Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1720 ALDERMAN ST, SARASOTA, FL 34236
$1,745,000609 Days on yellowkey MLS ID: A4629855
REDUCED by $50,000 (2.8%) on 05/20/2026
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2480 Built: 2024 Tax: $20,000 (2024)Community: Laurel On The WaterTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$20,000
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Virtually Staged. Discover Laurel on the Water — a rare waterfront enclave of seven canal-front townhomes at 1720 Alderman St, Sarasota. Priced at $1,745,000, this newly constructed three-story residence with elevator blends striking contemporary design with effortless coastal living just blocks from downtown. Thoughtfully oriented to maximize light and water views, the home showcases expansive impact glazing, multiple balconies, and a dramatic waterfall-edge kitchen island with premium appliances and custom cabinetry. A versatile first-floor great room with a private entrance functions perfectly as an office, guest suite, or media space. The open plan flows seamlessly to outdoor living and water-facing vistas—ideal for entertaining or quiet relaxation. A private slip is available; the property sits off Hudson Bayou with direct access leading to Sarasota Bay for easy waterfront recreation (kayak, paddleboarding). Laurel on the Water delivers maintenance-free living with a resort-style pool, lush landscaping, and a spacious two-car garage for secure parking and storage. Live moments from Sarasota’s cultural core: the Ringling Museum, theaters, ballet and opera, and an exceptional dining scene featuring numerous Zagat-rated restaurants. Marina Jack, world-class beaches, including Siesta Key, are just minutes away, and multiple golf courses are within a short drive. 1720 Alderman St is more than a home—it's a refined waterfront lifestyle in one of Sarasota’s most coveted neighborhoods. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
777 JOHN RINGLING BLVD #24, SARASOTA, FL 34236
$585,00036 Days on yellowkey MLS ID: A4697620
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 882 Built: 1965 Tax: $4,329 (2025)Community: Sarasota Harbor EastCondo
Taxes:$4,329
Tax Year: 2025
Remarks: Enjoy a million-dollar view without a million dollar price tag! Sarasota Harbor East is one of the most sought-after locations in Sarasota, just minutes from St Armand's Circle, Lido Beach, downtown Sarasota, and directly across the street from the Sarasota Yacht Club. You'll fall in love with the spectacular views the turquoise waters of Sarasota Bay, the Ringling Causeway as it lights up at night, and be spellbound by the fireworks over Sarasota Bay during July 4th and New Year's Eve. This lovely 2-bedroom/2-bath condo is offered turnkey furnished, with ceramic tile, an open-concept floor plan, renovated kitchen/baths, and an enclosed lanai, with a shared laundry room right next door. Recent updates include new hurricane-impact windows and sliders, a Nest thermostat, keyless front-door entry, and newly refinished cabinetry. Each unit includes a covered parking space and a storage unit on the 3rd floor. Community amenities include a clubhouse, community pool with sweeping views of the bay, shuffleboard courts, a community gas grill, a secured bicycle shed, and a kayak storage rack. The community's free boat slips are available on a first-come, first-served basis, are commonly available, accommodating both sail boats and powerboats up to 30'. Sarasota Harbor East is a 55+ community that allows rentals after one year of ownership. The second floor unit is accessible by elevator and stairs.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jill Berg (941-315-1199)
4407 DIAMOND CIR N, SARASOTA, FL 34233
$525,0009 Days on yellowkey MLS ID: A4700114
0 Days Off yellowkey (back on 7/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1857 Built: 1989Monthly Fee: $33 Tax: $5,036 (2025)Community: Emerald GardensSingle Family
Taxes:$5,036
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. From the bright, open living spaces to the screened pool and fully fenced backyard, this beautifully maintained Emerald Gardens home is designed for comfortable everyday living and entertaining. Equipped with solar panels that help keep monthly electric costs low, this 3-bedroom, 2-bathroom home also features a dedicated den, formal dining room, and a desirable split bedroom floor plan. Vaulted ceilings and skylights fill the main living area with natural light, creating a bright and inviting atmosphere throughout the home. The kitchen features granite countertops, solid wood cabinetry, stainless steel appliances, a breakfast bar, and a sunny breakfast nook overlooking the pool. It's the perfect place to enjoy your morning coffee or casual meals while taking in the backyard views. The split bedroom floor plan provides added privacy for the primary suite, complete with a walk-in closet, en-suite bathroom, and the convenience of an in-suite laundry area. Two additional bedrooms are located on the opposite side of the home, each featuring their own walk-in closets and easy access to the guest bathroom. A separate den can easily serve as a home office, media room, playroom, fitness room, or hobby space. Sliding glass doors open to the screened lanai and pool, creating a natural extension of the home's living space. The fully fenced backyard is surrounded by mature landscaping, providing privacy and plenty of room to relax or entertain. Located in the desirable community of Emerald Gardens, residents enjoy low annual HOA fees, a neighborhood pond with a sitting dock, and a central Sarasota location just minutes from shopping, dining, Downtown Sarasota, and Siesta Key Beach. Don't miss your opportunity to make this Emerald Gardens home your own. Schedule your private tour today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Laura Rode (941-724-9957)
435 S GULFSTREAM AVE #206, SARASOTA, FL 34236
$419,00058 Days on yellowkey MLS ID: A4694462
REDUCED by $30,000 (6.7%) on 07/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1304 Built: 1972 Tax: $2,909 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$2,909
Remarks: The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: David Butler Jr (941-350-9503)
1700 BENJAMIN FRANKLIN DR #10F, SARASOTA, FL 34236
$585,00034 Days on yellowkey MLS ID: A4697846
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 981 Built: 1968 Tax: $5,651 (2025)Community: Lido RegencySpa: NoCondo
Taxes:$5,651
Remarks: Spectacular Waterfront Living with Panoramic Views! Experience the best of Sarasota's coastal lifestyle in this beautiful, fully furnished, move-in-ready 10th-floor condominium, offering breathtaking, unobstructed views of the nature preserve, Sarasota Bay, and the city skyline. Thoughtfully designed, this spacious 1-bedroom, 1½-bath residence features an open floor plan that maximizes natural light and showcases the stunning scenery from nearly every angle. The inviting living area offers ample space for relaxation and entertaining, while a dedicated home office provides the ideal setting for remote work, complete with a wall of built-in cabinets for ample storage. An elegant dining area flows seamlessly into the fully equipped kitchen, which features electric appliances and a generous kitchen island. Designed for comfort and peace of mind, the residence features hurricane-impact windows, a new HVAC system, and a new water heater. The building has undergone numerous recent upgrades, further enhancing its value and appeal. Located on a premier private beachfront on Lido Key, the community offers residents resort-style amenities, on-site management, secure building access, and assigned covered parking. It is just minutes from the renowned shops and restaurants of Saint Armands Circle and the vibrant cultural and entertainment district of downtown Sarasota. Whether you're seeking a year-round residence, a seasonal retreat, or an investment opportunity, this exceptional condominium offers stunning views, modern updates, and an unbeatable location within one of Sarasota's most desirable beachfront communities.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Shauna Ruby (941-544-2070)
1775 STAPLETON ST, SARASOTA, FL 34239
$1,499,000272 Days on yellowkey MLS ID: A4670359
REDUCED by $26,000 (1.7%) on 06/02/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2853 Built: 2007Monthly Fee: $568 Tax: $8,620 (2024)Community: Granada ParkSingle Family
Taxes:$8,620
Middle School: Brookside Middle
Remarks: Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
7718 SILVER BELL DR, SARASOTA, FL 34241
$875,00055 Days on yellowkey MLS ID: A4695790
0 Days Off yellowkey (back on 7/2/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2604 Built: 1997Monthly Fee: $147 Tax: $7,651 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$7,651
Elementary School: Lakeview Elementary
Remarks: THIS IS THE ONE * LOCATION, LOCATION, LOCATION * Rarely available in the GATED community of The Woodlands of Bent Tree * This EXQUISITE EXECUTIVE FAMILY HOME BOASTS A VERY PRIVATE SETTING ON 3/4 ACRE, BACKING TO A WOODED GREENBELT * Quiet cul de sac location which means no through traffic * Side-load OVERSIZED 2 Car Garage * Quality Built by Arthur Rutenberg Homes and IMPECCABLY MAINTAINED BY THE ORIGINAL OWNER, you will not find a home with this QUALITY & PRIDE OF OWNERSHIP * 4 Bedrooms & 3 Full Baths * 2 Bedrooms are En-suites * Formal Living Room & Formal Dining Room * The THOUGHTFULLY REIMAGINED Chef's Kitchen is open to the Family Room with a Wood-burning Fireplace * The generously-sized Owners' Suite showcases a Spa-style Bath with Walk-in Closet, Dual Sinks, Shower and a Garden Tub * All of this wraps your PRIVATE OUTDOOR OASIS with a CAGED POOL & SPACIOUS COVERED LANAI * This is the perfect home to entertain family & friends or for just relaxing in your slice of paradise * 'A' RATED SCHOOL DISTRICT * Short 15 minute drive to World Famous Siesta Key Beach as well as UTC Mall * You are close to all of Sarasota's fabulous amenities * One look & you'll fall in love! *
Listing Agent: Ryan Brown (941-330-7774)
916 PATTISON AVE, SARASOTA, FL 34237
$399,90075 Days on yellowkey MLS ID: A4693771
REDUCED by $9,100 (2.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1044 Built: 1961 Tax: $4,185 (2025)Community: Robin Hood WoodsSpa: NoSingle Family
Taxes:$4,185
Elementary School: Alta Vista Elementary
Remarks: Don't let this one pass you by. Tucked in one of Sarasota's most sought-after locations, this beautifully updated single-family home offers the perfect blend of timeless neighborhood charm, modern comfort, and an active lifestyle — with no HOA to slow you down. Inside, a fully remodeled kitchen showcases quartz countertops, stainless steel appliances, and custom cabinetry, while two tastefully renovated bathrooms reflect the same attention to detail and designer touch found throughout. Natural light pours through the open layout, creating a warm, inviting atmosphere whether you're entertaining guests or simply settling in after a day at the beach. The big-ticket work is already behind you. A newer roof, updated HVAC, plumbing, and electrical mean you're stepping into genuine peace of mind — not a project. Outside, a spacious screened lanai and fenced backyard invite you to slow down, let the pets roam, tend the garden, or simply enjoy a warm Gulf evening in complete privacy. All of this, just minutes from the energy of downtown Sarasota — world-class dining, boutique shopping, pristine parks, and the Gulf's most celebrated beaches, world-renowned Yoders Marketplace, or a quick trip to the UTC area for outstanding retailers, Mote Marine, parks, walking trails, and more. Whether you're planning your starter home, escaping the winters, or adding a smart investment to your portfolio, this home checks every box. Stylish. Updated. Move-in ready. This is Sarasota living at its finest. Call today for your personal tour.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Kathleen Long (813-470-0047)
3221 BENEVA RD #102, SARASOTA, FL 34232
$149,90096 Days on yellowkey MLS ID: A4690828
REDUCED by $4,000 (2.6%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,093 (2025)Community: Village Brooke Sec 2Condo
Taxes:$2,093
Elementary School: Wilkinson Elementary
Remarks: ***PRICE REDUCTION***This well-maintained ground floor condo is located in the heart of Sarasota. Village Brooke is known for its lush landscaping, beautifully maintained grounds, and low condo dues. Association amenities include TWO heated pools, tennis/pickelball courts, shuffleboard, serene ponds with shaded gazebos, BBQ grills, picnic areas, laundry facilities and ample exterior locked storage area. There is a well-equipped club house complete with a full kitchen, pool & ping pong tables, and spacious lounge area with large screen TV. Village Brooke is close to shops, dining, public transportation and is just 1 mile to the Legacy Trail, less than 2 miles to Pinecraft, Sarasota's unique Amish Village and less than 4 miles to Siesta Key, voted Number 1 beach in America in 2026!! The low monthly condo fee includes water, sewer, trash, basic CABLE TV, basic INTERNET, PEST CONTROL, grounds and pool maintenance, exterior insurance and more! Don't let this amazing opportunity get away!!
Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA (941-951-2580)
Listing Agent: Kellie Mosier (941-264-3484)
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,475,000208 Days on yellowkey MLS ID: A4676686
REDUCED by $85,000 (1.9%) on 06/26/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2026 Tax: $13,597 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$13,597
Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
509 SPOONBILL WAY, SARASOTA, FL 34236
$4,350,00070 Days on yellowkey MLS ID: A4691908
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2987 Built: 2027Monthly Fee: $110 Tax: $6,764 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$6,764
Remarks: Under Construction. With a fresh, exciting floor plan and sophisticated modern flair, this exceptional new residence in Bird Key is perfectly positioned on an oversized quarter-acre-plus homesite within one of Sarasota’s most prestigious boating communities. Ideally located just across the John Ringling Causeway, Bird Key offers effortless access to both vibrant downtown Sarasota and the world-renowned St. Armands Circle. Crafted by the award-winning team at Allegra Homes, the stunning “Lauren Modern” design features 2,987 square feet of thoughtfully curated living space with 3 ensuite bedrooms, a private office with custom built-ins, and a versatile poolside bonus room complete with wet bar. A welcoming foyer opens into an impressive great room where soaring architectural ceilings, a dramatic floor-to-ceiling entertainment wall with fireplace, and expansive walls of glass create an atmosphere that is both refined and inviting. Wide sliding doors seamlessly connect the interior living spaces to an extraordinary outdoor retreat designed for year-round enjoyment. Enclosed with Clear View screening, the covered lanai showcases a wood tongue-and-groove ceiling, heated saltwater pool and spa, and a fully appointed outdoor grilling station with beverage center—ideal for entertaining or relaxed coastal living. At the heart of the home, the designer kitchen blends beauty and functionality with an oversized island and premium appliances from Sub-Zero and Wolf, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, wall oven, microwave drawer, and dishwasher. Privately tucked away, the owner’s suite is a luxurious sanctuary featuring a dramatic feature wall, spacious sitting area, and lavish bath with freestanding soaking tub, oversized frameless glass shower, floating mirrors, split vanities, and private water closet. Additional appointments include tray ceilings with cove molding, recessed lighting, finished closets, 8-foot solid-core doors, hurricane protection, tankless recirculating water heater, and upgraded trim detailing throughout the main living areas. A circular brick paver driveway leads to the spacious 3-car garage, while professionally designed landscaping, irrigation, and evening accent lighting enhance the home’s striking curb appeal. Residents of Bird Key also enjoy the opportunity to join the exclusive Bird Key Yacht Club, offering a distinguished social lifestyle centered around boating, dining, tennis, and waterfront recreation. The club’s exciting $27.5 million transformation—scheduled for completion in late 2026—will introduce an impressive new clubhouse, expanded outdoor gathering spaces, resort-style pool, additional tennis court, and enhanced amenities. Combining luxury, location, and timeless coastal sophistication, this remarkable property presents a rare opportunity to experience the very best of Sarasota waterfront living in one of the region’s most popular island enclaves.
332 BOB WHITE WAY, SARASOTA, FL 34236
$4,300,00070 Days on yellowkey MLS ID: A4690146
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2987 Built: 2027Monthly Fee: $110 Tax: $14,705 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$14,705
Remarks: Pre-Construction. To be built. With a fresh, exciting floor plan and stylish coastal flair, this exquisite new Bird Key residence is set on a 1/3-acre homesite in one of Sarasota’s most coveted boating communities. Located just over the Ringling Bridge from the mainland, Bird Key is centrally located between the Downtown arts and cultural district and world-renowned St. Armand’s Circle. Designed by the award-winning professionals at Allegra Homes, the “Lauren Coastal” showcases 2,987 sq. ft. of open living with 3 ensuite bedrooms, a dedicated office with custom built-ins, and a poolside bonus room with wet bar. The foyer entry invites exploration into a fabulous great room, an amazing dream kitchen, and a dining area with built-in buffet. The bright, open great room features a striking volume ceiling with architectural accents, floor-to-ceiling entertainment wall with fireplace, and wide glass sliders opening to a fantastic outdoor setting. Enclosed in Clear View screening, the covered lanai is enhanced with wood tongue-and-groove ceiling, a heated saltwater pool/spa, and a grilling station with beverage center. The kitchen is a standout centerpiece, anchored by a large island and appointed with premium name brands such as Sub-Zero and Wolf, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, oven, drop-down microwave, and dishwasher. The secluded owner’s suite offers casual comfortability with its dramatic headboard feature wall, roomy sitting area and stunning bath highlighted by a freestanding soaking tub, an 80” tall frameless glass shower enclosure, floating full-height mirrors, split vanities, and a private water closet. Additional features include trey ceilings with cove molding, recessed lighting, finished closets, 8-ft. solid-core interior doors, hurricane shutters, a tankless recirculating water heater, and an upgraded trim package in the great room, dining room, and foyer. A brick paver driveway leads to the 3-car garage, and the beautiful exterior façade is framed in a lush landscape with irrigation system and night lighting for added visual appeal. Residents can enjoy the Bird Key Yacht Club’s exclusive social club experience for its members with a wide array of outstanding amenities and social events focused around boating, dining and tennis in a prized bayfront setting. With completion in late 2026, the $27.5 million rebuild will include a 21,500-sq-ft clubhouse plus 3,500 sq-ft of covered outdoor decks, a new pool, relocated bocce courts, and a fourth tennis court. Bird Key is the standard for exceptional Florida living and this beautiful address is no exception. It’s the perfect opportunity to live an enviable island lifestyle in a prestigious enclave surrounded by the pristine waterways of Sarasota Bay.
119 WHISPERING SANDS CIR #V36, SARASOTA, FL 34242
$495,000341 Days on yellowkey MLS ID: A4656278
REDUCED by $30,000 (5.7%) on 06/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1160 Built: 1968Monthly Fee: $1,351 Tax: $6,617 (2024)Community: Whispering SandsCondo
Taxes:$6,617
Elementary School: Phillippi Shores Elementary
Remarks: One or more photo(s) has been virtually staged. BEST PRICED UPDATED VILLA WITH GARAGE ON SIESTA KEY! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa nestled in the premier GULF FRONT property of Whispering Sands is the perfect island getaway. Remodeled in 2025, this villa features all NEW vinyl plank flooring, paint, baseboards, trim, molding, and all interior doors. The bright NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Ideally located just around the corner from Whispering Sands’ two sparkling heated pools, clubhouse (currently in the beginning stages of being remodeled and which will include a fitness center and catering kitchen), NEW beachside Tiki Hut, shuffleboard, and 800' of your own private beach on the Gulf — perfect for enjoying Siesta Key’s world famous quartz sand and spectacular sunsets! When you're not luxuriating in the pool or going for a dip in the Gulf, step out of your front door and walk to shopping and dinner! Whispering Sands is situated right around the corner from the colorful boutiques and fine restaurants of Siesta Key Village. Embrace the island lifestyle! Whether as a year-round residence or a vacation retreat, this maintenance free Gulfside villa combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
2440 VALENCIA DR, SARASOTA, FL 34239
$549,00099 Days on yellowkey MLS ID: A4690679
REDUCED by $10,000 (1.8%) on 06/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1330 Built: 1956 Tax: $3,188 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,188
Remarks: Priced to sell in one of Sarasota’s most convenient and desirable locations, this charming 2-bedroom, 2-bath Sarasota home offers over 1,300 square feet of living space, a one-car garage, and a fully fenced backyard. Located in the highly sought-after Southside Elementary School district, this residence is an excellent opportunity for buyers seeking a primary home, seasonal retreat, or investment property in the heart of Sarasota. Inside, beautiful terrazzo floors, integrated built-ins, and a light-filled Florida room create a warm and inviting atmosphere with flexible space for relaxing, entertaining, or working from home. The home’s midcentury character and classic Florida style give it a timeless appeal, while the functional layout and low-maintenance setting make everyday living easy. The motivated seller has positioned this home as a compelling value for today’s Sarasota real estate market. Ideally located near downtown Sarasota, Southside Village, Sarasota Memorial Hospital, restaurants, shopping, parks, and world-famous Gulf Coast beaches, this property offers the perfect blend of charm, convenience, and location. If you are searching for a well-priced Sarasota home for sale near downtown, Southside Elementary, Sarasota Memorial, and the beaches, this is an opportunity worth seeing.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
611 VENICE LN, SARASOTA, FL 34242
$999,00098 Days on yellowkey MLS ID: A4686684
REDUCED by $51,000 (4.9%) on 07/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2168 Built: 1972 Tax: $9,119 (2025)Community: Siestas Bayside Waterside EastSpa: NoSingle Family
Taxes:$9,119
Remarks: Island living meets easy everyday comfort in this turnkey furnished Siesta Key pool home. With 3 bedrooms, 2 bathrooms, approximately 2,168 square feet of living space and a 2-car garage, there is room for full-time living, a vacation getaway, or a high-demand rental. Built of concrete block, this Ruth Richmond home offers peace of mind with major updates already done: brand new metal roof with warranty (April 2026), AC with warranty (August 2023), garage door (March 2025), front door (April 2025), and low-maintenance terrazzo flooring. Step inside to an inviting, well-planned layout with the primary suite on one side of the home with updated ensuite bath, and guest bedrooms on the other, offering privacy for family and visitors. The newly updated kitchen features granite countertops and modern finishes. The living room, dining area, and sunroom flow together seamlessly and overlook your private backyard oasis. Outside, enjoy your own sparkling, “sports pool” with a shallow area across the center, ideal for hosting friends for a game of pool volleyball, playing with the kiddos, or lounging. A brand-new fence with self-closing gates (April 2025) wraps the yard in privacy, creating a quiet retreat after a day at the beach. Located on world-famous Siesta Key you’re just minutes from the white quartz sand beaches, charming village shops and restaurants, boating, kayaking, and all the island lifestyle has to offer. This home combines an incredible coastal location with everyday convenience. Turn the key, drop your bags, and start living the Siesta Key lifestyle at 611 Venice Lane.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
SARASOTA, FL 34232
$439,0003 Days on yellowkey MLS ID: A4700101
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 1987Monthly Fee: $44 Tax: $4,177 (2025)Community: 2335 - Colonial Oaks Unit 23Single Family
Taxes:$4,177
Elementary School: Brentwood Elementary
Middle School: None
Remarks: Welcome to 2278 Cork Oak St. W., nestled in the highly sought-after Colonial Oaks community—one of Sarasota's most established and desirable neighborhoods. This beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and convenience. Filled with natural light and thoughtfully cared for, it's truly move-in ready with the added peace of mind of a brand-new air conditioning system. Step outside to your fully fenced backyard, offering plenty of space for pets, play, entertaining, or simply relaxing and enjoying Florida's beautiful weather. Living in Colonial Oaks means enjoying a wonderful neighborhood lifestyle. It's just a short walk to the community park which features tennis and pickleball courts, basketball courts, a playground, recreation center, gymnasium, picnic pavilions with grills, open green space, and a dog-friendly park—providing outstanding amenities for residents of all ages. Ideally located just minutes from Siesta Key's world-famous beaches, downtown Sarasota, shopping, dining, medical facilities, and I-75, this home offers the perfect balance of peaceful neighborhood living and easy access to everything Sarasota has to offer. Whether you're searching for your forever home or a seasonal retreat, 2278 Cork Oak St. W. is a wonderful opportunity to own a home in one of Sarasota's most beloved communities.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Dean Kauthen (941-210-8793)
1516 FOX CREEK DR, SARASOTA, FL 34240
$1,675,000140 Days on yellowkey MLS ID: A4683593
REDUCED by $124,500 (6.9%) on 07/24/2026
Bed: 6 Bath: 5.5 Gar: 8 Liv Area Sq Ft: 4277 Built: 1973 Tax: $14,746 (2025)Community: Fox Creek AcresSingle Family
Taxes:$14,746
Remarks: One or more photo(s) has been virtually staged. 3 HOMES for the Price of ONE... A Rare Opportunity with unmatched value to Own Three Distinct Residences on One Exceptional Property. This 5+ acre homesite has NO HOA, NO CDD's and NO DEED RESTRICTIONS providing you the freedom to tailor the property to your personality. This is a true MULTI-GENERATIONAL and/or INCOME PRODUCING OPPORTUNITY! Two separate 3BR/2BA Homes + an additional 2BR/2BA Apartment. Each of the homes enjoys its own private entrance, separate driveway and its own garage ~ allowing households to live side by side while maintaining independence. This property is positioned in the most dynamic growth corridor of Sarasota County! Just minutes to the newest LAKEWOOD RANCH WATERSIDE ~ where premier shopping, exceptional dining and modern conveniences continue to flourish! The Workshop features a Full Bath and Laundry Room. In addition, there is another Barn which could accommodate 4+ Cars. Whether accommodating extended family, long-term guests or providing a private residence for caregivers, the thoughtful layout offers exceptional versatility. At the heart of the property, a beautiful SOLAR HEATED POOL and expansive screened lanai create an inviting backdrop for a Florida indoor/outdoor lifestyle. This outdoor retreat is positioned so both residences could enjoy easy access, making it a natural gathering place for family and guests alike. A dedicated pool bath adds convenience for swimmers and guests, keeping the indoor living areas pristine while enhancing seamless flow between indoor comfort and outdoor enjoyment. Expanding the living possibilities, perhaps you might want to consider using part or all of this property as an Airbnb or VRBO rental. The second-level apartment offers privacy with a light and airy vibe featuring an open plan and full kitchen. The unique adjoining sunroom spanning the length of the unit would be ideal for a yoga studio, game room or added entertainment space. Unlock the potential of this versatile apartment as a guest retreat, income-producing rental, inspiring studio or private office suite. The large detached pole barn adds tremendous utility, providing ample space for farm animals, boats, RVs, equipment, hobbies or workshop use, ideal for those who need room to store, build or play. Buy with confidence knowing this home has a WHOLE HOUSE GENERATOR, updated plumbing with no cast iron or copper piping. New plumbing replaced with PVC and the copper potable water pipes have been replaced with CPVC. The 4Point Inspection and Wind Mit has been completed. Homeowner's Insurance only $6700 per year! BRING your RVS, CAR COLLECTIONS & BUSINESS EQUIPMENT! There is plenty of room for a Pond, Horses, Chickens, Cows & Goats! Experience the balance of peaceful country living with an unbeatable location. Within minutes of restaurants, boutiques, farmers markets, parks and year-round events! Enjoy the breathtaking sunsets, only a short drive from your home to the award winning GULF COAST BEACHES! Just minutes to Sarasota's downtown arts, dining and cultural attractions. Whether you envision a private family compound, a multi-generational retreat, an income-producing opportunity or a flexible live-work estate, this remarkable property offers the rare combination of space, freedom and location. Schedule your private showing today and experience the endless possibilities for yourself. Welcome home to 1516 Fox Creek Dr!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Trish Chandler (941-306-9533)
3319 S OSPREY AVE, SARASOTA, FL 34239
$1,890,000128 Days on yellowkey MLS ID: A4687005
0 Days Off yellowkey (back on 7/26/2026)
REDUCED by $60,000 (3.1%) on 07/09/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3554 Built: 2023 Tax: $27,521 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$27,521
Remarks: Under contract-accepting backup offers. A rare fusion of modern luxury, designer finishes, and an unbeatable Sarasota location, this stunning 2023-built residence at 3319 S Osprey Ave delivers the ultimate move-in-ready lifestyle just moments from Siesta Key Beach and Downtown Sarasota. Tucked within the highly sought-after Southside School District, this exceptional home by M&J Pham Development showcases impeccable craftsmanship, elevated design, and seamless indoor-outdoor living—perfectly tailored for those who appreciate both sophistication and comfort. From the moment you arrive, the home’s striking curb appeal, lush tropical landscaping, and expansive paver driveway set the tone for what awaits inside. Step through the front entry into a light-filled, open-concept floor plan where wide-plank luxury flooring, soaring ceilings, and a soft, coastal-modern palette create an airy and refined ambiance. The heart of the home is a show-stopping chef’s kitchen, thoughtfully designed with an oversized waterfall island, sleek custom cabinetry, quartz countertops, and a premium Fulgor Milano stainless steel appliance package, all illuminated by elegant designer lighting—creating the perfect space for both everyday living and elevated entertaining. The spacious living area flows effortlessly to the outdoor oasis through expansive glass doors, blending indoor and outdoor living with ease. Upstairs and throughout the home, generously sized bedrooms each feature private ensuite bathrooms and custom California Closets, offering both comfort and privacy for family and guests alike. The primary suite is a true retreat, boasting a spa-inspired bathroom with dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a beautifully designed custom closet system. A versatile main-floor den provides the flexibility for a private office, formal dining space, or additional lounge, while the upstairs bonus loft with wet bar and wine refrigerator creates the perfect setting for entertaining, media nights, or hosting guests. Step outside to your private resort-style backyard, where a newly completed custom pool and spa (2024) takes center stage. Surrounded by lush tropical landscaping and expansive patio space, this outdoor retreat offers the perfect backdrop for relaxing in the sun, entertaining under the stars, or enjoying Sarasota’s year-round coastal climate. A covered lanai and second-story balcony further enhance the home’s outdoor living experience, providing multiple spaces to unwind and take in the serene surroundings. Additional highlights include a 2-car garage, dedicated laundry room, high-end finishes throughout, and meticulous attention to detail at every turn, making this home truly turnkey and move-in ready. Ideally located just minutes from Siesta Key’s world-renowned beaches, vibrant Downtown Sarasota, Sarasota Memorial Hospital, premier dining, shopping, and top-rated schools, this residence offers not just a home—but a lifestyle defined by luxury, convenience, and the very best of coastal Florida living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
3326 BOUGAINVILLEA ST, SARASOTA, FL 34239
$525,0008 Days on yellowkey MLS ID: A4699399
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1348 Built: 1968 Tax: $3,517 (2025)Community: South Gate ManorSpa: YesSingle Family
Taxes:$3,517
Remarks: DON'T MISS this South Gate beauty — This meticulously cared-for 3 bed/2.5 bath pool home is centrally located to everything Sarasota has to offer. Step outside into your own private tropical paradise: The fully fenced yard boasts lush, professionally designed landscaping with LED accent lighting and wraps the saltwater pool, large paver brick deck, gazebo, and outdoor living spaces, creating a resort-like setting for entertaining or simply unwinding and recharging. Soak in the included 4-person hot tub, rinse off at the outdoor shower, or retreat to the beautifully finished, air-conditioned outbuilding — ideal as a studio, workshop, home office, or reading retreat. Inside the house, custom wood cabinetry, stainless steel appliances, and sleek granite countertops elevate the kitchen. Porcelain "plank" flooring in the bedrooms and ceramic in the living areas keep maintenance low, while a jetted spa tub in the main bath offers a relaxing soak for owners and guests alike. The indoor laundry room/pool bath keeps wet feet out of the main living space. This home should be the very last stop in your search. Major systems have been thoughtfully updated: new roofs - main and flat (6/26), AC ('24), water heater (2019), and irrigation system with well (new pump 6/26) — plus too many extras to mention. Select furnishings are available for purchase outside of the transaction; digital catalog available upon request. ***NOTE: Washer, dryer and laundry room fridge do not convey
Listing is courtesy of: ALLISON JAMES ESTATES & HOMES (941-500-4922)
Listing Agent: Monica Waterman (941-228-3522)
1001 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$685,00020 Days on yellowkey MLS ID: A4699522
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1367 Built: 1980 Tax: $9,173 (2025)Community: Lido TowersCondo
Taxes:$9,173
Remarks: Welcome to your move-in ready, no-second-thoughts condo. Perfectly positioned on the second floor of the desirable North Tower, this beautifully updated residence captures the morning sunshine in the kitchen and dining area while offering a spacious wraparound balcony—an ideal place to enjoy your morning coffee or relax in the coastal breeze. Thoughtfully renovated throughout, the home features new impact-rated sliding glass doors and windows, updated window treatments, beautiful wood-look plank tile flooring, custom wood cabinetry in the kitchen and all the bathrooms, and elegant stone countertops that blend style with everyday functionality. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this condo offers exceptional flexibility with monthly rentals permitted and pet-friendly living for pets up to 25 pounds. The low monthly maintenance fee of just $979 includes many of the conveniences buyers appreciate, making ownership easy and enjoyable. Just moments from Lido Beach, St. Armands Circle, and Sarasota's vibrant waterfront, this is your opportunity to enjoy the Florida lifestyle without compromise.
Listing Agent: Camille Buck (941-894-4771)
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