Homes For Sale Near Brookside Middle School, Sarasota FL

5 Beds ⋅ 7 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code

One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.

3000 Southwest Drive, Sarasota

$8,995,000

5 Beds ⋅ 9 Baths ⋅ Red Rock Terrace SubDv. ⋅ 34231 Zip Code

Under Construction. Why choose between your perfect sanctuary and stunning sunsets when you can have both. Every evening, the horizon performs a breathtaking masterpiece and from your private terrace at 3950 Red Rock Way, you hold the best seat in the house. Set upon a rare half-acre waterfront lot with 50 feet of frontage on Roberts Bay, this 6,850-square-foot modern coastal estate captures the essence of Sarasota luxury: enchanting artistry, seductive serenity, and a seamless connection to water and light. This new-construction residence, designed for those who refuse to compromise beauty for function, rises with quiet confidence above manicured grounds. A private courtyard garden greets you—tranquil, lush, and softly lit. Inside, 12-foot ceilings and walls of glass erase the boundary between indoors and out, filling each space with western light that glows from sunrise to sunset. Warmed by dual fireplaces, the heart of the home flows through a grand open living area. The chef’s kitchen, a pristine and stylish space for guests, is anchored by Miele appliances, two sculptural islands and features a well-appointed scullery, the engine that drives a flawless entertaining experience. A whisper of a push opens the retractable glass, where the world outside becomes part of the home and reveals the infinity-edge pool where the horizon of the pool disappears into the bay. The surrounding terraces are intended for sun, laughter, and unforgettable evenings under painted skies. This residence offers five bedrooms, including two primary suites, each a world of privacy and refinement with spa-inspired baths, water views, and terraces that invite the morning breeze. A dedicated gym and flex space await your vision—transform it into a golf simulator, media lounge, or wellness retreat. The custom wine cellar stands ready for your finest vintages, while a five-car garage accommodates every passion you choose to explore. Beyond luxury lies peace of mind: a new dock with double jet ski lift, elevator, whole-home generator, and the enduring protection of superior and meticulous modern construction. As twilight settles over Roberts Bay, the pool catches the last light, and the sound of water laps softly at the shore. Here, time slows, your world quiets, and moments feels both rare and deeply familiar. This isn’t just a home—it’s a front-row seat to the soul of every sunset.

3950 Red Rock Way, Sarasota

$4,399,000

4 Beds ⋅ 5 Baths ⋅ Red Rock Terrace SubDv. ⋅ 34231 Zip Code

Pre-Construction. To be built. Introducing an exceptional new custom residence that redefines contemporary luxury in Sarasota's coveted West of Trail neighborhood. Thoughtfully conceived for today's discerning buyer, this architectural masterpiece blends sophisticated design with effortless indoor-outdoor living, creating a private retreat just moments from Siesta Key and Downtown Sarasota. Designed with elegance and versatility in mind, the home features four luxurious bedroom suites, a study and five impeccably appointed baths, including two primary suites—an increasingly sought-after feature ideal for multigenerational living, extended family, or long-term guests. Adding to its uniqueness is a private poolside casita, complete with its own en-suite bath, offering a true guest retreat with direct access to the resort-style outdoor living spaces. Whether used for visiting family, a live-in caregiver, a private office, or wellness studio, the casita provides exceptional flexibility rarely found in luxury new construction. At the heart of the residence, the dramatic great room flows seamlessly into a designer kitchen showcasing premium appliances, custom cabinetry, an oversized waterfall island, and elegant entertaining spaces framed by walls of glass overlooking the outdoor oasis. The principal owner's suite is a sanctuary of comfort featuring a spa-inspired bath, generous walk-in wardrobes, and direct access to the pool terrace. Every finish throughout the home has been selected with uncompromising attention to detail, including wide-plank flooring, designer lighting, impact-rated glass, smart-home integration, and custom millwork. Outdoor living is elevated with a spectacular resort-inspired pool and spa, expansive covered lanai, summer kitchen, and beautifully landscaped grounds situated on an approximately 5,805-square-foot corner homesite. Every space has been designed to embrace Sarasota's year-round indoor-outdoor lifestyle. Located in the prestigious Red Rock Terrace neighborhood, this exceptional residence offers convenient access to Siesta Key Beach, Southside Village, Downtown Sarasota, premier dining, private clubs, marinas, and the area's renowned arts and cultural attractions. Offered as a rare pre-construction opportunity, buyers may have the ability to personalize select finishes during construction. A residence of this caliber—featuring dual primary suites and a private poolside casita—is a rare offering in one of Sarasota's most desirable locations. Renderings are artist's conceptual representations provided for illustrative and marketing purposes only and are not intended to represent the completed residence with absolute accuracy. Final construction may vary from the renderings, including but not limited to architectural details, dimensions, materials, finishes, colors, landscaping, vegetation, pool and spa features, outdoor living areas, furnishings, lighting and surrounding properties. Furnishings and decorative items shown are for visualization purposes and may not be included in the sale. Buyers should rely on the applicable construction plans, specifications, contracts and other governing documents to determine the actual design, features and improvements included with the property.

3970 Red Rock Lane, Sarasota

$4,295,000

6 Beds ⋅ 6 Baths ⋅ Granada SubDv. ⋅ 34239 Zip Code

NEW CONSTRUCTION - Experience the pinnacle of Sarasota luxury in this newly completed, move-in-ready residence, ideally located within the City of Sarasota and attractively priced for today's market. Offering 5 bedrooms, a private den, 4.5 baths, and 4,106 square feet of thoughtfully designed living space, this exceptional home seamlessly blends contemporary elegance with relaxed coastal living. Crafted for effortless indoor-outdoor enjoyment, the home features two expansive lanais overlooking a private resort-style pool and spa, creating the perfect setting for entertaining or unwinding in complete privacy. Inside, refined finishes and modern conveniences abound, including engineered hardwood flooring, quartz countertops throughout, a chef-inspired kitchen with an oversized walk-in pantry, and the rare convenience of dual laundry rooms. Open-concept living spaces are filled with natural light and designed to accommodate both everyday living and grand-scale gatherings. Nestled in a peaceful, private setting, yet just minutes from world-famous Siesta Key Beach, premier golf courses, downtown Sarasota, St. Armands Circle, and an array of fine dining and cultural attractions, this residence offers the ideal balance of luxury, location, and lifestyle. A rare opportunity to own a brand-new custom home in one of Florida's most desirable coastal communities. (Some Photos are Virtually Staged)

3800 Flores Avenue, Sarasota

$3,790,000

5 Beds ⋅ 5 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code

Welcome to this exceptional new construction, upgraded residence located West of Trail, featuring 5 bedrooms, 5 full bathrooms, and 3,640 square feet of thoughtfully curated living space. Designed with a refined modern aesthetic, the home blends clean architectural lines with elevated finishes and seamless indoor-outdoor living. Upon entry, soaring 20-foot ceilings, warm designer lighting, and an expansive open-concept floor plan create an immediate sense of scale and refinement. The chef’s kitchen is appointed with premium GE Café appliances, quartz countertops, and custom cabinetry, flowing effortlessly into the main living and entertaining spaces. The residence also includes a spacious two-car garage equipped with an installed electric vehicle charger for added convenience and modern functionality. Walls of sliding glass doors open to a beautifully enhanced outdoor retreat featuring lush upgraded landscaping, a resort-style pool with a newly added waterfall feature, a fully equipped outdoor kitchen, and a covered dining area complete with remote-controlled mosquito and sun screens for year-round comfort and effortless entertaining. The primary suite serves as a private sanctuary, filled with natural light and designed for both comfort and elegance. The space features a generous walk-in closet, direct access to the outdoor living area, and a spa-inspired bath with a soaking tub and separate glass-enclosed shower. A newly installed stainless steel Bosch built-in coffee system adds an additional layer of luxury, while designer wallpaper and remote-controlled screens throughout the home provide a refined finish and enhanced comfort. Upstairs, three spacious guest suites each feature their own en-suite bathroom, creating ideal accommodations for family and visitors alike, in addition to a spacious media room designed for relaxed living and entertaining. A large rooftop terrace overlooking the pool provides an exceptional setting for relaxing or entertaining. Perfectly positioned between Siesta Key and Downtown Sarasota, this residence offers convenient access to world-class beaches, dining, shopping, and cultural attractions. Thoughtfully designed with timeless architecture, elevated finishes, and exceptional attention to detail throughout, this home delivers an elevated yet comfortable living experience for modern luxury living.

1805 Goldenrod Street, Sarasota

$2,999,000

4 Beds ⋅ 3 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code

Distinctive Architecture. Space to Unwind. West of Trail. Set on a tropically landscaped half-acre corner lot on a private dead-end street off Camino Real, this custom home offers 3,933 square feet of single-level living with four bedrooms and 2.5 baths. Custom double doors and hand-peeled log columns introduce a striking great room with a 24-foot wood cathedral ceiling, gas fireplace, and oak and travertine flooring arranged in a parquet pattern. The kitchen features custom cabinetry, a Sub-Zero refrigerator, Viking gas cooktop, statement metal hood, large island, and spacious butler’s pantry with wine storage. Sliding glass doors connect the interior to a 2,176-square-foot screened lanai with a pool, spa, covered entertaining areas, and fully equipped outdoor kitchen and a new Koehler Whole House Generator. The expansive primary suite includes two sitting areas, vaulted ceilings, terrace access, a large walk-in closet, and a bath with a separate tub and shower, granite double vanity, and bidet. An adjoining bedroom provides flexibility for an office, den, or exercise room, while the guest bedrooms feature oak floors and built-in storage. Oversized garage spaces add everyday convenience, with generous room for parking and storage. Near Roberts Bay, the historic Field Club, and Oyster Bay Estates, this peaceful setting offers convenient access to downtown Sarasota, St. Armands Circle, and the beaches of Siesta Key, Lido Key, and Longboat Key. A distinctive West of Trail home with generous gathering spaces and a private tropical setting.

4307 Camino Real, Sarasota

$2,695,000

5 Beds ⋅ 6 Baths ⋅ Hartland Park SubDv. ⋅ 34239 Zip Code

Virtually Staged. One or more photo(s) was virtually staged. Experience modern luxury in this stunning new construction home located in Sarasota's highly sought-after West of Trail. Offering 5 bedrooms, 5.5 bathrooms, and 4,165 square feet under air (5,614 total square feet), this exceptional residence combines custom design with everyday functionality. A grand entry welcomes you with soaring 12-foot ceilings, a spacious foyer, and a striking staircase that sets the tone for the home's contemporary elegance. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect space for entertaining and daily living. The chef-inspired kitchen features custom solid wood cabinetry, quartz countertops, premium Thermador appliances, and an oversized island designed for gathering with family and friends. A custom built-in feature wall in the living room adds both style and practicality. The bright first-floor office, complete with convenient bathroom access, can easily function as a guest suite and overlooks the beautifully landscaped front yard. Upstairs, 10-foot ceilings enhance the spacious feel throughout. The luxurious primary suite serves as a private retreat, accessed through double doors and opening to a private balcony that extends the second-floor living space. Each additional bedroom offers its own en-suite bathroom and walk-in closet, providing comfort and privacy for family and guests alike. A spacious second-floor laundry room with built-in cabinetry adds convenience. Outside, lush tropical landscaping and a full irrigation system complement the home's impressive curb appeal. Premium upgrades include impact-rated windows and doors, epoxy-coated garage floors, designer exterior lighting, pre-wiring for security cameras, and dual HVAC systems for enhanced comfort and energy efficiency. Ideally located West of Trail, this exceptional home is just minutes from downtown Sarasota, Sarasota Memorial Hospital, premier dining and shopping, local parks, and the world-renowned beaches of Siesta Key. Schedule your private showing today and discover the perfect blend of luxury, location, and modern living.

1870 Jasmine Drive, Sarasota

$2,395,000

3 Beds ⋅ 3 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code

Impeccably maintained and thoughtfully designed, this custom-built John Cannon home offers an inviting blend of timeless elegance, spacious interiors, and relaxed Florida living in Sarasota’s desirable West of Trail neighborhood. Set along beautiful, tree-lined Oleander Street adjacent to Cherokee Park, this residence welcomes you with an open floor plan and soaring 14-foot ceilings that create an immediate sense of space and light. The well-appointed kitchen features solid wood cabinetry, Bosch stainless steel appliances, and a breakfast bar with seating for four—ideal for casual dining and entertaining. The inviting family room, complete with a fireplace, overlooks the pool and patio, while pocketing sliding glass doors seamlessly connect indoor and outdoor living. A professionally painted mural gives the formal dining room a rich botanical backdrop infused with tropical elegance. There is a private office with built-in cabinetry providing a comfortable, dedicated workspace The expansive primary suite is a peaceful retreat, featuring dual walk-in closets, separate vanities, dual sinks, a jetted soaking tub, and a separate shower. Two additional bedrooms provide generous closet space, with one featuring an ensuite bath. Plantation shutters throughout enhance the home’s understated elegance and tropical ambiance. Outdoors, a gorgeous, screened pool and spa are surrounded by an expansive tiled patio and outdoor kitchen have abundant space for lounging, dining, and entertaining in the Florida sunshine. Practical amenities include a spacious laundry room with a sink and built-in cabinetry, plus an oversized two-car garage with workshop cabinetry and access to a large attic for additional storage. The location is equally appealing. Enjoy a short walk to Southside Elementary School and stroll a few blocks north to the boutiques, restaurants, and Morton's Gourmet Market in Southside Village. Sarasota Memorial Hospital, Downtown Sarasota, the Bayfront, and the area’s beautiful beaches are all conveniently accessible. Experience the elegance, comfort, and exceptional location of this West of Trail residence. Schedule your private showing today.

1875 Oleander Street, Sarasota

$2,299,000

3 Beds ⋅ 3 Baths ⋅ Granada SubDv. ⋅ 34239 Zip Code

Completely rebuilt from the ground up, this is a rare opportunity to own essentially new construction on one of the largest usable lots in Granada, one of Sarasota's most sought-after West of the Trail neighborhoods. The home was taken down and rebuilt with all-new major systems, including electrical, plumbing, HVAC, insulation, windows, doors, finishes and interior construction, creating the quality and confidence of a custom build without the years of planning, permitting and construction. Surrounded by luxury homes and new construction beginning around $4 million, this property offers an exceptional combination of location, quality and value. Situated on nearly half an acre, the property offers over 18,500 square feet of beautifully landscaped grounds, creating exceptional privacy and outdoor living that is increasingly difficult to find in this location. Hurricane-rated windows and doors, spray-foam insulation, dual HVAC systems, custom cabinetry, oak-grain flooring, plantation shutters, a chef's kitchen with GE Profile appliances, oversized island, wine cooler, and beautifully designed living spaces combine modern efficiency with timeless character. The flexible floor plan includes three bedrooms, three full baths, and a bonus cabana room overlooking the pool that also serves beautifully as a home office, guest suite, or additional living space. Multiple rooms open directly to the completely renovated resort-style pool and outdoor entertaining areas, creating seamless indoor-outdoor living. Just minutes from downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach, this is an opportunity to enjoy the charm of Granada with the confidence and peace of mind of a home that has been rebuilt from the ground up.

3606 Palonia Court, Sarasota

$2,275,000

3 Beds ⋅ 3 Baths ⋅ Granada SubDv. ⋅ 34239 Zip Code

Welcome to this charming single-family residence located in the highly sought-after Granada neighborhood. Step inside to find a welcoming layout complete high ceilings, open floor plan and elegant saltillo tile. The property offers the perfect canvas to experience the quintessential Florida lifestyle, surrounded by lush, mature landscaping on a quiet residential canopy street. Positioned just minutes away from top-rated Sarasota schools, world-class dining, boutique shopping, and the pristine sands of Siesta Key. More Photos to come.

1630 Bonita Lane, Sarasota

$2,100,000

4 Beds ⋅ 4 Baths ⋅ Poinsettia Park SubDv. ⋅ 34239 Zip Code

Virtually Staged. In the heart of Southside Village, this exceptional home offers one of Sarasota’s sought-after lifestyles. Just west of Tamiami Trail in Poinsettia Park’s charming Flower Streets, the neighborhood is known for its tree-lined streets, diverse architectural character, and proximity to restaurants, boutiques, gourmet markets, Sarasota Memorial Hospital, Southside Elementary, downtown Sarasota and the Siesta Key bridge. From 1920s bungalows to newly built residences, the area reflects the character and appeal that continues to attract buyers year after year. This home combines spacious living areas with thoughtful design and inviting outdoor spaces. The first floor features 10-foot ceilings, plank tile flooring, and a great room with tray ceilings, an electric fireplace, and triple sliders that open to the patio and pool area. The kitchen is centered around a large island and includes marble countertops, stainless steel appliances and a butler pantry. A den with a Murphy bed and an adjacent full bath offers flexibility for guests, a home office or multi-purpose use. Upstairs, four bedrooms, three baths, and a family room with built-in cabinetry and a beverage refrigerator provide comfortable space for everyday living. The primary suite includes two walk-in closets, dual vanities, a soaking tub and a separate shower. Outdoor living is equally inviting, with a heated saltwater pool and spa, covered entertaining areas and open patio spaces designed for enjoying Sarasota’s year-round sunshine. With easy access to downtown Sarasota, Siesta Key, shopping, dining, healthcare and schools, this home offers an outstanding opportunity in one of the city’s desirable neighborhoods.

1850 Magnolia Street, Sarasota

$2,000,000

5 Beds ⋅ 5 Baths ⋅ Akin Acres SubDv. ⋅ 34239 Zip Code

One or more photo(s) has been virtually staged. Built with an uncompromising commitment to quality, this Coastal Modern Farmhouse by WG Homes offers superior construction, refined finishes and thoughtfully designed living in a prime Sarasota location. Featuring concrete block construction on both levels and topped with a standing-seam metal roof, this two-story residence offers five bedrooms, four-and-a-half baths, and a spacious, well-designed floor plan ideal for both everyday living and entertaining. Inside, soaring ceilings and abundant natural light define the open first-floor living spaces, complemented by beautiful wood flooring and designer finishes throughout. The chef’s kitchen features top-of-the-line Thermador appliances, a large hidden walk-in pantry, dry bar, and seamless flow to the dining and living areas. A private office, along with a well-appointed laundry and mudroom, adds both functionality and flexibility. The first-floor primary suite offers a serene retreat with a soaking tub, spa-inspired shower and expansive walk-in closet. Upstairs are four additional bedrooms and three full bathrooms, including an oversized fifth bedroom currently styled as a bonus room, offering the flexibility to serve as a media room, playroom, lounge or traditional bedroom. Vaulted ceilings in many of the upstairs rooms add architectural interest and an enhanced sense of space. Designed for year-round Florida living, sliding glass doors open to a resort-style saltwater pool and spa surrounded by upgraded pavers. A covered outdoor living area with a fully equipped Thermador outdoor kitchen creates an inviting setting for dining, entertaining and relaxing. Premium features include PGT aluminum impact-rated windows and doors, an epoxy-finished two-car garage, exterior architectural lighting, full irrigation, an additional upstairs laundry hookup, pre-wiring for security cameras, and multiple access points for future technology integration. Ideally situated East of Trail and currently zoned for Southside Elementary, the home is just minutes from downtown Sarasota, Sarasota Memorial Hospital, dining, shopping and parks, with convenient access to Siesta Key, Lido Key and St. Armands Circle. Offering a rare combination of quality construction, modern coastal design and exceptional proximity to the best of Sarasota, this nearly new WG Homes residence presents an outstanding opportunity to enjoy elevated Sarasota living.

2045 Goldenrod Street, Sarasota

$1,695,000

3 Beds ⋅ 3 Baths ⋅ Hartland Park SubDv. ⋅ 34239 Zip Code

**This is the One!** Welcome to a beautifully renovated 3-bedroom, 2.5-bath pool home blending modern luxury with Sarasota charm in one of the area's most desirable locations. Completely remodeled, the home features soaring 10-foot ceilings, an open-concept floor plan, abundant natural light, designer finishes, and stylish furnishings throughout that are included with the sale. The spacious living areas include a living room, separate study/den , dining space, and a stunning kitchen with quartz countertops, stainless steel appliances and bar seating. The oversized primary suite offers a spa-inspired bath with dual vanities, walk-in shower, dedicated workspace, sitting area, and an expansive walk-in closets. Two additional guest bedrooms provide comfortable accommodations for family and visitors. Step outside to your private tropical retreat featuring turf throughout, a heated saltwater pebble-finish pool, covered outdoor dining area, lounge space, grilling area, and fully fenced backyard designed for entertaining and relaxation. Ideally located West of the Trail, this home is just a short bike ride to Siesta Key, minutes from Southside Village, Downtown Sarasota, shopping, dining, Publix, and top-rated schools. A rare opportunity to enjoy resort-style living in a prime Sarasota location. Reach out today to schedule a time to see! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

1905 Tulip Drive, Sarasota

$1,690,000

5 Beds ⋅ 3 Baths ⋅ Bayview SubDv. ⋅ 34239 Zip Code

Welcome to this stunning coastal home with elevator, featuring 5 bedrooms, 2.5 bathrooms, and 3,032 square feet of living space. Additional opportunity to add bathrooms with modification add-on with the builder. From the moment you enter, you'll be captivated by the open floor plan, pool view, and fantastic design. This dazzling property, boasts an open floor plan that features high ceilings, natural light, and high-quality finishes throughout. The home features a modern and elegant kitchen with top-of-the-line Cafe' appliances, quartz countertops, and custom cabinetry. The primary bedroom located on the upper level can be accessed by elevator is a true sanctuary, offering a plush and peaceful retreat It boasts vaulted ceilings, en-suite bathroom that includes a soaking tub and a separate shower that's great for unwinding after a long day. The room also features a generously sized walk-in closet with abundant space for storage and organization as well as a private terrace. On the second floor you will find three vast bedrooms, with plenty of closet space for added convenience and comfort One of the most notable features of the second floor is the sizable sundeck and balcony, which are attached to both bedrooms. The laundry room is conveniently located on the second floor as well. The spacious bonus room offers endless possibilities, from an office, den, playroom, media center or a home gym. This home has two patios with an outdoor area with a large pool and hot tub that seamlessly blend the indoor and outdoor living with meticulously planned landscaping. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping in the area. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.

1647 Siesta Drive, Sarasota

$1,595,000

Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

Discover the ultimate West-of-Trail canvas at 1605 N Lake Shore Drive, an extraordinary opportunity to design a custom architectural masterpiece in Sarasota’s prestigious Oyster Bay. This generous, estate-sized lot is enveloped by mature tropical landscaping and stately homes, offering rare privacy for an owner, investor, or elite custom builder. Whether your vision favors a sophisticated contemporary estate or a timeless coastal retreat, this premium property serves as a blank slate. Offered strictly for land value, it allows you to skip the compromise of a renovation and curate an iconic private sanctuary from the ground up. Experience the premier Oyster Bay lifestyle, where peaceful residential tranquility meets immediate access to Sarasota’s finest amenities. From this exceptional location, you are just a short walk to The Field Club and a few minutes' drive to the quartz sands of Siesta Key Beach, the boutique shopping and dining of Southside Village, and the vibrant arts and culture of downtown Sarasota.

1605 N Lake Shore Drive, Sarasota

$1,495,000

4 Beds ⋅ 5 Baths ⋅ Shoreland Woods SubDv. ⋅ 34239 Zip Code

Virtually Staged. LOWEST-PRICED NEW CONSTRUCTION WEST OF TRAIL. Completed in 2026 and ideally located close to Siesta Key and downtown Sarasota, this modern 4-bedroom plus den, 4.5-bath residence offers approximately 2,900 square feet of thoughtfully designed living space. The bright, open floor plan features impact-resistant doors and windows, high ceilings, clean contemporary finishes and an easy flow from the main living areas to the expansive lanai and private backyard. Sliding glass doors create a seamless indoor-outdoor connection, with plenty of space for entertaining or relaxing and room to add a future pool and spa. A first-floor ensuite bedroom offers excellent flexibility as a private guest suite, home gym or studio, complete with a walk-in shower and floating vanity. A separate half bath and spacious laundry room with utility sink and storage complete the first floor. Upstairs, the primary suite features a generous sitting area, private balcony, spa-inspired bath and dual closets. The split-bedroom layout also includes an ensuite guest bedroom, an additional bedroom and bath, plus a bonus room that can function as an office, playroom or additional sleeping space. Other features include wide-plank and large-format tile flooring, an impact garage door, dual HVAC systems, two tankless water heaters and a commercial-grade membrane roof. Green-certified and designed with energy efficiency in mind.

1730 Wisconsin Lane, Sarasota

$1,495,000

4 Beds ⋅ 5 Baths ⋅ Shoreland Woods SubDv. ⋅ 34239 Zip Code

LOWEST-PRICED NEW CONSTRUCTION WEST OF TRAIL. Completed in 2026 and ideally located close to Siesta Key and downtown Sarasota, this modern 4-bedroom plus den, 4.5-bath residence offers approximately 2,900 square feet of thoughtfully designed living space. The bright, open floor plan features impact resistant doors and windows, high ceilings, clean contemporary finishes and an easy flow from the main living areas to the expansive lanai and private backyard. Sliding glass doors create a seamless indoor-outdoor connection with plenty of space for entertaining or relaxing with room to add a future pool and spa. At the center of the home is a sleek modern kitchen featuring custom Italikraft cabinetry, premium JennAir appliances, a large waterfall-edge island with seating. A first-floor ensuite bedroom offers excellent flexibility as a private guest suite, home gym or studio, complete with a walk-in shower and floating vanity. A separate half bath and spacious laundry room with utility sink and storage complete the first floor. Upstairs, the primary suite features a generous sitting area, private balcony, spa-inspired bath and dual closets. The split-bedroom layout also includes an ensuite guest bedroom, an additional bedroom and bath, plus a bonus room that can function as an office, playroom or additional sleeping space. Other features include wide-plank and large-format tile flooring, impact garage door, dual HVAC systems, two tankless water heaters and a commercial-grade membrane roof. Green-certified and designed with energy efficiency in mind, the home offers modern construction with low-maintenance living. Just minutes from Southside Village, Sarasota Memorial Hospital, Downtown Sarasota and Siesta Key Beach, and located within the sought-after Southside Elementary school district.

1734 Wisconsin Lane, Sarasota

$1,475,000

5 Beds ⋅ 4 Baths ⋅ Granada Park SubDv. ⋅ 34239 Zip Code

Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.

1775 Stapleton Street, Sarasota

$1,375,000

10 Beds ⋅ 5 Baths ⋅ Grove Park SubDv. ⋅ 34231 Zip Code

LOCATION LOCATION LOCATION! Sarasota's hottest zip code is Presenting a strong multifamily investment opportunity just minutes from Siesta Key, this 5-unit hotel/ motel property offers current income, flexible rental options, and long-term upside in one of Sarasota’s most desirable rental markets. Located in a non-flood zone approximately 4 miles from Siesta Key Beach, the property is well positioned for long-term tenants, seasonal rentals, or potential short-term rental strategies. The building includes five 2-bedroom, 1-bath units, each offering broad tenant appeal and turnkey convenience. Long-term tenants are currently in place, while the property has the availability to hold a motel/hotel license, creating additional flexibility for future ownership and rental operations. Investor-friendly features include individually metered utilities, public water and sewer, paved parking, no required flood insurance, and reported general liability insurance of approximately $460. Recent improvements include exterior paint in 2024, remodeled kitchens in Units 2, 3, and 4 in 2024, updated bathrooms, major plumbing replacement completed in 2009 and 2010, roof replacement in 2014, blown-in roof insulation. The property also offers private amenities that help set it apart from typical multifamily options, including a heated and cooled swimming pool, screened patio room, and tropical outdoor space designed to enhance tenant or guest enjoyment. With current income, multiple rental strategy options, turnkey units, and a prime Sarasota location near Siesta Key, this property is a compelling opportunity for investors seeking cash flow, flexibility, and long-term appreciation potential. Schedule your private showing today.

4001 Groveland Avenue, Sarasota

$1,350,000

4 Beds ⋅ 4 Baths ⋅ Southgate SubDv. ⋅ 34239 Zip Code

Extensively renovated, fully furnished and move-in ready, this exceptional South Gate residence offers over 4,000 square feet of beautifully updated living space with a flexible floor plan designed for everyday living and entertaining. Recent upgrades include a completely redesigned and expanded kitchen featuring custom high-end cabinetry, premium appliances, quartz countertops, a large center island, wine refrigerator, abundant workspace and a spacious eat-in dining area ideal for casual family meals. Renovations also include a new roof (2026), fresh interior and exterior paint (2026), extensive custom carpentry with shiplap accent walls, and the addition of a dedicated laundry room, creating a home that is as functional as it is beautiful. Offering four spacious bedrooms and four full baths, three of the baths have been completely renovated with stylish, high-end finishes, creating luxurious spaces for family and guests. One of the baths was just completed (2026). The versatile layout includes a dramatic great room with soaring vaulted ceilings and a fireplace, plus a separate family room featuring a second fireplace (renovated 2026), full second kitchen and laundry closet with private exterior entrance. This space can function as a private one-bedroom, one-bath guest suite with its living area, kitchen and entrance, ideal for guests, multi-generational living or potential rental income. The outdoor spaces are one-of-a-kind, featuring the first pool designed by renowned pool designer Lucas Lagoons. The heated PebbleTec pool showcases a grotto, waterfall, fountain and color-changing lighting. The sprawling tropical backyard offers many gathering areas with tiki lights, a fire pit, outdoor shower, rooftop seating area and a covered front porch with hanging swing chairs. The largest gathering area features a fully turfed space beneath a majestic oak tree surrounded by a lush bamboo hedge. Additional features include HVAC system (2024), water heater (2018), whole-house water filtration system (2018), pool enclosure screens (2019), one-car garage and circular driveway. Ideally in the desirable South Gate neighborhood, this home offers exceptional convenience just minutes from downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota Memorial Hospital, shopping and dining. This rare property combines extensive renovations, extraordinary outdoor living and over 4,000 square feet in one of the sought-after central locations in Sarasota.

3624 S Lockwood Ridge Road, Sarasota

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