Location: Sarasota
Do Not Show Listings
4109 66TH TER E, SARASOTA, FL 34243
$430,00032 Days on yellowkey MLS ID: A4693273
0 Days Off yellowkey (back on 5/29/2026)
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,464
Elementary School: Kinnan Elementary
High School: Southeast High
Tax Year: 2025
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
$2,995,00044 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
High School: Sarasota High
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
$298,00023 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
$549,50093 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)
1702 GLENHOUSE DR #410, SARASOTA, FL 34231
$285,00029 Days on yellowkey MLS ID: A4694062
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1576 Built: 1979Monthly Fee: $897 Tax: $617 (2025)Community: Pelican Cove XivSpa: YesCondo
Taxes:$617
Remarks: Take pleasure in owning your own piece of paradise at Pelican Cove, a gated, waterfront community located in South Sarasota, West of Tamiami Trail. This 3 bed/2 bath condo is spacious and close to harbor/pool/tennis courts and surrounded by gorgeous preserve views. A canopy tree community on Sarasota Bay, Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, pickleball, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs, including photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
1709 N TAMIAMI TRL #215, SARASOTA, FL 34234
$419,000553 Days on yellowkey MLS ID: A4632292
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 855 Built: 2022 Tax: $4,654 (2023)Community: The Strand Of SarasotaCondo
Taxes:$4,654
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2023
Middle School: Booker Middle
Remarks: Step into this breathtaking, turnkey furnished one-bedroom plus den condo at The Strand, where modern elegance meets the serenity of waterfront views. Built in 2022, this stunning residence is your gateway to the best of Sarasota, whether you're seeking a full-time home, a vacation retreat, or an exceptional investment opportunity. Perched less than a mile from downtown Sarasota, this condo offers unparalleled views of Sarasota Bay, perfect for enjoying dazzling sunsets and sparkling city lights. Inside, over $20,000 in designer furnishings blend sophistication with comfort. The open floor plan features luxury vinyl flooring, quartz countertops, sleek modern cabinetry, and stainless-steel appliances, creating an inviting space that radiates style and functionality. The Strand is more than a home—it's a lifestyle. This upscale waterfront community boasts world-class amenities, including: A resort-style heated pool and spa, A fully equipped fitness center, A dog park for your furry friends, A floating kayak dock, opening access to explore the serene bay and Gulf of Mexico, Conveniences like EV charging stations, a fire pit, and gas grills. This unit comes with an assigned covered parking space, ample guest parking, and a private storage closet, perfect for stowing beach and recreational gear. Weekly rentals are allowed, making it a fantastic investment opportunity for those seeking short-term rental income. Location is everything, and The Strand delivers! You’ll be just a short walk or bike ride to downtown Sarasota’s vibrant offerings, including: The Bay Front Park, Sarasota’s famed restaurants, museums, and theaters, The lively Saturday farmers market and countless festivals. Within minutes, you’ll find the world-class shopping and dining of St. Armands Circle and the pristine sands of Lido Beach. A short drive takes you to the award-winning Siesta Key Beach, renowned for its powdery white sand. Don’t miss out! Whether you’re soaking in Sarasota’s arts scene, indulging in outdoor adventures, or simply enjoying the Bayfront views from your private balcony, this property truly has it all. Schedule your private tour today and make this exceptional condo your new home or investment. Call today for more details and to schedule your private tour. Seller offering to finance.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
3987 MACEACHEN BLVD #133, SARASOTA, FL 34233
$154,90080 Days on yellowkey MLS ID: A4688227
REDUCED by $15,000 (8.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 978 Built: 1978 Tax: $1,907 (2025)Community: Tregate EastCondo
Taxes:$1,907
Elementary School: Wilkinson Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 3987 Maceachen Blvd, Unit 133, an updated condo located in a desirable 55+ community in Sarasota. This 2-bedroom, 2-bathroom residence offers 978 square feet of living space with bamboo hardwood flooring throughout. The primary suite features a walk-in closet and an updated en-suite bathroom with a quartz vanity and tile walk-in shower. The guest bathroom has also been remodeled and includes a quartz vanity. The kitchen has been updated with quartz countertops, new cabinetry, a built-in sink with neck faucet, and canned recessed lighting. Enjoy the private terrace overlooking the community pool and park. The building includes elevator access for added convenience. The property is conveniently located near Publix, is approximately 6 miles to Siesta Key Beach, and 5 miles to downtown Sarasota, providing easy access to shopping, dining, and entertainment. This move-in-ready condo is suitable for full-time or seasonal living within a well-located Sarasota community.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Vincent Lamaida (941-416-5654)
6154 MIDNIGHT PASS RD #7C, SARASOTA, FL 34242
$645,00085 Days on yellowkey MLS ID: A4687416
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,329 (2025)Community: Casa Blanca VillasCondo
Taxes:$4,329
Elementary School: Phillippi Shores Elementary
Remarks: Positioned along the powdery white sands of Siesta Key’s renowned Crescent Beach, this villa residence within Casa Blanca Beach Resort presents an exceptional opportunity to own in one of Sarasota’s most iconic Gulf-front communities. Casa Blanca is a unique collection of individually owned villas and apartments, each thoughtfully furnished and appointed for effortless coastal living or income-producing flexibility, with minimum rental periods of just 5–7 nights depending on ownership preference. This two-bedroom residence is fully equipped with an updated kitchen and bathroom, all cookware and linens, and the conveniences of individually controlled air conditioning, cable television, and Wi-Fi, creating a seamless turnkey experience for both owners and guests. The community enhances the Gulf-front setting with a clubhouse, pool and multiple on-site laundry facilities, all designed to support easy, resort-style living. Set directly on Crescent Beach, internationally celebrated for its fine, quartz-crystal sand and consistently ranked among the top beaches in the United States, this property captures the essence of Sarasota’s coastal appeal. Ideally situated just off Stickney Point Bridge, it offers effortless access to Sarasota’s renowned dining, shopping, and cultural attractions. With Siesta Beach just steps away, this is a rare opportunity to own in a beloved beachfront destination, whether as a personal retreat, full-time residence, or high-demand investment property.
Listing Agent: Joel Schemmel (941-587-4894)
149 MCKINLEY DR, SARASOTA, FL 34236
$5,500,000168 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)
1921 MONTE CARLO DR #302, SARASOTA, FL 34231
$549,000371 Days on yellowkey MLS ID: A4655742
REDUCED by $26,000 (4.5%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1720 Built: 2006 Tax: $6,041 (2025)Community: Phillippi Landings ACondo
Taxes:$6,041
Remarks: INCREDIBLE VALUE - this beautifully remodeled third-floor luxury residence with water view in the gated waterfront community of Phillippi Landings is perfectly situated West of the Trail and just minutes to the world-renowned beaches of Siesta Key. Nestled along the Phillippi Creek with direct access to Sarasota Bay and just minutes to the Philippi Farmhouse market and the Landings Shopping Center with its vast array of dining and shopping options. This 2 bedroom plus den, 2 bath condo offers the ideal blend of privacy, convenience, and resort-style living. NEW 2026 AC! From the moment you enter via direct elevator access to your private foyer entrance, you are welcomed by an open and airy floor plan, porcelain tile flooring, and an inviting coastal aesthetic. The beautifully updated kitchen features granite countertops, stainless appliances, and rich wood cabinetry, offering both style and function for everyday living and entertaining. Step into the spacious living area that opens to a private covered and screened balcony with peaceful water view, ideal for enjoying morning coffee or a glass of wine at sunset. The split-bedroom layout offers exceptional privacy, with two generously sized bedroom suites. The primary suite is a true retreat, offering tranquil water view, two large walk-in closets, and a spa-style bath with a jetted soaking tub, custom walk-in shower, and private water closet. A flexible bonus space off the main living area provides the perfect nook for a home office, den, reading lounge, or secondary dining area. Impact doors and windows throughout. Beautiful wood plantation shutters. Enjoy the convenience of under-building assigned parking and a private storage unit. This home is move-in ready and ideal as a primary residence, seasonal escape, or investment opportunity. A boat slip may be available to purchase separately. Life at Phillippi Landings is exceptional - the community is 10 acres and offers a resort-style heated pool and spa, a well-equipped fitness center, clubhouse, and an expansive waterfront promenade perfect for evening strolls beneath swaying palms. For boating and nature enthusiasts, the community provides kayak launch access and private storage racks—an invitation to explore the peaceful waterways of Phillippi Creek and beyond. The lush, manicured grounds and tropical landscaping create a tranquil, private atmosphere while placing you just minutes from Southside Village, downtown Sarasota, and the vibrant shopping and dining of UTC Mall. This exceptional location, paired with a refined, low-maintenance lifestyle, offers the best of coastal Florida living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
1650 PINE TREE LN #103, SARASOTA, FL 34236
$309,90043 Days on yellowkey MLS ID: A4692661
REDUCED by $10,000 (3.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 940 Built: 1974 Tax: $2,729 (2025)Community: Bayou House AptsCondo
Taxes:$2,729
Remarks: BREATHTAKING BAYOU HOUSE! Positioned along the peaceful waters of Hudson Bayou, this beautifully updated FIRST-FLOOR residence offers a rare blend of waterfront serenity and walkable proximity to the very best of Downtown Sarasota. From the moment you step inside, the tone is set — a clean, open layout enhanced by tasteful finishes and a natural flow that makes everyday living feel effortless. The kitchen serves as the heart of the home, featuring rich cabinetry, sleek QUARTZ countertops, and modern updates that balance both style and functionality. Thoughtfully designed with a SPLIT BEDROOM FLOOR PLAN, the layout provides a sense of privacy and separation — ideal for hosting guests or creating comfortable, independent living spaces within the home. Updated bathrooms, refined flooring, and contemporary lighting carry a cohesive feel throughout, delivering a move-in-ready environment for even the most discerning buyer. Step beyond the living space to your PRIVATE SCREENED LANAI, where one can sit sipping on a cup of their favorite brew whilst taking in the tranquil waterfront setting and serene birdsong. With direct GULF ACCESS via Hudson Bayou, this is more than just a view — it’s a lifestyle. Launch a kayak, enjoy the natural surroundings, or simply unwind as the water moves gently past your backyard. A BRAND-NEW TRANE A/C (2024) ensures year-round comfort and efficiency, adding yet another layer of confidence for the next owner. All of this, just minutes from Downtown Sarasota, where you’ll find TOP-RATED RESTAURANTS, boutique shopping, art galleries, Marina Jack, Selby Gardens, and the vibrant cultural energy that makes this area so desirable — all while returning home to your own quiet, waterfront retreat. This is the kind of opportunity that rarely presents itself — WATERFRONT, FIRST-FLOOR, MOVE-IN READY, and perfectly positioned. DO NOT ALLOW THIS RARE WATERFRONT OPPORTUNITY TO SLIP THROUGH YOUR GRASP… CALL TODAY TO SCHEDULE YOUR PRIVATE SHOWING!!!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Matthew Sharp, Pa (813-629-7094)
1617 BROOKHOUSE DR #256, SARASOTA, FL 34231
$214,900164 Days on yellowkey MLS ID: A4676511
1 Days Off yellowkey (back on 5/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1245 Built: 1980 Tax: $3,218 (2024)Community: Pelican Cove XviCondo
Taxes:$3,218
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. GREAT NEW PRICE! This is your chance to own a piece of paradise in one of Sarasota's most sought-after waterfront communities-- Pelican Cove! This 2-bedroom, 2-bathroom condo offers a unique dynamic floorplan which allows you to easily make the most of the space to suit your needs. By means of an accordion partition, the living room can be expanded or closed off to form the 2nd bedroom. This allows occasional guests complete privacy with an ensuite bath and come outfitted with built-in cabinetry, including a Murphy bed for the ultimate in flexibility. Enjoy views of a tranquil pond with fountain from the very private glass-enclosed lanai, which spans the living area as well as the 2nd bedroom. Ideally located along Little Sarasota Bay, Pelican Cove is an exceptional 75-acre community with miles of tropical trails and walkways, an 86-slip marina with direct access to the Intercoastal Waterway, and a bird sanctuary. Additional amenities include 3 clubhouses, 6 heated pools, tennis and pickleball court, a firness center, and a dog run. "Pelican Cove University" offers a range of classes, lectures, and clubs, using studio space including an art studio, photography studio, and woodworking shop. Excellent shopping and dining options are within a 5-minute drive. 20 minutes to the myriad cultural options in downtown Sarasota. Just around the corner from Sarasota Square, now under development and slated to premiere in 2026 with new shopping, dining, and entertainment options.
Listing is courtesy of: MOUNT VERNON PROPERTY MGMT INC (941-957-4663)
Listing Agent: Jennifer Herman (941-957-4663)
4244 MADEIRA CT #3316, SARASOTA, FL 34233
$235,000101 Days on yellowkey MLS ID: A4684792
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1063 Built: 1989Monthly Fee: $458 Tax: $2,709 (2025)Community: Casa Del Sol Sec ViiSpa: NoCondo
Taxes:$2,709
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. Serene lake views create a peaceful setting for this beautifully maintained and thoughtfully updated second floor, TURNKEY FURNISHED, two bedroom, two bath residence in the welcoming community of Casa Del Sol. As an end residence with only one shared wall, it offers added privacy, while the elevated location provides a sweeping view of the tranquil lake and surrounding landscape. Vaulted ceilings and mirrored walls enhance the spacious feel of the great room plan and eat in kitchen. Both bedrooms feature walk in closets, and the primary suite enjoys lake views, private lanai access, and an en suite bath. Sliding glass doors open to a covered and screened lanai, perfect for relaxing and enjoying the scenery. Additional conveniences include ceiling fans, private laundry with washer and dryer included, and assigned covered parking. Notable UPGRADES include a beautifully UPDATED kitchen and bathrooms with new cabinets and granite counters, raised kitchen ceiling, hurricane rated sliding glass doors on the lanai, flooring, a full RE-PIPE completed in 2020, and an A/C system replaced in 2017 with warranty coverage through October 5, 2027. This section of Casa del Sol overlooks the community clubhouse and year round heated pool. Casa Del Sol is not age restricted and is known for its low association fees, manicured grounds, and active social atmosphere. Amenities include a clubhouse with kitchen, game room, exercise facilities, shuffleboard, tennis courts with pickleball, bocce ball and a heated pool. Ideally located in central Sarasota, the community sits across from numerous shopping and dining options and near the local bus route and Doctors Hospital. Cattlemen Road provides quick access to Bee Ridge Road, Proctor Road, Fruitville Road, and I 75, with championship golf, downtown Sarasota, and the area’s renowned white sand beaches just a short drive away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
128 FILLMORE DR, SARASOTA, FL 34236
$4,000,00087 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)
9200 MIDNIGHT PASS RD #25, SARASOTA, FL 34242
$429,00046 Days on yellowkey MLS ID: A4692488
REDUCED by $20,000 (4.5%) on 05/26/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 906 Built: 1972 Tax: $4,028 (2025)Community: Inlet AptsCondo
Taxes:$4,028
Remarks: Introducing Inlet Apartments - Siesta Key, a charming, quaint coastal retreat for a tropical vacation or a beach getaway. This second-floor, one-bedroom, one-bath is quiet and peaceful on the Blind Pass Lagoon at far south end of Siesta Key and just beyond your sliding glass doors. You will be instantly captivated by views of paddleboarders and kayaks going by, plus a heated swimming pool and a partial view of the Gulf. With 906 square feet, this residence is sold turnkey furnished, blending modern sophistication with relaxed coastal living. Contemporary new kitchen with new appliances, white quartz countertops, an oversized island, and crafted for effortless everyday living. The open-concept layout flows through the dining room, with a queen-size Murphy bed for extra guests, and living spaces, enhanced by luxury vinyl wood flooring and modern compact ceiling fans that adjust with touch of a button. Wake up to enchanting lagoon views in the tranquil primary suite, and beautifully updated bath. Go outside to a spectacular 200-square-foot screened lanai with pull-down shades for privacy, ideal for morning espresso, sunset cocktails or simply soaking in Siesta Key’s year-round beauty. There are convenient elevators, laundry facilities and assigned parking for each unit. HVAC in 2021, water heater in 2022. Life at Inlet boating amenities included private boat dockage for sailboats and powerboats up to 26 feet (first-come, first-serve basis). The Blind Pass Lagoon leads into Sarasota Bay and onto the Gulf. There are fishing, kayak storage and launch, waterfront pool, all just minutes from Turtle Beach and a short trolley ride to Crescent Key Village. This is more than a condominium at the beach, it’s a one-of-kind opportunity to own a piece of Siesta Key.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
10640 ORBIT TER, SARASOTA, FL 34241
$274,859164 Days on yellowkey MLS ID: A4677175
1 Days Off yellowkey (back on 3/1/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1187 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Taxes:$0
Elementary School: Pine View School
Remarks: Under Construction. What's Special: Close to Park | Close to Trails | Popular Plan. New Construction – June Completion! Built by Taylor Morrison, America's Most Trusted Homebuilder. Welcome to The Ivy at 10640 Orbit Terrace in The Towns at Skye Ranch. Discover the Ivy townhome, offering approximately 1,187 square feet of thoughtfully designed living space with 2 bedrooms and 2.5 bathrooms. This plan maximizes every inch with in-demand features and plenty of storage. Step into the foyer, where the kitchen greets you at the front of the home, complete with a large pantry and a convenient half bath. Continue into the dining area and great room, perfect for gathering with family and friends. Just beyond, enjoy an outdoor patio for fresh-air relaxation. Upstairs, retreat to the private primary suite. The second floor also includes a laundry area, an additional bedroom, and a full bath for added comfort. Welcome to Skye Ranch, a premier Sarasota destination located at Clark Road and Lorraine Road. Here, life is all about exploring, experiencing, and enjoying. We’ve preserved the natural beauty of the land with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife—creating a community that feels both vibrant and serene. Additional Highlights Include: quartz counters and blinds package throughout house. Photos are for Representative Purposes Only. MLS#A4677175
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
9610 CLUB SOUTH CIR ## 4207, SARASOTA, FL 34238
$289,90061 Days on yellowkey MLS ID: A4690465
0 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1995Monthly Fee: $571 Tax: $2,887 (2025)Community: Stoneybrook Clubside South 1Condo
Taxes:$2,887
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. Stoneybrook Golf & Country Club is one of the area’s most popular private clubs. Residents of Clubside South can take advantage of their own tennis and pickle ball courts, swimming pool & outdoor kitchen area, along with a carport and storage unit for each condo. Membership in the Country Club is mandatory and provides an exceptional dining experience; full-service cocktail lounge; heated pool & spa, tennis, pickle ball, fitness center, bocce ball, putting greens, driving range, pro shop and the beautifully re-designed 18-hole championship golf course. There’s a full calendar of social activities such as MahJongg, bridge, yoga, line dancing all year round. This 2BR condo is on the second floor, adjacent to the elevator. Nicely updated, it will be sold turnkey-furnished, clean & ready for quick occupancy. Conveniently located just a few miles from the arts, culture and dining in downtown Sarasota, and minutes away from the white sands of world-famous Siesta Key Beach. It’s the perfect spot for vacations, or full-time resort living. A flexible leasing policy also makes it a good investment opportunity.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Jane Tice (561-676-6544)
10632 ORBIT TER, SARASOTA, FL 34241
$274,959164 Days on yellowkey MLS ID: A4677052
Remarks: Under Construction. What's Special: Best Seller | Close to Trails | Close to Park | Convenient 1st Floor Living. New Construction - July Completion! Built by Taylor Morrison, America's Most Trusted Homebuilder. Welcome to the Ivy at 10632 Orbit Terrace in The Towns at Skye Ranch. This thoughtfully designed new townhome maximizes living space with modern features and plenty of storage. Step into the foyer and find the kitchen at the front of the home, complete with a large storage pantry and a convenient half bath. The kitchen flows seamlessly into the dining area and great room, creating an open layout perfect for entertaining. Sliding doors lead to your private outdoor lanai, ideal for relaxing or enjoying fresh air. Upstairs, you’ll discover a tech space, the primary suite, and a secondary suite, each with its own private bath. The laundry room is also located on the second floor for added convenience. Life at Skye Ranch means living in a gated, master-planned community in the heart of Sarasota, FL. Located at the intersection of Clark Road and Lorraine Road, this premier destination offers endless opportunities to explore, experience, and enjoy life. Taylor Morrison has taken care to preserve the natural beauty of the land, with grand old oaks, lush palms, forested wetlands, pristine lakes, and native wildlife creating a serene backdrop. Here, modern living meets nature’s charm. Additional Highlights Include: GE refrigerator, washer and dryer, extended tile flooring on main level, and whole house blinds. Photos are for representative purposes only. MLS#A4677052
7754 WANING MOON WAY, SARASOTA, FL 34241
$399,999242 Days on yellowkey MLS ID: A4669060
1 Days Off yellowkey (back on 4/23/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skye RanchVilla
Elementary School: Lakeview Elementary
Remarks: What's Special: Close to Amenities | Close to Trails | Pond View. New Construction – Ready Now! Built by America’s Most Trusted Homebuilder. Welcome to the Ibis at 7754 Waning Moon Way in Esplanade at Skye Ranch. Step inside, you'll find 2 bedrooms, 2 bathrooms, a study, and a spacious 2-car garage. The open gathering room flows seamlessly into a beautiful kitchen, creating a bright and welcoming heart of the home. Your primary suite is a peaceful retreat, featuring a large walk-in closet, dual sink vanity, expansive shower, and a private water closet. Additional Highlights Include: 8' interior doors, extended lanai, tray ceilings package, extended patio cage with screened roof, whole house impact windows, and pre-plumbed for laundry room sink. Photos are for representative purposes only. MLS#A4669060 Live your dream vacation every day at Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
10628 ORBIT TER, SARASOTA, FL 34241
$285,384165 Days on yellowkey MLS ID: A4676994
1 Days Off yellowkey (back on 1/27/2026)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1180 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Remarks: Under Construction. What's Special: Popular Plan | Close to Park Close to Trails | End Unit. New Construction - August Completion! Built by Taylor Morrison, America's Most Trusted Homebuilder. Welcome to the Hazel at 10628 Orbit Terrace in The Townes at Skye Ranch! This charming townhome offers 1,180 square feet of thoughtfully designed living space with 2 bedrooms and 2.5 bathrooms. Step inside to a bright foyer that flows into an open dining area and great room, perfect for gathering. Toward the back, you’ll find a convenient half bath and a modern kitchen with a spacious pantry and access to a private outdoor patio. Upstairs, enjoy a serene primary suite with two generous closets, a secondary bedroom, and a full bath. The laundry area is also located upstairs for easy access. Discover modern, open-concept townhomes nestled behind the gates in the master-planned community of Skye Ranch. Live in a place curated by Taylor Morrison's quality construction in the heart Sarasota, FL. Located at the intersection of Clark Road and Lorraine Road, it’s a premier destination with opportunities to explore, experience and enjoy life. 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. Photos are for representative purposes only. MLS#A4676994
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