Location: Sarasota
Do Not Show Listings
6211 CANARY ST, SARASOTA, FL 34241
$765,00051 Days on yellowkey MLS ID: A4696373
0 Days Off yellowkey (back on 6/15/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2366 Built: 1969 Tax: $6,511 (2025)Community: Lakewood Tr ASpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,511
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. MOTHER IN LAW SUITE. Experience the perfect blend of space, privacy, and the coveted Florida lifestyle in this exceptional 4 bedroom, 3 bathroom estate, ideally situated on more than an acre of beautifully landscaped grounds in one of Sarasota’s most desirable locations. Surrounded by mature tropical foliage and overlooking tranquil lake views, this move-in-ready residence offers comfort, versatility, and thoughtful updates throughout. Step inside to discover pristine tile flooring, an airy open-concept layout, and expansive windows that fill the home with natural light while seamlessly connecting the indoors with the surrounding natural beauty. At the heart of the home, the updated kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and charming wood accent details that create a warm and inviting atmosphere. The spacious primary suite serves as a private retreat, complete with a large walk-in closet and a beautifully appointed en-suite bathroom featuring a walk-in shower. Two additional bedrooms, each with walk-in closets, provide ample storage and flexibility for family, guests, or a home office. A standout feature of the property is the secluded in-law suite, offering its own entrance, generous bedroom, walk-in closet, and full en-suite bath. This versatile space is ideal for multigenerational living, extended guests, or potential rental income opportunities. Designed for both relaxation and entertaining, the expansive air-conditioned Florida room provides year-round enjoyment while showcasing peaceful water views. Outside, a fenced side yard offers the perfect space for pets and play, while the sprawling grounds invite you to unwind beneath swaying palm trees and enjoy the serenity of lakeside living. Located in a rare no-HOA neighborhood, this property offers the freedom to personalize your home with minimal restrictions. Enjoy the tranquility of estate-style living while remaining just minutes from world-renowned Siesta Key Beach, premier shopping, dining, entertainment, and convenient access to I-75. Offering privacy, flexibility, and modern comfort in an unbeatable Sarasota location, this rare property is an opportunity you won't want to miss, schedule your private showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
2564 ARLINGTON ST, SARASOTA, FL 34239
$2,300,000148 Days on yellowkey MLS ID: A4683569
INCREASED by $118,100 (5.4%) on 06/10/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3117 Built: 2026 Tax: $5,223 (2025)Community: Turners J C SubSpa: YesSingle Family
Taxes:$5,223
Elementary School: Alta Vista Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Under Construction. ALL PHOTOS OF THE INTERIOR AND EXTERIOR ATTACHED ARE ONLY REPRESENTATIVE EXAMPLES OF POSSIBLE FIT AND FINISH SELECTIONS FROM THE BUILDER. Welcome to a rare opportunity to secure a striking, under-construction contemporary estate in the coveted Arlington Park neighborhood of Sarasota. Scheduled for completion by the 3rd qtr of 2026, this architecturally distinctive luxury residence is designed for the most discerning new-construction buyer who values elevated design, cutting-edge finishes, and seamless indoor-outdoor living. Spanning 3,117 square feet, this 4-bedroom, 4.5 bath custom home showcases a light-filled open floor plan curated for modern elegance and effortless entertaining. Expansive porcelain tile flooring flows throughout, enhancing the clean, contemporary aesthetic. At the heart of the home, a show-stopping chef’s kitchen features a premium appliance package, quartz countertops, a dramatic waterfall-edge island, oversized walk-in pantry, and whole-house water purification system — delivering both beauty and performance. The open-concept great room transitions seamlessly to the outdoor living space, creating a true resort-style experience. The main-level primary suite serves as a private retreat, complete with a spa-inspired bath offering dual vanities, a freestanding soaking tub, and an oversized zero-entry shower. Upstairs, three additional ensuite bedrooms each enjoy balcony access overlooking the first floor, providing privacy and architectural interest. Dual laundry rooms on both levels add convenience rarely found even in luxury homes. Step outside to your private outdoor sanctuary — a spacious pool deck and Gunite pool is a large oasis with an adjacent expansive sunken gas fireplace with built-in seating to enjoy relaxing evenings. Enjoy cookouts from the fully equipped summer kitchen on your pool deck featuring custom countertops, grill, and beverage center. Enjoy privacy within your fenced yard, professional irrigation, and curated exterior lighting create a refined yet low-maintenance tropical setting. A two-car garage and thoughtful landscaping complete the home’s polished presentation. Ideally positioned just minutes from downtown Sarasota, world-renowned Siesta Key Beach, the upscale boutiques and dining of St. Armands Circle, Sarasota Memorial Hospital, Sarasota Bradenton International Airport, and the scenic Legacy Trail — this location offers both prestige and convenience. With no HOA restrictions and weekly rental eligibility within city limits, this property also presents exceptional flexibility for luxury buyers seeking a primary residence, second home, or high-end investment opportunity. A one-year builder warranty provides added peace of mind. This is Sarasota luxury reimagined — modern, refined, and built for the future.
Listing Agent: Lee Brewer (941-724-3448)
4316 CALLISTA LN, SARASOTA, FL 34243
$449,00047 Days on yellowkey MLS ID: A4696912
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1930 Built: 2005Monthly Fee: $243 Tax: $4,352 (2025)Community: Callista VillageVilla
Taxes:$4,352
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to Callista Village, an intimate community of just 32 homes ideally located west of UTC Mall, where shopping, dining, entertainment, and everyday conveniences are just minutes away. This light-filled residence offers an inviting open-concept floor plan with a spacious kitchen that flows seamlessly into the great room, creating the perfect setting for both everyday living and entertaining. Featuring 2 bedrooms, 2 bathrooms, a dedicated office/den, and an attached 2-car garage, this home offers the ideal blend of comfort, functionality, and low-maintenance living. The kitchen is equipped with newer stainless-steel appliances, while the spacious owner's suite serves as a relaxing retreat complete with an oversized walk-in closet. Low community fees enhance the value and include lawn and shrub maintenance, sprinkler and soaker systems, and front entrance upkeep. Just beyond Longwood Park, residents enjoy convenient access to an impressive array of recreational amenities including pickleball, tennis, basketball, baseball fields, a playground, picnic pavilion, recreation building, gymnasium, and dog-friendly areas—all within walking distance. Adding to the convenience, a local bus stop located just outside the community provides easy access to UTC, downtown Sarasota, Sarasota-Bradenton International Airport, shopping, and more. Whether you're looking for a full-time residence or seasonal retreat, this home offers exceptional value in one of Sarasota's most convenient locations.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Brenda Wilson (941-321-8686)
845 BENJAMIN FRANKLIN DR #402, SARASOTA, FL 34236
$369,90056 Days on yellowkey MLS ID: A4695523
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 756 Built: 1974 Tax: $5,657 (2025)Community: Presidential TheCondo
Taxes:$5,657
Elementary School: Southside Elementary
Middle School: Pine View School
Remarks: Top-Floor Ocean-View Retreat Just Steps From the Beach on Lido Key! Wake up to the beauty of Lido Key from this top-floor condo with an ocean view at The Presidential. Perfectly positioned directly across from Lido Beach, this 4th-floor, 1-bedroom, 1-bath condo offers the ideal combination of location, comfort and easy coastal living in one of Sarasota’s most iconic beachside destinations. Step inside and you are welcomed by a bright, inviting layout filled with natural light. The open living and dining area creates a comfortable space to relax after a day at the beach, while the ocean view serves as a daily reminder that you are living just steps from the Gulf. Step out onto the balcony and take in the view of the water and beach, the perfect place for morning coffee, an afternoon breeze or a quiet moment at the end of the day. The kitchen offers everyday functionality, whether you are preparing a quiet breakfast before heading to the sand, enjoying lunch between beach and pool time or winding down after an evening on St. Armands. The spacious bedroom provides a peaceful retreat, while the bath is thoughtfully positioned for comfort, convenience and easy everyday living. New windows and a newer A/C add valuable peace of mind in a beachside setting. As a top-floor residence, this condo also offers added privacy, elevated views and no neighbors above you. One of the best parts of this condo is how simple and easy it is to enjoy. The layout is comfortable and manageable, the building is easy to access and the surrounding location makes everyday living feel effortless. Whether you are heading to the beach, the pool, nearby restaurants or downtown Sarasota, everything feels close, convenient and easy to reach. The Presidential is a boutique Lido Key community with a relaxed coastal feel, community pool and unbeatable access to the beach just across the street. Start your morning with a walk along the shoreline, spend the afternoon lounging by the pool or bike over to St. Armands Circle for shopping, dining, coffee, cocktails and live entertainment. Lido Beach, South Lido Park, kayak launches, walking trails and scenic waterfront views are all close by, giving you endless ways to enjoy the outdoors. Beyond the island, downtown Sarasota is just minutes away with its award-winning restaurants, farmers market, marina, theaters, galleries, performing arts venues and year-round cultural events. From beach days and sunset strolls to dinner on the Circle and nights downtown, this location puts the very best of Sarasota living right at your fingertips. Whether you are searching for a full-time residence, seasonal retreat or lock-and-leave beach getaway, this ocean-view condo offers an incredible opportunity to own in a premier Lido Key location. This is more than a condo. It is the Sarasota coastal lifestyle you have been waiting for. Schedule your private showing today!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Ronald Pepka (941-877-1488)
7879 INTERSTELLAR AVE, SARASOTA, FL 34241
$670,601106 Days on yellowkey MLS ID: A4690235
1 Days Off yellowkey (back on 6/15/2026)
INCREASED by $25,000 (3.9%) on 05/01/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2582 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSpa: NoSingle Family
Taxes:$0
Elementary School: None
Middle School: None
Remarks: Under Construction. What's Special: Close to Trails | Dedicated Study | South Facing Patio | North Facing Lot. New Construction - December Completion! Built by America's Most Trusted Home Builder. Welcome to the Anastasia at 7879 Interstellar Avenue in Cassia at Skye Ranch! This thoughtfully designed new home welcomes you with an angled foyer off the front porch, offering easy access to the laundry room, a half bathroom, and the garage. The gourmet kitchen shines with quartz countertops, an apron front kitchen sink, and stylish pendant lights, all overlooking the dining area and great room for effortless everyday living. Pocket sliding doors open to the covered lanai, creating a seamless indoor-outdoor flow you will love. The main level also features a private study with French doors and a secluded primary suite at the back of the home with an en-suite bath and walk-in closet. Upstairs, you will find a loft, a spacious game room, and three secondary bedrooms, including one with a private full bath and two that share another full bath. This home also features whole house impact windows providing comfort and peace of mind. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: Gourmet kitchen, pocket sliding door at great room, 8' interior door, single pocket door at primary bed to bath, shower at bath 2, and pre-plumb for future laundry tub, impact windows, and upgraded cabinets and flooring. Photos are for representative purposes only. MLS#A4690235
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
4233 BOSWELL PL, SARASOTA, FL 34241
$435,00073 Days on yellowkey MLS ID: A4693963
REDUCED by $14,900 (3.3%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2185 Built: 1977Monthly Fee: $25 Tax: $3,226 (2025)Community: Bent Tree VillageSingle Family
Taxes:$3,226
High School: None
Remarks: Under contract-accepting backup offers. This is the One! Spacious and full of potential, this 3 bedroom / 2 bath home offers a 2-car garage and is tucked away on a quiet cul-de-sac in a welcoming neighborhood with a true community feel*Recent updates provide added peace of mind, including a new electrical panel installed in 2022 and a new water heater installed in 2025*The exterior was freshly painted in 2021, enhancing the home’s curb appeal and overall charm*privacy backyard — perfect for entertaining, pets, family gatherings, or simply relaxing in your own private outdoor setting. Mature fruit trees including orange, lemon, and grapefruit trees add to the Florida lifestyle feel and provide fresh fruit right from your backyard*With generous square footage, a desirable layout, and a peaceful cul-de-sac location, this property offers endless possibilities for comfortable living and entertaining. Conveniently located near shopping, dining, parks, and everyday amenities, this home checks the boxes for space, privacy, and location*Schedule your private showing today*
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
5501 ROSEHILL RD #105, SARASOTA, FL 34233
$204,90097 Days on yellowkey MLS ID: A4691278
REDUCED by $5,100 (2.4%) on 06/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1112 Built: 2002 Tax: $2,762 (2025)Community: Admirals WalkCondo
Taxes:$2,762
Elementary School: Ashton Elementary
Remarks: Experience maintenance-free living in the beautifully gated Admirals Walk community with exceptional resort-style amenities and a convenient Sarasota location. This spacious 2-bedroom, 2-bath ground floor corner unit condominium offers comfort, style, and functionality. The open-concept design features abundant natural light, creating a bright and airy ambiance throughout. Recent updates include dishwasher (2022), washing machine (2022) and water heater (2019). Residents enjoy exclusive access to a large clubhouse and fitness center, billiards and card rooms, catering kitchen, library, and a stunning gathering space with vaulted ceilings and a fireplace. Relax by the heated pool and spa overlooking a tropical lake, all within a beautifully maintained community. Ideally located just minutes from I -75, Siesta Beach, Legacy Trail, top-rated schools, shopping, dining, golf courses, and major roadways, this home delivers both convenience and lifestyle. HOA fees include building insurance, exterior maintenance, pest control, water, sewer, trash, and full use of amenities. The pet-friendly community, managed onsite, ensures an enjoyable living experience for all Whether full-time, seasonal, or investment, this is the Florida lifestyle at its best with low Condo fees and no CDD’s.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Francoise Borel (941-228-3768)
6312 MIDNIGHT PASS RD #305S, SARASOTA, FL 34242
$775,000148 Days on yellowkey MLS ID: A4684866
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 894 Built: 1968 Tax: $5,871 (2025)Community: Crescent ArmsCondo
Taxes:$5,871
Elementary School: Phillippi Shores Elementary
Remarks: Positioned directly on the sands of world-famous Siesta Key, this 2-bedroom, 2-bath en-suite condominium offers the perfect blend of personal getaway and income-producing investment. Fully furnished and thoughtfully configured for vacation living, this residence is already an active vacation rental with proven historical returns, making it an ideal opportunity for buyers seeking a property that can help offset ownership costs while providing their own beachfront retreat. Inside, tile flooring throughout creates an easy-care coastal interior designed for high-traffic vacation use, while the split layout with two en-suite bedrooms provides privacy and comfort for guests. A large storage closet dedicated to beach gear and recreational “toys” makes it simple to keep everything needed for effortless days on the sand. From the residence, enjoy views of the Gulf of Mexico and the convenience of direct walk-out access to Siesta Key’s powdery white beach, where beach chairs are available for guests, perfect for owners and vacation renters alike. The location places you in one of the most desirable areas of the island, within walking distance to nearby restaurants, shops, and local favorites, or simply hop on the Siesta Key trolley for easy access up and down the island. With its prime beachfront setting, turnkey furnishings, and established rental performance, this property presents a compelling opportunity to own a slice of Siesta Key that can generate income while serving as your personal coastal escape.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Ryndie Brusco (941-809-6913)
4442 HOLLYBROOK WAY, SARASOTA, FL 34233
$663,00073 Days on yellowkey MLS ID: A4694025
0 Days Off yellowkey (back on 6/14/2026)
REDUCED by $22,000 (3.2%) on 06/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2310 Built: 1994Monthly Fee: $80 Tax: $4,542 (2025)Community: GreenfieldSpa: NoSingle Family
Taxes:$4,542
Remarks: Beautifully updated and move-in ready 4-bedroom, 2-bath home in the highly desirable community of Greenfield, centrally located within top-rated school districts including Ashton Elementary School, Sarasota Middle School, and Sarasota High School. Greenfield offers low HOA fees and a peaceful setting with plenty of convenient shopping and dining amenities nearby and within short proximity to the white sand beaches of Sarasota. This meticulously maintained home is tucked along a quiet section of the neighborhood on an oversized quarter-acre lot. From the moment you arrive, you’ll appreciate the freshly painted exterior accented by timeless brick details and inviting curb appeal. Inside, the easy-living split floor plan offers 2,310 square feet under air with generous living spaces designed for both comfort and entertaining. This home is loaded with quality upgrades and recent improvements, including impact windows and sliders throughout (2025), luxury vinyl plank flooring, newer HVAC (2022), a fully updated kitchen (2022), recessed LED lighting, new ceiling fans (2026), and an impact-rated garage door (2020). The stunning gourmet kitchen features quartz countertops, stylish white shaker soft-close all-wood cabinetry with rollout drawers, stainless steel appliances, a large single-basin stainless sink, pantry storage, and both countertop seating and a dining area overlooking the pool. Just off the kitchen, the cozy living room centers around a charming wood-burning brick fireplace, creating the perfect gathering space for family and friends. The three guest bedrooms share a bathroom with convenient pool access, while the spacious primary suite offers privacy and comfort. Step outside to the generously sized screened lanai, an ideal outdoor retreat with ample shaded space for dining, relaxing, and grilling. The sparkling pool was resurfaced with a pebble finish in 2022 and features a newer Pentair pool pump, plus an outdoor shower for added convenience.The beautifully landscaped backyard is truly special, showcasing native Florida plants and flowering gardens designed for low-maintenance living. Enjoy Sunshine Mimosa ground cover, Mulberry trees, Elderberry, and a magnificent mature oak tree that provides natural shade and character. Additional exterior features include full irrigation and a new side fence installed in 2026. Every detail of this home reflects thoughtful design, exceptional upkeep, and high-quality craftsmanship, creating a stylish and worry-free property ready to be enjoyed for years to come.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Heather Gehan (941-893-0213)
6215 RODGERS AVE, SARASOTA, FL 34231
$449,999211 Days on yellowkey MLS ID: A4676446
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1958 Tax: $3,656 (2025)Community: Denham AcresSpa: NoSingle Family
Taxes:$3,656
Elementary School: Gulf Gate Elementary
Remarks: Hard to find combination: no HOA, no deed restrictions, and just minutes to Siesta Key's world-famous beaches. This 3BR/2BA home is a proven Airbnb performer, turnkey furnished and ready for continued STR income or owner occupancy. Walk to Gulf Gate's popular dining and coffee spots, including Tralia and Clever Cup. Major updates include hurricane impact windows (2020), roof (2017), and whole-home water filtration system (2024). Oversized 25x20 screened lanai features an insulated roof for year-round comfort. Fully fenced backyard with complete privacy, 20x10 storage building, and space for boat or RV parking. Updated kitchen offers granite countertops, wood cabinetry, Whirlpool appliances, and large breakfast bar. Spacious bonus room ideal for dining or entertaining. Third bedroom features two large closets. Inside laundry. Whether you're looking for a cash-flowing investment or a well-maintained home in a walkable neighborhood this close to the beach, this property delivers on both.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Dan Mackinnon (941-323-9800)
800 N TAMIAMI TRL #312, SARASOTA, FL 34236
$690,000170 Days on yellowkey MLS ID: A4682076
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 2007 Tax: $7,012 (2025)Community: AlinariSpa: NoCondo
Taxes:$7,012
Remarks: All the luxury of new construction in this fully remodeled and fully furnished residence in Alinari featuring high-end finishes without the new-build price. It’s the best value in downtown Sarasota. Located in the Rosemary District, you’re moments from downtown’s premier dining, shopping and cultural attractions. Cross the street to the Quay and The Bay waterfront park or take a quick drive over the Ringling Bridge to St. Armands Circle and the powder-soft sands of Lido Beach. Urban energy and coastal tranquility, all within reach. The split two-bedroom, two-bath residence offers 1,323 square feet of open living space appointed with today’s most sought-after finishes, including luxury vinyl plank flooring in white oak, solid-wood cabinetry, quartz countertops, LED lighting with dimmers, premium fixtures and hardware, Lutron automated window shades and stone accent walls in the foyer and dining room. The great room opens to a private balcony overlooking Alinari’s expansive green space. The kitchen features soft-close solid-wood shaker cabinets with designer brass hardware, Cambria quartz countertops, an Elysium glass backsplash and under-cabinet lighting. The primary suite offers a generous walk-in closet, a dedicated coffee bar and an en-suite bath with a dual-sink vanity, honed marble tile and a frameless glass walk-in shower. Alinari is a well-run association with an active social community. Resort-style amenities include concierge service, a heated pool and spa with a sun deck, a private park, a fitness center, a sauna, a theater room, a social room, a billiards room, a business center, indoor bicycle storage and guest suites for visiting family and friends. Wine enthusiasts will appreciate the climate-controlled wine room with personal storage lockers. See it, love it and nothing to do but move right in.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peter Laughlin (941-356-8428)
443 BIRD KEY DR, SARASOTA, FL 34236
$2,275,000140 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)
2138 HAWTHORNE ST, SARASOTA, FL 34239
$2,200,00053 Days on yellowkey MLS ID: A4696176
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2596 Built: 2022 Tax: $18,420 (2025)Community: La Linda TerraceSpa: NoSingle Family
Taxes:$18,420
Remarks: Experience modern luxury at its finest in this exceptional 5-bedroom, 3.5-bath residence which redefines modern luxury through innovative design, advanced technology, and uncompromising construction. Thoughtfully designed and constructed in 2022, built of concrete and protected by impact-rated hurricane windows and doors, this home offers outstanding durability, efficiency, and peace of mind. Ideally situated in a premier location, offering convenient access to highly rated hospitals, top-performing schools, exceptional dining destinations, and a vibrant cultural arts scene. Inside, nearly 2,600 square feet of thoughtfully designed living space unfolds beneath soaring two-story ceilings and dramatic glass windows creating a breathtaking sense of openness flooding the main living spaces with natural light and picturesque views of the surrounding landscape. Clean architectural lines, minimalist linear slot vents, and carefully curated finishes create a sophisticated contemporary aesthetic. The main level features three well-appointed bedrooms, while the upper floor offers two spacious bedrooms connected by a full Jack and Jill bathroom-an ideal layout for private guests' accommodations, home offices, or flexible living space. Designed for effortless living, the fully integrated smart home system provides remote access to programable lighting, surround sound, security, climate control, motorized window treatments, and a concealed drop-down projector screen that transforms the main living area into a private theater experience. Foam-insulated walls provide enhanced sound attenuation and energy efficiency, while dual-zoned HVAC systems with UV filtration ensure personalized year-round comfort and superior indoor air quality. The chef’s kitchen showcases premium Thermador appliances, a built-in island microwave, elegant white quartz countertops, and an expansive breakfast bar ideal for entertaining and everyday living. Additional practical features include generous under-stair storage, whole-house water filtration, integrated surround sound with AirPlay connectivity, and a dedicated washer and dryer within the primary suite in addition to the main laundry area. The home is also equipped with interior and exterior power infrastructure for high-voltage EV charging, providing convenience for current and future electric vehicle owners. The luxurious primary retreat is designed as a private sanctuary, complete with a built-in white noise system and spa-inspired amenities. All three full bathroom features walk in showers, heated towel rails and under-vanity air heaters, elevating everyday comfort to a resort-like experience. Outdoor living is equally impressive. A spacious covered patio overlooks a stunning screened lap pool with panoramic screening that maximizes views while maintaining comfort and privacy. The pool area includes an outdoor shower, underwater sound system and lighting, while the fully built-in outdoor kitchen creates the perfect setting for entertaining year-round. The home is fully fenced with low-maintenance landscaping, complemented by a minimalist garden design and premium artificial turf, provides beauty without the upkeep. Combining architectural excellence, cutting-edge technology, energy-efficient construction, an unbeatable location, and exceptional indoor-outdoor living, this remarkable home offers a rare opportunity to enjoy modern luxury without compromise.
Listing Agent: Wendy Leventhal (941-376-4894)
3825 WILSHIRE CIR #1, SARASOTA, FL 34238
$335,00070 Days on yellowkey MLS ID: A4693723
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2223 Built: 1985 Tax: $2,233 (2025)Community: Lakeshore Village SouthVilla
Taxes:$2,233
Remarks: Exceptional value in Sarasota with a NEW TILE ROOF recently installed. Located in Lakeshore Village South, with over 2,223 square feet of air-conditioned living space, this 3-bedroom, 2-bath, 2-car garage, attached villa, offers an incredible opportunity for buyers seeking space, location, and potential at an affordable price point. Lakeshore Village South is a 55+, PET FRIENDLY section of the community with its own heated pool for community enjoyment. Featuring concrete block construction, a spacious great room floor plan, with vaulted ceilings, galley kitchen, enclosed screened lanai, mature landscaping, and peaceful greenbelt view. The home provides strong fundamentals for future customization and personal design updates. The property has been meticulously maintained and is ready to move in while personal choice upgrades and improvements could be added over time. Quarterly fees include lawn service, cable and internet and exterior maintenance, adding additional value and convenience. Ideal for year-round residents, seasonal owners, or buyers looking to personalize a spacious Sarasota home without paying premium prices for someone else’s renovations. Additional OPTIONAL community opportunity to enjoy amenities: tennis courts, pickleball courts, an additional heated saltwater pool, horseshoe pits, clubhouse with a kitchen, library, table tennis, bocce ball, billiard room and countless community events for only $200/yr, see listing agent for details. When location, price and community come together, bring your vision and enjoy the lifestyle of ease, the home offers comfort, space, and privacy in a highly convenient location, close to area restaurants, the beautiful SIESTA KEY BEACH, shopping, airports and so much more. This home is also conveniently positioned near the communities private ( homeowners only) rear entrance, for easy access in and out to Beneva RD.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Maggie Nasser (941-780-1006)
4677 ANTRIM DR, SARASOTA, FL 34240
$1,300,000153 Days on yellowkey MLS ID: A4684179
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2816 Built: 2022Monthly Fee: $203 Tax: $9,866 (2025)Community: Worthington Ph 2Spa: YesSingle Family
Taxes:$9,866
Elementary School: Tatum Ridge Elementary
Remarks: LOW HOA & NO CDD FEES! This Cardel Homes Martin model offers over 2,800 square feet of thoughtfully designed living space, including 4 bedrooms, a dedicated den, and a separate office, wrapped in 2022 construction quality with no CDD and lower HOA fees than the Waterside communities just minutes away. The layout works. An open great room connects to the outdoor living space without wasted hallways, while the split bedroom arrangement gives the primary suite genuine privacy. Work-from-home functionality is built in, not retrofitted. Out back, a heated pool and spa extend the living space year-round. Whether it's a morning swim before a showing or an evening gathering under the Florida sky, this backyard delivers without requiring a second look at the utility bill. What buyers in this price range often miss: Worthington offers the easy access to Lakewood Ranch and even closer proximity to Waterside (10 minutes to waterfront dining and events) without absorbing the CDD premiums that inflate carrying costs in comparable communities. On a 30-year hold, that gap is material. 3-car garage. Premium finishes. Move-in condition.
Listing is courtesy of: BEYOND REALTY LLC (941-467-4673)
Listing Agent: Darren Dowling (941-204-0493)
1320 MOONMIST DR #B-11, SARASOTA, FL 34242
$1,200,000188 Days on yellowkey MLS ID: A4679270
REDUCED by $100,000 (7.7%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1790 Built: 1968 Tax: $5,819 (2025)Community: Polynesian GardensCondo
Taxes:$5,819
Remarks: Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
1921 MONTE CARLO DR #603, SARASOTA, FL 34231
$450,000218 Days on yellowkey MLS ID: A4676140
REDUCED by $20,000 (4.3%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1706 Built: 2006 Tax: $6,676 (2025)Community: Phillippi Landings ACondo
Taxes:$6,676
Remarks: Price Adjustment! An exceptional value for the view, location, and lifestyle—this sixth-floor, two-bedroom, two-bath residence is a rare opportunity that should not be overlooked. From the moment you enter, expansive water views command your attention, setting the tone for this open and inviting floor plan where water surrounds you in every direction. The spacious, light-filled kitchen offers abundant storage and serves as a natural gathering place for guests. Just beyond, you’ll find a convenient laundry closet, a full guest bath, and a generously sized second bedroom—ideal for visitors or a home office. The main living area easily accommodates both comfortable seating and a formal dining arrangement, flowing seamlessly into the great room and out to the oversized screened balcony. This elevated vantage point is perfect for relaxing, entertaining, and taking in sweeping waterfront views that are increasingly hard to find at this price point. The owner’s suite is thoughtfully positioned for privacy and features direct access to the lanai, allowing you to wake up to tranquil water views each morning. Two walk-in closets and a spacious en-suite bath with both a soaking tub and separate shower complete this retreat. This unit has a deeded parking space under cover in the garage. There is also a storage unit assigned to this unit for seasonal accents. Set within a beautifully maintained 10-acre waterfront community, residents enjoy resort-style amenities including a heated pool and spa, fitness center, clubhouse, and an expansive promenade along the water—ideal for sunset strolls. There is a Kayak launch access and private storage racks offer direct connection to Phillippi Creek for boating and nature lovers. The location further elevates the value: minutes from The Landings Shopping Center, Southside Village, downtown Sarasota, UTC Mall, and the white-sand beaches that define Florida’s Gulf Coast. When combined with the views, amenities, and low-maintenance lifestyle, this residence represents an outstanding opportunity—offering coastal living at a price that is increasingly rare for this setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Diane Fogo Harter (941-445-2431)
5240 HYLAND HILLS AVE #1426, SARASOTA, FL 34241
$275,000288 Days on yellowkey MLS ID: A4668470
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $3,323 (2024)Community: Veranda 4 At Heritage OaksCondo
Taxes:$3,323
Tax Year: 2024
Remarks: Welcome to Heritage Oaks Golf & Country Club—this beautifully appointed second-floor end unit offers exceptional space, abundant natural light, and turnkey furnishings for an effortless move-in experience. Inside, you’ll find updated luxury flooring throughout the living areas, bedrooms, and den. The bright, open-concept layout seamlessly connects the kitchen, dining, and living spaces, creating an inviting setting for both everyday living and entertaining. The spacious primary suite features two walk-in closets and an en-suite bath complete with a soaking tub, walk-in shower, and oversized vanity. A well-sized guest bedroom also includes a walk-in closet, while the den/office provides flexible use as a third bedroom or dedicated workspace. Step out to the screened lanai and take in peaceful lake views overlooking the 14th hole of the championship golf course—an ideal spot to unwind and enjoy the Florida lifestyle. A private one-car garage with storage adds convenience and value. Heritage Oaks is a premier private, gated golf community spanning over 500 acres and featuring a redesigned championship golf course, pro shop, and practice facilities. Residents enjoy five heated pools, a state-of-the-art fitness center with a full-time director, four tennis courts, and scenic walking trails. The full-service clubhouse offers both fine and casual dining, along with convenient takeout options. Perfectly located near I-75 and University Town Center, and just a short drive to world-class beaches, downtown Sarasota, Lakewood Ranch, and more—this home offers the best of resort-style living in an unbeatable location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rick Trapp (605-728-8521)
1541 CARIBBEAN DR, SARASOTA, FL 34231
$5,500,00056 Days on yellowkey MLS ID: A4695466
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 6035 Built: 2004 Tax: $41,012 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$41,012
Remarks: Perfectly positioned on approximately 130 feet of deep sailboat water, this exceptional waterfront estate offers an extraordinary opportunity to experience the very best of Sarasota’s luxury lifestyle. Encompassing over 6,100 square feet, the residence was thoughtfully designed to balance grand-scale entertaining with comfortable everyday living. A dramatic two-story living room, sweeping staircase, extensive custom millwork, and walls of glass create a sense of timeless elegance while framing breathtaking water views throughout the home. The gourmet kitchen serves as the heart of the residence, seamlessly connecting to multiple gathering spaces and opening effortlessly to the expansive waterfront terrace. Corner sliding glass doors dissolve the boundaries between indoors and out, revealing a resort-style infinity-edge pool, summer kitchen, covered entertaining areas, and sparkling bay views beyond. The luxurious primary suite is a private waterfront retreat featuring a separate dressing room, generous dual closets, and serene water vistas. Additional guest suites provide exceptional comfort and privacy for family and visitors alike. Designed for both recreation and relaxation, the home also features a private office/library, elevator access, media and game room with full bar, and a four-car split garage. Outside, the lifestyle continues with a private dock, boat lift, fishing pier, and immediate access to Sarasota Bay. Whether enjoying sunset cruises, waterfront dining, or simply relaxing poolside while watching dolphins and boats pass by, every day feels like a vacation. Rarely does a property combine this level of space, waterfront presence, boating access, and location. Just minutes from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a home designed for those who expect the very best.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Daria Fairchild (941-650-7207)
8377 38TH STREET CIR E #106, SARASOTA, FL 34243
$285,00092 Days on yellowkey MLS ID: A4691814
REDUCED by $2,000 (0.7%) on 05/07/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 742 Built: 2005Monthly Fee: $287 Tax: $2,729 (2025)Community: Serenata SarasotaCondo
Taxes:$2,729
Remarks: FIRST FLOOR. NO STAIRS !!! LOW HOA FEE !! LAKE VIEW condo in RESORT STYLE SETTING being sold FULLY FURNISHED. Complex has new roofs on all buildings. Welcome to this beautifully updated 1-bedroom, 1-bathroom condo perfectly located just off University Parkway and Tuttle Avenue. Situated in the gated community of Serenata Sarasota close to downtown Sarasota and Bradenton, this property offers convenience to shopping, dining, entertainment, and the world-renowned Gulf beaches. Inside, you’ll find a spacious open floor plan with high ceilings, luxury vinyl flooring FRESH NEW PAINT, NEW HVAC installed in 2024. The unit also features a private screened-in lanai with extra storage. This well-designed layout is ideal for comfortable and low-maintenance living. Residents enjoy resort-style amenities including a RESORT STYLE swimming pool, tennis courts, fitness center, and walking paths around the community. This pet-friendly community offers ample parking with boat parking also available, secure gated entry, making it a fantastic choice for a primary residence, investment property, or second home. Don’t miss the opportunity to enjoy the Florida lifestyle in one of Sarasota’s most convenient and desirable locations.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Scott Curtin (941-756-7727)
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