Location: Sarasota
Do Not Show Listings
323 BOBBY JONES RD #323, SARASOTA, FL 34232
$158,00054 Days on yellowkey MLS ID: A4689282
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 504 Built: 1984 Tax: $1,769 (2024)Community: Brookside 2Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,769
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: ***5% financing for qualified buyers for two years. Seller will buy down your mtg. rate for two years to only 5% - FURNISHED*** Tucked behind Bobby Jones Golf Course, "The Hideaway" is one of Sarasota’s best-kept secrets. This uniquely designed condo offers a peaceful retreat with vaulted ceilings, stunning golf course views, and a private, screened courtyard. The outdoor space features lush plantings, stepping stones, and an upper wood deck, creating a serene environment perfect for relaxation or a play area for pets. Inside, the condo is turn-key furnished and thoughtfully designed for both comfort and style. Wood and slate floors add warmth and character, while the living space is enhanced by a built-in electric fireplace and custom wall unit. Natural light pours in through 12 feet of sliding glass doors, opening to the upper deck—the ideal spot for unwinding at sunset. The kitchen is fully equipped with newer appliances, including a stainless steel refrigerator and dishwasher, along with cookware, dishes, and glassware. A walk-in closet offers ample storage, and the in-unit washer and dryer add convenience. The bedroom is furnished with a queen-size bed dressed in luxurious 850+ thread count sheets, while two HD TVs with 120 channels and high-speed Comcast Wi-Fi provide entertainment and connectivity. The condo's surroundings are just as inviting, with a screened-in foyer and garden area, a wood deck with wicker furnishings, and a charcoal grill for outdoor cooking. A large open green space just beyond the door leads to moss-covered ancient oaks and a small creek, while the newly reopened Bobby Jones Golf Course provides a beautiful, expansive backdrop. A swimming pool is just steps away, offering a refreshing escape. With assigned parking and a convenient location near shopping and dining, this condo is also within walking distance to the bus stop for easy access to downtown Sarasota. Even better, all special assessments have been paid in full by the seller! Whether you are looking for that perfect, affordable vacation home, an investor in search of an income property, or a first-time homebuyer looking for a comfortable property that can later be used as a rental, "The Hideaway" offers privacy, comfort, and the best of Sarasota living.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Ron Koelling (941-923-4616)
3471 CLARK RD #269, SARASOTA, FL 34231
$158,00054 Days on yellowkey MLS ID: A4689287
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1974Monthly Fee: $426 Tax: $1,818 (2025)Community: SiennaCondo
Taxes:$1,818
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: ***5% financing for qualified buyers for two years. Seller will buy down your mtg. rate for two years to only 5% - FURNISHED*** Discover your perfect slice of paradise in sunny Sarasota! Whether you're looking for a relaxing getaway, a full-time residence, or a smart investment opportunity, this charming condo checks all the boxes. Situated in a welcoming, pet-friendly community, this home offers a thoughtfully designed layout, ideal for individuals or couples. The condo comes fully furnished, including a 63” HD TV in the living room, a 43” HD TV in the bedroom, a fully equipped kitchen, and all linens. With new wood floors and updated kitchen and bath fixtures, everything you need is ready for you to settle right in or start renting immediately. Enjoy low HOA fees, a heated swimming pool, and a clubhouse, all within close walking distance and set in a well-maintained community. The sellers have fully covered the special assessments, adding even more value. Conveniently located with biking distance to Sarasota’s top destinations—including the breathtaking Siesta Key Beach, cultural hot spots, shopping, and dining—this property provides easy access to everything you need. Seize this chance to own a beautiful condo and embrace the best of Florida living! This second-floor walk-up means no flooding issues. Sienna Park roofs were replaced in 2023, and all special assessments have been paid in full by the seller. At 768 sq ft, this is the largest of the one-bedroom units in the complex—compare it to the smaller 555 sq ft one-bedroom units. Walking distance to Publix and public transportation. Furnished except for a few personal items.
2550 WILD CHERRY PATH, SARASOTA, FL 34240
$769,00057 Days on yellowkey MLS ID: A4689137
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2334 Built: 2023Monthly Fee: $370 Tax: $8,605 (2025)Community: Windward At Lakewood RanchSingle Family
Taxes:$8,605
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: The best one-story value in Windward under $1M— Welcome to 2550 Wild Cherry Path, a 3 bedroom, 3 bath + den Triumph model with 2,334 square feet of thoughtfully designed living space in one of Lakewood Ranch’s most sought-after and amenity-rich gated communities. From the moment you arrive, the tile roof, paver driveway, and mature landscaping create a warm, inviting first impression. Inside, the open layout is bright and functional, featuring 9-10 ft tray ceilings, wood-look tile flooring, and a seamless flow between the great room, kitchen, and dining area. The kitchen is well-appointed with gas appliances, a large island, generous cabinetry, and a walk-in pantry. The primary suite is spacious and private, with room for a sitting area, two large walk-in closets, and a well-designed bath with dual vanities and a walk-in shower. Two additional bedrooms and bathrooms provide flexibility for guests or family. The screened and covered lanai is built for Florida living, complete with an outdoor kitchen and additional remote electric screen for comfort and protection. Windward offers a true resort lifestyle with two pools, fitness center, pickleball, dog parks, playground, and a full-time lifestyle director. Just minutes to Waterside, top-rated schools, and everything Sarasota has to offer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Daniel Treiman (917-657-7495)
825 OSPREY AVE #108, SARASOTA, FL 34236
$495,00090 Days on yellowkey MLS ID: A4684762
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1985 Tax: $5,113 (2025)Community: Central ParkCondo
Taxes:$5,113
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Welcome to Central Park I in the heart of downtown Sarasota, where sophisticated design meets an exceptional location. This beautifully renovated 2-bedroom, 2-bath residence presents an effortless, move-in-ready opportunity in one of Sarasota’s most desirable boutique buildings. Offered partially furnished, the thoughtfully reimagined interior features a bright, open-concept layout complemented by refined finishes and curated upgrades throughout. The designer kitchen is both striking and functional, showcasing elegant quartzite countertops and backsplash paired with premium Italian appliances by Bertazzoni and Fulgor Milano—a space equally suited for everyday living and stylish entertaining. The kitchen flows seamlessly into the main living and dining areas, creating an inviting atmosphere filled with natural light. Just beyond, a sunlit alcove provides a serene place to relax and unwind after a day enjoying all that downtown Sarasota has to offer. The living space opens to a southern-facing terrace overlooking Hudson Bayou and the community pool, while a covered portion allows for comfortable year-round outdoor enjoyment. The spacious primary suite serves as a private retreat, featuring elegant French doors leading to a bright east and south-facing terrace. The renovated en-suite bath offers a spa-like experience with a walk-in shower, stone vanity and a generous walk-in closet. A split guest bedroom and full bath provide ideal privacy and flexibility for visiting guests, a home office, or additional living space. Ideally situated in the sought-after Central Park I building, residents enjoy a coveted downtown lifestyle just moments from Southside Village, Palm Avenue’s renowned galleries, Marina Jack, Selby Gardens, and walking distance to the vibrant Sarasota Bayfront. Whether as a full-time residence or a refined seasonal retreat, this fully furnished, impeccably renovated condominium offers a rare blend of luxury, comfort, and walkable coastal living.
Listing Agent: Dave Hall (646-256-6524)
1260 DOLPHIN BAY WAY #403, SARASOTA, FL 34242
$1,299,900120 Days on yellowkey MLS ID: A4680107
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1997 Tax: $7,394 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$7,394
Elementary School: Phillippi Shores Elementary
Remarks: Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Stacey Andrews (941-504-1649)
6505 TAEDA DR, SARASOTA, FL 34241
$785,000212 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
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)
2304 RINGLING BLVD #101, SARASOTA, FL 34237
$139,000215 Days on yellowkey MLS ID: A4670262
REDUCED by $6,000 (4.1%) on 05/11/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965Monthly Fee: $600 Tax: $1,641 (2024)Community: Garden AptsSpa: NoCondo
Taxes:$1,641
Remarks: Welcome to this charming ground floor, 1 bed 1bath condo within walking distance of all of Sarasota’s splendor! This unit is in excellent condition and boasts tile floors throughout. Newer kitchen appliances, counter tops and cabinets. The association has just updated the laundry facility with brand new washers and dryers. This home also has its own parking space and there is guest parking on site. It is perfect as a weekend get-a-way, private residence and has an excellent long-term rental history. Whether you are an investor or an empty nester, this condo is ready for occupancy!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
5357 SUNDEW DR, SARASOTA, FL 34238
$715,00089 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
Middle 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
$699,00026 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)
5456 HAMPSTEAD HEATH #20, SARASOTA, FL 34235
$295,00026 Days on yellowkey MLS ID: A4692963
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1241 Built: 1989 Tax: $3,626 (2025)Community: Hampstead HeathVilla
Taxes:$3,626
Remarks: Fabulous location and views! Tranquil pond and golf course views from this bright end-unit in The Meadows, a park-like oasis 15 minutes from downtown. In the desirable maintenance-free Hampstead Heath community, canopied streets and a private front patio welcome you home. Inside, vaulted ceilings, tall windows and walls of sliders bring in the outdoors, creating a bright and tranquil ambiance. You’ll enjoy the spacious great-room layout, ample kitchen with breakfast nook with access to grilling patio, and the relaxing glassed-in lanai showcasing a daily parade of bird life there just to entertain you! The primary suite features a walk-in closet, double vanities and walk-in shower. All just half a block to the heated pool and convenient to all The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and available fitness center, Junior Olympic pool, pickleball, golf, and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, Legacy Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, entertainment and dining destination. Furniture available separately, 2026 exterior paint, 2024 shingle roof and above flood plain in Zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
3820 FLAMINGO AVE, SARASOTA, FL 34242
$8,395,000182 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
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 Agent: Fred Sassen (404-408-5956)
161 S POLK DR, SARASOTA, FL 34236
$5,750,000199 Days on yellowkey MLS ID: A4672276
1 Days Off yellowkey (back on 5/11/2026)
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
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
$454,900131 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
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
$330,000241 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)
5762 BENEVENTO DR, SARASOTA, FL 34238
$465,00024 Days on yellowkey MLS ID: A4693131
0 Days Off yellowkey (back on 5/10/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2007Monthly Fee: $443 Tax: $5,497 (2025)Community: Isles Of SarasotaSingle Family
Taxes:$5,497
Remarks: Under contract-accepting backup offers. PRICED TO SELL! Meticulously maintained one-owner Oakmont model offering 3 bedrooms plus a den with a private, quiet backyard setting. Built with durable poured concrete walls, this Divosta built home features numerous updates including a new A/C (2023), new refrigerator and stove (2024), and a new water heater scheduled for 2026. Enjoy easy maintenance with no carpet throughout the home. Low HOA fee covers grounds maintenance & irrigation and all amenities - pool, sports courts, fitness center, and playground.
239 HOURGLASS WAY #V7, SARASOTA, FL 34242
$640,00024 Days on yellowkey MLS ID: A4691064
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1327 Built: 1968Monthly Fee: $1,793 Tax: $5,346 (2025)Community: Whispering SandsVilla
Taxes:$5,346
Remarks: Tucked away in a peaceful, private setting overlooking the tranquil, shimmering lagoon - with its abundant fish, birds, and aquatic life - this beautifully updated 3 Bed/2 Bath villa in the premier GULF FRONT property of Whispering Sands offers the perfect blend of comfort, style and serenity. Step inside to discover a bright NEW kitchen featuring new granite countertops, stainless appliances, recessed & under cabinet lighting and an open, inviting feel ideal for everyday living and entertaining alike. Engineered wood flooring flows throughout the home, complemented by neutral paint tones, new interior doors, and thoughtfully updated baths with granite counters, new vanities and modern fixtures. A spacious screened brick paver lanai extending the full length of the residence may well be the star of the show, creating an ideal private indoor-outdoor living space to relax and enjoy the lush tropical surroundings. A private fenced brick paver patio offers an additional retreat for entertaining, dining al fresco, or simply unwinding in the Florida sunshine. Additional upgrades include a newly painted 1-car garage with new full-sized washer and dryer and new sink. The freshly painted front door, new screen door - along with a brick paver sidewalk and driveway - enhance the home’s welcoming curb appeal. Newly painted exterior in 2025. New landscaping is planned for the complex in 2026. Whispering Sands is a 55+ Gulf front property offering 800’ of PRIVATE beach, 2 heated pools, beachside Tiki Hut and grills, shuffleboard, & canoe/kayak storage. The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events. Ideally located just around the corner from the shops and restaurants of Siesta Key Village, this move-in ready property combines stylish updates, abundant outdoor living space, and a truly peaceful location to create the perfect coastal retreat!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
988 BLVD OF THE ARTS #1711, SARASOTA, FL 34236
$999,00024 Days on yellowkey MLS ID: A4692911
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982Monthly Fee: $878 Tax: $14,216 (2025)Community: Condo On The Bay Tower IiSpa: NoCondo
Taxes:$14,216
Remarks: A beautifully appointed 2-bedroom, 2-bathroom condo perched on the 17th floor with sweeping bay and sunset views. This light-filled residence offers an open-concept layout, spacious bedrooms, and floor-to-ceiling sliders that showcase stunning Bay and Gulf views. Enjoy morning coffee or evening sunsets from your private balcony overlooking the bay. Boating enthusiasts will appreciate the nearby docks and easy water access, while downtown dining, shopping, entertainment, and nightlife are just minutes away. Combining waterfront tranquility with urban convenience, this condo delivers the perfect blend of luxury, comfort, and location. The primary ensuite is separated from the living area by barn doors. The adjacent ensuite has closets galore and a walk in shower with dual sinks. The spacious guest bedroom features ample closet space and an adjacent bath with a walk in shower and linen storage. The kitchen is open to the living area with a breakfast bar, SS appliances, plenty of storage and a tray ceiling with custom art. At Condo on the Bay you can enjoy the resort style pools and lifestyle, fish off the pier, keep your boat or kayak out your front door and watch the dolphins play. At the same time all the benefits of living downtown are just a short walk away. Concerts, art festivals, restaurants, the performing arts theatre, walking trails, movie nights are just across the street or a couple blocks away. Lido beach is just 2 miles away and the airport 4 miles. You can feel safe and secure as Condo on the Bay is on it's own gated peninsula with 24 hr security and a concierge from 8-6 everyday. Walk out your back door to play tennis or pickleball. Want to make friends? there are many organized social activities to participate in. Your HOA fee covers everything except the eletric bill. Offers should include proof of funds or pre-approval.
Listing Agent: Deborah Huffman (570-419-1116)
4431 FRUITVILLE RD, SARASOTA, FL 34232
$665,900124 Days on yellowkey MLS ID: A4680419
1 Days Off yellowkey (back on 5/10/2026)
REDUCED by $18,100 (2.6%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1954 Tax: $6,493 (2025)Community: Not Part Of A SubdivisionSpa: NoSingle Family
Taxes:$6,493
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Rare high-visibility opportunity on Fruitville Road with exposure to 50,000+ vehicles per day. This ±0.80-acre parcel is ideally positioned just 3.7 miles from I-75, offering exceptional frontage and accessibility in one of Sarasota’s most heavily traveled corridors. The property is currently zoned RSF-2 (3.5 units per acre), allowing for the potential addition of at least one more unit with county approval. The existing single-family residence could be utilized as a live/work setup or easily converted to office use. Additionally, the site presents a compelling future commercial or multifamily redevelopment opportunity, with potential rezoning to implementing districts under the OFF/MF FLUM designation, including OPI (Office, Professional & Institutional), RMF-1, RMF-2, or RMF-3, subject to the rezoning process. The existing home, built in 1954, features 2 bedrooms, 2 bathrooms, large open living room, and a carport that has been enclosed. The expansive lot is fully fenced and offers ample room for future development, parking, or storage, along with an on-site pond. Located approximately 3 miles from Downtown Sarasota and minutes from beaches, dining, shopping, and recreation, this property combines strong in-place utility with long-term redevelopment upside. With unmatched daily traffic exposure and proximity to major destinations, this is a prime opportunity for investors, developers, or owner-users seeking visibility, flexibility, and growth potential in the Sarasota market.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Derek Robbins (941-356-4906)
3758 PARKRIDGE CIR #24-201, SARASOTA, FL 34243
$278,00082 Days on yellowkey MLS ID: A4685805
REDUCED by $7,000 (2.5%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1417 Built: 2005 Tax: $2,895 (2025)Community: Parkridge Ph 33 & 19Condo
Taxes:$2,895
Remarks: Under contract-accepting backup offers. Welcome to 3758 Parkridge Circle #24-201, a beautifully maintained second-floor, 3-bedroom, 2-bath condominium located in the highly desirable gated, maintenance-free community of Parkridge in Sarasota. As you step inside, you’re welcomed by high ceilings and a bright, open living and dining area filled with natural light and finished with modern laminate flooring and updated ceiling fans and light fixtures that create a fresh, contemporary feel. Just beyond the living space, sliding doors lead to your private screened lanai overlooking the lake, where you can enjoy peaceful sunrise mornings with coffee while watching local birds and wildlife over the water. The recently remodeled kitchen (2024) sits perfectly positioned for both everyday living and entertaining, featuring gorgeous marble quartz countertops with bar seating, stone backsplash, slide-in range, microwave, Bosch dishwasher, French-door refrigerator, and a deep undermount stainless steel sink. The spacious primary suite offers a relaxing retreat with a large walk-in closet, linen closet, and an updated ensuite bathroom featuring dual bowl sinks, wood-look tile flooring, and a walk-in glass shower with large polished tile finishes. The second full bathroom includes a tub/shower combination, new granite vanity top, Moen faucet, and updated toilet, offering comfort and convenience for guests or family. Practical upgrades throughout the home include a tankless water heater for endless hot water and a brand-new washer and dryer purchased in November 2025. The layout also features two staircases for convenient entry and exit from either the front entrance or directly through the garage. The attached one-car garage includes overhead storage lofts and shelving along with a WiFi-enabled garage door opener (2025), while additional smart-home features include a WiFi Nest thermostat (2023), Ring doorbell (2021), and keyless front door entry (2025). The community roof was replaced in 2025, adding further peace of mind. Parkridge is pet-friendly and offers low HOA fees with no CDD, with the association covering basic cable, water, sewer, trash, pest control, exterior maintenance, tropical landscaping, and access to the large heated community pool, along with plenty of guest parking. The location truly completes the package. Walking distance to Detwiler’s Farm Market and local dining, and just minutes from University Town Center Mall, Sarasota-Bradenton International Airport, downtown Sarasota, I-75, and the world-famous Gulf beaches, this home delivers the perfect combination of convenience, comfort, and low-maintenance Florida living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Paula Mccabe (941-313-0864)
7700 SANDHILL LAKE DR, SARASOTA, FL 34241
$997,00027 Days on yellowkey MLS ID: A4692066
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)
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