Location: Sarasota
Do Not Show Listings
5830 MIDNIGHT PASS RD #63, SARASOTA, FL 34242
$598,000160 Days on yellowkey MLS ID: A4672897
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 728 Built: 1963Monthly Fee: $1,232 Tax: $6,113 (2024)Community: Jamaica RoyaleCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,113
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive. The spacious layout includes a highly desirable extra half bath—a rare and valuable upgrade that enhances comfort for both owners and guests. Inside, you’ll find premium ceramic tile flooring with a warm, wood-inspired finish, European-imported cabinets and interior doors, and modern quartz countertops. The renovated kitchen blends clean lines with elegant finishes, creating a stylish space for cooking, gathering, or entertaining. Other recent upgrades include a new AC and water heater installed in October 2024, providing year-round comfort and peace of mind. Outside your door, you’ll enjoy direct private beach access to Siesta Key’s legendary shoreline—perfect for daily walks, sunset lounging, or soaking up the Gulf breeze. The community also offers three resort-style pools, giving you multiple options for relaxation, swimming, or enjoying the Florida sunshine in a beautifully maintained setting. Whether you're seeking a personal island getaway, a high-demand investment property, or both, this impeccably finished condo delivers the ultimate Siesta Key lifestyle—modern, effortless, and just moments from the Gulf.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Noelle Vihrachoff (570-262-4594)
5830 MIDNIGHT PASS RD #52, SARASOTA, FL 34242
$595,000230 Days on yellowkey MLS ID: A4664667
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963Monthly Fee: $1,231 Tax: $6,077 (2024)Community: Jamaica RoyaleCondo
Taxes:$6,077
Remarks: An investor’s dream! Discover unbeatable income potential with this fully renovated 1 bed, 1 bath condo at Jamaica Royale—a proven high-performing rental generating up to $58,000 annually and already secured with over $30,000 in bookings for 2026. Whether you're seeking a profitable income property, a personal beach retreat, or both, this turnkey unit is positioned to deliver. The spacious open-concept layout features a beautifully upgraded kitchen with peninsula seating, quartz countertops, coordinated backsplash, sleek silver fixtures, and brand-new appliances. Luxury vinyl plank flooring and crown molding create a bright, cohesive coastal aesthetic throughout. The large bedroom includes a king-size bed and generous closet—ideal for extended stays and maximizing guest comfort. The stylish bathroom includes a walk-in shower with coastal tile, glass enclosure, custom vanity, and modern finishes. Perfectly situated just steps from one of Jamaica Royale’s three resort-style pools and a short stroll to Siesta Key’s iconic powder-soft sand, this condo offers the lifestyle renters desire and investors value. With its strong rental history, future bookings in place, and reputation as a top income producer, this property is truly the best of both worlds: a relaxing beach escape and a smart income-generating asset.
7374 ROYAL BIRKDALE DR #15D, SARASOTA, FL 34238
$424,0009 Days on yellowkey MLS ID: A4690483
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2282 Built: 1981 Tax: $4,462 (2025)Community: BallantraeVilla
Taxes:$4,462
Elementary School: Gulf Gate Elementary
Tax Year: 2025
Remarks: Welcome to a refined and effortless way of living within the gated, maintenance-free community of Ballantrae ideally positioned near the Palmer Ranch area. Set among 36 acres of lush, park-like grounds, this impeccably maintained end-unit villa offers the privacy of a single-family residence paired with the ease of low-maintenance ownership. Spanning 2,282 square feet of air-conditioned living space, this true three-bedroom, two-bath home features a thoughtfully designed open layout with a renovated kitchen, light cabinetry, and casual dining area flowing seamlessly into expansive living and family rooms, all finished with hard-surface flooring throughout. Natural light fills the interiors, drawing attention to tranquil green views, while an enclosed, vented lanai extends the living space year-round and is enhanced by motorized hurricane shutters. The primary suite serves as a peaceful retreat with a flexible sitting area or office nook, generous closet space, and serene surroundings, while two additional guest bedrooms offer versatility for visitors or workspace. Designed for both comfort and peace of mind, the home includes a brand-new roof (2024), newer HVAC system, updated water heater, replumbing, and full hurricane protection with roll-down shutters on all windows. Ballantrae is known for its quiet, beautifully maintained setting where mature landscaping and open green space create a sense of calm, and its maintenance structure allows for a true lock-and-leave lifestyle. Perfectly located, the home is just minutes from the world-renowned white sands of Siesta Key Beach, the shops and dining of Gulf Gate, and convenient access to Interstate 75 and U.S. Route 41. Downtown Sarasota’s waterfront, restaurants, theaters, and cultural venues are close by, along with leading medical facilities including Sarasota Memorial Hospital and Doctors Hospital of Sarasota, while St. Armands Circle, Lido Key, and Longboat Key are just beyond. Combining thoughtful updates, storm-ready features, and a peaceful natural setting with exceptional proximity to Sarasota’s best offerings, this residence presents a compelling opportunity for full-time living or a seasonal retreat.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Sharon Chiodi (941-809-0380)
711 S PALM AVE #302, SARASOTA, FL 34236
$1,525,00020 Days on yellowkey MLS ID: A4688989
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1815 Built: 2019 Tax: $15,916 (2025)Community: 7 One One PalmSpa: NoCondo
Taxes:$15,916
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: One or more photo(s) has been virtually staged. Positioned in the heart of downtown Sarasota, 711 S Palm Avenue offers a rare blend of privacy, scale, and walkability along one of the city’s most desirable streets. Set just moments from the bayfront, marina, and Sarasota’s top dining and cultural destinations, this residence captures the essence of effortless downtown living. The home is thoughtfully designed with a layout that balances everyday comfort and entertaining, featuring light-filled living spaces, well-proportioned rooms, and a seamless connection between indoor and outdoor areas. Expansive windows invite natural light throughout, while carefully considered design elements create a sense of warmth and livability. The kitchen serves as the central gathering space, designed for both function and hosting, with ample storage, quality appliances, and an easy flow into the main living and dining areas. Private bedroom suites provide comfortable retreats, while the primary suite offers a quiet escape with generous proportions and a well-appointed bath. Outdoor spaces are equally inviting, offering room to relax or entertain while enjoying the energy of downtown just beyond. Whether as a full-time residence or seasonal retreat, the property presents a compelling opportunity to own in a location where everything Sarasota has to offer is just outside your door.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Susan Pelton (941-321-1007)
3332 THORNWOOD RD #3332, SARASOTA, FL 34231
$288,000111 Days on yellowkey MLS ID: A4675963
REDUCED by $4,500 (1.5%) on 04/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981 Tax: $3,848 (2025)Community: Crooked Creek Sec 1Condo
Taxes:$3,848
Elementary School: Wilkinson Elementary
Remarks: Private Nature Retreat Minutes from Siesta Key What if your Florida home felt like a private nature retreat—yet was only minutes from the world-famous beaches of Siesta Key? This beautifully updated first-floor 2-bedroom, 2-bath residence in the unique Crooked Creek community offers the perfect blend of peaceful surroundings and Sarasota convenience, with lush tropical landscaping, winding pathways, and direct access to the stunning 72-acre Red Bug Slough Preserve. Offering over 1,450 sq ft of living space, this light-filled condo has been thoughtfully updated since 2021. The spacious 10’ x 26’ Florida room has been enclosed with floor-to-ceiling impact windows and sliding glass doors, creating a bright additional living area that brings the beauty of the outdoors in. Interior features include tile flooring throughout, updated bathrooms, recessed lighting, ceiling fans, hallway laundry with washer and dryer (2021), and NEW A/C (2024), new water heater. The kitchen offers wood cabinetry, solid surface counters, a large roll-out pantry, breakfast bar seating, and updated appliances (2023–2024), including a brand-new refrigerator (Dec 2025). Crooked Creek is a peaceful enclave of just 78 residences, thoughtfully designed to blend with the surrounding natural landscape. Residents enjoy direct access to scenic walking and biking trails, fishing, playgrounds, and picnic areas within the beautiful Red Bug Slough Preserve—making this a true nature lover’s paradise. Community amenities include a lar heated pool, tennis and pickleball court, gazebo, grilling area, renovated kitchen at pool with bathrooms and an outdoor shower. Condo owners also have a storage locker in within a large community shed. Each unit comes with one assigned covered carport and includes ample additional parking for guests. The community is financially strong, with HOA fees reduced from $671 in 2025 to $632 per month in 2026. All of this just minutes from Siesta Key Beach, shopping, dining, and everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
3105 TRUSTEE AVE, SARASOTA, FL 34243
$400,000113 Days on yellowkey MLS ID: A4677124
REDUCED by $15,000 (3.6%) on 04/25/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1579 Built: 2018Monthly Fee: $317 Tax: $5,722 (2024)Community: University VillageHalf Duplex
Taxes:$5,722
Elementary School: None
High School: None
Middle School: None
Remarks: This Charming, move-in ready home features 2 bedrooms plus a den, 2 bathrooms, and a 2-car garage, all complemented by stunning lake views. Nestled within a gated community, it is conveniently located just minutes from downtown and in close proximity to renowned beaches, shopping centers, schools, fine dining, golf courses, and the airport. The residence boasts an open great room concept, seamlessly connecting the living spaces with a fully equipped kitchen, making it ideal for entertaining family and friends. The covered and screened patio, pre-plumbed for gas and water, provides a private retreat with picturesque views of the lake and surrounding nature. Constructed to high standards, this home is equipped with hurricane shutters and has not sustained any damage from prior hurricanes. Additionally, it is situated outside of flood zones. The community offers a range of amenities, including a clubhouse with a heated pool and spa, a dedicated grilling area, and a dog park. The HOA fees encompass landscaping, exterior painting and pressure washing of homes, as well as internet and cable TV services. All Information to be verified by Buyers Agent
Listing is courtesy of: TRU LIFE REAL ESTATE LLC (614-584-0205)
Listing Agent: Khalil Rabah (614-584-0205)
5162 BOCA RATON AVE, SARASOTA, FL 34234
$119,000185 Days on yellowkey MLS ID: A4669539
REDUCED by $5,000 (4.0%) on 04/21/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 780 Built: 1960Monthly Fee: $132 Tax: $2,678 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,678
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Move-in Ready Home| NO Flood Zone | No lot rent | Financing Available| Enjoy the Sarasota lifestyle in this beautifully remodeled 3-bedroom, 1-bath turnkey home located in Tri-Par Estates, known for its resort-style amenities and unbeatable location. This 55+ community is just minutes from downtown Sarasota, marinas, dining, museums, SRQ Airport, and the world-famous beaches of Siesta Key and Lido Key. Step inside to discover a bright, open layout, a new kitchen, and thoughtful finishes throughout. The home has been fully renovated, including energy-efficient mini-splits for year-round comfort. Tri-Par Estates delivers resort-style amenities: a large pool, a brand-new large spa (nearly finished), a tiki hut, pickleball, a fitness center, shuffleboard, mini-golf, horseshoes, and game rooms with ping-pong and billiards, plus arts & crafts and a lively clubhouse that hosts dinners, dances, meetings, and yes, bingo. Ownership here is simple: you own the land, and there’s no separate HOA payment; the annual $1,648 assessment is included in your property taxes. The community is golf-cart friendly, with optional RV/boat storage when space permits. Schedule your private showing today.
Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)
Listing Agent: Larissa Smith (614-338-5489)
1724 CHERRY LN, SARASOTA, FL 34236
$2,250,000193 Days on yellowkey MLS ID: A4668989
REDUCED by $150,000 (6.3%) on 04/25/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2919 Built: 2005 Tax: $12,880 (2024)Community: Burns RealtySpa: YesSingle Family
Taxes:$12,880
Remarks: Welcome to your own private Spanish-Mediterranean-inspired sanctuary, perfectly nestled in the heart of Sarasota’s historical Laurel Park. This rare exquisitely updated 4-bedroom, 3.5-bath residence blends timeless charm with modern sophistication offering a dynamic combination of style, comfort, and versatility. This private gated home offers a separate guest or in-law suite with a full kitchen and en-suite bath ideal for extended family, visitors, or potential rental income. Step outside into a lush, resort-style backyard, where tropical landscaping frames a shimmering turquoise saltwater pool/spa and a retractable awning to enjoy your personal oasis for relaxing afternoons or elegant entertaining. Inside, the main home's fully renovated first level boasts European white oak flooring, a thoughtfully designed chef’s kitchen, and bespoke finishes throughout. Unique touches include a custom ventilated cat retreat tucked playfully beneath the staircase, blending charm and creativity. The newly crafted white oak staircase leads to the upper level, where the white oak floors continue and lime-washed plaster walls create a soft, elevated ambiance that’s both serene and stylish. All of this, just steps away from the vibrant lifestyle of downtown Sarasota; including Burns Court, Selby Gardens, and an abundance of dining, arts, and cultural attractions. There is also a kayak launch around the corner, so you're able to venture out via Hudson Bayou to the bay or to the neighborhood's "pocket park" on Laurel Street. With unmatched walkability and a one-of-a-kind design, this home offers a rare opportunity to live beautifully in one of Sarasota’s most beloved neighborhoods.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachel Miller (941-900-4074)
5400 OCEAN BLVD #9-4, SARASOTA, FL 34242
$874,000198 Days on yellowkey MLS ID: A4668312
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 928 Built: 1970 Tax: $8,471 (2025)Community: TerraceCondo
Taxes:$8,471
Remarks: Discover coastal luxury at Beach Terrace, one of Siesta Key's most coveted addresses. Perfectly positioned at the end of the village with direct Gulf of Mexico frontage, this exceptional 1 bedroom, 1 bathroom corner residence offers an unparalleled beachfront lifestyle with breathtaking panoramic views that truly set it apart. This thoughtfully designed condominium showcases sweeping vistas that capture the essence of Florida's Gulf Coast living. From the pristine white sands of Siesta Key Beach to the sparkling aqua waters of the Gulf, and extending to the glittering skyline of downtown Sarasota and even Longboat Key in the distance, the views are simply extraordinary. At night, watch as the twinkling lights of Siesta Key Village and downtown Sarasota create a magical backdrop that makes this easily one of the best views on Siesta Key. One of the standout features of this residence is the three spacious private balconies that provide the perfect vantage points to embrace the coastal lifestyle. Start your morning with coffee while watching the sunrise, unwind with spectacular sunset views in the evening, or simply soak in the panoramic scenery throughout the day. These outdoor spaces are truly an extension of your living area and offer unmatched opportunities to experience the beauty of Siesta Key from every angle. Enter through an inviting tiled foyer that flows seamlessly into the well-appointed kitchen. The generous living area features dual sliding glass doors that flood the space with natural light and frame the expansive views of Siesta Key and the beach beyond. Imagine relaxing on your couch while gazing at the sparkling waters of the Gulf, this is everyday living at Beach Terrace. The dining area offers ample room for entertaining family and friends with gorgeous views. Beach Terrace provides resort-style amenities that complete the coastal living experience. Residents enjoy an elevated heated saltwater pool, a modern fitness center, and a welcoming community room, all just steps from your private beach access. Everything you need for the ultimate Florida lifestyle is right at your doorstep. This is more than just a home; it's a lifestyle. Beach Terrace combines the tranquility of a secluded Gulf-front location with the convenience of being nestled at the end of the charming Siesta Key Village. Location, location, location! Don't miss this rare opportunity to own a piece of paradise in one of Florida's most desirable beach communities, where stunning views and coastal elegance come together in perfect harmony.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
3300 S BENEVA RD #224, SARASOTA, FL 34232
$215,000471 Days on yellowkey MLS ID: A4634478
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,437 (2023)Community: Fairways & GreensSpa: NoCondo
Taxes:$2,437
Tax Year: 2023
Remarks: 0.2 mi to Publix • 3 mi to Sarasota Memorial Hospital • 5.5 mi to Siesta Key Beach • Includes Zillow 3D Tour & Matterport Tour Move-in-ready and fully furnished 2-bedroom, 2-bath condominium in a secured elevator building close to Sarasota’s key amenities. This second-floor residence offers approximately 1,084 sq ft of single-level living with a spacious 9' × 14' screened lanai overlooking the community pool. Recent improvements include hurricane-impact windows and a new roof completed last year, providing peace of mind and energy efficiency. The interior features an updated kitchen and bathrooms, wood-style flooring, and an in-unit laundry room for added convenience. The floor plan includes an open living and dining area with direct access to the pool-facing lanai, creating an ideal indoor-outdoor extension of the living space. The primary suite offers ample storage and an updated bath, while the guest bedroom and additional full bath provide flexibility for visitors or home workspace needs. This condo also includes one assigned covered parking space plus abundant guest parking throughout the community. From this central Sarasota location, reach Arlington Park (2.5 mi) for aquatic facilities, fitness center, tennis, pickleball, basketball, and walking paths. Explore Downtown Sarasota (4 mi) for dining, shops, and Bayfront Park, or head to Siesta Key Beach (5.5 mi) for world-famous coastline. Additional anchors include Legacy Trail access (2.2 mi), Walmart Neighborhood Market (0.9 mi), Starbucks (1.2 mi), Westfield Siesta Key (2.5 mi), and direct routes via US-41 (2 mi) and I-75 (3.8 mi). This furnished condominium combines an updated interior, secured lobby access, an elevator, pool views, and proximity to Sarasota’s beaches, parks, shopping, and medical services. Be sure to view the Zillow 3D Tour and Matterport walk-through for a complete look at the layout and features of Unit 224.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jill French (941-600-8281)
530 SAINT ANDREWS DR, SARASOTA, FL 34243
$430,0007 Days on yellowkey MLS ID: A4690819
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1593 Built: 1963 Tax: $4,878 (2024)Community: Whitfield Country Club Estates 1Single Family
Taxes:$4,878
Remarks: Discover easy Florida living in this updated 3-bed, 2-bath home located in the highly desirable Whitfield Country Club Estates—where there are no HOA fees and plenty of room to make the home your own. Perfect for first-time buyers, downsizers, or anyone craving a relaxed coastal lifestyle, this home features a freshly landscaped yard, a spacious fenced backyard, and a handy storage shed nestled among mature trees. Step into the large Florida room with NEW hurricane-impact windows and a mini-split heat/AC system (2026) adding an additional 363 sq ft of year-round HVAC space—an ideal spot to enjoy morning coffee or evening downtime with peaceful views of the greenery. Major upgrades give you peace of mind, including: Metal roof (2023), A/C system (2021), Updated electric panel (2023), Repiped (2020), Water heaters (2022 & 2005). Inside, the home offers generously sized rooms and an inviting living area perfect for hosting friends or family. Two bedrooms also feature their own wall-mounted mini-split units for added comfort during warmer months. All of this is set in a well-established, walkable neighborhood just minutes from beautiful beaches, great restaurants, shopping, museums, golf, and the airport. Move-in ready and easy to love—schedule your showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
7713 BLUE MOON RUN, SARASOTA, FL 34241
$642,98452 Days on yellowkey MLS ID: A4685508
1 Days Off yellowkey (back on 4/25/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1843 Built: 2026Monthly Fee: $442Community: Esplanade At Skye RanchSingle Family
Taxes:$0
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Dedicated Study. New Construction - July Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Monte at 7713 Blue Moon Run in Esplanade at Skye Ranch. Escape the ordinary with the Monte floor plan, a charming one-story retreat designed for comfort and ease. Step through the front porch and into a bright foyer that opens to an airy haven where the great room, kitchen and dining area all flow together beautifully, leading to a serene lanai perfect for quiet evenings. Tucked away, the private primary suite offers a calming escape with its spa-inspired bathroom and spacious walk-in closet. Toward the front of the home, you’ll find a cozy bedroom, a full bathroom, a convenient laundry room and a flexible space ideal for a game room, craft room or whatever you dream up. With thoughtful design and inviting warmth throughout, this home feels like a peaceful getaway every day. Additional Highlights Include: Tray ceiling package, powder bath in place of storage, 10' ceilings on first floor, interior 8' doors, and outdoor kitchen rough-in. Photos are for representative purposes only. MLS#A4685508 Live the inspired lifestyle at Esplanade at Skye Ranch. As the true signature of an Esplanade community, residents enjoy unique and plentiful opportunities to stay active, fit and relaxed and have access to a number of exciting amenities, including an exceptionally appointed resort campus, multiple pools, fitness center, gymnasium with basketball courts, community parks, sports fields, tennis, bocce, and pickleball courts, pet park, and more.
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
161 VISTA HERMOSA CIR #26-A, SARASOTA, FL 34242
$539,000202 Days on yellowkey MLS ID: A4667260
REDUCED by $20,000 (3.6%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1971 Tax: $4,555 (2025)Community: Vista HermosaVilla
Taxes:$4,555
Remarks: Price Reduction! One of the best Values on Siesta Key! Discover the perfect blend of privacy, convenience, and income potential with this beautifully renovated, freestanding Villa located in the heart of Siesta Key. Tucked away in the sought-after Vista Hermosa community, this light-filled retreat offers the feel of a private home with all the benefits of low-maintenance island living. This newly renovated, two bedroom two bath, Villa showcases: impact windows and doors, stainless steel appliances, ceramic plank flooring throughout, Washer/Dryer and beautiful, coastal furnishings. Just a short stroll brings you to the powdery sands of Crescent Beach, one of the Gulf Coast’s most beloved spots for sun, surf, and stunning sunsets. Whether you're looking for a personal coastal getaway or a lucrative investment, this villa delivers – with biweekly rental options that allow you to generate steady income throughout the year. Inside, enjoy a freshly updated interior featuring modern finishes and a bright, open layout. Outside, hop on the free Siesta Islander Trolley for easy access to vibrant Siesta Village, where you'll find charming shops, restaurants, and entertainment. This is your chance to own a move-in ready, income-producing villa in one of Florida’s most desirable beach communities. Home is being offered turn key furnished.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Joe Kesslak (941-321-8585)
5966 MIDNIGHT PASS RD #G113, SARASOTA, FL 34242
$1,675,000156 Days on yellowkey MLS ID: A4673331
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1970 Tax: $13,949 (2025)Community: Palm Bay Club ISpa: YesCondo
Taxes:$13,949
Remarks: Discover the rare opportunity to own a penthouse-level residence in the iconic Tower at the Palm Bay Club on Siesta Key—where panoramic Gulf views and effortless island living come together in one exceptional offering. This spacious 2-bedroom, 2-bath condominium sits high above the shoreline, capturing sweeping vistas of the turquoise waters and legendary Siesta Key sunsets from its exclusive Gulf-facing position. Offered turnkey furnished, the residence provides immediate enjoyment and comfortable living. One step inside and the jaw-dropping view will immediately command your attention and admiration. A cozy space, the kitchen is bright and white and offers updated recessed lighting, stainless appliances and a convenient bar of buffet complete with glass front cabinets for the display of your beloved treasures. The smart tile flooring throughout means easy maintenance from your sandy adventures. Generously sized bedrooms, an open living area, and large windows framing the Gulf create a bright, airy environment ideal for both personal retreats and vacation guests. With Palm Bay Club’s desirable three-day minimum rental policy, owners have the flexibility to maximize income while still reserving time for personal use. Onsite rental management options make ownership remarkably simple, providing a seamless, hands-off experience for those seeking convenience. Residents and guests of the Palm Bay Club enjoy access true beach to bay living with an array of resort-style amenities, including private beach access with powdery quartz sand, two heated pools, a bayside fishing pier, tennis and pickleball courts, a fitness center, boat docks available and more. Whether you envision it as your personal island escape, a high-performing rental investment or an ideal balance of the two, this penthouse condo offers an exceptional chance to experience the best of Siesta Key’s Gulf-front lifestyle. Combined with the community’s prime location nested ideally between Siesta Key’s north village and south village at Captain Curt’s Plaza, this property delivers the ideal blend of exclusivity, income opportunity, and easygoing coastal living.
Listing Agent: Rudy Dudon (941-234-3991)
430 BIRD KEY DR, SARASOTA, FL 34236
$2,150,0006 Days on yellowkey MLS ID: A4691206
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2498 Built: 1973Monthly Fee: $110 Tax: $22,378 (2025)Community: Bird Key SubSingle Family
Taxes:$22,378
High School: Pine View School
Remarks: This tastefully updated and remodeled single story home is ideally located within the sought after Bird Key neighborhood. Set on a large corner lot, it features a clean, contemporary style that feels both current and easy to live in. The home offers three bedrooms, two and a half bathrooms, and a two car garage, creating a comfortable and well balanced living environment. Inside, the open concept split floor plan provides both flow and definition, with separate living and family rooms suited to modern living. The remodeled kitchen features quartz countertops and sleek contemporary cabinetry and is centrally positioned to connect the main living, dining, and family spaces. Both living areas open through impact sliding glass doors to the lanai and pool, creating an easy transition between indoor and outdoor living. Fully opening sliders from the living and family rooms extend the space onto the pool deck, making the home particularly well suited for entertaining. The primary suite includes a spacious bedroom, walk in closet, and an updated en suite bathroom. Two additional guest bedrooms and a bathroom are located on the opposite side of the home, offering privacy for family and guests. The generously sized family room easily incorporates a small home office area. Recent improvements include a new tile roof in 2025, whole house propane generator 2025, a newer air conditioning system in 2023, and impact windows for added security and peace of mind. Bird Key offers one of Sarasota’s most desirable locations, just minutes from downtown Sarasota, St. Armands Circle, and Lido Beach. Residents also benefit from the nearby Bird Key Yacht Club, currently undergoing a full redevelopment and expected to reopen early in 2027 as a premier destination for boating, tennis, and social activities. PLEASE NOTE FRONT DOOR ENTRY IS LOCATED ON BOBWHITE WAY.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
901 BEACH RD #205, SARASOTA, FL 34242
$639,00045 Days on yellowkey MLS ID: A4686468
REDUCED by $10,000 (1.5%) on 04/21/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $5,156 (2025)Community: La Siesta CondominiumsCondo
Taxes:$5,156
Remarks: Welcome to the iconic La Siesta Condominiums, directly across from the main beach access of Siesta Key where coastal charm meets effortless beach days. Perfectly positioned just 100 steps from the powdery sands of Siesta Key Beach, this beautifully appointed turnkey furnished second floor condo offers breathtaking Gulf views and an unmatched connection to one of the nation’s most iconic shorelines. Designed for prime vacationing, this income producing vacation rental features an updated interior with coastal-inspired finishes including a modern kitchen, luxury vinyl plank flooring and a dining area. The primary bedroom has a king bed, secondary bedroom features two twin beds, and a queen sleeper sofa in the living room. The open-concept living space is filled with that special Siesta Key sunshine that just hits differently. You are met with a seamless flow between indoors and out featuring a hurricane rated slider door that leads you to a private balcony that becomes your front-row seat to unforgettable sunsets over the Gulf of Mexico. Ideal for both personal enjoyment and income potential, this investor-friendly property allows for up to 52 weeks of rentals annually, offering exceptional flexibility and the opportunity to maximize returns in one of Florida’s most sought-after beach destinations utilizing the professional full-time rental management program. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, a covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured into 2026. Located just minutes from the vibrant charm of Siesta Key Village and the south bridge, you’ll have easy access taking the Siesta Key trolley to boutique shopping, waterfront dining, and experience the laid-back island nightlife. Let’s make this coastal paradise a part of your story!
Listing Agent: Ann Allen (407-949-4457)
2890 ASHTON RD #5, SARASOTA, FL 34231
$475,00082 Days on yellowkey MLS ID: A4680789
REDUCED by $24,900 (5.0%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 2011Monthly Fee: $245 Tax: $3,662 (2025)Community: The Enclave Of Webberlin PlaceSingle Family
Taxes:$3,662
Remarks: Welcome to Ashton Enclave! 3 Bedroom, 3 Full Baths with a den. Beautiful open floor plan flows throughout with an abundance of natural light. This home offers two primary bedrooms with en-suite bathrooms, one on each floor. Enjoy coffee on your screened-in porch or dine on the your large deck looking over the pond. Great outdoor space to entertain. Situated only 2 miles from Siesta Key Beach. Conveniently located close to shopping and restaurants as well.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Amy Nadell (941-539-5424)
4821 VICTORIA AVE, SARASOTA, FL 34233
$130,00068 Days on yellowkey MLS ID: A4683518
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 303 Built: 1955 Tax: $1,866 (2025)Community: Hollywood GardensMobile Home
Taxes:$1,866
Elementary School: Ashton Elementary
Remarks: Investor Special! Mobile Home on 0.18 Acres, Prime Sarasota Location. Opportunity knocks on Victoria Ave in Sarasota 34233! This 0.18-acre property features A mobile home in need of TLC, offering excellent potential for renovation, rental income, or redevelopment (buyer to verify). Located in a highly desirable central Sarasota area: Just minutes to Proctor Rd, Close to shopping and dining, Short drive to Downtown Sarasota, Quick access to I-75, On the same street as Ashton Elementary School. Strong upside potential in an established neighborhood with ongoing growth and demand. Great opportunity for investors, builders, or buyers looking to create value in a prime location. Property sold as-is.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Millie Zaa (941-306-6346)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$694,000203 Days on yellowkey MLS ID: A4667640
INCREASED by $5,000 (0.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Taxes:$8,165
Remarks: WE HEARD YOUR FEEDBACK. UPDATES ARE COMPLETE. THIS CONDO NOW SHOWS LIKE A MODEL. Welcome to your front-row seat to Sarasota Bay at the highly sought-after Regency House on Gulfstream Avenue. This beautifully updated 2-bedroom, 2-bath residence sits on the 4th floor and offers 1,424 sq. ft. of bright, open living space—plus a wall of floor-to-ceiling windows that deliver sparkling bay views from morning coffee to sunset cocktails. The open-concept living and dining areas are flooded with natural light (yes, it’s as good as it sounds), while the designer kitchen features stone countertops, custom cabinetry, and stainless-steel appliances—perfect for hosting, entertaining, or simply enjoying the view while pretending you’re on vacation. The primary suite is a peaceful retreat with panoramic water views, a generous closet, and a beautifully updated ensuite bath. The second bedroom is equally spacious and flexible—ideal for guests, a home office, or a stylish retreat of your own. Residents of Regency House enjoy resort-style amenities including a 24-hour concierge, heated pool, updated clubroom, and secure covered parking—all designed for effortless downtown living. Located just steps from Marina Jack, Bayfront Park, Main Street dining, shopping, galleries, parks, live music and Sarasota’s vibrant arts and cultural scene, this is downtown waterfront living done right. Easy to schedule showings. Come see why this is one of the BEST values on the Bayfront—and why you’ll want to act fast.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
4566 HIDDEN VIEW PL #7, SARASOTA, FL 34235
$379,00014 Days on yellowkey MLS ID: A4690147
REDUCED by $20,900 (5.2%) on 04/25/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1750 Built: 1985Monthly Fee: $650 Tax: $3,966 (2025)Community: Hunters Walk - HamletsTownhouse
Taxes:$3,966
Remarks: $20K PRICE REDUCTION!! Welcome to one of the most special residences in the serene community of Beekman Lakes, conveniently located just minutes from both downtown Sarasota and the University corridor. Homes in this sought after maintenance-free community are hard to come by and this one should check all your boxes with impressive updates including the Big Ticket items. NEW ROOF 2024, NEW AC 2022, NEW SCREEN ENCLOSED LANAI 2022, NEW APPLIANCES 2023-2026. The oversized windows and vaulted ceilings create an airy and voluminous feeling not to be outdone by the gorgeous lake views to the South where endless species of birds take refuge. The house is anchored by a well appointed chefs kitchen with floating island offering abundant prep space and seating. A built in beverage fridge and separate dedicated dining room with built in buffet make this house very well suited for year round living and entertaining alike. All three bedrooms are very generously sized and the primary suite offers his and her closets and sinks as well as extra storage space in the master bathroom. A glass enclosed atrium off the dining room offers a unique opportunity for artistic expression or additional storage. Come see for yourself and fall in love with this very unique slice of paradise. Note the HOA fee covers internet, landscaping, irrigation, property insurance, pest control and common amenities including the heated pool and spa.
Listing is courtesy of: UPTOP REAL ESTATE SERVICES, LLC (941-554-4896)
Listing Agent: Adam Kabinoff (941-554-4896)
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