Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
5030 MARSH FIELD RD #22, SARASOTA, FL 34235
$250,0005 Days on yellowkey MLS ID: A4700583
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1191 Built: 1979 Tax: $2,687 (2025)Community: HeronmereCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,687
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to Heronmere in The Meadows! Home can be sold turnkey furnished with an acceptable offer This beautifully updated 2-bedroom, 2-bath second-floor condo offers peaceful views of the tropical landscaping and community pool from two private screened lanais. Inside you'll find easy maintenance bamboo flooring throughout, stainless steel appliances and impact windows. Enjoy the exceptional lifestyle The Meadows is known for, with scenic walking trails, golf, tennis, pickleball, fitness amenities, and dining, all just minutes from UTC, Nathan Benderson Park, downtown Sarasota, and the area's world-famous beaches. Don't miss this opportunity to enjoy maintenance-free Florida living in one of Sarasota's most desirable communities.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Cassandra Roznos (941-545-2690)
3586 RECURVE CIR, SARASOTA, FL 34240
$1,875,000209 Days on yellowkey MLS ID: TB8459416
REDUCED by $124,999 (6.2%) on 07/15/2026
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4452 Built: 2023Monthly Fee: $180 Tax: $20,912 (2025)Community: Hampton LakesSingle Family
Taxes:$20,912
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Priced well below reproduction cost with nearly $200,000 in upgrades, this exceptional estate offers something that's becoming increasingly difficult to find in Sarasota: true privacy, acreage, and luxury construction—all without sacrificing convenience. Welcome to 3586 Recurve Circle, a nearly new Grand Cayman estate in the exclusive gated community of Hampton Lakes. Situated on 8 secluded acres with no rear neighbors and tranquil conservation views, this property offers the freedom to enjoy wide-open spaces while remaining just minutes from Lakewood Ranch, Waterside Place, shopping, dining, and world-class amenities. If you're inclined, this estate offers a rare opportunity to create the outdoor retreat you've always envisioned. The home's oversized screened lanai is already pre-plumbed and wired for an outdoor kitchen, providing the perfect foundation for your dream backyard. Inside, soaring ceilings plentiful windows bring light and space. The thoughtfully designed floor plan flows effortlessly from the formal living and dining rooms through a convenient butler's pantry into a stunning chef's kitchen featuring beautiful quartz countertops and an inviting family room designed for everyday living and entertaining. The private owner's retreat occupies its own wing of the home, creating a sanctuary complete with an impressive walk-in closet, an additional closet, and a spa-inspired bathroom with soaking tub, oversized walk-in shower featuring a waterfall showerhead. The opposite wing offers exceptional flexibility with three additional bedrooms, each with its own full ensuite bathroom, plus a spacious bonus room with a large closet that can easily serve as a fifth bedroom, media room, fitness studio, or guest suite. Every detail reflects thoughtful planning, including premium structural upgrades such as the additional bedroom, expanded double driveway, oversized covered lanai, and an incredible 1,325-square-foot four-car garage with room for vehicles, recreational equipment, hobbies, and storage. Beyond luxury, this home offers peace of mind. Located in Flood Zone X, flood insurance is not required. Hurricane-impact windows and reinforced garage doors provide additional security and confidence. Finding a nearly new luxury home on eight private acres is rare. Finding one priced significantly below today's cost to reproduce is even rarer. If you've been searching for space, privacy, quality craftsmanship, and the opportunity to personalize an extraordinary estate to perfectly fit your lifestyle, this is a home you simply have to experience.
Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-972-3430)
Listing Agent: Brian Webb (813-595-3229)
2918 BUTTERFLY JASMINE TRL, SARASOTA, FL 34240
$420,00034 Days on yellowkey MLS ID: A4697889
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1527 Built: 2023Monthly Fee: $246 Tax: $6,762 (2025)Community: Windward/Lakewood Ra Ncii Ph IVilla
Taxes:$6,762
Remarks: Welcome to Windward at Lakewood Ranch, a gated, resort-style community offering a clubhouse, fitness center, community pool, lap pool, tennis courts, pickleball courts, playground, dog park, walking paths, and golf-cart-friendly streets. Built in 2023, this beautifully maintained villa offers more than 1,500 square feet of thoughtfully designed living space with 2 bedrooms, 2 bathrooms, a versatile den with french doors, and a 2-car garage. The open-concept interior is filled with natural light and extends to a screened lanai, perfect for enjoying Florida’s year-round outdoor lifestyle. Situated on a quiet cul-de-sac, the home also features attractive curb appeal, a paved driveway, and a screened front entry. Conveniently located near Fruitville Road and I-75, residents enjoy easy access to Waterside Place, UTC, downtown Sarasota, shopping, dining, top-rated schools, and the Gulf Coast beaches. Ideal for full-time or seasonal living, this like-new home offers comfort, convenience, and an exceptional Lakewood Ranch lifestyle.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Caleb Imperato (631-806-3523)
3174 WINDRUSH #25, SARASOTA, FL 34235
$327,9006 Days on yellowkey MLS ID: TB8531019
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1283 Built: 1984 Tax: $3,999 (2025)Community: Windrush BourneSpa: NoVilla
Taxes:$3,999
Remarks: Enjoy carefree Florida living in this turnkey-furnished 2-bedroom, 2-bath villa with a one-car garage, nestled in the desirable Windrush Bourne community of The Meadows. This bright, open home features soaring 14-foot ceilings, an updated kitchen with granite countertops, custom cabinetry, stainless steel appliances, remodeled bathrooms, and an enclosed lanai overlooking a peaceful lake. Residents enjoy two community pools and optional membership to The Meadows Golf & Country Club, featuring 54 holes of golf, tennis, pickleball, fitness facilities, dining, and miles of scenic walking and biking trails. Ideally located less than three miles from UTC, six miles from downtown Sarasota, and under ten miles from Lido Key and Siesta Key beaches, this villa offers the perfect blend of comfort, convenience, and low-maintenance living.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Jerry Gemmecke (317-445-2434)
547 N SHORE DR, SARASOTA, FL 34234
$2,700,000156 Days on yellowkey MLS ID: A4682843
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 1928Monthly Fee: $3 Tax: $8,131 (2025)Community: Sapphire ShoresSingle Family
Taxes:$8,131
Elementary School: Emma E. Booker Elementary
Remarks: Exquisitely restored 1926 residence in Sarasota’s historic Museum Area west of the Trail. This architectural gem is one of just 13 original platted homes in the historic Sapphire Shores subdivision. Originally built for John Ringling’s circus talent scout, this home represents one of the best examples of true Mediterranean Revival architecture on the market. Set on an oversized 0.40-acre double lot located out of the flood zone and at 15 feet of elevation, this 3,100 sq ft home comprises 3 bedrooms, 2.5 bathrooms plus a sunroom/den in the main house and a 1 bedroom 1 bath detached guest house - 3,100 sq ft in total. The home is located on one of the coveted wide streets leading to the bayfront park. The traditional Mediterranean façade is framed with lush landscaping and a circular reclaimed brick driveway leading up to a beautiful arched entryway. The current owners have invested extraordinary time, vision, and craftsmanship into restoring and refining this 101-year-old architectural treasure. True to its historic character with its elegant arched doorways to intricate tilework and exposed original tile brick, the home also benefits from thoughtful updates that support modern living without compromising its integrity. An extensive 2017 remodel created a bigger kitchen, added a butler’s pantry/laundry room, new roof, new plumbing and electric, and new bathrooms. The owners added approximately 2,000 sq ft of outdoor living space with a beautiful Spanish-inspired covered lanai with space for eating, lounging and entertaining and a large pool deck with panoramic screens. The yard is a true gardener’s paradise, featuring multiple curated garden beds, a wide variety of plant and tree species, and a beautifully designed succulent garden bordering the front of the home. The two-car garage is currently used as a workshop/workout room but can be easily converted back to a garage. This is a rare opportunity to own a piece of Sarasota’s architectural history, thoughtfully restored, beautifully enhanced, and ready for its next chapter. This beautiful home is located just south of the Ringling Museum and Asolo Theater and is a short walk from a beautiful neighborhood park by the bay where locals gather to fish, watch the sunset, practice yoga and walk their dogs. Indian Beach Sapphire Shores is minutes from downtown Sarasota, Lido Beach, and St. Armands Circle. The home is perfectly positioned near Ringling College of Art, New College, and the North Trail’s growing selection of independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Bev Murray (941-724-4995)
2136 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$599,00018 Days on yellowkey MLS ID: A4699321
1 Days Off yellowkey (back on 7/24/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3375 Built: 2021Monthly Fee: $125 Tax: $6,164 (2025)Community: Bay Lndg Ph 2BSingle Family
Taxes:$6,164
Remarks: Under contract-accepting backup offers. Welcome to this impressive two-story residence nestled within the highly sought-after Bay Landing community in Sarasota. From the moment you arrive, stacked stone accent columns, lush landscaping, and a striking slate-blue front door create exceptional curb appeal and a memorable first impression. Step inside to a bright and welcoming foyer, where decorative tile flooring and an elegant entryway set the tone for the thoughtfully designed interior. The expansive open-concept floor plan seamlessly connects the kitchen, dining area, and great room, creating an ideal setting for both everyday living and entertaining. At the heart of the home, the chef-inspired kitchen showcases rich dark cabinetry, gleaming granite countertops, a subway tile backsplash, stainless steel appliances, and a large center island with breakfast bar seating. Overlooking the spacious great room, a tray ceiling adds architectural character and enhances the home's inviting atmosphere. A versatile flex room on the main level offers endless possibilities and can easily function as a home office, formal sitting room, or hobby space, and additonal mudroom. Upstairs, a spacious bonus living area provides the perfect retreat for relaxation, recreation, or family gatherings. The private primary suite serves as a true sanctuary, featuring a tray ceiling, generous walk-in closet, and a spa-inspired ensuite bath complete with dual vanities, a soaking tub, and an oversized walk-in glass shower. Additional bedrooms are generously sized and offer ample closet space, ceiling fans, and access to a well-appointed full bathroom. A conveniently located upstairs laundry room adds everyday convenience. Step outside to the screened lanai, where paver flooring, a ceiling fan, and a lush natural backdrop create a peaceful setting for morning coffee or evening relaxation. Residents of Bay Landing enjoy low HOA fees, no CDD fees, and access to an outstanding collection of resort-style amenities, including a clubhouse, sparkling community pool, fitness center, dog park, playground, and beautifully maintained parks and sidewalks throughout the neighborhood. Surrounded by majestic canopied oak trees, Bay Landing offers a tranquil, nature-inspired setting with a welcoming community atmosphere. Ideally located just east of I-75, this home places you minutes from the premier shopping, dining, and entertainment destinations of University Town Center (UTC), Waterside Place at Lakewood Ranch, Lakewood Ranch Main Street, and vibrant Downtown Sarasota. Enjoy easy access to renowned Gulf Coast beaches, including Siesta Key and Lido Key, while Sarasota-Bradenton International Airport is conveniently located just eight miles away. Top-rated schools further enhance the appeal of this exceptional location. Offering an exceptional combination of space, style, modern updates, and an unbeatable location, this Bay Landing residence presents an outstanding opportunity to enjoy the very best of the Sarasota lifestyle. Is this home your perfect match?!
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Rachel Woodruff, Pa (941-705-8686)
1300 BENJAMIN FRANKLIN DR #709, SARASOTA, FL 34236
$3,450,000307 Days on yellowkey MLS ID: A4665895
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3352 Built: 2005 Tax: $32,701 (2024)Community: The Beach ResidencesSpa: YesCondo
Taxes:$32,701
Elementary School: Southside Elementary
Tax Year: 2024
Remarks: Private and EPIC 180 Views! Every day is a vacation living on the beach in this Ritz-Carlton-Managed enclave on Lido Key called “The Beach Residences.” Imagine, dreams do come true at The Beach Residences, where coastal luxury meets seamless living. Enter your private elevator foyer, where floor-to-ceiling glass walls frame panoramic bay, city, sunrise, and moonrise views. This residence offers flexible living options: 3 bedrooms and 3 bathrooms, or 2 bedrooms plus a den, 10 ft. ceilings, timeless travertine flooring, and abundant natural light throughout with walls of glass wrapping around this home. The main living area opens to an oversized terrace—the perfect indoor-outdoor flow for entertaining and relaxation. An open living area with modern sophistication. The kitchen features a breakfast area and bar, a gas range, and premium appliances. The primary suite is a private sanctuary with two generous walk-in closets, a coffee bar, and sunrise vistas. The en-suite bath boasts a large shower and a garden tub. A separate guest wing offers an en-suite bedroom with bay views and terrace access. An additional study/den can be flexed to meet your needs; it is currently used as another guest suite. Relax on the expansive terrace with sparkling bay views and Sarasota’s skyline. Two pets are welcome with no weight limit. The Beach Residences delivers world-class resort-style living, a private movie theater, two guest suites available for overflow family and friends, a pool, spa, fitness center, social room, game room, dog run, and 24/7 concierge service. On-site is the Beach Club, directly on the beach with over 400 feet of Gulf frontage, offering Five-Star amenities like a resort-style pool, hot tub, cabanas, a tiki bar, a restaurant, and a small convenience store. There is also a Ritz-Carlton trolley that will take you to the Ritz-Carlton hotel in downtown Sarasota. You can experience Sarasota’s cultural venues, festivals, events, and restaurants. After the fun, the trolley will bring you back home. You can also immerse yourself in the charming St. Armands Circle that offers exclusive boutique shopping, casual and fine dining, art galleries, and much more. A short four-minute drive, or if you prefer to walk, just one mile away. With no waitlist for the optional Ritz Beach Club Membership, this versatile residence is designed for refined entertaining and relaxed daily living. Schedule your private showing to experience resort-like lifestyle firsthand.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
804 CROSSWIND AVE, SARASOTA, FL 34240
$2,300,00020 Days on yellowkey MLS ID: A4699136
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3217 Built: 2018Monthly Fee: $444 Tax: $23,313 (2025)Community: Lakehouse Cove/Waterside PhSpa: YesSingle Family
Taxes:$23,313
Remarks: Welcome to one of Lakehouse Cove at Waterside's most distinguished residences, a former Arthur Rutenberg model home conceived as the builder's finest expression, heavily upgraded, and gently enjoyed as a second home ever since. Offered fully furnished, down to the designer interiors and Ebel outdoor collection, this is a rare turnkey opportunity in one of Lakewood Ranch's most coveted enclaves. Beyond the paver motor court and glass double entry, 3,217 square feet unfold with the composure of a home designed to be shown. Engineered hardwood floors run beneath layered tray ceilings inlaid with wood, and the great room dissolves through walls of glass, including a zero-corner slider, into the outdoor living beyond. The kitchen is appointed with quartz surfaces, gas cooking, a wine refrigerator, and a built-in pantry, while a vaulted bonus room with decorative beams and a private office offer living space of real presence. The owner's retreat is quietly indulgent, with a feature ceiling, electric blackout blinds, direct pool access, and custom fitted closets, and its bath centers on a freestanding soaking tub, dual quartz vanities, and a walk-through shower with three shower heads. An ensuite guest room, a third bedroom with fitted closets, and an oversized laundry with walk-in storage complete the plan. Outdoor living rivals the finest resorts. Beneath tongue-and-groove ceilings, the lanai centers on a custom entertainment wall with a feature fireplace, television, and sound bar, while the heated saltwater pool and spa offer a sun shelf with in-water loungers. An outdoor kitchen with a Fire Magic grill stands ready for entertaining, and a clear-view screen frames a fully fenced garden backed by a pocket park, ensuring total privacy. A Generac whole home generator on a weekly-tested service agreement, hurricane impact windows and doors, a 2024 A/C with a new 2026 Trane air handler under warranty, a tankless water heater, water softener, and Control4 smart home technology make ownership effortless. Life at Lakehouse Cove centers on a lakefront clubhouse overlooking Kingfisher Lake, with a resort-style pool and spa, fitness center, fire pit, pickleball and bocce courts, an events lawn, playground, and two dog parks, plus a community boathouse with kayak launch and storage. Walk or bike to Waterside Place without crossing a major road, or ride the community water taxi across the lake to Sarasota's only waterfront town center, home to al fresco dining, boutique shopping, Ranch Night Wednesdays, and the Sunday farmers market voted number one in the country. Downtown Sarasota, UTC, and the Gulf beaches are an easy drive.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
5450 BENTGRASS DR #5-111, SARASOTA, FL 34235
$220,00074 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
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 is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Leslie Capozzi (941-248-6062)
1275 42ND ST, SARASOTA, FL 34234
$375,000265 Days on yellowkey MLS ID: A4670391
REDUCED by $24,000 (6.0%) on 07/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1992 Tax: $4,532 (2024)Community: SunnybrookSpa: NoSingle Family
Taxes:$4,532
Elementary School: Tuttle Elementary
Remarks: Fully Furnished Sarasota Home with Short-Term Rental Potential – Just Minutes from Beaches, Shopping & Nightlife! Whether you're looking for a primary residence, seasonal getaway, or income-producing investment property, this move-in-ready Sarasota home checks all the boxes. Offered completely furnished, this property is located within the City of Sarasota, allowing 7-day minimum rentals, creating an excellent opportunity for short-term rental income. This meticulously maintained 3-bedroom, 2-bath, 2-car garage home features a desirable split-bedroom floor plan and a spacious open-concept great room designed for comfortable everyday living and entertaining. The kitchen area is complemented by a generous 5x7 storage closet and convenient indoor laundry space, offering both functionality and flexibility. Step outside to the large, screened lanai, the perfect place to relax, dine outdoors, or enjoy Florida's year-round sunshine without the pests. An air-conditioned workshop/storage shed provides valuable additional space for hobbies, projects, or extra storage. Recent updates and notable features include new plank flooring in the bedrooms (2025), fresh interior paint (2025), new blackout blinds, hurricane-rated windows and doors, AC serviced in 2025, hot water heater (2019), and a roof replaced in 2014. The home also offers an expanded driveway, attractive low-maintenance landscaping, and added peace of mind with an exterior generator hookup and a Gemma's GM I 2000ED dual-fuel generator (gas/propane) that conveys with the property. Ideally located near Sarasota's world-famous beaches, shopping, dining, entertainment, and nightlife, as well as Ringling College of Art and Design and New College of Florida, this property offers the perfect combination of convenience, lifestyle, and investment potential. Don't miss this rare opportunity to own a fully furnished Sarasota home with flexible rental possibilities in a prime location!
Listing is courtesy of: CHANNELL REAL ESTATE & INVESTMENTS (941-586-6234)
Listing Agent: Dj Morieko (941-356-4431)
8512 CACHE DR, SARASOTA, FL 34240
$409,90052 Days on yellowkey MLS ID: A4695694
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1619 Built: 2019Monthly Fee: $63 Tax: $2,852 (2025)Community: Hidden CeekVilla
Taxes:$2,852
Remarks: Welcome to Hidden Creek, one of Sarasota's best-kept secrets—offering modern construction, low-maintenance living, low HOA fees, and NO CDD fees in an unbeatable location just minutes from Lakewood Ranch, Waterside, UTC, and I-75. Built in 2019 by M/I Homes, this meticulously maintained 3-bedroom, 2-bath villa offers 1,619 square feet of thoughtfully designed living space with upgrades throughout. From the moment you arrive, you'll appreciate the beautifully tiled front entry, attractive curb appeal, and pride of ownership that is evident in every detail. Inside, the open-concept floor plan is enhanced by elegant plantation shutters, a smart thermostat, security system, and abundant natural light. The spacious kitchen is designed for both everyday living and entertaining, featuring ample cabinetry, a walk-in pantry, and a premium Waterdrop under-sink filtration system. The seamless flow from the kitchen to the dining and living areas creates an inviting atmosphere for gatherings with family and friends. The private primary suite offers a relaxing retreat with generous closet space and a well-appointed ensuite bath, while two additional bedrooms provide flexibility for guests, a home office, or hobby room. Enjoy Florida living year-round from the screened lanai overlooking peaceful community surroundings—perfect for morning coffee, evening cocktails, or simply enjoying Sarasota's beautiful weather. Hidden Creek is a highly sought-after community known for its modern homes, community amenities, and exceptional location near shopping, dining, golf, top-rated schools, medical facilities, and the area's world-famous Gulf Coast beaches. Residents enjoy easy access to University Town Center, Waterside Place, downtown Sarasota, and everything Lakewood Ranch has to offer while benefiting from the significant savings of NO CDD fees. Eligible buyers may also qualify for Florida's Hometown Heroes Housing Program, which can provide valuable down payment and closing cost assistance for teachers, healthcare workers, first responders, military personnel, and many other workforce professionals—making homeownership even more attainable. Whether you're searching for a primary residence, seasonal retreat, or low-maintenance Florida lifestyle, this move-in-ready villa offers the perfect combination of location, upgrades, value, and peace of mind. Don't miss this opportunity to own one of the most desirable maintenance-free villas in Hidden Creek.
Listing is courtesy of: PLATINUM REAL ESTATE (888-974-7253)
Listing Agent: Ervina Fink (941-587-1855)
213 WHISPERING OAKS CT, SARASOTA, FL 34232
$350,00010 Days on yellowkey MLS ID: A4700120
0 Days Off yellowkey (back on 7/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1871 Built: 1977 Tax: $4,614 (2025)Community: Whispering OaksSingle Family
Taxes:$4,614
Remarks: Exceptional opportunity in the established Whispering Oaks neighborhood! This 3-bedroom, 2-bath Ranch style home offers 1,871 square feet of living space and is ready for renovation. Featuring an open-concept floor plan with abundant natural light, a spacious primary suite, two-car garage, and a fenced, private backyard, the home offers excellent bones and endless potential for updating. Whether you are an Investor, Flipper, or Buyer looking to build equity, this fixer-upper presents a rare chance to transform a property in a highly desirable Sarasota location. The neighborhood's central Sarasota location offers convenient access to shopping and dining, including University Town Center, and is just a short drive to the world-famous sugar sands of Siesta Key Beach. Downtown Sarasota is minutes away, offering a vibrant cultural scene, entertainment, and amenities. With easy access to I-75 and other major routes, commuting is a breeze. Bring your Vision and make this property shine. Property being sold As-Is,
Listing is courtesy of: A PARADISE INC REALTOR (941-778-4800)
Listing Agent: Kathy Nunnally Mccann (540-354-1204)
4540 ASCOT CIR N, SARASOTA, FL 34235
$275,000148 Days on yellowkey MLS ID: TB8481018
REDUCED by $25,000 (8.3%) on 06/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1447 Built: 1986Monthly Fee: $894 Tax: $1,824 (2025)Community: Longwood Run/TivoliSpa: NoSingle Family
Taxes:$1,824
Remarks: Under contract-accepting backup offers. Rarely available 2-bedroom/2-bath home with a single-car garage is seeking a new owner. For the convenience of the Seller, the property is sold furnished. Off the beaten path, discover the quiet, well-established neighborhood of Tivioli, where this particular home is surrounded by mature trees and offers a bonus water view. If you are seeking rural quiet with urban conveniences, 4540 Ascot Circle N offers the best of both worlds. The HVAC is from 2023, and the Water Heater is from 2024; hurricane shutters are stored in the 1-car garage. Oodles of storage closets and an inside laundry room with a full-size washer/dryer. This estate sale is ready to close. The location offers immense privacy, yet quick access to urban shopping, restaurants, beaches, and recreational activities. Tivoli is located in Sarasota County, just south of the University Corridor, the shopping mecca and community event hub for local enjoyment. It is NOT a secret that the HOA fees include exterior insurance, roof, exterior maintenance and repairs, grounds and irrigation maintenance, and pest control. Although zoned as a single-family home, the community is managed as a condominium, meaning the owner is responsible for "paint-in" only. Neighbors love the location, mature trees, walking trails, and easy maintenance. Hustle to your phone and call for your private showing. Time is a-wasting!
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
8063 ANTHIRIUM LOOP, SARASOTA, FL 34240
$695,99012 Days on yellowkey MLS ID: A4700123
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2332 Built: 2026Monthly Fee: $370 Tax: $938 (2025)Community: Windward At Lakewood Ranch Phase 2Spa: NoSingle Family
Taxes:$938
Remarks: This thoughtfully designed single-family home offers 2,332 square feet of living space and features numerous upgraded finishes throughout. Wood-look tile flooring extends through the main living areas and primary suite, while a recessed tray ceiling enhances the spacious great room. The primary suite includes dual walk-in closets for ample storage. The kitchen is appointed with 42-inch soft-close cabinetry, quartz countertops, and matte black plumbing fixtures and hardware. A pocket sliding glass door creates a seamless transition to the outdoor living space, making it ideal for indoor/outdoor entertaining. Additional features include a tankless water heater and impact-resistant glass throughout the home.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
4740 MARSH FIELD RD #6, SARASOTA, FL 34235
$180,00038 Days on yellowkey MLS ID: A4697508
REDUCED by $10,000 (5.3%) on 07/18/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 884 Built: 1978Monthly Fee: $521 Tax: $2,467 (2025)Community: BriarfieldCondo
Taxes:$2,467
Remarks: Under contract-accepting backup offers. Stunning one bedroom, one bathroom condo in Meadows Country Club in Sarasota with RECENT UPGRADES! Upgrades include kitchen and bathroom updates that provide a modern feel with vinyl and tile flooring throughout. The kitchen has granite counters with a tasteful backsplash and plenty of counter space. The unit also includes a detached garage and backs up to the golf course. Community offered amenities are pool, clubhouse and tennis courts and no flood insurance required! Do not miss this opportunity! Schedule your private showing today!
Listing is courtesy of: MCKAY MANAGEMENT & REALTY (815-483-5052)
Listing Agent: Irina Mckay (815-483-5052)
1563 4TH ST, SARASOTA, FL 34236
$1,695,000135 Days on yellowkey MLS ID: A4685670
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1927 Tax: $10,987 (2025)Community: Owen BurnsSingle Family
Taxes:$10,987
Elementary School: Alta Vista Elementary
Remarks: A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
319 BIRD KEY DR, SARASOTA, FL 34236
$5,499,900150 Days on yellowkey MLS ID: A4684204
REDUCED by $250,000 (4.3%) on 07/23/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4498 Built: 1998Monthly Fee: $110 Tax: $40,743 (2025)Community: Bird Key SubSingle Family
Taxes:$40,743
Remarks: Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, icemaker, custom cabinetry with specialty slide-outs, marble and quartz counters, and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.
Listing Agent: Katy Mcbrayer (941-400-2406)
541 S WASHINGTON DR, SARASOTA, FL 34236
$4,300,00052 Days on yellowkey MLS ID: A4695620
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3395 Built: 1957 Tax: $48,030 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$48,030
Remarks: For Those Who See Home as an Expression of Art. 541 S Washington offers a rare blend of architectural character, quality craftsmanship, and waterfront living. Beautifully renovated to reflect the enduring principles of Mid-Century Modern design, where clean lines, natural light, and a connection to the outdoors shape the living experience. Set on 75 feet of canal frontage along prestigious South Washington Drive, just moments from St. Armands Circle, Lido Beach, and downtown Sarasota. From the moment you enter, expansive folding glass doors frame the water beyond. A striking gas fireplace anchors the main living spaces, while thoughtfully proportioned rooms balance openness with comfort. Offering four bedrooms, four-and-a-half baths, and a flexible bonus space, the 3,395-square-foot floor plan was designed for easy every day living. At the center of the home, a custom Poliform kitchen with premium Miele appliances combines clean design with exceptional functionality. The primary suite serves as a private retreat, complete with a spa-inspired bath and outdoor shower. Throughout the residence, the current owners have also enhanced the property with Control4 home automation, security system, new HVAC system, instant-on hot water heaters, whole-home water treatment, Icynene insulation, and a reinforced roof with tiedowns. Outside, curated tropical landscaping creates privacy around the heated saltwater pool. Multiple outdoor living spaces, including an expansive balcony and rooftop deck, provide beautiful settings for sunset views, while a private kayak launch offers direct access to Sarasota's waterways. A distinctive waterfront residence in one of Sarasota's most sought-after island neighborhoods, inspired by timeless design and a connection to the water. Inquire with the listing agents for a complete list of updates and to schedule your private showing.
Listing Agent: Keith Kleppinger (941-525-2937)
4644 LONGWATER CHASE #97, SARASOTA, FL 34235
$309,0007 Days on yellowkey MLS ID: A4699585
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1108 Built: 1979 Tax: $3,254 (2025)Community: Longwater ChaseCondo
Taxes:$3,254
Remarks: Welcome to Longwater Chase in The Meadows, where comfort, convenience, and Florida living come together. This beautifully maintained ground-floor corner residence offers 2 bedrooms and 2 bathrooms and is an opportunity you won't want to miss. Inside, you'll find a thoughtfully updated interior featuring hurricane-impact windows, a beautifully renovated kitchen, an updated primary bathroom, and a fresh coat of interior paint. Being offered turnkey furnished, this home is truly move-in or rental ready, with rental income already on the books, making it an excellent opportunity for seasonal residents, investors, or full-time homeowners alike. Longwater Chase is nestled within The Meadows, one of Sarasota's most established and sought-after communities, known for its mature oak canopies, lush landscaping, scenic lakes, and peaceful walking paths. Ideally located just minutes from University Town Center, you'll enjoy easy access to exceptional shopping, dining, entertainment, I-75, downtown Sarasota, and the area's world-renowned Gulf beaches. Whether you're searching for a winter retreat, an income-producing investment, or your next place to call home, this exceptional property offers the perfect combination of location, lifestyle, and value.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Drew Jacobsen (941-253-6309)
2013 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$525,00069 Days on yellowkey MLS ID: A4694232
0 Days Off yellowkey (back on 6/24/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2051 Built: 2021Monthly Fee: $124 Tax: $4,835 (2025)Community: Bay LandingSpa: NoSingle Family
Taxes:$4,835
Remarks: Under contract-accepting backup offers. Experience elevated Florida living in this beautifully upgraded and highly sought-after Lantana model by D.R. Horton, ideally situated within the desirable Bay Landing community of Lakewood Ranch. Built for both comfort and style, this spacious 4-bedroom, 2.5-bathroom residence showcases a thoughtfully designed open-concept floor plan filled with natural light, soaring ceilings, and modern designer finishes throughout. From the moment you arrive, the home’s stunning curb appeal, upgraded exterior accents, paver driveway, and elegant architectural details create an unforgettable first impression. Inside, the expansive gourmet kitchen serves as the heart of the home, featuring oversized quartz countertops, sleek cabinetry, stainless steel appliances, subway tile backsplash, recessed lighting, a walk-in pantry, and an impressive center island perfect for gathering and entertaining. The kitchen flows seamlessly into the spacious dining and living areas, creating the ideal setting for both everyday living and hosting guests. Large sliding glass doors open to the covered screened lanai, blending indoor and outdoor living while overlooking the private fenced backyard and peaceful preserve-style green space beyond. The luxurious primary suite offers a relaxing retreat complete with tray ceilings, abundant natural light, a generous walk-in closet, and a spa-inspired ensuite bathroom featuring dual vanities, a large walk-in shower, and a separate soaking tub designed for ultimate relaxation. All four spacious bedrooms feature upgraded luxury vinyl flooring, offering both durability and warmth with absolutely no carpeting throughout the home. Thoughtful custom accents, upgraded lighting, stylish fixtures, and tasteful modern touches elevate every room and give the property a model-like feel. Step outside to enjoy the extended screened lanai with upgraded screening, ample seating space, and tranquil backyard views perfect for morning coffee, outdoor dining, or relaxing evenings under the Florida sky. The fully fenced yard offers privacy, room to play, and endless possibilities for future outdoor enhancements. Located in one of the most desirable areas of Sarasota and Lakewood Ranch, Bay Landing residents enjoy convenient access to Waterside Place, top-rated dining, shopping at UTC, entertainment, parks, golf courses, and some of America’s most beautiful Gulf Coast beaches. With easy access to I-75, this exceptional home offers the perfect balance of luxury, convenience, and the vibrant Lakewood Ranch lifestyle buyers are searching for.
Listing Agent: Adnan Dedic (941-726-2917)
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