Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1415 S SCHOOL AVE, SARASOTA, FL 34239
$599,000103 Days on yellowkey MLS ID: A4687920
REDUCED by $20,900 (3.4%) on 06/24/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1126 Built: 1955 Tax: $6,276 (2025)Community: Loma Linda Park ResubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,276
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Sarasota midtown oasis in desirable Arlington Park Neighborhood. This 3 bedroom, 1 1/2 bath, TURNKEY FURNISHED, BLOCK home situated on a secluded corner lot, immaculately maintained and updated, could be yours as a primary residence or income producing rental property (7 DAY MINIMUM RENTAL). New AC with warranty. Roof: new APOC 585 silicone coating, newer double pane insulated windows with custom shades, tankless hot water heater, updated plumbing, new stainless steel appliances, granite countertops, IKEA kitchen cabinets and closet organizers. Terrazzo floors throughout with tile in both bathrooms. Property is fully FENCED with 2 gates providing access and parking for a small boat, camper or vehicle. Screened lanai overlooks hardwood deck and tropical plant landscaped yard. The city easement (a non build lot) on the east side of the property provides additional privacy. NO FLOOD INSURANCE REQUIRED. Located 2 blocks east of Sarasota Memorial Hospital, 4 miles to Siesta Beach (#1 beach in the USA), 5 miles to Lido Beach and 1 mile to Sarasota’s downtown world class shopping and entertainment. Short walk to Southside Village, Midtown Plaza, Legacy Trail and the Arlington Park & Aquatic Center hosting Live Music Events Alongside Pickleball, Tennis, Basketball Courts, Playgrounds, a Dog Park, Walking Trails, and Two Pools. Magical must see property!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Wendy Lewis (941-993-5708)
6263 MIDNIGHT PASS RD #403, SARASOTA, FL 34242
$849,00013 Days on yellowkey MLS ID: A4698972
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1475 Built: 1981 Tax: $7,104 (2025)Community: Excelsior Beach To Bay 7Condo
Taxes:$7,104
Elementary School: Phillippi Shores Elementary
Remarks: Discover this one-of-a-kind unit in Excelsior, featuring two spacious bedrooms and two bathrooms, complemented by an added staircase leading to a spacious second-story LOFT. A structural beam has been expertly installed to support the loft, and all ceilings have been RAISED, enhanced with foam insulation throughout the attic for improved energy efficiency. The kitchen boasts custom solid wood cabinetry, elegant crown molding, and solid core doors. BRAND NEW carpet installed throughout bedrooms, loft and staircase. Enjoy year-round comfort with a NEW HVAC system. Looking out from your front door, take in the breathtaking Gulf views, perfect for watching gorgeous sunsets. The Gulf to Bay community offers private deeded beach access and a wealth of amenities, including two large heated swimming pools with poolside restrooms and hot water showers, shuffleboard, two heated whirlpools, two lighted tennis courts, and two pickleball courts. For fitness enthusiasts, a well-equipped fitness center awaits, along with a spacious Gulf side sun deck, beach loungers and chairs, and outdoor barbecues and picnic areas. 2 Week rental minimums for those seeking to generate some income. Additionally, enjoy the intercoastal fishing pier with a shaded viewing area, a welcoming community room, and engaging monthly community events. Don’t miss your opportunity to own this exceptional property with unparalleled amenities!
Listing Agent: Brian Ward (941-650-7721)
225 HOURGLASS WAY #202, SARASOTA, FL 34242
$510,000108 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)
3710 EL POINIER CT #511, SARASOTA, FL 34232
$159,00085 Days on yellowkey MLS ID: A4691115
0 Days Off yellowkey (back on 7/15/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 899 Built: 1974 Tax: $1,816 (2025)Community: Village Plaza Sec 3Condo
Taxes:$1,816
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Step into this beautifully updated, turnkey furnished ground floor condo offering convenience, comfort, and an unbeatable location within the community. The updated kitchen features white shaker cabinets, a tile backsplash, recessed lighting, crown molding with uplighting, and a full white appliance package, creating a clean and timeless look. The layout flows seamlessly with tile flooring in the kitchen, laminate in the dining area, and carpet in both the living room and primary bedroom, with ceiling fans installed throughout. Comes with a 1 Home Warranty available to the buyers. One of the standout features of this unit is the enclosed additional living space, converted from the outdoor area, providing valuable extra square footage and flexibility. This space includes towel drying racks, perfect for coming back from the pool, and is filled with natural light thanks to the unit’s southern rear exposure. A slider from the primary bedroom leads directly into this space, enhancing the overall flow and usability. The bathroom has been updated with a glass shower door and grab bar for added functionality. The unit is truly move-in ready, being offered turnkey furnished with everything included from furniture to pots, pans, linens, and more. Location within the community is exceptional. This unit sits directly across from the heated pool and clubhouse, making it one of the most conveniently positioned units available. You are just steps to the on-site laundry facility, with machines costing only $1.00 per load, and the mailbox is located right next to the unit for added ease. A private storage closet is also included, located just around the corner. Living on the ground floor offers added value with easy access, no stairs, and everyday convenience. The community amenities are extensive, featuring a clubhouse with billiards, an active event room with regular social gatherings, a large library, fitness center, and sauna. Outdoors, residents enjoy a heated pool, community bbq grilling area, shuffleboard court, and pickleball. Major systems include a 2008 HVAC and 2015 water heater. Close to Bus Line & Shopping. One mile from the 18.5 mile long Legacy Trail for walking and biking. This is a rare opportunity to own a well-updated, fully furnished, and ideally located unit that offers both comfort and lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
3684 FESCUE LN, SARASOTA, FL 34232
$485,000125 Days on yellowkey MLS ID: A4687168
REDUCED by $4,000 (0.8%) on 07/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1980 Built: 2018Monthly Fee: $345 Tax: $5,339 (2025)Community: Enclave/Frst LakesTownhouse
Taxes:$5,339
Remarks: Location is everything and this exceptional townhome in Enclave at Forest Lakes delivers. Ideally in the heart of Sarasota, this gated community offers unmatched convenience with two public golf courses nearby, direct access to the Legacy Trail just beyond the Webber Street gate, and seamless connectivity in every direction, north, south, east and west. Inside the community, residents enjoy a welcoming gathering area, resort-style pool and dog park, ideal for relaxation and an active lifestyle. Built in 2018, this residence stands out as one of Mattamy’s finest offerings, showcasing a range of thoughtful upgrades and refined finishes throughout. Engineered hardwood flooring adds warmth and durability underfoot, while the French Country–inspired kitchen features rich cabinetry with bronze accents, elegant granite countertops, a stacked stone backsplash, wall-mounted oven and microwave, and a sleek electric cooktop. Designed for everyday living and entertaining, the open layout includes a breakfast bar with seating for three, a spacious dining area accommodating up to six, and a comfortable living room that opens through sliding glass doors to a fully covered lanai, ideal for year-round enjoyment. Architectural details such as solid wood and wrought iron stair railings add character and sophistication. Upstairs, a versatile loft and additional flex space provide endless possibilities, whether used as a media room, home office, fitness area or creative studio. Two generously sized bedrooms offer comfort and privacy, complemented by a well-appointed bath with granite countertops, French Country cabinetry, and a tub/shower combination. The primary suite, conveniently on the main floor, is a retreat featuring crown molding, a spacious dual-sink vanity with extended granite countertop and an oversized walk-in closet with ample dressing space. In the garage is a new whole-house water purifying system by WaterExpress. This is more than just a home, it’s a lifestyle. Discover the comfort, quality and convenience waiting for you at Enclave at Forest Lakes.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Catherine Seress (941-928-1187)
465 E ROYAL FLAMINGO DR, SARASOTA, FL 34236
$4,850,00039 Days on yellowkey MLS ID: A4696960
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2846 Built: 1973 Tax: $39,161 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$39,161
Elementary School: Southside Elementary
Remarks: Perfectly positioned on coveted Bird Key, 465 E Royal Flamingo Drive captures the essence of refined Sarasota waterfront living with an extraordinary full renovation that blends timeless coastal elegance with exceptional craftsmanship. Set along 100 feet of protected canal frontage with direct access to Sarasota Bay, this remarkable residence offers an unparalleled boating lifestyle complete with a private dock and 16,000-pound boat lift, creating the ideal setting for effortless days on the water. Encompassing 2,846 square feet of thoughtfully curated air-conditioned living space with four bedrooms and four beautifully renovated bathrooms, every detail of this home has been elevated to deliver a move-in ready luxury experience. Inside, Mirage engineered hardwood flooring flows seamlessly throughout, complemented by new interior and exterior lighting, recessed lighting, designer ceiling fans, and carefully selected finishes that create warmth and sophistication. The spectacular chef’s kitchen serves as the centerpiece of the home and features custom cabinetry with integrated lighting and soft-close doors and drawers, stunning quartzite countertops and backsplash, decorative tile accents, a custom hood, farmhouse sink, premium plumbing fixtures, separate water filtration faucet, Sub-Zero refrigeration with water and ice, wine refrigeration, and an exceptional Wolf appliance package including a six-burner gas range with grill, double convection wall ovens, and additional culinary conveniences. A beautifully appointed butler’s pantry and utility room enhance functionality with a Wolf microwave, KitchenAid ice maker, and Electrolux washer and dryer. Entertain effortlessly with a custom dry bar showcasing illuminated glass cabinetry, quartzite surfaces, and designer tile details. The great room is equally impressive, anchored by dramatic wood beam ceilings, an elegant electric fireplace, and custom built-ins with illuminated shelving that create an inviting yet elevated gathering space. The luxurious primary suite is designed as a private retreat with sliding glass doors opening to the lanai, a spacious custom walk-in closet, and a spa-inspired bath featuring a freestanding soaking tub, floating dual vanity, rain shower, niche detailing, and exquisite finishes of marble and porcelain. Outdoor living is equally exceptional with an expansive lanai finished in shell stone, tongue-and-groove ceilings, electric roll-down screens, and multiple entertaining spaces overlooking the heated saltwater pool and spa, beautifully resurfaced with glass waterline tile, a shell stone pool deck, and pergola. Additional highlights include a fully fenced and professionally landscaped yard with irrigation and landscape lighting, a new clay barrel tile roof completed in 2024, Aluminum ES impact windows and doors, natural gas service, Lennox air-conditioning, dual Rheem gas tankless water heaters, updated paint throughout, seawall enhancements with replacement panels, cap and tie-back system, and an oversized two-car garage featuring epoxy flooring, custom cabinetry, mini-split air conditioning, Tesla charger, and an exceptional level of finish rarely found. This is Bird Key waterfront living at its finest—where luxury, comfort, and effortless access to Sarasota’s world-class boating and downtown lifestyle come together in one extraordinary residence.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
2215 HIBISCUS ST, SARASOTA, FL 34239
$1,489,00084 Days on yellowkey MLS ID: A4692327
REDUCED by $35,000 (2.3%) on 06/28/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2757 Built: 1952 Tax: $8,894 (2025)Community: GreenwichSpa: YesSingle Family
Taxes:$8,894
Remarks: Incredible price improvement! Open and spacious and chock full of Old Florida charm in the heart of historic Arlington Park! Gorgeous and sprawling for it's kind, this 4 bedroom, 3 bath Florida bungalow was once ubiquitous throughout the sought-after neighborhood of Arlington, but is now becoming a rare GEM. Curb appeal galore, this home has been truly loved by it's current owners and is evident once you drive up. Located on a cul-de-sac, enjoy the peace of a truly quiet, low traffic street with friendly neighbors and lovely homes. This picturesque coastal abode is perfectly nestled under a vast canopy of healthy Live Oaks that have been diligently maintained by a certified Arborist, providing protection, shade and that sought after Gulf Coast aesthetic. A breezy front porch adds that Southern charm so fitting for this cottage under the Oaks. Generous in size and fully screened in, it adds a whole other living space for those that love the sound of birds while having their coffee or enjoy the evening breeze after dinner. After entering the double glass doors, the entire home opens up in front of you. Large spacious rooms in a home like this are hard to come by, but are what define this property. One (of 2!) En-suite Primary bedrooms has an attached bedroom that can be used as a nursery or home office. A kitchen made for gathering, including a proper dining space, opens to an enormous living room, all with gorgeous views of the pool and backyard. The close proximity to excellent schools, and the incredible restaurants, cafes, and shopping that Southside Village has to offer has made having a golf cart a fun and practical mode of transportation for the current Owners. Massive updates have been completed on this home, including: - BRAND NEW PLUMBING SYSTEM, NO CAST IRON! Brand new Impact pocketing sliders now open up the entire back of the home to a STUNNING, pool and spa (2025) along with an incredibly spacious screen enclosure and added room for outdoor kitchen. Entire property has had a recent landscaping overhaul that included a brand new concrete driveway and high-end turf laid throughout the yard (no mowing!). Tons of lush and tropical plants have been thoughtfully installed around the home and provide a gorgeous and verdant, but low maintenance, backdrop to this quintessential "Old Florida" bungalow. BRAND NEW Primary Bathroom with soaking tub, walk in closet and Impact sliders. New Flooring throughout (2022), Whole house water filtration system (2024), Roof (2017) with hurricane straps, added insulation, two A/C units (2017) new ductwork, three new water heaters, interior/exterior paint, lighting fixtures, blinds, hardware, and decorative features. The yard is fully enclosed (2016/2023) with beautiful white vinyl fencing. HUGE well-constructed Storage Shed (2024) for all the toys. I cannot say enough about this gem of a home, tucked away, in beautiful Arlington Park. If a breezy, charming, unique Florida bungalow is what you're looking for, this is the one.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Drost (941-822-6926)
5689 EVERGREEN DR #18, SARASOTA, FL 34233
$339,00012 Days on yellowkey MLS ID: A4699799
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1980Monthly Fee: $454 Tax: $3,107 (2024)Community: Center Gate Village 4Villa
Taxes:$3,107
Elementary School: Ashton Elementary
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Welcome to this stunning 2-bedroom, 2-bathroom villa in the highly sought-after Center Gate Village! Recently and completely remodeled, this home boasts modern finishes and a fresh, contemporary design throughout. From the updated kitchen with sleek countertops and new appliances to the stylish bathrooms featuring elegant fixtures, no detail has been overlooked. The spacious living areas provide a bright and inviting atmosphere, while the private patio provides a perfect spot for relaxation. With everything updated to perfection, this villa offers the ultimate in comfort and convenience, all within a prime location. Not to mention the large 2-car garage, and sparkling community pool! Come see it today!
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Alex Etchison (941-323-4248)
2228 25TH ST #2228/2232, SARASOTA, FL 34234
$419,90024 Days on yellowkey MLS ID: A4698569
REDUCED by $10,000 (2.3%) on 07/14/2026
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2132 Built: 1988 Tax: $5,270 (2025)Community: New HarlemSpa: NoApartment
Taxes:$5,270
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Investors with an eye for both stability and upside, take note: this fully occupied duplex delivers two distinct three-bedroom, one-and-a-half-bath residences under a single, income-producing roof. Each unit carries its own half bath cleverly tucked off the primary bedroom, with easy-care tile flowing throughout—a detail tenants adore and owners appreciate come maintenance time. The financials speak softly but persuasively. Both sides are leased to long-term residents, generating dependable monthly returns from day one, while a roster of meaningful upgrades quiets the usual investor anxieties: full re-piping completed in 2024, energy-conscious tankless water heaters, and a roof refreshed in 2017. Two detached storage sheds, each wired with electric, lend flexibility that savvy landlords rarely find. Currently served by well and septic, the property sits close to central utilities at the street, and an RMF-2 designation may even permit an accessory dwelling unit—an enticing avenue for amplified yield, subject to city verification. Location sweetens the proposition considerably. Lime Lake Park rests a short distance away, offering green respite within minutes. Booker High School anchors the neighborhood with educational appeal, while the Phuoc Loc Tho Oriental Supermarket adds delightful culinary character to weekly errands. Convenient bus access along North Lockwood Ridge Road keeps connectivity effortless for residents and prospective tenants alike. Rarely does a turnkey, dual-income asset arrive so thoughtfully maintained and so generously positioned. Schedule your private tour today and let the numbers, and the neighborhood, make the case.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Don Chamberlain (207-329-8889)
2228/2232 25TH ST, SARASOTA, FL 34234
$419,90033 Days on yellowkey MLS ID: A4696124
Bed: 6 Bath: 3.0 Liv Area Sq Ft: 2132 Built: 1988 Tax: $5,270 (2025)Community: New HarlemSpa: NoHalf Duplex
1850 MAGNOLIA ST, SARASOTA, FL 34239
$2,100,00039 Days on yellowkey MLS ID: A4697162
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3148 Built: 2017 Tax: $21,727 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$21,727
Remarks: Virtually Staged. In the heart of Southside Village, this exceptional home offers one of Sarasota’s sought-after lifestyles. Just west of Tamiami Trail in Poinsettia Park’s charming Flower Streets, the neighborhood is known for its tree-lined streets, diverse architectural character, and proximity to restaurants, boutiques, gourmet markets, Sarasota Memorial Hospital, Southside Elementary, downtown Sarasota and the Siesta Key bridge. From 1920s bungalows to newly built residences, the area reflects the character and appeal that continues to attract buyers year after year. This home combines spacious living areas with thoughtful design and inviting outdoor spaces. The first floor features 10-foot ceilings, plank tile flooring, and a great room with tray ceilings, an electric fireplace, and triple sliders that open to the patio and pool area. The kitchen is centered around a large island and includes marble countertops, stainless steel appliances and a butler pantry. A den with a Murphy bed and an adjacent full bath offers flexibility for guests, a home office or multi-purpose use. Upstairs, four bedrooms, three baths, and a family room with built-in cabinetry and a beverage refrigerator provide comfortable space for everyday living. The primary suite includes two walk-in closets, dual vanities, a soaking tub and a separate shower. Outdoor living is equally inviting, with a heated saltwater pool and spa, covered entertaining areas and open patio spaces designed for enjoying Sarasota’s year-round sunshine. With easy access to downtown Sarasota, Siesta Key, shopping, dining, healthcare and schools, this home offers an outstanding opportunity in one of the city’s desirable neighborhoods.
Listing Agent: Carmen Baskind (941-724-1854)
435 S GULFSTREAM AVE #206, SARASOTA, FL 34236
$419,00055 Days on yellowkey MLS ID: A4694462
REDUCED by $30,000 (6.7%) on 07/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1304 Built: 1972 Tax: $2,909 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$2,909
Remarks: The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!
Listing Agent: David Butler Jr (941-350-9503)
4576 BLISS RD, SARASOTA, FL 34233
$385,000131 Days on yellowkey MLS ID: A4685762
0 Days Off yellowkey (back on 7/14/2026)
REDUCED by $10,000 (2.5%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1978 Tax: $3,533 (2025)Community: Sarasota HighlandsSpa: NoSingle Family
Taxes:$3,533
Remarks: Under contract-accepting backup offers. Welcome to 4576 Bliss Road, a beautifully updated family home nestled in one of Sarasota’s most desirable neighborhoods, renowned for its top-rated schools and friendly community atmosphere. This spacious 3-bedroom, 2-bathroom residence is thoughtfully designed with a smart split floor plan that provides both privacy and comfort for every member of your family. Step inside to discover brand-new plumbing and elegant, durable luxury vinyl plank flooring that flows seamlessly throughout the home, combining style with practicality for busy family life. The bathrooms have been meticulously remodeled to create spa-like retreats, blending modern elegance with functionality, ensuring a relaxing and rejuvenating space for your family to unwind. Additional upgrades include impact-resistant windows that offer peace of mind and energy efficiency, along with a complete home repipe to ensure long-lasting reliability. Outside, you’ll find a fully fenced yard that offers a safe, private oasis for children and pets to play freely or for hosting unforgettable family gatherings and celebrations. Whether it’s a quiet evening on the patio or a lively weekend BBQ, this outdoor space is designed to accommodate all your family’s needs. This home perfectly marries the timeless charm of classic Sarasota updates that buyers desire—all within a highly sought-after school district that prioritizes education and community values. Don’t miss this rare opportunity to secure a comfortable, stylish, and welcoming home at 4576 Bliss Road, where your family’s new chapter awaits.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Robert Krasow (941-363-6507)
704 S LOCKWOOD RIDGE RD, SARASOTA, FL 34237
$515,00094 Days on yellowkey MLS ID: A4690645
REDUCED by $60,000 (10.4%) on 05/01/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2346 Built: 1976 Tax: $6,120 (2025)Community: Bellevue TerraceSingle Family
Taxes:$6,120
Remarks: SELLER IS MOTIVATED AND WILL CONTRIBUTE TOWARDS BUYERS CLOSING COSTS, PREPAIDS, AND INTEREST RATE BUY DOWNS! New price and fresh opportunity- just minutes from all things Sarasota has to give, such as the arts and theater district, shopping, dining, BEACHES, activities, walking trails, pickleball, tennis courts and much much more! Welcome to this 3-bedroom, 2.5 bath, single family home in Sarasota, where location, location, location truly defines the lifestyle. Positioned on a corner .21-acre lot with NO HOA OR CDD, this home places you just a stone’s throw from the Legacy Trail, with walking access to pickleball courts, tennis courts, Pompano Park, and Locklear Park, plus nearby community amenities. Whether it’s biking, running, or social recreation, everything is right outside your door. The backyard is the standout feature, thoughtfully designed for entertaining and everyday enjoyment. Enjoy a fire pit area, low maintenance astro turf, multiple seating zones, a gazebo, and a screened in porch that can easily be converted into a full outdoor kitchen. The large yard offers ample room to build a pool, all surrounded by mature oak trees and a mango tree that add shade and character. Inside, the home offers 2,346 sqft with spacious bedrooms, a flexible bonus room for work or guests, and a primary bath with a garden tub. Major updates include an AC system replaced in 2022, water heater in 2024, along with the benefit of being in Flood Zone X with a raised foundation. The dining area has custom built-in seating with storage area to accommodate small or large gatherings, built with the intention for hours of entertaining. This is a rare opportunity to own a home that combines space, updates, and one of Sarasota’s most activity rich locations. With lots of potential, let the imagination take over as you create the space you desire and deserve to have!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jennifer Mcclendon (720-839-2131)
8370 WINGATE DR #726, SARASOTA, FL 34238
$339,90016 Days on yellowkey MLS ID: A4699646
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1996 Tax: $3,978 (2025)Community: Pinestone At Palmer RanchSpa: YesCondo
Taxes:$3,978
Elementary School: Gulf Gate Elementary
Middle School: Riverview Middle
Remarks: * WATERFRONT CONDOMINIUM * GATED COMMUNITY * LIKE NEW * FANTASTIC AMENITIES * By far the BEST PRICE PER SQUARE FOOT IN THE ENTIRE DEVELOPMENT! Beautifully kept, spotlessly maintained, townhouse style second floor condominium. Just ONE owner since new. There isn't another one like this! On Crocker Lake in the gated development of Pinestone one of Palmer Ranches best loved neighborhoods, this one has it all. New appliances, new washer and drier, Pinestone's largest condominium. Soaring two story ceilings, ceramic tile throughout with the exception of 2 of the 3 bedrooms which have new carpet. Recently repainted too! This one is truly a delight and is now is the time to get it before all those moving to Florida send prices much higher. Light, bright and airy with lake views from most every room. The second floor primary bedroom balcony overlooks the main living area. Primary bedroom is oversized with a wall closet and a walk in closet too. Second bedroom has a walk-in closet and like the primary, faces the lake. Located next to the full bath this room is a perfect second bedroom for family, friends or visitors. Third bedroom can be set up as a formal dining area, bedroom, office or den. This is a great multi purpose room located near the main living area and containing a large closet. Living room, kitchen and breakfast bar area are very open and inviting with great lake views and lots of light. Recently replaced and updated AC, recently painted throughout and all new upgraded carpeting in two of the bedrooms. The lanai givestch the sunset, the choice is yours. New washer and dryer are located in the wall closet on the main floor right next to the understairs storage area. Pinestone is a premier gated condominium development with 310 condominium properties. With very low monthly condominium fees! Amenities include oversize heated pool with lap lanes, hot tub/spa, gym, BBQ grills, two tennis courts, billiard room, library, card room, large social area in clubhouse with kitchen facilities, 32 seat movie theater, 1/2 basketball court, pickleball courts, shuffle board, bocce court, fountain courtyards, fire pits, outdoor conversation seating area, locked bike storage and much more. Seller says it's time to get it sold. Take a look but do it quick because this one won't last!
Listing is courtesy of: SARASOTA HOME REALTY (941-544-6763)
Listing Agent: Brian Mcgreevy (941-544-6763)
2375 BAHIA VISTA ST, SARASOTA, FL 34239
$505,00033 Days on yellowkey MLS ID: A4694787
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1092 Built: 2022 Tax: $5,124 (2025)Community: Avon Heights 2Single Family
Taxes:$5,124
Remarks: Some homes are built to impress. This one was built to live in — and it delivers on every level. Constructed in 2022 to current building codes, this island-style elevated stilt home sits in one of Sarasota's most coveted in-town corridors, tucked between the energy of downtown and the calm of the Gulf Coast beaches, with virtually everything you need within a half mile of your front door. Step inside and the first thing you notice is how right it feels. Luxury vinyl floors run throughout, shaker-style cabinetry lines the kitchen, and stone countertops anchor a fully equipped cooking space outfitted with smart Samsung stainless steel appliances. The living room flows naturally into a dining area and a charming alcove complete with an antique bar cart and built-in desk — equal parts functional and full of character. Smart TVs throughout, an interior Samsung washer and dryer, and all turnkey furnishings included mean you walk in and you're already home. 3 bedrooms and 2 full baths sleep up to 8 comfortably, making the layout as practical for a full-time family as it is for a rotating roster of vacation guests. The metal roof and impact windows provide the kind of peace of mind that's hard to put a price on in Florida, and the elevated stilt-on-concrete-piling construction keeps you above the worry. Under-building carport parking accommodates 2 vehicles with ease. Out back, a serene tree-lined yard gives you a private exhale after everything the neighborhood has to offer — and the neighborhood has a lot to offer. The gym, medical, and pharmacy are each 0.3 miles away. Coffee and groceries are 0.4 miles out. Gas in 0.6 miles, the movie theater in 1.1. Arlington Park and Aquatic Complex — one of Sarasota's most beloved community anchors — is a short walk. Southside Village, with its independent restaurants and neighborhood charm, is right there. Downtown Sarasota, the Bayfront, the marina, the Sunday Farmers Market, the arts district — all within easy reach. Lido Key and world-famous Siesta Key Beach, with its powdery quartz sand, are a quick drive when the Gulf is calling. Currently operating as a successful short-term vacation rental, this home offers genuine flexibility — use it as a primary residence, a personal retreat, or continue generating rental income with an already-proven property in an always-in-demand location. In Sarasota, that combination is harder to find than it looks.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Michael Laconca, Pa (941-800-2940)
377 S SHORE DR, SARASOTA, FL 34234
$2,390,000333 Days on yellowkey MLS ID: A4662448
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1943 Built: 1954Monthly Fee: $3 Tax: $21,819 (2025)Community: Indian Beach - Sapphire ShoresSpa: NoSingle Family
Taxes:$21,819
Remarks: Amazing opportunity to create your waterfront estate in Sapphire Shores, where history, culture, and growth meet. This 16,378 sq. ft. lot offers 87 feet of water frontage, a private dock, and direct access to Sarasota Bay. Positioned along a quiet shoreline, it overlooks an almost 900-foot-wide deep-water basin, providing both privacy and natural beauty. Sapphire Shores combines legacy estates, striking new builds, and proximity to cultural landmarks such as The Ringling Museum and Asolo Theatre. With the North Trails ongoing transformation, including new developments, zoning updates, Ringling Colleges expansion the neighborhood is emerging as a prime location for luxury residences. Whether for a custom estate or a speculative project, this is a rare chance to secure a large waterfront property in one of Sarasota's most dynamic luxury neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
4688 OAK HOLLOW DR #25, SARASOTA, FL 34241
$289,00099 Days on yellowkey MLS ID: A4690247
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1980 Tax: $3,229 (2025)Community: Hammocks, Bent TreeVilla
Taxes:$3,229
Elementary School: Lakeview Elementary
Remarks: Welcome home to this beautiful 3-bedroom, 2-bath villa with a 2-car garage, located behind the gates of Bent Tree Village in Hammocks 1. This split-bedroom floor plan offers both space and privacy, with formal living and dining areas, vaulted beam ceilings, and a separate Florida room featuring new hurricane-rated skylights. From there, enjoy views of the open-air patio and peaceful trees beyond. The newly renovated 2025 kitchen features quartz countertops, all-new cabinetry, pull-out lower drawers, and newer stainless steel appliances. The laundry closet is conveniently located in the kitchen. The oversized primary suite includes an ensuite bath with dual vanities, a walk-in shower, and a large walk-in closet. On the opposite side of the home, you’ll find two guest bedrooms and a full guest bath. This villa is located in Hammocks 1, which is not a 55+ community. You’ll also love the convenient location near I-75, restaurants, shopping, and just a short drive to the area’s beautiful beaches or UTC Mall. Don’t miss your chance to make this lovely villa your new home.
Listing Agent: Lisa Bouck, Pa (941-374-0165)
6140 MIDNIGHT PASS RD #501, SARASOTA, FL 34242
$1,795,000109 Days on yellowkey MLS ID: A4688820
REDUCED by $100,000 (5.3%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1798 Built: 1967 Tax: $16,236 (2025)Community: Horizons WestCondo
Taxes:$16,236
Remarks: Under contract-accepting backup offers. Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and start enjoying the beachfront lifestyle. Featuring IMPACT windows and doors for peace of mind, this coastal retreat is nestled within the desirable Horizons West, a Gulf-to-Bay resort set on over 7 beautifully landscaped acres. Amenities include 300 feet of deeded beach access with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock ideal for fishing, picnicking, or watching boats pass by. Launch kayaks and paddleboards from the bayside to explore the mangroves, or hop on the free Siesta Key trolley to experience the island’s exceptional dining, shopping, and entertainment.
Listing Agent: Suki Scollo (941-587-2289)
2604 SYDELLE ST, SARASOTA, FL 34237
$2,729,000177 Days on yellowkey MLS ID: A4679122
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3523 Built: 2026 Tax: $3,264 (2025)Community: Paver Park Estates 1St AddSpa: YesSingle Family
Taxes:$3,264
Remarks: Virtually Staged. Welcome to 2604 Sydelle Street, a breathtaking custom-built residence by Fine Construction that seamlessly blends timeless elegance, superior craftsmanship, and modern luxury. Perfectly positioned on a spacious corner lot in one of Sarasota’s most desirable locations, this exceptional home offers 4 bedrooms, 4 full bathrooms, a glass-enclosed den, and 3,523 square feet of thoughtfully designed living space tailored for both everyday comfort and sophisticated entertaining. From the moment you arrive, the home’s striking curb appeal and meticulous attention to detail set the tone for what awaits inside. Step through the custom entryway and impressive pivot door to discover an open-concept floor plan filled with natural light, soaring ceilings, and premium finishes throughout. Engineered hardwood flooring flows seamlessly from room to room, adding warmth and elegance while complementing the home’s contemporary design. At the heart of the home is a chef-inspired gourmet kitchen, thoughtfully appointed with custom European style cabinetry, stunning Taj Mahal quartzite countertops, premium Thermador appliances, and an expansive island that serves as the perfect gathering place for family and guests. A spacious butler’s pantry provides additional storage and prep space, making entertaining effortless while maintaining a clean, refined aesthetic. The luxurious primary suite serves as a private retreat, offering a spacious walk in shower and generous closet space designed with both comfort and functionality in mind. Each additional bedroom is thoughtfully appointed with ample space and access to beautifully finished bathrooms, ensuring comfort and privacy for family members and guests alike. The first floor den offers flexibility as a home office, media room, or guest space. Designed to embrace Florida’s indoor outdoor lifestyle, the expansive sliding glass doors open to a spectacular outdoor living area. The custom-designed pool is the centerpiece of the backyard oasis, complemented by a fully equipped outdoor kitchen and covered entertaining space, creating the perfect setting for year round gatherings, relaxation, and enjoying Sarasota’s beautiful weather. Additional features include a rare drive through garage, offering enhanced convenience, storage options, and flexibility for recreational vehicles or extra parking. Every detail of this residence has been carefully curated to provide a luxurious yet functional living experience. Located in the heart of Sarasota, this exceptional property offers unparalleled access to the area's finest amenities. Just minutes from downtown Sarasota, residents can enjoy world class dining, boutique shopping, arts and cultural attractions, waterfront parks, and the pristine Gulf Coast beaches that make Sarasota one of Florida’s most sought after destinations. This is a rare opportunity to own a truly custom luxury home in an unbeatable location. Schedule your private showing today and experience the extraordinary quality, design, and lifestyle that 2604 Sydelle Street has to offer.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jenna Didiego (941-735-3332)
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