Location: Sarasota
Do Not Show Listings
4606 TIPPECANOE TRL #119, SARASOTA, FL 34233
$160,000218 Days on yellowkey MLS ID: A4671371
1 Days Off yellowkey (back on 5/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1258 Built: 1973Monthly Fee: $437 Tax: $882 (2024)Community: Lake TippecanoeCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$882
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Riverview Middle
Remarks: Under contract-accepting backup offers. Brand New Price!! Welcome to Lake Tippecanoe — Sarasota’s Premier 55+ Community! This beautifully maintained 2-bedroom, 2-bath ground-floor condo offers 1,258 sq. ft. of comfortable, maintenance-free living in the heart of Sarasota. Step inside to an inviting open floor plan where the kitchen seamlessly flows into the great room—perfect for entertaining or relaxing. Natural light fills the spacious Florida room/dining area, overlooking a peaceful backyard setting. MOTIVATED SELLER Enjoy the convenience of indoor laundry and the ease of community living, with the association taking care of lawn maintenance, exterior upkeep (including the roof), pest control, cable, water, and trash pickup—so you can focus on enjoying the Florida lifestyle. Lake Tippecanoe is a well-established and friendly 55+ community featuring a clubhouse, social activities, and a serene lakefront setting. Ideally located near Sarasota’s world-famous beaches, top-rated golf courses, shopping, and dining, this condo offers the perfect blend of comfort, convenience, and community. Come experience the relaxed Sarasota lifestyle you’ve been dreaming of at Lake Tippecanoe!
Listing is courtesy of: JOHN HARDING REALTY (941-777-3007)
Listing Agent: Josh Mott (941-780-3063)
4266 67TH AVENUE CIR E, SARASOTA, FL 34243
$474,90049 Days on yellowkey MLS ID: A4691421
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2590 Built: 2004Monthly Fee: $72 Tax: $7,264 (2025)Community: Woodridge OaksSingle Family
Taxes:$7,264
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. This impressive executive-style residence offers 2,590 square feet of refined living space with 3 bedrooms and 2.5 bathrooms. Designed for both comfort and elegance, the home features formal living and dining rooms, a spacious family room, and a seamless open floor plan anchored by a striking staircase. Upstairs, you’ll find all bedrooms along with a versatile bonus area, providing both privacy and flexibility. The kitchen is well-appointed with a center island and stainless steel appliances, ideal for entertaining or everyday living. A 3-car garage adds convenience, while the home’s prime location off Lockwood Ridge between SR70 and University Parkway places you in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
5408 EAGLES POINT CIR #302, SARASOTA, FL 34231
$339,900143 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
Taxes:$6,133
Elementary School: Phillippi Shores Elementary
High School: Riverview High
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)
927 CONTENTO ST, SARASOTA, FL 34242
$2,300,00048 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
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
$550,000213 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
$285,00045 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
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
$895,14438 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
$8,750,00038 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)
5371 CRESTLAKE BLVD #68, SARASOTA, FL 34233
$327,50038 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
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
$195,00039 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
$649,95063 Days on yellowkey MLS ID: A4689486
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
$1,300,00071 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)
1761 SIESTA DR, SARASOTA, FL 34239
$1,100,00071 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
$845,000127 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
Elementary School: Alta Vista Elementary
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
$280,000206 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)
6456 TARAWA DR, SARASOTA, FL 34241
$399,90087 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)
1715 PELICAN COVE RD #GL438, SARASOTA, FL 34231
$329,000100 Days on yellowkey MLS ID: A4684687
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1288 Built: 1979Monthly Fee: $771 Tax: $3,585 (2025)Community: Pelican Cove XivCondo
Taxes:$3,585
Remarks: Sarasota's best kept secret, Pelican Cove. An artistic and socially active community located on 75 acres with 731 condos, 3 clubhouses, 6 pools, tennis and pickle ball courts, an exercise facility, 85-slip marina and stunning tropical grounds. Look no further, your completely renovated 2/2 Glenhouse condo awaits. Upgrades galore, all new hurricane windows throughout complimented with Hunter Douglas motorized window treatments, beautiful Faus laminate floors, custom kitchen cabinets, granite counter tops, new A/C unit 2024 (handler & ductwork) New electrical panel 2022, 6-panel doors throughout, large dining room skylight, and an attic that is retrofitted for storage with a double insulated staircase for access. An opportunity to live in paradise minutes from downtown Sarasota and beaches. Don't miss out on this move-in ready condo, schedule a showing today!
Listing is courtesy of: DELUCA REALTY INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
990 BOULEVARD OF THE ARTS #604, SARASOTA, FL 34236
$2,750,00058 Days on yellowkey MLS ID: A4689810
Bed: 2 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3135 Built: 2003 Tax: $18,459 (2025)Community: Beau CielSpa: YesCondo
Taxes:$18,459
Remarks: Welcome to a residence where the architecture is as iconic as the vistas it frames. Within the architecturally renowned Beau Ciel, this 3,135-square-foot condominium offers a rare dual-aspect living experience, capturing the full spectrum of Sarasota’s waterfront beauty from sunrise to sunset. Designed with an emphasis on scale and flow, this residence features two bedrooms, three full baths and a versatile family room which could be a third bedroom. The second bedroom has an elegant built-in office with a queen-size Murphy bed. Due to its size, every room is complemented by ample proportions and generous closet space along with access to balconies. The heart of the home, the eat-in kitchen, has been refreshed with all-new appliances. The positioning of this unit allows you to curate your backdrop based on the time of day. Enjoy the daytime views of the Bay and The Bay Park from the kitchen, family room and second bedroom/office, and by night the city lights surrounding the marina from the dining room, living room and primary bedroom. In addition, an air-conditioned storage locker and garage parking for two cars are included. Beau Ciel is celebrated not just for its sweeping curves and artistic silhouette, but for its robust, high-quality construction and 24/7 concierge service that ensures a peaceful, private sanctuary on a cul-de-sac. You are directly across from The Bay Park, Sarasota’s signature 53-acre waterfront destination featuring manicured trails, kayak launches, playground and The Nest snack bar. The Van Wezel Performing Arts Center and Sarasota Symphony Center are a short distance away, making it a central cultural arts destination. Experience the height of luxury where the Bay meets the marina.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Barbara Mei, Pa (941-893-7417)
4644 HAMLETS GROVE DR, SARASOTA, FL 34235
$420,00086 Days on yellowkey MLS ID: A4686910
REDUCED by $4,000 (0.9%) on 04/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1872 Built: 1990Monthly Fee: $88 Tax: $4,141 (2025)Community: Hamlets GroveSingle Family
Taxes:$4,141
Remarks: Under contract-accepting backup offers. Discover this beautifully maintained 4-bedroom, 2-bath home offering the perfect blend of comfort and functionality, all with a low HOA and no CDD fees. The spacious kitchen is designed for both everyday living and entertaining, featuring solid wood cabinetry, granite countertops, a breakfast bar, a large pantry, and a full appliance package. Enjoy a thoughtfully designed split floor plan that provides privacy, along with both a formal living room and a separate family room ideal for gatherings and flexible living space. The primary suite is a true retreat, complete with a spa like bathroom featuring, a soaking tub, and a separate walk in shower. Step outside to a huge screened lanai, perfect for relaxing or entertaining, with ample room to add your dream pool. The patio screen was replaced in 2025 for added peace of mind. Major updates include: Roof (2024) Exterior paint (2025) HVAC (2020) Water filtration system (2024) Water heater (2023) Select windows replaced (2019) Conveniently located near shopping, dining, and everyday amenities, this home truly has it all.
Listing is courtesy of: ALIGN RIGHT REALTY SRQ OPULENCE (941-362-3300)
Listing Agent: Raina Williams (941-518-5170)
2177 SUNNYSIDE PL, SARASOTA, FL 34239
$2,650,000187 Days on yellowkey MLS ID: A4674289
REDUCED by $149,000 (5.3%) on 05/05/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4624 Built: 2023 Tax: $25,349 (2024)Community: Hibiscus Park 2Spa: YesSingle Family
Taxes:$25,349
Elementary School: Southside Elementary
Remarks: Everything you thought you needed—and knew you wanted—now offered with an unmatched level of value and flexibility. Recently repositioned with an attractive price improvement and now offered turnkey furnished, this exceptional newer construction residence presents a rare opportunity to step into luxury living—or a high-performing rental investment—without delay. Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential. The thoughtfully curated furnishings create an immediate, seamless transition for ownership or rental readiness, blending style, comfort, and functionality throughout. Designed to elevate both lifestyle and longevity, the home features a custom ProTee golf simulator, a two-person Equinox infrared sauna, and a Renu Therapy cold plunge, offering a private wellness retreat rarely found in residential properties. Spanning over 5,400 square feet of total living space, the home showcases a clean, contemporary design with expansive glass, natural textures, and effortless indoor-outdoor flow. The resort-style outdoor setting, complete with pool, spa, and dual covered entertaining areas, pairs perfectly with the home’s open interior spaces, state-of-the-art kitchen, and dedicated home theater—creating an environment equally suited for relaxation or hosting. Positioned between Southgate, Arlington Park, and Cherokee Park, and just moments from Southside Village, this residence delivers not only luxury and location, but now an exceptional opportunity to secure a fully realized lifestyle—ready to be enjoyed from day one.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
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