINEAPPLE AVE #714, SARASOTA, FL 34236
$2,199,00039 Days on yellowkey MLS ID: A4691380
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2065 Built: 2019 Tax: $15,408 (2025)Community: Mark Sarasota CondoCondo
Taxes:$15,408
Remarks: Design forward luxury at The Mark, where elevated living meets refined coastal elegance. This impeccably maintained End unit residence features three-bedroom, three and a half bath with a private office and showcases a seamless blend of sophistication and comfort, all framed by captivating Sarasota Bay views. From the moment you enter, walls of glass invite natural light to pour into the expansive living and dining spaces, creating an airy ambiance with soaring 10-foot ceilings. Breathtaking panoramic views of Sarasota's vibrant skyline and bay vistas from the living areas and bedrooms. Upscale custom remote-controlled window treatments allow you soft daylight with privacy when wanted. The open-concept design flows effortlessly to a generously sized balcony—accessible from both the family room and the primary retreat—offering a serene setting to enjoy morning sunrises or evening sunsets over the Sarasota Bay. A standout feature, the glass-enclosed office provides the perfect balance of privacy and connectivity—ideal for working from home while remaining visually engaged with the main living areas. The chef’s kitchen is both striking and functional, appointed with sophisticated European-style 2-tone cabinetry with soft close drawers, quartz countertops, and a full suite of Jenn-Air stainless appliances. Clean lines and a light, modern palette, and porcelain tile throughout enhance the home’s timeless appeal. The primary suite is a true retreat, featuring private balcony access, two custom walk-in closets with built-ins, and a spa-inspired bath with dual vanities, a frameless glass shower, and refined finishes throughout. Two additional bedrooms with en-suite bathrooms provide comfort and privacy for guests. A stylishly appointed powder bath is ideal for all of your guests and family. Every detail has been thoughtfully curated, from designer lighting to high-quality materials, delivering a polished and cohesive aesthetic throughout the residence. The residence includes 2 premium 3rd floor adjacent parking spaces in the secured parking garage and a storage unit within the building on the same level as unit. Quick access just 2 floors down to the amazing 5th floor amenities Residents of The Mark enjoy world-class amenities, including a large pool deck area, 65 foot resort-style heated saltwater pool and spa, cabana areas, fire pit and lounge area, outdoor grills, state-of-the-art fitness center, club lounge with a fireplace, bar, billiards, catering kitchen, and newsroom cafe, and 24-hour concierge services—all just steps from Sarasota’s vibrant dining, shopping, and cultural scene. A rare opportunity to own a sophisticated bay-view residence in the heart of downtown Sarasota
Listing Agent: Matt Cannon Llc (941-228-2030)
3608 FENWAY DR, SARASOTA, FL 34232
$355,00031 Days on yellowkey MLS ID: A4691410
0 Days Off yellowkey (back on 5/7/2026)
INCREASED by $5,000 (1.4%) on 05/02/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1361 Built: 1974 Tax: $1,488 (2025)Community: Sarasota SpgsSingle Family
Taxes:$1,488
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this charming and well-maintained 3-bedroom, 2-bathroom single-family home offering comfort, character, and convenience. Featuring a 1-car garage and a versatile Florida room, this home provides additional living space perfect for relaxing or entertaining. The updated kitchen showcases beautiful maple wood cabinetry, granite countertops, and stainless steel appliances, blending style and functionality. Both bathrooms have been thoughtfully renovated with unique, designer touches—one featuring a striking Talavera sink, decorative wall tile, a freestanding cabinet, and a tub with hydro-massage jets, while the primary bathroom offers a charming vintage aesthetic with a beautifully finished shower. The primary bedroom includes an ensuite bathroom and a walk-in closet. One of the guest bedrooms also features a walk-in closet, providing ample storage space. Step outside to the screened-in back porch—an inviting space to unwind and enjoy peaceful afternoons. There is a large backyard with plenty of room to add a pool, garden, or outdoor entertaining area—perfect for enjoying the Florida lifestyle. The roof was replaced in 2022 which provides added peace of mind and long-term durability. Ideally located near I-75, shopping, dining, and everyday conveniences, this home offers both comfort and accessibility. Don’t miss the opportunity to make it yours!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Maria Rocha, Pll (941-275-6266)
5880 MIDNIGHT PASS RD #804, SARASOTA, FL 34242
$1,350,000123 Days on yellowkey MLS ID: A4680425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $11,821 (2025)Community: CasarinaSpa: YesCondo
Taxes:$11,821
Elementary School: Phillippi Shores Elementary
Remarks: An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Linda Stowe (941-228-5685)
1347 HARBOR DR, SARASOTA, FL 34239
$4,000,000127 Days on yellowkey MLS ID: A4679697
REDUCED by $300,000 (7.0%) on 05/07/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4069 Built: 2014Monthly Fee: $13 Tax: $57,247 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$57,247
Remarks: Exceptional Harbor Acres modern residence offering 5 bedrooms, including a sunroom converted by the owners into a true 5th bedroom (closet and A/C). Warm contemporary design with seamless indoor-outdoor living. Located in Harbor Acres, one of Sarasota’s most coveted neighborhoods, this exceptional modern residence delivers a rare blend of warm contemporary design, luxury finishes, and seamless indoor-outdoor living. Perfectly scaled for the neighborhood, the open floor plan is flooded with natural light and effortlessly blurs the line between inside and out. The great room features 8-ft pocketing sliders opening to the covered lanai, anchored by a gas fireplace with illuminated floating shelves. The chef’s kitchen is a showpiece with top-of-the-line Miele appliances, solid wood cabinetry, an expansive quartz island, LED lighting, and a butler’s pantry for effortless entertaining. A separate dining room with picturesque windows offers an inviting setting for intimate gatherings, while the adjoining family room provides a relaxed space to unwind. The first-floor primary suite is a serene retreat with walls of windows overlooking lush tropical foliage and a spa-inspired bath featuring a soaking tub and glass shower. A dedicated office/flex room is conveniently located on the main level. Owners thoughtfully converted the sunroom into a 5th bedroom, offering added flexibility for guests or multigenerational living. Sleek open-riser stairs lead upstairs to two en-suite bedrooms providing privacy and comfort.
Listing is courtesy of: MICHAELA DAMM & PARTNERS (941-726-1808)
Listing Agent: Miska Damm (941-726-1808)
6790 SARASEA CIR #6790, SARASOTA, FL 34242
$675,000200 Days on yellowkey MLS ID: A4671923
REDUCED by $44,900 (6.2%) on 04/12/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1446 Built: 1981 Tax: $5,650 (2025)Community: Midnight SeaCondo
Taxes:$5,650
Remarks: Just steps from Point of Rocks Beach! This 3BR/2.5BA townhouse with a garage at 6790 Sarasea Circle offers the best of coastal living in an exclusive 12-residence community. Enjoy direct access to Siesta Key’s world-famous beaches and village. The 1,446 sq. ft. interior features wood flooring, a cozy fireplace, and a screened lanai overlooking the pool. The bright kitchen includes white cabinetry, generous counter space, and a pass-through breakfast bar. Upstairs, 2 inviting bedrooms each feature private balconies, ample closets, and abundant natural light. Bathrooms are thoughtfully designed for comfort and convenience one on each floor, including en-suite and Jack-and-Jill layouts on the third floor. An oversized one-car garage provides direct access to a versatile lower-level bonus space, 3rd bedroom and laundry room. With up to 12 rentals allowed per year, this property offers excellent income potential in a prime island location close to dining, shopping, and downtown Sarasota.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
4179 ROBERTS POINT CIR #LOT 17, SARASOTA, FL 34242
$3,400,000219 Days on yellowkey MLS ID: A4669772
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 3200 Built: 2027 Tax: $5,916 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$5,916
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this newly constructed coastal residence inspired by classic West Indies architecture and situated in the exclusive Roberts Point neighborhood on Siesta Key. This thoughtfully designed home pairs timeless island style with modern coastal construction, offering refined living in a highly desirable island setting. Built to meet today’s highest coastal standards, the residence will feature solid concrete block construction, elevated foundation systems, hurricane-impact windows and doors, metal roofing, and other structural elements designed for durability and long-term peace of mind in a waterfront-adjacent environment. The interior layout emphasizes open, airy living spaces with high ceilings with abundant natural light that create an effortless connection to the outdoors. The kitchen is designed as both a functional workspace and gathering area, featuring premium appliances, custom cabinetry, and a generous island ideal for entertaining and everyday living. The primary suite serves as a private retreat with a spa-inspired bathroom, including a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional bedrooms offer en-suite baths and refined finishes, while a flexible bonus space allows for a home office, fitness room, or lounge. Outdoor living is a focal point of the design, with covered entertaining areas, an outdoor kitchen, and a resort-style pool and spa—perfect for enjoying Siesta Key’s year-round sunshine and relaxed island atmosphere. Located on the quiet north end of Siesta Key, Roberts Point is known for its privacy, natural surroundings, and convenient proximity to Siesta Beach, Siesta Village, and downtown Sarasota. This new construction home presents a rare opportunity to experience elevated coastal living by Noah Thomas Builders in one of Sarasota’s most coveted island communities. All images, renderings, and descriptions are for illustrative purposes and represent the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications are subject to change during construction. Pricing, availability, and final details may be modified prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
3281 BENEVA RD #104, SARASOTA, FL 34232
$199,95049 Days on yellowkey MLS ID: A4690039
REDUCED by $10,000 (4.8%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1979 Tax: $874 (2025)Community: Village Brooke Sec 3Condo
Taxes:$874
Elementary School: Wilkinson Elementary
Remarks: Nicely appointed and recently updated condominium awaits those looking for the Florida Lifestyle in an adorable package. Village Brooke is located minutes to gulf beaches, downtown, restaurants, shops...very convenient. The community itself features an active clubhouse, multiple pools for easy walking access from any home, tennis courts and a park like setting. Notice the monthly fees...very reasonable to include building insurance, water and sewer in addition to the onsite manager. This corner first floor unit has been occupied by the current owner since 2010...never rented and it shows! Warm color ceramic tile and waterproof luxury vinyl plank, new granite, custom shaker cabinets, upgraded appliances and so much more. The bathrooms have been updated as well...and last not least...a brand new permitted eletrical panel for that insurance discount and peace of mind. Call today for a private tour.
Listing is courtesy of: SARASOTA REAL ESTATE LIVE (941-232-5672)
Listing Agent: Cor Donovan (941-232-5672)
2907 MARSHALL DR, SARASOTA, FL 34239
$599,999221 Days on yellowkey MLS ID: A4669618
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1138 Built: 1954 Tax: $6,643 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$6,643
Remarks: Investor Alert! Rare opportunity to own a turnkey income-producing property in a prime location! This fully furnished gem features a brand-new pool, all-new impact windows, and a strong rental history with future bookings already in place, cash flow from day one! Don’t miss your chance to add this high-performing asset to your portfolio. Schedule your showing today, opportunities like this don’t last!
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
4606 TIPPECANOE TRL #119, SARASOTA, FL 34233
$160,000207 Days on yellowkey MLS ID: A4671371
1 Days Off yellowkey (back on 5/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1258 Built: 1973Monthly Fee: $437 Tax: $882 (2024)Community: Lake TippecanoeCondo
Taxes:$882
Elementary School: Ashton Elementary
Middle School: Riverview Middle
Remarks: Under contract-accepting backup offers. Brand New Price!! Welcome to Lake Tippecanoe — Sarasota’s Premier 55+ Community! This beautifully maintained 2-bedroom, 2-bath ground-floor condo offers 1,258 sq. ft. of comfortable, maintenance-free living in the heart of Sarasota. Step inside to an inviting open floor plan where the kitchen seamlessly flows into the great room—perfect for entertaining or relaxing. Natural light fills the spacious Florida room/dining area, overlooking a peaceful backyard setting. MOTIVATED SELLER Enjoy the convenience of indoor laundry and the ease of community living, with the association taking care of lawn maintenance, exterior upkeep (including the roof), pest control, cable, water, and trash pickup—so you can focus on enjoying the Florida lifestyle. Lake Tippecanoe is a well-established and friendly 55+ community featuring a clubhouse, social activities, and a serene lakefront setting. Ideally located near Sarasota’s world-famous beaches, top-rated golf courses, shopping, and dining, this condo offers the perfect blend of comfort, convenience, and community. Come experience the relaxed Sarasota lifestyle you’ve been dreaming of at Lake Tippecanoe!
Listing is courtesy of: JOHN HARDING REALTY (941-777-3007)
Listing Agent: Josh Mott (941-780-3063)
927 CONTENTO ST, SARASOTA, FL 34242
$2,300,00037 Days on yellowkey MLS ID: A4691441
0 Days Off yellowkey (back on 4/26/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3649 Built: 2024 Tax: $13,452 (2024)Community: Siesta IslesSpa: YesSingle Family
Taxes:$13,452
Remarks: Short Sale. Partially complete. Interior is mostly complete and needs final punch-out completed and painting.
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
204 COOLIDGE DR, SARASOTA, FL 34236
$3,850,00027 Days on yellowkey MLS ID: A4692051
Bed: 8 Bath: 9.0 Gar: 4 Liv Area Sq Ft: 4245 Built: 2023 Tax: $56,468 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$56,468
Remarks: Newly built and exceptionally designed, this stunning 8-bedroom, 8.5-bath custom residence offers the rare opportunity to own a true luxury coastal retreat just moments from the white sand shoreline of Lido Beach and the renowned shopping and dining of St. Armands Circle. Thoughtfully created to accommodate large gatherings without compromising comfort or sophistication, this remarkable home blends elevated craftsmanship, expansive entertaining spaces, and resort-style outdoor living into one unforgettable property. From its striking architectural presence and oversized garage storage to its rich interior detailing, every inch of the home reflects intentional design and quality construction. Wide plank flooring, substantial trim work, custom wall detailing, beautifully finished ceilings, designer lighting, and carefully curated fixtures create a refined coastal aesthetic that feels both polished and welcoming. The main living level was designed with entertaining in mind, offering a seamless open-concept layout where spacious gathering areas, oversized dining space, and outdoor balconies all connect effortlessly around the spectacular chef’s kitchen. Anchored by a dramatic oversized island, the kitchen features custom full-height cabinetry, abundant storage, premium appliances, statement vent hood, striking stone accents, generous prep surfaces, and seating for a crowd, creating a natural centerpiece for everything from casual beach weekends to large holiday gatherings. Multiple living areas throughout the home provide exceptional flexibility for hosting guests, creating media lounges, or offering private escapes, while oversized windows and glass doors fill the interiors with natural light and tropical views. One of the home’s most impressive features is its eight private ensuite bedrooms, each beautifully appointed to provide hotel-style comfort, privacy, and spacious accommodations for family and guests. Designer tilework, custom vanities, elevated plumbing fixtures, and thoughtfully selected finishes continue throughout every bathroom, while the primary suite delivers a true retreat with dramatic architectural detail and a spa-inspired bath designed for relaxation. The outdoor living experience is every bit as impressive as the interiors. The expansive covered lanai beneath the home creates an additional full-scale entertaining venue complete with shaded lounge seating, dining space, and direct access to the resort-style heated pool and raised spa. A custom waterslide, tropical landscaping, sunning areas, and multiple conversation spaces create a private vacation atmosphere that feels designed for year-round enjoyment. Several covered balconies provide additional places to unwind, while the sprawling rooftop deck captures beautiful Gulf views and coastal sunsets, offering one of the home’s most memorable spaces for gathering, relaxing, and entertaining under the open sky. This is a property built for the way today’s luxury buyer wants to live—spacious, turnkey furnished and effortlessly close to Sarasota’s most iconic coastal destinations. Whether used as an extraordinary personal getaway, an income-producing luxury rental, or a legacy property designed to bring generations together, this residence offers a rare combination of size, quality, location, and lifestyle that is increasingly difficult to find on Lido Key.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
5371 CRESTLAKE BLVD #68, SARASOTA, FL 34233
$327,50027 Days on yellowkey MLS ID: A4691243
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1382 Built: 1984Monthly Fee: $600 Tax: $3,372 (2025)Community: Crestwood VillasSpa: NoVilla
Taxes:$3,372
Middle School: Sarasota Middle
Remarks: This beautifully updated villa in the desirable Crestwood Villas community offers the rare combination of tranquil lake views and modern comforts, all just steps from the community pool. The bright, open floor plan features soaring vaulted ceilings that flow seamlessly into a spacious enclosed lanai overlooking the peaceful lake. Tile flooring throughout ensures easy maintenance, while the updated kitchen shines with granite counters, fresh cabinetry and appliances, and a generous granite breakfast bar—perfect for casual meals or entertaining. The primary suite is a true retreat, boasting calming lake views, dual walk-in closets, and a luxurious bath with a tiled shower and ample vanity space. A second updated full bath with tile finishes completes the home. Located near Honore Avenue and Wilkinson Road, this villa provides effortless access to everything Sarasota has to offer—world-class beaches, shopping, dining, and the vibrant arts scene. This is a rare opportunity to own a lakefront villa in a prime location. Ideal for those seeking both relaxation and convenience in one of Sarasota’s most convenient communities.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
2421 PROSPECT ST, SARASOTA, FL 34239
$629,500134 Days on yellowkey MLS ID: A4677367
0 Days Off yellowkey (back on 5/6/2026)
REDUCED by $16,400 (2.5%) on 04/30/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 972 Built: 1956 Tax: $4,592 (2025)Community: Arlington ParkSingle Family
Taxes:$4,592
Remarks: Under contract-accepting backup offers. Welcome to 2421 Prospect Street in Arlington Park’s Tightly Held RUSTIC LODGE…This Elegantly Refined Florida Mid-Century Retreat is Rooted in Sarasota’s Golden Era…the 1950s Marked a Time When Homes Were Designed & Built with Longevity & Craftsmanship—and 2421 Beautifully Honors That Legacy…Approached Not as a Renovation but as a Custom Crafted Rebuild…a Design-Conscious Builder Preserved the Home’s Original Vision While Elevating It for Today’s Style, Comfort & Quality…the Integrity, Proportions, and Character Remain Intact, Enhanced by Refined Finishes, Integrated Systems, Forward-Thinking Infrastructure, and City of Sarasota Code Improvements…Sleek, Clean & Effortlessly Cool—As Though the 1950s Walked Into 2026 with Style…Expansive New PGT Impact Windows, Sliders & Doors Bathe the Home in Natural Light While Preserving Tranquility…Every Detail Has Been Carefully Considered, Including All New Plumbing with Cast Iron Replacement Under the Slab, All New Electrical, HVAC Ductwork, Engineered Structural Enhancements for an Open Floorplan, Insulated Interior Walls, Blown Attic Insulation, Tankless Water Heater, White Oak Style Plank Flooring, Frameless Glass Shower Doors, Custom Walk-In Closets, and Soft-Close Cabinetry Throughout…Curated Quartz Countertops Extend Across the Gourmet Kitchen, Catering Pantry, Dry Bar, and Bathrooms…Recently Enhanced with a Brand-New Stainless Steel LG Dishwasher & GE Profile Refrigerator…Glass Tile Backsplashes, a Substantial Kitchen Island with Tile Accent Lighting, and a Vented Range Hood Complete the Kitchen Experience…Discreetly Integrated Throughout is a Fully Automated Smart Home System Offering Remote Entry Keypads, Wireless Alarm, Ring Cameras, Motion Detectors, Panic Buttons, In-Wall Safe, Remote-Control Ceiling Fans, USB-C Outlets, Nest Thermostat, and Digitally Controlled Irrigation—Allowing the Home to Be Fully Automated or Enjoyed Traditionally…A Fully Screened Lanai and Carport, Both with Custom Tongue & Groove Ceilings, Extend the Home with Over 500 SF of Covered Outdoor Living Space, Featuring New Epoxy Flooring, a Carport Hanging Swing, Direct Lanai Access to the Paver Patio, Outdoor Fire Pit & Grill Area, and a Pea Gravel Path from the Carport to the Keyed Backyard Gate…The Grounds Have Been Curated with a Six-Figure Landscape & Lighting Package, Fully Fenced, Double-Gated Privacy, Mature Junipers, Lush Clusia Hedges, Olive Trees, Bird of Paradise, and Fragrant Jasmine…A Three-Bedroom, One-and-a-Half-Bath Residence in the Heart & Soul of Arlington Park—Just Two Blocks to Arlington Park & Aquatic Center with a 50-Meter Lap Pool, 25-Yard Instructional Pool, Indoor Pickleball, Outdoor Tennis, Basketball, Fitness Amenities, Playground, Dog Park, Picnic & Seating Areas, Public Art, Restrooms, Water Features, and a Half-Mile Walking Trail…Moments to Legacy Trail, Sarasota Memorial Hospital, Downtown Sarasota, Siesta Key, Longboat Key, Anna Maria Island, UTC Mall, and Dining & Cultural Offerings Favored by Locals…Just Fifteen Minutes to Sarasota-Bradenton International Airport…Weekly Rentals Are Allowed, Not in a Flood Zone, No Storm Damage, No HOA, and Offered Turn-Key Furnished or Curated to Buyer Preferences…Passed Down Through Only Two Owners Since the 1950s, This Home Represents Stewardship, Architectural Lineage, and Forward-Thinking Living…Timeless, Intentional, and Unmistakably Rare…Schedule Your Private Tour Today & Live a Fuller Life!
Listing is courtesy of: FULLER GROUP (941-961-3100)
Listing Agent: Bo Fuller (941-961-3100)
3300 S BENEVA RD #224, SARASOTA, FL 34232
$215,000504 Days on yellowkey MLS ID: A4634478
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,437 (2023)Community: Fairways & GreensSpa: NoCondo
Taxes:$2,437
Tax Year: 2023
Remarks: Under contract-accepting backup offers. 0.2 mi to Publix • 3 mi to Sarasota Memorial Hospital • 5.5 mi to Siesta Key Beach • Includes Zillow 3D Tour & Matterport Tour Move-in-ready and fully furnished 2-bedroom, 2-bath condominium in a secured elevator building close to Sarasota’s key amenities. This second-floor residence offers approximately 1,084 sq ft of single-level living with a spacious 9' × 14' screened lanai overlooking the community pool. Recent improvements include hurricane-impact windows and a new roof completed last year, providing peace of mind and energy efficiency. The interior features an updated kitchen and bathrooms, wood-style flooring, and an in-unit laundry room for added convenience. The floor plan includes an open living and dining area with direct access to the pool-facing lanai, creating an ideal indoor-outdoor extension of the living space. The primary suite offers ample storage and an updated bath, while the guest bedroom and additional full bath provide flexibility for visitors or home workspace needs. This condo also includes one assigned covered parking space plus abundant guest parking throughout the community. From this central Sarasota location, reach Arlington Park (2.5 mi) for aquatic facilities, fitness center, tennis, pickleball, basketball, and walking paths. Explore Downtown Sarasota (4 mi) for dining, shops, and Bayfront Park, or head to Siesta Key Beach (5.5 mi) for world-famous coastline. Additional anchors include Legacy Trail access (2.2 mi), Walmart Neighborhood Market (0.9 mi), Starbucks (1.2 mi), Westfield Siesta Key (2.5 mi), and direct routes via US-41 (2 mi) and I-75 (3.8 mi). This furnished condominium combines an updated interior, secured lobby access, an elevator, pool views, and proximity to Sarasota’s beaches, parks, shopping, and medical services. Be sure to view the Zillow 3D Tour and Matterport walk-through for a complete look at the layout and features of Unit 224.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jill French (941-600-8281)
6456 TARAWA DR, SARASOTA, FL 34241
$399,90076 Days on yellowkey MLS ID: A4686718
REDUCED by $15,100 (3.6%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1436 Built: 1979 Tax: $3,692 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,692
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bathroom, 2-car garage single-family home offering 1,436 square feet of comfortable living in the desirable Lake Sarasota community. This inviting residence features an updated kitchen with stone countertops, wood cabinetry, and stainless steel appliances, along with a convenient passthrough window to the covered and screened patio—perfect for indoor-outdoor entertaining. The home offers a spacious layout including a large living room, dining area, and separate family room, all enhanced by recessed lighting throughout. Step outside to a generously sized, fully fenced backyard with ample space to ADD a swimming pool, creating your own private oasis. Major updates include a ROOF replacement in 2013, A/C in 2015, and updated PLUMBING lines in 2020. The home is also fitted with HURRICANE SHUTTERS for the windows and doors that add protection when needed. Perfectly located, this home is just minutes from I-75, Rothenbach, Urfer Family Park, shopping centers, restaurants, and the Mall at UTC. The neighborhood offers outstanding outdoor amenities including a dog park, disc golf course, and a kayak launch into Lake Sarasota—perfect for active lifestyles and nature lovers. SRQ International Airport, Downtown Sarasota, and Siesta Key are all within 30 minutes. Zoned for Lakeview Elementary, Sarasota Middle, and Sarasota High School, this is a rare opportunity to own one of the best homes in a truly great community. With NO HOA and NO DEED RESTRICTIONS, homeowners enjoy exceptional flexibility while still benefiting from a well-established, friendly neighborhood. ***This home located in approved USDA area that qualifies for 100% financing (no downpayment required), as well as downpayment assistance programs from, up to 5% of the purchase price! Ask about how you can get access to lenders who utilize those programs.*** Come see this one by appointment only.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
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