Location: Sarasota
Do Not Show Listings
1421 N LAKE SHORE DR, SARASOTA, FL 34231
$4,695,000137 Days on yellowkey MLS ID: A4674749
Bed: 4 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 4217 Built: 2021 Tax: $31,036 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$31,036
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Perfectly positioned on a spacious, private lot in the prestigious and highly sought-after Oyster Bay Estates community, the residence embodies exceptional design, architectural intention, and refined livability. Custom designed and built by distinguished, award-winning Platinum Coast Construction and completed in 2021, this 4-bedroom / 4 full & 2 half bath modern masterpiece was crafted with uncompromising detail and a focus on seamless indoor–outdoor living. Inside, a host of elevated finishes creates a sophisticated yet welcoming atmosphere. Level 5 flat-smooth walls, engineered oak hardwood flooring, 8' solid-core and obscure glass interior doors, 10" baseboards, floating vanities in all baths, and Quartz surfaces throughout promote a clean, modern aesthetic. A dramatic 72" glass fireplace anchors the living area, while the gourmet kitchen boasts high-performance appliances including a Thermador push-to-open column refrigerator, column freezer, 24" wine preserver, Bosch dishwasher, Bosch combo oven/microwave, and 36” induction cooktop. The striking 175-bottle wine room with stone wall adds a stunning design focal point for entertainers and collectors alike. The primary suite offers a spa-like retreat with marble finishes, a Wetstyle soaking tub, and an enclosed outdoor garden area with tropical landscaping, wood decking, and a private outdoor shower. Guest suites each feature en-suite baths and access to a serene outdoor spa-like space with lush plantings, decking, and an outdoor tub and shower—creating peaceful, private escapes separate from the main living areas. Designed for true resort-style living, the exterior features a spectacular 18' x 30' pool and spa with a custom waterfall wall, surrounded by tropical landscaping. The fully equipped outdoor kitchen includes a 42” Blaze gas grill, under-counter refrigerator, outdoor sink, and storage drawers. Additional features include hurricane-impact windows, an advanced security system, irrigation system, and a distinctive 4-car garage with wood-look paneling and a stunning mahogany double-door entry with obscure glass. Situated just moments from Siesta Key, downtown Sarasota, and within walking distance of the prestigious Field Club, Oyster Bay Estates is celebrated for its beautiful streetscapes, active social atmosphere, and proximity to the water and premier amenities. This exceptional residence offers luxurious contemporary living in one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
1240 HILLVIEW DR, SARASOTA, FL 34239
$16,950,00020 Days on yellowkey MLS ID: A4688990
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4852 Built: 1992 Tax: $80,000 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$80,000
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood-paneled library, formal dining with 12-foot ceilings, and a wetbar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.
9104 BERNINI PL, SARASOTA, FL 34240
$949,99927 Days on yellowkey MLS ID: A4687261
2 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2567 Built: 2023Monthly Fee: $438 Tax: $5,720 (2025)Community: Artistry Ph 2C & 2DSpa: NoSingle Family
Taxes:$5,720
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Positioned on one of the most coveted lakefront homesites within Artistry Sarasota, this impeccably enhanced Monet residence embodies a refined, tranquil lifestyle with a thoughtful balance of privacy, elegance, and modern comfort. Lush, mature landscaping lines both sides of the backyard, creating a secluded sanctuary while preserving sweeping water views and generous space for a future pool—an ideal backdrop for quiet mornings and effortless outdoor living. The residence offers a sophisticated and functional layout with three ensuite bedrooms, a dedicated den, and a well-appointed powder room for guests. The primary suite with wood effect Porcelain tile flooring is a serene retreat, oriented to capture long lake vistas and soft natural light enhancing the home’s calming atmosphere. Inside, the interiors present a crisp, luminous aesthetic complemented by carefully curated upgrades, including large format high gloss tile. The great room is anchored by a custom-designed fireplace feature, framed by solid white oak built-in shelving and cabinetry with integrated lighting—delivering both architectural presence and warmth. Over $130,000 in builder and owner enhancements elevate the home throughout, including whole-house plantation shutters, bespoke drapery, custom office built-ins, and a redesigned laundry room with added cabinetry and workspace. Further refinements include large-format polished tile flooring across the main living areas, quartz surfaces in the kitchen, soft-close cabinetry with crown detailing, designer lighting, and spa-inspired bathrooms with tile extending to the ceiling. The outdoor living experience is equally considered, with a screened patio enclosure, professionally reimagined landscaping, and sealed paver driveway completing the home’s polished presentation. As one of the most extensively upgraded Monet residences currently available, this property offers a rare level of completion and move-in readiness within the community. Residents of Artistry Sarasota enjoy a gated, maintenance-free environment complemented by resort-style amenities, including a clubhouse, pool, pickleball and basketball courts, playground, and scenic walking trails. With no CDD fees and a location outside of a flood zone, the home also provides peace of mind. Ideally situated, this residence offers convenient access to The Mall at University Town Center, championship golf courses, acclaimed dining, and the renowned cultural and waterfront destinations of Sarasota—including its world-class beaches and vibrant arts scene. Furnishings may be available separately.
5237 TURTLE CREEK LN, SARASOTA, FL 34232
$799,00068 Days on yellowkey MLS ID: A4683092
0 Days Off yellowkey (back on 3/3/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3932 Built: 1979 Tax: $8,468 (2025)Community: Turtle CreekSpa: NoSingle Family
Taxes:$8,468
Elementary School: Fruitville Elementary
Remarks: Under contract-accepting backup offers. Rare Multi-Family Estate on 1 Acre in Turtle Creek, Sarasota – No HOA or Deed Restrictions Don’t miss this exceptional multi-family property in Sarasota’s Turtle Creek area—a rare opportunity offering space, flexibility, and income potential all on 1 private acre with no deed restrictions and no HOA. The main residence features 3 bedrooms, 3 bathrooms, and 2,719 sq ft under air with a spacious open floor plan designed for comfortable living and entertaining. The large kitchen flows seamlessly into the main living area and formal dining room, while an additional bonus/flex room offers the versatility to serve as a fourth bedroom, home office, or media room. The roof and fascia were replaced in 2022, providing added peace of mind. Step outside to a fully fenced backyard with a generous 30x18 deck, ideal for outdoor dining, entertaining, or relaxing in total privacy. There is also an above-ground pool, with ample room to add a custom in-ground pool if desired. The separate guest house is a true standout feature—offering 2 bedrooms, 2 bathrooms, and 1,216 sq ft under air with its own private entrance and dedicated electrical panel. The guest home includes a spacious kitchen, living room, and a large 25x22 screened lanai, creating the perfect setup for multigenerational living, extended guests, or rental income. Behind the guest house, you’ll find a 16x12 workshop, ideal for hobbies or storage. Located in the highly desirable Sarasota, Florida market, this property is just minutes to Downtown Sarasota, near Sarasota Memorial Hospital, and surrounded by premier shopping and dining. Enjoy being only 15 minutes from Siesta Key Beach, consistently ranked among the best beaches in the United States. Properties offering a main home plus guest house on acreage in Sarasota are increasingly difficult to find—especially without HOA restrictions. Whether you're seeking multi-generational living, investment potential, or space to spread out in a prime Sarasota location, this Turtle Creek property delivers unmatched versatility and value.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Jane Ebury Sinclair, Pa (941-726-9360)
3641 STOKES DR, SARASOTA, FL 34232
$499,90017 Days on yellowkey MLS ID: A4689591
REDUCED by $10,100 (2.0%) on 04/23/2026
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 1916 Built: 1960 Tax: $4,614 (2025)Community: Ridgewood Estates Add 04 Resub 01Single Family
Taxes:$4,614
Elementary School: Brentwood Elementary
Remarks: Spacious and beautifully updated 5-bedroom, 2-bath pool home in the heart of Sarasota—offering no deed restrictions, no HOA, and no flood insurance required. This fully rehabbed home welcomes you with a bright living room featuring stunning designer metallic flooring. The flexible 5th bedroom is currently used as a home office, perfect for today’s lifestyle. Major updates include a metal roof (2012) and new HVAC system (2025) for peace of mind. The kitchen shines with new appliances, designer-added storage units, and a striking palm frond tile backsplash, creating both style and functionality. The dining room features a built-in closet with a charming barn door closure. Enjoy added convenience with an indoor laundry room equipped with a tankless water heater. The home is fully fenced for privacy and includes ample outdoor storage, along with new shutters throughout for enhanced curb appeal. Step outside to your private pool area—ideal for relaxing or entertaining. This home is being sold partially furnished, making it move-in ready or a great investment opportunity. Centrally located near the interstate, hospitals, medical facilities, shopping, and a wide variety of dining options. A rare opportunity to own a 5-bedroom pool home in Sarasota priced below market—don’t miss it!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
3651 COUNTRY PLACE BLVD, SARASOTA, FL 34233
$829,000165 Days on yellowkey MLS ID: A4672158
1 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2228 Built: 1981Monthly Fee: $42 Tax: $5,384 (2024)Community: Country PlaceSingle Family
Taxes:$5,384
Elementary School: Wilkinson Elementary
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Welcome to Country Place! Tucked away in one of Sarasota’s most established and desirable neighborhoods, this stunning 4-bedroom, 3-bath pool home has been completely reimagined inside and out, offering 2,288 square feet of modern design and effortless functionality. Every detail has been thoughtfully curated to create a residence that feels both stylish and timeless. Step inside to an open, light-filled layout featuring new wood-look porcelain tile flooring and base trim throughout. The chef’s kitchen is a showpiece equipped with soft-close cabinetry, white glass appliances, quartz countertops, and an expansive island perfect for gathering and entertaining. The adjoining living and dining spaces flow seamlessly to the screened pool area, where a resurfaced pool with new tile and fresh landscaping provide the perfect backdrop for relaxation and outdoor living. The private owner’s suite is a serene retreat, showcasing a solid wood double vanity, designer fixtures, and a spa-like shower with elegant champagne bronze and matte black finishes. Two additional fully renovated bathrooms feature the same high-end details, including Kohler cast iron bathtub, Delta faucets, and soft-close double vanities. Major system upgrades include a new shingle roof, 5-ton HVAC system, new sewer and water supply lines, new skylight, and fresh interior and exterior paint - ensuring peace of mind and true move-in readiness. With a spacious two-car garage, thoughtful layout, and refined finishes throughout, this home perfectly balances sophistication and everyday comfort. Country Place offers a quiet, convenient Sarasota location close to Siesta Key Beach, shopping, dining, and top-rated schools - a true hidden gem for those seeking space, privacy, and modern luxury. Don’t miss the opportunity to experience this remarkable home where craftsmanship, comfort, and contemporary Florida design come together flawlessly.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lindsay Nock (941-735-7005)
7606 37TH STREET CIR E, SARASOTA, FL 34243
$299,0008 Days on yellowkey MLS ID: O6397676
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1638 Built: 1988Monthly Fee: $15 Tax: $2,940 (2024)Community: Crescent Lakes Ph 3Spa: NoSingle Family
Taxes:$2,940
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Short Sale. Located in the Crescent Lakes community of Sarasota (Manatee County), this 3-bedroom, 2-bath home offers approximately 1,638 square feet of living space with a two-car garage and a functional single-story layout. The home is situated on a cul-de-sac lot with a peaceful pond view, providing a quiet residential setting. Interior features include an open living area with vaulted ceilings, a kitchen with breakfast bar, and a primary suite with walk-in closet. The property also offers outdoor living space with a screened and covered patio area, along with a storage shed for additional utility. With a low HOA fee and no minimum lease restrictions, this property offers flexibility for both owner-occupants and investors. Conveniently located near shopping, dining, schools, and major roadways throughout the Sarasota and Bradenton areas. The property is located in Flood Zone X. The home appears to be in need of extensive repairs inside, as well as needing a roof replacement. Buyers should verify all information. Agents: Please review all private remarks prior to scheduling a showing.
Listing is courtesy of: KELLER WILLIAMS ELITE REALTY (239-949-8338)
Listing Agent: Jonathon, Pa Mcleod (239-357-8938)
6457 SAMOA DR, SARASOTA, FL 34241
$485,00042 Days on yellowkey MLS ID: A4669743
1 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1700 Built: 1975 Tax: $1,760 (2025)Community: Lake SarasotaSingle Family
Taxes:$1,760
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Beautiful Home in LAKE SARASOTA 4/2/2 with POOL ~ A gathering home for any occasion. It is ready for grilling and chilling or whatever your heart desires. This home has a long history of comfy, cozy welcoming energy full of fun and happiness that has lasted generations. It is now ready for new memories to be made. Truly a home to grow into and entertain. Enjoy the split ranch style layout of this 4-bedroom, 2 bath home with living, dining, and family rooms that include patio/pool area, 2 car garage and an ample sized shed. This home is move in ready and has the opportunity for the new owners to make decorating touches to suit. Envision a beautiful weekend or holiday with 3 large sliding glass doors that open out to an expansive 28’ x 13’ patio with a cedar wood ceiling and fully enclosed pool. This home goes from regular daily routines to weekend fun, to festive evening swims with glow sticks and then onto peaceful, tranquil evenings relaxing by the pool. It offers flexibility that still promotes togetherness when needed and adds separation for quiet days. It has perfect adaptability for fostering continued growth for all phases of life. It features a new roof, upgraded electrical panel, as well as a code-compliant water heater and a hurricane garage door. Located in excellent neighborhood with great neighbors. The moment is here to share this home’s legacy and be the host of its next adventure. Public Dog Park Close by and a Lake Available for Canoeing - Easy Access to I-75 Short Ride to UTC MALL Area!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
4060 WEBBER ST, SARASOTA, FL 34232
$360,0006 Days on yellowkey MLS ID: A4691042
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1546 Built: 1960 Tax: $3,916 (2025)Community: Southern ViewSpa: NoSingle Family
Taxes:$3,916
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to 4060 Webber Street—an ideally located Sarasota home offering convenience, flexibility, and access to some of the area’s most sought-after outdoor amenities. Just moments from the Legacy Trail, the Sarasota Springs Trailhead, Downtown Sarasota, UTC, and world renowned beaches. This property is perfect for those looking to enjoy all that the Florida lifestyle has to offer. The home features a comfortable layout with inviting living spaces and plenty of natural light, enhanced by luxury vinyl plank flooring throughout the main living areas and primary bedroom for a clean, modern feel. The living room is anchored by a cozy wood-burning fireplace, creating a warm focal point for relaxing or entertaining. The spacious, open kitchen offers ample room for cooking, gathering, and hosting, making it the true heart of the home. The property features a fully fenced yard with a double gate on the side, providing direct access to a concrete pad—ideal for storing a boat, trailer, or additional vehicles. With no HOA restrictions, you’ll enjoy the freedom to make the most of your property without added limitations—whether for personal use or investment purposes. Located just a short drive to Siesta Key, downtown Sarasota, shopping, dining, and major roadways, this home combines accessibility with lifestyle appeal. Don’t miss this opportunity to own a versatile property in a prime central Sarasota location
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Derek Robbins (941-356-4906)
8021 TIMBER LAKE LN, SARASOTA, FL 34243
$575,0006 Days on yellowkey MLS ID: A4690940
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1538 Built: 1981Monthly Fee: $35 Tax: $4,926 (2025)Community: Palm-Aire At SarasotaSingle Family
Taxes:$4,926
Remarks: Enjoy peace of mind in this beautifully updated home, perfectly situated on an oversized 0.43-acre lot offering exceptional privacy and space. Thoughtfully upgraded with major improvements, this property is truly move-in ready. Recent updates include a new roof (2025), A/C (2020), and plumbing (2016), along with stylish interior upgrades completed in 2023 featuring gorgeous wood flooring, a fully renovated kitchen, and a luxurious bathroom with high-end finishes. New interior doors and modern light fixtures. The desirable split floor plan and high ceilings create a bright, open layout ideal for both everyday living and entertaining. Step outside to the oversized screened lanai with tranquil water views—perfect for relaxing or hosting guests—with plenty of room to add your dream pool. Enjoy a low annual HOA fee of just $420 and optional golf membership nearby at Palm Aire Country Club. Located just minutes from The Mall at University Town Center, downtown Sarasota, Lido Beach, and St. Armands Circle, this home offers the perfect blend of convenience and lifestyle.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Julianna Kovacs (941-518-6485)
1150 52ND ST, SARASOTA, FL 34234
$355,0006 Days on yellowkey MLS ID: O6400956
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1136 Built: 1959 Tax: $3,097 (2025)Community: Armstrong Acres Surv Lt 1 RSingle Family
Taxes:$3,097
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Experience the quintessential Florida lifestyle in this charming coastal retreat located in the desirable Desoto Lakes community. This beautifully maintained residence captures the essence of Sarasota living with a bright, open interior that seamlessly blends comfort and style. The heart of the home features a spacious living area that flows effortlessly into a functional kitchen, perfect for both casual morning coffee and evening entertaining. The split floor plan ensures maximum privacy, highlighted by a serene primary suite and well-appointed guest bedrooms. Step through the sliding glass doors to discover your private outdoor oasis—a generous, fenced-in backyard that offers the ideal canvas for a lush tropical garden, a future pool, or weekend gatherings under the Florida sun. Notable features include a durable exterior, an attached garage for convenient storage, and a prime location that places you just minutes from the world-class shopping and dining at University Town Center. With easy access to the pristine sands of Siesta Key and Lido Beach, as well as the vibrant arts scene of downtown Sarasota, this home offers an incredible opportunity to own a piece of paradise.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (407-907-5501)
6820 AVENIDA MARBELLA, SARASOTA, FL 34238
$489,9006 Days on yellowkey MLS ID: A4690139
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1695 Built: 1991Monthly Fee: $125 Tax: $5,164 (2025)Community: MarbellaSpa: NoSingle Family
Taxes:$5,164
Elementary School: Gulf Gate Elementary
Remarks: Welcome to your serene waterfront retreat, where stunning water views create the perfect backdrop for everyday living. Enjoy picturesque views from the living room, den, great room, and spacious primary suite—bringing natural beauty into nearly every corner of the home. This thoughtfully designed residence features 2 bedrooms, 2 bathrooms, plus a versatile den—ideal for a home office, guest space, or hobby room. The open great room floor plan is enhanced by high ceilings, pocket sliding glass doors to the lanai, creating a bright and airy atmosphere perfect for both relaxing and entertaining. Step outside to your private caged heated pool and lanai, complete with a retractable awning for customizable shade—perfect for enjoying Florida’s outdoor lifestyle year-round. Located in a desirable gated community on Palmer Ranch, you’re just minutes from world-renowned Siesta Key Beach, the Legacy Trail, Gulf Gate Library, and convenient access to I-75 for easy travel. Significant updates provide peace of mind, including a new AC (2020), tile roof (2019), electrical service (2022), a beautifully updated kitchen featuring quartz countertops and crown molding in the great Room, dining Room, kitchen & den. The home was also re-piped in 2005. Additional highlights include an interior laundry room, paver entry walkway, and a spacious 2-car garage with a deep utility sink. This is the perfect blend of comfort, convenience, and scenic beauty—schedule your private showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
2421 PROSPECT ST, SARASOTA, FL 34239
$645,90099 Days on yellowkey MLS ID: A4677367
REDUCED by $1,600 (0.2%) on 04/23/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 972 Built: 1956 Tax: $4,592 (2025)Community: Arlington ParkSingle Family
Taxes:$4,592
Elementary School: Alta Vista Elementary
Remarks: Now Offered at a Rare Value...Welcome to 2421 Prospect Street in Arlington Park’s Tightly Held RUSTIC LODGE…This Elegantly Refined Florida Mid-Century Retreat with Modern Coastal Finishes is Rooted in Sarasota’s Golden Era…the 1950s Marked a Time When Homes Were Designed & Built with Longevity & Craftsmanship—2421 is a Beautiful Reflection of That Legacy…Approached Not as a Renovation but as a Custom Crafted Rebuild...A Design-Conscious Builder Honored the Original Vision While Elevating the Residence to Meet Today’s Expectations for Style, Comfort, and Quality…the Integrity, Proportions, and Character Remain Intact, Now Enhanced by Refined Finishes, Seamlessly Integrated Contemporary Systems, Forward-Thinking Infrastructure, and Improvements Aligned with City of Sarasota Code…Sleek, Clean & Effortlessly Cool—As Though the 1950s Walked Into 2026 with Style…Expansive New PGT Impact Windows, Sliders & Doors Bathe the Home in Light While Preserving Tranquility…Every Detail Has Been Carefully Considered, Including All New Plumbing with Cast Iron Replacement Under the Slab, All New Electrical, HVAC Ductwork, and Engineered Structural Enhancements to Create an Open Floorplan...Insulated Interior Walls in Key Areas, Blown Attic Insulation, Tankless Water Heater, Fresh Paint, White Oak Style Plank Flooring with Four-Inch Baseboards, Frameless Glass Shower Doors, Custom Walk-In Closets, and Soft-Close Cabinetry Throughout…Curated Quartz Countertops Extend Across the Gourmet Chef’s Kitchen, Catering Pantry, Dry Bar, and Bathrooms…Recently Enhanced with a Brand-New Stainless Steel LG Dishwasher & New GE Profile Refrigerator…Additional Home Features Include Glass Tile Backsplashes, Substantial Kitchen Island with Tile Accent Lighting, and Vented Range Hood…Discreetly Integrated Throughout is a Fully Automated Smart Home System Offering Complete Flexibility—Including Remote Entry Keypads, Wireless Alarm, Ring Cameras, Motion Detectors, Panic Buttons, Remote-Control Ceiling Fans, USB & USB-C Outlets, Nest Thermostat, and Digitally Controlled Irrigation—Allowing the Home to Be Fully Automated or Enjoyed Traditionally at the Owner’s Preference…A Fully Screened Lanai with Custom Tongue & Groove Ceiling Extends the Living Space Outdoors, Complemented by New Epoxy Flooring Leading to the Paver Patio with Pool, Spa & Expansion Concepts Available…The Grounds Have Been Curated with a Six-Figure Landscape & Lighting Package, Fully Fenced, Double-Gated Privacy, Mature Junipers, Lush Clusia Hedges, Olive Trees, Bird of Paradise, and Fragrant Jasmine…A Three-Bedroom, One-and-a-Half-Bath Residence in the Heart & Soul of Arlington Park—Just Blocks to Legacy Trail and Arlington Park & Aquatic Center Hosting Live Music Events Alongside Pickleball, Tennis, Basketball Courts, Playgrounds, a Dog Park, Walking Trails, and Two Pools…Blocks to Sarasota Memorial Hospital, Minutes to Downtown Sarasota, Siesta Key, Longboat Key, Anna Maria Island, UTC Mall, and a Depth of Dining & Cultural Offerings Favored by Locals…Just a Fifteen-Minute Drive to Sarasota-Bradenton International Airport…Weekly Rentals Are Allowed, Not in a Flood Zone, No Storm Damage, No HOA, and Offered Turn-Key Furnished or Thoughtfully Curated to Buyer Preferences…Passed Down Through Only Two Owners Since the 1950s, This Home Represents Stewardship, Architectural Lineage, and Forward-Thinking Living…It’s Timeless, Intentional, and Unmistakably Rare…Schedule Your Private Tour Today & Live a Fuller Life!
Listing is courtesy of: FULLER GROUP (941-961-3100)
Listing Agent: Bo Fuller (941-961-3100)
413 ISLAND CIR, SARASOTA, FL 34242
$3,299,00020 Days on yellowkey MLS ID: A4689084
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2994 Built: 2026Monthly Fee: $4 Tax: $10,496 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$10,496
Remarks: Experience the pinnacle of coastal luxury in this newly constructed masterpiece, ideally located just moments from the beach and a short walk to the vibrant shops, dining, and entertainment of Siesta Village. Situated on an oversized lot, this exceptional property offers added privacy, space, and presence rarely found in this sought-after location. Featuring 4 bedrooms, a private office, and 4.5 bathrooms, the home blends modern elegance with thoughtful design at every turn. A striking first impression begins at the grand entry, where sleek modern pivot doors set the tone for the refined finishes found throughout. Inside, soaring ceilings and expansive living spaces are filled with natural light, while oversized sliding glass doors create a seamless connection between indoor and outdoor living. The chef’s kitchen is a true centerpiece, showcasing custom flat-panel cabinetry, premium Thermador appliances, and a hidden entrance to a spacious walk-in pantry—offering both style and function. Every detail has been carefully curated, from custom built-ins in select bedrooms to the high-end finishes that create an atmosphere of refined comfort. The main living spaces open effortlessly to a private outdoor retreat featuring a resort-style pool and spa, sun shelf, and panoramic screened enclosure with elegant glass railings—perfect for entertaining or relaxing in complete privacy. Car enthusiasts and those in need of extra storage will appreciate the impressive three-car garage with 17-foot ceilings and a built-in car lift, allowing space for a fourth vehicle or additional elevated storage—an exceptional and rare amenity. Designed with both luxury and resilience in mind, this home offers peace of mind in any season. Built elevated and engineered for coastal living, it is equipped with a buried 500-gallon propane tank and a whole-house generator—providing reliable, uninterrupted power during outages. Combined with modern construction standards and durable materials, this residence delivers a level of security and preparedness rarely found in homes this close to the water. Complete with integrated smart home features including a whole-home speaker system and security cameras, this residence offers the very best of modern coastal living. More than just a home, this is a lifestyle opportunity in one of Siesta Key’s most sought-after locations—where luxury meets lasting peace of mind.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniel Dabrowski (847-274-2960)
8700 TRATTORIA TER, SARASOTA, FL 34238
$544,000230 Days on yellowkey MLS ID: A4664708
REDUCED by $5,000 (0.9%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1689 Built: 2015Monthly Fee: $521 Tax: $4,469 (2024)Community: Cobblestone On Palmer RanchSingle Family
Taxes:$4,469
Remarks: In the gated community of Cobblestone on Palmer Ranch in Sarasota, this waterfront beauty has been impeccably maintained by the original owners. This prime location at the end of a cul-de-sac offers two bedrooms, two baths with an office which could be a third bedroom and a separate dining area. This home's bright open floor plan and spacious kitchen with breakfast bar lead to the lanai overlooking the pond. The split plan home offers a luxurious primary suite with lake views and a second bedroom that is en-suite as well. The extended screened lanai offers serene views of the pond, ideal for entertaining and outdoor living. Additional highlights include a larger-than-average lot ensuring privacy and an oversized two-car garage. Cobblestone on Palmer Ranch is a gated community with excellent amenities, including a beautiful clubhouse with workout facilities, game room, pool with spa, dog park, playground and pickleball courts and is just two blocks from the Legacy Trail. A gem, this vibrant community is five miles to Siesta Key Beach's and seven miles to downtown Sarasota. This home, in this community, is the answer to your Florida lifestyle dreams. Windows and doors are hurricane-rated. Flood zone X, no flood insurance required.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Holly Switow (941-735-3186)
4513 MONDRIAN CT, SARASOTA, FL 34240
$1,425,00022 Days on yellowkey MLS ID: A4688462
3 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3064 Built: 2024Monthly Fee: $438 Tax: $10,749 (2025)Community: Artistry SarasotaSpa: YesSingle Family
Taxes:$10,749
Remarks: Under contract-accepting backup offers. Sunsets stretch wide across the water in this newly constructed and thoughtfully enhanced waterfront residence in Artistry Sarasota, where every detail has already been elevated beyond the original build. Positioned on a premium homesite with unobstructed western views, this 3BR/3BA home with a dedicated office or flexible den offers a refined take on modern Florida living, shaped by light, space and a seamless connection to the outdoors. Showcasing over $600,000 in combined builder, pool, and custom designer upgrades. A paver drive and walkway lead to glass double front doors, where soaring ceilings and wood floors immediately set a tone of openness and quiet sophistication. The living area is anchored by a custom-designed feature wall with stone fireplace, integrated shelving and accent lighting, creating a striking focal point without overwhelming the space. Double sliders open fully to the lanai, drawing the outdoors in and placing the water view at the center of daily living. The flowing open floor plan centers around a beautifully appointed gourmet kitchen, featuring an expansive quartz waterfall island and quartz countertops that continue seamlessly into the backsplash. For the Chef in the family, enjoy entertaining with the beautiful GE Monogram appliance suite that includes, a natural 36” gas cooktop, a 30" built-in Advantium convection microwave, 30" electronic convection wall oven, 48” built-in side-by-side double door refrigerator and the 30” fully integrated dishwasher. The kitchen is designed to gather around and is adjacent to the dining area that keeps everything connected for both entertaining and everyday use. Just beyond, a custom-built office or den offers exceptional flexibility, finished with a full wall of cabinetry, integrated workspace and concealed outlets that keep everything clean and organized behind closed doors and a custom-built bar with refrigerator and beautiful shelves and accent lighting. The primary suite is a true retreat, generously sized and oriented toward the water, with views over the pool and lake. A tray ceiling adds dimension, while the bath is designed as a showpiece, featuring dual vanities, a large glass walk-in shower and beautifully executed tilework. Outdoors, the experience is elevated in every direction. A custom Coast to Coast pool anchors the setting with a spa, sun shelf and multiple water features, all framed by a clear-view screen that preserves uninterrupted sightlines to the lake and sunset sky. The extended lanai provides ample room for gathering, while a custom outdoor kitchen with a beautiful granite countertop, Truflame grill, Nipus refrigerator and a unique gas feature designed to convert for pizza cooking adds another layer of functionality and enjoyment. Additional enhancements throughout the home include upgraded lighting, a custom laundry space, a mudroom seating area and a 3-car tandem garage, all contributing to a residence that feels complete, intentional and ready to enjoy from day one. Artistry Sarasota, known for its architectural elegance and expansive lush green spaces, offers a maintenance-free lifestyle with two gated entrances, a resort-style clubhouse, fitness and yoga studio, an expansive heated saltwater pool with cabanas, pickleball and basketball court and miles of scenic walking trails, all set within a central location close to golf, shopping, dining, Lakewood Ranch Waterside, UTC Mall, and Sarasota’s most desirable destinations.
Listing Agent: Tracey Stetler (941-266-9001)
404 S POLK DR, SARASOTA, FL 34236
$1,700,0007 Days on yellowkey MLS ID: A4689616
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2260 Built: 1960 Tax: $16,784 (2025)Community: Lido Beach Div B ResubSingle Family
Taxes:$16,784
Remarks: Welcome home to 404 S Polk — A Phenomenal Coastal Retreat on Lido Key-- Timeless beach charm meets modern ease in a bright, airy home that’s been loved, enjoyed, and meticulously maintained by the same family for 65 years. Impeccably renovated and extended with both families and beachgoers in mind, this 4BR/3BA residence sits on a SPRAWLING CORNER LOT with a grassy front yard and a fenced-in backyard patio and dining area perfect for grilling your fresh catch. Effortless indoor/outdoor living flows from two primary suites (one on the main floor and one upstairs) to a bright and open VAULTED CEILING entryway, a welcoming family room, casual dining area, and a separate formal dining room. IMPACT WINDOWS & SLIDERS provide relief for out-of-state owners. Sleek, updated kitchen featuring granite countertops and stainless steel appliances, alongside updated baths and a NEWER ROOF for peace of mind. An ideal setting for every lifestyle — family living, long-weekend getaways, vacation memories, or endless RENTAL OPPORTUNITIES. Prime location just STEPS from the powdery quartz-sand beaches and turquoise waters of Lido Key. The 2nd-floor balcony is your front-row seat for cool Gulf breezes, beach views, and spectacular bright orange sunsets. Parking is a premium on the beach, but this home has plenty of space with a tandem 2-car garage, and space for 3 cars in the circular driveway! A 4-minute walk to Lido Beach Pavilion: public pool, on-beach dining (including lobster roll favorites), covered seating areas, and convenient beach equipment rentals. St. Armands Circle is about half a mile away, offering restaurants, boutique shopping, live music, and entertainment. Easy access to Sarasota’s Bayfront, theaters, opera, and museums via a short drive over the John Ringling bridge.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
1335 40TH ST, SARASOTA, FL 34234
$949,00012 Days on yellowkey MLS ID: A4688091
Bed: 6 Bath: 6.0 Liv Area Sq Ft: 4188 Built: 1930 Tax: $4,473 (2025)Community: Palm GroveSingle Family
Taxes:$4,473
Elementary School: Tuttle Elementary
Remarks: Once-in-a-generation opportunity to own one of Sarasota’s most unique and versatile properties. Set on a lush, private acre within city limits, this rare multi-unit compound blends income potential, lifestyle flexibility, and future development upside in a way that’s nearly impossible to find. At the heart of the property is a charming, retreat-like main residence offering over 2,000 sq ft of living space, surrounded by mature tropical landscaping and anchored by majestic grandfather oaks. Attached is a private mother-in-law suite with its own entrance, while the two additional one-bedroom units provide immediate, reliable rental income. Whether you’re an owner-occupant, investor, or visionary builder, the possibilities here are exceptional: • Live in the main home while generating income from multiple units • Operate as a high-performing Airbnb or long-term rental property • Create a private family compound or wellness retreat • Expand and develop on included buildable lots The property has demonstrated income potential in the $70K–$90K+ range, depending on rental strategy. Beyond the structures, the land itself is a standout feature—offering a vibrant, almost jungle-like setting with a diverse collection of mature fruit trees including multiple varieties of mango, avocado, banana, lychee, loquat, and more. Outdoor living is elevated with a tranquil screened-in patio, multiple decks, outdoor spa-like shower and tub, and two large multi-use outbuildings. The larger structure offers incredible flexibility—ideal for a yoga studio, art space, workshop, or additional storage. Key Highlights: • Multi-unit income property (triplex configuration) • No HOA • All units currently leased with reliable tenants • Two additional buildable lots included in the sale • Ample parking and flexible layout options • Updated interiors with modern kitchens, bathrooms, and tile flooring Located just minutes from Downtown Sarasota, St. Armands Circle, Lido Key, and SRQ Airport, this property combines privacy and convenience in one compelling package. Opportunities like this are rare—this is more than a property, it’s a platform for lifestyle, income, and long-term upside.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jeremy Egglefield (941-809-9200)
381 BOB WHITE DR, SARASOTA, FL 34236
$2,495,000102 Days on yellowkey MLS ID: A4678714
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3774 Built: 2003Monthly Fee: $89 Tax: $14,487 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$14,487
Remarks: Poised within the prestigious enclave of Bird Key, 381 Bob White Drive is an exquisitely appointed garden residence defined by understated luxury, architectural balance, and refined coastal living. The home offers four bedrooms, three-and-a-half baths, a private office and nearly 3,800 square feet of thoughtfully curated interiors, complemented by a three-car garage and exceptional curb appeal framed by manicured landscaping. Thoughtfully remodeled in 2013, with continuous renovations in 2014 and 2018, the residence showcases rich hardwood flooring throughout, beautifully updated baths, and a timeless palette of finishes that feel elevated and inviting. A paver drive and lush gardens create a gracious arrival, while the home’s flowing layout lends itself equally well to intimate daily living and polished entertaining. The primary suite, on the main level, is a serene retreat with generous proportions, walk-in closets and a spa-inspired bath with dual vanities, a soaking tub and walk-in shower. Direct access to the pool deck enhances the sense of privacy and ease. The split-bedroom design continues upstairs, where a spacious bonus room, two additional bedrooms, and a full bath provide ideal accommodations for guests or flexible living. The gourmet kitchen anchors the home with sleek countertops, custom cabinetry, a breakfast bar and thoughtfully expanded storage, including additional cabinetry and a built-in wine cooler. A sunlit breakfast nook overlooks the pool, while the formal dining room, just beyond the kitchen, offers an elegant setting for gatherings and celebrations. Outdoor living is beautifully curated with a heated pool, a well-appointed outdoor kitchen and multiple seating areas, all surrounded by mature landscaping that creates a sense of privacy and tranquility. A well-water irrigation system with upgraded sprinklers supports the home’s lush, garden-like setting. Ideally, between downtown Sarasota and St. Armands Circle, Bird Key remains one of the area’s desired addresses. Residents enjoy proximity to Bird Key Yacht Club, as well as effortless access to the beaches of Lido Key, Longboat Key and Siesta Key. 381 Bob White Drive presents a rare opportunity to enjoy elevated garden living in one of Sarasota’s iconic communities, where timeless elegance and an exceptional lifestyle converge.
Listing Agent: Louis Wery (941-232-3001)
860 S BENEVA RD, SARASOTA, FL 34232
$725,000217 Days on yellowkey MLS ID: A4665949
REDUCED by $40,000 (5.2%) on 04/22/2026
Bed: 4 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3177 Built: 1950 Tax: $3,030 (2024)Community: Not Part Of A SubdivisionSingle Family
Taxes:$3,030
Remarks: Rare waterfront footage on over 1.4 acres of tropical landscape.This unique property includes a 2 story, 3 bedroom/ 5 bath house, a 1 bed/1 bath guest house, and a 1900 square foot detached garage. It is ideal for storage, a workshop or recreational equipment. Legacy Trail less than 2 miles away. Bring your e bike business and set up shop here. ( Subject to zoning). The property is located on Phillippi Creek , offering direct access and a unique opportunity for a kayak or paddleboard business in a highly desirable recreational area. ( Subject to zoning) While the property has experienced flooding and requires major renovations, the potential returns make it best suited for investors, builders or buyers ready to undertake a significant project.Bring your vision and tools to transform this into a standout asset in a great location. Close to resturants & shopping.Property sold AS-IS.
Listing Agent: Renee Tope (941-376-1472)
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