Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1876 MAGNOLIA ST, SARASOTA, FL 34239
$2,650,000141 Days on yellowkey MLS ID: A4674004
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3292 Built: 2025 Tax: $9,262 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,262
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Construction now complete! Move in to this stunning 2-story “Palonia IV Coastal” floor plan is one of the newest additions to the Allegra Homes collection of exquisite luxury residences and is located in the sought after West of Trail area near Siesta Drive, your direct pathway to Siesta Key. The cornerstone of the Allegra Homes’ vision is a dedication to excellence in custom home building and providing the very best in quality and design offered in today’s new home market. With 4 bedrooms, a den, a bonus room and 4 baths, the fabulous open living plan of 3,292 sq. ft. has been tastefully and thoughtfully designed with artistry, beauty and functionality. Upon entry into this upscale residence, you will first notice the great room with 16-ft. enhanced tray ceiling illuminated by natural light and a wall of pocketing sliders opening wide to a covered lanai. The full width of the back of the home has been dedicated to exceptional Florida living with a pool/spa, a covered dining area with detailed ceiling, and a fully-equipped outdoor kitchen … all screen enclosed and paver decking. Inside, the formal dining room features a wall of windows with fabulous views of your very own tropical oasis. The family chef will savor the ultimate kitchen set-up with large stone-topped island, abundant counter space and storage including a pantry, and premium appliance package such as Sub-Zero fridge and wine cooler, Wolf 36” gas cooktop and matching oven, drop-down microwave, ASKO quiet dishwasher, and even a Delta pot filler. The owner’s wing is a serene place of rest and rejuvenation. Bypassing the dual walk-in closets is the luxurious bath that’s absolutely delightful with its spacious glass shower and rain head, double vanities, large soaking tub and water closet. A den is also a part of the owner’s wing for added convenience for work or study. Guest accommodations are purposefully situated at the opposite end of the house for the utmost in privacy with access to a full bath and the gorgeous outdoor living area. Upstairs, there are 2 bedrooms, a bath and a bonus room for kid hangouts and family time. Additional amenities include a front porch, paver drive and entry, professionally landscaped and irrigation well, 2-car garage with epoxy finished floor, hurricane impact Low-E windows and sliding doors, crown molding, tray ceilings, natural gas water heater, and pool and house alarms. The prime location within Southside School District, celebrating 120 years of distinguished achievements awards, is ideal for families. And just about a mile from Southside Village and 2 miles south of downtown’s exciting smorgasbord of arts, entertainment, shopping, and dining is 1876 Magnolia Street, where people walk their dogs, neighbors greet one another, and families enjoy bike rides along tree-lined streets. This home creates a beautiful backdrop for a beautiful life.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
2600 LOMA LINDA ST, SARASOTA, FL 34239
$375,00043 Days on yellowkey MLS ID: A4686114
1 Days Off yellowkey (back on 4/22/2026)
REDUCED by $25,000 (6.3%) on 04/06/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1166 Built: 1954 Tax: $4,430 (2025)Community: Arlington ParkSingle Family
Taxes:$4,430
Elementary School: Alta Vista Elementary
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Located on a large corner lot in the heart of Arlington Park, this classic Old Florida mid-century home offers an exceptional opportunity in one of Sarasota’s most desirable neighborhoods. Whether you’re looking to renovate and restore its charm or build a custom home, the property provides the ideal setting in a highly sought-after location. Enjoy true walkability with the YMCA just one block away and Arlington Park only two blocks away, featuring walking trails, tennis and pickleball courts, and a heated Olympic-size swimming pool. The neighborhood is known for its mature trees, quiet streets, and close proximity to everything Sarasota has to offer. Just five minutes to Sarasota Memorial Hospital and the vibrant shopping, dining, and cultural attractions of downtown Sarasota, and within easy reach of Sarasota’s world-renowned arts and entertainment scene, including the Van Wezel Performing Arts Hall and The Ringling Museum of Art.Only 15 minutes to the world-famous beaches of Siesta Key, as well as the waterfront dining, boutique shopping, and island lifestyle of St. Armands Circle and Lido Key. This property offers the rare opportunity to enjoy quick access to everyday conveniences, outdoor recreation, Sarasota’s celebrated arts and culture, and the Gulf Coast’s best beaches, all while creating the home or investment vision that fits your needs.
Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)
Listing Agent: Zain Hartman (941-735-6415)
3711 HIDDEN RIVER RD, SARASOTA, FL 34240
$750,00011 Days on yellowkey MLS ID: A4690484
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2164 Built: 1973 Tax: $5,521 (2025)Community: Hidden RiverSingle Family
Taxes:$5,521
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. A rare opportunity to own nearly 10 acres in one of Sarasota’s most unique aviation communities, offering the ultimate blend of privacy, space, and lifestyle. With direct access to a private airstrip, this property is ideal for aviation enthusiasts seeking the convenience of keeping their aircraft just steps from home. Set on expansive, picturesque land, the property features a private hangar, allowing for seamless fly-in, fly-out access, along with a tennis court and a variety of existing structures including a barn, stable, greenhouse, and additional outbuildings—creating endless possibilities for recreation, storage, or hobby use. The existing 3-bedroom, 2-bathroom block home offers over 2,100 square feet of living space and presents a prime opportunity for a buyer to update, renovate, or reimagine the space to their vision. Being sold as-is, the home provides a strong foundation with solid construction, making it an ideal option for investors or those looking to create a custom estate without starting from scratch. Surrounded by mature trees, natural landscape, and peaceful water views, the setting feels like a private retreat while still being conveniently located to town. Whether you’re looking to restore and personalize the existing home, build your dream estate, or create a private aviation retreat, this property offers a rare combination of land, flexibility, and lifestyle in a highly sought-after location.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Katie Cobb (913-744-0248)
5135 BROOKMEADE DR, SARASOTA, FL 34232
$312,50077 Days on yellowkey MLS ID: A4682030
2 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1156 Built: 1971 Tax: $1,215 (2025)Community: Ridgewood Estates 15Th AddSingle Family
Taxes:$1,215
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Beautiful, bright and open 3-bedroom home in Ridgewood Estates, conveniently located in Central Sarasota just off Bee Ridge Rd and I -75 so easy access to downtown and Siesta Key beach. The spacious Living room has the Dining Room in back as well as a large enclosed and air-conditioned Florida room with views out to back yard. Neutral ceramic tile throughout for ease of maintenance. The home features a completely fenced back yard so great for dog owners and has a full house water softener and filtration system. Most of appliances have recently been replaced, including Roof, dishwasher and water heater have all been replaced in the last 2 years. The home also has a large Storage space off the carport. No HOA or CDD fees with plenty of room for your RV, boat or other toys. This is a really great starter home or for those looking to downsize or for a seasonal retreat in Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jeff Weller (941-266-8206)
111 S PINEAPPLE AVE #1204, SARASOTA, FL 34236
$2,950,000264 Days on yellowkey MLS ID: A4660919
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 2845 Built: 2019 Tax: $26,938 (2024)Community: Mark SarasotaSpa: YesCondo
Taxes:$26,938
Middle School: Booker Middle
Remarks: Rare penthouse offering at Mark Sarasota. 111 S Pineapple Ave. #1204 is a one-of-a-kind 12th-floor residence and the largest home in the building, offering 2,845 square feet under air and over 3,600 square feet of total living space including a spacious wraparound covered terrace with uninterrupted views of Sarasota Bay. From the moment you go inside, you’re greeted by 11-foot ceilings, double 8-foot entry doors, and expansive 10-foot impact-rated sliding glass doors that blur the line between indoors and out. Gleaming 24-inch white polished porcelain tile floors run throughout the open-concept interior, where a thoughtfully designed layout integrates the living, dining, and family spaces with a chef-caliber kitchen—complete with high-gloss European cabinetry, quartz countertops, and a suite of premium Jenn-Air stainless steel appliances including a 42-inch built-in refrigerator, convection wall oven, and 36-inch induction cooktop. The primary suite is a private oasis, offering panoramic views, dual walk-in closets by California Closets, and a spa-inspired en-suite bath with double vanities, an oversized walk-in shower, deep soaking tub and sleek Grohe fixtures. Two generous guest suites, each with private baths, custom closets and blackout shades, provide comfort and privacy for visitors or family. Additional interior highlights include a convenient and spacious family room/den, automated roller shades throughout with blackout shades in all bedrooms, a full laundry room with custom cabinetry and Whirlpool HE washer and dryer, water filtration and softener systems for the entire residence, and four deeded garage parking spaces plus a same-floor oversized private storage unit. The wraparound covered terrace is an entertainer’s dream with commanding views of the water and city skyline. Enjoy alfresco dining at the built-in outdoor kitchen, equipped with an electric grill, under-counter refrigerator, stone countertops, and durable exterior cabinetry. Residents of The Mark enjoy exceptional lifestyle amenities including 24-hour concierge service, a resort-style heated saltwater pool and spa, state-of-the-art fitness center with a dedicated spin room, a club room with catering kitchen, fireplace and billiards, as well as outdoor lounging areas with fire pits, grills, and dining spaces—all just steps from Whole Foods, Bayfront Park, shopping, dining, galleries and Sarasota’s renowned cultural venues. This rare penthouse opportunity places you in the heart of downtown Sarasota’s most desirable address, where convenience, comfort and coastal elegance converge.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
1349 HARBOR DR, SARASOTA, FL 34239
$4,100,000113 Days on yellowkey MLS ID: A4676231
1 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4337 Built: 2012 Tax: $27,088 (2025)Community: Harbor AcresSpa: NoSingle Family
Taxes:$27,088
Remarks: Located in Harbor Acres, one of Sarasota’s most coveted neighborhoods, this coastal traditional residence enjoys an exceptional in-town setting just minutes from downtown and Southside Village, home to 14+ restaurants, Morton’s Gourmet Market, and Sarasota Memorial Hospital—truly the epicenter of city living. Poised on an elevated lot, this newly renovated 4-bedroom, 4-bath home offers a highly desirable and functional floor plan filled with natural light, high ceilings, and abundant windows throughout the main level. The thoughtfully designed first floor features a spacious primary suite with dual closets and a bath with soaking tub, along with an additional bedroom suite and a private office conveniently located near the living room and primary bedroom. The living room is anchored by a fireplace flanked with custom built-in bookcases and opens via sliding glass doors to the covered patio, creating seamless indoor-outdoor flow. A well-proportioned dining room sits just off the kitchen, ideal for both everyday living and entertaining. The open kitchen features new luxury appliances, quartzite countertops, a farmhouse-style sink, beverage refrigerator, custom pantry, breakfast bar overlooking the living room, and a sun-filled breakfast room. An oversized laundry room offers ample space for custom built-ins and includes a new washer and dryer. A full bath on the main level serves both the additional downstairs suite and functions as a pool bath. Recent updates include wide-plank oak flooring, quartzite kitchen countertops, new appliances, new light fixtures throughout, two new air conditioning systems, fresh interior and exterior paint, new vanities in the primary bath and one upstairs suite, and new tropical landscaping that creates a lush garden setting. Upstairs, a large family or game room is flanked by two bedroom suites and opens to a front terrace. Designed for indoor-outdoor living, the home features a screened pool, outdoor dining area, and summer kitchen. A 4-car garage with additional storage completes this exceptional offering. Harbor Acres is renowned for its voluntary homeowners association and strong sense of community, making it one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
8250 HUGH ALISON PL, SARASOTA, FL 34240
$3,249,000188 Days on yellowkey MLS ID: A4669348
REDUCED by $246,000 (7.0%) on 04/21/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5163 Built: 1995Monthly Fee: $369 Tax: $11,132 (2024)Community: Laurel Oak Estates Sec 09Spa: YesSingle Family
Taxes:$11,132
Remarks: Set on a serene cul-de-sac within the prestigious Laurel Oak Estates, this custom-built residence captures the essence of Sarasota’s coveted golf-course lifestyle. Poised on nearly an acre with sweeping fairway and lake views, the home offers more than 5,100 square feet of beautifully designed living space enhanced by timeless architectural detail, modern functionality, and effortless indoor-outdoor flow. A private winding drive and manicured landscaping introduce the stately façade, where double entry doors open to a grand foyer with high ceilings and walls of large windows that fill the interiors with natural light. The spacious living and dining areas feature custom built-ins and millwork, with expansive sliders framing sunset views of the sparkling pool and golf course beyond. Perfect for entertaining, the gourmet kitchen combines rich wood cabinetry with granite countertops, a large center island, double ovens, built-in refrigerator, wet bar area, and casual dining nook overlooking the fairway. The adjoining family room offers a warm gathering space anchored by solid wood built-ins and a gas fireplace, with seamless access to the screened lanai for alfresco living. The primary suite is a private retreat with peaceful golf and water views, two custom walk-in closets, and a spa-inspired bath complete with soaking tub, separate shower, dual vanities, and private water closet. Three additional bedrooms, plus a fourth bedroom currently being used as den, provide ideal comfort for family and guests. The theater room is equipped with platform seating, custom cabinetry, 120” screen, surround sound, remote-controlled lighting, and 4K projector. A true highlight of the home is the second-floor bonus suite, currently used as an art studio, featuring vaulted tongue-and-groove ceiling, built-in desks, a full bathroom, and an expansive balcony capturing unforgettable sunset vistas across the course. The screened outdoor living area defines the Florida lifestyle, showcasing a heated pool and spa, outdoor kitchen, and multiple seating areas for relaxing or entertaining. Mature landscaping, accent lighting, and the home’s ideal southwest exposure create a tranquil backdrop year-round. Additional features include plantation shutters, central vacuum, a three-car side-entry garage with golf-cart parking, and a whole-house solar system offering efficiency and peace of mind. Nestled behind the gates of Laurel Oak Country Club, residents enjoy access to 36 championship holes of golf, tennis and pickleball courts, a junior Olympic pool, and a vibrant social calendar—all available with optional membership. Beyond the gates, you’re moments from Sarasota’s best amenities, including UTC Mall’s upscale shopping and dining, Nathan Benderson Park, and downtown Sarasota’s world-class arts, culture, and waterfront entertainment. Siesta Key and Lido Key beaches are within easy reach, completing the perfect blend of privacy, luxury, and convenience. With its exquisite craftsmanship, prime location, and inspiring golf-course vistas, this Laurel Oak Estates residence delivers the ideal balance of sophistication and relaxed Sarasota living—an exceptional opportunity for those seeking elegance within one of the region’s most prestigious gated communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
3271 ALEX FINDLAY PL, SARASOTA, FL 34240
$1,399,00025 Days on yellowkey MLS ID: A4688584
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3340 Built: 2002Monthly Fee: $369 Tax: $5,792 (2025)Community: Laurel Oak Estates Sec 02Spa: YesSingle Family
Taxes:$5,792
Remarks: One or more photo(s) has been virtually staged. Built in 2002 by Lee Wetherington Homes, this residence stands as one of the newer offerings within Laurel Oak Estates, combining timeless design with thoughtful updates and a sought-after cul-de-sac setting overlooking tranquil pond views. Spanning more than 3,300 square feet, the home is designed for both everyday living and entertaining. High ceilings with tray details, crown molding, arched doorways, and expansive windows create a bright, open atmosphere throughout. A glass double-door entry introduces the formal living and dining spaces, where a built-in buffet or bar enhances functionality for hosting. The living room is highlighted by an aquarium-style window framing views of the pool and water beyond. At the center of the home, the eat-in kitchen serves as the hub of the layout, featuring solid wood cabinetry, granite countertops, tile backsplash, stainless steel appliances, a center island, breakfast bar, and casual dining nook. The kitchen flows seamlessly into the family room, where pocketing glass sliders open fully to the screened pool deck—creating a seamless indoor-outdoor connection. An oversized media room just off the family room offers additional flexibility and also provides direct access to the outdoor living space. The primary suite is privately positioned and features French doors to the pool deck, dual walk-in closets, and an en-suite bath designed for comfort and functionality. Two guest bedrooms, a dedicated office with built-ins, and a bonus room complete the layout. Outdoor living is equally compelling. The pavered pool deck is fully screened and offers covered lounge and dining areas, a swimming pool, and a raised spa with a waterfall feature—all overlooking peaceful water views. Mature landscaping and a side-entry three-car garage enhance curb appeal, while the short cul-de-sac location adds an extra layer of privacy. A newer roof (2023), updated pool cage (2012), and whole-house generator contribute to the home’s overall readiness. Laurel Oak Estates is a guard-gated community known for its manicured grounds and estate-sized homes. Residents have the option to join Laurel Oak Country Club, offering two championship golf courses, tennis, pickleball, aquatics, and an active social calendar. Beyond the gates, the location places you moments from The Celery Fields, Rothenbach Park, and Waterside Place at Lakewood Ranch, along with UTC’s shopping and dining district. Downtown Sarasota, SRQ Airport, cultural venues, and the Gulf beaches are all within easy reach, creating a lifestyle that balances privacy with accessibility.
1800 BENJAMIN FRANKLIN DR #B207, SARASOTA, FL 34236
$1,549,000210 Days on yellowkey MLS ID: A4666804
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1980 Built: 1996 Tax: $11,092 (2024)Community: L Elegance On Lido BeachCondo
Taxes:$11,092
Remarks: Welcome to L’Elegance, one of Lido Key’s most sought-after beachfront communities. This corner residence features an open and inviting floor plan, with large balconies designed for beachfront living. Enjoy resort-style amenities including a beachfront pool with panoramic Gulf views, a fully equipped fitness center, game and community rooms, and secure garage parking. Step outside to your private beach access and embrace the best of Sarasota’s coastal lifestyle. Ideally located just minutes from the fine dining, boutique shopping, and vibrant arts scene of St. Armands Circle and downtown Sarasota, L’Elegance offers the perfect blend of relaxation and convenience. Don’t miss this rare opportunity to own a slice of paradise on the quiet south end of Lido Key—where every day feels like a vacation.
Listing Agent: Francoise Borel (941-228-3768)
2940 BOUGAINVILLEA ST, SARASOTA, FL 34239
$650,00013 Days on yellowkey MLS ID: A4689977
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1960Monthly Fee: $17 Tax: $6,279 (2025)Community: South GateSingle Family
Taxes:$6,279
Remarks: Stunning, mid-century modern home in highly desirable South Gate with views you must see to believe! If you could have picked one of the best lots in South Gate back in the 1960’s this may have been it. The two-bedroom plus office, two bath home sits on a bluff overlooking a wide portion of Philippi Creek including a large aquatic preserve. You’ll be mesmerized by long, unobstructed views in every direction. A nature lovers delight and absolutely intoxicating. But while location is important, there are many more features in this classic home to consider. Entering through the large foyer you’ll immediately notice beautiful terrazzo floors throughout and a great room with vaulted ceilings. There’s an adjacent dining area off the kitchen and all of these spaces look out through what appears to be a “wall of glass” dedicated to the world class view of flora and fauna. The primary bedroom also has views and access to the back yard and the primary bathroom has been upgraded with a separate tub and walk in shower. The den/office can be made more private with sliding pocket doors and function as a guest bedroom. It even has a dedicated, enclosed patio and garden space. There’s an attached, oversized garage with room for your workshop and a double wide driveway with plenty of parking. While this home has been appropriately updated and improved over the years you’ll find it’s all been done with a great sensibility to the original intent, quality and “hipness” so many are learning to appreciate, again.
Listing Agent: Barbara May (404-822-9264)
5727 RIEGELS POINT RD, SARASOTA, FL 34242
$4,295,000636 Days on yellowkey MLS ID: A4618421
REDUCED by $300,000 (6.5%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3616 Built: 1982Monthly Fee: $125 Tax: $19,884 (2024)Community: Riegels LandingSpa: YesSingle Family
Taxes:$19,884
Elementary School: Phillippi Shores Elementary
Remarks: When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as effortless as it is extraordinary. Nestled within the gated enclave of Riegels Landing on Siesta Key, an exclusive community with fewer than 30 estate homes, this unique property offers a lifestyle where outdoor living is as exceptional as the interior. Step into your own island sanctuary, surrounded by 357 feet of deep-water shoreline on a private basin with direct Intracoastal access. It’s a true boater’s paradise, complete with two 10,000-lb boat lifts, a floating kayak launch, water and electricity at the dock, and lit pilings perfect for nighttime fishing. The water is deep enough for a large-scale yacht to sit comfortably at your dock. Expansive Shellstone patios wrap around the home, offering countless spaces to relax, dine, and entertain. The saltwater pool and raised spa, framed by fire and water features anchor this private resort experience. Remote smart controls make it easy to unwind in the pool and spa after a sunset cruise. The front entry showcases coastal curb appeal with double frosted glass doors, leading into an interior that blends casual sophistication with the ease of turnkey living. The great room is open and airy, with engineered wood floors and abundant natural light. Large sliders provide seamless access to the outdoor amenities, creating a perfect space for both entertaining and casual relaxation. The chef’s kitchen is designed for both form and function, featuring Wolf cooking appliances, a Sub-Zero refrigerator, a Miele dishwasher, a galley sink, and custom cabinetry throughout. Hidden outlets at the cabinet base and multiple pantries, plus clever storage built into the island, keep everything organized with ease. The primary suite is a serene retreat with engineered hardwood floors, a access to a waterfront terrace with Trex decking that wraps around the entire home, and well-thought-out blind and electrical automation. The luxurious bath features lighted mirrors, dual sinks, a makeup vanity, a free-standing tub, a walk-in shower, and a Toto commode. The suite also includes a spacious walk-in closet with custom built-ins. Upstairs, two generous guest suites share a well-appointed full bathroom. Two loft areas provide the perfect space for reading, working, or relaxing. The lower level offers a multifunctional space, featuring a living space, fitness room, sliders to access the outdoor space, and a wine room with plumbing for a cooler. Additional features include a spacious 2-car garage with custom built-ins, Control4 smart home technology for lighting, AV, security, and more, four HVAC zones for comfort, turnkey furnishings, a whole-house water softener system (salt and carbon filters), a whole house generator and an oversized laundry room with custom organization. At 5727 Riegels Point, enjoy island living with easy access to Sarasota and Siesta Key Village’s dining, shopping, and entertainment. Siesta Key Beach, recently named the No. 1 beach in America by Tripadvisor, is just moments away, offering powdery sand, clear waters, and stunning sunsets. From dockside mornings to poolside evenings, this is coastal living at its best—a full-time escape where your dream lifestyle unfolds.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
5099 FLAG ST, SARASOTA, FL 34232
$499,00085 Days on yellowkey MLS ID: A4680473
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 2017Monthly Fee: $345 Tax: $5,291 (2025)Community: Enclave At Forest LakesVilla
Taxes:$5,291
Elementary School: Wilkinson Elementary
Remarks: A beautiful, rare corner-unit, single-story residence in the gated Enclave at Forest Lakes, ideally located in the heart of Sarasota. This meticulously maintained home offers privacy, natural light, and an open layout designed for effortless living, all just minutes from Siesta Key Beach, downtown Sarasota, major highways, shopping, dining, and everyday conveniences. Featuring 2 bedrooms, a dedicated office/den with double French doors, and 2 bathrooms, the home showcases over $60,000 in builder upgrades. Interior highlights include 9-foot ceilings, 8-foot paneled doors, rich hardwood flooring throughout, and stylish tile in both bathrooms. The chef’s kitchen is a standout with light cabinetry, pull-out storage features, quartz countertops, a large island with a breakfast bar, stainless steel appliances, and a marble backsplash. The primary suite serves as a private retreat with a tray ceiling and a spa-like bath offering a walk-in shower, dual sinks, quartz counters, and ample storage. The great room opens to a full-width covered and screened lanai with remote-controlled fans and ceiling speakers, creating an ideal indoor-outdoor living space. Residents enjoy maintenance-free living with access to a heated resort-style pool, pavilion, dog park, and nearby Legacy Trail access. This corner-unit home combines luxury, privacy, and a central Sarasota location that puts beaches, culture, recreation, and shopping all within easy reach.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
4297 OAKHURST CIR E #3051, SARASOTA, FL 34233
$167,000188 Days on yellowkey MLS ID: A4667705
0 Days Off yellowkey (back on 3/11/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1346 Built: 1981Monthly Fee: $599 Tax: $2,633 (2024)Community: Oakhurst Ph IVilla
Taxes:$2,633
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. OVER $40,000 PRICE REDUCTION!! Welcome home to this 55-PLUS freshly painted (walls and all trim) two-bedroom, two-bath villa nestled in the serene and highly sought-after Oakhurst community, complete with a 2-car garage. Designed for comfortable living and effortless Florida style, this spacious home offers an inviting open layout filled with natural light and neutral tones—ready for your personal touch. Step inside to find a bright living and dining area that flows seamlessly into the kitchen and enclosed lanai, creating the perfect space for relaxing or entertaining guests. Both bedrooms are generously sized, offering ample storage and privacy. The primary suite includes a convenient en-suite bath and large walk-in closet, while the second bedroom and full guest bath make hosting family or friends easy and comfortable with 2 closets. Enjoy peaceful mornings in your private lanai or take a short stroll to the community’s sparkling heated pool—an ideal spot to unwind and socialize with friendly neighbors. Oakhurst is a quiet, well-established neighborhood known for its mature landscaping, walkable neighborhood, and welcoming atmosphere. Enjoy the pool, clubhouse, and all the activities planned by residents for residents! Perfectly located just minutes from I75, airport, shopping, dining, medical centers, and Sarasota’s world-famous beaches, this villa combines tranquility with convenience.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Karin Robison (847-323-5209)
6456 TARAWA DR, SARASOTA, FL 34241
$399,90041 Days on yellowkey MLS ID: A4686718
REDUCED by $15,100 (3.6%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1436 Built: 1979 Tax: $3,692 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,692
Elementary School: Lakeview Elementary
Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom, 2-car garage single-family home offering 1,436 square feet of comfortable living in the desirable Lake Sarasota community. This inviting residence features an updated kitchen with stone countertops, wood cabinetry, and stainless steel appliances, along with a convenient passthrough window to the covered and screened patio—perfect for indoor-outdoor entertaining. The home offers a spacious layout including a large living room, dining area, and separate family room, all enhanced by recessed lighting throughout. Step outside to a generously sized, fully fenced backyard with ample space to ADD a swimming pool, creating your own private oasis. Major updates include a ROOF replacement in 2013, A/C in 2015, and updated PLUMBING lines in 2020. The home is also fitted with HURRICANE SHUTTERS for the windows and doors that add protection when needed. Perfectly located, this home is just minutes from I-75, Rothenbach, Urfer Family Park, shopping centers, restaurants, and the Mall at UTC. The neighborhood offers outstanding outdoor amenities including a dog park, disc golf course, and a kayak launch into Lake Sarasota—perfect for active lifestyles and nature lovers. SRQ International Airport, Downtown Sarasota, and Siesta Key are all within 30 minutes. Zoned for Lakeview Elementary, Sarasota Middle, and Sarasota High School, this is a rare opportunity to own one of the best homes in a truly great community. With NO HOA and NO DEED RESTRICTIONS, homeowners enjoy exceptional flexibility while still benefiting from a well-established, friendly neighborhood. ***This home located in approved USDA area that qualifies for 100% financing (no downpayment required), as well as downpayment assistance programs from, up to 5% of the purchase price! Ask about how you can get access to lenders who utilize those programs.*** Come see this one by appointment only.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
2440 VALENCIA DR, SARASOTA, FL 34239
$599,0007 Days on yellowkey MLS ID: A4690679
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1330 Built: 1956 Tax: $3,188 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,188
Remarks: Charming Sarasota home for sale with 2 bedrooms, 2 baths, over 1,300 square feet, a one-car garage, and a fully fenced backyard. Located in the highly sought-after Southside Elementary school district, this residence offers the perfect blend of charm, comfort, and convenience. Inside, beautiful terrazzo floors, integrated built-ins, and a light-filled Florida room create an inviting atmosphere with flexible space for relaxing, entertaining, or working from home. This home’s midcentury appeal and classic Florida style make it especially inviting. Ideally located near downtown Sarasota, Southside Village, Sarasota Memorial Hospital, restaurants, shopping, parks, and the beaches, this is an excellent opportunity for buyers seeking a primary residence, seasonal retreat, or investment property in Sarasota real estate, with its character, ease of living, and optimal location.
Listing Agent: Kelly Mooney (941-587-8430)
3693 DIVOT LN, SARASOTA, FL 34232
$479,9007 Days on yellowkey MLS ID: A4689299
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1962 Built: 2016Monthly Fee: $345 Tax: $5,215 (2025)Community: EnclaveTownhouse
Taxes:$5,215
Remarks: Location is everything, and this exceptional townhome in Enclave at Forest Lakes delivers. Ideally situated in the heart of Sarasota, this gated community offers easy access to two public golf courses, the Legacy Trail, and all major routes, along with resort-style amenities including a pool, dog park, grilling area, and gathering spaces. Built in 2018, the home features ceramic tile flooring and a thoughtfully designed open layout perfect for everyday living and entertaining. The kitchen blends style and function with rich cabinetry, granite and quartz countertops, stainless steel appliances, a stacked stone backsplash, wall oven and microwave, and an electric cooktop. The living and dining areas flow seamlessly to a screened, covered lanai, ideal for year-round enjoyment. Upstairs offers a versatile loft and flex space, along with two spacious bedrooms and a well-appointed bath. The main-level primary suite provides a private retreat with crown molding, dual sinks, a walk-in shower, and a large walk-in closet. Positioned on one of the largest lots in the community and directly across from the pool and dog park, the home offers a rare combination of space and convenience. With no CDD fees and a prime Sarasota location near beaches, dining, and top-rated schools, this home offers comfort, quality, and lifestyle in one exceptional package.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Greg Sheller (941-266-8777)
4307 VIA PIEDRA CIR #6-102, SARASOTA, FL 34233
$315,00054 Days on yellowkey MLS ID: A4684964
REDUCED by $4,000 (1.3%) on 04/21/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1776 Built: 2006Monthly Fee: $394 Tax: $3,346 (2025)Community: Stoneridge Ph 1 2 3 7 8 9Condo
Taxes:$3,346
Remarks: Move-in ready and meticulously maintained, this 3-bedroom, 2.5-bath home with a 1-car garage is tucked inside a gated, maintenance-free community in an unbeatable Sarasota location. Convenient to top-rated schools, beaches, downtown Sarasota, dining, shopping, and medical- this one checks the boxes buyers wait for. Once inside, you will love the updated kitchen with quartz countertops and newer appliances, updated light fixtures throughout, plus hurricane-impact windows for peace of mind. The garage is a true upgrade with epoxy flooring and an insulated garage door- clean, polished, and functional. And for those who care about solid construction, this home is block (block-on-block) construction. Step outside and you’re walking distance to Urfer Family Park-morning walks, weekend trails, and fresh-air escapes without ever getting in the car. Homes in this condition, with this location and these upgrades, don’t last- if you’ve been waiting for the right one, this is your opportunity!
Listing Agent: Valerie Padur (315-489-7872)
1320 MOONMIST DR #B-11, SARASOTA, FL 34242
$1,200,00095 Days on yellowkey MLS ID: A4679270
REDUCED by $100,000 (7.7%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1790 Built: 1968 Tax: $5,819 (2025)Community: Polynesian GardensCondo
Taxes:$5,819
Remarks: Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
5723 EASTWIND DR, SARASOTA, FL 34233
$655,900133 Days on yellowkey MLS ID: A4675503
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2206 Built: 2004Monthly Fee: $46 Tax: $6,761 (2024)Community: Three OaksSingle Family
Taxes:$6,761
Remarks: Welcome to this well-loved 3-bedroom, 2-bath home located in a quiet, beautifully maintained community that offers a blend of comfort, care, and easy Florida living. Every space has been thoughtfully maintained, creating a truly move-in-ready home. Inside, you'll find a bright and inviting layout with comfortable living areas, a functional kitchen ideal for everyday use, and bedrooms that each provide a cozy retreat, and a generous office space. Step outside to a peaceful backyard—perfect for morning coffee, evening sunsets, or simply enjoying the Florida outdoors. Big-ticket updates are already done, including a NEW roof 25', NEW pool heater, and a NEW HVAC 25', offering added peace of mind. Conveniently located near shopping and dining, just 8 miles from the world-famous Siesta Key Beach, and with easy access to I-75. This charming property is ready for its next chapter—schedule your showing today.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Marina Paige (941-263-9545)
643 CALLE DEL OTONO, SARASOTA, FL 34242
$895,500340 Days on yellowkey MLS ID: A4653312
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 725 Built: 1961 Tax: $6,876 (2024)Community: Sarasota BeachSingle Family
Taxes:$6,876
Remarks: Beachside Investment & Retreat — Just 100 Yards from Siesta Key Beach! Price Reduced to $895,500 Own the best of both worlds: a luxury beach getaway you can enjoy personally, and a high-performing short-term rental when you’re not in town. Just 100 yards from the world-famous white sands of Siesta Key Beach, this beautifully renovated 2-bedroom coastal retreat delivers an unbeatable combination of lifestyle, location, and income potential. With estimated short-term rental income between $62,900 and $81,770 annually, this property stands out as a compelling opportunity for buyers seeking a vacation home that can help offset ownership costs—or generate meaningful returns. Inside, you’ll love: A bright, open-concept living area with upscale finishes and natural light A designer kitchen with quartz countertops, a large island, and premium stainless-steel appliances A stylish dining space perfect for entertaining after a day at the beach The spacious primary suite offers a serene escape with a spa-inspired bath and deep soaking tub. The second bedroom features a private exterior entrance, providing ideal separation for guests or renters. Step outside to your tropical oasis—lush landscaping, a private patio for lounging, and an outdoor shower to rinse off after the beach. With no HOA restrictions, recent renovations, and a newly improved price, this is a rare chance to secure a move-in-ready Siesta Key property that shines as both a personal retreat and an income-producing investment. Schedule your private showing today!
Listing is courtesy of: CORAL BAY REALTY LLC (941-465-6278)
Listing Agent: Dennis Perkins (941-465-6278)
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