Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
344 W ROYAL FLAMINGO DR, SARASOTA, FL 34236
$6,850,00035 Days on yellowkey MLS ID: A4693231
1 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4344 Built: 1998Monthly Fee: $108 Tax: $51,269 (2025)Community: Bird KeySpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$51,269
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Open bay sunsets, deep water access, and timeless coastal architecture define this exceptional Bird Key waterfront residence. Positioned on a quiet cul-de-sac along Sarasota Bay, this extensively updated bayfront home offers panoramic open water views, refined living spaces, and direct Gulf access with no fixed bridges. With approximately 100 feet of waterfront frontage and a new dock completed in 2023 accommodating up to a 60-foot vessel, the property is ideally suited for both motor yachts and sailboats while embracing Sarasota’s boating lifestyle. Inside, the residence balances warmth and scale with expansive living spaces, detailed millwork, and a thoughtful floor plan designed for both everyday comfort and entertaining. Beautiful renovations throughout have created a move-in ready environment, including a completely remodeled primary bedroom and bath, a full kitchen renovation in 2023 featuring Sub-Zero and Viking appliances, updated second-floor bathrooms, redesigned TV room with custom fireplace and cabinetry, and a temperature-controlled 140-bottle wine wall and bar installation. Walls of hurricane-rated Pella windows and sliding doors frame open bay views while allowing natural light to move throughout the interiors. Marble, wood, and carpeted flooring, custom cabinetry, wood-paneled accents, and integrated audio systems contribute to the home’s tailored yet inviting atmosphere. Additional upgrades include a replaced seawall, resealed and painted roof, fresh exterior paint, replaced garage doors, sealed driveway, instantaneous hot water system, and updated air conditioning systems. Outdoor living is centered around sweeping sunset views, expansive waterfront terraces, and the privacy of a generously sized homesite within Bird Key. Residents enjoy immediate access to downtown Sarasota, St. Armands Circle, Lido Beach, Bird Key Yacht Club, and the area’s renowned dining, shopping, and cultural attractions while returning home to the quiet character of this residential island community. A beautifully maintained bayfront residence offering exceptional boating access, open water views, and a location that remains one of Sarasota’s most desirable waterfront settings. Private showings available by appointment.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Gigi Silverberg (941-993-3695)
4131 PRUDENCE DR, SARASOTA, FL 34235
$289,90033 Days on yellowkey MLS ID: A4693475
0 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1145 Built: 1966 Tax: $1,675 (2025)Community: Kensington ParkSingle Family
Taxes:$1,675
Elementary School: Gocio Elementary
Remarks: ***More pictures on Monday. This 2 bedroom /2 bath single family home with one-car garage, shed and lanai, is located in Kensington Park and is a rare find! Kitchen has Formica counter tops with raised white cabinets and double bowl sink with stone back splash. Hall bath has tub/shower newer vanity and tile floors, luxury Vinyl Plank flooring throughout home. Hurricane impact windows and lanai. Kensington Park in the heart of Sarasota minutes from University Town Center Mall, Sarasota International Airport, downtown Sarasota, Gulf beaches and close to I-75.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Kenneth Cowles (941-954-4443)
3825 PARKRIDGE CIR #1-202, SARASOTA, FL 34243
$231,00049 Days on yellowkey MLS ID: A4691818
0 Days Off yellowkey (back on 5/20/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1036 Built: 2005Monthly Fee: $411 Tax: $1,333 (2025)Community: ParkridgeCondo
Taxes:$1,333
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Welcome to 3825 Parkridge—where smart updates, clean design, and an unbeatable location come together in one of the best values in the community. This second-floor 2-bedroom, 2-bath condo offers 1,036 square feet of thoughtfully designed living space and is completely move-in ready at $231,000. Inside, the home lives larger than expected. Luxury vinyl flooring runs throughout, and the remodeled kitchen features stainless steel appliances, updated fixtures, and a standout hidden pantry seamlessly built into a shelved wall—adding storage without sacrificing style. A glass wall between the dining area and stairwell brings in natural light and opens the space in a way that noticeably elevates the feel of the home. The primary bathroom has been fully updated with a clean, modern finish, new hot water tank installed 2025 and a new garage door opener is already in place—one more detail handled for the next owner. Ownership here is straightforward. The HOA covers the essentials, including pool, exterior maintenance, water, sewer, basic cable, trash and grounds, allowing for a low-maintenance, predictable lifestyle. Parkridge itself is gated, well-maintained, and established, with a heated pool and scenic lake views throughout. Location is where this property truly separates itself. Just off University Parkway, you’re minutes from UTC, Whole Foods, Detwiler’s Farm Market, and Publix, with downtown Sarasota, Siesta Key, Lido Key, and the Sarasota-Bradenton airport all within easy reach. For buyers looking for something updated, well-located, and easy to own—without stretching the numbers—this is a smart, compelling option. Ideal as a primary residence, seasonal retreat, or investment. Easy to show.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Mary Jo Lobrutto (941-303-0449)
2893 SANDRINGHAM PL, SARASOTA, FL 34235
$575,00040 Days on yellowkey MLS ID: A4692765
4 Days Off yellowkey (back on 5/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2325 Built: 1990Monthly Fee: $700 Tax: $3,853 (2025)Community: Sandringham PlaceSpa: NoSingle Family
Taxes:$3,853
Remarks: Under contract-accepting backup offers. This well-maintained single-story home in Sandringham Place offers a comfortable and practical layout within the established Meadows Country Club community in Sarasota. Built in 1990 with durable masonry construction and a concrete tile roof, the home features 3 bedrooms and 2 bathrooms across 2,325 square feet of living space, designed around an open floorplan that feels bright and functional. The main living areas feature high volume ceilings and a natural flow between the great room, kitchen, and dining space. A focal point of the great room is the wood-burning fireplace, while the kitchen includes a breakfast area and easy access to the main living spaces, making it suitable for both everyday living and casual entertaining. The primary suite includes practical features like dual sinks, garden tub, & separate shower, along with a spacious walk-in closet. Two additional bedrooms give flexibility for guests, family, or workspace needs. One of the property’s standout features is its beautiful pool that overlooks both a lake and the golf course and also provides stunning sunset vistas! The outdoor space is large enough to accommodate dining and relaxation adding to the overall atmosphere. Residents have access to The Meadows Community Association amenities, including The Nest lifestyle center and 14 miles of trails, with optional memberships available for golf and tennis. Located on a 0.247-acre lot, with over 100 feet on the golf course, the property presents a solid option for buyers looking for a well-kept home with water views and low-maintenance living in a central Sarasota location near UTC and local parks.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Marcia Mclaughlin (941-726-1536)
430 KUMQUAT CT #410, SARASOTA, FL 34236
$1,774,000380 Days on yellowkey MLS ID: A4654605
0 Days Off yellowkey (back on 6/2/2025)
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1745 Built: 2025 Tax: $17,000 (2024)Community: Villa BalladaCondo
Taxes:$17,000
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Under Construction. Remember the days of super low rates? Developer is now offering low rates! Special buydown rates are available only until June 30, 2025! Contact your real estate advisor for further detail. Introducing Villa Ballada – the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants +Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group - Zahrada and Zahrada 2, just a half block away. Villa Ballada is now offering two-car capability inside secure garage. There are 22 residences and two retail units presenting an unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with lifestyle all on one level. Wide-open foyer, spacious designer kitchens with breakfast bar, and welcoming dining and living rooms are the main features in all 21 designs. In this spacious #410 split plan condominium with three bedrooms and three-and-a-half baths, there is a spacious 16-foot-long balcony facing west overlooking the delightful swimming pool and courtyard which will be ideal to cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. Award winning architecture, But in the end, the architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rule the day. You must come experience Villa Ballada as you won't be disappointed. Remember we are only four blocks from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $1,030,600 to $2,264,000 with two-, three- and four-bedroom designs. Completion dates - September 2025. See you soon. Low HOA fee includes insurance, management fees, building maintenance, manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control. Contact us for your private tour.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
1155 N GULFSTREAM AVE #306, SARASOTA, FL 34236
$1,695,00068 Days on yellowkey MLS ID: A4689553
REDUCED by $54,000 (3.1%) on 05/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2017 Tax: $13,593 (2025)Community: Vue Sarasota BaySpa: YesCondo
Taxes:$13,593
Remarks: Stunning Sarasota Bay and Marina Jack views, combined with newer construction, make this residence at The VUE a standout opportunity in downtown Sarasota. Ideally positioned, this luxury condominium offers exceptional walkability just steps from premier dining, shopping, and cultural attractions. Designed to live like a true three-bedroom home, the den has been thoughtfully enclosed with a door and custom Murphy bed—ideal for guests or a private office. A private elevator foyer welcomes you into a bright, open living space where expansive impact-rated sliders frame unobstructed water and city views along with spectacular sunsets. Immaculate interiors showcase porcelain tile throughout the main living areas, while engineered hardwood flooring adds warmth to the primary and second bedrooms. In the primary suite, a custom walk-in closet with built-ins is complemented by an additional reach-in closet, offering excellent storage and organization. The sleek, modern kitchen blends style and function with premium stainless-steel appliances, an induction cooktop, Nolte European cabinetry, and Culligan water treatment at the sink. Everyday convenience is enhanced by a utility room featuring an LG washer/dryer tower and additional storage. Residents enjoy a full suite of amenities including a resort-style pool and spa, state-of-the-art fitness center, rooftop dog park, concierge, valet service, and secure building access. Included with the residence are two garage parking spaces and a private storage unit. Sharing a coveted downtown location alongside the Ritz-Carlton and The Westin—home to its popular rooftop bar—this address offers unmatched access to Sarasota’s vibrant lifestyle. From here, the iconic Ringling Bridge is easily walkable without crossing major roads, making it simple to enjoy the scenic waterfront any time of day. An exceptional combination of luxury, location, and breathtaking views.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mackenzie Longueuil (941-961-4023)
750 N TAMIAMI TRL #307, SARASOTA, FL 34236
$400,000138 Days on yellowkey MLS ID: A4680305
3 Days Off yellowkey (back on 5/19/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 810 Built: 2001 Tax: $4,356 (2025)Community: Renaissance 1Condo
Taxes:$4,356
Remarks: Under contract-accepting backup offers. Newly renovated, right across from “The Bay” the signature park along Sarasota Bay. Enjoy sunsets from both rooms. Balcony with 100% privacy! New vinyl flooring - except bathroom with new porcelain tile. Custom kitchen with wooden dovetailed cabinets and soft close hardware. Work station sink. Quartzite countertops with book-matched waterfall. New LG stainless steel appliances. Counter depth refrigerator with ice/water, induction range with convection and air fry. Recessed dimmable LED lights. Bathroom with walk in shower and back jets, sleek one piece dual flush toilet, 60 inch vanity with soft close hardware. Back and front lit dimmable mirror with anti fog function. New interior doors. Freshly painted. New layout with open kitchen/living area and an almost 12 feet bedroom closet! Covered parking on the unit's level. Splendid lobby, 24/7 staffed. On-site mgmt, clubrooms, business center, gym, theater, bicycle storage. Walkability to near by restaurants, the bay and downtown (0.5 miles).
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Mark Baumgarten (941-323-5855)
750 N TAMIAMI TRL #1116, SARASOTA, FL 34236
$495,000334 Days on yellowkey MLS ID: A4659374
1 Days Off yellowkey (back on 5/19/2026)
REDUCED by $5,000 (1.0%) on 04/21/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1120 Built: 2001 Tax: $6,467 (2024)Community: Renaissance 1Spa: YesCondo
Taxes:$6,467
Remarks: Welcome to Renaissance, where city sophistication meets relaxed coastal living. Perched on the 11th floor of one of Sarasota’s most sought-after addresses, this 2-bedroom, 2-bath condo offers beautiful city views, a thoughtfully laid-out open floor plan, and balcony space perfect for morning coffee or a sunset cocktail. Inside, the home features a classic kitchen with light wood cabinetry, tiled flooring, and an updated backsplash, all of which are maintained in pristine condition. The adjacent dining and living areas are bathed in natural light, highlighted by neutral tones and elegant crown molding that add to the inviting ambiance. The primary suite features a spacious en-suite bath and ample closet space, with a split-bedroom layout that provides privacy for guests. An in-unit laundry room adds convenience to everyday living. Renaissance offers exceptional resort-style amenities including 24/7 security, two guest suites, a heated pool and spa, fitness and aerobics centers, hot rock saunas, massage rooms, a club room with fireplace and TV, a business center, media room, library, conference space, outdoor grilling area, and Wi-Fi throughout the lobby. HOA fees cover cable, internet, water, sewer, and trash. Just outside, The Bay Park, currently featuring free yoga, live music, and community events, sits across the street, along with Van Wezel Performing Arts Center, Publix, Whole Foods, downtown shopping, dining, theaters, and more. The beach is just a short 10-minute drive away. Whether you're seeking a full-time residence, seasonal getaway, or investment opportunity in Sarasota’s vibrant downtown core, this beautifully maintained condo delivers the perfect blend of comfort, convenience, and location.
Listing is courtesy of: HUNT BROTHERS REALTY, INC. (941-388-7017)
Listing Agent: Tamara Logan (941-323-2533)
4581 KINGSMERE #29, SARASOTA, FL 34235
$289,90034 Days on yellowkey MLS ID: A4692855
0 Days Off yellowkey (back on 5/19/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1212 Built: 1987 Tax: $3,933 (2025)Community: KingsmereSpa: NoVilla
Taxes:$3,933
Remarks: Ideally positioned on the golf course, the home enjoys tranquil views of lush fairways and greens, creating a peaceful backdrop for everyday living. Inside, you'll find a bright, open floor plan enhanced by soaring cathedral ceilings, and abundant natural light. The spacious living and dining areas flow seamlessly, perfect for both relaxing and entertaining. The updated kitchen features modern cabinetry, sleek granite countertops, and ample storage, opening to the main living space for easy interaction. Step out to the enclosed lanai-an ideal spot to enjoy morning coffee or unwind while taking in serene golf course views. The primary suite offers a private retreat with a walk-in closet and en-suite bath, while the guest bedroom provides comfort and privacy for visitors, Additional highlights include an attached garage, interior laundry, and maintenance-free living. Residents of Kingsmere enjoy access to a community pool just steps away, along with access to The Meadows Country golf, tennis, fitness and a number of dining amenities. Located just minutes from University Town Center, Nathan Benderson Park, downtown Sarasota, and world-renowned Gulf beaches, this villa is perfect as a full-residence, seasonal getaway, or investment.
3818 GOCIO RD, SARASOTA, FL 34235
$1,299,00085 Days on yellowkey MLS ID: A4687006
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2580 Built: 1968 Tax: $2,513 (2025)Community: Not AssignedSpa: NoSingle Family
Taxes:$2,513
Remarks: Old Florida awaits you…this updated ranch home is situated on 1.45 acres with an in-town location. Property will be steps away to a new County Park in final approval / develpment. Bring the whole family and all the animals to enjoy this charming home and guest cottage. RE-1 zoning allows for horses, goats and chickens as family pets. The 3-bedroom 2 bath primary home has been entirely updated and is very well maintained. The open great room plan is a winner for family gatherings. The kitchen features newer SS appliances, granite and solid wood cabinetry. The bedrooms are split plan with maximum separation from the primary suite. The primary bedroom is enormous with a large walk-in closet with built ins. French doors lead out to the large screened in porch that overlooks the pool and grounds. When you go through the electric gate is when the magic happens. The above ground pool and fire pit are just a couple of the features of the property; The parking area has room for all of your toys (e.g. RV Parking). There is a small shed with carport for all of your gardening tools. The 1 bedroom 1 bath detached guest cottage has a full kitchen and full size inside laundry. A private patio under a giant shade tree adds to the charm. Beyond all of that is a fenced pasture that could be home to the animals, garden and more. Plenty of room to add more out buildings if desired. Close proximity to all that an international shopping mall and dining has to deliver. Nathan Benderson Park, Mote Marine and more are at your fingertips. Don’t miss this opportunity to have a country lifestyle in a intown location.
Listing Agent: Robert T Anderson (941-350-8671)
111 S PINEAPPLE AVE #1208, SARASOTA, FL 34236
$2,495,00040 Days on yellowkey MLS ID: A4692746
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2026 Built: 2019 Tax: $26,151 (2025)Community: The MarkSpa: NoCondo
Taxes:$26,151
High School: Sarasota High
Remarks: Experience elevated urban living in this spectacular penthouse residence at The Mark in the heart of downtown Sarasota, showcasing sweeping views of the city skyline, Sarasota Bay, and the Gulf of Mexico, this home blends sophisticated design with luxurious comfort. Thoughtful upgrades include custom lighting and automatic window shades throughout. Voluminous ceilings, 24" white porcelain floors and expansive windows create a bright and inviting atmosphere. The open-concept floor plan is designed for effortless entertaining, featuring a gourmet kitchen w/Jenn Aire appliances, spacious dining area, and elegant living room that opens to an oversized private terrace complete with a summer kitchen and electric grill. The primary suite offers two generous walk-in closets and a spa-inspired bath with a deep soaking tub, dual vanities, a glass-enclosed water closet, and a separate glass-enclosed shower. Both the primary and guest bedrooms enjoy water views. Two parking spaces within the private attached garage. The Mark offers exceptional amenities including 24-hour concierge service, state-of-the-art fitness center, resort style heated saltwater pool and spa, club room w/catering kitchen, fireplace, billiards and more. Located within close proximity to Whole Foods, Restaurants, cultural venues, art galleries and Bayfront Park.
Listing Agent: Jalina Beck (914-844-4665)
4524 RIVERWOOD AVE, SARASOTA, FL 34231
$849,900120 Days on yellowkey MLS ID: A4682835
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 2016 Tax: $7,481 (2025)Community: RidgewoodSingle Family
Taxes:$7,481
Elementary School: Ashton Elementary
High School: Riverview High
Remarks: Price Improvement | Modern Pool Home | No HOA | Not in Flood Zone One or more photo(s) has been virtually staged.Experience elevated Florida living in this beautifully updated 3-bedroom, 2-bath + office (optional 4th bedroom) concrete block home, built in 2016 and designed for both comfort and modern style. Featuring 10+ ft ceilings, impact windows, tall Solid contemporary doors, and a bright open-concept layout, this home offers the perfect balance of elegance and functionality. Situated on a premium corner lot, with no HOA and no CDD, and located outside of a flood zone, this property delivers privacy, flexibility, and peace of mind. The designer kitchen showcases luxury appliances, custom cabinetry, an oversized island, and elegant lighting, seamlessly connecting to the spacious living and dining areas filled with natural light. A standout feature is the indoor-outdoor design — expansive sliding doors open to a sleek lap-style pool with an oversized paver deck, and every bedroom offers direct access to the pool area, creating a unique resort-style experience. The fully fenced backyard is surrounded by mature palm trees, offering a private tropical setting ideal for relaxing or entertaining. Additional features include updated bathrooms, a spacious laundry room with custom cabinetry, and a 2-car garage. Located approximately 4 miles from Siesta Key Beach and close to dining, shopping, and everyday conveniences. Vacant and easy to show. Schedule your showing time.
Listing is courtesy of: PARADISUS REALTY GROUP CO (941-281-4973)
Listing Agent: Andres Salgado (941-875-2949)
435 S GULFSTREAM AVE #605, SARASOTA, FL 34236
$444,90079 Days on yellowkey MLS ID: A4688025
REDUCED by $20,100 (4.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1537 Built: 1972 Tax: $6,289 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$6,289
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)
2415 PELICAN DR, SARASOTA, FL 34237
$480,000309 Days on yellowkey MLS ID: A4659633
REDUCED by $39,000 (7.5%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensSingle Family
Taxes:$4,460
Remarks: Charming 1950s Florida Ranch-Style Home with Separate One-Bedroom Apartment in Sought-After Terrace Gardens! Don’t miss this rare opportunity to own a classic mid-century Florida ranch home in the desirable Terrace Gardens community. Situated on an expansive corner lot, this single-family residence offers exceptional flexibility, income potential, and future development possibilities. The main home features 2 bedrooms and 1 bath, showcasing original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. A beautifully carved-out one-bedroom, one-bath apartment provides a private space ideal for guests, extended family, or rental income—both units are currently rented. Whether you're looking to generate income immediately or envision building your dream home in a neighborhood filled with new construction, this property offers endless possibilities. Enjoy the unbeatable location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
$480,000413 Days on yellowkey MLS ID: A4650716
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensApartment
Remarks: Charming 1950s Florida Ranch-Style Duplex in Sought-After Terrace Gardens! Don't miss this rare opportunity to own a classic mid-century Florida ranch home, smartly divided into two separate units in the desirable Terrace Gardens community. Situated on an expansive corner lot, this property offers flexibility, income potential, and future development possibilities. Unit 2415 features 2 bedrooms and 1 bath, while Unit 2417 offers 1 bedroom and 1 bath—both currently rented. Inside, you'll find original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. Whether you're looking to generate rental income right away or dreaming of building your own custom home in a growing neighborhood filled with new construction, this property offers many options. Enjoy the lifestyle that comes with this prime location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
95 S BRIGGS AVE, SARASOTA, FL 34237
$449,000151 Days on yellowkey MLS ID: A4678771
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1512 Built: 1974 Tax: $5,229 (2024)Community: Golfview SubSingle Family
Taxes:$5,229
Remarks: Discover a rare opportunity to own a move in ready home in the highly desirable Ringling Park neighborhood, right in the heart of Sarasota. Situated on an oversized corner lot beneath beautiful mature oak trees, this property offers exceptional outdoor space, privacy, and timeless curb appeal that is hard to find this close to downtown. Inside, the well maintained home features wood cabinetry, granite countertops, stainless steel appliances, and a flexible bonus room ideal for a home office, den, or additional living space. The single car garage, fully fenced yard, and easy care landscaping add both convenience and functionality. Enjoy an unbeatable location just blocks from downtown Sarasota and only 4 miles to St. Armands Circle, placing world class shopping, dining, entertainment, and beaches within easy reach. With no deed restrictions and a large corner lot, this property offers a rare combination of flexibility, charm, and location in one of Sarasota’s most convenient neighborhoods.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Seth Westerberg (941-342-7653)
3210 HIGEL AVE, SARASOTA, FL 34242
$11,950,000175 Days on yellowkey MLS ID: A4676047
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3884 Built: 2026 Tax: $26,394 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$26,394
Elementary School: None
Remarks: Under Construction. Perfectly positioned on the highly coveted north end of Siesta Key, this exceptional property overlooks the aquamarine waters of Big Pass and the Gulf of Mexico where dolphins frolic in your backyard. To be custom built by renowned builders - Trend Homes, the residence is thoughtfully designed to capture the very best of island living. The home will feature exquisite custom kitchen cabinetry paired with top-of-the-line appliances, along with elegant stonework and refined millwork throughout. The spacious primary suite offers generous walk-in closets, while expansive windows provide breathtaking water views from nearly every room. Additional highlights include a 3-car garage, and an open, light-filled floor plan ideal for both everyday living and entertaining. Offering over 4,500 square feet of living space, the home includes four bedrooms and four and half bathrooms. Outdoor amenities are equally impressive, featuring a beautiful swimming pool, private boat dock, and seawall. Located just minutes from premier shopping and dining, and close to Siesta Key’s world-famous white-sand beaches, this is a rare opportunity to own a custom waterfront retreat in one of Sarasota’s most desirable locations. There’s still time for the buyer to personalize this to-be-built home by selecting certain design finishes and features to match their style.
Listing Agent: Kim Ogilvie (941-951-6660)
845 HIGHLAND ST, SARASOTA, FL 34234
$575,00036 Days on yellowkey MLS ID: A4692698
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1106 Built: 1961 Tax: $1,920 (2025)Community: Highland PinesSpa: NoSingle Family
Taxes:$1,920
Remarks: Recently renovated mid-century cottage just west of Tamiami Trail in the coveted Indian Beach Sapphire Shores neighborhood. This 2-bedroom, 1.5-bath home features terrazzo floors, shiplap ceilings, and warm wood accents, with mature tropical landscaping framing the home. The renovated kitchen pairs white shaker cabinets, butcher block counters, and stainless steel appliances with a sunlit breakfast nook that flows into the dining area. Plantation shutters throughout. Ready to move in as a seasonal retreat, short-term rental or primary residence. Blocks to Indian Beach, minutes to downtown Sarasota, the Ringling Museum, and St. Armands Circle. A rare mid-century gem in one of Sarasota's most-loved neighborhoods.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Steven Windsor (941-592-5569)
1703 N TAMIAMI TRL #B507, SARASOTA, FL 34234
$559,900146 Days on yellowkey MLS ID: A4678101
0 Days Off yellowkey (back on 5/17/2026)
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 858 Built: 2022 Tax: $4,160 (2025)Community: The StrandCondo
Taxes:$4,160
Remarks: Under contract-accepting backup offers. Welcome Home, Boaters! This is your opportunity to own a top-floor residence with peekaboo bay views and your own private dock at The Strand. Unit 507 includes a rare, deeded 32.5-ft private dock complete with water and electric, perfect for effortless days on the bay! After a day on the water, unwind on your covered terrace while enjoying sunset views overlooking the bay and resort-style pool. Inside, the open-concept floor plan is ideal for entertaining, featuring a spacious kitchen with quartz countertops and seamless flow into the living and dining areas. The primary suite is a serene retreat with a large walk-in shower and generous walk-in closet. The oversized den includes a closet, making it ideal as a guest room or a perfect work-from-home office. Weekly rentals are allowed, making this condo an exceptional seasonal rental and investment opportunity in one of Sarasota’s most desirable waterfront communities. The Strand offers outstanding amenities including a private dog park, floating kayak launch, pool and spa, fitness center, fire pit, EV charging stations and gas grills. Ideally located just minutes from three waterfront public parks and only a short drive to downtown Sarasota, you’re close to weekend farmers markets, the opera, world-class shopping, and top-rated restaurants...everything downtown Sarasota has to give! Lido Key Beach is just 5 miles away, and world-famous Siesta Key is only 8 miles from your private garage parking space. This is coastal living, boating lifestyle, and investment potential! All in one exceptional property!!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Capek (941-497-6060)
2660 DAVIS BLVD, SARASOTA, FL 34237
$435,000169 Days on yellowkey MLS ID: A4676514
0 Days Off yellowkey (back on 5/14/2026)
REDUCED by $14,000 (3.1%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1980 Tax: $5,700 (2023)Community: WoodburySingle Family
Taxes:$5,700
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Welcome home to this charming 3-bedroom, 2-bathroom open-plan gem nestled in a convenient Sarasota location on a quiet street with a huge backyard. Step inside to discover a beautifully designed kitchen featuring solid wooden cabinetry and a peninsula with breakfast bar seating for three, seamlessly connecting to the dining and living areas. Enjoy the abundant natural light streaming in from clerestory and large windows, illuminating the entire space. The flooring throughout is alluring saltillo tile, ensuring easy maintenance without any carpeting. The bedrooms are generously sized, with the main bedroom boasting an ensuite bathroom for added convenience and privacy. Outside, revel in the expansive fenced-in yard complete with a patio and fire pit, offering a perfect spot for relaxation and entertaining. Don't miss the chance to make this delightful Sarasota abode your new home sweet home!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
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