Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1050 W PEPPERTREE LN #116B, SARASOTA, FL 34242
$669,00045 Days on yellowkey MLS ID: A4684958
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1083 Built: 1974 Tax: $5,344 (2025)Community: Peppertree Bay IvSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,344
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Turnkey coastal living on Siesta Key. Beautifully renovated first-floor Gulf-side garden condominium in the highly sought-after Peppertree Bay Gulf-to-Bay community. This exceptional two-bedroom, two-bath residence has been thoughtfully updated throughout and is offered fully turnkey furnished, creating an effortless opportunity to arrive and immediately enjoy the island lifestyle. The bright end-unit layout features a rare windowed kitchen that fills the living space with natural light, a feature seldom found in comparable garden units. The residence has been extensively improved with brand-new hurricane-impact windows, new flooring throughout, and numerous major system upgrades, including a recently replaced HVAC system, hot water heater, and dishwasher, providing peace of mind and reducing future maintenance expenses for the next owner. In addition, there is expanded square footage, enhancing the overall functionality of the home. The enclosed lanai area overlooks a tranquil lagoon and fountain, offering a peaceful setting for morning coffee or evening relaxation. Additional conveniences include a private in-unit washer and dryer, a dedicated exterior storage room, and assigned parking just steps from the entrance. Peppertree Bay is one of Siesta Key’s most desirable waterfront communities, uniquely positioned Gulf-to-Bay and offering a full suite of resort-style amenities that support a true full-service coastal lifestyle. Residents enjoy private beach access with chairs, two heated swimming pools, tennis courts, pickleball courts, a fitness center, fishing pier, newly updated clubhouse, gas grills, and on-site management with rental services. Ideally located just minutes from Siesta Key Village’s restaurants, shopping, and the world-renowned quartz sand beaches, this beautifully updated residence offers a rare combination of turnkey convenience, meaningful capital improvements, expanded living space, and premier coastal location. While the current owners have chosen not to rent the property, Peppertree Bay’s on-site rental management and strong seasonal demand provide an excellent opportunity for owners who wish to generate rental income.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Renee Nadiv (941-299-4242)
1915 TULIP DR, SARASOTA, FL 34239
$2,649,999139 Days on yellowkey MLS ID: A4673707
0 Days Off yellowkey (back on 4/17/2026)
REDUCED by $50,000 (1.9%) on 04/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2935 Built: 2025 Tax: $6,145 (2025)Community: Hartland ParkSpa: YesSingle Family
Taxes:$6,145
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. Welcome to 1915 Tulip Drive – a beautiful Single Story home you will love! This new construction Modern Coastal Single Story home is located West of the Trail in the preferred Zone X (unshaded) with elevated storm protection and easy access to Siesta Key beaches, Southside Village and Downtown Sarasota. Built strong and stylish by Majestik Homes, this 4 bedroom 4 bathroom residence blends architectural elegance with energy efficiency and storm-ready construction. From the moment you enter through the grand 9-foot doors, you’re greeted by soaring ceilings, expansive glass, and a seamless indoor-outdoor flow that captures Florida living at its finest. The open floor plan centers around a designer great room, a chef’s kitchen outfitted with premium Thermador gas appliances and a dining room that is perfect for intimate dinners and larger gatherings. Designed with both performance and sustainability in mind, this home features energy-efficient lighting, appliances, and insulation systems that reduce consumption without sacrificing comfort. With 2 efficient air conditioning units and a tankless gas water heating system you will enjoy energy efficient heating and cooling year-round. Built with an emphasis on strength and safety, this residence offers peace of mind with a finished floor height of 26’ above sea level and materials selected to withstand Florida’s toughest storms. Every detail—from the block construction to the impact-rated windows—has been thoughtfully engineered to provide long-lasting security and a safe haven for your family. Beautifully staged and thoughtfully designed, this home showcases artwork from some of the local area’s most inspiring artists. Easy to show – you won’t want to miss this exceptional opportunity.
Listing is courtesy of: MAJESTIK REALTY, INC (941-363-6080)
Listing Agent: Michael Hankin (941-504-4337)
4375 SEDLEY LN, SARASOTA, FL 34241
$750,00037 Days on yellowkey MLS ID: A4686157
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2615 Built: 1980Monthly Fee: $27 Tax: $4,228 (2025)Community: Bent Tree VillageSingle Family
Taxes:$4,228
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 3.5-bath pool home with a 3-car garage, offering 2,615 square feet of comfortable living in the highly desirable Bent Tree Village community. Perfectly situated at the end of a quiet cul-de-sac with virtually no through traffic, this home enjoys an exceptionally peaceful and private setting rarely found in the neighborhood. Surrounded by mature landscaping and overlooking serene creek and golf course views, the property offers a truly picturesque backdrop, creating a calm and inviting atmosphere both inside and out. Designed for comfortable living and entertaining, the home features spacious living and family rooms along with a large kitchen highlighted by vaulted ceilings, rich cherry cabinetry, stone countertops, stainless steel appliances, a built-in oven and microwave, separate cooktop, and a convenient pass-through window to the outdoor patio. The split-bedroom floor plan provides excellent privacy for both owners and guests, while a cozy wood-burning fireplace and east-facing exposure fill the home with warm natural light throughout the day. Step outside to the private screened lanai and pool area, where the tranquil water and golf course views create an ideal setting for relaxing, entertaining, or simply enjoying the quiet natural surroundings. Numerous updates provide peace of mind, including a 2015 roof, 2022 HVAC system, 2021 water heater, 2016 pool resurfacing, 2019 poly-pebble patio, 2022 irrigation system, 2021 hurricane shutters, and a 2017 garage door. Conveniently located near I-75, University Town Center, SRQ International Airport, Gulf beaches, Mote Marine SEA, Rothenbach Park, Urfer Family Park, and numerous golf courses, this home offers the perfect balance of privacy, scenery, and convenience—all within one of Sarasota’s most established communities.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
1661 S JEFFERSON AVE, SARASOTA, FL 34239
$1,250,00045 Days on yellowkey MLS ID: A4684656
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2490 Built: 1953 Tax: $12,131 (2025)Community: Alfred ParkSpa: YesSingle Family
Taxes:$12,131
Elementary School: Alta Vista Elementary
Remarks: BUYER'S CONTRACT FELL THROUGH. So, back on the market. What a great opportunity! Live where mornings begin with coffee on the wide front porch beneath mature live oaks and evenings end with a swim in your own heated pool and spa, added by the current owner to elevate Florida living. Completely renovated down to the studs in 2021, this move-in-ready, three-bedroom, three-bath Arlington Park pool home with dedicated office, den/sunroom and bonus room blends timeless mid-century charm with modern systems and design. Major upgrades include a 2021 metal roof, newer plumbing, newer electrical wiring and panel, hurricane-rated windows, hurricane-rated garage door, LED lighting and hand-scraped engineered hardwood floors throughout, delivering both beauty and long-term peace of mind. Walls were thoughtfully opened to create bright, flowing living spaces anchored by a stunning Quartzite kitchen featuring an oversized island with seating, solid wood soft-close cabinetry, stainless KitchenAid appliances including under-counter microwave, full-height subway tile backsplash, ample pantry storage, and a built-in Quartzite-topped buffet with glass-front cabinetry and wine refrigerator in the dining area. The spacious living room and adjoining den/sunroom connect seamlessly to the private, fully fenced backyard oasis with multiple seating areas and professional landscaping. The owner’s suite offers a peaceful retreat with spa-style bath, Quartzite counters, glass-enclosed shower and private outdoor lounging deck, while two generously sized guest bedrooms, one ensuite, and two additional fully reimagined baths provide comfort and flexibility. A custom office with Quartzite and wood built-ins supports work-from-home ease, and the large bonus room is ideal for a gym, media room, or play space. Perfectly positioned on a prominent corner lot with circular driveway and side-entry two-car garage, this home is a short distance from Arlington Park and Aquatic Complex featuring a 50-meter lap pool, fitness center, indoor gymnasium, tennis and pickleball courts, basketball courts, playground, dog park and scenic walking trails, and is minutes to Downtown Sarasota’s restaurants, arts and waterfront, Southside Village shopping and dining, Sarasota Memorial Hospital and the world-famous beaches of Siesta Key. For buyers searching for a fully renovated Arlington Park pool home in Sarasota with modern upgrades, walkability and unbeatable proximity to parks, downtown and beaches, look no further.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$950,000167 Days on yellowkey MLS ID: A4670726
REDUCED by $45,000 (4.5%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$10,813
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new $50,000 custom organizers. A versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. Resort-style amenities enhance everyday living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service. A full-size, in-residence washer and dryer make this home as practical as it is luxurious.Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
407 OHIO PL, SARASOTA, FL 34236
$1,000,000194 Days on yellowkey MLS ID: A4667604
1 Days Off yellowkey (back on 3/3/2026)
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 1826 Built: 1940 Tax: $11,173 (2023)Community: Rhodes & Hale SubApartment
Taxes:$11,173
Tax Year: 2023
Remarks: Under contract-accepting backup offers. 3 UNITS in Laurel Park! This income-producing opportunity is in the coveted Downtown Historic District of Laurel Park, Sarasota. This beautifully renovated and meticulously maintained triplex blends timeless character with proven financial performance, offering the perfect combination of lifestyle and investment potential. Currently operating as an established Airbnb with Superhost status and professional management in place, this property provides steady, verifiable income with strong year-over-year performance and the flexibility to continue as a high-yield short-term rental or transition to long-term tenants for predictable cash flow. The triplex features three charming, fully furnished units—two front units with two bedrooms and one bathroom each, and a one-bedroom, one-bathroom rear unit. Each includes private driveways, off-street parking, patios, and either in-unit or shared laundry. Situated on an exceptional flag lot with dual frontage on both Laurel Street and Ohio Place, this property offers rare privacy, accessibility, and redevelopment potential. The lot’s size and configuration make it ideal for a future custom residence, offering one of the most desirable build opportunities within Sarasota’s downtown core. Financially, the property has a consistent and transparent performance record, generating $111,599 in 2023, $106,893 in 2024, and a projected $103,000 in 2025. Importantly, these figures already reflect reduced occupancy, as the owners reserve the property multiple times per year for family use. Without that usage, the income potential is expected to reach or exceed $120,000 annually, offering clear upside for an investor focused on maximizing returns. With stronger marketing, repeat-guest programs, and continuous availability, this property’s income could grow substantially while remaining a largely hands-off investment. This triplex stands out not only for its returns but also for its flexibility. Investors can enjoy immediate passive income with management and future bookings already in place, or occupy one unit and rent the others to offset ownership costs. The property’s prime location within the National Historic District of Laurel Park enhances its long-term value, offering walkable access to Sarasota’s Bayfront, Selby Gardens, Main Street dining, shopping, and the city’s renowned arts and theater venues. Laurel Park’s historic charm, walkability, and strong rental demand make it one of Sarasota’s most stable and appreciating neighborhoods for both investors and homeowners alike. With its combination of proven rental history, turnkey condition, desirable lot, and premier downtown location, this property represents a rare opportunity to own an asset that delivers reliable income today and exceptional upside tomorrow. Whether held as a passive income generator, a personal retreat with investment benefits, or the site of a future luxury home, this triplex embodies the best of Sarasota’s lifestyle, history, and growth potential. Don’t miss your chance to own this exceptional property in one of Sarasota’s most sought-after neighborhoods—where historic character meets lasting investment value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
4596 TUSCANA DR, SARASOTA, FL 34241
$1,175,0006 Days on yellowkey MLS ID: A4689728
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3686 Built: 2005Monthly Fee: $169 Tax: $7,574 (2024)Community: TuscanaSpa: YesSingle Family
Taxes:$7,574
Tax Year: 2024
Remarks: Located in the heart of Sarasota, this beautifully crafted Lee Wetherington–built residence is set within a friendly gated neighborhood of just 99 homes, complete with charming gas streetlights. Enjoy the convenience of being close to shopping, dining, golf courses, UTC Mall, and just a short drive to world-famous Siesta Key Beach. This versatile five-bedroom floor plan offers the primary suite and two additional bedrooms or office and exercise room on the main level, with two more bedrooms and a full updated bath upstairs. The gourmet kitchen showcases granite countertops, tall cabinets with crown molding, natural gas cooktop, updated stainless steel appliances, a large pantry, and under-cabinet LED lighting. Additional living spaces include a formal living and dining room with built-in buffet and wine rack, a comfortable family room with wet bar and wine refrigerator, and unique corner sliders that open fully to the lanai. Step outside to a paver deck with natural gas heated saltwater pool and spa, with the option of solar panels for efficiency, and serene water views. Enjoy the large covered seating area on the lanai for entertaining and TV watching. An oversized three-car garage with electric car plug, abundant closet space, and custom master closet with wood shelving enhance the home’s functionality. Recent updates include: whole-house water filtration with under-sink H2 unit, new natural gas hot water heater with stand and thermal jacket, new faucets, microwave/convection oven (2023), concrete flower bed edging, and a complete landscape refresh. This is a stunning home inside and out, offering exceptional craftsmanship, thoughtful upgrades, and an ideal Sarasota location.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$624,99918 Days on yellowkey MLS ID: A4688472
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Remarks: This beautifully furnished END-UNIT condo is a true gem, offering an abundance of natural light and a spacious, open layout. Featuring 2 bedrooms and 2 bathrooms, this home effortlessly blends comfort and style, making it the perfect space for both relaxation and entertaining. Step outside onto your private lanai and take in breathtaking views of serene Intracoastal waters—an ideal spot to unwind and embrace the peaceful surroundings. The primary bedroom features a walk-in closet and an en-suite bathroom for added convenience and comfort. The second bedroom is spacious, perfect for guests or family members alike. The kitchen boasts beautiful granite countertops, stainless steel appliances, and shaker cabinets with soft-close features, creating a sleek and functional cooking space. Located within a Gulf to Bay Community, this second-floor condo is just steps away from the pristine beach, which includes its own assigned storage cabana to stow your beach essentials, bikes, umbrellas, and chairs. Bay Tree community offers two heated pools, BBQ areas, kayak storage and fishing pier. For boating enthusiasts, the available boat slips provide easy access to the newly reopened Midnight Pass for all your water adventures. Fully furnished and with a STRONG rental history, this condo serves as an excellent income property—making it a fantastic choice for both vacation home seekers and investors alike. Equipped with HURRICANE IMPACT WINDOWS for added peace of mind and energy efficiency, this condo offers durability while maintaining a quiet, comfortable living environment. Additionally, the completed milestone inspection ensures transparency and confidence for the next homeowner. The monthly fees also cover a variety of essential services, including common area insurance, common area flood insurance, and an annual AC inspection and onsite Property Manager. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach with its white quartz sand. Don’t miss your chance to own a piece of paradise in one of Siesta Key’s most desirable locations. Whether you're seeking a vacation retreat, an investment property, or a coastal haven, this condo has it all! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
1614 STAFFORD LN #1206, SARASOTA, FL 34232
$234,90094 Days on yellowkey MLS ID: TB8464986
5 Days Off yellowkey (back on 3/19/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1456 Built: 1971Monthly Fee: $620 Tax: $1,059 (2024)Community: Village Green Forest Lake 12Spa: NoVilla
Taxes:$1,059
Remarks: Under contract-accepting backup offers. Rare Opportunity in a 55+ Community Welcome to 1614 Stafford Lane in beautiful Sarasota! While this vibrant neighborhood is designed for 55+ living, this particular home offers a unique exception open to residents under 55. This spacious property combines the best of both worlds: the comfort and serenity of a well-maintained 55+ community, paired with the freedom to enjoy it at a younger age. Whether you’re looking for a seasonal retreat, a peaceful full-time residence, or a smart investment, this is a rare chance to step into a sought-after lifestyle ahead of time. Enjoy access to the community’s inviting amenities, beautifully landscaped surroundings, and a welcoming atmosphere all while being close to Sarasota’s world-class beaches, dining, and cultural attractions. Don’t miss this opportunity to be part of a community that usually isn’t available unless you're 55+.
Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-327-7807)
Listing Agent: Eva Flores Espinoza (619-451-7997)
4708 OCEAN BLVD #E4, SARASOTA, FL 34242
$2,290,0006 Days on yellowkey MLS ID: A4689440
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 1981 Tax: $16,662 (2025)Community: Windward PassageCondo
Taxes:$16,662
Remarks: Expansive floor-to-ceiling sliders open wide to welcome refreshing Gulf breezes and showcase unobstructed, panoramic water views, turning your open-floorplan living space into an indoor/outdoor oasis. With over 2,300 square feet, this light-filled condominium lives like a private home suspended above shimmering waters. The gourmet kitchen is both elegant and functional, featuring quartz countertops, custom wood cabinetry, and premium appliances, including a Thermador refrigerator and freezer, Wolf double ovens, Wolf microwave, and a Thermador induction cooktop. Panel-ready finishes, a built-in beverage cooler, and exceptional storage make this space ideal for both everyday living and entertaining. Rich acacia engineered wood flooring adds warmth and sophistication throughout the main living areas. The spacious primary suite captures sweeping Gulf views and offers a serene escape, complete with a beautifully renovated spa-inspired bath featuring split vanities and a large walk-in shower. Two additional bedrooms and stylishly updated baths are thoughtfully positioned on the opposite side of the residence for added privacy. Impact-rated windows and sliders provide peace of mind, eliminating the need for hurricane shutters. A private two-car garage with ample storage adds to the home’s convenience. Windward Passage features a Gulf-side pool, lushly landscaped grounds, and a pet-friendly setting. Perfectly positioned on the sought-after north end of the key, you’re just a short walk to the Village for charming boutiques, dining, and live entertainment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
1313 SIESTA BAYSIDE DR #1313D, SARASOTA, FL 34242
$639,00089 Days on yellowkey MLS ID: A4678960
REDUCED by $30,000 (4.5%) on 04/17/2026
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $6,865 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$6,865
Remarks: Welcome to 1313 Siesta Bayside Drive in Gulf & Bay Club Bayside, a beautifully updated 2-bedroom, 1.5-bath condo offered turnkey furnished and ideally suited as a personal beach retreat or high-performing investment property with weekly rental flexibility and consistent future bookings already in place. This light-filled residence features tasteful coastal updates and a serene pond waterview, complemented by a private single-car garage, driveway parking, and additional guest parking conveniently located across the street. Enjoy deeded beach access to world-famous Siesta Beach, renowned for its bright white quartz sand and crystal-blue Gulf waters, just a short walk away, while the Siesta Key Village shops and restaurants are an easy drive, bike, or golf cart ride. Gulf & Bay Club Bayside is a gated, resort-style community offering two heated pools, tennis and pickleball courts, walking paths, a fishing pier, fitness center, clubhouse, BBQ and picnic areas, and lush tropical landscaping, delivering the perfect blend of relaxed island living and strong income potential in one of Siesta Key?s most desirable communities.
Listing Agent: Shane Lewis (941-685-3252)
6515 MAUNA LOA BLVD, SARASOTA, FL 34241
$375,00048 Days on yellowkey MLS ID: A4683636
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1773 Built: 1979 Tax: $3,897 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,897
Remarks: This home isn’t trying to blend in - and that’s exactly why the right buyer will feel it the moment they arrive. Welcome to 6515 Mauna Loa, a residence defined by its distinctive architecture and undeniable presence. This is for the buyer who scrolls past the expected… and pauses when something finally feels aligned. From the moment you pull up, the bold, clean-lined exterior makes a statement—modern, artistic, and effortlessly memorable. Step inside and your eyes are immediately drawn upward by soaring ceilings and natural light that fills the Great Room, anchored by a wood-burning fireplace that brings warmth and intention to the space. The kitchen has been thoughtfully reimagined with quartz countertops, sleek finishes, and functionality that supports both quiet mornings and meaningful gatherings. Two main-floor bedrooms provide comfort and flexibility, while the updated bath reflects a fresh, modern aesthetic. And then - the moment that sets this home apart. A striking Spanish-style spiral staircase leads to a private lofted primary suite that feels more like a retreat than a bedroom. Elevated and open, with its own balcony, it’s a space designed for slowing down, recharging, and truly living. Behind the design, the essentials are already handled - hurricane-impact windows, updated electrical, and key improvements that bring peace of mind. Out back, the yard offers a canvas - ready for your vision, whether that’s entertaining, creating, or simply enjoying the Florida sunshine. This isn’t a cookie-cutter home. It’s a statement. A feeling. A home for someone who values character over conformity. Now offered at $375,000—because the right home doesn’t just check boxes… it creates connection. If you’ve been waiting for something that feels like you - this is it.
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Rebecca Adams (815-540-1560)
2410 PROSPECT ST, SARASOTA, FL 34239
$799,000293 Days on yellowkey MLS ID: A4656811
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1969 Built: 2017 Tax: $10,998 (2024)Community: Rustic Lodge 2Spa: NoSingle Family
Taxes:$10,998
Remarks: Welcome to this elegant 2017 constructed 'better than new' home that combines the convenience of easy access to Sarasota’s best parks, markets, restaurants, and top-rated schools, with a quiet, friendly neighborhood— plus just a short drive to world-famous sugar-sand beaches of Siesta Key and Lido Beach. Nestled on a lush corner lot in the heart of highly sought-after Arlington Park, this 3-bedroom, 2.5-bathroom residence offers 1,969 heated Sq Ft of beautifully finished craftsman style living and a spacious 2-car garage. The home has been meticulously maintained and thoughtfully upgraded to satisfy the comfort and conveniences required by today's modern lifestyle. You’ll be immediately impressed by the pristine curb appeal and the drama of the grand foyer showcasing soaring 20+ foot ceilings, adding to the home's modern style and open feel. Thoughtful details abound, including crown molding, gorgeous hardwood floors, and exquisite finishes throughout, accented by an abundance of natural light. The formal living and dining rooms create an ideal space for entertaining, while the well-appointed chef’s kitchen is a true showstopper—complete with quartz countertops, custom solid wood cabinetry, stainless steel appliances, a large island, pendant and recessed lighting, and a beautiful backsplash. The kitchen overlooks the bright and inviting combined family and dining area, seamlessly connecting the heart of the home. Upstairs, the huge master suite offers a peaceful retreat, featuring plush carpeting, a spacious walk-in closet, and a luxurious en-suite bathroom with dual vanities and a stunning dual-head walk-in shower. Two additional light-filled bedrooms provide plenty of space for family or guests. Outside is your expansive covered brick-paved patio, perfect for quiet evenings or entertainment, all within a fully fenced backyard with ample room to add a pool. Lush landscaping has been strategically positioned to provide the home with privacy while maintaining a sleek contemporary theme. Additional upgrades include a new A/C unit, new gutters, new washer & dryer, an alarm system, insulated garage door, EV charger, and a new refrigerator. This move-in ready charmer is truly better than new, and offers it all — style, space, and a prime Sarasota location!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Kathy Callahan (941-900-8088)
1714 WALDEMERE ST, SARASOTA, FL 34239
$1,800,00020 Days on yellowkey MLS ID: A4688029
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2003 Built: 2000 Tax: $4,256 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$4,256
Remarks: Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
5830 MIDNIGHT PASS RD #705, SARASOTA, FL 34242
$1,240,000139 Days on yellowkey MLS ID: TB8451655
0 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1285 Built: 1976 Tax: $10,763 (2024)Community: Jamaica Royale Tower IiSpa: NoCondo
Taxes:$10,763
Remarks: Under contract-accepting backup offers. Welcome to your beachfront oasis! VIDEO WALK THROUGH AVAILABLE UPON REQUEST. Discover your perfect getaway in this beautifully refreshed 7th-floor condo, offering stunning balcony views of the Gulf of Mexico. With 1,285 square feet of living space, this fully furnished property features 2 bedrooms and 2 full bathrooms—all you need to bring is your bathing suit and toothbrush! The light-filled great room seamlessly connects the kitchen, living area, and dining space, making it ideal for relaxation and entertaining. Recent upgrades include new HVAC (3/2026), elegant touches like solid surface countertops, a stylish backsplash, and pendant lighting in the kitchen, along with a freshly painted interior and new lighted ceiling fans, The primary bathroom boasts a new solid surface vanity, a backlit mirror, a glass shower door, and designer tiled flooring, just to name a few. After a day at the beach, take a refreshing dip in the pool or unwind on your spacious balcony while watching the sunset. With an onsite management team, your beach retreat promises to be both profitable and hassle-free. This condo has a robust rental history, making it a fantastic investment opportunity for vacation rentals. Residents and guests of Jamaica Royal benefit from deeded assigned parking and access to private beach chairs. Located in a prime area, you can easily explore local restaurants and enjoy live music, all just a trolley or bike ride away. Don’t miss your chance to own this incredible piece of paradise!
Listing is courtesy of: PLUMLEE GULF BEACH REALTY (727-595-7586)
Listing Agent: Beverly Schroeder (727-422-5779)
2312 GROVE ST, SARASOTA, FL 34239
$420,0003 Days on yellowkey MLS ID: A4690028
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1449 Built: 1958 Tax: $1,447 (2025)Community: Blossom BrookSingle Family
Taxes:$1,447
Remarks: This 2 bedroom 2 bath home is in a great location near Siesta Key beaches, downtown, Sarasota Memorial and in the Southside School district. The home features a new roof installed in 2025, original terrazzo flooring in excellent condition and plenty of room for a pool. Surrounded by million-dollar homes and new builds, this property is ready for a refresh or bring your plans and build brand new. No HOA and a central Sarasota location make this a compelling opportunity for builders and buyers alike looking to capitalize on one of the city’s most promising markets. This 8750 square foot lot offers the ideal canvas for a custom home in a location experiencing significant redevelopment.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Jennifer Horne (941-773-0943)
5389 FOXWOOD DR, SARASOTA, FL 34232
$369,0003 Days on yellowkey MLS ID: A4689846
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1346 Built: 1978 Tax: $3,266 (2025)Community: Ridgewood Estates 19Th AddSpa: NoSingle Family
Taxes:$3,266
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bath single-family home ideally located in the heart of Sarasota. This home features a spacious and functional layout designed for comfortable everyday living. Enjoy tile flooring throughout, providing durability and easy maintenance. The generous living areas create plenty of space for relaxing or entertaining, while the covered and screened porch is perfect for enjoying Florida living year-round. The large, fully fenced backyard provides ample room to add a pool, garden, or outdoor entertaining area. Additional features include a 2-car garage and an oversized driveway with plenty of parking. Recent updates include a newer refrigerator and stove. No HOA, providing added flexibility and fewer restrictions. Conveniently located near shopping, dining, and major roadways. This property is not located in a flood zone.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Fidan Ghoulami, Pa (305-336-5423)
225 HOURGLASS WAY #202, SARASOTA, FL 34242
$510,00010 Days on yellowkey MLS ID: A4689015
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $5,016 (2025)Community: Whispering SandsCondo
Taxes:$5,016
Remarks: Discover elevated, light-filled coastal living in this beautifully updated 2nd floor residence in the premiere Gulf front property of Whispering Sands! Offered completely TURNKEY FURNISHED. The wonderful OPEN CONCEPT layout flows seamlessly from the kitchen, living and dining spaces into your own private, 34’ south facing lanai—perfect for enjoying sunny mornings, gentle breezes, and relaxed indoor-outdoor living year round. As a bonus, this is a highly desirable end unit, with a wonderful extra window in the living space that invites in abundant natural light, enhancing the open, airy feel throughout. Designed for both style and function, the beautifully REMODELED, kitchen features sleek stone countertops, soothing neutral tile backsplash, an 8’ breakfast bar with seating for 4, stainless Frigidaire and Samsung appliances, soft close cabinetry, and wonderful overhead recessed lighting. Both bathrooms have been tastefully updated with stone counters, while the primary suite offers a private ensuite bath and a walk-in closet for comfortable everyday living. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Nestled on the westernmost point of Siesta Key, Whispering Sands is a highly desirable 55+ Gulf front community offering resort style living – all ideally just moments away from the colorful boutiques, dining options, and charm of world famous Siesta Key Village. The complex offers 800’ of PRIVATE quartz sand beach on the sparkling Gulf, 2 heated pools, new beachside grills and Tiki Hut, shuffleboard, and canoe/kayak storage, The main clubhouse – just steps from this unit - is currently undergoing complete remodeling and upon completion will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. Effortless island living starts here. Don’t miss this opportunity to own this move-in ready, coastal escape in an exceptional island setting!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
711 S PALM AVE #302, SARASOTA, FL 34236
$1,525,0009 Days on yellowkey MLS ID: A4688989
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1815 Built: 2019 Tax: $15,916 (2025)Community: 7 One One PalmSpa: NoCondo
Taxes:$15,916
Remarks: Positioned in the heart of downtown Sarasota, 711 S Palm Avenue offers a rare blend of privacy, scale, and walkability along one of the city’s most desirable streets. Set just moments from the bayfront, marina, and Sarasota’s top dining and cultural destinations, this residence captures the essence of effortless downtown living. The home is thoughtfully designed with a layout that balances everyday comfort and entertaining, featuring light-filled living spaces, well-proportioned rooms, and a seamless connection between indoor and outdoor areas. Expansive windows invite natural light throughout, while carefully considered design elements create a sense of warmth and livability. The kitchen serves as the central gathering space, designed for both function and hosting, with ample storage, quality appliances, and an easy flow into the main living and dining areas. Private bedroom suites provide comfortable retreats, while the primary suite offers a quiet escape with generous proportions and a well-appointed bath. Outdoor spaces are equally inviting, offering room to relax or entertain while enjoying the energy of downtown just beyond. Whether as a full-time residence or seasonal retreat, the property presents a compelling opportunity to own in a location where everything Sarasota has to offer is just outside your door.
Listing Agent: Susan Pelton (941-321-1007)
1825 PAR PL, SARASOTA, FL 34240
$447,500272 Days on yellowkey MLS ID: A4659448
0 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2269 Built: 1969 Tax: $2,697 (2024)Community: Sarasota Golf Club Colony 4Single Family
Taxes:$2,697
Elementary School: Tatum Ridge Elementary
Remarks: Under contract-accepting backup offers. PRICED TO SELL! Bring your decorative touches to this beautiful home. You will love the mother in-law suite which includes a bathroom with a slide in shower, access to the laundry room and close to the main kitchen as well. It has it's own portable A/C unit. Was converted from garage in 2011. The house comes with New A/C 2023, new roof in 2020, electric panel in 2021, lanai & pool rescreened, hurricane windows 2008 and the New septic tank has been installed! Swim in the heated pool and enjoy the large beautiful fenced back yard and fruit trees. No HOA or CDD fees!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Sherri Urfer (941-320-7849)
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