Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
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2304 RINGLING BLVD #101, SARASOTA, FL 34237
$145,000181 Days on yellowkey MLS ID: A4670262
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965Monthly Fee: $600 Tax: $1,641 (2024)Community: Garden AptsSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,641
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Welcome to this charming ground floor, 1 bed 1bath condo within walking distance of all of Sarasota’s splendor! This unit is in excellent condition and boasts tile floors throughout. Newer kitchen appliances, counter tops and cabinets. The association has just updated the laundry facility with brand new washers and dryers. This home also has its own parking space and there is guest parking on site. It is perfect as a weekend get-a-way, private residence and has an excellent long-term rental history. Whether you are an investor or an empty nester, this condo is ready for occupancy!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
3631 SAN REMO TER, SARASOTA, FL 34239
$7,995,000178 Days on yellowkey MLS ID: A4669078
REDUCED by $250,000 (3.0%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4705 Built: 2021Monthly Fee: $13 Tax: $68,556 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$68,556
Tax Year: 2025
Remarks: Anchored in one of Sarasota’s most coveted deep water waterfront communities, 3631 San Remo Terrace presents a rare opportunity to own a modern luxury home with direct boating access in San Remo Estates, just moments from Siesta Key, Downtown Sarasota, and Southside Village. Completed in 2021 by award-winning designer Stephen Chung and enhanced with thoughtful 2025 upgrades, this coastal contemporary residence blends clean architectural lines with warm, natural finishes, ideal for buyers seeking newer construction, move-in-ready condition, and hurricane-resilient design in a prime location. Positioned on protected sailboat water with no fixed bridges, the property offers seamless access to Sarasota Bay and a short, unobstructed ride to the Gulf, making it perfectly suited for avid boaters. Spanning approximately 4,750 square feet under air, with nearly 3,000 additional square feet of outdoor living space, the home is designed around the indoor-outdoor lifestyle today’s luxury buyers prioritize. The open-concept layout is anchored by a chef’s kitchen featuring a sculptural marble island and Sub-Zero and Wolf appliances, flowing effortlessly into a great light-filled room with a stone fireplace, custom built-ins, and floor-to-ceiling glass sliders that open to expansive terraces. A temperature-controlled wine room with 1,800-bottle capacity adds a refined touch, while the dining space creates a striking architectural focal point. The primary suite offers true resort-style living, with private access to both a tranquil courtyard with spa and sauna and the waterfront pool terrace. Inside, a custom walk-in closet and spa-inspired bath reflect the level of finish expected in a luxury retreat. The second level features three additional bedrooms, a flexible gym or office, and a loft-style workspace, providing versatility for modern living. Outdoors, the illuminated saltwater pool with a glass wall, newly enhanced outdoor kitchen, and expansive entertaining areas create a private waterfront oasis. The deep-water dock is equipped with a 20,000-pound boat lift, dual jet ski lifts, and a floating dock, delivering a true boating lifestyle. Additional highlights include a three-car garage with a lift, epoxy flooring, and custom storage. A fully integrated smart home system, featuring programmable lighting and shades, whole-home audio, Apple TV integration, a generator, and high-speed WiFi, meets the expectations of today’s tech-forward buyer. Furniture is available separately to create a more turnkey concept. Located within San Remo Estates, the home offers a rare balance of privacy and central convenience. Just minutes from Siesta Key via the nearby North Bridge, beach access becomes part of everyday life. Set on a deep-water basin seconds from Sarasota Bay, the property provides protected docking with immediate access to open water and a short ride to the Gulf. Southside Village and Downtown Sarasota are both a quick drive away without the need to cross any bridges, offering boutique shopping, cafés, acclaimed dining, and a vibrant arts and cultural scene. Everyday conveniences, including top-rated schools, Sarasota Memorial Hospital, and key corridors like US-41 and I-75, are all within close reach. This is a location that seamlessly connects protected waterfront living with the very best of Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
6204 MIDNIGHT PASS RD #205, SARASOTA, FL 34242
$775,000111 Days on yellowkey MLS ID: A4676979
REDUCED by $4,000 (0.5%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1173 Built: 1979Monthly Fee: $1,243 Tax: $6,173 (2025)Community: Siesta Dunes BeachCondo
Taxes:$6,173
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to your slice of paradise at Siesta Dunes Beach Community. This beautifully maintained 2-bedroom, 2-bath end-unit is located on the second floor and is offered turnkey furnished, making it ideal as a vacation getaway, investment property, or full-time residence. Being an end unit, the condo is filled with extra natural light and offers a charming peek-a-boo ocean view to remind you just how close you are to the beach. Enjoy peace of mind with recent upgrades, including a newer AC, newer roof, and brand-new impact windows (2025). The unit includes a covered parking space and the community provides private beach access and beach chairs, so you’re ready to enjoy the Siesta Key lifestyle from day one. With weekly rentals allowed, this property offers excellent rental potential in a highly desirable beachfront community. Whether you’re relaxing on the sand or generating income, this Siesta Dunes condo checks all the boxes for coastal living which will not disappoint.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christine Green (941-914-2463)
4817 OCEAN BLVD, SARASOTA, FL 34242
$1,949,000171 Days on yellowkey MLS ID: A4671593
1 Days Off yellowkey (back on 4/12/2026)
REDUCED by $46,000 (2.3%) on 04/07/2026
Bed: 4 Bath: 3.0 Gar: 5 Liv Area Sq Ft: 2657 Built: 1982 Tax: $8,709 (2025)Community: Lake RittwoodSpa: YesSingle Family
Taxes:$8,709
Remarks: Under contract-accepting backup offers. Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of Siesta Key Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this flood resilient and meticulously maintained coastal residence offers year-round enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it blends timeless coastal style with exceptional quality and peace of mind. Inside, an open layout showcases engineered oak hardwood floors, solid maple cabinetry, Santorini quartzite countertops, and Thermador appliances. The primary suite features serene lake views and a spa-inspired bath wrapped in Calacatta Oro tile. Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting, TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf lawn, and SWAT mosquito misting system ensure comfort and convenience year- round. A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph- rated doors is a car enthusiast’s dream. With a 2019 roof, impact windows and doors, natural gas utilities, and smart home features, this home delivers effortless coastal luxury. Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior craftsmanship, and the freedom to simply lock, leave, and enjoy.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Gerard Healy (941-961-2240)
33 S GULFSTREAM AVE #307, SARASOTA, FL 34236
$349,900168 Days on yellowkey MLS ID: A4671717
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1964Monthly Fee: $1,203 Tax: $4,177 (2023)Community: Gulfstream TowersSpa: NoCondo
Taxes:$4,177
Tax Year: 2023
Middle School: Booker Middle
Remarks: 33 Gulfstream Towers #307—Updated 1BR/1BA, third floor. Across from Marina Jack, the bayfront park, and downtown dining, this turnkey condo blends city convenience with coastal living. The renovated kitchen features new stainless-steel appliances and contemporary finishes, while custom blinds and an open layout keep the living area bright and airy. The bath offers a relaxing tub/shower combo. Building amenities include a recently refurbished heated 30’×50’ pool with a large sun deck, a club room with a full kitchen, a fitness center, and on-site laundry. Location: steps to restaurants, shops, cultural venues, and events, minutes to Sarasota’s renowned beaches.“One or more photo(s) were virtually staged.”April 31, 2026. Disclosure: photos and rooms are virtually staged to illustrate furniture placement; furnishings do not convey.
Listing is courtesy of: PREMIER PROPERTIES OF SRQ LLC (941-526-3113)
Listing Agent: Bruce Famiglio (941-773-0510)
225 HOURGLASS WAY #202, SARASOTA, FL 34242
$510,00021 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 Agent: Harriet Stopher (404-316-8944)
6281 MIDNIGHT PASS RD #6281, SARASOTA, FL 34242
$1,195,000272 Days on yellowkey MLS ID: A4654454
0 Days Off yellowkey (back on 4/22/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 1981 Tax: $12,490 (2024)Community: Excelsior Beach To Bay 4Condo
Taxes:$12,490
Remarks: Under contract-accepting backup offers. Investment opportunity with strong rental potential—this Siesta Key waterfront villa offers two-week minimum rentals, private deeded beach access, and an oversized private 2-car garage, an exceptionally rare combination. Located in Excelsior Beach to Bay, this updated 2-bedroom, 2-bath residence is set directly on the Intracoastal Waterway and elevated above its garage, capturing panoramic bay views from nearly every room. The fully furnished, light-filled home features an open floor plan, floor-to-ceiling hurricane-impact glass doors, tile flooring throughout, a remodeled kitchen with white cabinetry and stainless appliances, and a dry bar for easy entertaining. The primary suite enjoys sweeping water views. Recent updates include a new HVAC system and water heater (2024). Store your kayak right under the building for easy access to launching your boat. This community offers convenient access to the south bridge, placing Sarasota's dining, shopping, cultural venues, and medical services just minutes away. This Villa offers the best of coastal living. This pet-friendly, resort-style community offers pools, tennis and pickleball courts, a fitness center, fishing pier, and private deeded access to Siesta Key Beach. Ideally located near the South Bridge with quick access to Sarasota dining, shopping, and culture—making it equally well suited as a luxury vacation rental, seasonal income property, or personal waterfront retreat.
Listing Agent: Jackie De Manio Eberley (201-233-1959)
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$665,00024 Days on yellowkey MLS ID: A4688618
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $8,550 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$8,550
Remarks: One or more photo(s) has been virtually staged. Elevated PENTHOUSE living with breathtaking views. Ready to skip the renovations and some carrying costs? ONE YEAR of CONDO FEES will be PAID BY THE SELLER. This 11th-floor penthouse-level gem at Regency House is officially “THE ONE”. Spanning 1,424 SF of bright, open space, this 2-bed, 2-bath residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. Inside, a clean, neutral palette creates a move-in-ready aesthetic that complements a variety of design styles. The designer kitchen featuring custom cabinetry and stone surfaces flows effortlessly into an open-concept living area anchored by a custom electric fireplace, perfect for sunset hosting. Retreat to a spacious primary suite with tranquil water views, complemented by a well-sized secondary bedroom ideal for guests or a home office. Both bathrooms have been tastefully updated. A new in-unit washer and dryer add everyday convenience, along with additional in-unit storage closets. Enjoy maintenance-free living with a professional on-site manager and 24-hour concierge, dedicated covered parking, heated community pool and fitness center, club room, and an active social calendar. Ideally positioned on the quiet edge of downtown Sarasota, this residence offers a true world-class lifestyle just moments from Marina Jack, boutiques of Palm Avenue, Opera and Theatre, Whole Foods, and the botanical beauty of Selby Gardens. Whether it's a morning walk through Bayfront Park or a quick drive over the bridge to St. Armand's Circle and Lido Beach, the best of the Gulf Coast is quite literally at your doorstep. Celebrate ease of ownership and peace of mind; in an era where buyers are cautious about condo buildings, Regency House stands apart as a solid choice. This building has completed the Milestone Inspection and Structural Integrity Reserve Study and maintains healthy reserves. To make your transition entirely frictionless, the seller will pay one year of Condo Fees and the Special Assessment for the upgraded pool with an acceptable offer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dana Cook Westmark (941-356-5091)
888 BLVD OF THE ARTS #1205, SARASOTA, FL 34236
$1,199,900139 Days on yellowkey MLS ID: A4674559
2 Days Off yellowkey (back on 4/22/2026)
REDUCED by $25,000 (2.0%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1729 Built: 1982 Tax: $15,783 (2025)Community: Condo On The Bay Tower ICondo
Taxes:$15,783
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome to Residence 1205 at Condo on the Bay, one of Sarasota’s most iconic waterfront addresses. Perched high above the shoreline, this elegant 2-bedroom, 2-bath residence offers approximately 1,729 sq ft of refined living with panoramic, unobstructed views of Sarasota Bay that transform daily living into a private waterfront experience. From the moment you enter, the sweeping vistas pull you in, shimmering open water, sailboats gliding by, and postcard sunsets that fill the sky. High-rise living here is more than beautiful; it’s effortless. The layout is designed to maximize light, space, and the breathtaking scenery, with a generous balcony that feels like an outdoor living room suspended over the bay. Inside, the home delivers the level of comfort and sophistication expected of a premier bayfront building. Expansive living and dining spaces flow seamlessly, perfect for relaxation or hosting. The private bedroom suites offer their own spectacular perspectives, creating daily moments of calm and inspiration. Whether you’re a year-round resident or seasonal homeowner, this floor and view line remains one of the most sought-after in the entire tower. Life at Condo on the Bay is world-class. The community is renowned for its resort-style amenities, including two heated pools, tennis, a state-of-the-art fitness center, boat docks, 24-hour security, covered parking, and impeccably maintained grounds surrounded by lush tropical landscaping. Step outside and you’re moments from downtown Sarasota, the Van Wezel Performing Arts Hall, The Bay Park, waterfront dining, shopping, galleries, and cultural venues that make this one of the most desirable urban coastal destinations in Florida. The building maintains strong reserves, attentive management, and a prestigious reputation, contributing to consistently strong resale value. With similar high-floor bayfront residences selling quickly in the $1.3–$2.1 million range, opportunities like this are limited. For those seeking a lock-and-leave luxury retreat with one of the best views in Sarasota, this residence offers unmatched appeal. For those seeking long-term ownership in an irreplaceable waterfront location, this is the moment. Bayfront properties of this caliber rarely come to market and when they do, they move fast. Secure your private showing today and experience why Condo on the Bay remains one of Sarasota’s most coveted addresses.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Michael Graf (941-315-6980)
4660 OCEAN BLVD #Q1, SARASOTA, FL 34242
$525,000252 Days on yellowkey MLS ID: A4659204
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $7,101 (2024)Community: Sea VillageCondo
Taxes:$7,101
Remarks: PRICED TO SELL! New hurricane-impact sliders have been ordered and will be installed prior to closing. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide peace of mind and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Halie Monde (941-735-4707)
6415 MIDNIGHT PASS RD #211, SARASOTA, FL 34242
$849,900133 Days on yellowkey MLS ID: A4675481
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2358 Built: 1975 Tax: $7,544 (2025)Community: AnchorageSpa: NoCondo
Taxes:$7,544
Remarks: Deeded beach access, Intracoastal waterway frontage with boat dockage AND room for the whole family! Discover the epitome of coastal living in this fabulous three-bedroom, two-and-a-half-bath residence, boasting 2,358 square feet of interior space and an expansive balcony spanning the entire length of the home. Recently upgraded with $80,000 worth of high-impact hurricane sliders, the spacious floor plan offers multiple living and dining areas, with a split layout ensuring privacy. This is a real gem for investors as it is one of only eight 3-bedroom units in the building. At the Anchorage, owners and renters enjoy deeded, gated beach access right across the street, a canal with boat dockage and kayak/paddleboard launch, and beautiful sprawling park-like grounds overlooking the intracoastal waterway. Other amenities include a gated entrance, heated pool, fitness center, clubhouse, tennis and pickleball courts, shuffleboard courts and kayak racks. Onsite rental management and a one-week minimum rental make this community very popular with vacationers and savvy investors alike. Come see why The Anchorage is the place to be year-round on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
6154 MIDNIGHT PASS RD #7C, SARASOTA, FL 34242
$645,00035 Days on yellowkey MLS ID: A4687416
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,329 (2025)Community: Casa Blanca VillasCondo
Taxes:$4,329
Remarks: Positioned along the powdery white sands of Siesta Key’s renowned Crescent Beach, this villa residence within Casa Blanca Beach Resort presents an exceptional opportunity to own in one of Sarasota’s most iconic Gulf-front communities. Casa Blanca is a unique collection of individually owned villas and apartments, each thoughtfully furnished and appointed for effortless coastal living or income-producing flexibility, with minimum rental periods of just 5–7 nights depending on ownership preference. This two-bedroom residence is fully equipped with an updated kitchen and bathroom, all cookware and linens, and the conveniences of individually controlled air conditioning, cable television, and Wi-Fi, creating a seamless turnkey experience for both owners and guests. The community enhances the Gulf-front setting with a clubhouse, pool and multiple on-site laundry facilities, all designed to support easy, resort-style living. Set directly on Crescent Beach, internationally celebrated for its fine, quartz-crystal sand and consistently ranked among the top beaches in the United States, this property captures the essence of Sarasota’s coastal appeal. Ideally situated just off Stickney Point Bridge, it offers effortless access to Sarasota’s renowned dining, shopping, and cultural attractions. With Siesta Beach just steps away, this is a rare opportunity to own in a beloved beachfront destination, whether as a personal retreat, full-time residence, or high-demand investment property.
2600 LOMA LINDA ST, SARASOTA, FL 34239
$375,00045 Days on yellowkey MLS ID: A4686114
1 Days Off yellowkey (back on 4/22/2026)
REDUCED by $25,000 (6.3%) on 04/06/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1166 Built: 1954 Tax: $4,430 (2025)Community: Arlington ParkSingle Family
Taxes:$4,430
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Located on a large corner lot in the heart of Arlington Park, this classic Old Florida mid-century home offers an exceptional opportunity in one of Sarasota’s most desirable neighborhoods. Whether you’re looking to renovate and restore its charm or build a custom home, the property provides the ideal setting in a highly sought-after location. Enjoy true walkability with the YMCA just one block away and Arlington Park only two blocks away, featuring walking trails, tennis and pickleball courts, and a heated Olympic-size swimming pool. The neighborhood is known for its mature trees, quiet streets, and close proximity to everything Sarasota has to offer. Just five minutes to Sarasota Memorial Hospital and the vibrant shopping, dining, and cultural attractions of downtown Sarasota, and within easy reach of Sarasota’s world-renowned arts and entertainment scene, including the Van Wezel Performing Arts Hall and The Ringling Museum of Art.Only 15 minutes to the world-famous beaches of Siesta Key, as well as the waterfront dining, boutique shopping, and island lifestyle of St. Armands Circle and Lido Key. This property offers the rare opportunity to enjoy quick access to everyday conveniences, outdoor recreation, Sarasota’s celebrated arts and culture, and the Gulf Coast’s best beaches, all while creating the home or investment vision that fits your needs.
Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)
Listing Agent: Zain Hartman (941-735-6415)
3711 HIDDEN RIVER RD, SARASOTA, FL 34240
$750,00013 Days on yellowkey MLS ID: A4690484
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2164 Built: 1973 Tax: $5,521 (2025)Community: Hidden RiverSingle Family
Taxes:$5,521
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. A rare opportunity to own nearly 10 acres in one of Sarasota’s most unique aviation communities, offering the ultimate blend of privacy, space, and lifestyle. With direct access to a private airstrip, this property is ideal for aviation enthusiasts seeking the convenience of keeping their aircraft just steps from home. Set on expansive, picturesque land, the property features a private hangar, allowing for seamless fly-in, fly-out access, along with a tennis court and a variety of existing structures including a barn, stable, greenhouse, and additional outbuildings—creating endless possibilities for recreation, storage, or hobby use. The existing 3-bedroom, 2-bathroom block home offers over 2,100 square feet of living space and presents a prime opportunity for a buyer to update, renovate, or reimagine the space to their vision. Being sold as-is, the home provides a strong foundation with solid construction, making it an ideal option for investors or those looking to create a custom estate without starting from scratch. Surrounded by mature trees, natural landscape, and peaceful water views, the setting feels like a private retreat while still being conveniently located to town. Whether you’re looking to restore and personalize the existing home, build your dream estate, or create a private aviation retreat, this property offers a rare combination of land, flexibility, and lifestyle in a highly sought-after location.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Katie Cobb (913-744-0248)
5135 BROOKMEADE DR, SARASOTA, FL 34232
$312,50079 Days on yellowkey MLS ID: A4682030
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1156 Built: 1971 Tax: $1,215 (2025)Community: Ridgewood Estates 15Th AddSingle Family
Taxes:$1,215
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Beautiful, bright and open 3-bedroom home in Ridgewood Estates, conveniently located in Central Sarasota just off Bee Ridge Rd and I -75 so easy access to downtown and Siesta Key beach. The spacious Living room has the Dining Room in back as well as a large enclosed and air-conditioned Florida room with views out to back yard. Neutral ceramic tile throughout for ease of maintenance. The home features a completely fenced back yard so great for dog owners and has a full house water softener and filtration system. Most of appliances have recently been replaced, including Roof, dishwasher and water heater have all been replaced in the last 2 years. The home also has a large Storage space off the carport. No HOA or CDD fees with plenty of room for your RV, boat or other toys. This is a really great starter home or for those looking to downsize or for a seasonal retreat in Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jeff Weller (941-266-8206)
111 S PINEAPPLE AVE #1204, SARASOTA, FL 34236
$2,950,000266 Days on yellowkey MLS ID: A4660919
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 2845 Built: 2019 Tax: $26,938 (2024)Community: Mark SarasotaSpa: YesCondo
Taxes:$26,938
Remarks: Rare penthouse offering at Mark Sarasota. 111 S Pineapple Ave. #1204 is a one-of-a-kind 12th-floor residence and the largest home in the building, offering 2,845 square feet under air and over 3,600 square feet of total living space including a spacious wraparound covered terrace with uninterrupted views of Sarasota Bay. From the moment you go inside, you’re greeted by 11-foot ceilings, double 8-foot entry doors, and expansive 10-foot impact-rated sliding glass doors that blur the line between indoors and out. Gleaming 24-inch white polished porcelain tile floors run throughout the open-concept interior, where a thoughtfully designed layout integrates the living, dining, and family spaces with a chef-caliber kitchen—complete with high-gloss European cabinetry, quartz countertops, and a suite of premium Jenn-Air stainless steel appliances including a 42-inch built-in refrigerator, convection wall oven, and 36-inch induction cooktop. The primary suite is a private oasis, offering panoramic views, dual walk-in closets by California Closets, and a spa-inspired en-suite bath with double vanities, an oversized walk-in shower, deep soaking tub and sleek Grohe fixtures. Two generous guest suites, each with private baths, custom closets and blackout shades, provide comfort and privacy for visitors or family. Additional interior highlights include a convenient and spacious family room/den, automated roller shades throughout with blackout shades in all bedrooms, a full laundry room with custom cabinetry and Whirlpool HE washer and dryer, water filtration and softener systems for the entire residence, and four deeded garage parking spaces plus a same-floor oversized private storage unit. The wraparound covered terrace is an entertainer’s dream with commanding views of the water and city skyline. Enjoy alfresco dining at the built-in outdoor kitchen, equipped with an electric grill, under-counter refrigerator, stone countertops, and durable exterior cabinetry. Residents of The Mark enjoy exceptional lifestyle amenities including 24-hour concierge service, a resort-style heated saltwater pool and spa, state-of-the-art fitness center with a dedicated spin room, a club room with catering kitchen, fireplace and billiards, as well as outdoor lounging areas with fire pits, grills, and dining spaces—all just steps from Whole Foods, Bayfront Park, shopping, dining, galleries and Sarasota’s renowned cultural venues. This rare penthouse opportunity places you in the heart of downtown Sarasota’s most desirable address, where convenience, comfort and coastal elegance converge.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
1349 HARBOR DR, SARASOTA, FL 34239
$4,100,000115 Days on yellowkey MLS ID: A4676231
1 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4337 Built: 2012 Tax: $27,088 (2025)Community: Harbor AcresSpa: NoSingle Family
Taxes:$27,088
Remarks: Located in Harbor Acres, one of Sarasota’s most coveted neighborhoods, this coastal traditional residence enjoys an exceptional in-town setting just minutes from downtown and Southside Village, home to 14+ restaurants, Morton’s Gourmet Market, and Sarasota Memorial Hospital—truly the epicenter of city living. Poised on an elevated lot, this newly renovated 4-bedroom, 4-bath home offers a highly desirable and functional floor plan filled with natural light, high ceilings, and abundant windows throughout the main level. The thoughtfully designed first floor features a spacious primary suite with dual closets and a bath with soaking tub, along with an additional bedroom suite and a private office conveniently located near the living room and primary bedroom. The living room is anchored by a fireplace flanked with custom built-in bookcases and opens via sliding glass doors to the covered patio, creating seamless indoor-outdoor flow. A well-proportioned dining room sits just off the kitchen, ideal for both everyday living and entertaining. The open kitchen features new luxury appliances, quartzite countertops, a farmhouse-style sink, beverage refrigerator, custom pantry, breakfast bar overlooking the living room, and a sun-filled breakfast room. An oversized laundry room offers ample space for custom built-ins and includes a new washer and dryer. A full bath on the main level serves both the additional downstairs suite and functions as a pool bath. Recent updates include wide-plank oak flooring, quartzite kitchen countertops, new appliances, new light fixtures throughout, two new air conditioning systems, fresh interior and exterior paint, new vanities in the primary bath and one upstairs suite, and new tropical landscaping that creates a lush garden setting. Upstairs, a large family or game room is flanked by two bedroom suites and opens to a front terrace. Designed for indoor-outdoor living, the home features a screened pool, outdoor dining area, and summer kitchen. A 4-car garage with additional storage completes this exceptional offering. Harbor Acres is renowned for its voluntary homeowners association and strong sense of community, making it one of Sarasota’s most desirable neighborhoods.
Listing Agent: Kim Ogilvie (941-951-6660)
8250 HUGH ALISON PL, SARASOTA, FL 34240
$3,249,000190 Days on yellowkey MLS ID: A4669348
REDUCED by $246,000 (7.0%) on 04/21/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5163 Built: 1995Monthly Fee: $369 Tax: $11,132 (2024)Community: Laurel Oak Estates Sec 09Spa: YesSingle Family
Taxes:$11,132
Remarks: Set on a serene cul-de-sac within the prestigious Laurel Oak Estates, this custom-built residence captures the essence of Sarasota’s coveted golf-course lifestyle. Poised on nearly an acre with sweeping fairway and lake views, the home offers more than 5,100 square feet of beautifully designed living space enhanced by timeless architectural detail, modern functionality, and effortless indoor-outdoor flow. A private winding drive and manicured landscaping introduce the stately façade, where double entry doors open to a grand foyer with high ceilings and walls of large windows that fill the interiors with natural light. The spacious living and dining areas feature custom built-ins and millwork, with expansive sliders framing sunset views of the sparkling pool and golf course beyond. Perfect for entertaining, the gourmet kitchen combines rich wood cabinetry with granite countertops, a large center island, double ovens, built-in refrigerator, wet bar area, and casual dining nook overlooking the fairway. The adjoining family room offers a warm gathering space anchored by solid wood built-ins and a gas fireplace, with seamless access to the screened lanai for alfresco living. The primary suite is a private retreat with peaceful golf and water views, two custom walk-in closets, and a spa-inspired bath complete with soaking tub, separate shower, dual vanities, and private water closet. Three additional bedrooms, plus a fourth bedroom currently being used as den, provide ideal comfort for family and guests. The theater room is equipped with platform seating, custom cabinetry, 120” screen, surround sound, remote-controlled lighting, and 4K projector. A true highlight of the home is the second-floor bonus suite, currently used as an art studio, featuring vaulted tongue-and-groove ceiling, built-in desks, a full bathroom, and an expansive balcony capturing unforgettable sunset vistas across the course. The screened outdoor living area defines the Florida lifestyle, showcasing a heated pool and spa, outdoor kitchen, and multiple seating areas for relaxing or entertaining. Mature landscaping, accent lighting, and the home’s ideal southwest exposure create a tranquil backdrop year-round. Additional features include plantation shutters, central vacuum, a three-car side-entry garage with golf-cart parking, and a whole-house solar system offering efficiency and peace of mind. Nestled behind the gates of Laurel Oak Country Club, residents enjoy access to 36 championship holes of golf, tennis and pickleball courts, a junior Olympic pool, and a vibrant social calendar—all available with optional membership. Beyond the gates, you’re moments from Sarasota’s best amenities, including UTC Mall’s upscale shopping and dining, Nathan Benderson Park, and downtown Sarasota’s world-class arts, culture, and waterfront entertainment. Siesta Key and Lido Key beaches are within easy reach, completing the perfect blend of privacy, luxury, and convenience. With its exquisite craftsmanship, prime location, and inspiring golf-course vistas, this Laurel Oak Estates residence delivers the ideal balance of sophistication and relaxed Sarasota living—an exceptional opportunity for those seeking elegance within one of the region’s most prestigious gated communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1800 BENJAMIN FRANKLIN DR #B207, SARASOTA, FL 34236
$1,549,000212 Days on yellowkey MLS ID: A4666804
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1980 Built: 1996 Tax: $11,092 (2024)Community: L Elegance On Lido BeachCondo
Taxes:$11,092
Remarks: Welcome to L’Elegance, one of Lido Key’s most sought-after beachfront communities. This corner residence features an open and inviting floor plan, with large balconies designed for beachfront living. Enjoy resort-style amenities including a beachfront pool with panoramic Gulf views, a fully equipped fitness center, game and community rooms, and secure garage parking. Step outside to your private beach access and embrace the best of Sarasota’s coastal lifestyle. Ideally located just minutes from the fine dining, boutique shopping, and vibrant arts scene of St. Armands Circle and downtown Sarasota, L’Elegance offers the perfect blend of relaxation and convenience. Don’t miss this rare opportunity to own a slice of paradise on the quiet south end of Lido Key—where every day feels like a vacation.
Listing Agent: Francoise Borel (941-228-3768)
2940 BOUGAINVILLEA ST, SARASOTA, FL 34239
$650,00015 Days on yellowkey MLS ID: A4689977
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1960Monthly Fee: $17 Tax: $6,279 (2025)Community: South GateSingle Family
Taxes:$6,279
Remarks: Stunning, mid-century modern home in highly desirable South Gate with views you must see to believe! If you could have picked one of the best lots in South Gate back in the 1960’s this may have been it. The two-bedroom plus office, two bath home sits on a bluff overlooking a wide portion of Philippi Creek including a large aquatic preserve. You’ll be mesmerized by long, unobstructed views in every direction. A nature lovers delight and absolutely intoxicating. But while location is important, there are many more features in this classic home to consider. Entering through the large foyer you’ll immediately notice beautiful terrazzo floors throughout and a great room with vaulted ceilings. There’s an adjacent dining area off the kitchen and all of these spaces look out through what appears to be a “wall of glass” dedicated to the world class view of flora and fauna. The primary bedroom also has views and access to the back yard and the primary bathroom has been upgraded with a separate tub and walk in shower. The den/office can be made more private with sliding pocket doors and function as a guest bedroom. It even has a dedicated, enclosed patio and garden space. There’s an attached, oversized garage with room for your workshop and a double wide driveway with plenty of parking. While this home has been appropriately updated and improved over the years you’ll find it’s all been done with a great sensibility to the original intent, quality and “hipness” so many are learning to appreciate, again.
Listing Agent: Barbara May (404-822-9264)
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