Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
5830 MIDNIGHT PASS RD #61, SARASOTA, FL 34242
$598,000189 Days on yellowkey MLS ID: A4672481
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $3,746 (2025)Community: Jamaica RoyaleCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,746
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to a place where mornings begin with the sound of gentle waves and evenings settle into sunsets that linger long after the sky fades. This ground-level villa places you within steps of the Gulf in one of Siesta Key’s most cherished beachfront communities. The interior of this home has been completely transformed with a full remodel, bringing a fresh, modern feel to every room. This renovation was done with both comfort and longevity in mind, creating a space that is truly ready for its next chapter with a new owner. Updates include state-of -the art impact resistant doors and windows, a re-imagined kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, new base trim and interior doors, and all-new furniture and appliances, including a new dishwasher, refrigerator, washer, dryer, AC, and water heater. Jamaica Royale is known for its private white-sand beach, three heated pools, serene garden pathways, and welcoming coastal atmosphere. Not only do residents enjoy true maintenance-free living in Jamaica Royal, but cable, internet, water, and sewer are also included in association dues. The convenience continues with optional in-house rental management, allowing owners to easily generate income when they are away while keeping their home professionally cared for. Everything you need is within easy reach, yet every moment here feels like a getaway. Spend your days stretched out on the sand in a private cabana, making new friends while wandering the shoreline at sunset, or grilling up the day's fresh catch on the beachside BBQ. Then, when it's time for venturing out, public transportation makes it easy to head to downtown Sarasota, Gulf Gate, or Siesta Village for dining, music, and local coastal charm. If you have been waiting for the perfect home by the beach, that has already been beautifully updated and offers the full island lifestyle, this villa is the one. Schedule your private showing and experience what makes Jamaica Royale such a special place to call home. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
464 GOLDEN GATE PT #703, SARASOTA, FL 34236
$3,995,00081 Days on yellowkey MLS ID: A4685865
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3490 Built: 2006 Tax: $37,084 (2025)Community: La BellasaraSpa: NoCondo
Taxes:$37,084
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Commanding breathtaking panoramas of Sarasota Bay, the downtown skyline, and the barrier islands beyond, this exceptional 3-bedroom, 4.5-bath residence at La Bellasara enjoys a rare 7th-floor vantage point on coveted Golden Gate Point. Encompassing over 3,490 square feet and finished with neutral marble floors throughout, the residence lives like a private waterfront home—blending expansive interiors, refined design, and effortless access to the heart of downtown Sarasota. The primary suite is a true retreat, distinguished by two completely separate his-and-hers bathrooms, offering an uncommon level of space and privacy. A private elevator opens to an elegant entry foyer, setting the tone for interiors defined by high ceilings, crown molding, and a light, coastal palette. Walls of glass frame sweeping water and city views while filling the open-concept living and dining areas with natural light. The spacious great room flows seamlessly to expansive bayfront terraces, creating an ideal setting for both entertaining and everyday living. The gourmet kitchen is thoughtfully appointed with a large center island, breakfast bar, custom cabinetry, and premium appliances including a 6-burner Dacor gas range, Sub-Zero refrigeration, Wolf oven and warming drawer (new in 2025), and convection microwave. Designed to connect effortlessly with the main living areas, it offers both function and style for casual dining or hosting. The primary suite enjoys direct terrace access along with dual walk-in closets and the rare distinction of two separate full bathrooms, creating a true private retreat. Two additional guest suites, each with en-suite baths and access to private terraces, provide comfort and privacy for family and visitors alike. Outdoor living is equally compelling, with multiple terraces that capture panoramic bay and skyline views. A summer kitchen and built-in gas grill enhance the experience, offering the perfect backdrop for sunset gatherings or quiet evenings overlooking the water. La Bellasara is an intimate, gated waterfront community of just 28 residences, offering the privacy of a single-family home with the ease of luxury condominium living. Residents enjoy a full suite of amenities including concierge services, a bayfront heated pool and spa, fitness center, theater and social rooms, and a courtesy day dock. Each residence includes a private two-car garage, and specific to this residence a deeded boat slip. Ideally located just moments from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a rare opportunity to enjoy refined waterfront living in one of Sarasota’s most sought-after bayfront communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
516 LAUREL PARK DR, SARASOTA, FL 34236
$775,000139 Days on yellowkey MLS ID: A4677304
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2451 Built: 2019Monthly Fee: $522 Tax: $9,513 (2025)Community: Enclave/Laurel Park RepTownhouse
Taxes:$9,513
Remarks: One or more photo(s) has been virtually staged. Experience the ultimate urban oasis in this impressive downtown townhouse, where luxury meets convenience in a vibrant neighborhood just steps away from the best that Sarasota has to offer! This exceptional property features a private elevator connecting every level, ensuring effortless access throughout the spacious interior. This multi-level townhome maintains a minimal urban footprint without sacrificing comfort. This single-family residence boasts nearly 2,500 square feet. It features 3 bedrooms, 3.5 baths, a home office, and ample storage on every floor, all designed with functionality in mind. A gated entrance defines your green space, featuring paver bricks, lovely landscaping, and a covered front porch. The foyer features a climate-controlled flex room for storing all your things, along with ground-level access to the attached two-car garage. As you proceed to the main level, you’ll discover an open floor plan with a convenient half bath and combined living and dining areas, next to a beautiful kitchen. It boasts quartz countertops that complement the white raised-panel cabinetry, which is accented by a herringbone-patterned backsplash illuminated with task lighting. A center island features an induction cooktop, a retractable hood vent that effectively removes smoke and odors, and breakfast bar seating. Additionally, a stainless-steel apron sink is paired with modern, high-quality appliances. Two distinct balconies offer park views to the east and city vistas to the west, each accessed through sliding glass doors. The owner's floor includes an en-suite bath, a generously sized walk-in closet, and an additional balcony. The luxurious bathroom boasts quartz countertops, furniture-quality cabinetry, double sinks, tile, and a spa-like shower with a glass-front enclosure, an overhead rainfall showerhead, and a secondary nozzle. Nearby, you’ll find a home office with its own balcony, as well as a dry bar complete with a beverage refrigerator. Additionally, this floor offers a well-appointed laundry room. Warm hardwood flooring spans three levels, leading to inviting neutral carpeting on the top floor. Explore two stunning bedroom en-suites, each boasting balconies, spacious walk-in closets, and elegant herringbone tiled baths. One features a sleek shower, while the other invites relaxation with a lovely tub-shower combo! For added peace of mind, the property features hurricane-rated windows and doors. With its advanced smart home features, this townhouse not only offers comfort and luxury but also convenience at your fingertips. The Enclave is in Laurel Park, a historic neighborhood in Sarasota. It offers a vibrant metropolitan lifestyle just west of the trail, situated across the street from Payne Park. This county-maintained venue features tennis courts, a skate park, a café, an amphitheater, cycling paths, disc golf, picnic tables, a playground, and a water feature. City sidewalks along Laurel Street stroll to the epicenter of Downtown Sarasota. You can visit the famous Farmers Market to explore fresh local produce on the weekend, and head to the Bayfront to launch your kayak for a day on the water. This area offers plenty of options for entertainment, dining, and shopping. Additionally, it provides access to Legacy Trail, which features miles of biking opportunities. Sarasota Memorial Hospital and Morton’s Market Plaza are only a few blocks away. Plus, you’ll find the world-renowned sugar-sand beaches of Siesta Key nearby!
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
4701 ATLANTIC AVE, SARASOTA, FL 34233
$469,00040 Days on yellowkey MLS ID: A4690001
0 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 1976 Tax: $3,847 (2025)Community: Ashworth ParkSpa: YesSingle Family
Taxes:$3,847
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. No HOA, an oversized lot, a private pool and hot tub- this home is truly paradise in paradise. This rare opportunity is approximately 7 miles or about 15 minutes from world-famous Siesta Beach and downtown Sarasota. 4701 Atlantic offers 3 bedrooms, 2 bathrooms, and 1,656 square feet of living space on an expansive 17,550 sq ft lot—giving you privacy where you may even forget you have neighbors! Inside, the kitchen is designed to impress and perform, featuring three Bosch ovens, rich walnut wood countertops, a farmhouse sink, and generous cabinet space—perfect for cooking, baking fresh cookies or sourdough bread, and entertaining. The main level includes the primary bedroom, living and dining space along with a versatile flex room with a fireplace. This flex room is ideal as a family room, game room, office, guest space, or even a fourth bedroom. Upstairs, two generously sized bedrooms and a full bathroom provide comfort and separation for family or guests. When you go outside, you step into your own private retreat. The backyard is lush and inviting with a large lanai and private pool and hot tub, a dedicated space for gardening or displaying plants, and even a separate covered patio area. Enjoy harvesting mangoes, passion fruit, and peaches right from your own yard during the growing seasons. Additional highlights include a metal roof, a spacious garage with room for vehicles and toys, and extra backyard space suitable for storing a trailer or small boat. Located nearby many local schools, shopping, dining, downtown Sarasota, and world-famous Siesta Beach, this home offers an exceptional combination of space, flexibility, and Florida lifestyle. Call to schedule your private showing today.
Listing is courtesy of: CERUS REALTY (941-882-0690)
Listing Agent: Greg Wood (941-882-0690)
1770 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$650,00097 Days on yellowkey MLS ID: A4683120
REDUCED by $100,000 (13.3%) on 04/30/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1211 Built: 1970 Tax: $7,157 (2025)Community: Lido Harbour TowersCondo
Taxes:$7,157
Remarks: One or more photo(s) has been virtually staged. Experience the ultimate in coastal living at Lido Harbor Towers—your beachfront escape directly on the Gulf of Mexico. Enjoy South Lido’s powdery sands, laid-back luxury, and a tranquil atmosphere with immediate access to the shoreline. Plus, you’re just moments from the vibrant shops and restaurants of St. Armands Circle, making premier dining and shopping always within easy reach. This spacious 2-bedroom, 2-bath, 1,280-square-foot residence is offered turnkey furnished in relaxed island style. Hand-painted artisan touches infuse every space with authentic character, while tranquil surroundings set the tone for effortless beachside living, and impact-rated windows and sliding glass doors provide peace of mind—delivering durability, comfort, and style. Relax on your fully enclosed balcony, where the sunrise colors the sky over South Lido Park and Preserve, and gentle breezes complete peaceful sunsets over subtle Gulf views. Thoughtful touches enhance every corner of this residence, from ceramic tile flooring and classic plantation shutters to mirrored walls, space-saving pocket doors, and abundant closet space, including a cedar-lined option. The eat-in kitchen blends function and style, featuring crisp white raised-panel cabinetry with glass display shelving and a coordinating tiled backsplash. A custom ceiling and modern stainless-steel appliances bring a fresh update to the space, while a closet pantry adds valuable storage. Bright walls infuse a lively atmosphere, and a convenient pass-through seamlessly connects the kitchen to the main living area for easy entertaining. The great room has dedicated living and dining spaces that open effortlessly to the balcony, adding nearly 100 square feet of indoor-outdoor living for relaxed gatherings or quiet moments by the coast. The Gulf-side primary bedroom is a bright retreat, featuring an ensuite bath, dual double closets, and custom tilework inspired by the colors of a beach sunset. Designer ceiling fan, sun-kissed walls in cheerful tones, and direct balcony access through sliding glass doors complete this inviting sanctuary. Completing the interior is a comfortable secondary bedroom with a walk-in closet and a guest bath adorned in the same uplifting finishes found throughout the home. Generous closet space offers versatility to meet your needs, with the option to incorporate a private laundry for added comfort and convenience. The residence also includes deeded storage and assigned one-car garage parking. Lido Harbor Towers is nestled directly on the sands of Lido Key, just south of the Ritz Carlton Beach Club. Wake each day to the fresh scent of sea air and enjoy sun-soaked moments by the seaside pool, expansive sun deck, and direct beach access. This charming high-rise features inviting amenities, including a club room with a full kitchen for gatherings, a beautifully renovated lobby, common fourth-floor laundry, BBQ area, bike and kayak storage, guest parking, and lush tropical landscaping with paver brick pathways. Ideally situated at the coveted south end of Lido Key, you’re moments from both the Gulf of Mexico and the tranquil bay waters of Ted Sperling Park—a 100-acre haven cherished by boaters, kayakers, and fishing enthusiasts alike. Lido Beach awaits with its white sugar sands and azure tides, while the energy of downtown Sarasota is only minutes away. At Lido Harbor Towers, every day feels like a vacation getaway.
7101 JAVA DR, SARASOTA, FL 34241
$499,00047 Days on yellowkey MLS ID: A4690214
1 Days Off yellowkey (back on 4/30/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1994 Built: 1998 Tax: $3,616 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,616
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Situated on an oversized corner lot in Sarasota, this well-maintained home offers both space and flexibility with thoughtful updates throughout. Major updates are already done — a new metal roof, all new impact windows and doors, this property provides peace of mind and confidence. Inside, you’ll find high and vaulted ceilings that enhance the open floorplan, creating a bright and inviting living space centered around an electric fireplace. The home also offers generously sized closets and functional living areas designed for everyday comfort. Outside, enjoy a fenced backyard with new landscaping and a sprinkler system already in place. The expanded driveway allows for extra parking, while the oversized lot provides ample room for a boat or RV—perfect for those looking to take full advantage of the Florida lifestyle. The home is also conveniently located near two local parks, including a dog park — a great perk for pet owners and outdoor enthusiasts alike.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
1846 LINCOLN DR, SARASOTA, FL 34236
$2,095,000245 Days on yellowkey MLS ID: A4666374
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2618 Built: 1941 Tax: $17,701 (2024)Community: Avondale RepSpa: NoSingle Family
Taxes:$17,701
Tax Year: 2024
Remarks: Located in the highly sought-after Avondale neighborhood, this beautiful home has been extensively and tastefully UPDATED while maintaining its timeless charm. The SPLIT FLOOR PLAN includes three oversized ENSUITE BEDROOMS, an additional powder room, and a separate study/den conveniently positioned adjacent to the primary suite. FLOOR -TO-CEILING WINDOWS and an open floor plan allow for abundant natural light and views of the HEATED SALT WATER POOL, travertine deck, and generously sized backyard. Significant renovations in 2022 and 2023 include a new primary suite addition, an EXTENSIVE KITCHEN REMODEL WITH UPDATED PLUMBING AND ELECTRICAL and new flooring throughout. Exterior improvements are equally impressive, featuring IMPACT RATED WINDOWS AND DOORS throughout, enhanced landscaping with drainage systems, irrigation, front yard fencing, and updated lighting. Additional features include a 2-car garage with EPOXY FLOORING, METAL ROOF(2007/2021), and NEWER A/C (2021). The elevation of the house is above the based flood elevation and experienced no flood on the property during the 2024 storm season. Perfectly situated between Southside Village and the vibrant Downtown Sarasota Bayfront, the property is also located within the highly sought-after Southside Elementary School District, making it a premier choice for those seeking convenience, style, and location.
Listing Agent: Fred Sassen (404-408-5956)
1789 LOMA LINDA ST, SARASOTA, FL 34239
$1,395,000578 Days on yellowkey MLS ID: A4627340
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2560 Built: 1950 Tax: $14,382 (2023)Community: Pomelo Place ResubSpa: NoSingle Family
Taxes:$14,382
Tax Year: 2023
Remarks: The West of Trail BEST BUY!! Located between Osprey Avenue and Orange Ave, rarely will you find a 2500+ square foot cement block home on an oversized corner lot (100' x 142') with 3 bedrooms, 2 bathrooms, 2 car attached garage and pool for this price. Open floor plan with high ceilings in living areas, wood flooring, spacious living and dining areas, wine cellar, separate laundry room, screened in pool and large lanai. Automatic driveway gate for garage side entry on Osprey and circular drive on Loma Linda. Prime location just down the street from popular Southside Village shops and restaurants and in highly acclaimed schoold districts. Come see for yourself and have a very pleasant surprise. No interior storm damage in the home.
Listing Agent: Barbara May (404-822-9264)
1731 SIESTA DR, SARASOTA, FL 34239
$2,595,00040 Days on yellowkey MLS ID: TB8500166
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2026 Tax: $3,515 (2025)Community: BayviewSpa: YesSingle Family
Taxes:$3,515
Remarks: Under Construction. Brand new construction with ultra-luxury finishes, estimated for completion July 2026. This is the one. A statement home in one of Sarasota’s most desirable “West of the Trail” locations, designed with intention, elevated finishes, and a level of detail you simply don’t see every day. Be the first to live in it! Featuring 3 bedrooms, 2.5 bathrooms, plus a separate detached 1 bed, 1 bath guest house/in-law suite, this property offers flexibility, privacy, and true lifestyle living. From the moment you walk in, you’re welcomed by a stunning foyer featuring Taj Mahal quartzite and custom solid wood cabinetry, setting the tone throughout. Wide-plank oak flooring runs throughout the home, complemented by designer lighting, double recessed lighting, and curated finishes at every turn. The kitchen is a true showpiece—featuring Taj Mahal quartzite countertops, custom oak cabinetry in a soft cashmere tone, LED strip lighting, 3’ floating shelves with integrated lighting, a statement hood, oven and cooktop, refrigerator, built-in microwave island, spice rack, and a corner cabinet with a built-in lazy Susan. The island showcases sleek slat panel detailing, and the wine feature will be upgraded to a waterfall design. The living space is equally impressive, anchored by a Dimplex deluxe built-in electric fireplace with logs, framed by a custom American walnut wall unit, travertine stone, and metal detailing. The primary suite is a true retreat, featuring custom sand-grey paneling with integrated LED lighting, floating solid wood shelving with drawers, and a fully built-out walk-in closet with oak cabinetry and LED lighting. The spa-inspired primary bath showcases Taj Mahal quartzite countertops, a floating vanity with dual sinks, brushed gold fixtures, and a walk-in shower with dual shower heads including a rainfall feature. Step outside and it only gets better. The backyard is designed for true resort-style living, featuring a full infinity-edge pool with integrated jacuzzi, a fully equipped outdoor kitchen with BBQ and gazebo, perfect for entertaining. Take it to the next level—literally—with a rooftop terrace complete with a built-in bar with mini-fridge and private mini golf course, offering the perfect setting to enjoy sunsets and sweeping views of the beach and Sarasota skyline. Additional highlights include custom oak built-ins with LED lighting in the garage, designer light fixtures and wall sconces throughout, brushed gold plumbing and bathroom fixtures, Bosch appliances, Avanti wine fridge, and Samsung Bespoke washer & dryer. NO HOA. The location is unmatched!! 10 minutes to Siesta Key Beach, rated #1 beach in the US by US News, known for its white-quartz sand and turquoise water, and minutes to Turtle Beach. Just 5 minutes to Southside Village, a charming, walkable area with coffee shops, wine bars, and boutique dining, and 6 minutes to The Crossings at Siesta Key and Morton’s Gourmet Market. Downtown Sarasota is 10 minutes away, while St. Armands Circle and Lido Key Beach are approximately 15 minutes away. Sarasota Memorial Hospital is also just 5 minutes away. This home delivers the perfect balance of luxury, design, and lifestyle, complete with a private guest residence and resort-style outdoor living, making it an exceptional opportunity you don’t want to miss. All photos are renderings and virtually staged.
Listing is courtesy of: AIM WEALTH REALTY LLC (305-762-9576)
Listing Agent: Lyndsey Kaplan (813-924-4017)
1931 HIGH POINT CIR, SARASOTA, FL 34236
$1,495,00046 Days on yellowkey MLS ID: A4690458
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1940 Tax: $13,413 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$13,413
Remarks: Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an oversized lot. The interior features refinished hardwood floors, double-paned windows, and an updated kitchen equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a trey ceiling and a gas fireplace, with French doors leading to a private outdoor area, perfect for the Florida lifestyle. This exterior retreat includes a saltwater pool and a professionally landscaped, fully fenced yard with irrigation supported by an irrigation well. Significant improvements offer peace of mind and long-term value, including a new standing seam metal roof (2025), a full A/C system (2022), a garage mini-split (2024), and completely replumbed with PVC. The air-conditioned two-car garage features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history along with future bookings, please inquire for more details.
1001 BENJAMIN FRANKLIN DR #201, SARASOTA, FL 34236
$700,000148 Days on yellowkey MLS ID: A4676690
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1293 Built: 1980 Tax: $8,455 (2025)Community: Lido TowersCondo
Taxes:$8,455
Remarks: Corner Unit 201 at Lido Towers is the kind of Lido Key opportunity that doesn’t come along often—easy, coastal living with flexible rental options when you want them. Located on the Northwest side of the building, this residence captures refreshing Gulf breezes and beautiful natural light, with windows on two sides that keep the space feeling open and bright all day long. The 2023 remodeled kitchen is a standout, featuring an enlarged opening to the dining room that instantly improves flow for entertaining and everyday living. The great room and eat-in kitchen connect seamlessly to a screened wrap-around balcony that adds approximately 215 sq. ft. of outdoor living space—maintained by the association, so your time is spent enjoying Lido, not working on it. And then there’s the lifestyle piece that matters most: private beach access directly across the street—a true owners-and-guests-only oasis where you can slip away for sunrise walks, afternoon reads under the Palm Trees, and those classic Sarasota sunset strolls without the public crowds. Lido Towers offers a heated pool, whirlpool, outdoor grills, north and south elevators, and a 5' x 6' storage locker on your floor for personal use. Both bedrooms have private bathroom access, and both baths feature newer cabinets and fixtures. Major updates add peace of mind with a new A/C (Dec. 2025), new roof, and recently updated elevators and entryways. The building is pet- and rental-friendly, and Unit 201 has strong rental history with approximately $14,000 in rental income and existing reservations already in place for 2026 February - March. Condo dues are $997 and include water—a real value on Lido Key. If you’ve been waiting for a smart way to own on the Key—enjoy it now, rent it when you want, and keep it simple—this is your moment to stake your claim and start living the Lido life.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Camille Buck (941-894-4771)
707 S GULFSTREAM AVE #602, SARASOTA, FL 34236
$749,000675 Days on yellowkey MLS ID: T3544842
REDUCED by $50,000 (6.3%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1247 Built: 1974 Tax: $7,976 (2023)Community: Essex HouseCondo
Taxes:$7,976
Remarks: PRICE IMPROVEMENT! Florida living at its finest! Fully renovated, turnkey 6th floor unit with views of the bay! No expense was spared: gourmet-style kitchen, sleek contemporary finishes and glazed porcelain plank tile throughout, spa inspired bathrooms, oversized closets, and NEW windows throughout. The enormous sun deck and pool provide resort-style amenities including a gazebo, grilling area, well equipped fitness center, and an entertainment room, which is available to rent. Covered, assigned parking. Steps from the water, and all the fine dining and entertainment that Sarasota has to offer. Schedule your showing today!
Listing is courtesy of: FITZ REAL ESTATE SERVICES (813-862-2045)
Listing Agent: Laura-Lee Hubert (631-764-8163)
3424 OLD OAK DR, SARASOTA, FL 34239
$1,095,00063 Days on yellowkey MLS ID: A4688216
REDUCED by $100,000 (8.4%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1953 Tax: $10,828 (2025)Community: Shoreland WoodsSpa: NoSingle Family
Taxes:$10,828
Remarks: Craving a low-maintenance, island-inspired lifestyle just moments from sparkling open water, world-famous beaches, and Sarasota’s most coveted destinations? This quaint Florida bungalow located in west of trail delivers the perfect blend of charm, location, and effortless living—just minutes to Siesta Key and steps from the coastal lifestyle you’ve been dreaming of. Tucked away in one of Sarasota’s most desirable “West of the Trail” neighborhoods, 3424 Old Oak Dr has been thoughtfully redesigned to preserve its original character while introducing timeless, modern updates. From the moment you arrive, the lush tropical landscaping, winding garden paths, and private courtyard-style entry create a warm, inviting ambiance that feels like your own hidden oasis. Inside, the home showcases a light-filled, airy design highlighted by vaulted wood-beam ceilings, soft coastal tones, and an open-concept layout that seamlessly blends comfort and style. The beautifully updated kitchen features granite countertops, open shelving, stainless steel appliances, and designer finishes, creating a space that is both functional and visually stunning. The living area centers around a charming wood-burning fireplace, adding warmth and character, while French doors invite natural light and connect indoor and outdoor living spaces effortlessly. The home offers flexible living spaces ideal for a primary residence, seasonal retreat, or income-producing property. Each room reflects a curated, coastal aesthetic with tasteful updates while maintaining the home’s unique bungalow charm. Step outside to your private backyard sanctuary, where a screened-in heated pool is surrounded by mature tropical landscaping, creating a serene and secluded environment perfect for relaxing or entertaining. An outdoor shower adds to the coastal lifestyle experience, while multiple seating areas and garden spaces enhance the home’s tranquil, resort-like feel. Located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and top-rated dining and shopping, this home offers unmatched convenience paired with a laid-back coastal lifestyle. Rarely does a property combine location, charm, income potential, and lifestyle so seamlessly. This is your opportunity to own a truly special Sarasota bungalow where every day feels like a vacation.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
1001 BENJAMIN FRANKLIN DR #511, SARASOTA, FL 34236
$499,000449 Days on yellowkey MLS ID: A4643855
REDUCED by $36,000 (6.7%) on 04/28/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1980 Tax: $5,166 (2024)Community: Lido TowersCondo
Taxes:$5,166
Remarks: Welcome to Your Beach Retreat at Lido Towers where luxury meets laid-back coastal living on the stunning shores of Lido Key. Lido Towers was built on a raised foundation — the only condo on Lido never to experience flooding This beautifully updated turnkey-furnished condo offers an exclusive gated beach access directly across the street on the north side of Lido Surf and Sand. Step inside to discover a bright, open-concept floor plan designed with coastal elegance in mind. NEW WINDOWS and SLIDERS April 2026 and 2023 renovated kitchen features sleek modern finishes, quartz, while light-toned flooring enhances the airy, beachy feel throughout the unit. The spacious primary suite offers a fully updated en-suite bathroom with contemporary fixtures, and an additional updated half bath adds convenience for guests. Relax and unwind on your private south-facing balcony, perfect for soaking in the Florida sunshine. Additional highlights include AC installed in 2024, Pet-friendly building, New Roof, New carports, plus ample guest, and second-vehicle parking, lots of storage and bicycle parking. There is Laundry facilities on every floor. Exceptional Amenities: Enjoy the newly updated heated pool, jacuzzi spa, and expansive sunset deck with lounge chairs, umbrellas, and poolside tables. Host gatherings in the club room, complete with kitchen, seating, and BBQ. Fully funded updates to lobby, clubhouse, balconies, elevators, and new fitness equipment coming in 2026. Investment Opportunity: One of the few rental-friendly buildings on Lido Key, Lido Towers allows monthly rentals up to 12 times per year — an income-generating opportunity made even easier with an on-site rental agent. Peace of Mind Comes Standard: Milestone inspections completed, Fully funded reserves, No upcoming assessments. Location, Location, Lifestyle: Steps from Ted Sperling Park for kayaking, paddle boarding, and exploring lush mangrove forests. A short stroll to St. Armands Circle for shopping, dining, and art. Free trolley stops in front of building to downtown Sarasota for world-class dining and entertainment. Don’t miss this rare opportunity to own a slice of paradise in one of Lido Key’s most desirable communities.
Listing Agent: Maureen Doherty (941-993-3159)
3458 ANGLIN DR, SARASOTA, FL 34242
$2,595,000102 Days on yellowkey MLS ID: A4683447
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2513 Built: 1983 Tax: $19,659 (2025)Community: Bay Island ParkSpa: NoSingle Family
Taxes:$19,659
Remarks: Welcome to Bay Island, ideally positioned on the north end of Siesta Key, where island living meets exceptional convenience. Just moments from Siesta Beach, Siesta Key Village, and downtown Sarasota’s waterfront dining and cultural offerings—with easy access on and off the island—this elevated Key West-style residence is set across a rare double lot, an uncommon offering on Siesta Key. Fully renovated in late 2019, the home features new siding, roof, electrical, plumbing, irrigation, hurricane-rated windows and French doors, and two HVAC systems. It has since been further enhanced with premium retractable invisible screens on all French doors, kitchen and bath refinements, and a whole-house water filtration system, along with additional upgrades that reflect its continued care and quality. The open-concept floor plan is filled with natural light, highlighted by vaulted ceilings, LVP flooring, and a natural gas fireplace. Multiple covered terraces extend the living space outdoors, reinforcing the home’s relaxed coastal design. The kitchen is designed for both everyday living and entertaining, centered around a large quartzite island with extensive drawer storage and pull-out shelving. A full Thermador appliance package includes a gas range, refrigerator and freezer columns, and dishwasher. Soft-close cabinetry and thoughtful storage solutions provide both function and efficiency. French doors open to an oversized covered deck overlooking mature tropical landscaping. The well-sized owner’s suite is located on the main living level and includes a walk-in closet and a private en-suite bathroom featuring a double vanity and large walk-in shower. A den on this level offers flexibility and can easily serve as a fourth bedroom or home office. Upstairs, two generously sized guest bedrooms share a newly appointed bathroom and enjoy access to a third-level terrace ideal for sunset views. Outdoor living sets this property apart. The double lot creates an expansive backyard with a recently resurfaced pool, travertine decking, and multiple covered terraces—an uncommon offering on Siesta Key. The additional lot provides flexibility for future enhancements while preserving privacy and open space.
4626 GLEASON AVE, SARASOTA, FL 34242
$695,000123 Days on yellowkey MLS ID: A4680372
0 Days Off yellowkey (back on 4/28/2026)
REDUCED by $35,000 (4.8%) on 04/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1144 Built: 1955 Tax: $6,783 (2025)Community: Ocean BeachSingle Family
Taxes:$6,783
Remarks: Under contract-accepting backup offers. You're about to miss it...coming off the market 6/1. A perfect blend of old-school cool and 2026 finishes, this mid-century modern bungalow is a true "buy it and move-in tomorrow” type home. Most importantly, no high condo/HOA fees. Polished terrazzo floors, vaulted ceilings, it’s just fun all over. Fully renovated with crisp coastal selections. It has a nice sunroom for a large party gathering or workout room, art studio, play area. Carport equipped with RV hookups and motor court driveway. Plenty of parking space for bikes, scooters, and golf carts. The landscaping is immaculate, professionally designed by the owner including an advanced drainage system helping keep you dry 24/7/365. Not far from the Village, close to the beach, and minutes to North bridge. Clean, affordable, easy beach living. Being offered turn-key furnished.
Listing Agent: Jason Skowronski (941-812-6090)
4375 SEDLEY LN, SARASOTA, FL 34241
$750,00081 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
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)
1824 WEBBER ST, SARASOTA, FL 34239
$650,00036 Days on yellowkey MLS ID: A4691535
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 1680 Built: 1968 Tax: $7,613 (2025)Community: Poinsettia Park 2Half Duplex
Taxes:$7,613
Remarks: Investor / Builder Alert! Exceptional WEST OF TRAIL opportunity in one of Sarasota’s desirable neighborhoods, Poinsettia Park. Located just steps from top-rated Southside Elementary School, this property offers incredible potential for redevelopment. The existing structure is a grandfathered duplex that is in very poor condition and best suited for teardown. The true value lies in the land — a 50’ x 118’ lot ideally positioned for a stunning new custom home. Enjoy a highly sought-after location just minutes to the shops and dining of Southside Village, the world-renowned beaches of Siesta Key, and the vibrant arts, dining, and waterfront lifestyle of Downtown Sarasota. Whether you’re a builder, investor, or end user looking to create a dream home, this is a rare chance to build new in an established, high-demand area surrounded by luxury properties. Opportunities like this are becoming increasingly scarce—don’t miss your chance to capitalize on this premium location!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Carson (941-685-2879)
1394 HARBOR DR, SARASOTA, FL 34239
$7,750,000109 Days on yellowkey MLS ID: A4682309
REDUCED by $500,000 (6.1%) on 04/21/2026
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5913 Built: 2004 Tax: $48,224 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$48,224
Remarks: Presenting a distinguished waterfront estate located in Sarasota’s premier bayfront community, Harbor Acres, widely regarded as the city’s most coveted neighborhood. Perfectly situated on a protected deep-water boat basin, this property offers immediate access to Sarasota Bay with the added benefit of a boat dock and lift on calm waters-ideal for larger vessels. With prized southern rear exposure, the home is bathed in natural light throughout the day, while capturing glowing sunsets across the water — a rare and highly desirable feature for waterfront living. The thoughtfully designed 4-bedroom, 6 bath floor plan offers exceptional flexibility and privacy, with distinct guest wings that function almost as private suites — ideal for hosting extended family, visiting friends, or even live-in arrangements without sacrificing personal space. The seamless flow between formal and casual living areas makes the home equally suited for elegant entertaining or relaxed everyday living. At the heart of the home, the chef’s kitchen features beautiful quartz countertops, island, abundant cabinetry, and premium appliances, opening effortlessly to the family room and outdoor living areas. A striking double-sided gas fireplace creates ambiance between key gathering spaces, enhancing both intimate evenings and larger gatherings. Enjoy the rare luxury of choosing between two primary suites. Both primary suites are serene retreats offering generous proportions, tranquil water views, and a spacious walk-in closets with custom built-ins designed for optimal organization. The spa-inspired baths provides a luxurious escape at the end of the day. Outdoor living is where this property truly shines. A fully equipped summer kitchen anchors the covered lanai, creating the perfect setting for waterfront dining and entertaining. The infinity edge pool, spa and outdoor lounge areas overlook the wide boat basin, where you can watch dolphins pass and boats glide by — all from the comfort of your own backyard.
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