Homes for Sale Near Brookside Middle in Sarasota - 599 homes

Remarks: Located at 2911 Woodpine Ct in Sarasota, Florida, this beautifully renovated 3-bedroom, 2-bathroom home offers the perfect balance of modern comfort, thoughtful design, and an unbeatable West of the Trail location. Tucked away on a quiet cul-de-sac within the highly regarded Riverview High School district, this move-in-ready property places you just minutes from the sugar-white sands of Siesta Key Beach, Lido Beach, and the vibrant energy of downtown Sarasota. Inside, the home features a bright and open layout that effortlessly connects the living, dining, and kitchen spaces, creating an inviting atmosphere ideal for both everyday living and entertaining. Abundant natural light pours in through large windows and sliding glass doors, offering peaceful views of the lush backyard and enhancing the home’s airy feel. The updated kitchen is designed with both style and function in mind, featuring modern cabinetry, sleek countertops, and ample workspace for hosting gatherings or preparing quiet meals at home. A unique and highly desirable split floor plan provides a private primary suite set apart from the additional bedrooms, offering a true retreat with generous closet space and a tastefully updated en-suite bathroom. The two additional bedrooms are well-sized and versatile, perfect for guests, a home office, or additional living needs. Step outside to enjoy a spacious backyard surrounded by mature landscaping, offering endless possibilities for outdoor living, entertaining, or future enhancements. The screened-in porch provides a relaxing spot to enjoy morning coffee or unwind in the evenings while taking in the serene surroundings. With no HOA restrictions, the property allows flexibility for personal use or investment. The two-car garage offers convenient parking and extra storage. Nearby attractions include the restaurants and boutiques of Gulf Gate, Southside Village, and St. Armands Circle, as well as cultural destinations such as Selby Botanical Gardens, Marina Jack, and Sarasota Bayfront. Outdoor enthusiasts will appreciate easy access to boating, kayaking, and waterfront parks, while everyday conveniences like grocery stores, coffee shops, and fitness studios are just minutes away. Healthcare is close by with Sarasota Memorial Hospital, Doctors Hospital of Sarasota, and multiple medical offices nearby. Whether you’re seeking a primary residence, seasonal retreat, or investment opportunity, this home delivers exceptional location, comfort, and lifestyle appeal in one of Sarasota’s most desirable areas.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Maidelin Moreira Miranda (813-482-3920)

Remarks: Under contract-accepting backup offers. 2018/19 remodeled with lots of privacy due to mature landscaping in this pool home located in a quiet neighborhood. Open kitchen/dining/living area. New roof installed in 2025. New A/C Sept. 2025. New pool cage 2022. Kitchen and bathrooms remodeled 2018/2019. Pool is solar heated. Two minute drive or 15 minute walk to Siesta Key and less than a five minute drive to Gulf Gate with its big shopping center and its own eclectic neighborhood with individual retail stores and resteraunts. 20 minutes drive from downtown. Schools: Philippi Shores Elementary and Riverview High school, both A rated.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Mark Baumgarten (941-323-5855)

Remarks: Under contract-accepting backup offers. Prepare to fall in love with this fully renovated 3-bedroom, 2-bath home in The Landings, one of Sarasota’s most desirable gated coastal communities. Honey-toned luxury vinyl plank floors flow throughout the home, and the open floor plan fills the main living space with natural light, seamlessly connecting the kitchen, living, and dining areas. The renovated kitchen is a showstopper, featuring sleek cabinetry, quartz countertops, stainless steel appliances, designer lighting, and a large island, perfect for cooking and entertaining. The spacious living area boasts a wood-burning fireplace, voluminous ceilings and looks out over the peaceful lake. Off the living area, the Primary suite provides privacy and comfort, complete with a beautifully renovated bathroom featuring modern vanity, , a spacious walk-in shower with gorgeous tile. The split floor plan separates the Primary suite from the additional bedrooms, offering flexible living space for family or guests. The enclosed lanai adds charm and versatile space for year-round enjoyment, while the private paver patio is ideal for morning coffee or evening relaxation, overlooking a tranquil lake with fountains, turtles, and ducks. The courtyard patio provides additional outdoor space for entertaining, and a detached one-car garage adds convenience and privacy. The Landings is a rare gated, nature-rich coastal community, with winding, tree-lined roads, serene lakes, neighborhood parks, nature trails, and access to Roberts Bay. Residents enjoy an active and welcoming environment, meeting neighbors while walking, running, or cycling. The Landings Racquet Club serves as the community hub, offering eight Har-Tru tennis courts, pickleball, a fitness center, pro shop, library, pool, spa, and event spaces. Members enjoy tournaments, clinics, and year-round social gatherings. Located just 4 miles to Siesta Key Beach and 5 miles to downtown Sarasota, take the opportunity to explore and understand why the Landings is such a highly sought after gem... and make it your home too.

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

Listing Agent: Danelle Haag (941-806-9821)

Remarks: Located directly across the street from world-famous Siesta Key Beach—recently ranked the #1 Beach in the United States and among the top beaches in the world— this residence offers exceptional convenience and effortless access to the sand. Simply walk to the beach in approximately five minutes—no driving, no searching for parking, just easy coastal living. Enjoy morning walks and evening sunsets on Siesta Key Beach just steps away. This 2-bedroom, 2 full bath residence offers approximately 940 square feet of comfortable living space with an open layout designed for relaxed island living. The updated kitchen features wood cabinetry, granite countertops, and stainless steel appliances, flowing seamlessly into the dining and living areas. Tile flooring throughout provides durability and easy maintenance, while the split-bedroom floor plan allows for privacy between residents and guests. One of the largest 2-bedroom, 2 full bath floor plans in the community, competitively priced at $629,000. Weekly rentals are permitted, offering outstanding flexibility for both personal use and income potential. Onsite property management is available, making guest coordination and rental operations easy and convenient. Covered parking is included, along with ample guest parking. La Siesta residents enjoy access to a heated pool, fitness room, clubhouse, and beautifully maintained grounds. Located just minutes from Siesta Key Village’s restaurants, shopping, and entertainment, this property offers the ideal balance of relaxation and accessibility. Whether you’re searching for a personal beach retreat, seasonal residence, or an income-producing investment, this location delivers the lifestyle buyers and vacationers come to Siesta Key to enjoy.

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

Listing Agent: Lisa Garcia (941-266-9060)

Remarks: Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations.

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

Listing Agent: Lori Carey, Llc (941-780-3427)

Remarks: FABULOUS Siesta Key property on protected canal with direct Intracoastal and Little Sarasota Bay access. The star of this property is the protected canal with cement seawall and dock just 5 homes from the Intracoastal Waterway. Easy Gulf access via newly opened Midnight Pass allows expanded boating options. The 0.39 acre lot has plenty of room to expand the current home if desired. The location can’t be beat: less than 1 mile to the Stickney Point Bridge. 0.4 miles to Siesta Key Beach Access #13. Only 4 blocks to dining, shopping and entertainment. This home is on a quiet, private cul-de-sac. Move right in, expand, or build your dream home. The fenced yard is perfect for family and pets. A new metal Roof was added in 2025 and a new AC in May 2024. The 2020/2021 remodel extended and updated the kitchen, enclosed the rear lanai, relocated the front door to add an interior foyer, and upgrade most windows and sliders. The kitchen expansion includes new cabinets and an oversized breakfast bar. This split-plan home has a large primary bedroom with French doors opening to the pool. On the other side of the home find a guest bedroom, updated full pool bath, and secondary suite with a half bath (with plenty of room to create a full bath) that also opens to the pool. The current office can be utilized as a 4th bedroom with closet and ramp directly to the garage. With a separate living room and family room, there is plenty of space for everyone to spread out. Outside, find a large pool area overlooking the canal and a large, circular driveway that has beautiful pavers and two large side yards. This home experienced NO flooding during the 2024 storm season. Come see all the opportunities this property has to offer.

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Suki Scollo (941-587-2289)

Remarks: Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last summer’s hurricanes, but the good news is: the metal roof held strong and didn’t leak. With solid bones, a private pool, and a cute backyard that still hints at the home’s former charm, this is a golden opportunity for someone with vision to bring it back to life. The location alone makes this one special, just minutes to the beach, village shops, and dining, yet surrounded by peaceful island neighborhoods. Whether you’re looking to restore it as your island getaway, rebuild for modern coastal living, or invest in a premium piece of Siesta Key real estate, this property is full of potential and promise. Come see what’s possible in one of the most desirable corners of Sarasota’s barrier islands.

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

Listing Agent: Beth Helvey Pa (941-330-3600)

Remarks: Discover one of Sarasota’s most desirable waterfront condos! It’s in great shape, with no hurricane damage. This stunning second-floor condo in Pelican Cove offers breathtaking views of Little Sarasota Bay. Imagine floor-to-ceiling glass sliders in the living room and main bedroom, along with electronic Hunter Douglas blinds, a new laundry area, and two refreshed bathrooms. Plus, you’ll have plenty of closet space and a separate, locked storage area in the carport, perfect for golf bags and at least two bikes. The kitchen has also been updated with contemporary cabinets, marble countertops, and stainless steel European Smeg appliances. The living areas feature beautiful travertine floor tiles, and the bedrooms have newer carpet. You’ll also find a new A/C system and a new hot water tank. This special home is located west of the trail but just a few minutes away, giving you easy access to all the shopping, dining, and exploring Sarasota has to offer. About Pelican Cove: It’s a lovely marina with six heated pools, a hot tub, an exercise room, tennis and pickleball courts, and clubs. You’ll love kayaking and biking here! Pelican Cove is a tropical paradise in Sarasota, a nature lover’s dream! You’ll find beautiful and expansive walking paths on exquisite grounds. Pelican Cove is also a nature conservancy and a bird sanctuary. And the view from this condo, across Little Sarasota Bay, includes a host of bird rookery islands. You can even take classes at Pelican Cove University or in yoga, tai chi, water aerobics, painting, or photography. There are over 37 clubs for photography, fiber arts, cycling, culinary arts, bridge, film, and more. Or, simply relax at the evening jazz and classical music concerts, including those held on the harbor. Located on the lush grounds of the former Wilbanks Estate, Pelican Cove is hidden away yet just minutes from everything! Come see for yourself—this is the lifestyle you deserve! Recent updates include a new refrigerator, hot water heater, laundry closet, storm and exterior door, electrical panel, and a new kitchen window.

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

Listing Agent: Babette Paige (941-587-1045)

Remarks: Pre-Construction. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards. Step inside this 3240 sqft home offering four bedrooms, four bathrooms, an open-concept floor plan with high ceilings and premium finishes throughout. It features all hurricane-rated windows and doors and is constructed to be as hurricane and flood-proof as possible-giving you peace of mind while living steps from the water. The kitchen boasts quartz countertops, top-tier appliances, and a spacious island perfect for entertaining. Retreat to the luxurious master suite with spa-inspired bath and expansive walk-in closets. Endless sunshine, gentle breezes, and your own private pool and spa — relax, unwind, and entertain in your personal outdoor oasis. Additional highlights include a private elevator, gas generator and wine room. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Your private escape above it all — a space built for sunsets, sea breezes, and unforgettable gatherings. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. All images, renderings, and descriptions illustrate the intended design and style by 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: MAJOR PRICE IMPROVEMENT! Beautifully updated 2-bedroom, 2-bath second-floor condominium located in the desirable Vistas on Beneva community. This light and bright unit features granite countertops, updated finishes, and a comfortable split-bedroom floor plan. Enjoy peaceful golf course views from your private back patio, ideal for morning coffee or relaxing evenings. The community offers well-maintained grounds and amenities including a pool, clubhouse, and fitness room. This unit also includes a covered carport parking space, a rare convenience within the community. Conveniently located between Bahia Vista and Webber, Vistas on Beneva offers quick access to Siesta Key Beach, downtown Sarasota, Lido Key, St. Armands Circle, Sarasota Memorial Hospital, shopping, dining, and The Legacy Trail. Ideal for seasonal use, full-time residence, or investment.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Vanessa Van Den Berg (941-999-1179)

Remarks: Don’t miss this adorable South Gate gem! The location could not be more convenient – walk to the Crossings at Siesta Key Mall and less than a mile to the north bridge to Siesta Key itself! For those with school-age children, the close proximity to Brookside Middle School and Southside Elementary zoning are great perks. Completely updated inside with an elegant kitchen (granite, pretty backsplash, stainless appliances), chic wood-look flooring throughout, a charming fireplace, and recently renovated baths, it is move-in ready! Ideally positioned for ultimate convenience to the many amenities of Sarasota, with wonderful possibilities from a full-time or seasonal abode to a prime investment opportunity. The space inside is used really well, with nice spacious bedrooms and a split-bedroom plan, and outside you’ll enjoy a covered screened patio and HUGE fully fenced backyard! There is currently a fun fire pit and open land, so the large yard can be a blank canvas for your outdoor Florida dreams. There is plenty of space for a pool, if that is your desire, or maybe you prefer to plant an edible garden? The choice is yours and this lot can accommodate it all! An oversized 1-car garage with separated extra storage space and laundry completes the package. Easy to show, schedule your visit today!

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

Listing Agent: Allison Werner (941-961-3212)

Remarks: Oversized Lot | No HOA | NO FLOOD ZONE ( ZONE X) | Built 2015 / ALL HURRICANCE PROOF IMPACT DOORS AND WINDOWS / 10FT Ceilings 8FT doors / 2,026SQ FT / 3+DEN /2.5 BATH Discover a rare opportunity in Sarasota’s highly desirable West of Trail area. Built in 2015 and set on a generous 11,250 sq. ft. lot, this solid concrete block home is located in Flood Zone X with no HOA, offering exceptional flexibility and peace of mind. Inside, the residence features 3 spacious bedrooms, 2.5 bathrooms, and 2,026 sq. ft. of living space, complemented by soaring 10–12 ft ceilings with elegant details, 8-ft interior doors, crown molding, marble and porcelain flooring, and warm bamboo floors in the bedrooms. The open-concept layout is perfectly suited for both comfortable everyday living and entertaining. The kitchen is thoughtfully designed with premium wood cabinetry, striking Level 5 Brazilian granite countertops, built-in oven, cooktop, and a reverse osmosis system. The primary suite offers a private retreat with a Jacuzzi tub and separate shower. Impact-resistant windows and sliding doors enhance safety, comfort, and energy efficiency. A versatile additional room provides ideal flexibility for a home office, den, or potential fourth bedroom, while the convenient powder room (half bath) adds functionality for guests. The oversized lot presents ample space to create your dream outdoor environment — whether a pool, garden oasis, or guest house. An extended driveway and attached garage provide everyday convenience. Perfectly positioned, a public boat ramp is less than half a mile away, and everyday conveniences including Costco, Publix, Target, banking, Lowe’s, and more are within approximately one mile. Located near Pine View School, consistently ranked among the top public schools in Florida and nationally recognized for academic excellence. Ideal as a primary residence, seasonal retreat, or investment opportunity.

Listing is courtesy of: OHL LLC (941-445-1841)

Listing Agent: William Ol (941-445-1841)

Remarks: Under contract-accepting backup offers. Welcome to Southwinds, one of Sarasota’s most desirable 55+ active communities! This well-maintained 2006 manufactured home offers the perfect blend of comfort, space, and affordability — ideal for year-round residents or seasonal snowbirds looking for an easy Florida lifestyle. Situated on a private corner lot shaded by mature trees, this home features a spacious open floor plan filled with natural light and comes with: covered carport * private storage shed for tools and extra storage * Dedicated laundry room with washer, dryer, utility sink, and built-in shelving. The bright kitchen offers granite countertops, a center island, and plenty of cabinet space for storage and meal prep. The living room features vaulted ceilings with crown molding and opens to the dining area, creating a comfortable open layout. Two sliding glass doors lead to the deck and bring in great natural light. The primary suite is designed for comfort and relaxation, featuring an en-suite bath with an oversized soaking tub, separate walk-in shower, and ample vanity space. Two guest bedrooms — both with closets — provide flexibility for visitors, hobbies, or a home office. The guest bathroom includes a tub/shower combo. Southwinds is one of only four resident-owned manufactured home parks in Sarasota. The low HOA fee of just $195 a month includes cable and water — a rare value in today’s market. Residents enjoy an active social calendar with hobby clubs, exercise classes, and community gatherings, creating a welcoming and friendly atmosphere. Conveniently located near shopping, dining, medical facilities, and just a short drive to Sarasota’s beautiful Gulf beaches, this home offers affordable living in a vibrant 55+ community. Whether you’re looking for a winter retreat or a full-time Florida residence, this move-in ready home checks all the boxes.

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

Listing Agent: Rachel Harvey (941-726-9300)

Remarks: NEW PRICE Best Value in the Neighborhood. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)

Listing Agent: Ellen Wilson (704-651-6322)

Remarks: PRICE IMPROVEMENT... Located in the highly sought-after Hamilton Club community on Siesta Key, this beautifully updated 3-bedroom, 3.5-bath residence offers the ideal blend of coastal comfort, boating convenience, and island living. A large screened-in porch overlooking the water provides a peaceful setting to enjoy morning coffee and gentle coastal breezes. Designed for both everyday living and entertaining, the home features a new private elevator, impact windows and doors, and your own private 10,000-lb boat lift with quick access to the water, making it easy to enjoy boating and the surrounding waterways. Each well-appointed bedroom offers its own private en-suite bathroom, providing exceptional privacy for family and guests. The residence has been thoughtfully upgraded with kitchen updates completed in 2023, updated lighting throughout (2023), fully renovated bathrooms (2022–2023), and new wood flooring, creating a fresh, modern aesthetic with timeless coastal appeal. Additional improvements include a new water softener and water pressure pump installed in 2025, enhancing everyday comfort and functionality. The home is offered furnished or unfurnished, allowing buyers the flexibility to move right in or personalize the space to their style. Hamilton Club residents will also enjoy new community landscaping scheduled for this summer, with exterior building painting planned for 2027, both covered within HOA dues for added peace of mind. Ideally located just minutes from Siesta Key’s world-famous beaches, dining, and shopping, this residence offers an exceptional combination of water views, private boating access, modern upgrades, and relaxed island living.

Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)

Listing Agent: Jennifer Thompson, Pa (941-928-0790)

Remarks: Welcome to a new (built in 2025) and extraordinary single-family waterfront home on the serene and beautiful Hudson Bayou - a premier, tranquil location that feels worlds away while reflecting the vibrancy of the city just moments away. This isn’t just a house, it’s your gateway to the very best of downtown living, and perhaps a viable in-town condominium alternative, with generous guest parking, low-maintenance landscape and NO ASSOCIATION DUES. Nestled in one of the city’s most coveted locations, this beautifully designed residence is just steps from the world-renowned Selby Botanical Gardens- where bayfront beauty, exotic orchids, and lush tropical landscapes await. You are also steps away from the vibrant heart of Downtown Sarasota, the serene Bayfront Park for sunset strolls and events and the city’s central marina. Inside you’ll be captivated by the thoughtful design and an ingenious use of space throughout. The main floor features a large and comfortable open floor plan of great room and kitchen, a luxurious primary suite, an en-suite guest bedroom plus an office. The main living area opens to a lovely private patio with plunge pool and spa overlooking garden and water views. Plus your own private boat dock, featuring a 13,000 lb boat lift and 67 feet of waterfront Upstairs 2 generous en-suite bedrooms await with luxuriously designed baths, each with access to an oversized second story terrace. In addition, this level features a large gym with sauna and a second office. Every inch of this home exudes quality and modern luxury: a show-stopping kitchen with top-tier appliances, a large central island perfect for gathering and entertaining, and a cleverly concealed walk-in pantry behind custom cabinet doors that keeps everything beautifully organized and out of sight. From the high-end finishes, to the seamless indoor-outdoor flow, this detail-filled home combines quality, elegance, and functionality with the unbeatable Sarasota lifestyle. It’s where nature, culture, and waterfront living converge right outside your door. Come experience yourself!

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

Listing Agent: Barbara May (404-822-9264)

Remarks: On a lush one-third-acre homesite in desired Pine Bay Estates, this single-story residence has been entirely rebuilt and elevated through a comprehensive, design-forward renovation exceeding $1.1 million. The result is a serene coastal haven where timeless craftsmanship meets modern luxury. A full interior transformation opened the home to light, flow and functionality. The newly relocated chef’s kitchen features bespoke cabinetry, premium finishes and a full suite of Thermador appliances, all thoughtfully positioned to overlook the tropical gardens. Wide-plank flooring carries through every room, complemented by exposed beams, curated lighting and refined architectural details. Every major system has been replaced or upgraded, including all-new HVAC, a tankless water heater, new plumbing and water lines, new insulation, and hurricane-rated windows, doors and sliders, ensuring enduring comfort and peace of mind. The home’s heart is its stunning sunroom, surrounded by glass and bathed in natural light, an ideal space for morning coffee, quiet reading or gathering with guests while taking in the lush, mature landscaping. Three beautifully redesigned baths, a gas fireplace, custom California Closets and a new laundry suite continue the theme of thoughtful luxury throughout. Outside, the home lives like a private botanical retreat. A full landscape redesign brought in layered tropical plantings, ambient lighting, new walkways and hardscape, all-new fencing and gates, and a pool with a replaced deck and rescreened cage. A new roof, fresh stucco exterior, carport enhancements and upgraded exterior lighting, complete the transformation. With its rare combination of single-level living, expansive grounds and meticulous top-to-bottom renovation, this Pine Bay Estates residence offers an inspired West of Trail lifestyle just moments from Southside Village, Siesta Key and Sarasota’s finest dining, beaches and marinas.

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

Listing Agent: Katy Mcbrayer (941-400-2406)

Remarks: Under contract-accepting backup offers. Significant Price Improvement! Just 4.5 miles from the powdery white sands of Siesta Key Beach, this fully renovated Sarasota retreat delivers the freedom, style, and lifestyle buyers are craving — without HOA restrictions and with monthly rentals allowed. Renovated in 2025, this 2-bedroom, 2-bath block home blends modern design with effortless flow, creating a space that feels both elevated and inviting. The heart of the home is a show-stopping, European-inspired kitchen, thoughtfully designed with high-end cabinetry and a premium appliance package — perfect for casual mornings, entertaining friends, or unwinding after a beach day. The open-concept layout maximizes every inch of the 1,170 sq ft, offering seamless transitions between living, dining, and kitchen spaces. New flooring throughout and a completely updated bathroom add to the fresh, move-in-ready feel. Major upgrades provide peace of mind and long-term value, including: *BRAND NEW ROOF*--- *Hurricane-rated windows and doors*--- *Solid block construction*--- It is also Located in Flood Zone X Step outside to a fully fenced backyard designed for flexibility and Florida living. With room for a pool, a drive-through gate for easy boat or RV storage, an oversized driveway, and a large storage shed, this property offers a level of versatility rarely found this close to the coast. Set in a prime Sarasota location near Gulf Gate Library, popular dining, shopping, and neighborhood favorites — with quick access to Siesta Key, Downtown Sarasota, Downtown Sarasota, and surrounding hotspots — this home checks every box for a primary residence, investor, or lifestyle buyer seeking freedom and upside. Homes this close to Siesta Key with no deed restrictions, modern renovations, rental flexibility, and space for boats or RVs are exceptionally rare. Schedule your private showing today — opportunities like this don’t last.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)

Listing Agent: Julie Shaw (941-408-4760)

Remarks: One or more photo(s) has been virtually staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Rachel Hamrick (941-529-1773)

Remarks: Enjoy life to the fullest in this 3 bedroom, 3 bath mid-century modern style ranch home, nestled on a near 1/3 acre lot in the sought-after South Gate neighborhood, offering over 2,400 square feet of architecturally updated and meticulously maintained living space. From the moment you arrive, this private sanctuary impresses with iconic palm trees, a custom circular paver driveway, professionally lit landscaping, and a vivid one-of-a-kind patio with a colorful front entry. Inside, the light and bright open-concept floorplan showcases flawless terrazzo flooring and a striking modern contrasted kitchen with stainless steel appliances and a large island with bar-top seating. The kitchen and living areas flow seamlessly into the family and dining room, providing ample gathering space and an entertainment center ready for modern electronics. French doors lead to an almost 40-foot screened lanai overlooking a professionally manicured, fenced, and irrigated backyard accented with coping. The primary bedroom features a private exterior entrance, space for a desk or seating area, and an en-suite bath with a walk-in closet with built-in shelving and safe, a wall-to-wall glass shower with multiple massage jets and bench seating, and a separate water closet. Two additional contemporary bedrooms and bathrooms are located on the opposite side of the home. The remodeled two-car garage is climate controlled and includes a full laundry room with utility sink. Major upgrades and systems include a standing seam metal roof, hurricane-rated impact windows and garage door, tankless water heater, whole-home generator, updated electrical system with new controls, and a plumbing system rerouted with exterior clean-outs for easy access. The home includes both a 100-gallon and 500-gallon propane tank, with the generator operating from the 500-gallon tank and the water heater capable of running from either tank, all serviced on a regular basis. Indoor comfort is enhanced by a professionally maintained HVAC system with in-duct air purification, including UV lighting and a whole-home purification system. Smart-home features allow remote control of the irrigation system, HVAC, alarm system, front door lock, and security cameras. The driveway has been recently resealed, and exterior security lighting surrounds the home. Optional membership to the South Gate Community Association offers social activities and pool access at the historic community center for a nominal fee. Ideally located just minutes to golf courses, boat clubs, Downtown Sarasota dining, shopping, nightlife, cultural events, and the world-famous beaches of Siesta Key.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Alan Macloughlin (941-780-8628)