Location: Sarasota
Do Not Show Listings
4183 ROBERTS POINT CIR #LOT 18, SARASOTA, FL 34242
$3,400,000230 Days on yellowkey MLS ID: A4669711
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2027 Tax: $11,511 (2024)Community: Roberts Point 2Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,511
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Pre-Construction. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards. Step inside this 3240 sqft home offering four bedrooms, four bathrooms, an open-concept floor plan with high ceilings and premium finishes throughout. It features all hurricane-rated windows and doors and is constructed to be as hurricane and flood-proof as possible-giving you peace of mind while living steps from the water. The kitchen boasts quartz countertops, top-tier appliances, and a spacious island perfect for entertaining. Retreat to the luxurious master suite with spa-inspired bath and expansive walk-in closets. Endless sunshine, gentle breezes, and your own private pool and spa — relax, unwind, and entertain in your personal outdoor oasis. Additional highlights include a private elevator, gas generator and wine room. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Your private escape above it all — a space built for sunsets, sea breezes, and unforgettable gatherings. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
8937 OLDE HICKORY AVE, SARASOTA, FL 34238
$625,00039 Days on yellowkey MLS ID: A4692503
0 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1620 Built: 1995Monthly Fee: $11 Tax: $5,414 (2025)Community: Stoneybrook Golf & Country ClubSingle Family
Taxes:$5,414
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This home is a true gem! Fresh paint, updates throughout, pool, pond view, epoxy garage floor, tile roof, hurricane shutters, and it is furnished too. It won't last long. Buy a home anywhere, buy a lifestyle in Stoneybrook.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Debbie Daviadoff (770-331-9805)
2746 HIBISCUS ST, SARASOTA, FL 34239
$475,00038 Days on yellowkey MLS ID: O6404525
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1819 Built: 1959 Tax: $8,555 (2025)Community: South GateSpa: NoSingle Family
Taxes:$8,555
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Fully renovated Southgate home, set on a spacious, tree-lined corner lot. Ideally located just minutes from Siesta Key Beach, St. Armands Circle, and vibrant downtown Sarasota. Step inside to an open, light-filled layout designed for both comfort and entertaining. This 3-bedroom, 3-bathroom home features a desirable split floor plan, providing privacy for family and guests alike, along with a fenced backyard perfect for relaxing or hosting gatherings. The main bedroom is a true retreat, complete with a walk-in closet and a beautifully updated en-suite bathroom featuring a modern walk-in shower. Two additional bedrooms and full bathrooms complement the home—offering flexibility and convenience for family and guests. The interior showcases brand-new flooring and a beautifully updated kitchen equipped with sleek stainless steel appliances, elegant stone countertops, and a striking island with a suspended exhaust hood—perfect for those who love to cook and entertain. Designer lighting throughout adds a refined, modern touch. The spacious living area centers around a cozy wood-burning fireplace, creating a warm and inviting atmosphere that truly feels like home. This is a rare opportunity to own a move-in-ready home in one of Sarasota’s most desirable locations.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
5097 CREEKSIDE TRL, SARASOTA, FL 34243
$545,000156 Days on yellowkey MLS ID: A4677245
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1873 Built: 2001Monthly Fee: $77 Tax: $3,533 (2025)Community: Carlyle At Villages Of Palm-AireSpa: YesSingle Family
Taxes:$3,533
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Lakeside Living at Its Finest! Meticulously maintained and move-in ready, this inviting 2 bedroom, 2 bathroom 1873 sqft home features the popular Dover Flex floor plan with 2 flex spaces ideal for open-plan entertaining, a home office, or den. Recent updates include GARAGE DOOR OPENER(2025), WATER HEATER PRESSURE VALVE(2025), FRONT ENTRANCE AND REAR LANAI REMOTE HURRICANE SCREENS(2023), GARAGE AND LANAI FLOOR RESURFACING(2023), SPA HEATER(2023), GARAGE DOOR(2022), HVAC(2022), ROOF(2021), (10) IMPACT WINDOWS(2018), AND WHOLE HOME SURGE PROTECTION / WHOLE HOME ALARM SYSTEM PROFESSIONALLY INSTALLED, providing peace of mind for years to come. The open concept layout is designed for comfort and style and flows seamlessly from the kitchen to the formal dining area and living room, enhanced by ceramic tile laid on the diagonal throughout, double tray ceilings, and corn molding. The peacefully positioned and spacious owner’s retreat offers a walk-in closet, dual vanities, and a step-in shower. Carpets in the bedrooms, den, and formal living room were cleaned December 2025. Three separate sliding glass doors open to the oversized lanai, where peaceful lake and preserve views create the perfect setting for relaxation or entertaining. The enlarged screened lanai and inground spa invite you to enjoy Florida living year-round. Ownership in The Carlyle at The Villages of Palm-Aire offers residents a heated community pool, playground, and a versatile sports court for tennis, pickleball, and basketball, all within a deed-restricted community with lush landscaping, LOW HOA dues, NO CDD fees, a pet-friendly setting, and NOT a 55+ community. An added bonus to ownership is the option to join the Palm Aire Country Club, featuring an Olympic-size swimming pool, two 18-hole championship courses, a clubhouse with dining, eight lighted Har-Tru tennis courts, a state-of-the-art fitness center, and a playground. Family-friendly with a mix of residents and organized activities such as book clubs and bunco, this home is conveniently located near the Sarasota-Bradenton International Airport, University Town Center, local shopping and dining, and the beautiful renowned Gulf Coast beaches. Schedule your private showing today and come experience firsthand the comfort, views, and lifestyle this exceptional home and community offers—you won’t want to miss it.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Angie Murph (941-404-8620)
3871 ALAMANDA DR, SARASOTA, FL 34238
$410,000147 Days on yellowkey MLS ID: A4678168
1 Days Off yellowkey (back on 5/5/2026)
REDUCED by $25,000 (5.7%) on 04/24/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1996Monthly Fee: $430 Tax: $3,514 (2025)Community: Mira Lago At Palmer Ranch Ph 3Single Family
Taxes:$3,514
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Call Mira Lago home! WITH A BRAND-NEW ROOF (2025). Huge Price Reduction!!! This home is ideally situated in the heart of Palmer Ranch, a gated, maintenance-free community that offers the ultimate in convenient, carefree living. This beautifully updated 2-bedroom, 2-bath home with a 2-car garage showcases serene lake views from the screened-in patio—perfect for morning coffee, evening wine, and spectacular birdwatching. Inside, the home features engineered bamboo flooring with high-grade underlayment, adding warmth and durability throughout the main living areas. The tiled kitchen is appointed with stainless steel appliances, granite countertops, and a conveniently located washer/dryer closet. The enclosed lanai provides versatile bonus space ideal for a home office, den, or home gym. Other Upgrades include HVAC & Hot Water Heater (2023), Garage Door (2024) Located in a highly sought-after community just minutes from restaurants, shopping, grocery stores, golf courses, and pristine beaches, with a short drive to downtown Sarasota’s renowned theaters, arts, and cultural venues. Schedule your showing today!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Tina Timmons (941-350-5030)
570 S SPOONBILL DR, SARASOTA, FL 34236
$7,800,000140 Days on yellowkey MLS ID: A4679610
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 6579 Built: 2002Monthly Fee: $110 Tax: $54,945 (2025)Community: Bird Key SubSingle Family
Taxes:$54,945
Remarks: Welcome to an exceptional waterfront residence on coveted South Spoonbill Drive, where refined luxury meets Sarasota’s most desirable coastal living. This impressive 5 bedroom, 6.5 bath estate spans 6,846 square feet and is thoughtfully designed for discerning luxury buyers, ideally located on the open water with stunning views towards Lido Key. Soaring ceilings and expansive living areas create a grand yet welcoming atmosphere, filled with natural light and elegant architectural detail. The home offers a seamless flow for both intimate gatherings and large-scale entertaining, enhanced by an elevator providing convenient access across levels. The main-level primary suite serves as a serene retreat with direct access to covered outdoor living areas, allowing you to wake to tranquil water views and gentle coastal breezes. Outdoors, the home truly shines. Enjoy covered outdoor living, a resort-style pool and spa, and 100 feet of updated seawall complete with a private boat lift, providing immediate access to Sarasota Bay and beyond. Completing the estate is a 3-car garage, providing ample space for vehicles, storage, and seasonal convenience. Additional highlights include a new tile roof, an updated seawall, and beautifully maintained grounds designed for year-round enjoyment. Perfectly located just minutes from downtown Sarasota, Lido Beach, and St. Armands Circle, this property offers unparalleled access to world-class dining, shopping, and cultural attractions. Adding to Bird Key’s appeal, the new Bird Key Yacht Club, scheduled for completion in 2026, will feature lighted tennis courts, a fitness center, and a restaurant, further elevating the lifestyle this community offers. This is a rare opportunity to own a premier open-water estate in Sarasota’s most exclusive neighborhood.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Jeffrey Rhinelander (941-685-3590)
4035 BAY SHORE RD, SARASOTA, FL 34234
$9,500,000250 Days on yellowkey MLS ID: A4667415
Bed: 8 Bath: 8.5 Gar: 8 Liv Area Sq Ft: 8875 Built: 2021 Tax: $125,437 (2024)Community: Indian Beach Map OfSpa: YesSingle Family
Taxes:$125,437
Remarks: An Architectural Masterpiece on Sarasota Bay. Commanding one of Sarasota’s most spectacular bayfront settings, this gated estate blends cutting-edge engineering with timeless coastal living. Built on 55 deep concrete piles extending 30 feet underground, the home is constructed entirely of cast-in-place concrete and masonry, including every slab and the roof, creating a true hurricane fortress designed to endure generations. A massive 8-car garage sits beneath this elevated residence on an oversized, fenced lot, offering both privacy and security. Inside, the open-concept layout was intentionally designed with no interior bearing walls, supported only by a few discreet columns per floor—allowing future owners to reimagine the floor plan freely to suit any lifestyle. Outdoors, the property feels like a private resort. The waterfront pool area features sunken seating and a swim-up bar, perfect for entertaining or soaking in Sarasota’s sunsets over the bay. An elevator serves all levels, including the roof, where there’s potential for an extraordinary rooftop terrace with panoramic views of Sarasota Bay and the skyline. Documents are currently being finalized for a dock permit, which will enhance the property’s existing direct Sarasota Bay access and allow for private boat docking in the future. 4035 Bay Shore Road isn’t just built, it’s engineered to impress. A home where modern strength meets pure waterfront serenity.
Listing is courtesy of: LUXIO REAL ESTATE LLC (941-266-0300)
Listing Agent: Hugo Gagliardi (941-266-0300)
5779 WILENA PL, SARASOTA, FL 34238
$620,000115 Days on yellowkey MLS ID: A4682771
REDUCED by $999 (0.2%) on 04/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2004Monthly Fee: $491 Tax: $6,610 (2025)Community: VillagewalkSingle Family
Taxes:$6,610
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to VillageWalk of Sarasota — where sun, water views, and easy living come together. This move-in ready Oakmont offers 3 bedrooms + den, 2.5 baths, and a desirable water view setting. A brand-new roof provides immediate peace of mind, along with a 2017 A/C and newer water heater. Inside, you’ll find: Luxury vinyl flooring in the bedrooms and main living areas, neutral tile in kitchen and baths, plantation shutters, granite countertops and stainless appliances. A laundry room with utility sink and cabinetry for storage. Step outside to a screened lanai overlooking tranquil water — perfect for morning coffee or sunset gatherings. Hurricane shutters add extra protection and value. Built by DiVosta with poured concrete reinforced construction. Located in the gated, amenity-rich community of VillageWalk of Sarasota, residents enjoy a resort-style pool, lap pool, fitness center, tennis, pickleball, clubhouse, and miles of scenic walking paths. At the Town Center meet friends for a drink at the Tiki bar or dine at the restaurant. Villagewalk is in close proximity of Siesta Key beach, Legacy bike trail, dining and more. Ideal for buyers ready to purchase and start living in the Florida lifestyle now. Schedule your showing today.
Listing is courtesy of: TOWN CENTER REALTY (941-929-9333)
Listing Agent: Brenda Mazzone (941-236-1250)
119 MCKINLEY DR, SARASOTA, FL 34236
$6,295,00064 Days on yellowkey MLS ID: A4688706
Bed: 10 Bath: 11.0 Gar: 4 Liv Area Sq Ft: 4443 Built: 2023 Tax: $69,719 (2025)Community: Lido BeachSpa: YesSingle Family
Taxes:$69,719
Elementary School: Fruitville Elementary
Middle School: Booker Middle
Remarks: Coastal luxury meets exceptional investment opportunity on Lido Key. Just steps from the white sands and turquoise waters of Lido Beach, this custom one of a kind residence offers 10 bedrooms, 10 full baths, and 2 half baths in a beautifully designed turnkey furnished setting. Built with a sophisticated contemporary aesthetic, the home features an open concept floor plan spanning multiple living levels, designed for both effortless entertaining and comfortable everyday living. The chef’s kitchen is a true centerpiece, complete with a large quartz island, walk in pantry, panel ready refrigerator, premium appliances, and custom lighting. Each of the 10 bedrooms includes its own ensuite bath, creating a private and luxurious experience for guests and making the home ideal for large gatherings or vacation rental use. Thoughtful design elements, including unique accent walls and upscale finishes, add character and cohesion throughout. Outdoor living is equally impressive, with multiple balconies, an expansive patio, and a private pool and spa that create a true resort-style atmosphere. The upper level offers an additional entertaining space with a wet bar, while the rooftop terrace delivers stunning views and the perfect setting to relax or host guests. An elevator services the home for added convenience, and the spacious primary suite provides a serene retreat with a double vanity, walk-in shower, and a freestanding soaking tub. Located just minutes from St. Armands Circle and a short drive to downtown Sarasota’s dining, shopping, and cultural attractions, this property offers the best of coastal living with strong income potential.
Listing is courtesy of: AMI REALTY GROUP (941-794-0204)
Listing Agent: George Desear (941-725-7163)
316 W ROYAL FLAMINGO DR, SARASOTA, FL 34236
$4,975,000115 Days on yellowkey MLS ID: A4682743
2 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4070 Built: 2001Monthly Fee: $110 Tax: $32,034 (2025)Community: Bird KeySpa: NoSingle Family
Taxes:$32,034
Remarks: Experience serene waterfront living in this custom residence on Bird Key, one of Sarasota’s most prestigious island communities. This exceptional property presents a rare opportunity to own a private slice of paradise, offering sweeping bay views, refined coastal design, and an extraordinary lifestyle at an outstanding value. Designed for both comfort and entertaining, the home features three spacious en-suite bedrooms, including a luxurious primary suite that serves as a tranquil retreat. Wake each morning to panoramic water views, unwind in a spa-inspired hydra-jet soaking tub framed by bay windows, and enjoy dual walk-in closets, dual vanities, and a separate glass-enclosed shower. Rich oak floors, a welcoming fireplace, and custom cherry-wood cabinetry add warmth and sophistication throughout the open-concept living spaces. Double glass doors lead to an expansive lanai, perfect for sunrise coffee or sunset cocktails beside the free-form pool. The generous patio offers multiple seating areas, while a private dock with a 16,000-lb. lift invites effortless boating, kayaking, and fishing adventures. From your backyard, watch dolphins and manatees glide by, with the Gulf of Mexico just a short ride away. The chef’s kitchen is equally impressive, appointed with premium appliances, a six-burner Dacor gas range with dual ovens, rich cherry cabinetry, a central island, and a Sub-Zero wine refrigerator—ideal for hosting unforgettable gatherings. Outside, a circular paver driveway, mature tropical landscaping, and stately Royal Palms create a grand first impression. Positioned on a spacious, protected boat basin with coveted western exposure, the home captures Sarasota’s legendary sunsets in spectacular fashion. Located just two miles from downtown Sarasota’s vibrant arts scene, fine dining, and boutique shopping, the property also offers close proximity to St. Armands Circle and the pristine shores of Lido Beach—placing world-class shopping, dining, and white-sand beaches within easy reach. This is waterfront living at its finest—where elegance, comfort, and coastal beauty meet.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Michael Moulton (941-928-3559)
3601 EGERTON CIR, SARASOTA, FL 34233
$650,000130 Days on yellowkey MLS ID: A4680732
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 2570 Built: 1977 Tax: $3,130 (2025)Community: Beneva ParkSpa: NoSingle Family
Taxes:$3,130
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to a rare Sarasota retreat tucked away in a quiet cul-de-sac with no HOA, no deed restrictions, and no CDD. This versatile home offers flexible five bedrooms, with one or two easily functioning as a private office and den, or creating the perfect 4-bedroom + office layout for those working from home, needing a flex space, or hosting guests. With the freedom to store your boat, RV, or camper — supported by the dedicated shell parking area already in place — this property offers privacy, space, and endless possibilities for families, entertainers, and outdoor enthusiasts alike. Situated on an oversized lakefront lot, this home delivers the kind of features that are increasingly hard to find — a large, deep swimming pool, tranquil water views, a cozy fireplace, and ample room for future expansion. The backyard is truly a standout. Whether you're hosting gatherings, enjoying the Florida sunshine by the resort-style pool, or relaxing in the screened lanai, the outdoor space is designed for both recreation and tranquility. Inside, the home offers generously sized bedrooms and flexible living spaces, making it ideal for large families, multi-generational living, or those needing home offices, guest rooms, or hobby spaces. The living areas are warm and inviting, anchored by a fireplace that adds charm and comfort year-round. Durable LVP flooring installed in 2021, fresh interior and exterior paint completed in 2025, and abundant natural light create a bright, move-in-ready feel. Energy efficiency and storm protection set this home apart. Hurricane-impact windows and front door, Kevlar hurricane panels for the lanai rated up to 190 MPH, and a solar panel system installed in 2023 help keep utility costs exceptionally low — averaging around $30–$50 month, even during the summer. Additional upgrades include a roof (2014), AC system (2017) with regular maintenance, a whole-home water purification system, and a long warranty on the replacement ceiling fans throughout. The property also features two storage sheds, a converted garage, an 8x25 workshop/storage area, and extensive outdoor space with room to expand, customize, or add future enhancements. Located just minutes from Red Bug Slough Preserve, shopping, dining, and Siesta Key’s world-famous beaches, this property blends privacy, freedom, and the best of Florida lifestyle living in one exceptional package. Homes with this combination of space, land, pool, privacy, and no restrictions are truly rare — schedule your private showing today.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Karlenn Peluso (941-356-5345)
1749 LINCOLN PARK CIR, SARASOTA, FL 34236
$3,575,000182 Days on yellowkey MLS ID: A4674729
REDUCED by $175,000 (4.7%) on 05/05/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2001Monthly Fee: $600 Tax: $30,176 (2024)Community: Lincoln Park On Hudson BayouSingle Family
Taxes:$30,176
Remarks: Downtown Waterfront with a straight route to Sarasota Bay and the Gulf of Mexico! Making this home a rare find is the deeded slip, 10,000-pound lift, space for a 30-foot boat, and a meticulously maintained dock by the HOA. Located in the mature-tree lined and cool shaded setting of Lincoln Park on Hudson Bayou, this intimate enclave of just eight residences is serene yet perfectly positioned between downtown Sarasota and Southside Village, placing Morton’s, Veronica’s, Marie Selby, Farmers Market, theatre, dining, shopping, recreation, all within minutes by foot. As you arrive at the park-like setting, the home's Craftsman-style architecture immediately captures attention. A freshly painted exterior featuring HardieBoard siding and accents delivers timeless appeal with low maintenance living in mind. Inside, the residence strikes a perfect balance between comfort and modern sophistication. Every detail reflects the owner's discerning eye for design. A charming brick-lined front porch leads to an inviting entry and a versatile sitting room ideal as a home office, reading nook, or a sunlit spot to enjoy morning coffee. The curated eat-in kitchen is the centerpiece of the home, appointed with upgraded Bosch appliances, a gas cooktop, and thoughtful finishes that elevate both form and function. Adjacent, the spacious living room features a custom built-in entertainment center and offers the perfect setting for relaxed evenings, family gatherings, or conversation with friends. French doors open to a true waterfront sanctuary-an outdoor retreat complete with Brazilian Ipe decking, a heated pool and spa, and peaceful bayou views. The primary suite is conveniently located on the main level, offering a luxurious, spa-inspired bathroom with custom tile work. Upstairs, three generously sized guest bedrooms provide ample space and flexibility. One functions beautifully as a second primary suite, featuring a stunning custom bath that rivals the main suite. A fourth bedroom is currently configured as a den with an armoire and custom cabinetry. It would be remiss not to mention your choice of award-winning beaches a few minutes' drive away. Private showings available by appointment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Michael Hays (941-376-1826)
7324 POINT OF ROCKS RD, SARASOTA, FL 34242
$16,000,000438 Days on yellowkey MLS ID: A4643281
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 5524 Built: 2025 Tax: $32,550 (2024)Community: White Beach Fruit Co PropSpa: YesSingle Family
Taxes:$32,550
Remarks: Newly completed Gulf-front coastal contemporary home on prestigious Siesta Key by Murray Homes. This 5BR/5BA/1HB residence offers approx. 5,500 sq. ft. of living space plus 2,600 sq. ft. of recreational non-conforming space. Features include a gourmet kitchen with large island, walk-in pantry, wine refrigerator, and built-in coffee system, opening to a spacious great room with fireplace. Smart home technology, high-end lighting, and whole-house generator. Outdoor living includes Gulf-front pool and spa with beach shelf, expansive deck, summer kitchen, fireplace, and lounge areas. Upstairs lounge with vaulted wood ceilings and beverage refrigerator, plus 4 en-suite bedrooms, many with Gulf views. Primary suite with soaking tub, oversized shower, and dual vanities. Private beach on a secluded street with panoramic Gulf views. 4-car garage plus golf cart/kayak garage
Listing Agent: Karen Chandler (941-544-4919)
5439 CARTAGENA DR, SARASOTA, FL 34233
$699,00074 Days on yellowkey MLS ID: A4687951
4 Days Off yellowkey (back on 5/5/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2420 Built: 2014Monthly Fee: $278 Tax: $4,204 (2025)Community: Ashton PointeSingle Family
Taxes:$4,204
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. Located in the gated community of Ashton Pointe, this upgraded pool home at 5439 Cartagena Drive, Sarasota, FL 34233 offers the ideal blend of modern design, outdoor living, and prime Sarasota location, just 7.6 miles to Siesta Key Beach and minutes to Downtown Sarasota, I-75, Publix, top-rated schools, dining, and shopping. Built in 2014, this 4-bedroom, 2 full + 1 half bathroom Sarasota pool home features an open-concept floor plan designed for both everyday living and entertaining. The fully updated kitchen features quartz countertops, stainless steel appliances, wood cabinetry, under-cabinet lighting, and a large island, all flowing seamlessly into the main living and dining areas. Upstairs, all bedrooms are privately situated along with a versatile loft/bonus room ideal for a home office, media room, or gym. The spacious primary suite includes a custom walk-in closet, dual vanities, soaking tub, and glass-enclosed shower, while the upstairs laundry room adds everyday convenience. The standout feature is the resort-style outdoor living space, a true backyard oasis. The screened lanai includes a custom pool with a large heated spa, app-controlled system, outdoor bar with commercial-grade ice bin sink, remote-controlled awning, multiple covered seating areas, and two outdoor TVs, perfect for entertaining or relaxing in true Florida lifestyle fashion. Additional upgrades include crown molding, updated lighting and fans, Low-E thermal windows, tile roof, in-wall pest system, security cameras, and exterior outlets for lighting. Low HOA fees include lawn care, irrigation, and landscaping, offering a low-maintenance, maintenance-free lifestyle in one of Sarasota’s most desirable gated communities. This Sarasota Florida home for sale is ideally located near Siesta Key, Downtown Sarasota, Ashton Pointe, and major conveniences, making it a rare opportunity to own a gated community pool home with spa, modern upgrades, and true indoor-outdoor living. This is one of the best opportunities for a Sarasota pool home near Siesta Key with upgraded features, outdoor entertaining space, and prime location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
5345 SIESTA CT, SARASOTA, FL 34242
$1,160,00093 Days on yellowkey MLS ID: A4685607
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2272 Built: 1977Monthly Fee: $45 Tax: $5,278 (2025)Community: Siesta Cove SubSingle Family
Taxes:$5,278
Remarks: Welcome to Siesta Cove on Siesta Key, just minutes from world famous Siesta Key Beach. This bright, well maintained home offers comfortable island living in one of the area’s most desirable neighborhoods. The layout provides excellent flexibility with both a living room and a separate family room, giving you plenty of space to relax or entertain guests. Oversized windows throughout the home bring in natural light and offer beautiful views of the mature tropical landscaping, creating an inviting atmosphere. Built in cabinetry and shelving add character to the living room, while the two skylights in the family room bring in beautiful natural light throughout the day. The kitchen offers granite countertops, a large island with seating, and generous cabinet storage. The cabinets are real maple with soft close drawers and doors, crown molding, and lighted glass display cabinets. Additional conveniences include under cabinet lighting and pull out drawers, making storage easy and accessible. The primary suite serves as a comfortable private retreat. It features a large walk in closet with built in organization and an en-suite bathroom with dual vanities, granite countertops, and a spacious tiled shower. After spending the day at Siesta Key Beach, you can rinse off at the outdoor shower before heading inside. Two outdoor living areas allow you to enjoy Florida’s coastal climate: a front entrance lanai and a private lanai off the family room, both ideal for morning coffee or relaxing in the evening. The side load two car garage enhances the home’s curb appeal and provides additional storage space. Several major systems have already been updated. The roof was replaced in 2020, including two skylights. The home also features PVC sewer lines, the air conditioning system was replaced in 2022, and the water heater was replaced in 2023. Best of all, the property experienced no damage during the recent storms, providing additional peace of mind for buyers. This is a wonderful opportunity to enjoy the relaxed lifestyle of Siesta Key, just minutes from the beach, dining, and everything the island has to offer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
2445 ALAMEDA AVE, SARASOTA, FL 34234
$1,200,000127 Days on yellowkey MLS ID: A4681432
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2901 Built: 1925 Tax: $9,313 (2025)Community: Sarasota Bay ParkSingle Family
Taxes:$9,313
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Under contract-accepting backup offers. The meticulously updated and restored Craftsman-style McCall house features all the charm and vintage vibes of its 1925 construction while offering every convenience of a fully renovated modern home. The roofs on both the main home and the detached garage were replaced in 2023, new AC was installed in 2022, and all the electric and plumbing have been completely updated. A brand new tankless gas water heater and new irrigation well were just installed. In addition to the most recent updates the property was restored and renovated over the course of a decade by Pat Ball, known in the preservation community for his high-quality and sensitive work on some of Sarasota’s most important historic structures, and his wife Judy. Highlights of the Balls’ extensive work include the restoration of the native pine wood floors, the intricate millwork, and the original windows found throughout the home. The kitchen features Bosch and Café appliances, slate countertops, floor to ceiling custom cabinetry, and large windows opening to the oversized veranda. The dining room connects to both the kitchen and front foyer and features a gas fireplace and a custom reproduction Craftsman-style chandelier. The living room, also with a gas fireplace and period fixtures, receives both morning and evening natural light. The south-facing sunroom, a perfect flex-space, features three walls of oversized windows. Upstairs you will find the owner’s suite featuring a walk-in closet, new vintage-style high-end fixtures, and a large en-suite which opens to the upstairs sleeping porch. An additional two bedrooms, each with a walk-in closet, and an additional renovated full bath are also located up the home’s grand staircase. The main home is complemented by an oversized garage, currently used as a custom woodshop and featuring a mini-split AC system. This detached structure also contains a guest suite with full bathroom, a second washer and dryer, and access through French doors to a covered porch overlooking the fully-fenced backyard. Located within the Indian Beach Sapphire Shores neighborhood, known for its lush tropical feel, the home’s landscaping has been designed with Florida-friendly gardens that are both beautiful to look at and easy to care for. Although the property is only 4 blocks from Indian Beach Park on Sarasota Bay, the home is located in an X flood zone where flood insurance is NOT required. The home’s convenient location is only 5 minutes to downtown Sarasota and 10 minutes to St. Armands Circle and the crystal quartz sand of Lido Beach. A great selection of restaurants and coffee shops are within walking-distance of the home. The low-cost and optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnics, and additional social activities. Within the neighborhood you will also find many cultural amenities including the renowned Ringling Museum, Asolo Repertory Theatre, and Sarasota Ballet.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Amanda Gilliland (941-320-1132)
4646 GLEASON AVE, SARASOTA, FL 34242
$1,350,000155 Days on yellowkey MLS ID: A4677470
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2927 Built: 1957 Tax: $7,816 (2025)Community: Ocean Beach RepSingle Family
Taxes:$7,816
Remarks: Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key. Renovated with meticulous attention to detail, this newly updated home features an expansive, light-filled open floor plan with continuous quartzite countertops throughout. It includes two primary suites, one of which flows into its own private kitchenette overlooking the tranquil waterfront. Two lanais and a custom built hot tub and pool complete with a waterfall and color-changing lighting system ensure seamless indoor-outdoor living. Quality and craftsmanship are paramount, and every detail has been thoughtfully considered to ensure superior structural integrity, including the hurricane impact windows and elevated AC condensers. A new roof was installed in 2024, along with new mechanicals, electrical, plumbing, pool surfacing, appliances, and more. This gorgeous island paradise has been fully renovated to both preserve and highlight its architectural elegance. A prime location, this property is ideally situated minutes to the world-famous powdery sands of Siesta Key Beach, less than a mile from charming Siesta Key Village, and near the prestigious Out-of-Door Academy. A quick 5-minute drive over the North Bridge takes you to Sarasota proper and a mere 10 minutes more to the heart of dazzling downtown Sarasota and St. Armands Circle, where you can enjoy a wide selection of fine dining, shopping, and world-class cultural arts and nightlife, making it the ideal home for those seeking the ultimate Florida lifestyle. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Victor Maravi Passara (941-284-3356)
5058 SILK OAK DR, SARASOTA, FL 34232
$335,00049 Days on yellowkey MLS ID: A4691394
0 Days Off yellowkey (back on 5/4/2026)
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1132 Built: 1979 Tax: $3,774 (2025)Community: Brentwood EstatesSingle Family
Taxes:$3,774
Remarks: One or more photo(s) has been virtually staged. Charming and move-in ready 3 bedroom, 1.5 bath block home offering 1,132 sq ft of stylish, low-maintenance living. This well-maintained property features a durable metal roof and a beautifully updated kitchen complete with granite countertops and stainless steel appliances. Ceramic tile flooring runs through the main living areas, while the bedrooms offer comfortable luxury vinyl plank flooring. Step outside to a screened patio overlooking a HUGE fenced private backyard on nearly 1/4 acre—ideal for entertaining, relaxing, or giving pets plenty of space to roam. A 1-car garage adds convenience and extra storage. Located in Brentwood Estates in Sarasota, this home offers a quiet neighborhood setting with easy access to shopping, dining, schools, and everyday essentials. You’re also just a short drive from the beautiful Gulf beaches, including Siesta Key Beach, making it easy to enjoy the best of Florida living.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
11109 SANDHILL PRESERVE DR, SARASOTA, FL 34238
$550,00051 Days on yellowkey MLS ID: N6143983
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2025 Built: 2016Monthly Fee: $478 Tax: $6,210 (2025)Community: Sandhill PreserveSingle Family
Taxes:$6,210
Middle School: SKY Academy Englewood
Remarks: Make this beautifully finished home your own in this popular, open and well laid out, split floorplan. Two bedrooms plus an additional bonus / flex room, Two bathrooms, and an extended two car garage. Enjoy outdoor living with a covered back porch and the upgraded "extended" lanai. Stainless Steel Appliances, drop down pendant lighting, breakfast bar, tile throughout. Primary bathroom features a Large walk-in shower with a bench, dual vanity sinks, large walk-in closet and linen closet. Some updates include New premium Whirlpool gas stove with air fry, a new range hood vent, New Whirlpool dishwasher, and a new Whirlpool gas dryer. All new brushed bronze hardware in the bathrooms and kitchen. All new bronze doorknobs, new keypad front door. HVAC serviced this year, including ducts professionally sanitized and cleaned. Interior all new paint. Sandhill Preserve on Palmer Ranch is a gated community in Sarasota, nestled within the acclaimed Palmer Ranch master plan. In this community you will enjoy resort style amenities including a Clubhouse with social rooms, a full-time on-site lifestyle director, state-of-the-art fitness center, resort style swimming pool, pickleball courts, Har-Tru tennis courts, a spa, outdoor barefoot bar and fire pit.
Listing Agent: Tammy Kitt (941-284-7274)
5618 BRITANNIA DR, SARASOTA, FL 34231
$1,500,00065 Days on yellowkey MLS ID: A4688782
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3163 Built: 1956 Tax: $11,111 (2025)Community: Phillippi Gardens Un 16Single Family
Taxes:$11,111
Remarks: One or more photo(s) has been virtually staged. Brand new build in 2017. No HOA Fee or restrictions. Tucked away on nearly an acre in the desirable Phillippi Gardens area, this private 3-bedroom, 3.5-bath estate offers a rare blend of space, security, and classic Florida charm. Enclosed by a full concrete perimeter wall with an electronic gate, the property provides exceptional privacy and peace of mind in a prime location just minutes from Siesta Key, downtown Sarasota, shopping, dining, and top-rated schools. Designed for both comfort and efficiency, the home features hurricane-impact windows and doors, a durable metal roof, and solar panels with net metering available for energy savings. Additional upgrades include propane service, plantation shutters, and a comprehensive exterior security system with 11 surveillance cameras. Inside, the home offers a warm and inviting layout with spacious living areas, custom details, and seamless indoor-outdoor flow ideal for everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool surrounded by mature landscaping and expansive yard space. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the detached, air-conditioned garages along with an RV hookup. Ample room to store your boat or RV. Set on nearly an acre with room to expand or simply enjoy the space, this unique property boasts privacy and convenience.
Listing Agent: Denise Mei (941-685-3198)
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