Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1900 BENJAMIN FRANKLIN DR #V11, SARASOTA, FL 34236
$799,0007 Days on yellowkey MLS ID: A4696174
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 1967 Tax: $5,712 (2025)Community: Lido HarbourVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,712
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Beachside living awaits in this beautifully renovated, turnkey-furnished villa just steps from the sugar-white sands of Lido Beach. This two-bedroom, two-bath residence offers a relaxed island lifestyle in an unbeatable location. The thoughtfully redesigned interior features an open floor plan centered around a spacious great room. The kitchen is beautifully appointed with contemporary cabinetry, quartz countertops, stylish backsplash, and premium KitchenAid appliances, including an induction cooktop and beverage refrigerator. Stylish finishes throughout include large-format porcelain tile flooring, crown molding, recessed LED lighting with dimmer switches, and custom remote-controlled window treatments. The primary suite features a walk-in closet and ensuite bath, while both bathrooms offer floor-to-ceiling porcelain tiled walk-in showers with frameless glass enclosures, built-in niches, and LED lighted mirrors. Additional upgrades include updated plumbing and water lines, underground sewer drains, an updated electrical panel and wiring, and a newer A/C system. A large laundry room with built-in cabinetry, counterspace, Maytag washer and dryer, and direct access to the attached carport adds convenience and functionality. Located on the quiet southern end of Lido Key, this ground-level villa offers the privacy of a single-family home with the ease of maintenance-free living. Enjoy direct beach access and a heated Gulf-front pool with clubhouse just moments from your door. Ideally located near South Lido Park, St. Armands Circle, and downtown Sarasota, you'll enjoy easy access to dining, shopping, nature trails, kayaking, cultural attractions, and breathtaking Gulf sunsets. Move right in and start enjoying the best of Sarasota's beach lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Judy Nimz (941-374-0196)
SARASOTA, FL 34242
$2,895,0003 Days on yellowkey MLS ID: A4694972
Bed: 5 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 2966 Built: 2021 Tax: $24,633 (2025)Community: Point Of Rocks TerraceSpa: YesApartment
Taxes:$24,633
Elementary School: Phillippi Shores Elementary
Middle School: Sarasota Middle
Remarks: There Is Only One. Crescent Beach House was purpose-built for a different kind of ownership experience. One where beach days, family gatherings, and investment performance can coexist under the same roof. Positioned in one of Siesta Key's most enduring vacation corridors, this is the type of property people return to year after year, and increasingly, seek to own. Sited at the mouth of the Point of Rocks’ beach access located at the end of the street, Crescent Beach House is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, and expansive indoor-outdoor living spaces designed to accommodate large groups with ease. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment performance. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
2317 S TUTTLE AVE, SARASOTA, FL 34239
$459,00012 Days on yellowkey MLS ID: N6144307
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1140 Built: 1960 Tax: $906 (2025)Community: South GateSingle Family
Taxes:$906
Remarks: Completely renovated and rebuilt in 2023, this exceptional Sarasota residence offers the perfect blend of modern comfort, quality craftsmanship, and thoughtful design. Every major system and finish has been upgraded, including all new electrical wiring and electrical panel, all new PVC plumbing including PVC pipe to the sewer line, new water supply lines, HVAC system, insulation, and ductwork. The home’s electrical service is also underground, enhancing both reliability and curb appeal. Designed for both style and durability, the home features a steel roof, hurricane-impact windows and doors, luxury vinyl flooring throughout, recessed lighting on dimmer switches, smoke detectors, and solid-core interior doors. The spacious open-concept layout is filled with natural light and offers generous living and family room spaces, creating an inviting atmosphere for everyday living and entertaining. The beautifully updated kitchen showcases custom cabinetry, stunning quartz countertops and backsplash, under-cabinet lighting, premium GE Profile appliances, and an impressive oversized single-basin sink that offers both functionality and style. The large family room opens to the backyard through elegant double French doors, seamlessly blending indoor and outdoor living. The primary bedroom serves as a comfortable retreat with a ceiling fan and a large closet complete with custom shelving. The primary bathroom has been thoughtfully designed with accessibility and functionality in mind, featuring a roll-in tiled shower, grab bars, built-in shelving, a shower light, and both a standard and handheld shower head. Outside, the professionally landscaped yard provides an attractive and private setting for relaxation and enjoyment. A spacious covered outdoor area creates the perfect space for entertaining, dining, or simply unwinding year-round. The property also includes a convenient carport and a storage shed, providing ample space for parking, tools, equipment, and additional storage needs. The generous lot offers ample room for the addition of a swimming pool, allowing future owners the opportunity to create their own private outdoor oasis. Ideally located in one of Sarasota’s most desirable neighborhoods, this home is just minutes from Southside Village, Downtown Sarasota, Sarasota Memorial Hospital, Arlington Park, and the city’s renowned dining, shopping, arts, and cultural attractions. World-famous Siesta Key Beach, Lido Key, St. Armands Circle, and Sarasota Bay are all within easy reach, providing endless opportunities to enjoy Florida’s exceptional lifestyle. With virtually every component replaced or upgraded in 2023, this move-in-ready home offers peace of mind, energy efficiency, and modern convenience in a prime Sarasota location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
7732 DONALD ROSS RD W, SARASOTA, FL 34240
$2,100,00044 Days on yellowkey MLS ID: A4692026
REDUCED by $150,000 (6.7%) on 06/12/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3686 Built: 1993Monthly Fee: $369 Tax: $15,084 (2025)Community: Laurel Oak Estates Sec 05Spa: NoSingle Family
Taxes:$15,084
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Don’t miss this unique opportunity to own an "outstanding" 4-bedroom, 3.5-bath residence located within the gates of Laurel Oak. This home is ideally positioned on a ½ acre plus premium lake lot with exceptional "natural" privacy, serene water and preserve views from your picture framed lanai. Every home has a story, and this one began in 2020 when it was taken down to the studs and thoughtfully reimagined through a custom renovation—blending timeless design with modern functionality, and delivering a move-in ready experience with lasting peace of mind. The architectural details include crown molding, tray and volume ceilings that highlight the sense of openness and elegance throughout the living spaces. The kitchen has been meticulously designed with expansive counter space and custom cabinetry, creating a natural balance between everyday comfort and functionality. It’s a space that supports daily living with ease while also accommodating those moments that call for gathering and celebration, it is open, practical, and tailored to the flow of everyday life. The transition from the interior living spaces to the exterior spaces creates a true indoor-outdoor lifestyle: inviting, open, and designed for everyday living. Multiple access points from room to room including the Primary & Secondary en-suites extend the living space outward, connecting naturally to the expansive under-cover lanai and pool area showcasing postcard-worthy views with peaceful sightlines. It’s a layout that offers flexibility. Schedule your private showing today to experience this rare Laurel Oak Estates property. Residents have the option to join Laurel Oak Country Club, offering two 18-hole championship golf courses, 12 Har-Tru tennis courts, six pickleball courts, and an active social calendar. Ownership includes moving to the top of the waitlist and (next spot) priority placement on the country club waiting list. Beyond the gates, the location places you near shopping, dining, entertainment, medical facilities, major roadways, and Sarasota’s renowned beaches.
Listing is courtesy of: THE REAL ESTATE STORE (941-685-4224)
Listing Agent: William Kelly (941-685-4224)
3174 PEACHTREE ST, SARASOTA, FL 34231
$468,00038 Days on yellowkey MLS ID: A4692949
0 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 1988 Tax: $4,143 (2025)Community: Flora-Villa SubSingle Family
Taxes:$4,143
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. An actual peach! This lovely sunshine-y home on Peachtree Street is ready for new memories to be made. Located right in the heart of Sarasota, the neighborhood of South Gate Ridge is 10 minutes from everything. This lofty, light filled house is one block from the locally adored Bee Ridge Park, where neighbors gather to play in local softball games; enjoy an evening walk with the puppy; push their kiddos on the swing; or tend to their vegetables in the robust community garden. Tucked back on this spacious lot, this home feels private and peaceful. Once inside, the open and airy floor plan is punctuated by an open loft that is framed by a beautiful wood bannister, adding warmth and dimension to the entire space. A LARGE Primary Suite with West facing windows, wide closets, and a newly remodeled double vanity bathroom, sits on the main level. The already sizable living room, anchored around a stone fireplace, feels even more voluminous with vaulted ceilings and large windows. A BRAND NEW kitchen has been recently completed featuring soft close cabinets and drawers with built in organizers. Coastal blue tiles add a vibrant pop of color that will be on trend for years to come. Upstairs, two large bedrooms share the cozy loft space as well as the freshly RENOVATED second bathroom. Large, New Impact Sliders open up the entire back of the home to the large private backyard with an awesome deck and room for a pool. A true two car garage has its own loft space for extra storage and the brand new washer and dryer conveys with the sale. NEW ROOF in 2023!! Fresh paint inside AND out. All this home needs is you ;) This peach of a property could not be cuter and is completely move-in ready!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Drost (941-822-6926)
3231 BENEVA RD #103, SARASOTA, FL 34232
$175,000143 Days on yellowkey MLS ID: A4678445
REDUCED by $14,900 (7.8%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,164 (2025)Community: Village Brooke Sec 3Condo
Taxes:$2,164
Remarks: Under contract-accepting backup offers. Welcome Home to this beautifully updated 2-bedroom, 2-bath first floor condo located in the highly desirable Village Brooke community. This move-in-ready residence has been thoughtfully renovated with brand new bathrooms, a stunning updated kitchen, and new appliances, offering a fresh, modern feel throughout. Enjoy the convenience of ground-floor living and unwind on your private screened-in back patio, perfect for relaxing or entertainment. Village Brooke is a well maintained, pride-of-ownership community featuring two community pools, tennis courts, and shuffleboard, all set among lush, beautifully cared-for grounds. Ideally situated, this condo offers central Sarasota living with easy access to shopping, dining, and everyday conveniences. I-75 is just minutes away, making commuting a breeze, and you’re perfectly positioned between Downtown Sarasota and UTC Mall, giving you the best of both worlds. Whether you’re looking for a primary residence or a seasonal retreat, this beautifully updated condo checks all the boxes! Don’t miss your chance to own a slice of comfort and convenience in Village Brooke!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Capek (941-497-6060)
1332 SIESTA BAYSIDE DR #1332C, SARASOTA, FL 34242
$699,90066 Days on yellowkey MLS ID: A4689488
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988 Tax: $7,606 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,606
Remarks: Turnkey furnished and beautifully updated, this ground-level 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an exceptional blend of comfort, convenience, and Siesta Key lifestyle. Lightly lived in and meticulously maintained, the interior features a renovated kitchen with stainless steel appliances, solid stone countertops, breakfast bar seating, recessed lighting, custom tray ceiling detail, and an open connection to the main living area that enhances both everyday living and entertaining. Large-format tile flooring runs throughout the main living spaces, while both bathrooms have been tastefully updated with stone counters and tiled shower surrounds. The spacious primary suite offers a relaxing retreat with direct access to the screened lanai, and the guest bedroom is well appointed for family and visitors. Coastal furnishings and decor create a true move-in-ready presentation. The oversized screened lanai expands the living space and provides a peaceful setting surrounded by tropical landscaping, with the community walking path just outside leading to the Intracoastal fishing area, tennis and pickleball courts, and the second pool. Ideally positioned within the community, this residence is also just a short distance to the clubhouse, fitness center, BBQ area, and main pool. Owners and guests enjoy deeded beach access through Gulf & Bay Club across the street, placing world-famous Siesta Beach just a short stroll away. Siesta Beach is currently the No. 1 beach in the U.S. in TripAdvisor's 2025 Travelers' Choice Awards, and Sarasota County provides free trolley service connecting Siesta Key Village, Siesta Beach, South Village, and Turtle Beach. The location also offers convenient access on and off the island, with nearby Siesta Key Village offering shopping, dining, and the relaxed island atmosphere that makes this area so desirable. A private garage completes the package. Whether sought as a personal retreat, seasonal escape, or investment opportunity, this updated Gulf & Bay Club Bayside residence is an outstanding opportunity on Siesta Key.
Listing Agent: Shane Lewis (941-685-3252)
101 WHISPERING SANDS DR #107, SARASOTA, FL 34242
$475,000194 Days on yellowkey MLS ID: A4674069
REDUCED by $20,000 (4.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969 Tax: $5,864 (2024)Community: Whispering SandsCondo
Taxes:$5,864
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Welcome to affordable GULF FRONT living! This is one of the best values in Whispering Sands. The seller is willing to offer a $60,000 SELLER CREDIT with an acceptable offer to offset any future improvements or assessments. This recently updated, 2 bed/2 bath, DOUBLE LANAI CORNER unit is nestled in the southwest corner of the popular Tropic View building, the Whispering Sands midrise closest to the Gulf and 800' of your own private beach! The freshly painted interior features NEW luxury vinyl plank flooring, NEW interior doors, and NEW overhead designer lighting and fans. Four sets of floor-to-ceiling sliders open from the living areas and bedrooms into TWO separate 24’ glassed and screened lanais – complete with epoxy flooring and NEW ceiling fans to capture the coastal breezes. After a full day at the beach, meal prep is easy in your partially open kitchen featuring NEW granite countertops, farmhouse style stainless sink, and NEW 2025 Whirlpool and GE stainless appliances. The spacious primary bedroom includes a nice walk-in closet and an ensuite bath, while the generous second bedroom comfortably accommodates up to two queen beds and boasts a full wall of closet space. Both updated bathrooms feature NEW cabinets, vanities, & fixtures, with glassed walk-in showers and recessed lighting. Brand NEW 2026 HVAC system and 2025 water heater. The unit also comes with its own assigned storage locker located just across the hall, ideal for storing all of your beach essentials. Conveniently located next door to the colorful shops and restaurants of Siesta Key Village, Whispering Sands is a premiere 55+ Gulf front property offering two heated pools, beachside Tiki Hut and gas grills, shuffleboard, canoe/kayak storage, and 800' of PRIVATE quartz sand beach. The clubhouse is currently undergoing complete remodeling. Upon completion in 2026, it will include a full catering kitchen, fitness rooms, large screen TV, and an elegant space for community wide or private social events. New landscaping plan for the building and throughout the entire 25-acre property is currently underway. Attractively priced below market, this unit represents a great investment. Don’t miss this opportunity to experience the ease of island living at Whispering Sands!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
4606 TIPPECANOE TRL #119, SARASOTA, FL 34233
$160,000220 Days on yellowkey MLS ID: A4671371
1 Days Off yellowkey (back on 5/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1258 Built: 1973Monthly Fee: $437 Tax: $882 (2024)Community: Lake TippecanoeCondo
Taxes:$882
Elementary School: Ashton Elementary
Middle School: Riverview Middle
Remarks: Under contract-accepting backup offers. Brand New Price!! Welcome to Lake Tippecanoe — Sarasota’s Premier 55+ Community! This beautifully maintained 2-bedroom, 2-bath ground-floor condo offers 1,258 sq. ft. of comfortable, maintenance-free living in the heart of Sarasota. Step inside to an inviting open floor plan where the kitchen seamlessly flows into the great room—perfect for entertaining or relaxing. Natural light fills the spacious Florida room/dining area, overlooking a peaceful backyard setting. MOTIVATED SELLER Enjoy the convenience of indoor laundry and the ease of community living, with the association taking care of lawn maintenance, exterior upkeep (including the roof), pest control, cable, water, and trash pickup—so you can focus on enjoying the Florida lifestyle. Lake Tippecanoe is a well-established and friendly 55+ community featuring a clubhouse, social activities, and a serene lakefront setting. Ideally located near Sarasota’s world-famous beaches, top-rated golf courses, shopping, and dining, this condo offers the perfect blend of comfort, convenience, and community. Come experience the relaxed Sarasota lifestyle you’ve been dreaming of at Lake Tippecanoe!
Listing is courtesy of: JOHN HARDING REALTY (941-777-3007)
Listing Agent: Josh Mott (941-780-3063)
101 WHISPERING SANDS DR #301, SARASOTA, FL 34242
$449,00019 Days on yellowkey MLS ID: A4688898
REDUCED by $50,000 (10.0%) on 06/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,483 Tax: $3,312 (2025)Community: Whispering SandsCondo
Taxes:$3,312
Remarks: Opportunity awaits in one of Siesta Key's most desirable GULF FRONT communities! Perfectly positioned on the 3rd floor of the popular Tropic View building just steps from the sugar white sands and turquoise waters of the Gulf, this 2 bedroom/2 bath Whispering Sands residence offers exceptional potential for the buyer with vision. The sellers are willing to offer a $30,000 SELLER CREDIT with an acceptable contract, to offset any future improvements or assessments. Ready for renovation and priced accordingly, this property serves as a blank canvas for updates and customization to suit your style. The spacious floor plan is complemented by a 34' screened and glass enclosed lanai that spans the entire length of the unit, providing additional valuable living space and a comfortable setting in which to relax or entertain year round. The primary bedroom includes a walk-in closet and ensuite bath with glassed shower. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Furnishings are negotiable. This unit also comes with an assigned storage locker on the same floor for all of your beach essentials. As one of Siesta Key's most sought after 55+ communities, Whispering Sands is known for its prime beachfront location, offering 800' of PRIVATE beach access, 2 heated pools, new beachside Tiki Hut, charcoal and gas grills, shuffleboard, beachside canoe/kayak storage, onsite management, and an active social atmosphere. Beach loungers are placed on the beach daily for the exclusive use of owners and their guests. The clubhouse is currently undergoing complete remodeling and will include brand new fitness equipment, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. Whispering Sands residents also enjoy a short stroll to Siesta Key Village's charming boutiques, restaurants, and entertainment while still enjoying the tranquility of Gulf front living. Whether you're seeking a seasonal escape, year round residence, or an opportunity to create a personalized coastal retreat, this property offers the prefect foundation in an exceptional location. Bring your imagination and discover the possibilities that await just moments from the Gulf!
4242 DRYDEN CIR, SARASOTA, FL 34241
$535,0008 Days on yellowkey MLS ID: A4696289
REDUCED by $14,000 (2.6%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2324 Built: 1981Monthly Fee: $27 Tax: $2,992 (2025)Community: Bent Tree VillageSingle Family
Taxes:$2,992
Elementary School: Lakeview Elementary
Remarks: Virtually Staged. Experience stylish living in Sarasota's sought-after community of Bent Tree Village. This spacious 3-bedroom, 2-bath home offers convenient single-level living on a fenced homesite in desirable eastern Sarasota County. A welcoming entry garden creates a warm first impression, while the open and inviting floor plan seamlessly connects the main living areas, making the home ideal for both everyday living and entertaining. The generously sized primary suite features an ensuite bath and an oversized walk-in closet designed to accommodate even the most extensive wardrobe. Significant updates provide peace of mind, including a roof that is just four years old, enhanced with 18 inches of rodent-resistant insulation. Additional improvements include a newer HVAC system (2022), fresh interior and exterior paint, and upgraded gutters with 8-inch coverage along the rear of the home. The enclosed lanai, complete with durable epoxy flooring, offers the perfect space to relax or entertain year-round. Conveniently located just minutes from I-75, this home provides easy access to shopping, dining, downtown Sarasota, and the world-renowned beaches of Siesta Key and Florida's Gulf Coast. A one-year home warranty will be included with an acceptable offer.
Listing is courtesy of: ABUNDANT FIELDS REALTY LLC (941-302-1414)
Listing Agent: Summer Mcmillan (941-302-1414)
4060 WEBBER ST, SARASOTA, FL 34232
$329,50054 Days on yellowkey MLS ID: A4691042
REDUCED by $19,500 (5.6%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1546 Built: 1960 Tax: $3,916 (2025)Community: Southern ViewSpa: NoSingle Family
Taxes:$3,916
Elementary School: Brentwood Elementary
Middle School: None
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 4060 Webber Street—an ideally located Sarasota home offering convenience, flexibility, and access to some of the area’s most sought-after outdoor amenities. Just moments from the Legacy Trail, the Sarasota Springs Trailhead, Downtown Sarasota, UTC, and world renowned beaches. This property is perfect for those looking to enjoy all that the Florida lifestyle has to offer. The home features a comfortable layout with inviting living spaces and plenty of natural light, enhanced by luxury vinyl plank flooring throughout the main living areas and primary bedroom for a clean, modern feel. The living room is anchored by a cozy wood-burning fireplace, creating a warm focal point for relaxing or entertaining. The spacious, open kitchen offers ample room for cooking, gathering, and hosting, making it the true heart of the home. The property features a fully fenced yard with a double gate on the side, providing direct access to a concrete pad—ideal for storing a boat, trailer, or additional vehicles. With no HOA restrictions, you’ll enjoy the freedom to make the most of your property without added limitations—whether for personal use or investment purposes. Located just a short drive to Siesta Key, downtown Sarasota, shopping, dining, and major roadways, this home combines accessibility with lifestyle appeal. Don’t miss this opportunity to own a versatile property in a prime central Sarasota location
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Derek Robbins (941-356-4906)
1750 BENJAMIN FRANKLIN DR #9F, SARASOTA, FL 34236
$1,500,000188 Days on yellowkey MLS ID: A4674543
REDUCED by $100,000 (6.3%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2035 Built: 1970 Tax: $9,743 (2024)Community: Key Tower SouthCondo
Taxes:$9,743
Remarks: Forever yours the unobstructed views of Sarasota Bay, Ringling Bridge and the Skyline of the City of Sarasota. Sip your morning beverage while watching the boats go by or dinner and the evening lights of the City. Beyond $200,000 has been invested to create this thoughtfully redesigned condo in floor to ceiling renovations to create this masterpiece with custom recessed lighting, porcelain flooring throughout, waterfall effect of quartz counters, contemporary sleek cabinetry designed kitchen, European spa-inspired Bathrooms designs and plumbed for your personal washer/dryer. Enjoy 2035 square feet of contemporary luxury in this light-filled 2-bedroom, 2-bath condominium with a versatile flex room currently used as a bedroom at Key Tower South directly on the soft quartz sands of the Gulf of Mexico on Lido Key. Expansive impact windows frame daily sightings of dolphins, seabirds, and shimmering water. Spa-inspired bathrooms feature premium fixtures. The open-concept floor plan offers excellent flow for entertaining or relaxed everyday living, enhanced by abundant storage and a flexible den ideal for a home office, 3rd bedroom or guest space. The building has recently undergone updates to its common areas, adding a fresh, modern aesthetic that complements the residence. Residents enjoy true beachfront living on Lido Key with immediate access to white sandy beaches and scenic waterfront walks. Just minutes away, St. Armands Circle offers world-class dining, boutique shopping, and vibrant coastal culture. This is a rare opportunity to own a luxury waterfront condo in Sarasota, perfectly positioned for both full-time living and seasonal enjoyment. Furnishings included with a few personal exceptions. Washer / Dryer hookup in the hall closet is ready for use.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Midge Mccarthy (941-809-3800)
1750 BENJAMIN FRANKLIN DR #10G, SARASOTA, FL 34236
$1,175,000133 Days on yellowkey MLS ID: A4680259
REDUCED by $25,000 (2.1%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1970 Tax: $9,085 (2025)Community: Key Tower SouthCondo
Taxes:$9,085
Remarks: ****There is nothing left to do. Nothing to imagine. Completed in 2022, everything has been upgraded and transformed into the most modern luxury. This high-floor corner residence on Lido Beach in the Key South Tower building has been completely transformed—from ceilings to floors—into a home where every high-end creature comfort is already in place and water views unfold from every window. The building is so modern, so perfectly updated and completed that it even has its own hurricane/surge protection system surrounding the building-- unique and impressive. You must see this condo's extraordinary views in day and at night!!! ****Panoramic vistas stretch across the Gulf of Mexico, Sarasota Bay, the Ringling Bridge, and downtown Sarasota, creating a constantly shifting backdrop of light, water, and skyline. Set within a Lido Beach building that has already been elevated to the highest modern building standards, this residence offers peace of mind. The HOA’s abundant reserves reinforce the sense of security -- owners love living here. Inside, porcelain tile flows throughout, complemented by all-new ceilings and modern lighting that set a sophisticated, contemporary tone. ****The kitchen is both elegant and functional, featuring abundant new wood cabinetry, quartz countertops, and new appliances—designed for everything from casual mornings to elevated entertaining. The primary suite is a private sanctuary, framed by water views and finished with the finest luxury tile. It offers a walk-in closet, an ensuite bath with a walk-in shower, and thoughtful storage. The guest suite is equally impressive, with new tile, a walk-in closet, and beautiful views of the Intracoastal Waterway and downtown Sarasota. Spacious enough for a king bed, it also features its own walk-in shower, making it ideal for guests who appreciate comfort and privacy. ****Beyond the residence, Key Tower South has been fully reimagined, with the lobby and common areas completely renovated in 2025. Residents enjoy 220 feet of private Gulf frontage, a heated beachfront pool, expansive sundeck, direct beach access, saunas, a fitness room, library, bike storage, and on-site management—resort-level amenities without the crowds. ****This is not simply a condo. It is a fully realized beachfront lifestyle—elegant, effortless, and complete. Call now for a private showing. Prefer to experience it from afar? Drone footage and immersive fly-throughs are available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
4401 LITTLE JOHN TRL, SARASOTA, FL 34232
$529,00011 Days on yellowkey MLS ID: A4695906
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1894 Built: 1986Monthly Fee: $50 Tax: $4,285 (2025)Community: Sherwood ForestSpa: YesSingle Family
Taxes:$4,285
Elementary School: Fruitville Elementary
Remarks: Nestled beneath majestic oak trees in the established Sherwood Forest community, this beautifully maintained home offers the perfect blend of privacy, character, and convenience. Situated on a spacious homesite, the property welcomes you with mature landscaping, abundant shade, and a tranquil setting rarely found in such a central Sarasota location. Inside, you'll find a thoughtfully designed floor plan featuring generous living spaces, abundant natural light, and comfortable accommodations for everyday living and entertaining. Brand new stainless steel appliances with a natural gas range. The home's layout flows seamlessly from the main living areas to the outdoor spaces, creating an inviting atmosphere for gatherings with family and friends. Step outside to enjoy the expansive yard, offering plenty of room for outdoor activities, gardening, or simply relaxing beneath the canopy of mature trees. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property provides exceptional flexibility and value. Conveniently located just minutes from I-75, shopping, dining, top-rated schools, golf courses, and Sarasota's world-famous beaches, this home combines peaceful neighborhood living with easy access to everything the Gulf Coast lifestyle has to offer. Don't miss this opportunity to own a charming Sarasota property in one of the area's most established and desirable communities. New HVAC
Listing is courtesy of: OSIPOV GROUP REAL ESTATE (941-284-4237)
Listing Agent: Bogdan Osipov (941-500-5885)
4034 ROBERTS POINT RD, SARASOTA, FL 34242
$8,500,00034 Days on yellowkey MLS ID: A4693305
Bed: 5 Bath: 4.5 Gar: 6 Liv Area Sq Ft: 5458 Built: 1990 Tax: $52,899 (2025)Community: Elliot M Prop Siesta KeySpa: YesSingle Family
Taxes:$52,899
Remarks: A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
648 BEACH RD, SARASOTA, FL 34242
$8,750,000129 Days on yellowkey MLS ID: A4681541
Bed: 3 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 4750 Built: 1996 Tax: $69,526 (2025)Community: Siesta KeySpa: NoSingle Family
Taxes:$69,526
Remarks: Welcome back to 648 Beach Road, you’ve seen it before, but it’s better than ever. Reconstructed, reimagined, and elevated in every detail, this extraordinary residence delivers the same breathtaking, front-row views you remember… with an entirely new feel that’s fresh, refined, and built for the way you live now. This expansive three-bedroom retreat lives like a private resort, with the space to convert to a five-bedroom, perfect for hosting, creating office space, or adding guest suites without sacrificing flow. Step outside to a wraparound terrace on every floor, designed for sunrise coffees, sunset cocktails, and everything in between, because when your backdrop is this spectacular, indoor/outdoor living isn’t a feature, it’s a lifestyle. Ride your private elevator to the top and discover the ultimate luxury: a private rooftop pool where the horizon becomes your daily view and the sky feels like it belongs to you. Add in a rare four-car garage, and you have a true coastal statement home, spacious, secure, and effortlessly impressive. 648 Beach Road isn’t just a comeback. It’s a glow-up, with the views you loved, and the home you’ve been waiting for.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
2458 WALDEMERE ST, SARASOTA, FL 34239
$465,00048 Days on yellowkey MLS ID: N6144122
REDUCED by $14,500 (3.0%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1648 Built: 1952 Tax: $7,101 (2026)Community: SingletarysSpa: YesSingle Family
Taxes:$7,101
Elementary School: Alta Vista Elementary
Tax Year: 2026
Remarks: Experience the perfect harmony of modern upgrades and versatile living in this beautifully refreshed residence situated in the heart of one of Sarasota’s most established neighborhoods. This meticulously maintained home welcomes you with durable tile flooring throughout the main living areas, complemented by stylish vinyl flooring installed in the primary suite in 2021 and a crisp, neutral paint palette that enhances the natural light. The thoughtfully designed floor plan includes a true mother-in-law suite featuring its own private entrance, providing an ideal sanctuary for multi-generational living or a secluded home office. This secondary wing opens to its own covered and screened lanai, offering a peaceful retreat separate from the main household. The home has been extensively modernized for peace of mind, featuring a new roof installed in 2022, updated windows, updated plumbing, and a contemporary electrical panel. Climate control is effortless with two dedicated A/C systems, including a brand-new rear unit installed in 2024, along with a new water heater added the same year. The heart of the home showcases a kitchen equipped with a new refrigerator and dishwasher, while the living area centers around a cozy fireplace with elegant new tile work. Luxury extends to the bathrooms, where the primary ensuite features a refreshed walk-in shower and a tub recoated in 2025 that includes a transferable warranty. Elegant French doors lead you to a freshly re-tiled screened lanai, perfect for enjoying the Florida lifestyle within the privacy of a fully enclosed backyard, secured by a new fence and gate installed in 2025. Located in a premier school district including Southside Elementary, Brookside Middle, and Sarasota High School, this property is just minutes from the cultural heartbeat of Downtown Sarasota, the luxury boutiques of St. Armands Circle, and the bright sands of Siesta Key Beach. With nearby access to Sarasota Memorial Hospital and the Arlington Park aquatic center, this move-in-ready estate offers a rare combination of structural integrity and an unbeatable location.
2714 DATURA ST, SARASOTA, FL 34239
$619,50011 Days on yellowkey MLS ID: N6144604
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1364 Built: 1960 Tax: $6,458 (2026)Community: South GateSpa: NoSingle Family
Taxes:$6,458
Remarks: Exceptional opportunity to own a beautifully updated property offering flexible living arrangements, multi-generational living potential, or income-producing possibilities. The residence features a spacious 2-bedroom, 1-bathroom main living area with a full kitchen, as well as an attached 1-bedroom, 1-bathroom mother-in-law suite complete with its own private entrance and full kitchen. Numerous updates have been completed throughout the property, including luxury vinyl flooring throughout the main home’s living areas and bedrooms, fresh interior and exterior paint (2026), a new metal roof (2026), and new gutters (2026). Additional improvements include a new air conditioning unit (2021), blown-in attic insulation (2022), custom kitchen cabinetry (2022), and a renovated bathroom featuring a new tiled tub surround, custom cabinetry, and fresh paint (2022). The exterior has also been enhanced with a new fence (2022) and new concrete work (2022). Designed for enjoying the Florida lifestyle, the home features a fully covered and screened lanai that seamlessly extends the living space outdoors. Complete with an outdoor stovetop, this inviting area is perfect for entertaining, outdoor dining, or relaxing while overlooking the backyard oasis. Just beyond the lanai, you’ll find a sparkling in-ground swimming pool surrounded by newly installed concrete, creating the ideal setting for gatherings with family and friends or quiet afternoons in the sun. Conveniently located near shopping, restaurants, parks, schools, medical facilities, boat ramps, and some of Southwest Florida’s most beautiful beaches, this property combines modern updates, versatility, and an unbeatable lifestyle. Whether you’re looking for a primary residence with space for extended family or an investment opportunity with additional living quarters, this property offers exceptional value and endless possibilities. (Grass images have been edited)(Virtual staging)
1931 HIGH POINT CIR, SARASOTA, FL 34236
$1,495,00059 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: FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include 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 tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/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 (over $83,000 in the first year) along with $27,000+ in future bookings, please inquire for more details
Listing Agent: Fred Sassen (404-408-5956)
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