Location: Sarasota
Do Not Show Listings
7740 CASTLEISLAND DR, SARASOTA, FL 34240
$570,00053 Days on yellowkey MLS ID: A4691962
REDUCED by $15,000 (2.6%) on 06/01/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2348 Built: 2001Monthly Fee: $295 Tax: $5,092 (2025)Community: Tatum RidgeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,092
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Welcome to 7740 Castleisland Drive, nestled in the prestigious gated enclave of Legends at Tatum Ridge. This three-bedroom plus flex room residence offers a rare combination of elegance and functionality. The flexible room easily serves as a fourth bedroom, while each of the three true bedrooms is en-suite—providing privacy and a sense of distinct “wings” for each occupant. The primary suite is a sanctuary with tray ceilings and direct access to the screened lap pool, letting you step out for a refreshing swim. With a new roof (2022), new AC (2023), and repiped PEX plumbing (2020), the home is fully updated. The expansive freshly screened pool cage (2022) overlooks the Tatum Ridge Golf Course driving range, offering sweeping views and peaceful privacy. In addition, you will find a 3 car attached garage, a very rare find in this price point! As you step through the front door, your eyes are drawn straight through the open living area to the sparkling lap pool and the wide open views beyond and from your front porch bask in the gorgeous unobstructed water views directly across the street. The soaring 12-foot ceilings, luxurious pillars, and walls of glass fill the space with natural light, creating a seamless indoor-outdoor flow. The open concept effortlessly connects a formal dining room and a sunny breakfast nook, perfect for gatherings. Sliding glass doors open right out to the expansive screened pool area, where a convenient pool bath makes outdoor entertaining even more functional. This central hub is the home’s bright, inviting core! Location is unbeatable—just under 4 miles to Waterside Place’s vibrant shops and dining, and you’re mere seconds from Fruitville Road, making downtown Sarasota just a 15-minute drive. Quick access to the I-75/Fruitville interchange ensures effortless travel. The HOA is a standout feature—no CDD, and all yard maintenance is covered, from lawn care to irrigation, for a truly low-maintenance lifestyle. This home is your key to luxurious, worry-free living in the heart of Sarasota’s best and won't last long. Schedule your showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Johnny Hopper, Pa (941-524-1706)
2236 GONDOLA DR, SARASOTA, FL 34238
$150,000351 Days on yellowkey MLS ID: A4657808
REDUCED by $5,000 (3.2%) on 06/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1977Monthly Fee: $175 Tax: $574 (2024)Community: Venetian EstatesSpa: YesModular Home
Taxes:$574
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Cute mobile home featuring an updated kitchen with New high-tech stainless appliances, and a giant farmhouse stainless sink. Minutes from world famous Siesta Key and surrounded by your favorite store and restaurants. Lots of storage in the shed/workshop, laundry room, fully covered parking. Other features include Olympic size pool, hot tub shuffleboard courts and lots of fun to be had at the Clubhouse. Seller will hold note. Motivated seller can get a loan on this property as well.
Listing is courtesy of: ONE WORLD REALTY OF SARASOTA (941-373-5532)
Listing Agent: Kimberly Bailey (941-373-5532)
2807 ORIOLE DR, SARASOTA, FL 34243
$615,00053 Days on yellowkey MLS ID: TB8498443
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2016Monthly Fee: $93 Tax: $4,459 (2025)Community: Soleil West Ph IiSingle Family
Taxes:$4,459
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Experience refined Florida living at its finest in this extensively upgraded 2016-built residence showcasing over $93,000 in documented enhancements that elevate both lifestyle and peace of mind. A rare opportunity, this home blends luxury finishes, modern systems, and HURRICANE-RATED PROTECTION in a way that truly sets it apart. Thoughtfully crafted for both elegance and resilience, the home features 200 MPH-RATED HURRICANE PROTECTION, including an impact glass front door, automated roll-down lanai screens, and full-home accordion shutters for effortless storm readiness. A GENERATOR-READY ELECTRICAL SYSTEM, EV CHARGING CAPABILITY, and WHOLE-HOME SURGE PROTECTION deliver exceptional modern confidence and convenience. Inside, natural light fills the open-concept layout, highlighting fresh designer paint, large-format tile flooring, and a timeless neutral palette that creates a bright atmosphere. The heart of the home is the gourmet kitchen, featuring a dramatic 10-foot island, 42-inch cabinetry, granite countertops, and stainless-steel appliances, seamlessly flowing into expansive living and dining areas ideal for both entertaining and everyday comfort. The primary suite offers a true private retreat with custom California Closets, upgraded luxury vinyl plank flooring, and a spa-inspired bath that feels like a daily escape. Step outside and experience resort-style Florida living with a screened lanai surrounding a HEATED POOL, along with an energy-efficient heat pump, upgraded filtration system, and a generous covered seating area for year-round enjoyment and relaxation. Additional improvements include a WHOLE-HOME WATER FILTRATION SYSTEM, HD SECURITY SYSTEM, and a collection of thoughtfully curated upgrades throughout, including an epoxy-finished garage, plantation shutters, seamless gutters, and a professionally engineered drainage system, reflecting meticulous care and long-term pride of ownership. Located in the highly desirable gated community of Soleil, residents enjoy resort-style amenities including a pool, bocce ball courts, dog park, picnic pavilion, and clubhouse with a 24-hour fitness center, full kitchen, game room, locker rooms, and social spaces. HOA fees are remarkably low at just $93 a month. Ideally positioned with a Sarasota address in Manatee County, this home is less than 10 minutes from Sarasota Bradenton International Airport and offers favorable property tax advantages. This home represents a rare opportunity to secure a fully upgraded, move-in-ready Florida residence offering luxury, security, and effortless living in one complete package.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Leanne Endres (727-647-6477)
1586 DORGALI DR, SARASOTA, FL 34238
$450,00057 Days on yellowkey MLS ID: A4691018
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2006 Tax: $3,394 (2025)Community: Isles Of SarasotaTownhouse
Taxes:$3,394
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: One of the most desirable and unique units in The Isles of Sarasota is available for your viewing pleasure. Nowhere will you find a unit as well appointed and tastefully done. Beautifully and thoughtfully renovated, this unit has everything a discerning buyer would want. The kitchen area has been reconfigured to add an island with seating, an area for a bistro table as well as an open concept into the living/dining area. An enormous pantry completes the space. Newer state of the art stainless appliances, quartz countertops and solid wood cabinetry add to the allure of this special area. Luxury vinyl flooring throughout, with new Berber carpet in the bedrooms add to the appeal. All three baths have been renovated and are a spa-like dream. The four bedrooms, each with walk in closets, are of a generous size with three of them upstairs and one on the first level. Two of the bedrooms which can both function as the main bedroom, have accessible balconies. A feature rarely found in the community. A large screened lanai off the family room is both private and serene. An oversized two car rear facing garage completes this special unit. The Isles of Sarasota is one of the premiere communities in the area. Access to world famous beaches, shopping, the Legacy Trail and so much more. Make this your new home. Live the dream.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Susan Noah (941-468-9286)
5560 ROSEHILL RD #201, SARASOTA, FL 34233
$229,90074 Days on yellowkey MLS ID: A4689325
REDUCED by $20,000 (8.0%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 2002 Tax: $2,965 (2025)Community: Admirals WalkCondo
Taxes:$2,965
Elementary School: Ashton Elementary
High School: Riverview High
Remarks: Bright and spacious loft-style condo in the gated community of Admirals Walk. This two-story layout features cathedral ceilings, an open living area, and a flexible loft space suitable for an office, guest area, or media room. The kitchen includes a breakfast bar and pantry, and the split-bedroom design provides privacy for both bedrooms. Each bedroom offers a walk-in closet, and the interior laundry room provides additional storage. Community amenities include a resort-style pool, spa, fitness center, clubhouse, and on-site management. HOA fees include cable, internet, water, sewer, and trash. Conveniently located near I-75, shopping, dining, UTC, downtown Sarasota, and area beaches.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Greg Dudley (240-461-7460)
4039 WESTBOURNE CIR, SARASOTA, FL 34238
$605,00096 Days on yellowkey MLS ID: TB8487595
REDUCED by $19,999 (3.2%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 1995Monthly Fee: $142 Tax: $4,945 (2025)Community: Stoneybrook At Palmer RanchSingle Family
Taxes:$4,945
Remarks: Welcome to this COMPLETELY RENOVATED, TURNKEY FURNISHED HOME in Sarasota’s highly sought-after Palmer Ranch, located within the gated community of STONEYBROOK ESTATES AT PALMER RANCH. Offering a rare combination of modern upgrades, serene TRANQUIL POND VIEWS, and NO mandatory golf membership, this home is designed for both full-time living and effortless seasonal enjoyment. From the moment you step inside, you’ll appreciate the light-filled, open-concept layout featuring luxury vinyl flooring, crown molding, designer lighting, and a stunning grasscloth feature wall that adds warmth and sophistication. The beautifully updated kitchen showcases quartz countertops, subway tile backsplash, soft-close cabinetry, and a custom coffee and beverage station with built-in wine refrigerator—perfect for entertaining or everyday living. The spacious primary suite offers private access to the screened lanai, Hunter Douglas honeycomb shades, and a spa-inspired bathroom complete with a frameless glass shower, rain head, and elegant finishes. A versatile third bedroom functions as a DEN / OFFICE / FLEX SPACE with a built-in wall unit and desk, ideal for today’s lifestyle. Step outside to your expansive screened lanai overlooking a TRANQUIL POND, creating the perfect setting for morning coffee or evening relaxation. This move-in ready Sarasota home is offered FULLY FURNISHED, allowing you to immediately enjoy the Florida lifestyle. Located in the Stoneybrook Estates section, this property offers the unique advantage of NO required golf or country club membership, while still providing access to RESORT-STYLE AMENITIES including an Arthur Hills–designed golf course (pay-to-play), driving range, and clubhouse dining. The Estates section also features its own large community pool, conveniently located near the entrance. Ideally situated just minutes from Siesta Key Beach, the Legacy Trail, nearby fitness facilities, and public pickleball and tennis courts, this home offers an active Florida lifestyle without the added expense of mandatory club dues. This is a rare opportunity to enjoy the best of Palmer Ranch living with flexibility, convenience, and exceptional value. Schedule your private showing today.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Angel Wilkinson (813-416-9575)
5400 OCEAN BLVD #9-4, SARASOTA, FL 34242
$874,000252 Days on yellowkey MLS ID: A4668312
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 928 Built: 1970 Tax: $8,471 (2025)Community: TerraceCondo
Taxes:$8,471
Remarks: Rarely does an opportunity like this emerge on Siesta Key — priced below the last comparable 1-bedroom sale and reduced over $120,000, this is value that simply cannot be ignored. Welcome to Beach Terrace, one of Siesta Key's most sought-after Gulf-front addresses. Nestled at the end of the village in a gated community with direct Gulf frontage, this exceptional corner residence delivers the quintessential Siesta Key lifestyle — world-famous white quartz sand at your feet, the sparkling aqua Gulf stretching to the horizon, and the energy of Siesta Key Village just a short stroll away. The panoramic views here are genuinely extraordinary. From the pristine beach below to the glittering skylines of downtown Sarasota and Longboat Key in the distance, every glance outward is a postcard moment. At night, the twinkling lights of the village and city skyline transform the backdrop into something truly magical — widely regarded as one of the finest views on Siesta Key. Three private balconies ensure there is always a perfect perch for morning coffee, evening sunsets, or simply savoring the coastal scenery throughout the day. Inside, dual sliding glass doors flood the living area with natural light while framing those sweeping Gulf views. The tiled foyer flows seamlessly into a well-appointed kitchen, and the dining area offers ample space to entertain with a backdrop that will leave guests speechless. Resort-style amenities complete the picture: an elevated heated saltwater pool, community room, and the security of a gated community — all just steps from your private beach access. This is Siesta Key living at its finest — Gulf-front, gated, walkable, and priced to sell.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
462 OAK HILL CIR #5, SARASOTA, FL 34232
$234,900286 Days on yellowkey MLS ID: A4664046
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1254 Built: 1985Monthly Fee: $520 Tax: $1,196 (2024)Community: Village Oaks Sec DVilla
Taxes:$1,196
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Welcome to 462 Oak Hill Cir! This 2-bedroom, 2-bath home with a spacious two-car garage offers comfort, function, and the chance to put your personal touch on a well-located property in Sarasota. The home features an open layout, abundant natural light, and a split-bedroom design that balances privacy and convenience. Step outside and enjoy the community’s tranquil setting, while being just minutes from University Town Center shopping, Benderson Park, golf courses, and the cultural attractions of downtown Sarasota. World-famous Siesta Key and Lido beaches are also a short drive away, making this an ideal home base for enjoying all the area has available. Curious? Don’t wait to see this home in person—it’s a property that needs to be experienced, not just viewed online. No sight-unseen offers will be entertained. Schedule your private showing today and explore the possibilities!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
7213 LAS CASAS DR, SARASOTA, FL 34243
$389,000522 Days on yellowkey MLS ID: A4636494
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2156 Built: 1973Monthly Fee: $292 Tax: $4,210 (2024)Community: Las Casas CondoVilla
Taxes:$4,210
Remarks: Welcome to Las Casas, a pet-friendly boutique 55+ community of just 22 detached villas, located 8 miles from downtown Sarasota and the Gulf Coast beaches. Nestled on a private cul-de-sac backing onto McArthur Park, this villa offers excellent curb appeal and a peaceful setting. Recently updated, the home features new luxury vinyl plank flooring and has been freshly painted inside and out. The open floor plan includes well-defined living spaces of living room, dining room and a versatile bonus room which leads to a newly paved back patio, where you can relax amid mature landscaping. The primary suite is generously sized, with a walk-in closet and an ensuite bathroom. The split floor plan places the second and third bedrooms on the opposite side of the home, providing privacy for guests or family members. Bedroom three includes built-ins and a Murphy bed, adding functionality to the space. Homes in this desirable community live like single-family residences but are maintained under a condominium model with modest monthly HOA fees. These fees include all lawn care and access to a community pool and clubhouse, conveniently located next door. The clubhouse offers a large social area and a kitchen, ideal for hosting gatherings and events. This quiet, well-maintained neighborhood is close to SRQ Airport, University Parkway, the Asolo Theatre, and the Ringling Museum, making it a prime location for enjoying Sarasota's cultural attractions. Don’t miss your chance to see this villa. (Some images have been virtually staged for ease of viewing.)
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
4805 RILMA AVE #106, SARASOTA, FL 34234
$119,00012 Days on yellowkey MLS ID: A4696327
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 837 Built: 1974 Tax: $1,983 (2025)Community: Summer LakesCondo
Taxes:$1,983
Remarks: Discover this fully updated 2-bedroom, 1-bath condo in the well maintained Summer Lakes community of Sarasota. Ideally located just 1 mile from Ringling College and Sarasota-Bradenton Airport, and under 2 miles from USF Sarasota, it offers a 10-minute drive to vibrant downtown Sarasota and 15 minutes to Lido Key and St. Armands Circle. The bright, move-in-ready home features granite countertops, stainless steel appliances, wood cabinets, plantation shutters, and no carpet, plus it comes partially furnished. Enjoy the community pool and assigned parking. Priced as one of the most affordable condos in Sarasota, this gem is perfect for owner-occupants or investors seeking quick possession in a prime location.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Miao Whiteside (941-263-9898)
5404 LAURELWOOD PL, SARASOTA, FL 34232
$329,0007 Days on yellowkey MLS ID: A4697242
0 Days Off yellowkey (back on 6/20/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1116 Built: 1970 Tax: $3,964 (2025)Community: Ridgewood Estates 14Th AddSingle Family
Taxes:$3,964
Remarks: Under contract-accepting backup offers. Location, location, location! This charming three-bedroom, two-bath home is a fantastic opportunity for first-time homebuyers, seasonal residents, or investors seeking a great rental property. Featuring beautiful quartz countertops, luxury vinyl flooring, and updated bathrooms, this home offers modern touches with comfortable living spaces throughout. Enjoy a spacious backyard perfect for pets, play, entertaining, or creating your own outdoor oasis. Conveniently located just minutes from restaurants, shopping, and everyday amenities, this home is only 10 minutes from Waterside Place, The Mall at University Town Center, and Mote Marine Laboratory & Aquarium. Plus, you’re just 15 minutes from the world-renowned beaches of Sarasota. A wonderful blend of comfort, convenience, and location—this home is ready to welcome its next owner!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Judi Taulbee (941-544-6227)
7782 ULIVA WAY, SARASOTA, FL 34238
$625,000137 Days on yellowkey MLS ID: A4680873
REDUCED by $24,000 (3.7%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2005Monthly Fee: $491 Tax: $6,690 (2025)Community: VillagewalkSingle Family
Taxes:$6,690
Remarks: Virtually Staged. Spectacular Waterview! Wake up to sweeping, unobstructed lake and bridge views in this exceptional Oakmont model located in the guard-gated, resort-style community of VillageWalk at Palmer Ranch. Perfectly positioned with water on two sides of the home, this residence delivers the kind of expansive waterfront setting today’s luxury buyers seek. Built by DiVosta with poured concrete construction reinforced with steel, this 3-bedroom plus den, 2-bath home offers lasting quality, peace of mind, and refined upgrades throughout. The open-concept floor plan is enhanced by crown molding, upgraded tile flooring, and custom upgraded carpeting, creating a comfortable and relaxed living environment. The kitchen features Corian countertops, pull-out drawers, upgraded tile, and newer appliances, including a recently updated microwave and refrigerator. Entertain effortlessly as Bose speakers fill the great room and covered lanai, where tranquil water views become the backdrop for everyday living. The primary suite is a private retreat with an upgraded walk-in shower, while thoughtful enhancements such as a whole-home water treatment system, new chrome door hinges, and a 2023 water heater elevate the home’s turnkey appeal. Major mechanical upgrades include a new HVAC system in 2025 and updated ductwork in 2024. The garage is outfitted with a New Age 7-piece cabinet system, and the property includes extra deeded driveway space, a rare and valuable convenience. Rare waterfront exposure. Exceptional construction. True resort living. VillageWalk offers a vibrant, gated community lifestyle with world-class amenities, including: 6 Har-Tru lighted tennis courts, pickleball, bocce ball, and basketball courts, Clubhouse with event space, card rooms, a library, heated resort-style pool with a Tiki bar, On-site restaurant with full bar, gas station, hair salon, boutique, and a 24-hour manned security gate. Scenic walking and biking trails winding through lakes, bridges, and lush tropical landscaping. Located just minutes from Siesta Key Beach, Costco, medical offices, shopping and dining. This is a home for buyers ready to secure the view—and the lifestyle—that sets VillageWalk apart.
Listing is courtesy of: TOWN CENTER REALTY (941-929-9333)
Listing Agent: Brenda Mazzone (941-236-1250)
4954 CANDLEBUSH CIR, SARASOTA, FL 34241
$589,00043 Days on yellowkey MLS ID: A4693252
REDUCED by $10,000 (1.7%) on 06/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 1983Monthly Fee: $60 Tax: $2,956 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$2,956
Remarks: This home is situated on a large private cul-de-sac lot in the highly desirable Bet Tree Village 2 Community. Updates include a recently rescreened mansard pool cage in 2025 and a the large in-ground pool was just remarcited this year. A new roof was installed in 2025 and both the interior and exterior of the house has just been painted. The kitchen has also been updated with wood cabinetry, a storage pantry and granite counter tops. The SS appliances are new. The kitchen also offers a built-in breakfast bar and sliding glass pass-through windows that open onto the lanai/pool area. The open floorplan is family friendly and features a "split bedroom" layout, with walk-n closets in all the bedrooms. The large common bathroom also opens to the pool area. The large family room has vaulted ceilings and a built-in entertainment cabinet. The living room is also spacious and is adjoins the dining area. All 4 of the sliding glass doors completely recess as to allow a wide open airy access to the big lanai/pool area. Bent Tree Village 2 offers a fantastic gated community with winding roads, a community park area and larger than average lots...
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Scott Spencer (941-350-0029)
2847 OAK ST, SARASOTA, FL 34237
$375,00045 Days on yellowkey MLS ID: A4693111
REDUCED by $15,000 (3.8%) on 06/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1186 Built: 1953 Tax: $2,781 (2025)Community: Glen RidgeSingle Family
Taxes:$2,781
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bath single-family home in the heart of Sarasota! Designed with a desirable split floor plan, this home offers the perfect blend of privacy, comfort, and functionality, with spacious living areas ideal for both everyday living and entertaining. Recent updates include fresh interior and exterior paint, brand-new kitchen appliances, updated bathrooms, new ceiling fans, and new blinds throughout. For added peace of mind, the home also features a complete whole-house re-plumb. Step outside to relax in the beautiful screened-in lanai, perfect for enjoying Florida’s year-round sunshine. Conveniently located within the Sarasota city limits, this property allows for short-term rentals, making it an excellent opportunity for both homeowners and investors alike. The home is just minutes from downtown Sarasota, the Legacy Trail, shopping, dining, schools, and everyday conveniences, while also offering easy access to Sarasota’s world-famous beaches and everything the area has to offer. Move-in ready and centrally located, this is Florida living at its best. Schedule your showing today!
Listing is courtesy of: CELLA'S REAL ESTATE INC (941-952-8649)
Listing Agent: Michael Cella (941-952-8649)
1350 5TH ST #402, SARASOTA, FL 34236
$695,00035 Days on yellowkey MLS ID: A4691938
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$5,936
Elementary School: Alta Vista Elementary
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, featuring an exclusive private garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
6939 W COUNTRY CLUB DR N #156, SARASOTA, FL 34243
$274,00067 Days on yellowkey MLS ID: A4690431
REDUCED by $15,000 (5.2%) on 05/17/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1620 Built: 1979 Tax: $3,777 (2025)Community: Fairway PointSpa: NoCondo
Taxes:$3,777
Remarks: Stunning first floor condo with unobstructed panoramic water and golf course views- no steps, no stairs, just seamless living. Watch serene mornings unfold with coffee in hand and breathtaking sunsets fade as you sip cocktails from your sunroom/enclosed lanai overlooking the immaculately maintained Champions Course at Palm Aire Country Club. This beautifully furnished 3-bedroom, 2.5 bath unit in Sarasota's sought after Palm Aire community offers a split floor plan with water and golf views of the 13th Green/14th Tee from the primary bedroom, third bedroom, living room, and sunroom/enclosed lanai. Pocket doors throughout create an open, airy flow. Hurricane impact windows and sliders (installed 2020) provide peace of mind and quiet throughout. Situated in a non-flood zone (X) which offers substantial savings on insurance. The spacious kitchen features solid wood cabinets, stainless steel appliances, and a large window bringing in natural light. In-unit laundry for convenience. Major systems updated: roof 2022, A/C 2020, water heater 2020, Smart thermostat 2020, and a commercial grade dehumidifier 2020 in place. This home is move-in ready with nothing to do, just bring your toothbrush and enjoy all this community has to offer. One of two community pools is right across the street. Optional membership available at Palm Aire Country Club, choose from several tiers to enjoy 36 holes of golf consisting of two 18-hole courses, pro shop, tennis, pickleball, fitness center, heated saltwater Junior Olympic-sized pool, social events, banquets, and fine dining in a beautiful clubhouse setting. Prime Sarasota location: minutes to University Town Center mall, top rated dining, Mote SEA, Nathan Benderson Park, SRQ Airport, theaters, and award-winning beaches including Siesta Key, ranked the #1 beach in the U.S and among the best in the world. This is the low-maintenance Florida lifestyle you've been searching for with no CDD fees and a low monthly fee of $410 which covers 2 pools, water, sewer, trash, building insurance, escrow reserves, ground and building maintenance including roof, and management company.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Maryann Fenton, Pa (941-920-2018)
5361 SIESTA CT, SARASOTA, FL 34242
$1,999,999193 Days on yellowkey MLS ID: TB8455948
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2774 Built: 1987Monthly Fee: $40 Tax: $13,507 (2025)Community: Siesta Cove SubSingle Family
Taxes:$13,507
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: PRICE IMPROVEMENT! Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior doors with switchable privacy glass in both full baths. Peace of mind is paramount here: the home features new hurricane-rated windows, doors, skylights, and garage door. Further structural updates include a new flat roof connecting to the pool cage with new wood framing and super gutters. Additional upgrades include a brand new AC, pool conversion to a heated saltwater system, pre-wiring for security cameras, elegant alabaster chandeliers, a new Café dishwasher, and more. Situated at a high point on Siesta Key, this home experienced no flood water intrusion or damage during the historic 2024 hurricane season. The split-bedroom floor plan features pocket sliding doors throughout that practically vanish to create a seamless integration with the sprawling, travertine-floored screened lanai and pool—perfect for entertaining or filling the house with fresh Florida air. Mature tropical landscaping surrounds the home, accentuating the outdoor oasis while providing exceptional privacy. Inside, cathedral ceilings and skylights amplify the spacious, open atmosphere. From the kitchen’s quartz countertops, solid wood cabinetry, gas cooktop, and stainless appliances to the stunning granite-accented gas fireplace, every inch of this home exudes quality craftsmanship and luxury. You will love the large laundry room, fully equipped with a sink and cabinetry matching the kitchen's high standards and aesthetic. The fourth bedroom is a private retreat located above the spacious, high-ceiling two-car garage; fully permitted by the current owners, it features its own mini-split system for comfort. Additional conveniences include a whole-home water softener, reverse osmosis kitchen filter, irrigation system, and outdoor shower. With glowing landscape lighting and the colorful Florida sky, this home is absolutely stunning at twilight. The icing on the cake is the location—just one mile from pristine beaches! Make an appointment today to experience the perfect balance of form and function in this incredible Siesta Key home.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: David James, Jr (727-772-3568)
1216 34TH ST, SARASOTA, FL 34234
$375,00018 Days on yellowkey MLS ID: A4695350
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 2004 Tax: $3,840 (2026)Community: North Riverside ParkSingle Family
Taxes:$3,840
Elementary School: Bay Haven Sch of Basics Plus Elementary
Tax Year: 2026
Remarks: Looking for a fantastic investment opportunity, or your new family home, look no further. This stunning three bedroom, two bath ranch-style home nestled in the Bayou Oaks community offers an open floor plan with high ceilings, and updated flooring. The ranch-style front porch could be great for outdoor entertaining and relaxation. The large beautiful fenced back yard is an open canvas allowing space to add a grill, outdoor furniture, patio deck, and or a pool. This Sarasota property is in a prime location, making it the perfect choice for savvy investors, or future first time home owners. If you're looking to add a valuable asset to your portfolio this home is sure to attract top-notch tenants and generate impressive rental income. Conveniently located around the corner from a community park, and a community garden. Also located minutes from several parks, shopping, dining, boat ramp and Longboat Key Beach. Don't miss out on this incredible opportunity to own a piece of prime Sarasota real estate. Contact me today if you have any questions, or would like to schedule a tour today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Crystyn Cramer (941-284-4961)
5400 OCEAN BLVD #8-05, SARASOTA, FL 34242
$690,000230 Days on yellowkey MLS ID: A4670371
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 522 Built: 1970 Tax: $6,969 (2025)Community: Beach TerraceCondo
Taxes:$6,969
Remarks: BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.
7714 N LEEWYNN DR, SARASOTA, FL 34240
$579,00011 Days on yellowkey MLS ID: A4696619
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2502 Built: 1973 Tax: $2,240 (2025)Community: Sarasota Golf Club Colony 3Spa: NoSingle Family
Taxes:$2,240
Remarks: On more than one-third of an acre on a corner lot with no HOA restrictions, this four-bedroom, two-bath residence offers more than 2,500 square feet of living space and numerous updates. The open-concept floor plan is centered around an expansive kitchen featuring a large island with built-in storage, quartz countertops, soft-close cabinetry, a double oven with warming drawer and convection capabilities, induction cooktop, industrial-size refrigerator and a spacious pantry. Designed for everyday living and entertainment, the kitchen serves as a central gathering space within the home. Additional improvements include updated well equipment, a water softener and an indoor laundry room. Generously sized bedrooms provide comfortable accommodations. The primary en-suite boasts an updated bath with a walk-in shower and direct access to the pool area. The guest bath with access to the pool tops off the list of thoughtful improvements throughout the home, which creates a move-in-ready living experience. Outdoor living is enhanced by a resurfaced saltwater pool with a sun shelf completed in 2024, an outdoor shower and a private backyard with an invisible pet fence system. Additional features include a metal roof installed in 2018, two storage sheds and a paver front porch. The home is also equipped with solar panels through an assumable lease, offering an opportunity to benefit from renewable energy while maintaining a seamless transition for the next owner. Combining modern upgrades, extensive storage and flexible indoor-outdoor living, this property offers exceptional functionality and room to enjoy inside and out. Call today for a personal showing.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robyn Sadlo (941-812-4219)
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