Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
1838 ALTA VISTA ST, SARASOTA, FL 34236
$3,495,000329 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$17,607
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
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)
2110 MICHELE DR, SARASOTA, FL 34231
$2,525,000340 Days on yellowkey MLS ID: A4657130
REDUCED by $24,000 (0.9%) on 05/02/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4623 Built: 2025 Tax: $3,317 (2024)Community: MonticelloSpa: YesSingle Family
Taxes:$3,317
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: OPEN, FLEXIBLE FLOOR PLAN designed to accommodate a variety of wishes and needs. New custom luxury home for sale in Sarasota Florida located on Coquina Island. This high-end Sarasota luxury estate features a private in-law suite, resort-style pool and spa, outdoor kitchen, and over 4,000 square feet of modern coastal living. One of a kind design to optimize the homesite, is located in the heart of Sarasota County offering luxury & timeless contemporary design. Just minutes from Phillippi Mansion Park, Siesta Key Beach, top-tier shopping, dining, Sarasota Memorial Hospital, Selby Gardens, and downtown Sarasota, this home enjoys a prime location. Key Features: 5 Bedrooms | 5 1/2 Bathrooms. 38' Wide Polyaspartic Garage with high ceilings, music speakers and 2 ceiling fans (space allows lifts in each bay). 13' High Ceilings in the great room. Gourmet Kitchen with sleek appliances, large island, cooktop hood, double wall ovens, coffee bar, and an expansive walk-in pantry with custom shelving and room for a full freezer or refrigerator. Truly a chef's delight! Spacious Master Suite with paver deck on main floor, his and hers huge walk-in custom closets, ensuite luxury bath. Private multiple decks and a large paver lanai overlooking the Pebble-Tec heated saltwater pool with spillover spa and outdoor kitchen Separate In Law Suite above the garage with a great room, full kitchen, bath, bedroom, laundry room, and balcony. Energy Efficient with Icynene insulation, soundproofed walls, and potential for solar power or generator. 3 HVAC units and zones. Instant hot water heater; separate water heater for in law suite, tankless hot water heater as well in main living spaces. Interior Highlights: High-end finishes and 2 custom-built open staircases. Wood and tile floors throughout. Floor-to-ceiling windows flood the home with natural light. Fully structured wiring for sound; 19 music speakers and 8 security cameras. Large laundry room with custom cabinetry, laundry sink, stone folding counter and hanging rod. Spacious pantry with custom shelves; electric dedicated circuit for additional freezer or refrigerator. Insulation in walls & ceiling for sound mitigation. WiFi mesh inside & out. Outdoor Oasis: Heated Saltwater Pool & Spa with spillover waterfall and floor clean system. 8 Security cameras. Outdoor Kitchen featuring marine-grade cabinets. Professionally designed tropical gardens with private well for the sprinkler system. LED Lit Circle Paver Driveway adds striking curb appeal. The home has been specifically designed for its setting, with eye appeal on all sides. Too many extra features to list! It is in a very quiet neighborhood, yet close to Sarasota. You will not be disappointed in this home!
Listing is courtesy of: FLORIDA HOME TEAM LLC (941-486-0012)
Listing Agent: John Ask (941-486-0012)
5780 MIDNIGHT PASS RD #110, SARASOTA, FL 34242
$1,299,00096 Days on yellowkey MLS ID: A4683108
REDUCED by $50,000 (3.7%) on 05/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $10,806 (2025)Community: Gulf & Bay ClubCondo
Taxes:$10,806
Tax Year: 2025
Remarks: Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.
Listing Agent: Natalie Gutwein (941-993-2660)
1564 STICKNEY POINT RD #303, SARASOTA, FL 34231
$749,900152 Days on yellowkey MLS ID: A4675533
REDUCED by $69,100 (8.4%) on 05/07/2026
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
Elementary School: Gulf Gate Elementary
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
$695,000508 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.
3710 EL POINIER CT #511, SARASOTA, FL 34232
$159,00030 Days on yellowkey MLS ID: A4691115
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 899 Built: 1974 Tax: $1,816 (2025)Community: Village Plaza Sec 3Condo
Taxes:$1,816
Elementary School: Wilkinson Elementary
Remarks: Step into this beautifully updated, turnkey furnished ground floor condo offering convenience, comfort, and an unbeatable location within the community. The updated kitchen features white shaker cabinets, a tile backsplash, recessed lighting, crown molding with uplighting, and a full white appliance package, creating a clean and timeless look. The layout flows seamlessly with tile flooring in the kitchen, laminate in the dining area, and carpet in both the living room and primary bedroom, with ceiling fans installed throughout. Comes with a 1 Home Warranty available to the buyers. One of the standout features of this unit is the enclosed additional living space, converted from the outdoor area, providing valuable extra square footage and flexibility. This space includes towel drying racks, perfect for coming back from the pool, and is filled with natural light thanks to the unit’s southern rear exposure. A slider from the primary bedroom leads directly into this space, enhancing the overall flow and usability. The bathroom has been updated with a glass shower door and grab bar for added functionality. The unit is truly move-in ready, being offered turnkey furnished with everything included from furniture to pots, pans, linens, and more. Location within the community is exceptional. This unit sits directly across from the heated pool and clubhouse, making it one of the most conveniently positioned units available. You are just steps to the on-site laundry facility, with machines costing only $1.00 per load, and the mailbox is located right next to the unit for added ease. A private storage closet is also included, located just around the corner. Living on the ground floor offers added value with easy access, no stairs, and everyday convenience. The community amenities are extensive, featuring a clubhouse with billiards, an active event room with regular social gatherings, a large library, fitness center, and sauna. Outdoors, residents enjoy a heated pool, community bbq grilling area, shuffleboard court, and pickleball. Major systems include a 2008 HVAC and 2015 water heater. Close to Bus Line & Shopping. One mile from the 18.5 mile long Legacy Trail for walking and biking. This is a rare opportunity to own a well-updated, fully furnished, and ideally located unit that offers both comfort and lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
225 HOURGLASS WAY #103, SARASOTA, FL 34242
$500,000257 Days on yellowkey MLS ID: A4664460
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969 Tax: $3,529 (2024)Community: Whispering SandsCondo
Taxes:$3,529
Remarks: One or more photo(s) has been virtually staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders. Sliders open into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
1475 LANDINGS CIR #43, SARASOTA, FL 34231
$629,00010 Days on yellowkey MLS ID: A4694471
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2040 Built: 1982 Tax: $674 (2025)Community: Landings TreehouseTownhouse
Taxes:$674
Remarks: There's no place quite like it in Sarasota. Tucked into the canopy of a lush, jungle-like landscape at The Landings, this three-story Treehouse townhome delivers the rare combination of absolute privacy and natural beauty that defines one of the Gulf Coast's most beloved communities. Soaring above the native palms and mossy oaks, this 2,040 sq ft, 3-bedroom, 2-bath + powder room residence has been thoughtfully updated while preserving the treetop retreat feeling that makes these homes so coveted. The 2025 renovated kitchen features fresh cabinetry and all-new washer and dryer ? move-in ready with nothing to do but settle in and listen to the breeze. A wood-burning fireplace anchors the living space with warmth and character, while multiple decks off each level bring the outdoors in at every turn. A private garage, generous lanai, and verdant views from nearly every window complete the picture. Exterior maintenance is included, so the only thing on your to-do list is enjoying it. And for those who travel with four-legged family members ? pets are welcome here with no weight restrictions. The Landings is a gated waterfront community offering residents access to Har-Tru tennis courts, a community pool, and the private Landings Yacht, Golf & Tennis Club (optional membership). All just minutes from world-class dining, the arts, and the sugar sands of Siesta Key. This is more than a home ? it's a lifestyle hiding in plain sight.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
1257 S PORTOFINO DR #104, SARASOTA, FL 34242
$449,90015 Days on yellowkey MLS ID: A4692335
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 780 Built: 1968Monthly Fee: $957 Tax: $3,326 (2025)Community: Siesta Harbor ICondo
Taxes:$3,326
Remarks: Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats pass by. Boat slips are available for vessels up to 30’, with dockage approximately $1,000 annually (buyer to verify with Harbor Master). This property is also investment-friendly, allowing monthly rentals, and has a strong rental history (buyer to verify current rental restrictions and income). Community amenities include a heated waterfront pool, fishing pier, fitness center, clubhouse, shuffleboard, and busy social calendar. Additional features include assigned covered parking and private storage. Located just steps to beach access through Crescent Arms and close to dining, shopping, and the Siesta Key trolley. Ideal as a full-time residence, seasonal retreat, or income-producing property.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Suzy Kolaz (941-726-1153)
5760 MIDNIGHT PASS RD ##209D, SARASOTA, FL 34242
$1,175,00019 Days on yellowkey MLS ID: A4693020
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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tina Johns (941-323-4775)
589 COMMONWEALTH LN, SARASOTA, FL 34242
$2,200,00031 Days on yellowkey MLS ID: R4910990
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2073 Built: 1972 Tax: $9,116 (2025)Community: Siestas Bayside Waterside EastSingle Family
Taxes:$9,116
Remarks: Welcome to your canal front pool home on beautiful Siesta Key. It is a 4 bedroom,2 full bathroom home on approximately .24 acres (10,623 sq ft).It was built in 1972 and now rebuilt in 2026. The house is 2,154 sq ft under air with a 2 car garage which is 462 sq ft. There are brand new Champion windows and sliders,throughout all hurricane impact resistant. The new HVAC system was put in in 2024, and since then the electric and plumbing systems were totally redone. The brand new flooring is a beautiful sandy tile, much like the color of the sand on world renowned Siesta Key beach. Take invigorating walks or bike rides and view the magnificent sunsets on the beach. The roof is older but has been inspected and is in excellent condition. There are lots of plush plantings and a dock right outside of the screened pool and lanai. Come see for yourself! This home should not be missed! Buy yourself a piece of paradise, there's only so much to go around!
Listing is courtesy of: PREMIER PLUS REALTY (941-228-0077)
Listing Agent: June Mceleavy (941-228-8139)
7345 PINE NEEDLE RD, SARASOTA, FL 34242
$2,350,00034 Days on yellowkey MLS ID: A4690626
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2977 Built: 1956Monthly Fee: $450 Tax: $10,699 (2025)Community: Sanderling ClubSingle Family
Taxes:$10,699
Remarks: Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical foliage, the property is just steps from your own private beach. 2023 updates include - new roof, hurricane-impact windows/sliders and plumbing. Meticulously renovated in 2025–2026 with top-of-the-line finishes throughout the entire home. Luxury vinyl plank flooring flows through the open floor plan, complemented by granite countertops and a oversized granite island with lots of storage, Samsung appliances and an open-concept layout ideal for entertaining, with abundant indoor/outdoor living space with views of the oversized sparkling pool. The primary suite is a tranquil retreat with two walk-in closets and an en-suite bath featuring a double vanity and soaking tub. A thoughtful split plan offers two additional spacious bedrooms each with en-suite baths. A fully renovated pool house/mother-in-law suite with its own full bath adds flexible living options. Located in a waterfront community, residents of the Sanderling Club have exclusive beachfront access, tennis and pickleball courts, clubhouse and 24-hour security This home blends refined luxury with coastal lifestyle and privacy.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Amy Nadell (941-539-5424)
1734 WISCONSIN LN, SARASOTA, FL 34239
$1,599,00038 Days on yellowkey MLS ID: A4687427
REDUCED by $51,000 (3.1%) on 05/26/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 2024 Tax: $20,684 (2025)Community: BayviewSingle Family
Taxes:$20,684
Remarks: Less than 4 miles to Siesta Key Beach and under 3 miles to Downtown Sarasota, this newly built 4-bed modern home in Sarasota delivers luxury living, investment flexibility, and an exceptional West of the Trail location. Built in 2024, this contemporary residence offers approximately 2,900 square feet with 4 bedrooms+ den and 4.5 baths, featuring open-concept living spaces, clean modern design, energy-efficient construction, and seamless indoor-outdoor flow ideal for entertaining. Located within Sarasota city limits with 7-night minimum rental potential, this property is an outstanding opportunity for both investors and end users seeking a luxury lifestyle close to Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach. Room for a future pool. Located within the coveted Southside school district. Seller financing available with a 5.5% interest-only loan for 2 years.
Listing Agent: Keith Kleppinger (941-525-2937)
3361 CROSS CREEK DR #3361, SARASOTA, FL 34231
$277,50079 Days on yellowkey MLS ID: A4685552
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1984Monthly Fee: $632 Tax: $2,667 (2025)Community: Crooked Creek Sec 7Condo
Taxes:$2,667
Remarks: Welcome to one of the best locations in Crooked Creek! This beautifully updated first-floor 2 bedroom, 2 bath split-plan condominium is ideally situated in the building directly next to the heated pool and just steps from the private community gate leading into the stunning Red Bug Slough Preserve. Light, bright, and open, the residence features expansive floor-to-ceiling windows that bring the outdoors in, showcasing peaceful views of Crooked Creek, a charming footbridge, and lush Florida landscaping filled with native foliage and wildlife. Enjoy your morning coffee or evening beverage from one of two serene lanais surrounded by nature. The Interior has been COMPLETELY UPDATED IN 2021, and now has a BRAND NEW A/C UNIT just installed May 2026. This stunning home offers a MODERN UPDATED KITCHEN with solid surface counters, stylish cabinetry, updated appliances, recessed and under-cabinet lighting, along with new laminate and tile flooring throughout. Both BATHROOMS were BEAUTIFULLY RENOVATED, and the home also features fresh interior paint, plantation shutters, and recessed lighting in the kitchen, dining area, and guest bedroom. The versatile guest room includes a Murphy bed with built-in desk, making it perfect for visitors or a convenient home office. Crooked Creek residents enjoy numerous community improvements including NEW ROOFS (2019-2021), CARPORTS, EXTERIOR PAINT (2025), RESURFACED HEATED POOL (2025), and an updated poolside COMMUNITY KITCHEN (2025). Each unit includes covered parking and a private storage locker in a large community shed. Outdoor amenities include a heated pool, large pool deck with covered pergolas. A gazebo area with gas grills for BBQ gatherings, and a tennis/ pickleball court. Designed by RENOWNED ARCHITECT TIM SEIBERT of Sarasota School of Architecture, the Crooked Creek community is thoughtfully nestled within nature, with winding paths and tranquil surroundings that make it a true hidden gem. A must-see for nature lovers seeking peaceful Florida living just moments from everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
7637 COVE TER, SARASOTA, FL 34231
$3,295,00081 Days on yellowkey MLS ID: A4684647
REDUCED by $200,000 (5.7%) on 05/29/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3799 Built: 2004Monthly Fee: $25 Tax: $27,740 (2025)Community: Southpointe Shores Unit 1Spa: YesSingle Family
Taxes:$27,740
Remarks: Price improved to sell! 7637 Cove Terrace, an elegant 4-bedroom, 3 full bath and 2 half bath custom residence located in the coveted waterfront community of Southpointe Shores. Beautifully renovated in 2023, offering 3,799 square ft of heated living space, this meticulously maintained home combines Florida architectural style with modern comfort and exceptional boating amenities. Set on a 0.34-acre lot with over 100 feet of direct saltwater canal frontage, the property provides sailboat depth-water access plus a large private dock equipped with electric and water, and has been upgraded with TWO Boat lifts: a 40,000lb lift and an additional 10,000K lift, making it an outstanding choice for boating enthusiasts. Enjoy serene views of the wide canal with deep water access to the Intracoastal Waterway from your own backyard. Inside, the home welcomes you with an open, light-filled layout enhanced by tray ceilings, crown molding, granite counters, walk-in closets, and a spacious primary suite on the main floor. The gourmet kitchen, remodeled in 2024, features Thermador™ appliances, a walk-in pantry, a gas cooktop, range hood, dishwasher, refrigerator, and built-in island seating, flowing seamlessly into the living and dining areas — ideal for everyday living or entertaining. All three guest bedrooms are located on the main level, each offering generous dimensions and built-in closets, with Bedroom 2 featuring an en-suite bath. An oversized second-floor bonus space provides flexibility for a game room, media room, office, or guest retreat and includes a terrace, a powder room, a wet bar and a beverage refrigerator for ease of entertaining. The outdoor living space is exceptional: the private screened area hosts the heated pool and in-ground spa, both resurfaced in 2023, expansive covered lanai with new travertine, outdoor kitchen, balcony, fenced yard, and thoughtful exterior details such as French doors, lighting, rain gutters, and sliding glass doors. Whether relaxing or hosting, this home’s outdoor spaces offer year-round enjoyment. For added peace of mind, the home is elevated to nearly 12 feet — well above FEMA flood plain requirements. A host of thoughtful upgrades further protect and elevate your lifestyle: new hurricane-grade front entry doors (2024), a fully redone 100.7-foot seawall (2015), two 5-ton A/C units (2026 & 2024, each with a transferable 10-year warranty), and fresh interior and exterior paint (2024). The home is also equipped with gas, and a dedicated 45-gallon water heater for the primary suite. Tile roof and block/stucco construction ensure lasting durability. To top it all off, storage is never a concern — enjoy an attached 2-car garage plus an additional oversized 1-car garage, perfect for a third vehicle or extra storage for your water toys! Nestled within the desirable Southpointe Shores community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. The neighborhood’s private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota’s premier shopping, dining, beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Julie Lojacono Mackie (773-704-1438)
6287 MIDNIGHT PASS RD #103, SARASOTA, FL 34242
$685,00083 Days on yellowkey MLS ID: A4685468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1550 Built: 1982 Tax: $7,057 (2025)Community: Excelsior Beach To Bay 6Condo
Taxes:$7,057
Remarks: Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or take advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
1611 HYDE PARK ST, SARASOTA, FL 34239
$3,750,00098 Days on yellowkey MLS ID: A4683619
REDUCED by $449,000 (10.7%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2545 Built: 1920 Tax: $6,507 (2025)Community: NoneSpa: YesSingle Family
Taxes:$6,507
Remarks: Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations. Can be sold furnished.
Listing Agent: Lori Carey, Llc (941-780-3427)
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,000131 Days on yellowkey MLS ID: A4679067
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6854 Built: 2004 Tax: $22,275 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$22,275
Remarks: A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Bridget Spiess (941-720-6304)
2442 WOOD ST, SARASOTA, FL 34237
$449,000137 Days on yellowkey MLS ID: A4678152
REDUCED by $23,000 (4.9%) on 05/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1279 Built: 1951 Tax: $5,715 (2025)Community: Hudson ParkSingle Family
Taxes:$5,715
Elementary School: Alta Vista Elementary
Remarks: Live in one of Sarasota’s most desirable neighborhoods! Priced to sell. This charming home offers two generously sized bedrooms plus a versatile third space that can serve as a sunroom, office, or private in-law suite/studio. This additional area includes its own bathroom, kitchenette, closet, and separate rear entrance—perfect for guests or rental potential. Inside, you’ll find a cozy layout with a welcoming kitchen nook and comfortable living area, ideal for relaxing and unwinding. The home has been thoughtfully updated with a remodeled kitchen, a newer roof (2018), granite vanity top and sink with brushed nickel fixtures (2020), a brand-new water heater (2025), upgraded lighting (2025), and numerous additional improvements throughout. Enjoy your morning coffee on the inviting front porch or entertain and relax on the back patio. The backyard features a two-car carport, storage sheds, and a newly completed, eye-catching stone fence that adds both ambiance and privacy. Conveniently located just minutes from downtown Sarasota, shopping, dining, and the world-famous Siesta Key Beach, as well as other nearby beaches, this home offers both comfort and accessibility. Additional highlights include RV parking and multi-family zoning, providing excellent flexibility and investment potential. Schedule your private showing today and experience everything this beautiful home has to offer!
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
3332 THORNWOOD RD #3332, SARASOTA, FL 34231
$278,000143 Days on yellowkey MLS ID: A4675963
REDUCED by $10,000 (3.5%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981 Tax: $3,848 (2025)Community: Crooked Creek Sec 1Condo
Taxes:$3,848
Remarks: Hidden Gem Near Siesta Key! Incredible opportunity to own a beautifully UPDATED___TURN-KEY___ FIRST-FLOOR___ 2BR/2BA residence in the highly desirable Crooked Creek community at an exceptional value. Buyers will be hard-pressed to find this level of updates, community financial strength, and Sarasota location at this price point. Backing to the stunning Red Bug Slough Preserve, enjoy peaceful nature views, walking trails, fishing, biking, and tropical surroundings just minutes from Siesta Key Beach, shopping, dining, and downtown Sarasota. MOVE-IN READY with major updates completed from 2021-2025 including NEW A/C, water heater, appliances, impact windows/sliders, recessed lighting, ceiling fans, updated baths, tile flooring throughout, and enclosed Florida Room with floor-to-ceiling impact glass creating additional bright living space. No projects, no deferred maintenance—just move in and enjoy. Crooked Creek is a financially strong, meticulously maintained community of only 78 residences with FULLY FUNDED reserves and HOA fees that have actually DECREASED. Major community improvements already completed include NEW roofs, resurfaced heated pool, replaced carports, paved private roads, painted buildings, and beautifully maintained grounds. Future improvements are already scheduled and paid for. Community amenities include heated pool, tennis/pickleball, gazebo, grilling area, outdoor shower, storage locker, assigned covered carport, and ample guest parking. A rare combination of VALUE, LOCATION, UPDATES, and FINANCIAL STABILITY. This is the kind of property buyers wait for—and at this price, it is truly a MUST SEE.
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