Location: Sarasota
Do Not Show Listings
3606 BENEVA RD #504, SARASOTA, FL 34232
$240,00056 Days on yellowkey MLS ID: L4962418
REDUCED by $10,000 (4.0%) on 07/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 977 Built: 1972 Tax: $872 (2025)Community: Beneva Village Sec 2Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$872
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Location, location, location! Welcome to this beautifully renovated 2-bedroom, 2-bath condo ideally situated in one of Sarasota’s most convenient and desirable areas. Just minutes from the world-famous Siesta Key Beach, the upscale shopping and dining of St. Armands Circle, vibrant downtown Sarasota, and countless restaurants, boutiques, grocery stores, and entertainment options. This home places the very best of the Gulf Coast lifestyle right at your doorstep. Golf enthusiasts will love the location, with a nearby golf course just moments away, offering easy access to a round of golf whenever the mood strikes. Whether you're spending the day on the greens, at the beach, or exploring Sarasota’s renowned dining and cultural attractions, everything you need is within reach. Inside, you'll find stylish updates, a bright and inviting layout, and comfortable living spaces designed for easy Florida living. A new roof is currently being put on all of the Condos in the development. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this move-in-ready condo offers exceptional flexibility and value. Residents enjoy access to a community pool and a pet-friendly atmosphere, while the affordable $625 monthly condo fee includes insurance, water, internet, cable, and exterior maintenance. Located in a thriving area experiencing continued growth and demand, this is a rare opportunity to own a beautifully updated Sarasota property in an unbeatable central location close to beaches, golf, shopping, dining, and everything that makes Southwest Florida so desirable. Schedule your private showing today and experience the best of Sarasota living at 3606 Beneva Road!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Corey Ayala (618-638-3273)
6234 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,100,00089 Days on yellowkey MLS ID: A4692040
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1979 Tax: $9,703 (2025)Community: Siesta Dunes BeachCondo
Taxes:$9,703
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Siesta Key offer this Two Bedroom, Two Bath home with Full Views of the Gulf of Mexico. Turnkey furnished. Carport and storage closet. Screened lanai. Weekly rental can give you extra income. Both bedrooms have walk-in closets. Impact windows. You can enjoy the beach chairs and lounges on the famous "White Sand Beach", Gulf front circular pool that is the centerpiece of the community. On-site management. This centrally located community is near shopping and restaurants. It is a short trolley ride to Siesta Key Village.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
4065 CROCKERS LAKE BLVD #14, SARASOTA, FL 34238
$200,00026 Days on yellowkey MLS ID: A4698956
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1989Monthly Fee: $663 Tax: $2,208 (2025)Community: Vintage GrandCondo
Taxes:$2,208
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Virtually Staged. Welcome to resort-style living in the highly desirable Vintage Grand at Palmer Ranch! This spacious 3-bedroom, 2-bath condominium offers an inviting split-bedroom floor plan with soaring ceilings, abundant natural light, and over 1,250 square feet of comfortable living space. The open living and dining area flows seamlessly to a private screened lanai, creating the perfect space to relax and enjoy the Florida lifestyle. The well-appointed updated kitchen offers ample cabinet and counter space, while the inside laundry room adds everyday convenience. The generous primary suite features a walk-in closet and an en-suite bathroom, with two additional bedrooms providing flexibility for guests, family, or a home office. Vintage Grand offers outstanding resort-style amenities including two swimming pools, a hot tub, fitness center, tennis courts, playground, picnic areas, and scenic walking paths around beautiful lakes. Residents also enjoy a prime Palmer Ranch location just minutes from world-famous Siesta Key Beach, the Legacy Trail, shopping, dining, Costco, Publix, and top-rated Sarasota schools. Easy access to I-75 and downtown Sarasota makes commuting and enjoying everything the Gulf Coast has to offer a breeze. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this move-in ready condominium offers exceptional value in one of Sarasota's most convenient locations. Schedule your private showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Edward Bieker, Pa (941-525-6473)
4712 GLENBROOKE DR, SARASOTA, FL 34243
$479,00033 Days on yellowkey MLS ID: TB8522083
0 Days Off yellowkey (back on 7/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1611 Built: 1985Monthly Fee: $25 Tax: $6,355 (2025)Community: GlenbrookeSpa: NoSingle Family
Taxes:$6,355
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Welcome home to this terrific contemporary 3-bedroom, 2-bathroom POOL home, with incredible proximity to UTC without the premium price tag. Step inside to find a bright, open living space featuring soaring vaulted ceilings, a striking stone fireplace, a dedicated wet bar, and great closet storage throughout. The modern kitchen is a true centerpiece, beautifully appointed with elegant quartz countertops, a matching backsplash, under-cabinet lighting, and high-end stainless steel appliances, including a double convection oven. This home offers ultimate peace of mind with extensive, big-ticket updates, including a 2020 roof, brand new HVAC, complete re-plumbing in 2019, a 2023 water heater, and newly installed hurricane-rated windows and sliders. The guest bath has been tastefully renovated, and the entire property shines with fresh interior and exterior paint, elegant plantation shutters, and custom pull-down blinds. Outside, the updated front landscaping gives way to a private backyard retreat where a gorgeous screened-in pool is surrounded by cedar fencing and new SPF electric shades—creating a secluded oasis that gardening enthusiasts and entertainers alike will love. Truly move-in ready and meticulously maintained, this beautiful home is ready to welcome its next lucky owners.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Steven Weiss (845-242-5473)
2303 LOMA LINDA ST, SARASOTA, FL 34239
$1,850,000212 Days on yellowkey MLS ID: A4676235
2 Days Off yellowkey (back on 7/6/2026)
REDUCED by $49,000 (2.6%) on 06/24/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2708 Built: 2025 Tax: $4,955 (2025)Community: Loma Linda ParkSpa: NoSingle Family
Taxes:$4,955
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Fantastic $100,000 price reduction!!! In the well-established Loma Linda Park neighborhood in Sarasota, this new construction, Divald Homes custom-built two-story home offers a blend of modern design and traditional elements. The home is ideally near downtown Sarasota, Siesta Key and Sarasota Memorial Hospital, with no deed restrictions or HOA fees. The home features four bedrooms and three baths, including a spacious primary suite on the main floor. The open-concept floor plan featuring a 24-by-48-inch modern floor tile throughout, hurricane impact sliding doors and windows offers a light-filled welcoming space ideal for entertaining. The main floor includes a gourmet kitchen, dining area, living room, private den/bedroom 4, primary suite with an ensuite bath and a dedicated laundry room. The chef’s kitchen is a centerpiece, showcasing Bosch appliances, an oversized island with waterfall quartz countertop, and custom floor-to-ceiling full-overlay cabinetry in a beautiful honey-stained wood tone. The living room is highlighted by a striking tile accent wall with custom wood shelving and modern designed 42-inch linear electric fireplace. The living room opens seamlessly to the lanai, complete with an outdoor kitchen, including a gas grill, refrigerator and sink. You will also enjoy the pool with sundeck, oversized outdoor patio and a beautiful backyard with lush native plantings. A convenient pool bath offers direct access from the lanai and the private den. The dining area is elegant and inviting, featuring a statement iron chandelier and a wall of windows overlooking the backyard. Just off the kitchen, the main-floor primary suite serves as a private retreat with a luxurious en-suite bath featuring a marble stone accent wall, a large walk-in shower with seamless glass enclosure, a sculptural slipper tub, double vanity with quartz countertops, natural wood cabinetry, LED mirrors and a spacious walk-in closet with custom built-ins. The laundry room is conveniently near the oversized two-car garage with 12-foot ceilings, large windows for natural light and direct access to the side yard. Upstairs, an ornate wrought-iron and hardwood staircase leads to two additional bedrooms, a beautifully finished guest bath and a versatile flex room ideal for a game room, study or guest accommodations. This thoughtfully designed home offers refined finishes, flexible living spaces and an exceptional location, ideal for enjoying the Sarasota lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
7336 GREAT EGRET BLVD, SARASOTA, FL 34241
$938,90089 Days on yellowkey MLS ID: A4691490
REDUCED by $11,000 (1.2%) on 07/06/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3097 Built: 2022Monthly Fee: $230 Tax: $8,207 (2025)Community: Heron LandingSpa: YesSingle Family
Taxes:$8,207
Elementary School: Lakeview Elementary
Remarks: ONE OF THE BEST-PRICED 5-BEDROOM POOL HOMES IN THE AREA! Welcome to Heron Landing, an intimate community of just 95 homes, where refined living meets everyday comfort. This beautifully maintained two-story residence offers over 3,000 square feet with 5 bedrooms, 3 baths, a bonus room, heated saltwater pool and spa, and a spacious 3-car garage. Designed for today's lifestyle, the flexible floor plan features four bedrooms and three full baths on the main level, along with a versatile flex room ideal as a home office, den, or hobby space. Upstairs, a private retreat includes a large bonus room with an electric fireplace and a fifth bedroom, making it perfect for guests, multi-generational living, or a private workspace. At the heart of the home is a beautifully updated kitchen featuring quartz countertops, designer backsplash, induction range, new refrigerator, combination convection oven/air fryer, upgraded appliances, abundant cabinetry, and a large center island that opens seamlessly to the main living and dining areas. The spacious primary suite offers a peaceful escape with a walk-in closet and spa-inspired bath featuring dual vanities and a glass-enclosed walk-in shower. Step outside to your own backyard oasis. The lanai overlooks a heated saltwater pool and spa, complemented by a firepit gathering area, outdoor shower, and fully fenced yard—ideal for entertaining or simply relaxing in complete privacy. Additional highlights include energy-efficient features, abundant storage, and a three-car garage. Ideally located with quick access to I-75, world-famous Siesta Key Beach, downtown Sarasota's restaurants, shopping, and cultural attractions. Residents enjoy low HOA fees, no CDD fees, and access to highly rated schools. This exceptional home offers the perfect combination of space, flexibility, modern updates, and resort-style outdoor living—all at one of the best values in the area.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
906 WEE BURN PL, SARASOTA, FL 34243
$379,90026 Days on yellowkey MLS ID: A4698706
1 Days Off yellowkey (back on 7/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1434 Built: 1996 Tax: $4,500 (2025)Community: Sarabay WoodsSpa: NoSingle Family
Taxes:$4,500
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Under contract-accepting backup offers. Welcome to 906 Wee Burn Pl, a well-maintained 3-bedroom, 2-bathroom block pool home tucked away on a quiet cul-de-sac in Sarabay Woods. Built in 1996, this NON-Flood Zone home features a desirable split-bedroom floor with great natural lighting and a floor plan that offers privacy and functionality for families or guests. There are ceiling fans throughout, vaulted ceiling in the main living room/kitchen, stainless steal appliances, a primary bedroom with walk-in closet, shower with tile surround and crown molding. Enjoy Florida living year-round with your own private pool (with heater) and a fully fenced backyard, perfect for entertaining, pets, or relaxing outdoors. Major updates include a 2018 roof, 2019 HVAC system, 2024 Water Heater, and 2019 garage door providing added peace of mind. Conveniently located just minutes from Sarasota-Bradenton International Airport, world-famous Gulf beaches, shopping, dining, and everyday amenities, this home offers the perfect combination of comfort, convenience, and location.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
1824 WEBBER ST, SARASOTA, FL 34239
$650,00093 Days on yellowkey MLS ID: A4691535
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 1680 Built: 1968 Tax: $7,613 (2025)Community: Poinsettia Park 2Half Duplex
Taxes:$7,613
Elementary School: Southside Elementary
Remarks: Investor / Builder Alert! Exceptional WEST OF TRAIL opportunity in one of Sarasota’s desirable neighborhoods, Poinsettia Park. Located just steps from top-rated Southside Elementary School, this property offers incredible potential for redevelopment. The existing structure is a grandfathered duplex that is in very poor condition and best suited for teardown. The true value lies in the land — a 50’ x 118’ lot ideally positioned for a stunning new custom home. But if you prefer, you can keep it as a duplex and rent it. Consider it a blank canvas. Located within the city limits so short term rentals are acceptable. Enjoy a highly sought-after location just minutes to the shops and dining of Southside Village, the world-renowned beaches of Siesta Key, and the vibrant arts, dining, and waterfront lifestyle of Downtown Sarasota. Whether you’re a builder, investor, or end user looking to create a dream home, this is a rare chance to build new in an established, high-demand area surrounded by luxury properties. Opportunities like this are becoming increasingly scarce—don’t miss your chance to capitalize on this premium location! Sold as is with right to inspect.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Carson (941-685-2879)
206 HOURGLASS WAY #V10, SARASOTA, FL 34242
$625,00081 Days on yellowkey MLS ID: A4690141
REDUCED by $15,000 (2.3%) on 07/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1462 Built: 1968Monthly Fee: $1,793 Tax: $5,579 (2025)Community: Whispering SandsVilla
Taxes:$5,579
Remarks: Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for multiple seating groups, while a wall of floor to ceiling sliders – treated with beautiful shades - provides an abundance of natural light. Meal prep is easy in your bright NEW kitchen featuring white cabinetry, subway tile backsplash, granite counters, stainless Whirlpool appliances, recessed lighting, fandelier, & vinyl plank flooring. Three sets of new hurricane impact sliders open from the kitchen, dining room, and 2nd bedroom into your private fenced brick paver patio which offers valuable outdoor space for sunny relaxation or effortless entertaining. Both newly carpeted bedrooms feature an extended living space to accommodate a small seating group, desk, or exercise equipment. The bathrooms have been refreshed with NEW granite countertops, cabinets, vanities & fixtures. NEW 2026 stacked W/D in garage. 2019 HVAC. Recent enhancements include exterior pressure washing and villa painting in February 2026. Newly updated brick paver driveway. New landscaping is being planned by the HOA starting in 2026. Whispering Sands is a premiere 55+ Gulf front property ideally located next to the colorful boutiques and dining options of Siesta Key Village, and offers 800’ of PRIVATE beach, 2 heated pools, new beachside Tiki Hut, grills, shuffleboard, canoe/kayak storage, security, & onsite management. The clubhouse is scheduled to be remodeled in 2026 and when completed will include fitness rooms, catering kitchen, and an elegant and comfortable space for social gatherings. Seller is willing to include 3 year new Kia SUV automobile with acceptable offer. Your coastal retreat awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
1484 DORGALI DR, SARASOTA, FL 34238
$539,000166 Days on yellowkey MLS ID: A4680802
REDUCED by $19,000 (3.4%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 2012Monthly Fee: $443 Tax: $3,988 (2025)Community: Isles Of Sarasota Ph 1BSpa: NoSingle Family
Taxes:$3,988
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. BIG PRICE IMPROVEMENT! Palmer Ranch | Private Pool | Screened Lanai | Updated HVAC | Light moves easily through the main living spaces of this well maintained residence in the Isles of Sarasota. The living and dining areas open directly to the screened lanai and private pool, creating a natural connection between indoor comfort and outdoor living. Ten foot ceilings, crown molding, and ceramic tile flooring give the interior a clean and open feel without unnecessary ornamentation. The kitchen offers breakfast bar seating and an adjoining dining nook, positioned to remain connected to the main living areas while maintaining its own defined space. The split bedroom layout provides separation for guests, while the primary suite includes a walk in closet and en suite bath designed for everyday ease. A complete HVAC replacement in 2021 supports quiet performance, consistent comfort, and exceptional humidity control. Impact glass at the front entry and lanai door, remote-controlled hurricane screens, and recent interior paint add to the sense of care and readiness throughout the home. Within the Isles of Sarasota, daily life unfolds in a well maintained neighborhood setting with mature landscaping and an active clubhouse. Residents gather at the pool, meet for tennis or pickleball, or enjoy the ease of living in a community that is carefully kept and thoughtfully managed. Set within Palmer Ranch, the location offers convenient access to shopping, dining, the Legacy Trail, and Gulf Coast beaches, balancing neighborhood privacy with everyday accessibility. A home designed for comfort, connection, and ease within one of Palmer Ranch’s most established communities.
Listing is courtesy of: FIRST LIGHT REAL ESTATE (941-650-2256)
Listing Agent: Cathy Rustin (941-650-2256)
3731 SARASOTA SQUARE BLVD #205D, SARASOTA, FL 34238
$261,60033 Days on yellowkey MLS ID: A4698263
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1303 Built: 1990 Tax: $3,136 (2025)Community: Palmer Club At PrestanciaCondo
Taxes:$3,136
Remarks: Enjoy all the conveniences of maintenance-free living in this spacious two-bedroom, two-and-a-half-bathroom condominium located on the 2nd floor of the Palmer Club at Prestancia. Nested in a beautiful premier active adult 55+ community, this residence features an open floor plan filled with natural light and is ideally situated just a short drive from the beach and downtown. Property Highlights: - Elegant Interior: Enjoy neutral finishes and crown molding throughout the living room and both bedrooms. - Primary Suite: Includes built-in shelving, a large walk-in closet with custom built-ins, and an updated bathroom. - Guest Accommodations: The second bedroom offers another walk-in closet with built-in shelving and a full bath with both a tub and shower. - Living & Entertaining: The large living and dining area opens to the kitchen and a private screened balcony featuring plantation shutters and sliding glass doors. - Convenience: A half-bath is located near the laundry area at the front of the unit. - Parking & Storage: Includes one designated under-building parking space on the 2nd floor with an adjacent storage closet, plus additional storage at the home's entrance. Prime Location: This home is in a great central location, conveniently situated across the street from Costco, Sarasota Square Mall, AMC Sarasota 12 theater, and various shops. You are also just minutes away from the Potter Park YMCA, Lowe's, and a variety of excellent restaurants. This home offers a superb location close to everything! Don't miss your chance to see it! - Recent Updates: Modern kitchen appliances and countertops, complemented by newer laminate flooring and ceiling fans. Exceptional Value: Monthly HOA fees cover water, sewer, trash, exterior and roof maintenance, groundskeeping, hazard insurance, and routine pest control allowing for a truly low-maintenance lifestyle. Location & Lifestyle: Ideally situated just minutes from premier shopping including Costco, Trader Joe's, and Whole Foods. You are perfectly positioned near Siesta Key, St. Armands Circle, and world-class beaches. For those interested in day trips, this west-central Florida location provides easy access to Tampa, Orlando, and Walt Disney World. Come see making this property your next home, whether as a full-time residence or a seasonal retreat.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Kathleen Long (813-470-0047)
5325 BOCA RATON AVE, SARASOTA, FL 34234
$144,900261 Days on yellowkey MLS ID: A4671544
REDUCED by $12,000 (7.6%) on 06/24/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 780 Built: 1962Monthly Fee: $137 Tax: $2,288 (2025)Community: Tri-Par EstatesMobile Home
Taxes:$2,288
Remarks: Attractive home - great location in Tri Par Estates. 2 bedroom, 1.5 bathrooms with 780 Sq.Ft. of living space. Brand new carport installed March of 2026. Purchase incudes; large Lanai/storage area & laundry room with a shower, Some new flooring since 2023, water heater 2023, HT/AC Mini Splits & some appliances 2017 This property is out of the flood zone code "X". Tri-Par Estates is a 55+ community in which you own your home and the land. A park fee of $1,648.00 a year is part of the property taxes paid once a year, includes Frontier internet, cable also trash. There is a large pool, hot tub, mini golf, laundry facilities, fitness room, clubhouse, and many activities to enjoy. Just minutes to the airport and many other like necessities nearby like hospitals, shopping, restaurants and more. Please do not disturb resident. Airplanes & jets do fly over Tri Par Estates. Tri Par is a state park & recreation development.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Dean Slabach (574-536-0976)
1157 WESTWAY DR, SARASOTA, FL 34236
$14,900,00027 Days on yellowkey MLS ID: A4696910
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 9162 Built: 1974Monthly Fee: $42 Tax: $70,635 (2025)Community: Lido CSpa: NoSingle Family
Taxes:$70,635
Middle School: Booker Middle
Remarks: Some properties tell the story of Sarasota's evolution. Offered for the first time publicly in half a century, this waterfront estate in Lido Shores presents a rare opportunity to become the next steward of 1.34 acres with 247 feet of western shoreline. Held by only two families since 1974, both recognized for their lasting contributions to the Sarasota community, the property offers a unique connection to the people and vision that helped shape the city we know today. A rare slice of Sarasota's legacy is now ready for its next chapter. Designed by Seibert Architects, the residence reflects an important chapter in Sarasota's architectural heritage. The home encompasses more than 9,000 square feet with six bedrooms and six baths, including a library and billiards room. This home was thoughtfully designed to embrace its waterfront setting through expansive living spaces, gathering areas and water views throughout, including multiple terraces. The generous homesite presents exceptional possibilities for restoration, renovation or the creation of a new waterfront estate. Opportunities offering this scale of western-facing water frontage, private beach access and architectural provenance are increasingly rare along Sarasota's coastline. Offering a remarkable sense of privacy, yet just minutes from the boutiques and fine dining of St. Armands Circle, downtown Sarasota's renowned arts and cultural institutions, theaters, galleries and museums, this exceptional property also enjoys convenient access to international airports and multiple international gateways, connecting this storied waterfront setting to destinations around the world.
Listing Agent: Melodie Palmer (941-539-4046)
101 SUNSET DR #PH1, SARASOTA, FL 34236
$1,100,00030 Days on yellowkey MLS ID: A4698459
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1534 Built: 1978 Tax: $7,816 (2025)Community: Lawrence Pointe ISpa: NoCondo
Taxes:$7,816
Remarks: Virtually Staged. Welcome to the penthouse level of Lawrence Pointe, one of downtown Sarasota's most desirable waterfront communities. This spacious 2-bedroom, 2-bath residence offers a rare opportunity to create your dream home while enjoying breathtaking, unobstructed views of Sarasota Bay that will remain protected for years to come. Enjoy the peace of mind of some of the lowest condominium fees in downtown Sarasota, all while being just moments from world-class dining, shopping, the arts, St. Armands Circle, Lido Beach, and the vibrant downtown waterfront. Whether you're looking for a full-time residence, a seasonal retreat, or an opportunity to customize a premier waterfront penthouse to your exact taste, this is a rare chance to invest in one of Sarasota's most iconic bayfront communities. Come experience the views, envision the possibilities, and make this penthouse your own.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jomarie Alicea (941-807-2554)
1800 BENJAMIN FRANKLIN DR #A905, SARASOTA, FL 34236
$1,455,00089 Days on yellowkey MLS ID: A4692060
REDUCED by $45,000 (3.0%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 1996 Tax: $19,414 (2025)Community: L Elegance On Lido BeachSpa: YesCondo
Taxes:$19,414
Remarks: Under contract-accepting backup offers. Direct Gulf-front views from the living room and both bedrooms. Newly widened beach. Ninth-floor elevation. Wake to the sound of waves and unobstructed Gulf views from this ninth-floor residence at L’Elegance on Lido Beach, where the living room, primary suite, and guest bedroom all enjoy direct Gulf frontage—a rarely available opportunity on Lido Beach. Positioned directly on the beach, this residence features an expansive Gulf-front terrace designed for year-round sunsets, coastal breezes, and panoramic water views stretching across the horizon. Residents of L’Elegance enjoy an exceptional collection of amenities including a 24-hour guarded entrance, Gulf-front resort-style pool and spa, updated fitness center, tennis courts, clubhouse, and a private deeded beach reserved exclusively for residents and their guests—offering a more peaceful and secluded beachfront experience. Adding to its appeal, Sarasota County’s recent beach renourishment has dramatically expanded the shoreline, creating an even more impressive beachfront setting and enhancing the enjoyment of this coveted stretch of Lido Key and the community’s private deeded beach. Located on the coveted south end of Lido Key, residents enjoy a quieter beachfront setting while remaining just moments from the boutiques, restaurants, and waterfront dining of St. Armands Circle, as well as the arts, entertainment, and cultural attractions of downtown Sarasota. Whether envisioned as a seasonal escape or a full-time coastal residence, this offering presents a rare opportunity to own direct Gulf-front property on one of Sarasota’s most desirable beaches—where every day begins with sweeping water views and ends with Sarasota’s unforgettable sunsets.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Garcia (941-266-9060)
435 S GULFSTREAM AVE #605, SARASOTA, FL 34236
$429,000121 Days on yellowkey MLS ID: A4688025
REDUCED by $15,900 (3.6%) on 07/06/2026
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! Priced at the lowest price per square foot in the downtown bayfront district and beyond and just reduced AGAIN! This unit is on the sixth floor and looks over the city and Palm Avenue. This condo is ready for your 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 or even reconfigure into a small office. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency House features a 24/7 onsite concierge attendant, 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)
7214 CLOISTER DR #7214, SARASOTA, FL 34231
$199,90024 Days on yellowkey MLS ID: A4698949
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1983 Tax: $2,052 (2025)Community: Lakeside Club Of SarasotaCondo
Taxes:$2,052
Remarks: The Lakeside Club of Sarasota -2nd Floor Condo Unit w/ Vaulted Ceiling & Sky Lights Makes it Bright and Cheerful- Super Clean Carpet and Tile Flooring /Ready for NEW Resident Occupancy! Spacious 2-Bedroom, 2-Bath with Large Screened Porch + Lagoon View. Refridge, Range, Dishwasher & Newer A/C 2023 ! Condo has Laundry Closet in the Kitchen, Attic Storage with Ladder! Assigned Carport & Guest Parking ! Plus Tennis Court & Community POOL with a Beautiful Lake View! The Association Includes: Exterior Bldg, Ground Maintenance, Roof, Recreational - Tennis, & Pool - Must See Condo in the Gulf Gate Area Close to the Gulf Gate Library / Costco / Shopping / Restaurants and minutes away from Siesta Beach!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
3700 S OSPREY AVE #118, SARASOTA, FL 34239
$228,000153 Days on yellowkey MLS ID: A4683813
REDUCED by $4,900 (2.1%) on 07/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,884 (2025)Community: Plaza GardensCondo
Taxes:$2,884
Remarks: Welcome to your slice of Sarasota paradise! This vibrant, first-floor condo is the ultimate tropical retreat, located just four miles from the world-renowned sands of Siesta Key Beach and a mile from Southside Village. Whether you are searching for a savvy investment, a seasonal vacation getaway, or a low-maintenance primary residence, this home is perfectly positioned for the Florida lifestyle. This move-in ready, west of the trail home, boasts a comprehensive interior renovation that blends modern convenience with natural beauty. The heart of the home is the stunning kitchen, which features brand-new modern white cabinetry, sleek stainless steel appliances, and gorgeous live-edge countertops that provide a unique and organic focal point for your living space. The upgrades continue throughout the entire unit with fresh new flooring, updated fans, and contemporary lighting that create a bright and welcoming atmosphere. The bathroom has been fully refreshed with a new vanity and sinks, ensuring every inch of this home feels crisp and current. Major mechanical updates provide long-term peace of mind, including a water heater installed in 2021 and an air conditioning system from 2017. You will also enjoy the convenience of an indoor laundry room inside the unit. The community recently benefited from a newer roof, providing peace of mind for years to come. Your assigned parking space is situated right in front of your door, making it a breeze to load up your gear for a day at the beach or a trip to the nearby parks. The location is truly unbeatable and keeps you in the heart of everything Sarasota has to offer. You are within walking or biking distance to the Crossings at Siesta Key, where you will find a Publix grocery store, a variety of dining options, and excellent shopping. The neighborhood is also conveniently close to Sarasota Memorial Hospital and a curated selection of upscale local restaurants. With water, sewer, and trash included in the maintenance fee, you can spend less time worrying about bills and more time enjoying the nearby bridge to the coast. Do not miss your chance to own in one of the area's most sought-after hotspots!
Listing Agent: Rory Mcdonald (941-961-7247)
521 CUMMINGS ST, SARASOTA, FL 34242
$1,450,00025 Days on yellowkey MLS ID: A4696604
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 1983 Tax: $7,154 (2025)Community: Ocean Beach RepSingle Family
Taxes:$7,154
Remarks: Tucked away on a quiet cul-de-sac on north Siesta Key, this Key West-inspired canal-front retreat captures the ease of casual island living with boating water, inviting outdoor spaces and easy access to Siesta Village, the famous white quartz sands of Siesta Beach and the azure waters of the Gulf. Set along 95 feet of private canal frontage just off the Grand Canal, the property offers a dock, a covered 5,000-pound boat lift and direct access to the Intracoastal Waterway, creating an ideal setting for those who want to enjoy the water from their own backyard. Designed for effortless indoor-outdoor living, the home features an expansive elevated deck and contemporary cable railings overlooking the canal and surrounding natural scenery, a heated pool with a cascading stone waterfall, a covered bar area and a fenced, low-maintenance yard surrounded by tropical landscaping. Whether hosting friends, relaxing after a day on the boat or enjoying the island breeze, the outdoor areas offer a private, versatile setting for everyday enjoyment. Inside, vaulted ceilings, a neutral palette and an open-concept layout create a light, comfortable atmosphere. The kitchen is positioned at the heart of the home and features granite countertops, stainless steel appliances, dual sinks, a center island with a JennAir cooktop and a breakfast bar that connects easily to the main living and dining areas. A wood-burning fireplace adds warmth and character to the gathering space. The primary suite offers a peaceful retreat with sliding glass doors opening to a screened lanai, along with an en-suite bath featuring dual vanities, a walk-in shower and a charming window seat. Two additional bedrooms are thoughtfully positioned in their own wing with a full bath and convenient laundry room nearby. Additional features include impact glass on most openings, hurricane-rated doors, metal roof, Nichiha siding, Trex decking, cable railings, two garages and a full pool bath, bonus room and storage area on the ground level. Positioned at one of the highest elevations on the street, the home offers added peace of mind in storm season. Just a short distance from Siesta Key’s renowned beaches, vibrant Village dining, boutiques and nightlife, this move-in-ready waterfront home offers exceptional flexibility as a full-time residence, seasonal getaway or investment opportunity in one of Sarasota’s most beloved island communities. Close to the Out-of-Door Academy’s lower school and only 15 minutes by car to vibrant downtown Sarasota’s restaurants, shopping and entertainment.
Listing Agent: Judie Berger (941-928-3424)
471 ISLAND CIR, SARASOTA, FL 34242
$2,100,00024 Days on yellowkey MLS ID: A4698115
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2922 Built: 2014 Tax: $13,929 (2025)Community: Sarasota BeachSingle Family
Taxes:$13,929
Remarks: Offered for the first time, 471 Island Circle is a private contemporary coastal retreat designed for modern luxury, effortless living and the ease of a low-maintenance Siesta Key lifestyle. Ideally positioned in the community of Palm Island, close to Siesta Beach and the charm of Siesta Village, this three-level residence offers a rare blend of privacy, quality construction and everyday comfort in one of the island’s most desirable settings. From the gated entry and walled-courtyard approach to the private pool area, the home feels wonderfully tucked away while remaining moments from the beach, boutiques, dining and the relaxed energy that makes Siesta Key so loved. Built by MGB (My Green Building) with a focus on strength, efficiency and peace of mind, the residence features solid concrete block construction, reinforced with rebar and poured concrete tied to the roof structure, impact-rated materials and a low-maintenance exterior. It is an ideal lock-and-leave island home for those who want to enjoy the beauty of coastal living without the demands of a more traditional high-maintenance property. Inside, a striking floating steel staircase with stainless steel cable detailing creates a memorable first impression, while the elevator provides easy access to all levels. The upper main living level is filled with natural light, with open dining and family spaces designed for comfortable everyday living and easy entertaining. The sleek Cucina Ricci kitchen features abundant contemporary cabinetry, quartz countertops and premium Thermador appliances, including dual ovens, an icemaker, a five-burner induction cooktop, a concealed refrigerator and wine refrigeration. A cleverly designed hidden television rotates to be viewed from both the kitchen and living areas. Just beyond, a large west-facing balcony extends the living space outdoors and offers a beautiful setting for open-air dining, sunset cocktails and evening breezes. A stylish half bath completes the main living level. The second floor offers three en suite bedrooms, each thoughtfully designed with privacy and comfort in mind. Contemporary baths feature striking tile selections, floating vanities and clean modern finishes. An additional balcony overlooks the private courtyard pool below, creating a quiet connection between the interiors and outdoor living spaces. A convenient laundry room is located nearby. Outdoors, the walled pool courtyard is designed for privacy, sunning, swimming and relaxed coastal enjoyment, offering the feel of a private resort with minimal upkeep. Additional features include two-zone air conditioning for enhanced efficiency, generous storage and a two-car tandem garage. From morning at the beach to evenings near the Village or sunset views from your own balcony, every day here feels like a vacation. When you are ready to explore beyond the island, vibrant downtown Sarasota is just a short drive away, offering world-class dining, arts and culture and entertainment.
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