Location: Sarasota
Do Not Show Listings
1537 SIESTA DR, SARASOTA, FL 34239
$2,995,00043 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$31,404
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
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 is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
2237 LOCKWOOD MEADOWS CIR, SARASOTA, FL 34234
$298,00022 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
Tax Year: 2024
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
$549,50092 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)
5974 SAN MICHELLE DR, SARASOTA, FL 34243
$369,900146 Days on yellowkey MLS ID: N6142540
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1987Monthly Fee: $87 Tax: $2,850 (2024)Community: Longwood Run Ph 3 Pt ASpa: NoSingle Family
Taxes:$2,850
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage. A screened front entry welcomes cooling breezes throughout the home, creating an effortless indoor-outdoor flow without the nuisance of insects. Inside, the open, airy floor plan is filled with natural light and designed for both relaxation and entertaining, perfectly capturing the essence of Florida living. Located on a quiet cul-de-sac along San Michele in the desirable Longwood Run community, this home enjoys a prime position along the University Parkway corridor—minutes from Sarasota’s world-class beaches, SRQ International Airport, downtown Sarasota, and Main Street Lakewood Ranch. Additional highlights include low annual HOA fees and a flexible rental policy allowing a minimum six-month lease once per year with no waiting period. Offered as the owners relocate to be closer to family, this is a rare opportunity to own a stunning lakefront home in an exceptional Sarasota location. Seller will Credit Buyers $25,000 for New Roof / AC
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Vince Fuda (941-615-8000)
149 MCKINLEY DR, SARASOTA, FL 34236
$5,500,000167 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)
1212 CENTER PL, SARASOTA, FL 34236
$5,695,000163 Days on yellowkey MLS ID: A4676921
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4807 Built: 2024Monthly Fee: $42 Tax: $19,996 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$19,996
Remarks: Move-in ready new construction in Lido Shores just steps from the private neighborhood beach. Skip the two-year building process and move straight into a brand new residence designed for effortless coastal living. Clean architectural lines, walls of glass, and an open yet thoughtfully scaled floor plan create a home that feels both modern and comfortable. The main living spaces flow seamlessly to the spa, pool and outdoor entertaining areas, creating a natural connection between indoor and outdoor living. At the center of the home, the kitchen is designed as both a showpiece and gathering space, featuring Thermador appliances, custom Italian cabinetry, and an oversized island ideal for entertaining. Generous living and dining areas allow the home to host comfortably without sacrificing privacy or everyday livability. Each of the five bedrooms offers its own en-suite bath, creating private retreats for family and guests alike. The primary suite is designed as a true sanctuary, featuring spa-inspired finishes and a calm connection to the surrounding outdoor spaces. One of the home’s most special features is the expansive rooftop terrace, offering sunset views toward the Gulf and a unique setting for evening entertaining or quiet moments above the neighborhood canopy. Built by Seaward Homes and completed in 2024, the residence also includes smart home integration, custom closets and thoughtfully curated finishes throughout. Located in Lido Shores, one of Sarasota’s most sought-after coastal neighborhoods, residents enjoy private beach access along with convenient proximity to St. Armands Circle, downtown Sarasota, and the city’s renowned dining and cultural destinations. Recently completed and ready for immediate occupancy, this home presents a rare opportunity to enjoy brand new construction in Lido Shores without the time, complexity, and rising costs of building.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
128 FILLMORE DR, SARASOTA, FL 34236
$4,000,00086 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)
3174 REGATTA CIR, SARASOTA, FL 34231
$433,90057 Days on yellowkey MLS ID: A4689148
REDUCED by $5,000 (1.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1279 Built: 1963Monthly Fee: $6 Tax: $4,089 (2025)Community: Gulf GateSpa: NoSingle Family
Taxes:$4,089
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Bright and light, charming, nicely updated two bedroom, two bath home sold TURNKEY furnished in the lovely Gulf Gate community on a quiet circle street! Don’t miss this tropical oasis with a beautiful backyard and screened in patio ready for new owners – just bring your toothbrush! This community has an optional HOA and no CDD fees! This one car garage home includes the following updates: new exterior paint 2026, new interior paint in 2021, new wind rated sliding doors in 2021, new screened in patio 2021, new range and refrigerator in 2021, new garage exterior door in 2024, garage painted in 2023, new gas grill in 2026, new updated lighting in 2021, and new HVAC installed in 2020. Close to shopping, restaurants, and only 3.9 miles to the famous #1 Beach in the USA - Siesta Key! Enjoy as your personal home or as a great investment opportunity. Don't miss this home, make your appointment to see today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Alice Lewis (941-402-5564)
8592 SNOWFALL ST, SARASOTA, FL 34241
$646,931182 Days on yellowkey MLS ID: A4675754
1 Days Off yellowkey (back on 2/24/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2881 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSpa: NoSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | Dedicated Study | Large Game Room | Gourmet Kitchen - New Construction - July Completion! Built by Taylor Morrison, America's Most Trusted Homebuilder. Welcome to the Anastasia at 8592 Snowfall Street in Cassia at Skye Ranch! This thoughtfully designed floor plan is perfect for Florida living, blending comfort and style throughout. From the front porch, the angled foyer leads to a convenient laundry room and powder bath. At the heart of the home, a designer kitchen with a spacious pantry opens to the dining area and great room, creating an ideal space for gathering. A private study with French doors adds flexibility, while the lanai extends your living space outdoors. The primary suite is tucked away for privacy and features a generous walk-in closet and a spa-inspired bath with dual vanities and an oversized shower. Upstairs, a loft and game room offer plenty of room to relax, along with three additional bedrooms—one with its own full bath and two sharing another. We chose a special place in the heart of Sarasota to build Skye Ranch. Located at the intersection of Clark Road and Lorraine Road, it’s a premier destination with opportunities to explore, experience and enjoy life, also zoned for Skye Ranch K-8 school. And we took care to preserve the natural beauty and character of the land with grand old oaks and lush palms, forested wetlands, pristine lakes and native wildlife. Miles of trails will connect you to nature, parks and the exceptional amenities within the Skye Ranch community. Additional Highlights include: pocket sliding door at gathering room, gourmet kitchen, game room, shower at bath 2, 8' interior doors throughout and impact windows. Photos are for representative purposes only. MLS#A4675754
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
540 S POLK DR, SARASOTA, FL 34236
$8,250,000131 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
$1,895,000142 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
$1,200,000147 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
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
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)
6508 WATERFORD CIR, SARASOTA, FL 34238
$530,00029 Days on yellowkey MLS ID: A4690255
1 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1811 Built: 1980Monthly Fee: $25 Tax: $3,053 (2025)Community: Gulf Gate EastSpa: YesSingle Family
Taxes:$3,053
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Hurry one of the "Lowest Priced Pool/Spa Home" in Sought After GULF GATE EAST! Excellent opportunity to own a home in beautiful Sarasota where beaches and boating are a staple!!! Just a short drive to#1 beach in the country, Siesta Key!!! Located on an attractive corner lot on over 1/4 Acre with beautiful palm trees and the property boast a lush, vibrant green lawn that enhances the home's curb appeal. Good bones with this home. Shingle Roof installed December '2022* ,Impact Windows/Door replaced '2024*,New Irrigation System 2025. Laminate flooring & tile thru out! A spacious 19 x 22 Great Room with a wood burning fireplace & vaulted ceilings provide spaciousness which makes this room have a very open feeling! The split floorplan offers 3 Bedrooms & 2 Baths. A beautiful pool/Spa under a covered & screened Lanai for extra room for entertaining and relaxation. This home is located on a quiet side street and the entire friendly neighborhood is lined with sidewalks on both sides of the streets for walking-biking-jogging! Gulf Gate East is a community of excellent neighbors & has an enforced HOA with low annual dues of $299 which keep the homes looking great! Gulf Gate East also offers larger lots than most & is located in quiet, South Sarasota but just minutes away from our many Beaches & our newly extended Legacy Trail. Sunny Sarasota is a perfect city that offers A+ schools, fine restaurants & many county libraries & the Gulf Gate shops/restaurants. Make this affordable home yours! Recently appraised at $553,000
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Gail Runyon Llc (941-400-1595)
2690 TEMPLE ST, SARASOTA, FL 34239
$749,00021 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
$640,00021 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 Agent: Cristina Bonaccorso (716-867-2554)
3754 EAGLE HAMMOCK DR, SARASOTA, FL 34240
$1,235,00021 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
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
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
$699,99597 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
$500,00035 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
$4,000,000114 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)
7311 PROCTOR RD, SARASOTA, FL 34241
$1,099,00059 Days on yellowkey MLS ID: A4686361
REDUCED by $101,000 (8.4%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2223 Built: 1977 Tax: $10,323 (2025)Community: Dunnhill EstatesSpa: YesSingle Family
Taxes:$10,323
Elementary School: Lakeview Elementary
Remarks: Gated Sarasota Estate with 2,223 a/c Sq. Ft. Home & 2,289 a/c Sq. Ft. Business Infrastructure — Live, Work & Thrive on 2.49 Acres! Tucked deep off Proctor Road, this lakefront estate — w/ its own private pond — offers a rare convergence of privacy, space, & opportunity that simply does not come along often — at any price. Featuring a resort-style pool, spa, & elegant spillover feature—an inviting oasis set amid lush landscaping & tranquil lake views, designed for both relaxation & entertaining. The exceptional screened lanai & pool area transforms outdoor living into a private escape. The property is fully fenced, & a canopy of mature oaks & native Florida landscaping lines the paver arrival, where a courtyard entrance, stone exterior accents, tile roof, & French door entry set a tone that is warm, layered, & full of character. Inside, the open split floor plan spans 2,223 sq. ft. of air-conditioned living space, w/ upgraded windows throughout. Custom tile floors, wood tongue-groove ceilings, & handcrafted millwork weave a common thread of carefully articulated detail that connects each room’s distinct personality. The formal living room features a dramatic wood feature wall & sliding glass doors to the private courtyard; the dining room is anchored by a custom chandelier; & the family room opens to the screened lanai through sliding glass doors w/ recessed lighting throughout. The kitchen is the heart of the home — appointed w/ a center island, bar seating, black granite countertops, white raised-panel cabinetry, a built-in pantry, stainless steel appliances, two refrigerators, & a pass-through to the pool area, w/ more than enough room & storage to handle everything from a quiet morning to a full crowd. The primary suite is a true retreat — quiet, grounded, & thoughtfully appointed, w/ an en suite bath that feels spa-like, featuring dual sinks, an electric LED mirror, & a walk-in shower designed for unwinding, plus a pocket door leading to a built-in walk-in closet. Two additional bedrooms each feature the home’s signature tongue-groove ceilings & moldings, while the guest bath impresses w/ custom black-and-white tile floors & a subway-tiled shower-tub surround. The detached 77x24, fully air-conditioned 1,848 sq. ft. concrete block building — designed w/ concrete flooring & three garage bays w/ tall electric overhead doors, — is currently configured as a flexible, purposeful space. Think home business, car collection, woodworking shop, weekend projects, or whatever your passion demands — ideal for anyone who needs serious room to do what they do. The attached two-car garage adds 441 sq. ft. of enclosed, air-conditioned space. Both the house & concrete block building are insulated w/ Icynene spray foam & equipped w/ new AC systems & ductwork (replaced within the last 3–5 years), & the concrete block building received a brand-new metal roof in 2025. The sewer/drain line has also been re-lined within the last several years — the kind of behind-the-scenes investment that makes a real difference in long-term ownership. There is ample room for RV & boat parking, & w/ no HOA to contend w/, you have the freedom to use this property entirely on your terms. Located in a coveted enclave of just 12 estate-sized lots — minutes from Clark Rd & I-75, & a short drive from Siesta Key beach. Nearby trailheads provide easy access to the Legacy Trail, & the area is rich w/ shopping, dining, & parks.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
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