Location: Sarasota
Do Not Show Listings
2165 SUNNYSIDE LN, SARASOTA, FL 34239
$569,00063 Days on yellowkey MLS ID: A4690142
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1022 Built: 1952 Tax: $5,683 (2025)Community: Hibiscus Park 1Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,683
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Great Opportunity to own your own Mid Century block built cottage near Sunnyside Park, Arlington Park and Sarasota Memorial Hospital, Or build NEW on the 9681 sq ft lot.... Ready to move right in, this 2 bedroom 1 bath home ...Enjoy the great back yard. AC 2014, Roof 2019.. Hot Water Heater 2020.....Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
5589 CANNES CIR #4-102, SARASOTA, FL 34231
$679,000112 Days on yellowkey MLS ID: A4689088
REDUCED by $40,000 (5.6%) on 05/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1745 Built: 2022 Tax: $7,339 (2025)Community: Phillippi Landings CTownhouse
Taxes:$7,339
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 5589 Cannes Circle—an exceptional waterfront townhome in the gated community of Phillippi Landings, where refined design meets effortless Florida living. Perfectly positioned along Phillippi Creek, this residence offers breathtaking water views and a rare sense of privacy, all just minutes from The Landings Shopping Center, Siesta Key, and downtown Sarasota. This impeccably maintained three-story home features 4 bedrooms, 3 full baths, and a bright, open-concept layout designed for both everyday comfort and entertaining. Soaring ceilings, abundant natural light, and thoughtfully selected finishes create a clean, contemporary aesthetic throughout. The designer kitchen is equipped with solid surface countertops, stainless steel appliances, 42” cabinetry and perfectly appointed island that flows seamlessly into the main living space. Multiple outdoor living areas—including two private lanais—invite you to enjoy the peaceful creek views and lush tropical surroundings. A private elevator provides access to all levels, while the oversized garage offers generous storage for boats, kayaks, beach gear and more. Built with quality and efficiency in mind, the home includes impact-rated windows, energy-efficient systems, LED lighting, and durable finishes such as beautifully maintained engineered wood flooring throughout. Additional upgrades include Moen fixtures, Kohler plumbing features, and professionally designed landscaping within the community. Offered in immaculate, move-in ready condition, this residence is available to purchase furnished for a turnkey experience or unfurnished to suit your personal style—making it an ideal full-time home, seasonal retreat, or turnkey investment opportunity. Furnishings offered separately. Residents of Phillippi Landings enjoy a resort-style lifestyle with amenities including a heated pool, fitness center, dog park, clubhouse, kayak launch, and a scenic boardwalk along the water. The adjacent Phillippi Harbor Club marina offers convenient access for boating enthusiasts. This is a rare opportunity to own a waterfront-facing home in one of Sarasota’s most desirable communities. Call today for a private showing!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Evan Danzig (941-350-1248)
2940 BOUGAINVILLEA ST, SARASOTA, FL 34239
$650,000104 Days on yellowkey MLS ID: A4689977
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1960Monthly Fee: $17 Tax: $6,279 (2025)Community: South GateSingle Family
Taxes:$6,279
Remarks: Stunning, mid-century modern home in highly desirable South Gate with views you must see to believe! If you could have picked one of the best lots in South Gate back in the 1960’s this may have been it. The two-bedroom plus office, two bath home sits on a bluff overlooking a wide portion of Philippi Creek including a large aquatic preserve. You’ll be mesmerized by long, unobstructed views in every direction. A nature lovers delight and absolutely intoxicating. But while location is important, there are many more features in this classic home to consider. Entering through the large foyer you’ll immediately notice beautiful terrazzo floors throughout and a great room with vaulted ceilings. There’s an adjacent dining area off the kitchen and all of these spaces look out through what appears to be a “wall of glass” dedicated to the world class view of flora and fauna. The primary bedroom also has views and access to the back yard and the primary bathroom has been upgraded with a separate tub and walk in shower. The den/office can be made more private with sliding pocket doors and function as a guest bedroom. It even has a dedicated, enclosed patio and garden space. There’s an attached, oversized garage with room for your workshop and a double wide driveway with plenty of parking. While this home has been appropriately updated and improved over the years you’ll find it’s all been done with a great sensibility to the original intent, quality and “hipness” so many are learning to appreciate, again.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
1221 N PALM AVE #106/107, SARASOTA, FL 34236
$800,000165 Days on yellowkey MLS ID: A4682388
REDUCED by $50,000 (5.9%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1593 Built: 1924 Tax: $3,860 (2025)Community: Frances CarltonCondo
Taxes:$3,860
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Tucked inside the historic 1924 Frances Carlton on Palm Avenue, this fully reimagined residence offers something rarely found in downtown Sarasota, the character of a vintage building paired with the comfort of a completely rebuilt interior. Created by combining two residences, the home spans almost 1,600 square feet and lives more like a private apartment than a typical condominium. High ceilings, original arched windows, and defined rooms preserve the architectural charm, while a comprehensive renovation brings the home entirely into the present. You enter directly into a generous, open kitchen, an unexpected feature in a building of this era, designed for daily living and gathering rather than passing through. Custom cabinetry, stone surfaces, Café appliances, and thoughtful lighting create a space that is both refined and welcoming. Plantation shutters throughout soften the natural light while maintaining privacy. The living areas flow naturally toward the sunroom overlooking Palm Avenue, where warm southwest afternoon light fills the space. At the opposite end of the home, the primary suite offers a different experience entirely. Positioned at the rear of the residence, it extends into a second enclosed sunroom overlooking a small garden courtyard. Accessible through the bedroom, this space becomes a quiet retreat, ideal for morning coffee, reading, or a peaceful workspace. The renovation extends well beyond cosmetics. Flooring, kitchen, baths, electrical, plumbing, lighting, and finishes have all been rebuilt, complemented by two new air-conditioning systems and a tankless water heater. The result preserves the building’s architectural soul while providing the reliability of a much newer home. The residence includes in-unit laundry, two assigned secured parking spaces, and access to the community pool within an intimate building of twenty residences. From here, downtown Sarasota is part of everyday life. Florida Studio Theatre, Sarasota Opera, restaurants, cafés, and evening drinks are just one or two blocks away, with the Bayfront and marina a short walk beyond. For those seeking amenities and high-rise living, downtown offers many options. For those seeking charm, history, walkability, and a home that feels genuinely unique, opportunities like this are very rare.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
4134 CENTRAL SARASOTA PKWY #1733, SARASOTA, FL 34238
$249,000173 Days on yellowkey MLS ID: A4681323
REDUCED by $20,000 (7.4%) on 04/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1209 Built: 1998Monthly Fee: $712 Tax: $2,876 (2025)Community: Bella Villino IiiSpa: YesCondo
Taxes:$2,876
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: ** ALL FURNITURE/FURNISHINGS INCLUDED ** Primary residence, second home or Investor Alert! Come see this beautiful 3rd floor unit in the Bella Villino, a sought-after condo complex in the famous Palmer Ranch community in Sarasota! This large unit has high vaulted ceilings, two bedrooms - each with adjoining shower & "garden tub" baths, inside laundry room, and high impact glass windows (hurricane rated) which allow for a light bright condo. The gathering room is HUGE – with multiple sections for various types of seating and the back section is enclosed in glass for a sunroom atmosphere if desired. The countertops in both the kitchen and baths have been remodeled to a white marble look. Bella Villino has a large clubhouse, pool, fitness room, basketball court, racquetball and Tennis. So close to all of Sarasota’s finest attractions such as the Legacy Trail, Potter Park, Costco and too many restaurants to list. Siesta Key – with it’s world famous white sand beach and downtown village attractions is about 15 minutes away. Nokomis Beach and the North Jetty park & recreational area is roughly 20 minutes. Also convenient and a short drive to downtown Sarasota, Main Street, Lido Key, Longboat Key, St. Armand’s Circle and Mote Aquarium.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Julie Larson, Llc (941-284-9826)
7212 N SERENOA DR, SARASOTA, FL 34241
$789,000106 Days on yellowkey MLS ID: O6398816
0 Days Off yellowkey (back on 6/6/2026)
REDUCED by $26,000 (3.2%) on 05/25/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2692 Built: 1993Monthly Fee: $83 Tax: $5,320 (2024)Community: SerenoaSingle Family
Taxes:$5,320
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Rarely does a property combine a premier '18th-hole' vantage point with a completely reimagined, turnkey interior. This Serenoa crown jewel provides breathtaking, unobstructed panoramic views of the fairway and greens from your private, heated pool oasis. Inside, the home feels light and bright boasting a 2022 transformation featuring sophisticated high-end tile, plush designer carpeting, and a crisp, modern color palette throughout. From the morning light hitting the greens to the high-efficiency pool heater (2022) ensuring year-round relaxation, every detail of this residence has been curated for the discerning buyer seeking the ultimate Sarasota golf-course lifestyle. You will enjoy the wildlife from the pool deck and the interior will fill your everyday with abundant natural light. If you are seeking serenity and tranquility, this home is for you, will sell furnished if preferred. Buyer's agents welcome.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
771 JOHN RINGLING BLVD #7, SARASOTA, FL 34236
$529,500333 Days on yellowkey MLS ID: A4663602
REDUCED by $20,000 (3.6%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1965 Tax: $5,888 (2024)Community: Sarasota Harbor EastCondo
Taxes:$5,888
Middle School: Pine View School
Remarks: Direct Waterfront, newly updated 2 bedroom 2 bath end unit with hurricane resistant windows and sliders. Sarasota Harbor East, a premier 55+ maintenance-free community in one of the most desirable bayfront locations in Sarasota! Just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, and directly across from the Sarasota Yacht Club, this community offers an unmatched combination of convenience, charm, and waterfront living. This residence features a fully glass-enclosed lanai—perfect for soaking in the spectacular waterfront views. The unit also comes with a covered parking space plus ample guest parking. Community highlights include: Free boat docks for sailboats or powerboats up to 30’ (first-come, first-serve), heated waterfront pool with stunning bay views, community gas grill and picnic area, secured covered bicycle shed & kayak storage, individual storage bins for residents. With its unbeatable location, Sarasota Harbor East is a rare opportunity to own in one of Sarasota’s most sought-after waterfront communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Janice Melzer Langa (941-404-0802)
5316 CREEKSIDE TRL, SARASOTA, FL 34243
$649,90060 Days on yellowkey MLS ID: A4695087
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2539 Built: 2002Monthly Fee: $82 Tax: $3,756 (2025)Community: Carlyle At Villages Of Palm-AireSingle Family
Taxes:$3,756
Remarks: Welcome to this beautiful home located in the Carlyle subdivision at Palm Aire of Sarasota. This stunning 4-bedroom, 3-bathroom home, complete with a den, offers a harmonious blend of style, comfort, and convenience. Nestled in a prime location, this property provides an unparalleled lifestyle enriched by splendid amenities and easy access to Sarasota's finest attractions. This exceptional home boasts an array of features designed to ensure peace of mind and enhance your living experience: Upgrades include, Hurricane Impact Windows and Sliding Doors: Offering safety and security during Florida's stormy seasons. Security System: Provides an added layer of protection for your family and home. Epoxy Flooring in the Garage: Ensures durability and easy maintenance. Saltwater Heated Pool: Perfect for year-round enjoyment and relaxation. The Roof was replaced in 2019. With 2,538 square feet of thoughtfully designed living space, this home is the ideal retreat for those seeking the Florida lifestyle. The split-plan layout maximizes privacy and functionality, while the inviting eat-in kitchen seamlessly flows into the family room, creating a delightful space for entertaining. Both the family room and the primary bedroom feature sliding doors that open to the pool area, enhancing the indoor-outdoor living experience. The third bathroom also opens to the pool area, making it perfect for guests. The primary suite is large, measuring a generous 20 x 15 feet. It features two spacious walk-in closets and an en-suite bathroom equipped with a separate tub and a large shower, offering a spa-like experience in your own home. Living in Carlyle at Palm Aire means enjoying an active and vibrant community lifestyle. Residents have access to: Private Heated Community Pool, Tennis Court and a Playground. These amenities come with a low HOA fee and no CDD. For golf enthusiasts, membership at the nearby Palm Aire Country Club is available, offering two 18-hole championship courses, Har-Tru tennis courts, pickleball courts, a state-of-the-art fitness center, an Olympic-sized swimming pool, and a beautiful clubhouse. Convenience is at your doorstep with the University Parkway/UTC Mall corridor just a short drive away, offering an array of shopping, dining, and entertainment options. Downtown Sarasota, St. Armand's Circle, and the world-renowned beaches of Siesta Key, Lido Key, and Longboat Key are just 10 miles away, with Anna Maria also within easy reach. Plus, the Sarasota-Bradenton International Airport is just a quick drive away, making travel a breeze. With I-75 only 3 miles away, cities like Tampa, St. Petersburg, and Venice are easily accessible. Don't miss the opportunity to make this wonderful property your next home, where you can enjoy the best of Florida living in the sought-after community of Carlyle at Palm Aire.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jon Buice (941-962-7443)
722 S BLVD OF THE PRESIDENTS #201, SARASOTA, FL 34236
$459,850119 Days on yellowkey MLS ID: O6394979
REDUCED by $19,150 (4.0%) on 06/06/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 657 Built: 1972 Tax: $995 (2026)Community: Chateau VillageCondo
Taxes:$995
Tax Year: 2026
Remarks: Situated on the second story of a 4 unit building within the complex this turnkey Lido Key condo looks and feels like a cozy beach cottage. Enjoy morning coffee on your south facing balcony. Refresh yourself in the beautiful blue Gulf waters at the end of the street then pop over to the adjacent beach bar for lunch, happy hour, or sunset! Walk (or rent a bike) to nearby St Armands Circle and enjoy its myriad of shopping and dining choices - day and night. There's a romantic fireplace (heat optional)for curling up with a good book if we have a cold snap, a full size W/D, lots of closet space, a carport, and (drumroll)..... excellent income potential! Why is the price higher than some? Because of the income potential. The complex is one of the few on Lido Key that doesn't require long term rentals - this allows you to maximize income. It is very popular on Airbnb and VRBO, with many guests returning regularly year 'round. Summer rates for this floorplan are apprx. $240 nt. and Season '27 bookings are $365+ nt.. Upgrades have created a roomy space that adapts well to dual purpose use. While there's a carport, a car isn't really needed to get around the island, and there is a free trolley to/from Whole Foods and adjacent Main Street restaurants and shops, as well as an almost free taxi type service.
8613 SANDPOINT ST, SARASOTA, FL 34240
$3,479,87553 Days on yellowkey MLS ID: A4695779
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3632 Built: 2027Monthly Fee: $632Community: Wild BlueSpa: YesSingle Family
Taxes:$0
Remarks: Under Construction. Perfectly set on a peaceful preserve homesite, this custom Arthur Rutenberg Lago floor plan showcases the exceptional craftsmanship, quality, and attention to detail for which this builder is renowned. Offering 3,632 square feet of thoughtfully designed living space, the residence features three bedrooms, three-and-a-half baths, a private den, bonus room, and expansive great room, creating spaces equally suited for everyday living and sophisticated entertaining. Hurricane-impact windows and doors provide both peace of mind and energy efficiency while enhancing the home's refined architectural appeal. The owner's retreat serves as a private sanctuary, complete with a spa-inspired bath, freestanding soaking tub, and direct access to the lanai. At the heart of the home, the open kitchen showcases abundant workspace, a generous walk-in prep pantry, and seamless connection to the dining and living areas. A wet bar, outdoor kitchen, fireplace, and resort-style pool and spa extend the living experience outdoors, creating the perfect setting for gathering with family and friends. Completing the home is a spacious three-car garage and the enduring quality expected from one of Florida's most respected luxury builders. Located within Wild Blue, Lakewood Ranch's newest luxury community, residents enjoy a maintenance-free lifestyle complemented by an impressive collection of amenities. The Midway Sports Complex offers opportunities for active recreation, while the private residents-only clubhouse features dining, a state-of-the-art fitness center, golf simulator, social gathering spaces, and a vibrant calendar of activities designed to elevate this exclusive lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Katina Shanahan (941-702-0437)
7538 WESTMORELAND DR, SARASOTA, FL 34243
$1,700,00053 Days on yellowkey MLS ID: A4696134
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1730 Built: 1948 Tax: $3,408 (2025)Community: Whitfield Estates Unit 1Single Family
Taxes:$3,408
Remarks: A rare opportunity to create a legacy property along the shores of Sarasota Bay. Set on over half an acre in the heart of historic Whitfield Estates, 7538 Westmoreland Drive offers one of the area’s most compelling waterfront redevelopment opportunities. Framed by breathtaking bay views and unforgettable sunsets, this expansive homesite is where vision, architecture, and lifestyle come together. Westmoreland Drive is widely regarded as one of Whitfield Estates most desirable waterfront streets, where classic Spanish-inspired residences and Old Florida charm are giving way to stunning custom-built bayfront estates. Surrounded by multi-million-dollar homes, this property presents the ideal canvas to design and build the luxury waterfront residence you’ve always imagined. The existing home is being sold for land value, allowing the next owner to unlock the full potential of this exceptional setting. With over half an acre of bayfront property, opportunities of this scale and location have become increasingly difficult to find. Perfectly positioned just minutes from IMG Academy, Sarasota-Bradenton International Airport, downtown Sarasota, world-renowned beaches, waterfront dining, and the vibrant cultural amenities that make Sarasota one of Florida’s most sought-after destinations. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re building your forever home, a family compound, or a signature waterfront estate, this is a chance to secure a premier piece of Sarasota Bay and bring your vision to life. Waterfront homesites of this caliber are few and far between. The next chapter begins here.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Jessie Bonner (941-356-3182)
1829 BOUGAINVILLEA ST, SARASOTA, FL 34239
$4,100,00053 Days on yellowkey MLS ID: A4695800
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4857 Built: 1925 Tax: $13,902 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$13,902
Remarks: Experience the timeless charm and distinctive elegance of this West of Trail luxury cottage, with modern finishes that remain true to its original allure, at 1829 Bougainvillea Street. Occupying three lots, it is nestled gracefully in Sarasota's most cherished neighborhood. Set on a tranquil, tree-lined avenue, moments from vibrant Southside Village, Sarasota Memorial Hospital, and the renowned sands of Siesta Key, this thoughtfully enhanced residence exudes a rare character and allure that newer homes simply cannot replicate. From the moment you step inside, you're captivated by a refined blend of historic charm and contemporary luxury. Rich hardwood flooring, detailed crown moldings, and designer lighting create a warm and refined ambiance throughout the spacious, open-concept layout. Anchoring this home is a beautifully reimagined gourmet chef's kitchen, showcasing high-end stainless steel appliances, luminous granite countertops, bespoke cabinetry, and an expansive island—ideally suited for gatherings both grand and intimate. The luxurious master suite is a serene retreat, illuminated by abundant natural light and offering generous closet space alongside a spa-inspired ensuite with a sumptuous walk-in shower and dual vanities. Additional bedrooms and versatile living areas effortlessly accommodate family, guests, or a tailored home office. Unique to this remarkable residence is the thoughtfully designed separate living quarters, complete with a private entrance, an inviting bedroom, a fully equipped kitchen, and a full bathroom. Ideal for hosting guests, housing extended family, or offering privacy to long-term visitors, these quarters are unique. Outside, the magic only continues—enchanting gardens burst with colorful bougainvillea, and mature greenery surrounds an inviting patio that effortlessly extends the living space outdoors, perfect for sunlit gatherings or quiet moments beneath Sarasota's famous skies. With meticulous care and modern upgrades, including a newer roof, advanced HVAC systems with two newly installed air conditioning units, recently replaced front-facing windows, and fully updated plumbing and electrical infrastructure, this home blends historic character with contemporary convenience, ensuring comfort, efficiency, and peace of mind. 1829 Bougainvillea Street represents more than just a renowned address; it offers a rare opportunity to own a property rich in Sarasota history and charm, distinctively set apart from uniformity and infused with authentic character. Welcome home to an extraordinary residence awaiting your personal story. Its roots run deep into our community. The prior owners have all remained friends to this day, and the resurgence of the modern cottage is now at the forefront of interior design and architecture. This property embodies that trend in a way no other home can. A true one-of-a-kind that will never be replicated.
Listing Agent: Ryan Skrzypkowski (941-328-8307)
1548 GRAND BLVD #109, SARASOTA, FL 34232
$289,90053 Days on yellowkey MLS ID: A4695666
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 1972Monthly Fee: $441 Tax: $2,898 (2025)Community: Forest Pines 01Condo
Taxes:$2,898
Remarks: Check out this handsome opportunity in very poplular Forest Pines! In the Pinecraft area! Awesome open floor plan & everything in the home now stays with the property! 2 bedrooms - 2 bathrooms, plenty of kitchen cabinets, laundry room & lanai! Trucks, golf carts & motorcycles are not allowed. There are restrictions on dogs! Forest Pines offers lawn & grounds care, pool area, covered sitting areas, shuffle board, games, cable TV & more included in your monthly dues! Located not far from several popular locations & things to do; beaches, shopping, resturants, golf courses, numerous parks, Legacy trail, ice cream shop & so much more! For answers to your questions please contact Sentry Management or see associated docs for disclosures & information.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Dean Slabach (574-536-0976)
2653 22ND ST, SARASOTA, FL 34234
$534,900170 Days on yellowkey MLS ID: A4681709
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2014 Built: 1978 Tax: $4,772 (2025)Community: Lenray HeightsSingle Family
Taxes:$4,772
Remarks: Photos available on Sunday! Income-producing property with long-term tenants in place since 2020. This beautifully updated residence offers exceptional flexibility and cash-flow potential, featuring a converted garage that functions as a fully separate living unit with its own kitchen, bathroom, one bedroom, and laundry closet. The home is fully updated and absolutely beautiful inside, showcasing modern finishes, thoughtful upgrades, and a well-designed layout that appeals to today’s tenants and homeowners alike. The additional living unit provides an excellent opportunity for supplemental rental income, multi-generational living, guest accommodations, or a private home office setup. Tenants have maintained the property well and have occupied the home long-term, making this an ideal turnkey investment with immediate income. No HOA or deed restrictions add to the flexibility and appeal. Conveniently located with easy access to shopping, dining, downtown Sarasota, and major roadways. Whether you are an investor seeking a solid income-producing property or a buyer looking for a home with built-in rental potential, this property delivers versatility, value, and opportunity.
Listing Agent: Veronika Serikov (941-780-9564)
5174 MARSH FIELD LN #86, SARASOTA, FL 34235
$289,500116 Days on yellowkey MLS ID: TB8484850
REDUCED by $500 (0.2%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1444 Built: 1981 Tax: $3,593 (2025)Community: Heronmere IiSpa: NoCondo
Taxes:$3,593
Elementary School: Gocio Elementary
Remarks: Welcome to this beautifully updated corner-unit condo in the highly desirable Heronmere II community within The Meadows in Sarasota. Offering 2 bedrooms, 2 bathrooms, and approximately 1,444 square feet of living space, this light-filled residence blends timeless architecture with modern comfort. Designed with an open and airy layout, the home is filled with natural light from multiple exposures, enhancing the spacious living and dining areas. The updated kitchen features ample cabinetry, generous workspace, and large windows—perfect for both everyday living and entertaining. The primary suite offers a private retreat with a walk-in closet and renovated en-suite bath, while the second bedroom provides flexibility for guests or a home office. An enclosed lanai invites you to relax and enjoy peaceful golf course and lush landscape views year-round. Additional highlights include new HVAC with warranty, completely freshly painted, an in-unit laundry room, covered parking, and access to a community pool. Residents of The Meadows enjoy scenic walking trails, mature landscaping, and optional memberships for golf, tennis, and social amenities. Ideally located just minutes from shopping and dining at University Town Center, with convenient access to I-75 and only a short drive to downtown Sarasota’s vibrant arts scene and Gulf Coast beaches, this move-in-ready condo offers the perfect combination of lifestyle, location, and value.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Adam Arucas (813-380-1840)
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$635,000113 Days on yellowkey MLS ID: A4688618
0 Days Off yellowkey (back on 6/5/2026)
REDUCED by $30,000 (4.5%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $8,550 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$8,550
Remarks: One or more photo(s) has been virtually staged. Elevated PENTHOUSE living with breathtaking views. Ready to skip the renovations and some carrying costs? This 11th-floor penthouse-level gem at Regency House is officially “THE ONE”. Spanning 1,424 SF of bright, open space, this 2-bed, 2-bath residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. Inside, a clean, neutral palette creates a move-in-ready aesthetic that complements a variety of design styles. The designer kitchen featuring custom cabinetry and stone surfaces flows effortlessly into an open-concept living area anchored by a custom electric fireplace, perfect for sunset hosting. Retreat to a spacious primary suite with tranquil water views, complemented by a well-sized secondary bedroom ideal for guests or a home office. Both bathrooms have been tastefully updated. A new in-unit washer and dryer add everyday convenience, along with additional in-unit storage closets. Enjoy maintenance-free living with a professional on-site manager and 24-hour concierge, dedicated covered parking, heated community pool and fitness center, club room, and an active social calendar. Ideally positioned on the quiet edge of downtown Sarasota, this residence offers a true world-class lifestyle just moments from Marina Jack, boutiques of Palm Avenue, Opera and Theatre, Whole Foods, and the botanical beauty of Selby Gardens. Whether it's a morning walk through Bayfront Park or a quick drive over the bridge to St. Armand's Circle and Lido Beach, the best of the Gulf Coast is quite literally at your doorstep. Celebrate ease of ownership and peace of mind; in an era where buyers are cautious about condo buildings, Regency House stands apart as a solid choice. This building has completed the Milestone Inspection and Structural Integrity Reserve Study and maintains healthy reserves. To make your transition entirely frictionless, the seller will pay the Special Assessment for the upgraded pool.
Listing Agent: Dana Cook Westmark (941-356-5091)
6703 MIDNIGHT PASS RD #217, SARASOTA, FL 34242
$325,000225 Days on yellowkey MLS ID: A4675087
REDUCED by $24,000 (6.9%) on 04/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 702 Built: 1974 Tax: $4,017 (2024)Community: Sea WindsCondo
Taxes:$4,017
Remarks: Whether you're looking for a vacation home, rental investment property, or year-round residence, this Sea Winds condo offers excellent value in one of Florida's most beloved beach destinations. Embrace island living in this charming 1 bed room, 1 bath second floor highly rentable condo located in the desirable Sea Winds community on Siesta Key. This condo offers the ability to be rented every two weeks with HOA approval needed for longer rentals, making this an investors dream. Just a short stroll from access 12 leading to the world-famous sands of Siesta Beach, shopping and wonderful restaurants await. This inviting residence fully furnished and including a brand new Tempur Pedic King size bed, combines a relaxed coastal vibe with everyday comfort and convenience. There is on-site laundry and a sparkling swimming pool. The community is well-maintained with tropical landscaping. Current assessments included new roof, pool resurfacing and parking lot repaving. Major upgrades to the building complete. No hurricane damage was sustained in this second floor unit. The living area offers a bright and airy layout with a large 50 inch TV. The pull out couch accommodates more sleeping space for your guests. The kitchen offers ample counter space and a dining area perfect for entertaining or casual meals. The spacious bedroom provides a peaceful retreat with generous closet space, while the full bath is tastefully finished in a breezy coastal style. Don't miss this Sea Winds gem. Current owner has intermittent rentals booked through early April and is happy to transfer bookings with closing.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jessica Fabre (973-259-8205)
1035 SEASIDE DR #603, SARASOTA, FL 34242
$4,600,000252 Days on yellowkey MLS ID: A4672418
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2303 Built: 2023 Tax: $43,735 (2024)Community: Ten35 SeasideSpa: YesCondo
Taxes:$43,735
Elementary School: Phillippi Shores Elementary
Remarks: Discover the epitome of luxury living at this stunning beachfront residence, offering an unparalleled blend of modern elegance and coastal serenity. Situated on the penthouse level overlooking the pristine quartz sand of Siesta Key’s Crescent Beach, this exclusive location promises breathtaking Gulf views, stunning sunsets, direct beach access, world class amenities and is perfect for those seeking the ultimate in sophistication and relaxation. Every inch of the 2,562 total square feet of this three bedroom, three and one half bathroom condo has been thoughtfully designed to curate comfort and convenience. The living space, adorned with fetching furnishings and charming décor, offers an open concept with seamless indoor to outdoor integration to the spacious patio and outdoor kitchen with panoramic views of the horizon and when privacy or shade is in order, utilize the advantageous motorized blinds for added comfort. The chef’s kitchen, featuring top of the line cabinetry draped in quartz countertops and state of the art appliances featuring a Wolf gas range, is a masterpiece where inspired coastal cuisine will be a pleasure to create. Preserve your prized wine collection in the attractive wine refrigerator. A true retreat, the luxurious primary suite offers mesmerizing views, a spacious walk-in closet and a spa-inspired ensuite bathroom complete with dual sinks and a glass enclosed shower with multiple shower heads. The two additional bedrooms are generously sized, each offering ample closet space and easy access to elegant ensuite guest bathrooms. From the handsome natural wood flooring to the eye-catching and dazzling light fixtures, this Siesta Key dwelling is intentional in its purpose of granting a tranquil island paradise to you, your loved ones and your furry family members as pets are welcome. For the owner with an interest in income potential, a full service on site rental manage
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
3227 BAYBERRY TER, SARASOTA, FL 34237
$270,00062 Days on yellowkey MLS ID: A4694645
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1324 Built: 1977Monthly Fee: $210 Tax: $2,089 (2025)Community: Oakwood ManorManufactured Home
Taxes:$2,089
Remarks: Oakwood Manor — Where Fun and Friendship Happen Move-In Ready Home in One of Sarasota’s Most Loved 55+ Communities Experience resort-style living in the heart of Sarasota at Oakwood Manor, a beautifully maintained resident-owned 55+ community spanning 90 scenic acres. Enjoy an exceptional and affordable lifestyle with low HOA fees of just $210/ month and no CDD or master association fees. Pride of ownership shines throughout this meticulously maintained 1977-built home offering 2 bedrooms, 2 bathrooms, and 1,324 square feet of comfortable living space. Truly move-in ready, the owners have carefully updated and maintained the home so you can simply unpack and enjoy. Step inside to a spacious, light-filled sunroom surrounded by windows and accented with Plantation shutters — the perfect place to enjoy your morning coffee or unwind with a good book. The large kitchen features ample storage, granite countertops, designer cabinetry, and flows seamlessly into the dining area, creating an ideal layout for everyday living and entertaining. Kitchen Features: Granite countertops Updated kitchen cabinets Refrigerator only 3 months old Dishwasher Stove and microwave Tile backsplash Recent Updates Include: Newer windows A/C replaced in 2017 (3-ton, 14 SEER) Plumbing connected to city tap in 2017 Water heater replaced in 2025 Newer gutters Screened lanai added 2 years ago Whole-house water filtration system Upgraded tie-downs Carport screws replaced Community Amenities: Residents enjoy access to an impressive array of amenities, including: Clubhouse with commercial kitchen and event stage Fitness center Library Heated pool and spacious hot tub Bocce ball and shuffleboard courts Putt-putt golf Pickleball enthusiasts will appreciate being just a short bike ride from the Legacy Trail and its brand-new pickleball courts. This spotless home is ideally situated just steps from the clubhouse, providing convenient access to community activities and social events. Conveniently located near downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and nearby hospitals, Oakwood Manor offers the perfect blend of comfort, convenience, and active Florida living. Please note: no pets, motorcycles, or RVs permitted. Whether you are searching for a seasonal retreat or a full-time residence, this exceptional home is a must-see.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
3131 HEATHERWOOD LN, SARASOTA, FL 34235
$379,00075 Days on yellowkey MLS ID: A4692966
1 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1619 Built: 1980Monthly Fee: $533 Tax: $3,643 (2025)Community: The MeadowsSingle Family
Taxes:$3,643
Remarks: Updated, stylish and easy-living with gorgeous views in The Meadows, a park-like oasis in a phenomenal location. Majestic trees, modernist architecture and a charming covered patio welcome you home. Inside, you’ll love the natural light, luxury vinyl plank flooring, powder-coated banisters, knockdown ceilings with no popcorn, and an open kitchen featuring soft-close shaker cabinetry, Luna Grey quartz countertops, stainless-steel appliances and a breakfast bar. The primary suite offers a relaxing retreat with ample closet space, a dual-sink vanity, a walk-in Roman shower and a cozy private patio. All adorned by beautiful golf course views, a back patio ideal for grilling or unwinding at the end of the day, and a fabulous location just a quarter of a mile to the shopping village. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and an available fitness center, junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, Legacy Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, entertainment and dining destination. Furniture available, maintenance-free, 2021 sealed flat roof, 2017 water heater, 2015 air conditioner, 2014 shingle roof, one-car garage, room for pool and/or extended patio, and above flood plain in Zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
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