Location: Sarasota
Do Not Show Listings
1423 & 1435 HILLVIEW DR, SARASOTA, FL 34239
$17,350,000373 Days on yellowkey MLS ID: A4653958
Bed: 6 Bath: 8.0 Gar: 8 Liv Area Sq Ft: 11588 Built: 2006Monthly Fee: $21 Tax: $238,008 (2025)Community: Harbor AcresSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$238,008
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen—with its own cooktop, refrigerator, microwave and desk area—makes entertaining easy. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and more seating, ideal for movie nights, game days or entertaining. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to it all, while a versatile sport court and two private docks for 75-plus-foot yachts complete the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry and terrace. Guests enjoy four more suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres home delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village and Gulf beaches. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
3648 BENEVA OAKS BLVD, SARASOTA, FL 34238
$949,000457 Days on yellowkey MLS ID: A4643238
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2747 Built: 1980Monthly Fee: $96 Tax: $4,995 (2025)Community: Beneva OaksSpa: NoSingle Family
Taxes:$4,995
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. In the gated, exclusive community of Beneva Oaks, this two-story residence is a Sarasota gem that offers a rare combination of privacy, space and convenience. One of Sarasota’s sought-after neighborhoods, Beneva Oaks is an enclave of just 49 uniquely designed custom homes, each on spacious half-acre to one-acre homesites, creating an atmosphere of tranquility, safety and prestige. With majestic 100-year-old oaks and towering palms, this community is one of Sarasota’s hidden treasures, offering an abundance of space and a park-like setting while being just minutes from the heart of town. On the northern edge of Palmer Ranch, this home provides easy access to Interstate 75, Siesta Key Beach, Gulf Gate’s vibrant restaurant and shopping district, and a new Publix. A great place for a growing family, it also sits in the highly rated school districts of Gulf Gate Elementary, Sarasota Middle School, and Riverview High School, and the top high school in Florida, Pine View School for the Gifted, is 15 minutes away. Inside, the first floor offers a spacious living room, kitchen, dining area and half bath. The attached office and bedroom with adjacent full pool bath are ideal for use as an in-law or au pair suite. Upstairs, the expansive primary bedroom boasts a sitting area, walk-in shower, soaking tub and dual pedestal sinks, creating a serene retreat. Three additional guest bedrooms and a full bath complete the second level. The outdoor living space is a private oasis as French doors lead to an elevated deck with new railings illuminated by solar lights, stepping down to a sparkling blue pool surrounded by pavers. The backyard enjoys scenic, serene views, backing up to Matheny Creek and a green space easement for added privacy. Energy efficiency meets sustainability with environmentally friendly solar panels, keeping electric costs low. County water and septic ensure predictable utility expenses, and a buried 120-gallon propane tank fuels the gas stove. Additional features include a speaker system, fiber-optic high-speed internet, original Spanish tile and luxury vinyl plank flooring, and charming stained-glass accents in the front entry and stairwell. This is a rare opportunity to own in one of Sarasota’s distinguished neighborhoods, where estate-sized properties, lush landscapes and an unbeatable location create a special place to call home. Zillow flood information is incorrect, and per FEMA and the Sarasota GIS flood maps no buildings intersect flood zones. Flood insurance is NOT required. The structure is entirely within zone X, with a finished floor elevation of 23 feet. The edge of the lot bordering the creek is in Zone AE with a base flood elevation of 16.4 feet.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
4034 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$425,00039 Days on yellowkey MLS ID: A4692264
1 Days Off yellowkey (back on 5/11/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1368 Built: 1987 Tax: $3,303 (2025)Community: Flora-Villa SubSingle Family
Taxes:$3,303
Elementary School: Wilkinson Elementary
Middle School: None
Remarks: Under contract-accepting backup offers. Directly across from a peaceful pond and walking path, this beautifully updated home offers a rare combination of openness, functionality and flexible living space in a prime Sarasota location. Inside, vaulted ceilings and a thoughtfully designed layout create a bright, airy feel with seamless flow between the main living areas. The updated kitchen features all new stainless-steel appliances and opens naturally to both the great room and family room, making the home feel larger and more connected than expected. The primary suite offers two closets and an updated bath with a walk-in shower, while the additional bedrooms are well-sized with generous storage. Step outside and you’ll find where this home truly stands out. The fully fenced backyard has been transformed into a private retreat with low-maintenance turf, a paver patio and a covered screened lanai that functions as an extension of the living space, perfect for relaxing or entertaining year-round. A standout feature is the detached, air-conditioned shed with electricity, offering incredible flexibility as a home office, gym, studio or bonus space. Major updates provide peace of mind, including a new roof (2026), impact windows, newer HVAC, a new water heater, new screens, updated electrical panel and fresh exterior paint. Complete with a two-car garage, an oversized driveway and a central Sarasota location just minutes to downtown, Siesta Key and Interstate 75, this home offers convenience and lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
6505 TAEDA DR, SARASOTA, FL 34241
$785,000221 Days on yellowkey MLS ID: A4670297
2 Days Off yellowkey (back on 5/11/2026)
REDUCED by $14,000 (1.8%) on 05/05/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2639 Built: 1994Monthly Fee: $170 Tax: $5,270 (2024)Community: Serenoa Ph 2Spa: NoSingle Family
Taxes:$5,270
Elementary School: K-8 At Clark And Lorriane
Tax Year: 2024
Middle School: K-8 At Clark And Lorriane
Remarks: Under contract-accepting backup offers. A peaceful retreat with an estate feel and exceptional privacy on a half-acre preserve lot in the gated Serenoa golf-course community. This meticulously maintained 4-bedroom, 3-bath, 3 car garage and pool home sits on an oversized homesite with no rear neighbor and only one neighbor to the side, mature oaks canopy the streets, a meandering side yard creek, and frequent deer, bunnies, and gracious crane visits create true country serenity. Inside, a bright split-plan layout provides privacy for the primary suite, while generous secondary bedrooms and spacious room sizes make everyday living easy. The great room with volume ceilings is built for entertaining and flows to a large lanai with pavered pool area and outdoor bar seating—perfect for gatherings. A formal dining room and living room complement the open kitchen/family room (with fireplace), and the side-entry garage enhances the estate look. ***Recent updates include: a new pool cage, pool pump, newer impact windows and sliders, and electric fence.*** Serenoa offers optional membership at its golf club, uniquely designed custom homes on large lots, and beautiful oak-lined streets. You’re minutes to I-75 and convenient to all Sarasota amenities—an active downtown, cultural venues, and Siesta Key, Lido, and Longboat Key for beach and water sports. Zoned for Lakeview Elementary, Skye Ranch School, Sarasota Middle, and Riverview High, with Twin Lakes Park a short ride away. This home is ideal for year-round living, or it can provide the ultimate snowbird lifestyle. Move-in ready, private, and perfectly positioned to enjoy the best of Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Joanna Benante (941-356-7718)
5357 SUNDEW DR, SARASOTA, FL 34238
$715,00098 Days on yellowkey MLS ID: A4685055
REDUCED by $10,000 (1.4%) on 04/01/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2380 Built: 2014Monthly Fee: $478 Tax: $5,744 (2025)Community: Sandhill PreserveSingle Family
Taxes:$5,744
Elementary School: None
High School: None
Remarks: Rarely available two-story Abbeyville model in Sandhill Preserve! This spacious home is 2,380 Sq Ft and offers 3 bedrooms, 3 full baths, a den, loft, sunroom, great room, and extended lanai, providing exceptional space for both everyday living and entertaining. Impact windows and doors throughout offer peace of mind while helping keep the home quiet and energy efficient. Situated on an oversized waterfront lot, the setting feels like your own private tropical retreat. Enter through the beautiful stained-glass front doors, where a guest bedroom and full bath are tucked privately to the left—ideal for visiting family and friends. Just down the hall is a versatile den, previously used as an art studio, that could easily function as a home office or additional guest space. The home opens into an impressive main living area where the kitchen, great room, dining area, and sunroom flow seamlessly together—perfect for entertaining. The kitchen features white cabinetry, stone countertops, stainless steel appliances, and a large center island that anchors the space. Sliding glass doors extend the living area outdoors to the screened lanai, creating the indoor-outdoor lifestyle Florida is known for. It’s the perfect spot for morning coffee while watching sandhill cranes stroll by or evening cocktails as the sun sets over the water. The spacious primary suite includes a luxurious ensuite bath with an extra-large walk-in shower with bench seating, dual sink vanity, and custom walk-in closet. The laundry room is conveniently located near the primary bedroom for added functionality. Upstairs provides a private guest retreat featuring a loft, bedroom, full bathroom, and multiple storage closets, giving visitors their own comfortable space. Completing the home is a spacious two-car garage with additional room for bikes and storage. Residents of Sandhill Preserve enjoy maintenance-free living and resort-style amenities, including a pool and spa, fitness center, indoor event space, outdoor bar and grill, firepit, and tennis and pickleball courts. Ideally located in Palmer Ranch, the community is just minutes from the Legacy Trail, shopping, dining, and the world-famous beaches of Siesta Key and Nokomis. Nowhere but here, Sandhill Preserve.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Debbie Daviadoff (770-331-9805)
2549 19TH ST, SARASOTA, FL 34234
$699,00035 Days on yellowkey MLS ID: A4693028
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 952 Built: 1983 Tax: $3,692 (2025)Community: Lorraine ParkSingle Family
Taxes:$3,692
Remarks: Opportunity, versatility and charm all come together in this beautifully maintained Sarasota County property on an oversized, fully fenced lot just over 1/2-acre! Featuring two bedrooms, two baths and multiple outdoor entertaining areas, this property offers endless possibilities for homeowners, investors or business owners alike with its multi-zoning potential allowing for commercial use, duplex possibilities and RV storage. Inside, you’ll find durable LVP flooring throughout, an open living room and kitchen layout, and a spacious kitchen featuring rich wood cabinetry, black Corian countertops, tile backsplash, and newer stainless appliances including a new dishwasher and refrigerator. The primary suite offers a walk-in closet, sliding glass doors leading to a private patio, and an en-suite bath complete with double sinks, soaking tub and separate shower. Home has new solar panels, which are transferable to a new owner at only $61 a month. Go outside and enjoy the shaded, treed property with multiple sitting areas, a fire pit, oversized lanai, storage shed, and plenty of room for RVs, toys or future expansion. City water and septic are in place, with the septic recently pumped and a newer drain field providing added peace of mind. Major updates include roof replaced 03/29/2023, windows replaced in 2023, solar panels installed 09/23/2025 and main electrical panel updated 12/09/2025. Air conditioner is 2005. Conveniently near the Orioles spring training facility, 17th Street Park, with baseball and BMX fields, the airport and downtown amenities, this unique property offers flexibility, convenience and incredible potential all in one package!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
3820 FLAMINGO AVE, SARASOTA, FL 34242
$8,395,000191 Days on yellowkey MLS ID: A4673215
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4775 Built: 1962 Tax: $18,005 (2024)Community: Bay IslandSpa: YesSingle Family
Taxes:$18,005
Elementary School: Phillippi Shores Elementary
Remarks: Under Construction. Incredible opportunity in highly desirable Bay Island, easy access to downtown Sarasota and Siesta beaches. Currently under construction with acclaimed Voigt Brothers construction, early 2027 completion date. Please request floor plans and finishes, you will be ecstatic with the choices
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
161 S POLK DR, SARASOTA, FL 34236
$5,750,000208 Days on yellowkey MLS ID: A4672276
REDUCED by $249,000 (4.2%) on 04/30/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4617 Built: 2013 Tax: $88,251 (2024)Community: Lido BeachSpa: YesSingle Family
Taxes:$88,251
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. In a world where more is usually never enough……. 161 S. Polk Drive is JUST ENOUGH and MORE OF EVERYTHING YOUR DREAMS ARE MADE OF! Positioned waterfront between St. Armands Circle and Lido Beach, you can start your day walking just one block to put your toes in the sand and soak up the morning sun and then head straight to your favorite lunch spot on the circle. Upon returning home, take up lounging in the split-level, salt water pool and relax to the sounds of the water as it crests the infinity edge OR you can choose one of the many decks, from rooftop on down, canal to Gulf, to savor the sun, the breeze, the views and the peacefulness all around you. Once evening arrives, hop on the boat for a pleasant ride to your waterfront dining of choice or enjoy a glass of wine as you unwind with soothing music, the gentle movement of the water and savor the setting sun. This privately gated, coastal contemporary home encompasses over 4,600 square feet of interior living space with an open plan from living to dining to kitchen and on to the outdoor patio with a full wall of pocketing sliders. The acacia wood floor will be the first to grab your eye, but you will then be drawn to the unlimited other features of this home. From the many windows offering abundant natural light, to the built-ins, wet bars, oversized kitchen island, 3 en-suite bedrooms all with private balconies (includes first and 2nd floor owner suites), elevator, outdoors showers, sauna, ‘hidden’ oversized laundry room with 2 sets of washers and dryers, oversized boat dock with 2 lifts……. Shall I go on?? The well thought out configuration of this home rationalizes JUST ENOUGH of comfortably elegant entertaining mixed with intimate peace and privacy. Recent improvements include A/C handlers and compressors, tankless water heater and pump, flat tile roof decking, refinished exterior wood railings, pool pumps and actuators, in-ground drainage system, refreshed landscaping, exterior pressure washing, recent elevator service completed
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Cindy Schatzle (941-587-7556)
4511 DEL SOL BLVD S, SARASOTA, FL 34243
$454,900140 Days on yellowkey MLS ID: A4679694
3 Days Off yellowkey (back on 5/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 1995Monthly Fee: $11 Tax: $3,357 (2025)Community: Longwood RunSpa: NoSingle Family
Taxes:$3,357
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. Located in the desirable Longwood Run – Del Sol Village community, this beautifully maintained 3-bedroom, 2-bath residence offers privacy and peaceful preserve views. Soaring ceilings and abundant natural light enhance the open-concept layout, designed for both comfortable daily living and entertaining. Plantation shutters add character, and the spacious lanai overlooks a lush natural backdrop. Major updates include a new HVAC system (2026) with a 10-year warranty, a newer roof (2018), a whole-house water softener, a triple-filter kitchen water system, and an upgraded 50-gallon water heater. The extra-long garage accommodates larger vehicles. Situated in Flood Zone X with a low HOA, the community is bike-friendly and pet-friendly, and conveniently located near Sarasota’s beaches, upscale shopping, dining, and cultural attractions. Move-in ready and thoughtfully updated, this home offers privacy, comfort, and convenience in a serene setting.
Listing Agent: Louis Wery (941-232-3001)
1704 COCOANUT AVE, SARASOTA, FL 34234
$330,000250 Days on yellowkey MLS ID: A4666635
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1671 Built: 1947 Tax: $2,753 (2024)Community: Hillcrest ParkSpa: NoSingle Family
Taxes:$2,753
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Under contract-accepting backup offers. This charming cottage home near downtown Sarasota and the Bay offers a private mother-in-law suite, with separate entrance. -perfect for multi-generational living. Small fenced back yard and plenty of parking. A laundry room with washer/dryer on site, separates the two units. The main apartment features two bedrooms and one bath. The kitchen is big enough to accommodate a dining table with four chairs. A dream location, walkable to downtown and the Bay, a few minutes driving to the airport and the Ringling College. Most affordable and closest to where all is happening!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Este Lennox (941-350-0048)
7700 SANDHILL LAKE DR, SARASOTA, FL 34241
$997,00036 Days on yellowkey MLS ID: A4692066
0 Days Off yellowkey (back on 5/10/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2755 Built: 2021Monthly Fee: $465 Tax: $8,973 (2025)Community: Sandhill LakeSpa: NoSingle Family
Taxes:$8,973
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Welcome to a beautiful custom residence in Sandhill Lake, a boutique community of just 43 homes. This 2021 award-winning Magnolia model by Heritage is sited on a premium cul-de-sac lakefront homesite offering real peace of mind with 35 ft elevation, impact windows and doors, and low insurance cost. As you enter, you are greeted in a refined foyer featuring custom architectural detailing. Next is the great room with a 13-foot tent ceiling creating a dramatic yet inviting focal point, anchored by Restoration Hardware chandeliers, a tiled fireplace, and expansive glass sliders framing serene water views. The chef’s state-of-the-art kitchen features custom floor to ceiling real-wood cabinetry, quartz countertops, an oversized island, high efficiency appliances, and a premium Wolf gas cooktop and oven. The primary suite offers soothing water views from a sitting area with wrap around windows. Two generous custom walk-in closets, an ensuite bath featuring an accessible walk-in shower, dual vanities, and European fixtures complete a spa-inspired experience. A thoughtfully designed floor plan ensures privacy, with guest accommodations in 2 bedrooms and a versatile den/flex space. Comfort is enhanced by a high-efficiency AC heat pump system and a fully integrated solar panel system. Step out of the sliders to your Florida sanctuary, featuring a private extended lanai, sparkling saltwater pool with waterfall, outdoor shower and kitchen, and tranquil lake views. Additional highlights include hardwood floors throughout and two separate garages offering ample space for 3 cars plus storage and EV outlets. The many premium extras in this home total over $200,000. Residents of Sandhill Lake enjoy a beautifully maintained clubhouse, resort-style pool, spa, and fire pit with low HOA fees which include lawn care and pest control, and no CDD. Ideally located in an A-rated school district and just minutes from world-class dining, shopping, golf courses, downtown Sarasota with cultural attractions, and the white sands of Siesta Key Beach. Opportunities like this in Sandhill Lake are rare—don't miss your chance to make this stunning home your own!
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Tatyana Mullin (850-294-9225)
5343 NATHANIEL PL, SARASOTA, FL 34233
$825,000178 Days on yellowkey MLS ID: A4674920
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2486 Built: 2006Monthly Fee: $208 Tax: $5,068 (2025)Community: Nathaniel PlaceSpa: YesSingle Family
Taxes:$5,068
Remarks: Discover exceptional Sarasota living in this exclusive gated enclave of just 11 homes, where privacy, elegance, and convenience come together seamlessly. Ideally situated near Clark and Proctor roads, NOT IN A FLOOD ZONE, and just 3 miles to World Famous Siesta Key, this impeccably designed residence by Vision Homes offers 3 bedrooms plus a dedicated office, 3 full baths, and a thoughtful floor plan perfect for both everyday comfort and sophisticated entertaining. Inside, generous living spaces include a formal dining room with tray ceiling, a spacious living room with impressive custom crown molding, and an inviting family room—all highlighted by refined architectural details such as double and single step crown molding, tray ceilings, and pristine tile flooring with newer plush carpeting in the bedrooms. A private front-of-home office features an elegant double door entry. At the heart of the home, the remodeled chef’s kitchen shines with NEWER high-end stainless steel appliances, sleek granite countertops, custom wood cabinets, marble backsplash, and a large island with Fine Alabaster pendant lights overlooking the family room. A sunlit breakfast nook with an aquarium window frames peaceful views of the outdoor oasis. The primary suite is a true retreat, complete with dual walk-in closets, a tray ceiling, and a spa-inspired en-suite bath featuring dual sinks, a soaking tub, and a luxurious walk-in shower. Additional bedrooms and bathrooms are equally well-appointed, offering comfort and privacy for family and guests. Step outside to an expansive travertine lanai, where a sparkling pool/spa create the perfect setting for year-round relaxation and outdoor living and features 2 covered seating areas accented by warm wood ceilings. The rear extended lanai is perfect for outdoor dining and features outdoor cabinets with a natural stone countertop. An oversized side-load two-car garage with attic access provides added convenience and ample storage. Peace of mind knowing the A/C was replaced 11/2021, the main rooms were recently painted, and there's a well for irrigation! This neighborhood was high and dry for all storms - and does not require Flood Insurance. Nathaniel Place is directly across from beautiful Red Bug Slough, and close to top-rated schools, shopping, dining, and Sarasota’s famed Gulf beaches. Homes in this intimate, upscale community rarely become available—don’t miss your opportunity. Call today for more details and to schedule your private showing before this exceptional property is gone.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
3514 24TH PKWY, SARASOTA, FL 34235
$387,00055 Days on yellowkey MLS ID: A4689497
INCREASED by $10,000 (2.7%) on 05/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1568 Built: 1961 Tax: $1,415 (2025)Community: Kensington ParkSingle Family
Taxes:$1,415
Elementary School: Gocio Elementary
Remarks: Under contract-accepting backup offers. Beautiful pool home offering comfort, versatility, and a great location near UTC. This block construction property features 3 bedrooms, 2 bathrooms, former garage has been coverted to finished storage with full bath and wetbar. The home has been remodeled and is move-in ready with a newer roof and A/C, providing peace of mind for the next owner. Enjoy the spacious, private fenced backyard with a pool—ideal for entertaining or relaxing. With no deed restrictions, there is plenty of room for all your toys, including boats, RVs, or additional vehicles. Conveniently located near UTC, shopping, dining, and major roadways, this property offers both flexibility and lifestyle. Ready for immediate occupancy—schedule your private showing today!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
6522 SAMOA DR, SARASOTA, FL 34241
$429,00067 Days on yellowkey MLS ID: A4688834
REDUCED by $21,000 (4.7%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1503 Built: 1980 Tax: $4,167 (2025)Community: Lake Sarasota Unit 09Spa: YesSingle Family
Taxes:$4,167
Remarks: Under contract-accepting backup offers. Lake Sarasota 2-Bedroom, 2-Bath + 2-Car Garage with Beautiful Pool with New Pool Cage 2026 !!Looking for a move-in ready, Immaculately updated home! Here it is!! 2 Bedrooms/ 2 Bathrooms+2-Car Garage! Newer Roof 2020 Updated inside in the Last year!! All New Flooring Tile THru-out & Carpet in the Bedrooms! Brand New Kitchen and Appliances 2025- 2026 + New Bathrooms Tile Floors and Completely Updated ! Completely Redone Pool/Spa with a Beautifully New Screen Cage ~ 8 New Hurricane Windows + New Garage Door too ! Close to I-75, and a few minutes to local dining, shopping, Publix, Wal-Mart, & Home Depot and Doctors Hospital and also convenient to the SCAT bus transit system and many beautiful churches in the area. Walk or ride your bike to Lakeview Elementary, an A Rated School. Located near Lakeview Park, a 16-acre county-run park with canoe/kayak launch, dog park and playground/picnic areas. A short drive to UTC Mall, Benderson Park and Lakewood Ranch amenities. 9 Miles to Downtown Sarasota for dining, theaters, and opera. 10 mile to world famous Siesta Key Beach See this gem before it’s gone; won’t last long!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
2613 TEMPLE ST, SARASOTA, FL 34239
$1,199,000200 Days on yellowkey MLS ID: A4673045
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3308 Built: 1997 Tax: $5,102 (2025)Community: Highland Park 2Spa: NoSingle Family
Taxes:$5,102
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. PRICED TO SELL AT $1,199,000 , this is your chance to own a home with incredible value. A NEW METAL ROOF IS SCHEDULED FOR APRIL -giving buyers instant peace of mind and long-term savings from day one. A rare offering with architectural character and privacy, this property presents exceptional value for buyers seeking a truly special one-of-a-kind retreat. Welcome to Storybook — a treetop sanctuary where architecture, nature, and artistry meet! Tucked away in Arlington park at the end of a private canopied road and surrounded by native Florida landscaping and protected wetlands, this extraordinary 3-bedroom, 4-bathroom residence with a custom library/den feels like a hidden world all its own. Designed by renowned Sarasota architect Richard G. Allen, known for his sustainable and expressive style, Storybook lives up to its name — enchanting, serene, and timeless. Soaring ceilings, exposed wood beams, and maple floors create a warm, open-concept living space that flows effortlessly to the outdoors. Clerestory windows invite natural light, while the wraparound porch and treetop pool immerse you in the surrounding canopy. A spiral staircase ascends to a light filled loft offering both inspiration and a tranquil retreat above it all. This home's heart resides in a custom library/den, a quiet sanctuary where books, ideas, and conversation gather. Beyond the cozy den lies an en suite bedroom, a serene space inspired by Zen simplicity. Sliding glass doors open to the wraparound patio, a haven for morning coffee and quiet reflection. On the same floor, a second primary suite welcomes you through an intricately hand carved door. Inside, an expansive bedroom and private sitting area rests quietly among the treetops, wrapped in peaceful seclusion. The ground floor includes a private guest suite and entrance, spacious laundry room, ample storage, oversized two-car garage ,and EV charging station. From the hand-carved Tibetan gates to the tranquil pond and water feature, every detail of Storybook reflects a reverence for Sarasota’s natural beauty and a deep sense of peace and privacy. This is more than a home — it’s a place to breathe, reflect, and feel fully connected to the world around you.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
5873 CALLA LILLY DR, SARASOTA, FL 34232
$424,90084 Days on yellowkey MLS ID: A4686170
1 Days Off yellowkey (back on 5/10/2026)
REDUCED by $5,000 (1.2%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1492 Built: 2020Monthly Fee: $81 Tax: $2,983 (2025)Community: Garden Village Ph 2Spa: NoSingle Family
Taxes:$2,983
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome home to 5873 Calla Lilly Drive! This meticulously maintained 3-bedroom, 2-bath, 2-car garage residence sits on a spacious corner lot in the desirable gated community of Garden Village. From the moment you step inside, you’ll appreciate the light-filled open-concept floor plan, designed for both comfortable everyday living and effortless entertaining. The dining area flows seamlessly into a modern kitchen featuring granite countertops, stainless steel appliances, a closet pantry, breakfast bar, and a cozy eat-in space for casual dining. The private owner’s suite offers a peaceful retreat, complete with a spacious walk-in closet and an en-suite bath featuring dual vanities and a large walk-in shower. Two additional bedrooms and a full bath are thoughtfully positioned at the front of the home—perfect for family, guests, or a home office. Both guest bedrooms feature custom built-in closets, providing stylish and efficient storage solutions. Additional highlights include a well-appointed laundry room with built-in cabinetry for optimal storage and organization. The garage has been enhanced with a ladder for easy attic access, and the attic itself has been modified to maximize storage space. Step outside to your own tropical backyard oasis, where an extended paver patio, lush areca palms, and a 6-foot privacy fence create the ideal setting for relaxing or entertaining. Ideally located in Sarasota, Garden Village is a family-friendly community just minutes from shopping, dining, and convenient access to I-75—perfect for commuters. Enjoy being only 20–25 minutes from vibrant downtown Sarasota and the world-renowned Gulf beaches, including Siesta Key. With top-rated schools and an unbeatable blend of tranquility and convenience, this home truly has it all.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jessica Kenney (941-400-0984)
9200 BLIND PASS RD, SARASOTA, FL 34242
$5,250,00038 Days on yellowkey MLS ID: A4692471
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4000 Built: 1994 Tax: $48,308 (2025)Community: Not Part Of SubdivisionSpa: YesSingle Family
Taxes:$48,308
Remarks: One or more photo(s) has been virtually staged. Experience the art of beachfront living in this exceptional 4-bedroom, 4-bath Gulf-front residence, where sweeping water views and unforgettable sunsets take center stage. Spanning three thoughtfully designed levels, this coastal retreat offers a rare blend of refined comfort and effortless elegance. Walls of glass frame the Gulf from nearly every vantage point, filling the home with natural light and showcasing breathtaking vistas that evolve throughout the day. A private elevator provides seamless access to all floors, while expansive living spaces invite both relaxed everyday living and refined entertaining. Recent enhancements—including impact windows and sliders, four updated HVAC systems, and a new water system—ensure peace of mind while complementing the home’s modern coastal aesthetic. The guest bathrooms have also been tastefully updated with fresh, contemporary finishes, offering a polished and comfortable experience for family and visitors alike. Step outside to multiple outdoor living areas designed to capture the essence of coastal living. The rooftop terrace is a true showpiece, complete with a private jacuzzi—an idyllic setting to unwind under the stars or take in spectacular sunset views over the Gulf. With direct beach access just beyond your door, every day begins and ends with the soothing rhythm of the waves. Perfectly positioned on Blind Pass Road, this home offers both privacy and proximity to the charm of Siesta Key’s vibrant coastal lifestyle. This is more than a home—it’s a front-row seat to the Gulf, where every day feels like a getaway.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Holly Pascarella, Pa (941-225-3218)
3419 CHAPEL DR, SARASOTA, FL 34234
$524,90059 Days on yellowkey MLS ID: A4689270
0 Days Off yellowkey (back on 5/8/2026)
REDUCED by $25,000 (4.5%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1032 Built: 1971 Tax: $5,337 (2025)Community: Desoto TerraceSingle Family
Taxes:$5,337
Remarks: Under contract-accepting backup offers. Don’t miss this adorable Florida home! You will fall in love with the neighborly front porch and the newly upgraded private landscaped courtyard. This updated 2 bed/2 bath home is tucked away on a quiet cul-de-sac at the end of Chapel Drive in the historical bayfront neighborhood of Indian Beach Sapphire Shores. this home is not in a flood zone with hurricane impact windows and garage door. You could not find a better location blending city life with a friendly neighborhood vibe. Surprisingly, this tranquil abode is only 5-minutes to downtown Sarasota, less than 5 minutes to Sarasota Bradenton International Airport, 5-minutes to The John and Mable Ringling Museum of Art and 3-minutes to the Ringling College of Art and Design. This home is move-in ready with new AC in 2023, new water heater in 2022, new electrical panel in 2022, new roof in 2019, updated kitchen and bath, new impact resistant windows, and for the chef, your kitchen comes equipped with a gas stove. It is also equipped with fiber-optic internet. Not seen very often, enjoy off street parking for 5 or more cars. An air-conditioned garage with a new hurricane-proof garage door can be used for a variety of purposes. The front yard and the courtyard have been freshly landscaped, and a separate metered irrigation system installed. The fenced backyard offers a beautiful dining area under a screened gazebo as well as a fire pit for cool evenings. Enjoy the large oak tree and tropical paradise keeping privacy of your backyard! If you choose to join the neighborhood HOA, you will share an annual picnic, yard sale and Easter Egg Hunt with neighbors, not to mention sunsets over Sarasota Bay at Indian Beach Park or Sapphire Shores Park. Don’t let this delightful home slip away - make it your seasonal getaway, your permanent residence or a vacation rental!
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
3508 LA PALOMA AVE, SARASOTA, FL 34242
$2,250,00080 Days on yellowkey MLS ID: A4686192
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3195 Built: 2004 Tax: $24,862 (2025)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$24,862
Remarks: Spacious island living awaits in this beautifully maintained 5-bedroom, 3-bath furnished home on the coveted north end of Siesta Key, just steps from beach access No. 1, Shell Rd, on Big Pass and with convenient access to the Sarasota mainland. Fully gated and walled for privacy, the property is surrounded by lush tropical landscaping and offers the ideal blend of comfort, functionality, and a weekly rental. An oversized 3-car garage and large paver driveway provide plenty of space for vehicles, beach gear, and a golf cart—perfect for enjoying the Siesta Key lifestyle. Adding to its appeal, the home is built above base flood elevation, a valuable feature on Siesta Key. Inside, the large open floor plan is designed for entertaining, with 12-foot ceilings, crown molding, arched openings, and travertine flooring. The spacious kitchen features stainless steel appliances, oak cabinetry, and a breakfast nook overlooking the backyard oasis, while a separate dining area and large living room with a gas fireplace provide plenty of space to gather. French doors off the living room open to a large terrace overlooking the backyard oasis, while a second terrace off the side of the home offers a cozy, private spot to relax. The private main-floor primary suite offers direct terrace access, two walk-in closets, an oversized bedroom, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional large bedrooms and a full bath are also located on the first floor. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with a beverage fridge create an ideal retreat for visitors, while one of the bedrooms opens to a private terrace overlooking the backyard. Additional conveniences include multiple storage closets and a central vacuum system for easy maintenance. The backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen designed for entertaining, complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard provides a great space for dogs to roam. Ideally located, this property is just moments from world-renowned Siesta Key Beach and a short drive to downtown Sarasota’s celebrated restaurants, shopping, and cultural attractions. With three terraces, abundant indoor-outdoor living, strong weekly rental history, and a prime north Siesta Key location, this is an outstanding opportunity to enjoy the best of island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
5334 CALLE FLORIDA, SARASOTA, FL 34242
$1,870,000167 Days on yellowkey MLS ID: A4676260
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2838 Built: 1998 Tax: $5,619 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$5,619
Remarks: Fantastic opportunity to own a unique home on Palm Island, in this exceptional Siesta Key residence, ideally located at 5334 Calle Florida. Situated on a large lot and elevated approximately 10 feet above sea level, the main home has never flooded during any storms, offering peace of mind along with island luxury. This 4-bedroom, 3-bathroom home features 2,838 square feet of thoughtfully designed living space highlighted by a dramatic great room with soaring 20-foot ceilings, creating an open and airy coastal feel. The large primary suite has a custom built window seat, 2 walk in closets and an oversized primary bathroom. The entire home features built in speakers, including the back porch. Designed for comfort and efficiency, the home is equipped with a three-zone air conditioning system and hurricane-rated Kevlar screens, hurricane rated garage and front door for added protection. The spacious two-car garage provides ample storage, perfect for island living. The exterior is landscaped with outdoor lights and power in soffits for seasonal or all year round lighting. Outdoor living is elevated—literally—with an elevated, heated pool and hot tub, an outdoor shower, and plenty of space to relax or entertain in true Florida style. Located on Palm Island, just moments from the world-renowned Siesta Key Beach, this property offers the perfect blend of privacy, elevation, and coastal charm. Whether as a primary residence or luxury retreat, this home is a rare opportunity to own a high-and-dry island property in one of Sarasota’s most sought-after neighborhoods. Roof replaced 2021, Pool resurfaced 2024, Pool cage repainted and rescreened 2025, Water heater 2025. Unique Architectural Details *** Custom Built *** Oversized Primary Suite *** Soaring Ceilings *** Open Concept *** Elevated Key West Style *** Screened Lanai
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Niall Phelan (941-914-8589)
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