Homes for Sale Near Booker High in Sarasota - 558 homes

Remarks: Welcome to 3953 Glen Oaks Manor Drive, a beautifully maintained residence offering a rare blend of privacy, thoughtful updates, and central Sarasota convenience in one of the city’s most established and tranquil communities. Step inside to a light-filled layout centered around an enclosed atrium, creating a calming indoor-outdoor connection that’s perfect for relaxing, entertaining, or showcasing plants and décor. The home has been well cared for with major improvements already completed, including a new roof (2023), impact windows, A/C replaced in 2019, updated electrical panel, and replaced water supply lines, providing peace of mind for years to come. An enclosed porch adds approximately 132 square feet under air, offering flexible space ideal for a home office, reading nook, or hobby room. The guest bedroom features a queen-size Murphy bed, allowing the room to function effortlessly as both a bedroom and a multi-purpose space. Out back, the lushly landscaped lanai creates a private garden retreat—perfect for morning coffee, quiet evenings, or simply enjoying Florida’s indoor-outdoor lifestyle. Additional features include a whole-house water softener with reverse osmosis system in the kitchen, tree-lined streets, and a welcoming, walkable neighborhood ideal for biking and leisurely strolls. Glen Oaks Manor is centrally located just minutes from the Bobby Jones Golf Club, shopping, dining, downtown Sarasota, and area beaches—offering a peaceful residential setting without sacrificing accessibility. This is an excellent opportunity to enjoy a low-maintenance Florida lifestyle in a quiet, well-established Sarasota community.

Listing is courtesy of: EXP REALTY LLC (800-486-1794)

Listing Agent: Matthew Hickey (941-539-6773)

Remarks: Villa unit in beautiful and convenient section within The Meadows. Very close to the Meadows shopping village with the new sweet treat ice cream shoppe, a new Indian cuisine restaurant and the famous Mona Lisa Italian restaurant. You can literally walk over for an evening out. You are just a mile away from UTC with the newest in shopping, dining and entertainment venues, including the newly opened Mote Marine Aquarium. Needs some updating but otherwise very nice 2 bedroom/2 bath in Villas of Papillon featuring the most unique community pool setting in the area. Accessed by little bridge the pool is located on a little island in the lake. Possessions will be removed prior to closing or can be left.

Listing is courtesy of: REALTY SERVICES INC (941-954-4443)

Listing Agent: Kenneth Cowles (941-954-4443)

Remarks: Beautifully updated and move-in ready, this 3-bedroom home is built with durable concrete block construction for lasting quality. The property also features a spacious yard, perfect for outdoor living and entertaining, along with an excellent backyard for recreation and a generous front area providing ample parking. Inside, the layout is thoughtfully designed with an open living and dining area, a kitchen set to the side, and bedrooms positioned toward the rear for privacy. The master suite includes a private side entrance, offering added flexibility and seclusion. A generously sized bonus room—originally a carport—has been properly converted, providing flexible space for a family room, home office, or additional living area. Completely remodeled in 2024, the home includes recently replaced appliances, a new air conditioning system with updated ductwork, and a roof that is approximately two years old. Conveniently located, it’s just a short drive to Downtown, the airport, and about 20 minutes from the beaches.

Listing is courtesy of: EXP REALTY, LLC (941-462-3321)

Listing Agent: Jennifer Kenna (941-253-3003)

Remarks: Under contract-accepting backup offers. Poised within the prestigious enclave of Bird Key, 381 Bob White Drive is an exquisitely appointed garden residence defined by understated luxury, architectural balance, and refined coastal living. The home offers four bedrooms, three-and-a-half baths, a private office and nearly 3,800 square feet of thoughtfully curated interiors, complemented by a three-car garage and exceptional curb appeal framed by manicured landscaping. Thoughtfully remodeled in 2013, with continuous renovations in 2014 and 2018, the residence showcases rich hardwood flooring throughout, beautifully updated baths, and a timeless palette of finishes that feel elevated and inviting. A paver drive and lush gardens create a gracious arrival, while the home’s flowing layout lends itself equally well to intimate daily living and polished entertaining. The primary suite, on the main level, is a serene retreat with generous proportions, walk-in closets and a spa-inspired bath with dual vanities, a soaking tub and walk-in shower. Direct access to the pool deck enhances the sense of privacy and ease. The split-bedroom design continues upstairs, where a spacious bonus room, two additional bedrooms, and a full bath provide ideal accommodations for guests or flexible living. The gourmet kitchen anchors the home with sleek countertops, custom cabinetry, a breakfast bar and thoughtfully expanded storage, including additional cabinetry and a built-in wine cooler. A sunlit breakfast nook overlooks the pool, while the formal dining room, just beyond the kitchen, offers an elegant setting for gatherings and celebrations. Outdoor living is beautifully curated with a heated pool, a well-appointed outdoor kitchen and multiple seating areas, all surrounded by mature landscaping that creates a sense of privacy and tranquility. A well-water irrigation system with upgraded sprinklers supports the home’s lush, garden-like setting. Ideally, between downtown Sarasota and St. Armands Circle, Bird Key remains one of the area’s desired addresses. Residents enjoy proximity to Bird Key Yacht Club, as well as effortless access to the beaches of Lido Key, Longboat Key and Siesta Key. 381 Bob White Drive presents a rare opportunity to enjoy elevated garden living in one of Sarasota’s iconic communities, where timeless elegance and an exceptional lifestyle converge.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Louis Wery (941-232-3001)

Remarks: This beautifully reimagined first floor end-unit condominium in The Meadows offers serene lake and golf course views and a thoughtfully designed layout that lives like a private retreat. With two bedrooms, a den, and a carport, the residence is filled with natural light and enhanced by multiple outdoor spaces, including a screened lanai overlooking open vistas, a charming courtyard ideal for gardening or pets, and a paver patio accessible from the primary suite. The interior has been fully renovated with a clean, modern aesthetic and exceptional attention to detail. Cool, smooth crushed-shell flooring runs throughout, complemented by custom cabinetry, white quartz countertops, under-mount sinks with touch-activated faucets, and a suite of stainless steel appliances, including an induction/convection range. Subtle luxury touches such as re-surfaced smooth ceiling texture, recessed lighting, electronic shades, and dimmer switches add both comfort and convenience. Both bathrooms are finished to spa standards, featuring elegant European-style design, a rain shower, and refined fixtures. The primary bedroom is bright and welcoming, with a generously sized walk-in closet. The kitchen is supported by an oversized walk-in pantry that also houses a stackable front-load washer and dryer and the water heater. Major system updates include a full repipe in 2014, water heater in 2014, air conditioning in 2020, and new community roofs completed in 2022. The Heronmere condo community has its own pool that is included in the condo fee. Residents can also enjoy access to The Meadows Golf Course, the newly enhanced Fitness and Wellness Center, personal training, Junior Olympic lap pool, tennis, and pickleball with flexible membership options and a la carte pricing. Located just steps from The Meadows Village Center with shopping and dining, this home is part of a vibrant resort-style community known for mature Oaks and lush greenery, a picturesque setting, and miles of walking trails, yet only minutes from downtown, UTC Mall, Benderson Park, and year-round outdoor activities. Furnishings negotiable.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Mackenzie Longueuil (941-961-4023)

Remarks: $25,000 Quick Move-In Incentive included! Welcome to Wild Blue at Waterside, where luxury coastal living meets natural beauty. This beautifully designed inventory home by Stock Luxury Homes features 3 bedrooms, 4.5 bathrooms, a spacious Great Room, Study, and versatile Bonus Room. Enjoy seamless indoor-outdoor living with a private outdoor area complete with a pool and spa, plus a 3-car garage. Positioned on a desirable corner homesite, the property is enhanced by extensive berming and lush landscaping, creating a rare sense of privacy. Immediate availability—exceptional opportunity in a prime location.

Listing is courtesy of: STOCK REALTY LLC (941-208-3940)

Listing Agent: Victoria White (941-444-0434)

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)

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)

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)

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)

Remarks: If you're looking for room to breathe, privacy, and water views, look no further than 2098 Palm View Road. Set on nearly an acre in the private, deed-restricted community of Oak Ford, this updated residence offers a rare blend of openness and comfort. Overlooking 2 tranquil ponds, the property enjoys a peaceful, natural setting and offers more than 3,700 sf of living space. Recent improvements include a new roof in 2023, PGT impact windows and doors, and newer appliances, further enhancing the home’s appeal and move-in readiness. The four-bedroom, three-bath layout is designed for both comfortable everyday living and effortless entertaining. Vaulted ceilings and an open floorplan enhance the sense of scale, while PGT impact windows and doors provide added protection and efficiency. An oversized foyer creates a welcoming first impression and leads into the main living areas, where unique polished concrete flooring, a central gathering space, and a well-appointed kitchen with a gas range come together beautifully. The kitchen features custom solid-wood cabinetry, stone countertops, stainless steel appliances, an island with storage, and generous prep space. The first-floor primary suite creates a private retreat with direct access to the outdoor living area. Two additional bedrooms are located on the main level, while the second floor offers an expansive fourth bedroom or flexible bonus space ideal for a home office, gym, media room, or studio. Outdoor living is a standout feature of this expansive property. The screen-enclosed, heated pool and spa overlook a south-facing backyard with pond and lush preserve views, offering a serene setting for relaxing or entertaining. A waterside fire-pit seating area adds another inviting destination and the perfect way to end the day. This nearly one-acre homesite also includes an oversized three-car garage and an extended driveway, allowing ample room for parking and storage. Oak Ford is known for its oversized parcels, custom-built homes, and peaceful setting. Just a short drive west, Waterside Place and Fruitville Commons offer upscale eating and activities. Just a little further, Downtown Sarasota offers acclaimed dining, arts, and waterfront experiences, while St. Armands Circle and the Gulf beaches — including Siesta Key, Lido Key, and Longboat Key — provide some of the area’s most celebrated coastal attractions. In this gorgeous home, you have access to everything Sarasota has to offer, and a sanctuary to retreat to.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Kelly Rosenberg (941-961-4948)

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)

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)

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)

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)

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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Kim Klee (941-400-8922)

Remarks: Iconic bay views. Elevated design. Exceptional downtown living. A rare bayfront offering, this residence presents over 2,600 square feet of refined living within one of the building’s most coveted floor plans. The sophisticated 3-bedroom plus den layout is defined by scale, light, and uninterrupted connection to the bay, where sweeping marina vistas and cinematic sunsets create an ever-changing backdrop to daily living. Walls of 10-foot floor-to-ceiling glass dissolve the boundary between interior and exterior, opening to an expansive 10’ x 34.5’ terrace designed for elevated entertaining. Clean architectural lines, contemporary finishes, and curated designer selections establish a calm yet refined modern aesthetic throughout. The chef’s kitchen is both sculptural and functional, featuring Nolte cabinetry, quartz countertops, a dramatic waterfall-edge island, induction cooktop, built-in convection ovens, and a 42” French door refrigerator—crafted for effortless entertaining and everyday luxury. Each bedroom is a private ensuite retreat, appointed with upgraded porcelain tile flooring and custom vanities. The primary suite is distinguished by its sense of separation and scale, offering a dedicated dressing area, generous walk-in closets, and a spa-inspired bath with dual vanities and an oversized walk-in shower. Refined details elevate the residence further, including a private elevator foyer entry, impact-rated glass, LED illumination, and two deeded secure garage parking spaces. Residents enjoy a resort-caliber lifestyle with a thoughtfully designed amenity collection, including a beautifully appointed pool and spa area with high-end grilling stations, state-of-the-art fitness center, elegant club lounge, concierge services, valet, EV charging, and a vibrant calendar of social programming. Perfectly positioned in the heart of downtown, moments from the marina, theaters, fine dining, galleries, Whole Foods, and the farmers market, this residence offers a rare synthesis of sophistication, convenience, and elevated bayfront living.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Marci Mcfarland (941-961-3390)

Remarks: Build your downtown Sarasota legacy on one of the largest and most strategically positioned parcels to come to market in Gillespie Park in years. This rare ±19,400 SF double lot (100' x 194') sits in the heart of one of Sarasota's most actively transforming neighborhoods, offering a blank canvas for contractors, custom builders, developers, and end users ready to capitalize on the city's most compelling infill corridor. DTN (Downtown Neighborhood) zoning allows for this ±0.45-acre site the potential to support approximately 5 residential units, a luxury single-family estate, a multi-generational compound, or a boutique townhome project (buyer to verify all uses with the City of Sarasota). The two combined lots create a 100-foot-wide buildable footprint that is extraordinarily rare at this proximity to downtown. Located in Flood Zone X, the property carries no mandatory flood insurance requirement and faces none of the elevation and construction cost burdens that affect so much of coastal Sarasota — a significant competitive advantage for any development pro forma. The site is clean and ready for permitting. Gillespie Park is not an emerging neighborhood — it has arrived. Adjacent to the Rosemary District (Sarasota's most walkable neighborhood with a Walk Score of 88), the area is surrounded by completed and ongoing new construction. Residents walk to Main Street dining, the Sarasota Farmers Market, Whole Foods, Sprouts, Regal Cinema, the Van Wezel Performing Arts Hall, and The Bay — Sarasota's transformative 53-acre waterfront park. Siesta Key Beach is approximately 20 minutes away. Opportunities to acquire nearly half an acre with this zoning flexibility, this location, and this lot dimension do not come along often. Whether you are a developer looking for your next high-margin project or a buyer ready to build a custom urban oasis, this is the site.

Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)

Listing Agent: Vincent Lamaida (941-416-5654)

Remarks: Beautiful Sarasota Home Near Beaches, Shopping & Nightlife. Discover this meticulously maintained 3-bedroom, 2-bath, 2-car garage home ideally located in sunny Sarasota, just minutes from renowned beaches, shopping, dining, and vibrant nightlife. Designed with a desirable split-bedroom floor plan, the home offers a spacious open-concept great room perfect for everyday living and entertaining. Off the kitchen features a generous 5x7 storage closet and a convenient indoor laundry area, providing excellent functionality. Step outside to a large screened-in patio, ideal for relaxing or grilling while enjoying Florida living year-round—without the pests. An air-conditioned work shed offers additional space for storage, hobbies, or projects. Notable upgrades and features include an expanded driveway, attractive low maintenance yard scaping, new plank flooring in the bedrooms (2025), fresh interior paint (2025), hurricane-rated windows and doors, AC serviced in 2025, hot water heater (2019), and new blackout blinds. The roof was replaced in 2014. For added peace of mind, the home also includes an exterior generator plug-in and a Gemma’s GM I 2000ED dual-fuel generator (gas/propane). Conveniently located near Ringling College of Art and Design and New College of Florida, this property offers excellent investment and rental potential. Furniture conveys—home is offered completely furnished. A fantastic rental opportunity is available with this property. It is located in City of Sarasota which has 7 days minimum for rentals. Don’t miss out on this move-in-ready Sarasota home in a prime location!

Listing is courtesy of: CHANNELL REAL ESTATE & INVESTMENTS (941-586-6234)

Listing Agent: Dj Morieko (941-356-4431)

Remarks: Charming 3-bedroom, 2-bathroom single-family home in the heart of Sarasota! With approximately 1,120 sq. ft. of living space, this well-maintained home offers a bright and inviting interior, perfect for comfortable everyday living. Enjoy the spacious yard on a 9,374 sq. ft. lot, ideal for outdoor gatherings and gardening. Conveniently located close to shopping, dining, schools, and the beautiful Gulf Coast beaches, this property combines small-town charm with easy access to city amenities. Don’t miss the opportunity to make this Sarasota gem your new home!

Listing is courtesy of: HOUWZER INC (267-765-2080)

Listing Agent: Daniel Robinson (904-447-8922)