Homes for Sale Near Booker Middle in Sarasota - 545 homes

Remarks: Virtually Staged. Expansive three-story penthouse offering 360 degree views of Sarasota Bay and downtown Sarasota. The penthouse includes the top two floors--as well as a private furnished rooftop terrace with an adjacent upgraded indoor kitchenette. Nearly everything about this listing has been upgraded in the past few years: Both the building and the home itself. Vista Bay Point has undergone massive renovations--and the penthouse has been completely remodeled and updated. This beautiful 3-bedroom 3.5-bathroom residence features hardwood flooring, detailed crown molding and solid mahogany doors throughout. The main level features a great room with a 20-foot ceiling with walls of windows looking out at the water and the sunset. Custom Italian kitchen cabinetry and Viking/Sub-Zero appliances including a gas stove. The second level includes a massive primary wing positioned around a sitting room: A bedroom, "his and her" bathrooms and an oversized custom closet the size of a spare room. A state-of-the-art app-based Crestron integrated system controls the lighting, televisions, stereo, shades and air conditioning. Two patios--one on each floor--overlook Sarasota Bay and the Ringling Bridge. You'll have four garage spaces and a large storage room with an EV hook-up down your private elevator. The building's amenities floor includes a heated pool and hot tub, a large fitness room, a theater and a billiard room that includes a full kitchen and a private guest suite for visitors. Golden Gate Point is uniquely situated between downtown Sarasota, Marina Jack, the Ritz Carlton and St. Armands Circle/Lido Key Beach. Furniture included.

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

Listing Agent: Susie Gillum (941-350-3552)

Remarks: Virtually Staged. This rarely available three-bedroom, two-bath, two-car garage Florida Gulf Coast home, in the quaint neighborhood of Oak Creek Forest, could be yours. This residence showcases inviting curb appeal, is located in a cul-de-sac development with no through traffic, has a freshly painted interior (2026), and has a newer roof (2022). Upon entering, you’ll be inspired by the open great room, floor plan and vaulted ceiling. A formal dining and living room combine to provide effortless entertaining and flow. Pocketing sliding doors off the living room lend easy lanai access, offering pleasing greenbelt views and privacy. The kitchen boasts a sizable eat-in dinette area and convenient breakfast bar. Enjoy the benefits of the split floor plan, a primary bedroom complete with a walk-in closet, sliding doors to the lanai and an en suite bath with a garden tub, walk-in shower and dual sinks. Relaxed, tropical living is enhanced by the serene backyard featuring an enlarged, screened lanai, perfect for hosting large gatherings or unwinding in peaceful reflection. Plenty of room for your dream pool addition. Low HOA fees, no CDD fees, and preferred X flood zone add to the ease of ownership. Superbly located near vibrant downtown Sarasota, University Town Center dining and shopping and the area's award-winning Siesta Key Beach. Catch a ballgame at the nearby Ed Smith Stadium or practice your swing at Bobby Jones Golf Complex. Easy access to Interstate 75 and the SRQ airport is just another plus. Whether you are in search of your forever home or flirting with the idea of a seasonal residence, this captivating home will not disappoint.

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

Listing Agent: Todd Currey (941-402-6000)

Remarks: Virtually Staged. Pre-Construction. To be built. Back on the market and the only residence currently offered on the fourth floor, this is a rare opportunity to secure one of the most uniquely positioned homes in the entire building—where architecture is intentionally designed to live in constant dialogue with Sarasota Bay. With three expansive exposures, Residence A is immersed in light from sunrise over the water to sunset across the downtown skyline. Every moment of the day becomes part of the view. A series of three private terraces extends the living experience outdoors, including one with a fully equipped outdoor kitchen, seamlessly connected to the great room—an open, airy space designed for both entertaining and quiet enjoyment. The kitchen is complemented by a generous walk-in pantry, blending beauty with everyday functionality. A separate den offers a warm, intimate retreat for reading, media, or relaxation, while a discreet powder room adds convenience for guests. The residence is thoughtfully designed for privacy and flow. Two guest suites open to a third terrace with city views, while a third guest suite is perfectly positioned on the corner, capturing dramatic water-to-skyline vistas. The primary suite is a true sanctuary—featuring dual walk-in closets and a spa-inspired bath with a deep soaking tub, double vanity, and oversized dual-entry shower, all designed for a sense of calm and retreat. As part of The Ritz-Carlton global standard of service and refinement The Ritz-Carlton, residents enjoy an unmatched level of attention, including a dedicated on-site team, 24-hour concierge and valet, housekeeping services, and curated food and beverage offerings from a private on-site service kitchen. Beyond the residence itself, ownership includes access to an extraordinary collection of private amenities overlooking the yacht harbor, as well as membership in The Harbor Club—offering nearly 20,000 square feet of wellness, social, and lifestyle spaces exclusively for tower residents. This is more than a residence—it is a front-row position to the water, the skyline, and the next chapter of Sarasota living.

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

Listing Agent: Julia Decastro (941-812-5176)

Remarks: Unlock the potential in this spacious 2,000+ square foot house, offering endless possibilities to create your dream home. Whether you're looking for additional room for a growing family, a private guest retreat, or a multi-generational living arrangement, there's ample opportunity to add value by creating a fourth bedroom or an additional bathroom to form a second primary suite or mother-in-law suite. Step through the front door into an expansive great room, where a wood-burning fireplace and tubular skylight create a warm and inviting gathering space. Open-concept kitchen and dining area with sliding doors to the generously sized screened lanai. The primary suite has been thoughtfully modified for wheelchair accessibility, featuring a wider doorway and an open-access bathroom. Important updates provide peace of mind, including a new A/C system (2021), hot water heater (2022), whole-house water filtration system, impact-resistant windows, and storm shutters for the sliding doors. The home is also wired for a generator and includes a propane tank for fuel. Outside, the oversized two-car garage, utility shed, and fully fenced backyard offer exceptional storage and functionality. A wide gate provides easy access for boat, trailer, or recreational vehicle storage. Located in the established community of Georgetowne, where residents enjoy low HOA fees and a peaceful neighborhood setting. Families will appreciate the convenient access to schools, parks, shopping, and dining, while seasonal residents will love the easy lock-and-leave features and proximity to everything that makes Sarasota special. Just minutes from the vibrant shopping, restaurants, and entertainment of University Town Center, the recreational opportunities at Nathan Benderson Park, Downtown Sarasota, and the area's renowned Gulf Coast beaches, this home offers the perfect blend of space, flexibility, and location.

Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)

Listing Agent: Carla Rayman Kidd, Pl (941-724-0519)

Remarks: Set high on the 14th floor of the private, luxurious Ritz-Carlton Tower Residences, this elegant three-bedroom, three-bath residence captures breathtaking views of the blue-green waters of the Gulf and Sarasota Bay. Every room with Floor-to-ceiling windows fill the home with natural light, framing ever-changing skies, sparkling water, and glowing sunsets that feel like they were made just for you. Step outside to the nearly 600-square-foot terrace—perfect for morning coffee, sunset cocktails, and effortless entertaining. Inside, the professionally designed interior features gorgeous hardwood flooring throughout, custom cabinetry and built-ins, motorized blinds, plantation shutters, and an integrated entertainment center with televisions and surround sound—creating a space that is both elevated and comfortable. Every detail is designed to feel refined, inviting, and easy to live in. Living at The Ritz-Carlton is more than just owning a beautiful residence—it’s a world-class lifestyle with legendary service. Owner amenities include beautifully appointed social and recreational spaces, state-of-the-art fitness facilities with sauna and steam baths, a massage room, and a resort-style outdoor heated pool and hot tub. Enjoy concierge service, 24-hour in-residence dining, valet, and around-the-clock security. Perfectly positioned in the heart of downtown Sarasota, you’re just moments from the area’s finest beaches, shopping, dining, fishing, golf, theater, and art galleries. Membership opportunities are also available for The Members Golf, Beach and Spa Clubs, offering an additional layer of private, resort-style experiences.

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Amy Disalvo (941-780-8080)

Remarks: Under Construction. Introducing Villa Ballada, the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants + Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group, Zahrada and Zahrada 2, just a half block away. At 22 residences and two retail units presenting an unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with a lifestyle all on one level. This #206 condominium features four bedrooms and 3.5 baths and includes a west-facing covered sunset terrace off the living room. Wide open foyer, spacious designer kitchens with breakfast bar and welcoming dining and living rooms are the main features in all 21 designs. Your new condominium is available from $1,030,600 to $2,263,000 with two-, three- and four-bedroom designs. Additionally, the beautiful swimming pool and courtyard will cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theater, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmers market, Whole Foods Market close by, the John Ringling Causeway, Marina Jack and Sarasota waterfront. New construction techniques, premium finishes and craftsmanship rule the day. You must experience Villa Ballada as you won't be disappointed. Remember, we are only four blocks from our incredible new the Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $1,030,600 to $2,263,000 with two-, three- and four-bedroom designs. The five-story structure is planned to be completed by May 2025. See you soon! Low HOA fee includes insurance, management fees, building maintenance, manager, annual exterior window cleaning, water, sewer, trash and exterior pest control. Contact us for your private tour.

Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)

Listing Agent: Frank Lambert (941-920-1500)

Remarks: Under contract-accepting backup offers. This iconic commercial/residential Burns Court bungalow, the ultimate live/work space, offers a rare opportunity to restore and personalize a truly unique downtown property in one of Sarasota's most coveted historic neighborhoods. The Burns Ct. facing 2-bedroom, 1-bath main residence features a private masonry-walled back courtyard leading to a large 1-bedroom, 1-bath detached unit. This unit, with frontage on Pineapple Avenue, is ideal for commercial or residential use, a guest apartment, private office/studio, small shop... Located in the heart of nationally designated Historic Burns Court, one of downtown Sarasota’s most walkable neighborhoods, the property is just steps from an award-winning cinema, restaurants, boutiques, and the Bayfront, yet notably outside of a flood zone. Many original architectural details remain intact, including decorative ironwork, moisture-resistant plaster walls, crown molding, and original hardwood floors. A beautiful, mature oak tree provides valuable shade and enhances the home’s historic charm. The home has excellent bones for a dream restoration project, the main house featuring a 2023 roof and 2019 HVAC. Built-in equity: Zoned Downtown Core (DTC), the property includes confirmed transferable development rights (TDRs), which may be sold to a developer or investor thanks to a new historic preservation ordinance effective as of December 2025. Whether you envision creating a stunning live/work environment, generating income from a detached apartment, or designing an elegant commercial space, this charming property offers exceptional flexibility and historic character.

Listing is courtesy of: CHROME REALTY LLC (941-363-6300)

Listing Agent: Erin Difazio (941-870-8060)

Remarks: Are you dreaming of the ideal uptown location close to everything Sarasota? Discover modern Sarasota living with outdoor style at Premier on Main in the Park District at the east end of Main Street, downtown Sarasota. Ready to live your best Sarasota life? Welcome to Premier on Main, a just-completed collection of contemporary townhomes designed for those who crave outdoor living, accessible culture and modern style in the heart of Uptown as we call it. Near Main Street’s bustling arts and cultural district, farmers market, buzzworthy restaurants, live music venues and the new 53-acre bayfront park, this is your gateway to the ultimate Florida lifestyle. Morning runs over John Ringling Bridge. Sunset drinks on the rooftop. Bike to brunch or kayak the bay. This is the Sarasota experience elevated. Designed for your active, social life. Over 2,395 total square feet including 1,950 air-conditioned living space. Incredible 396-square-foot rooftop entertainment deck with optional hot tub and outdoor kitchen, ideal for sunny lounging or hosting friends under the stars. Spacious, light-filled living areas with soaring ceilings and designer finishes. Chef-inspired kitchen with oversized island and premium stainless appliances. Private elevator for easy living across all levels. Two bedrooms with en-suite baths and walk-in closets—room for guests, roommates or that home office you’ve always wanted. Urban convenient, Sarasota cool. Just blocks from the bayfront and downtown nightlife. Close to local cafes, restaurants, arts venues and farmers market. Bike-friendly location with easy access to parks and beaches. Sleek, contemporary architecture with high-end details. Energy-efficient systems and impact-rated windows and doors for safety and peace of mind. Practical perks for modern buyers. Private two-car garage with bonus flex space, ideal for gym, studio or gear storage. Low maintenance living with HOA covering landscaping, road upkeep and more. Move-in ready with special developer financing incentives available for a limited time. See why Sarasota millennials and modern buyers are choosing Premier on Main for their next-level urban lifestyle. Visit this fully furnished model or our 3 bedroom model next door at 2170 Fruitville Road. Open weekends noon-3 p.m. or by appointment. Contracts are being accepted now so grab your slice of downtown Sarasota before it’s gone!

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

Listing Agent: Frank Lambert (941-920-1500)

Remarks: Move-in ready with endless potential! This beautifully refreshed one-bedroom, one-bath, turnkey furnished home is ready for its next owner. Freshly painted inside and out, featuring upgraded appliances and a pristine, fully cleaned backyard, BRAND NEW ROOF, this charming residence offers immediate comfort and convenience. On an oversized lot, this property provides the ideal opportunity to live in the home while building your dream residence. Located on a centrally located cul-de-sac street with beautifully unique, non-cookie cutter homes. Plus, per county regulations, the one-bedroom home can remain as an Accessory Dwelling Unit (ADU) ideal for rental income, guests or extended family. Don't miss out on this versatile investment and schedule your showing today.

Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-907-9541)

Listing Agent: Jaci Krawtschenko (941-284-3789)

Remarks: Virtually Staged. Step into Florida living in Ramblewood Acres, a gated community known for its convenience and charm. This impeccably kept, move-in-ready townhome offers a smart, functional layout. Granite counters, brand new stainless steel dishwasher, and a passthrough to the dining area - perfect for everyday living and easy entertaining. The great room and main-level half bath add comfort and practicality. Upstairs, two large bedrooms each feature private en-suite baths and large closets. One offers a serene balcony, the other a generous sundeck, your choice of personal retreat. Fresh new interior paint for the next homeowner and brand new roof to be completed January 2026! Ramblewood Acres offers three pools (including one heated), a dog park, clubhouse, fitness center, tennis courts, playground, and shuffleboard. Fees include basic cable, on-site management, and more for true low-maintenance living. The location puts you close to everything. Downtown Sarasota, St. Armands Circle, and world-class beaches are minutes away. UTC’s shopping and dining are within a short drive, and SRQ Airport is conveniently nearby. Golfers will love having the newly renovated Bobby Jones Golf Course just around the corner. Don’t miss this opportunity—schedule your showing and discover your new home!

Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)

Listing Agent: Lori Sabattini (941-266-1597)

Remarks: Aggressively priced and ideally located West of the Trail just one block from Sarasota Bay, this spacious 4-bedroom, 4-bath residence offers exceptional value in one of Sarasota's most desirable neighborhoods. Situated on a beautifully maintained 1/3-acre lot, the property features over 2,800 square feet of living space, a sparkling pool, detached two-car garage with attached two-car carport, and no HOA restrictions. The flexible floor plan includes three bedrooms on the main level, including a private guest suite with its own entrance, kitchenette, bedroom, and bath—ideal for multigenerational living, visiting guests, or as a proven income-producing rental opportunity. A dedicated laundry room is conveniently located off the kitchen. Upstairs, the loft level offers additional living space with a bedroom, a large bathroom with walk-in shower, and a smaller room perfect for a walk-in closet, office, or storage. A spacious bonus room provides excellent flexibility for a media room, game room, hobby space, or additional gathering area. The oversized lot offers plenty of room to enjoy Florida's outdoor lifestyle while providing privacy and space rarely found at this price point. Enjoy an unbeatable location just minutes from downtown Sarasota's dining, shopping, arts, and cultural attractions, SRQ Airport, UTC Mall, St. Armands Circle, and the renowned beaches of Siesta Key, Lido Key, and Longboat Key. Nearby attractions also include the iconic The John and Mable Ringling Museum of Art. The home does require TLC and deferred maintenance, and has been priced accordingly to allow the next owner to make improvements and add personal touches while building immediate equity. Recent permitted improvements include impact windows (2022), new roof shingles on the main house (2021), reroofed garage and shed (2021), 3.5-ton 16 SEER HVAC system (2020), and interior renovations including closet modifications, enlarged living room entry, and bathroom vanity updates. Importantly, the property has never experienced flooding and sustained no hurricane damage in 2024. Opportunities combining this size, location, income potential, oversized lot, and value are increasingly rare. If you have vision and are looking for a home with great bones in a premier Sarasota location, this property is ready for its next chapter. All measurements are approximate and should be verified by the buyer.

Listing is courtesy of: CHROME REALTY LLC (941-363-6300)

Listing Agent: Marni Hayden (941-809-5044)

Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.

Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)

Listing Agent: Anne Friedland (941-894-7248)

Remarks: LOCATION, LOCATION, LOCATION! BEAUTIFULLY FURNISHED SPACIOUS PENTHOUSE living minutes from University Town Center-Gated resort amenities and almost NO maintenance responsibilities. Truly lock and leave. Elevated living in exquisite penthouse residence sitting high amongst Oak trees, situated within the highly sought-after Grande Oaks Preserve, just moments from the vibrant UTC. This is a rare opportunity to own the only penthouse currently available in this gated enclave, where solid block construction ensures both enduring quality and peace of mind. Upon entering, you are welcomed into a beautifully appointed three-bedroom, two-bathroom home defined by soaring 12-foot ceilings, elegant tray ceilings in both the kitchen and primary suite, intricate crown molding, and stately 8-foot doors that enhance the home’s light-filled, refined ambiance. The thoughtfully designed third bedroom offers versatility as a private study or guest retreat. Expansive French doors lead to a generously sized, screened lanai featuring impact-rated sliders and serene fountain views, creating an ideal setting for both quiet relaxation and effortless entertaining. The chef’s kitchen and spa-inspired baths showcase rich solid wood cabinetry, blending timeless craftsmanship with sophisticated style. Additional highlights include two spacious assigned indoor garage parking spaces and an oversized climate-controlled storage unit, providing both convenience and comfort. Residents of Grande Oaks Preserve enjoy an exceptional lifestyle INCLUDING access to resort-style amenities, including a sparkling pool and 2 spas, a fully equipped fitness center, clay tennis courts and pickleball courts, and beautifully maintained grounds within a secure, gated environment as well as water/sewer & trash removal. Perfectly positioned in one of Sarasota’s most desirable corridors, Grande Oaks Preserve offers an exceptional location that seamlessly blends convenience with an upscale, tranquil setting. Just moments away, University Town Center presents a premier destination for luxury shopping, fine dining, and entertainment, featuring renowned retailers and an array of top-tier restaurants. Residents enjoy effortless access to everyday conveniences, from boutique grocers to cafes and wellness services, all within a short distance. The community is also ideally situated near Nathan Benderson Park, a picturesque waterfront destination known for its walking trails, rowing events, and outdoor activities. A short drive brings you to the cultural and coastal treasures that define Sarasota living, including the pristine shores of Siesta Key Beach, consistently ranked among the finest beaches in the country. Downtown Sarasota, with its vibrant arts scene, theaters, galleries, and marina, is also easily accessible, offering an unmatched blend of sophistication and leisure. With convenient proximity to major roadways and just 12 minutes from Sarasota-Bradenton International Airport, travel is effortless, whether for business or pleasure. This extraordinary location places the very best of the region—shopping, dining, recreation, and world-class beaches—right at your doorstep while preserving the privacy and serenity of an exclusive gated community. This extraordinary penthouse offers a seamless blend of luxury, location, and lifestyle—an exceptional offering not to be missed.

Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)

Listing Agent: Tami Cashi (941-527-9088)

Remarks: Under contract-accepting backup offers. Virtually Staged. Beautifully updated 4 bedroom, 2.5 bath Townhome in Sarasota's Fairway Oaks Community. Features newer laminate flooring, fresh interior paint, and a bright open main floor layout. Enjoy a screened lanai and private backyard with golf course view, backing to the historic Bobby Jones Golf Club for a peaceful green space scenery. Includes 2 reserved parking spaces directly in front of the unit for easy access. Prime location minutes from to downtown Sarasota, beaches, shopping,dining, Publix and Sarasota- Bradenton airport. Near the scenic Circus Trail for walking and biking. Some pictures have been virtually staged.

Listing is courtesy of: FLORIDA LUXE LIVING RE LLC (720-365-5149)

Listing Agent: Florida Luxe Perkins (720-365-5149)

Remarks: PRICE REDUCED! Here is your opportunity to pick up a desirable Meadows address at a great price! This Willow Links 2nd-floor (walk-up) 2/2 condo has had the flooring replaced throughout with luxury vinyl plank. Enjoy a serene water view from your generous screened lanai. Walk across the street to the Meadows Shopping Village to enjoy a variety of dining options and services. The UTC district and its vast dining and shopping options are a 5 minute drive. Easy access to I-75 and Sarasota-Bradenton International Airport. 20 minutes to downtown and 20-30 minutes to area beaches. The Meadows offers 3 golf courses, 14 miles of walking trails, an active community center, and fitness, pickleball, and other amenities through the Renaissance Plan. Great potential for annual and seasonal rental. Offered as-is.

Listing is courtesy of: MOUNT VERNON PROPERTY MGMT INC (941-957-4663)

Listing Agent: Jennifer Herman (941-957-4663)

Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, this residence elevates luxury condo living with the ultimate distinction, an exclusive private 1 car garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.

Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)

Listing Agent: Joseph Mcdonald, Llc (941-375-9646)

Remarks: Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.

Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)

Listing Agent: Joseph Mcdonald, Llc (941-375-9646)

Remarks: Exceptional opportunity to own a beautifully renovated residence in the heart of Sarasota. This thoughtfully updated home offers 3 bedrooms, 2 bathrooms, and an attached studio suite, creating a versatile floor plan well-suited for multigenerational living, guest accommodations, or supplemental income potential. Designed with both style and functionality in mind, the interior showcases quality craftsmanship throughout, featuring solid wood soft-close cabinetry, elegant quartzite countertops, a spacious center island, and durable ceramic tile flooring. The bathrooms have been tastefully remodeled with premium finishes, including glass-enclosed showers and designer tile work. An additional family room offers flexible living space ideal for a home office, media room, or optional fifth bedroom. The expansive fenced backyard is designed for Florida living, offering ample space for a future pool, secure boat parking, a gazebo-covered patio, storage shed, and mature landscaping that enhances privacy and outdoor enjoyment. Ideally situated within Sarasota city limits, this property provides convenient access to Downtown Sarasota, renowned dining and cultural attractions, St. Armands Circle, world-class Gulf beaches, and major transportation corridors. This property presents an attractive opportunity for both homeowners and investors alike. Don't miss this move-in-ready gem!

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Hylton Odendal (941-877-8686)

Remarks: Charming 3BR/2BA Home on a Quiet Cul-de-Sac in a Highly Sought-After Sarasota Location! Welcome to this inviting and well-maintained 3-bedroom, 2-bathroom home perfectly positioned in one of Sarasota’s most desirable neighborhoods. Tucked away on a peaceful cul-de-sac, this residence offers the ideal combination of comfort, privacy, and convenience. Inside, you’ll find a bright open-concept floor plan designed for both everyday living and effortless entertaining. The spacious layout creates a warm and welcoming atmosphere with seamless flow between the living, dining, and kitchen areas. Step outside to enjoy your fully fenced backyard — perfect for pets, play, gardening, or simply relaxing in your own private outdoor retreat. The expansive 30-foot patio provides plenty of space for outdoor dining, entertaining guests, or enjoying Florida’s beautiful year-round weather. Major updates provide peace of mind, including: • Newer roof (2022) • Newer HVAC system (2022) • Newly sodded backyard (2026) Location is everything, and this home delivers exceptional access to some of Sarasota’s most popular destinations. Just minutes away you’ll find: • Sarasota’s renowned museum campus • Sarasota-Bradenton International Airport (SRQ) • Downtown Sarasota • Beautiful Gulf beaches • Local colleges and universities • Dining, shopping, arts, and entertainment Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers outstanding potential in an unbeatable location.

Listing is courtesy of: CHROME REALTY LLC (941-363-6300)

Listing Agent: Marni Hayden (941-809-5044)

Remarks: Under contract-accepting backup offers. Only Home for sale in this highly sought after Neighborhood! Vaulted Ceilings up to 12 feet by front door. Complete with Radiant Barrier in attic for additional savings on cooling, new AC is still under warrantee. 3 possibly 4 BEDROOM residence Extremely Viable rental portion could converted with a yet to be converted private entrance Extravagance can be reasonably priced in this tranquil neighborhood. Beautifully updated Deer Hollow Unit 4C home situated on a secluded Family oriented Circle with only limited traffic yet is minutes away from I75, Boasting 3 or possibly 4 bedrooms and 2 baths, this 1990-built residence features an oversized two car garage, a newer roof (2018), and pristine interiors perfect for entertaining. The sun-drenched wide open kitchen dazzles with unique custom epoxy countertops, ample storage in its cabinets and pantry, while the elegant and spacious master suite Over 15 feet in diameter, offers a luxurious escape with your own en suite bathroom, featuring glass-door shower and dual sinks. Imagine morning coffee on the well-manicured lawn, framed by a gorgeous landscaped path, or unwinding in the fenced backyard with a cozy firepit to enjoy with friends. Just steps from the front door, the community tot lot beckons for family fun, while nearby University Town Center Mall, Benderson Park’s boat races, and Siesta Key’s sandy shores await. With art museums, golf, and adventure courses at your fingertips, this is the family home you’ve been dreaming of. Visit today and schedule a showing! I've verified FHA FINANCING IS ASSUMABLE consult with your mortgage professional for details.

Listing is courtesy of: AGGRESSIVE REAL ESTATE (941-468-3605)

Listing Agent: Brennan Mccarthy (941-468-3605)