Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
7205 CURTISS AVENUE 1A AVE #1A, SARASOTA, FL 34231
$189,99988 Days on yellowkey MLS ID: A4690836
3 Days Off yellowkey (back on 7/20/2026)
REDUCED by $10,000 (5.0%) on 07/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1982 Tax: $2,550 (2025)Community: CrossingsCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,550
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated ground-floor residence in the highly desirable Gulf Gate area. 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)
1610 N LODGE DR, SARASOTA, FL 34239
$11,500,000258 Days on yellowkey MLS ID: A4671493
1 Days Off yellowkey (back on 7/20/2026)
Bed: 5 Bath: 6.5 Gar: 6 Liv Area Sq Ft: 7110 Built: 2024Monthly Fee: $29 Tax: $33,292 (2024)Community: Cherokee LodgeSpa: YesSingle Family
Taxes:$33,292
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Stunning waterfront three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in either the detached two-car garage beneath the guest house or the hidden 6-8 car garage on the side of the house. The garage level features a private gym with a bathroom and an extraordinary outdoor living space that includes both covered and uncovered areas, a stainless steel outdoor kitchen, and a fire pit. Entering the home, you're captivated by a glass box foyer entryway with a custom staircase and state of the art glass elevator. There is also an entryway through the 6+ car garage leading to the elevator. The spacious second-floor living area boasts an open floor plan perfect for any event. The elegant great room features a custom glass floor and firebox, leading to a beautiful open kitchen with custom cabinets, waterfall stone countertops, and Subzero and Wolf appliances. Adjacent to the kitchen is a bonus room and an open yet private dining room, ideal for a wine collector with its floor-to-ceiling glass wine cellar that doubles as an art piece. Behind the kitchen cabinetry, you'll find a separate sizable pantry and laundry room. This floor also features a beautiful balcony accompanied by a glistening hot-tub/dipping pool that waterfalls into your main pool. Make your way to the third story to find 4 on suite bedrooms and a second laundry room. The primary bedroom offers an expansive layout that seamlessly blends comfort and elegance. The true highlight is the gorgeous balcony overlooking the pool that leads to a staircase up to the breathtaking rooftop. From here, you will enjoy panoramic views of the spectacular Sarasota. Whether you’re hosting a sunset soiree or savoring peaceful morning coffee, this rooftop oasis provides an extraordinary vantage point. This seamless indoor-outdoor flow and the captivating scenery make this property a true gem for those seeking both luxury and tranquility in a prime location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
2828 SUNCREST DR, SARASOTA, FL 34239
$649,99923 Days on yellowkey MLS ID: A4698395
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1551 Built: 1968 Tax: $6,110 (2025)Community: South GateSpa: YesSingle Family
Taxes:$6,110
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Welcome to 2828 Suncrest Dr, a beautifully updated South Gate pool home offering comfort, privacy, and true Florida indoor-outdoor living. Situated on a spacious corner lot near the end of a quiet cul-de-sac, this 2-bedroom, 2-bath home features 1,551 sq. ft. of living space, an oversized two-car garage, and a versatile bonus room perfect for a home office, den, or flex space. Inside, you’ll find updated flooring throughout, a renovated kitchen with dark cabinetry, updated countertops, modern hardware, pantry storage, and a convenient pass-through window to the patio. Pocket sliding glass doors open to the pool area, creating a seamless flow for entertaining and everyday living. The split floor plan provides privacy between the spacious bedrooms, both featuring walk-in closets. The primary bathroom has been tastefully updated with dual sinks, a frameless glass walk-in shower, and modern finishes. Step outside to your private backyard retreat featuring an in-ground pool, partially covered patio, newer pool cage screens, low-maintenance turf instead of grass, a stand-alone sauna, and newer 8-foot privacy fencing surrounding the backyard. The turf makes the yard easy to maintain while still providing a clean, beautiful outdoor space to enjoy year-round. Located in the desirable South Gate area, this beautifully updated home is convenient to Siesta Key, Downtown Sarasota, shopping, dining, beaches, and the best of Sarasota living. Come check it out today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniel Dabrowski (847-274-2960)
1372 HARBOR DR, SARASOTA, FL 34239
$14,950,00019 Days on yellowkey MLS ID: A4699257
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5843 Built: 2009 Tax: $87,192 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$87,192
Remarks: This immaculate Sarasota Bay front estate is prominently positioned on the point of Harbor Drive. It embodies the pinnacle of luxury waterfront living, where timeless architecture, exceptional craftsmanship, and breathtaking panoramic water views converge in one of Sarasota's most prestigious bayfront neighborhoods. Showcasing hurricane-impact windows and doors throughout, this meticulously maintained residence offers exceptional storm protection, energy efficiency, and peace of mind, further complemented by a one-year-old roof and a whole-house generator. Designed to maximize its extraordinary setting, the home features five outdoor terraces with sweeping views of Sarasota Bay, the Ringling Bridge, downtown Sarasota, Big Pass, and the Gulf of Mexico. Inside, the beautifully renovated interior strikes the perfect balance between elegance and comfort. The chef's kitchen, primary bath, and powder room have been thoughtfully remodeled, while timeless finishes include Italian porcelain tile flooring, five fireplaces, custom millwork, intricate built-ins, designer ceiling treatments, crystal chandeliers, integrated music systems, security cameras, and a comprehensive alarm system. The thoughtfully designed floor plan includes a custom bar, climate-controlled wine storage, a chef's kitchen with walk-in pantry overlooking the family room, a private office, theatre room, and separate primary and guest living levels, all connected by a convenient four-stop elevator. Designed for effortless indoor-outdoor living, the residence offers an exceptional collection of entertaining spaces, including a summer kitchen, multiple outdoor dining areas, a fire pit, open sun deck, infinity-edge pool, and spa—all perfectly positioned to capture Sarasota's spectacular sunsets over the bay. Boating enthusiasts will appreciate the property's unobstructed, deep-water access to Sarasota Bay and the Gulf of Mexico. The private dock is equipped with security sensors, underwater Snook lighting, a 24,000-pound boat lift, an additional 14,000-pound lift, and a 7,000-pound lift currently configured for kayaks or jet skis, providing remarkable flexibility for multiple watercraft. Offering the rare combination of hurricane-impact windows and doors throughout, recent major improvements, resort-inspired outdoor living, deep-water boating access, and an unrivaled Harbor Acres location, this exceptional waterfront estate is just minutes from downtown Sarasota, Southside Village, Siesta Key, and the area's world-renowned Gulf beaches.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
6285 MIDNIGHT PASS RD #403, SARASOTA, FL 34242
$639,000444 Days on yellowkey MLS ID: A4651246
0 Days Off yellowkey (back on 7/20/2026)
REDUCED by $4,000 (0.6%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1981 Tax: $6,349 (2024)Community: Excelsior Beach To Bay 5Spa: YesCondo
Taxes:$6,349
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. PRICE REDUCTION for this bright and airy south-facing penthouse! Coveted for its soaring ceilings and the opportunity to add a bona fide upper-level third bedroom, this bayside penthouse offers exciting potential to create a luxurious full-time residence or home away from home. It has been well-maintainted with some thoughtful updates over the years including granite countertops, stainless appliances, updated flooring and carpeting, plus a 2025 AC system and water heater. A pre-listing home inspection has been completed and is available for review. Filled with natural light and enhanced by clerestory windows, this unit has been owned by the same family since construction. The screened lanai overlooks the grounds and could easily be enclosed if desired. Each condo includes a locked storage unit, and one assigned underbuilding parking spot with additional open/carport parking available for owners with a second car. Excelsior is rich with amenities, including two large heated swimming pools, poolside restrooms, hot-water showers, two hot tubs, tennis courts, pickleball courts, fitness center, gulf-side sun deck, beach lounge chairs, outdoor grills, Intracoastal fishing pier, community room with seasonal events, library, and catering kitchen. Walk to shopping, dining, bike rentals, and boat rentals. This ideal location offers direct deeded beach access to Siesta Beach renowned for its quartz sand that stays cool in the summer and feels like talcum underfoot. Enjoy easy on-and-off island access at the south Stickney Point Bridge, with the increasingly popular Gulf Gate neighborhood just over the bridge offering eclectic restaurants, grocers, pubs, and shops. Units here have a two week minimum and provide an onsite Rental Manager for owners who wish to avail themselves of the Excelsior Rental Program. Absolutely the best value-added opportunity at Excelsior, and perhaps on Siesta Key itself. A remarkable offering with these features and at this price which does not come along often. Extensive exterior landscaping around Building and air condensers approved and in process.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Joan Winters (941-536-1714)
1805 GOLDENROD ST, SARASOTA, FL 34239
$3,790,00027 Days on yellowkey MLS ID: A4698419
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3640 Built: 2024 Tax: $40,410 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$40,410
Remarks: 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.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
771 JOHN RINGLING BLVD #5, SARASOTA, FL 34236
$499,00094 Days on yellowkey MLS ID: A4690680
REDUCED by $26,000 (5.0%) on 06/30/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1965Monthly Fee: $962 Tax: $1,373 (2025)Community: Sarasota Harbor EastCondo
Taxes:$1,373
High School: Booker High
Remarks: Completely renovated condominium in a prime waterfront community with an optional boat slip directly outside your door. Sarasota Harbor East is a 55+ maintenance-free community with an exceptional location in Sarasota. Arguably the finest Bayfront views in Sarasota! Minutes from downtown Sarasota, St. Armands Circle, Lido Beach, and just across the street from the Sarasota Yacht Club. This ground-floor unit features two bedrooms, one bath, and a fully glassed porch that offers breathtaking views. The windows and bi-fold sliders are hurricane rated. Each unit comes with a covered carport (this one is directly in front of your door) along with plenty of guest parking. There is a designated area onsite for storing kayaks and bicycles. Boats up to 30 feet are permitted and offered on a first-come, first-served basis. All costs are included in the maintenance fee. The quarterly HOA fee includes cable/high-speed internet, water, sewer, trash collection, exterior pest control, and all building/community maintenance expenses. Pets are permitted with valid service or support animal documentation. Furnishings are negotiable.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
5430 EAGLES POINT CIR #105, SARASOTA, FL 34231
$595,000171 Days on yellowkey MLS ID: A4681273
REDUCED by $30,000 (4.8%) on 07/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1936 Built: 1995Monthly Fee: $163 Tax: $6,408 (2025)Community: Eagles Point At The Landings 2Condo
Taxes:$6,408
Remarks: Welcome to Eagles Point at The Landings, one of Sarasota’s established and sought-after gated waterfront communities, is known for its lush landscaping, privacy and resort-style amenities. This spacious and sun-filled three-bedroom, two-and-a-half-bath residence enjoys peaceful west-facing views over mangroves, where soaring birds and nightly sunsets create a constantly changing natural backdrop. A screened lanai and private terrace extend your living space outdoors, ideal for morning coffee or evening wine. Inside, the layout lives large with generous rooms and great flow. The dine-in gourmet kitchen features an island, built-in desk, abundant cabinetry and newer appliances. The primary bedroom suite offers a retreat with dual sinks, whirlpool tub, walk-in shower, separate water closet and walk-in closet. Two additional bedrooms provide ideal flexibility for guests, a home office or hobbies. A rare bonus, two dedicated parking spaces, plus ample guest parking. Residents of Eagles Point Circle enjoy their private pool and grilling area, along with full access to The Landings Racquet Club, featuring eight Har-Tru tennis courts, pro shop, Junior Olympic pool, spa, fitness center, and an active calendar of social and educational events. Nature enthusiasts will appreciate the community's path leading to kayak storage with easy launching access to the Intracoastal Waterway. Private. Sunny. Move-in ready. A relaxed, maintenance-free lifestyle in the heart of Sarasota.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Joan Koplin (941-315-3221)
3049 GYPSY ST, SARASOTA, FL 34231
$399,00079 Days on yellowkey MLS ID: A4693010
1 Days Off yellowkey (back on 7/19/2026)
REDUCED by $26,000 (6.1%) on 06/25/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 980 Built: 1981 Tax: $3,612 (2025)Community: Madison ParkSingle Family
Taxes:$3,612
Remarks: Under contract-accepting backup offers. Welcome to 3049 Gypsy Street, a beautifully updated, coastal-inspired retreat being offered turnkey furnished (minus personal property), making it the perfect opportunity for a first-time homebuyer, snowbird or savvy investor looking for immediate income potential. Previously operated as a highly rated Airbnb, this charming Sarasota home is move-in ready and set up to continue generating rental income from day one. Inside, discover a light and bright interior featuring luxury vinyl plank flooring throughout, a spacious living and dining area and a stunning remodeled kitchen complete with white cabinetry, stainless steel appliances, a farmhouse sink, a beautiful white 3D backsplash and all appliances included. The split-bedroom layout offers two spacious bedrooms and two completely renovated baths. The primary suite features a brand-new bath with a large walk-in shower, while the guest bedroom comfortably accommodates multiple guests with a full and twin bed. Outdoor living shines with a charming covered coastal-style lanai complete with a ceiling fan, shell paver patio area, fully fenced backyard, new landscaping and plenty of room for a future pool. There is also separate RV/boat parking on the side of the home for added flexibility or plenty of room for a pool. Additional highlights include a newer roof (2022), electric panel (2020), water heater (2025), a sewer connection completed in 2021, also re-piping (2016). One car garage with a washer, dryer, utility sink and storage. Turnkey furnished opportunity: this was previously a successful Airbnb with a rental history. Ideally near all Sarasota has to offer, including world-famous beaches, dining, shopping, arts and entertainment, this adorable coastal getaway offers a blend of lifestyle and investment opportunity.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
4328 GROVELAND AVE, SARASOTA, FL 34231
$299,90022 Days on yellowkey MLS ID: A4698784
0 Days Off yellowkey (back on 7/19/2026)
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1349 Built: 1958 Tax: $1,436 (2025)Community: HymountSpa: NoSingle Family
Taxes:$1,436
Remarks: Under contract-accepting backup offers. Welcome to 4328 Groveland Ave., Sarasota! This charming RETRO 3-bedroom, 1.5-bath home has been lovingly maintained by its ORIGINAL OWNER and is ready for its next chapter. Offering endless potential, this property provides the perfect opportunity to update and customize the space to match your personal style and vision. Major UPDATES have already been completed, including a NEWER ROOF (2020), HVAC system (2022), and WATER HEATER, giving you peace of mind for years to come. Outside, you'll find a 2-car covered carport plus an additional tandem covered carport, providing ample covered parking for multiple vehicles, a boat, or recreational toys. Step into the large, fully fenced backyard, where you'll find plenty of room to add the pool of your dreams, entertain family and friends, or simply relax and enjoy the outdoors. The yard is enhanced by mature landscaping and fruit trees, creating a peaceful Florida setting. For added storm protection, the home is equipped with CLEAR-PANEL HURRICANE SHUTTERS. Nestled in a quiet, established neighborhood in the heart of Sarasota, this home offers an unbeatable location just minutes from world-famous beaches, shopping, dining, medical facilities, the Tamiami Trail, and Interstate 75, making commuting a breeze. Located within the desirable Riverview High School district, this property is ideal for a variety of buyers. Whether you're a first-time homebuyer, an investor, or someone looking to create your dream home, this is a fantastic opportunity to own a well-built home in a prime Sarasota location. Come explore the possibilities and imagine making this house your future home!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Diane Wacha (941-302-4628)
3980 LEMONWOOD DR, SARASOTA, FL 34232
$475,0009 Days on yellowkey MLS ID: A4700030
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 1978Monthly Fee: $18 Tax: $4,095 (2025)Community: TamaronSingle Family
Taxes:$4,095
Elementary School: Gocio Elementary
Remarks: Under contract-accepting backup offers. A private Sarasota pool retreat on over a quarter acre, tucked away on a quiet cul-de-sac in the desirable Tamaron community with low HOA fees and no CDD. Welcome to 3980 Lemonwood Drive, a beautifully refreshed home offering the privacy, setting, and Florida lifestyle buyers are looking for. From the moment you arrive, the mature landscaping, peaceful lot, and quiet cul-de-sac location create a sense of calm that is hard to find this close to everything Sarasota has to offer. This is the kind of home where everyday life feels like a retreat. Start your morning with coffee on the lanai, surrounded by lush landscaping and the privacy of your own backyard oasis. Spend afternoons by the pool, evenings dining outside, and weekends enjoying the best of Sarasota just minutes from your door. Whether you are relaxing in the shade, entertaining friends, or simply enjoying the quiet backdrop of your private lot, this home captures the reason so many people dream of living in Florida. Inside, the home has been thoughtfully updated with a long list of improvements throughout. The kitchen features new appliances, a new sink and faucet, new garbage disposal, under-sink water filter, updated cabinet hardware, refreshed lighting, and repainted ceilings. The dining area has also been enhanced with a new chandelier, creating a clean and inviting space for everyday meals or entertaining. The bathrooms have been refreshed with new fixtures, mirrors, medicine cabinets, cabinet hardware, exhaust fans, shower heads, paint, and repairs where prior grab bars were removed. Additional interior updates include new ceiling light fixtures, new blinds, new outlet and switch covers, new smoke alarm, updated closets with new shelving and paint, and fresh accent walls in the bedrooms. The laundry area has been improved with new shelving and a stacked washer and dryer. The lanai and pool enclosure have also been upgraded with the removal of AstroTurf, a new fan and light fixture, removal of the screened partition between the lanai and pool area, and a complete rescreen with Super Screen and replacement fasteners using 304 stainless tapcons. Tamaron offers a peaceful Sarasota neighborhood setting with mature trees, sidewalks, green space, and a convenient central location. Enjoy easy access to downtown Sarasota, Legacy Trail, shopping, dining, parks, and some of the Gulf Coast’s best beaches, including Lido Beach and Siesta Key. With a private pool, oversized lot, cul-de-sac setting, mature landscaping, low HOA fees, no CDD, and a location close to downtown Sarasota and the beaches, 3980 Lemonwood Drive offers a rare combination of privacy, lifestyle, and convenience.
Listing is courtesy of: ZACHOS REALTY & DESIGN GROUP (941-500-5457)
Listing Agent: Ryan Zachos (941-961-3560)
565 COMMONWEALTH PL, SARASOTA, FL 34242
$1,895,00025 Days on yellowkey MLS ID: A4698496
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1849 Built: 1973Monthly Fee: $42 Tax: $14,976 (2025)Community: Siestas Bayside WatSpa: YesSingle Family
Taxes:$14,976
Remarks: Tucked away on a quiet cul-de-sac in one of Siesta Key's most desirable waterfront neighborhoods, this beautifully maintained canal-front residence offers the kind of island lifestyle buyers dream about. Set on an exceptional pie-shaped homesite with 129 feet of waterfront and recapped seawall, this low-wake arm of the Grand Canal offers quick access to Roberts Bay while its calm, protected basin provides a peaceful, private setting for both boating and everyday waterfront living. Designed for easy indoor-outdoor living, the three-bedroom, two-bath home opens seamlessly to a private backyard retreat where a heated pool, fire pit and spacious screened lanai invite long afternoons in the Florida sunshine and evenings spent under the palms. The broad canal views create an unexpected sense of space, offering peaceful water vistas without feeling confined by neighboring homes. Whether entertaining friends or enjoying a quiet morning overlooking the water, every space feels relaxed, comfortable and unmistakably coastal. Inside, tray ceilings, plantation shutters and an abundance of natural light create a warm, welcoming atmosphere. The thoughtfully updated kitchen features solid maple cabinetry, granite countertops, premium appliances, abundant storage and a convenient pass-through window for effortless entertaining. The spacious primary suite overlooks the pool and canal, complete with a generous walk-in closet and an updated ensuite bath with dual vanities, soaking tub and separate shower. A split-bedroom floor plan offers privacy for owners and guests alike. Boaters will appreciate the Trex dock, expanded waterside paver patio, 10,000-pound lift, fish cleaning station and protected canal setting, while the fully fenced yard, hurricane shutters, oversized laundry room, paver driveway and two-car garage add everyday convenience. The home remained dry during the 2024 storms, offering valuable peace of mind. Perhaps what makes this property so special isn't simply its long list of amenities, but the life it invites. It's the kind of home where grandchildren cannonball into the pool, dogs race across the backyard, friends linger around the fire pit long after sunset, and an evening boat ride becomes part of the daily routine. For those ready to trade elevators and HOA hallways for a private dock, a backyard made for gathering and a different sense of home, this is a rare opportunity. Just minutes from our famous Siesta Beach, the lively Siesta Key Village and the vibrancy downtown Sarasota, it offers waterfront living that feels both peaceful and connected.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
3229 BENEVA RD #203, SARASOTA, FL 34232
$185,00063 Days on yellowkey MLS ID: A4694705
REDUCED by $10,000 (5.1%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,064 (2025)Community: Village Brooke Sec 3Condo
Taxes:$2,064
Remarks: Experience the perfect blend of modern style, privacy, and Sarasota convenience in this beautifully renovated second-floor condo at Village Brooke Condominium. Ideally positioned with no upstairs neighbors, this move-in-ready residence offers exceptional privacy and peaceful living just 6 miles from the world-famous Siesta Key Beach. Completely renovated from top to bottom, this beautiful condo features new flooring, fully updated bathrooms, modern recessed lighting, and a designer kitchen showcasing brand-new cabinetry, quartz countertops, and new stainless steel appliances. Every detail has been thoughtfully upgraded to create a fresh, contemporary feel rarely found in Village Brooke. Enjoy true maintenance-free living with the condo association covering exterior maintenance, grounds maintenance, private roads, cable TV, water, and sewer. Residents also enjoy resort-style amenities including two community pools, tennis courts, and shuffleboard courts — all within a beautifully maintained, centrally located Sarasota community close to shopping, dining, downtown Sarasota, and Florida’s Gulf Coast beaches. Whether you’re searching for a full-time residence or winter retreat, this fully updated condo delivers style, convenience, and value in one of Sarasota’s most desirable locations.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kathy Vandorne (941-275-3934)
5760 MIDNIGHT PASS RD ##209D, SARASOTA, FL 34242
$1,100,00074 Days on yellowkey MLS ID: A4693020
REDUCED by $75,000 (6.4%) on 06/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1981 Tax: $9,307 (2025)Community: Gulf & Bay Club Ph 4Spa: YesCondo
Taxes:$9,307
Remarks: Welcome home to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. Step into this beautifully remodeled Turnkey Furnished, 2-bed, 2-bath condo offering modern finishes and thoughtful upgrades throughout. The kitchen features solid white wood cabinets, granite countertops with tile backsplash, and stainless-steel appliances. A custom built in desk offers a dedicated workspace, blending functionality with high end design. Both bathrooms have been thoughtfully redesigned with contemporary finishes and feature spacious walk-in showers. The private laundry room is equipped with full size washer and dryer. A new impact-rated entry door adds peace of mind. Relax on the screened-in lanai and enjoy your morning coffee or evening cocktails. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities including three heated pools, indoor spa, dry saunas, tennis, pickleball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, 24-hour gated security, and a guest suite that can only be rented by owners. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Public Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand. Whether you are looking for a seasonal sanctuary or a permanent piece of paradise, this condo offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities.
Listing Agent: Tina Johns (941-323-4775)
5940 DRIFTWOOD AVE #15, SARASOTA, FL 34231
$319,00083 Days on yellowkey MLS ID: A4692199
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $2,407 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$2,407
Remarks: Experience the ease of coastal living just minutes from the world-renowned shores of Siesta Key with this inviting, free-standing villa, an ideal retreat for buyers seeking comfort, convenience, and value. Perfectly positioned in Sarasota's desirable 34231 corridor, this residence offers a rare opportunity to enjoy the beach lifestyle without the premium price typically associated with island living. Designed for relaxed, low-maintenance ownership, the villa features a spacious, open-concept layout with abundant natural light, neutral finishes, and easy-care ceramic tile flooring throughout. Recent updates include new HVAC in 2024, roof 2019, water heater and Impact windows in 2022. The well-appointed kitchen provides ample cabinetry and workspace, flowing seamlessly into the main living and dining areas, with functionally elegant built-ins with storage, and perfect for entertaining or hosting seasonal guests. Generous bedroom accommodations offer privacy and comfort, while updated baths enhance the home's move-in-ready appeal. A highlight of the property is the private outdoor living space, ideal for morning coffee, evening cocktails, or simply enjoying the coastal breezes. Residents also enjoy serene sunsets on Sarasota Bay, access to community amenities such as a pool, clubhouse, and beautifully maintained grounds, perfect for a lock-and-leave seasonal.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
6140 MIDNIGHT PASS RD #603, SARASOTA, FL 34242
$1,174,000114 Days on yellowkey MLS ID: A4688546
REDUCED by $25,000 (2.1%) on 06/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967 Tax: $11,779 (2025)Community: Horizons WestCondo
Taxes:$11,779
Remarks: Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
6140 MIDNIGHT PASS RD #904, SARASOTA, FL 34242
$2,350,000108 Days on yellowkey MLS ID: A4682903
REDUCED by $100,000 (4.1%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 1967 Tax: $9,709 (2025)Community: Horizons WestCondo
Taxes:$9,709
Remarks: Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom and bath, allowing you to customize your coastal retreat. Highlights include a full laundry room, impact-rated windows, tankless water heater, dual A/C systems, and a coveted private 2-car garage with direct lobby access—one of only four in the community. Located in the prestigious Horizons West, a gated gulf-to-bay enclave spanning more than seven lush acres, residents enjoy 300 feet of private beachfront, beach cabanas, a Gulf-front pool and spa, grilling areas, a bayside pool and clubhouse, and a private intracoastal park with day dock, kayak launch, and serene mangrove setting. With SIRS and Milestone inspections complete and new landscaping throughout, this exceptional penthouse delivers luxury, privacy, and the ultimate Siesta Key beachfront lifestyle.
137 AVENIDA MESSINA #3, SARASOTA, FL 34242
$625,000179 Days on yellowkey MLS ID: A4680216
REDUCED by $15,000 (2.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $5,716 (2024)Community: Villa NavarraCondo
Taxes:$5,716
Remarks: Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!
Listing Agent: Jackie De Manio Eberley (201-233-1959)
5012 HIGEL AVE, SARASOTA, FL 34242
$2,249,000366 Days on yellowkey MLS ID: A4658844
REDUCED by $200,000 (8.2%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3541 Built: 1959 Tax: $16,035 (2024)Community: Harmony SubSpa: NoSingle Family
Taxes:$16,035
Remarks: Virtually Staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts to enjoy exploring the canals which lead out to the open waters of Sarasota Bay. The heart of this distinguished home features an expansive open-concept main living area, chef's kitchen and spacious dining space, thoughtfully designed to accommodate family and guests while offering sweeping views of the sparkling pool and canal. The seamless flow of the layout and blending of the outdoor and indoor space creates an entertainer's paradise, perfect for culinary adventures and memorable gatherings. Retreat to the luxurious primary bedroom, where panoramic canal vistas provide a serene backdrop for morning coffee or evening reflection. Unwind in the spa-like bathroom featuring a soaking tub, walk-in shower, dual vanities and frosted sliding glass doors to the outdoor shower. The SPLIT FLOORPLAN ensures ease and privacy for all. Bedroom 2 features an en-suite bathroom and long water views! Bedroom 3 has double doors and can be utilized as a den or office space if desired. Bedroom 4 has a private entrance with sliding glass doors overlooking the sunny front courtyard. This thoughtful layout offers many options for use of the generous space. The coral stone tiled pool and lanai area transforms into your personal oasis, where gentle breezes dance across the water's surface, creating an atmosphere of pure indulgence after sun-soaked beach days. The fully fenced yard, greenspace, winding walkways, outdoor shower, 2 car garage with extended driveway and parking space complete this comfortable retreat. The property's exceptional LOCATION places you moments (just .6mi) to the vibrant Siesta Village, where boutiques and acclaimed dining establishments await your discovery. (Just .7mi) to the nearest beach access! The main entrance to World-renowned Siesta Beach, celebrated for its powdery white sands and crystal-clear waters, beckons just over a mile away. This remarkable residence represents more than mere accommodation; it embodies a lifestyle where every detail has been carefully considered. From the quality construction evident throughout to the thoughtful integration of indoor and outdoor living spaces, this home promises years of comfort in one of Sarasota's most coveted waterfront communities.
Listing Agent: Rachelle Tirey (941-301-9187)
5681 MIDNIGHT PASS RD #104, SARASOTA, FL 34242
$489,000435 Days on yellowkey MLS ID: A4652794
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,982 (2024)Community: White Sands VillageCondo
Taxes:$4,982
Remarks: Welcome to your relaxation destination- White Sands Village- located across from Tripadvisor's #1 RATED BEACH IN THE U.S. AND #4 IN THE WORLD- SIESTA BEACH! Let the cool quartz white powder sand and clear water soothe your soul. This comfortable 1,012 sqft, TURN KEY FURNISHED, 2 bedroom/ 2 bath condo has recently been refreshed by a professional designer. The UPDATED, opened up kitchen features granite countertops, stainless steel appliances and a delightful window looking out to the lush tropical greenery. Entertain guests in the open plan dining and living room. The 2 spacious bedrooms offer multiple large closets and plenty of room to accommodate additional visitors. You'll love that the 2 bathrooms are updated with granite countertops and there is hard flooring throughout the condo. Enjoy sunsets and a peek-a-boo boat basin view while sipping your favorite cold beverage from the screened lanai. This 2nd floor unit is ideally positioned in the back of the complex in an end building providing privacy and tranquility with no one above you...and peace of mind with it being high and dry! The community features a charming clubhouse with sauna, heated pool, BBQ grills, picnic areas, boat docks available for rent annually on a first come first serve basis, multiple laundry facilities and designated parking spaces under shaded carports as well as plenty of open guest parking. Just across the street at the public beach you'll find tennis, pickleball, volleyball and a playground! Take the trolley to Siesta Village for delicious local restaurants, live music, farmers market, festivals, fitness and shopping. The flexible 2 week and pet friendly rental policy combined with the ON-SITE rental management office makes this an excellent investment opportunity that's easy breezy! Call today to schedule your private showing and start living the Florida dream!
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