Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2415 PELICAN DR, SARASOTA, FL 34237
$519,000349 Days on yellowkey MLS ID: A4650716
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,460
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Charming 1950s Florida Ranch-Style Duplex in Sought-After Terrace Gardens! Don't miss this rare opportunity to own a classic mid-century Florida ranch home, smartly divided into two separate units in the desirable Terrace Gardens community. Situated on an expansive corner lot, this property offers flexibility, income potential, and future development possibilities. Unit 2415 features 2 bedrooms and 1 bath, while Unit 2417 offers 1 bedroom and 1 bath—both currently rented. Inside, you'll find original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. Whether you're looking to generate rental income right away or dreaming of building your own custom home in a growing neighborhood filled with new construction, this property offers many options. Enjoy the lifestyle that comes with this prime location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
3360 S OSPREY AVE #201B, SARASOTA, FL 34239
$249,000154 Days on yellowkey MLS ID: A4671792
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,282 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,282
Elementary School: Southside Elementary
Tax Year: 2025
Middle School: Brookside Middle
Remarks: One step away from Siesta Key, Sarasota Memorial and Hillview. West of the trail. Beautiful condo in Oasis on Osprey. Enjoy the community pool before you head to the beach.2 bedrooms, 2 bathrooms. large living area. Screened lanai. All tiled for easy maintenance. Granite countertop in kitchen. AC 2020.
Listing is courtesy of: INVESTUS REALTY LLC (941-538-2010)
Listing Agent: Vincent Ricaud (941-538-2010)
3182 HATTON ST, SARASOTA, FL 34237
$575,00041 Days on yellowkey MLS ID: A4684851
2 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1957 Tax: $2,876 (2025)Community: Bellevue Terrace RevSingle Family
Taxes:$2,876
Remarks: Under contract-accepting backup offers. Totally remediated and beautifully remodeled 3-bedroom, 2-bath pool home located in Bellevue Terrace, just off Bahia Vista, in the heart of Sarasota. This home was taken down to the studs and completely rebuilt, including all new electrical, plumbing, and sheetrock. Additional upgrades include all new interior doors, cabinetry, kitchen appliances, air conditioning system, hot water heater, and washer and dryer. Porcelain tile flooring throughout enhances the bright, open, and spacious feel of the home. The expansive screened pool area features a tropical setting and a large covered lanai, ideal for outdoor entertaining and year-round enjoyment. Bellevue Terrace offers a prime central location near Locklear Park, the YMCA, Pinecraft with its Amish Restaurants, downtown Sarasota, and the Bayfront neighborhoods. Enjoy a friendly community with no HOA, no rental restrictions, and easy access to everything Sarasota has to offer. Easy to show and a must see.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Philip Graber (941-320-5451)
3118 KEY WAY, SARASOTA, FL 34239
$599,00039 Days on yellowkey MLS ID: A4685119
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2370 Built: 1961 Tax: $2,942 (2025)Community: SouthgateSpa: NoSingle Family
Taxes:$2,942
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Beautifully updated 4-bedroom, 2-bath pool home in the desirable Southgate neighborhood of Sarasota offering the ideal blend of indoor comfort and outdoor Florida living. The home features a bright open layout with expansive pocket sliding glass doors that fully open to an oversized open-air pool and patio, perfect for entertaining and relaxing. The updated kitchen includes extensive custom cabinetry with built-in pantry storage and a discreetly integrated laundry area. The home offers four spacious bedrooms and two bathrooms, including a guest bath with a soaking tub. Outside, the property features a large additional paved parking pad along with the driveway and garage, providing ample space for multiple vehicles and recreational equipment. With minimal deed restrictions, the property allows RV and boat parking, with additional space along the side of the home. The backyard also includes a custom playground area. Conveniently located just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and parks.
Listing is courtesy of: PREMIER AGENT NETWORK (877-663-9366)
Listing Agent: Stephanie Hawkins (941-587-4337)
539 AVENIDA DEL NORTE, SARASOTA, FL 34242
$5,499,00084 Days on yellowkey MLS ID: A4679096
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4195 Built: 2026 Tax: $7,935 (2025)Community: Archibald ResubSpa: YesSingle Family
Taxes:$7,935
Elementary School: Phillippi Shores Elementary
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. EXQUISITE NEW CONSTRUCTION ON SIESTA KEY: ISLAND LUXURY REDEFINED | Estimated to be substantially completed by 4/30/2026 | A rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. | SIESTA Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. | MOMENTS from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity, your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock, a true island luxury. | THIS thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate craftsmanship and fine detail, the home offers 4,195 sq ft of interior living space and an additional 3,756 sq ft of outdoor living, seamlessly blending indoor and outdoor environments. | THE chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. | TWO bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or elevator one level up to access the private primary suite featuring a truly custom bath with bespoke tile, finishes, soaking tub and spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper-level.| FLEXIBLE, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any family’s lifestyle from multi-generational living to a dynamic entertainer’s paradise. | IMAGINE a home where the luxuries of island beach life blend with a private, resort-style retreat: *Inground pool & spa for cooling off or casual lounging*Rooftop deck for sunset cocktails and starlit conversation*Private boating access just steps from your front door. | AND, when you’re ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. |THIS is more than a home, it’s an invitation to own your piece of the new Siesta Key lifestyle: elevated, effortless, and extraordinary.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
4242 MADEIRA CT #3315, SARASOTA, FL 34233
$289,0007 Days on yellowkey MLS ID: A4685842
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1063 Built: 1989 Tax: $1,180 (2025)Community: Casa Del Sol Sec ViiCondo
Taxes:$1,180
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Move-in ready and thoughtfully updated, this beautiful 2-bedroom, 2-bathroom end-unit home offers the perfect combination of comfort, style, and scenic surroundings. The inviting interior features an open and airy layout, enhanced by hurricane-impact windows and a hurricane-rated sliding glass door for both safety and peace of mind. Elegant plantation shutters add a refined touch, while a built-in TV with an electric fireplace creates a warm and cozy living area. The eat-in kitchen is ideal for casual dining offering ample space and functionality. The primary suite serves as a private retreat, complete with a walk in closet and a beautifully updated ensuite bath featuring high-end finishes, including a custom-made vanity sourced from North Carolina. The primary bathroom has been tastefully renovated within the last two years. Additional major upgrades include a full plumbing repipe, along with a water heater, washer, and dryer all replaced just two years ago—ensuring modern efficiency and reliability. One of the standout features of this home is the converted, air-conditioned back patio, perfect for use as a sunroom, home office, or additional living space to enjoy year-round comfort while taking in the tranquil lake views. Located in the desirable Casa Del Sol community, residents enjoy a vibrant lifestyle with amenities including tennis and pickleball courts, shuffleboard, bocce ball, a heated pool for cooler months, and a clubhouse with a pool, poker tables, a gym, books and endless ongoing activities. Conveniently situated near I-75, this home is just a short drive to Siesta Beach, University Town Center, Waterside, and downtown Sarasota—offering easy access to shopping, dining, and the world-renowned Gulf Coast beaches. This exceptional home truly offers the best of Florida living—schedule your showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carey Hibbs (941-915-9235)
3711 EAGLE HAMMOCK DR, SARASOTA, FL 34240
$929,900197 Days on yellowkey MLS ID: A4664546
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3506 Built: 2004Monthly Fee: $138 Tax: $6,413 (2024)Community: HammocksSpa: YesSingle Family
Taxes:$6,413
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: This is the one * QUALITY BUILT BY PRUETT HOMES AND LOCATED BEHIND THE GATES OF THE RARELY AVAILABLE HAMMOCKS NEIGHBORHOOD, WHERE YOUR DREAM HOME AWAITS * 'A' RATED SCHOOL DISTRICT * Lovingly cared for, and the PRIDE OF OWNERSHIP SHOWS * This FAMILY ESTATE HOME is LOCATED ON A PREMIUM CUL DE SAC * 1/3 ACRE LOT IS A MUST-SEE PRIVATE SETTING * NO THROUGH TRAFFIC * This BEAUTIFUL home backs to VIEWS of Laurel Oak Golf Course and a lovely Lake * NO NEIGHBORS BEHIND YOU * This IMMACULATE 2 Story Home is a MUST-SEE * This Split Plan Design boasts a total of 5 Bedrooms PLUS Office/Den & 3 Baths * 2nd Floor features 2 Guest Bedrooms, 1 Bath & a 27x19 Bonus Room for entertaining and is perfect for kids or guests. DOWNSTAIRS: Primary Suite, 2 Guest Bedrooms, Den, Formal Living Room & Formal Dining Room with Gas Fireplace * Private Master Suite is LARGE with a HUGE Oasis Bath, Dual Sinks, Soaking Tub & a Separate Walk-in Shower * Gorgeous Chef's Kitchen opens to the Family Room with VIEWS to the Private, Heated Pool & Spa * This DREAM KITCHEN showcases a Pantry, Breakfast Bar, Nook/Dinette with Aquarium Glass, Wood Cabinets, Granite Counters, Gas Cook-top & Double Oven * Excellent home to entertain in or just relax in your slice of paradise * 3 car Garage allows for plenty of room for all the toys * Paver Brick Driveway * The Hammocks is a 24 hour gated community with low annual HOA fees * It has that country feel yet you are minutes to Siesta Key Beach, excellent schools, shopping & dining * Rothenbach Park & Publix Plaza are nearby * All the luxury features you desire are here! * One look & you'll fall in Love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
1240 HILLVIEW DR, SARASOTA, FL 34239
$16,950,0006 Days on yellowkey MLS ID: A4688990
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4852 Built: 1992 Tax: $80,000 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$80,000
Remarks: Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood-paneled library, formal dining with 12-foot ceilings, and a wetbar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
4160 FRUITVILLE RD #11, SARASOTA, FL 34232
$179,0006 Days on yellowkey MLS ID: A4689204
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1206 Built: 1974Monthly Fee: $454 Tax: $1,128 (2025)Community: Gardens TheCondo
Taxes:$1,128
Elementary School: Fruitville Elementary
Remarks: Welcome to 4160 Fruitville Rd, Unit 11—a beautifully updated residence that balances comfort, convenience, and an easygoing Florida lifestyle. Step inside to find brand-new flooring that brings a fresh, modern feel throughout the living spaces. Natural light draws you toward a serene pond view, offering a daily backdrop of calm and privacy—an increasingly rare feature at this price point. The home features a large primary bedroom, providing ample space for a full bedroom set along with a sitting area or workspace—an inviting retreat at the end of the day. Practical details are just as appealing: the unit includes an assigned covered parking space, adding both convenience and protection from the elements. The community itself is rich with amenities designed for both relaxation and social connection. Residents enjoy access to a sparkling pool and an expansive clubhouse featuring a billiards room, library, fitness center, full kitchen, and saunas—a setting that supports everything from quiet afternoons to lively gatherings. Location is another strong advantage. With close proximity to I-75 and just a short drive to downtown Sarasota, you’re well positioned for commuting, dining, shopping, and the cultural offerings that make the area so desirable. This is a home that offers both ease and livability—well-suited for a primary residence or a seasonal retreat.
Listing is courtesy of: BLUE SKY REAL ESTATE (941-587-3492)
Listing Agent: John Werner (941-587-4579)
3230 VILLAGE GREEN DR #1032, SARASOTA, FL 34239
$195,00053 Days on yellowkey MLS ID: A4683197
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1419 Built: 1971 Tax: $3,030 (2025)Community: South Gate Village Green 10Condo
Taxes:$3,030
Remarks: Welcome to a classic Florida home that perfectly blends comfort, style, and functionality. With its solid construction and timeless character, the home blends classic design with the potential for modern updates, making it perfect for buyers looking to personalize their space. Spacious living areas, abundant natural light, and a functional layout create an inviting atmosphere ideal for both relaxing and entertaining. The open-concept layout creates a seamless flow between the kitchen, dining, and living areas, making it all the more inviting. Village Green is a 55+ community that has a ton of amenities. Right on the other side of the neighborhood is even an executive golf course that can meet all your golfing needs.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: James Graves (678-817-8166)
1661 S JEFFERSON AVE, SARASOTA, FL 34239
$1,250,00040 Days on yellowkey MLS ID: A4684656
0 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2490 Built: 1953 Tax: $12,131 (2025)Community: Alfred ParkSpa: YesSingle Family
Taxes:$12,131
Remarks: Under contract-accepting backup offers. Live where mornings begin with coffee on the wide front porch beneath mature live oaks and evenings end with a swim in your own heated pool and spa, added by the current owner to elevate Florida living. Completely renovated down to the studs in 2021, this move-in-ready, three-bedroom, three-bath Arlington Park pool home with dedicated office, den/sunroom and bonus room blends timeless mid-century charm with modern systems and design. Major upgrades include a 2021 metal roof, newer plumbing, newer electrical wiring and panel, hurricane-rated windows, hurricane-rated garage door, LED lighting and hand-scraped engineered hardwood floors throughout, delivering both beauty and long-term peace of mind. Walls were thoughtfully opened to create bright, flowing living spaces anchored by a stunning Quartzite kitchen featuring an oversized island with seating, solid wood soft-close cabinetry, stainless KitchenAid appliances including under-counter microwave, full-height subway tile backsplash, ample pantry storage, and a built-in Quartzite-topped buffet with glass-front cabinetry and wine refrigerator in the dining area. The spacious living room and adjoining den/sunroom connect seamlessly to the private, fully fenced backyard oasis with multiple seating areas and professional landscaping. The owner’s suite offers a peaceful retreat with spa-style bath, Quartzite counters, glass-enclosed shower and private outdoor lounging deck, while two generously sized guest bedrooms, one ensuite, and two additional fully reimagined baths provide comfort and flexibility. A custom office with Quartzite and wood built-ins supports work-from-home ease, and the large bonus room is ideal for a gym, media room, or play space. Perfectly positioned on a prominent corner lot with circular driveway and side-entry two-car garage, this home is a short distance from Arlington Park and Aquatic Complex featuring a 50-meter lap pool, fitness center, indoor gymnasium, tennis and pickleball courts, basketball courts, playground, dog park and scenic walking trails, and is minutes to Downtown Sarasota’s restaurants, arts and waterfront, Southside Village shopping and dining, Sarasota Memorial Hospital and the world-famous beaches of Siesta Key. For buyers searching for a fully renovated Arlington Park pool home in Sarasota with modern upgrades, walkability and unbeatable proximity to parks, downtown and beaches, look no further.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
6456 TARAWA DR, SARASOTA, FL 34241
$405,00027 Days on yellowkey MLS ID: A4686718
REDUCED by $10,000 (2.4%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1436 Built: 1979 Tax: $3,692 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,692
Elementary School: Lakeview Elementary
Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom, 2-car garage single-family home offering 1,436 square feet of comfortable living in the desirable Lake Sarasota community. This inviting residence features an updated kitchen with stone countertops, wood cabinetry, and stainless steel appliances, along with a convenient passthrough window to the covered and screened patio—perfect for indoor-outdoor entertaining. The home offers a spacious layout including a large living room, dining area, and separate family room, all enhanced by recessed lighting throughout. Step outside to a generously sized, fully fenced backyard with ample space to ADD a swimming pool, creating your own private oasis. Major updates include a ROOF replacement in 2013, A/C in 2015, and updated PLUMBING lines in 2020. The home is also fitted with HURRICANE SHUTTERS for the windows and doors that add protection when needed. Perfectly located, this home is just minutes from I-75, Rothenbach, Urfer Family Park, shopping centers, restaurants, and the Mall at UTC. The neighborhood offers outstanding outdoor amenities including a dog park, disc golf course, and a kayak launch into Lake Sarasota—perfect for active lifestyles and nature lovers. SRQ International Airport, Downtown Sarasota, and Siesta Key are all within 30 minutes. Zoned for Lakeview Elementary, Sarasota Middle, and Sarasota High School, this is a rare opportunity to own one of the best homes in a truly great community. With NO HOA and NO DEED RESTRICTIONS, homeowners enjoy exceptional flexibility while still benefiting from a well-established, friendly neighborhood. ***This home located in approved USDA area that qualifies for 100% financing (no downpayment required), as well as downpayment assistance programs from, up to 5% of the purchase price! Ask about how you can get access to lenders who utilize those programs.*** Come see this one by appointment only.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
704 TROPICAL CIR, SARASOTA, FL 34242
$1,375,00015 Days on yellowkey MLS ID: A4687678
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2073 Built: 1976Monthly Fee: $54 Tax: $12,410 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$12,410
Remarks: Nestled in one of Siesta Key’s most sought-after neighborhoods, this beautifully updated tropical retreat offers the perfect blend of coastal charm, modern comfort, and an active waterfront lifestyle. Whether you’re searching for a full-time residence or a private vacation escape, this home delivers an exceptional opportunity in an unbeatable location—just under a mile from the world-renowned white quartz sands of Siesta Key Beach. Set on a tropically landscaped low maintenance lot, the home has been thoughtfully updated to create a light, inviting interior centered around a modernized kitchen. A generously sized island anchors the space, serving as the heart of the home, ideal for entertaining family and friends. The open dining area overlooks the newer heated saltwater pool and screened enclosure, creating a seamless indoor-outdoor flow for relaxed coastal living. Evenings here are unforgettable, whether enjoying dinner al fresco or taking a moonlit swim beneath the warm tropical sky. The residence offers three spacious bedrooms, including a flexible guest room with a Murphy bed, allowing for both everyday comfort and effortless hosting. An additional office space off the pool area also features a Murphy bed, providing even more versatility for guests or extended stays.What truly sets this property apart is its connection to nature and the water. A charming boardwalk travels through lush mangroves, leading to your private dock perfect for launching kayaks and exploring the serene waters of the Bayside Club estuary. From here, you’ll enjoy quick access to the Intracoastal Waterway and beyond, opening the door to endless days of coastal adventure. All of this natural beauty comes with the assurance that this home had no damage nor flooding from previous storms. Offered with timely occupancy, this is a rare opportunity to secure your place in one of Siesta Key’s most desirable enclaves and begin enjoying the best of island living without delay for this summer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Jeff Hinrichs (941-456-1251)
5780 MIDNIGHT PASS RD #110, SARASOTA, FL 34242
$1,349,00048 Days on yellowkey MLS ID: A4683108
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $10,806 (2025)Community: Gulf & Bay ClubCondo
Taxes:$10,806
Remarks: Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Natalie Gutwein (941-993-2660)
435 S GULFSTREAM AVE #604, SARASOTA, FL 34236
$850,000462 Days on yellowkey MLS ID: A4634707
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1705 Built: 1972 Tax: $8,672 (2025)Community: Regency HouseCondo
Taxes:$8,672
Remarks: EXCEPTIONAL VALUE — PRIME DOWNTOWN SARASOTA LIVING. Experience downtown living in a prime Sarasota location just moments from the bayfront, restaurants, galleries, and cultural attractions. This spacious 2-bedroom, 2-bath residence offers 1,705 sq. ft. of thoughtfully designed comfort and style. The unique split-bedroom floor plan provides privacy for both owners and guests, while the generous great room creates an inviting space to relax or entertain. Step into the enclosed lanai and take in captivating and expansive city and bay views which provide the perfect backdrop for morning coffee or a relaxing evening. The modern kitchen showcases quartz countertops, wood cabinetry, and stainless-steel appliances. And the living space was thoughtfully enhanced by creating a dedicated home office with built-in shelving, filing cabinets and lighting that offer a quiet retreat for work or creative pursuits. With excellent storage throughout, this residence is ideal for full-time or seasonal living. Residents can enjoy the peace of mind that comes with a well-managed building, featuring an onsite manager and 24-hour concierge service. Management is always quick to respond with a recently added 2 ft. flood barrier for added protection. Residents also have access to an array of amenities, including a heated pool, grilling area, bicycle racks, fitness room, library, and social room. Situated on a quiet and serene tree lined street, this downtown Sarasota residence captures the essence of urban sophistication with coastal charm.
Listing Agent: Georgina Clamage (941-586-3789)
3908 CENTER GATE CIR #27, SARASOTA, FL 34233
$315,00095 Days on yellowkey MLS ID: A4677107
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1462 Built: 1979Monthly Fee: $475 Tax: $3,442 (2025)Community: Center Gate Village 1Villa
Taxes:$3,442
Remarks: Are you looking for a move in ready, maintenance free villa that you don't have to renovate, replace floors, rip out carpet, repaint, and drain your bank account? This is the property for you! There isn't much that hasn't been updated, upgraded, redone or replaced in this Center Gate home just south of Bee Ridge in Sarasota. All of the major items have been replaced including: Roof 2023 *** Hurricane Impact Cat 5 Windows, Doors, Steel Garage Door and Sliders 2023 ($45,000) *** Kitchen Appliances all new since 2024 *** LG Washer and Dryer 2025 *** Water Heater 2025 *** Brick Pavers on lanai and Porches 2023 *** Garage Floor Epoxy and Fire Door Added 2024 *** Lanai Ceiling Remodel 2023 *** And wait there is more... Owners also made these upgrades: Garbage Disposal, Kitchen Light and Faucet, Toilets, Bathroom Faucets, Painted Guest Bathroom and Living Room, Most of the Fans and Fixtures in the house, Blackout Drapes, and just had the grout professionally cleaned. Don't bother with these fixer uppers, bring your suitcase, drop it at the house, and head to the beach because you won't be lifting a finger. Center Gate has reasonable fees, a stable budget and reserves, community pool, and fees include cable, lawn maintenance, community pool, and building insurance. You will be hard pressed to find a cleaner property than this one on the market today.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Cody Craig (941-497-6060)
2625 COLONY TER, SARASOTA, FL 34239
$2,650,00025 Days on yellowkey MLS ID: A4686022
1 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3634 Built: 2007 Tax: $16,973 (2025)Community: Bay View Heights AddSpa: YesSingle Family
Taxes:$16,973
Remarks: Upon entering this impeccably crafted residence, you are immediately greeted by a refined level of finish and thoughtful design. Rich hardwood flooring flows seamlessly throughout the main living areas, complemented by intricate custom millwork, elegant moldings, and double tray ceilings that enhance the home’s architectural character. Designed with intention, this 4-bedroom, 4-bath residence—featuring two bedrooms currently utilized as a den and one as a sitting room—along with a versatile bonus room ideal as a fifth bedroom, office, or private gym, offers effortless single-level living with an exceptional sense of space and functionality. As you enter, a formal sitting area anchored by a detailed fireplace creates an inviting first impression, complemented by an adjacent dedicated dining room and an elegant wet bar—perfect for entertaining. The kitchen is a true statement of both style and function, featuring artisan granite, two expansive islands offering generous space for cooking, gathering, casual seating, and designer backsplash detailing. A full suite of top-tier stainless steel appliances, including dual Liebherr refrigerators, an induction cooktop, and a built-in oven and microwave, is seamlessly integrated. Reverse osmosis filtration at the sink, along with a whole-house water filtration system, enhances everyday living. The spacious family room is designed for comfort, offering expansive views of the pool and lush Florida-native landscape, creating a seamless indoor-outdoor living experience. The primary suite is a luxurious private retreat, offering direct access to the pool, three spacious walk-in closets, and a spa-inspired bath adorned with exquisite custom stone finishes. The primary bathroom is thoughtfully designed with two separate vanities and generous counter space. Meticulously maintained and extensively upgraded, the home offers a level of efficiency and ease. Recent improvements include a new roof (2023), two new Lennox air conditioning systems (2023–2024), Storm Smart hurricane shutters, and hurricane-rated garage doors. A whole-home generator and multiple propane tanks provide added peace of mind, while energy-efficient heat pump systems service the pool heater, water heater, and HVAC. Outdoor living is equally impressive, with a beautifully updated pool area featuring a fully refurbished enclosure, upgraded automation system, and pool heater. An Artisan infrared grill connected to a permanent propane source creates an ideal, relaxed setting for entertaining, surrounded by Florida-friendly native landscaping and ambient landscape lighting. Additional enhancements include a drip irrigation system with a separate meter, an upgraded security system with cameras, and UniFi Wi-Fi extenders for seamless connectivity throughout the home. The three-car garage is as functional as it is polished, featuring an epoxy-coated floor, built-in cabinetry, and overhead gantry storage systems. Throughout the home, you’ll find abundant storage space with custom-built-in cabinetry thoughtfully integrated for easy everyday living. Ideally situated in the highly coveted West of Trail enclave of Bayview Heights, this custom-built home offers an exceptional lifestyle. Located on a rare dead-end street just one block from the bay, and within minutes of downtown Sarasota, Southside Village, and the area’s renowned beaches, it also lies within top-rated school districts—an unparalleled combination of privacy, convenience, and prestige.
Listing Agent: Courtney Tarantino (941-893-7203)
128 GOLDEN GATE PT #901B, SARASOTA, FL 34236
$7,900,0006 Days on yellowkey MLS ID: A4687889
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 5600 Built: 2004 Tax: $40,849 (2025)Community: Vista Bay PointSpa: YesCondo
Taxes:$40,849
Remarks: Expansive three-story penthouse offering 360 degree views of Sarasota Bay and downtown Sarasota. The penthouse includes the top two floors--as well as a private furnished rooftop terrace with an adjacent upgraded indoor kitchenette. Nearly everything about this listing has been upgraded in the past few years: Both the building and the home itself. Vista Bay Point has undergone massive renovations--and the penthouse has been completely remodeled and updated. This beautiful 3-bedroom 3.5-bathroom residence features hardwood flooring, detailed crown molding and solid mahogany doors throughout. The main level features a great room with a 20-foot ceiling with walls of windows looking out at the water and the sunset. Custom Italian kitchen cabinetry and Viking/Sub-Zero appliances including a gas stove. The second level includes a massive primary wing positioned around a sitting room: A bedroom, "his and her" bathrooms and an oversized custom closet the size of a spare room. A state-of-the-art app-based Crestron integrated system controls the lighting, televisions, stereo, shades and air conditioning. Two patios--one on each floor--overlook Sarasota Bay and the Ringling Bridge. You'll have four garage spaces and a large storage room with an EV hook-up down your private elevator. The building's amenities floor includes a heated pool and hot tub, a large fitness room, a theater and a billiard room that includes a full kitchen and a private guest suite for visitors. Golden Gate Point is uniquely situated between downtown Sarasota, Marina Jack, the Ritz Carlton and St. Armands Circle/Lido Key Beach. Furniture included.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ray Collins (941-228-0091)
651 MADISON CT, SARASOTA, FL 34236
$1,249,00018 Days on yellowkey MLS ID: GC538888
REDUCED by $50,000 (3.8%) on 04/08/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1680 Built: 1953 Tax: $12,724 (2025)Community: Washington ParkApartment
Taxes:$12,724
Remarks: 651 Madison Court is a tidy & attractive multi-family home located in the highly desirable neighborhood of Laurel Park, adjacent to downtown Sarasota. The property, which consists of (3) one bedroom, one bathroom apartments, originally constructed in 1953, and extensively renovated in 2023, is fully rented with 3 excellent long term (annual) tenants. The lot location is quiet and attractive, at the end of non-thru street, with neighbors including the Sarasota senior friendship center, multi million dollar new construction homes, the Hudson Bayou waterway and Laurel park kayak launch, downtown Sarasota, Selby Gardens and its marina & waterfront. The 1680 sq/ft concrete block structure includes a 2023 metal roof, 2023 updates to electrical and plumbing systems, impact windows, stylish new kitchens and bathrooms, tile floors, and HVAC systems. The apartments are separately metered for electricity and city services and tenants are paying all utilities individually. Though currently occupied with wonderful annual tenants, the City of Sarasota location makes future use for short term rentals possible, at a 7 night minimum, and there are several other STR's in close proximity. It would be a wonderful 1031 exchange, and is located within the City of Sarasota Qualified Opportunity Zone 1.02, for additional tax advantaged investment, for a potential buyer. Please do not disturb tenants. Access by appointment only.
Listing is courtesy of: COASTAL REAL ESTATE PROFESSIONALS LLC (772-678-6017)
Listing Agent: Zachary Greenberg (561-310-9672)
6632 DEERING CIR, SARASOTA, FL 34240
$475,0007 Days on yellowkey MLS ID: A4687399
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 1998Monthly Fee: $217 Tax: $4,660 (2025)Community: Deerfield Ph 1Single Family
Taxes:$4,660
Remarks: Pool home in Deerfield under $500K • Cul-de-sac • Screened lanai • Near Celery Fields • NEW TILE ROOF • Maintenance-free living Single-story 2 bed + den, 2 bath home with 1,690 sqft in Deerfield, a maintenance-free community with cable, internet, and lawn care included. Open layout with vaulted ceilings, tile flooring in main living areas, and carpet in bedrooms. Split bedroom floor plan with private primary suite featuring walk-in closet and dual-sink vanity. Kitchen includes white cabinetry, laminate countertops, stainless steel appliances, pantry, and pass-through to living and dining areas. Breakfast nook with pool views. Screened-in pool with covered lanai and seating area, plus hedge-lined backyard for added privacy. Front porch entry and cul-de-sac location with minimal through traffic. Den/office with front-facing windows for flexible workspace, guest room, or hobby space. Dedicated laundry room and 2-car garage. Located in Deerfield with convenient access to Sarasota amenities, shopping, dining, and major roadways. Near Celery Fields for trails, birdwatching, and open green space. Single-story layout and maintenance-included services support low-upkeep ownership. Includes 3D walkthrough tour. Approx distances: Siesta Key Beach ~13 mi • Downtown Sarasota ~10 mi • UTC Mall ~6 mi • Nathan Benderson Park ~6 mi • Waterside Place ~7 mi
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Matt Leicht (941-356-5377)
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