Location: Sarasota
Do Not Show Listings
16409 WINBURN PL, SARASOTA, FL 34240
$599,00035 Days on yellowkey MLS ID: A4691548
1 Days Off yellowkey (back on 5/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 1985Monthly Fee: $63 Tax: $5,501 (2025)Community: Rainbow Ranch AcresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,501
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. A rare opportunity to own a unique 5-acre “Old Florida” property bordering the Myakka Preserve! This cedar house is totally private among native woods, palms and bamboo. Inside, you will find 2 bedrooms and 2 baths, plus a fully equipped, updated kitchen with modern appliances for comfortable living. This unique home features a solid black walnut floor and a wood-burning fireplace. Up the spiral staircase, you’ll find a loft bedroom with a newly updated bathroom. In the main floor bathroom, there’s a 102-year-old clawfoot tub with black walnut surround, and a washer/dryer hookup in place. The kitchen features solid countertops and solid beech wood cabinets. Watch the deer and other wildlife from the large porch and rear deck. Roof is new! AC is 5 years old. Irrigation available in multiple locations on the property. The Large pole barn allows for covered parking for equipment, tools, vehicles, & boats. Raise your animals, plant your garden, bring your toys! Plenty of room on the East side of the property to build a larger home with its own gate and driveway already in place. Only 5 miles to the North Entrance to Myakka State Park, 13 miles to I-75, Shopping & Restaurants, 16 miles to Waterside at Lakewood Ranch, 19 miles to Downtown Sarasota, 22 miles to Lido Beach and 25 miles to the famous Siesta Key! Schedule your showing today and come see this cabin in the midst of raw beauty of wild and rare acreage.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Tina Timmons (941-350-5030)
5883 WHISTLEWOOD CIR, SARASOTA, FL 34232
$485,000206 Days on yellowkey MLS ID: A4671389
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 1979 Tax: $5,067 (2024)Community: Ridgewood Estates 20Th AddSpa: NoSingle Family
Taxes:$5,067
Elementary School: Brentwood Elementary
High School: Sarasota High
Tax Year: 2024
Remarks: Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it. Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine. Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room. The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round. Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Traci Bolen (941-914-5159)
132 TALL TREES CT, SARASOTA, FL 34232
$520,00057 Days on yellowkey MLS ID: A4689367
REDUCED by $10,000 (1.9%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2001Monthly Fee: $199 Tax: $3,522 (2025)Community: Oak Court Ph 2-A & 2-BSpa: YesSingle Family
Taxes:$3,522
Elementary School: Fruitville Elementary
Remarks: Located in Oak Court, a gated community of approximately 60+ homes just off Fruitville Road, this updated, west-facing, single-story residence offers convenient access to downtown Sarasota, University Town Center (UTC), Gulf beaches, golf courses, parks, and I-75. Set on a private dead-end street with mature canopy trees and landscaped surroundings. Extensive upgrades include roof (2021), AC (2025), and water heater (2026). Interior features professionally curated paint selections and 24-inch tile flooring (2025) in select areas including two bedrooms and foyer. The layout offers a flexible front room off the entry, ideal for dining, sitting, or office use. The home then opens into the main living area with vaulted ceilings and an open connection to the kitchen. A separate dining area is positioned just off the kitchen, creating a natural flow for everyday living and entertaining. The living space provides direct access to the screened lanai and hot tub, which conveys with the sale. Kitchen features a Samsung appliance suite (2025), soft-close cabinetry, pull-out drawers, island workspace, and adjacent dining area. Bathrooms updated with Calcutta wall tile and energy-efficient commodes (2025). Primary suite includes dual sinks, walk-in shower, and walk-in closet. Secondary bedrooms offer built-in storage and custom paint finishes. Smart home features include Eufy video doorbell and upgraded digital AC thermostat. Additional interior improvements include plantation shutters, vertical blinds, updated lighting fixtures, and ceiling fans. Garage includes epoxy-coated floor (Galaxy Blue, 2025), custom overhead storage, and fresh interior paint. Exterior upgrades include backyard privacy landscaping with Areca palms (2025) and redesigned irrigation system. Community amenities include pool, cabana, lake with fountain, and irrigation.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Antonio Lopez (626-664-5124)
355 CALLE MIRAMAR, SARASOTA, FL 34242
$3,300,000140 Days on yellowkey MLS ID: N6142420
REDUCED by $200,000 (5.7%) on 05/08/2026
Bed: 6 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 2660 Built: 1993 Tax: $25,782 (2025)Community: Sarasota BeachSpa: YesApartment
Taxes:$25,782
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Rare opportunity to own a pristine, income-producing duplex just steps from Siesta Key Village and one block from the powdery sands of Siesta Key Beach—recognized as one of the finest beaches in the world. Properties offering this level of condition, location, and flexibility are seldom available. Each residence features 3 bedrooms and 2.5 bathrooms and has been thoughtfully renovated and fully furnished for immediate enjoyment or turnkey rental use. Interiors showcase luxury vinyl flooring throughout, updated kitchens, split-bedroom layouts, in-unit laundry, and large flat-screen televisions in all bedrooms and livi. ng areas—designed to support both comfortable living and strong rental demand. There are no rental restrictionss. Bright, sunfilled open bedrooms with generous closets complement spacious, well-appointed kitchens. Outdoor living is exceptional, with 2 heated private pools and spas, front and rear patios, and deeded canal access just around the corner—features that enhance both lifestyle enjoyment and guest appeal. Each unit includes a private garage with game room, accommodating up to two vehicles, along with additional driveway parking—an exceptional convenience on Siesta Key. The property offers outstanding versatility, whether used as a primary or seasonal residence with supplemental rental income, or operated as a dual-income investment. Significant exterior improvements include updated siding and trim, hurricane-rated windows on the front elevation, refreshed lighting, fresh exterior paint, and brick paver driveways and walkways—creating a polished coastal offering in one of Siesta Key’s most desirable and supply-constrained locations.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Matthew Vander Wyden (941-483-0977)
6271 STURBRIDGE CT, SARASOTA, FL 34238
$599,00059 Days on yellowkey MLS ID: A4687332
REDUCED by $51,000 (7.8%) on 04/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1987 Built: 1999Monthly Fee: $146 Tax: $3,705 (2025)Community: Hamptons Unit 1Single Family
Taxes:$3,705
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: The Palmer Ranch Hamptons subdivision is centrally located to all Sarasota has to offer. This well-manicured quite subdivision has an ambiance as soon as you drive in. The residence is the perfect size 3 bed 2 bath.... with office/den. The covered patio overlooks a very well cared for Zen Garden. "Relaxing" This is a must see to appreciate the upgrades thru out, but the master suite is a must see! Additional pluses include new tile roof 2025, new a/c 2022, new front door 2021, new gas stove etc.
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Keith Groesbeck (941-266-7601)
1623 PELICAN COVE RD #122, SARASOTA, FL 34231
$495,00031 Days on yellowkey MLS ID: A4692564
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1843 Built: 1981Monthly Fee: $1,134 Tax: $3,311 (2025)Community: Pelican Cove ICondo
Taxes:$3,311
Elementary School: None
High School: None
Middle School: None
Remarks: Located in Pelican Cove, this ground floor 3-bedroom/3 bathroom is an end-unit condo with complete privacy all around. The living areas enjoy natural light and are surrounded by lush, mature foliage. The master suite includes a sitting area, walk-in closet and private courtyard area and privacy. Two additional split bedrooms with baths, and a laundry room with additional storage, complete this condo. Pelican Cove is a magical place with lush landscaping that sits on gorgeous acres overlooking the Little Sarasota Bay. This is what Florida living is all about, stroll to the Pelican Point Observation deck, the bird sanctuary or the through the botanical gardens. This community is a boaters dream with more than 85 boat harbor slips and each slip having water and electric. There are six heated pools to choose from, pickle ball, kayak and canoe launch and storage, gym, 4 lighted tennis courts, shuffleboard, basketball, 5 miles of amazing walking trails and 3 clubhouses. Pelican University offers classes and clubs for all including woodworking, photography, pottery, to name a few. This convenient location is close to Siesta Key beach, fabulous shopping and restaurants.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
6518 MIDNIGHT PASS RD #209, SARASOTA, FL 34242
$850,000191 Days on yellowkey MLS ID: A4673460
REDUCED by $25,000 (2.9%) on 04/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1215 Built: 1975 Tax: $8,542 (2024)Community: House SunCondo
Taxes:$8,542
Remarks: Experience true beachfront living on world-famous Siesta Key. This turnkey-furnished 2-bedroom, 2-bath residence offers an exceptional opportunity to own along Siesta Key’s shoreline, combining Gulf views with impressive short-term rental income potential. Located just steps from the island’s iconic powder-white sand, this inviting condominium is designed for comfort, convenience, and effortless coastal living. Inside, an open and airy layout welcomes you with abundant natural light and luxury vinyl flooring throughout the main living areas. The living room flows seamlessly to large sliders that open to a wonderful 14x7 private patio, the perfect place to relax and take in the stunning views of the Gulf of Mexico. Kitchen features wooden cabinets providing lots of ample storage, a breakfast bar for additional seating, and a functional layout ideal for everyday cooking or hosting guests. The primary suite includes ceramic tile flooring, a private en-suite bath, and ample closet space. Both bathrooms have been updated with new vanities and granite countertops—the primary bathroom offering a standalone shower, while the guest bathroom features a convenient tub/shower combination. Every window and sliders have recently been replaced by association in the last few years This community is one of the few on Siesta Key allowing weekly rentals, paired with a professional on-site rental management team, creating strong income potential while still giving you the freedom to enjoy your own beach retreat. Resort-style amenities elevate the beachfront experience. Enjoy a beach-facing pool and tennis courts, fitness center, rooftop lounge with panoramic Gulf views, and outdoor grilling/bar areas with firepits—everything you need for relaxed days and evenings by the water. Direct beach access places you just steps from the shoreline. Ideally located near Siesta Key Village’s vibrant shops, dining, and entertainment, this residence offers the perfect combination of coastal living, convenience, and investment appeal—an outstanding opportunity to enjoy and share the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: David Leventhal (941-518-7694)
1000 BOULEVARD OF THE ARTS #502, SARASOTA, FL 34236
$1,829,00067 Days on yellowkey MLS ID: A4688087
0 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1664 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Taxes:$0
Elementary School: Alta Vista Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Positioned on the fifth floor, residence 0502 offers expansive views across The Bay Sarasota Park and Sarasota Bay, blending elevation with a strong visual connection to the waterfront below. This bay-front residence features an open, light-filled interior designed to maximize views and indoor–outdoor living. The contemporary kitchen is appointed with European cabinetry, quartz countertops and premium appliances, opening to a spacious great room and private terrace. The primary suite provides a serene retreat with a spa-inspired bath, while additional bedrooms and a den offer flexibility for guests, work or leisure. Residents enjoy access to a comprehensive suite of amenities at 1000 Boulevard of the Arts, along with walkable access to Sarasota’s cultural venues, waterfront parks, marina and downtown lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Sarah Harrington (941-915-2467)
1000 BOULEVARD OF THE ARTS #1908, SARASOTA, FL 34236
$2,399,00080 Days on yellowkey MLS ID: A4686149
0 Days Off yellowkey (back on 3/17/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1767 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. Residence 1908 presents elevated harbor views from the 19th floor, overlooking Quay Harbor, the Ringling Bridge and coastal horizons beyond. As part of the Harbor residence collection, this home captures the energy of the marina and the dramatic light of Sarasota sunsets. The interior features a contemporary open layout with floor-to-ceiling glass, a refined kitchen with European cabinetry and premium appliances, and a private terrace oriented toward the harbor. The primary suite offers a spa-like bath and walk-in closet, while additional bedrooms and a den provide flexible living options. Within 1000 Boulevard of the Arts, residents enjoy a vibrant waterfront lifestyle with access to resort-style amenities, concierge services, and immediate proximity to dining, arts and marina experiences.
1000 BOULEVARD OF THE ARTS #1101, SARASOTA, FL 34236
$3,799,00080 Days on yellowkey MLS ID: A4686151
Bed: 3 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3076 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. On the 11th floor, Residence 1101 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and the downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
8773 MIDNIGHT PASS RD #302G, SARASOTA, FL 34242
$500,00031 Days on yellowkey MLS ID: A4691760
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1981 Tax: $4,030 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$4,030
Remarks: Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two Heated Pools, and Gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key's popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cut brunch spots and dancing and live music every night of the week.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
1000 BOULEVARD OF THE ARTS #2001, SARASOTA, FL 34236
$4,799,00080 Days on yellowkey MLS ID: A4686147
Bed: 3 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3105 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. On the 20th floor, Residence 2001 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and the downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s most vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
1000 BOULEVARD OF THE ARTS #1001, SARASOTA, FL 34236
$3,699,00080 Days on yellowkey MLS ID: A4686145
Remarks: Pre-Construction. To be built. On the 10th floor, Residence 1001 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and the downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops, and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
1000 BOULEVARD OF THE ARTS #1005, SARASOTA, FL 34236
$1,999,000115 Days on yellowkey MLS ID: A4682052
Remarks: Pre-Construction. To be built. Positioned on the 10th floor, Residence 1005 offers expansive views across The Bay Sarasota Park and Sarasota Bay, blending elevation with a strong visual connection to the waterfront below. This Bay residence features an open, light-filled interior designed to maximize views and indoor–outdoor living. The contemporary kitchen is appointed with European cabinetry, quartz countertops and premium appliances, opening to a spacious great room and private terrace. The primary suite provides a serene retreat with a spa-inspired bath, while additional bedrooms and a den offer flexibility for guests, work or leisure. Residents enjoy access to a comprehensive suite of amenities at 1000 Boulevard of the Arts, along with walkable access to Sarasota’s cultural venues, waterfront parks, marina and downtown lifestyle.
1000 BOULEVARD OF THE ARTS #1201, SARASOTA, FL 34236
$3,899,000140 Days on yellowkey MLS ID: A4678718
Remarks: Pre-Construction. To be built. On the 12th floor, Residence 1201 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
1000 BOULEVARD OF THE ARTS #1701, SARASOTA, FL 34236
$4,299,000147 Days on yellowkey MLS ID: A4677034
Remarks: Pre-Construction. To be built. Residence 1701 is a high-floor bay residence offering dramatic views over The Bay Sarasota Park, Sarasota Bay and skyline beyond. On the 17th floor, its corner position, enhanced ceiling heights and expansive sightlines deliver a heightened sense of openness and connection to the surrounding waterfront environment. Designed with contemporary elegance, the residence features an open great room with floor-to-ceiling glass, a spacious kitchen with European cabinetry and premium appliances, and a private terrace ideal for outdoor dining or sunset viewing. The primary suite offers a spa-like bath and walk-in closet, while additional bedrooms provide privacy and flexibility. A dedicated den adds versatility for work-from-home or media use. Residents of 1000 Boulevard of the Arts enjoy a full-service lifestyle with access to a resort-style pool deck, fitness and movement studios, residents club room, co-working spaces and concierge services, a short distance to Sarasota’s arts venues, marina promenade and downtown dining scene.
2121 WOOD ST #201, SARASOTA, FL 34237
$229,00069 Days on yellowkey MLS ID: A4687914
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 885 Built: 1974 Tax: $2,833 (2025)Community: CitywalkCondo
Taxes:$2,833
Remarks: Best Opportunity in Downtown Sarasota- Location is Key! Rarely available 2-bedroom, 2-bath second-floor corner unit in the highly sought-after CityWalk community. This gated enclave of just 71 residences offers an unbeatable downtown location with direct private access to the Legacy Trail and the expansive 29-acre Payne Park. This light-filled condo features a thoughtfully designed split-bedroom floor plan with comfortable living spaces, generously sized bedrooms, and two full bathrooms. BRAND NEW ROOF (2025), PVC Plumbing Waste Lines (2024), New Dishwasher, New Microwave, New Disposal; HVAC and Hot Water Heater (2020). Kitchen plumbing replaced (6-months), Bathroom plumbing fixtures (2021). Enjoy the convenience of in-unit laundry and relax on your private screened lanai—perfect for morning coffee or evening unwinding after a night out in downtown Sarasota. CityWalk residents enjoy a host of amenities, including a heated pool and spa, a well-equipped fitness center, and a pet-friendly environment. Within a short walk, you’ll find the vibrant heart of downtown Sarasota, offering abundant shopping, fine dining, and a thriving arts and cultural district. You’re also just minutes from world-renowned destinations such as Siesta Key Beach, Lido Key, and St. Armands Circle, as well as cultural landmarks like Marie Selby Botanical Gardens and the Sarasota Art Museum. The exceptional value of this beautiful condominium, combined with its prime downtown location and proven rental history, makes CityWalk one of the best opportunities in Sarasota’s emerging affordable downtown housing market. Perfect as a primary residence, seasonal retreat, or investment property—this is downtown living at its best!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
2357 APPALOOSA CIR, SARASOTA, FL 34240
$444,90037 Days on yellowkey MLS ID: A4691947
0 Days Off yellowkey (back on 5/8/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2146 Built: 1997Monthly Fee: $57 Tax: $5,797 (2025)Community: Paddocks NorthSingle Family
Taxes:$5,797
Remarks: One or more photo(s) has been virtually staged. This charming 4-bedroom, 2-bath block home offers 2,146 square feet of comfortable living space on over one-third of an acre, featuring a desirable open floor plan with high ceilings that create a bright, airy feel throughout. Enjoy cozy evenings by the wood-burning fireplace, and take advantage of multiple living spaces including a formal living room, dining area, and spacious family room—perfect for both relaxing and entertaining. The home sits on a private, fenced corner lot with serene preserve views, providing added privacy and a peaceful natural backdrop. Recent updates include a 2023 roof, and the property also features a long driveway and a 2-car garage for ample parking. Located in the sought-after Paddocks North community, this home is nestled in a quiet, established neighborhood in Sarasota County known for its larger homesites, mature landscaping, and tranquil setting. Residents enjoy a balance of privacy and convenience, with easy access to shopping, dining, hospital, and the interstate. The area is just a short drive to Siesta Key’s world-renowned beaches, as well as parks, golf courses, and all the cultural attractions that Sarasota has to offer.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
8540 DAYBREAK ST, SARASOTA, FL 34241
$249,00048 Days on yellowkey MLS ID: N6143961
REDUCED by $6,000 (2.4%) on 05/08/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1238 Built: 2024Monthly Fee: $175 Tax: $5,088 (2025)Community: Skye Ranch Nbrhd 2 Twnhms NorthTownhouse
Taxes:$5,088
Remarks: One or more photo(s) has been virtually staged. Now is your opportunity to own this practically brand-new townhome in the highly sought after growing community of Skye Ranch. This 2024 built townhouse has been meticulously maintained and gently lived in. You will feel like you are buying brand new without all the high one-time builder fees and closing costs. The first floor enjoys an open concept floor plan with a beautiful kitchen that features white shaker style cabinets, sparkling quartz countertops, and a sleek stainless steel appliances package. Neutral tile runs throughout the entire main floor. The dining room easily accommodates a large table for entertaining, and the living room is spacious and flooded with light thanks to the large slider that leads out to the lanai. The covered lanai provides privacy and an extra storage closet. The first floor also offers a half bathroom for convenience, as well as a proper storage pantry. On the second floor, you will find two generous sized bedrooms with en suite bathrooms that are separated by a large landing. The primary bedroom has a large walk-in closet and a bathroom with dual sink vanity and walk-in shower. A convenient laundry space can be found on the landing upstairs. There is a second light filled bedroom with two closets and an en suite bathroom with a tub/shower combo. The unit comes with two deeded parking spaces that are just outside the front door, and all exterior maintenance is included. NO FLOOD INSURANCE REQUIRED and LOW HOA FEES. The community pool and mailboxes are just a quick walk away. Skye Ranch enjoys a state-of-the-art school, beautiful parks, and tons of green space. Just minutes to all the shopping and conveniences that can be found on Clark Rd, this location also offers easy access to I-75 and is a short drive to the world-famous Siesta Key Beach. This townhome is perfect as a full-time residence, a part-time vacation home, or even a great investment. If you have been looking for that perfect spot in Sarasota to enjoy the beauty Florida has to offer, then set up a private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Walter Shepherd (941-445-2455)
1607 FLOWER DR, SARASOTA, FL 34239
$4,290,000361 Days on yellowkey MLS ID: A4653737
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 4769 Built: 2024 Tax: $16,090 (2024)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$16,090
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. LOWEST PRICED NEW CONSTRUCTION WEST OF TRAIL HOSPITAL/SOUTHSIDE VILLAGE AREA! Truly a Coastal Classic Modern Masterpiece Located in One of the MOST Sought After Neighborhoods West of the Trail in Sarasota! This Gorgeous HARBOR ACRES Home is NOT your Typical Very Traditional Boring Florida Home! This Home was Built for the Discerning Buyer who Appreciates Modern Art and Design! Every Room is Unique and Designed with Attention to Detail and Gracefully Incorporates the Outside Indoors via Walls with Large Picture Windows. This Amazing Property Features: A MAIN HOUSE w/5 Bedrooms, 5.5 Baths, 2 Master Suites (Up & Down) both w/Zen-like 5-Piece Master Baths w/Whirlpool Soaking Tubs and Separate Showers; Fabulous Great Room w/Soaring Ceilings, Wall Fireplace and Sliders Looking Out to the Aqua Pool and Spa and Tropical Landscape; Extra Flex Room off Kitchen w/Built in Art Niche makes a Perfect Dining Room, Den/Office w/Built-ins, Fabulous Kitchen w/Separate Refrigerator, Freezer & Wine Refrigerator, Luxury Dacor Appliances, Quartz Counters, Designer Kitchen Cabinetry, Pantry, Eating Bar; Media Bonus Room w/Balcony, Laundry Room w/Storage, Open Glass Staircase to Upstairs, Elevator Shaft to All Floors, Porcelain Tile and Elegant Lighting Fixtures throughout, Bosch AC Units, 2 Balconies Upstairs, En-Suite Bedrooms, Powder Room w/Glass Art Sink, Impact Windows and Sliders w/Low E Glass, Oversized 2 Car Garage and an Oversized 1 Car Garage w/Electric Charging Stations, Smart Home w/Fully Integrated Wifi System, Covered Lanai w/Fully Equipped Out Door Kitchen and Fire Pit. A Detached CASITA GUEST HOUSE w/Separate Entrance, Full Bath, Kitchenette and One Bedroom overlooking the Pool Court Yard, Perfect for a Nanny, House Keeper, Teen, MIL or Pool Party Room. The Outdoor Features: Gorgeous 35 Foot Saltwater Pool w/Waterfall, Huge Sun Shelf and Hot Tub Spa; Lush Tropical Landscaping, Tiered Flower Planters, Low Maintenance Yard, Irrigation, Circular Driveway and Privacy Wall. Home was Built nearly 2 FT above the Flood Zone and does NOT Require Flood Insurance. This Never Before Been Lived in Home is Ready and Waiting for It's New Owner! Located just Minutes to Sarasota Memorial Hospital and Medical Center, Morton's Market, Downtown Sarasota, Shopping, Dining, St Armand's and the Best Beaches!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Anne Thomas, Pa (941-993-7700)
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