Location: Sarasota
Do Not Show Listings
8067 WATERBEND TRL, SARASOTA, FL 34240
$1,900,000153 Days on yellowkey MLS ID: A4678689
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3509 Built: 2022Monthly Fee: $382 Tax: $17,545 (2025)Community: Lakehouse Cove At WatersideSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$17,545
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Welcome to your dream home in the highly sought-after Lakehouse Cove at Lakewood Ranch. This exceptional Tideland floor plan by Homes by Towne offers the perfect blend of luxury, comfort, and true waterfront living, highlighted by expansive panoramic lake views. This thoughtfully designed 3-bedroom, 4-bathroom residence features a spacious open-concept layout accented by high-end finishes and quality upgrades throughout. The main level includes a dedicated office, ideal for working from home or creating a private retreat, as well as a generous primary suite with a spa-inspired bathroom and large walk-in closet. Step outside to the oversized screened lanai and take in tranquil mornings and breathtaking sunset views over the lake—an ideal setting for relaxation and entertaining. The upper level offers a versatile bonus living area, perfect for a media room, guest suite, or additional gathering space. Each bedroom is designed for privacy and comfort, with its own en-suite bathroom, making this home well-suited for family and guests alike. Situated within the amenity-rich Lakehouse Cove community, residents enjoy access to a resort-style clubhouse, fitness center, pool, kayak launch, and miles of scenic walking trails. Conveniently located near shopping, dining, and all that Lakewood Ranch has to offer, this lakefront home presents a rare opportunity to enjoy refined Florida living at its best.
Listing is courtesy of: RANCH REALTY (941-228-1229)
Listing Agent: Kevin Bryceland (941-228-1229)
3993 HINA DR, SARASOTA, FL 34241
$395,000191 Days on yellowkey MLS ID: O6367407
REDUCED by $5,000 (1.3%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1792 Built: 1984 Tax: $3,312 (2024)Community: Lake SarasotaSpa: NoSingle Family
Taxes:$3,312
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome home to the perfect blend of location, style, and functionality! Ideally situated in the desirable Lake Sarasota area, this beautifully maintained residence offers quick access to I 75, premier shopping, and the world-famous white sands of Siesta Key Beach—making everyday living and weekend getaways effortless. Step inside and fall in love with the open-concept floor plan, designed for both entertaining and comfortable daily living. The show-stopping kitchen is truly the heart of the home, featuring granite countertops, stainless steel appliances and French doors that open seamlessly to a spacious lanai—perfect for indoor-outdoor living. Outside, enjoy your oversized, fully fenced backyard, offering exceptional privacy and plenty of room to relax, play, or entertain. A convenient utility building adds valuable storage and functionality. This home offers three spacious bedrooms and two full bathrooms, plus a versatile bonus room off the primary suite that can easily serve as a fourth bedroom, home office, nursery, or creative space. The primary retreat is complete with a spa-inspired en-suite bath, showcasing dual vanities and an oversized walk-in shower. With its desirable location, flexible layout, stylish finishes, and private outdoor space, this home truly checks all the boxes. Don’t miss your opportunity to own this exceptional Florida retreat—schedule your private showing today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
4889 BRIGITTA DR, SARASOTA, FL 34241
$785,000246 Days on yellowkey MLS ID: N6141089
REDUCED by $10,000 (1.3%) on 05/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 1984Monthly Fee: $113 Tax: $10,463 (2024)Community: Foxfire WestSpa: YesSingle Family
Taxes:$10,463
High School: Riverview High
Remarks: Nestled among mature trees, this home offers incredible potential to become your dream residence with some exterior updates and TLC. Situated on 2.3 acres in the highly desirable Fox Fire West, east of I-75 in Sarasota County, this property truly delivers on location, location, location. Located in a quiet cul-de-sac, the neighborhood features homes starting at $1.1M+. Enjoy the best of both worlds—country-style living while remaining close to everything. Home Depot, Publix, and Walmart are just 5 minutes away, and UTC Mall is only a 15-minute drive. The home features two fireplaces—one in the living room and one in the primary bedroom. The spacious primary suite includes three closets, a large walk-in shower, and a private two-level enclosed sauna. Sliding doors lead directly to the pool, with an additional set opening into a dedicated Jacuzzi room. Two bedrooms share a Jack-and-Jill bathroom, while a separate upstairs bedroom includes two walk-in closets, its own bathroom, and a private exterior entrance—ideal for an older child, guests, or a private retreat. Living and dining areas are an open-concept layout, complemented by an additional formal dining room. Three pocketing sliding glass doors open to an oversized covered pool and lanai with an eat-in area. Beyond the pool, a roofed gazebo with three wired ceiling fans provides the perfect outdoor gathering space. Once you experience this home and envision the possibilities with thoughtful updates or renovation, you’ll immediately see the exceptional value and potential it offers.
Listing is courtesy of: KAZ REAL ESTATE COMPANY (941-441-7661)
Listing Agent: Jim Kasmirski, Llc (941-441-7661)
3101 BISPHAM RD, SARASOTA, FL 34231
$390,00040 Days on yellowkey MLS ID: A4693789
Bed: 5 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1969 Tax: $4,313 (2025)Community: Gulf GateSingle Family
Taxes:$4,313
Elementary School: Gulf Gate Elementary
Remarks: This Gulf Gate home is the perfect project, in an amazing location. This home offers nearly 2,000 square feet of air-conditioned living space, plus a 19x11 rear lanai and a private screened 21x18 entry courtyard, giving the home a spacious feel. The large open living area with eat in kitchen, and split floor plan provide added privacy for both family and guests. The left of the home offers 3 bedrooms, created from the original master with a permitted additon. The right side has 2 more bedrooms with a bathroom between. Located in one of the most desirable areas of Gulf Gate, this is a HUD-owned home (case #093-930189). Equal Housing Opportunity.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Susanna Condon (941-243-4771)
8100 SLIPWAY DR, SARASOTA, FL 34240
$889,50090 Days on yellowkey MLS ID: A4687435
Bed: 2 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2076 Built: 2023Monthly Fee: $406 Tax: $11,399 (2025)Community: Lakehouse Cove/WatersideSpa: YesSingle Family
Taxes:$11,399
Remarks: One or more photo(s) has been virtually staged. Welcome to 8100 Slipway Dr, Sarasota, FL 34240, where luxury, comfort, and peace of mind come together in one exceptional Florida home. Nestled in Waterside – Lakehouse Cove community, this beautifully upgraded residence offers the perfect blend of modern elegance and everyday functionality. Step inside and experience an open, light-filled floor plan enhanced by custom lighting that creates a warm, sophisticated ambiance throughout. The gourmet kitchen and living spaces flow seamlessly, making this home ideal for entertaining or relaxed Florida living. Retreat to your private outdoor oasis featuring a heated pool and spa, perfect for year-round enjoyment. Whether hosting guests or enjoying a quiet evening under the stars, this space delivers the ultimate Florida lifestyle. A versatile bonus office or den provides the perfect space for working from home, a quiet retreat, or even a flex room to suit your lifestyle needs. This home is thoughtfully equipped with hurricane impact doors and windows, providing security and energy efficiency. A whole house Generac generator ensures uninterrupted comfort, giving you confidence and convenience during any season. The spacious 3-car garage offers ample room for vehicles, storage, and even a golf cart, adding both convenience and flexibility to your daily living. The custom-designed primary closet adds a touch of luxury and organization to your daily routine, while every detail of this home reflects quality craftsmanship and attention to detail. Located in Sarasota, FL, near Lakewood Ranch, top-rated schools, shopping, dining, and Gulf Coast beaches, this property is ideal for buyers seeking a luxury home in Sarasota, a pool home in Sarasota FL, or a move-in-ready Florida dream home. Do not miss this opportunity to own a stunning Sarasota pool home with premium upgrades in one of the area’s most sought-after locations.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: David Mills (770-572-9444)
4109 66TH TER E, SARASOTA, FL 34243
$430,00037 Days on yellowkey MLS ID: A4693273
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1674 Built: 2010Monthly Fee: $579 Tax: $3,464 (2025)Community: Cascades At Sarasota Ph VSingle Family
Taxes:$3,464
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Welcome to Cascades at Sarasota, one of the area’s premier 55+ gated communities! This beautifully maintained 2-bedroom, 2-bath residence offers an inviting open floor plan with spacious living areas designed for both comfort and entertaining. The split-bedroom layout provides privacy for owners and guests alike, while large windows and sliding glass doors allow natural light to pour throughout the home. The kitchen features ample cabinetry, generous counter space, and a convenient eat-in dining area overlooking the living space. The primary suite offers a relaxing retreat with a walk-in closet and en-suite bath complete with dual sinks and a walk-in shower. Additional highlights include an inside laundry room, ceiling fans, and a screened lanai perfect for enjoying Florida’s year-round sunshine. Located in the highly sought-after Cascades at Sarasota, residents enjoy resort-style amenities including a clubhouse, heated pool and spa, fitness center, tennis courts, pickleball, social activities, and beautifully maintained grounds. Conveniently located near shopping, dining, UTC Mall, downtown Sarasota, SRQ Airport, and Gulf Coast beaches. Experience low-maintenance Florida living at its finest!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Trippe (941-330-7750)
1537 SIESTA DR, SARASOTA, FL 34239
$2,995,00049 Days on yellowkey MLS ID: A4692775
REDUCED by $105,000 (3.4%) on 05/29/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3727 Built: 2023 Tax: $31,404 (2025)Community: Sunset Bay SubSingle Family
Taxes:$31,404
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Welcome to 1537 Siesta Drive—an exceptional custom coastal contemporary residence ideally positioned between Downtown Sarasota and world-renowned Siesta Key Beach. Built in 2023, this stunning luxury home offers 4 bedrooms, 4 full baths, 2 half baths, a dedicated office, and over 3,700 square feet of thoughtfully designed living space. From the moment you enter, you’re greeted by soaring ceilings, rich hardwood flooring, and an open-concept floor plan flooded with natural light. The chef’s kitchen is a showpiece, featuring premium appliances, designer finishes, a wine refrigerator, and seamless flow into the expansive great room—perfect for both entertaining and everyday living. The first-floor primary suite is a private retreat, complete with spa-inspired bath, oversized walk-in closet, and outdoor access. Upstairs, additional ensuite bedrooms and private balconies offer elevated comfort with peekaboo Sarasota Bay views. Step outside to your resort-style backyard oasis featuring a heated saltwater pool, outdoor kitchen, putting green, expansive covered lanai for dining and lounging, and lush tropical landscaping—all designed for effortless Florida living. Additional highlights include a 3-car garage, metal roof, impact windows/doors, and a premier West of Trail location just minutes from Southside Village, downtown dining, marinas, and the beaches. Located within city limits, this home has operated as a successful short and long-term rental. Financials are available upon request. Luxury, location, and lifestyle converge at this remarkable Sarasota residence.
Listing Agent: Tina Ellis (512-550-1117)
2237 LOCKWOOD MEADOWS CIR, SARASOTA, FL 34234
$298,00028 Days on yellowkey MLS ID: A4693962
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1031 Built: 1984 Tax: $3,888 (2024)Community: Lockwood MeadowsSingle Family
Taxes:$3,888
Elementary School: None
High School: None
Middle School: None
Remarks: Nestled in a quiet, established Sarasota neighborhood on a cul de sac, this charming 2-bedroom, 1-bath single-family home offers comfort, convenience, and plenty of outdoor space — all with no HOA restrictions. Featuring 1,031 square feet of living space on an oversized .29-acre lot, this home is perfect for those seeking both functionality and room to enjoy Florida living. Step inside to find fresh interior paint and an inviting open-concept layout where the kitchen seamlessly flows into the main living area, creating the perfect setting for everyday living and entertaining. The kitchen also connects directly to a dedicated dining room that opens to a large screened-in patio, offering ample space for hosting guests, outdoor dining, and grilling year-round. The expansive backyard provides endless possibilities for gardening, pets, play, or future additions. Additional highlights include a single-car garage and a new roof installed in April 2023 for added peace of mind. Ideally located less than 8 miles from Sarasota-Bradenton International Airport, UTC shopping and dining, and the pristine shores of Lido Beach, this home combines convenience with the tranquility of a tucked-away neighborhood setting.
Listing is courtesy of: PRIME TIME REAL ESTATE INC (941-323-8685)
Listing Agent: Alex Paulus (636-875-0796)
5453 ASHTON MANOR DR, SARASOTA, FL 34233
$549,50098 Days on yellowkey MLS ID: A4686593
REDUCED by $45,500 (7.6%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2282 Built: 2000Monthly Fee: $54 Tax: $3,055 (2025)Community: Ashton ManorSpa: NoSingle Family
Taxes:$3,055
Remarks: Welcome to Ashton Manor, where comfort meets Florida living. This beautifully maintained 3-bedroom, 2-bathroom single-family pool home offers a desirable split floor plan designed for both privacy and functionality. Step inside to find a spacious layout featuring two separate living areas—perfect for entertaining guests or creating a cozy family retreat—along with a formal dining room ideal for hosting gatherings and holiday meals. Natural light fills the home, enhancing the warm and inviting atmosphere throughout. The true highlight is the south-facing, heated pool, set within a screened enclosure for year-round enjoyment. Relax and unwind while taking in tranquil views of the serene pond, creating a peaceful backyard oasis. Whether you're enjoying your morning coffee or an evening swim, this outdoor space delivers the perfect blend of privacy and nature. Additional features include hurricane shutters for added peace of mind and mature landscaping that enhances both curb appeal and the overall sense of privacy. Located in the sought-after Ashton Manor community in Sarasota County, this home offers the perfect balance of quiet surroundings and convenient access to shopping, dining, and Gulf Coast beaches. Experience the best of Florida living in this inviting and well-appointed home.This a "must see" home. Private showings available.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
149 MCKINLEY DR, SARASOTA, FL 34236
$5,500,000173 Days on yellowkey MLS ID: A4676647
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4149 Built: 2022 Tax: $55,845 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$55,845
Remarks: This custom-built NEW (2022) residence showcases refined craftsmanship and thoughtfully curated luxury upgrades throughout. The home features soaring ceilings and expansive floor-to-ceiling windows that create a dramatic architectural statement while maximizing natural light. Wide-open living spaces are enhanced by high-end tile flooring, sleek modern lines, and a seamless indoor-outdoor flow designed for upscale coastal living. The gourmet kitchen is outfitted with premium cabinetry, designer countertops, and high-end appliances, offering both elegance and functionality for entertaining. Designer-inspired bathrooms feature luxury tilework, glass-enclosed showers, floating vanities, and upscale fixtures, creating a resort-like experience in every en-suite (seven total). Custom lighting, contemporary finishes, and refined millwork elevate each space, while thoughtfully designed en-suite bedrooms provide hotel-style privacy and comfort. Multiple balconies, a private rooftop terrace, and an open upper-level lounge further enhance the home’s architectural appeal, offering elevated vantage points and sophisticated outdoor living spaces. Outdoors, the property is designed for luxury entertaining, featuring an outdoor gas fire pit, gazebo, private outdoor shower, and a fully fenced backyard—perfectly blending style with functionality. An outdoor kitchen, designed to the buyer’s specifications, will be provided at closing, offering a personalized extension of the home’s exceptional indoor-outdoor lifestyle. From the elegant owner’s suite to the panoramic rooftop retreat, every detail of this residence reflects modern coastal luxury and meticulous attention to design. Single-owner, fully custom home thoughtfully designed from plat to completion with exceptional attention to detail throughout. Call to schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
128 FILLMORE DR, SARASOTA, FL 34236
$4,000,00092 Days on yellowkey MLS ID: A4686935
REDUCED by $195,000 (4.6%) on 05/29/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4550 Built: 2023 Tax: $54,830 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$54,830
Remarks: Discover an exceptional income-producing asset at 128 Fillmore Drive—an 8-bedroom, 8-bathroom luxury residence designed to perform at the highest level as a short-term vacation rental. Located just steps from world-renowned St. Armands Circle and minutes from the white- sands of Lido Key, this newly built, turnkey-furnished property offers the rare combination of prime location, high-capacity accommodations, and resort-style amenities that today’s travelers seek. Constructed with meticulous attention to durability and design, this home is purpose-built for both elevated living and strong rental performance. Expansive, sun-filled living areas and a coastal-contemporary aesthetic create a welcoming environment for large groups, while the gourmet chef’s kitchen—complete with custom cabinetry, quartz countertops, and premium appliances—supports effortless entertaining and extended stays. Each of the eight bedrooms features an ensuite bathroom, maximizing guest privacy and boosting rental desirability. Multiple balconies and a stunning rooftop terrace provide views of Sarasota Bay and the lush surrounding neighborhood—an unforgettable highlight for vacationers and a standout feature in rental marketing. The outdoor living experience is equally impressive, offering an oversized pool with a swim-up spa, generous patio space, and ample room for lounging or hosting gatherings. These resort-style amenities significantly enhance guest satisfaction and repeat bookings. With its unbeatable walkability to high-end shopping, fine dining, vibrant nightlife, and cultural attractions, plus immediate access to Lido Key’s turquoise waters, this property consistently checks every box for travelers seeking a luxury coastal getaway. Whether you’re expanding your portfolio or entering the short-term rental market, 128 Fillmore Drive represents a rare opportunity to acquire a high-performing asset in one of Sarasota’s most coveted destinations. This is more than a home—it’s a turnkey revenue generator in a premier vacation market.
Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
Listing Agent: Leslie Wells (941-776-5571)
540 S POLK DR, SARASOTA, FL 34236
$8,250,000137 Days on yellowkey MLS ID: A4681449
REDUCED by $400,000 (4.6%) on 05/29/2026
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 5331 Built: 2025 Tax: $20,946 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$20,946
Remarks: This exquisite residence combines sophisticated contemporary design with exceptional income-producing potential, offering 9,258 square feet of resort-style living just steps from the Gulf beaches. With 5,331 square feet of refined interior space and a curated collection of premium furnishings, the home is ideal as a luxurious family retreat or a high-performing corporate getaway. Zoned for seven-day rentals and supported by a strong rental history, the property commands approximately $1,800 per night in season and $1,300 per night out of season, making it an attractive opportunity for investors or business owners seeking both personal enjoyment and revenue generation. The gourmet kitchen centers around a waterfall-edge island and features a Sub-Zero refrigerator, Wolf eight-burner gas range, dual dishwashers, floating shelves and sleek European-style cabinetry. Bespoke finishes elevate every space, including quartz countertops, designer lighting, an interior elevator, custom tambour wood walls, artisanal iron stair rails, 7-inch baseboards and 8-foot interior doors. Each floor includes a wet bar with beverage refrigerators, ice makers or dishwashers, creating effortless flow for entertaining. The primary suite offers a serene private retreat with walk-in closets and a spa-inspired bath featuring a backlit marble wall, designer fixtures and a walk-in shower with rain and handheld showerheads. Five additional bedrooms each feature uniquely designed en-suite baths with custom mirrors, distinctive tilework, sleek cabinetry and under-lit vanities. Outdoor living is extraordinary, with more than 3,300 square feet of covered patios and six balconies culminating in a rooftop deck with 360-degree views of the Gulf, bay and city skyline. The summer kitchen includes a Heston Aspire grill and wet bar. The fenced backyard is a tropical oasis with a heated saltwater pool, waterfall, fiber-optic lighting, a 12-person spa and a private putting green. Multiple lounging and dining areas accommodate everything from family gatherings to corporate retreats, complete with TVs, beverage refrigerators and game spaces for pool or ping pong. Advanced smart-home technology includes a comprehensive surveillance system with high-definition cameras, whole-property Wi-Fi, intelligent access control, programmable architectural lighting and motorized window treatments. A Sonos multi-room audio system and 12 high-definition TVs enhance entertainment throughout. Architectural highlights include stacked-stone and wood cladding, horizontal balcony rails, and Ipe wood on balconies and the rooftop deck. Hurricane-rated windows and doors, tongue-and-groove ceilings and travertine pavers complete the exterior. Ideally located near pristine Gulf beaches, St. Armands Circle and downtown Sarasota’s dining, arts and entertainment, this residence offers the rare combination of luxury living, strong rental income and exceptional appeal for families, executives or investors.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Kathleen Wingate (813-731-3332)
1695 HYDE PARK ST, SARASOTA, FL 34239
$1,895,000148 Days on yellowkey MLS ID: A4679534
REDUCED by $104,999 (5.2%) on 05/29/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2939 Built: 2004 Tax: $18,817 (2025)Community: Mckune SubSpa: YesSingle Family
Taxes:$18,817
Remarks: Exceptional Living in Sarasota's Premier Southside Village. Discover quality living in one of Sarasota's most sought-after addresses. This beautifully maintained 3-bedroom, 2.5-bathroom residence offers an excellent combination of thoughtful design, premium finishes, and an enviable location just half a block from the vibrant shops and restaurants of Southside Village. The heart of this home is a spacious great room with soaring 18-foot ceiling and tasteful hand-hewn hardwood oak flooring that exudes warmth and character. A convenient dry bar equipped with its own refrigerator, wine cooler, and adjacent powder room makes entertaining effortless. Integrated surround sound creates the perfect ambiance throughout the first floor, while French doors open to a generous 20' x 12' screened lanai featuring a private relaxing hot tub. The thoughtfully designed kitchen is well suited for the culinary enthusiast, featuring an abundance of custom cabinetry with pull-out shelves, under-cabinet lighting, and expansive counter space. Premium appliances include an island-mounted DCS gas range with professional-grade hood, Sub-Zero refrigerator, Bosch dishwasher, and a built-in Miele espresso/cappuccino maker for your morning ritual. The adjacent dining area provides ample space for gathering family and friends around the table. A downstairs office showcases custom-built cabinetry and shelving, creating an ideal work-from-home environment. Quality touches throughout include solid wood core doors and a convenient in-wall vacuum system. Retreat to your spacious primary bedroom where French doors open to a private balcony overlooking mature, lush landscaping. Dual walk-in closets feature organized closet systems, while the spa-inspired en-suite bath boasts stone countertops, a solid wood vanity with dual sinks, an oversized shower with rainfall sunflower head, and a stunning Oceania jacuzzi soaking tub. Two spacious secondary bedrooms share a Jack and Jill bathroom perfect for family or guests. The upstairs laundry room is thoughtfully equipped with its own sink, folding table, and storage cabinetry. A fully equipped outdoor kitchen and patio bar complete with refrigerator, sink, gas grill w/range hood, kegerator, and granite bar provide a great gathering spot. Hurricane impact windows throughout, a metal roof, and resilient Hardie board siding provide exceptional protection against Florida's elements. Situated 20+ feet above base flood elevation, flood insurance is not required, offering both security and long-term savings. 3-car carport. In addition to the amenities of Southside Village you're in close proximity to Sarasota Memorial Hospital, downtown Sarasota, top-rated schools including Sarasota High and Southside Elementary and only 5 miles to world-renowned Siesta Key beach Everything you love about Sarasota living is moments away. This exceptional residence offers the complete package: prime location, superior construction, thoughtful amenities, and the ultimate Sarasota lifestyle. Schedule your private showing today. ________________________________________
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Conrad (941-544-0143)
8111 SANTA ROSA CT, SARASOTA, FL 34243
$1,200,000153 Days on yellowkey MLS ID: A4679494
INCREASED by $50,000 (4.3%) on 04/02/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3661 Built: 2007Monthly Fee: $200 Tax: $10,406 (2024)Community: Sonoma Ph ISpa: YesSingle Family
Taxes:$10,406
High School: Braden River High
Remarks: A rare offering in a gated Sarasota community—this luxury, solar-powered pool home with a generator delivers scale, security, and elevated Florida living. Designed for discerning buyers who value space, reliability, and thoughtful upgrades, this residence offers 5 bedrooms plus a bonus room and 3.5 baths, providing exceptional flexibility for refined modern lifestyles, multigenerational living, or executive work-from-home needs. Welcome to 8111 Santa Rosa Court, gracefully positioned on a quiet cul-de-sac where privacy meets convenience. Inside, the home has been extensively upgraded with intention and care. New laminate flooring and interior paint were completed in 2022, followed by fully remodeled bathrooms in early 2023. The kitchen was reimagined in 2025 with new cabinetry and epoxy countertops, paired with updated kitchen appliances and laundry installed in 2022, creating a space that is both functional and beautiful. This home stands apart for its infrastructure and preparedness. New AC systems and a new water heater (2022), solar panels installed in 2022, and a whole-house generator provide exceptional energy efficiency, resilience, and peace of mind—features increasingly sought after in luxury Florida real estate. Outdoors, the private pool area has been transformed into a resort-style retreat. Upgrades include a new pump, filter, heater, and automation system (2022), a rescreened pool enclosure (2022), and a complete resurfacing with new tile and pavers (2024)—ideal for elegant entertaining or tranquil everyday enjoyment. Located moments from shopping, dining, UTC Mall, major roadways, and Sarasota’s world-renowned beaches, this move-in-ready home offers a rare combination of space, upgrades, energy-conscious living, and gated-community privacy. Currently tenant-occupied with an active lease in place. Lease details available upon request.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
2690 TEMPLE ST, SARASOTA, FL 34239
$749,00027 Days on yellowkey MLS ID: A4695132
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1955 Built: 1986 Tax: $4,399 (2025)Community: Arlington ParkSpa: NoSingle Family
Taxes:$4,399
Elementary School: Alta Vista Elementary
Remarks: Welcome to a refined corner-lot home directly across from Arlington Park — one of Sarasota's most beloved neighborhood amenities. With 1,955 sqft of thoughtful living space, three bedrooms with walk-in closets, two updated baths, and a true 2-car garage, this property offers a combination that simply doesn't exist at this price point in the heart of the city. Every detail has been considered for Florida living. A 2022 metal roof with a 50-year warranty, two new Trane HVAC systems, impact-resistant windows, and a new water heater mean lower insurance, lower utilities, and no deferred maintenance. Located in evacuation Zone E and high and dry through every recent storm season, this is the rare home that lets you stop worrying about Florida ownership. Inside, character meets quality: stained solid wood doors, crown molding, hardwood bamboo flooring, a maple stairwell, and warm wooden ceilings. Walk out to a generous screened lanai, private hot tub, and lush tropical landscaping framed by palms, bamboo, and fruit trees. The fully fenced yard provides quiet privacy in a setting most Sarasota buyers only dream about. Step out your front door to Arlington Park's 50-meter lap pool, tennis courts, basketball courts, dog park, and walking trails. Sarasota Memorial Hospital, Southside Village dining, and downtown are all within minutes. Beaches at Siesta Key are a short drive away. Zoned for top-rated Southside Elementary (A-rated). A rare opportunity: turnkey, insurable, and irreplaceable location — directly across from the park.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Leslie Emery (941-400-9710)
374 LONDONDERRY DR, SARASOTA, FL 34240
$640,00027 Days on yellowkey MLS ID: A4694911
0 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2388 Built: 2000Monthly Fee: $295 Tax: $4,410 (2025)Community: Tatum RidgeSingle Family
Taxes:$4,410
Remarks: Under contract-accepting backup offers. Welcome to your private Florida retreat, where luxury, comfort, and breathtaking views come together in perfect harmony. This beautifully designed 3-bedroom, 3-bath residence with a spacious den offers an exceptional blend of elegance and functionality. The thoughtfully designed floor plan is ideal for both everyday living and entertaining, with generous living spaces that seamlessly connect to the outdoor oasis. Step outside to your stunning private pool and enjoy panoramic water views that provide the perfect backdrop for relaxing evenings or hosting guests. The spacious primary suite offers a peaceful escape, while the additional bedrooms and den provide flexibility for guests, or a home office. Perfectly situated in one of Sarasota’s most desirable locations, this home is just minutes from Waterside, Downtown Sarasota, world-class dining and shopping, and the area’s famous white-sand beaches
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Cristina Bonaccorso (716-867-2554)
3754 EAGLE HAMMOCK DR, SARASOTA, FL 34240
$1,235,00027 Days on yellowkey MLS ID: A4694881
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3672 Built: 2007Monthly Fee: $138 Tax: $9,276 (2025)Community: HammocksSpa: YesSingle Family
Taxes:$9,276
Remarks: Nestled on a premium corner lot in the highly sought-after gated community of The Hammocks, this meticulously maintained custom-built Tivoli home offers the perfect blend of luxury, comfort, and Florida-style indoor/outdoor living. This exceptional residence showcases pride of ownership throughout. Designed for both elegant entertaining and everyday living, the spacious floor plan features 5 bedrooms, 4 bathrooms, a private den/study, and a large bonus room. The split-bedroom layout provides ideal privacy for family and guests, while crown molding, and numerous designer upgrades create a refined atmosphere throughout the home. The gourmet kitchen is a chef’s dream, complete with granite countertops, upgraded cabinetry, natural gas stainless steel cooktop, wall oven, and abundant prep and storage space. The luxurious primary suite serves as a private retreat with a spacious sitting area, custom walk-in closet cabinetry, and a spa-inspired bath featuring a Roman walk-in shower and oversized soaking tub. Upstairs, guests or extended family will appreciate the private bonus room, additional bedroom, and full bath — an ideal setup for multigenerational living or visiting guests. Step outside to experience true Florida living. The expansive outdoor entertaining area includes dual covered lanais, a fully equipped updated outdoor kitchen & hood, pool bath, outdoor shower, and a beautifully renovated saltwater pool and spa with a new natural gas heater (2025). Relax while enjoying peaceful preserve views and frequent wildlife sightings year-round. Additional highlights include: Side-entry 3-car garage, Paver driveway and walkway,Double-door entry with welcoming foyer, Built-in surround sound and ceiling speakers, Electric fireplace, Laundry room with utility sink, Irrigation well for yard, Large 15,517 SF corner lot, No CDD fees and low HOA dues. Current owners have invested over $180,000 in recent updates and improvements, including: New tile roof (2026), Two new A/C systems (2023) and one additional A/C (2025), Renovated saltwater pool & spa, Updated irrigation system & controller (2026), Water softener system, New natural gas water heater with recirculating pump (2022), New flooring, Fresh interior & exterior paint, Outdoor lighting system.
Listing Agent: Mike Bridges (941-316-6530)
5225 ASHER CT, SARASOTA, FL 34232
$699,995103 Days on yellowkey MLS ID: A4685620
REDUCED by $25,005 (3.4%) on 05/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2750 Built: 2017Monthly Fee: $277 Tax: $4,680 (2025)Community: Palmer ParkSingle Family
Taxes:$4,680
Elementary School: Fruitville Elementary
Remarks: **Improved price!** Opportunity to assume current VA loan @ 2.875%, subject to lender approval and buyer qualification. (Do not have to be a veteran.) Built in 2017, 5225 Asher Court offers the peace of mind of a newer home, without the inconvenience of construction! Excellent Affordability with NO CDD fees, low HOA's at $208 per month, paid quarterly (lawn & landscaping incl.). Hot location just 6 miles to downtown Sarasota, University Town Center, or Waterside Place! Only 9 miles to Lido Beach and 10.5 to world famous Siesta Beach! Sarasota- Bradenton Airport is only 10 miles away making travel easy! Tucked in among towering oaks and nature preserves this idyllic community includes only 35 homes. Featuring 2 levels, 2,750 sqft, an open layout with separate dining space, butler pantry, primary bedroom on the ground floor, three additional bedrooms (one with an en-suite bath) and a bonus loft upstairs, a total of 3.5 bathrooms, and 2 car garage. You will love the expansive brick paver patio and privacy fenced yard! There is plenty of room for a pool if desired, and with a southern facing backyard there is always sunshine. Details include a generously sized primary suite with tray dual sinks, large walk in shower and closet, wood ceilings in front and back porches, textured glass panel front door to let natural light in, quartz kitchen counter tops, 42" cabinets, kitchen island, high ceilings, tropical landscaping, designer fixtures, finished garage floor, ample storage space and more! With no houses in front or back you will enjoy the views of tall trees and wildlife. Asher Court has character with it’s curvy road leading to a cul-de-sac, perfect for children and pets. A variety of top rated schools are nearby, as well as golf, tennis, pickle ball, boating, theatre, polo, farmers markets, festivals and more! What are you waiting for? Call now to schedule a showing!
Listing Agent: Rachelle Tirey (941-301-9187)
3837 TORREY PINES BLVD, SARASOTA, FL 34238
$500,00041 Days on yellowkey MLS ID: A4692677
2 Days Off yellowkey (back on 5/28/2026)
REDUCED by $50,000 (9.1%) on 05/22/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2060 Built: 1984Monthly Fee: $137 Tax: $4,499 (2025)Community: Country Club Of Sarasota TheSpa: NoSingle Family
Taxes:$4,499
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Opportunities like this almost never surface in Country Club of Sarasota. This gated golf course pool home creates a rare chance to buy into one of Sarasota’s most established private communities at a price point that hasn't existed here in a half a decade. Similarly sized homes in Country Club of Sarasota have sold well into the $900s, making this an exceptional opening for a buyer who sees the value in location, setting, structure, and upside. Yes, the home needs updating. Yes, the next owner will likely want to restyle the interiors to match their own taste. That is exactly what creates the opportunity. Instead of paying a premium for someone else’s finishes, you can start with the right fundamentals: a guard gated community, golf course views, a private screened pool, generous natural light, vaulted ceilings, mature landscaping, and a setting that is increasingly difficult to duplicate in Sarasota. Set behind the gates of Country Club of Sarasota, the home offers a rare blend of privacy, views, light, and calm. From the moment you arrive, the setting feels spacious and tucked away, with mature tropical landscaping, distinctive architecture, and a sense of separation that gives the property its appeal. Inside, the home feels bright and inviting, with vaulted ceilings, abundant natural light, and character rich trim details that give the space personality. The living areas open naturally toward the screened pool and lanai, keeping the water, golf course, and sunset views connected to everyday life. The outdoor setting is the true centerpiece, with a screened pool area that feels private and open at the same time. Wide views, peaceful surroundings, and natural screening between the home and the golf course create the kind of relaxed Sarasota backdrop buyers hope to find but rarely see at this price. The home also offers several confidence building improvements already in place, including a 2025 roof, prior PVC repiping, refreshed pool and screen components, updated entry features, exterior paint, and other meaningful maintenance items. Those updates help support peace of mind while still allowing the next owner to improve the home over time and capture the upside. Country Club of Sarasota is known for its casual elegance, 24 hour guard gated entry, generous homesites, friendly neighborhood feel, and architectural variety. The community does not require mandatory country club membership, making it appealing for those who want a gated golf course setting without being obligated to join a club. The neighborhood borders the TPC Prestancia golf setting, part of the legendary Tournament Players Club Network with a history that includes PGA Senior Tour events, Chrysler Cup Tournaments, and American Express Invitational Champions Tour events. The location adds even more strength to the opportunity. Country Club of Sarasota sits within the larger Palmer Ranch area, placing you close to beaches, boating, golf, tennis, shopping, dining, downtown Sarasota, Venice, and I 75. You can spend the day on the sand, meet friends for dinner, enjoy nearby recreation, then return to a private gated setting that feels removed from the pace of town. For buyers who value privacy, security, sunset views, golf course scenery, and the ability to create their own version of a Sarasota home, this is one of the most compelling opportunities in Country Club of Sarasota. At this price, the value is not subtle.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Sean Ready (813-326-6074)
1400 SIESTA DR, SARASOTA, FL 34239
$4,000,000120 Days on yellowkey MLS ID: A4678496
REDUCED by $500,000 (11.1%) on 05/28/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 4660 Built: 1978 Tax: $22,924 (2025)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$22,924
Remarks: Welcome to 1400 Siesta Drive, where refined waterfront living becomes your everyday reality. This home is quietly tucked away behind a gated entrance, with an additional secondary gate providing exclusive access to the residence. Thoughtfully designed to embrace breathtaking, unobstructed views of Sarasota Bay, this modern residence is a showcase of light, space, and coastal elegance. Expansive floor-to-ceiling windows frame the ever-changing scenery, offering front-row views of passing boats and unforgettable sunsets from nearly every room. The primary suite is a private sanctuary, featuring a generous walk-in closet, a spa-inspired ensuite bath, and a dedicated office—each enhanced by stunning bay views. Outdoors, your personal oasis awaits with a heated pool, abundant sun-drenched lounging space, and a newly constructed dock ready for effortless boating and waterfront adventures. Ideally located near Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional bayfront retreat offers the perfect balance of privacy and convenience. Offered turn-key furnished, this is a rare opportunity to step seamlessly into an elevated waterfront lifestyle.
Listing Agent: Matthew Voss (941-402-8799)
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