Location: Sarasota
Do Not Show Listings
1607 FLOWER DR, SARASOTA, FL 34239
$4,290,000370 Days on yellowkey MLS ID: A4653737
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 4769 Built: 2024 Tax: $16,090 (2024)Community: Harbor Acres Sec 2Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$16,090
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. LOWEST PRICED NEW CONSTRUCTION WEST OF TRAIL HOSPITAL/SOUTHSIDE VILLAGE AREA! Truly a Coastal Classic Modern Masterpiece Located in One of the MOST Sought After Neighborhoods West of the Trail in Sarasota! This Gorgeous HARBOR ACRES Home is NOT your Typical Very Traditional Boring Florida Home! This Home was Built for the Discerning Buyer who Appreciates Modern Art and Design! Every Room is Unique and Designed with Attention to Detail and Gracefully Incorporates the Outside Indoors via Walls with Large Picture Windows. This Amazing Property Features: A MAIN HOUSE w/5 Bedrooms, 5.5 Baths, 2 Master Suites (Up & Down) both w/Zen-like 5-Piece Master Baths w/Whirlpool Soaking Tubs and Separate Showers; Fabulous Great Room w/Soaring Ceilings, Wall Fireplace and Sliders Looking Out to the Aqua Pool and Spa and Tropical Landscape; Extra Flex Room off Kitchen w/Built in Art Niche makes a Perfect Dining Room, Den/Office w/Built-ins, Fabulous Kitchen w/Separate Refrigerator, Freezer & Wine Refrigerator, Luxury Dacor Appliances, Quartz Counters, Designer Kitchen Cabinetry, Pantry, Eating Bar; Media Bonus Room w/Balcony, Laundry Room w/Storage, Open Glass Staircase to Upstairs, Elevator Shaft to All Floors, Porcelain Tile and Elegant Lighting Fixtures throughout, Bosch AC Units, 2 Balconies Upstairs, En-Suite Bedrooms, Powder Room w/Glass Art Sink, Impact Windows and Sliders w/Low E Glass, Oversized 2 Car Garage and an Oversized 1 Car Garage w/Electric Charging Stations, Smart Home w/Fully Integrated Wifi System, Covered Lanai w/Fully Equipped Out Door Kitchen and Fire Pit. A Detached CASITA GUEST HOUSE w/Separate Entrance, Full Bath, Kitchenette and One Bedroom overlooking the Pool Court Yard, Perfect for a Nanny, House Keeper, Teen, MIL or Pool Party Room. The Outdoor Features: Gorgeous 35 Foot Saltwater Pool w/Waterfall, Huge Sun Shelf and Hot Tub Spa; Lush Tropical Landscaping, Tiered Flower Planters, Low Maintenance Yard, Irrigation, Circular Driveway and Privacy Wall. Home was Built nearly 2 FT above the Flood Zone and does NOT Require Flood Insurance. This Never Before Been Lived in Home is Ready and Waiting for It's New Owner! Located just Minutes to Sarasota Memorial Hospital and Medical Center, Morton's Market, Downtown Sarasota, Shopping, Dining, St Armand's and the Best Beaches!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Anne Thomas, Pa (941-993-7700)
5967 BENEVENTO DR, SARASOTA, FL 34238
$425,00044 Days on yellowkey MLS ID: A4691670
1 Days Off yellowkey (back on 6/5/2026)
REDUCED by $20,000 (4.5%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2006Monthly Fee: $416 Tax: $3,214 (2025)Community: Isles Of SarasotaSpa: NoSingle Family
Taxes:$3,214
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2025
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. Experience maintenance-free living in The Isles of Sarasota, with sweeping lake and preserve views. This DiVosta-built (poured-concrete) 2-bedroom, 2-bath pool home offers an open, airy floor plan. Upon entering through the leaded-glass front door, the neutral color palette and abundant natural light offer a warm welcome only enhanced by the flexible, timeless layout. The kitchen layout includes a breakfast bar, granite countertops, wood cabinetry and stainless-steel appliances. The primary suite features tranquil pool and lake views, plus an en-suite bath with dual sinks, a walk-in shower, and a spacious walk-in closet. A split-bedroom design provides privacy with a generous guest bedroom and full bath on the opposite side of the home. Stepping onto the covered porch and screened lanai leads to the private pool which overlooks the lake and nature preserve for a relaxing backdrop. Additional features include high ceilings, a large laundry room with granite counters, Whirlpool washer and dryer, utility sink, paver driveway and walkway, and a two-car garage. Residents of The Isles enjoy exceptional amenities including a clubhouse with card room, fitness center, catering kitchen, geothermal-heated pool, playground, bocce, basketball, pickleball, as well as lighted Har-Tru tennis courts. A full-time activities director coordinating a calendar of events adds a meaningful addition to community life. Ideally located in Palmer Ranch near Siesta Key Beach, the Legacy Trail, golf, and outstanding dining and shopping—this is your opportunity to live the quintessential Florida lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Stacy Hanan (941-266-0529)
4605 STONE RIDGE TRL, SARASOTA, FL 34232
$1,249,000216 Days on yellowkey MLS ID: A4668956
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3488 Built: 1980Monthly Fee: $58 Tax: $6,675 (2024)Community: Hidden Oaks EstatesSingle Family
Taxes:$6,675
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to Hidden Oaks Estates—nestled in one of Sarasota’s most sought-after communities on just under an acre of beautifully maintained property. This exceptional home offers a bright, open-concept design centered around a fully renovated custom kitchen, complete with a striking floating island and a spacious butler’s pantry—perfect for both everyday living and entertaining. The combined living and dining area is warm and inviting, featuring a natural stone wood-burning fireplace and expansive windows that frame serene views of the pool deck. An oversized media or library room with custom built-ins provides the ideal setting for quiet reading or cozy family movie nights. Upstairs, a wood staircase leads to a versatile loft space—perfect as a home office, additional media room, or even an open-concept bedroom, with ample storage. The main-level primary suite has been thoughtfully renovated, offering two walk-in closets and a spa-inspired ensuite with dual vanities, a walk-in rainfall shower, and private access to the pool deck. A separate wing, tucked behind a pocket door for added privacy, includes two generously sized bedrooms and a beautifully remodeled bathroom with dual vanities and a walk-in rainfall shower. Adding to the home’s flexibility is a semi-attached private 400 sq. ft. studio space—ideal for a guest suite, home office, or multigenerational living. This space features its own private entrance, full bathroom, walk-in closet, and direct access to the pool area. The property is equally impressive outside, with a circular concrete driveway leading to a two-car garage finished with new epoxy flooring and modern lighting. A side driveway offers extended parking and access to a 12' x 18' wired workshop shed with garage-door entry, as well as an additional 7' x 11' storage shed. A full well-water irrigation system ensures efficient and cost-effective landscape maintenance. Set on an expansive lot with room for additional parking, storage, or outdoor living enhancements, this beautifully updated residence delivers the perfect blend of comfort, functionality, and style—with plenty of space to grow.
Listing is courtesy of: COPPOLA REALTY GROUP (941-918-4785)
Listing Agent: Heather Kangropool (941-993-6174)
1516 OAK ST, SARASOTA, FL 34236
$1,775,000128 Days on yellowkey MLS ID: A4680208
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 2416 Built: 1969 Tax: $5,325 (2025)Community: Grosvenor Park SubSingle Family
Taxes:$5,325
Middle School: Booker Middle
Remarks: In the heart of desirable Burns Court in Sarasota, stands a captivating European-inspired Florida home. This DUPLEX offers a two bedroom, two bath residence downstairs and a three bedroom, three bath upstairs. 1516 Oak Street offers the unique advantage of downtown walkability coupled with the privacy of a fully fenced, meticulously landscaped yard adorned with native plants. This residence provides an ideal alternative to condominium living, granting residents exclusive private outdoor space for themselves and their pets without the financial burden of monthly condominium fees. Indulge in the sun on the expansive upstairs balcony or unwind on the shaded patio. Prepare delectable charcuterie boards in the well-appointed kitchen, perfect for hosting happy hour gatherings, dinner parties, garden parties, or brunches. Each restful bedroom is equipped with an ensuite bathroom, ensuring privacy and convenience. Situated conveniently near the Saturday Farmers Market, a variety of local restaurants, and the Sarasota Bayfront, this exceptional property offers unparalleled potential. Currently arranged as a fully furnished duplex, it also presents remarkable versatility as a family compound, an income-generating investment, or a potential conversion into a spacious single-family home. The owner has invested significantly in high-quality upgrades to ensure the home’s move-in readiness, including: - A new metal roof installed in 2022 - A replaced sewer line and relined pipes in 2023 - New windows, updated electrical systems, and a new air conditioning unit completed in 2025 - A well for irrigation to maintain the lush landscaping - Natural gas connection - Off street parking for 4 cars and a storage shed - Completely fenced yard and landscape lighting. Furthermore, due to the property’s DTE zoning, there is potential to add another structure on the site, expanding the possibilities for future development. Selling turnkey furnished and ready to rent if desired. Experience a remarkable lifestyle in Burns Court. Schedule a private tour today.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
5316 CREEKSIDE TRL, SARASOTA, FL 34243
$649,90016 Days on yellowkey MLS ID: A4695087
0 Days Off yellowkey (back on 6/6/2026)
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)
3170 EDEN MILLS DR, SARASOTA, FL 34237
$369,50028 Days on yellowkey MLS ID: A4693888
5 Days Off yellowkey (back on 6/6/2026)
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1255 Built: 1963 Tax: $1,964 (2025)Community: Lake RidgeSingle Family
Taxes:$1,964
Elementary School: Tuttle Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. Charming block home in Sarasota featuring 3 bedrooms and 1.5 bathrooms with a 1-car garage and numerous recent updates throughout. This well-maintained property offers ceramic tile throughout the main living areas and new luxury vinyl plank flooring in the bedrooms. The kitchen has been refreshed with a new stainless steel sink and faucet, along with updated appliances including a washer, dryer, microwave, range, and new dishwasher. The primary bathroom has been updated with a refreshed bathtub and tile work. Additional interior features include new blinds, and a few brand new window panels installed. Major system upgrades provide peace of mind, including a 2026 new roof with warranty, 2026 new electrical panel with warranty, new AC system with new coil and compressor, and a new UV light system with a 10-year warranty. The water heater was replaced in November 2018, and the home retains original copper/PVC plumbing in mint condition. Outside, enjoy the fully fenced in private pool area and an outdoor shed for additional storage. Conveniently located in Sarasota, this solid block construction home combines comfort, functionality, and valuable recent improvements.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Rachel Metcalfe (941-587-5975)
844 MAGELLAN DR, SARASOTA, FL 34243
$663,000116 Days on yellowkey MLS ID: A4682852
REDUCED by $10,000 (1.5%) on 06/06/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2479 Built: 1952 Tax: $4,981 (2024)Community: Whitfield EstatesSpa: NoSingle Family
Taxes:$4,981
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: The neighborhood you live in is as important to your lifestyle as the home you select. Whitfield Estates is reminiscent of days gone by. Over 100 years old, it feels like a true neighborhood, with dogwalkers, joggers and smiling faces always ready with a warm and welcoming greeting. Without the constraints of an HOA there is a live and let live atmosphere. The rules and regulations are minimal, enforced by Manatee County and should be read by all prospective buyers. The voluntary neighborhood association is a mere $40.00 annually and provides you with 6 meetings a year, community events and a dining card that may be used at the Sara Bay Country Club. Perfectly positioned on a generous corner lot with a backyard that overlooks the 14th green and 15th Tee box, your privacy is assured. This property offers rare privacy and additional green space that enhances a relaxed and peaceful existence. The pavered driveway is large enough for visitors to easily park and once you step inside, you’ll immediately notice how much larger the home feels than its square footage suggests. The open plan living room has a propane fireplace and can be configured to suit your lifestyle. The dining area can host a dinner for 12 or more or can serve as a small, intimate eating area providing more space for reading and television nooks. The bright, open split floor plan and sliders create an airy, spacious ambiance that allows for indoor/outdoor living and entertaining. The home has a rambling, family friendly layout and more closets and storage space than you could ever need. There are two primary ensuite bedrooms as well as a mother-in-law suite with a private bathroom. The oversized garage and inside laundry room are in addition to the golf cart garage that leads straight out to the course. The screened lanai boasts a heated pool and covered entertainment area with a fenced dog run to the side. A shed is tucked away on the other side that can house your pool equipment and lawn tools. The roof was replaced in 2019, the electrical panel in 2016, one A/C unit in 2007 and the second in 2016. The home has been lovingly maintained and painted in subtle colors. It is move-in ready and just waiting for you to enjoy.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Marnie Matarese (941-809-8099)
8613 SANDPOINT ST, SARASOTA, FL 34240
$3,479,8759 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)
3942 HAMILTON CLUB CIR #13, SARASOTA, FL 34242
$1,349,0009 Days on yellowkey MLS ID: A4696120
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2691 Built: 1997 Tax: $10,009 (2025)Community: Hamilton ClubSingle Family
Taxes:$10,009
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Siesta Key, exclusive gated community of only 18 homes with Marina, pool and tennis all within a private, lush, tropical paradise . Walking paths around the lagoon as well as the beautiful Marina make Hamilton Club a truly unique lifestyle. Inspired by the architcture of Bermuda with its close ties to 17th Century Great Britian is recognised by its striking pastel colored walls and "welcoming arms" staircases . Very close to the Village and Beach , yet equally convenient to Downtown . This sophisticated townhome has been completly renovated with fine finishes , wood and stone prevail with architectural beauty . Soaring ceilings bring in the most elegant lighting . The kitchen with its sweeping bar of magnificent granite can accomodate a large party-open to the Great Room , it is both sleek and inviting .Premium appliances include Miele, Bosch , GE and KitchenAid .Expansive counter space , built in shelving and a variety of pantries and drawers add to the incredible functionality. The Great Room with 20 foot ceilings opens to the screened balcony with a charming view of the lagoon and pool area . The primary bedroom is enhanced by the stunning view of treetops and is all the more cozy for having its own fireplace . Impact rated windows and a metal roof combine to make this solid structure weather worthy . On the ground floor , in addition to the oversized two car gargage is a climate controlled bonus room which opens to the ground floor lanai . Boating , swimming , tennis and walking paths , within a private and peaceful environment close to everything -that is the Hamilton Club .
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Barbara Dumbaugh (941-349-3444)
7538 WESTMORELAND DR, SARASOTA, FL 34243
$1,700,0009 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)
263 CRYSTAL WATERS DR, SARASOTA, FL 34240
$3,178,6559 Days on yellowkey MLS ID: A4696083
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3632 Built: 2026Monthly Fee: $710Community: Wild BlueSpa: YesSingle Family
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Model Leaseback Opportunity. Experience an elevated lifestyle in this professionally designed fully-furnished Lago model by Arthur Rutenberg Homes. Showcasing sophisticated interiors, curated finishes, and impeccable attention to detail, this stunning Lago floor plan combines timeless style with modern comfort. Offering 3,632 square feet of thoughtfully designed living space, the residence features three en-suite bedrooms, three-and-a-half baths, a private den, bonus room, and expansive great room, creating a seamless blend of luxury and livability. Hurricane-impact windows and doors provide peace of mind while enhancing the home's refined architectural character.Every space has been expertly crafted and beautifully furnished to create an elevated living experience. The owner's retreat serves as a private sanctuary, complete with a spa-inspired bath, freestanding soaking tub, and direct access to the lanai. Each guest suite enjoys the privacy of its own bath, while the open-concept kitchen features a generous walk-in prep pantry and effortless connection to the dining and living areas. Designed for both intimate gatherings and grand entertaining, the home also offers a wet bar, outdoor kitchen, fireplace, and a resort-style pool and spa. A spacious three-car garage and the renowned quality and craftsmanship of Arthur Rutenberg Homes complete this extraordinary residence. 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. List price reflects a 24-month leaseback totaling $352,800 and includes a $258,000 pool package incentive.
980 CHARLOTTE AVE, SARASOTA, FL 34237
$375,0009 Days on yellowkey MLS ID: A4696068
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 839 Built: 1962 Tax: $3,966 (2025)Community: Robin Hood WoodsSingle Family
Taxes:$3,966
Elementary School: Alta Vista Elementary
Remarks: CHARMING COTTAGE JUST 2 MILES FROM DOWNTOWN SARASOTA Nestled on a peaceful street, this well-loved cottage offers the perfect blend of comfort and convenience. Featuring numerous updates, including a NEW ROOF, screened-in lanai, water heater, and waterproof vinyl flooring, this TURNKEY home is move-in ready. The windows were replaced in 2011, and plumbing was jetted and lined under the house in 2012. This property is perfect for 1st time homeowners, Air BnB, an investor, etc. Located less than half a mile from the Legacy Trail, you can easily bike to vibrant downtown Sarasota or explore the nearby Pinecraft area, famous for its charming markets, coffee shops, and restaurants. A short drive takes you to the stunning Siesta Key and Lido Beach, known for their pristine sand and breathtaking ocean views. Whether you're seeking a peaceful retreat or a vacation home, this delightful cottage is the ideal spot in Sarasota.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Anna Martin (941-539-6601)
407 N POMPANO AVE, SARASOTA, FL 34237
$349,0008 Days on yellowkey MLS ID: A4695772
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1651 Built: 1955 Tax: $3,010 (2025)Community: Avion OfSingle Family
Taxes:$3,010
Remarks: *This is the One!*Well maintained 3bed home located on a double lot*Fenced in backyard features an open inground pool*1 car garage*Central location to access schools, restaurants, shopping, medical centers, I-75, beaches and entertainment options galore*
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
1829 BOUGAINVILLEA ST, SARASOTA, FL 34239
$4,100,0009 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 is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
541 S WASHINGTON DR, SARASOTA, FL 34236
$4,300,0009 Days on yellowkey MLS ID: A4695620
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3395 Built: 1957 Tax: $48,030 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$48,030
Remarks: For Those Who See Home as an Expression of Art. 541 S Washington offers a rare blend of architectural character, quality craftsmanship, and waterfront living. Beautifully renovated to reflect the enduring principles of Mid-Century Modern design, where clean lines, natural light, and a connection to the outdoors shape the living experience. Set on 75 feet of canal frontage along prestigious South Washington Drive, just moments from St. Armands Circle, Lido Beach, and downtown Sarasota. From the moment you enter, expansive folding glass doors frame the water beyond. A striking gas fireplace anchors the main living spaces, while thoughtfully proportioned rooms balance openness with comfort. Offering four bedrooms, four-and-a-half baths, and a flexible bonus space, the 3,395-square-foot floor plan was designed for easy every day living. At the center of the home, a custom Poliform kitchen with premium Miele appliances combines clean design with exceptional functionality. The primary suite serves as a private retreat, complete with a spa-inspired bath and outdoor shower. Throughout the residence, the current owners have also enhanced the property with Control4 home automation, security system, new HVAC system, instant-on hot water heaters, whole-home water treatment, Icynene insulation, and a reinforced roof with tiedowns. Outside, curated tropical landscaping creates privacy around the heated saltwater pool. Multiple outdoor living spaces, including an expansive balcony and rooftop deck, provide beautiful settings for sunset views, while a private kayak launch offers direct access to Sarasota's waterways. A distinctive waterfront residence in one of Sarasota's most sought-after island neighborhoods, inspired by timeless design and a connection to the water. Inquire with the listing agents for a complete list of updates and to schedule your private showing.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keith Kleppinger (941-525-2937)
1216 34TH ST, SARASOTA, FL 34234
$375,0009 Days on yellowkey MLS ID: A4695350
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 2004 Tax: $3,840 (2026)Community: North Riverside ParkSingle Family
Taxes:$3,840
Elementary School: Bay Haven Sch of Basics Plus Elementary
Tax Year: 2026
Remarks: Looking for a fantastic investment opportunity, or your new family home, look no further. This stunning three bedroom, two bath ranch-style home nestled in the Bayou Oaks community offers an open floor plan with high ceilings, and updated flooring. The ranch-style front porch could be great for outdoor entertaining and relaxation. The large beautiful fenced back yard is an open canvas allowing space to add a grill, outdoor furniture, patio deck, and or a pool. This Sarasota property is in a prime location, making it the perfect choice for savvy investors, or future first time home owners. If you're looking to add a valuable asset to your portfolio this home is sure to attract top-notch tenants and generate impressive rental income. Conveniently located around the corner from a community park, and a community garden. Also located minutes from several parks, shopping, dining, boat ramp and Longboat Key Beach. Don't miss out on this incredible opportunity to own a piece of prime Sarasota real estate. Contact me today if you have any questions, or would like to schedule a tour today.
Listing Agent: Crystyn Cramer (941-284-4961)
1186 WESTWAY DR, SARASOTA, FL 34236
$1,700,000151 Days on yellowkey MLS ID: A4678121
3 Days Off yellowkey (back on 5/11/2026)
REDUCED by $150,000 (8.1%) on 04/28/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2984 Built: 1957 Tax: $21,576 (2025)Community: Lido CSpa: NoSingle Family
Taxes:$21,576
Remarks: An idyllic island getaway in a coveted Lido Shores location with unobstructed Gulf views and nearby access to the residents-only private beach, this chic contemporary home offers a spacious open layout and excellent indoor-outdoor flow with the convenience of single-level living. With the feel of a private resort, the home boasts thoughtful design features that are both elevated and relaxed, from the dramatic covered double-door entrance to the wood-beamed ceiling in the living room, wide plank floors throughout, louvered window coverings, and walls of glass that showcase exotic foliage. Meticulously renovated in 2025, nearly 3,000 square feet of brightly lit interior space opens seamlessly to a fully enclosed rear terrace with a pool, creating an open-air extension of the living space while preserving privacy. Glass doors and oversized windows showcase a connection to the tropical landscape at every angle. The front living room, with warm-toned wood accents and a cozy electric fireplace, enjoys sight lines to the rear terrace and pool on one side and through the glass front doors to the beach on the other side. Past the front living room, a linear kitchen provides plentiful counter and storage space, with premium stainless-steel appliances and counter seating adjacent to the central spacious dining area. Opposite the kitchen, a second living room overlooks the pool through a full wall of sliding glass doors, and beyond it, yet more shared living space extends the terrace access and offers flex space as a game room, media den, and more. Poised for full-time or seasonal living, this home is an exceptional opportunity to acquire a family vacation retreat or investment property where the sense of chic island comfort cannot be overstated. Lido Shores is enviably located between the bustling hub of St. Armands Circle and the southern end of Longboat Key, with ready access to the Longboat Key Club, shopping, dining, and the cosmopolitan amenities of Downtown Sarasota. Beyond its natural beauty, this island enclave is renowned for its concentration of mid-century and modern homes from acclaimed architects including Paul Rudolph and Ralph Twitchell. Residents of Lido Shores enjoy exclusive access to a private beach through a secure gate, with a covered pavilion for entertaining and resident-only events that strengthen the close-knit nature of the community.
Listing Agent: Lisa Morris, Pa (941-544-3332)
1576 FAWNWOOD CIR, SARASOTA, FL 34232
$369,999306 Days on yellowkey MLS ID: N6140061
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1391 Built: 1990Monthly Fee: $45 Tax: $3,771 (2024)Community: Deer HollowSpa: NoSingle Family
Taxes:$3,771
Elementary School: Gocio Elementary
Remarks: Only Home for sale in this highly sought after Neighborhood! Vaulted Ceilings up to 12 feet by front door. Complete with Radiant Barrier in attic for additional savings on cooling, new AC is still under warrantee. 3 possibly 4 BEDROOM residence Extremely Viable rental portion could converted with a yet to be converted private entrance Extravagance can be reasonably priced in this tranquil neighborhood. Beautifully updated Deer Hollow Unit 4C home situated on a secluded Family oriented Circle with only limited traffic yet is minutes away from I75, Boasting 3 or possibly 4 bedrooms and 2 baths, this 1990-built residence features an oversized two car garage, a newer roof (2018), and pristine interiors perfect for entertaining. The sun-drenched wide open kitchen dazzles with unique custom epoxy countertops, ample storage in its cabinets and pantry, while the elegant and spacious master suite Over 15 feet in diameter, offers a luxurious escape with your own en suite bathroom, featuring glass-door shower and dual sinks. Imagine morning coffee on the well-manicured lawn, framed by a gorgeous landscaped path, or unwinding in the fenced backyard with a cozy firepit to enjoy with friends. Just steps from the front door, the community tot lot beckons for family fun, while nearby University Town Center Mall, Benderson Park’s boat races, and Siesta Key’s sandy shores await. With art museums, golf, and adventure courses at your fingertips, this is the family home you’ve been dreaming of. Visit today and schedule a showing! I've verified FHA FINANCING IS ASSUMABLE consult with your mortgage professional for details.
Listing is courtesy of: AGGRESSIVE REAL ESTATE (941-468-3605)
Listing Agent: Brennan Mccarthy (941-468-3605)
4233 BOSWELL PL, SARASOTA, FL 34241
$435,00027 Days on yellowkey MLS ID: A4693963
REDUCED by $14,900 (3.3%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2185 Built: 1977Monthly Fee: $25 Tax: $3,226 (2025)Community: Bent Tree VillageSingle Family
Taxes:$3,226
Remarks: This is the One! Spacious and full of potential, this 3 bedroom / 2 bath home offers a 2-car garage and is tucked away on a quiet cul-de-sac in a welcoming neighborhood with a true community feel*Recent updates provide added peace of mind, including a new electrical panel installed in 2022 and a new water heater installed in 2025*The exterior was freshly painted in 2021, enhancing the home’s curb appeal and overall charm*privacy backyard — perfect for entertaining, pets, family gatherings, or simply relaxing in your own private outdoor setting. Mature fruit trees including orange, lemon, and grapefruit trees add to the Florida lifestyle feel and provide fresh fruit right from your backyard*With generous square footage, a desirable layout, and a peaceful cul-de-sac location, this property offers endless possibilities for comfortable living and entertaining. Conveniently located near shopping, dining, parks, and everyday amenities, this home checks the boxes for space, privacy, and location*Schedule your private showing today*
2653 22ND ST, SARASOTA, FL 34234
$534,900126 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)
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