Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
4100 TEE RD, SARASOTA, FL 34235
$399,00012 Days on yellowkey MLS ID: A4694503
1 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 1971 Tax: $3,991 (2025)Community: Kensington ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,991
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Tucked away at the end of a quiet cul-de-sac in a charming neighborhood, this beautifully renovated 4-bedroom, 2-bath residence offers the perfect blend of style, comfort, and convenience. Ideally located just minutes from Downtown Sarasota, world-renowned beaches, dining, shopping, and cultural attractions, this move-in-ready home is a rare find. Inside, enjoy a light and inviting interior featuring brand-new luxury vinyl wood-look flooring, fresh interior paint throughout, and a thoughtfully redesigned floor plan with four true bedrooms — a feature not often found. The fully updated kitchen showcases new cabinetry, modern finishes, and a fresh contemporary feel perfect for everyday living and entertaining alike. Both bathrooms have been tastefully renovated with stylish updates and timeless appeal. The spacious garage offers excellent storage and functionality, complete with a laundry sink, washer, and dryer. Additional highlights include a newer roof and quality renovations throughout, providing peace of mind for years to come. Privately positioned at the end of the street with minimal traffic, this home combines the tranquility of a tucked-away setting with close proximity to everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
800 BENJAMIN FRANKLIN DR #304, SARASOTA, FL 34236
$715,00011 Days on yellowkey MLS ID: A4694518
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 900 Built: 1978 Tax: $8,856 (2025)Community: Lido AmbassadorSpa: NoCondo
Taxes:$8,856
Elementary School: Southside Elementary
Remarks: Welcome to Unit 304 at Lido Ambassador — a beautifully appointed 1-bedroom, 1.5-bath residence where coastal elegance and comfort come together. This exceptional residence is located within an intimate community of just 74 residences, offering a more private and relaxed lifestyle in one of the best locations directly on Lido Key Beach. The stunning kitchen features quartz countertops, designer light fixtures, and a stylish modern feel, perfect for everyday living or entertaining. The inviting living room offers a versatile sectional which can be arranged as two twin beds for guests, while the dining area is enhanced with lovely Serena & Lily dining chairs that complement the home's relaxed coastal aesthetic. The coastal vibe continues into the spacious primary bedroom featuring a king-size bed designed for comfort and relaxation. Step outside onto your private balcony and take in stunning Gulf views while enjoying the sea breeze. Additional features include private storage, assigned parking space, and a recently installed new A/C for added comfort and peace of mind. Residents enjoy a community pool with exciting upgrades nearing completion, a fitness room, and a recreational room complete with a pool table and gathering space for community activities and social events. Ideally situated next door to Lido Beach Resort and within walking distance to St. Armands Circle and the beautiful beaches of Lido Key, this residence represents an exceptional value and offers one of the best locations on Lido Key Beach. Paradise is calling-unpack and start living the dream! Being sold Turn-key furnished for a seamless transition to beachside living!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Kathryn Dieter (941-299-2089)
51 S ADAMS DR, SARASOTA, FL 34236
$4,500,00011 Days on yellowkey MLS ID: A4694522
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3800 Built: 2027 Tax: $13,737 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$13,737
High School: Sarasota High
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, introducing an exceptional modern coastal residence, ideally located just moments from St. Armands Circle and Lido Beach. This striking home blends timeless architecture with relaxed coastal elegance, offering a refined lifestyle in one of Sarasota’s most coveted neighborhoods. Thoughtfully crafted for both everyday comfort and upscale entertaining, the residence showcases expansive light-filled interiors, soaring ceilings, and dramatic walls of impact glass that seamlessly connect indoor and outdoor living. At the heart of the home, the gourmet kitchen features an oversized island, custom cabinetry, designer finishes, and a premium appliance package tailored for effortless hosting. The well-appointed floor plan includes spacious guest suites, a private office, elevator access, and a luxurious primary retreat complete with spa-inspired amenities and oversized walk-in closets. Outdoor spaces are equally inviting, featuring covered lounge areas, a resort-style pool and spa, and lush tropical landscaping designed to create a private coastal oasis. Built to elevated FEMA-compliant standards with reinforced structural components and impact-rated windows and doors, the home was designed with durability, storm resilience, and peace of mind in mind — all while maintaining a bold architectural presence.. Spend your mornings walking the shoreline of Lido Beach, afternoons enjoying boutique shopping and waterfront dining at St. Armands Circle, and evenings relaxing in your own resort-style outdoor living space. With its timeless modern design, low-maintenance luxury lifestyle, and premier Sarasota location, this home is perfectly suited for full-time living or as an upscale seasonal getaway along Florida’s Gulf Coast.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
436 S POLK DR, SARASOTA, FL 34236
$4,957,777144 Days on yellowkey MLS ID: A4676956
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4038 Built: 2019 Tax: $48,523 (2025)Community: Lido Beach Div B ResubSingle Family
Taxes:$48,523
Remarks: Impressive coastal luxury home featuring exquisite finishes throughout and only a block from the beach in the famous Lido Key, Sarasota. Generously sized en-suite 5 bedrooms, and 5 ½ bathrooms, along with a 2-car garage, pool, spa, and slide that is certain to please either homeowner or investor looking to invest in an income-producing vacation rental. Turnkey furnished, this beautiful home is ready for a seamless transition. Located just steps away from St. Armands Circle, this home is in the heart of one of Florida’s most sought-after-destinations. Enjoy a perfect Florida morning or evening sipping coffee or cocktails on the rooftop, watching the sunrise or sunset, and ocean waves. The main level features 2 suites that offer Daiken minis for added comfort for those who enjoy undisturbed, optimal sleep in cooler temperatures, a living room, and an open kitchen with 2 built-in ovens, refrigerator, gas cooktop, leading into the dining room. Expansive high ceilings and vast window treatments create a bright & spacious atmosphere. The second level features 3 spacious suites, as well as a game room. This home pays attention to detail on finishes and is designed with Florida living in mind. This premier location places you at the center of Sarasota’s most vibrant coastal lifestyle. World-class dining, boutique shopping, cafés, galleries, and the white sand beach of Lido Key are just moments away from your door. Downtown Sarasota’s cultural attractions, year-round events, marina, and waterfront dining are a short drive over the Ringling Bridge. This beautiful estate offers a unique opportunity in a location defined by prestige, walkability, and timeless coastal charm.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Terry Cordle (740-601-4121)
389 GOWDY RD, SARASOTA, FL 34237
$999,000206 Days on yellowkey MLS ID: A4669745
1 Days Off yellowkey (back on 3/19/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2445 Built: 2020Monthly Fee: $654 Tax: $10,807 (2025)Community: Payne Park Village Ph ITownhouse
Taxes:$10,807
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Experience luxury, location, and lifestyle in this turnkey-FURNISHED townhome in Sarasota’s sought-after Payne Park Village. Overlooking the scenic 29-acre Payne Park, this three-story residence offers breathtaking views of the park and Downtown Sarasota’s skyline from every level and stunning sunsets to end each day. Thoughtfully designed for comfort and convenience, the home features a PRIVATE ELEVATOR, three spacious bedrooms each with ensuite baths, three and a half bathrooms, and a two-car garage. Inside, the open-concept living area is bright and welcoming, centered around a chef’s kitchen with a large quartz-topped island, 42" cabinetry, and plenty of room for entertaining. The luxurious primary suite is a true retreat, showcasing floor-to-ceiling windows with panoramic park views, a coffee bar, a generous walk-in closet, and a spa-inspired bathroom complete with soaking tub, oversized shower, and dual sinks. High-quality construction elements, including hurricane-impact windows, ensure both style and peace of mind. Step outside and enjoy an unmatched lifestyle. Payne Park’s lush greenbelt areas and paved, tree-lined paths are perfect for walking, jogging, or biking. Residents have access to the community’s private amenity center with a heated pool and spa, plus direct access to Sarasota’s Legacy Trail, which conveniently connects downtown all the way to Venice. Just outside your doorstep, Payne Park offers tennis courts, a disc golf course, a skate park, a serene pond, and the beloved Circus Park playground. Don’t miss this rare opportunity to live in a beautiful turnkey home surrounded by the best of downtown Sarasota’s vibrant, walkable lifestyle.
Listing Agent: Mairead Smialek (847-334-4848)
5450 BENTGRASS DR #5-111, SARASOTA, FL 34235
$220,00019 Days on yellowkey MLS ID: A4693500
1 Days Off yellowkey (back on 5/22/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 2002 Tax: $2,853 (2025)Community: Las Palmas Of SarsotaCondo
Taxes:$2,853
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Experience the perfect blend of comfort, convenience, and resort-style living in this beautifully located first-floor condo featuring 2 bedrooms, 2 baths, and an attached 1-car garage. Designed with a desirable split-bedroom layout, this home is just steps from the pool and offers access to exceptional gated community amenities including two sparkling swimming pools, a hot tub, fitness center, billiard room, grilling areas, tennis courts, and scenic walking and biking trails. Select furnishings in the master bedroom and kitchen/dining area can stay, making this an easy move-in ready opportunity for full-time residents, seasonal owners, or investors. Ideally situated just one mile from The Mall at University Town Center with over 32 restaurants, premier shopping, and close to Nathan Benderson Park and Mote Marine Laboratory & Aquarium. Enjoy easy access to I-75, Sarasota-Bradenton International Airport, and vibrant Downtown Sarasota with its dining, arts, and waterfront attractions just minutes away. A wonderful opportunity to enjoy the Florida lifestyle year-round or seasonally.
Listing Agent: Leslie Capozzi (941-248-6062)
918 LA COSTA CIR #3, SARASOTA, FL 34237
$139,90098 Days on yellowkey MLS ID: A4683613
REDUCED by $5,000 (3.5%) on 05/22/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 865 Built: 1972 Tax: $2,335 (2025)Community: Park ViewSpa: NoCondo
Taxes:$2,335
Elementary School: Tuttle Elementary
Remarks: Priced to sell, this beautifully furnished 2-bedroom, 1-bath condo is conveniently located just half a mile from Downtown Sarasota’s Main Street and only 4 miles to Lido Beach and St. Armands Circle. Perfect for a second home to escape those cold winters, or make it an investment property ready to rent and produce income, if you have 1031 exchange the sellers are ready to accomodate a quick closing, or make it your primary residence, you can't find a better priced condo this close to all downtown Sarasota has to offer as well as it's close proximity to the world famous white sandy beaches of Siesta Key and Lido. Situated in a secure gated community with a serene, park-like setting, residents enjoy access to two community pools (one heated), a community room with full kitchen, and a well appointed exercise room. The condo is being sold **fully furnished**, offering an easy move-in experience in one of Sarasota’s most convenient locations. The kitchen and bathroom have granite counter tops. The water heater was replaced within the past year. Don’t miss this opportunity! HOA includes water/sewer/trash and exterior maintenance.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
528 45TH ST, SARASOTA, FL 34234
$625,000411 Days on yellowkey MLS ID: A4648996
REDUCED by $24,000 (3.7%) on 04/17/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1637 Built: 1955 Tax: $5,555 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$5,555
Tax Year: 2024
Remarks: O la la! Shangri-La! Fall in love at first sight! Nestled under leafy green trees, this enchanting charmer comes with a free-standing studio complete with kitchenette, full bathroom, separate entrance, and outdoor nook blooming with jasmine lingering in the breeze! Turn-key furnished! So bring your daydreams, your live-in lover, and your frolicking, fun friends! Looking for the perfect, precious AirBnb? Located within the City of Sarasota limits, which allows weekly rentals. Waltz through the front door of your fairytale cottage and be tickled pink by the soaring ceilings, original double-sided stone fireplace, handsome built-ins, cute-as-a button stained-glass windows, vintage wallpaper in breakfast nook, and peek-a-boo ferns in the sunny windows. Enjoy your morning cappuccino in your adorable, private, secret garden that awaits your fleet of pretty-pots-of-peonies-a-blooming. Transform the studio into the one and only magical museum of you! A happy haven for your playful paintings, favorite ukuleles, cuddling kitties, and love letter library! Bring your green thumb and your garden gnomes, and bask in the glory of this timeless, idyllic, unique gem. Soak in the serene ambiance of Indian Beach-Sapphire Shores whilst you meander around this charming, historic neighborhood brimming with beauty and stunning, escapee peacocks. Walk to the delightful Ringling Museum, take your kayak for a spin in the bay to admire the pelicans, or hop in your Funmobile for a beach bunny day at Lido less than 5 miles away! Float in the bewitching waves of the glorious ocean; melt with the sherbet sunset, happy and sun-kissed; clink cocktails in the violet twilight with funny friends; foxtrot into your very own fascinating fairytale. You only live once! Swoop before this dream belongs to someone else!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Autumn Beckett (941-376-6983)
3202 RAMBLEWOOD DR N, SARASOTA, FL 34237
$149,00030 Days on yellowkey MLS ID: A4690385
REDUCED by $10,000 (6.3%) on 05/22/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1343 Built: 1976 Tax: $1,556 (2026)Community: Ramblewood AcresTownhouse
Taxes:$1,556
Tax Year: 2026
Remarks: One or more photo(s) has been virtually staged. *THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Welcome to Ramblewood Acres, a desirable gated community in the heart of Sarasota offering true maintenance free living. This townhome style condo features a functional and inviting layout with major updates already taken care of, including a 2023 roof, 2024 water heater, and 2021 HVAC. Step into a home that feels as fresh as it looks. The light filled main level sets the tone with crisp finishes and an airy feel, creating a sense of calm from the moment you walk in. The kitchen offers stainless steel appliances, durable tiled countertops, and neutral cabinetry, opening seamlessly to a spacious living and dining area designed for both everyday living and easy entertaining. The first floor was freshly painted in 2026 and also includes a convenient half bath. Upstairs, you will find two bedrooms plus a flexible third room that can function as a bedroom, office, or den, along with two full bathrooms. Each bathroom brings its own personality and charm, adding a unique touch throughout the home. The primary suite serves as a private retreat with direct access to its own balcony, offering a quiet place to unwind. Outdoor living is a standout feature, with a private first floor lanai and two upper level balconies that provide multiple spaces to relax and enjoy the Florida lifestyle. Additional highlights include in unit laundry, a rare exterior storage room, an attached carport, and nearby guest parking. Residents of Ramblewood Acres enjoy access to three swimming pools, tennis courts, a playground, and an expansive clubhouse complete with a fitness center, billiards room, library, and gathering spaces for social events. Conveniently located just minutes from world renowned beaches, the Baltimore Orioles spring training stadium, and a wide variety of shopping and dining options, this home offers an ideal balance of comfort, convenience, and lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Wallace (941-302-2586)
153 N ADAMS DR, SARASOTA, FL 34236
$1,197,000309 Days on yellowkey MLS ID: A4660166
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1500 Built: 1951 Tax: $20,497 (2024)Community: Saint Armands Div John RinglingSingle Family
Taxes:$20,497
Remarks: One of the best prices in the St Armand's Circle area, this property is priced at lot value. Featuring a 10,858 sq ft (.25 acre) lot, that is one block to the popular shops and restaurants on the renowned Circle and an easy stroll to the beach. The existing 3 bedroom 2.5 bath home did have water intrusion but could be rehabbed. No HOA restrictions and easy access to downtown Sarasota. Highly desirable neighborhood for both homeowners and vacation rental purchasers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
972 LA COSTA CIR #3, SARASOTA, FL 34237
$159,90014 Days on yellowkey MLS ID: A4691419
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1972 Tax: $2,185 (2025)Community: Park ViewCondo
Taxes:$2,185
Remarks: Enjoy the upcoming summer in this updated, well-maintained, first-floor condo in the gated community of ParkView, ideally situated close to the heart of downtown Sarasota. This special, furnished 1 BD/1 BA unit features a kitchen with granite countertops, stainless steel appliances (NEW RANGE '23; NEW DISHWASHER69 ’22), accented by solid wood cabinetry. Beautiful 18” diagonally laid ceramic tile floors throughout. Indoor laundry with stacked washer/dryer. NEW A/C SYSTEM ’24. ALL DUCTWORK CLEANED, ’24. Enjoy indoor-outdoor living with a screened lanai (NEW 2024) and brick paver patio just off the living area and facing the incredible parklike setting that Park View is noted for. Outside on the beautiful grounds, the condo is just steps away from two, inviting community pools (one being heated), fitness center, and community gas grill. The clubhouse is great for indoor parties and events with full kitchen amenities, plus dining table, chairs, tv sitting area. It also has a spacious, covered outdoor patio where you can entertain or relax. Park View’s central location allows quick access to many top Sarasota attractions: Lido Beach and St. Armands Circle; our #1 Siesta Key Beach; downtown theatres, restaurants, and shoppes; The Sarasota Outdoor Market, the Sarasota Opera, the Bazaar at Apricot and Lime, Ed Smith Stadium with Orioles spring training games, concerts, and events; the Ringling, The Bay Park with trails, more concerts and events, etc., etc. and beautiful sunsets!!! Park View is just a short drive to the airport, US 41, and I-75 to take you to interesting places north, south, and beyond!! Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime Sarasota location. You must see it today!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Margie Kraft (941-323-5900)
5294 HUNTINGWOOD CT #59, SARASOTA, FL 34235
$249,90019 Days on yellowkey MLS ID: A4693268
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1656 Built: 1987 Tax: $2,152 (2025)Community: HuntingwoodCondo
Taxes:$2,152
Remarks: Located in sought-after The Meadows, this adorable 3-bedroom, 2.5-bath villa with a coveted GARAGE offers comfort, charm, and stunning golf -course views surrounded by mature landscaping. The updated kitchen features newer granite countertops, stainless steel appliances, and convenient access to a darling private courtyard through sliding glass doors — perfect for morning coffee or casual outdoor dining. The spacious combination living and dining area boasts high ceilings and multiple sliding doors that fill the home with natural light while seamlessly connecting indoor and outdoor living spaces. Relax on the back porch overlooking the golf course or unwind in the covered and screened lanai, an ideal setting for afternoon reading or meditation. The primary suite is conveniently located on the first floor and includes an en-suite bath. Downstairs also features a laundry closet and adjacent half bath for guests. Upstairs, you’ll find two additional bedrooms and a full bath, offering plenty of space for family or out-of-town guests. This amenity-rich community offers a pool, tennis, fitness center, golf, and so much more. Conveniently located just minutes from University Town Center for shopping and dining, and close to Nathan Benderson Park with walking trails, biking paths, and year-round events. A wonderful opportunity to enjoy the Florida lifestyle in an unbeatable location!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kristina Waskom (941-266-8658)
365 OAK HILL WAY #32, SARASOTA, FL 34232
$280,000137 Days on yellowkey MLS ID: A4677958
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1174 Built: 1985Monthly Fee: $559 Tax: $570 (2025)Community: Village Oaks Sec BSpa: NoVilla
Taxes:$570
Remarks: One or more photo(s) has been virtually staged. Nestled in the quiet, pet friendly community of Village Oaks features this Immaculate updated 2-bedroom, 2 bathroom Condo/Villa that offers a move-in-ready retreat. This fully updated unit features a new hot water heater installed in January 2026 and boasts a freshly repainted interior throughout. The modernized kitchen offers a pass-through to the dining area. Updated Master Bath with dual sinks, and walk in shower. Enjoy the look of luxury vinyl that flows seamlessly through every room. The open-concept living room boasts of high ceilings, while an enclosed Florida room (lanai) provides a private space to enjoy the lush surroundings. The villa features a convenient in unit laundry area with a washer and dryer tucked into a dedicated laundry closet.Enjoy the convenience of a private one car garage with remote access, plus two dedicated exterior parking spots right outside your villa. Community pool overlooking lake along with tennis/pickleball court for outdoor activities. Ideally situated between I-75 and downtown Sarasota, offering quick access to the University Town Center Mall (UTC), local dining and world-class beaches.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Laura Flood (941-725-2500)
5246 MARSH FIELD LN #1, SARASOTA, FL 34235
$259,000222 Days on yellowkey MLS ID: A4669210
REDUCED by $12,000 (4.4%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982 Tax: $2,898 (2024)Community: Wedgewood LakeCondo
Taxes:$2,898
Remarks: Welcome to this beautiful 2-bed, 2-bath first-story end unit in the sought-after Wedgewood Lake community within The Meadows! Conveniently located in the heart of University Center. A perfect balance of peaceful privacy and prime location. Inside, you’ll find an open floor plan with updated floors throughout and abundant natural light. The screened lanai offers a serene spot to relax and enjoy the lush surroundings year-round. The spacious primary suite includes recently remodeled en-suite bath and large walk-in closet, your perfect retreat. The Meadows is an outdoor paradise with 85+ lakes, 14 miles of trails, and a heated pool. Perfect for an active lifestyle! Minutes from I-75, UTC shopping, dining, and entertainment. Benderson Park and nature trails are just around the corner. This is the lifestyle you’ve been waiting for. Schedule your private showing today before it’s gone!
Listing Agent: Ashley Goldstein (941-587-3876)
462 OAK HILL CIR #5, SARASOTA, FL 34232
$234,900265 Days on yellowkey MLS ID: A4664046
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1254 Built: 1985Monthly Fee: $520 Tax: $1,196 (2024)Community: Village Oaks Sec DVilla
Taxes:$1,196
Remarks: Welcome to 462 Oak Hill Cir! This 2-bedroom, 2-bath home with a spacious two-car garage offers comfort, function, and the chance to put your personal touch on a well-located property in Sarasota. The home features an open layout, abundant natural light, and a split-bedroom design that balances privacy and convenience. Step outside and enjoy the community’s tranquil setting, while being just minutes from University Town Center shopping, Benderson Park, golf courses, and the cultural attractions of downtown Sarasota. World-famous Siesta Key and Lido beaches are also a short drive away, making this an ideal home base for enjoying all the area has available. Curious? Don’t wait to see this home in person—it’s a property that needs to be experienced, not just viewed online. No sight-unseen offers will be entertained. Schedule your private showing today and explore the possibilities!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
445 N ORANGE AVE #306, SARASOTA, FL 34236
$599,90076 Days on yellowkey MLS ID: A4686070
0 Days Off yellowkey (back on 5/22/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 950 Built: 2009 Tax: $6,475 (2025)Community: Citrus SquareCondo
Taxes:$6,475
Remarks: Under contract-accepting backup offers. URBAN chic blends a refined, minimalist aesthetic to project confidence, authority, and timeless style. It emphasizes a uniform of neutral tones. Pristine 2-Bedroom, 2-Bath condominium CITRUS SQUARE located in the vibrant ROSEMARY DISTRICT just minutes from Downtown Sarasota. This Danby Model boasts a huge private balcony that runs the entire length of the unit and is accessible from both the Living Room and the Primary Bedroom via full length French Doors - This impeccably maintained residence offers an open, light filled layout with spacious living and dining areas, a well appointed kitchen, SOLID WOOD CABINETS with crown molding. NEW WASHER & DRYER 2026 and NEW REFRIGERATOR 2025 and IMPACT WINDOWS. It welcomes you with freshly painted neutral SOFT GREY AND BEIGE designer tones throughout. OVERSIZED PATIO and LEVOLOR Custom Banded Zebra Roller Shades- Rechargeable. The generously planned bedrooms and bathrooms are designed for comfort and privacy. The Primary Bath has a walk in shower and the GUEST BATH has a Tub/Shower combination. Enjoy the ultimate city lifestyle with an abundance of restaurants, cafes, boutiques and the vibrant downtown attractions just steps from your door. The Rosemary District is one of Sarasota's most dynamic walkable neighborhoods!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kathryn Cooper, Pa (941-320-8075)
4044 GOLD DUST LN, SARASOTA, FL 34243
$349,00091 Days on yellowkey MLS ID: A4684700
REDUCED by $10,000 (2.8%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Remarks: Under Construction. Receive up to $15,000 towards closing costs and special interest rates with the use of our preferred lender - Now through Sunday, May 31st. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offer endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
1750 BENJAMIN FRANKLIN DR #9F, SARASOTA, FL 34236
$1,500,000175 Days on yellowkey MLS ID: A4674543
REDUCED by $100,000 (6.3%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2035 Built: 1970 Tax: $9,743 (2024)Community: Key Tower SouthCondo
Taxes:$9,743
Remarks: Forever yours the unobstructed views of Sarasota Bay, Ringling Bridge and the Skyline of the City of Sarasota. Sip your morning beverage while watching the boats go by or dinner and the evening lights of the City. Beyond $200,000 has been invested to create this thoughtfully redesigned condo in floor to ceiling renovations to create this masterpiece with custom recessed lighting, porcelain flooring throughout, waterfall effect of quartz counters, contemporary sleek cabinetry designed kitchen, European spa-inspired Bathrooms designs and plumbed for your personal washer/dryer. Enjoy 2035 square feet of contemporary luxury in this light-filled 2-bedroom, 2-bath condominium with a versatile flex room currently used as a bedroom at Key Tower South directly on the soft quartz sands of the Gulf of Mexico on Lido Key. Expansive impact windows frame daily sightings of dolphins, seabirds, and shimmering water. Spa-inspired bathrooms feature premium fixtures. The open-concept floor plan offers excellent flow for entertaining or relaxed everyday living, enhanced by abundant storage and a flexible den ideal for a home office, 3rd bedroom or guest space. The building has recently undergone updates to its common areas, adding a fresh, modern aesthetic that complements the residence. Residents enjoy true beachfront living on Lido Key with immediate access to white sandy beaches and scenic waterfront walks. Just minutes away, St. Armands Circle offers world-class dining, boutique shopping, and vibrant coastal culture. This is a rare opportunity to own a luxury waterfront condo in Sarasota, perfectly positioned for both full-time living and seasonal enjoyment. Furnishings included with a few personal exceptions. Washer / Dryer hookup in the hall closet is ready for use.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Midge Mccarthy (941-809-3800)
445 N ORANGE AVE #210, SARASOTA, FL 34236
$435,000141 Days on yellowkey MLS ID: A4677633
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 494 Built: 2009 Tax: $4,379 (2025)Community: Citrus SquareSpa: NoCondo
Taxes:$4,379
Remarks: One or more photo(s) has been virtually staged. NEW PRICE!! Now offered at $435,000. Ideally located in the heart of downtown Sarasota, this well-maintatined Citrus Square condominium offers elevated second floor living with a private balcony overlooking the courtyard and surrounding treetops. The residence features high ceilings, an open living and kitchen layout with granite countertops, wood cabinets, stainless appliances, and in-unit laundry. Solid concrete construction, secured parking, elevator access, and walkable proximity to restaurants, theaters, shopping, and the bayfront complete this inviting downtown lifestyle opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Clifford Pierce (941-928-0018)
4533 CHINKAPIN DR, SARASOTA, FL 34232
$385,000131 Days on yellowkey MLS ID: A4679401
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2339 Built: 2018 Tax: $4,300 (2025)Community: Hammock ParkTownhouse
Taxes:$4,300
Remarks: Under contract-accepting backup offers. Welcome to Hammock Park—where privacy, space, and Sarasota convenience come together. Tucked inside one of Sarasota’s most intimate gated communities, this beautifully maintained 3-bedroom, 2.5-bath townhome offers the rare combination of peaceful surroundings and unbeatable access to everything that makes this area so desirable. Inside, you’ll find a thoughtfully designed floor plan with over 2,339 square feet of living space, ideal for everyday comfort and flexible living. The kitchen is a true standout, featuring abundant cabinetry, generous counter space, stainless steel appliances, and an eat-in layout—perfect for casual mornings or entertaining friends. The home offers multiple versatile areas that easily adapt to your lifestyle, whether you need a home office, guest space, fitness room, or bonus lounge. The primary suite is spacious and inviting, complete with a huge bathroom with double sinks and an enormous shower, plus direct access to a private screened outdoor space—your own peaceful retreat. One of the most loved features of this home is the two screened porches, upstairs and downstairs, both overlooking serene natural views that provide privacy and a calming backdrop you’ll appreciate every day. With maintenance included and a new roof you get peace of mind and truly low-maintenance living. Tile and quality flooring throughout add durability and style, while the attached 2-car garage provides secure parking and storage. Hammock Park is a quiet, gated community of only 35 townhomes, where the HOA covers landscaping, irrigation, water/sewer, exterior insurance, roof reserves, and gated entry—saving homeowners thousands each year and making day-to-day living refreshingly easy. No flood insurance required, and no damage from previous storms. Located just minutes from UTC Mall, Nathan Benderson Park, the new Mote Aquarium, downtown Sarasota, and I-75, this home puts beaches, dining, shopping, and culture all within easy reach. If you’re looking for space, privacy, style, and a prime Sarasota location—this is the one. $3,000 credit given to buyer to replace all upstairs carpet including the stairs.
Listing Agent: Robert Halbman (941-677-3948)
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