Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
300 GARDEN LN, SARASOTA, FL 34242
$2,999,000224 Days on yellowkey MLS ID: A4662830
REDUCED by $200,000 (6.3%) on 04/01/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,545
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
546A BEACH RD #A544, SARASOTA, FL 34242
$1,980,000277 Days on yellowkey MLS ID: A4657651
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2611 Built: 1981 Tax: $20,998 (2024)Community: Tiffany SandsTownhouse
Taxes:$20,998
Remarks: Gulf-front luxury townhome with private beach access on Siesta Key! Soak in the breathtaking, unobstructed views of the Gulf and iconic Siesta Beach from every level of this three-story, turnkey-furnished townhouse-style condominium. Just a short distance from the sand in the intimate, nine-residence enclave of Tiffany Sands, this rare Siesta Key offers blends relaxed beachside living with elegant design and modern comforts. Spanning 2,611 square feet, this three-bedroom, 3.5-bath residence welcomes you with an open-concept main floor that seamlessly connects the kitchen, dining and living areas—all framed by floor-to-ceiling impact-rated sliding glass doors and panoramic Gulf vistas. The living room is anchored by a cozy wood-burning fireplace and enhanced by crown molding, recessed lighting and sleek ceramic tile flooring. Go onto the expansive Gulf-front balcony, an ideal setting for alfresco dining or sunset lounging. The kitchen is stylish and functional, featuring solid-surface countertops, stainless steel appliances, modern cabinetry with pullout shelving, under-cabinet lighting and a breakfast bar for casual meals. Upstairs, the spacious Gulf-front primary suite offers postcard-worthy views, a private balcony, sitting area, double closets and a luxurious en-suite bath with jetted soaking tub, double vanity, separate shower, bidet and two skylights. Two additional guest bedrooms—flexibly configured with a retractable dividing wall—are also on the third floor along with a full guest bath and a well-equipped laundry room. The oversized ground-floor bonus room opens via sliding glass doors to a covered patio just steps from your private beach path. A full bath with walk-in shower was stylishly updated in 2024, making this level ideal for guests, a home gym or media lounge. Additional highlights include a one-car attached garage with extra storage, newer water heater (2024), HVAC (2022), roof and skylights (2017), hurricane shutters and flexibility of 30-day minimum rentals. Just .4 miles from Siesta Village’s vibrant shops and dining, and Siesta Beach Park, this exceptional home delivers the ultimate island lifestyle—whether you’re seeking a serene personal retreat, a seasonal escape or a savvy investment property.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
1838 ALTA VISTA ST, SARASOTA, FL 34236
$3,495,000284 Days on yellowkey MLS ID: A4657794
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4452 Built: 2022 Tax: $17,607 (2024)Community: Avondale RepSpa: YesSingle Family
Taxes:$17,607
Elementary School: Southside Elementary
Remarks: Ensconced in the heart of the highly esteemed West-of-Trail Avondale neighborhood, this stunning 5-bedroom, 4.5-bath, 4400 square foot residence seamlessly blends timeless charm with modern luxury. Situated on a rare 14,750 sq ft oversized lot, the original 1952 home was extensively renovated and thoughtfully expanded in 2022, more than doubling its original square footage—all on a single level. Step inside to discover an open-concept layout designed for both comfort and entertaining, featuring a state-of-the-art kitchen with custom cabinetry, high-end appliances, a spacious eating area, and an impressive full butler’s pantry. The kitchen flows effortlessly into the elegant dining room and the great room, all bathed in natural light and finished with premium materials throughout. The home offers a separate formal living room and a versatile bonus room overlooking the pool—ideal for a home office, library, or sunlit sitting room. The owner's suite features sliding glass doors to access the pool, transom windows that filter in natural light, two walk-in closets, and top of the line finishes in the spa-like bath. The guest wing offers an over-sized bedroom, perfect for a home gym or private in-law suite, and provides privacy and flexibility for guests or multigenerational living. Every detail has been meticulously curated, from designer finishes to thoughtful storage solutions. Outside, enjoy lush landscaping, generous green space, and the perfect setting for outdoor entertaining. The lap pool and spa offer privacy and access to indoor-outdoor living spaces. All of this is located in the highly sought after Southside Elementary School district, and within walking distance to downtown Sarasota and Southside Village, placing dining, shopping, and cultural attractions just steps from your door.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jennifer Linehan (941-266-7555)
1347 LANDINGS DR #6, SARASOTA, FL 34231
$685,000304 Days on yellowkey MLS ID: A4656077
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2564 Built: 1981Monthly Fee: $167 Tax: $8,028 (2024)Community: Landings TreehouseSpa: NoCondo
Taxes:$8,028
High School: Riverview High
Remarks: Tucked away in the highly sought-after community of The Landings, this inviting townhouse on the boardwalk, a very special location, offers the perfect blend of privacy, natural beauty and comfort. Surrounded by matures and lush foliage, this home provides a serene, wooded setting with partial bay views. Inside, you'll find a contemporary style throughout the 3 bedrooms, 2.5 baths and generous sized bonus room ideal for a home office, media space or guest quarters. Large windows and sliding glass doors fill the interior with an abundance of natural light, offering seamless views of the surrounding greenery and opening onto an expansive deck - perfect for outdoor entertaining or quiet relaxation. Enjoy the community amenities, including a sparkling pool, scenic nature trail and direct bay access, all while being minutes from the area's best dining, shopping, beaches and downtown Sarasota. Membership to the Landings Racquet Club is voluntary, offers additional amenities and a center for social activities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kristina Rain (941-320-2639)
1260 DOLPHIN BAY WAY #203, SARASOTA, FL 34242
$1,175,000639 Days on yellowkey MLS ID: A4616567
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1997 Tax: $9,753 (2024)Community: Dolphin BayCondo
Taxes:$9,753
Remarks: Newly installed white quartz countertops and freshly painted cabinets make the kitchen bright and cheery in this expansive 2-bedroom, 2-bath residence. With breathtaking bay views, the interior boasts an impressive 1,915 square feet of under-air living space, complemented with covered lanais in both front and back and a convenient sunning deck. The interior features both a living room and a family room, a split bedroom plan with ensuites, and hard surface flooring throughout. HVAC and hot water heater replaced in 2024. Rare to properties on the key, there is also a private one-car garage under the building, supplemented by ample open parking. Just a short walk to the public beach, Dolphin Bay offers an array of amenities, including a clubhouse, pool, spa, tennis courts, fitness center and day dock. This gated, pet-friendly community is ideal for those seeking an active waterfront lifestyle in a social and vibrant environment. Take advantage of the trolley stop located right out front, providing easy access to live entertainment and dining options throughout Siesta Key. With exterior painting and elevator renovations complete, now is the time to live your best life at Dolphin Bay!
Listing Agent: Mina Johnson (941-404-9347)
1508 PELICAN COVE RD #231, SARASOTA, FL 34231
$225,000152 Days on yellowkey MLS ID: A4672241
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1099 Built: 1980Monthly Fee: $618 Tax: $2,900 (2024)Community: Pelican Cove XiiiCondo
Taxes:$2,900
Elementary School: Gulf Gate Elementary
Remarks: One or more photo(s) has been virtually staged. Experience the lush, tropical setting of Pelican Cove in this beautifully updated 1 bedroom, 1.5 bath corner unit, one of only nine in the entire community offering high ceilings and exceptional natural light. This corner unit lives larger than expected, featuring fresh paint, new carpet, stainless steel appliances, a full-size high-end stackable washer and dryer, plus a new water heater and new electrical panel for added peace of mind. Multiple balconies overlook vibrant foliage, creating a private and serene atmosphere that makes this home truly special. Conveniently located just steps from the carport and close to the heart of the community, the property offers easy access to Pelican Cove’s unmatched amenities. Set on 75 acres of botanical beauty, this gated waterfront community includes six swimming pools, lighted tennis courts, a fitness center, clubhouse, private harbor, kayak launch, and winding walking paths leading to peaceful views of Little Sarasota Bay. All of this, just minutes to shopping, dining, and Sarasota’s world-famous Gulf beaches.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Steve Abbe (941-400-3969)
2215 DATURA ST, SARASOTA, FL 34239
$1,990,00069 Days on yellowkey MLS ID: A4681704
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2018 Tax: $22,478 (2025)Community: GreenwichSpa: YesSingle Family
Taxes:$22,478
Tax Year: 2025
Remarks: Extraordinary Modern Sanctuary with Breathtaking Resort-Style Backyard Oasis on RARE Double Lot! Crafted by Majestik Homes—one of Sarasota's premier luxury homebuilders—this residence exemplifies innovative design, exceptional craftsmanship, and meticulous attention to detail. Known for redefining luxury living, Majestik Homes delivers bold, high-quality homes that prioritize safety, peace of mind, and timeless sophistication. This stunning home offers 4 bedrooms and 3 bathrooms with an open-concept layout featuring 10-foot ceilings, 8-foot doors, and abundant natural light through hurricane-rated impact-resistant windows, sliders, and doors. The chef’s kitchen stands out with quartz countertops, soft-close cabinetry, premium Sub-Zero refrigerator, induction cooktop, and high-end stainless-steel appliances, flowing seamlessly into the dining area and expansive great room with perfect sightlines to the front and rear yards. The luxurious primary suite is a serene escape with sliding glass doors to the patio, dual high-end custom walk-in closets, and a spa-like en-suite bath with dual vanities and open shower. The three additional bedrooms each feature beautiful high-end custom closets, with two separated by a stylish sliding barn door—ideal for guests, children, or a private home office. The two guest bathrooms are gorgeous and impeccably designed. One offers a sleek frameless glass walk-in shower with crisp white tilework, floating vanity, and tropical accents for a tranquil spa feel. The other provides a deep relaxing bathtub in sophisticated gray subway tile, paired with a pristine white vanity, bright natural light, and clean contemporary finishes—both showcase exceptional detail and timeless elegance. Premium upgrades include a new 16 SEER AC system, epoxy-coated garage floors, high-end built-in garage cabinetry, dedicated Tesla charging station, natural gas service with generator-ready hookup, hard-wired architectural uplighting for stunning evening ambiance, auto drapes throughout, and a private well for irrigation—a huge money saver on water costs. The backyard is the true centerpiece: a jaw-dropping saltwater infinity-edge pool with integrated hot tub, gas-heated for year-round use. This low-maintenance pool is self-cleaning and self-draining for effortless ownership. Surrounded by an expansive deck of premium Shellock pavers—renowned for durability, slip-resistance, and cool-to-the-touch feel—the oasis is fully enclosed by premium 6' white vinyl privacy fencing. Mature tropical landscaping, palms, and lush greenery frame the space. A dedicated kids’ play area along the north fence line adds family charm, complemented by a beautifully designed large chicken coop. The second lot offers a separate entrance from the north side road (Hyde Park) and abundant space for a 2nd garage, casita, home gym, pickleball court, RV/boat storage, or expanded outdoor living—truly endless possibilities. Smartly scaled for easy, low-maintenance living yet delivering an enormous resort-caliber backyard with unmatched privacy and versatility. No HOA restrictions. Just 1 minute to Sarasota Memorial Hospital—ideal for medical professionals. Downtown Sarasota (dining, arts, theater, shopping, entertainment) is 5 minutes away. Siesta Key is a quick 10-minute drive. Easy access to Van Wezel Performing Arts Hall, top-rated schools, Southside Village, Ringling College, USF Sarasota-Manatee, and I-75. Short drive to iconic St. Armands Circle and Lido Beach.
Listing is courtesy of: RONNIE DEWITT AND ASSOCIATES (941-755-0011)
Listing Agent: Ronnie Dewitt (941-650-2154)
1564 STICKNEY POINT RD #303, SARASOTA, FL 34231
$819,000107 Days on yellowkey MLS ID: A4675533
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1982Monthly Fee: $1,007 Tax: $3,816 (2024)Community: The BoatyardSpa: NoCondo
Taxes:$3,816
Remarks: The Boatyard is a New England styled gated community of twenty one units located on the Intracoastal Waterway just across the south bridge from Siesta Key and its number one rated beach. Nearby are numerous opportunities for the shopping, dining, sports, and cultural activites that Sarasota is famous for. This furnished two bedroom, two bath unit feaures water views from most rooms, a bright open concept living/dining room with a tray ceiling, a wood burning fireplace, an enclosed balcony overlooking the water, updated kitchen and bathrooms, an oversized one car garage, a bonus room on the canal, and a 27 foot boat slip.In addition, the community amenities include a sundeck on the bay, a boardwalk along the canal, and a heated swimming pool. This is the Florida lifestyle you've been looking for.
Listing is courtesy of: ALAN J STEVENS (941-925-1818)
Listing Agent: Murphy Stevens (941-925-1818)
1552 STICKNEY POINT RD #403, SARASOTA, FL 34231
$695,000463 Days on yellowkey MLS ID: A4634781
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1982Monthly Fee: $1,007 Tax: $4,591 (2024)Community: The BoatyardSpa: NoCondo
Taxes:$4,591
Remarks: The Boatyard is a New England styled gated community of twenty one units located on the Intracoastal Waterway just across the south bridge from Siesta Key and its number one rated beach. Nearby are numerous opportunities for the shopping, dining, sports, and cultural activies that Sarasota is famous for. This furnished two bedroom, two bath unit features water views from most rooms, a bright open concept living/dining room with a tray ceiling and wood burning fireplace, an enclosed balcony overlooking a canal, updated kitchen and bathrooms, an oversized one car garage, and a ground level bonus room off the canal. In addition, the community amenities include a sundeck on the intracoastal waterway, a boardwalk along the canal, and a heated swimming pool. This is the Florida lifestyle you've been looking for.
3016 CHASE CIR, SARASOTA, FL 34231
$430,00018 Days on yellowkey MLS ID: A4685782
0 Days Off yellowkey (back on 4/12/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1502 Built: 1970Monthly Fee: $6 Tax: $4,020 (2025)Community: Gulf GateSingle Family
Taxes:$4,020
Remarks: Under contract-accepting backup offers. This beautiful home is located in the deed-restricted community of Gulf Gate on a well-maintained and attractive street. The property features a desirable split-bedroom floor plan, a spacious eat-in kitchen, and a lanai that offers an exceptional place to enjoy the changing seasons while providing plenty of room for entertaining. Tile and engineered hardwood flooring throughout create a warm and inviting living environment. The home offers wonderful curb appeal in both the front and back, highlighted by attractive landscaping and a vinyl-fenced backyard. Conveniently located near shopping, churches, top-rated schools, Gulf Gate Library, highly acclaimed beaches, and countless restaurants, the home also provides easy access to major highways in and around Sarasota. This property is a must-see for buyers who appreciate comfort, convenience, and a welcoming neighborhood.
Listing is courtesy of: SRQ PROPERTIES (941-504-7233)
Listing Agent: Margaret Beshore (941-504-7233)
2806 UPPER TANGELO DR, SARASOTA, FL 34239
$499,00021 Days on yellowkey MLS ID: A4687698
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1538 Built: 1958Monthly Fee: $17 Tax: $4,501 (2025)Community: South GateSingle Family
Taxes:$4,501
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after South Gate neighborhood of Sarasota, ideally located just minutes from world-famous Siesta Key Beach and vibrant Downtown Sarasota. Situated on a highly desirable corner lot, this move-in ready home offers exceptional curb appeal with a newly installed 8-ft vinyl fence, along with a new roof, fascia, and gutters completed in 2023. Step inside to an inviting, light-filled living space where large windows create a bright and airy atmosphere. The flexible layout flows seamlessly into a versatile bonus area—perfect for a home office, sitting room, or additional entertaining space. The updated eat-in kitchen is the heart of the home, featuring freshly painted cabinetry, quartz countertops, stainless steel appliances, and a stylish backsplash—designed for both everyday living and hosting. A dedicated laundry room with built-in shelving doubles as a convenient pantry for added storage, and the home includes a new washer and dryer. French doors lead to the screened lanai, with upgraded wood tile flooring, creating a warm and inviting outdoor living space perfect for relaxing or entertaining. The fully fenced yard, mature canopy, and producing lychee tree contribute to a setting that feels both established and quietly distinctive. This backyard also offers room for play and possibly a pool for the future owner. The primary suite offers a peaceful retreat with an updated ensuite bathroom, featuring a new vanity and walk-in shower. Additional upgrades include fresh interior and exterior paint, new landscaping, vinyl flooring throughout, and added attic insulation (2024) for improved energy efficiency. This home is equipped with hurricane shutters, a 360-degree security system, and surge protection in the electrical panel for added protection and peace of mind. Furniture is available for purchase separately, making this a potential turnkey opportunity. Residents have the option to join the voluntary HOA, which provides access to the South Gate Community Association pool—an added perk that enhances the neighborhood lifestyle. Enjoy an unbeatable Sarasota lifestyle just minutes from shopping, dining, and entertainment, with easy access to the Legacy Trail, Siesta Key and St. Armands Circle. Whether you're searching for a primary residence, seasonal retreat, or investment property, this South Gate home offers the perfect blend of location, upgrades, and lifestyle. The property is maintained with consistent professional care, supporting long-term integrity. Schedule your private viewing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
1249 DOCKSIDE PL #110, SARASOTA, FL 34242
$825,00022 Days on yellowkey MLS ID: A4687526
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1217 Built: 1982 Tax: $7,705 (2025)Community: Harbour TowneCondo
Taxes:$7,705
Remarks: Welcome to your slice of paradise on Siesta Key! This beautifully maintained two-bedroom, two-bath first-floor end unit offers a blend of comfort, convenience and coastal living with no stairs to climb and easy access throughout. Ideally just a short two-block stroll to world-famous Siesta Key Beach, you’ll enjoy powdery quartz sand that stays cool underfoot, even on warmest days. This well-maintained island condominium features a roomy layout and comes fully furnished, making it move-in ready or ideal as an income-producing rental. The generous screened lanai overlooks the peaceful marina, creating a spot to relax with your morning coffee or unwind at sunset. Boating enthusiasts will appreciate the sought-after deeded boat dock, providing direct water access to the Intracoastal Waterway. The private garage with overhead storage offers plenty of extra space for beach, fishing gear and more. Within the desirable Harbour Towne community, residents enjoy a host of amenities including a heated swimming pool, spa, tennis and pickleball courts, plus a welcoming clubhouse known for its friendly, social atmosphere. Whether you're seeking a seasonal getaway or investment opportunity, this condominium checks every box. Enjoy the laid-back Siesta Key lifestyle with dining, shopping and entertainment just minutes away, all while living near one of the world’s celebrated beaches.
Listing Agent: Peg Davant (941-356-4552)
2311 SANDRALA DR, SARASOTA, FL 34231
$895,00023 Days on yellowkey MLS ID: A4687185
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1968 Built: 2024 Tax: $6,846 (2025)Community: RidgewoodSingle Family
Taxes:$6,846
Remarks: One or more photo(s) has been virtually staged. This stunning home represents a rare opportunity to acquire a newly constructed residence located inside the City of Sarasota, offers an open-concept layout 3 bedrooms, 2 and a half bathrooms, 2 car garage, featuring custom closets, high ceilings, and abundant natural light through hurricane-rated impact-resistant windows, sliders, and doors, concrete block construction, and elevated hurricane standards.The kitchen stands out with quartz countertops, soft-close cabinetry, stainless-steel appliances, flowing seamlessly into the dining area and expansive great room with perfect sightline to the enclosed patio and rear green yard. No HOA restrictions.Ideally located for effortless travel and coastal lifestyle enjoyment, this home is approximately 25 minutes from Sarasota–Bradenton International Airport, about 1 hour 10 minutes from Tampa International Airport, 20 minutes to Lido Key, and about 15 minutes to Siesta Key, unforgettable Gulf sunsets. Situated outside of a flood zone, this exceptional residence presents a rare opportunity to own a custom-built contemporary home where design, craftsmanship, location, and lifestyle converge. Easy access to Van Wezel Performing Arts Hall, top-rated schools, Southside Village, Ringling College, USF Sarasota-Manatee, and I-75. Short drive to iconic St. Armands Circle and Lido Beach.Don't miss the opportunity, schedule your showing time.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jarek Chudoba (941-400-4850)
1967 BROOKHAVEN DR, SARASOTA, FL 34239
$1,499,00030 Days on yellowkey MLS ID: A4686652
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2957 Built: 1969 Tax: $5,877 (2025)Community: Forest Lakes Cntry Club Estates UnSpa: NoSingle Family
Taxes:$5,877
Elementary School: Wilkinson Elementary
Remarks: This completely reimagined residence in the desirable Forest Lakes Country Club community offers sweeping views of rolling greens and fairways. Every detail has been thoughtfully upgraded for modern luxury and effortless living. Located near the Legacy Trail, golf, and just minutes from Sarasota‘s vibrant arts, dining, and Gulf beaches, this home blends country club ambience with unmatched accessibility to everything that makes Sarasota exceptional. Step inside to discover a kitchen design for those who truly appreciate the art of cooking and entertaining. Entertaining here is a breeze with the separate bar and private powder room for guests. Custom oak cabinetry pairs beautifully with stunning Taj Mahal quartzite countertops and refined champagne hardware. Top tier, subzero refrigeration, and Bosch double ovens with induction cooktop elevate every meal. The entire home has been transformed including a new HVAC, updated electrical and plumbing systems, stone flooring throughout, and impact rated hurricane windows. Outside the newly upgraded pool and equipment invite you to unwind while soaking in the captivating golf course views. The garage and driveway feature sleek new epoxy flooring. Enjoy peace of mind with the dry elevation of approximately 19 feet, where flood insurance is not required offering financial savings and long-term security. This is more than a home, it’s a lifestyle anchored in quality, convenience and timeless appeal. Every upgrade has been completed with intention, every system refreshed to perform flawlessly for years to come. From the gourmet kitchen to the resort outdoor space, this home is ready to welcome its next chapter. Schedule your private showing and discover what modern Sarasota living truly looks like!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ann Martin (941-356-7717)
2068 SUNNYSIDE LN, SARASOTA, FL 34239
$895,00015 Days on yellowkey MLS ID: N6143339
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1722 Built: 1953 Tax: $2,984 (2025)Community: Hibiscus Park 1Spa: NoSingle Family
Taxes:$2,984
Remarks: One or more photo(s) has been virtually staged. Get ready to view and call your home in this pristine and immaculate kept move in ready. This stunning Mid-Century Modern residence located in the heart of the highly sought-after Southgate neighborhood! Minutes to Sarasota Hospital and Downtown Sarasota. This beautifully original quality 3-bedroom, 2-bathroom home with one bathroom is a pool bathroom. Original terrazzo flooring, solid wood doors, real wood cabinets and other quality designs with the history craftsmanship still installed of 1953 with updated functionality. As you walk around your home, feel the unique timeless design of a functional kitchen, all appliances included with even a gas stove. Move into your traditional spacious dining area for meals with family and friends. Wonder into the true comfort of an intimate family room, which leads into a spacious filled with natural light Florida room, air condition. Currently as an artist studio with many future possibilities. Open your French doors and seek out to an oversize Pool and lanai and enjoy a beautiful outside sanctuary retreat at the comfort of your home. But it does not end there. Walk out beyond your lanai to your well-kept private landscaping. Total property sits on 0.349-acre lot. Seamlessly blends timeless design with modern luxury and functionality. Step inside again and view your spacious master bedroom with two additional bedrooms. Recent upgrades provide peace of mind and exceptional value, including hurricane-impact windows, new roof installed in 2019. Recently re-plumbed and new water heater. This type of quality home is unmatched. Enjoy the freedom of no HOA fees while being conveniently located all of what Sarasota offers. This home is timeless quality with of style, comfort, and location in one of Sarasota’s most desirable neighborhoods. Schedule your private showing today and experience Southgate living at its finest.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Lenny Lesaltato (941-350-9238)
3225 GULF WATCH CT, SARASOTA, FL 34231
$415,00036 Days on yellowkey MLS ID: TB8483842
REDUCED by $5,000 (1.2%) on 04/07/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1216 Built: 1990Monthly Fee: $125 Tax: $3,345 (2025)Community: Gulf Gate GlenSingle Family
Taxes:$3,345
Remarks: Welcome to your sun-drenched sanctuary just minutes from the coast. Finding a spot this close to the quartz sands of Siesta Key - less than three miles, usually means giving up your weekends to yard work, but not here! The community takes care of the lawn, sprinklers, and light trimming, so you can actually spend your Saturdays at the beach rather than behind a mower. Inside, the vaulted ceilings create an airy, open energy that makes the two-bedroom layout feel incredibly spacious. The covered lanai is the perfect place to sip your morning coffee or wind down after a long day in the Florida sun. With two full bathrooms and a design that prioritizes easy living, this home hits that sweet spot of being low-maintenance without sacrificing style. The location is also 3 miles from Trader Joe's, and less than a mile from the famous Detwiler's Market! It’s light, bright, and ready for you to move right in.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Lynn Lynch Magaro (267-621-1323)
2721 RIVERBLUFF PL #V-50, SARASOTA, FL 34231
$270,00058 Days on yellowkey MLS ID: A4683022
REDUCED by $10,000 (3.6%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 1971 Tax: $2,640 (2025)Community: Strathmore Riverside IVilla
Taxes:$2,640
Remarks: Located in Sarasota, Minutes from Beaches, Dinning, and Shopping.First Floor Living. Enjoy the convenience of this centrally located 2-bedroom,2-bath condo in the well established boating community of Strathmore Riverside. Is there a move-in ready 2-bed villa in Sarasota with marina access near Siesta Key? This furnished home in Strathmore Riverside Villas offers updated features, low maintenance living, and boating access with first-come slips, all within a 55+ waterfront community just minutes to Siesta Key Beach. FURNISHED. NEW ROOF. NEW AC. New pavered back lanai. New gutters. This 2-bed villa in Sarasota delivers a rare combination of comfort, boating convenience, and low maintenance living in Strathmore Riverside Villas. Positioned on a quiet interior street just a short walk to the clubhouse, pool, and protected marina, the setting features mature landscaping, manicured green space, and strong pride of ownership. Inside, impact-rated windows provide storm protection and energy efficiency, while elegant shutters offer privacy and light control. The kitchen features stone countertops, solid wood cabinetry, and an open layout connecting seamlessly to the living area and den. Natural light fills the home, complemented by peaceful greenbelt views that enhance privacy. The community marina offers first-come, first-served boat slips with water and electricity at a low annual rate, providing access to Sarasota waterways for boating, fishing, and sunset cruising without the cost of direct waterfront ownership. Additional features include furnished interiors, assigned carport parking, and association-managed exterior maintenance for true lock-and-leave convenience. Residents enjoy an active clubhouse with social events, fitness options, and shared amenities designed to foster connection. Located minutes from Siesta Key Beach, shopping, dining, medical facilities, and cultural attractions, this property supports both seasonal and full-time living. As demand grows for boating-friendly 55+ communities near Siesta Key, this move-in ready villa stands out for value, location, and lifestyle.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sandravoss Laflamme (941-961-5069)
2149 WASON RD, SARASOTA, FL 34231
$629,00064 Days on yellowkey MLS ID: A4682139
REDUCED by $20,000 (3.1%) on 04/12/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1766 Built: 1956 Tax: $2,157 (2025)Community: River ForestSingle Family
Taxes:$2,157
Remarks: Classic Florida charm meets thoughtful modern updates at this prime Sarasota location! This beautifully maintained 3-bedroom, 3-bathroom home offers character, space, and an exceptional lifestyle just minutes from world-renowned Siesta Key Beach and vibrant Downtown Sarasota. Inside, you’ll find timeless original built-ins that add warmth and charm, paired with an open concept layout designed for comfortable living. The home features an UPDATED KITCHEN AND BATHROOMS with modern finishes, updated flooring throughout, and abundant natural light that enhances the inviting atmosphere. The spacious primary suite includes a great walk-in closet, providing generous storage and everyday convenience. A great bonus is one of the additional bedrooms is an ensuite! Major improvements provide peace of mind, including a 2024 METAL ROOF, NEWER WINDOWS AND DOORS, and an UPDATED SEWER LINE — offering both durability and long-term value. Step outside to exceptional outdoor living in a large, fully fenced backyard designed for both relaxation and recreation. Enjoy beautiful paver areas perfect for entertaining, a private putting green for golf enthusiasts, and a storage shed for added convenience. There is ample space to park your boat or RV, and a private well irrigation system helps maintain a lush landscape efficiently while keeping water costs down. Located near iconic Phillippi Creek, residents enjoy access to a community dock for boating, kayaking, and fishing. The optional annual HOA of $150 provides outstanding value, including landscape maintenance, pond and park upkeep, dock maintenance for boaters, a community savings fund, and social gatherings such as an annual Easter egg hunt — blending convenience with neighborhood connection. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property delivers location, lifestyle, and lasting quality in one of Sarasota’s most desirable areas. NO FLOOD ZONE, NO CDD FEE.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Jillian Sacco (941-445-3144)
1260 DOLPHIN BAY WAY #403, SARASOTA, FL 34242
$1,299,90073 Days on yellowkey MLS ID: A4680107
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1997 Tax: $7,394 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$7,394
Remarks: Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Stacey Andrews (941-504-1649)
4808 RIVERWOOD AVE, SARASOTA, FL 34231
$675,00067 Days on yellowkey MLS ID: A4679255
REDUCED by $53,500 (7.3%) on 04/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2707 Built: 1957 Tax: $5,443 (2025)Community: Riverwood Park ResubSingle Family
Taxes:$5,443
Remarks: Spacious and versatile 2,700 sq. ft. block home situated on a large double corner lot in a fantastic family-friendly neighborhood! This well-maintained property features a **new roof**, 3 bedrooms, 2 bathrooms, a dedicated office, and a private mother-in-law suite with its own separate entrance—perfect for extended family, guests, or potential rental income. Enjoy the freedom of **no deed restrictions**, offering flexibility for boats, RVs, or additional toys. The oversized corner lot provides ample outdoor space with endless possibilities for expansion, a pool, or entertaining. Ideally located to Phillippi Shores Elementary and Riverview High School, and less than 2 miles to Brookside Middle School. Just 3.5 miles to the world-famous Siesta Key beaches and only 10 minutes to vibrant downtown dining, shopping, and entertainment. Close to everything yet tucked into a wonderful neighborhood setting—an ideal place to raise a family. This property combines location, space, and flexibility—an exceptional opportunity you won’t want to miss!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Amy Disalvo (941-780-8080)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.