Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
3233 BENEVA RD #104, SARASOTA, FL 34232
$127,4501 Day on yellowkey MLS ID: A4690227
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1978 Tax: $1,932 (2025)Community: Village Brooke Sec 3Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,932
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Home without the homework is yours with this condo. You'll love the beautifully groomed grounds here. You can live here affordably. Look at what the maintenance fee includes!!! All the neighbors have been so nice and helpful. Picturesque view from your lanai overlooking a picnic area and pond...or...you can bask in the sunshine poolside. Minutes to one of the best beaches in the world.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Debbie Roth (941-713-0522)
2940 BOUGAINVILLEA ST, SARASOTA, FL 34239
$650,0002 Days on yellowkey MLS ID: A4689977
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1960Monthly Fee: $17 Tax: $6,279 (2025)Community: South GateSingle Family
Taxes:$6,279
Elementary School: Southside Elementary
Remarks: Stunning, mid-century modern home in highly desirable South Gate with views you must see to believe! If you could have picked one of the best lots in South Gate back in the 1960’s this may have been it. The two-bedroom plus office, two bath home sits on a bluff overlooking a wide portion of Philippi Creek including a large aquatic preserve. You’ll be mesmerized by long, unobstructed views in every direction. A nature lovers delight and absolutely intoxicating. But while location is important, there are many more features in this classic home to consider. Entering through the large foyer you’ll immediately notice beautiful terrazzo floors throughout and a great room with vaulted ceilings. There’s an adjacent dining area off the kitchen and all of these spaces look out through what appears to be a “wall of glass” dedicated to the world class view of flora and fauna. The primary bedroom also has views and access to the back yard and the primary bathroom has been upgraded with a separate tub and walk in shower. The den/office can be made more private with sliding pocket doors and function as a guest bedroom. It even has a dedicated, enclosed patio and garden space. There’s an attached, oversized garage with room for your workshop and a double wide driveway with plenty of parking. While this home has been appropriately updated and improved over the years you’ll find it’s all been done with a great sensibility to the original intent, quality and “hipness” so many are learning to appreciate, again.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
1717 ALTA VISTA ST, SARASOTA, FL 34236
$3,500,0009 Days on yellowkey MLS ID: A4689355
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3267 Built: 2023 Tax: $33,109 (2025)Community: Prime SubSpa: YesSingle Family
Taxes:$33,109
Middle School: Sarasota Middle
Remarks: Prime Location in the Hudson Bayou neighborhood. Built in 2023 this home offers 5 Bedrooms, 4.5 bathrooms and designer finishes. The interior features an open floor plan with wide plank wood flooring throughout and impact-rated windows and doors. The great room is anchored by a tray ceiling, custom built-ins, and a marble fireplace feature wall. The kitchen is designed for both everyday living and entertaining, offering Viking appliances, a dual fuel range, built-in refrigerator, custom cabinetry, quartz countertops, and a walk-in pantry. A dedicated wine room is located just off the kitchen. The primary suite is positioned on the first floor with direct access to the lanai, two custom walk-in closets, and a well-appointed bathroom with dual vanities, soaking tub, and frameless glass shower. The main level also includes a flexible office or guest suite with a full bath, along with a spacious laundry room. Outdoor living is fully integrated with a covered lanai featuring a complete outdoor kitchen with gas grill, vent hood, sink, and refrigerator, along with electric screens. The heated saltwater pool and spa are finished in PebbleTec and complemented by a gas fire feature, updated landscaping for privacy, and an outdoor shower. Upstairs includes three additional bedrooms, all with walk-in closets, two full bathrooms, and a loft space. Additional features include Sonos audio on the main level and natural gas generator. Located within the Southside Elementary school district, with a neighborhood park nearby. Downtown Sarasota, the Bayfront, Marie Selby Botanical Gardens, and Southside Village are all just minutes away, with convenient access to the Lido Key and Siesta beaches.
Listing Agent: Fred Sassen (404-408-5956)
7067 JARVIS RD, SARASOTA, FL 34241
$430,0007 Days on yellowkey MLS ID: A4687431
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1608 Built: 1992 Tax: $2,406 (2025)Community: Lake SarasotaSingle Family
Taxes:$2,406
Elementary School: Lakeview Elementary
Remarks: Welcome to this spacious two-story, 4-bedroom, 2-bath home located in the desirable Lake Sarasota neighborhood—just minutes from I-75 with no HOA restrictions! Start your day on the charming screened-in front porch, the perfect spot for morning coffee or unwinding while enjoying a beautiful Florida sunset. Step inside to a bright and inviting living room and dining room combination, filled with natural light and ideal for both everyday living and entertaining. The kitchen has been recently updated with granite countertops and offers ample cabinet space, making it both stylish and functional for any home chef. Conveniently located on the main level, the primary bedroom features a walk-in closet and ensuite bathroom. Upstairs, you’ll find three additional bedrooms, including an oversized 16’ x 10’ room that offers endless possibilities—whether you envision a guest suite, home office, gym, or a space large enough to accommodate two queen beds. Step outside to a fully fenced backyard with plenty of room to add a pool and create your own private oasis. A storage shed adds extra convenience for tools and outdoor equipment. Enjoy peace of mind with recent updates including a new roof (2025) and a newer water heater. The home is located in an X flood zone, offers wind-resistant windows, and includes solar panels to help keep electric costs low. Conveniently situated near parks, schools, shopping, and recreational activities, this home offers the perfect blend of comfort, flexibility, and Florida living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Edith Richman (941-855-0072)
4034 ROBERTS POINT RD, SARASOTA, FL 34242
$10,000,0007 Days on yellowkey MLS ID: A4689062
Bed: 5 Bath: 4.5 Gar: 6 Liv Area Sq Ft: 5458 Built: 1990 Tax: $25,533 (2025)Community: Elliot M Prop Siesta KeySpa: YesSingle Family
Taxes:$25,533
Elementary School: Phillippi Shores Elementary
Remarks: A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with five bedrooms, four full bathrooms, and one half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
7350 DEER CROSSING CT, SARASOTA, FL 34240
$549,900135 Days on yellowkey MLS ID: A4671132
0 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2210 Built: 2001Monthly Fee: $61 Tax: $3,151 (2024)Community: Meadow WalkSingle Family
Taxes:$3,151
Elementary School: Tatum Ridge Elementary
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to Meadow Walk, where comfort and style come together in this stunning 4-bedroom, 2.5-bathroom pool home with a 3-car garage. Sitting on nearly a quarter-acre lot, this property showcases attractive curb appeal with beautifully maintained, low-maintenance landscaping. A screened front entry leads to double front doors, inviting you into a bright and spacious interior designed for both relaxation and entertaining. Inside, the foyer opens to soaring ceilings that create a grand first impression. The formal dining and living rooms are filled with natural light, and the living room features a unique two-way aquarium that connects to the kitchen, adding a touch of charm and character. The kitchen is a dream layout, offering abundant cabinetry, granite countertops, a large island, barstool seating, and a cozy breakfast nook. It seamlessly flows into the family room, highlighted by a tray ceiling and French doors that open to the lanai. The split-bedroom floorplan ensures privacy, with the owner’s suite situated on one side of the home. The oversized suite features a tray ceiling, private sliding glass door to the pool area, walk-in closet, and a spacious ensuite bathroom complete with dual sinks, a soaking tub, and a separate shower. The additional three bedrooms are generously sized, with nearby bathrooms providing convenience for family or guests. Enjoy the practicality of an indoor laundry room with ample storage, and step outside to the screened-in lanai that’s perfect for entertaining, featuring ceiling fans and plenty of lounging space around the sparkling pool. Beyond the screened area, a patio and fully fenced yard provide additional outdoor enjoyment and privacy. Ideally located near the scenic Celery Fields with beautiful walking trails, this home is close to premier shopping at UTC Mall, dining at Waterside, and within an A-rated school district including Tatum Ridge Elementary, McIntosh Middle, and Sarasota High School. This Meadow Walk gem truly has it all—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Keith Curcio (941-376-7683)
5272 BOX TURTLE CIR, SARASOTA, FL 34232
$624,9907 Days on yellowkey MLS ID: A4689433
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2473 Built: 1985Monthly Fee: $50 Tax: $3,171 (2024)Community: Turtle Creek 2Spa: NoSingle Family
Taxes:$3,171
Elementary School: Fruitville Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience the ultimate blend of privacy, space, convenience and opportunity in this rare 1-acre estate situated in the highly sought-after community of Turtle Creek II. Positioned on a premier corner lot and enveloped by a lush canopy of majestic oaks, 5272 Box Turtle Circle features 5-bedrooms, 4-baths, including an attached 1-bedroom/ 1-bath in-law suite with a private entrance. Upon entering, you are greeted by an expansive open floor plan characterized by soaring ceilings and an abundance of natural light. The heart of the home is the beautifully updated kitchen and bright living area with French doors, featuring modern appliances, ample counter space, which flows seamlessly into the bright living and dining areas. For cozy evenings, the grand living room features a classic wood-burning fireplace, creating an inviting atmosphere for family gatherings. Opportunities galore as this second living room could also be featured as an addition to the Primary suite, offering you flexibility and versatility. The most unique and valuable feature of this property is the fully integrated in-law suite. Complete with its own private exterior entry and a dedicated kitchenette, this versatile space is perfect for multi-generational living, a long-term guest retreat, or a secluded professional home office. Market rent for the attached suite is $1,500 per month which is an opportunity to offset your mortgage or be another stream of income. The interior layout is thoughtfully designed for flexibility, offering five true bedrooms to accommodate a variety of lifestyle needs. Step through the French doors to discover your own private oasis. The oversized screened-in patio provides the perfect setting for alfresco dining or morning coffee while overlooking the massive, park-like backyard. With a full acre of land, there is limitless potential for outdoor recreation, gardening, or adding a custom resort-style pool. This property offers the rare luxury of land and privacy while maintaining a HardiPlank exterior for lasting curb appeal. Roof is only 3 years old! Located in a quiet, established neighborhood with no CDD fees and low HOA dues, you are just minutes from I-75, the UTC shopping district, and Sarasota’s world-famous beaches. This is a rare opportunity to secure a significant piece of land in one of the Gulf Coast's most convenient and desirable locations. Be sure to experience the full 3-D Interactive Walkthrough and schedule your private viewing today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
191 VISTA HERMOSA CIR, SARASOTA, FL 34242
$570,00071 Days on yellowkey MLS ID: A4680721
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 993 Built: 1971Monthly Fee: $1,104 Tax: $4,566 (2025)Community: Vista HermosaVilla
Taxes:$4,566
Remarks: One or more photos have been virtually staged. Welcome to your maintenance free, dream beach retreat on Siesta Key! This charming and meticulously remodeled 2-bedroom, 2-bath villa offers the perfect blend of luxury and convenience, just a short stroll from the pristine sands of Crescent Beach. Enjoy cooking in a stunning kitchen featuring brand new quartz countertops, stainless steel appliances, and stylish light fixtures. Experience comfort year-round with newly installed HVAC and energy-efficient tankless water heater. Luxury vinyl panel floors flows seamlessly throughout, offering both durability and aesthetic appeal. Relax in the attached, screened-in lanai, complete with No-See-Um screen, aluminum framing and a new Hunter, wet-rated ceiling fan, perfect for warm island evenings. Both bathrooms have been beautifully remodeled providing a fresh, contemporary feel. Located just a few steps from the Clubhouse, heated pool, outside grilling areas and laundry facility. Walking distance to shops, restaurants and entertainment. Enjoy the easy, island lifestyle with access to the free trolley service to Siesta Key Village for even more shopping and dining experiences. Ideal for a second home, rental investment, or full-time residence. Don't miss this great opportunity to own a piece of paradise! Schedule your showing today and embrace the Siesta Key lifestyle!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Denise Barbato (941-400-8773)
157 VISTA HERMOSA CIR, SARASOTA, FL 34242
$569,00081 Days on yellowkey MLS ID: A4677280
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1971Monthly Fee: $1,041 Tax: $3,568 (2025)Community: Vista HermosaVilla
Taxes:$3,568
Remarks: Completely renovated in 2025, this 2 bedroom/2 bath, maintenance free villa is walking distance to the powdery sands of beautiful Crescent beach on Siesta Key. Great opportunity for a second home, vacation rental or full-time residence. 2-week minimum, 26 times a year rental policy. All kitchen upgrades include new cabinets, quartz countertop, sink and all new stainless steel appliances including, microwave, refrigerator, stovetop and dishwasher. Convenient all new washer and dryer in unit! New tile flooring throughout. Amenities include a renovated clubhouse with full kitchen, heated swimming pool and outdoor grilling areas. This well-managed island retreat is located just a short distance to restaurants, shopping, entertainment and water sports. Enjoy the stress free, beach lifestyle of Siesta Key!
185 VISTA HERMOSA CIRCLE, SARASOTA, FL 34242
$575,000190 Days on yellowkey MLS ID: A4667525
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1971Monthly Fee: $1,041 Tax: $5,222 (2024)Community: Vista HermosaSpa: NoVilla
Taxes:$5,222
Remarks: Welcome to Vista Hermosa, your ultimate maintenance-free, island retreat a short stroll from the powdery sands of Crescent Beach on world renowned Siesta Key. This beautifully renovated villa is turnkey-furnished and move-in ready with brand new upgrades including luxury vinyl flooring throughout, quartz countertops in kitchen and bath, stainless steel appliances including, dishwasher, stove top and microwave and a newly installed A/C system. Amenities include a renovated club house with full kitchen, heated swimming pool and grilling areas. Vista Hermosa is located just a short distance to restaurants, shopping, entertainment and water sports. Enjoy the convenience of living close to Stickney Point bridge where you can venture off the Key and within a short drive visit Downtown Sarasota, St. Armand's Key, Longboat and Lido Keys. Great opportunity for a second home, vacation rental or full-time residence. 2-week minimum, 26 times a year rental policy allows for great income potential! Own a piece of paradise and enjoy the laid back, tropical lifestyle of Siesta Key. Schedule a showing today!
1415 S SCHOOL AVE, SARASOTA, FL 34239
$659,9003 Days on yellowkey MLS ID: A4687920
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1126 Built: 1955 Tax: $6,276 (2025)Community: Loma Linda Park ResubSingle Family
Taxes:$6,276
Elementary School: Alta Vista Elementary
Remarks: Sarasota midtown oasis in desirable Arlington Park Neighborhood. This 3 bedroom, 1 1/2 bath, TURNKEY FURNISHED home situated on a secluded corner lot, immaculately maintained and updated, could be yours as a primary residence or income producing rental property (7 DAY MINIMUM RENTAL). Located 2 blocks east of Sarasota Memorial Hospital, 4 miles to Siesta Beach (#1 beach in the USA), 5 miles to Lido Beach and 1 mile to Sarasota’s downtown world class shopping and entertainment. Short walk to Southside Village, Midtown Plaza and the Arlington Park & Aquatic Center. Terrazzo floors throughout with tile in both bathrooms. Tankless water heater, new appliances, granite countertops, IKEA kitchen cabinets and closet organizers. Property is fully FENCED with 2 gates provides access and parking for a small boat, camper or vehicle. Hardwood deck and landscaped with tropical plants. NO FLOOD INSURANCE REQUIRED. The city easement (a non build lot) on the east side of the property provides additional privacy. Magical must see property!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Wendy Lewis (941-993-5708)
1255 E PEPPERTREE DR #201, SARASOTA, FL 34242
$499,000249 Days on yellowkey MLS ID: A4661191
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1460 Built: 1972 Tax: $5,890 (2024)Community: Peppertree Bay ISpa: NoCondo
Taxes:$5,890
Remarks: Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
1792 FLOYD ST, SARASOTA, FL 34239
$1,250,00049 Days on yellowkey MLS ID: A4684245
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2015 Built: 1951Monthly Fee: $2 Tax: $13,700 (2025)Community: Hudson Bayou/Midwood ManorSpa: YesSingle Family
Taxes:$13,700
Remarks: One or more photo(s) has been virtually staged. Great price for walled-in pool home in PRIME WEST OF TRAIL location, just a few blocks to Southside Village popular shops and restaurants and 1 block to Sarasota Memorial Hospital. The home was remodeled in 1996 and 2000 with vaulted ceilings, newer bathrooms and kitchen, split bedroom floor plan, pool (built in 2003 and Pebbletec resurfacing in 2026), interior laundry room and 1 car garage. Tile or wood floors throughout. Property re-piped in 2024, a/c 2019. Perfect for your residence or an easy investment property with weekly or monthly rentals allowed. Rental estimates range from $6k - 7.5k monthly depending on annual or weekly rental. Very limited rental availability in the area.
106 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$1,900,000403 Days on yellowkey MLS ID: A4642792
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1999 Built: 1952 Tax: $25,393 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$25,393
Remarks: One or more photo(s) has been virtually staged. Live just steps from world-famous St. Armands Circle in this beautifully renovated coastal retreat offered at $1,900,000. Perfectly positioned on a rare oversized corner lot, this property presents an exceptional opportunity for both personal enjoyment and investment in one of Sarasota’s most desirable vacation markets. Inside, the light-filled open floor plan showcases custom carpentry, detailed moldings, and refined coastal finishes throughout. The recently remodeled kitchen and baths complement major upgrades including impact-rated windows and doors, updated HVAC, a new pool pump, and water heater. Designed for relaxed Florida living, the outdoor spaces feature a screened-in pool, private patio, and multiple areas ideal for entertaining or enjoying the island lifestyle. Located just minutes from Lido Beach and vibrant Downtown Sarasota, with easy golf-cart and pedestrian access to world-class shopping, dining, parks, and beach access. With strong vacation rental demand in the area, this home offers outstanding potential as an income-producing property or flexible dual-use coastal residence.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Cathy Palmer (678-524-1104)
4626 GLEASON AVE, SARASOTA, FL 34242
$695,00077 Days on yellowkey MLS ID: A4680372
REDUCED by $35,000 (4.8%) on 04/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1144 Built: 1955 Tax: $6,783 (2025)Community: Ocean BeachSingle Family
Taxes:$6,783
Remarks: Easily the most move-in ready option on Siesta under 700k! A perfect blend of old-school cool and 2026 finishes, this mid-century modern bungalow is a true "buy it and move-in tomorrow” type home. Most importantly, no high condo/HOA fees. Polished terrazzo floors, vaulted ceilings, it’s just fun all over. Fully renovated with crisp coastal selections. It has a nice sunroom for a large party gathering or workout room, art studio, play area. Carport equipped with RV hookups and motor court driveway. Plenty of parking space for bikes, scooters, and golf carts. The landscaping is immaculate, professionally designed by the owner including an advanced drainage system helping keep you dry 24/7/365. Not far from the Village, close to the beach, and minutes to North bridge. Clean, affordable, easy beach living. Being offered turn-key furnished.
Listing Agent: Jason Skowronski (941-812-6090)
500 S WASHINGTON DR #19B, SARASOTA, FL 34236
$544,90030 Days on yellowkey MLS ID: A4686209
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 770 Built: 1963 Tax: $5,188 (2025)Community: Kingston ArmsSpa: YesCondo
Taxes:$5,188
Middle School: Booker Middle
Remarks: Welcome to beautifully renovated coastal living on iconic St. Armands Circle. Located at 500 S. Washington Drive, Unit 19B, this move-in-ready condominium offers an unbeatable combination of style, location, and peace of mind just moments from Lido Beach, downtown Sarasota, and the world-class shopping and dining of St. Armands Circle. Completely renovated by the current owners, this exceptional residence has been thoughtfully updated from top to bottom with new flooring throughout, a beautifully renovated kitchen, an updated bathroom, washer/dryer combo, new hot water tank, and a new electrical panel. Impact-resistant doors and windows, along with plantation shutters, provide valuable storm protection and added peace of mind. Whether you are searching for a full-time residence, seasonal getaway, or vacation retreat, this turnkey condo offers low-maintenance living in one of Sarasota’s most sought-after locations. Enjoy easy access to the beach, downtown, and all the boutiques, restaurants, and entertainment that make St. Armands Circle so desirable. Everything has been done—simply move in and start enjoying the Sarasota lifestyle.
Listing Agent: Kelly Mooney (941-587-8430)
209 COSMOPOLITAN CT, SARASOTA, FL 34236
$899,00064 Days on yellowkey MLS ID: A4676613
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1680 Built: 2015Monthly Fee: $575 Tax: $10,906 (2025)Community: QSpa: NoTownhouse
Taxes:$10,906
Remarks: Amazing property and location! This Townhome is located between Osprey and Orange Avenues off of Ringling Blvd. in downtown Sarasota with 2 spacious bedrooms and 2.5 Baths. The Q is a unique enclave of 40 individually owned townhomes (not a condo). The moment you enter the front door, you will be mesmerized by the 13-foot-tall ceilings, the 8'-foot-tall solid wood Italian doors and a serene view through the foyer out the back door to historic Laurel Park. The downstairs area (11' x 10') is a great office space with large windows that could also work as a den. The second bedroom is conveniently located on the first floor and boasts both a walk-in closet and a double closet. This spacious second bedroom has an ensuite bathroom with a Lube single sink cabinet with quartz countertops and an oversized walk-in shower. Landry room is also, conveniently located on level one. On level 2, At the top of the stairs you are greeted by an amazing kitchen with Modern cabinets, quartz countertops and stainless-steel appliances. The glass tile backsplash and knee wall facing the living room are stylist and accessible, shimmering with light from the over-sized windows. The view from the upstairs living room and dining room is a scenic view of the treetops of historic Laurel Park. Step out onto the serene, private balcony where you feel like you're in the treetops. All windows are impact glass. The attached 2-car garage has spacious storage. The location is ideal. You are two blocks from the Saturday farmer's market and one block from amazing restaurants. If that's not enough, stroll to the theater, opera, or the marina. The Q is a very short ride or walk to the Legacy Trail connecting you from downtown to Venice. The free Breeze trolley runs every 30 minutes to takes you to St. Armand's Circle or out to Lido Beach. Buyers and/or Buyers Agent to verify all pertinent information, including room sizes, as they may be approximate. All Association information should be verified with Property Management Company or Association. Information deemed reliable but not guaranteed.
Listing Agent: Robert Robinson (941-587-2739)
4140 MALDEN DR, SARASOTA, FL 34241
$449,000183 Days on yellowkey MLS ID: A4668055
REDUCED by $20,000 (4.3%) on 04/07/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1964 Built: 2000 Tax: $3,655 (2024)Community: Lake SarasotaSingle Family
Taxes:$3,655
Remarks: Under contract-accepting backup offers. This is the one * 'A' RATED SCHOOL DISTRICT * NEW ROOF IN 2020 * NEW A/C IN 2020 * LOVINGLY REMODELED FAMILY HOME * A TRUE 4 BEDROOM SPLIT PLAN with 2 BATHS * This comfortable, generously-sized open floor plan features a Living Room + Dining Room + Family Room * SPACIOUS Kitchen features a breakfast bar and has newer appliances, fixtures and GORGEOUS GRANITE counters * Screened lanai with door to 2nd Bath * Private fenced yard for privacy * THE BACKYARD IS A BEAUTIFULLY LANDSCAPED OASIS * This home is perfect for entertaining or simply relaxing in your slice of paradise * You'll love living on this quiet street in the newer section of Lake Sarasota * 'A' RATED SCHOOL DISTRICT * Fantastic location - you're just minutes to parks, I-75, shopping, restaurants, Doctor's Hospital, and so much more * It's a short drive to Siesta Key Beach, downtown and even UTC Mall * One look & you'll fall in love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Glenn Brown (941-342-6464)
5047 VINSON WAY, SARASOTA, FL 34232
$549,0003 Days on yellowkey MLS ID: A4689764
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 1980 Tax: $4,521 (2025)Community: Brentwood EstatesSpa: YesSingle Family
Taxes:$4,521
Elementary School: Brentwood Elementary
Remarks: Exceptional income-producing turnkey opportunity in the heart of Sarasota with a 9.8% cap rate! This versatile property at 5047 Vinson Way is ideal for both investors and owner-occupants looking to maximize returns while enjoying a primary residence. The property is thoughtfully configured into three separate units: a spacious 2-bedroom, 1-bath main residence perfect for an owner, plus two additional income-generating units—a studio and a one-bedroom—both currently operating as successful short-term rentals. The outdoor space is a true standout, featuring a brand-new pool and spa, creating a resort-style experience that significantly enhances rental appeal and guest satisfaction. Each unit offers privacy and functionality, making it ideal for Airbnb or extended stays. Whether you’re house hacking or running a full investment property, this setup delivers immediate income potential and strong cash flow. Located in a desirable Sarasota area close to shopping, dining, and world-famous beaches, this property blends lifestyle and performance seamlessly. Live in one unit, rent the others, and capitalize on a high-performing asset—opportunities like this are rare.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Mariele Hoffman (941-225-0800)
$549,0003 Days on yellowkey MLS ID: A4689767
Bed: 4 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 1980 Tax: $4,521 (2025)Community: Brentwood EstatesSpa: YesApartment
Remarks: High-performing income property delivering a 9.8% cap rate in a prime Sarasota location—this is the type of asset investors actively seek. 5047 Vinson Way is a fully operational, income-generating property configured into three distinct units, offering immediate cash flow and maximum flexibility. The layout includes a 2-bedroom, 1-bath primary residence, plus two additional rental units—a studio and a one-bedroom—both currently utilized for short-term rental income. This is a true turnkey investment—all furniture is included in the sale, allowing a seamless transition for the next owner to continue operating without interruption or additional setup costs. The property is optimized for performance. Live in the main unit while the other units generate income, or maximize returns by operating all three as short-term rentals. Strong rental demand in the area supports consistent occupancy and revenue potential. A standout feature is the brand-new pool and spa, enhancing guest appeal and driving higher nightly rates—an essential component in maximizing ROI. Ideally located near Sarasota’s top attractions, dining, shopping, and world-renowned beaches, this property offers the perfect balance of lifestyle and income. Turnkey, furnished, income-producing, and delivering strong returns—this is not just a property, it’s a high-performing asset.
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