Homes for Sale Near Brookside Middle in Sarasota - 653 homes

Remarks: Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage.

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

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

Remarks: Fully remodeled 4-bedroom home in Arlington Park, Sarasota, offering modern and beautifully updated finishes and a serene backyard—just minutes to downtown and the area’s world-renowned beaches (Siesta, Lido, Turtle). Beautifully updated and thoughtfully designed, this home blends modern style with warmth and everyday livability. The bright, open layout balances connection and modern, minimalist design, featuring a main-level primary suite with ensuite bath, while upstairs offers three spacious bedrooms, a full bathroom, and a dedicated laundry room (with updated appliances)—ideal for families, guests, or flexible living. Inside, quality, beautiful upgrades are evident throughout, including luxury vinyl plank flooring, crown molding, plantation shutters, and tasteful fresh interior and exterior paint. The kitchen is elegantly updated, featuring granite countertops, updated cabinetry, and stainless steel appliances, with ample storage and a seamless flow into the main living spaces—perfect for both daily living and entertaining. The backyard is a true standout—designed to be both beautiful and experienced. A private, tropical retreat, the space centers around an expansive, freshly remodeled deck with soft bistro lighting and lush landscaping that creates a calm, inviting atmosphere day and night. A brand-new hot tub, stone paver walkways, multiple seating and dining areas, durable PVC privacy fencing, and a full irrigation system complete this thoughtfully designed outdoor living space. Additional improvements, including a newer AC system, provide comfort and peace of mind. The location enhances everyday life, offering quick access to downtown Sarasota’s dining, shopping, and waterfront, while Siesta Key, Lido Key, and other Gulf beaches are just a short drive away—making beach days and sunset outings an easy part of your routine. Located just minutes from the SRQ high school for families looking for a safe, walkable, quiet neighborhood to raise a family. Just around the corner, Arlington Park & Aquatic Complex features year-round heated pools, tennis and basketball courts, a scenic walking trail around the pond, a fenced dog park, large playground, and a unique outdoor fitness area—creating a true neighborhood hub for an active, connected lifestyle in this sustainable neighborhood. Move-in ready and beautifully finished, this home offers a rare opportunity to enjoy modern living in one of Sarasota’s most desirable neighborhoods.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Jordan Ask (941-504-8037)

Remarks: Urgent listing update! Notably, a identical neighboring lot has closed for $3.5M, underscoring the exceptional value offered here with a fully updated, approximately 3,800 sq ft residence and professionally designed landscaping already in place. Completely reimagined and renovated, the home showcases striking design upgrades including a new roof, Hardie board siding, new stucco, and three new AC systems—delivering the feel and quality of newer construction within an established, sought-after enclave. Inside, expansive living spaces are filled with natural light through new impact-rated windows and doors that frame tranquil waterfront views. This five-bedroom residence features two designer-appointed primary suites, offering flexibility and privacy. The chef’s kitchen is equipped with Thermador appliances, double dishwashers, dual sinks, wall and speed ovens, a 36-inch induction cooktop, and a 48-inch built-in refrigerator—ideal for both everyday living and entertaining. A custom lounge bar with built-in refrigeration and icemaker enhances the home’s inviting atmosphere. Outdoor living is equally compelling, highlighted by a 2024 resort-style pool and shaded architectural lounge with Cypress wood inlay ceiling, pre-wired for a Jacuzzi. The marine-grade dock includes two new boat lifts (12,000-lb. and 20,000-lb.) and provides quick access to open water with no fixed bridges. Residents of the 54-home Cocoanut Bayou community enjoy access to a truly private beach directly across the street—available only to association members. With no public parking and limited access, owners can enjoy uncrowded shoreline, a tiki hut, gathering area, and effortless, stress-free sunsets on Siesta Key’s renowned white sand. Refined. Verified. Ready—welcome to elevated island living.

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

Listing Agent: Thomas Netzel (941-539-0633)

Remarks: Located in the highly sought-after Avondale neighborhood, this beautiful home has been extensively and tastefully UPDATED while maintaining its timeless charm. The SPLIT FLOOR PLAN includes three oversized ENSUITE BEDROOMS, an additional powder room, and a separate study/den conveniently positioned adjacent to the primary suite. FLOOR -TO-CEILING WINDOWS and an open floor plan allow for abundant natural light and views of the HEATED SALT WATER POOL, travertine deck, and generously sized backyard. Significant renovations in 2022 and 2023 include a new primary suite addition, an EXTENSIVE KITCHEN REMODEL WITH UPDATED PLUMBING AND ELECTRICAL and new flooring throughout. Exterior improvements are equally impressive, featuring IMPACT RATED WINDOWS AND DOORS throughout, enhanced landscaping with drainage systems, irrigation, front yard fencing, and updated lighting. Additional features include a 2-car garage with EPOXY FLOORING, METAL ROOF(2007/2021), and NEWER A/C (2021). The elevation of the house is above the based flood elevation and experienced no flood on the property during the 2024 storm season. Perfectly situated between Southside Village and the vibrant Downtown Sarasota Bayfront, the property is also located within the highly sought-after Southside Elementary School District, making it a premier choice for those seeking convenience, style, and location.

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

Listing Agent: Fred Sassen (404-408-5956)

Remarks: Located in Sarasota's coveted west-of-the-trail, canal-front enclave of Hudson Landings, this property offers a rare ground-floor residence with a deeded dock and direct bay access. Built in 1989 and spanning 1,362 square feet, this thoughtfully updated home features three bedrooms and two full baths, ideal for year-round living or a seasonal coastal retreat. An open layout connects the kitchen; featuring stainless steel appliances, granite countertops with seating opening to a spacious living and dining area highlighted by high ceilings and abundant natural light. The primary suite overlooks the bayou and pool area, creating a peaceful waterfront backdrop. Two additional bedrooms provide flexibility for guests, a home office, or a den. A screened patio captures soft southern light and frames a direct view of the water perfect for morning coffee or winding down in the evenings. Hudson Landings, an intimate community of just 12 residences, offers a heated pool, lush landscaping, and unbeatable proximity to downtown Sarasota, the marina, Marie Selby Botanical Gardens, and Southside Village. Notable upgrades include hurricane-rated windows and sliders, updated kitchen and bathrooms, a detached garage and boat-friendly amenities. This residence delivers the best of Sarasota living: downtown convenience in a quiet residential neighborhood paired with effortless waterfront access. Book your showing today.

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

Listing Agent: Fred Sassen (404-408-5956)

Remarks: Set within one of the few 55+ private Gulf-front communities on Siesta Key, this beautifully updated two-bedroom, two-bath villa blends refined comfort with a relaxed coastal lifestyle. COMES FULLY FURNISHED. Every corner of this residence has been carefully renewed to create a light-filled, contemporary retreat just moments from the famous white powder sand and Siesta Village. Inside, the open-concept design showcases clean modern lines, soft natural tones, and upgraded finishes throughout. The kitchen and baths were completely reimagined with stylish surfaces and fixtures, while new flooring and recessed lighting enhance the sense of space and flow. An inviting Florida room extends the main living area, featuring impact-rated windows and its own climate control, making it perfect for enjoying serene garden views year-round. Additional features include upgraded electrical, automatic window treatments, and an attached garage with laundry connections for a full-size washer and dryer. The villa has also been fully restored following minor storm-related water intrusion, including professional mold remediation, selective drywall replacement, and a freshly painted interior. The HVAC system (2022) and electrical system were inspected and certified in excellent working order. Whispering Sands offers a private beach, two pools, a fitness center, and a scenic lagoon surrounded by lush tropical landscaping, and more. Offering the perfect balance of luxury, location, and peace of mind, this villa embodies the best of Siesta Key living. Schedule your private showing today and experience it for yourself. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)

Listing Agent: Domanic Calamese (941-914-0038)

Remarks: Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.

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

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

Remarks: The West of Trail BEST BUY!! Located between Osprey Avenue and Orange Ave, rarely will you find a 2500+ square foot cement block home on an oversized corner lot (100' x 142') with 3 bedrooms, 2 bathrooms, 2 car attached garage and pool for this price. Open floor plan with high ceilings in living areas, wood flooring, spacious living and dining areas, wine cellar, separate laundry room, screened in pool and large lanai. Automatic driveway gate for garage side entry on Osprey and circular drive on Loma Linda. Prime location just down the street from popular Southside Village shops and restaurants and in highly acclaimed schoold districts. Come see for yourself and have a very pleasant surprise. No interior storm damage in the home.

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

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

Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.

Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)

Listing Agent: Karen Greco (941-504-6927)

Remarks: Move in to this stunning 2-story “Palonia IV Coastal” floor plan is one of the newest additions to the Allegra Homes collection of exquisite luxury residences and is located in the sought after West of Trail area near Siesta Drive, your direct pathway to Siesta Key. The cornerstone of the Allegra Homes’ vision is a dedication to excellence in custom home building and providing the very best in quality and design offered in today’s new home market. With 4 bedrooms, a den, a bonus room and 4 baths, the fabulous open living plan of 3,292 sq. ft. has been tastefully and thoughtfully designed with artistry, beauty and functionality. Upon entry into this upscale residence, you will first notice the great room with 16-ft. enhanced tray ceiling illuminated by natural light and a wall of pocketing sliders opening wide to a covered lanai. The full width of the back of the home has been dedicated to exceptional Florida living with a pool/spa, a covered dining area with detailed ceiling, and a fully-equipped outdoor kitchen … all screen enclosed and paver decking. Inside, the formal dining room features a wall of windows with fabulous views of your very own tropical oasis. The family chef will savor the ultimate kitchen set-up with large stone-topped island, abundant counter space and storage including a pantry, and premium appliance package such as Sub-Zero fridge and wine cooler, Wolf 36” gas cooktop and matching oven, drop-down microwave, ASKO quiet dishwasher, and even a Delta pot filler. The owner’s wing is a serene place of rest and rejuvenation. Bypassing the dual walk-in closets is the luxurious bath that’s absolutely delightful with its spacious glass shower and rain head, double vanities, large soaking tub and water closet. A den is also a part of the owner’s wing for added convenience for work or study. Guest accommodations are purposefully situated at the opposite end of the house for the utmost in privacy with access to a full bath and the gorgeous outdoor living area. Upstairs, there are 2 bedrooms, a bath and a bonus room for kid hangouts and family time. Additional amenities include a front porch, paver drive and entry, professionally landscaped and irrigation well, 2-car garage with epoxy finished floor, hurricane impact Low-E windows and sliding doors, crown molding, tray ceilings, natural gas water heater, and pool and house alarms. The prime location within Southside School District, celebrating 120 years of distinguished achievements awards, is ideal for families. And just about a mile from Southside Village and 2 miles south of downtown’s exciting smorgasbord of arts, entertainment, shopping, and dining is 1876 Magnolia Street, where people walk their dogs, neighbors greet one another, and families enjoy bike rides along tree-lined streets. This home creates a beautiful backdrop for a beautiful life.

Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)

Listing Agent: Karen Greco (941-504-6927)

Remarks: One or more photo(s) has been virtually staged. **MULTIPLE OFFERS—SUBMIT YOUR HIGHEST AND BEST BY SATURDAY AT 5PM!**2120 Robinson Avenue, Sarasota, FL—A captivating residence that elegantly embodies the essence of Florida’s coastal lifestyle. Meticulously maintained and thoughtfully upgraded—with over $100,000 invested in high-quality upgrades—this brick-and-block stucco home sits on a tranquil, dead-end street lined with a beautiful tree canopy. It showcases superior masonry design, welcoming you with lush landscaping, vibrant year-round blooms, and abundant active wildlife, along with a paver driveway leading to a spacious two-car garage. The inviting covered front porch, adorned with brick pavers and a solid wood, hand-carved front door, offers a graceful introduction to the refined interiors that await. Step inside to a gallery-style foyer, where crown molding and elegant diagonal tile flooring flow seamlessly throughout the home, complemented by recessed lighting. The formal living room exudes comfort and style with its built-in media center, glass display, designer light fixtures, and French doors opening to the front porch. Entertain guests in the dining area, which blends effortlessly into the remodeled kitchen—equipped with upgraded honey-oak beadboard cabinetry, granite countertops, a granite breakfast bar, stainless steel appliances, task lighting, a stone-tiled backsplash, and a convenient pass-through to the pool area. The family room provides additional space for relaxation, with sliding glass doors opening to the screened porch. Here, tongue-and-groove panel walls and ceiling, along with a serving bar with storage, create a perfect indoor-outdoor living experience. Enjoy the private backyard oasis, complete with a heated, self-cleaning, open-air pool surrounded by paver bricks, lush landscaping, privacy fencing, and a dedicated fire pit or garden area. Retreat to the primary suite, highlighted by a tropical-inspired ceiling fan, crown molding, spacious walk-in closet, and sliding glass doors granting direct access to the lanai, along with a luxurious en suite bathroom. Indulge in the private bath, boasting granite counters, honey-oak cabinetry, a walk-in shower with dual shower heads, and an inset tile accent. Of the two additional bedrooms, one features stylish bamboo flooring, while both include crown molding, ample closet space, and designer finishes. The second bathroom features a jetted tub, a granite vanity, and a curved glass shower screen. A spacious two-car garage with painted floors offers ample room for vehicles or hobbies, complemented by a tiled laundry area and an adjoining workshop space. With no HOA and a prime location in central Sarasota, this home is minutes from I-75, shopping, dining, Starbucks, and fitness centers. Enjoy proximity to both Urfer and Colonial Oaks Parks, which feature playgrounds, fitness centers, and tennis courts, as well as to downtown Sarasota and the world-famous Gulf Coast beaches. Experience the ultimate in Sarasota living at 2120 Robinson Avenue—your gateway to comfort, style, and convenience in paradise. For a comprehensive list of upgrades, please reach out to our office!

Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)

Listing Agent: Candy Swick (941-376-9000)

Remarks: 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.

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

Listing Agent: Kim Ogilvie (941-951-6660)

Remarks: Newly completed and move-in ready, this Coastal Contemporary waterfront residence on Siesta Key by award-winning Heritage Builders offers 4,132 sq ft with 5 bedrooms, 4.5 baths, a private study, loft, and elevator—perfectly blending luxury, functionality, and coastal living. The main level features white oak wood floors, soaring beamed ceilings, and a bright open-concept layout designed for both everyday living and entertaining. The gourmet kitchen and expansive great room flow seamlessly through 10’ impact-resistant sliding glass doors to the outdoor living area, showcasing tranquil views of the pool and Grand Canal. A dedicated private office, a luxurious primary suite with a spa-inspired bath, and an additional ensuite guest bedroom complete the first floor. Upstairs, a spacious loft provides an ideal secondary gathering space. The VIP suite features a private balcony overlooking the water, while the fifth bedroom offers flexibility as a media room, fitness studio, or guest retreat. A custom wet bar enhances the upper level, creating the perfect setting for entertaining. Set along the scenic canals of Siesta Key, this property offers exceptional boating opportunities with easy access to open water—ideal for enjoying the best of Florida’s waterfront lifestyle right from your backyard. The outdoor living space is designed as a private retreat, complete with a sparkling pool, spa, and peaceful water views. Quick out to the expensive Intracoastal waterways for boaters. Florida living at its finest — sunset views, alfresco dining, and cozy evenings by the outdoor fireplace. A beautiful patio and grill setup that feels like a dream come true. Located just minutes from Siesta Key Beach, this home provides quick access to world-renowned beaches, dining, and the vibrant coastal lifestyle that makes Siesta Key one of the most desirable destinations in Florida. Exceptional opportunity to own a brand-new waterfront home with boating access in one of Sarasota’s premier locations.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Andrew Haddad (941-313-1218)

Remarks: ***Potential for $150k+ gross income. Zoned for weekly rentals. ONE UNIT IN CONDO COMMUNITY*** Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. This unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $150,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price.

Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)

Listing Agent: Zain Hartman (941-735-6415)

Remarks: Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. this unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $120,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price.

Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)

Listing Agent: Zain Hartman (941-735-6415)

Remarks: Charming Sarasota home for sale with 2 bedrooms, 2 baths, over 1,300 square feet, a one-car garage, and a fully fenced backyard. Located in the highly sought-after Southside Elementary school district, this residence offers the perfect blend of charm, comfort, and convenience. Inside, beautiful terrazzo floors, integrated built-ins, and a light-filled Florida room create an inviting atmosphere with flexible space for relaxing, entertaining, or working from home. This home’s midcentury appeal and classic Florida style make it especially inviting. Ideally located near downtown Sarasota, Southside Village, Sarasota Memorial Hospital, restaurants, shopping, parks, and the beaches, this is an excellent opportunity for buyers seeking a primary residence, seasonal retreat, or investment property in Sarasota real estate, with its character, ease of living, and optimal location.

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

Listing Agent: Kelly Mooney (941-587-8430)

Remarks: Pre-Construction. To be built. The lot is also available as vacant land (MLS #A4682294) ($6.995M). Introducing the Miller Floorplan designed by award winning Konstant Architecture (plans complete and available), a to be built waterfront estate set on one of the most extraordinary parcels on the north end of Siesta Key, one of only 10 properties with water access on the east and west. This award-winning luxury custom build plan is the example of architectural excellence at the highest level. Positioned on over three quarters of an acre with 175 feet of pristine water frontage, this rare offering captures sweeping panoramic views from Big Pass to Bayou Louise. With unobstructed access to Sarasota Bay and the Gulf, boating enthusiasts can enjoy effortless days of fishing, cruising, or island hopping directly from their backyard. This is coastal living without compromise. Designed for both elevated beauty and resilience, the Miller Floorplan features approximately 4,325 square feet of conditioned living space with a raised main living level, private elevator access, and a multi-bay garage with dedicated boat storage below. The thoughtfully designed layout includes five bedrooms, five full bathrooms, and a powder room. The primary suite is privately positioned offering a spa-inspired bath with separate water closet, expansive closet space, and seamless connection to outdoor living. The heart of the home is an open-concept living and dining space anchored by a designer kitchen with pantry and butler’s area, all oriented toward breathtaking water views. Expansive porches, screened outdoor living areas, and a resort-style pool with integrated spa and swim-off areas create a true waterfront retreat. A standing seam metal roof and sophisticated coastal architectural detailing reflect timeless style while complementing the surrounding natural beauty. Located on the coveted north end of Siesta Key, this estate offers both privacy and convenience. The beach, boating, waterfront dining, and Sarasota’s vibrant cultural and entertainment scene are moments away. Large parcels of this caliber with 175 feet of frontage and water access on the east and west side of the property, are rarely available, making this an exceptional opportunity to secure a refined blend of modern luxury, prime location, and long-term value. Where coastal beauty, architectural sophistication, and thoughtful design converge, this residence delivers an unparalleled Siesta Key lifestyle.

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

Listing Agent: Keith Curcio (941-376-7683)

Remarks: Step inside this beautifully remodeled mid-century modern gem located in the highly sought after Gulf Gate community. This stylish 3-bedroom, 2 bath home also features two versatile bonus rooms, perfect for a home office, fitness room, Florida sitting room, or playroom, offering flexibility to fit your lifestyle. In keeping with its mid-century roots, the original Terrazzo flooring has been fully restored and polished, preserving the home's character while everything else has been reimagined with modern updates. The brand-new kitchen shines with custom cabinetry, granite countertops, stainless appliances, and an eat in kitchenette, creating an inviting space for everyday living and entertaining. Both bathrooms have been completely remodeled with new vanities, showers, fixtures and lighting for a fresh, contemporary look. Major upgrades include a new roof, new AC, and new Hot water heater, updated electric panel to 200 amps with new wiring to all light fixtures, main drain from house to sewer has been flushed, 2 large windows have been replaced with hurricane impact windows, all providing peace of mind for years to come. Enjoy Florida living at its best in the beautiful, fenced backyard, surrounded by mature landscaping and shade trees, ideal for relaxing or hosting gatherings, or a playground for your furry friends. Perfectly situated just a few miles from the world-famous Siesta Key Beach and only six minutes to Crescent Beach, Gulf Gate offers convenient access to schools, shopping, dining, downtown Sarasota, St. Armand's Circle, Lido Beach and Venice Beach, and is an Old Florida quiet neighborhood. This move-in ready home blends classic charm with modern luxury, a rare find in one of Sarasota's most desirable neighborhoods.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Jennifer Bright (941-320-4989)

Remarks: Welcome home to this beautifully updated ground-floor residence in the highly desirable Gulf Gate area, now offering a 1% lender credit at closing. This 2-bedroom, 2-bathroom condo delivers the maintenance-free lifestyle you’ve been searching for, blending comfort, convenience, and value in one exceptional package. Sliding glass doors open to a charming screened lanai overlooking a peaceful grassy backyard with a paver patio—an ideal setting for morning coffee, quiet afternoons, or relaxing evenings outdoors. Residents of The Crossings enjoy a variety of well-maintained amenities, including a swimming pool with outdoor showers, bath house, gazebo, and clubhouse. This quiet, welcoming community is located within an A+ school district and is open to residents of all ages. Perfectly positioned near Palmer Ranch, the home offers easy access to championship golf courses, shopping, neighborhood parks, and the popular Legacy Trail, along with a wide selection of dining options. You’re also just a short drive to I-75, Downtown Sarasota, and the area’s renowned white-sand beaches. Don’t miss this opportunity to enjoy comfort, convenience, and carefree living in one of Sarasota’s most sought-after locations.

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

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

Remarks: Strategically Repositioned for Exceptional Value...Welcome to 2421 Prospect Street in Arlington Park’s Tightly Held RUSTIC LODGE…This Elegantly Refined Florida Mid-Century Retreat is Rooted in Sarasota’s Golden Era…the 1950s Marked a Time When Homes Were Designed & Built with Longevity & Craftsmanship—and 2421 Beautifully Honors That Legacy…Approached Not as a Renovation but as a Custom Crafted Rebuild…a Design-Conscious Builder Preserved the Home’s Original Vision While Elevating It for Today’s Style, Comfort & Quality…the Integrity, Proportions, and Character Remain Intact, Enhanced by Refined Finishes, Integrated Systems, Forward-Thinking Infrastructure, and City of Sarasota Code Improvements…Sleek, Clean & Effortlessly Cool—As Though the 1950s Walked Into 2026 with Style…Expansive New PGT Impact Windows, Sliders & Doors Bathe the Home in Natural Light While Preserving Tranquility…Every Detail Has Been Carefully Considered, Including All New Plumbing with Cast Iron Replacement Under the Slab, All New Electrical, HVAC Ductwork, Engineered Structural Enhancements for an Open Floorplan, Insulated Interior Walls, Blown Attic Insulation, Tankless Water Heater, White Oak Style Plank Flooring, Frameless Glass Shower Doors, Custom Walk-In Closets, and Soft-Close Cabinetry Throughout…Curated Quartz Countertops Extend Across the Gourmet Kitchen, Catering Pantry, Dry Bar, and Bathrooms…Recently Enhanced with a Brand-New Stainless Steel LG Dishwasher & GE Profile Refrigerator…Glass Tile Backsplashes, a Substantial Kitchen Island with Tile Accent Lighting, and a Vented Range Hood Complete the Kitchen Experience…Discreetly Integrated Throughout is a Fully Automated Smart Home System Offering Remote Entry Keypads, Wireless Alarm, Ring Cameras, Motion Detectors, Panic Buttons, In-Wall Safe, Remote-Control Ceiling Fans, USB-C Outlets, Nest Thermostat, and Digitally Controlled Irrigation—Allowing the Home to Be Fully Automated or Enjoyed Traditionally…A Fully Screened Lanai and Carport, Both with Custom Tongue & Groove Ceilings, Extend the Home with Over 500 SF of Covered Outdoor Living Space, Featuring New Epoxy Flooring, a Carport Hanging Swing, Direct Lanai Access to the Paver Patio, Outdoor Fire Pit & Grill Area, and a Pea Gravel Path from the Carport to the Keyed Backyard Gate…The Grounds Have Been Curated with a Six-Figure Landscape & Lighting Package, Fully Fenced, Double-Gated Privacy, Mature Junipers, Lush Clusia Hedges, Olive Trees, Bird of Paradise, and Fragrant Jasmine…A Three-Bedroom, One-and-a-Half-Bath Residence in the Heart & Soul of Arlington Park—Just Two Blocks to Arlington Park & Aquatic Center with a 50-Meter Lap Pool, 25-Yard Instructional Pool, Indoor Pickleball, Outdoor Tennis, Basketball, Fitness Amenities, Playground, Dog Park, Picnic & Seating Areas, Public Art, Restrooms, Water Features, and a Half-Mile Walking Trail…Moments to Legacy Trail, Sarasota Memorial Hospital, Downtown Sarasota, Siesta Key, Longboat Key, Anna Maria Island, UTC Mall, and Dining & Cultural Offerings Favored by Locals…Just Fifteen Minutes to Sarasota-Bradenton International Airport…Weekly Rentals Are Allowed, Not in a Flood Zone, No Storm Damage, No HOA, and Offered Turn-Key Furnished or Curated to Buyer Preferences…Passed Down Through Only Two Owners Since the 1950s, This Home Represents Stewardship, Architectural Lineage, and Forward-Thinking Living…Timeless, Intentional, and Unmistakably Rare…Schedule Your Private Tour Today & Live a Fuller Life!

Listing is courtesy of: FULLER GROUP (941-961-3100)

Listing Agent: Bo Fuller (941-961-3100)