Location: Sarasota
Do Not Show Listings
170 ROOSEVELT DR #5, SARASOTA, FL 34236
$399,000453 Days on yellowkey MLS ID: A4651143
REDUCED by $30,000 (7.0%) on 06/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 294 Built: 1955 Tax: $3,778 (2024)Community: Pelican GardensCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,778
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to 170 Roosevelt Dr. Unit #5,at Pelican Gardens a beautifully updated studio/efficiency, one-bath condo located just steps from the powdery sands of Lido Beach and the world-class shopping and dining of St. Armand's Circle. Completely remodeled in November 2024, this light and bright ground-floor unit offers a fresh, modern coastal aesthetic with new flooring, stylish fixtures, and a sleek kitchen featuring stainless steel appliances and quartz countertops. Perfect as a beachside getaway or an investment property with excellent rental potential, this turnkey condo offers the ultimate Sarasota lifestyle. Enjoy morning strolls along the Gulf, sunset views, and the convenience of being minutes from downtown Sarasota’s arts and cultural scene. Low HOA fees, a pet-friendly policy, and a well-maintained community complete the package for units 8,17,19. Whether you’re looking for a vacation getaway or a smart investment, Unit #5 is move-in ready and waiting for you.
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
3441 GULFMEAD DR, SARASOTA, FL 34242
$10,500,00063 Days on yellowkey MLS ID: A4693315
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 4769 Built: 2026 Tax: $16,553 (2025)Community: Gulfmead EstatesSingle Family
Taxes:$16,553
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive neighborhoods on north Siesta Key. This in progress New Construction property by Pham Development is on an expansive 17,842 SF and 0.41 acre lot, with a 4,769 SF traditional-style home to be built. Enjoy two separate guests suites on top of the two 2-car garages, for a total of 4 garage spaces, both with elevator access to the above suites. The master bedroom will have water views, and the grand entry home hosts a total of 6 bedrooms, 6 baths, and 1 powder bath. This property's deep-water grand canal with no bridges is ideal for yachts and boats, with up to a 13-foot draft. A new dock and boat lift is set to be installed. Inside, expansive living spaces boast high-end finishes and top-of-the-line appliances, blending timeless elegance with modern comfort. Enjoy the water, and a large backyard perfect for entertaining, a private pool, and new lush landscaping—making this the ultimate waterfront estate for family.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
6619 35TH CT E, SARASOTA, FL 34243
$540,000394 Days on yellowkey MLS ID: A4655680
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2433 Built: 2017Monthly Fee: $248 Tax: $7,677 (2024)Community: Fiddlers CreekSingle Family
Taxes:$7,677
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Short Sale. Welcome Home to Fiddlers Creek: Spacious 4 Bed, 2.5 Bath Oasis in Sarasota! Discover exceptional Florida living at 6619 35th Court East, a beautiful **4-bedroom, 2.5-bathroom home with a 2-car garage** nestled in the highly desirable Fiddlers Creek neighborhood. This property offers the perfect blend of comfort, style, and community, making it an ideal choice for families and those seeking a vibrant lifestyle. Built in 2017, this well-maintained single-family home boasts a generous 2,433 sq ft of total interior livable area, offering ample space for relaxation and entertaining. Step inside to find an open floorplan with high ceilings and ceramic tile flooring throughout the main living areas, creating a bright and inviting atmosphere. The well-appointed kitchen flows seamlessly into the great room, perfect for gatherings, while the first-floor primary bedroom with an en-suite bathroom provides a private retreat. Three additional bedrooms creates flexibility for family, guests, or a dedicated home office, complemented by the convenience of an inside laundry room and a spacious 2-car attached garage. Peace of mind is assured with hurricane shutters, and the fenced yard provides privacy and ample space for outdoor enjoyment. The home is equipped with central air and heat for year-round comfort, public water and sewer, and an irrigation system to water your landscape. Experience the Fiddlers Creek lifestyle! As a resident of Fiddlers Creek, you'll benefit from living in a coy, meticulously maintained community with sidewalks, and pristine landscaping. This prime Sarasota location offers unparalleled convenience, being just minutes from the upscale UTC Mall, a hub for shopping, dining, and entertainment. Outdoor enthusiasts will appreciate the proximity to Nathan Benderson Park, a world-class rowing facility and recreational area. Travel is a breeze with Sarasota-Bradenton International Airport (SRQ) just a short drive away, and the renowned world-famous beaches of Siesta Key and Lido Key are easily accessible for a day of sun and sand. Don't miss the opportunity to make this fantastic Sarasota home your own, combining modern comforts with the convenience of a sought-after location and excellent community features.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Benjamin Litke, Pa (941-993-5125)
3242 RINGWOOD MDW #76, SARASOTA, FL 34235
$364,900200 Days on yellowkey MLS ID: A4677541
REDUCED by $10,000 (2.7%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1500 Built: 1981Monthly Fee: $112 Tax: $4,229 (2025)Community: Villas Of PapillionVilla
Taxes:$4,229
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Amazing full lake views from your enclosed sliding glass door patio! Turnkey Furnished villa with 3 Bedrooms-2 Bathrooms-2 Car-Garage. Updated kitchen with newer cabinets and Granite countertops with a breakfast bar overlooking the dining room. You will enjoy your lake views from the spacious master bedroom with sliding glass doors leading to the large patio. Updated master bathroom with granite counter tops, dual sinks and a large walk-in closet. Plenty of room for your guest with 3 Bedrooms and guest parking. The location of this villa is located near the community shopping village center, UTC mall, SRQ Airport, Mote Marine aquarium and upscale dining facilities.
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Mike Babiarz (941-373-5064)
5543 ASHTON WAY #5543, SARASOTA, FL 34231
$275,000133 Days on yellowkey MLS ID: N6143396
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1993Monthly Fee: $315 Tax: $3,561 (2025)Community: Ashton Lakes 8Spa: YesCondo
Taxes:$3,561
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Welcome to this charming 2 bedroom, 2 bath walk up condominium in the highly desirable Ashton Lakes community. This light and bright residence features high ceilings that create a spacious and open feel throughout the home. Enjoy relaxing on the screened lanai while taking in peaceful lake views and the natural beauty of the surroundings. The comfortable floor plan includes a spacious primary bedroom with a walk in closet and private ensuite bath, creating a quiet and inviting retreat. The guest bedroom is conveniently located near the second bathroom and can easily serve as a guest room or home office. Additional features include an inside laundry room and an assigned carport. Ashton Lakes is set on 33 acres of beautifully maintained grounds with four scenic lakes and offers a resort style lifestyle with a wide range of amenities. Residents enjoy two heated swimming pools, including one large pool with a lap lane, tennis courts, pickleball courts, shuffleboard courts, grilling areas, and a welcoming clubhouse that hosts an active social calendar during the winter season. The community is connected by a convenient footbridge to Merchants Mart shopping center where you will find CVS, Ace Hardware, a liquor store, Dollar Store, and the popular Detwiler’s Farm Market. Ideally located just 3.5 miles from the world famous Siesta Key Beach, this home also offers easy access to I 75 and US 41. Shopping, dining, schools, and hospitals are all within a short drive. The condominium fee includes cable TV, internet, water, trash, exterior and grounds maintenance, and an on site manager, providing convenience and peace of mind. Whether you are looking for a winter retreat or a full time residence, this lake view condominium offers a wonderful opportunity to enjoy the Florida lifestyle in a prime and convenient location.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
5207 SAND LAKE CT, SARASOTA, FL 34238
$2,450,00088 Days on yellowkey MLS ID: A4690912
3 Days Off yellowkey (back on 5/31/2026)
REDUCED by $245,000 (9.1%) on 05/25/2026
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5653 Built: 2005Monthly Fee: $310 Tax: $13,619 (2025)Community: Silver OakSpa: YesSingle Family
Taxes:$13,619
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Set on a quiet cul-de-sac, this custom estate blends timeless design, modern systems & serene natural surroundings. Thoughtfully positioned to capture sweeping views of the protected 15-acre preserve, the home reflects refined Florida living where light, landscape and architecture work in harmony. A stately façade, 2023 concrete tile roof & lush landscaping introduce a residence built with enduring quality. Inside, exemplary craftmanship is evident throughout with attention to details that create a warm, inviting backdrop for everyday living & elegant entertaining. With 5,653 sq. ft. of interior space, the floor plan flows seamlessly, connecting indoor and outdoor environments. The main floor centers around a chef’s kitchen designed for gourmet preparation & effortless hosting. High-end, double appliances support large gatherings with ease. A generous prep island & custom millwork elevate both function and artistry. The adjacent morning room features aquarium-glass windows faming panoramic views, complimented by an entertainment wet bar. Also on the main level is a tranquil primary wing with a spa-like ensuite, a private guest ensuite and 2 dedicated offices ideal for work, creativity or quiet retreat. The expansive lanai offers 559 sq. ft. of covered outdoor living designed for year-round enjoyment. An outdoor kitchen, fireplace, custom pool/spa & generous seating areas extend the home’s interior comfort outdoors. A suite of premium mechanical upgrades enhances peace of mind, including a Rinnai instant hot water heater, Honeywell smart thermostats, integrated security systems, a PVE 2-person elevator, PGT ThermaTru impact-resistant windows, Lennox HVAC systems, whole-house in-wall vacuum, & a Guardian Elite 20kW standby generator. The 4-car garage features upgraded insulation for doors & ceiling & a Daikin split A/C – ideal for collectors, hobbyists, or climate-controlled storage. Located in the X-flood Zone & professionally pre-inspected with repairs completed, this home offers confidence & ease. More than a residence, it is a private retreat where architectural quality meets natural beauty & luxury is expressed through comfort, design & enduring value. The Silver Oak community is located on 115 acres of natural preserves & lakes. Conveniently located in Palmer Ranch, there is easy access to the Nationally Ranked Pine View School, famous Sarasota Beaches, Legacy Trail, outstanding Golf Courses, Downtown Sarasota & Venice.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Jennifer Putnam (941-539-6768)
831 40TH ST, SARASOTA, FL 34234
$549,00070 Days on yellowkey MLS ID: TB8510150
REDUCED by $26,000 (4.5%) on 05/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1286 Built: 1960 Tax: $4,880 (2025)Community: Indian Beach HighlandsSpa: NoSingle Family
Taxes:$4,880
Remarks: This charming 2-bedroom, 2-bathroom POOL home is situated in Flood Zone X, meaning flood insurance is not mandatory. It boasts a lovely fenced backyard and is conveniently located near all essential amenities. Recent updates include Hot water heater and dishwasher (2023), New weather head (2023), New turf and firepit with paver patio (2024), New A/C 2025. The home is just a short distance from a kayak launch into Sarasota Bay and directly down 40th Street to the Charles Hegener Memorial Nature Walk. It’s also close to attractions such as Jungle Gardens, the Asolo Theater, Sarasota International Airport, the Ringling Museum of Art, New College, USF, and Downtown Sarasota. Plus, the home did NOT flood during last year’s hurricanes. There are NO deed restrictions. The IBISSA Homeowners Association is voluntary, with an optional annual fee of $50. Great location for Airbnb BRAND NEW POOL PUMP MAY 2026
Listing is courtesy of: REGISTER REAL ESTATE SERVICE (813-382-7228)
Listing Agent: Vikki Wall (813-927-1181)
6048 WILSHIRE BLVD #2, SARASOTA, FL 34238
$415,00098 Days on yellowkey MLS ID: A4690827
REDUCED by $15,000 (3.5%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2024 Built: 1983 Tax: $2,819 (2025)Community: Lakeshore VillageCondo
Taxes:$2,819
Middle School: Sarasota Middle
Remarks: MOVE-IN READY and maintenance-free, this beautifully updated lakefront villa offers the perfect blend of modern comfort and serene Florida living in the highly desirable 55+ community of Lakeshore Village! Featuring 2 bedrooms plus a spacious den, 2 baths, and 2,024 sq. ft., this meticulously maintained home showcases wide plank luxury vinyl flooring, soaring vaulted ceilings, and stunning water views throughout. The beautifully updated kitchen is a chef's delight with granite countertops, upgraded cabinetry, stainless steel appliances, and a dry bar with additional storage in the breakfast area, perfect for casual dining or entertaining. The spacious living room flows seamlessly into the enclosed lanai, creating additional living space and showcasing breathtaking lake views and peaceful wildlife right outside your door. Electronic hurricane shutters at the sliding doors provide added peace of mind. The private primary suite features crown molding, lake views, a large walk-in closet, and a beautifully updated ensuite bath with dual quartz-topped vanities and a large tiled walk-in shower. On the opposite side of the home, the guest bedroom sits adjacent to a fully updated bath, while the oversized den with pocket doors offers the flexibility of a home office, hobby room, or potential third bedroom. Additional highlights include a large laundry room, a spacious 2-car garage with extra storage and hurricane-rated garage door, new A/C and ductwork (2021), advanced air sterilization system (2024), whole-home re-pipe (2023), upgraded electrical panel with surge protector, and newer dishwasher (2021). Lakeshore Village offers resort-style amenities including a heated saltwater pool, clubhouse, tennis, pickleball, billiards, library, fishing lakes, and an active social calendar. Conveniently located near shopping, dining, golf, medical facilities, and just minutes to world-famous Siesta Key Beach, this is Florida living at its finest!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Katanic (941-400-0601)
1020 SUN AND SEA DR #102, SARASOTA, FL 34242
$575,000286 Days on yellowkey MLS ID: A4667291
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 524 Built: 2009Monthly Fee: $822 Tax: $3,572 (2023)Community: Beach Club At Siesta KeyCondo
Taxes:$3,572
Tax Year: 2023
Remarks: Welcome to Beach Club at Siesta Key, where an unbeatable investment opportunity awaits just steps from the world-renowned Siesta Key Beach. This charming 1-bedroom, 1-bathroom first-floor condo is the ideal blend of personal escape and income-generating property, boasting a successful history in short-term rentals. As you step inside this fully furnished, turnkey unit, you’re greeted by an open living area is perfect for relaxation, featuring a TV for entertainment, while the kitchen comes equipped with stainless steel appliances. An in-unit washer and dryer add to the convenience, making longer stays comfortable and stress-free. The on-site professional management team handles all the details, from bookings to maintenance, giving owners peace of mind and ensuring that guests have a seamless experience. The property offers desirable amenities, including a heated pool, a soothing hot tub, complimentary Wi-Fi, and beach chairs and umbrellas for enjoying sun-soaked days by the ocean. Positioned mid-island and close to the Stickney Point Bridge, this condo provides easy access to all that Siesta Key has to offer. The Beach Club at Siesta Key is a hidden gem that is perfectly located within walking distance of South Siesta Village, Crescent Market, and local favorites for ice cream, coffee, dining, and more.
Listing Agent: Cole Collins (941-350-8360)
5780 MIDNIGHT PASS RD #110, SARASOTA, FL 34242
$1,299,000153 Days on yellowkey MLS ID: A4683108
REDUCED by $50,000 (3.7%) on 05/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $10,806 (2025)Community: Gulf & Bay ClubCondo
Taxes:$10,806
Remarks: Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Natalie Gutwein (941-993-2660)
1111 N GULFSTREAM AVE #7C, SARASOTA, FL 34236
$1,285,00085 Days on yellowkey MLS ID: A4692338
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1736 Built: 1974 Tax: $6,860 (2025)Community: One WatergateCondo
Taxes:$6,860
Remarks: This One Watergate condominium in Downtown SRQ FL has location and endless views. Looking for the unexpected, this home will not disappoint. A full, to the studs remodel in 2020 brings versatility to your personal style. These sellers live a warm and eclectic life. The open spaces enhance the water, marina, and city views, and then watch the canvas flip to an evening light-scape of the same view. With this remodeled open floor plan all eyes are drawn to the unobstructed views through the floor to ceiling impact windows and doors onto the wrap around covered patio with glass panel railing. The 7th floor view gives the feeling you are right on the water. Their home has been open to many festivities. My favorite celebration has been the 4th of July with fireworks set off on City Park in the Bay right in front. The decor includes Sonoma Valley American wire-brushed & hand scraped hickory wood flooring, and warm color walls. The kitchen features an extended service and storage design including a wine and beverage refrigerator. Highlights include Kraft Made cabinets and Cambria quartz counter tops. Appliances feature GE Cafe series with induction range, French door refrigerator & dishwasher. Double closet pantries with pull out drawers, and stainless-steel farmhouse sink. The spacious primary bedroom has real views of the Ritz and Quay towers in the background. Soft lighting window treatments are perfect for the day and room blackout shades are perfect for the evenings. The en-suite has a double vanity, storage mirrors with digital LED lights, designer tiling and shower with dual showerheads. The over-sized closet has been designer built out to maximize the square footage for two. The guest bedroom doubles as mobile office. Across the hall from the second bath with complimenting style and finishes with the primary bath. Unit 7C is in the coveted C stack which includes an interior laundry room with exterior venting. So many details to see. One Watergate has completed both Milestone and SIRS reports. They are ahead of the state requirements on compliance. The property has completed many updates within the past 5 years. From new elevators, roof, underground plumbing lines, exterior paint, updated pool, landscaping, lighting, grills & pool furniture, and new fitness center. A complete building remodel includes new tile, carpeting, wall paper, lighting, full catering kitchen and community room, and unit doors from 18th floor down. The building electrical room is being moved to the 2nd floor this spring and the lobby, social rooms, and management support facilities will be completed within weeks. Owners will enjoy a walkable Downtown lifestyle of the Sarasota Arts, restaurants, entertainment and the bay parks. The Ritz spa packages are available to the public. Or pick up the Bay Runner free trolley steps away which stops on St Armand's Circle and Lido Key Beach. With all said, at $740 square footage price Unit 7C is competitively priced. Can easily? compare with other properties square footage priced at $1,000 plus. This is an incredible opportunity to own this wonderful home to live, work, and play.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: James Brown (941-408-3332)
1611 HYDE PARK ST, SARASOTA, FL 34239
$3,750,000155 Days on yellowkey MLS ID: A4683619
REDUCED by $449,000 (10.7%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2545 Built: 1920 Tax: $6,507 (2025)Community: NoneSpa: YesSingle Family
Taxes:$6,507
Elementary School: Southside Elementary
Remarks: Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations. Can be sold furnished.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,000188 Days on yellowkey MLS ID: A4679067
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6854 Built: 2004 Tax: $22,275 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$22,275
Remarks: A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.
Listing Agent: Bridget Spiess (941-720-6304)
156 SIESTA DR, SARASOTA, FL 34242
$1,649,000349 Days on yellowkey MLS ID: A4661717
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2901 Built: 1977 Tax: $19,016 (2024)Community: Siesta Rev ResubSingle Family
Taxes:$19,016
Remarks: Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal. Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain. The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
9085 LUNA LN, SARASOTA, FL 34241
$940,00082 Days on yellowkey MLS ID: A4691879
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3334 Built: 2021Monthly Fee: $251 Tax: $9,809 (2025)Community: Cassia At Skye RanchSpa: NoSingle Family
Taxes:$9,809
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Magazine-Worthy Luxury Meets Resort Living in Skye Ranch! This sought after Barbados Model offers an impressive 4,347 total area sq ft, showcasing refined finishes, extensive upgrades, and exceptional attention to detail throughout. At the heart of the home, the entertaining chef's kitchen is a true showpiece, appointed with an expanded generous quartz-topped island with touchless faucet, insta hot and insta cold filtered water, double pantry and a spacious dining area with bay windows overlooking the beautiful outdoor landscape. The open main level also offers 2 dedicated living rooms, providing flexibility for work, relaxation, or recreation. A homeowner's everyday living delight with a dedicated drop zone off the garage and front entrance, designed for a central area of organization. The main living areas are enhanced by soaring ceilings, 8 foot interior doors and expansive open spaces designed for both everyday comfort and effortless entertaining. Upstairs is ideal for guests or multigenerational living. Meticulously maintained and beautifully appointed, this 4 bedroom residence features 3 full bathrooms and 1 half bath. The spacious primary suite serves as a private retreat, offering direct access to a private screened balcony, along with two custom walk-in closets and a spa-inspired bathroom. The second level also includes one other private ensuite bedroom and bathroom and additionally two bedrooms linked with a shared bathroom. Lastly a spacious bonus room with almost 250 square feet of versatile space allows it to be tailored to your lifestyle with effortless flow. Outdoor living is truly resort-inspired. The screened in lanai is a graciously sized area overlooking the beautifully landscaped yard. Additional highlights include a large laundry room and 3 car air conditioned garage offering ample storage or a car enthusiast dream. Halo REMI air purification system on dual-zone air conditioning units. Both the interior and exterior have been newly painted, enhancing the home’s fresh move-in-ready appeal. The home is ideally situated on a wide, well-planned street with generous shoulder space, offering convenient parking for residents and guests. Perfectly positioned alongside a scenic nature trail, the home provides direct access to the community’s main entertainment and amenity areas, seamlessly blending tranquility with an active lifestyle. Indulge in luxury living at its finest within the Cassia at Skye Ranch community. Residents enjoy privileged access to The HUB, an extraordinary 25,000+ square-foot amenity center designed to rival a private resort. This features a state-of-the-art fitness center, movement studios, game room, indoor basketball and pickleball courts, rock-climbing wall and a stylish café creating an elevated daily experience just moments from home. Outdoors, a collection of resort-style pools, a junior Olympic lap pool, splash zone, and beautiful gathering spaces invite relaxation and recreation year-round. The community further offers scenic nature trails, playgrounds, outdoor sports courts and a calendar of social events, fostering a true sense of connection and belonging. Skye Ranch provides quick access to I-75, along w/ Sarasota’s premier Beaches, Myakka Park, shopping, dining and cultural destinations. Located in one of the best school districts in the state and direct access to the new K-8 Skye Ranch School. LOW CDD. Don’t miss the opportunity to experience this exceptional lifestyle.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Chelsie Mocoroa Gobel (425-343-2437)
1350 MAIN ST #712, SARASOTA, FL 34236
$589,000180 Days on yellowkey MLS ID: A4680431
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 944 Built: 2007 Tax: $6,909 (2024)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$6,909
Remarks: Experience the best of downtown Sarasota living in this light-filled residence, ideally positioned in the heart of the city with an exceptional walkable lifestyle. Restaurants, coffee shops, galleries, the marina, and Sarasota Bay are just steps from your door, placing you at the center of Sarasota’s vibrant cultural and culinary scene. Located on the desirable bayfront-facing side of the building, the residence enjoys open views along Palm Avenue and abundant natural light through expansive windows and sliding glass doors. The private balcony offers the perfect vantage point for morning coffee or evening relaxation while overlooking the energy of downtown. Inside, high ceilings and an open-concept layout create an inviting sense of space. Tile flooring flows throughout the main living areas, connecting seamlessly to the European-style kitchen. Designed for both everyday living and entertaining, the kitchen features streamlined cabinetry, generous counter space, stainless steel appliances, and a serving bar that opens to the living area. The oversized bedroom serves as a peaceful retreat, complete with a spacious walk-in closet and a well-appointed en-suite bath featuring dual vanities, a soaking tub, and a frameless glass shower. A separate powder room, ample storage, and a building-wide water softener and filtration system add everyday comfort and convenience. This pet-friendly residence includes one assigned parking space and a climate-controlled storage unit. Residents enjoy access to a full suite of amenities, including 24-hour concierge service, a state-of-the-art fitness center with steam rooms, a 72-foot heated lap pool and spa, media and social rooms, a library, and a guest suite for visiting friends and family (available on a first-come basis). Step outside and enjoy Sarasota’s renowned lifestyle offerings—walk to the farmers market, dine along Palm Avenue, attend performances at the Sarasota Opera House or Van Wezel Performing Arts Hall, or head over the bridge to Lido Key Beach and St. Armands Circle. Whether as a full-time residence or seasonal retreat, this downtown Sarasota property delivers modern comfort, resort-style amenities, and unmatched proximity to everything that defines city living on Florida’s Cultural Coast.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
5830 MIDNIGHT PASS RD #48, SARASOTA, FL 34242
$558,00059 Days on yellowkey MLS ID: A4695273
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $3,659 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,659
Remarks: Welcome to your own slice of paradise at Jamaica Royale, located directly on the world-famous shores of Siesta Key Beach. This beautifully remodeled one-bedroom, one-bath condominium, complete with a queen sleeper sofa, and a twin sleeper sofa, offers the perfect combination of coastal sophistication and exceptional rental income potential. Thoughtfully updated throughout, the stunning kitchen features elegant quartz countertops, custom wood cabinetry, stainless steel appliances, and a convenient laundry closet with a stackable washer and dryer—ideal for effortless beachside living and entertaining. The spa-inspired bathroom showcases designer finishes, including a custom-tiled shower and sleek quartz top vanity. Designed with both comfort and style in mind, the open and inviting floor plan is offered fully furnished and turnkey, allowing you to begin enjoying the Siesta Key lifestyle immediately. Whether you're seeking a personal beachfront getaway, an investment property, or both, this residence delivers. Jamaica Royale is one of Siesta Key's most sought-after beachfront communities, offering flexible one-week minimum rentals, making it highly attractive to vacationers and investors alike. Residents and guests enjoy 3 heated community pools, designated BBQ areas, a shuffleboard court and approximately 300 feet of private beachfront, with direct access to the Gulf of Mexico's crystal-clear waters and powder-soft quartz sand. Perfectly positioned just minutes from Siesta Key Village, you'll enjoy easy access to award-winning restaurants, charming boutiques, entertainment, and vibrant nightlife. This is a rare opportunity to own a turnkey beachfront retreat in one of Florida's most desirable coastal destinations—where every day feels like a vacation.
Listing is courtesy of: PEPPERTREE BAY REALTY INC (941-914-3380)
Listing Agent: Eliza Miller (941-914-3380)
10863 ECLIPSE ST, SARASOTA, FL 34241
$849,434102 Days on yellowkey MLS ID: A4690449
1 Days Off yellowkey (back on 5/30/2026)
INCREASED by $25,000 (3.0%) on 05/01/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3505 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Conservation View | Dedicated Study | Game Room | No Rear Neighbors. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Tybee at 10863 Eclipse Street in Cassia at Skye Ranch! The first floor welcomes you with a dedicated study and a versatile flex room, leading into an open concept great room, dining area, and kitchen with a center island that opens to a covered lanai, making it easy to enjoy indoor and outdoor gatherings. Tucked privately at the back of the home, the primary suite features an attached bath with a dual sink vanity, soaking tub, separate shower, and an oversized walk-in closet, while a conveniently located laundry room sits just off the garage entry to simplify daily routines. Upstairs, four secondary bedrooms share two full baths and gather around a spacious game room that adds even more room to relax or play. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: gourmet kitchen, tray ceiling package, impact window throughout the home, a soaking tub with a separate shower in the primary bathroom, outdoor kitchen rough-in, and a shower in bathroom 2 upstairs. MLS#A4690449
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
1418 JOHN RINGLING PKWY, SARASOTA, FL 34236
$7,900,000213 Days on yellowkey MLS ID: A4675500
1 Days Off yellowkey (back on 5/21/2026)
REDUCED by $600,000 (7.1%) on 05/17/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5582 Built: 2004Monthly Fee: $42 Tax: $57,926 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$57,926
Remarks: Discover refined living and tranquility in this stunning home set within the esteemed Lido Shores neighborhood. Step inside through striking Sapele entry doors into a thoughtfully remodeled residence by award-winning Mindy Webb Design. The instant you enter, you're greeted by a breathtaking wall of windows that highlights the infinity pool, sweeping views of Sarasota Bay, the city skyline, and the impressive John Ringling Bridge. Inside, a contemporary color palette and premium finishes elevate every room. The spacious five-bedroom estate reveals meticulous craftsmanship throughout, with Italian flooring, a gourmet chef’s kitchen, butler’s pantry, billiard room, two wet bars, a climate-controlled wine cellar holding up to 648 bottles, intricate crown molding, tray ceilings, an office/den with embossed copper ceiling, and a two-stop elevator. The master suite, on the main floor, includes dual, custom walk-in closets and a spa-like bathroom. An extraordinary collection of chandeliers throughout the home adds a touch of elegance. Three of the additional en-suite bedrooms provide comfort for guests or family, the show-stopping wine cellar , with new cooler, will delight any enthusiast. Start your mornings peacefully, taking in the kaleidoscope of hues as the sun rises over the bay, watch dolphins and manatees glide by. Relax at night beside a fire on the upper balcony, enjoying views of the glowing Ringling Bridge and Sarasota skyline. Outdoor features include a summer kitchen, two separate dining spaces, a 16,000 lb. boat lift capable of accommodating deep-hulled vessels, two Jet Ski lifts, a dedicated kayak/paddle boat platform measuring 9 feet by 14 feet with an integrated rack, as well as an additional dock platform sized at 16 feet by 9 feet. Sustainable updates abound, like 51 new solar panels paired with three Tesla storage batteries. Additional features: four-zone Trane air system, fenced yard, brand-new metal roof (2025). The professionally landscaped grounds feature native Florida foliage, palm trees, and ambient lighting for evening gatherings. Furniture available via separate contract. End your day with a stroll along your community-private beach. Lido Shores Association membership is voluntary ($500/year) for access to a private gated beach, pavilion, Bocci Ball Court, and many community events. This home has been expertly renovated and meticulously maintained—simply bring your suitcase and move right in! Located minutes from boutique shopping, fine dining, cultural venues, and St. Armands Circle, residents also enjoy proximity to world-class golf courses and recreational parks. The residence promises both privacy and community, offering a tranquil retreat while being close to Sarasota's vibrant coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
3537 PARKRIDGE CIR #15-106, SARASOTA, FL 34243
$279,000259 Days on yellowkey MLS ID: A4671680
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 2005Monthly Fee: $411 Tax: $2,404 (2024)Community: Parkridge Ph 33 & 19Condo
Taxes:$2,404
Remarks: Beautifully updated, GROUND-FLOOR, 3-bedroom, 2-bathroom home with NO STAIRS, featuring a brand-new, gorgeous kitchen in the highly sought-after, pet-friendly, gated community of Parkridge. Enjoy everything Sarasota has to offer from this fantastic North Sarasota location, with easy access to I-75, the University Parkway with its great restaurants, UTC Mall, and Benderson Park. You’re just 6 miles from Downtown Sarasota, 9 miles from Lido Beach, and a short drive to Siesta Key. This spacious unit offers an excellent layout that feels even larger, with no wasted space on stairs and direct access from the garage. Features include beautiful laminate wood floors in the main living area, newer carpet in the bedrooms, and tile flooring in the kitchen, hallway, and bathrooms. Additional highlights include a one-car garage and a storage room off the lanai. The primary suite features dual closets and a private bathroom. You’ll love the maintenance-free lifestyle — the community covers lawn and grounds maintenance, roof replacement (updated in 2022), pool maintenance, pest control, basic cable, and water — all included in the HOA dues, which are only $411 per month. Don’t miss out — schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Melinda Vass (407-613-4911)
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