Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
33 S GULFSTREAM AVE #307, SARASOTA, FL 34236
$349,900161 Days on yellowkey MLS ID: A4671717
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1964Monthly Fee: $1,203 Tax: $4,177 (2023)Community: Gulfstream TowersSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,177
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2023
Middle School: Booker Middle
Remarks: 33 Gulfstream Towers #307—Updated 1BR/1BA, third floor. Across from Marina Jack, the bayfront park, and downtown dining, this turnkey condo blends city convenience with coastal living. The renovated kitchen features new stainless-steel appliances and contemporary finishes, while custom blinds and an open layout keep the living area bright and airy. The bath offers a relaxing tub/shower combo. Building amenities include a recently refurbished heated 30’×50’ pool with a large sun deck, a club room with a full kitchen, a fitness center, and on-site laundry. Location: steps to restaurants, shops, cultural venues, and events, minutes to Sarasota’s renowned beaches.“One or more photo(s) were virtually staged.”April 31, 2026. Disclosure: photos and rooms are virtually staged to illustrate furniture placement; furnishings do not convey.
Listing is courtesy of: PREMIER PROPERTIES OF SRQ LLC (941-526-3113)
Listing Agent: Bruce Famiglio (941-773-0510)
4737 CHANDLERS FORDE #14, SARASOTA, FL 34235
$450,00033 Days on yellowkey MLS ID: A4686909
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2050 Built: 1981 Tax: $5,094 (2025)Community: The MeadowsSpa: NoVilla
Taxes:$5,094
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Remarks: Welcome to Chandlers Forde in The Meadows—a neighborhood surrounded by mature trees and the peaceful feel of an enchanted forest. This beautifully renovated villa-style condo with 2 car garage offers ultimate privacy with a wooded view and a glimpse of the golf course beyond. This 2-bedroom, 2.5-bath home with a den (which can easily be converted into a third bedroom) has been tastefully updated from top to bottom. The home has a cozy yet elegant feel, with soaring ceilings and a grand double-sided stone fireplace that serves as the centerpiece of both the living and dining rooms. The living room is extra spacious, with tranquil views of the trees—an ideal space for hosting or simply relaxing by the fire. The kitchen was completely UPDATED in 2023–2024, featuring leathered granite countertops, custom cabinetry, premium appliances including Bosch, and an oversized chef’s prep sink. A custom coffee counter and the addition of a dry bar with wine fridge between the dining room and living room make the space perfect for entertaining. Just off the living room and primary suite is a Florida room—perfect for al fresco dining, morning coffee, or relaxing after a long day. With electric already in place, it’s ready for your new hot tub. The main-floor primary bedroom is expansive and elegant, featuring a walk-in closet crafted by CLOSETS BY DESIGN for maximum organization. The ensuite bath feels like a private spa, offering quartz countertops, a walk-in shower with custom glass door, and serene finishes throughout. The main floor also includes a RENOVATED half bath (2024) and a laundry area with washer and dryer hookups for convenience. Upstairs is illuminated by an elegant mid-century modern chandelier and large hurricane-impact windows that invite in an abundance of natural light. The open den/office space w/ built-in closet can easily serve as a third bedroom. A guest bedroom with vaulted ceilings overlooks the trees, an updated guest bath with quartz countertops, a tub-shower combination, and extra closet space rounds out the second floor. Beyond the beauty, this home offers peace of mind. All windows and exterior sliders are HURRICANE-IMPACT RATED The cast iron waste pipes have been replaced with PVC, electrical hookups have been added for the included generator, AND EV CHARGER. Additional upgrades include, reverse osmosis system at the kitchen sink and refrigerator, whole-house water softener, two new AC units (2018) with duct cleaning in 2024, and GE front-loader washer and dryer (2023) and the ROOF was replaced in 2022. In Chandlers Forde, residents enjoy two private pools, while The Meadows offers a lifestyle unlike any other in Sarasota with 14 miles of walking and biking trails winding through over 1,650 acres of mature landscaping, ponds, and natural preserves. For a small fee there is access to a state-of-the-art fitness center, JR Olympic pool, golf, tennis, and 10 pickleball courts. The community also includes a dog park and an active social calendar hosted by the community center. Ideally located between downtown Sarasota and University Town Center, The Meadows places you 5 minutes from UTC, Benderson Park, the new Mote Marine campus, fine dining, and shopping, 15 Minutes to Sarasota’s downtown cultural offerings—including the symphony, opera, ballet, and locally owned restaurants and 20 minutes to St Armands circle and award winning beaches. This stunning home combines luxury, comfort, and nature—truly a place to call home.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Laura Way (941-321-6449)
11 SUNSET DR #303, SARASOTA, FL 34236
$692,000421 Days on yellowkey MLS ID: A4642099
0 Days Off yellowkey (back on 2/21/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1980 Tax: $11,141 (2024)Community: Sunset TowersSpa: NoCondo
Taxes:$11,141
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Don't miss out on this one. Sunset Towers is a stunning and perfectly located property in Sarasota! Just renovated with new wood floors throughout the living room, dining room, kitchen, and halls, carpeted bedrooms, entirely freshly painted top to bottom, updated kitchen, solid surface counter tops, and lighting. Additionally, important updates, some newer impact windows, a washer, a dryer, a stainless steel dishwasher, a new stove, oven, and microwave make this property stand out and ready to move in. The floor-to-ceiling windows let you enjoy the breathtaking views of the Intracoastal Waterway and Ringling Bridge—secure entry to the luxury lobby with private mailboxes, elevator to your condo. You'll have easy access to the city's cultural treasures, year-round entertainment, including St. Armand's Circle events and Sarasota's Saturday Farmer's Market. Just minutes from the famed Sarasota Opera House, The Ringling Museum, beautiful Lido Beach, and Longboat Key. Walkable to Downtown Sarasota, Marina Jacks, and St. Armand’s Circle. In addition, many activities, restaurants, world-class shopping, and weekly events will be sure to fill your days. The beautifully maintained and updated public spaces include a two-story deck overlooking Sarasota Bay, a fully updated saltwater heated pool, a private beach, kayak storage, a fitness center, covered assigned parking, and secure entry, all overseen by a manager who lives onsite. The same family has owned the unit itself since the building was constructed in 1960. Enjoy the lovely views of Golden Gate Point, Sarasota Bay, and the Ringling Causeway. With two spacious bedrooms, the master bedroom features an ensuite bath. This is a fantastic opportunity to own your own Downtown Sarasota oasis!
Listing is courtesy of: BEACHSALESMOBI LLC (941-778-1979)
Listing Agent: Ed Delosh (941-730-9122)
640 N OSPREY AVE, SARASOTA, FL 34236
$1,295,000157 Days on yellowkey MLS ID: A4672346
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1738 Built: 2005 Tax: $7,718 (2025)Community: Gillespie Park SubSpa: NoSingle Family
Taxes:$7,718
Remarks: Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Dennis Girard (941-809-0041)
610 N TUTTLE AVE, SARASOTA, FL 34237
$942,000161 Days on yellowkey MLS ID: TB8448086
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2410 Built: 2026 Tax: $2,914 (2024)Community: Plat Of AvionSpa: NoSingle Family
Taxes:$2,914
Elementary School: Tuttle Elementary
Remarks: Pre-Construction. To be built. LGM Homes — Customization Available! This is your opportunity to build your dream home in the heart of Sarasota with trusted local builder LGM Homes. Ideally located just minutes from downtown Sarasota, Payne Park, The Legacy Trail, and world-famous beaches, this future residence offers 4 bedrooms, 2.5 bathrooms, and an open-concept layout designed for modern living. Thoughtfully planned with high-end finishes and premium construction, the home will feature soaring 10-foot ceilings, impact-rated windows and doors, Quartz countertops, designer cabinetry, luxury flooring, solid block construction, a sleek and durable metal roof, an optional pool and outdoor entertainment area, and a 2-car garage. Make it your own! Because the home has not yet been built, buyers have the unique opportunity to customize many of the features and finishes to suit their personal taste and lifestyle—from flooring and tile to cabinetry and appliance packages. Whether you're seeking modern minimalism, warm coastal charm, or bold contemporary style, LGM Homes will work with you to bring your vision to life. Located within Sarasota city limits, the property may also qualify for short-term daily and weekly rentals—offering outstanding income potential in one of Florida’s most desirable markets. Don't miss this rare chance to design a truly one-of-a-kind home in a prime location. Contact us today to explore customization options and secure your build with LGM Homes.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Marian Kozak (813-465-2447)
620 N TUTTLE AVE, SARASOTA, FL 34237
$1,370,000161 Days on yellowkey MLS ID: TB8448133
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2770 Built: 2026 Tax: $2,800 (2024)Community: Plat Of AvionSpa: YesSingle Family
Taxes:$2,800
Remarks: Pre-Construction. To be built. LGM Homes — Customization Available! A rare opportunity to own a brand-new, fully customizable home just minutes from downtown Sarasota, Payne Park, and world-famous beaches. This thoughtfully designed 4 bedroom, 3.5 bathroom residence features an open-concept layout with 10-foot ceilings, impact-rated windows and doors, and durable engineered hardwood floors throughout. The gourmet kitchen will include granite countertops, custom cabinetry, and a premium stainless steel appliance package, ideal for entertaining or everyday living. Built with solid block construction and topped with a metal roof, this home is made for long-lasting comfort and style. Optional upgrades include a custom pool, outdoor kitchen, and covered lanai for the perfect Florida lifestyle. The home also includes a front-entry two-car garage for added convenience. What sets this home apart is the chance to personalize it. Because construction hasn’t started yet, buyers can select finishes, colors, and features to match their taste and vision. Located within Sarasota city limits, this address qualifies for daily or weekly short-term rentals (buyer and agent to verify with the city)—an excellent opportunity for primary living or income-producing potential. Contact the listing agent today to explore plans and make this custom home your own.
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$665,00017 Days on yellowkey MLS ID: A4688618
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $8,550 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$8,550
Remarks: One or more photo(s) has been virtually staged. Elevated PENTHOUSE living with breathtaking views. Ready to skip the renovations and some carrying costs? ONE YEAR of CONDO FEES will be PAID BY THE SELLER. This 11th-floor penthouse-level gem at Regency House is officially “THE ONE”. Spanning 1,424 SF of bright, open space, this 2-bed, 2-bath residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. Inside, a clean, neutral palette creates a move-in-ready aesthetic that complements a variety of design styles. The designer kitchen featuring custom cabinetry and stone surfaces flows effortlessly into an open-concept living area anchored by a custom electric fireplace, perfect for sunset hosting. Retreat to a spacious primary suite with tranquil water views, complemented by a well-sized secondary bedroom ideal for guests or a home office. Both bathrooms have been tastefully updated. A new in-unit washer and dryer add everyday convenience, along with additional in-unit storage closets. Enjoy maintenance-free living with a professional on-site manager and 24-hour concierge, dedicated covered parking, heated community pool and fitness center, club room, and an active social calendar. Ideally positioned on the quiet edge of downtown Sarasota, this residence offers a true world-class lifestyle just moments from Marina Jack, boutiques of Palm Avenue, Opera and Theatre, Whole Foods, and the botanical beauty of Selby Gardens. Whether it's a morning walk through Bayfront Park or a quick drive over the bridge to St. Armand's Circle and Lido Beach, the best of the Gulf Coast is quite literally at your doorstep. Celebrate ease of ownership and peace of mind; in an era where buyers are cautious about condo buildings, Regency House stands apart as a solid choice. This building has completed the Milestone Inspection and Structural Integrity Reserve Study and maintains healthy reserves. To make your transition entirely frictionless, the seller will pay one year of Condo Fees and the Special Assessment for the upgraded pool with an acceptable offer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dana Cook Westmark (941-356-5091)
4925 SILK OAK DR, SARASOTA, FL 34232
$400,0001 Day on yellowkey MLS ID: A4690754
REDUCED by $15,000 (3.6%) on 04/22/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1261 Built: 1977 Tax: $3,580 (2025)Community: Brentwood EstatesSingle Family
Taxes:$3,580
Elementary School: Brentwood Elementary
Remarks: Block construction with no deed restrictions. Ready for immediate occupancy, this split-plan home offers privacy and functionality, plus a large private backyard perfect for relaxing or entertaining..
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
800 N TAMIAMI TRL #815, SARASOTA, FL 34236
$1,025,000101 Days on yellowkey MLS ID: A4676300
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1323 Built: 2007Monthly Fee: $1,328 Tax: $10,115 (2025)Community: AlinariSpa: YesCondo
Taxes:$10,115
Remarks: Immerse yourself in the vibrant energy of Sarasota’s coveted Rosemary District, where an inspired coastal lifestyle unfolds just beyond your doorstep. Perfectly positioned, moments from The Bay Sarasota and The Quay Sarasota, this residence offers effortless access to the city’s most exciting transformation – lush bayfront greenspaces, scenic walking paths, a new pier, and curated waterfront experiences including free concerts, yoga, and even a kayak launch. Right at your doorstep you will discover a dynamic collection of Rosemary District café’s, acclaimed restaurants, artisan bakeries, and boutique shops, all contributing to a walkable, cultured, and endlessly engaging lifestyle. From morning rituals to sunset dinners along the bay, this residence, set within Alinari at Rosemary Place, invites you to experience Sarasota at its finest. Framed by breathtaking true full water frontage views that stretch across Sarasota Bay and beyond, this beautifully redesigned two-bedroom, two-bath residence captures unobstructed westerly vistas from its highly desirable eighth-floor position in the south tower, where natural light pours in and sunset gazing becomes a daily ritual. The interiors have been thoughtfully re-imagined with a clean, modern aesthetic, featuring wide plank luxury flooring, quartz surfaces, new modern fixtures, and a cohesive move-in ready design. The open layout enhances the connection to the water, while a rare walk-in laundry room and additional flex storage space add everyday convenience. The primary suite offers a serene retreat with a walk-in closet and a well-appointed, fully customized en-suite bath, while the second bedroom is equally versatile for guests or a home office – each space sharing in the residence’s captivating views. Alinari presents a refined residential experience with amenities beyond expectation. Enjoy the privacy of a 3rd floor Olympic length pool and deck where recreation and relaxation can easily be found. The state-of-the art fitness center, modern and fully upgraded theater, business center, guest suites, game room, gated entry garage, 24-hour concierge and on-site security, are just a small sample of Alinari features and lifestyle. Unique to the property you will enjoy a beautifully landscaped 35,000 sq ft gated recreational space that is for the exclusive enjoyment of Alinari owners and their pets. With strong reserves, no current assessments, and elevated construction in Flood Zone X, the building offers peace of mind and enduring value. Complete with two garage parking spaces and climate-controlled storage, this residence is a rare opportunity to enjoy downtown Sarasota living at the intersection of culture, convenience, and sweeping waterfront beauty.
Listing Agent: Moriah Taliaferro (941-504-9910)
1920 ELK AVE, SARASOTA, FL 34235
$370,000150 Days on yellowkey MLS ID: A4672991
1 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1223 Built: 1958 Tax: $2,759 (2024)Community: Kensington ParkSingle Family
Taxes:$2,759
Remarks: Under contract-accepting backup offers. Beautifully remodeled and centrally located in Sarasota’s desirable Kensington Park, this 4-bedroom, 2-bath home offers a perfect blend of comfort, style, and convenience. Just 7 miles from Lido Beach, 5 miles from UTC shopping, and moments from downtown Sarasota, this property is ideal for investors or buyers seeking a move-in-ready home with modern upgrades. Meticulously renovated, the residence features an open floor plan, luxury vinyl flooring throughout, hurricane-impact windows, and all-new cabinetry, appliances, and soft-close drawers. Additional highlights include a new washer and dryer, separate built-in AC units, new landscaping, and a spacious front and backyard—perfect for outdoor entertaining. This home features ample parking with a carport and a new one-car garage. An included outdoor shed provide added storage and functionality. With its modern upgrades, spacious layout, and unbeatable proximity to Sarasota’s best attractions, this home offers an exceptional opportunity you won’t want to miss.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Laura Rode (941-724-9957)
4068 LYNDHURST CT, SARASOTA, FL 34235
$488,0005 Days on yellowkey MLS ID: A4690209
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1963 Built: 1987Monthly Fee: $567 Tax: $4,495 (2025)Community: Meadows TheSingle Family
Taxes:$4,495
Remarks: Tucked within the desirable Lyndhurst enclave of The Meadows, this beautifully maintained 3-bedroom, 2-bath single-family residence offers a blend of privacy, character, and effortless Florida living. A pavered driveway and tropically landscaped, gated walkway welcome you to a charming side-entry front door. Step into a light-filled interior featuring porcelain tile flooring and ceiling fans throughout, complemented by neutral tones, unique architectural angles, and subtle accent lighting that create a bright, airy ambiance with a relaxed, beach-inspired feel. The living and dining areas are the heart of the home, enhanced by a skylight, a cozy wood-burning fireplace, and a wet bar with built-in cabinetry—perfect for entertaining. The eat-in kitchen is both stylish and functional, showcasing light soft-close cabinetry, quartz countertops, and abundant windows that invite in natural light. A door leads to a private, walled privacy garden complete with a pergola—an ideal spot for morning coffee or quiet evenings. Just off the kitchen, the inside laundry room offers added convenience with upper cabinetry for storage. An enclosed all-weather bonus room, lined with windows, seamlessly connects the living room to the lanai, expanding your living space year-round. The spacious primary suite features sliding glass doors to this bonus area, transom windows, and a large walk-in closet with built-ins. The ensuite bath is thoughtfully designed with quartz countertops, dual sinks with a makeup area, a sunken tub beneath a skylight, and a separate shower, toilet, and additional sink with direct access to the lanai - making it an ideal future pool bath should new owners choose to add a pool. Two guest bedrooms provide flexibility and comfort—one generously sized with a walk-in closet, and the other featuring built-in cabinetry, currently utilized as a den or office. The guest bath includes a separate sink area with quartz countertops and a beautifully updated tiled shower with glass doors. Outdoors, the pebbled and recently rescreened lanai offers tranquil tropical views of the 11th fairway and green, creating a serene backdrop for relaxation or entertaining. The attached two-car garage is equally impressive, featuring an epoxy floor, storage cabinets, pegboard, new pull-down attic stairs, and direct access to the private courtyard. Recent upgrades include NEW HVAC in 2023, refrigerator, dishwasher and disposal in 2022, and washer and dryer in 2021. Enjoy low-maintenance living with an HOA that covers landscaping outside the lanai, roof maintenance and replacement (roof replaced in 2012), exterior home care and painting, irrigation, and exterior pest control—allowing you to fully embrace the Florida lifestyle in one of Sarasota’s most sought-after communities. Lyndhurst also offers a screened community pool and walking trails. Just a 15-minute drive outside this peaceful enclave is downtown Sarasota, with shopping, arts & theatres, museums, dining and entertainment, top-ranked healthcare, beaches and SRQ International Airport. One mile east is the convenience of I-75, University Town Center with over 300 nationally known and homegrown shops, restaurants, fitness studios, services and attractions, the Nate Benderson Park, home of world-class rowing events and the Mote Marine Aquarium. Please note: three exterior SimpliSafe cameras are in place on the property and may be recording.
Listing Agent: Daniela Soiman (941-779-4797)
420 KUMQUAT CT, SARASOTA, FL 34236
$1,525,00010 Days on yellowkey MLS ID: A4689791
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1824 Built: 1981 Tax: $7,860 (2025)Community: Owen BurnsSpa: NoApartment
Taxes:$7,860
Remarks: Located in the dynamic Rosemary District, 420 Kumquat Court presents a compelling opportunity for investors and developers seeking position and flexibility in a downtown growth corridor. The property includes an existing triplex generating more than $5,000 per month in potential rental income, offering immediate cash flow while future development plans are evaluated. Zoned Downtown Edge (DTE), the site allows for residential, commercial or mixed-use development. The property is adjacent to Villa Ballada, a newly constructed five-story mixed use condominium featuring 24 residences, reinforcing the area’s continued investment and redevelopment momentum. An additional opportunity exists with the neighboring parcel to the south currently available. With a combined acquisition cost of $3,220,000, this option presents the potential for increased density, with the possibility to develop up to 24 residential units, subject to municipal approvals. The seller can also transfer plans for a seven-unit condominium project designed by award-winning Halflants + Pichette, providing a ready framework for development. Positioned within approximately six blocks of more than 60 restaurants, Sarasota Farmers Market, Sarasota Bayfront, Whole Foods Market and Sarasota’s arts and theater district, the location supports strong walkability and long-term demand. The Bay Park, a 53-acre waterfront park, is approximately four blocks away, with additional access to Payne Park and Legacy Trail. Connectivity is enhanced by the Bay Runner Trolley, offering service from downtown to St. Armands Circle and Lido Beach. This offering combines current income with future development potential in one of Sarasota’s most active urban districts.
Listing Agent: Frank Lambert (941-920-1500)
800 N TAMIAMI TRL #307, SARASOTA, FL 34236
$789,000107 Days on yellowkey MLS ID: A4676227
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1911 Built: 2007 Tax: $10,844 (2025)Community: AlinariSpa: NoCondo
Taxes:$10,844
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: One or more photo(s) has been virtually staged. An exceptional residence offering the scale and livability of a single-family home within a full-service community. This expansive, west-facing home spans 1,911 square feet and is thoughtfully designed with high ceilings, large windows, and abundant natural light. The open, flexible floor plan allows for multiple gracious living and sitting areas, or the opportunity to create a third bedroom — offering rare versatility to suit an evolving lifestyle. A wraparound, west-facing balcony — accessible from both the living room and the primary suite — extends the living space outdoors and showcases beautiful water and treetop views, perfect for enjoying sunset skies. The primary suite provides a serene retreat, while the additional rooms offer comfort and flexibility for guests, work, or creative use. A temperature-controlled storage unit is included for added convenience. Enjoy effortless access to the third-floor amenities, including a resort-style lap pool and spa, a state-of-the-art fitness center, and men’s and women’s saunas. The building delivers an elevated downtown lifestyle with 24/7 concierge service, on-site guest parking, guest suites, wine room, library, club room, business and conference facilities, a game room with pool table, and a brand-new private movie theater with stadium seating. A rare opportunity to experience refined, resort-inspired living where comfort, space, and lifestyle converge.
Listing Agent: Lisa Allen (312-848-1636)
4085 GOLD DUST LN, SARASOTA, FL 34243
$359,000364 Days on yellowkey MLS ID: A4650212
REDUCED by $30,000 (7.7%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2025Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Elementary School: Emma E. Booker Elementary
Remarks: MOVE IN READY! REDTAG SALE! Receive up to $20,000 towards closing costs, $5,000 towards upgrades and special interest rates with the use of our preferred lender - Now through Sunday, April 26th. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
111 S PINEAPPLE AVE #1204, SARASOTA, FL 34236
$2,950,000259 Days on yellowkey MLS ID: A4660919
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 2845 Built: 2019 Tax: $26,938 (2024)Community: Mark SarasotaSpa: YesCondo
Taxes:$26,938
Remarks: Rare penthouse offering at Mark Sarasota. 111 S Pineapple Ave. #1204 is a one-of-a-kind 12th-floor residence and the largest home in the building, offering 2,845 square feet under air and over 3,600 square feet of total living space including a spacious wraparound covered terrace with uninterrupted views of Sarasota Bay. From the moment you go inside, you’re greeted by 11-foot ceilings, double 8-foot entry doors, and expansive 10-foot impact-rated sliding glass doors that blur the line between indoors and out. Gleaming 24-inch white polished porcelain tile floors run throughout the open-concept interior, where a thoughtfully designed layout integrates the living, dining, and family spaces with a chef-caliber kitchen—complete with high-gloss European cabinetry, quartz countertops, and a suite of premium Jenn-Air stainless steel appliances including a 42-inch built-in refrigerator, convection wall oven, and 36-inch induction cooktop. The primary suite is a private oasis, offering panoramic views, dual walk-in closets by California Closets, and a spa-inspired en-suite bath with double vanities, an oversized walk-in shower, deep soaking tub and sleek Grohe fixtures. Two generous guest suites, each with private baths, custom closets and blackout shades, provide comfort and privacy for visitors or family. Additional interior highlights include a convenient and spacious family room/den, automated roller shades throughout with blackout shades in all bedrooms, a full laundry room with custom cabinetry and Whirlpool HE washer and dryer, water filtration and softener systems for the entire residence, and four deeded garage parking spaces plus a same-floor oversized private storage unit. The wraparound covered terrace is an entertainer’s dream with commanding views of the water and city skyline. Enjoy alfresco dining at the built-in outdoor kitchen, equipped with an electric grill, under-counter refrigerator, stone countertops, and durable exterior cabinetry. Residents of The Mark enjoy exceptional lifestyle amenities including 24-hour concierge service, a resort-style heated saltwater pool and spa, state-of-the-art fitness center with a dedicated spin room, a club room with catering kitchen, fireplace and billiards, as well as outdoor lounging areas with fire pits, grills, and dining spaces—all just steps from Whole Foods, Bayfront Park, shopping, dining, galleries and Sarasota’s renowned cultural venues. This rare penthouse opportunity places you in the heart of downtown Sarasota’s most desirable address, where convenience, comfort and coastal elegance converge.
Listing Agent: Mike Warm, Llc (941-525-2740)
5162 BOCA RATON AVE, SARASOTA, FL 34234
$119,000178 Days on yellowkey MLS ID: A4669539
REDUCED by $5,000 (4.0%) on 04/21/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 780 Built: 1960Monthly Fee: $132 Tax: $2,678 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,678
Remarks: One or more photo(s) has been virtually staged. Move-in Ready Home| NO Flood Zone | No lot rent | Financing Available| Enjoy the Sarasota lifestyle in this beautifully remodeled 3-bedroom, 1-bath turnkey home located in Tri-Par Estates, known for its resort-style amenities and unbeatable location. This 55+ community is just minutes from downtown Sarasota, marinas, dining, museums, SRQ Airport, and the world-famous beaches of Siesta Key and Lido Key. Step inside to discover a bright, open layout, a new kitchen, and thoughtful finishes throughout. The home has been fully renovated, including energy-efficient mini-splits for year-round comfort. Tri-Par Estates delivers resort-style amenities: a large pool, a brand-new large spa (nearly finished), a tiki hut, pickleball, a fitness center, shuffleboard, mini-golf, horseshoes, and game rooms with ping-pong and billiards, plus arts & crafts and a lively clubhouse that hosts dinners, dances, meetings, and yes, bingo. Ownership here is simple: you own the land, and there’s no separate HOA payment; the annual $1,648 assessment is included in your property taxes. The community is golf-cart friendly, with optional RV/boat storage when space permits. Schedule your private showing today.
Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)
Listing Agent: Larissa Smith (614-338-5489)
3876 PRUDENCE DR, SARASOTA, FL 34235
$332,50020 Days on yellowkey MLS ID: A4688372
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1211 Built: 1961 Tax: $2,837 (2025)Community: Kensington ParkSpa: NoSingle Family
Taxes:$2,837
Remarks: KENSINGTON PARK where we have NO HOA rules AND NO HOA FEES! LOCATION, LOCATION, LOCATION...Near UTC, shopping, downtown, beaches and I-75! BONUS: you have a new park/playground was just installed on 27th Parkway. Check out the contemporary A-Frame style home with Cathedral (high) ceilings throughout AND Transome windows letting the morning sun in! The 2 bedroom, 2 bath home has an addition that could easily be converted into a PRIMARY and 3rd bedroom with private bath and exterior door to the back yard but still part of the main home access. HOW ABOUT A NEW METAL ROOF and NEW 200 AMP ELECTRIC PANEL plus A NEW ELECTRIC POLE? The washer and dryer are only one year old and most other appliances are 13 years old. TWO of the exterior doors are scheduled to be replaced and on special order now...paid for by the owner/seller. The carport has been converted into a covered/screened lanai. The HVAC ($6400) was installed in 2022 and the Sewer lines replaced in 2013 ($7,800)! COME STEAL THIS HOME TODAY for $332,500!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
1659 DEVONSHIRE LN, SARASOTA, FL 34236
$2,595,000143 Days on yellowkey MLS ID: A4673505
REDUCED by $180,000 (6.5%) on 04/04/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2754 Built: 2024 Tax: $23,612 (2024)Community: Burns Realty Co SubSpa: NoSingle Family
Taxes:$23,612
Remarks: One or more photo(s) has been virtually staged. Welcome to 1659 Devonshire Lane in the heart of Downtown Sarasota's Laurel Park neighborhood. This beautifully designed 2,754 sq. ft. residence completed in 2024 offers four spacious bedrooms and three and a half bathrooms, blending elegance with functionality. The open-concept kitchen and living area are perfect for entertaining and showcase premium stainless steel Thermador appliances, including a gas range with hood and a built-in coffee/tea beverage center for added convenience, additionally a walk-in pantry adds ample storage and the large kitchen island accommodates up to seven, a separate ice maker and two wine coolers that can accommodate over 200 bottles. Step outside to your private oasis featuring a heated saltwater pool enhanced by four fountains, a waterfall feature and colorful lights that enhance the pool at night and a beautiful outdoor kitchen, all set within gracefully textured stucco walls, perfect for entertaining. Enjoy added conveniences such as a full-house Generac backup generator, reverse osmosis water filtration system under the kitchen sink with separate faucet for drinking, and a water softener/filtration system. Constructed entirely of block with cat 5 hurricane windows, stucco exterior and durable metal roof, this home boasts quartz countertops throughout, an irrigation system, and a two-car garage with epoxy flooring. The outdoor spaces are equally impressive, with a marble pool deck on a concrete base, a covered marble front porch, and two balconies—one front and one rear—featuring ceiling fans and porcelain tile flooring. Additional amenities include a half bath off the pool deck and outdoor shower for added convenience. The primary suite offers a luxurious ensuite bath and a large walk-in closet, creating a serene retreat within this exceptional property. The two upstairs guest bedrooms are separated by a Jack and Jill bathroom with dual sink vanity and a large walk-in shower with a separate handheld sprayer, bench seating and a window for natural light. The first floor bedroom can be used as office or den with an attached full bathroom with walk-in shower with separate handheld sprayer. All of this located in the heart of downtown Sarasota just 4 blocks to Main Street and 1 block to Historic Burns Court shops and restaurants. Just one block to Marie Selby Botanical Gardens and a short walk to Bayfront Park and Marina. A two mile drive takes you across the John Ringling Causeway bridge to Lido Beach and St Armands Circle and a short 15 minute drive south takes you to the world famous Siesta Key Beach. This highly sought after convenient location in downtown Sarasota won't last long so book your tour today!! Some photos have been virtually staged. All measurements are approximate and should not be relied upon as exact.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
4528 LONGWATER #35, SARASOTA, FL 34235
$210,0006 Days on yellowkey MLS ID: A4690305
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 676 Built: 1979 Tax: $2,125 (2025)Community: Longwater Chase / The MeadowsSpa: NoCondo
Taxes:$2,125
Remarks: This beautiful ground-floor end-unit 1-bedroom, 1-bath condo offers the perfect blend of comfort, privacy, and stunning views. Step inside to a bright, spacious living and dining area that feels warm and inviting. The living space opens directly onto a serene screened lanai overlooking the lush fairways of The Meadows golf course, an ideal spot for morning coffee or peaceful sunsets. The generous bedroom includes a large walk-in closet for excellent storage. Nestled in the desirable Longwater Chase community, this home places you right in the heart of The Meadows, surrounded by miles of scenic walking and biking trails, access to the outstanding amenities at The Meadows Country Club, offering something for every lifestyle, and just steps away from the community pool, tennis courts and fitness center. You're also just minutes from Sarasota's world-famous beaches, vibrant cultural scene, fine dining, entertainment, and shopping. Plus, the bustling Mall at University Town Center is only a relaxing 20-minute walk away. Don't miss this opportunity to own your own slice of paradise and enjoy the very best of Florida living in The Meadows.
Listing Agent: Jason Moore (941-735-0028)
3629 LONGMEADOW #38, SARASOTA, FL 34235
$214,900149 Days on yellowkey MLS ID: A4672951
REDUCED by $10,000 (4.4%) on 04/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1023 Built: 1979 Tax: $1,858 (2025)Community: BriarfieldCondo
Taxes:$1,858
Remarks: One or more photo(s) has been virtually staged. *NEW AC & WATER HEATER 2025* NEW WASHER & DRYER 2024. Come live the Florida lifestyle to the fullest in this charming 2-bedroom, 2 bath, corner Villa Located in Briarfield at the Meadows. This spacious floorplan with high ceilings in the living and dining room give an open and airy feel that's sure to please. Large bedrooms boost beautiful golf course views. Granite counter tops in kitchen and baths and a beautiful screened in lanai for entertaining or enjoying a sunset. The Villa has a separate locked storage room and a deeded parking space in a covered garage. The Villa also comes equipped with a Hurricane fabric protection system by Astroguard. Briarfield residents enjoy a lifestyle like no other with access to all the amenities at the Meadows which include but is not limited to: Private heated pool, pickleball courts, 15 miles of scenic oak-canopied walking/biking trails and a community center. The Country Club Membership is optional offering 54 holes of golf, Har-Tru tennis courts, a junior Olympic pool, fitness center, restaurants and events. Conveniently located minutes from University Town Center/Benderson Park and close to downtown. Award winning Siesta Key Beach is only a short drive away. Don't miss this opportunity to call this beautiful villa your home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Rachel Angers (941-356-6537)
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