Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
4870 TIVOLI CT, SARASOTA, FL 34235
$424,90054 Days on yellowkey MLS ID: A4675116
REDUCED by $25,000 (5.6%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1988Monthly Fee: $919 Tax: $3,866 (2025)Community: Longwood Villas Unit 3Villa
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,866
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: NEW ROOF (2026), Awesome lake views! You will not find a better lake view out there, and it is a real lake! Well-maintained 3-bedroom, 2-bath home offering 2,147 square feet under air with a 2-car garage. Major updates include a new tile roof (2026), new A/C (2024), new electric panel (2020), and includes an auxiliary generator (2020) with included propane tanks. Most windows have been upgraded to impact glass (excluding sliders and kitchen window) (2018). The kitchen features granite counters, custom cabinets and stainless-steel appliances. Both bathroom showers have ceramic tile all the way up to the ceiling. As already stated, the home offers one of the best lake views, visible from the owner's suite, main living areas and large screened lanai. A spacious, private side courtyard provides additional outdoor living space, ideal for entertaining and relaxing. Basically, you have outside living along the back and entire side of the home. No CDD"s. HOA handles roof replacement and repairs; outside painting; pressure washing; irrigation and pump; driveway and walkway repairs; and mowing, trimming and edging. Also, because the HOA handles the roof and exterior, the homeowner's insurance is lower than it would be on a single family home. Even though this home is called a villa, it is like a single family home because there are no shared living walls. Kayaking and canoeing are allowed on the lake, for leisure, fishing or wildlife watching. Conveniently located near UTC Mall, Downtown Sarasota, Mote Marine, Whole Foods, Fresh Market, tons of restaurants, shopping and a short drive to the best beaches around.
Listing is courtesy of: HOOVER REALTY LLC (941-266-5623)
Listing Agent: Garin Hoover (941-266-5623)
5019 STEVENS DR, SARASOTA, FL 34234
$669,90055 Days on yellowkey MLS ID: A4683765
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1592 Built: 1957 Tax: $5,172 (2025)Community: Sapphire HeightsSpa: NoSingle Family
Taxes:$5,172
Remarks: Fully renovated mid-century gem in the charming and highly coveted Indian Beach Sapphire Shores neighborhood of Sarasota. This exceptional three-bedroom, two-bathroom home has been lovingly preserved and thoughtfully restored with a strong emphasis on period-appropriate mid-century design and timeless style. Original terrazzo floors sparkle throughout the main living areas, honoring the home’s architectural roots. The fully renovated kitchen features new high-end appliances and blends seamlessly with the home’s classic aesthetic. The former Florida room has been transformed into comfortable year-round living space with permanent climate control, with the design anchored by an authentic vintage 1960s Preway wood-burning cone fireplace — a true statement piece. High-end mid-century light fixtures are showcased throughout, including multiple authentic Herman Miller pieces. Major updates provide peace of mind, including a new roof (2023), brand-new HVAC system and ductwork (2024), and a new solid wood privacy fence (2024). All bedrooms offer sizable closets, and the large zero-scaped front yard ensures beauty with minimal maintenance. The expansive backyard is a private retreat, featuring a generous paver patio and ample space for a pool or future additions. A newly installed barrel sauna and cold plunge create a spa-like sanctuary along the side yard, with convenient access from the principal suite. The true highlight of the home is the architect-designed principal bedroom and bathroom suite, completed in 2025 — an incredibly rare feature for this neighborhood and era. Designed as a private oasis, the light-filled bedroom includes a picture window and charming window seat, thoughtfully separated from the two guest bedrooms on the opposite wing of the home. The spacious en-suite bathroom is professionally interior designed and features high-end fixtures, a large walk-in shower, a freestanding spa tub, double vanity, and a walk-in closet. An exterior door provides direct access to the outdoor spa area for seamless indoor-outdoor living. Ideally located, this home is within a short distance to multiple beautiful waterfront parks and the renowned The John and Mable Ringling Museum of Art. Just five minutes to downtown Sarasota and ten minutes to the pristine beaches of Lido Key, you’ll enjoy the very best of Sarasota’s natural beauty and vibrant cultural scene — all from the comfort of your exquisitely restored mid-century home in one of the city’s most beloved neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Agnes Cameron (941-388-3966)
4777 RINGWOOD MDW, SARASOTA, FL 34235
$550,00055 Days on yellowkey MLS ID: A4681651
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2089 Built: 1980Monthly Fee: $153 Tax: $689 (2025)Community: The MeadowsSingle Family
Taxes:$689
Elementary School: Gocio Elementary
Remarks: Seller is open to negotiation, submit your offer. Welcome to The Meadows, a tranquil, master-planned community known for its lush, park-like landscapes, ancient oak hammocks, sparkling lakes, and miles of walking and biking trails. With no CDD fees and three golf courses with planned professional restoration and optional memberships, The Meadows offers an exceptional lifestyle in a serene natural setting. This exquisitely landscaped home showcases native plants, vibrant flowers, and stunning trees including a Flamboyant Royal Poinciana, Mature Mango tree, and striking Blue Hawaii Jacaranda, creating exceptional curb appeal and a warm welcome for residents and guests alike. The property also enjoys peaceful views of one of The Meadows’ golf courses, adding to the sense of openness and tranquility. Inside, the open kitchen overlooks the main living area, making it ideal for entertaining or spending quality time with family. A unique whole-house exhaust system provides enhanced ventilation, perfect for the chef of the home. The family room features sweeping glass walls that fill the space with natural light and frame calming views of the surrounding landscape. The split floor plan places guest bedrooms on the opposite side of the home, ensuring comfort and privacy for everyone. The expansive layout and light-filled interiors create an immediate sense of calm and openness the moment you walk through the door. Additional highlights include an epoxy-coated garage floor that adds durability and a clean, polished appearance, along with updated appliances including a microwave (2025), AC (2023), refrigerator (2021), oven (2021), dishwasher (2021), washer (2020), and dryer (2020). The location is unmatched, offering convenient access to Mote Marine Aquarium, Siesta Key Beach, Sarasota’s vibrant cultural arts scene, world-class theaters, UTC Mall, popular restaurants, Nathan Benderson Park, Lakewood Ranch Waterside, and the Sarasota–Bradenton International Airport. Schedule your private showing today and experience the exceptional lifestyle The Meadows offers.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Michael Schepps (941-807-0880)
547 N SHORE DR, SARASOTA, FL 34234
$2,700,00058 Days on yellowkey MLS ID: A4682843
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 1928Monthly Fee: $3 Tax: $8,131 (2025)Community: Sapphire ShoresSingle Family
Taxes:$8,131
Remarks: Exquisitely restored 1926 residence in Sarasota’s historic Museum Area west of the Trail. This architectural gem is one of just 13 original platted homes in the historic Sapphire Shores subdivision. Originally built for John Ringling’s circus talent scout, this home represents one of the best examples of true Mediterranean Revival architecture on the market. Set on an oversized 0.40-acre double lot located out of the flood zone and at 15 feet of elevation, this 3,100 sq ft home comprises 3 bedrooms, 2.5 bathrooms plus a sunroom/den in the main house and a 1 bedroom 1 bath detached guest house - 3,100 sq ft in total. The home is located on one of the coveted wide streets leading to the bayfront park. The traditional Mediterranean façade is framed with lush landscaping and a circular reclaimed brick driveway leading up to a beautiful arched entryway. The current owners have invested extraordinary time, vision, and craftsmanship into restoring and refining this 101-year-old architectural treasure. True to its historic character with its elegant arched doorways to intricate tilework and exposed original tile brick, the home also benefits from thoughtful updates that support modern living without compromising its integrity. An extensive 2017 remodel created a bigger kitchen, added a butler’s pantry/laundry room, new roof, new plumbing and electric, and new bathrooms. The owners added approximately 2,000 sq ft of outdoor living space with a beautiful Spanish-inspired covered lanai with space for eating, lounging and entertaining and a large pool deck with panoramic screens. The yard is a true gardener’s paradise, featuring multiple curated garden beds, a wide variety of plant and tree species, and a beautifully designed succulent garden bordering the front of the home. The two-car garage is currently used as a workshop/workout room but can be easily converted back to a garage. This is a rare opportunity to own a piece of Sarasota’s architectural history, thoughtfully restored, beautifully enhanced, and ready for its next chapter. This beautiful home is located just south of the Ringling Museum and Asolo Theater and is a short walk from a beautiful neighborhood park by the bay where locals gather to fish, watch the sunset, practice yoga and walk their dogs. Indian Beach Sapphire Shores is minutes from downtown Sarasota, Lido Beach, and St. Armands Circle. The home is perfectly positioned near Ringling College of Art, New College, and the North Trail’s growing selection of independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
361 OAK HILL DR #3, SARASOTA, FL 34232
$249,00075 Days on yellowkey MLS ID: A4681110
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1354 Built: 1985 Tax: $2,753 (2025)Community: Village Oaks Sec BSpa: NoCondo
Taxes:$2,753
Remarks: One or more photo(s) has been virtually staged. Just reduced SIGNIFICANTLY!! Welcome to Village Oaks—this villa is a show-stopper you have to see to believe. From the moment you step inside, the upgrades and care are unmistakable. The fully remodeled kitchen is a standout, featuring soft-close IKEA cabinetry, drawers, and pantry with under-cabinet lighting, sleek LG stainless steel appliances, an oversized stainless sink with disposal, and granite countertops with a neutral backsplash—a spacious, functional design made for anyone who loves to cook and entertain. Throughout the villa, 2-inch wooden blinds dress every window, and the entire home is tiled, professionally cleaned, sealed, and ready for worry-free living. The front guest bedroom offers a walk-in closet, while the remodel guest bath includes an easy-access step-in shower. A full-size Samsung front-load washer and dryer are neatly tucked into the laundry closet for convenience. At the rear of the home, the primary suite impresses with a generous walk-in closet and a spa-like bath featuring a large shower, double sinks, granite countertops, decorative lighting, and a built-in medicine cabinet. The bonus sunroom is a true flex space—perfect for a home office, hobby room, or even an extra bedroom (just add an armoire). Flooded with natural light, it’s finished with double French doors and a private exit for your favorite pet. Recent updates add peace of mind: Garage floor pressure washed and walls freshly painted (Jan 2026) Front screened porch pressure washed with new carpet (Jan 2026) Hot water heater replaced Sept 2019, and the lifestyle? Unbeatable. Enjoy the heated community pool, active social events, and an exceptional location—about two miles to I-75 and just 7.5 miles to Lido Key. Shopping, dining, and Sarasota’s vibrant arts scene are all minutes away. This is the kind of villa that doesn’t stay on the market—schedule your showing before someone else claims it.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Diane Fogo Harter (941-445-2431)
1141 MERLE WAY #14, SARASOTA, FL 34232
$210,00081 Days on yellowkey MLS ID: TB8470330
REDUCED by $10,000 (4.5%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 1974 Tax: $2,581 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$2,581
Elementary School: Tuttle Elementary
Remarks: SELLER CONCESSION** SELLER IS OFFERING 1K TOWARDS CLOSING COSTS IF BUYER USES PREFERRED LENDER. As you step into 1141 Merle Way, you’re welcomed into a bright and comfortable living space designed for easy everyday living. The home has been thoughtfully maintained and updated, with fresh interior paint completed in 2021, giving it a clean and inviting feel throughout. The layout flows effortlessly from the living room into the kitchen and dining area, creating a functional and open atmosphere. The kitchen has been upgraded with new cabinetry and Formica countertops that were redesigned and shortened to improve both movement and usability. Brand-new LG fluorescent lighting enhances the space, making it bright and practical for daily cooking and entertaining. Automatic shades in the living room, kitchen, dining area, and bedroom provide added convenience and light control at the touch of a button. Moving through the home, you’ll find a comfortable bedroom with new blinds installed in 2025, providing privacy and a fresh, updated look. The bathroom has been thoughtfully renovated to include a walk-in sit-in tub, offering both comfort and accessibility. Hurricane-rated doors add peace of mind, while a sensor light outside enhances safety and security. Recent upgrades continue outside the home, including new gutters installed in 2025. The property is located in a welcoming 55+ community known for its friendly atmosphere and well-maintained amenities. Residents enjoy access to a clubhouse, workout center, pool, and outdoor shower, as well as nearby nature trails and close proximity to three golf courses. With easy access to Honore Avenue via 17th Street, the location provides a perfect balance of tranquility and convenience. This home offers a comfortable, low-maintenance lifestyle, ideal for those looking to enjoy Sarasota living with ease.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rotosha Cormier (941-210-2062)
1648 STARLING DR #202, SARASOTA, FL 34231
$345,00081 Days on yellowkey MLS ID: A4680410
REDUCED by $14,000 (3.9%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1975 Built: 1987 Tax: $4,982 (2025)Community: Landings South VCondo
Taxes:$4,982
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. LET’S MAKE A DEAL! Brand new roof, gutters, AC, exterior paint, new roads, and a brand new community pool set the stage for exceptional value in this beautifully maintained second-floor coach home. Perfectly positioned on a private cul-de-sac just one block from the pool and community amenities, the location offers both privacy and convenience within the guard-gated community of The Landings. A private entry with distinctive tile steps leads to a light-filled interior where soaring vaulted ceilings and an open layout create an inviting sense of space. Wide-plank wood flooring flows through the main living areas, and the thoughtfully designed floor plan connects each space seamlessly while maintaining definition. An enclosed lanai with expansive sliding glass doors extends the living area and showcases peaceful treetop views, offering a serene backdrop for morning coffee or evening relaxation. The kitchen is both functional and welcoming, featuring white cabinetry, granite countertops, custom tile backsplash details, and a sunlit eat-in area. A breakfast bar opens to the living and dining spaces, making entertaining effortless. A built-in dry bar adds character, storage, and additional serving space for gatherings. The primary suite is generously sized with vaulted ceilings and a flexible alcove ideal for a sitting area or home office. A dedicated dressing space with built-in storage and an oversized walk-in closet enhance everyday comfort. The en-suite bath includes a walk-in shower with bench seating, ample counter space, and timeless finishes. Two additional bedrooms and a guest bath provide flexibility for guests, hobbies, or remote work. The HOA delivers true maintenance-free living, covering the roof, windows, sliders, screens, exterior paint, landscaping, pest control, cable and Xfinity service, and insurance from drywall out. The home sits approximately 21 feet above sea level and is not located in a flood zone. Residents of The Landings enjoy access to the Racquet Club with tennis, pickleball, resort-style and lap pools, a fitness center, clubhouse, and an active social calendar. A scenic nature trail leads to Roberts Bay, where a kayak launch and fishing dock provide direct access to the water. A private garage with attic storage, paver driveway, and nearby guest parking complete this move-in-ready residence in one of Sarasota’s most established gated communities. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
701 TYLER DR, SARASOTA, FL 34236
$5,995,000110 Days on yellowkey MLS ID: A4676329
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3832 Built: 1977 Tax: $26,279 (2025)Community: Lido Beach Div BSpa: NoSingle Family
Taxes:$26,279
Elementary School: Southside Elementary
Remarks: An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over the pool to the bay. Beyond the interiors lies a private waterfront sanctuary: a heated saltwater pool overlooks an expansive floating dock, ideally suited for vessels of varying sizes, kayaks, or paddleboards. Unobstructed sailboat access invites effortless exploration of the bay and beyond. Additional conveniences include a spacious two-car garage, proximity to downtown Sarasota's vibrant cultural scene, a 15-minute drive to Sarasota-Bradenton International Airport. Close by is the pristine sands of Lido Beach with the most spectacular sunsets and moments away is St. Armands Circle's dining and shopping. Framed by the preserved mangroves of Otter Key, the sheltered waters host an abundance of marine life, dolphins, manatees, and graceful wading birds frequently enchant residents with their presence. This extraordinary property represents a rare harmony of tranquil waterfront serenity, impeccable modern enhancements, and unparalleled proximity to Sarasota's finest amenities—an enduring legacy of refined coastal elegance. Independently certified appraisal on 03/05/2026 by Birkholz Appraisal Group: Value by sales comparison approach $5.9M and Value by cost approach $6.2M
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Mark J Baron (941-241-7633)
200 COCOANUT AVE #5, SARASOTA, FL 34236
$775,00099 Days on yellowkey MLS ID: A4677723
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1753 Built: 2000Monthly Fee: $950 Tax: $10,910 (2025)Community: Library MewsTownhouse
Taxes:$10,910
Elementary School: Alta Vista Elementary
Remarks: Auction Property. Luxury Live Auction! Bidding to start from $775,000.00! Enjoy the best of both worlds at Library Mews with both downtown convenience and walkability as well as lush expansive private outdoor areas. Library Mews is an intimate community with only 11 residences featuring 2-story villas with masonry construction and private garages. The exterior of the entire community was updated in 2025, with new roofs, awnings, exterior paint, gutters, exterior lighting, and hurricane impact skylights. The interior of this residence has been extensively remodeled, increasing ceiling heights, improving the kitchen and bathrooms, and adding a second A/C system that facilitates two separate heating/cooling zones, one for each level. The island kitchen boasts a sub-zero refrigerator, Cambria quartz countertops, mother-of-pearl backsplash, and wood, dovetailed all-drawer cabinetry that includes a pull our spice rack and built-in trash receptacle. The range is a Bosch electric smooth top, however, it can easily be swapped out for a gas range using the existing gas bib. And the adjacent butler’s pantry/laundry room has loads of extra storage. The living room, dining room, and kitchen all have glass sliders that bring the outside in and provide easy access to the private courtyard area. The courtyard has gas service, facilitating a direct connect BBQ grill thereby avoiding having to lug propane tanks. The first floor includes a convenient den with custom built-in mahogany shelving and desk and loads of storage space. A powder room completes the first floor. The owners' suite is light and bright with triple sliders and brazilian cherry hardwood flooring. The walk-in closet has been custom fitted and is easily reconfigurable to your needs. The ensuite bathroom includes a dual quartz vanity, under mount sinks, Toto commode with electric outlet access, a skylight, a deep soaking bathtub, and spacious walk-in frameless shower with seat. The fixtures are Hans-Grohe and include swivel vanity taps and a handheld shower head that can operate together with the main shower head or separately. The guest suite is split from the owners' suite and includes an ensuite bathroom with skylight and a spacious closet, making hosting guests a pleasure. In addition to the attached one-car garage, this residence also includes a carport providing total space for two vehicles within the gated area. The garage has a separate air-conditioned storage closet. And electric hurricane shutters make storm preparation a breeze. Top it all off with an expansive rooftop private terrace with new 24” porcelain pavers that is perfect for enjoying your morning coffee or a glass of wine in the evening. You'll not only be able to catch some rays, but also indulge your green thumb, and watch the fireworks over the bay. In a city that's largely dominated by high-rise condominiums, Library Mews is a world apart. Blending into the surrounding landscape, it truly is an oasis hidden in plain sight. Tucked into a quiet corner of the city away from the fray, Library Mews is convenient to all of the downtown amenities. Just two blocks to Whole Foods and Starbucks, across the street from Selby Library, the Opera House, and Florida Studio Theater, Library Mews is only a few minutes walk to Main Street restaurants and shops, the Saturday morning Farmers Market, as well as the Bayfront.
Listing is courtesy of: STAR BAY REALTY CORP. (813-533-6467)
Listing Agent: Sandra Israelson (941-260-6260)
4651 CHANDLERS FORDE #34, SARASOTA, FL 34235
$438,000101 Days on yellowkey MLS ID: A4677292
REDUCED by $12,000 (2.7%) on 04/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1983Monthly Fee: $719 Tax: $3,617 (2025)Community: Chandlers FordeVilla
Taxes:$3,617
Remarks: Unique opportunity! Luxurious and tastefully renovated corner villa in the sought-after Meadows, a resort lifestyle community. Charming Chandlers Forde offers refined living in a canopied park-like setting minutes from downtown Sarasota. Inside, you will love the soaring cathedral ceilings, floor-to-ceiling double-sided gas fireplace, elegant newer engineered hardwood throughout, open and airy, featuring a wall of sliders to the Florida room showcasing a tropical yard and relaxing ambiance. The totally remodeled kitchen is a chef’s delight with newer top-of-the-line appliances, solid wood cabinetry, quartz countertops, glass tile backsplash and convenient to the private grilling patio. The generous primary suite offers a walk-in, closet and main bath with double vanities. The second bath totally remodeled with composite granite. Custom Hunter Douglas window treatments. Lanai has newer tile, screens and ceiling fans. All maintenance-free living, just around the corner from one of the two heated community pools. The Meadows, 1,600 park-like acres. Residents enjoy 14 miles of trails, fun activities, fitness center, Junior Olympic pool, 10 pickleball courts, golf, dining venues plus and a top-notch tennis complex. You’ll live near award-winning beaches, remarkable arts and culture, Nathan Benderson Park, newly opened Mote Aquarium, Whole Foods, Trader Joe’s and The Mall at University Town Center, a world-class shopping, entertainment and dining destination. A fabulous Florida lifestyle with all conveniences. Newer 25-year dimensional shingle roof, new HVAC 2022. Spacious two-car garage with plenty of storage and above flood plain in Zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Marci Carter (941-330-4226)
707 S GULFSTREAM AVE #906, SARASOTA, FL 34236
$549,000111 Days on yellowkey MLS ID: A4676166
REDUCED by $26,000 (4.5%) on 04/15/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1014 Built: 1974 Tax: $6,244 (2025)Community: Essex HouseCondo
Taxes:$6,244
High School: Sarasota High
Remarks: Discover a lifestyle that blends walkable downtown living with the relaxed coastal energy that makes Sarasota so special. This beautifully updated 1 bedroom, 1.5 bath condo at Essex House sits on the 9th floor and invites you to experience Sarasota from a new perspective. Floor to ceiling windows frame sweeping city views, with lush treetops and skyline scenery that feel both vibrant and peaceful at the same time. From the moment you enter, the home has an easy flow. The designer kitchen opens naturally to the dining and living areas, creating a welcoming space to entertain or unwind after a day along Sarasota Bay. A versatile bonus area offers room for a home office, creative space, or occasional guest use. The enclosed balcony extends your living space and becomes the perfect spot for morning coffee or evening conversation while the city lights begin to glow. The spacious primary bedroom offers generous closet space and a beautifully appointed en suite bath, creating a private retreat that feels calm and refined. Natural light fills the residence throughout the day, highlighting the thoughtful finishes and the connection to the city around you. Essex House is one of Downtown Sarasota’s established luxury condominium communities, offering resort style amenities including a heated pool, fitness center, and welcoming social spaces. Here, you are moments from Marina Jack, Bayfront Park, Selby Gardens, boutique shopping, fine dining, the arts, and everything that defines the Sarasota lifestyle. If you have been searching for a Downtown Sarasota condo for sale that offers comfort, convenience, and character, Unit 906 at Essex House delivers it all in an exceptional location near Sarasota Bay. This is where everyday living begins to feel like a getaway.
Listing Agent: Jesse Bauer (941-465-8583)
1685 LAUREL ST #3, SARASOTA, FL 34236
$874,990109 Days on yellowkey MLS ID: A4676566
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1667 Built: 2005Monthly Fee: $850 Tax: $7,785 (2025)Community: The Villas On LaurelTownhouse
Taxes:$7,785
Remarks: One or more photo(s) has been virtually staged. Significant Price Adjustment - Thoughtfully repositioned to reflect today’s market, this residence now represents one of the most compelling offerings in its category. Trade snow for sunshine and enjoy the comfort of Florida living! Tucked within the charm of Historic Laurel Park, this beautifully refined three-bedroom, three-bath townhome with a loft offers a rare blend of privacy, sophistication, and walkable downtown living in the heart of Sarasota. Perfectly positioned within the well designed building, deliberately built to enhance privacy and showcase tranquil views of the community pool and lush greenery from every view—rather than looking directly into neighboring units.The two-story layout balances architectural elegance with effortless functionality, creating an inviting flow for both daily life and entertaining. Recent enhancements provide peace of mind and elevated style, including new luxury vinyl flooring, fresh interior and exterior paint, a new HVAC system, and a new roof. The kitchen is well-appointed for modern living with a gas range, complemented by the efficiency of a tankless water heater. Sunlight pours through tall casement windows, filling the home with a bright, airy ambiance and highlighting its understated finishes. The first level includes a private bedroom with a full bath conveniently located across the hall—ideal for guests or a dedicated home office. Upstairs, the primary suite and an additional bedroom each enjoy their own ensuite baths, along with a versatile loft space perfectly suited for a den, office, fitness studio, or flex space to meet today’s lifestyle needs. From the expansive living areas, tranquil views overlook the community pool, offering a serene backdrop that feels both relaxed and elevated. Set within a pet-friendly enclave, this residence also delivers exceptional walkability—placing Sarasota’s acclaimed dining, galleries, cultural venues, waterfront parks and marinas just steps from your door. Additional conveniences include shared outdoor space with community grill or room for your own, two dedicated parking spaces and access to a community storage room ideal for beach chairs, bicycles, pool accessories, and seasonal items, adding both practicality and ease to downtown living. HOA dues are comparatively lower than many nearby communities, enhancing the overall value of this downtown lifestyle. Timeless, quiet, and impeccably maintained, this is downtown Sarasota living at its most refined—within one of the city’s most coveted neighborhoods.
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Mandy Mapp (941-650-6009)
1511 N LAKE SHORE DR, SARASOTA, FL 34231
$2,349,000131 Days on yellowkey MLS ID: A4674572
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3613 Built: 1997Monthly Fee: $17 Tax: $11,879 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$11,879
Remarks: This Oyster Bay residence with well known address of “North Lakeshore Dr.”….West of trail perfect location…..close to Siesta Key and the activities and also near the renowned “Field Club”. The grand entrance is deserving of the compliments you will receive from friends and family. This 4 bed 3.5 bath with 3613 square foot of living area is perfect with all the amenities. This residence is sitting on .46 acre allowing room for activities. The three car climate controlled garage is large enough for some toys. This is a must see to appreciate this fine residence and its many upgrades. Not in a flood zone, top of the line metal roof with additional tie downs for extra strength, generator, well for sprinkling all new impact windows and doors, home was totally rebuilt ground up in 1997. Gas appliances, fireplace and generator.
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Keith Groesbeck (941-266-7601)
5631 PIPERS WAITE #12, SARASOTA, FL 34235
$515,000157 Days on yellowkey MLS ID: A4671983
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2122 Built: 1984Monthly Fee: $175 Tax: $4,183 (2024)Community: Pipers WaiteSpa: NoVilla
Taxes:$4,183
Tax Year: 2024
Remarks: Welcome to 5631 Piper Waite, a captivating villa that seamlessly blends modern sophistication with cozy comfort. Situated in the sought-after Pipers Waite subdivision within The Meadows, this beautifully renovated 3-bedroom, 2-bathroom home offers 2,122 square feet of expertly crafted living space—perfect for both peaceful retreat and vibrant entertaining. Step inside to a stunning new kitchen adorned with sleek, contemporary finishes and spacious countertops that invite culinary creativity and memorable gatherings. The fully upgraded bathrooms embody luxury, boasting elegant fixtures and refined details that transform everyday routines into moments of indulgence. Throughout the home, gorgeous new LVP flooring stretches gracefully, marrying style with durability. Hurricane-impact windows bathe the interiors in natural sunlight, creating a bright, airy atmosphere that instantly relaxes the senses. The inviting living room features a modern electric fireplace, radiating warmth and charm, ideal for intimate evenings or lively social occasions. Outside, the expansive screened-in lanai offers a peaceful oasis—a perfect spot to curl up with a favorite book or host guests amid tranquil surroundings. This generous outdoor living area invites you to savor Florida’s beautiful climate while enjoying plenty of space for entertaining and making cherished memories. Experience unparalleled comfort and elegant living at 5631 Piper Waite—where every detail is designed with you in mind.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Robert Krasow (941-363-6507)
5246 MARSH FIELD LN #1, SARASOTA, FL 34235
$271,000179 Days on yellowkey MLS ID: A4669210
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982 Tax: $2,898 (2024)Community: Wedgewood LakeCondo
Taxes:$2,898
Remarks: Welcome to this beautiful 2-bed, 2-bath first-story end unit in the sought-after Wedgewood Lake community within The Meadows! Conveniently located in the heart of University Center. A perfect balance of peaceful privacy and prime location. Inside, you’ll find an open floor plan with updated floors throughout and abundant natural light. The screened lanai offers a serene spot to relax and enjoy the lush surroundings year-round. The spacious primary suite includes recently remodeled en-suite bath and large walk-in closet, your perfect retreat. The Meadows is an outdoor paradise with 85+ lakes, 14 miles of trails, and a heated pool. Perfect for an active lifestyle! Minutes from I-75, UTC shopping, dining, and entertainment. Benderson Park and nature trails are just around the corner. This is the lifestyle you’ve been waiting for. Schedule your private showing today before it’s gone!
Listing Agent: Ashley Goldstein (941-587-3876)
4481 ASCOT CIR N, SARASOTA, FL 34235
$298,000243 Days on yellowkey MLS ID: A4662740
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Taxes:$3,753
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience, ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Recent upgrades include exterior painting (2023) and a new HVAC system (2023), offering peace of mind for years to come. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing Agent: Diane Goodwin (941-706-6620)
4540 ASCOT CIR N, SARASOTA, FL 34235
$300,00050 Days on yellowkey MLS ID: TB8481018
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1447 Built: 1986Monthly Fee: $894 Tax: $1,824 (2025)Community: Longwood Run/TivoliSpa: NoVilla
Taxes:$1,824
Remarks: Step through the iron gate into the front garden courtyard and discover a private retreat with a peaceful interior, long lake views, and mature trees. This 2-bedroom, 2-bath home is professionally decorated with carefully chosen furnishings that create a calm, welcoming atmosphere as you move from room to room, blending indoor and outdoor spaces. Sunlight shines through the trees, making the lanai a perfect spot to relax. You might even want to add an outdoor spa to the screened lanai for evenings with bubbles and a glass of champagne. The home comes with hurricane shutters, a new HVAC system (2024), a new water heater (2023), an interior laundry room with a full-sized washer and dryer, plenty of closet space, and is sold furnished for your convenience. The second bedroom is set up as a den with a Murphy bed for guests. Floor-to-ceiling mid-century-style windows and high ceilings give the home an open, inviting feel. The location is excellent, just 11 miles from local beaches, less than 2 miles from the UTC mall, and close to a wide range of restaurants. Nearby, you'll also find Walmart, Publix, Whole Foods, Macy’s, Marshalls, TJ MAXX, and Home Depot. Residents enjoy the community’s tropical setting, mature trees, and paved trails, which are great for walking, exercising, or taking your dog out. The neighborhood fees cover exterior insurance, roof replacement and repair, exterior pressure washing, pest control, grounds and irrigation maintenance, and reserves. This is an estate sale that’s ready to close, and the motivated seller says, “Let’s make a Deal!
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000205 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Tax Year: 2023
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income in $160K to $180K range annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you. Seller Financing Available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
3856 27TH PKWY, SARASOTA, FL 34235
$339,00065 Days on yellowkey MLS ID: A4682653
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1014 Built: 1960 Tax: $1,218 (2025)Community: Kensington ParkSingle Family
Taxes:$1,218
Remarks: Wonderful opportunity to live in Kensington Park. This 2 bedroom 1.5 bath block home is nicely situated on a well established lot with mature Oak trees and Mature fruit trees. The kitchen has been completely redone with quartz counters, luxury vinyl flooring and solid wood cabinets. New Roof in 2020, new hot water heater 2022, updated kitchen and bath 2022, New Hvac 2023. House has been repiped in 2014 and cast iron replaced in 2023. Nice 8'x12' shed in the back.Easy access to the beach and shops.
Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)
Listing Agent: David Barkema (941-284-4858)
3012 CLAY CIR, SARASOTA, FL 34234
$339,00010 Days on yellowkey MLS ID: A4689331
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 1971 Tax: $2,411 (2025)Community: Newtown EstatesSingle Family
Taxes:$2,411
Remarks: Fully remodeled Sarasota home at 3012 Clay Cir offering a functional layout, spacious living areas, and abundant natural light throughout. This property features all-new flooring, updated bathrooms, fresh interior paint, and modern finishes, along with newly refreshed front landscaping that enhances curb appeal. The kitchen opens to the main living space, making it ideal for both everyday living and entertaining, while the primary suite includes a private bath and additional bedrooms provide flexibility for guests or a home office. Enjoy a comfortable outdoor area perfect for year-round use, all conveniently located near downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools—making it an excellent option for a primary residence, seasonal getaway, or investment opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Taymer Graham (941-224-8737)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.