Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2344 TEMPLE ST, SARASOTA, FL 34237
$575,0006 Days on yellowkey MLS ID: A4696470
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1000 Built: 1954 Tax: $3,291 (2025)Community: Loma Linda ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,291
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Beautifully maintained 3-bedroom, 2-bath Sarasota home in a highly desirable location just minutes from downtown Sarasota, Sarasota Memorial Hospital, Southside Village, Midtown Plaza, Arlington Park, and the Legacy Trail. In addition to the square footage reflected in the public tax record, the home also offers an enclosed Florida room, creating a more spacious and flexible layout. Inside, you’ll find a cozy living room fireplace, a recently updated bathroom, and a versatile casita-style/mother-in-law-style suite ideal for guests, extended stays, a private office, studio, or additional everyday use. The roof was replaced in 2024, offering added peace of mind. Step outside to a beautifully landscaped backyard designed for relaxing and entertaining. The covered patio features recessed lighting, creating a warm and inviting outdoor living area, while the side yard includes a storage shed for added convenience. Location is a major highlight — approximately 5.5 miles to Lido Key Beach and approximately 6 miles to Siesta Key Beach, placing you close to two of Sarasota’s most beloved coastal destinations. Arlington Park & Aquatic Center is also nearby, offering pickleball and tennis courts, basketball courts, playgrounds, walking paths, dog-friendly areas, swimming pools, and community events. An exceptional opportunity to enjoy the Sarasota lifestyle with flexible indoor space, beautiful outdoor areas, and easy access to beaches, downtown, shopping, dining, and recreation.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
1900 BENJAMIN FRANKLIN DR #V11, SARASOTA, FL 34236
$799,00010 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
Taxes:$5,712
Elementary School: Southside Elementary
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
$2,895,0006 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)
7732 DONALD ROSS RD W, SARASOTA, FL 34240
$2,100,00047 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
$468,00041 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
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
$175,000146 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)
101 WHISPERING SANDS DR #107, SARASOTA, FL 34242
$475,000197 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
$160,000223 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
$449,00022 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
$535,00011 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
$329,50057 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
$1,500,000191 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
$1,175,000136 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
$529,00014 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)
2458 WALDEMERE ST, SARASOTA, FL 34239
$465,00051 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
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.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
2714 DATURA ST, SARASOTA, FL 34239
$619,50014 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)
4114 ROBERTS POINT CIR, SARASOTA, FL 34242
$1,150,000310 Days on yellowkey MLS ID: A4661864
REDUCED by $50,000 (4.2%) on 06/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 1982 Tax: $3,622 (2024)Community: Roberts PointSpa: YesSingle Family
Taxes:$3,622
Remarks: Virtually Staged. Seller is motivated! Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key’s most sought-after neighborhoods. This versatile two-story property is ready for you to move in, renovate, or rebuild into your dream retreat. Designed with entertaining in mind, the home offers multiple outdoor decks and living spaces, plus a relaxing hot tub overlooking the tranquil bayou. The property has water access to the bay and beyond. The main living area on the second floor features an open, airy layout with vaulted ceilings, while the ground level includes a two-car garage, private 1-bedroom/1-bath suite, bonus room, and screened lanai—perfect for guests or extended family. Recent upgrades provide peace of mind, including a new roof (August 2023), hurricane shutters, and completed storm remediation. Surrounded by lush Florida landscaping, you’ll enjoy the serenity of the water while being just minutes from Siesta Beach, shopping, and dining. Don’t miss this exceptional location—whether you envision updating, expanding, or starting fresh, this is your opportunity to own a slice of paradise on Siesta Key.
Listing Agent: Kelley Callaway (941-928-0642)
5966 MIDNIGHT PASS RD #G-67, SARASOTA, FL 34242
$2,389,00041 Days on yellowkey MLS ID: A4692674
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 1970 Tax: $10,966 (2025)Community: Palm Bay Club ISpa: YesCondo
Taxes:$10,966
Remarks: Own a piece of paradise at the Palm Bay Club tower, where Siesta Key sunsets and Gulf views become a part of daily life. Positioned in the waterfront tower, this airy corner residence captures a rare perspective down Siesta Key’s shoreline, where wide Gulf views, turquoise water, and the movement of the surf are visible from every room. Its unique southern orientation is one of the reasons the current owner fell in love with the property. It offers the beauty of a true Gulf-front setting without the harsh afternoon sun that many beachfront residences contend with. It is low enough to remain connected to the beach and water below, yet elevated enough to frame a panorama of the coastline. The experience from within the residence is both soothing and unforgettable. Floor-to-ceiling windows fill the unit with natural light throughout the day. Morning sunrises arrive softly through the eastern-facing windows, while the southern exposure continuously reflects the changing colors of the Gulf, beach, and sky across the living spaces. Lovingly maintained as a private coastal retreat for the owner, the residence has been thoughtfully and continually improved with an emphasis on luxurious comfort, quality, and ease of ownership. Features include custom cabinetry and generous storage, KitchenAid and Kohler appliances, Brizo fixtures, designer lighting and furnishings, top-of-the-line custom Hunter Douglas blackout blinds, hurricane-rated window protection, a private in-unit washer and dryer — a rare convenience within the building, and much more. The interiors feel refined yet relaxed, designed for extended stays, entertaining guests, or simply enjoying quiet mornings overlooking the water. While this residence has primarily been enjoyed privately, Palm Bay Club’s highly regarded in-house rental program and flexible three-day minimum rental policy provides an exceptional option for owners seeking to generate income alongside personal enjoyment. The property includes 24-hour onsite security as well as full-time management, front desk and maintenance personel 7 days/week. Many long-term staff members contribute to the welcoming and established feel that owners value so highly. The Palm Bay Club's beach resort lifestyle comes with a level of service and atmosphere that sets it apart on Siesta Key. Available beach staff will take the complimentary loungers anywhere on the private beach by ATV. Owners and guests enjoy one of the largest expanses of direct access private beach frontages on the Key, with an outdoor grill, covered pavilions, a rinse station, and additional premium beach cabana services. The Gulf side amenities also include poolside bathrooms and showers, and a fitness center that looks out to the big heated pool and tennis/pickleball courts. A brand new shuffeboard court has been added in 2026. For a different laidback vibe, residents and guests simply walk to the Bay side to lounge by the heated pool and hot tub, where they can watch the boats go by amidst the boat docks, fishing pier, and palm trees. Must see to appreciate this rare tower unit with one of the most desirable and requested orientations at this exceptionally well maintained gulf-to-bay resort condo complex. This fully furnished turnkey property is move-in ready for immediate enjoyment or future rental use.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
3000 SOUTHWEST DR, SARASOTA, FL 34239
$12,750,000206 Days on yellowkey MLS ID: A4672971
REDUCED by $500,000 (3.8%) on 04/30/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 8125 Built: 2003 Tax: $109,050 (2025)Community: Cherokee ParkSpa: YesSingle Family
Taxes:$109,050
Remarks: One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.
Listing Agent: Kim Ogilvie (941-951-6660)
3221 BENEVA RD #102, SARASOTA, FL 34232
$153,90055 Days on yellowkey MLS ID: A4690828
REDUCED by $6,000 (3.8%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,093 (2025)Community: Village Brooke Sec 2Condo
Taxes:$2,093
Remarks: ***PRICE REDUCTION***This well-maintained ground floor condo is located in the heart of Sarasota. Village Brooke is known for its lush landscaping, beautifully maintained grounds, and low condo dues. Association amenities include TWO heated pools, tennis/pickelball courts, shuffleboard, serene ponds with shaded gazebos, BBQ grills, picnic areas, laundry facilities and ample exterior locked storage area. There is a well-equipped club house complete with a full kitchen, pool & ping pong tables, and spacious lounge area with large screen TV. Village Brooke is close to shops, dining, public transportation and is just 1 mile to the Legacy Trail, less than 2 miles to Pinecraft, Sarasota's unique Amish Village and less than 4 miles to Siesta Key, voted Number 1 beach in America in 2026!! The low monthly condo fee includes water, sewer, trash, basic CABLE TV, basic INTERNET, PEST CONTROL, grounds and pool maintenance, exterior insurance and more! Don't let this amazing opportunity get away!!
Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA (941-951-2580)
Listing Agent: Kellie Mosier (941-264-3484)
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