Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
8701 MIDNIGHT PASS RD #106A, SARASOTA, FL 34242
$595,000181 Days on yellowkey MLS ID: A4668247
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1357 Built: 1980 Tax: $7,433 (2024)Community: Turtle Bay Sec 2Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,433
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: PRICE ADJUSTMENT!! Motivated sellers, seller financing will be considered! Turtle Bay community has a 3-month minimum rental policy. Experience the best of Siesta Key in this beautifully unfurnished 2BR/2BA condo in the highly desirable Turtle Bay community. Enjoy breathtaking views of Little Sarasota Bay from the enclosed, screened lanai, ideal for relaxing mornings or evening breezes. The remodeled kitchen features stainless steel appliances, updated quartz countertops, and a breakfast bar that opens into the spacious, open-concept living and dining area, perfect for entertaining. The primary suite offers an updated en-suite bathroom, walk-in closet, and built-in vanity. The generously sized second bedroom is perfect for guests or a home office. Additional conveniences include an in-unit laundry room. Recent updates include a 2023 2.5-ton Trane HVAC unit, renovated bathrooms, LED recessed lighting, and popcorn ceiling removed. A rare 12x22 detached end-unit garage provides excellent storage for your vehicle, bikes, or beach and boating gear. Turtle Bay offers resort-style amenities, including a heated pool, hot tub, clubhouse, onsite management, tennis and pickleball courts, lush landscaping, newly updated fishing pier, and boat docks - boat slips are available for nominal fee on a first-come, first-served basis. Milestone Inspection has been completed for the new owner's piece of mind. Enjoy easy access to the sparkling Gulf of Mexico waters with deeded beach access just across the street via the Tortuga Community. Conveniently close to Siesta Key Village and Siesta Key Public Beach via the free trolley stop just steps away. Coastal living at its finest! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
783 BIRDSONG LN, SARASOTA, FL 34242
$999,900163 Days on yellowkey MLS ID: A4670796
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1905 Built: 1973 Tax: $11,733 (2025)Community: Siestas Bayside Waterside SouthSingle Family
Taxes:$11,733
Tax Year: 2025
Remarks: Experience Coastal Living at its finest in this turnkey-furnished, three-bedroom, two-bath retreat tucked away on a quiet cul-de-sac in a private community just minutes from the beach! This home features the ULTIMATE OUTDOOR living space with numerous updates offering the perfect blend of style, comfort, and low-maintenance lifestyle. As you step through the front door, you’re greeted by a bright open floor plan enhanced by tasteful coastal décor and tile flooring. Multiple dining and entertaining spaces flow effortlessly into the spacious family room, ideal for relaxing or hosting guests, with direct access to the stunning pavered pool area. The beautifully appointed kitchen features stainless steel appliances, abundant counter space, and a convenient breakfast bar for additional seating. Retire to the serene primary suite which offers a walk-in closet and a well-designed bath with dual sinks, and opens directly to the INCREDIBLE new 21' x 24' covered lanai—an inviting extension of your living space. This IMPRESSIVE private outdoor oasis features pavers, remote-controlled ceiling fans, sconce lighting, and a remarkable sunset overlooking the relaxing pool complete with dramatic lighting for that special ambience. Enjoy privacy and seclusion in your backyard retreat which is fully enclosed with a 7 foot vinyl fence. An outdoor shower adds convenience after a day at the beach. The exterior has been expertly refreshed with new hardiplank siding, fresh paint, and attractive stone accents. A premium landscaping package includes full irrigation, shell for low maintenance, and landscape lighting to set the perfect atmosphere. Additional upgrades elevate peace of mind and efficiency: a 2024 roof, hurricane-rated windows and doors, new pool pump, attic insulation, new garage door and opener, and a newly pavered front walkway and driveway with a charming sitting area and extra parking. This beautiful home reflects pride of ownership and detail with so many updates and most important no flooding during the storms! Ideally located close to Siesta Key Village, just one mile from world-renowned Siesta Key Beach, and near shopping, dining, and ODA school, this home is perfectly suited as a primary residence, vacation retreat, or exceptional rental opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Lori Lockhart, Pa (941-724-0595)
5362 SHADOW LAWN DR, SARASOTA, FL 34242
$4,950,000162 Days on yellowkey MLS ID: A4667008
REDUCED by $445,000 (8.2%) on 04/04/2026
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4294 Built: 2023Monthly Fee: $17 Tax: $36,494 (2024)Community: Siesta IslesSingle Family
Taxes:$36,494
Remarks: Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable
Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)
Listing Agent: Morgan Marziali (941-806-7214)
6308 MIDNIGHT PASS RD #6, SARASOTA, FL 34242
$995,000287 Days on yellowkey MLS ID: A4657483
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1965Monthly Fee: $1,005 Tax: $5,582 (2025)Community: Crescent ArmsVilla
Taxes:$5,582
Remarks: Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value. This thoughtfully updated residence blends custom coastal finishes with subtle Thai-inspired design, creating a warm, serene atmosphere throughout. The open-concept layout offers seamless flow between the kitchen, dining, and living areas ideal for both everyday living and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, and generous workspace, all opening into a bright and inviting living area. Both bathrooms have been tastefully updated with spa-like finishes, including a walk-in shower and modern fixtures. Step outside to your private patio perfect for relaxing, grilling, or enjoying the tropical surroundings just moments from the beach. Crescent Arms offers exclusive private beach access to world-famous Siesta Key Beach, along with onsite management making this an excellent option for personal use, vacation rental income, or a combination of both. This property has a proven rental history with strong year-round bookings. Whether you’re searching for a coastal retreat, investment opportunity, or both, this villa delivers location, lifestyle, and value. Sold turnkey move right in or start generating income immediately.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
2438 WISTERIA ST, SARASOTA, FL 34239
$750,00062 Days on yellowkey MLS ID: A4682306
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1317 Built: 1962 Tax: $8,476 (2025)Community: South GateSingle Family
Taxes:$8,476
Elementary School: Southside Elementary
Remarks: Welcome to 2438 Wisteria St. This turnkey property is ready for YOU, located in the desirable Arlington Park neighborhood. Everything can be included in this purchase! New roof in 2025, new pool in 2022, fresh landscaping, along with all the recent updates inside this home, make this a move-in ready home! This property boasts an impressive rental history as well, just ask! Listed as a 2 bedroom home, but it has an extra room that could be used as a 3rd bedroom or office space! This home offers an open floorplan, galley style kitchen that has been updated, and features a cozy breakfast nook. The view from the spacious living room looks out to the back yard, while first housing a bright and airy sunroom. Make your way to the back yard and you will find yourself in your own resort style oasis! The beautiful pool is the star of the back yard! There's a large paved patio, as well as a spacious turf area, with a hammock and swings, for the ultimate relaxation retreat. Brand NEW Aquavoss cold plunge/hot tub! You won’t want to leave! This home is Located conveniently near downtown Sarasota, with its world-famous beaches, dining, shopping, and luxurious lifestyle this amazing town offers!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Nic Yoder (941-993-9268)
6518 MIDNIGHT PASS RD #310, SARASOTA, FL 34242
$899,000121 Days on yellowkey MLS ID: A4675259
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1215 Built: 1975 Tax: $7,724 (2025)Community: House SunCondo
Taxes:$7,724
High School: Riverview High
Remarks: Reduced 30K! The Best Views Currently Available at House of the Sun! Rarely available 3rd-floor unit in the always desirable and impeccably managed House of the Sun on Siesta Key. Positioned far forward on the north side of the building, this residence enjoys some of the best Gulf and beach views currently on the market. From both the living room and the lanai, take in sweeping views of the Gulf and Siesta Key’s world-famous white sand beach. House of the Sun offers 100 feet of direct beachfront and an exceptional location just 500 feet south of the Stickney Point Bridge, providing quick and easy access to and from the mainland. The property is also within walking distance of a wide variety of restaurants, clubs, and everyday conveniences including gourmet food and fish markets, coffee and ice cream shops, liquor store, clothing and gift shops, salons, postal and shipping services, and beach, sport, and boat rentals. Popular local favorites such as Captain Curt’s and Daiquiri Deck are just steps away. This unit has seen significant recent updates (2023–2025) including new hurricane-impact sliding glass doors and bedroom windows, a new rooftop A/C system, fresh interior paint in common areas, and new LVT flooring throughout the living areas and bedrooms. The kitchen has been upgraded with new stainless steel appliances, and additional improvements include a new master bedroom mattress, window shades, rugs, and bedding. Additional features include an in-unit washer and dryer, owner’s closet, and under-building parking. House of the Sun has also undergone extensive common-area improvements (2024–2025), including new elevators, a new hurricane-impact roof, updated pool and tennis court, enhanced pool-area common room with new exercise equipment, new gas grill stations, refreshed outdoor seating areas, landscaping, hallway paint, carpet, lighting, and upgraded Wi-Fi throughout the building. The complex is pet-friendly for owners and is known for having one of the best-run on-site rental programs on Siesta Key, offering a three-night minimum rental policy. This unit performed well in its first year in the rental pool and offers an excellent balance of personal enjoyment and rental income potential. Sale subject to future bookings.
Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)
Listing Agent: Mike Winger (941-228-3390)
1904 MONTE CARLO DR #1102, SARASOTA, FL 34231
$585,000140 Days on yellowkey MLS ID: A4672726
1 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1745 Built: 2021 Tax: $6,828 (2024)Community: Phillippi Lndgs CCondo
Taxes:$6,828
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Discover elevated waterfront living in the prestigious gated community of Phillippi Landings, where this beautifully updated 4-bedroom, 3-bath residence offers an exceptional blend of privacy, comfort, and coastal elegance just moments from the world-renowned shores of Siesta Key. This refined home features spacious light-filled interiors, luxury flooring, and designer finishes throughout, enhanced by the convenience of a private in-unit elevator and a whole-home water filtration system. The gourmet kitchen showcases premium appliances, stone countertops, custom cabinetry, and a generous island perfect for gathering and entertaining. The serene primary suite offers spa-inspired finishes and impressive closet space, while three additional bedrooms provide versatility for guests, an office, fitness room, or multi-generational living. The screened lanai invites year-round indoor-outdoor enjoyment overlooking lush landscaping. Additional perks include parking for three vehicles along with ample guest parking. Residents of Phillippi Landings enjoy resort-style amenities including a heated pool and spa, fitness center, clubhouse, dog park, gated entry, walking paths, kayak and paddleboard launch, and access to marina-style docks along the Intracoastal Waterway. Ideally located near Siesta Key Beach, Downtown Sarasota, Gulf Gate, top dining, shopping, marinas, medical centers, and Sarasota’s renowned cultural attractions, this residence offers an exceptional coastal lifestyle in one of Sarasota’s most desirable waterfront communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Katie Cobb (913-744-0248)
209 GARFIELD DR, SARASOTA, FL 34236
$3,945,00012 Days on yellowkey MLS ID: A4688244
Bed: 6 Bath: 6.5 Liv Area Sq Ft: 3601 Built: 2021 Tax: $42,569 (2025)Community: Lido Beach Div BSingle Family
Taxes:$42,569
Remarks: There is only one – Shore Thing. Confident in name and effortless in design, Shore Thing captures the essence of coastal living with a refined, modern ease. Positioned a short stroll from the Lido Key’s beautiful beach with sweeping Gulf views, the residence blends natural textures, soft whites, and hues of blue to create a palette that feels both relaxed and elevated. Wicker accents, warm wood tones, and subtle gold finishes throughout the kitchen and baths introduce a layer of understated luxury that is both current and timeless. Designed for gathering across multiple levels, the home offers over 4,000 square feet of thoughtfully composed living space. The main living level features a fully equipped chef’s kitchen, expansive dining and living areas, and seamless access to a balcony for indoor-outdoor flow. Six bedrooms, including multiple en-suite retreats and custom bunk accommodations, provide flexibility for hosting family and guests with ease. A secondary club level introduces an additional living space complete with wet bar, gaming, and access to an upper terrace with panoramic views of the Gulf of Mexico, Lido Key, and downtown Sarasota. The rooftop deck offers a quiet vantage point for sunrise and sunset, reinforcing the home’s connection to its coastal surroundings. At ground level, the outdoor experience is equally considered — a resort-style pool and spa, covered patio with dining and lounge seating, outdoor grill, and recreational elements including ping pong create a private setting designed for both relaxation and entertainment. Ample parking, beach gear storage, and thoughtful utility spaces enhance everyday functionality. Playful in spirit yet composed in execution, Shore Thing is a residence that delivers exactly what its name suggests — a coastal experience that feels both certain and exceptional. This residence, teeming with innovative engineering and durable materials, is built to withstand coastal elements and the vibrancy of large gatherings and festive coastal vacations. More than a home, Shore Thing is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon. Furnishings available under a separate bill of sale.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
1827 BAYWOOD DR, SARASOTA, FL 34231
$2,150,000444 Days on yellowkey MLS ID: A4633672
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2565 Built: 1957 Tax: $5,430 (2023)Community: Bay View AcresSingle Family
Taxes:$5,430
Elementary School: Gulf Gate Elementary
Tax Year: 2023
Remarks: ATTENTION BOATERS!! Waterfront dream home – move-in ready! Just a quick (429 yard) boat ride to the ICW - no bridges - a straight shot to the water. Head out to the newly opened Midnight Pass where pristine waters flow freely into the Gulf. 10,000 pound boat lift - gorgeous trex decking - 45+ foot dock with fish stand. Walk to Siesta Key. This beautifully updated waterfront residence offers refined Florida coastal living in a truly exceptional setting. Positioned on a picturesque “Y” intersection of two canals, the property provides serene water views, privacy, and effortless access for deep water boating and outdoor enjoyment—just minutes from Siesta Key’s renowned white sand beaches. A stately approach framed by mature oaks and professional landscaping leads to a custom paver drive and striking hurricane-impact glass entry. Inside, the open, light-filled floor plan showcases original terrazzo and travertine flooring, PGT impact windows, and seamless indoor-outdoor flow. French doors open to expansive gardens, tranquil fountains, a private pool, and classic Chicago brick lining more than 100 feet of waterfront. Designed for entertaining, the home features multiple outdoor living spaces, including an expansive Trex deck overlooking the canal, a pergola, screened patio, boat dock and covered cabana. The kitchen is appointed with quartz countertops, ceiling-height shaker cabinetry, stainless steel appliances, reverse-osmosis water, and generous windows overlooking the backyard. Living and dining spaces flow effortlessly, complemented by a separate family room opening to a screened lanai. Renovated guest accommodations complete the main level with 2 bedrooms including sun - drenched guest room, office with murphy bed and full bath. The second level is devoted entirely to the primary suite, a private retreat with resort quality features as: hardwood floors, water views in every direction, French doors with retractable screens, a private balcony, and a spa-inspired bath with dual vanities, a Carrara-tiled walk-in shower, and custom walk-in closets. Ideally located near Siesta Key, downtown Sarasota, and the region’s cultural, dining, and shopping destinations. Evening relaxation - picture this: you’ve had an amazing day on the water and now you’re ready to cook up your catch right in your own backyard. Perfect sunset dinner awaits! This waterfront gem offers everything you need for the ultimate boaters lifestyle – easy access, premium amenities, and the perfect set up for enjoying your evenings. Ready to make waves in your new home? **No hurricane damage. HOME NOT IN A FLOOD ZONE.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Jan Means (941-544-1449)
1732 SHORELAND DR, SARASOTA, FL 34239
$1,995,00060 Days on yellowkey MLS ID: A4682616
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3790 Built: 2018 Tax: $20,697 (2025)Community: Shoreland Woods SubSingle Family
Taxes:$20,697
Remarks: Welcome to modern West of Trail living — where space, style, and location come together in one of Sarasota’s most desirable family neighborhoods. Designed for the buyer who wants room to grow without sacrificing lifestyle or convenience, this stunning newer construction home offers the perfect balance of luxury, functionality, and everyday ease. From the moment you arrive, the quiet, tree-lined streets and classic white-picket-fence charm of the neighborhood set the tone. Surrounded by multi-million-dollar homes and a true community feel, this is the kind of place where families ride bikes in the evenings, walk to school, and enjoy a relaxed yet refined Sarasota lifestyle. Step through the front door and into a dramatic, light-filled foyer that immediately showcases the home’s modern aesthetic and open, airy design. Soaring ceilings, sleek lines, and expansive glass create a sense of volume and energy, while the open-concept floor plan delivers the flexibility today’s families need. The main living space flows effortlessly into a designer kitchen featuring an oversized island, premium appliances, custom cabinetry, and abundant storage — ideal for casual family dinners or entertaining friends. With five bedrooms plus a dedicated office and a spacious bonus room/loft, this home was designed around real life. Whether you need guest space, a media room, playroom, or homework zone, there is room for everyone to spread out while still feeling connected. One of the most unique features is the flexibility of having a choice of a primary suite on the first or second floor, making the home ideal for multi-generational living, long-term flexibility, or simply choosing the layout that best fits your lifestyle. Outside, the lifestyle continues. The heated pool and outdoor kitchen create an effortless indoor-outdoor flow perfect for weekend gatherings or quiet evenings at home. Unlike many tropical properties, the landscaping is intentionally low-maintenance, giving you the beauty of a resort-style setting without endless upkeep — more time enjoying, less time working. Built above the flood plain, this home offers an important advantage for peace of mind and long-term savings: no flood insurance required. Modern construction standards, quality materials, and hurricane-rated features ensure durability and efficiency for years to come. Location is everything, and this one is hard to beat. Walk to highly rated Southside Elementary and the boutiques and restaurants of Southside Village. Enjoy dinner just a block away at some of Sarasota’s most loved restaurants. Spend your weekends at Siesta Key Beach or downtown Sarasota — both just about eight minutes away — then return home to a quiet, suburban setting that feels private, safe, and unmistakably family-friendly. This is more than just a beautiful modern home — it’s a lifestyle designed around space, comfort, and connection in one of Sarasota’s most coveted neighborhoods. If you’ve been searching for a move-in-ready home with bedrooms to spare, a pool, modern design, and a location that checks every box, this is the one. Schedule your private showing and experience West of Trail living at its best.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
1734 RIVIERA CIR, SARASOTA, FL 34232
$899,00013 Days on yellowkey MLS ID: A4688076
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3474 Built: 1971Monthly Fee: $5 Tax: $7,478 (2025)Community: Forest Lakes Country Club EstatesSingle Family
Taxes:$7,478
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Pristine, private, and fully fenced, this beautifully updated pool home in central Sarasota is being offered for only the second time since it was built. Tucked on a quiet corner lot in the highly sought-after Forest Lakes Country Club Estates, this single-story masonry ranch sits on over one-third acre, southern pool exposure and an impressive elevation of about 16.7–20 feet. The residence offers four bedrooms, two-and-a-half baths, and 3,474 square feet under air, including 492 square feet of enclosed lanai living space. Inside, the home is designed for comfortable everyday living and effortless entertaining, with generously scaled rooms, abundant natural light, and a sprawling layout, a welcoming family room ... complete with a travertine wood-burning fireplace adjacent to the kitchen. A sunken formal living room adds architectural character, while expansive indoor and outdoor living areas provide flexibility for hosting family and friends. The oversized kitchen features granite countertops, soft-close wood cabinetry, stainless appliances, an island range with hood, pull-out pantry storage, and a black glass Samsung refrigerator with water filtration. A convenient pass-through window connects the kitchen to the enclosed lanai seating area, creating a seamless space for casual dining and entertaining while overlooking the pool and backyard. Extensive updates throughout the home provide exceptional peace of mind. Major system improvements include a mansard built-up roof installed in 2020, hurricane-impact windows installed in 2025, a new AC system and ductwork in 2025, a new water heater in 2025, an updated electrical panel in 2021, and the replacement of original polybutylene plumbing with PEX plumbing in 2021. Interior upgrades completed in 2021 include vinyl plank flooring, upgraded plush carpeting, and renovated kitchen and bathrooms with quality cabinetry, granite surfaces, and stainless appliances. The pool and outdoor living areas were thoughtfully renovated in 2025, featuring a new pool surface, sun shelf, bench seating, heater, pump, and saltwater system. The inviting outdoor space overlooks a private paver pool deck and fully fenced yard, creating a relaxing setting for enjoying Florida’s year-round sunshine. A separate concrete slab area offers additional flexibility for recreation such as basketball or other outdoor activities. Additional features include recessed and dimmable lighting throughout, marble window sills, linen curtains, large closets including an oversized coat closet, and abundant windows and sliding doors that bring natural light into every room. The main hallway bathroom also functions as a convenient pool bath with direct access to the lanai area. Due to the extensive improvements made over the years, the property carries an effective year (tax record) of 2006. Ideally located in the heart of Sarasota, the home is just minutes from The Palms Golf Club at Forest Lakes and Village Green Golf Club, the charming Pinecraft district and Yoder’s Restaurant & Amish Village, vibrant Downtown Sarasota, and the world-renowned beaches of Siesta Key, Lido Key, and Longboat Key. Everyday shopping and dining are also close by, including Costco, BJ’s Wholesale, and Sam’s Club. Forest Lakes Country Club Estates offers a voluntary HOA of just $60 per year. The prior owner removed the 4th bedroom closet (can easily be re added). FLOORPLAN attached.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Shayla Twit (941-544-7690)
4444 SWIFT RD #4, SARASOTA, FL 34231
$129,900206 Days on yellowkey MLS ID: A4665781
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 598 Built: 1969 Tax: $1,804 (2024)Community: Lucaya Country Club VillageCondo
Taxes:$1,804
Remarks: WELCOME to this beautifully UPGRADED 1 bedroom, 1 bath condo in Lucaya Country Club Villas!!! From the moment you arrive, you'll appreciate the attention to detail, starting with the painted and SCREENED front porch, perfect for year-round enjoyment. Step inside to an inviting open floor plan featuring spacious living room and dining room combo. The kitchen has been tastefully upgraded with MODERN cabinets, countertops, and an eat-in area with stools. The spacious bedroom offers ample closet space, while the bathroom includes a tub and shower combo for convenience. Throughout the condo, you'll find LUXURY VINYL FLOORING, adding to both style and durability. As part of Lucaya Country Club Villas, you'll enjoy access to a community pool, along with a prime location just a short drive to amazing restaurants, shopping, Sarasota's downtown vibrant scene, Sarasota Airport, Siesta Key and the WORLD FAMOUS GULF beaches. Whether you're searching for an investment property or a primary residence, this condo is exactly what you're looking for. This home is truly MOVE-IN ready, offering comfort, charm, and a maintenance-free lifestyle in a desirable community and it's waiting for you to enjoy! Don't wait to make this YOUR home and begin your FLORIDA Lifestyle!
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Christy Peterson (774-287-5322)
3360 S OSPREY AVE #104B, SARASOTA, FL 34239
$299,00013 Days on yellowkey MLS ID: A4688292
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,473 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,473
Remarks: Move-in ready 2-bedroom, 2-bath tastefully decorated ground floor condo located in the desirable Oasis of Osprey, West of the Trail. This well-maintained unit features an upgraded kitchen with granite countertops and stainless steel appliances, along with updated bathrooms. Enjoy indoor-outdoor living with a screened lanai and brick paver patio, plus the added convenience of a private 6x6 storage space. Just steps from the Oasis condo community pool and fitness center, this condo offers both comfort and functionality. Ideally situated in the heart of Sarasota, this property offers quick access to Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, the Hillview area, and I-75. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime location.
Listing Agent: Marlin Yoder (941-893-7406)
1732 CUNLIFF LN, SARASOTA, FL 34239
$2,438,000120 Days on yellowkey MLS ID: A4675475
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2714 Built: 2013 Tax: $22,315 (2024)Community: Bay View Heights AddSingle Family
Taxes:$22,315
Remarks: Located West of the Trail and close to downtown, this warm and welcoming home sits on an oversized corner lot along a quiet, tree-lined street just a short walk to Morton’s Gourmet Market and the dining and shopping of Southside Village. It’s also an easy stroll to Southside Elementary School, making school drop-offs simple and convenient. This custom-built residence showcases exceptional craftsmanship and thoughtful attention to detail throughout, including solid-core doors, soaring 12-foot ceilings, custom closet systems, paneled kitchen appliances, abundant storage, a whole-house water filtration system, and hurricane-impact doors and windows. Designed for effortless single-level living, the home features an open, flowing floor plan with three spacious bedrooms—each with its own en-suite bath—plus a beautifully appointed powder room. A private study just off the living area includes a built-in bar with sink and ice maker, creating the perfect space for work or relaxed entertaining. The gourmet kitchen is a true centerpiece, offering extensive cabinetry, a large center island, gas cooktop, double ovens, a full-size wine refrigerator, and an oversized walk-in pantry. Expansive sliding glass doors open to a screened patio and pool area, seamlessly blending indoor and outdoor living. The outdoor retreat is equally impressive, featuring a built-in gas grill and refrigerator, a cozy gas fireplace, and a heated pool and spa designed for year-round enjoyment. An oversized side-load garage and additional guest parking provide convenience and functionality. With an impressive 26-foot elevation—among the highest in the area—this exceptional property offers both beauty and peace of mind. More than just a house, it is a place to call home and cherish for years to come.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Georgia Salaverri (954-661-8968)
1893 RITA ST, SARASOTA, FL 34231
$450,00077 Days on yellowkey MLS ID: A4678772
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1420 Built: 1974 Tax: $2,091 (2025)Community: Mead Helen DSingle Family
Taxes:$2,091
Remarks: Charming Vamo Pool Home — 1893 Rita Street Welcome to this well-loved 3-bedroom, 2-bath home in desirable Vamo—where classic Florida charm meets move-in-ready updates. Gorgeous Eastern European oak hardwood floors run throughout the living spaces, adding warmth and timeless character. The living room features a working fireplace—perfect for those rare cool Florida nights. The private backyard oasis includes a sparkling pool—ideal for relaxing, entertaining, and enjoying countless beautiful sunsets. Major updates provide peace of mind, including a new roof and impact windows. Bright, airy rooms and thoughtful finishes make this home effortless to enjoy year-round. This location truly lives like a destination. Enjoy multiple waterfront restaurants, convenient grocery stores, neighborhood cafés, dog parks, YMCAs, and county facilities—everything you need for active, social, and convenient living is close by. Minutes from two kayak put-ins on Little Sarasota Bay, the area offers easy access to outdoor recreation and waterfront dining. And no HOA. Prime coastal access and drives to nearby favorites: 9.5 miles to downtown Sarasota, 6 miles to Siesta Key Beach, 11.5 miles to St. Armands Circle, and 10 miles to Venice Beach. Schedule your private showing today and discover why 1893 Rita Street is more than a home—it’s a lifestyle destination.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
336 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,695,00021 Days on yellowkey MLS ID: A4687301
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3811 Built: 2019 Tax: $25,684 (2024)Community: Sarasota BeachSingle Family
Taxes:$25,684
Remarks: Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Samantha Callaway (630-865-3189)
1789 LOMA LINDA ST, SARASOTA, FL 34239
$1,395,000530 Days on yellowkey MLS ID: A4627340
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2560 Built: 1950 Tax: $14,382 (2023)Community: Pomelo Place ResubSingle Family
Taxes:$14,382
Remarks: The West of Trail BEST BUY!! Located between Osprey Avenue and Orange Ave, rarely will you find a 2500+ square foot cement block home on an oversized corner lot (100' x 142') with 3 bedrooms, 2 bathrooms, 2 car attached garage and pool for this price. Open floor plan with high ceilings in living areas, wood flooring, spacious living and dining areas, wine cellar, separate laundry room, screened in pool and large lanai. Automatic driveway gate for garage side entry on Osprey and circular drive on Loma Linda. Prime location just down the street from popular Southside Village shops and restaurants and in highly acclaimed schoold districts. Come see for yourself and have a very pleasant surprise. No interior storm damage in the home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
590 GOLDEN GATE POINT #706, SARASOTA, FL 34236
$5,670,00076 Days on yellowkey MLS ID: A4680052
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3054 Built: 2026Community: Amara On Sarasota BayCondo
Taxes:$0
High School: Booker High
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The allure of Amara is as diverse as it is extraordinary—an unmatched residential experience shaped by its coveted Golden Gate Point address. Here, one of Sarasota’s rarest natural enclaves offers a vantage point unlike any other, gazing across the bay and back toward the shimmering city skyline. These are once in a lifetime views, yours to enjoy every single day. Every detail reflects the artistry of MHK Architecture and DWJA Landscape Architects, paired with the elevated interior vision of Lillian Wu Studio, NYC. Amara features 54 architecturally refined residences, each wrapped in floor to ceiling glass to frame unobstructed vistas over Sarasota Bay. Thoughtfully designed floor plans range from 2,272 to 3,429 square feet, all complemented by expansive sunset terraces that extend your living space outdoors. On level two, a limited collection of only five one of a kind terrace residences offers exceptionally private outdoor sanctuaries, complete with personal pools and spas elevated above the lush esplanade and marina. Residences are finished with the finest materials and craftsmanship, including Wolf and Sub Zero appliances, Gessi fixtures, Neff cabinetry, and stone countertops with waterfall islands and full-height backsplashes. Outdoor summer kitchens come fully equipped with built in Artisan gas grills, making alfresco dining effortless. Beyond the residences, Amara delivers an unparalleled amenity collection. A breathtaking infinity saltwater pool, social lounge with billiards table, private marina with dedicated boat slips, kayak and paddleboard launch, firepits, intimate waterfront seating, bocce court, putting green, and dog park all invite connection with land and sea. The state of the art fitness center features TechnoGym equipment, hot and cold plunges, steam and sauna rooms, a yoga garden, massage treatment room, and dual locker suites. By the water, in the water, or overlooking the water—your lifestyle flows effortlessly at Amara. It is, without question, Sarasota’s most exciting and exceptional residential offering to date.
Listing is courtesy of: RONTO REALTY, LLC (941-210-0987)
Listing Agent: Vanroy Osborne (239-206-9796)
590 GOLDEN GATE POINT #907, SARASOTA, FL 34236
$7,200,00076 Days on yellowkey MLS ID: A4680118
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3308 Built: 2026Community: Amara On Sarasota BayCondo
550 GOLDEN GATE POINT #503, SARASOTA, FL 34236
$3,995,00076 Days on yellowkey MLS ID: A4679727
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2272 Built: 2026Community: Amara On Sarasota BayCondo
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