Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1770 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$650,00094 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,157
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
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.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
7101 JAVA DR, SARASOTA, FL 34241
$499,00044 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
Middle School: Sarasota Middle
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
$2,095,000242 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
Middle School: Brookside Middle
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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
1789 LOMA LINDA ST, SARASOTA, FL 34239
$1,395,000575 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
$2,595,00037 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
$1,495,00043 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
$700,000145 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
$749,000672 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
$1,095,00060 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
$499,000446 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
$2,595,00099 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
Elementary School: Phillippi Shores Elementary
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
$695,000120 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
$750,00078 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
$650,00033 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
$7,750,000106 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.
Listing Agent: Kim Ogilvie (941-951-6660)
445 REID ST, SARASOTA, FL 34242
$1,340,000193 Days on yellowkey MLS ID: A4671563
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1750 Built: 1961 Tax: $10,958 (2024)Community: Ocean Beach RepSpa: NoSingle Family
Taxes:$10,958
Remarks: Coastal Chic meets Contemporary Classic on Siesta Key. This 3-bed, 2-bath oasis with saltwater pool boasts 1,750 square feet under air, $100,000 in upgrades and $50,000+ in brand new designer furnishings from Crate & Barrel. In 2025, the owners installed new tile flooring throughout the home, all new appliances, new washer & dryer, new doors (except the front door), new water heater and pool pump. New kitchen cabinetry and countertops, new cabinetry in both baths, and new ceiling fans. HVAC is 3 years old. The 30-year dimensional roof is 7. Home has been re-plumbed. Offered turnkey furnished, this distinctive property earns $70K in rental income annually. The open concept living area invites you to unwind, with natural light that glistens through three sets of brand-new impact resistant French doors overlooking your private lanai and pool. The wood burning fireplace & skylight create a space where relaxation & indulgence harmoniously coexist. The fully stocked kitchen provides the perfect ambiance for intimate gatherings & lively entertainment. Step onto the 35’ long screened patio and take a dip in the heated saltwater pool. Rinse off after a day at the beach in the outdoor shower. Lounge on the deck and soak up the sun. Gather around for unforgettable barbecues under the starlit sky. Retreat to the tranquil owners’ suite, your personal sanctuary, with a serene atmosphere, private en-suite bath, and walk in closet. Surrounded by lush foliage, a glass enclosed sunroom is perfect as an office or meditation room. The primary bath features dual sinks and modern fixtures. The additional 2 bedrooms provide versatility for accommodating guests. A laundry room is just off the primary suite, with a separate entrance to the covered carport. Fully fenced for privacy. Xeriscape means never having to mow! Mature landscaping & circular driveway on an oversized corner lot with room for an RV or boat. Renowned for its vibrant coastal lifestyle, this residence is a stone’s throw from the #1 Beach in the US. Situated in a quiet neighborhood on the North end of Siesta Key, the home is one mile from Siesta Village, bustling with restaurants, cafes and shops, as well as Siesta Key’s world-famous Sunset Beach & Pier. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this home offers the perfect blend of serenity & convenience. A mix of modern luxury & coastal charm, this home presents an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Robin Leonardi (941-685-6270)
1541 FLOWER DR, SARASOTA, FL 34239
$1,870,000340 Days on yellowkey MLS ID: A4656365
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3302 Built: 1956 Tax: $7,456 (2024)Community: Harbor AcresSpa: NoSingle Family
Taxes:$7,456
Remarks: This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid-century jewel was built in 1956 and was originally a 2/2. The original bathrooms are still in their original state and are in good condition providing a cool retro vibe. The original hardwood floors and fireplace exude warmth and sophisticated charm. The current owner purchased the home in 1989 and remodeled the kitchen and added a new wing on the house with 2 additional large bedrooms ensuite with baths. Copious amounts of storage in all 4 bedrooms and a huge laundry room with lots of closet space as well. The garage is oversize and there is a picturesque circular driveway for ample parking. There is plenty of room to put in a pool of your own design. The house was re-roofed in 2018. Some of the most beautiful homes in Sarasota are your neighbors in Harbor Acres. And Flower Drive is a special address with the highly sought after Southside Elementary School just 1-mile away, you can’t beat this property. In real estate it is all about Location, Location, Location. This home has plenty of room for the family, so, come on home!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kathleen Griffin (941-302-3979)
1185 S SHADE AVE, SARASOTA, FL 34237
$849,00069 Days on yellowkey MLS ID: N6143460
REDUCED by $25,900 (3.0%) on 04/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1949 Tax: $7,776 (2025)Community: Avon HeightsSpa: NoSingle Family
Taxes:$7,776
Elementary School: Alta Vista Elementary
Remarks: Welcome to 1185 S Shade Ave, where location, style, and lifestyle come together in one exceptional property. Perfectly positioned just minutes from Downtown Sarasota, Siesta Key’s world-renowned beaches, Sarasota Memorial Hospital, top-rated schools, and Sarasota-Bradenton International Airport, this home offers true convenience in one of the area’s most sought-after corridors. Plus, enjoy peace of mind with NO HOA and located outside of a flood zone. Situated on a rare, oversized corner lot, this fully fenced property delivers privacy and curb appeal, while the backyard is built for Florida living. Enjoy a gorgeous saltwater heated pool (installed October 2021), surrounded by a travertine paver deck and low-maintenance turf yard, creating the ultimate outdoor retreat for entertaining or relaxing year-round. Inside, the home has been completely remodeled with a modern, high-end finish throughout. Features include luxury vinyl plank flooring, fresh interior paint, upgraded lighting, custom accent walls, and recessed lighting throughout. The stunning white kitchen is a true centerpiece, offering dark stainless steel appliances, soft-close cabinetry, a waterfall-edge countertop, glass tile backsplash, vent hood, ledgestone accents, and a spacious walk-in pantry. Originally built in 1949, this home was taken down to one interior wall and fully rebuilt in 2012, with all major systems and finishes updated throughout. Offering nearly 2,000 square feet, the layout is both functional and inviting. Recent updates include a brand new hot water heater and a 3-ton AC system installed in May 2022, providing added peace of mind and efficiency. The property also features an oversized 20x32 garage with a motorized screen, ideal for keeping the space cool while working, along with a covered carport for additional shaded parking. Offered fully furnished, this property is truly turnkey, making it ideal as a full-time residence, second home, or income-producing investment. Opportunities like this are rare — a fully remodeled, move-in ready home with a newer pool, updated major systems, oversized lot, NO HOA, not in a flood zone, and a prime Sarasota location, all at a compelling price point. This is one you don’t want to miss.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Erik Dunigan (941-441-5253)
3360 HIGEL AVE, SARASOTA, FL 34242
$1,549,000108 Days on yellowkey MLS ID: A4682008
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2006 Built: 1960 Tax: $13,348 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$13,348
Remarks: Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from powdery white quartz sand beaches, spending your afternoons poolside under the Florida sun, and ending your evenings with sunset walks along the water. This four-bedroom, three-bathroom home offers the flexibility, comfort, and lifestyle today’s buyers are looking for — whether as your primary residence, second home, or income-producing weekly rental. Inside, the home has been completely updated and thoughtfully designed for modern coastal living. With three separate living room areas, there is space for everyone to gather, relax, and spread out comfortably. Whether hosting friends, accommodating extended family, or welcoming vacation guests, the multiple living spaces provide both connection and privacy — a rare and valuable feature in Siesta Key homes. Natural light fills the interiors, creating a bright and inviting atmosphere that reflects the relaxed elegance of island life. Step outside to your new private pool and expansive outdoor living space designed for year-round enjoyment. Lounge poolside with morning coffee, host dinners, or unwind after a day at the beach. The seamless indoor-outdoor flow captures what Siesta Key living is all about. One of the most compelling features of this property is the one-week minimum rental allowance — a highly sought-after benefit on Siesta Key. Weekly rental flexibility allows you to generate strong short-term rental income while still enjoying personal time in your island home. With Siesta Key consistently ranked among the top beaches in the world, demand for updated weekly rental properties remains strong throughout the year. Residents of this neighborhood also enjoy private access to a beach area on the Pass — a peaceful waterfront setting perfect for sunset strolls, kayaking, paddle boarding, fishing, or simply relaxing away from the main beach crowds. Located just minutes from Siesta Key Village, you are close to dining, boutique shopping, live music, and vibrant island culture. Downtown Sarasota, marinas, golf courses, and Sarasota-Bradenton International Airport are all within easy reach. Whether you are searching for your own Siesta Key escape, a turnkey beach home with a pool, or a high-performing weekly rental investment in Sarasota, 3360 Higel Avenue offers the rare combination of lifestyle, flexibility, and location in one of Florida’s most coveted coastal communities.
Listing Agent: Natalie Gutwein (941-993-2660)
5790 MIDNIGHT PASS RD #506, SARASOTA, FL 34242
$1,200,00078 Days on yellowkey MLS ID: A4686142
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1335 Built: 1979Monthly Fee: $1,647 Tax: $10,130 (2025)Community: Gulf & Bay Club Ph 1Condo
Taxes:$10,130
Remarks: Gulf-front views at the Gulf & Bay Club, resort living on Siesta Key! Ideally on the fifth floor of the A Building in Gulf & Bay Club, this expansive two-bedroom residence showcases sweeping Gulf views and the signature lifestyle only Siesta Key ownership provides. With 1,335 square feet of interior living space and private lanai, this property delivers coastal elegance and remarkable comfort in one of Sarasota’s loved beachfront addresses. An open floor plan with tranquil Gulf/beach views. New luxury vinyl wood flooring through main living space and comfortable carpet in both bedrooms. Designed for effortless entertaining, the open living and dining areas connect seamlessly to a stunning Gulf-facing view, ideal for sunset gatherings or quiet mornings with ocean breezes. The new updated kitchen pairs functionality with style, offering solid wood cabinetry, stone counters, a center island and all new stainless appliances. The primary suite is a private retreat, complete with walk-in closet, lanai access, and a luxurious updated en-suite bath featuring dual vanities and a large shower. The guest suite is a generously sized bedroom which provides privacy for family and visitors. An additional feature is a spacious laundry room. The Gulf & Bay Club on Siesta Key delivers unmatched amenity experience. The building boasts an array of amenities designed to elevate everyday living, including on-site management for added convenience. Two electric vehicle charging stations that are available, three large heated pools with Wi-Fi including one lap pool, 800 feet of private soft white sandy beach, six tennis courts including one Har-Tru court, six pickleball courts, basketball/racquetball/pickleball courts, shuffleboard court, organized seasonal golf for men and women, State-of-the-art fitness center, including free weights and yoga room, six dry saunas, hot tub, two clubhouses, library with books, bar, pool table and TVs. Numerous social activities during season, and the world-famous Siesta Key Beach directly on the beautiful Gulf of Mexico, featuring spectacular sunsets. This property serves as a tranquil retreat in an exceptional location whether you're seeking a permanent residence or a vacation getaway.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
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