Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1332 SIESTA BAYSIDE DR #1332C, SARASOTA, FL 34242
$699,90017 Days on yellowkey MLS ID: A4689488
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988 Tax: $7,606 (2025)Community: Gulf & Bay Club BaysideCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,606
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Turnkey furnished and beautifully updated, this ground-level 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an exceptional blend of comfort, convenience, and Siesta Key lifestyle. Lightly lived in and meticulously maintained, the interior features a renovated kitchen with stainless steel appliances, solid stone countertops, breakfast bar seating, recessed lighting, custom tray ceiling detail, and an open connection to the main living area that enhances both everyday living and entertaining. Large-format tile flooring runs throughout the main living spaces, while both bathrooms have been tastefully updated with stone counters and tiled shower surrounds. The spacious primary suite offers a relaxing retreat with direct access to the screened lanai, and the guest bedroom is well appointed for family and visitors. Coastal furnishings and decor create a true move-in-ready presentation. The oversized screened lanai expands the living space and provides a peaceful setting surrounded by tropical landscaping, with the community walking path just outside leading to the Intracoastal fishing area, tennis and pickleball courts, and the second pool. Ideally positioned within the community, this residence is also just a short distance to the clubhouse, fitness center, BBQ area, and main pool. Owners and guests enjoy deeded beach access through Gulf & Bay Club across the street, placing world-famous Siesta Beach just a short stroll away. Siesta Beach is currently the No. 1 beach in the U.S. in TripAdvisor's 2025 Travelers' Choice Awards, and Sarasota County provides free trolley service connecting Siesta Key Village, Siesta Beach, South Village, and Turtle Beach. The location also offers convenient access on and off the island, with nearby Siesta Key Village offering shopping, dining, and the relaxed island atmosphere that makes this area so desirable. A private garage completes the package. Whether sought as a personal retreat, seasonal escape, or investment opportunity, this updated Gulf & Bay Club Bayside residence is an outstanding opportunity on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Shane Lewis (941-685-3252)
6140 MIDNIGHT PASS RD #603, SARASOTA, FL 34242
$1,225,00024 Days on yellowkey MLS ID: A4688546
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967 Tax: $11,779 (2025)Community: Horizons WestCondo
Taxes:$11,779
Remarks: Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
5873 CALLA LILLY DR, SARASOTA, FL 34232
$429,90038 Days on yellowkey MLS ID: A4686170
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1492 Built: 2020Monthly Fee: $81 Tax: $2,983 (2025)Community: Garden Village Ph 2Spa: NoSingle Family
Taxes:$2,983
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Welcome home to 5873 Calla Lilly Drive! This meticulously maintained 3-bedroom, 2-bath, 2-car garage residence sits on a spacious corner lot in the desirable gated community of Garden Village. From the moment you step inside, you’ll appreciate the light-filled open-concept floor plan, designed for both comfortable everyday living and effortless entertaining. The dining area flows seamlessly into a modern kitchen featuring granite countertops, stainless steel appliances, a closet pantry, breakfast bar, and a cozy eat-in space for casual dining. The private owner’s suite offers a peaceful retreat, complete with a spacious walk-in closet and an en-suite bath featuring dual vanities and a large walk-in shower. Two additional bedrooms and a full bath are thoughtfully positioned at the front of the home—perfect for family, guests, or a home office. Both guest bedrooms feature custom built-in closets, providing stylish and efficient storage solutions. Additional highlights include a well-appointed laundry room with built-in cabinetry for optimal storage and organization. The garage has been enhanced with a ladder for easy attic access, and the attic itself has been modified to maximize storage space. Step outside to your own tropical backyard oasis, where an extended paver patio, lush areca palms, and a 6-foot privacy fence create the ideal setting for relaxing or entertaining. Ideally located in Sarasota, Garden Village is a family-friendly community just minutes from shopping, dining, and convenient access to I-75—perfect for commuters. Enjoy being only 20–25 minutes from vibrant downtown Sarasota and the world-renowned Gulf beaches, including Siesta Key. With top-rated schools and an unbeatable blend of tranquility and convenience, this home truly has it all.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jessica Kenney (941-400-0984)
4317 MARCOTT CIR, SARASOTA, FL 34233
$335,00080 Days on yellowkey MLS ID: A4681525
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1283 Built: 1994Monthly Fee: $205 Tax: $3,321 (2025)Community: Seville At Center GateSingle Family
Taxes:$3,321
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: This exquisitely designed corner-lot residence is a true gem, perfectly situated in the tranquil yet conveniently located Sarasota community of Seville at Center Gate. From the moment you arrive, the neatly manicured landscaping and welcoming entryway set the tone for a home that is both inviting and thoughtfully upgraded. Low Monthly HOA Fees... Just 205.00 per month... Inside, the desirable split floor plan offers privacy and functionality, while the open living room, dining area, and kitchen combination creates an ideal space for entertaining. Recent enhancements include new appliances, updated ceiling fans in the bedrooms, living room, and lanai, and custom closet shelving and organizers throughout. The primary bedroom features a stylish accent wall and serves as a true retreat, complete with private access to the spacious lanai. The ensuite bath is well appointed with both a soaking tub and a separate shower. Additional highlights include roll-down hurricane shutters, Flood Zone X designation, a tile roof replaced in 2015, and a new A/C system and hot water heater installed in July 2022. The location is exceptional, offering easy access to I-75 and Bee Ridge Road for effortless commuting. Just one mile away, enjoy a variety of restaurants, a Publix supermarket, and local shops. Sarasota’s renowned beaches and vibrant downtown are only 15–25 minutes away, while University Town Center Mall—with its thriving mix of dining, shopping, and entertainment—is approximately 10 minutes from your door. From world-class beaches to a dynamic arts and cultural scene, Sarasota delivers a lifestyle like no other. Schedule your private showing today and discover the opportunity to make this exceptional home your own.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
1838 ALTA VISTA ST, SARASOTA, FL 34236
$3,495,000294 Days on yellowkey MLS ID: A4657794
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4452 Built: 2022 Tax: $17,607 (2024)Community: Avondale RepSpa: YesSingle Family
Taxes:$17,607
Elementary School: Southside Elementary
Tax Year: 2024
Remarks: Ensconced in the heart of the highly esteemed West-of-Trail Avondale neighborhood, this stunning 5-bedroom, 4.5-bath, 4400 square foot residence seamlessly blends timeless charm with modern luxury. Situated on a rare 14,750 sq ft oversized lot, the original 1952 home was extensively renovated and thoughtfully expanded in 2022, more than doubling its original square footage—all on a single level. Step inside to discover an open-concept layout designed for both comfort and entertaining, featuring a state-of-the-art kitchen with custom cabinetry, high-end appliances, a spacious eating area, and an impressive full butler’s pantry. The kitchen flows effortlessly into the elegant dining room and the great room, all bathed in natural light and finished with premium materials throughout. The home offers a separate formal living room and a versatile bonus room overlooking the pool—ideal for a home office, library, or sunlit sitting room. The owner's suite features sliding glass doors to access the pool, transom windows that filter in natural light, two walk-in closets, and top of the line finishes in the spa-like bath. The guest wing offers an over-sized bedroom, perfect for a home gym or private in-law suite, and provides privacy and flexibility for guests or multigenerational living. Every detail has been meticulously curated, from designer finishes to thoughtful storage solutions. Outside, enjoy lush landscaping, generous green space, and the perfect setting for outdoor entertaining. The lap pool and spa offer privacy and access to indoor-outdoor living spaces. All of this is located in the highly sought after Southside Elementary School district, and within walking distance to downtown Sarasota and Southside Village, placing dining, shopping, and cultural attractions just steps from your door.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jennifer Linehan (941-266-7555)
1260 DOLPHIN BAY WAY #203, SARASOTA, FL 34242
$1,175,000649 Days on yellowkey MLS ID: A4616567
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1997 Tax: $9,753 (2024)Community: Dolphin BayCondo
Taxes:$9,753
Remarks: Newly installed white quartz countertops and freshly painted cabinets make the kitchen bright and cheery in this expansive 2-bedroom, 2-bath residence. With breathtaking bay views, the interior boasts an impressive 1,915 square feet of under-air living space, complemented with covered lanais in both front and back and a convenient sunning deck. The interior features both a living room and a family room, a split bedroom plan with ensuites, and hard surface flooring throughout. HVAC and hot water heater replaced in 2024. Rare to properties on the key, there is also a private one-car garage under the building, supplemented by ample open parking. Just a short walk to the public beach, Dolphin Bay offers an array of amenities, including a clubhouse, pool, spa, tennis courts, fitness center and day dock. This gated, pet-friendly community is ideal for those seeking an active waterfront lifestyle in a social and vibrant environment. Take advantage of the trolley stop located right out front, providing easy access to live entertainment and dining options throughout Siesta Key. With exterior painting and elevator renovations complete, now is the time to live your best life at Dolphin Bay!
Listing Agent: Mina Johnson (941-404-9347)
1249 DOCKSIDE PL #110, SARASOTA, FL 34242
$825,00032 Days on yellowkey MLS ID: A4687526
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1217 Built: 1982 Tax: $7,705 (2025)Community: Harbour TowneCondo
Taxes:$7,705
Remarks: Welcome to your slice of paradise on Siesta Key! This beautifully maintained two-bedroom, two-bath first-floor end unit offers a blend of comfort, convenience and coastal living with no stairs to climb and easy access throughout. Ideally just a short two-block stroll to world-famous Siesta Key Beach, you’ll enjoy powdery quartz sand that stays cool underfoot, even on warmest days. This well-maintained island condominium features a roomy layout and comes fully furnished, making it move-in ready or ideal as an income-producing rental. The generous screened lanai overlooks the peaceful marina, creating a spot to relax with your morning coffee or unwind at sunset. Boating enthusiasts will appreciate the sought-after deeded boat dock, providing direct water access to the Intracoastal Waterway. The private garage with overhead storage offers plenty of extra space for beach, fishing gear and more. Within the desirable Harbour Towne community, residents enjoy a host of amenities including a heated swimming pool, spa, tennis and pickleball courts, plus a welcoming clubhouse known for its friendly, social atmosphere. Whether you're seeking a seasonal getaway or investment opportunity, this condominium checks every box. Enjoy the laid-back Siesta Key lifestyle with dining, shopping and entertainment just minutes away, all while living near one of the world’s celebrated beaches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
201 S SHADE AVE, SARASOTA, FL 34237
$1,699,00046 Days on yellowkey MLS ID: TB8484159
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2488 Built: 2024 Tax: $14,319 (2025)Community: Terrace GardensSingle Family
Taxes:$14,319
Elementary School: Alta Vista Elementary
Middle School: Booker Middle
Remarks: Welcome to this exceptional ONE-STORY, NEWER CONSTRUCTION, 3 Bedroom, 3 Bath PLUS Office/4th Bedroom home featuring a Saltwater Pool, Lanai, Outdoor Kitchen and oversized 2 Car Garage. Offering over 2500 square feet of luxurious living space, this home is perfect for entertaining and enjoying the ultimate Florida lifestyle. Located in FLOOD ZONE X and just minutes to Downtown Sarasota, this custom-built home boasts all BLOCK construction, a metal roof, maintenance-free aluminum soffits and fascia, Impact Rated Windows, Doors and Sliders, a tankless gas water heater and a professionally designed custom landscaping package. Interior features have been thoughtfully designed and include 12 ft 8-inch ceilings in the Great Room and Kitchen, 8 ft solid core doors and engineered hardwood floors throughout the home. The well-appointed kitchen is sure to please the most discerning chef with custom wood Shaker Cabinets, an oversized island, Quartz countertops, Z-Line Appliances, double oven, an induction range with custom hood and includes a convenient Dry Bar with floating wood-stained shelves and a wine refrigerator. The Primary Suite is a sanctuary and exudes elegance with tray ceilings, a custom design wall featuring detailed trim work and sliding glass doors providing private access to the outdoor pool and patio oasis. Primary Bath delights with a freestanding soaking tub, an oversized shower with rain head, a makeup vanity and Quartz countertops. Entertain with style in the Great Room complete with fireplace, 50-inch oversized chandelier and wall to wall 8 ft pocketing sliding glass doors opening to the Lanai and Saltwater Pool. 3 additional bedrooms, one featuring a decorative custom accent wall perfect for an office/flex room, are all generously sized with built-in closets. The Laundry Room includes a custom tile floor, built-in cabinets, Quartz countertops and a Samsung Smart washer and dryer. Easy access to Downtown, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, Siesta Key and all area beaches makes this Move-In Ready home a must see! Embrace Sarasota living at its finest!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Christine Mastrilli (813-205-6195)
1260 DOLPHIN BAY WAY #403, SARASOTA, FL 34242
$1,299,90083 Days on yellowkey MLS ID: A4680107
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1997 Tax: $7,394 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$7,394
Remarks: Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Stacey Andrews (941-504-1649)
5740 MIDNIGHT PASS RD #104F, SARASOTA, FL 34242
$1,375,00093 Days on yellowkey MLS ID: A4679012
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1986 Tax: $9,698 (2025)Community: Gulf & Bay Club Ph6Spa: YesCondo
Taxes:$9,698
Remarks: Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from the sand, this exceptional location delivers the ultimate Gulf & Bay lifestyle—blending convenience, privacy, and breathtaking coastal scenery. This unit did not flood during recent storms. The remodeled kitchen features abundant cabinetry, a beverage cooler, and a comfortable eat-in area with a built-in desk. The primary suite captures beautiful Gulf views and includes a walk-in closet plus an additional wall closet. The en-suite bath has been tastefully remodeled with a frameless travertine shower, dual vanities, and a dedicated makeup area. The spacious guest bedroom offers two full Murphy beds, providing flexible sleeping accommodations. Additional highlights include a new A/C system (2025), 20" x 20" tile throughout the main living areas, and smooth ceilings—no popcorn. Gulf & Bay is truly one of the best resort complexes on Siesta key featuring: 2 clubhouses, 3 heated pools, pickleball courts, tennis courts (1 HarTru), well equipped fitness center, hot tub, multiple grill areas all leading out to World Famous, gorgeous Siesta Key Beach!
Listing Agent: Tony Andrews (941-921-5999)
707 S GULFSTREAM AVE #505, SARASOTA, FL 34236
$799,000132 Days on yellowkey MLS ID: A4675101
REDUCED by $50,000 (5.9%) on 04/05/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1240 Built: 1974 Tax: $6,333 (2024)Community: Essex HouseSpa: NoCondo
Taxes:$6,333
Remarks: Be prepared for the breathtaking, UNOBSTRUCTED BAY VIEWS from this exquisite condominium in the Essex House – one of downtowns most coveted addresses and among the few residences untouched by neighboring development. Exquisitely positioned showcases breathtaking vistas of Siesta Key, Sarasota Big Pass, Marina Jack and Downtown Sarasota. From dramatic floor-to-ceiling windows, enjoy a front-row seat to Sarasota's legendary sunsets every evening. This thoughtfully updated 2+ bedroom, 2 bath residence blends sophistication with comfort. Coffered ceilings with recessed lighting and a built-in electric fireplace create an inviting ambiance - perfect for relaxing as the sun dips into the Gulf. The contemporary kitchen is as functional as it is stylish, featuring stainless steel appliances, open shelving, and expansive quartz countertops ideal for entertaining. The redesigned primary suite offers a serene private retreat, complete with a custom closet, built-in desk area, bench seating with additional storage, dual vanities with quartz countertop, and a beautifully appointed walk-in shower. You will appreciate the clean lines of wood imprinted porcelain tile flooring throughout, additional storage, built-in bookcases and washer/dryer. A true showpiece of the home is the fully enclosed glass Florida Room - an airy and seamless extension of the living space accessible from the living area and both bedrooms. Surrounded by glass and equipped with screens, it is the perfect setting for morning coffee or evening cocktails while soaking in the ever-changing, memorizing views. Located in the vibrant heart of downtown, you are just steps from award-winning dining, theatres, galleries, boutique shopping, and Whole Foods. Residents of the Essex House enjoy premier amenities include a fitness center, pool deck, security, covered garage parking with an assigned space, and pet-friendly living. This is a rare opportunity to own unobstructed water views paired with refined downtown luxury - plus the added peace of mind that all assessments have been paid.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Scott Rickards, Pa (941-356-7040)
6790 SARASEA CIR #6790, SARASOTA, FL 34242
$675,000164 Days on yellowkey MLS ID: A4671923
REDUCED by $44,900 (6.2%) on 04/12/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1446 Built: 1981 Tax: $5,650 (2025)Community: Midnight SeaCondo
Taxes:$5,650
Remarks: Just steps from Point of Rocks Beach! This 3BR/2.5BA townhouse with a garage at 6790 Sarasea Circle offers the best of coastal living in an exclusive 12-residence community. Enjoy direct access to Siesta Key’s world-famous beaches and village. The 1,446 sq. ft. interior features wood flooring, a cozy fireplace, and a screened lanai overlooking the pool. The bright kitchen includes white cabinetry, generous counter space, and a pass-through breakfast bar. Upstairs, 2 inviting bedrooms each feature private balconies, ample closets, and abundant natural light. Bathrooms are thoughtfully designed for comfort and convenience one on each floor, including en-suite and Jack-and-Jill layouts on the third floor. An oversized one-car garage provides direct access to a versatile lower-level bonus space, 3rd bedroom and laundry room. With up to 12 rentals allowed per year, this property offers excellent income potential in a prime island location close to dining, shopping, and downtown Sarasota.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
2111 HAWTHORNE ST, SARASOTA, FL 34239
$2,195,000220 Days on yellowkey MLS ID: A4658635
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3703 Built: 2024 Tax: $4,500 (2024)Community: La Linda TerraceSpa: YesSingle Family
Taxes:$4,500
Remarks: One or more photo(s) has been virtually staged. Move in Ready New Construction Contemporary Gem is now available with a fantastic location just minutes to Downtown Sarasota, Southside Village, the Barrier Islands and more! Step into refined contemporary living with this brand-new, custom-built MAKO Home. Designed for both style and comfort, this exceptional residence features four generously sized bedrooms, each with a private en-suite bath and walk-in closet with built-ins, along with two powder baths for added convenience (one on each floor). The 3 guest rooms are located upstairs with the primary suite located on the first floor and thoughtfully designed with an expansive walk-in closet that includes built-in cabinetry and shelving, a soaking tub, walk-in shower and his and hers vanity! The open-concept layout flows effortlessly into a sleek, light-filled kitchen at the rear of the home. The beautifully designed kitchen is outfitted with two-tone solid wood cabinetry, SS Appliances (Cafe/GE), soft close drawers and doors, Quartz Countertops and an oversized centerpiece island with waterfall edge! Step outside through the hurricane impact sliders and enjoy a private, resort-style setting with views of the inviting saltwater heated pool/spa and fenced in lush backyard. Upstairs, a flexible secondary living area/loft opens onto a spacious covered terrace—perfect for quiet mornings, evening gatherings, or simply soaking in the peaceful surroundings. Included in the upstairs living is a wet bar with storage and wine fridge. The home includes hurricane impact glass throughout with natural light pouring in, an epoxy finished 2-car garage and Dual laundry rooms, one on each level for added convenience. Located just East of Tamiami Trail, this home puts you in the center of it all—walkable to medical facilities, minutes from Downtown Sarasota, and just a short drive to Siesta Key’s world-renowned beaches! A remarkable residence that is well-built for your use as a primary residence, vacation home or amazing investment opportunity as the City of Sarasota allows 7-Day rentals! Every detail of this home was crafted with purpose—offering an unmatched combination of luxury, location, and livability. Reach out today to schedule a tour to see for yourself! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
4637 WILLOW WOOD CIR #44, SARASOTA, FL 34241
$299,000317 Days on yellowkey MLS ID: A4655394
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1982 Tax: $2,219 (2024)Community: Hammocks Iii,Bent TreeVilla
Taxes:$2,219
Elementary School: Lakeview Elementary
Remarks: UNDER $300,000 Freshly Painted & updated 3BR/2BA Villa in Bent Tree Hammocks III – No Age Restrictions Tucked away on a quiet dead-end street, this spacious 3-bedroom, 2-bath villa offers privacy and a peaceful, park-like setting. The split floor plan includes formal living and dining rooms, an eat-in kitchen with in-unit laundry, and a 2-car attached garage. Enjoy indoor-outdoor living with a screened lanai that opens to an additional open patio—ideal for morning coffee or casual entertaining. Bent Tree Hammocks III is a well-kept, sought-after community just two miles east of I-75, putting shopping, dining, golf courses, and Sarasota’s beaches within easy reach. Priced below market for a quick sale and easy to show. Seller will consider offers. A great opportunity to own in a desirable community with no age restrictions.
Listing Agent: Lisa Bouck, Pa (941-374-0165)
1865 ORCHID ST, SARASOTA, FL 34239
$1,895,00024 Days on yellowkey MLS ID: A4688669
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$17,715
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
620 RAWLS AVE, SARASOTA, FL 34236
$1,495,00038 Days on yellowkey MLS ID: A4686636
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2300 Built: 2017 Tax: $11,066 (2025)Community: Townhomes/Orange ClubSpa: NoTownhouse
Taxes:$11,066
Remarks: Welcome to luxury urban living in the heart of downtown Sarasota. Located in the highly sought-after Townhomes of Orange Club, this stunning three-story residence offers approximately 2,300 square feet of thoughtfully designed living space just steps from the charm and culture of Burns Court. This beautifully appointed townhome features three spacious bedrooms, each with its own private ensuite bathroom, providing comfort and privacy for both residents and guests. A private elevator services all levels, seamlessly blending convenience with sophistication. Designed for both everyday living and entertaining, the home is crowned by an expansive rooftop deck—your own private retreat in the city—perfect for sunset gatherings, outdoor dining, or simply enjoying the vibrant downtown skyline. With its premier location, modern design, and rare rooftop living, this residence embodies the very best of Sarasota’s downtown lifestyle.
Listing Agent: Samantha Jennen (941-321-6095)
2356 TEAL AVE, SARASOTA, FL 34232
$490,00045 Days on yellowkey MLS ID: A4684716
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1712 Built: 1976 Tax: $2,114 (2025)Community: Sarasota SpgsSingle Family
Taxes:$2,114
Elementary School: Brentwood Elementary
Middle School: None
Remarks: Welcome home to this single story pool home, located in Sarasota Springs, offering comfortable living with 3 bedrooms, 2 bathrooms, and 1,712 square feet. The home features an open floor plan designed for everyday living and entertaining. Tile flooring runs throughout the entire home, providing a clean and low maintenance interior with no carpet. The living room centers around a fireplace that adds warmth and character to the main living space. The updated kitchen features stainless steel appliances and a movable island with a stainless steel top that provides additional prep space and flexibility while remaining open to the main living area. The primary suite offers two large built-in closets and an updated bathroom with a spacious walk-in shower. Two additional bedrooms provide comfortable accommodations for family or guests. Outdoor living is highlighted by a screened pool and enclosed within a birdcage, creating a private setting for relaxing or entertaining. A covered patio with an outdoor fan provides shaded seating, and the backyard offers space for gardening, recreation, or the future addition of an outdoor kitchen and dining area. Ideally located near Colonial Oaks Park for outdoor recreation, with convenient access to nearby dining including Antoine's Restaurant and Restaurant Salumeria. Shopping is available at Northeast Plaza Shopping Center, and public transit can be accessed at the Bee Ridge Road bus stop. A well-maintained pool home in a convenient Sarasota location. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
5012 HIGEL AVE, SARASOTA, FL 34242
$2,249,000276 Days on yellowkey MLS ID: A4658844
REDUCED by $200,000 (8.2%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3541 Built: 1959 Tax: $16,035 (2024)Community: Harmony SubSpa: NoSingle Family
Taxes:$16,035
Remarks: One or more photo(s) has been virtually staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts to enjoy exploring the canals which lead out to the open waters of Sarasota Bay. The heart of this distinguished home features an expansive open-concept main living area, chef's kitchen and spacious dining space, thoughtfully designed to accommodate family and guests while offering sweeping views of the sparkling pool and canal. The seamless flow of the layout and blending of the outdoor and indoor space creates an entertainer's paradise, perfect for culinary adventures and memorable gatherings. Retreat to the luxurious primary bedroom, where panoramic canal vistas provide a serene backdrop for morning coffee or evening reflection. Unwind in the spa-like bathroom featuring a soaking tub, walk-in shower, dual vanities and frosted sliding glass doors to the outdoor shower. The SPLIT FLOORPLAN ensures ease and privacy for all. Bedroom 2 features an en-suite bathroom and long water views! Bedroom 3 has double doors and can be utilized as a den or office space if desired. Bedroom 4 has a private entrance with sliding glass doors overlooking the sunny front courtyard. This thoughtful layout offers many options for use of the generous space. The coral stone tiled pool and lanai area transforms into your personal oasis, where gentle breezes dance across the water's surface, creating an atmosphere of pure indulgence after sun-soaked beach days. The fully fenced yard, greenspace, winding walkways, outdoor shower, 2 car garage with extended driveway and parking space complete this comfortable retreat. The property's exceptional LOCATION places you moments (just .6mi) to the vibrant Siesta Village, where boutiques and acclaimed dining establishments await your discovery. (Just .7mi) to the nearest beach access! The main entrance to World-renowned Siesta Beach, celebrated for its powdery white sands and crystal-clear waters, beckons just over a mile away. This remarkable residence represents more than mere accommodation; it embodies a lifestyle where every detail has been carefully considered. From the quality construction evident throughout to the thoughtful integration of indoor and outdoor living spaces, this home promises years of comfort in one of Sarasota's most coveted waterfront communities.
Listing Agent: Rachelle Tirey (941-301-9187)
1002 GLEBE LN, SARASOTA, FL 34242
$1,095,00087 Days on yellowkey MLS ID: A4679533
2 Days Off yellowkey (back on 4/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1808 Built: 1967Monthly Fee: $21 Tax: $11,693 (2025)Community: Siesta IslesSpa: YesSingle Family
Taxes:$11,693
Remarks: Under contract-accepting backup offers. New price! Beautifully remodeled and ideally just minutes from world-renowned white sands of Siesta Beach, this chic island pool home offers an exceptional blend of style, comfort, and storm-ready peace of mind. Designed for effortless coastal living, the open main living area is highlighted by a vaulted ceiling, transom windows, and abundant natural light, with French doors opening seamlessly to the private outdoor entertaining space. Porcelain flooring flows throughout the home, complemented by solid wood cabinetry, quartz countertops, and a thoughtfully designed kitchen featuring KitchenAid appliances, an electric range with exhaust hood, and clean, timeless finishes. The interior is further enhanced by solid wood interior doors, custom lighting, and new Minka ceiling fans, creating a polished yet inviting atmosphere. Significant recent upgrades add substantial value and confidence for today’s buyers, including hurricane-impact windows, a new impact front door and rear French doors (2024), a new HVAC system (2024), a shingle roof (2021), and a hurricane-rated garage door. The primary suite features a custom closet system and a separate owner’s closet, ideal for part-time use or rental flexibility. Outdoors, enjoy a resort-style heated saltwater pool and spa, enhanced by a new pool heater (2025) and pool filter (2024), surrounded by mature tropical vegetation that provides exceptional privacy. Manicured front landscaping with lush plantings, an irrigation system, a paver driveway, and a Trex front walkway complete the home’s inviting curb appeal. Additional features include epoxy-finished garage floors and a Ring doorbell with exterior security cameras. Adjacent to Glebe Park and close to Siesta Key Village, this residence offers easy access to dining, shopping, entertainment, and the beach. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Equally suited as a full-time residence, seasonal retreat or potential income-producing investment, this home delivers refined island living in one of Siesta Key’s desirable neighborhoods.
Listing Agent: Judie Berger (941-928-3424)
915 SEASIDE DR #606, Weeks 12-13, SARASOTA, FL 34242
$59,000193 Days on yellowkey MLS ID: A4668668
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1780 Built: 2009 Tax: $321 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$321
Tax Year: 2026
Remarks: Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the full-time cost or commitment. This expansive and elegantly appointed residence features a primary suite, junior suite, and a guest bedroom, providing plenty of space for family and guests. The entire property has recently undergone a full furniture and furnishings update, giving every residence a fresh, modern coastal look—with no special assessment passed along to owners. Each residence features custom furnishings valued at over $150,000, a chef’s kitchen with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, and imported linens throughout. As an owner, you’ll enjoy the legendary Hyatt Vacation Club experience, including full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, and assistance with local activities. Ownership also includes access to the exclusive Cabana Club, which provides beach access 365 days a year, subject to availability. All the resort-style services, amenities, and comforts of a world-class beachfront property—at just a fraction of the cost.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
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