Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
4734 DELMONTE AVE, SARASOTA, FL 34235
$429,00021 Days on yellowkey MLS ID: A4688486
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1973 Tax: $5,839 (2025)Community: De Soto LakesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,839
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: 4734 Delmonte Avenue, Sarasota, FL — Investor special and fixer-upper on an oversized double lot in a non-deed-restricted Sarasota neighborhood with no HOA. This 4-bedroom, 3-bathroom home features a dual primary floor plan with two en suite bedrooms, each with a private bath, a bay window living room, and a family room opening to a covered back porch and brick paver patio, plus a covered pavilion that creates a shaded outdoor retreat — the kind of space that could get used year-round in the Florida climate — all set behind a wide driveway with paver accents, connected with a breezeway and arched entry. The home also retains several ornamental architectural details — decorative elements, arched openings, and Mediterranean-influenced touches — that, with the right restoration effort, could be brought back to life and lean fully into a Spanish Mediterranean aesthetic that suits the Sarasota region beautifully. The property’s most compelling asset is a detached accessory structure with its own eat-in kitchen, living area, bedroom with a closet, full bath with a walk-in shower, private back patio, and a separately fenced yard. The building will require a thorough rehab and the addition of climate control before it can function as a guest cottage, rental unit, or additional living space — but the layout and footprint are already there, making it a strong candidate for the right buyer willing to put in the work. Alternatively, it could be converted back into a garage and workshop or repurposed in a number of other ways, depending on your needs and interests. The double lot provides ample room for a future pool or expanded outdoor living, and the absence of deed restrictions means boats and RVs are welcome on-site with no approvals required. Conveniently located near Longwood Park, Nathan Benderson Park, University Town Center, and the new Mote Marine Aquarium, with quick access to I-75, Sarasota International Airport, Downtown Sarasota, and the Gulf Coast beaches — this is a property with strong locational fundamentals and significant upside for the right buyer. Offered strictly as-is — which means what you see is what you get. Ready for a buyer who sees the opportunity. Per county records, the main house is 4-bed / 3-bath / 1,762 sq ft, air-conditioned. The 572 sq ft accessory structure is listed in the MLS both as a 2-car garage and as an in-law suite for search purposes, and is reflected in county records as 2 bed / 1 bath with no A/C — included in total recorded square footage. Buyers should verify all details independently.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
1212 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$800,000140 Days on yellowkey MLS ID: A4674893
REDUCED by $25,000 (3.0%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1421 Built: 1974 Tax: $12,117 (2024)Community: Lido Beach ClubCondo
Taxes:$12,117
Elementary School: Southside Elementary
Tax Year: 2024
Remarks: Great price reduction and motivated seller. Unforgettable. Unmatched. Unrivaled. Welcome to Lido Beach Club. From the moment you step inside this spectacular, beautifully updated 2nd-floor residence, you’ll feel as though you’ve arrived at your own private luxury suite and on a permanent vacation. The instant you enter, an explosion of blue skies, turquoise waters, and endless coastline greets you, creating a front-row experience of Sarasota’s most breathtaking sunsets. This home doesn’t just impress—it absolutely captivates. Every detail of this 1,421-square-foot residence has been elevated to capture the essence of luxury coastal living. The A/C system and water heater were replaced just last year, giving you immediate peace of mind, while the open, airy layout pulls your eyes straight to the sweeping Gulf views that define every room. The kitchen feels like it belongs in a five-star resort. Solid wood cabinetry pairs with rich granite countertops, tiled backsplashes, and sleek stainless-steel appliances to create an atmosphere that is both elegant and energizing. It’s the perfect setting for morning coffee, evenings with friends, or simply admiring the beauty of the shoreline from your own dining space. The two bedrooms each offer a magical, immersive experience with floor-to-ceiling windows that make the Gulf feel close enough to touch. Both en-suite bathrooms have been transformed into spa-level retreats, featuring exquisite tilework, seamless glass showers, and refined, modern finishes that elevate your daily routine into something extraordinary. This is where luxury meets serenity—every moment feels indulgent. Step onto the private balcony and let the warm Gulf breeze wrap around you as you take in wide, unobstructed water views framed by classic wrought iron detailing. It’s a picture-perfect vantage point, complete with a charming glimpse of the Ritz-Carlton Beach Club next door, reminding you that you’re living at one of the most coveted addresses on the entire coastline. Life at Lido Beach Club feels like being on permanent vacation. The building is expertly managed and offers resort-style amenities designed for relaxation and enjoyment. A heated beachfront pool with tropical Tiki seating creates a dreamy setting for quiet afternoons. A serene garden provides moments of calm, while a well-equipped fitness room and a welcoming social room give residents beautiful spaces to connect and unwind. Gated access leads directly to the silky sands of Lido Beach, and convenient assigned parking with additional ground-floor storage ensures effortless everyday living. The location is simply phenomenal. Nestled on the exclusive south end of Lido Key, the residence is steps from the water, across from the lush natural beauty of South Lido Park, and next door to the iconic Ritz Tiki Bar. St. Armands Circle—with its world-famous shopping, dining, and entertainment—is just one mile away, and vibrant downtown Sarasota is only a quick ride via the free Bay Runner trolley. This home is more than a coastal retreat; it’s a daily invitation to live life inspired. Luxury, beauty, and the magic of Sarasota’s waterfront come together in a way that feels truly extraordinary. This is your chance to embrace the Sarasota lifestyle at its absolute finest.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
7236 SUTTON LN, SARASOTA, FL 34240
$674,990359 Days on yellowkey MLS ID: TB8382403
1 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2258 Built: 2025Monthly Fee: $400 Tax: $2,658 (2024)Community: Emerald Landing At WatersideTownhouse
Taxes:$2,658
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Fully FURNISHED City Home! Live the Florida lifestyle in this stunning “Rainwater” floor plan by David Weekley Homes, located in Emerald Landing at Waterside Place—one of Lakewood Ranch’s most walkable and amenity-rich communities. This North-facing City Home offers a beautifully landscaped, fenced-in front entry with pavers and peaceful views of a pond filled with native wildlife—your own private space to relax and unwind. Step inside to a bright first-floor study with French doors, creating an open yet private space ideal for a home office or flex room. The oversized rear-entry garage fits two cars with room to spare for a golf cart or storage under the stairs—rare for a townhome. The second-floor features soaring 10-foot ceilings and an expansive open-concept living area, fully decorated with stylish, modern furnishings and designer finishes throughout. The designer kitchen includes a gas cooktop with custom vent hood, built-in oven and microwave, wine fridge, and premium KitchenAid appliances (refrigerator, dishwasher, microwave). A stylish balcony overlooks the water, and a convenient half bath completes the main living level. Upstairs on the third floor, the luxurious Owner’s Retreat features a spacious walk-in closet and an upgraded Super Shower in the en suite bath. A second bedroom with its own private bath and a laundry room round out the top floor. Resort-style amenities include Resort Style Pool (heated during colder months), Lakefront fire pit, Pickleball courts, Dog park, Mini clubhouse, Private dock with water taxi access, Direct sidewalk access to Waterside Place's restaurants, shops, and events. Worry-free living with HOA coverage for landscaping, irrigation, exterior maintenance, and roof. Located in a gas community in Flood Zone X—no flood insurance required and stayed dry during the last hurricane season. This is a rare opportunity to own a fully decorated, water-view townhome just steps from everything Lakewood Ranch has to offer. Don’t miss out!
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
383 BOBBY JONES RD #383, SARASOTA, FL 34232
$199,000350 Days on yellowkey MLS ID: A4652341
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 2003 Tax: $2,619 (2025)Community: BrooksideCondo
Taxes:$2,619
Elementary School: Gocio Elementary
Remarks: HUGE $50,000 REDUCTION ON THIS NEWLY RENOVATED ground floor 2-bedroom, 2-bathroom condominium with beautiful golf course views, well-located for the utmost of privacy at the end of the serene and well-maintained Hideaway community, just minutes to Downtown Sarasota. INCREDIBLE VALUE for this move-in-ready residence which offers the perfect blend of modern comfort, efficient design, and a picturesque setting with direct views of the lush newly redesigned Bobby Jones Golf Course from your screened-in patio—ideal for morning coffee or evening relaxation. Step inside to discover a freshly renovated interior including brand-new luxury vinyl wide plank flooring, updated kitchen and baths with new cabinetry and stone counters, designer ceiling fans with lights, and new impact windows. The floor plan is both functional and inviting, with a spacious living area, separate dining room, and an open feel that makes entertaining a breeze. The primary suite is generously sized and offers a tranquil golf course view, a large closet, and an updated ensuite bath with stone-topped vanity. The guest bedroom is perfect for visitors or a home office, with access to an updated and well-appointed second full bath. Additional highlights include a brand-new full-size washer and dryer in-unit, new water heater, abundant closet space and plenty of natural light throughout. This unit also comes with two prime parking spaces located just steps from the front door. The Hideaway offers a great lifestyle with lush landscaping, mature oak trees, two community pools, and scenic walking trails. The low-maintenance condo fee includes exterior maintenance as well as water, sewer, trash, pest control, and pool service—providing true ease of ownership. With no CDD fees, no age restrictions, and flexible leasing policies, this community is ideal for full-time living, a seasonal getaway, or a smart investment opportunity. Perfectly situated close to Downtown Sarasota, the Legacy Trail, SRQ Airport, I-75 and some of Florida’s most celebrated Gulf Coast beaches, this gem combines location and low-cost living in one of Sarasota’s most convenient communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
800 N TAMIAMI TRL #1603, SARASOTA, FL 34236
$1,895,000190 Days on yellowkey MLS ID: A4669042
Bed: 2 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 2007 Tax: $23,269 (2025)Community: AlinariCondo
Taxes:$23,269
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: PRICE IMPROVEMENT! Perched high above Sarasota Bay with breathtaking bay views, this two-story luxury penthouse at Alinari is your private sanctuary in the sky where New York loft style meets the beauty and energy of Florida's most cultured coastal city. Enjoy this Sarasota Downtown pied-a-terre where the views of the azure, blue Bay waters greet you from every window, even when you are luxuriating in your private spa tub! This architectural masterpiece was completely redesigned and reimagined in 2020-2023 by leading architect Yehuda Inbar and custom builder Yoder Homes and fuses architectural drama with coastal ease. A soaring 20-foot atrium fills the open plan with natural light, framing dazzling and protected water views of the Bay, Bayfront Park and the Van Wezel Performing Arts Hall just across the street. Polished concrete, Caesarstone quartz, and fine Ceramiche D'Arte porcelain floors set a modern tone, softened by custom draperies and curated furnishings that invite lingering afternoons and golden sunsets. The 2500 square-foot, 2/3 bedroom, 3.5 bath floor plan features a chef's kitchen, statement staircase, and loft-style layout which recalls a Manhattan gallery, while the upper-level primary suite offers a serene retreat with a spa-like bath. The condo can easily be converted to a full 3 bedrooms, with each bedroom featuring an en-suite bath. Smart-home features, cutting edge Integrity Sound audio system, Dimplex fireplace, electric shades, and turnkey interiors with premium furnishings from Clive Daniel, Natuzzi, Soft Square and Light Up Your Life complete a space made for effortless sophistication. Open the sliders to your private balcony and savor gentle bay breezes while taking in the picturesque surroundings. Alinari's resort amenities elevate everyday living with a resort-length pool, heated spa, yoga and fitness studios, saunas, wine cellar, theater, social and billiards lounges, guest suites, 24/7concierge/security, and 2 spaces in the secure garage parking. Available separately, a private poolside cabana one of only ten adds an intimate escape with kitchenette and direct pool access, perfect for entertaining or quiet retreat. Set 16 feet above sea level in a protected X-flood zone and steps from the signature 53-acre Bayfront Park and Sarasota's vibrant dining arts, and cultural offerings, this penthouse embodies cultured coastal living at its most graceful, artful, uplifting, and one of a kind.
5315 MYRTLE WOOD #46, SARASOTA, FL 34235
$297,50099 Days on yellowkey MLS ID: A4679179
REDUCED by $12,500 (4.0%) on 04/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1596 Built: 1981Monthly Fee: $532 Tax: $2,410 (2025)Community: SpringlakeCondo
Taxes:$2,410
Remarks: Welcome to effortless Florida living in this beautifully updated 3-bedroom, 2-bath condo in the desirable Meadows. Begin your day in the private front courtyard patio, ideal for enjoying the morning sunshine, and unwind in the evening on the back lanai overlooking peaceful water views surrounded by nature. Inside, cathedral ceilings create an airy, light-filled atmosphere. The main-level primary suite offers a true retreat with an updated bath featuring double sinks and charming shiplap accents. Upstairs, two spacious bedrooms provide flexibility for guests, a home office, or hobbies...one showcasing tranquil water views and both sharing an upgraded full bathroom. The main living area flows seamlessly with an updated kitchen and thoughtful use of space. Newer appliances and plenty of storage space keep your kitchen a thoughtful space. Additional conveniences include a covered carport and a thoughtfully designed layout that supports easy, low-maintenance living. Whether you’re seeking a full-time residence or a seasonal escape, this move-in-ready condo delivers comfort, style, and the relaxed lifestyle The Meadows is known for. MEMBERSHIPS NOT MANDATORY: Optional Golf and Tennis membership information
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Nikki Weiss (941-468-9551)
1343 RANCHERO DR, SARASOTA, FL 34240
$1,850,000285 Days on yellowkey MLS ID: A4637854
4 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 5464 Built: 1989Monthly Fee: $83 Tax: $8,637 (2024)Community: Pine Valley RanchesSpa: NoSingle Family
Taxes:$8,637
Remarks: Under contract-accepting backup offers. RARELY AVAILABLE. EXPANSIVE LOT. CONVENIENT LOCATION. PRIVATE AND SECURE. This hard-to-find lot creates a prime opportunity to tailor this custom-built Arthur Rutenberg residence into the perfect home for you and your family for years to come. Welcome to the exclusive community of Pine Valley Ranches, where the convenience of location and privacy meet natural beauty on this stunning 5.5-acre estate. If you love the serenity of Selby Botanical Gardens, this property will captivate you. Nestled among 414 mature oak trees, 174 palm trees, and an array of exotic foliage, the grounds feel like a private botanical oasis. Lush landscaping and thoughtfully designed built-in walking trails weave throughout the property, creating a peaceful, garden-like experience. A double-gated entrance and winding paver driveway lead you through dappled sunlight beneath a majestic tree canopy, setting the tone for the serene lifestyle. With no neighbors in sight, privacy is absolute, and one can feel secure on this property. This custom-built residence spans approximately 7,000 total square feet with a brand new roof and features 4 bedrooms, plus a den/office, and a remarkable three-story, Class 5 hurricane-rated safe structure—complete with a rooftop deck. Step inside through grand double doors into a spacious foyer that opens to a formal living area filled with natural light, 12-foot ceilings, and a skylight. Expansive double sliders open to a screened outdoor living area with an oversized pool area for grilling and an oversized patio ideal for entertaining. The triple-split floor plan offers spaciousness and functionality, enhanced by aquarium-style transom windows and octagon architectural accents. The expansive primary suite boasts two double sliders with direct access to the pool and outdoor lounge area. At the heart of the home, the recently renovated kitchen offers style and substance with custom wood ceiling insets, Samsung appliances, custom wood cabinetry, granite countertops, an extra-large pantry, and a large center island with comfortable seating. It flows seamlessly into a cozy family room with built-in shelving, an oversized marble fireplace, and a handcrafted wood mantle. Designed with versatility in mind, it serves beautifully as a guest suite, art studio, man cave, or entertainment space. Constructed with double steel-reinforced concrete, fireproof and hurricane-rated windows, handcrafted walnut doors, this structure features floating maple floors, skip-trowel plaster walls and ceiling, custom lighting, and hand-painted cedar crown molding. A spiral staircase connects to a second-floor studio or workshop, while the third level offers a rooftop deck with artificial turf—perfect for sunbathing, sunset watching, or a rooftop bar escape. Outdoors, immerse yourself in the peaceful surroundings. Meandering trails invite you through your private woods to explore the natural beauty of the property, which also features a koi pond and a detached concrete 400 sq ft garage—ideal for housing custom cars, tracker, golf carts, kayaks, paddleboards, and more. With its exceptional privacy and ample acreage, the property offers the opportunity to add a second residence (3rd structure). This 5.5-acre private parcel is well-suited for horse lovers seeking room for one or two horses, with possible horse barn or stall—perfect for at-home horse boarding while maintaining privacy and a natural landscape.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
4828 ANTRIM DR, SARASOTA, FL 34240
$650,00086 Days on yellowkey MLS ID: A4680038
1 Days Off yellowkey (back on 4/15/2026)
REDUCED by $15,000 (2.3%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2643 Built: 2021Monthly Fee: $204 Tax: $7,285 (2025)Community: Worthington Ph 1Single Family
Taxes:$7,285
Remarks: Under contract-accepting backup offers. Luxury, upgrades, and serene water views come together in this meticulously enhanced residence offering a premium pond setting and breathtaking sunset views. Designed for both comfort and sophistication, this home features hurricane-impact windows throughout (2025), providing peace of mind and energy efficiency. Step inside to discover upgraded flooring on the first floor and stairs, complemented by crown molding, upgraded baseboards, and additional can lighting across both levels. The great room impresses with a tray ceiling accented by crown molding, built-in 5.1 surround sound, and power blinds on the sliding doors—perfect for effortless indoor-outdoor living. The gourmet kitchen is a true showpiece, featuring GE Profile appliances including a gas cooktop, wall oven, convection microwave, and refrigerator. An upgraded hood vented to the exterior, under-cabinet lighting, soft-close drawers and doors, and upgraded matching cabinetry and countertops—carried seamlessly throughout the kitchen and baths—elevate both form and function. Retreat to the primary suite, where a tray ceiling with crown molding, a custom Closet-Tec walk-in closet, and a spa-inspired bath await. The primary bath showcases floor-to-ceiling tile, a frameless glass shower enclosure, and refined finishes. Both secondary baths also feature floor-to-ceiling tile and thoughtfully designed shower niches. Outdoor living is exceptional with an extended screened lanai and fully equipped outdoor kitchen complete with refrigerator, sink, and gas grill—conveniently connected to a natural gas line (no propane tanks). Enjoy tranquil pond views and unforgettable sunsets from your private backyard oasis. Additional highlights include custom ceiling fans throughout, a custom stair handrail and spindles, upgraded carpet padding on the second floor, an upgraded front door with waterfall privacy glass, and an epoxy-coated garage floor with upgraded garage door and pull-down attic storage. The laundry room offers upgraded cabinetry, a utility sink, and gas or electric dryer hookup. This home is equipped with a tankless water heater, upgraded TRANE two-zone HVAC system with dual UV air quality lights, wireless monitored smoke alarms, a monitored security system, and rough-ins for whole-house water filtration and security cameras. A termite control system with annual inspections is in place, along with twice-yearly HVAC maintenance and quarterly pest treatment—providing true move-in-ready confidence. A rare opportunity to own a thoughtfully upgraded home with exceptional views, modern systems, and luxury finishes throughout.
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Rebecca Adams (815-540-1560)
2290 VINTAGE ST, SARASOTA, FL 34240
$549,500112 Days on yellowkey MLS ID: A4676970
0 Days Off yellowkey (back on 4/10/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2054 Built: 2001Monthly Fee: $154 Tax: $3,061 (2025)Community: Laurel MeadowsSingle Family
Taxes:$3,061
Remarks: Under contract-accepting backup offers. This is the one * LAKE VIEWS * 'A' RATED SCHOOL DISTRICT INCLUDES TATUM ELEMENTARY * A TRUE 4 BEDROOM * 3 BATHS * 3 CAR GARAGE * Beautiful, Heated Caged Pool * NEW IMPACT GLASS WINDOWS & DOORS FOR YOUR PEACE OF MIND * NEW ROOF 2022 * Formal Living Room & Formal Dining Room * NEW Chef's Kitchen with NEW Solid Wood Cabinets, NEW Center Island and NEW QUARTZ Countertops * The Kitchen is open to the SPACIOUS Family Room * The 3 Full Baths have all been LOVINGLY RENOVATED with NEW Cabinets & QUARTZ Countertops * NEW Beautiful PORCELAIN TILE Throughout * NEW Paint * The Primary Suite is a true retreat with a Spa-style Bath showcasing Dual Sinks, Dual Closets, a Garden Tub and a Walk-in Shower * Split Plan Design * Volume Ceilings * This home shows LIGHT & BRIGHT with an ABUNDANCE OF NATURAL LIGHT * MOTORIZED SHADE FOR LANAI IS AROUND 18' * All of this wraps your OUTDOOR OASIS perfect for family & friends gathering or simply relaxing in your slice of paradise * PANORAMIC LAKE VIEWS YOU DON'T WANT TO MISS * Caged Pool with New Pebbletec surface & Covered Lanai with a SPACIOUS Pool Deck area * THIS THOUGHTFULLY REIMAGINED HOME IS READY FOR YOUR FAMILY - ALL THE RENOVATIONS ARE DONE - ALL YOU HAVE TO DO IS MOVE IN! * Country feel yet 5 minutes to the NEW Publix shopping plaza & Rothenbach Park * 20 minute drive to Siesta Key Beach or UTC Mall * "A" RATED SCHOOL DISTRICT * One look & you'll fall in love * REALTORS: BE SURE TO READ THE REALTOR REMARKS PRIOR TO SHOWING.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
4431 FRUITVILLE RD, SARASOTA, FL 34232
$665,90090 Days on yellowkey MLS ID: A4680419
REDUCED by $18,100 (2.6%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1954 Tax: $6,493 (2025)Community: Not Part Of A SubdivisionSpa: NoSingle Family
Taxes:$6,493
Remarks: One or more photo(s) has been virtually staged. Rare high-visibility opportunity on Fruitville Road with exposure to 50,000+ vehicles per day. This ±0.80-acre parcel is ideally positioned just 3.7 miles from I-75, offering exceptional frontage and accessibility in one of Sarasota’s most heavily traveled corridors. The property is currently zoned RSF-2 (3.5 units per acre), allowing for the potential addition of at least one more unit with county approval. The existing single-family residence could be utilized as a live/work setup or easily converted to office use. Additionally, the site presents a compelling future commercial or multifamily redevelopment opportunity, with potential rezoning to implementing districts under the OFF/MF FLUM designation, including OPI (Office, Professional & Institutional), RMF-1, RMF-2, or RMF-3, subject to the rezoning process. The existing home, built in 1954, features 2 bedrooms, 2 bathrooms, large open living room, and a carport that has been enclosed. The expansive lot is fully fenced and offers ample room for future development, parking, or storage, along with an on-site pond. Located approximately 3 miles from Downtown Sarasota and minutes from beaches, dining, shopping, and recreation, this property combines strong in-place utility with long-term redevelopment upside. With unmatched daily traffic exposure and proximity to major destinations, this is a prime opportunity for investors, developers, or owner-users seeking visibility, flexibility, and growth potential in the Sarasota market.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Derek Robbins (941-356-4906)
301 QUAY COMMONS #1210, SARASOTA, FL 34236
$1,850,00020 Days on yellowkey MLS ID: A4689527
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2184 Built: 2023Monthly Fee: $1,997 Tax: $23,655 (2025)Community: Bayso SarasotaCondo
Taxes:$23,655
Elementary School: Alta Vista Elementary
Remarks: This remarkable residence is among the most compelling opportunities in downtown Sarasota’s luxury condo market. Positioned on a prized corner, the home is filled with natural light and features a desirable west-facing exposure—delivering tranquil bay views by day, vibrant Gulf sunsets in the evening, and a glittering city skyline at night. Located on the 12th floor, the property offers a true “sky residence” feel that is rarely found at this value. One premium parking space further enhances its appeal— in the downtown core. Before this opportunity is claimed, I invite you to experience the lifestyle firsthand—either in person or through a live video tour. A Sought after Blend of Design, Comfort & Coastal Living Step into elevated waterfront living in this beautifully upgraded 2-bedroom + 1 den / bedroom, 3-bath residence, ideally situated in Sarasota’s vibrant Quay district. Encompassing 2,185 square feet, the open-concept design is highlighted by soaring 10-foot ceilings and expansive floor-to-ceiling glass that flood the interior with light while framing sweeping views of Sarasota Bay and the Gulf. Every element has been carefully curated for immediate enjoyment: Elegant porcelain tile flooring throughout Designer Italkraft kitchen featuring upgraded cabinetry, pull-out storage, pantry enhancements, JennAir appliances (including convection and built-in oven, and cooktop), and Grohe fixtures Generous primary suite with dual walk-in closets and a spa-like bath complete with soaking tub, oversized shower, dual vanities, and linen storage Private guest suite with ensuite bath, plus a third full bathroom Flexible den with closet—ideal for a home office or additional bedroom Hunter Douglas motorized window treatments along with custom lighting throughout Lightly used a few weeks here and there in like new condidtion. This is refined, low-maintenance luxury in a walkable waterfront setting—just steps from exceptional dining, shopping, cultural venues, and the marina. Opportunities offering this level of space, quality upgrades, panoramic views, and a premier Quay location are increasingly limited.
Listing Agent: Ian Mcpherson (941-320-0999)
35 WATERGATE DR #1005, SARASOTA, FL 34236
$2,900,000120 Days on yellowkey MLS ID: A4676375
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3659 Built: 2003 Tax: $34,229 (2025)Community: The Tower ResidencesCondo
Taxes:$34,229
Remarks: Arrive by private elevator directly to the grand foyer of this tenth-floor residence at the Ritz-Carlton Tower Residences, ideally positioned within the coveted ’05 stack—widely considered the premier vantage point in the building. This preferred orientation captures sweeping, unobstructed panoramas of Sarasota Bay and the Ritz-Carlton marina, complemented by spectacular west-facing sunsets. Artist-crafted glass double entry doors with custom illuminated accents provide a striking arrival and set a tone of understated elegance throughout. Residence #1005 offers a highly sought-after four-bedroom layout with four full baths, thoughtfully designed for both refined entertaining and everyday comfort. An open-concept floor plan is enhanced by wood flooring throughout and anchored by a centrally located kitchen featuring a breakfast bar, stainless-steel appliances, dual convection ovens, and an induction cooktop. Floor-to-ceiling, hurricane-rated windows flood the interior with natural light, while two expansive terraces extend the living space outdoors for effortless entertaining. A split-bedroom design ensures exceptional privacy for owners and guests. The primary suite is distinguished by a double-door entry and custom underlit accent shelving, an en-suite marble bath with dual split vanities, private water closet and custom-fitted walk-in closets. The fourth bedroom / study serves as a versatile retreat, highlighted by a gas fireplace framed by floor-to-ceiling built-in cabinetry and an adjacent full bath. A new HVAC system installed in 2025 adds comfort and peace of mind. The residence includes two assigned under-building parking spaces—one conveniently located near the side lobby entrance. Additionally, 2 climate-controlled storage units, one conveniently located just outside the residence. The pet-friendly Tower Residences offer the legendary Ritz-Carlton lifestyle, featuring dedicated private concierge service, a state-of-the-art fitness center, massage and wellness rooms, sauna, resort-style heated pool and spa, private theater, and beautifully appointed social and entertaining spaces. Recent enhancements include a reimagined lobby and entry experience, refreshed landscaping, and an inviting outdoor lounge with grilling facilities. Additional conveniences include 24-hour in-residence dining, a private interior corridor with direct access to the Ritz-Carlton Hotel’s amenities, restaurants, and spa, as well as valet parking for residents and guests. Perfectly positioned along Sarasota’s Bayfront and downtown corridor, with easy access to St. Armands Circle, Lido Beach, cultural attractions, and fine dining, this exceptional offering represents a rare opportunity to secure one of the most desirable residences within the Tower.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
319 BIRD KEY DR, SARASOTA, FL 34236
$5,749,90062 Days on yellowkey MLS ID: A4684204
REDUCED by $250,000 (4.2%) on 04/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4498 Built: 1998Monthly Fee: $110 Tax: $40,743 (2025)Community: Bird Key SubSingle Family
Taxes:$40,743
Remarks: Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, icemaker, custom cabinetry with specialty slide-outs, marble and quartz counters, and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
1862 6TH ST, SARASOTA, FL 34236
$749,00079 Days on yellowkey MLS ID: O6380988
REDUCED by $50,000 (6.3%) on 04/14/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1419 Built: 1925 Tax: $8,926 (2025)Community: Inwood Park First AdditionApartment
Taxes:$8,926
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.
Listing is courtesy of: MILLENNIA REALTY (407-271-0754)
Listing Agent: Jordan Ruvalcaba (407-271-0754)
$749,00080 Days on yellowkey MLS ID: O6380883
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1419 Built: 1925 Tax: $8,926 (2025)Community: Inwood Park First AdditionSingle Family
Remarks: One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.
555 QUAY CMNS #1101, SARASOTA, FL 34236
$7,199,00017 Days on yellowkey MLS ID: A4689860
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4223 Built: 2024Community: Ritz-Carlton Residences, Sarasota BaySpa: YesCondo
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. With three exposures spanning Sarasota Bay to the downtown skyline, Residence A offers exceptional natural light from sunrise to sunset. The open-concept great room flows to three private terraces, including one with an outdoor kitchen, ideal for entertaining. A spacious kitchen with walk-in pantry, cozy den and well-appointed guest suites – two with terrace access and one with stunning corner water-to-skyline views – complete the layout. The primary suite features dual walk-in closets and a spa-inspired bath with soaking tub, double vanities and an oversized shower. In The Ritz-Carlton tradition, residents enjoy 24-hour concierge, valet, in-residence dining and exceptional amenities. Only two of these highly sought-after floor plans remain. Estimated completion: December 2026.
Listing Agent: Julia Decastro (941-812-5176)
3957 BREEZEMONT DR, SARASOTA, FL 34232
$439,900150 Days on yellowkey MLS ID: A4673724
1 Days Off yellowkey (back on 4/14/2026)
REDUCED by $3,000 (0.7%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1407 Built: 1973 Tax: $1,672 (2024)Community: Glen Oaks Country Club EstatesSpa: NoSingle Family
Taxes:$1,672
Elementary School: Tuttle Elementary
Remarks: Are you ready to be the 3rd owner of this impeccably maintained, smoke-free, pet-free spacious 3/2 mid-century ranch home? This house has been tastefully updated and is move-in ready. Hurricane-impact rated windows & patio doors, new roof March 2026, screened lanai, 2 car garage, easy to maintain generous sized yard that's ready for your own customization. Inside feels like home with a welcoming foyer, split floor plan with eat-in kitchen, separate dining and living spaces with large patio sliders and floor to ceiling windows to let sunlight in from your desirable East & West facing orientation. The thoughtful kitchen design has extra features like slide-out shelves, large pantry, and a custom granite countertop. This home has ample closet space throughout and the generous primary bedroom has walk-in closet and en-suite bathroom. Your new home is located within the Glen Oak Estates, an HOA optional community next to the historic world class Bobby Jones Golf Course. A walkable community with pet friendly trails nearby and this convenient location is within a short drive to downtown, parks, shopping , restaurants, interstates and beaches. The perfect location for this move-in ready home. Call today for a showing!
Listing Agent: Alberto Rueda Ramirez (701-314-6916)
5500 BENTGRASS DR #112, SARASOTA, FL 34235
$170,000171 Days on yellowkey MLS ID: A4670459
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1032 Built: 2000Monthly Fee: $428 Tax: $2,326 (2024)Community: Las Palmas Of SarasotaTownhouse
Taxes:$2,326
Middle School: Brookside Middle
Remarks: A Lovely furnished Townhouse rental available at Las Palmas. Primary bedroom has a queen bed on the 3rd level. Washer/Dryer plus a 1/2 bath for guests on the 2nd level. Open plan from the dining room thru the kitchen and beyond to your living area. The screened in lanai has a green belt view. The gated community has swimming pools, fitness center, lit tennis/pickle ball courts, BBQ grills, outside kitchen business center, playground, business center, car wash and clubhouse with management. Storage for boats available. This community is centrally located and near UTC mall with wonderful shopping and restaurants. Benderson Park is the finest walk about with a child play area. The airport is located approximately 8.2 miles. Schedule a private showing today.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Diane Mcdonald (941-356-9398)
1860 7TH ST, SARASOTA, FL 34236
$749,00051 Days on yellowkey MLS ID: A4685678
REDUCED by $20,000 (2.6%) on 04/14/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1568 Built: 1969 Tax: $7,172 (2025)Community: Gillespie ParkApartment
Taxes:$7,172
Remarks: * Tremendous opportunity to own your own duplex in GILLESPIE PARK – LIVE IN ONE SIDE AND RENT OUT THE OTHER ! Or just rent out both of them ! * Fabulous opportunity to tear down and build your own New Single Family Home in the Downtown area with an Additional Dwelling unit for Income – Zoned DTN + During the time of preparing all the Architectural plans and going through the permitting process – you are collecting rent all along the way ! * You could even add a pool between the 2 New Buildings for Fun for all ! *Right across street from Sarasota’s Own 10 acre Wooded Oasis in the middle of Downtown Sarasota – GILLESPIE PARK ! Featuring Tennis Courts , walking trails , a pond that winds through the park , Wonderful playground and even a separate Dog Park ! * Rear unit has been staged and is quite beautiful ! Streetside unit has been leased by same tenant for last 20 years ! Do you think he likes it here ? And he would love to stay ! * 2 – 2 Bedroom /1 Bath units situated on an oversized 7500 square foot lot. 1568 sq. ft. with laundry out building with big Back yard to Roam & Play. *Both A/c units are new – 1 is 6 months old and the other is 18 months old * New Roof in 2018 ! and All new Sewer and Water lines to building within last 3 years! *To have access to all that Downtown Sarasota has to offer within just a few blocks is amazing ! You literally have 65 restaurants within a 10 block radius. Who needs a car anyway ? * The Bay Trolley is just a few blocks away as well taking you all the way to Lido Beach and back for Free without ever having to park a car! * And Don’t Forget the ever popular Legacy Walking and Bicycle Trail and Payne Park also just a few blocks away. * And One Last Huge Benefit - You are literally only 6 blocks from the Ultra Amazing new 53 acre Bay Park ! Which you just have to see and experience to believe. *YOU must experience the Downtown Lifestyle to really appreciate what our Great City has to offer !
Listing Agent: Frank Lambert (941-920-1500)
5110 MANORWOOD DR #3D, SARASOTA, FL 34235
$449,00017 Days on yellowkey MLS ID: TB8496957
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2392 Built: 2004 Tax: $3,168 (2025)Community: Grande Oaks PreserveSpa: YesCondo
Taxes:$3,168
Remarks: Luxury Meets Practicality in a Quiet Preserve. This spacious 3BR/3BA condo offers high-end living without home-maintenance drudgery. Elegant 10-foot ceilings and appointments, with an enclosed lanai overlooking a bird-filled preserve and pond, are complemented by an efficient eat-in kitchen, laundry room with sink, and closet space galore. Convenience: a nearly private elevator just a few steps from your door takes you from your 3rd-floor retreat to an enclosed garage with 2 parking spaces and dedicated A/C storage. Lifestyle: Use your freed-up time to explore. A quick stroll takes you to the tennis and pickleball courts and a gorgeous pool with spa area on the complex grounds. Located 10 minutes away is Benderson Park and UTC Mall, with Whole Foods and all manner of dining around every corner. Culture is close by at the Asolo Theatre, with the future home of the Sarasota Orchestra just down the road. And if you must travel, jump on Rte 75 or catch a flight out of SRQ Airport just eight miles away. Stability: Built to high standards in 2005, this well-managed community boasts solid reserves and a sound funding plan. Fees cover water, sewer, and all exterior maintenance, grounds, and amenities, keeping your lifestyle simple and your costs predictable. Homeowners insurance and utility costs are modest. Whether you’re still working or a retiree, this is luxury, convenience, peace of mind—all in one place. At a very affordable price
Listing is courtesy of: PARKS GROUP (941-920-4138)
Listing Agent: Brad Parks (941-920-4138)
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