Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
5644 ANTOINETTE ST, SARASOTA, FL 34232
$399,90084 Days on yellowkey MLS ID: A4681215
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1900 Built: 1978 Tax: $1,504 (2025)Community: Green AcresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,504
Elementary School: Fruitville Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Welcome to this versatile Sarasota gem offering space, flexibility, and freedom. Situated on an oversized lot, this 4-bedroom, 2-bath home includes a well-appointed mother-in-law suite featuring 2 bedrooms, a full kitchen, a full bathroom, and a private entrance. The layout allows the home to be used as two separate living units or kept open for a larger or multi-generational family. This home has seen several recent updates, including a new roof installed in January 2025 with warranty, new vinyl flooring throughout in 2025, and air conditioning systems serviced in July 2025 for added peace of mind. A new submersible pump installed in February 2024 comes with a warranty through 2027. A new septic system was installed in 2021. The relaxed, laid-back neighborhood has no HOA, giving you the freedom to park your RV, boat, or other toys right at home. The oversized lot offers ample outdoor space with room to expand, entertain, or store equipment. Ideally located close to shopping, major highways, and just minutes from downtown Sarasota, this property also offers easy access to the area’s world-famous beaches. Whether you’re seeking a primary residence, multi-generational living, or income-producing potential, this home delivers outstanding value in a prime Sarasota location. 2 of the bedrooms and the 2nd kitchen are not reflected on the appraiser's website and public records, Information deemed reliable but not guaranteed. Buyer to verify all information. Don't wait call for your showing today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Brandon Graber (941-330-3808)
3247 WOODMONT DR, SARASOTA, FL 34232
$400,00014 Days on yellowkey MLS ID: A4690534
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1186 Built: 1979 Tax: $4,642 (2025)Community: Ridgewood Estates 19Th AddSingle Family
Taxes:$4,642
Elementary School: Brentwood Elementary
Remarks: Move-in ready and thoughtfully updated, this Sarasota home offers an open floorplan designed for comfortable everyday living and easy entertaining. The interior features an updated kitchen and bathrooms, along with impact windows and doors for added peace of mind. Recent improvements include a newer roof, updated electrical panel, and new ductwork. Step outside to enjoy the new lanai (2019) overlooking a fully fenced backyard—perfect for relaxing or entertaining. Additional highlights include a large carport with an attached tool shop, providing extra storage and workspace.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
2312 GROVE ST, SARASOTA, FL 34239
$420,00015 Days on yellowkey MLS ID: A4690028
0 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1449 Built: 1958 Tax: $1,447 (2025)Community: Blossom BrookSingle Family
Taxes:$1,447
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: This 2 bedroom 2 bath home is in a great location near Siesta Key beaches, downtown, Sarasota Memorial and in the Southside School district. The home features a new roof installed in 2025, original terrazzo flooring in excellent condition and plenty of room for a pool. Surrounded by million-dollar homes and new builds, this property is ready for a refresh or bring your plans and build brand new. No HOA and a central Sarasota location make this a compelling opportunity for builders and buyers alike looking to capitalize on one of the city’s most promising markets. This 8750 square foot lot offers the ideal canvas for a custom home in a location experiencing significant redevelopment.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Jennifer Horne (941-773-0943)
651 MADISON CT, SARASOTA, FL 34236
$1,199,00035 Days on yellowkey MLS ID: GC538888
REDUCED by $50,000 (4.0%) on 04/20/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1680 Built: 1953 Tax: $12,724 (2025)Community: Washington ParkApartment
Taxes:$12,724
Middle School: Booker Middle
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)
2660 DICK WILSON DR, SARASOTA, FL 34240
$1,349,00014 Days on yellowkey MLS ID: A4690365
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3166 Built: 1997Monthly Fee: $369 Tax: $6,823 (2025)Community: Laurel Oak Estates Sec 10Single Family
Taxes:$6,823
Elementary School: Tatum Ridge Elementary
Remarks: Laurel Oak Estates, beautifully on a private .91-acre lot with mature landscaping, this spacious four-bedroom home with office/den offers 3,166 square feet of comfortable living. Thoughtfully designed with custom window treatments, crown molding, and a deluxe lighting system throughout, the home blends elegance with everyday functionality. Kitchen features a large island, Corian countertops, white cabinetry and opens to the main living areas. Sliding glass doors lead to an expansive outdoor space with a large pool and spa, creating an indoor-outdoor lifestyle. Additional highlights include impact windows, a newer tile roof, and a three-car garage providing ample storage. In the guard-gated community, this private property offers security and serenity in a beautiful setting. Membership in Laurel Oak Country Club is optional. Two championship golf courses, 12 Tru-Har tennis courts, pickleball and an active social calendar. Come live the lifestyle!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Linda Dooley (941-400-7359)
2823 MARSHALL DR, SARASOTA, FL 34239
$1,199,00014 Days on yellowkey MLS ID: A4690497
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1856 Built: 2020 Tax: $8,242 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$8,242
Remarks: This stunning one-story custom-built home, completed in 2020, offers the ideal blend of modern design, high-quality construction and an unbeatable location. In the sought-after Southside Elementary School district, this three-bedroom, three-bath residence plus dedicated office is just minutes from Siesta Key, downtown Sarasota and Sarasota Memorial Hospital, placing you at the heart of everything that makes Sarasota exceptional. Designed for comfort and style, this home features a seamless open floor plan with soaring ceilings, corner pocket doors in the office and abundant natural light. The spacious kitchen is a chef’s dream, boasting quartz countertops, an oversized island, custom cabinetry and top-tier appliances. The smoky mirror wall at the entryway and built-in bookshelves add unique character, while recessed LED lighting enhances the contemporary ambiance. Go outside through the expansive sliding glass doors to your private backyard retreat. The pool and spa are surrounded by lush traveler palms, creating a serene, tropical escape. The fully fenced-in yard and generous patio space make this the ideal setting for entertaining or unwinding in privacy. Additional highlights include solid block construction, hurricane/impact-rated windows and doors, a two-car garage with additional driveway parking and a paver driveway for an elegant touch. With no HOA or CDD fees, this move-in-ready home offers the rare opportunity to experience luxury living in one of Sarasota’s desirable neighborhoods. Schedule your private tour today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
435 S GULFSTREAM AVE #1006, SARASOTA, FL 34236
$649,900175 Days on yellowkey MLS ID: A4671034
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $5,561 (2024)Community: Regency HouseCondo
Taxes:$5,561
Tax Year: 2024
Remarks: URBAN CHIC RENOVATED UNIT DOWNTOWN ON 10TH FLOOR. This two bedroom and two bath condo has undergone an extensive 6 month renovation that includes: engineered wood flooring, chefs kitchen with custom cabinetry and two sets of floating shelves. Upgraded appliance package with extra deep refrigerator, double oven/microwave combo, and cooktop. There is an accent wall of Limra stone from Peru as you walk in the unit, giving you an immediate sense of how nicely this unit was finished. In main living area is a dry bar with floating shelves that is illuminated with LED tape strip lighting, and toe kick lights. The entertainment wall has a 50” tv and built in Dimplex electric fireplace. The bathroom showers are equipped with both shower heads , and separate hand held sprayers. They also feature upgraded tile with lighted shower niches and frameless glass enclosures. The primary bath shower was extended to add extra room inside. Every room had new 4” LED recessed can lights installed with ceiling fans and ceilings that have a Level 5 smooth finish. Both bedrooms closets were installed by custom closet company. If that wasn’t enough they craned in new triple track sliding glass door and new windows, all impact rated to this upper floor condo. Open up the sliders and see the view across downtown Sarasota and Palm Ave. All these renovations were completed by award winning Sarasota Remodeling and Design. Set up a showing today to see why this is the best condo for the price downtown. Resort-style amenities enhance everyday living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service. Great access to local attractions - Selby Gardens, SRQ Airport, Main Street restarants, Art Galleries, etc.
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
157 GARDEN LN, SARASOTA, FL 34242
$1,195,00049 Days on yellowkey MLS ID: A4685180
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2146 Built: 1958 Tax: $9,961 (2025)Community: Siesta Rev OfSingle Family
Taxes:$9,961
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Gorgeous remodel in the heart of Siesta Key and a short walk to Shell Beach access. Located a very large corner lot on a dead end street this home has the space, size, and all the amenities for your perfect getaway. This home has character and charm in all ways. From the banyan and palm trees, to the privacy wall, brick walkway, custom gates, and lush landscaping surround your Siesta getaway. This home, BIG PASS HIDEAWAY, a very successful vacation rental in previous years has generated over 105-112k consistently at a 73% occupancy rate. Completely renovated, designer touches, this home is gorgeous. Retro terrazzo floors, Gas fireplace, wood beam ceilings, European designer cabinets, just a few of the touches that bring out the style of this home. 3 main bedrooms and a 4th room connected to the main bedroom to create a double ensuite for the main bedroom that can be used as anything you wish. Currently set up as 4th bedroom with separate access to the pool area, it could easily be a studio, workout room, a nursery, a reading lounge. It's a special feature. As far as the improvements, everything has been completely redone. All new AC's main and mini split, new duct work. All repainted, new kitchen cabinets, new appliances, bathrooms renovated with designer tile. All new wiring, house was replumbed with new stacks and lining in main drain. ALL NEW HURRICANE IMPACT DOORS AND WINDOWS. New Pebble tech pool finish. Roof is 6 years old. New irrigation pump. Low voltage lighting. Tons of outdoor spaces from the oversized pool, to the garden and grilling areas. Hangout on the screened in patio or enjoy the firepit area. Lose track of time on your Florida visits and drift down the street to Siesta Key village and enjoy all it has to offer from shops, to dining, to the best beach USA! This home is gorgeous and priced to sell. Generate income. The choice is yours. Absolutely nothing to do but move and enjoy the siesta key life. Live in it. Schedule your private showing today. ***Can be purchased turnkey fully furnished on a separate bill of sale.***
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Joseph Patoray, Llc (941-448-8971)
2587 TEMPLE ST, SARASOTA, FL 34239
$930,000105 Days on yellowkey MLS ID: A4678305
0 Days Off yellowkey (back on 3/10/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2396 Built: 2022 Tax: $10,724 (2025)Community: Rustic Lodge 3Single Family
Taxes:$10,724
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Discover modern living at its finest in the heart of Arlington Park, one of Sarasota’s most desirable and centrally located neighborhoods. Tucked away on a private, dead-end street and situated directly across from Arlington Park, this home offers rare tranquility with immediate access to the park’s walking trails, fitness facilities, playground, pool, and tennis courts. Just minutes from downtown Sarasota, Sarasota Memorial Hospital, and the world-famous white sands of Siesta Key Beach, the location delivers the perfect blend of convenience, lifestyle, and coastal charm. Built in 2022 and designed with contemporary sophistication and effortless livability, the open-concept floor plan showcases a sleek, elegant kitchen that flows seamlessly into the main living area, ideal for both everyday living and entertaining. The home features four bedrooms plus a versatile loft, offering exceptional flexibility for family, guests, or a home office. Step onto the second-floor balcony overlooking Arlington Park, a peaceful setting to enjoy morning coffee or unwind at sunset. Furniture is negotiable for a smooth, turnkey transition, and with no rental restrictions, this property presents an outstanding opportunity as a primary residence, vacation retreat, or income-producing investment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Wendy Egan (941-444-0446)
858 HUDSON AVE #858, SARASOTA, FL 34236
$920,000274 Days on yellowkey MLS ID: A4659647
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1533 Built: 1989 Tax: $11,352 (2024)Community: Hudson LandingsCondo
Taxes:$11,352
Remarks: Live the Downtown Waterfront Lifestyle – Deeded Dock Included! Brand new exterior paint! This beautifully renovated 2-bed, 2-bath condo with a den (optional 3rd bedroom) is a rare find in Sarasota’s desirable West of the Trail neighborhood. Located in Hudson Landings, a quiet 12-residence community just minutes from downtown and the bay, this light-filled second-floor corner unit offers modern updates and an unbeatable lifestyle. The list price includes a deeded dock and a 10,000-lb boat lift—brand new with updated pilings and cradle—providing quick, direct access to Sarasota Bay and the Gulf of Mexico. Bring your boat and enjoy the ultimate Florida living experience! Inside, you'll find a vaulted exposed-beam ceilings and abundant natural light with a sleek contemporary kitchen with custom cabinetry, newer granite countertops, glass tile backsplash, and top-of-the-line stainless steel appliances, including a built-in double oven and glass cooktop, and a spacious Italian-style shower in the updated bathrooms. Plus a cozy wood-burning fireplace for cool evenings and an enclosed patio with large hurricane-rated sliding windows, creating a bright and inviting dining area Step outside and you’re just a short walk to Marie Selby Botanical Gardens, the Sarasota Bayfront, and vibrant downtown Sarasota. This peaceful community also features a heated pool, lush landscaping, and a truly secluded atmosphere—no damage from recent storms Helene or Milton; docks and boats remained intact.
Listing is courtesy of: YORKSHIRE INTERNATIONAL R.E. (941-366-0000)
Listing Agent: Jules Roman (941-366-0000)
306 ISLAND CIR, SARASOTA, FL 34242
$1,825,00016 Days on yellowkey MLS ID: A4689514
0 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2392 Built: 1952Monthly Fee: $4 Tax: $18,781 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$18,781
Remarks: Under contract-accepting backup offers. A truly rare offering, this waterfront residence is uniquely positioned with 133 feet of water frontage on two sides, creating an unparalleled sense of privacy and serenity. Nestled on prestigious Palm Island, in the heart of Siesta Key, this property embodies the ultimate coastal lifestyle. This spacious four-bedroom, three-bathroom home is thoughtfully designed, featuring two en-suite bedrooms alongside two additional generously sized guest rooms. Expansive windows invite in natural light while framing tranquil water views throughout the home. Boating enthusiasts will appreciate the private dock and boat lift at the rear of the property, with additional capacity to add a second dock and lift along the side canal—an extraordinary advantage rarely found. Ideally located, the home offers effortless access to world-renowned Siesta Key Beach and the vibrant Siesta Key Village, placing dining, shopping, and entertainment just a leisurely stroll away. Recently renovated, the residence showcases a large resort-style pool with spa, low-maintenance tropical landscaping, and updated finishes including new appliances, cabinetry, and more—creating a move-in-ready retreat. The peaceful wrap around canal provides a private sanctuary where nature and waterfront living converge. Set on an expansive ~14,000 square foot lot, this property is also offered at a compelling value at just above land pricing, presenting a remarkable opportunity for a custom luxury estate. Building plans are available and this lot is build to suit.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jessica Hoffman (941-400-5778)
6492 BOXGROVE DR, SARASOTA, FL 34240
$329,00013 Days on yellowkey MLS ID: TB8498077
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1530 Built: 2018Monthly Fee: $227 Tax: $4,093 (2025)Community: Baytown SquareTownhouse
Taxes:$4,093
Remarks: This beautifully designed townhome offers the comfort and feel of a single-family home, featuring a bright open-concept layout that seamlessly connects the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The spacious family room opens to a covered lanai, creating an ideal space to unwind or enjoy outdoor dining year-round. The kitchen is the heart of the home, complete with a large center island perfect for bar-style seating or hosting guests, abundant cabinet and counter space, and a convenient pantry for added storage. Downstairs, you’ll also find a well-placed powder bath for guests and access to a one-car garage, adding both convenience and functionality. Upstairs, the Owner’s Suite serves as a private retreat, offering a generously sized bedroom, walk-in closet, dual vanity sinks, and a separate linen closet for additional storage. Two secondary bedrooms share a full bathroom and are thoughtfully positioned near the laundry room. Ideally located, this home places you just minutes from beautiful golf courses, the world-renowned beaches of Siesta Key, and Sarasota-Bradenton International Airport—making travel and leisure effortlessly accessible.
Listing is courtesy of: FLORIDA REALTY (813-681-1133)
Listing Agent: Rachel Bellaver (217-313-3500)
7797 AROLLA PINE BLVD, SARASOTA, FL 34240
$824,90020 Days on yellowkey MLS ID: A4684861
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3005 Built: 2003Monthly Fee: $80 Tax: $3,847 (2025)Community: Villages At Pinetree Ponderosa EnclaveSpa: YesSingle Family
Taxes:$3,847
Remarks: Don't wait to see this meticulously detailed - original owner - home, in The Enclave in Sarasota Florida. NEW ROOF in 2025! This impressive updated four bedroom, 3.5 bathroom home, boasts 3,005 square feet of interior living space, offering an expansive and functional layout that is perfect for both relaxation and entertaining. The soaring 18 foot ceilings upon entering give you the impression of openness with lots of light and bright space and neutral colors throughout. The kitchen has been updated and totally remodeled to meet the demands of the most discriminating home buyer, featuring modern stainless steel kitchen appliances, quartz kitchen countertops in kitchen, with built in microwave and large open farmers sink. Upgraded kitchen backsplash, built-in cook-top w/convection, soft close doors on all cabinets, dishwasher cabinetry, a LARGE centered kitchen island, and more. The oversized owner’s suite is a true sanctuary, featuring plenty of space for a sitting area, 2 large walk-in closets, and an en-suite bathroom with separate dual vanities, a built-in tub and a separate shower. The heart of the home is the spacious kitchen, which flows seamlessly into the family room. Whether you're hosting a dinner party or enjoying a quiet evening, this space is designed for comfort and ease. Luxury vinyl plank exists in all areas on first floor, beautiful finished wooden stairs. Carpet in bedrooms upstairs makes for a quiet 2nd floor. The swimming pool is a true “Residential Resort", complete with a rock waterfall, a spill over hot tub that trickles into the pool providing for a serene stream ambience, fully screened patio, a pool bath, and a serene pond view that face Northwest for those amazing Florida sunsets. Mature large palms and lush hedges dot the landscape ensuring privacy at any time of the day. The home is situated in a highly desirable location, and within walking steps to the top rated Tatum Ridge Elementary School, The Celery Fields, and a short drive to Rothenbach Park. Just a couple of miles away, there is the new Fruitville Farms with Publix, gym, and more. Easy access to I-75 that make this location a no-brainer. The Enclave offers a peaceful environment and has a very low HOA with NO CDD fees, while still being close to all the amenities in Sarasota and Lakewood Ranch. Fences are allowed for your pets and privacy. Don’t miss out on the opportunity to live out East where life is quiet and tranquil. Make this exceptional property your forever home.
Listing is courtesy of: SARASOTA COMMUNITIES REAL ESTA (941-544-7516)
Listing Agent: Bill Travers (941-544-7516)
6480 MIDNIGHT PASS RD #403, SARASOTA, FL 34242
$1,100,000196 Days on yellowkey MLS ID: C7516381
1 Days Off yellowkey (back on 4/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1979 Tax: $9,359 (2025)Community: Siesta BreakersCondo
Taxes:$9,359
Remarks: Under contract-accepting backup offers. Fabulous Siesta Beach Condo at the Siesta Breakers #403 — Where Paradise Meets Profit Some properties are nice. This one is life-changing. Welcome to Unit #403 at Siesta Breakers — a rare, true beachfront end-unit perched directly on Crescent Beach, one of the most celebrated stretches of coastline on the planet. This isn't just a condo. It's a front-row seat to the Gulf of Mexico, every single day. Siesta Key's world-famous quartz-crystal sand stays cool even in the Florida heat — and 340 linear feet of it belongs exclusively to you and your guests. Across 5.6 lush acres, this gated community delivers a resort lifestyle that most only dream about. Inside, everything is already perfect. Bright. Open. Elevated. The open-concept living space flows effortlessly from designer interiors to a private balcony where sweeping Gulf views and legendary Siesta Key sunsets steal the show — every evening, without fail. The primary suite is a true sanctuary: a generous walk-in closet, an updated bath, and serene water views to wake up to. The guest bedroom is smartly designed for comfort, making it ideal for family or high-paying renters alike. It's offered completely turnkey — furniture, décor, and everything in between. Walk in and start living. Or start earning. Speaking of earning, the numbers speak for themselves. Unit #403 consistently generates $85,000+ annually in rental income, is already booked weekly through July 2026, and plugs directly into Siesta Breakers' highly sought-after weekly rental program. This isn't speculative income potential — the bookings are already in place. The community matches the lifestyle. Heated resort-style pool with tropical landscaping, Lighted tennis & pickleball courts, Private clubhouse, Security Gated Entrance, Secure under-building parking, Steps to island dining, boutique shopping & the free Siesta Key Breeze Trolley. Why #403 is the one: ? Prime beachfront end-unit — panoramic Gulf, pool & sunset views ? 340 ft. of private beach on world-renowned Crescent Beach ? Turnkey furnished & rental-ready from day one ? $85,000+ proven annual rental income ? Bookings already in place through July 2026 ? Low-maintenance luxury in a treasured, gated community Whether you're seeking your forever escape, a luxury vacation retreat, or a high-performing investment — this is the rare opportunity where all three align perfectly. Siesta Breakers #403 isn't just a purchase. It's a decision you'll never regret. Showings are only available on Saturdays between 2pm-4pm. Property is rented weekly thru July 2026.
Listing is courtesy of: CHARLOTTE COUNTY PROPERTIES (941-655-8804)
Listing Agent: Leo Albanes (941-626-9000)
2100 MCCLELLAN PKWY, SARASOTA, FL 34239
$6,000,00042 Days on yellowkey MLS ID: A4685416
Bed: 5 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 4765 Built: 2026 Tax: $14,834 (2025)Community: Mcclellan Park ResubSpa: YesSingle Family
Taxes:$14,834
Remarks: Pre-Construction. To be built. Construction in progress, and opportunity for customizations. Situated West of the Trail, this exceptional estate represents the pinnacle of luxury living in Sarasota. Developed by Pham Development, this residence is a masterpiece of innovative, forward-thinking design and flawless craftsmanship. This home is 4,765 square feet, with 5 bedrooms, 7 baths and 2 half baths. Inside, you'll discover an open floor plan that harmoniously blends expansive spaces with comfortable, luxurious living. The soaring, 18-foot vaulted ceilings and seamless transitions between the grand indoor living areas, multiple patios, wrap-around balconies, and lush outdoor grounds make this home ideal for intimate gatherings and larger events alike. The well-appointed kitchen features an open-concept layout, highlighted by a stunning quartz island with waterfall edges, under elegant pendant lighting. Custom cabinetry in a sleek, glossy finish complements the state-of-the-art stainless-steel appliances, which include a professional-grade gas range, double ovens, and a built-in espresso machine. A discreet entry leads to a spacious butler’s pantry, offering additional storage, a secondary sink, and a prep area - perfect for hosting large gatherings or keeping the main kitchen organized. The pantry also mirrors the kitchen’s custom cabinetry and countertops for a seamless design. Adjacent to the dining area, a glass-enclosed, temperature-controlled wine room adds both style and function, and is sure to beautifully showcase your wine collection with custom shelving and ambient lighting. The expansive primary bedroom features 14-foot vaulted ceilings and large windows that fill the room with natural light. Soft, neutral tones create a serene environment, while the en-suite bathroom offers a spa-like retreat with a freestanding soaking tub positioned beneath a large window. Dual sinks with quartz countertops and sleek fixtures provide ample space, and the frameless glass walk-in shower features multiple shower heads and exquisite tile work. For entertainment, the theater room is a dream come true, offering tiered seating with oversized leather recliners - each equipped with cup holders and personal charging stations. The ultra-high-definition projection screen spans an entire wall, ensuring an immersive viewing experience. Outside, the resort-style pool is the centerpiece of the backyard, complete with a built-in spa, waterfall, and ambient lighting. A natural stone deck, covered lanai dining area, and a fully equipped outdoor kitchen and bar provide the perfect setting for outdoor living. A cozy fire pit with seating offers a perfect gathering spot for evenings, while the lush landscaping - featuring vibrant flower beds, mature trees, and decorative water features - creates a tranquil and picturesque setting. This outdoor space seamlessly combines comfort, style, and functionality for an exceptional living experience. Positioned on a grand parcel of approximately 20,505 square feet, this home offers privacy and tranquility amidst beautifully landscaped grounds. Whether you’re seeking the excitement of downtown Sarasota or the natural beauty of the Gulf, experience the perfect blend of luxury, comfort, and convenience in this exceptional home in a fabulous location.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1050 W PEPPERTREE LN #116B, SARASOTA, FL 34242
$669,00057 Days on yellowkey MLS ID: A4684958
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1083 Built: 1974 Tax: $5,344 (2025)Community: Peppertree Bay IvSpa: NoCondo
Taxes:$5,344
Remarks: Turnkey coastal living on Siesta Key. Beautifully renovated first-floor Gulf-side garden condominium in the highly sought-after Peppertree Bay Gulf-to-Bay community. This exceptional two-bedroom, two-bath residence has been thoughtfully updated throughout and is offered fully turnkey furnished, creating an effortless opportunity to arrive and immediately enjoy the island lifestyle. The bright end-unit layout features a rare windowed kitchen that fills the living space with natural light, a feature seldom found in comparable garden units. The residence has been extensively improved with brand-new hurricane-impact windows, new flooring throughout, and numerous major system upgrades, including a recently replaced HVAC system, hot water heater, and dishwasher, providing peace of mind and reducing future maintenance expenses for the next owner. In addition, there is expanded square footage, enhancing the overall functionality of the home. The enclosed lanai area overlooks a tranquil lagoon and fountain, offering a peaceful setting for morning coffee or evening relaxation. Additional conveniences include a private in-unit washer and dryer, a dedicated exterior storage room, and assigned parking just steps from the entrance. Peppertree Bay is one of Siesta Key’s most desirable waterfront communities, uniquely positioned Gulf-to-Bay and offering a full suite of resort-style amenities that support a true full-service coastal lifestyle. Residents enjoy private beach access with chairs, two heated swimming pools, tennis courts, pickleball courts, a fitness center, fishing pier, newly updated clubhouse, gas grills, and on-site management with rental services. Ideally located just minutes from Siesta Key Village’s restaurants, shopping, and the world-renowned quartz sand beaches, this beautifully updated residence offers a rare combination of turnkey convenience, meaningful capital improvements, expanded living space, and premier coastal location. While the current owners have chosen not to rent the property, Peppertree Bay’s on-site rental management and strong seasonal demand provide an excellent opportunity for owners who wish to generate rental income.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Renee Nadiv (941-299-4242)
4046 HIGEL AVE, SARASOTA, FL 34242
$15,500,00080 Days on yellowkey MLS ID: A4682070
0 Days Off yellowkey (back on 2/11/2026)
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6468 Built: 1983 Tax: $32,602 (2025)Community: SiestaSpa: YesSingle Family
Taxes:$32,602
Remarks: Under contract-accepting backup offers. Experience private beachfront coastal luxury at this one-of-one Siesta Key home, thoughtfully curated for comfort, style, and entertainment - by Pham Development. Perfectly positioned off the Gulf, with gorgeous ocean views throughout the rooms - you can watch a world-class sunset view from your master bedroom. Spanning over 6,468 square feet under air and 9,080 total square feet, this exquisite residence captures the essence of resort-style waterfront living on more than half an acre of pristine Gulf-front land. Be at ease with a surrounding elevated riprap shoreline and the imported rocks, offering both protection and privacy. Pull into the property through the gated entry, with a paved driveway for ample parking. The ground level offers a 3-car garage, spacious private fitness studio with AC, large flex space/storage room, and huge game room that leads out to the truly special backyard - with premium turf, silica sand and a putting area. Host a sunset dinner with the full outdoor kitchen, including a freezer, wet bar, beverage center, ice machine, and 6-burner grill. Have a drink while sitting in the pool facing the ocean, relax in the champagne spa hot tub, or tan on the sun shelf. Put your toes in the sand area of the backyard, or take the paver steps down to the private beach and swim in the ocean - the ultimate paradise. Wake up to the panoramic views of the Gulf of America and Sarasota Bay, that create a daily masterpiece of color and light, and have a coffee on the master bedroom's private balcony. With 6 bedrooms, 5 full bathrooms, and 2 half baths, you can host more family and guests - along with the second living room/media room. All of the bedrooms have custom built-in closets, and the spacious ocean-view master bathroom leads to two spacious walk-in closets. The home features high-ceilings, beautiful hardwood flooring throughout, and cypress beams. The living and dining room area have a fireplace, and the open-floor plan leads out to another large balcony overlooking the ocean. Enjoy the gourmet custom kitchen with Thermador gas appliances, a walk-in pantry, and an extra large quartz island with seating. An elevator connects the 3-level home through the grand living spaces that flow seamlessly toward the water, blending indoor sophistication with the beauty of the coast. The lush tropical landscaping evokes the serenity of a private resort. Located just minutes from Siesta Beach, the Village, and the North Siesta Bridge, this rare coastal jewel offers the ultimate combination of elegance, exclusivity, and Gulf-front tranquility—a move-in ready residence truly without equal on Siesta Key.
5880 MIDNIGHT PASS RD #206, SARASOTA, FL 34242
$1,335,000196 Days on yellowkey MLS ID: A4668223
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1982 Tax: $10,871 (2025)Community: CasarinaCondo
Taxes:$10,871
Remarks: Find your beach get-away in this remodeled three-bedroom Casarina condo located on Siesta Key’s famous Crescent Beach. This stunning TURNKEY FURNISHED and updated unit includes an open concept kitchen with high-end custom soft-close cabinetry, designer hardware and granite countertops. The great room was extended to incorporate the balcony into the living space creating an open and airy feeling to this home. A wall mounted television with Sonos audio provides family entertainment. The spacious primary bedroom with a Closet Tech designed walk-in closet opens to a large bathroom with custom cabinets, dual sinks and large walk-in shower. A third bedroom was created during the recent remodel and includes a built-in under window desk. The full-sized laundry room allows for plenty of storage. Luxury vinyl flooring was installed in 2020 in all public rooms. Impact windows were added in 2016. Electric blinds can close off the sliding glass doors to the outside view while all other windows have custom designed plantation shutters. Crown molding and solid wood doors are found throughout the unit. Casarina is an 89-unit condominium complex that sits on 200 feet of private beach and encompasses 7 acres of tropical landscaping. The complex has a clubhouse with kitchen. Spend your days enjoying the beachside pool and spa, play a game of pickleball on one of the two lighted tennis courts, or relax on the island’s famous crystal sand beach. Hop on the free trolley to enjoy the dining, shopping and entertainment at Siesta Key Village. CASARINA ALLOWS OWNERS ONE SMALL PET.
Listing Agent: Suki Scollo (941-587-2289)
5880 MIDNIGHT PASS RD #306, SARASOTA, FL 34242
$1,285,000222 Days on yellowkey MLS ID: A4665591
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $8,594 (2025)Community: CasarinaCondo
Taxes:$8,594
Remarks: Welcome to Your Siesta Key Sanctuary. Step into paradise with this turnkey furnished condo in the highly sought-after Casarina complex, offering 200 feet of private beach access on the world-renowned Crescent Beach. Nestled on a lush 7-acre property, Casarina features beautifully landscaped gardens, tennis and pickleball courts, a beachside pool and spa, an elevated beach deck, and a welcoming clubhouse—all just steps from the famous crystal sands of Siesta Key Beach. Located on the third floor, this residence boasts a newly updated kitchen, luxury vinyl flooring, an updated guest bath, and a new AC unit. Enjoy serene garden views from your 17-foot screened balcony, with a peek-a-boo view of the Gulf and pool areas. Need extra space? The flexible 8’ x 8’ breakfast nook can easily be transformed into a home office or additional sleeping area. Casarina is a well-maintained 89-unit complex with fully funded reserves and recent complex renovations. Owners can bring one small pet, and enjoy the convenience of a covered carport and access to the free Siesta Key Trolley for dining, shopping, and entertainment. Whether you're paddle boarding, kayaking, biking, or simply relaxing on the beach, this condo offers the perfect blend of island lifestyle and resort-style amenities.
2303 LOMA LINDA ST, SARASOTA, FL 34239
$1,899,000123 Days on yellowkey MLS ID: A4676235
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2708 Built: 2025 Tax: $4,955 (2025)Community: Loma Linda ParkSpa: NoSingle Family
Taxes:$4,955
Remarks: Fantastic $100,000 price reduction!!! In the well-established Loma Linda Park neighborhood in Sarasota, this new construction, Divald Homes custom-built two-story home offers a blend of modern design and traditional elements. The home is ideally near downtown Sarasota, Siesta Key and Sarasota Memorial Hospital, with no deed restrictions or HOA fees. The home features four bedrooms and three baths, including a spacious primary suite on the main floor. The open-concept floor plan featuring a 24-by-48-inch modern floor tile throughout, hurricane impact sliding doors and windows offers a light-filled welcoming space ideal for entertaining. The main floor includes a gourmet kitchen, dining area, living room, private den/bedroom 4, primary suite with an ensuite bath and a dedicated laundry room. The chef’s kitchen is a centerpiece, showcasing Bosch appliances, an oversized island with waterfall quartz countertop, and custom floor-to-ceiling full-overlay cabinetry in a beautiful honey-stained wood tone. The living room is highlighted by a striking tile accent wall with custom wood shelving and modern designed 42-inch linear electric fireplace. The living room opens seamlessly to the lanai, complete with an outdoor kitchen, including a gas grill, refrigerator and sink. You will also enjoy the pool with sundeck, oversized outdoor patio and a beautiful backyard with lush native plantings. A convenient pool bath offers direct access from the lanai and the private den. The dining area is elegant and inviting, featuring a statement iron chandelier and a wall of windows overlooking the backyard. Just off the kitchen, the main-floor primary suite serves as a private retreat with a luxurious en-suite bath featuring a marble stone accent wall, a large walk-in shower with seamless glass enclosure, a sculptural slipper tub, double vanity with quartz countertops, natural wood cabinetry, LED mirrors and a spacious walk-in closet with custom built-ins. The laundry room is conveniently near the oversized two-car garage with 12-foot ceilings, large windows for natural light and direct access to the side yard. Upstairs, an ornate wrought-iron and hardwood staircase leads to two additional bedrooms, a beautifully finished guest bath and a versatile flex room ideal for a game room, study or guest accommodations. This thoughtfully designed home offers refined finishes, flexible living spaces and an exceptional location, ideal for enjoying the Sarasota lifestyle.
Listing Agent: Robert Sherman (941-313-1301)
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