Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
4096 GOLD DUST LN, SARASOTA, FL 34243
$349,000163 Days on yellowkey MLS ID: A4675766
REDUCED by $8,000 (2.2%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: MOVE IN READY! Receive up to $15,000 towards closing costs and special interest rates with the use of our preferred lender - Now through Sunday, May 31st. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offer endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
4085 GOLD DUST LN, SARASOTA, FL 34243
$347,000401 Days on yellowkey MLS ID: A4650212
REDUCED by $10,000 (2.8%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2025Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Remarks: HOME OF THE WEEK - Limited-Time Pricing Available This Week Only MOVE IN READY! Receive up to $15,000 towards closing costs and special interest rates with the use of our preferred lender - Now through Sunday, May 31st. Self-guided tour available on this quick move-in home every day from 7am-9pm. Stop by to tour on your own time. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offers endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
1000 BOULEVARD OF THE ARTS #1607, SARASOTA, FL 34236
$1,449,0003 Days on yellowkey MLS ID: A4694947
0 Days Off yellowkey (back on 5/27/2026)
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1400 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 1607 offers a refined high-floor harbor perspective from the 18th level, with sweeping views over Quay Harbor, the Ringling Bridge and distant Gulf waters. This Harbor residence is designed for those who appreciate dynamic waterfront scenery paired with elevated privacy. Floor-to-ceiling glass frames the views throughout the open living spaces, while the contemporary kitchen features European cabinetry and premium appliances. A private terrace extends the living area outdoors, ideal for sunset views and evening entertaining. The primary suite provides a peaceful retreat with a spa-inspired bath, complemented by flexible den space. At 1000 Boulevard of the Arts, residents enjoy a full-service, hospitality-inspired lifestyle with resort-style amenities, concierge services, and accessibility to Sarasota’s cultural and waterfront attractions.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Sarah Harrington (941-915-2467)
3856 27TH PKWY, SARASOTA, FL 34235
$329,000105 Days on yellowkey MLS ID: A4682653
2 Days Off yellowkey (back on 5/8/2026)
REDUCED by $10,000 (2.9%) on 04/28/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1014 Built: 1960 Tax: $1,218 (2025)Community: Kensington ParkSingle Family
Taxes:$1,218
Elementary School: Gocio Elementary
Remarks: Under contract-accepting backup offers. 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)
3808 BLUE STONE WAY #95, SARASOTA, FL 34232
$215,0003 Days on yellowkey MLS ID: A4694902
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1974Monthly Fee: $685 Tax: $1,621 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$1,621
Elementary School: Tuttle Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to Glen Oaks where location, lifestyle, and value come together in one beautifully updated 55+ community home. This spacious 2-bedroom, 2-bath residence features a completely updated kitchen, new flooring throughout, and updated bathrooms, creating a clean and modern feel from the moment you walk in. The oversized primary suite includes a walk-in closet, and the smart layout makes the home feel significantly larger than its approximately 1,300 square feet. The layout is ideal for a potential 3rd bedroom. One of the standout features is the Florida room overlooking peaceful open green space with no future buildings planned behind the unit, offering privacy and a relaxing setting that’s hard to find at this price point. The location is exceptional. Residents are just steps from a public golf course and lawn bowling. UTC mall and downtown Sarasota are both just 5 miles away, I-75 is only 4 miles, and SRQ airport is only 6 miles. Enjoy easy access to world-famous Gulf Coast beaches including Lido Key at 7 miles away and Siesta Key Beach just 10 miles away. Anna Maria is also an easy drive for dining, shopping, and beach days. Residents here enjoy access to community amenities including a pool, fitness center, and pet-friendly policies. All within a welcoming 55+ community. Whether you're searching for a full-time Sarasota residence, seasonal getaway, winter retreat, low-maintenance snowbird lifestyle near golf, shopping, dining, and beaches, this home checks all of the boxes.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Nick Myers (614-580-6080)
236 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$4,200,0003 Days on yellowkey MLS ID: A4694867
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3850 Built: 2027 Tax: $13,498 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$13,498
Elementary School: Southside Elementary
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this upcoming custom residence represents an exceptional opportunity to own brand-new luxury construction just steps from the energy of St. Armands Circle and minutes to the Gulf beaches. Blending refined coastal aesthetics with contemporary comfort, the home is being crafted to deliver an elevated Florida lifestyle with spacious interiors, sophisticated finishes, and beautifully integrated outdoor living spaces. Clean architectural lines and thoughtfully designed entertaining areas create a bright and inviting atmosphere throughout. Planned features are expected to include a designer kitchen with premium finishes and upscale appliances, spacious guest accommodations, private owner’s retreat, elevator access, and seamless indoor-outdoor flow to the resort-inspired pool and outdoor lounge areas. An upper-level observation deck is expected to capture beautiful water views and coastal sunsets, creating an ideal setting for relaxing or entertaining above the surrounding tropical landscape. Designed with a focus on both luxury and resilience, the residence is being constructed to current FEMA-compliant standards with elevated living spaces, impact-rated windows and doors, and modern construction methods intended to enhance durability, efficiency, and long-term peace of mind in a coastal environment. Positioned in one of Sarasota’s premier luxury waterfront and beachside communities, this residence places you near fine dining, upscale shopping, marinas, golf, and the renowned shoreline of Lido Beach while offering the quality and craftsmanship synonymous with Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
1221 N PALM AVE #106/107, SARASOTA, FL 34236
$800,000106 Days on yellowkey MLS ID: A4682388
REDUCED by $50,000 (5.9%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1593 Built: 1924 Tax: $3,860 (2025)Community: Frances CarltonCondo
Taxes:$3,860
Remarks: One or more photo(s) has been virtually staged. Tucked inside the historic 1924 Frances Carlton on Palm Avenue, this fully reimagined residence offers something rarely found in downtown Sarasota, the character of a vintage building paired with the comfort of a completely rebuilt interior. Created by combining two residences, the home spans almost 1,600 square feet and lives more like a private apartment than a typical condominium. High ceilings, original arched windows, and defined rooms preserve the architectural charm, while a comprehensive renovation brings the home entirely into the present. You enter directly into a generous, open kitchen, an unexpected feature in a building of this era, designed for daily living and gathering rather than passing through. Custom cabinetry, stone surfaces, Café appliances, and thoughtful lighting create a space that is both refined and welcoming. Plantation shutters throughout soften the natural light while maintaining privacy. The living areas flow naturally toward the sunroom overlooking Palm Avenue, where warm southwest afternoon light fills the space. At the opposite end of the home, the primary suite offers a different experience entirely. Positioned at the rear of the residence, it extends into a second enclosed sunroom overlooking a small garden courtyard. Accessible through the bedroom, this space becomes a quiet retreat, ideal for morning coffee, reading, or a peaceful workspace. The renovation extends well beyond cosmetics. Flooring, kitchen, baths, electrical, plumbing, lighting, and finishes have all been rebuilt, complemented by two new air-conditioning systems and a tankless water heater. The result preserves the building’s architectural soul while providing the reliability of a much newer home. The residence includes in-unit laundry, two assigned secured parking spaces, and access to the community pool within an intimate building of twenty residences. From here, downtown Sarasota is part of everyday life. Florida Studio Theatre, Sarasota Opera, restaurants, cafés, and evening drinks are just one or two blocks away, with the Bayfront and marina a short walk beyond. For those seeking amenities and high-rise living, downtown offers many options. For those seeking charm, history, walkability, and a home that feels genuinely unique, opportunities like this are very rare.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
800 N TAMIAMI TRL #1217, SARASOTA, FL 34236
$1,300,00084 Days on yellowkey MLS ID: A4685306
5 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1830 Built: 2007 Tax: $11,112 (2024)Community: AlinariSpa: YesCondo
Taxes:$11,112
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Experience the ultimate "sweet spot" of downtown living. This extraordinary 12th-floor corner residence at Alinari offers a rare combination: high-floor serenity and a forever-protected panorama of Sarasota Bay. While new developments risk future obstruction, your view over the 53-acre "The Bay" park is a guaranteed horizon. This sanctuary-in-the-sky features an expansive wrap-around balcony off the primary suite and living area, plus a private third balcony for guests. Inside, high ceilings and rich wood flooring lead to a modern kitchen with quartz counters and premium upgrades. Enjoy the vibrant energy of the Rosemary District and Van Wezel—just steps away—then retreat to a quiet, secure home away from the center-city noise. Amenities include 24-hour security, a heated lap pool, fitness center, and a rare second parking space. Why pay a "new-build" premium and wait years for a view that might disappear? Your protected Sarasota sunset is ready now.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Perry Corneau (941-650-4626)
1100 IMPERIAL DR #108, SARASOTA, FL 34236
$599,00015 Days on yellowkey MLS ID: A4692243
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1971 Tax: $7,769 (2025)Community: Bays Bluff Atps Sec 1Spa: YesCondo
Taxes:$7,769
Remarks: This 1st floor end-unit offers direct views of Sarasota Bay and the ability to walk right out to the bayfront. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Nicely updated, this unit is move-in ready with some furniture included. Hurricane-impact windows provide added peace of mind. The screened lanai is a wonderful place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. Are you a dog lover? Imagine being able to take your dog out directly from your unit and stroll with them along the bayfront. * * * The bayfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with direct water views and prime location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
3005 CHIANTI CT #103, SARASOTA, FL 34237
$189,000353 Days on yellowkey MLS ID: A4655693
REDUCED by $6,000 (3.1%) on 05/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 822 Built: 2002 Tax: $2,469 (2024)Community: VillagioCondo
Taxes:$2,469
Remarks: Experience stylish living in this beautifully updated 1-bedroom unit located in a meticulously maintained, gated community just minutes from vibrant downtown. This home features renovated flooring, new appliances, fresh paint throughout, and elegant trim work including upgraded wall detailing and new base molding. The kitchen is equipped with a new tile backsplash, ample counter space, and a convenient built-in desk area—perfect for working from home. A brand-new bathroom adds a touch of luxury, while a new AC system will be installed this week (2025) for year-round comfort. The spacious primary bedroom flows seamlessly into the open-concept living space, with an additional office/computer niche for added functionality. A separate laundry room includes a brand new washer and dryer. Step outside onto your private lanai overlooking a tranquil pond, where you can unwind while watching ducks and native Florida birds. Enjoy resort-style amenities including a heated pool, tennis/pickleball court, fitness center, playground, dog run, and more. New roof already completed. This is Florida living at its finest!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
443 BIRD KEY DR, SARASOTA, FL 34236
$2,275,00079 Days on yellowkey MLS ID: A4686032
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2676 Built: 1966Monthly Fee: $100 Tax: $23,842 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$23,842
Remarks: Poised on the coveted island of Bird Key, just across the graceful span of the John Ringling Causeway Bridge from downtown Sarasota, this striking Mid-Century modern garden home captures the timeless ease of coastal living. This beautifully designed one-level residence offers three bedrooms, three baths, and 2,676 square feet of thoughtfully arranged living space, where clean architectural lines meet warm, inviting finishes. A neutral palette, 18-inch porcelain tile flooring, and dramatic stone accent walls create a sophisticated yet relaxed atmosphere throughout the open floor plan. Multiple seating areas flow naturally from one space to the next, anchored by a charming wood-burning fireplace—perfect for intimate evenings or lively gatherings. A wall of sliding glass doors dissolves the boundary between indoors and out, opening to a private tropical retreat. The heated pool and expansive screened patio are framed by lush landscaping and a comfortable outdoor seating area designed for effortless entertaining, sunset cocktails, and relaxed Florida afternoons. At the heart of the home, the spacious kitchen invites both conversation and culinary creativity. A large island with granite countertops, elegant pendant lighting, stainless steel appliances, and a stylish backsplash makes it equally suited for casual breakfasts or hosting memorable dinners with friends and family. Peace of mind meets modern convenience with hurricane-impact windows and doors throughout the home. Arrival is equally impressive. A circular paver driveway welcomes guests, complemented by beautiful outdoor lighting and a charming courtyard that leads to the front entrance—an inviting prelude to the warmth within. This home is also pet friendly with a fenced back yard area to keep your pooches secure. The neighborhood offers many walking areas and the Bird Key Park, directly across from the Bird Key Guard House entrance, is a wonderful place to enjoy sunset views over Sarasota Bay. Perfectly positioned just moments from the new Bird Key Yacht Club under construction, the boutiques and dining of St. Armands Circle, and the pristine sands of Lido Beach, this residence offers the rare combination of island serenity and vibrant coastal lifestyle. A timeless retreat in one of Sarasota’s most desirable communities—where elegance, comfort, and the gentle Gulf breeze come together beautifully.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Julie Klick (941-780-6001)
1350 MAIN ST #502, SARASOTA, FL 34236
$487,00089 Days on yellowkey MLS ID: A4684303
REDUCED by $8,000 (1.6%) on 05/27/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
High School: Sarasota High
Remarks: Located at the direct epicenter of downtown Sarasota on Main Street, this 5th-floor residence at 1350 Main Street offers the ultimate turn-key downtown Sarasota condo for sale under $500k. Offering a rare sense of privacy with only three units on the entire floor, this 705 SF layout is perfect for a Florida seasonal retreat, a weekend getaway, or an effortless "lock-and-leave" lifestyle. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun and blackout shades controlled by a hidden, customizable Lutron shade and lighting system provide quick control over the home’s light and atmosphere. A stackable washer and dryer are in the bathroom closet. The efficient kitchen has a newer refrigerator and a KitchenAid range and dishwasher, opening into a spacious living area. In the primary suite, custom built-in shelving provides an elegant storage solution, and for those seeking an absolute move-in ready condo in Sarasota, the furnishings are negotiable (excluding the display cabinet). This pet-friendly condo in downtown Sarasota serves as a premier secondary sanctuary for those desiring a refined city escape. Ownership includes the "gold standard" of luxury condo amenities and conveniences: a deeded parking space in the private garage and a highly coveted same-floor condo storage unit. Known for its 24/7 concierge service and meticulous cleanliness, the building offers resort-style amenities including secure garage parking, a remodeled fitness center, expansive pool deck, heated lap pool, spa, fire pit, library, and stylish clubroom. Step out of the lobby and into the heart of walkable downtown Sarasota. Directly across Main Street, enjoy immediate proximity to local favorites including Clasico, Cafe Epicure, Selva, OfKors Bakery, Green Zebra, Cafe Amici, and Main Street Creamery. Explore the nearby galleries of Palm Avenue Sarasota, or take a scenic stroll down to Marina Jack and the beautiful paths of Bayfront Park. With the Sarasota Opera House, Florida Studio Theatre, Art Ovation, and local theaters just steps away, this is a rare opportunity to own Sarasota luxury real estate at the intersection of culture and convenience.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
1648 STARLING DR #202, SARASOTA, FL 34231
$325,000121 Days on yellowkey MLS ID: A4680410
REDUCED by $14,000 (4.1%) on 05/06/2026
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)
1771 RINGLING BLVD #703, SARASOTA, FL 34236
$648,900304 Days on yellowkey MLS ID: A4658164
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1440 Built: 2006 Tax: $8,759 (2024)Community: Rivo At RinglingSpa: YesCondo
Taxes:$8,759
Remarks: One or more photo(s) has been virtually staged. Offering an unmatched combination of structural peace of mind, a walk-to-everything downtown lifestyle, and rare perks like two secure parking spaces, this meticulously updated residence represents the ultimate value play in Sarasota’s luxury market and demands an in-person tour. DOWNTOWN VALUE & PRIME LOCATION | 2-BR + DEN | SECURE MODERN CONSTRUCTION For the buyer seeking the perfect intersection of strong value, a walk-to-everything location, and the structural integrity of a newer building, Residence #703 at Rivo at Ringling delivers on every front. Built in 2006, this 16-story contemporary tower stands out in downtown Sarasota for its modern concrete construction, excellent building health, and a fully funded reserve—offering rare peace of mind and long-term financial security. Encompassing just 106 residences around a dramatic, light-filled central atrium, Rivo offers an intimate, well-managed community feel with lower fees and better value per square foot than surrounding new construction, all while placing you steps from the city's best dining, theater, and waterfront. Inside, this meticulously updated 2-bedroom plus den, 2-bathroom residence offers an effortless, move-in-ready transition with both bedroom sets fully included in the sale. The bright, open-concept floor plan features a freshly modernized chef’s kitchen with sleek quartz countertops, a full-height seamless backsplash, custom stacked cabinetry, and stainless steel appliances. Expanses of glass open to an impressive, oversized 20x9-foot north-facing terrace, extending your living space outdoors for alfresco dining against a backdrop of the city skyline and a glimpse of Sarasota Bay. This split-bedroom layout ensures maximum privacy for guests, while the flexible custom den easily functions as a home office, media room, or a third sleeping space. Serving as a quiet retreat, the primary ensuite is complete with direct terrace access, a large walk-in closet, and a spa-inspired ensuite bathroom featuring a frameless glass shower and premium modern finishes. Practical efficiency and convenience are woven throughout the property, from the interior peace of an exterior-facing AC closet with a UV air-purifying system to a wealth of rare downtown parking assets. This residence includes an exceptionally rare commodity in downtown living - two oversized, under-building parking spaces in a secure gated garage! Also included is a private storage room, secure bike and kayak storage, and available EV charging stations. Rivo at Ringling further elevates its value proposition with resort-style amenities, including concierge services, a heated pool and spa with a sun deck, a covered grilling terrace, a state-of-the-art fitness center, and a pet-friendly policy with flexible rental guidelines. Combining a high-quality newer build, fully funded financial health, and a partially furnished (bedrooms only) head start in the heart of downtown, this residence represents an unmatched value play in Sarasota’s luxury market. Easy to view and easier to fall in love with Rivo and this 7th floor property.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Shayla Twit (941-544-7690)
4481 ASCOT CIR N, SARASOTA, FL 34235
$285,000283 Days on yellowkey MLS ID: A4662740
REDUCED by $13,000 (4.4%) on 05/27/2026
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. Step inside this home peacefully knowing the major concerns have been upgraded a NEWER ROOF, A/C 2023, WATER HEATER 2023, EXTERIOR PAINT IN 2023 AND NEW BACKFLOW METER IN 2026. Seller is offering a $3000 CREDIT for HOA fees! 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. 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 is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
5019 STEVENS DR, SARASOTA, FL 34234
$640,00095 Days on yellowkey MLS ID: A4683765
REDUCED by $29,900 (4.5%) on 05/19/2026
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)
4305 HIGHLAND OAKS CIR, SARASOTA, FL 34235
$774,500143 Days on yellowkey MLS ID: A4676006
REDUCED by $24,500 (3.1%) on 05/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2612 Built: 1990Monthly Fee: $196 Tax: $6,993 (2025)Community: The HighlandsSingle Family
Taxes:$6,993
Remarks: Walk through the front gate and courtyard to discover refined Florida living in a beautifully updated 3 bedroom, 3 bath pool home located in the heart of The Meadows, a golf course community in Sarasota. This move in ready residence blends comfort, functionality, and lifestyle driven design, making it ideal for full time living or a seasonal retreat. Inside, the home offers a thoughtful layout with generous living spaces, an open concept dining room/living room combination with a peaceful and private view of the saltwater pool. Need to work from home? A spacious private office featuring sliders that open directly to the pool, perfect for today’s work from home lifestyle. An additional pool and game room with wine fridge and bar area creates an inviting space for entertaining guests, hosting game nights, or relaxing after a day at the beach. Recent updates elevate the home throughout, including a resurfaced saltwater pool with new lighting, a new dishwasher, new ceiling fans, updated bathroom vanities, and upgraded landscaping that enhances curb appeal and outdoor enjoyment. There is even a clean well irrigation system for ease of maintenance. The backyard is designed for easy Florida living, complete with a dedicated dog run and plenty of space to lounge, entertain, or soak up the sun. Located within The Meadows, residents enjoy a serene, established community known for mature landscaping, walking and biking trails, golf, and a central Sarasota location close to University Town Center, Nathan Benderson Park, shopping, dining, downtown Sarasota, and Gulf Coast beaches.
707 S GULFSTREAM AVE #505, SARASOTA, FL 34236
$695,000165 Days on yellowkey MLS ID: A4675101
REDUCED by $104,000 (13.0%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1240 Built: 1974 Tax: $6,333 (2024)Community: Essex HouseSpa: NoCondo
Taxes:$6,333
Remarks: Be prepared for the breathtaking, UNOBSTRUCTED BAY VIEWS from this exquisite condominium in the Essex House – one of downtowns most coveted addresses and among the few residences untouched by neighboring development. Exquisitely positioned showcases breathtaking vistas of Siesta Key, Sarasota Big Pass, Marina Jack and Downtown Sarasota. From dramatic floor-to-ceiling windows, enjoy a front-row seat to Sarasota's legendary sunsets every evening. This thoughtfully updated 2+ bedroom, 2 bath residence blends sophistication with comfort. Coffered ceilings with recessed lighting and a built-in electric fireplace create an inviting ambiance - perfect for relaxing as the sun dips into the Gulf. The contemporary kitchen is as functional as it is stylish, featuring stainless steel appliances, open shelving, and expansive quartz countertops ideal for entertaining. The redesigned primary suite offers a serene private retreat, complete with a custom closet, built-in desk area, bench seating with additional storage, dual vanities with quartz countertop, and a beautifully appointed walk-in shower. You will appreciate the clean lines of wood imprinted porcelain tile flooring throughout, additional storage, built-in bookcases and washer/dryer. A true showpiece of the home is the fully enclosed glass Florida Room - an airy and seamless extension of the living space accessible from the living area and both bedrooms. Surrounded by glass and equipped with screens, it is the perfect setting for morning coffee or evening cocktails while soaking in the ever-changing, memorizing views. Located in the vibrant heart of downtown, you are just steps from award-winning dining, theatres, galleries, boutique shopping, and Whole Foods. Residents of the Essex House enjoy premier amenities include a fitness center, pool deck, security, covered garage parking with an assigned space, and pet-friendly living. This is a rare opportunity to own unobstructed water views paired with refined downtown luxury - plus the added peace of mind that all assessments have been paid.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Scott Rickards, Pa (941-356-7040)
510 N OSPREY AVE, SARASOTA, FL 34236
$947,000100 Days on yellowkey MLS ID: A4682221
REDUCED by $50,000 (5.0%) on 04/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1354 Built: 1954 Tax: $6,459 (2025)Community: Inwood Park First AddSingle Family
Taxes:$6,459
Remarks: Downtown Sarasota Investment Opportunity! Updated Gillespie Park property with rare 7-day minimum rental flexibility, ADU potential, and strong investment appeal just minutes from downtown Sarasota, The Bay Park, St. Armands Circle, and Lido Beach. This updated home blends classic mid-century character with modern upgrades including terrazzo floors, renovated kitchen with granite countertops, newer appliances, flexible living spaces, and a newer primary suite addition with walk-in closet and private bath. The private backyard offers room for a future pool and possible accessory dwelling unit (ADU), subject to City approval, creating additional long-term value and rental potential. Recent updates include windows, HVAC, hot water heater, washer, and dryer for added move-in-ready convenience. Ideal as a primary residence, seasonal retreat, or income-producing Sarasota investment property in one of downtown’s most desirable neighborhoods. Buyer to verify all measurements, rental restrictions, zoning, ADU potential, and all property information. Property may have audio and/or video surveillance.
Listing Agent: Rex Glasson (941-587-6135)
5207 WILLOW LINKS #34, SARASOTA, FL 34235
$223,00040 Days on yellowkey MLS ID: A4689155
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1980 Tax: $572 (2025)Community: Willow LinksSpa: NoCondo
Taxes:$572
Remarks: Outstanding unit in the Meadows. Enjoy the view every day! Wonderful view of Golf Course and pond, just outside your window. The Meadows offers loads of activities and this unit has a Wonderful Water View/Golf Course View from this second floor end unit condo. This condo has been well maintained and lovely cared for by its long time owner. Enjoy your morning coffee from your second floor enclosed lanai overlooking the well maintained 18 hole golf course, managed by Benderson Properties. Lanai has A/C vents for heating and cooling. Stack washer/dryer is in the unit. A/C is well maintained with Ultra Violet light. Super clean and easy to maintain with tile throughout. (NO Carpet). The kitchen has been updated with lots of pull out storage. This end unit is light and bright with morning sun shine. One assigned parking space but many guest spaces available. The Meadows is a fantastic community featuring an exceptional 1,600 acres offering miles of walking and bike paths, shopping steps from your door featuring Spas, Salons, Pub, Restaurant, Dental Services and so much more. Your quarterly condo fee includes a Health & Wellness Center membership. The Renaissance card entitles you to participate in a selection of activities including an Olympic Size Pool, Pickle Ball & Tennis Courts, Aerobics Classes and numerous social activities including Ice Cream Social, Art Show, Photo Show, Arts & Craft events, Special Lectures on popular topics and so much more. Never a dull moment in Season when you visit the Farmers Market on Sundays. This beautiful Community boasts of abundance of canopied oaks, over 85 lakes and waterways, 14 miles of walking and bike trails and 54 holes of Golf. The Meadows is conveniently located close to I-75, University Town Center, Nathan Benderson Park and a short drive the SRQ Airport. Contact The Meadows for information about joining.
Listing Agent: Kim Klee (941-400-8922)
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