Location: Sarasota
Do Not Show Listings
4005 CROCKERS LAKE BLVD #24, SARASOTA, FL 34238
$159,00019 Days on yellowkey MLS ID: A4693679
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 572 Built: 1989 Tax: $1,596 (2025)Community: Vintage GrandCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,596
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Furnished, Move-In Ready Condo – Vintage Grand, Sarasota Your private oasis awaits! This beautifully appointed condo offers comfort, style, and convenience: Bedrooms/Bathrooms: Featuring Brazilian Cherry wood bedroom floors and ceramic diagonal tile in the living & kitchen areas. Kitchen & Bath: Upgraded wood cabinets, granite counters, and stainless steel appliances. Extras: New ceiling fans, washer/dryer, and 2 covered parking spots. Views: Enjoy serene lake and fishing pier views plus spectacular sunrises. Pet-Friendly: Small pets welcome! Community Amenities: Clubhouse, 2 pools, fitness center, and car washing area. Conveniently located near Olympic Swimming at Potter Park YMCA, COSTCO, shopping, dining, and dozens of golf courses. Easy access to Siesta Key Beach (just a few miles away) and local attractions like the famous Siesta Key Drum Circle. Whether you love staying active outdoors, lounging at the beach, or enjoying community amenities, this condo is perfectly located to make the most of Sarasota living.
Listing is courtesy of: PROJECT MANAGEMENT REALTY (941-979-6324)
Listing Agent: Dmytro Ivanov (941-979-6924)
344 W ROYAL FLAMINGO DR, SARASOTA, FL 34236
$6,850,00020 Days on yellowkey MLS ID: A4693231
1 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4344 Built: 1998Monthly Fee: $108 Tax: $51,269 (2025)Community: Bird KeySpa: YesSingle Family
Taxes:$51,269
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Open bay sunsets, deep water access, and timeless coastal architecture define this exceptional Bird Key waterfront residence. Positioned on a quiet cul-de-sac along Sarasota Bay, this extensively updated bayfront home offers panoramic open water views, refined living spaces, and direct Gulf access with no fixed bridges. With approximately 100 feet of waterfront frontage and a new dock completed in 2023 accommodating up to a 60-foot vessel, the property is ideally suited for both motor yachts and sailboats while embracing Sarasota’s boating lifestyle. Inside, the residence balances warmth and scale with expansive living spaces, detailed millwork, and a thoughtful floor plan designed for both everyday comfort and entertaining. Beautiful renovations throughout have created a move-in ready environment, including a completely remodeled primary bedroom and bath, a full kitchen renovation in 2023 featuring Sub-Zero and Viking appliances, updated second-floor bathrooms, redesigned TV room with custom fireplace and cabinetry, and a temperature-controlled 140-bottle wine wall and bar installation. Walls of hurricane-rated Pella windows and sliding doors frame open bay views while allowing natural light to move throughout the interiors. Marble, wood, and carpeted flooring, custom cabinetry, wood-paneled accents, and integrated audio systems contribute to the home’s tailored yet inviting atmosphere. Additional upgrades include a replaced seawall, resealed and painted roof, fresh exterior paint, replaced garage doors, sealed driveway, instantaneous hot water system, and updated air conditioning systems. Outdoor living is centered around sweeping sunset views, expansive waterfront terraces, and the privacy of a generously sized homesite within Bird Key. Residents enjoy immediate access to downtown Sarasota, St. Armands Circle, Lido Beach, Bird Key Yacht Club, and the area’s renowned dining, shopping, and cultural attractions while returning home to the quiet character of this residential island community. A beautifully maintained bayfront residence offering exceptional boating access, open water views, and a location that remains one of Sarasota’s most desirable waterfront settings. Private showings available by appointment.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Gigi Silverberg (941-993-3695)
4939 PEREGRINE POINT WAY, SARASOTA, FL 34231
$1,685,000125 Days on yellowkey MLS ID: A4680225
REDUCED by $114,000 (6.3%) on 04/07/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3828 Built: 2000Monthly Fee: $196 Tax: $8,043 (2025)Community: The LandingsSingle Family
Taxes:$8,043
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. A Masterpiece in The Landings' Most Coveted Enclave. Presenting a rare opportunity to acquire an impeccably crafted residence on the sought-after cul-de-sac of Peregrine Point Way. Built in 2002 with meticulous attention to feng shui principles, this single-level sanctuary spans over 3,800 square feet of thoughtfully designed living space, offering the perfect blend of sophistication, flow, and modern convenience. Grand First Impressions A circular driveway sets the stage for this distinguished residence. Pass through custom wooden gates into an impressive formal Florida entry courtyard, where a striking bronze fountain creates an unforgettable "wow factor" for arriving guests. This exceptional entry experience speaks to the caliber of craftsmanship found throughout. Exquisite Interior Details Marble flooring flows gracefully throughout the main living areas, establishing an elegant foundation for refined living. The thoughtful split floor plan ensures both privacy and space, while the single-level design provides effortless flow, a rare find in the homes of this caliber. The formal living room exemplifies true feng shui design, creating a seamless visual and physical connection to the resort-style outdoor spaces beyond. An adjacent formal dining room provides the perfect setting for sophisticated entertaining, whether hosting intimate dinners or grand celebrations. Luxurious Private Quarters The expansive primary suite serves as a serene retreat, featuring a spa-inspired marble bath with a soaking tub, dual vanities, and a walk-in shower. A generously proportioned custom walk-in closet provides exceptional organization and storage. Each of the home's four bedrooms includes an ensuite bathroom, a hallmark of luxury living that ensures privacy and comfort for family and guests alike. Custom-built closets throughout reflect the meticulous attention to detail. The fourth bedroom, currently appointed as an office with custom built-in cabinetry, offers flexibility for those who work from home or desire a private study. Resort-Style Outdoor Living. Step outside to discover your private oasis. The expansive screened-in lanai extends your living space into nature, perfect for year-round entertaining in comfort. The stunning pool area features a dramatic tall tile fountain whose soothing sounds create an atmosphere of tranquility. Mature landscaping artfully balances sun and shade, while a covered seating area invites quiet contemplation or spirited conversation. This is outdoor Florida living at its finest designed for those who appreciate the art of entertaining and the beauty of serene moments alike. The Landings Lifestyle. Peregrine Point Way's naturally serene cul-de-sac location is among the most desirable in The Landings. This prestigious community offers winding tree-canopied roads, pristine lakes, nature trails, and Roberts Bay access an idyllic backdrop for an elevated lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
8311 FLAGSTAFF WAY, SARASOTA, FL 34241
$879,90040 Days on yellowkey MLS ID: A4689674
1 Days Off yellowkey (back on 5/2/2026)
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2892 Built: 2000Monthly Fee: $183 Tax: $5,513 (2025)Community: Preserve At Misty Creek Ph 02 TheSpa: YesSingle Family
Taxes:$5,513
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Tucked away at the end of a quiet cul-de-sac, across from dedicated preserve land and within the gates of The Preserve at Misty Creek, 8311 Flagstaff Way offers a rare blend of relaxed Florida living and near proximity to all Sarasota has to offer. Set on nearly half an acre of beautifully landscaped, lakefront property, this residence feels like a retreat—where mornings begin with tranquil water views and evenings unfold under the soft glow of your own outdoor fire pit. Spanning nearly 2,900 square feet, this single-story home has been carefully improved and maintained over the years, creating a move-in-ready experience with both style and substance. Inside, volume ceilings, crown molding, and an abundance of natural light create a warm and open atmosphere. The kitchen and family room flow seamlessly together, anchored by a fully remodeled kitchen featuring solid wood cabinetry, stone counters, updated lighting, and stainless-steel appliances including a wine refrigerator. The home has seen extensive interior enhancements, including updated flooring, bedroom carpeting, interior painting, and refined finishes throughout. Both the kitchen and bathrooms have been tastefully remodeled, increasing the value of the home. Major systems and functional upgrades provide peace of mind. The property features NEW TILE ROOF 2024, two newer air conditioning systems, updated electronic heat assembly, and a variety of mechanical improvements that reflect careful ownership. Additional updates include refrigerator, garbage disposal, washing machine and dishwasher, along with improvements to lighting both within the home as well as outdoors. Hurricane resistant PGT windows ensure peace of mind. Step outside and the lifestyle truly comes to life. The screened, heated pool and spa overlook the lake, framed by updated and sealed pool pavers and a refreshed enclosure. A newer pool heater, motor, and actuator ensure everything operates seamlessly. The outdoor living space has been expanded with a custom patio and fire pit area for entertaining or simply unwinding. The grounds have been thoughtfully maintained and enhanced, including irrigation system updates and landscape improvements, to maximize both usability and aesthetics. Additional exterior improvements include garage upgrades with new door components and opener. Located in an X flood zone and built with solid block construction, the home combines durability with comfort. The side-entry garage includes a workshop space, adding functionality for hobbies or storage. Living in Misty Creek means enjoying a 24-hour guard-gated community with LOW HOA fees, SPACIOUS LOTS, and OPTIONAL golf membership. Sidewalk-lined streets for walking and cycling, a peaceful animal preserve setting, and access to fishing and bird watching create a lifestyle that is simultaneously active and serene. Luxury of top-rated schools, including The Classical Academy, are nearby. With just a short drive to the pearlized quartz sand of Siesta Key Beach, a multitude of dining options, and cultural amenities including theater, galleries, ballet, opera, circus and live music, this home offers the perfect balance of privacy and convenience. 8311 Flagstaff Way is more than just a home—it’s a property that has been continually improved, carefully cared for, and thoughtfully elevated to offer its next owner a truly effortless Florida lifestyle. Listing agent resides in this phenomenal community!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lynne Zettergren (860-384-3132)
4881 ANTRIM DR, SARASOTA, FL 34240
$699,000137 Days on yellowkey MLS ID: A4678761
0 Days Off yellowkey (back on 5/20/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3588 Built: 2019Monthly Fee: $204 Tax: $7,803 (2025)Community: Worthington-Ph 1Single Family
Taxes:$7,803
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. HUGE PRICE IMPROVEMENT !! CAN NOT BEAT THIS PRICE NOW !! PRICED TO SELL NOW !! Absolutely Move In READY and Immaculately Maintained. A rare Opportunity to own a refined luxury residence in the coveted gated community of Worthington in Sarasota. This Exceptional Wekiva Floor Plan built by M/I Homes features 5 bed, 3 Full Bath, Bonus Room and 3 car Tandem garage with over 3500 Heated Sq Feet of thoughtfully designed living space, modern upgrades and flexible layout. From the Moment you arrive, the home's freshly done landscaping appeal sets tone, featuring paver driveway, tile roof. Step inside to a bright, open interior where natural light fills the space, highlighting tile flooring and refined architectural details. Home Features Brand NEW Refrigerator, Gourmet Kitchen, Stainless Steel Appliances, Built in Speakers, roller shades, plantation shutter, gas stove, quartz countertops. Step Outside to your private backyard oasis with expansive extended lanai with sliding glass doors. There is a plenty of space to make a POOL. NO CDD Fees, located near top schools, close to shopping, beaches, etc.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Fevil Patel (941-993-7286)
1514 S LAKE SHORE DR, SARASOTA, FL 34231
$1,895,00078 Days on yellowkey MLS ID: A4684167
2 Days Off yellowkey (back on 5/20/2026)
REDUCED by $80,000 (4.1%) on 04/28/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2430 Built: 1953 Tax: $14,799 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$14,799
Remarks: Located in the sought-after West of Trail neighborhood of Oyster Bay Estates, this beautifully updated residence sits on nearly one-third of an acre just around the corner from the historic Field Club. The home blends timeless architectural character with extensive recent improvements, creating a refined yet relaxed retreat close to Sarasota’s most desirable destinations. A beautifully landscaped yard and newly added covered front porch with brick pavers create inviting curb appeal and lead to a charming courtyard entry. Inside, the home showcases distinctive craftsmanship and warm architectural details, including Mexican tile floors, natural wood cabinetry and baseboards, exposed ceiling beams, plantation shutters, and hand-crafted clay sconces and pendant lighting. Fresh interior and exterior paint, updated trim, solid-core doors, and impact-rated windows and doors complement the home’s original character while adding modern comfort. The main living spaces flow naturally together, with the kitchen, dining area, and living room opening through walls of glass to the expansive screened lanai. A wood-burning fireplace with carved stone mantel anchors the living room, while a newly detailed tray ceiling adds architectural interest. The kitchen combines artisanal style with high-end functionality, offering custom wood cabinetry, updated countertops, an intricate ceiling detail, and premium appliances including a Sub-Zero refrigerator and Fisher & Paykel dual-fuel range with side-by-side ovens. Privately positioned, the primary suite features vaulted ceilings with exposed wood beams and sliding glass pocket doors that open directly to the pool terrace. Two walk-in closets with newly designed systems lead to the renovated primary bath, which offers dual vanities, private water closets, and a spacious walk-in shower. Two generously sized guest bedrooms provide comfortable accommodations, each with built-in closet systems and beautifully renovated en-suite baths, creating privacy for family and guests within the home’s traditional split floor plan. Outdoor living is designed for both relaxation and entertaining. The screened lanai surrounds a 40-by-14 heated pool framed by stone columns and generous covered seating areas with wood ceilings, while an Ipe wood open deck, fire pit, and lush tropical landscaping create a private backyard sanctuary. Additional improvements include updated plumbing and HVAC throughout, new ductwork and attic insulation, LED lighting, a Sonos sound system in the main living area and covered porch, renovated laundry room with new cabinetry and appliances, epoxy garage flooring, and a propane tankless water heater with gas supplied to the kitchen range and outdoor grill. Ideally located close to shopping, dining, and just minutes from world-renowned Siesta Beach and downtown Sarasota, this Oyster Bay Estates home offers a rare blend of character, privacy, and thoughtful updates in one of Sarasota’s most established neighborhoods.
Listing Agent: Michael Hays (941-376-1826)
4554 COOPER RD, SARASOTA, FL 34232
$1,250,000111 Days on yellowkey MLS ID: A4682274
REDUCED by $50,000 (3.8%) on 05/20/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3354 Built: 1958 Tax: $4,552 (2025)Community: Not ApplicableSingle Family
Taxes:$4,552
Elementary School: None
High School: None
Middle School: None
Remarks: Rare 3.2-acre private pool estate in Sarasota featuring a main residence and separate updated guest home—all set against tranquil pond views and lush, professionally designed landscaping. Accessed by a private road, this exceptional property offers complete privacy, multiple dwellings, and extraordinary flexibility for multigenerational living, rental income, recreation, or future development. Despite its peaceful, secluded setting, the estate is just minutes from Sarasota’s world-renowned beaches, vibrant downtown, premier shopping and dining, top-rated hospitals, parks, and the airport. Opportunities to own this level of acreage, privacy, and versatility in such a prime location are exceedingly rare. 2 car garage, carport and outbuilding included. Low taxes. No HOA. Sarasota County just outside city limits.
Listing is courtesy of: PRIME TIME REAL ESTATE INC (941-323-8685)
Listing Agent: Dan Novak (941-323-8685)
5175 CANTABRIA CRST, SARASOTA, FL 34238
$630,000215 Days on yellowkey MLS ID: A4669843
REDUCED by $44,000 (6.5%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2377 Built: 2002Monthly Fee: $684 Tax: $5,027 (2024)Community: Silver OakSingle Family
Taxes:$5,027
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2024
Remarks: Welcome to the highly desirable GATED COMMUNITY of SILVER OAK. An impeccable community featuring MAINTENANCE FREE LIVING developed by the QUALITY BUILDER- GIBRALTAR. Why settle for unknown quality? Gibraltar is considered one of the best in Southwest Florida when this community was developed. This home was a seasonal residence, like new interior. Enjoy beautiful lakefront views from the minute you enter the home. Notice the custom features including IMPACT WINDOWS, volume trayed ceilings, wood floors, and custom mill work. The current homeowner has lovingly updated every room in the house including the chef’s kitchen with beautiful granite counters, glass tile backsplash and stainless-steel appliances. The breakfast area features lake views where you can enjoy your morning coffee watching the heron fish for breakfast outside your door. The star of the show is the view of the lake through the large 27-foot screened lanai where you can enjoy your favorite beverage as the Florida sunset paints the clouds. A separate formal dining area has plenty of room for family or neighbors to have an elegant meal or simply play cards. A built-in wine bar can be used as butler’s pantry or center for entertaining. The primary bedroom provides more lake views, custom millwork, and an upgraded ensuite spa-like bath where a dip in the garden tub can wash your cares away. Two closets provide plenty of storage. The split bedroom has lots of space for guests. The 3rd bedroom/office has double doors to easily become additional living/entertainment area. The garage is air conditioned and has a spotless polyaspartic (epoxy) floor. Silver Oak is located in the highly popular Palmer Ranch. The Legacy Bike Trail is adjacent to the community and allows you to ride, walk or jog to downtown Sarasota or Caspersen Beach in Venice. Plans are to ultimately link this to trails along the entire west coast of Florida. The home is few minutes from Costco, Target, Lowes and a plethora of other shopping.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Midyett (941-556-5151)
2228 N ORANGE AVE, SARASOTA, FL 34234
$185,00018 Days on yellowkey MLS ID: O6408224
Bed: 4 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1340 Built: 1925 Tax: $2,082 (2025)Community: NewtownSpa: NoSingle Family
Taxes:$2,082
Remarks: Meet 2228 N Orange Ave, a residence arranged for everyday practicality and comfortable living. The kitchen features all stainless steel appliances, complementing a primary bedroom that includes a spacious walk in closet for convenient organization. The property's exterior is enhanced by a fenced in backyard, featuring a storage shed, establishing a secure outdoor area. This home provides essential design and daily ease for you. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
3218 OAKWOOD BLVD S, SARASOTA, FL 34237
$184,90071 Days on yellowkey MLS ID: A4687148
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1973Monthly Fee: $210 Tax: $820 (2025)Community: Oakwood ManorMobile Home
Taxes:$820
Remarks: OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN! ONE OF OAKWOOD MANORS MOST DESIRABLE PRIVATE LOTS. Welcome to Oakwood Manor, a highly sought-after 55+ resident-owned community located within Sarasota city limits. Nestled on 90 lush acres, this vibrant neighborhood offers an exceptional resort-style lifestyle for just $210/month. Residents enjoy an impressive array of amenities, including a lively clubhouse with commercial kitchen, event stage, fitness center, and library. Relax in the heated pool or spacious hot tub, or stay active with bocce ball, shuffleboard, cornhole, putt-putt, and ping pong. Pickleball enthusiasts will love the brand-new courts along the nearby Legacy Trail—just a short bike ride away. With a full calendar of activities and events, Oakwood Manor truly lives up to its motto: where fun and friendship happen. This move-in-ready, beautifully updated home is offered in stylish decorator colors—just bring your toothbrush! Pride of ownership is evident from the moment you step inside this spacious 2-bedroom, 2-bath home offering 1,120 sq. ft. under air. Looking for privacy? This is one of the most desirable lots in the community—no neighbors on one side and none behind. Enjoy peaceful canal views right from your dining and living areas, a rare find in Oakwood Manor. Notable Features & Updates: Plumbing from home to city tap replaced (2017) A/C replaced (2022) New roof (2023) New carport built to current building code (2024) Laminate flooring throughout (2020), New laminate flooring and subfloor replace in both bedrooms 2026 Updated kitchen with ample storage, pantry, and wine rack Appliances: stove (2020), refrigerator (2020) Both bathrooms beautifully updated with decorator tile showers Enjoy outdoor living with a private backyard—perfect for barbecues or relaxing on cool Florida evenings. The charming front porch is another ideal spot to unwind. All of this is just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and medical facilities. Whether you're searching for a full-time residence or seasonal getaway, this home is a must-see. Purchase now and enjoy the upcoming season in your very own Sarasota paradise!
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
4131 PRUDENCE DR, SARASOTA, FL 34235
$289,90018 Days on yellowkey MLS ID: A4693475
0 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1145 Built: 1966 Tax: $1,675 (2025)Community: Kensington ParkSingle Family
Taxes:$1,675
Elementary School: Gocio Elementary
Remarks: ***More pictures on Monday. This 2 bedroom /2 bath single family home with one-car garage, shed and lanai, is located in Kensington Park and is a rare find! Kitchen has Formica counter tops with raised white cabinets and double bowl sink with stone back splash. Hall bath has tub/shower newer vanity and tile floors, luxury Vinyl Plank flooring throughout home. Hurricane impact windows and lanai. Kensington Park in the heart of Sarasota minutes from University Town Center Mall, Sarasota International Airport, downtown Sarasota, Gulf beaches and close to I-75.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Kenneth Cowles (941-954-4443)
2932 LEXINGTON ST, SARASOTA, FL 34231
$1,000,00053 Days on yellowkey MLS ID: O6398095
REDUCED by $50,000 (4.8%) on 05/20/2026
Bed: 0 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 4005 Built: 1978 Tax: $9,282 (2025)Community: Colonial TerraceApartment
Taxes:$9,282
Remarks: Welcome to this stunning income producing home located minutes to Sarasota's most desirable attractions such as Siesta Key Beach, Selby Gardens, Downtown Sarasota, Longboat Key, and University Town Center Mall. This home consists of 3 income producing units or make it your very own primary residence or vacation dream home. With 3 separate entry ways you can rent two and occupy one or join all 3 together to make it a luxurious family home. Can be sold as a package deal with #06399746,#06399737, #06399693, #06399686
Listing is courtesy of: FRAKES REALTY (508-717-2752)
Listing Agent: Derek Frakes (508-717-2752)
$1,000,00053 Days on yellowkey MLS ID: O6398108
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4005 Built: 1978 Tax: $9,041 (2025)Community: Colonial TerraceSpa: YesSingle Family
Taxes:$9,041
3312 OVERCUP OAK TER, SARASOTA, FL 34237
$159,90085 Days on yellowkey MLS ID: A4685218
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1973Monthly Fee: $210 Tax: $1,444 (2025)Community: Oakwood ManorMobile Home
Taxes:$1,444
Remarks: OAKWOOD MANOR — WHERE FUN, FRIENDSHIP, AND FLORIDA LIVING COME TOGETHER TURNKEY FLORIDA LIVING JUST STEPS FROM THE POOL Enjoy easy Florida living in one of Sarasota's most welcoming community where neighbors become friends and every day feels like a vacation. Located within the Sarasota city limits, Oakwood Manor is a beautifully maintained resident-owned 55+ community set on 90 lush acres. This highly sought-after neighborhood offers an exceptional and affordable lifestyle with an incredibly low $210 monthly fee, making it one of Sarasota’s best-kept secrets. Life here is all about enjoying the moment. Residents gather at the spacious clubhouse featuring a commercial kitchen, event stage, fitness center, and library. Spend your days relaxing in the heated pool or oversized hot tub, or stay active with bocce ball, shuffleboard, putt-putt, ping-pong, and the brand-new pickleball courts. The nearby Legacy Trail offers beautiful biking and walking just minutes from your door. Step inside this pristine, beautifully updated and fully furnished 2-bedroom, 2-bath home offering 1,120 sq. ft. of bright, open living space A BRAND NEW ROOF (2024) NEW 15 SEER AC WITH UPDATED DUCTWORK and updated bathrooms. Other Recent updates include: Beautifully updated bathrooms (2024) Full-size washer and dryer Refrigerator, range, and dishwasher included Freshly painted walls and ceilings in soft designer colors New Florida room flooring (2025) Perfectly located just steps from the amenity center, where you can enjoy the best of Oakwood Manor without even needing to get in the car. When you do venture out, you are only minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals. Please note: Oakwood Manor does not allow pets, motorcycles, or RVs. This isn’t just a home — it’s a lifestyle filled with sunshine, friendships, and the relaxed Florida living you’ve been dreaming of.
8419 BRANDEIS CIR E, SARASOTA, FL 34243
$390,000102 Days on yellowkey MLS ID: C7522300
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1893 Built: 1987Monthly Fee: $21 Tax: $5,678 (2024)Community: University PinesSingle Family
Taxes:$5,678
Remarks: Well-maintained home with open living spaces, updated vinyl flooring, and ceiling fans throughout. Kitchen includes granite countertops, stainless steel appliances, and abundant cabinetry. Spacious bedrooms and a screened-in patio overlooking the backyard. Bright, comfortable layout. Easy to show!
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: William Figueroa (305-662-1502)
1200 SIESTA BAYSIDE DR #1200G, SARASOTA, FL 34242
$425,00077 Days on yellowkey MLS ID: A4685175
REDUCED by $25,000 (5.6%) on 05/20/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 845 Built: 1988 Tax: $4,441 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$4,441
High School: Sarasota High
Remarks: Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your fingertips. An open floor plan greets you with tile on the diagonal, a spacious living/dining area, and a balcony overlooking the community pool. The unit is complete with a private one-car garage, indoor laundry with a brand-new stackable washer and dryer, and turnkey furnished and ready for you or your guests. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private parties and events. This weekly-rental-friendly community also offers onsite management (directly below the unit), making it a great income opportunity for investors or those seeking a snowbird property. Location cannot be beat you just cross the road for beach access or take the free trolley to explore Siesta Key Village or South Siesta! Live the island lifestyle at Gulf and Bay Club Bayside. Tenant occupied best showing time Saturday but with enough notice we can manage a showing. Must be scheduled and approved by tenants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Jessica Ross, Pa (941-321-9000)
5141 OAKLAND HILLS AVE, SARASOTA, FL 34234
$168,000368 Days on yellowkey MLS ID: O6310883
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 612 Built: 1960 Tax: $2,616 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,616
Remarks: SELLER FINANCING AVAILABLE / LEASE OPTIONS AVAILABLE $2000 MO / Feast your eyes on this treasure! A completely remodeled 1-bedroom, 1-bathroom mobile home nestled in a lively 55+ community. Even better you own the land, not lot rent here. This beauty's had a head-to-toe makeover with all the modern flair you’ve been dreaming of. Picture yourself soaking up the breeze on a spacious screened-in patio. Whether it’s your cozy nest or your beach escape, this place is calling your name. Forget about monthly HOA fees because they’re wrapped up in your property tax. This community comes stocked with lots of great amenities from a community pool, bot tub, shuffleboard, and pickleball courts. Make sure to check out the clubhouse that offers a calendar of activities. Cable and trash service included. Location is everything! You’re just a hop, skip, and a jump from the Sarasota/Bradenton International Airport, with shopping, dining, hospitals, parks, and speedy access to I-75 right at your fingertips. Plus, you’re nearby the stunning beaches, and the lively downtown Sarasota and St. Armands Circle. Experience the peace and community vibes here—it’s a spot you’ll love to call home!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Jason Buelow (407-450-6193)
767 JOHN RINGLING BLVD #2, SARASOTA, FL 34236
$348,000257 Days on yellowkey MLS ID: S5134479
REDUCED by $49,000 (12.3%) on 04/21/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 612 Built: 1963Monthly Fee: $870 Tax: $4,143 (2024)Community: Sarasota HarborCondo
Taxes:$4,143
Remarks: Owner Financing Available! Experience breathtaking bay views from both the kitchen and family room in this newly remodeled 1 Bedroom, 1 Bath condo at Sarasota Harbour West. This stylish retreat is perfectly located just minutes from St. Armands Circle and the world-famous Gulf Coast beaches, including Lido Beach and Siesta Key. The condo features modern finishes, updated flooring, and a sleek kitchen designed for both function and style. Large windows fill the space with natural light while capturing serene water views and unforgettable sunsets. Community amenities include a waterfront pool, private dock access, and reserved parking. Ideal as a full-time residence, vacation getaway, or investment property and all just steps from Sarasota’s top dining, shopping, and entertainment.
Listing is courtesy of: JR WORLD REALTY (321-209-0978)
Listing Agent: Jennifer Ramirez (407-334-4218)
4734 E TRAILS DR, SARASOTA, FL 34232
$760,00014 Days on yellowkey MLS ID: A4693997
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2752 Built: 1989Monthly Fee: $195 Tax: $4,950 (2025)Community: Lakes Estates 3 Of SarasotaSingle Family
Taxes:$4,950
Remarks: Tucked within the lush, oak-canopied community of The Lakes Estates, this beautifully updated 4-bedroom, 3-bath home is set on an oversized lot in one of the area's most picturesque settings. A spacious front courtyard creates a warm welcome before you even step inside, offering the perfect spot for morning coffee, quiet evenings, or a charming garden space. Inside, soaring ceilings, architectural arches, and an airy openness make an immediate impression from the foyer. The formal living room offers a comfortable place to gather or unwind, while the separate dining room is perfectly positioned for everything from holiday dinners to casual evenings with friends. At the heart of the home, the impressive main living area feels inviting and anchored by a fireplace, with sliding doors opening to the expansive screened lanai. The kitchen is open and well-connected, featuring resurfaced cabinetry, NEW quartz countertops, NEW stainless steel appliances, space for bar seating, and a bright dinette for everyday meals. The split-bedroom layout creates privacy, with the primary suite tucked into its own corner of the home offering direct lanai access, two walk-in closets, and an en suite bathroom with dual vanities, a soaking tub, and a NEW shower. Two additional bedrooms are positioned on the opposite side of the home, while the fourth bedroom is tucked along the primary wing, offering flexibility for guests, family, or a home office. Two additional bathrooms are wonderfully updated and feature NEW cabinetry, counters, and showers. AC was replaced in 2021 with the 2 hot water heaters replaced 2022. Fresh paint inside and out make this jewel truly move-in ready. Outside, the expansive screened lanai spans the back of the home, while the large NEW Trex deck creates an ideal space for grilling, outdoor dining, or gathering around with friends, all overlooking a spacious backyard complete with a built-in fire pit on a rare .4-acre homesite. A 3-car side-load garage adds even more practicality, while The Lakes Estates offers residents access to two community pools, tennis courts, a clubhouse, walking trails, and lakefront common spaces woven throughout this beautifully established neighborhood. With generous indoor and outdoor living space, meaningful updates, and a setting surrounded by mature greenery, this is a home designed to be enjoyed for years to come.
Listing is courtesy of: TNG REAL ESTATE (941-773-9599)
Listing Agent: Scott Nold (941-773-9599)
3825 PARKRIDGE CIR #1-202, SARASOTA, FL 34243
$231,00034 Days on yellowkey MLS ID: A4691818
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1036 Built: 2005Monthly Fee: $411 Tax: $1,333 (2025)Community: ParkridgeCondo
Taxes:$1,333
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Welcome to 3825 Parkridge—where smart updates, clean design, and an unbeatable location come together in one of the best values in the community. This second-floor 2-bedroom, 2-bath condo offers 1,036 square feet of thoughtfully designed living space and is completely move-in ready at $231,000. Inside, the home lives larger than expected. Luxury vinyl flooring runs throughout, and the remodeled kitchen features stainless steel appliances, updated fixtures, and a standout hidden pantry seamlessly built into a shelved wall—adding storage without sacrificing style. A glass wall between the dining area and stairwell brings in natural light and opens the space in a way that noticeably elevates the feel of the home. The primary bathroom has been fully updated with a clean, modern finish, new hot water tank installed 2025 and a new garage door opener is already in place—one more detail handled for the next owner. Ownership here is straightforward. The HOA covers the essentials, including pool, exterior maintenance, water, sewer, basic cable, trash and grounds, allowing for a low-maintenance, predictable lifestyle. Parkridge itself is gated, well-maintained, and established, with a heated pool and scenic lake views throughout. Location is where this property truly separates itself. Just off University Parkway, you’re minutes from UTC, Whole Foods, Detwiler’s Farm Market, and Publix, with downtown Sarasota, Siesta Key, Lido Key, and the Sarasota-Bradenton airport all within easy reach. For buyers looking for something updated, well-located, and easy to own—without stretching the numbers—this is a smart, compelling option. Ideal as a primary residence, seasonal retreat, or investment. Easy to show.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Mary Jo Lobrutto (941-303-0449)
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