Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
2613 PINE LAKE TER #D, SARASOTA, FL 34237
$110,00014 Days on yellowkey MLS ID: A4689758
REDUCED by $5,000 (4.3%) on 04/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 739 Built: 1974Monthly Fee: $560 Tax: $1,627 (2025)Community: Hidden Lake VillageCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,627
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: End-unit condo with screened balcony • Treed views • Near downtown Sarasota, Lido Beach, St. Armands Circle Tucked inside Hidden Lake Village, this second-floor 1-bedroom, 1-bath end-unit condominium offers a balance of privacy, natural light, and updated interiors in a central Sarasota location. The end-unit positioning allows for additional windows and a bright, open feel throughout the living and dining areas. Inside, the home features luxury vinyl plank flooring (2020) and fresh interior paint (2026), creating a clean, updated look. The galley kitchen includes ample cabinet space, natural light, and newer appliances (2024). The bathroom has been fully remodeled with an updated shower (2024). Recent upgrades provide added value and efficiency, including hurricane-impact windows (2023), water heater (2024), and community-wide roof replacement (2025). A/C replaced in 2013. One of the standout features is the private screened balcony overlooking mature trees, offering a quiet outdoor space with a natural view. Hidden Lake Village amenities include two community pools, tennis courts, walking paths, picnic areas, on-site laundry facilities, assigned parking, and guest parking. Located with convenient access to downtown Sarasota, St. Armands Circle, Lido Beach, Ed Smith Stadium, and nearby shopping and dining. Leasing allowed with 8–12 month minimum, offering flexibility for investment or seasonal use.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Antonio Lopez (626-664-5124)
111 S PINEAPPLE AVE #904, SARASOTA, FL 34236
$1,260,00010 Days on yellowkey MLS ID: A4689993
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1513 Built: 2019 Tax: $11,635 (2025)Community: Mark Sarasota CondoSpa: NoCondo
Taxes:$11,635
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Experience elevated urban living in this sophisticated and impeccably designed two-bedroom, two-and-a-half-bath residence with a versatile den at The Mark in the heart of Downtown Sarasota. Designed for both comfort and style, the expansive great room is framed by a striking wall of glass filling the space with natural light, offering captivating views of prestigious State Street. The home features custom-installed closet systems and Porcelain flooring throughout, complemented by blackout shades for effortless light and privacy control. The modern kitchen is a true showpiece, featuring Nolte soft-close cabinetry, quartz countertops, and a designer tile backsplash. Premium JennAir appliances—including an induction oven, dishwasher, microwave drawer, and refrigerator—are paired with under-cabinet lighting and an inviting island with seating, perfect for entertaining. Step outside to your private outdoor terrace, perfectly positioned to take in sweeping views of the Sarasota skyline and facing east—an ideal setting to enjoy breathtaking sunrises and morning coffee or afternoon cocktails with a birds-eye view of the sidewalk café scene. The generously sized owner’s suite offers a serene retreat, complete with two closets, including a spacious walk-in. The spa-inspired bathroom boasts a double vanity with quartz countertops, a private water closet with a Kohler toilet, and a walk-in shower with a seamless glass enclosure. A heated towel rack adds an extra layer of luxury. A well-appointed guest suite with its own en-suite bath provides comfort and privacy for visitors, while the den offers excellent flexibility as a home office or potential third bedroom. An elegant powder room completes this exceptional residence. Residents of The Mark enjoy premium 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 the Saturday Farmers Market, Whole Foods, Bayfront Park, shopping, dining, galleries and Sarasota’s renowned cultural venues. Living in the heart of downtown Sarasota, residents are in close proximity to the waterfront, including Marina Jack and Oleary’s, outdoor art, food and music festivals, and the Bay Runner shuttle to the beach. Experience a full rounded Floridian lifestyle at The Mark.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lynn Morris, Pllc (941-400-4526)
510 N OSPREY AVE, SARASOTA, FL 34236
$947,00067 Days on yellowkey MLS ID: A4682221
REDUCED by $50,000 (5.0%) on 04/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1354 Built: 1954 Tax: $6,459 (2025)Community: Inwood Park First AddSingle Family
Taxes:$6,459
Elementary School: Alta Vista Elementary
Remarks: Price Improvement! Located in the highly sought-after Gillespie Park neighborhood, this updated 3-bedroom, 2-bath home offers a blend of character, modern upgrades, and exceptional walkability to downtown Sarasota. Just minutes from Main Street, enjoy easy access to dining, shopping, galleries, theaters, and the Sarasota Farmers Market. Inside, polished terrazzo floors highlight the home’s mid-century charm, while the updated kitchen features granite countertops, newer appliances, and opens to a flexible sitting or dining area. The thoughtfully designed layout provides both comfort and functionality. The home includes a newer primary suite addition with a walk-in closet and en-suite bath, along with a bonus area ideal for an office, study, or sitting space, plus a dedicated laundry room. Recent improvements include updated windows, air-conditioning system, hot water heater, and washer/dryer, enhancing efficiency and move-in readiness. The private backyard features mature landscaping and irrigation, with ample space for a pool and potential for an accessory dwelling unit (ADU), subject to city approval. Property is located within the City of Sarasota’s 7-day minimum rental district, offering added flexibility for future use or investment. Conveniently located near Sarasota Bay, The Bay Park, John Ringling Bridge, and Lido Beach, this home provides easy access to waterfront amenities, downtown living, and area beaches. Property may have audio and/or video surveillance. Buyer and buyer’s agent should be aware they may be recorded.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
1709 N TAMIAMI TRL #502, SARASOTA, FL 34234
$599,00095 Days on yellowkey MLS ID: A4679227
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 2022 Tax: $7,354 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,354
Elementary School: Gocio Elementary
Remarks: PRICE IMPROVEMENT AND GREAT VALUE! Experience this coveted top floor and closest to the Bay location and the fantastic water views, beautiful sunsets, five-star amenities, gated access, and incredible proximity to Downtown Sarasota, the Bay Park, and the area's spectacular beaches. PLUS option to purchase a boat slip with 16,000 lb. lift and 2nd parking space with sunshade! Built in 2022, this residence affords a second-to-none waterfront lifestyle. The 1050 sf, 1 bedroom + office/den, 2 full bath unit features upgraded finishes, sizable living area, designated dining space, serene primary bedroom with luxe owner's bath, expansive custom closet, and private open-air terrace overlooking the water. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and a generously sized peninsula. The main living space is filled with natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. The office/den is perfect for all of your organizational needs. Additional noteworthy features include custom designed closets, in-unit laundry with Samsung washer and dryer, pendant lighting, designer ceiling fans and custom window treatments. This unit includes 1 under-building parking space and private secure storage. The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design features fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, 1000' boardwalk, kayak and paddleboard launch, and ample guest parking. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Make the most of the azure water and explore the top-rated beaches and bays and make this exceptional residence, community and city your home today.
Listing Agent: Lenore Treiman (941-356-9642)
3876 PRUDENCE DR, SARASOTA, FL 34235
$332,50024 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 & 3rd BEDROOM WITH PRIVATE BATH AND 2 SEPARATE EXTERIOR ENTRANCES AND COULD ALSO BE TURNED INTO A 1 BEDROOM APARTMENT 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)
5241 MARSH FIELD LN #18, SARASOTA, FL 34235
$279,99960 Days on yellowkey MLS ID: A4683247
0 Days Off yellowkey (back on 4/26/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1725 Built: 1981 Tax: $3,530 (2025)Community: Villa MajorcaVilla
Taxes:$3,530
Remarks: Are you ready to step into a piece of the past and transform it into your dream home? This unique opportunity awaits in the sought-after community of The Meadows, renowned for its serene environment, golf courses, walking trails, amenities, and vibrant lifestyle. Presenting a charming 2-bedroom, 2-bath villa complemented by a convenient den and a spacious 2-car garage, all enveloped in the classic charm of the 1980s. It’s your chance to bring your personal updates or a refreshing retro twist to this solid foundation. Original 1980s architecture, offering a solid foundation for personalization. 2 spacious bedrooms and a versatile den for work or relaxation. 2 bathrooms that can be customized to your style. Attached 2-car garage, providing ample storage and parking space. Positioned within a community known for its scenic landscaping and welcoming atmosphere. Whether you're starting a family or seeking a cozy retreat, this villa's adaptable layout can be tailored to fit a variety of lifestyles. Its original state provides a unique opportunity to infuse your own style, making it ideal for those with a vision for design and renovation. This home is ready to embrace the memories of the past while welcoming new ones.Nestled in The Meadows community, this villa offers the perfect blend of tranquility and convenience. Enjoy close proximity to the University Town Center's array of shops and restaurants, making it easy to enjoy local dining and retail therapy. The surrounding area offers ample green spaces and community activities, providing a lifestyle that balances leisure with the vibrancy of Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Goldstein (941-587-3876)
5204 MYRTLE WOOD #2, SARASOTA, FL 34235
$239,00024 Days on yellowkey MLS ID: A4688658
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1981 Tax: $3,047 (2025)Community: SomersetCondo
Taxes:$3,047
Remarks: This move-in-ready villa offers effortless Florida is located within The Meadows, an active outdoor lifestyle community.. Steps from one of the community pools, walk to the pool from your Lanai, or sip your morning cup of coffee looking out to the pool. This condo offers both privacy and access to everything that makes The Meadows. The property is partially furnished, including kitchen utensils. The split-bedroom floor plan offers privacy and flexibility, with a private primary The main bedroom has a walk-in shower. The Meadows has a 1,650-acre park-like community with over 14 miles of trails, lakes, and an optional membership to golf, tennis, pickleball, and a fitness center. Just minutes from shopping and dining, downtown Sarasota, and the beaches of Siesta Key and Lido Key. Perfect for that seasonal owner or year-round resident.
Listing is courtesy of: LA ROSA REALTY LLC (941-248-2233)
Listing Agent: Rosa Arroyo (786-205-7223)
4683 WINSTON LN N #30, SARASOTA, FL 34235
$275,000181 Days on yellowkey MLS ID: A4670091
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1224 Built: 1997Monthly Fee: $669 Tax: $3,297 (2024)Community: Beekman LakesTownhouse
Taxes:$3,297
Tax Year: 2024
Remarks: Live the good life at Beekman Lakes! Beautifully maintained single-story 2/2 Florida contemporary lakefront villa offering 1,224 sq. ft. under air and 1,848 sq. ft. under roof! This light, bright and airy 2-bedroom, 2-bath attached villa features an open split-bedroom floor plan with vaulted ceilings, transom windows, and serene lake views. The spacious primary suite overlooks one of the community's many lakes with an illuminated fountain, setting just the right mood to relax at the end of the day! The spectacular floor plan includes a large walk-in closet and ensuite bath with a stand-up shower. The front guest suite offers a triple bay window, walk-in closet, and a full tub/shower combo. Wood flooring throughout the bedrooms, living and dining areas, with ceramic tile in the kitchen and baths. The newly updated eat-in kitchen features beautifully refinished cabinetry, a full appliance package, and ample countertop space. The expansive screened and caged lanai is lakefront and spans the full width of the home—perfect for relaxing, enjoying sunsets, and observing the turtles and ducks on the water! Additional highlights include a private 2-car garage, and a large entry courtyard with a low-maintenance xeriscape shell bedding. Community amenities include a lakefront pool and hot tub, his/her restrooms and gazebo deck area if you'd like to get out of the sun. HOA fees cover basic Dish Network streaming and internet, exterior paint, landscaping, community insurance and reserves, lawn care, and pest control. A fantastic location - just minutes to UTC Mall, SRQ Airport, downtown Sarasota, and our famous Gulf beaches. Live the relaxed Florida lifestyle and claim your personal piece of paradise in this amazing lakefront villa! All it needs is you!
Listing is courtesy of: DREAMIFY REAL ESTATE LLC (941-827-0700)
Listing Agent: Michael Grant (941-800-8585)
4831 GREENCROFT RD, SARASOTA, FL 34235
$636,50032 Days on yellowkey MLS ID: A4687508
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1736 Built: 1985Monthly Fee: $149 Tax: $3,585 (2025)Community: The MeadowsSpa: YesSingle Family
Taxes:$3,585
Remarks: Wake up to sweeping golf course and lake views in this move-in ready 3BR/2BA plus den pool home. Start your morning with coffee in the screened front entry or soak in the Florida sun by the heated saltwater pool and spa. Enjoy lunch in the bright kitchen’s bay window dining nook with built-in banquette seating, then retreat to the cozy den—perfect for a home office, TV room, or game room. The spacious primary suite is your private sanctuary, complete with a custom designer closet, updated flooring, and a beautifully renovated bath. Travertine tile, plantation shutters, and thoughtfully updated lighting flow throughout, creating an inviting and light-filled interior. Recent upgrades, including a new roof (2020), impact windows, updated A/C, and pool equipment, provide modern comfort and peace of mind. Step outside to the covered patio and imagine evenings spent entertaining or relaxing while taking in the tranquil views. Located in The Meadows, a tropical resort-style setting, where residents enjoy miles of scenic trails, a fitness center, a Junior Olympic pool, pickleball, dining, golf, and a premier tennis complex with Har-Tru courts. Just minutes from UTC, Nathan Benderson Park, and a short drive to Sarasota’s beaches, arts, and culture, this home combines serene living with effortless access to all the best of Florida.
Listing Agent: Marci Mcfarland (941-961-3390)
4068 LYNDHURST CT, SARASOTA, FL 34235
$488,0009 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 is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Daniela Soiman (941-779-4797)
4528 LONGWATER #35, SARASOTA, FL 34235
$210,00010 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)
2959 N LOCKWOOD MEADOWS BLVD, SARASOTA, FL 34234
$405,00014 Days on yellowkey MLS ID: TB8493921
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 924 Built: 1985 Tax: $3,867 (2025)Community: Lockwood MeadowsSpa: NoSingle Family
Taxes:$3,867
Elementary School: Emma E. Booker Elementary
Remarks: Best single family offering in Sarasota at an affordable price—-Beach life? Siesta Key 10-15 min, Lido 7-10, Longboat 15-20. Schools 5 minutes! UTC Mall and Rt 75 are 10-12 minutes away. Downtown restaurants in 10 minutes. Want move in ready? 1 car garage, full shed in back yard. Want updates? Roof 2025, Water Heater 2025, AC and Ducts just replaced 2 months ago. Washer and dryer less than 3 yrs old. Full master bath and Walk in shower, new fridge and soft close cabinets. Want Florida living? Fire pit, Bermuda Cherry, Orange, Lime, Lemon, Tangelo, and Red Lime trees should bear fruit this year. 12 ftx 36 ft screened lanai for grilling and back yard lounging. Back yard is completely fenced. Room for a pool. No HOA! Established neighborhood NEVER WET! No storm damage history.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Leah King (813-957-8924)
2107 CHIPPAWA PL, SARASOTA, FL 34234
$485,00025 Days on yellowkey MLS ID: A4688520
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1950 Tax: $5,429 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Taxes:$5,429
Remarks: **OPEN HOUSE Sunday 4/26, 1-4PM** Located West of the Trail in the Indian Beach / Sapphire Shores neighborhood of Sarasota, this single-family property offers flexible living with an additional efficiency. The main residence includes 2 bedrooms and 1 bathroom, featuring a newly updated kitchen, along with a separate laundry room for added convenience. Natural light and a functional layout create comfortable everyday living. The spacious backyard offers room for outdoor enjoyment and entertaining. A standout feature of the property is the separate 1 bedroom, 1 bathroom grandfathered-in efficiency with its own private entry and private yard, providing flexibility for rental use. Total living configuration includes 3 bedrooms and 2 bathrooms across both living spaces. No deed restriction. The home is located in an X flood zone where flood insurance is NOT required. No damage, water intrusion, or insurance claims from recent hurricanes. Convenient proximity to downtown Sarasota and the Rosemary District offer access to dining, shopping, and cultural amenities, while Lido Key provides nearby beach access. The property is located in proximity to nearby points of interest including Indian Beach Park along the bay, The Ringling Museum, Sarasota Jungle Gardens, Ringling College, New College, USF Sarasota-Manatee, Asolo Repertory Theatre, and The Bay. Optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnic, and additional social activities. Property is being sold as-is.
Listing is courtesy of: BROOKFIELD REAL ESTATE LLC (941-917-0494)
Listing Agent: Eric Collin (941-350-7775)
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,795,00031 Days on yellowkey MLS ID: A4687850
REDUCED by $50,000 (2.7%) on 04/22/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Remarks: Experience refined downtown living at Sarasota’s premier address, The Mark. This 8th-floor end unit offers 2 bedrooms plus a den, 2.5 bathrooms, and abundant natural light with a desirable south-facing terrace and additional east and west views. The thoughtfully designed floor plan features two private terraces, including a unique triangular terrace off the main living area and a second terrace off the primary suite. Interior highlights include porcelain tile and engineered hardwood flooring, a spacious walk-in closet with custom built-ins in the primary bedroom, custom built-ins in the guest bedroom, and remote-controlled shades throughout. The kitchen showcases a modern European design with glossy white upper cabinetry, wood-grain lower cabinets, a full-height backsplash, and top-of-the-line appliances. Enjoy unmatched walkability with shops, restaurants, and galleries just steps from your door, offering the ultimate downtown Sarasota lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
443 BIRD KEY DR, SARASOTA, FL 34236
$2,275,00046 Days on yellowkey MLS ID: A4686032
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2676 Built: 1966Monthly Fee: $100 Tax: $23,842 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$23,842
Remarks: Poised on the coveted island of Bird Key, just across the graceful span of the John Ringling Causeway Bridge from downtown Sarasota, this striking Mid-Century modern garden home captures the timeless ease of coastal living. This beautifully designed one-level residence offers three bedrooms, three baths, and 2,676 square feet of thoughtfully arranged living space, where clean architectural lines meet warm, inviting finishes. A neutral palette, 18-inch porcelain tile flooring, and dramatic stone accent walls create a sophisticated yet relaxed atmosphere throughout the open floor plan. Multiple seating areas flow naturally from one space to the next, anchored by a charming wood-burning fireplace—perfect for intimate evenings or lively gatherings. A wall of sliding glass doors dissolves the boundary between indoors and out, opening to a private tropical retreat. The heated pool and expansive screened patio are framed by lush landscaping and a comfortable outdoor seating area designed for effortless entertaining, sunset cocktails, and relaxed Florida afternoons. At the heart of the home, the spacious kitchen invites both conversation and culinary creativity. A large island with granite countertops, elegant pendant lighting, stainless steel appliances, and a stylish backsplash makes it equally suited for casual breakfasts or hosting memorable dinners with friends and family. Peace of mind meets modern convenience with hurricane-impact windows and doors throughout the home. Arrival is equally impressive. A circular paver driveway welcomes guests, complemented by beautiful outdoor lighting and a charming courtyard that leads to the front entrance—an inviting prelude to the warmth within. This home is also pet friendly with a fenced back yard area to keep your pooches secure. The neighborhood offers many walking areas and the Bird Key Park, directly across from the Bird Key Guard House entrance, is a wonderful place to enjoy sunset views over Sarasota Bay. Perfectly positioned just moments from the new Bird Key Yacht Club under construction, the boutiques and dining of St. Armands Circle, and the pristine sands of Lido Beach, this residence offers the rare combination of island serenity and vibrant coastal lifestyle. A timeless retreat in one of Sarasota’s most desirable communities—where elegance, comfort, and the gentle Gulf breeze come together beautifully.
Listing Agent: Julie Klick (941-780-6001)
5836 HELEN WAY, SARASOTA, FL 34243
$510,00051 Days on yellowkey MLS ID: A4682914
REDUCED by $9,000 (1.7%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2043 Built: 1990 Tax: $800 (2025)Community: Cedar Creek Unit 3Spa: NoSingle Family
Taxes:$800
Remarks: LET THE SUN SHINE IN! Come explore this waterfront beauty in Cedar Creek with a VA assumable mortgage at 2.25% for Veterans or non - Veterans in North Sarasota, where serene pond views and indoor-outdoor living come together beautifully. This 3-bedroom, 2-bath home offers approximately 2,100 square feet of living space on a generously sized lot perfectly positioned to capture water views from nearly every room. Double front doors open to a vaulted-ceiling living room with sliders that immediately draw your eye to the sparkling salt water pool and wide pond view beyond. The natural light pouring in creates a warm and inviting first impression that only gets better throughout the home. Designed for both comfort and entertaining, the layout includes separate living and dining rooms plus a comfortable family room featuring a stone wood-burning fireplace and a full wall of custom built-ins adjacent to the kitchen. The bright kitchen offers shaker cabinetry, dark granite countertops, a pass-through window to the lanai, a newer dark stainless GAS range giving you the convenience of propane cooking — a true chef’s dream. All three bedrooms feature walk-in closets and mounted 50+” TVs, with the 2nd bath featuring a door to access the pool area. The spacious primary suite includes a custom-designed closet maximizing every inch of space and sliding glass doors that open directly to the lanai and salt water pool. Outdoor living shines with four sets of sliders leading to the pool area, creating seamless indoor-outdoor flow. The large lanai is under roof, offering plenty of room to add an outdoor kitchen and dining area. The screened pool enclosure was replaced in 2024, and poured sidewalks surround the home for clean, easy access all around. For peace of mind, major improvements include • Roof replacement in 2021 • New A/C and water heater in 2022 - there are so many features here, get the full list! Low HOA fees of just $200/quarter and no CDD make this home even more attractive. Location is here as this community is just 4 miles from UTC and all there is to do - restaurants, shopping, Benderson Park, and tons more close by! Don't let this opportunity pass you by!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Kim Rossi (941-928-4586)
4639 CHANDLERS FORDE #36, SARASOTA, FL 34235
$315,00077 Days on yellowkey MLS ID: A4681821
REDUCED by $15,000 (4.5%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2255 Built: 1983 Tax: $2,238 (2025)Community: The MeadowsSpa: NoVilla
Taxes:$2,238
Remarks: Welcome home to one of the most charming and unique villa communities in The Meadows. Tucked beneath towering pines and oaks, this peaceful enclave offers the best of both worlds—quiet, country-style surroundings with the convenience of city living just minutes away. Step inside and you’ll immediately notice the soaring ceilings, open layout, and natural light that make this villa feel bright and welcoming. Meticulously maintained and lovingly cared for, this home is truly move-in ready. The spacious kitchen offers plenty of room for a cozy breakfast table, while the separate dining area is perfect for gatherings and special meals. The large living room is the heart of the home, featuring a wood-burning fireplace that adds warmth and character, along with a wet bar that makes entertaining easy and fun. All rooms are generously sized, including the comfortable primary suite with dual sinks, a large walk-in shower, and two roomy walk-in closets. Enjoy peace of mind with an AC approximately five years old, and the convenience of a two-car garage. While just steps from two community pools, the villa still offers a serene, private feel with lush views of trees and tropical landscaping. Perfectly located near UTC, Benderson Park, I-75, and only 15 minutes to downtown Sarasota and 20 minutes to the beaches, this home truly has it all. Homes like this don’t come around often—and this one is priced to sell. Don’t miss it.
Listing Agent: Connie Lyke Brown Pa (941-302-1214)
640 N OSPREY AVE, SARASOTA, FL 34236
$1,295,000161 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)
217 S SHADE AVE, SARASOTA, FL 34237
$1,899,000417 Days on yellowkey MLS ID: A4628117
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Tax Year: 2023
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
4623 LONGWATER CHASE #112 Bldg J, SARASOTA, FL 34235
$265,00016 Days on yellowkey MLS ID: A4689212
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1979Monthly Fee: $138 Tax: $2,821 (2025)Community: The MeadowsCondo
Taxes:$2,821
Remarks: This beautifully maintained second-story condo offers the perfect blend of comfort, style, and location. Featuring 2 spacious bedrooms and 2 full bathrooms, the home boasts a bright and open layout with sweeping views of the golf course—ideal for enjoying peaceful mornings or relaxing evenings. The updated primary bathroom provides a modern, spa-like retreat, while the newer kitchen is equipped with contemporary finishes and ample space for cooking and entertaining. The second bathroom has been refreshed with a brand-new vanity, adding a clean and stylish touch. Located in a vibrant, active community, residents enjoy access to two heated pools along with a wide range of amenities including golf, tennis, pickleball, and a fully equipped fitness center. Conveniently situated near restaurants, beautiful beaches, shopping, and the airport, this condo offers both tranquility and easy access to everything you need. Whether you're looking for a full-time residence or a seasonal getaway, this home delivers comfort, convenience, and an exceptional lifestyle.This well-maintained condo offers an exceptional opportunity for both homeowners and savvy investors. Featuring low quarterly maintenance fees, it provides affordable ownership without sacrificing comfort or convenience. The property allows monthly rentals, making it an ideal choice for generating consistent rental income or flexible short-term leasing options. With strong rental potential and investor-friendly policies, this condo is perfectly suited for those looking to maximize returns while enjoying a desirable living space.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Peg Schmitt (941-350-0552)
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