Location: Sarasota
Do Not Show Listings
9641 CASTLE POINT DR #1214, SARASOTA, FL 34238
$419,0009 Days on yellowkey MLS ID: A4689247
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1414 Built: 1995Monthly Fee: $571 Tax: $3,432 (2024)Community: Stoneybrook Fairway Verandas 2Spa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,432
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Discover this beautifully updated, fully turnkey furnished Villa at the sought-after Stoneybrook Golf & Country Club — a perfect low-maintenance second or primary home in sunny Florida. Thoughtfully refreshed with a calm coastal palette of Benjamin Moore paints, this ground-floor Barrington Villa feels bright, serene, and move-in ready. All popcorn ceilings have been professionally removed. Quality furnishings and fixtures from Restoration Hardware, Hay, Design Within Reach, Steelcase, Baldwin, Kohler, and custom pieces create a refined yet comfortable atmosphere. The spacious glass-enclosed rear lanai offers peaceful views directly over the 4th fairway, from traps to green. With no buildings across from you, you’ll enjoy endless open vistas and spectacular Florida sunsets right from your own private space. Inside, the updated kitchen features quartz countertops, stainless steel Whirlpool appliances, new solid cabinet doors, and thoughtful pantry storage. A sunny breakfast nook adds to the welcoming feel. Karastan wide-plank laminate flooring flows through the living areas, complemented by durable tile in the entry, kitchen, baths, and laundry. Crown molding and chair rails throughout give the home an elegant, finished look. Both bedrooms have been carefully upgraded: the primary bath includes a twin-sink vanity with new fixtures and filtered water, while the guest bedroom and bath offer a quiet, private retreat. Hunter Douglas blinds dress the windows, and every closet features custom California Closet-style built-ins and shelving for maximum organization. Additional highlights include a one-car garage and easy access to the community pool with its screened gathering area. As a member-owned club, Stoneybrook provides owners with an updated clubhouse and restaurant, Har-Tru tennis courts, a well-equipped fitness center, and an additional club pool and spa — all just a short drive from the sugar-white sands of Siesta Key. Conveniently nestled between vibrant Downtown Sarasota and charming Downtown Venice, and bordering the Legacy Trail, this location offers the ideal mix of relaxation and accessibility. In 2024, the golf course underwent a complete redesign, with all associated fees already paid in full by the seller. This meticulously maintained and thoughtfully updated villa is ideal for those seeking a worry-free Florida getaway. Opportunities like this don’t last long.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
1709 N TAMIAMI TRL #318, SARASOTA, FL 34234
$675,0009 Days on yellowkey MLS ID: A4689244
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1332 Built: 2022 Tax: $7,906 (2024)Community: The StrandSpa: YesCondo
Taxes:$7,906
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Lowest-priced unit in The Strand with direct, unobstructed open water views offering over 1,300 square feet of living space-per builder's floorpan. This is one of the largest units in The Strand. Experience true waterfront luxury and a boating lifestyle in this modern, TURNKEY-FURNISHED residence completed in 2022, offering exceptional value, views, and amenities. This expansive end unit features hurricane-rated sliding glass doors and windows that frame breathtaking water views and abundant wildlife. Inside, the open-concept kitchen, dining, and living areas are thoughtfully designed for both style and functionality. The kitchen showcases upgraded glossy white cabinetry, quartz countertops, a spacious island with modern lighting, and a breakfast bar perfect for casual dining. The great room is highlighted by two sets of sliding glass doors that open to a large private balcony—ideal for entertaining or relaxing while enjoying stunning sunsets over the water. The primary suite offers a large walk-in closet with custom organizers and a luxurious en-suite bath featuring upgraded tile, quartz countertops, and a glass-enclosed shower. A versatile den, which could be used as the second bedroom, features barnyard doors complete with a triple closet and pullout sofa. Additional features include luxury vinyl plank flooring, impact glass windows and doors, upgraded ceiling fans and lighting, Alfa closet systems, a spacious laundry room with added storage, and high-end turnkey furnishings including flat-screen TVs. The Strand allows weekly rentals (7-day minimum), making this an excellent opportunity for full-time living, a seasonal getaway, or an investment property with positive cash-flow! Residents enjoy a vibrant, pet-friendly community with resort-style amenities including a heated pool and spa, fitness center, EV charging stations, gas grills, a fire pit, and access to a floating dock for kayaking. Ideally located just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, waterfront parks, dining, and entertainment, The Strand offers the perfect blend of luxury, convenience, and lifestyle. Don’t miss this exceptional opportunity—schedule your private showing today. Owner is a licensed Florida REALTOR®, and the property is not homesteaded.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
4045 CROCKERS LAKE BLVD #11, SARASOTA, FL 34238
$228,0009 Days on yellowkey MLS ID: TB8492484
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1272 Built: 1989 Tax: $2,493 (2025)Community: Vintage GrandCondo
Taxes:$2,493
Tax Year: 2025
Remarks: Welcome to the Floreta floor plan — the largest model in Vintage Grand, offering a spacious and desirable 3-bedroom, 2-bath split layout. Designed with an open feel and abundant natural light, this home features a bright and airy living space that flows comfortably for both everyday living and entertaining. The Palmer Ranch location places you just minutes from Sarasota Square Mall, Costco, the YMCA, and the Legacy Trail, with world-famous Siesta Key only about a 3-mile drive away — making it easy to enjoy shopping, dining, fitness, and some of the best beaches in Florida. Ideally located on the first floor, this home offers easy access to all of Vintage Grand’s amenities. Situated on the southern side of the community, you’re just a short stroll to the second pool, with tennis courts and a scenic fishing pier nearby. A great opportunity to own in a centrally located, amenity-rich community — don’t miss it!
Listing is courtesy of: HORIZONS BY THE SEA, INC (239-394-8655)
Listing Agent: Christian Tateo (239-580-7786)
2200 BAHIA VISTA ST #B8, SARASOTA, FL 34239
$210,0009 Days on yellowkey MLS ID: TB8491429
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1980 Tax: $2,699 (2025)Community: Cordova Gardens IvCondo
Taxes:$2,699
Remarks: Location, charm, and opportunity come together in this truly one-of-a-kind condominium in Cordova Gardens. Tucked among lush greenery just minutes from downtown Sarasota and the world-famous beaches of Siesta Key, this cozy “treehouse” residence offers the perfect blend of privacy, character, and potential—ideal as a personal retreat or an income-producing property. Set on the second level, this 2-bedroom condo welcomes you with warm wood accents, including beautiful cedar stairs that add to its inviting, natural feel. The standout feature is the unique upstairs loft—one of the few in the community—complete with two large storage closets, making it perfect for a home office, creative space, or additional lounge area. Natural light pours in from every angle, with sliding glass doors and windows framing tranquil treetop views that give the home its signature treehouse ambiance. Multiple screened balconies off the bedrooms, living room, and kitchen create a seamless indoor-outdoor flow, allowing you to enjoy gentle breezes and peaceful surroundings throughout the day. The kitchen features newer stainless steel appliances, offering a modern head start for your own design vision. With a little creativity, this space can easily be transformed into a stylish, photo-worthy retreat with a downtown loft vibe. Cordova Gardens is a small, quiet, and friendly community ideally located just about a mile from downtown Sarasota and the North Bridge to Siesta Key. Enjoy convenient access to shopping, dining, arts, and entertainment—while still coming home to a peaceful, tucked-away setting.
2232 BAHIA VISTA ST #A1, SARASOTA, FL 34239
$210,0009 Days on yellowkey MLS ID: TB8491201
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,734 (2025)Community: Cordova Gardens ICondo
Taxes:$2,734
Remarks: Location truly makes all the difference—and this one delivers. Welcome to Cordova Gardens, a charming and peaceful community surrounded by lush, mature landscaping and ideally situated in the heart of Sarasota. Just minutes from the area’s world-renowned beaches, vibrant downtown, and iconic St. Armands Circle, you’ll have effortless access to boutique shopping, top-rated restaurants, Sarasota Memorial Hospital, art galleries, local theaters, Selby Gardens, and everything that makes this coastal lifestyle so special. This spacious ground-floor 2-bedroom, 2-bath condo offers both comfort and convenience with an inviting open-concept living and dining area, perfect for relaxing or entertaining. Ceramic tile flooring runs throughout, creating a clean, cohesive look, while the kitchen is equipped with stainless steel appliances and a convenient stacked washer and dryer. Natural light fills the home, enhanced by multiple sliding glass doors that invite in warm Florida sunshine and gentle tropical breezes. Step outside to your screened-in lanai and two private outdoor patios—ideal for enjoying a quiet morning coffee or unwinding with evening refreshments. Cordova Gardens residents enjoy a variety of amenities, including a welcoming clubhouse, a heated community pool, assigned parking, ample guest parking, and covered bike storage. With maintenance-free living, you can spend less time on upkeep and more time enjoying everything Sarasota has to offer.
4703 OAK HILL DR #4, SARASOTA, FL 34232
$279,000234 Days on yellowkey MLS ID: A4662864
0 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985 Tax: $3,795 (2024)Community: Village Oaks Sec CCondo
Taxes:$3,795
Remarks: Under contract-accepting backup offers. Ask your agent about getting a $5,000.00 closing credit – Set in the middle this community is minutes away from downtown and I-75 at a fraction of downtown prices. A Rare Sarasota Gem Discover the perfect blend of comfort, convenience, and natural beauty in this former model home, one of the largest in the sought-after Village Oaks community. This neighborhood is open to all buyers—not age-restricted—and offers an ideal location for families, professionals, and anyone seeking a peaceful retreat. Property Highlights: 2 Bedrooms + Bonus Den – Perfect for a home office, reading nook, or creative space 2 Full Baths – Private en-suite in the primary suite Open Living & Dining – Bright, airy spaces designed for entertaining Florida Room – Enjoy serene views and natural light year-round Rear Lake View – A tranquil backdrop for your daily life Exterior & Community: Towering live oaks create a shaded, park-like setting Private driveway and low-maintenance landscaping Quiet, walkable streets with a welcoming atmosphere Prime Sarasota Location: Live minutes from Downtown Sarasota, where world-class dining, boutique shopping, and cultural experiences await. Enjoy evenings at the Sarasota Opera House, concerts at Van Wezel Performing Arts Hall, or stroll through The Bay Park along the waterfront. Entertainment & Lifestyle Nearby Siesta Key Beach – a world famous destination and turquoise waters; Lido Beach-Next to St. Armands Circle boutiques and restaurants; Legacy Trail & Celery Fields – Perfect for biking, birdwatching, and nature walks Golf & Tennis Clubs – Multiple courses and fitness centers within 10 minutes Farmers Markets & Local Cafés – Fresh produce and artisan goods every weekend Upcoming Orchestra Hall Development – Adding even more vibrancy to Sarasota’s arts scene Equestrian and Old Florida Venues just east of I-75 UTC Area – Shopping, Dining & Entertainment Just a short drive away, University Town Center (UTC) offers an upscale shopping and dining experience with: The Mall at UTC – Designer brands, specialty shops, and department stores Fine Dining & Casual Eats – From steakhouses to trendy bistros and international cuisine Entertainment Venues – Bowling, movie theaters, and seasonal events Fitness & Wellness – Gyms, yoga studios, and spas for a healthy lifestyle Whether you’re seeking a peaceful sanctuary, a convenient base for work and play, or simply a stylish space to call home, this property delivers on all fronts. Please schedule your private showing today and experience the charm of Oak Hill Drive! Pickleball, tennis and pool great to meet new neighbors.
Listing is courtesy of: G2 INTERNATIONAL REALTY LLC (407-529-9886)
Listing Agent: Daniel Jittu (407-529-9886)
4712 OCEAN BLVD #W10, SARASOTA, FL 34242
$2,700,00010 Days on yellowkey MLS ID: A4688159
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3903 Built: 1981 Tax: $20,311 (2025)Community: Windward PassageCondo
Taxes:$20,311
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
115 TYLER DR #203, SARASOTA, FL 34236
$399,999513 Days on yellowkey MLS ID: A4630025
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 766 Built: 1979 Tax: $5,257 (2023)Community: Lido RoyaleCondo
Taxes:$5,257
Tax Year: 2023
Remarks: Motived seller! Experience the ultimate beachside living in this updated one-bedroom, one-bathroom condo, located just steps from the pristine sands of Lido Beach. This second-floor unit features a spacious, open-concept layout with tile flooring throughout. The kitchen and bathroom have been thoughtfully updated, offering modern amenities and stylish finishes. Step outside onto your private coved balcony, where you can enjoy breathtaking views of the beach and the serene surroundings. Whether you’re enjoying a morning coffee or evening sunset, this peaceful retreat is the perfect place to unwind. Ideally located, this condo is close to the famous St. Armands Circle, where you’ll find a variety of high-end shops, dining, and entertainment options. Downtown Sarasota is just a short drive away, offering even more attractions and cultural experiences. This condo is a great opportunity for seasonal rentals or as your perfect winter getaway. Don’t miss out on the chance to own this incredible property in one of Sarasota’s most desirable locations!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
3700 S OSPREY AVE #205, SARASOTA, FL 34239
$237,0009 Days on yellowkey MLS ID: TB8494655
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,548 (2025)Community: Plaza GardensCondo
Taxes:$2,548
Remarks: This fully renovated West-of-the-Trail condominium offers a rare opportunity to enjoy one of Sarasota’s most desirable locations at an approachable price point. Thoughtfully updated with custom imported Italian cabinetry and modern finishes, the residence features generous, well-proportioned living spaces that provide a level of comfort and openness not typically found in this price range. The building’s solid concrete construction ensures exceptionally quiet interiors, while elevator access and an in-unit washer and dryer add everyday convenience, complemented by additional shared laundry facilities. Residents are welcomed by a charming interior courtyard with mature tropical landscaping, creating a peaceful and inviting atmosphere. Ideally located just 10–15 minutes from Siesta Key Village and its world-renowned beaches, this condo is also minutes from Southside Village on Hillview Street, where you’ll find popular dining spots such as Libby’s Neighborhood Brasserie, Veronica Fish & Oyster, Morton’s Gourmet Market, and Pacific Rim. Everyday essentials are within easy reach, including Trader Joe's, Publix, and Sarasota Memorial Hospital, along with additional shopping and dining along US-41 near Bay Road. While the community offers a more relaxed lifestyle without resort-style amenities such as a pool or gym, it makes up for it with larger living spaces, quiet construction, and an unbeatable location. This is an outstanding opportunity to own a move-in-ready Sarasota condo near Siesta Key at a highly competitive price.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Roman Donato Ruiz (813-619-0792)
6535 DRAW LN #85, SARASOTA, FL 34238
$323,99037 Days on yellowkey MLS ID: TB8484206
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1374 Built: 1978 Tax: $2,318 (2025)Community: Sunrise Golf Club Ph IiCondo
Taxes:$2,318
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Currently Veteran Owned with a VA Loan on this property! Lots of Updates!!! Welcome Home to Sunrise where you can enjoy a carefree lifestyle away from the hustle and bustle yet close enough to the interstate to make traveling easily accessible, whether traveling north toward Tampa and St Petersburg or south toward Naples and Fort Myers. Sunrise is a quaint and quiet community where you can enjoy the nearby pool with annual access, converse with fellow pickleball and tennis players, shoot some hoops, or take a quiet and peaceful stroll on the walking paths while enjoying nature. If the sand and salt water are calling, head out to the most beautiful beach; Siesta Key which is just minutes away. Relax in Sunrise in this magnificent condominium with many recent updates, totaling nearly $35,000, in this must-see condominium to appreciate it. Some of these renovations include an updated and beautiful Primary Bathroom, upgraded stainless steel appliances, new washer and dryer 2024, an Air Conditioning system, 2024 and Water Heater, 2025. Additionally, a fresh coat of paint adorns the walls and there are also nice new ceiling fans, and another must mention is the waterproof luxury vinyl and tile floors throughout making cleaning day much easier - no carpet in the home! The new window treatments provide even more privacy in this quiet neighborhood. Even the electrical system had aesthetical updates including modern decora switches and outlets! The soaring ceilings make this condominium feel even more open and grand. This is a true split bedroom floorplan with both bedrooms featuring en suite bathrooms providing privacy for all. The primary bathroom has a nice walk-in shower with decorative tile and raindrop tinted glass shower doors. En suite bath in the second bedroom has a tub/shower combination should you like to soak the day away. Watch the birds and other wildlife from the extensive cover screened-in rear patio at the back of the home. This maintenance free condominium has lawn care including the bushes providing more time to enjoy all the fun things that life brings. This condominium is ground level and has no units above it.
Listing is courtesy of: ALLEN COLLINS REALTY INC (727-800-9929)
Listing Agent: Allen Collins (727-800-9929)
5711 BENTGRASS DR #19-203, SARASOTA, FL 34235
$249,000321 Days on yellowkey MLS ID: A4654485
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1246 Built: 2002 Tax: $3,197 (2024)Community: Las Palmas Of SarasotaSpa: YesCondo
Taxes:$3,197
Remarks: Lease to Own available! Two-bedroom two bath townhome in the popular gated community of Las Palmas. The luxury condominium community of Las Palmas has a superior Sarasota location in close proximity to UTC Mall, Benderson Park, popular local golf courses, downtown activities and local beaches! This gated, resort community offers not one but two heated pools, two gyms, a clubhouse, pickleball, tennis, walking trails, dog park, and playgrounds. The two-bedroom townhouse has a beautiful preserve view from the large, screened lanai. There is a one car garage on first level, large enough to store all your toys and car. The second level has the open kitchen, living room and dining room and a guest bedroom and bath. The 3rd floor has the primary suite with the large bath and walk in closet. The kitchen boasts wood cabinets, quartz countertops and new stainless appliances. This community offers an affordable Florida lifestyle for both the first-time buyer or retiree. Large pets are welcome! Why rent when you can own this home for less, call and ask about the affordable terms.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kathy Cahill (941-807-3565)
2621 PINE LAKE TER #A, SARASOTA, FL 34237
$110,00022 Days on yellowkey MLS ID: A4687646
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 967 Built: 1974Monthly Fee: $560 Tax: $1,963 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,963
Remarks: Partially remodeled. Ready for your finishing touches! Both baths and flooring have been updated along with plumbing in both bathrooms. Needs kitchen finished. Bottom floor unit for easy access. Centrally located close to downtown and beaches. Community pool, tennis courts, clubhouse and more!
Listing is courtesy of: OVERSEAS REALTY, INC (941-366-3661)
Listing Agent: Susie Nard, Pa (941-586-3735)
5469 RIVERBLUFF CIR #42, SARASOTA, FL 34231
$259,90053 Days on yellowkey MLS ID: A4683312
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971Monthly Fee: $725 Tax: $2,459 (2025)Community: Strathmore RiversideSpa: NoCondo
Taxes:$2,459
Remarks: MOTIVATED SELLERS — BRING OFFERS! A rare chance to own a beautifully updated villa in Strathmore Riverside, one of Sarasota’s most desirable 55+ waterfront communities with direct Gulf access via Phillippi Creek. Just 1.9 miles to the Siesta Key South Bridge, you’re minutes from world-famous beaches, dining, and the beloved Detwiler’s Farm Market. Step inside this light, bright, and stylishly renovated 2-bed, 2-bath villa featuring a smart floor plan and luxury vinyl plank flooring throughout. The modern kitchen shines with quartz countertops, wood cabinetry, stainless steel appliances, and a generous entertaining island that anchors the space. Enjoy the serenity of no rear neighbors and peaceful open green-space views—your own private oasis. Both bathrooms are tastefully updated, and plantation shutters add a polished, coastal feel. Additional perks include updated windows, a covered carport, attached laundry room, and extra storage. Seller will provide a homeowner's warranty effective the day of closing at no additional cost to buyers; for one year. Strathmore Riverside offers a true resort-style lifestyle with a heated pool, clubhouse, fitness center, sauna, and a full calendar of social activities. Easy access to Sarasota's artistic events such as symphony, ballet, opera and Broadway shows. Boat slips are available for $1344.00/year, (first come first served) making this a dream for boating enthusiasts. Monthly dues include basic cable, water, trash, and sewer, ensuring easy, low-maintenance living. This is the Florida lifestyle buyers are searching for—don’t let it slip away. Call to see it today!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Jo James, Llc (941-928-3175)
9226 MIDNIGHT PASS RD #3B, SARASOTA, FL 34242
$725,00078 Days on yellowkey MLS ID: A4679789
REDUCED by $25,000 (3.3%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1223 Built: 1982Monthly Fee: $500 Tax: $4,453 (2025)Community: Castaway CoveSpa: NoCondo
Taxes:$4,453
Remarks: PRICE IMPROVEMENT!! It’s time to SIMPLIFY! Sun. Sand. Surf. Welcome to this completely renovated residence at Castaway Cove, a boutique waterfront condominium community tucked away on the quiet south end of Siesta Key, just a short walk to Turtle Beach. This second-floor unit offers a rare coastal vantage point with sweeping views of Blind Pass Lagoon, the Intracoastal Waterway, and the Gulf of Mexico, delivering a rarely found three-water perspective. Morning light reflects across the lagoon, afternoons might feature manatees or dolphins, and evenings are reserved for unforgettable sunsets over the Gulf. Dock space is available for boating enthusiasts, and the calm lagoon waters provide ideal conditions for kayaking and paddleboarding from Castaway’s private launch toward the newly-opened Midnight Pass. The residence has been remodeled wall to wall and floor to ceiling since 2020, with thoughtful attention to both design and infrastructure. The open floor plan blends the kitchen, dining, and living areas seamlessly, allowing water views to take center stage from nearly every angle. Porcelain tile flooring runs throughout the entire unit, creating a clean, cohesive look that complements the seaside setting. The kitchen features shaker-style Providence White cabinetry with glass-front display cabinets and interior lighting, a pantry with pull-out shelving, Pompeii Quartz countertops, a Glazzio tile backsplash, and updated appliances including refrigerator, range, dishwasher, built-in microwave, washer, dryer, and HVAC system. The primary suite, perched above Blind Pass, is a serene retreat with crown molding, solid core doors, and custom closet systems with mirrored panels. The ensuite bath offers dual vanities topped with Pompeii Quartz, a walk-in shower with glass enclosure, tiled bench, multiple body jets, subway tile walls, and subtle motion-sensor lighting. The guest suite, with views of the ICW, features a barn door entry and a bath with cast-iron tub and quartz-topped vanity. A screened lanai extends the living space outdoors with porcelain tile flooring, a tongue-and-groove ceiling, new screens and railings, and tranquil water views that invite morning coffee or evening relaxation. Additional features include recessed lighting throughout, ceiling fans, a woven dining area chandelier, sheer and room-darkening solar shades, Schlage door lock, Ring doorbell, and Nest thermostat. Castaway Cove is a low-density community of just eight residences offering ample parking, professional management, and exceptionally low association fees. Recent community improvements include a new seawall, refreshed landscaping, updated exterior lighting and irrigation system, and a freshly painted building. The two-story structure is NOT subject to a Milestone Inspection. Furnishings may be available for a truly turnkey opportunity.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
1212 BENJAMIN FRANKLIN DR #102, SARASOTA, FL 34236
$1,250,000391 Days on yellowkey MLS ID: C7507070
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1974 Tax: $12,797 (2024)Community: Lido Beach ClubCondo
Taxes:$12,797
Remarks: Entertaining any and all offers...the highest ceilings in the building, 10 ft. unusual for a building built in the 70s! The benefits of owning a first-floor beachfront condo versus a beachfront home. Only one of two beach condos is like this at Lido Beach Club. Owned since 1975. Only two units in this complex are beachfront on the first floor. There are no lobby or elevator hassles for this unit, these two rest in a PRIVATE wing of the building. The Lido Beach Club condo building has never had any interior flooding. Located next to The Ritz-Carlton Beach Residences and neighboring the new Rosewood Residences (where prices start at 7million)! This first-floor private gulf-front two-bedroom, two-bath Beach home condo is where luxury meets coastal tranquility. This condo offers an unparalleled walkout to your lanai, blending the beach lifestyle with elegance, comfort, and breathtaking waterfront views. Fresh paint hues, high 10-foot ceilings in great rooms and bedrooms, and a massive mirrored wall accentuate the high-end finishes in turquoise, blues, greens, and beige, creating a coastal charm decor. Light dances through the large lanai and master bedroom sliders out to the lower pool deck and beach. From the pillow-tile kitchen backsplash and all-new GE Profile appliances, including a 5-burner cooktop and single oven, #102 is turnkey furnished; check out the inventory list with three newer televisions and a multitude of accessories! If you wish to use this property as a residence or an investment, it embodies a formula of coastal elegance. The Rental of this property has been solid through most of the fall and spring seasons. Henredon and Martha Stewart master bedroom furnishings, a scattering of Annie Selke throw rugs, luxe upholstery, two new full beds and chests in the guest room, and a newly remodeled guest bath captivate the decor. Expansive light-filled sliders in the Living and Master bedroom invite you to enjoy the heated Gulf-front pool with private beach access. Your sizable private porch features dining and two sunbathing chaises, perfect for unwinding, watching a spectacular sunset, or enjoying your morning coffee. LBC features a fitness room with a sauna to support a healthy, fit lifestyle, a community room with a full kitchen adjacent to the main lobby, and a beachfront grilling area. Lido Key Park is not far off, featuring bike trails and a kayaking area through mangroves. On the North side of the key, an Olympic-sized pool and the Lido Key Blue Pavilion complex are located. Next door to LBC is the Ritz-Carlton Beach Club with a beach bar, and it's a mere 1.2 miles to St. Armands Circle's restaurants, boutiques, and cultural events. Lido Beach Club has the Milestone report, on-site management, and secure entry to the building and the beach. This community is more than just a place to live; it's a place to thrive! Here, the beauty of the Gulf of America becomes an extension of your home, and every day is a celebration of effortless coastal luxury.
Listing is courtesy of: JOHN R WOOD PROPERTIES (239-472-2411)
Listing Agent: Michel Franklin (239-537-3330)
170 ROOSEVELT DR #2, SARASOTA, FL 34236
$375,000339 Days on yellowkey MLS ID: A4652470
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 294 Built: 1955 Tax: $3,731 (2024)Community: Pelican GardensCondo
Taxes:$3,731
Remarks: Under contract-accepting backup offers. Part of a 5 unit portfolio in Pelican Gardens. See MLS #A4670924. Turnkey Lido Key Income Property | Remodeled & Airbnb-Ready Welcome to 170 Roosevelt Dr. Unit #2, nestled in the sought-after Pelican Gardens—just steps from the sugar-white sands of Lido Beach and a short stroll to St. Armands Circle’s upscale shopping and dining. This beautifully renovated studio/efficiency unit offers the perfect blend of beachside charm and modern luxury. Updated in 2024, the space features durable luxury vinyl plank flooring, crisp shaker-style cabinetry, and a fully redesigned bathroom with contemporary fixtures and finishes. Whether you're seeking a vacation home or a revenue-generating Airbnb asset, this condo delivers. With a proven rental history and strong demand, it's ideal for investors looking for reliable cash flow in one of Sarasota’s premier locations. Enjoy morning beach walks, vibrant sunsets, and the arts and culture of nearby downtown Sarasota. The low HOA fees, pet-friendly policy, and well-maintained complex round out this exceptional opportunity. Fully furnished, move-in ready, and primed for income—Unit #__ is your gateway to the ultimate Gulf Coast lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
3987 MACEACHEN BLVD #133, SARASOTA, FL 34233
$184,99917 Days on yellowkey MLS ID: A4688227
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 978 Built: 1978 Tax: $1,907 (2025)Community: Tregate EastCondo
Taxes:$1,907
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to 3987 Maceachen Blvd, Unit 133, an updated condo located in a desirable 55+ community in Sarasota. This 2-bedroom, 2-bathroom residence offers 978 square feet of living space with bamboo hardwood flooring throughout. The primary suite features a walk-in closet and an updated en-suite bathroom with a quartz vanity and tile walk-in shower. The guest bathroom has also been remodeled and includes a quartz vanity. The kitchen has been updated with quartz countertops, new cabinetry, a built-in sink with neck faucet, and canned recessed lighting. Enjoy the private terrace overlooking the community pool and park. The building includes elevator access for added convenience. The property is conveniently located near Publix, is approximately 6 miles to Siesta Key Beach, and 5 miles to downtown Sarasota, providing easy access to shopping, dining, and entertainment. This move-in-ready condo is suitable for full-time or seasonal living within a well-located Sarasota community.
Listing Agent: Vincent Lamaida (941-416-5654)
435 S GULFSTREAM AVE #605, SARASOTA, FL 34236
$465,00018 Days on yellowkey MLS ID: A4688025
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1537 Built: 1972 Tax: $6,289 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$6,289
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to The Regency House and to the 'gold coast of Sarasota' directly on Sarasota Bay! This unit is on the sixth floor and looks back over the city and Palm Avenue. This condo is ready for your complete rehab and waiting for your own touches! Features include a brand-new A/C system, huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency features a 24/7 onsite concierge, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included on rotation. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within seconds to minutes. Come make this huge downtown condo how you want it in a very well-run condominium complex!
Listing Agent: Joe Cleary (941-650-8485)
4577 HIDDEN VIEW PL #21, SARASOTA, FL 34235
$295,00042 Days on yellowkey MLS ID: A4684299
2 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1620 Built: 1999 Tax: $2,114 (2025)Community: Hunters Walk - HamletsCondo
Taxes:$2,114
Remarks: Under contract-accepting backup offers. Vaulted ceilings, abundant natural light, and a spacious screened lanai define this inviting 3-bedroom, 2-bath home in the established Beekman Lakes community. A private front courtyard creates a welcoming entrance and an outdoor space that naturally becomes part of daily life—perfect for morning coffee, container gardens, or a quiet place to relax in the fresh air. From the foyer, the kitchen sits just off to the left with generous cabinet storage and a wide pass-through that keeps the space open to the dining and living areas, making it easy to stay part of the conversation. The counter on the opposite side offers space for bar seating, creating a natural gathering spot for casual meals or chatting while dinner comes together. At the front of the kitchen, the breakfast nook sits beside sliding glass doors that open directly to the courtyard, creating a bright and cheerful place to start the morning. Beyond the kitchen, the dining area and living room open beneath vaulted ceilings where clerestory windows draw in natural light, forming a welcoming space where everyday meals, relaxed evenings, and time spent together naturally unfold. Sliding glass doors along the back of the living room lead to the screened lanai stretching across the rear of the home, offering generous space for outdoor seating, dining, or simply enjoying the peaceful backyard setting. The primary suite is privately positioned at the back of the home with its own access to the lanai through sliding doors, along with an en-suite bathroom featuring dual sinks and a walk-in shower. Two additional bedrooms and a full bathroom offer comfortable, flexible space that easily adapts to guests, hobbies, or everyday living. Residents of Beekman Lakes enjoy ease of living with grounds maintenance and cable included, access to a sparkling community pool, and a location just minutes from University Town Center, downtown Sarasota, excellent dining and shopping, and the Gulf Coast’s renowned beaches.
Listing is courtesy of: TNG REAL ESTATE (941-773-9599)
Listing Agent: Scott Nold (941-773-9599)
915 BEACH RD #216, SARASOTA, FL 34242
$575,00085 Days on yellowkey MLS ID: A4677981
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $3,708 (2025)Community: La SiestaCondo
Taxes:$3,708
Remarks: An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Sheryl Vanduren (720-384-4884)
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