Location: Sarasota
Do Not Show Listings
5408 EAGLES POINT CIR #302, SARASOTA, FL 34231
$339,900133 Days on yellowkey MLS ID: A4678903
REDUCED by $10,000 (2.9%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1768 Built: 1990Monthly Fee: $167 Tax: $6,133 (2025)Community: Eagles Point At The Landings, Bayview Homes ISpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,133
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: THIS IS THE LOWEST PRICE UNIT BY A STAGGERING $100,000, making it the clear standout for buyers who understand value. BRING THE OFFERS. SELLER FINANCING AVAILABLE. Discover your slice of Sarasota paradise with panoramic Intracoastal Waterway views and unforgettable sunsets from every room of this beautifully updated third-floor condo in Eagles Point at The Landings, one of Sarasota’s most desirable West of Trail, gated communities, just minutes from world-famous Siesta Key Beach and downtown. This light-filled residence showcases brand-new, top-of-the-line impact windows and an expansive triple-glass impact sliding door, offering both peace of mind and stunning views over mangroves toward Siesta Key and the Gulf beyond. The building’s common areas have also been upgraded with impact windows for added security and value. Step inside to an inviting open-concept great room, ideal for entertaining. Features include luxury vinyl plank flooring, fresh neutral paint, and designer lighting throughout. The chef’s kitchen is a standout with quartz countertops, designer tile backsplash, newer stainless steel appliances, abundant cabinetry, and an oversized island with wine and beverage refrigerator, perfect for gatherings. Double glass doors lead to the spacious primary suite, complete with a private sitting or office niche, dual walk-in closets, and a spa-inspired bath featuring double vanities and a large walk-in shower. A generously sized guest bedroom and bath are thoughtfully positioned for privacy, with gulf-facing views sure to impress visitors. The sun-drenched flex space/sunroom off the kitchen offers the home’s best view and is ideal as a breakfast café, dining nook, or serene retreat. Additional highlights include a full indoor utility room, new washer & dryer (2021), new A/C with humidistat (2021), and water heater (2020). The unit includes under-building parking, extra storage locker, kayak or paddleboard storage, bike room access, and ample guest parking. Eagles Point residents enjoy a private pool and grill area, plus membership in The Landings Racquet Club, featuring Har-Tru tennis courts, pickleball, junior Olympic lap pool, spa, fitness center, library, and an active social calendar. Enjoy a waterfront lifestyle with mangrove-lined walking paths, fishing gazebo, kayak launch on the Intracoastal, and lush tropical surroundings, all just minutes from downtown Sarasota, fine dining, shopping, and cultural attractions. Luxury, location, and lifestyle converge here. Schedule your private showing today before this opportunity is gone!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
7374 ROYAL BIRKDALE DR #15D, SARASOTA, FL 34238
$424,00043 Days on yellowkey MLS ID: A4690483
2 Days Off yellowkey (back on 5/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2282 Built: 1981 Tax: $4,462 (2025)Community: BallantraeVilla
Taxes:$4,462
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Welcome to a refined and effortless way of living within the gated, maintenance-free community of Ballantrae ideally positioned near the Palmer Ranch area. Set among 36 acres of lush, park-like grounds, this impeccably maintained end-unit villa offers the privacy of a single-family residence paired with the ease of low-maintenance ownership. Spanning 2,282 square feet of air-conditioned living space, this true three-bedroom, two-bath home features a thoughtfully designed open layout with a renovated kitchen, light cabinetry, and casual dining area flowing seamlessly into expansive living and family rooms, all finished with hard-surface flooring throughout. Natural light fills the interiors, drawing attention to tranquil green views, while an enclosed, vented lanai extends the living space year-round and is enhanced by motorized hurricane shutters. The primary suite serves as a peaceful retreat with a flexible sitting area or office nook, generous closet space, and serene surroundings, while two additional guest bedrooms offer versatility for visitors or workspace. Designed for both comfort and peace of mind, the home includes a brand-new roof (2024), updated water heater, replumbing, and full hurricane protection with roll-down shutters on all windows. Ballantrae is known for its quiet, beautifully maintained setting where mature landscaping and open green space create a sense of calm, and its maintenance structure allows for a true lock-and-leave lifestyle. Perfectly located, the home is just minutes from the world-renowned white sands of Siesta Key Beach, the shops and dining of Gulf Gate, and convenient access to Interstate 75 and U.S. Route 41. Downtown Sarasota’s waterfront, restaurants, theaters, and cultural venues are close by, along with leading medical facilities including Sarasota Memorial Hospital and Doctors Hospital of Sarasota, while St. Armands Circle, Lido Key, and Longboat Key are just beyond. Combining thoughtful updates, storm-ready features, and a peaceful natural setting with exceptional proximity to Sarasota’s best offerings, this residence presents a compelling opportunity for full-time living or a seasonal retreat.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Sharon Chiodi (941-809-0380)
927 CONTENTO ST, SARASOTA, FL 34242
$2,300,00038 Days on yellowkey MLS ID: A4691441
0 Days Off yellowkey (back on 4/26/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3649 Built: 2024 Tax: $13,452 (2024)Community: Siesta IslesSpa: YesSingle Family
Taxes:$13,452
High School: Sarasota High
Tax Year: 2024
Remarks: Short Sale. Partially complete. Interior is mostly complete and needs final punch-out completed and painting.
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
1709 N TAMIAMI TRL #503, SARASOTA, FL 34234
$550,000203 Days on yellowkey MLS ID: A4671066
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $7,016 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,016
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Experience this breathtaking penthouse waterfront condominium with sunset views in the resort style gated complex, The Strand. With direct boating access to the Bay and Gulf of Mexico, serene water views, option to purchase a deeded boat slip with 16,000# lift, five-star amenities and fantastic proximity to Downtown Sarasota and area beaches, this residence affords a second-to-none waterfront lifestyle. This unit features a prime location in the Strand in the building closest to the bay and on the 5th floor providing incredible views! The 1 bedroom + office/den, 2 full bath open floor plan features upgraded finishes, custom closets, sizable living area, dining area and open-air terrace. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and 2 generously sized peninsulas with room for seating. The main living space has incredible natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. This smartly designed home boasts a serene primary bedroom with custom closet, luxe owner's bath with quartz vanity, and laundry area with stackable Samsung washer and dryer. Office/den with closet perfect for all of your organizational needs and an additional full bath with tub. Other noteworthy features: custom designed closets, pendant lighting, and designer ceiling fans. Includes 1 deeded under building parking space, and private secure storage. Welcome to The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design Group. Fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, boardwalk, and kayak launch & storage. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Live THE lifestyle exploring top-rated beaches and bays. Make this exceptional residence, community and city your home today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
8377 38TH STREET CIR E #106, SARASOTA, FL 34243
$285,00035 Days on yellowkey MLS ID: A4691814
REDUCED by $2,000 (0.7%) on 05/07/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 742 Built: 2005Monthly Fee: $287 Tax: $2,729 (2025)Community: Serenata SarasotaCondo
Taxes:$2,729
Elementary School: None
High School: None
Middle School: None
Remarks: FIRST FLOOR. NO STAIRS !!! LAKE VIEW condo in RESORT STYLE SETTING being sold FULLY FURNISHED. Complex has new roofs on all buildings. Welcome to this beautifully updated 1-bedroom, 1-bathroom condo perfectly located just off University Parkway and Tuttle Avenue. Situated in the gated community of Serenata Sarasota close to downtown Sarasota and Bradenton, this property offers convenience to shopping, dining, entertainment, and the world-renowned Gulf beaches. Inside, you’ll find a spacious open floor plan with high ceilings, luxury vinyl flooring FRESH NEW PAINT, NEW AIR CONDITIONER installed in 2024. The unit also features a private screened-in lanai with extra storage. This well-designed layout is ideal for comfortable and low-maintenance living. Residents enjoy resort-style amenities including a RESORT STYLE swimming pool, tennis courts, fitness center, and walking paths around the community. This pet-friendly community offers ample parking with boat parking also available, secure gated entry, and a LOW HOA FEE, making it a fantastic choice for a primary residence, investment property, or second home. Don’t miss the opportunity to enjoy the Florida lifestyle in one of Sarasota’s most convenient and desirable locations.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Scott Curtin (941-756-7727)
10418 MORNING MIST LN, SARASOTA, FL 34241
$895,14428 Days on yellowkey MLS ID: A4692803
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2085 Built: 2026Monthly Fee: $442Community: Esplanade At Skye RanchSpa: YesSingle Family
Taxes:$0
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Pool Included. New Construction – September Completion! Built by America's Most Trusted Home Builder. Welcome to the Marino at 10418 Morning Mist Lane in Esplanade at Skye Ranch! Where light-filled, open living spaces create an easy flow between indoors and out. From the welcoming porch, step into the foyer and discover a bright great room that opens effortlessly to the kitchen, casual dining area, and lanai, perfect for savoring peaceful Florida sunrises and sunsets. Tucked away for privacy, the primary suite offers a calming retreat with a walk-in closet and a spa-inspired primary bathroom made for unwinding at the end of the day. Near the front of the home, two additional bedrooms include one with an ensuite bath and another with convenient access to a full bath. A thoughtfully placed laundry room and a dedicated study near the garage entry add comfort and everyday ease to this inviting layout. Additional Highlights Include: Gourmet kitchen, tray ceiling at great room/primary suite/study/foyer, 8' interior doors, interior door at primary closet to laundry, covered extended lanai, study in place of flex, outdoor kitchen rough-in, whole house impact windows, garage floor seal with flakes and clear coat, and private pool. Photos are for representative purposes only. MLS#A4692803 Live your dream vacation every day in 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!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
SARASOTA, FL 34236
$8,750,00028 Days on yellowkey MLS ID: A4692277
0 Days Off yellowkey (back on 5/6/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4482 Built: 2026Community: Rosewood Residences Lido KeySpa: YesCondo
Remarks: One or more photo(s) has been virtually staged. Under Construction. The Rosewood Residences, Lido Key is the first collaboration between Rosewood and a developer for a stand-alone residential condominium bearing the prestigious Rosewood name. Offering a limited collection of 65 stunning private residences located on 3.5 acres of one of the most treasured beaches on the West coast of Florida with 235 feet of beach frontage. The 11-story design by Miami based Swedroe Architecture with interiors spaces thoughtfully designed by Lillian Wu Studios of NYC. Offering 24-hour concierge, valet parking and bespoke owner services by Rosewood Resorts. Residence #907 features 11’ ceilings, 4 bedrooms, 4.5 baths plus den with 4,482 square feet perfect for entertaining. Dramatically organized around an expansive island and an inviting full wet bar along with views of the sunsets. As the private elevator doors open to the grand salon, the floor to ceiling windows provide a spectacular view of the Gulf of Mexico. Three guest ensuite bedrooms plus a spacious den ensuring owners and guests privacy. The Owner’s suite continues the views even further, with a full wall of floor to ceiling windows and glass door leading out to your expansive terrace. Imagine waking up to this view and enjoying a cup of coffee from the morning bar without having to leave your owner’s suite. No detail overlooked in the expansive kitchen with Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets with a multitude of finish choices. Grab your favorite vintage from your Sub-Zero wine refrigerator as the chef in your life creates their masterpiece on the outdoor summer kitchen with built in gas grill. The residence is a perfect location for entertaining and offers a separate service galley with a second refrigerator, oven, and dishwasher, a perfect space for catering or a dinner prepared by your onsite chef and delivered by the in-residence dining team. The 46,900 square foot amenity level offers an intimate, private club atmosphere surrounded only by family and friends. The spaces are perfect for gathering or quiet escape. Only 65 owners, your experience will be as private as it will be luxurious. Lavish amenities include a private waterfront Bistro dining option, a world-class fitness center with options for private training and yoga, two outdoor pools, private cabanas, day beds, towels, food and beverage service. The wellness spa is a haven for relaxation with hot and cold plunge pools, sauna and steam rooms and private massage treatment rooms. The Club Lounge, serving morning coffee, is a wonderful place to start the day. The other amenities include an exciting game room with TVs, bar, billiards, jukebox and game tables, a nine-seat private theater and six generously sized guest suites allowing owners’ family and friends to enjoy the pleasures of this private resort. The 3rd level pool terrace offers a Zero-edge swimming lap pool & spa with sun shelf, day cabanas and social seating. Fire pit terraces, bocce lawn, Butterfly & chefs garden. The Beach club with a Zero-edge swimming pool with sun shelves and day cabanas, chairs, towel and umbrella service also includes an outdoor pursuits program including kayaking and standup paddle boards. Rosewood’s “Enriched Living” creating experiences that are authentic, original, and deeply personal by offering impeccable service and unparalleled attention to detail. Private enclosed garages included.
Listing is courtesy of: RONTO REALTY, LLC (941-210-0987)
Listing Agent: Vanroy Osborne (239-206-9796)
204 COOLIDGE DR, SARASOTA, FL 34236
$3,850,00028 Days on yellowkey MLS ID: A4692051
Bed: 8 Bath: 9.0 Gar: 4 Liv Area Sq Ft: 4245 Built: 2023 Tax: $56,468 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$56,468
Elementary School: Southside Elementary
Remarks: Newly built and exceptionally designed, this stunning 8-bedroom, 8.5-bath custom residence offers the rare opportunity to own a true luxury coastal retreat just moments from the white sand shoreline of Lido Beach and the renowned shopping and dining of St. Armands Circle. Thoughtfully created to accommodate large gatherings without compromising comfort or sophistication, this remarkable home blends elevated craftsmanship, expansive entertaining spaces, and resort-style outdoor living into one unforgettable property. From its striking architectural presence and oversized garage storage to its rich interior detailing, every inch of the home reflects intentional design and quality construction. Wide plank flooring, substantial trim work, custom wall detailing, beautifully finished ceilings, designer lighting, and carefully curated fixtures create a refined coastal aesthetic that feels both polished and welcoming. The main living level was designed with entertaining in mind, offering a seamless open-concept layout where spacious gathering areas, oversized dining space, and outdoor balconies all connect effortlessly around the spectacular chef’s kitchen. Anchored by a dramatic oversized island, the kitchen features custom full-height cabinetry, abundant storage, premium appliances, statement vent hood, striking stone accents, generous prep surfaces, and seating for a crowd, creating a natural centerpiece for everything from casual beach weekends to large holiday gatherings. Multiple living areas throughout the home provide exceptional flexibility for hosting guests, creating media lounges, or offering private escapes, while oversized windows and glass doors fill the interiors with natural light and tropical views. One of the home’s most impressive features is its eight private ensuite bedrooms, each beautifully appointed to provide hotel-style comfort, privacy, and spacious accommodations for family and guests. Designer tilework, custom vanities, elevated plumbing fixtures, and thoughtfully selected finishes continue throughout every bathroom, while the primary suite delivers a true retreat with dramatic architectural detail and a spa-inspired bath designed for relaxation. The outdoor living experience is every bit as impressive as the interiors. The expansive covered lanai beneath the home creates an additional full-scale entertaining venue complete with shaded lounge seating, dining space, and direct access to the resort-style heated pool and raised spa. A custom waterslide, tropical landscaping, sunning areas, and multiple conversation spaces create a private vacation atmosphere that feels designed for year-round enjoyment. Several covered balconies provide additional places to unwind, while the sprawling rooftop deck captures beautiful Gulf views and coastal sunsets, offering one of the home’s most memorable spaces for gathering, relaxing, and entertaining under the open sky. This is a property built for the way today’s luxury buyer wants to live—spacious, turnkey furnished and effortlessly close to Sarasota’s most iconic coastal destinations. Whether used as an extraordinary personal getaway, an income-producing luxury rental, or a legacy property designed to bring generations together, this residence offers a rare combination of size, quality, location, and lifestyle that is increasingly difficult to find on Lido Key.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
5371 CRESTLAKE BLVD #68, SARASOTA, FL 34233
$327,50028 Days on yellowkey MLS ID: A4691243
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1382 Built: 1984Monthly Fee: $600 Tax: $3,372 (2025)Community: Crestwood VillasSpa: NoVilla
Taxes:$3,372
Elementary School: Ashton Elementary
Remarks: This beautifully updated villa in the desirable Crestwood Villas community offers the rare combination of tranquil lake views and modern comforts, all just steps from the community pool. The bright, open floor plan features soaring vaulted ceilings that flow seamlessly into a spacious enclosed lanai overlooking the peaceful lake. Tile flooring throughout ensures easy maintenance, while the updated kitchen shines with granite counters, fresh cabinetry and appliances, and a generous granite breakfast bar—perfect for casual meals or entertaining. The primary suite is a true retreat, boasting calming lake views, dual walk-in closets, and a luxurious bath with a tiled shower and ample vanity space. A second updated full bath with tile finishes completes the home. Located near Honore Avenue and Wilkinson Road, this villa provides effortless access to everything Sarasota has to offer—world-class beaches, shopping, dining, and the vibrant arts scene. This is a rare opportunity to own a lakefront villa in a prime location. Ideal for those seeking both relaxation and convenience in one of Sarasota’s most convenient communities.
Listing Agent: Larry Brzostek (941-993-3125)
7291 CLOISTER DR #222, SARASOTA, FL 34231
$195,00029 Days on yellowkey MLS ID: A4691248
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 914 Built: 1984Monthly Fee: $525 Tax: $2,651 (2025)Community: Gulf Gate GardensCondo
Taxes:$2,651
Remarks: Discover the perfect blend of simplicity and style in this charming 2-bedroom, 2-bathroom condo nestled within the sought-after Gulf Gate Gardens community. At 914 square feet, this thoughtfully designed residence proves that less truly is more. Step inside to find a split floor plan that offers privacy and functionality, complemented by an open living and dining combination that feels bright and inviting. The beautifully remodeled kitchen showcases granite countertops, cohesive cabinetry, and generous counter space with ample cabinet storage — a true cook's delight. Both bathrooms have been tastefully updated to match, creating a seamless aesthetic throughout. Wood-grained tile flooring flows through the common areas while plush carpet in the bedrooms adds warmth and comfort, all contributing to a relaxed coastal feel. Enjoy morning coffee or evening breezes on the balcony, accessible from both the living room and primary bedroom. Convenient in-unit stacked washer and dryer, separate locked storage, and a refreshing community pool round out the amenities. The neighborhood truly elevates this property's appeal. Situated in Gulf Gate Estates, you're minutes from the world-renowned Siesta Beach, Sprouts Farmers Market, Publix, and the soon-to-open Trader Joe's. Easy access to US-41 and I-75 makes commuting effortless, while local shopping and dining options abound. With strong rental income potential driven by Sarasota's thriving tourism market and unbeatable proximity to Siesta Key, this condo is an exceptional opportunity for investors and homeowners alike.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Michael Ballantyne (941-404-7374)
9268 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$649,95053 Days on yellowkey MLS ID: A4689486
0 Days Off yellowkey (back on 5/7/2026)
REDUCED by $7,050 (1.1%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2399 Built: 2024Monthly Fee: $251 Tax: $3,598 (2025)Community: Skye RanchSingle Family
Taxes:$3,598
Elementary School: K-8 At Clark And Lorriane
Remarks: Under contract-accepting backup offers. Welcome to Skye Ranch and the highly sought-after Antigua floor plan—an exceptional 4 bedroom, 3 bath, single-story home nestled within Sarasota’s premier master-planned community! Offering 2,400 SF of thoughtfully designed living space, every detail of this home has been carefully curated for both comfort and style. From the moment you step through the inviting foyer, you’re drawn into the heart of the home—a stunning open-concept kitchen, dining, and living area designed for effortless entertaining. The gourmet kitchen showcases a large quartz island and countertops, bright 42” cabinetry, subway tile backsplash, gas cooktop, stainless steel appliances—including a standard-depth refrigerator—a butler’s pantry, abundant cabinetry, and an expansive walk-in pantry that truly delivers on storage and function. Pocket sliding doors extend your living space outdoors to a screened-in lanai, creating the perfect Florida indoor-outdoor lifestyle. Enjoy peaceful mornings with coffee in hand, surrounded by nature and the sounds of birds greeting the day. The primary suite is a private owner’s retreat—truly its own set of owner’s quarters. This spacious sanctuary features abundant natural light and tray ceilings, flowing seamlessly into a luxurious en-suite bath with dual quartz vanities, a large walk-in shower, separate soaking tub, upgraded tile, and a private water closet. The adjoining walk-in closet connects directly to the laundry room, creating a suite-like experience designed for both convenience and everyday luxury. A front-facing bedroom offers a private space for guests or family with access to a full bath, while two additional bedrooms are centrally located for optimal functionality. The versatile flex room with French doors can easily serve as a home office, den, study, or even a guest overflow space with a Murphy bed or sleeper sofa. Upgraded include 8-foot doorways, tray ceilings, tile flooring throughout, upgraded baseboards, recessed lighting, pocket doors, French doors, overhead garage storage racks, an expanded driveway, Ring doorbell, and a Vitex smart home ready. It is also pre-plumbed for a future pool, spa, or outdoor kitchen—ready for you to create your dream backyard oasis. Most importantly, this home features one of the lowest CDD fees in the community!!!!! This is more than a home—it’s a lifestyle. Bike, walk or drive to HUB, Skye Ranch’s amenity center, where you will find weekly food trucks and monthly "markets", along with a full social calendar for all ages; a Café, indoor basketball courts, pickleball, resort pool, toddler pool, and Jr. Olympic pool; rock-climbing, fitness center, water aerobics, yoga, Pilatesl; meeting and event space and a game hang out room. Lazy River in process!!! Don't forget Turner Park baseball fields & sports courts, & pond for fishing. Skye Ranch was designed with preserving the natural setting, including our own pair of nesting bald eagles, and it really is a nature lovers paradise. The brand-new "Skye Ranch K-8 School" just opened which means one commute, same start and finish times for elementary and middle schoolers! Just beyond this tranquil setting, you’ll find Siesta Key directly west, all the conveniences Sarasota is known for like restaurants, medical facilities, shopping, dining, art and cultural attractions, near by airports. Whether relaxing at home or exploring the community, Skye Ranch offers a lifestyle unmatched in Sarasota!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Elizabeth Smith (941-228-2012)
1760 WISCONSIN LN, SARASOTA, FL 34239
$1,300,00061 Days on yellowkey MLS ID: A4688606
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2175 Built: 1948 Tax: $4,763 (2025)Community: BayviewApartment
Taxes:$4,763
Remarks: Under contract-accepting backup offers. Siesta Key Triplex – Weekly Rental Zoned Investment Opportunity Concrete triplex in city limits featuring one 3BR/1BA unit with attached 1BR/1BA studio and two additional 1BR/1BA units. ALL units are tenant-occupied with immediate income potential; historical annual income reported at $80K–$100K. Zoned for weekly rentals in Siesta Key City Limits...allow short- or long-term rental flexibility. Property includes four electric and four water meters, with tenants paying utilities. Expenses are kept low and are primarily limited to taxes, insurance, and landscaping. Recent updates include A/C systems, water heaters, appliances, exterior lighting, security cameras, and landscaping. Features shared on-site laundry plus private laundry in the larger unit. Concrete construction makes this the perfect investment property close to the beach and in Evacuation Zone D. No flood insurance required! Prime location near Siesta Key Beach with easy access to shopping, dining, and public transportation. Approximately two blocks to the North Bridge. Add 1761 Siesta Dr to increase your income potential and begin your Siesta Key Portfolio or scale to a 7+ unit portfolio with a potential six-figure+ income gain. Why buy just one when you can buy both! Strong in-place income makes this a rare Siesta Key investment. Intended to be sold together. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
2421 PROSPECT ST, SARASOTA, FL 34239
$629,500135 Days on yellowkey MLS ID: A4677367
REDUCED by $16,400 (2.5%) on 04/30/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 972 Built: 1956 Tax: $4,592 (2025)Community: Arlington ParkSingle Family
Taxes:$4,592
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Welcome to 2421 Prospect Street in Arlington Park’s Tightly Held RUSTIC LODGE…This Elegantly Refined Florida Mid-Century Retreat is Rooted in Sarasota’s Golden Era…the 1950s Marked a Time When Homes Were Designed & Built with Longevity & Craftsmanship—and 2421 Beautifully Honors That Legacy…Approached Not as a Renovation but as a Custom Crafted Rebuild…a Design-Conscious Builder Preserved the Home’s Original Vision While Elevating It for Today’s Style, Comfort & Quality…the Integrity, Proportions, and Character Remain Intact, Enhanced by Refined Finishes, Integrated Systems, Forward-Thinking Infrastructure, and City of Sarasota Code Improvements…Sleek, Clean & Effortlessly Cool—As Though the 1950s Walked Into 2026 with Style…Expansive New PGT Impact Windows, Sliders & Doors Bathe the Home in Natural Light While Preserving Tranquility…Every Detail Has Been Carefully Considered, Including All New Plumbing with Cast Iron Replacement Under the Slab, All New Electrical, HVAC Ductwork, Engineered Structural Enhancements for an Open Floorplan, Insulated Interior Walls, Blown Attic Insulation, Tankless Water Heater, White Oak Style Plank Flooring, Frameless Glass Shower Doors, Custom Walk-In Closets, and Soft-Close Cabinetry Throughout…Curated Quartz Countertops Extend Across the Gourmet Kitchen, Catering Pantry, Dry Bar, and Bathrooms…Recently Enhanced with a Brand-New Stainless Steel LG Dishwasher & GE Profile Refrigerator…Glass Tile Backsplashes, a Substantial Kitchen Island with Tile Accent Lighting, and a Vented Range Hood Complete the Kitchen Experience…Discreetly Integrated Throughout is a Fully Automated Smart Home System Offering Remote Entry Keypads, Wireless Alarm, Ring Cameras, Motion Detectors, Panic Buttons, In-Wall Safe, Remote-Control Ceiling Fans, USB-C Outlets, Nest Thermostat, and Digitally Controlled Irrigation—Allowing the Home to Be Fully Automated or Enjoyed Traditionally…A Fully Screened Lanai and Carport, Both with Custom Tongue & Groove Ceilings, Extend the Home with Over 500 SF of Covered Outdoor Living Space, Featuring New Epoxy Flooring, a Carport Hanging Swing, Direct Lanai Access to the Paver Patio, Outdoor Fire Pit & Grill Area, and a Pea Gravel Path from the Carport to the Keyed Backyard Gate…The Grounds Have Been Curated with a Six-Figure Landscape & Lighting Package, Fully Fenced, Double-Gated Privacy, Mature Junipers, Lush Clusia Hedges, Olive Trees, Bird of Paradise, and Fragrant Jasmine…A Three-Bedroom, One-and-a-Half-Bath Residence in the Heart & Soul of Arlington Park—Just Two Blocks to Arlington Park & Aquatic Center with a 50-Meter Lap Pool, 25-Yard Instructional Pool, Indoor Pickleball, Outdoor Tennis, Basketball, Fitness Amenities, Playground, Dog Park, Picnic & Seating Areas, Public Art, Restrooms, Water Features, and a Half-Mile Walking Trail…Moments to Legacy Trail, Sarasota Memorial Hospital, Downtown Sarasota, Siesta Key, Longboat Key, Anna Maria Island, UTC Mall, and Dining & Cultural Offerings Favored by Locals…Just Fifteen Minutes to Sarasota-Bradenton International Airport…Weekly Rentals Are Allowed, Not in a Flood Zone, No Storm Damage, No HOA, and Offered Turn-Key Furnished or Curated to Buyer Preferences…Passed Down Through Only Two Owners Since the 1950s, This Home Represents Stewardship, Architectural Lineage, and Forward-Thinking Living…Timeless, Intentional, and Unmistakably Rare…Schedule Your Private Tour Today & Live a Fuller Life!
Listing is courtesy of: FULLER GROUP (941-961-3100)
Listing Agent: Bo Fuller (941-961-3100)
1761 SIESTA DR, SARASOTA, FL 34239
$1,100,00061 Days on yellowkey MLS ID: A4688614
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2020 Built: 1949 Tax: $4,880 (2025)Community: BayviewApartment
Taxes:$4,880
Remarks: Under contract-accepting backup offers. Siesta Key Triplex – High-Yield, Weekly Rental Zoned Investment! Concrete triplex in city limits featuring one 2BR/2BA and two 1BR/1BA units with long-term tenants in place...immediate cash flow from day one. Proven income of $65K–$85K annually with low overhead expenses (taxes, insurance, landscaping only). Tenants pay all utilities with separate electric & water meters for each unit. Weekly rental zoning in city limits is a major upside for short-term income potential. Ideal for investors looking to significantly increase returns or house-hack by living in one unit and renting the others. Recent upgrades include new A/C systems, water heaters, appliances, security cameras, exterior lighting, and tropical landscaping. Solid concrete construction in Evacuation Zone D and NO flood insurance is required. Prime location just minutes to Siesta Key Beach, walking distance to dining, shopping, and essentials. Quick access on/off the key only 2 blocks to North Bridge. Value-add opportunity: Purchase adjacent property at 1760 Wisconsin Lane to scale to a 7+ unit portfolio with potential six-figure+ income. Why buy just one when you can buy both! Strong in-place income makes this a rare Siesta Key investment. Do not disturb tenants. Showings by appointment only; listing agent must accompany all showings.
1558 4TH ST #212, SARASOTA, FL 34236
$845,000117 Days on yellowkey MLS ID: A4681618
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1023 Built: 2024 Tax: $8,596 (2025)Community: Zahrada 2Spa: NoCondo
Taxes:$8,596
Remarks: Ideally positioned in the vibrant heart of downtown, this refined residence at 1558 4th Street, Unit 212 offers a wonderful 2 bedroom and 2 bath condo with an exceptional opportunity to enjoy upscale urban living in one of Sarasota’s most desirable neighborhoods. Thoughtfully designed and impeccably maintained, the condominium blends modern comfort with timeless style. The interior showcases an open-concept layout that maximizes both natural light and functionality. A well-appointed kitchen features quality cabinetry, solid surface countertops, and a convenient breakfast bar that flows seamlessly into the main living and dining areas—perfect for everyday living or hosting guests. Expansive windows and glass doors enhance the sense of space while inviting in abundant Florida sunshine. The primary suite provides a peaceful retreat, complete with generous closet space and a private bath designed with clean lines and tasteful finishes. Additional living space offers flexibility for guests, a home office, or creative pursuits. Every detail has been considered to support a low-maintenance lifestyle without compromising comfort. Residents enjoy secure building access, elevator service, and designated parking, along with the convenience of being moments from acclaimed dining, boutique shopping, galleries, theaters, and the waterfront. Sidewalk-lined streets and nearby parks create an engaging setting for morning walks or evening strolls. Whether you are seeking a full-time residence, seasonal retreat, or investment opportunity, this property represents a compelling blend of location, quality, and lifestyle. Buyers are encouraged to verify all measurements, association information, and rental policies. This offering presents a rare chance to experience downtown living with ease and distinction.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
3851 VIRGA BLVD, SARASOTA, FL 34233
$280,000196 Days on yellowkey MLS ID: A4672280
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1487 Built: 2003Monthly Fee: $375 Tax: $3,498 (2024)Community: ParkstoneTownhouse
Taxes:$3,498
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to 3851 Virga Boulevard, a beautifully refreshed 3-bedroom, 2.5-bath townhome in the gated community of Parkstone in Sarasota. Offering 1,489 sq. ft. of comfortable living space, this bright and inviting home features a freshly painted interior that provides a clean, move-in-ready feel from the moment you step inside. The open main floor layout is perfect for everyday living and entertaining, with natural light flowing throughout. All three bedrooms are located upstairs, offering privacy and separation from the main living area. A convenient half bath is located on the first floor, with two full baths upstairs. Parkstone is a well-maintained community known for its low HOA fees and no CDD—a rare and valuable benefit in Sarasota. Residents also enjoy access to a sparkling community pool, perfect for relaxing or cooling off year-round. With a fantastic location near shopping, dining, parks, and Sarasota’s beautiful beaches, this townhome offers both comfort and convenience. This home can be leased from day one providing an added benefit to potential investors. It is also Ideal for full-time residents or seasonal living—don’t miss the opportunity to make this Parkstone gem your own! **Some photo's are virtually staged.
Listing Agent: Niall Phelan (941-914-8589)
3024 WILLIAMSBURG ST, SARASOTA, FL 34231
$248,00085 Days on yellowkey MLS ID: C7521739
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 837 Built: 1965 Tax: $925 (2025)Community: Golden Acres 2Nd AddSingle Family
Taxes:$925
Remarks: This ranch-style home offers potential on a lot close to town. This property presents a compelling investment opportunity with much potential. The two-bedroom, one-bathroom configuration offers flexibility for renovation and customization to suit various needs. The single-level design provides practical living convenience while allowing for creative updates and improvements. With thoughtful renovation, this home could be transformed into an attractive residence that maximizes its inherent possibilities and location advantages. Schedule your showing today to explore this ranch home's potential and spacious layout. This is a Fannie Mae Homepath property.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
3300 S BENEVA RD #224, SARASOTA, FL 34232
$215,000505 Days on yellowkey MLS ID: A4634478
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,437 (2023)Community: Fairways & GreensSpa: NoCondo
Taxes:$2,437
Tax Year: 2023
Remarks: Under contract-accepting backup offers. 0.2 mi to Publix • 3 mi to Sarasota Memorial Hospital • 5.5 mi to Siesta Key Beach • Includes Zillow 3D Tour & Matterport Tour Move-in-ready and fully furnished 2-bedroom, 2-bath condominium in a secured elevator building close to Sarasota’s key amenities. This second-floor residence offers approximately 1,084 sq ft of single-level living with a spacious 9' × 14' screened lanai overlooking the community pool. Recent improvements include hurricane-impact windows and a new roof completed last year, providing peace of mind and energy efficiency. The interior features an updated kitchen and bathrooms, wood-style flooring, and an in-unit laundry room for added convenience. The floor plan includes an open living and dining area with direct access to the pool-facing lanai, creating an ideal indoor-outdoor extension of the living space. The primary suite offers ample storage and an updated bath, while the guest bedroom and additional full bath provide flexibility for visitors or home workspace needs. This condo also includes one assigned covered parking space plus abundant guest parking throughout the community. From this central Sarasota location, reach Arlington Park (2.5 mi) for aquatic facilities, fitness center, tennis, pickleball, basketball, and walking paths. Explore Downtown Sarasota (4 mi) for dining, shops, and Bayfront Park, or head to Siesta Key Beach (5.5 mi) for world-famous coastline. Additional anchors include Legacy Trail access (2.2 mi), Walmart Neighborhood Market (0.9 mi), Starbucks (1.2 mi), Westfield Siesta Key (2.5 mi), and direct routes via US-41 (2 mi) and I-75 (3.8 mi). This furnished condominium combines an updated interior, secured lobby access, an elevator, pool views, and proximity to Sarasota’s beaches, parks, shopping, and medical services. Be sure to view the Zillow 3D Tour and Matterport walk-through for a complete look at the layout and features of Unit 224.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jill French (941-600-8281)
6456 TARAWA DR, SARASOTA, FL 34241
$399,90077 Days on yellowkey MLS ID: A4686718
REDUCED by $15,100 (3.6%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1436 Built: 1979 Tax: $3,692 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,692
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bathroom, 2-car garage single-family home offering 1,436 square feet of comfortable living in the desirable Lake Sarasota community. This inviting residence features an updated kitchen with stone countertops, wood cabinetry, and stainless steel appliances, along with a convenient passthrough window to the covered and screened patio—perfect for indoor-outdoor entertaining. The home offers a spacious layout including a large living room, dining area, and separate family room, all enhanced by recessed lighting throughout. Step outside to a generously sized, fully fenced backyard with ample space to ADD a swimming pool, creating your own private oasis. Major updates include a ROOF replacement in 2013, A/C in 2015, and updated PLUMBING lines in 2020. The home is also fitted with HURRICANE SHUTTERS for the windows and doors that add protection when needed. Perfectly located, this home is just minutes from I-75, Rothenbach, Urfer Family Park, shopping centers, restaurants, and the Mall at UTC. The neighborhood offers outstanding outdoor amenities including a dog park, disc golf course, and a kayak launch into Lake Sarasota—perfect for active lifestyles and nature lovers. SRQ International Airport, Downtown Sarasota, and Siesta Key are all within 30 minutes. Zoned for Lakeview Elementary, Sarasota Middle, and Sarasota High School, this is a rare opportunity to own one of the best homes in a truly great community. With NO HOA and NO DEED RESTRICTIONS, homeowners enjoy exceptional flexibility while still benefiting from a well-established, friendly neighborhood. ***This home located in approved USDA area that qualifies for 100% financing (no downpayment required), as well as downpayment assistance programs from, up to 5% of the purchase price! Ask about how you can get access to lenders who utilize those programs.*** Come see this one by appointment only.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
800 N TAMIAMI TRL #405, SARASOTA, FL 34236
$475,000147 Days on yellowkey MLS ID: A4677207
1 Days Off yellowkey (back on 5/6/2026)
REDUCED by $40,000 (7.8%) on 04/24/2026
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1070 Built: 2007 Tax: $6,158 (2025)Community: AlinariCondo
Taxes:$6,158
Remarks: Experience enchanting evening sunsets from the comfort of your west-facing condo. This stunning 1-bedroom, 1.5-bath residence offers a perfect blend of peace, serenity & warmth. The open-concept features a contemporary kitchen with exquisite granite countertops, a lowered bar for casual dining, stainless steel appliances & ample cabinet space. Retreat to the generously sized primary suite, boasting two walk-in closets, a spa-like en suite bath complete with soaking tub & separate glass-enclosed shower. Stylish vinyl flooring throughout & convenient powder room for guests. Located in the prestigious Alinari, this pet-friendly community offers an impressive array of resort-style amenities. 24-hour concierge service, heated resort-style swimming pool & spa, cabanas & grilling areas. A state-of-the-art fitness center with saunas, theater/media room, library & billiards room. A wine cellar, conference room, business cener & clubroom/social lounge with catering kitchen. Guest suites, bike storage, climate-controlled storage, covered parking equipped with electric vehicle charging stations & on-site management complete the offerings. Steps away from Rosemary District & close to the beautiful Bay Park and the Van Wezel Performing Arts Hall, you will relish being near downtown's finest restaurants, boutique shopping, art galleries, and cultural attractions. Welcome to your Sarasota home!
Listing Agent: Nancie Kalin (941-928-8833)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.