Location: Sarasota
Do Not Show Listings
340 MORNINGSIDE DR, SARASOTA, FL 34236
$4,925,000160 Days on yellowkey MLS ID: A4671655
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3280 Built: 1993Monthly Fee: $42 Tax: $55,749 (2024)Community: Lido CSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$55,749
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Experience the epitome of island living in this luxurious three-bedroom, four-bath residence. With high-end finishes and spacious rooms featuring soaring ceilings, every detail exudes comfort and elegance. Enjoy leisure time with a ping-pong table, a theater room, and a pristine pool that basks in southern exposure, overlooking the tranquil open bayou. The kitchen, complete with a breakfast area, offers stunning views of the pool and bayou, while a cozy office space provides an ideal work-from-home environment. The home also features a beautiful dining room with a wet bar and a welcoming living room adorned with elegant wood floors throughout. Each bedroom offers luxurious en-suite baths, and the master bath is a true retreat. The expansive pool deck area and the convenience of a two-car garage and boat dock add to the home’s charm. Plus, with an elevator and a full-house generator, you’ll enjoy ultimate comfort and peace of mind.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
254 SOUTHWINDS DR, SARASOTA, FL 34231
$139,00012 Days on yellowkey MLS ID: A4688832
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 471 Built: 1967Monthly Fee: $195 Tax: $1,467 (2025)Community: South Winds Mhp Co-OpMobile Home
Taxes:$1,467
Tax Year: 2025
Remarks: Living the Easy Life is RIGHT HERE at 254 Southwinds Dr, in desirable South Winds Mobile Home Park Co-Op! Just a few ( 5 ) minutes to Siesta Key! The amenities in this charming 55t community include a Clubhouse and Cpmmunity Pool, with plenty of activies to enjoy!! South Winds Mobile Home Park Co-Op has an on site office and manager. HOA fee also includes Lawn Care, Cable TV, Water - YES all this and more for a low monthly HOA fee of $195. This sweet mobile home is a 2 bedroom, 2 bath with central AC just 3 years old, an eat in kitchen, plus a living room/dining room combo. Being sold furnished. OF course the residents here are so happy and friendly - with everything this lovingly cared for Co-Op community offers - it is truly a model of how Mobile Home Parks should look and be managed!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Marcia Morse (941-374-0442)
5599 WILDE OAK WAY, SARASOTA, FL 34232
$519,90012 Days on yellowkey MLS ID: A4688991
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1999 Built: 1990Monthly Fee: $44 Tax: $5,003 (2025)Community: Colonial OaksSingle Family
Taxes:$5,003
Elementary School: Brentwood Elementary
High School: Sarasota High
Middle School: McIntosh Middle
Remarks: Nestled near the end of a Cul-de-Sac, with a Private Setting backing to a Nature Preserve, this Beautifully maintained 3-bedroom, 2-bathroom split-plan home offers 1,999 SF of living space with the perfect blend of comfort, updates, and location. Major improvements provide peace of mind, including a new roof and skylights (2018), impact windows (2019 & 2020), A/C system (2020), and hot water heater (2020). Step inside to find an updated kitchen and bathrooms, complemented by wood laminate and tile flooring throughout. The living room and primary bedroom feature elegant plantation shutters, adding both style and functionality. An indoor laundry room with additional storage adds everyday convenience. Enjoy flexible living with an expansive 390 SF Air Conditioned Florida Room overlooking the fenced backyard—ideal as a game room, playroom, fitness space, home office, or entertainment area. A screened entry porch enhances curb appeal and provides a welcoming outdoor space, while the oversized 2-car garage offers ample storage. Ideally located near Colonial Oaks Park with access to a gymnasium, basketball courts, tennis, pickleball, playgrounds, and picnic areas. Just minutes from Doctors Hospital, shopping, dining, and I-75, this home delivers both tranquility and accessibility. Don’t miss this move-in ready gem in a highly desirable location!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
5719 WOODLAND SAGE DR, SARASOTA, FL 34238
$459,90019 Days on yellowkey MLS ID: A4688454
0 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2045 Built: 2022Monthly Fee: $218 Tax: $6,015 (2025)Community: Promenade Estates On Palmer RanchSingle Family
Taxes:$6,015
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. Multiple offers received. Highest and best due by 5:00 PM, Tuesday 4/7/26 — Stunning Newer Home in Promenade Estates, Palmer Ranch. Welcome to this immaculate 4-bedroom, 2.5-bathroom single-family home situated in Promenade Estates community, located in the heart of Palmer Ranch, Sarasota. Built in 2021, this property offers contemporary design, thoughtful upgrades, and the perfect blend of comfort and style. This bright and spacious home features an open floor plan with abundant natural light and high ceilings, island, and ample cabinetry. The elegant owner’s suite boasts a walk-in closet and a spa-like ensuite bathroom with dual vanities and a walk-in shower. Three additional bedrooms provide ample space for family, guests, or a home office, while the laundry room adds convenience with extra storage space. The home also includes an attached two-car garage. Outdoor living is a breeze with a covered lanai overlooking the lush landscaping. The spacious corner lot offers extra privacy and plenty of room for future enhancements. Promenade Estates is a gated community that provides residents with resort-style amenities, including a pool, clubhouse, fitness center, and playground. The neighborhood offers easy access to top-rated schools, Siesta Key beaches, shopping, dining, and the Legacy Trail, a favorite for biking and walking enthusiasts. This move-in-ready home combines the best of Sarasota living with modern conveniences and a prime location. Schedule your private showing today!
Listing Agent: Lee Brewer (941-724-3448)
915 BEACH RD #216, SARASOTA, FL 34242
$575,00088 Days on yellowkey MLS ID: A4677981
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $3,708 (2025)Community: La SiestaCondo
Taxes:$3,708
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Sheryl Vanduren (720-384-4884)
6006 MIDNIGHT PASS RD #51, SARASOTA, FL 34242
$575,00012 Days on yellowkey MLS ID: P4938368
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 600 Built: 1960 Tax: $3,999 (2025)Community: Casa MarSpa: NoApartment
Taxes:$3,999
Remarks: PRIVATE BEACHFRONT CONDO! Experience the ultimate Siesta Key lifestyle with this beautifully updated, TURNKEY FURNISHED 1-bedroom, 1-bath residence in the highly sought-after Casa Mar community, offering 300ft of GULF/OCEAN FRONT, WATERFRONT, WATER ACCESS to the world-famous Siesta Key Beach. This property is ALREADY GENERATING INCOME with a strong short term rental history, making it an exceptional investment opportunity or personal beach vacation retreat. Perfectly positioned within the complex and just steps from the pool, this bright and modern unit features a spacious layout with a welcoming foyer (found in only select units), a large bedroom with abundant closet space, and a versatile Florida room overlooking the courtyard and pool...ideal for relaxing, morning coffee, or hosting guests. Hurricane-rated windows and doors provide peace, quiet, and year-round comfort. Enjoy resort-style amenities including two pools (one heated), tennis and pickleball courts, shuffleboard, BBQ grilling areas, picnic spaces, and lush tropical landscaping, all within a no-road-to-cross beachfront setting. Recent community upgrades include a NEW ROOF, NEW SEAWALL, landscaping, and a secure gated entry for added privacy. Additional conveniences include covered parking just steps from your door, nearby laundry facilities, onsite management, and a private mailbox. This high-demand weekly rental property offers both immediate income and future upside, with OWNER FINANCING AVAILABLE for added flexibility. Located just minutes from dining, shopping, and Siesta Key Village, with trolley access right outside, this is a rare opportunity to own a piece of paradise that seamlessly blends income potential with effortless coastal living. Seller financing and private financing available. Do NOT WAIT, it will not last long!
Listing is courtesy of: HUT REALTY, LLC (407-559-2929)
Listing Agent: Daniel Hut (863-400-6090)
3560 HISPANIA PL #211, SARASOTA, FL 34232
$160,000105 Days on yellowkey MLS ID: A4676984
5 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1972Monthly Fee: $531 Tax: $2,332 (2025)Community: Village Plaza Sec 1Condo
Taxes:$2,332
Remarks: Under contract-accepting backup offers. Beautifully maintained first-floor end-unit condo located in the desirable 55+ Village Plaza community. This light-filled residence features an abundance of windows, offering a bright and airy atmosphere throughout. The well-designed floor plan includes 2 bedrooms and 2 bathrooms, a separate dining room, and an enclosed Florida room perfect for year-round enjoyment. Additional highlights include an assigned carport and easy first-floor access. Village Plaza is an active 55+ community offering excellent amenities such as a swimming pool, shuffleboard courts, sauna, and fitness room. Conveniently located just 10 minutes from downtown Sarasota and the beautiful Gulf beaches.
Listing is courtesy of: INVESTUS REALTY LLC (941-538-2010)
Listing Agent: Vincent Ricaud (941-538-2010)
2160 SUNNYSIDE PL, SARASOTA, FL 34239
$875,000133 Days on yellowkey MLS ID: A4674367
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 1954 Tax: $8,511 (2024)Community: Hibiscus Park 2Single Family
Taxes:$8,511
Remarks: Stylish and turnkey home with the perfect blend of mid-century charm and modern updates. Located in the desirable Sunnyside Park neighborhood, the property features an open, light-filled layout with a renovated kitchen, granite countertops, stainless steel appliances, and a large breakfast bar that flows into the dining and living areas. The spacious primary suite includes a walk-in closet and an updated en-suite bath with double vanity and walk-in shower. Two additional guest bedrooms provide ideal flexibility for family, visitors, or a home office. A second full bath features a deep soaking tub and modern finishes. Step outside to your private tropical oasis with a saltwater pool, landscaped and fully fenced backyard, and a mini putting green - perfect for relaxing or entertaining. The home is offered furnished and includes an in-unit laundry area and driveway parking for two vehicles. Tankless water heater. Just minutes to Siesta Key Beach, downtown Sarasota, St. Armands Circle, dining, shopping, and more. Move-in ready with excellent potential as a primary residence, seasonal retreat, or investment property with weekly rentals allowed.
Listing is courtesy of: ORQUERA FLORIDA INVESTMENTS (941-203-8135)
Listing Agent: Greg Orquera (941-735-9098)
2158 CORK OAK ST, SARASOTA, FL 34232
$430,00031 Days on yellowkey MLS ID: A4686101
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1861 Built: 1989Monthly Fee: $44 Tax: $2,557 (2025)Community: Colonial OaksSingle Family
Taxes:$2,557
Remarks: One of the larger homes currently available in Colonial Oaks. New roof in 2024 and new AC in March 2026. This 3 bedroom PLUS OFFICE OR 4th BEDROOM home has 2 bathrooms and 2 car garage, a large living room with a fireplace and sliders to the back lanai, a spacious dining room, a kitchen overlooking the living room with stainless steel appliances, and a dinette area framed by windows. The primary bedroom has more than enough space and hosts an en-suite bathroom equipped with dual sinks, shower, walk-in closet and linen closet, and a separate water closet. Truly a family home with 2 additional bedrooms and an office provide flexible space for a 4th bedroom. The 2nd bathroom has a tub/shower combo and access to the expansive lanai for convenient entertaining. The shaded and quiet yard adds comfort to an already welcoming place to call home. Colonial Oaks is a dog friendly community with a 23-acre park offering courts for pickleball, tennis and basketball. Indoor rooms allow for classes and recreation programs and a half court gymnasium, a playground and picnic area is perfect to have in your neighborhood along with the indoor space available for rent. The location is ideal with entrance and exits via Cattlemen Road and Honore Ave. Close to shopping, dining, schools, I-75 and everywhere else you want to go. Close enough to enjoy the best of Siesta Key Beach and downtown Sarasota whenever you wish. This well-maintained property is ready for new owners to add their special touches, with a newer roof and AC already in place. According to the county, a FENCE IS PERMITTED on this property.
Listing is courtesy of: WIEGAND REALTY (941-232-0946)
Listing Agent: Jeaneen Wiegand (941-232-0946)
1709 OLYMPIA FIELDS ST, SARASOTA, FL 34234
$119,900180 Days on yellowkey MLS ID: A4668732
1 Days Off yellowkey (back on 3/14/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 900 Built: 1964Monthly Fee: $137 Tax: $3,165 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$3,165
Remarks: **Charming Double Wide Home & Great value opportunity with this well cared for mobile home poplular in Tri Par Estates! 2 bedroom 1.5 bathroom home with open floor plan! Everything in the home except personel items stays! A 55+ community in which you own your home and the land. Embrace the vibrant lifestyle in this delightful 2 bedroom, 1.5 bathroom home with open floor plan, nested in Tri Par Estates. This well-maintained home features large carport, shed and comes mostly furnished. Park fee of $1,648.00 a year is part of the property taxes paid once a year, includes Frontier internet, cable, also trash. There is a large pool, hot tub, mini golf, laundry facilities, fitness room, clubhouse, and many activities to enjoy. Just minutes to the airport and many other necessities nearby like hospitals, shopping, restaurants and more. Airplanes & jets do fly over Tri Par Estates!
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Dean Slabach (574-536-0976)
1335 2ND ST #Villa 2E, SARASOTA, FL 34236
$2,255,00041 Days on yellowkey MLS ID: A4684713
REDUCED by $220,000 (8.9%) on 04/08/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2520 Built: 2022 Tax: $23,185 (2025)Community: The Collection CondominiumCondo
Taxes:$23,185
Remarks: The Villa at THE Collection is one of the most unique new estates in the core of downtown. With over 800 SQF of private multiple terraces that create a single family home feel in the middle of the Downtown Core, this Villa is a true urban oasis. With expansive ceiling heights showcasing up to 13’ window walls of glass, natural light will flood the living/dining/kitchen open living area with huge views of the Sarasota Skyline. As day turns to dusk, enjoy gorgeous sunsets and twinkling city lights with the ideal South and West exposure to all of Sarasota. Featuring private access to an exclusive amenity level shared with only 11 neighbors, simply walk over directly from your Villa to the luxurious pool, spa, pool cabanas, fire table, grill, community room, board room, sauna, fitness center and private climate controlled storage - no luxury has been spared. The amenities truly feel like an extension of your private residence. The Villa features custom designed cabinetry, custom walk in closets, pantry and custom Library,quartz counter surfaces, floating vanities, tile throughout, a gas range and Miele appliances. The finest art collectors in the world all begin with one thing in mind – a passion for what they collect and the story of how they started. This is the same tale of The Collection Condominium - A building constructed to the highest level of luxury to emulate art and showcase the very best in lifestyle and design. It is the unique opportunity to translate a passion for Florida sunsets, the best in urban design, and a zest for an artful existence into a way of living. Welcome to the newest residential offering located in the heart of the art district in downtown Sarasota. THE Collection is a testament to boutique luxury, featuring only 12 residences in one of the quietest neighborhoods with a mid-century modern feel. Every residence at THE Collection exudes luxury estate living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Michael Hays (941-376-1826)
3324 WESTFORD LN #112, SARASOTA, FL 34231
$280,00087 Days on yellowkey MLS ID: A4679341
0 Days Off yellowkey (back on 3/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1251 Built: 1972Monthly Fee: $175 Tax: $3,046 (2025)Community: Gulf Gate Garden Homes EVilla
Taxes:$3,046
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 3324 Westford Lane! Nicely renovated in 2011 and freshly updated in 2025, this light-filled two-bedroom, two-bath residence offers a blend of comfort, style, and durability in one of Sarasota’s desirable communities of Gulf Gate Garden Homes East. Featuring 1,251 square feet of heated living space and a total of 1,823 square feet, the home showcases a spacious open-concept design with a large living and dining area that seamlessly flows into a newly enclosed den. Completed in 2025, the den adds approximately 120 square feet of flexible living space and is constructed with conforming walls rated to withstand 150-mile-per-hour winds. The renovated kitchen offers a well-sized island and ample cabinetry, providing functionality and a welcoming atmosphere for everyday living or entertaining. The primary bedroom includes an en-suite bath, and both bedrooms feature new carpeting installed in 2025. The numerous additional upgrades include hurricane impact-resistant windows and doors with new blinds throughout the property (2025), a freshly painted interior and exterior, a new roof in 2025 with a transferable warranty to the new owners, a new air-conditioning system in 2022, a new electrical panel in 2017 and a re-piped water supply system in 2011. A separate enclosed laundry room offers added convenience and extra storage space, while the residence’s positioning within the community provides beautiful, sunny views of the parklike common area. Residents enjoy a quiet, well-maintained neighborhood with an amazingly low HOA fee, just five miles from the white sands and turquoise waters of Siesta Key Beach, as well as proximity to Sarasota’s shopping, dining and cultural attractions. This move-in-ready home combines modern upgrades, resilient construction and an enviable location, making it an exceptional opportunity to enjoy the best of Sarasota living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Christopher Takeda (941-587-4545)
708 42ND ST, SARASOTA, FL 34234
$675,00013 Days on yellowkey MLS ID: A4688859
Bed: 3 Bath: 0.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 1936 Tax: $5,492 (2025)Community: Indian Beach Map OfApartment
Taxes:$5,492
Remarks: Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. This property has been a high-yielding asset for the seller. The seller gets a high volume of applicants, and it has required minimal effort to lease. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Helen Magill (941-320-7166)
$675,00016 Days on yellowkey MLS ID: A4688855
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 1936 Tax: $5,492 (2025)Community: Indian Beach Map OfSingle Family
Remarks: Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.
5894 BENEVENTO DR, SARASOTA, FL 34238
$485,00033 Days on yellowkey MLS ID: A4684183
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2006Monthly Fee: $443 Tax: $4,364 (2025)Community: Isles Of SarasotaSingle Family
Taxes:$4,364
Remarks: Under contract-accepting backup offers. Charming Oakmont Model with Pool in The Isles of Sarasota – Palmer Ranch Opportunity awaits in this 3-bedroom, 3-bathroom + den single-family home located in the highly sought-after Isles of Sarasota in Palmer Ranch. Built by Divosta with solid poured concrete walls, this popular Oakmont model offers a flexible, open floor plan and timeless design—ready for your special touches. Step inside to find spacious living and dining areas, a dedicated den perfect for a home office or guest space, and generous bedroom suites. The home also features a central vacuum system, abundant natural light, and extra storage space in the two-car garage. Outside, enjoy your private pool—ideal for relaxing or entertaining in the Florida sunshine. Rest easy when storm season arrives—this Divosta-built home features solid poured concrete construction and hurricane shutters for added protection. Situated in the preferred X flood zone, the property has never experienced flooding, does not require flood insurance, and is outside of an evacuation zone—providing valuable confidence and security for Florida homeowners. The Isles of Sarasota offers an active, resort-style lifestyle with an impressive array of amenities, including: Beautiful clubhouse, State-of-the-art fitness center, Resort-style community pool, Basketball court,4 Har-Tru tennis courts, 2 pickleball courts, 2 bocce courts, Tot-lot/playground, Dedicated activities director, Full-time on-site manager, Numerous community events and social activities. Perfectly located just minutes from Siesta Key Beach, dining, COSTCO, medical facilities, golf courses, the Legacy Trail, and all the cultural venues of downtown Sarasota, this home combines lifestyle, location, and value. Bring your vision and make this solidly built Palmer Ranch property your own piece of paradise.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Mary Murphy (941-685-7797)
2415 PELICAN DR, SARASOTA, FL 34237
$519,000251 Days on yellowkey MLS ID: A4659633
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
Middle School: Booker Middle
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)
$519,000355 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.
186 MIDWEST PKWY, SARASOTA, FL 34232
$259,99048 Days on yellowkey MLS ID: TB8479924
2 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1083 Built: 1963 Tax: $2,892 (2025)Community: Eastwood OaksSpa: NoSingle Family
Taxes:$2,892
Remarks: Under contract-accepting backup offers. Concrete block home on almost ¼ acre in Flood Zone X with NO HOA. Hurricane shutters included. Zoned to allow an ADU for future flexibility or investment potential. Priced at $259,990 to reflect cosmetic updates needed. Seller is willing to install a new roof and update the electrical panel with an acceptable Contract, making this a rare opportunity to secure a solid home in Sarasota with major improvements addressed. Ideal for buyers looking to customize while gaining long-term value. Close to public transportation, Pinecraft, Legacy Trail and Easy Access to I-75 and the beautiful Beaches !!
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Belinda Parker (727-742-8326)
3360 S OSPREY AVE #201B, SARASOTA, FL 34239
$249,000160 Days on yellowkey MLS ID: A4671792
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,282 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,282
Elementary School: Southside Elementary
Remarks: One step away from Siesta Key, Sarasota Memorial and Hillview. West of the trail. Beautiful condo in Oasis on Osprey. Enjoy the community pool before you head to the beach.2 bedrooms, 2 bathrooms. large living area. Screened lanai. All tiled for easy maintenance. Granite countertop in kitchen. AC 2020.
301 QUAY COMMONS #1008, SARASOTA, FL 34236
$1,199,000255 Days on yellowkey MLS ID: A4660379
REDUCED by $51,000 (4.1%) on 03/31/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1606 Built: 2023 Tax: $11,411 (2024)Community: Bayso SarasotaSpa: YesCondo
Taxes:$11,411
High School: Booker High
Remarks: Price Reduced! Welcome to refined coastal living in the heart of Downtown Sarasota’s vibrant Waterfront District. THIS impeccably designed residence at BAYSO offers approximately 1,606 square feet of thoughtfully curated living space, featuring 2 bedrooms, 2.5 bathrooms, a versatile den, and a private terrace with captivating peek-a-boo views of Sarasota Bay and the Gulf of Mexico. THE chef’s kitchen is a true showpiece, showcasing sleek European cabinetry by Italkraft with upgraded soft-close drawers, premium stainless steel Jenn-Air appliances—including an induction cooktop—and an upgraded wine/beverage cooler to ensure guests are always well cared for. One of the few BAYSO floor plans with a side-facing island, this layout offers both functionality and a distinctive edge. THE spacious primary suite is a serene retreat, offering a walk-in closet, spa-inspired ensuite bathroom with dual vanities, and a sliding privacy door for a clean, modern finish. The guest suite features its own ensuite bath and built-in closet, ensuring comfort and privacy for visitors. A well-positioned laundry room near the entryway allows for seamless cleanup after a beach day or workout. THE den provides exceptional flexibility—ideal as a private gym, yoga studio, home office, or additional sleeping space—with a nearby powder room for added convenience. FURNISHINGS are available separately, offering a turnkey opportunity for those seeking a move-in-ready residence with timeless style. BAYSO's luxury amenities further elevate the lifestyle. On the ground level, the spacious and stylish Club Room features a catering kitchen and serves as an inviting space to entertain, especially in the evenings with the vibrant city lights as your backdrop. The state-of-the-art fitness center continues to receive rave reviews from residents and prospective buyers alike. For work-related needs, a unique office area provides privacy for one-on-one meetings and a conference room for larger gatherings. THE fifth level brings a true resort-style experience with a sparkling saltwater pool, spa, chaise lounges, umbrellas, two outdoor gas grills, and even a dedicated dog park complete with a pet washing station—perfect for your furry companions. LIVE moments from Sarasota Bay, The Bay Park, world-class dining, arts venues, and luxury retail—all part of the ever-evolving Quay Sarasota. Discover a residence that blends comfort, design, and lifestyle at the highest level. SCHEDULE your private showing today and begin your Florida dream life.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
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