Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
4181 CENTER POINTE CIR #91B, SARASOTA, FL 34233
$275,000153 Days on yellowkey MLS ID: A4677449
REDUCED by $5,000 (1.8%) on 05/05/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1578 Built: 1983Monthly Fee: $405 Tax: $3,492 (2025)Community: Courtyard VillasVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,492
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Exceptional value in today’s market, available for a quick close! Welcome to effortless Florida living in this beautifully maintained condo located in the desirable Center Gate community of Sarasota. This inviting unit offers a bright, open layout with comfortable living and dining spaces that flow seamlessly—perfect for both everyday living and entertaining. The well-appointed kitchen provides ample cabinetry and workspace, while the spacious primary suite offers a relaxing retreat with generous closet space and an en-suite bath. Enjoy peaceful mornings or unwind in the evenings from your private, over sized lanai. Residents of Center Pointe enjoy a quiet, well-kept community with convenient access to shopping, dining, medical facilities, and just a short drive to Sarasota’s world-renowned beaches. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this property checks all the boxes. Low-maintenance living in a prime location—schedule your showing today and come see the value for yourself.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Alicea Martinez (941-504-3852)
4414 LONGFORD DR, SARASOTA, FL 34232
$387,900179 Days on yellowkey MLS ID: A4674882
0 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 1972 Tax: $3,973 (2024)Community: Sarasota SpgsSpa: NoSingle Family
Taxes:$3,973
Elementary School: Brentwood Elementary
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. This home is back on the market after bathrooms have been modeled, several new windows installed, new tile flooring in Florida room. Inside and outside of home have been freshly painted. Wonderful investment opportunity or starter home in Sarasota Springs. 3-bedroom, 2 full bath home. There is an extra room with window a/c to the right of the garage, room can be a playroom or private office. New roof installed 2023 and all new skylights were installed same time. New A/C installed in 2023. Large primary bedroom has plenty of closet space. Primary bathroom has new shower, new vanity mirror and lighting as well as separate tub with new shower head and faucet. Split floor plan offers privacy to everyone. Enclosed lanai area opens up to beautiful, oversized lot and back yard. Entire yard is fenced and plenty of room for a pool. Oversized garage houses washer and dryer area. Bring your toys to this home with this spacious yard. Home is close to Legacy Bike Trail, shopping, beaches and downtown Sarasota. Ideal location for families with great schools.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Lois Seropian (941-356-4195)
7067 JARVIS RD, SARASOTA, FL 34241
$420,00062 Days on yellowkey MLS ID: A4687431
REDUCED by $10,000 (2.3%) on 05/11/2026
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1608 Built: 1992 Tax: $2,406 (2025)Community: Lake SarasotaSingle Family
Taxes:$2,406
Elementary School: Lakeview Elementary
Remarks: Welcome to this spacious two-story, 4-bedroom, 2-bath home located in the desirable Lake Sarasota neighborhood—just minutes from I-75 with no HOA restrictions! Start your day on the charming screened-in front porch, the perfect spot for morning coffee or unwinding while enjoying a beautiful Florida sunset. Step inside to a bright and inviting living room and dining room combination, filled with natural light and ideal for both everyday living and entertaining. The kitchen has been recently updated with granite countertops and offers ample cabinet space, making it both stylish and functional for any home chef. Conveniently located on the main level, the primary bedroom features a walk-in closet and ensuite bathroom. Upstairs, you’ll find three additional bedrooms, including an oversized 16’ x 10’ room that offers endless possibilities—whether you envision a guest suite, home office, gym, or a space large enough to accommodate two queen beds. Step outside to a fully fenced backyard with plenty of room to add a pool and create your own private oasis. A storage shed adds extra convenience for tools and outdoor equipment. Enjoy peace of mind with recent updates including a new roof (2025) and a newer water heater. The home is located in an X flood zone, offers wind-resistant windows, and includes solar panels to help keep electric costs low. Conveniently situated near parks, schools, shopping, and recreational activities, this home offers the perfect blend of comfort, flexibility, and Florida living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Edith Richman (941-855-0072)
404 S POLK DR, SARASOTA, FL 34236
$1,700,00051 Days on yellowkey MLS ID: A4689616
0 Days Off yellowkey (back on 5/14/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2260 Built: 1960 Tax: $16,784 (2025)Community: Lido Beach Div B ResubSingle Family
Taxes:$16,784
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome home to 404 S Polk — A Phenomenal Coastal Retreat on Lido Key-- Timeless beach charm meets modern ease in a bright, airy home that’s been loved, enjoyed, and meticulously maintained by the same family for 65 years. Impeccably renovated and extended with both families and beachgoers in mind, this 4BR/3BA residence sits on a SPRAWLING CORNER LOT with a grassy front yard and a fenced-in backyard patio and dining area perfect for grilling your fresh catch. Effortless indoor/outdoor living flows from two primary suites (one on the main floor and one upstairs) to a bright and open VAULTED CEILING entryway, welcoming family room, casual dining area, and a separate formal dining room. IMPACT WINDOWS & SLIDERS provide relief for out-of-state owners. Sleek, updated kitchen featuring granite countertops and stainless steel appliances, alongside updated baths and a 5-year old ROOF for peace of mind. An ideal setting for every lifestyle — family living, long-weekend getaways, vacation memories, or a weekly RENTAL property. Prime location just STEPS from the powdery quartz-sand beaches and turquoise waters of Lido Key. The 2nd-floor balcony is your front-row seat for cool Gulf breezes, beach views, and spectacular bright orange sunsets. Parking is a premium on the beach, but this home has plenty of space with a tandem 2-car garage, and space for 3 cars in the circular driveway! A 4-minute walk to Lido Beach Pavilion: public pool, on-beach dining (including lobster roll favorites), covered seating areas, and convenient beach equipment rentals. St. Armand's Circle is about half a mile away, offering restaurants, boutique shopping, live music, and entertainment. Easy access to Sarasota’s Bayfront, theaters, opera, and museums via a short drive over the John Ringling bridge.
Listing Agent: Judy Kepecz-Hays (941-587-1700)
1415 S SCHOOL AVE, SARASOTA, FL 34239
$619,90058 Days on yellowkey MLS ID: A4687920
REDUCED by $40,000 (6.1%) on 05/12/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1126 Built: 1955 Tax: $6,276 (2025)Community: Loma Linda Park ResubSingle Family
Taxes:$6,276
Elementary School: Alta Vista Elementary
Remarks: Sarasota midtown oasis in desirable Arlington Park Neighborhood. This 3 bedroom, 1 1/2 bath, TURNKEY FURNISHED (OPTIONAL) home situated on a secluded corner lot, immaculately maintained and updated, could be yours as a primary residence or income producing rental property (7 DAY MINIMUM RENTAL). Newer double pane insulated windows with custom shades, tankless hot water heater, updated plumbing, new stainless steel appliances, granite countertops, IKEA kitchen cabinets and closet organizers. Terrazzo floors throughout with tile in both bathrooms. Property is fully FENCED with 2 gates providing access and parking for a small boat, camper or vehicle. Screened lanai overlooks hardwood deck and tropical plant landscaped yard. The city easement (a non build lot) on the east side of the property provides additional privacy. NO FLOOD INSURANCE REQUIRED. Located 2 blocks east of Sarasota Memorial Hospital, 4 miles to Siesta Beach (#1 beach in the USA), 5 miles to Lido Beach and 1 mile to Sarasota’s downtown world class shopping and entertainment. Short walk to Southside Village, Midtown Plaza, Legacy Trail and the Arlington Park & Aquatic Center hosting Live Music Events Alongside Pickleball, Tennis, Basketball Courts, Playgrounds, a Dog Park, Walking Trails, and Two Pools. Magical must see property!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Wendy Lewis (941-993-5708)
6579 MAUNA LOA BLVD, SARASOTA, FL 34241
$415,00092 Days on yellowkey MLS ID: A4685839
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1616 Built: 1976 Tax: $2,984 (2025)Community: Lake SarasotaSpa: NoSingle Family
Taxes:$2,984
Remarks: Welcome to easy Sarasota living! This move-in ready gem checks every box. NEW ROOF (2024), NEWER HVAC (2024), IMPACT WINDOWS AND DOORS (2019) bring peace of mind. Updated kitchen and baths, beautiful tile flooring, pitched ceilings and a 2-car garage, plus a fully fenced backyard completes the picture. Zoned for A-rated schools and tucked into a location that puts the best of Sarasota within reach: University Town Center and Waterside Place in 10-15 minutes, Siesta Key and Downtown in 20, plus the Celery Fields, Paw Park, and Detweiler's Farm Market just around the corner. Major updates are done just move in and enjoy.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Alex Stafford (941-809-7221)
4117 ROBERTS POINT CIR, SARASOTA, FL 34242
$980,000471 Days on yellowkey MLS ID: A4640938
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 2168 Built: 1990 Tax: $10,150 (2024)Community: Roberts Point 2Single Family
Taxes:$10,150
Elementary School: Phillippi Shores Elementary
Remarks: Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space for cooking and entertaining. The master suite is a private retreat, with plenty of closet space and an en-suite bathroom that offers a relaxing atmosphere. Additional bedrooms are generously sized and perfect for family or guests. Step outside to your private, nicely landscaped backyard, an ideal setting for relaxation and entertaining. Enjoy Florida’s beautiful weather on the expansive composite deck, complete with an outdoor shower—perfect for rinsing off after a day at the beach. The lush greenery and well-maintained yard create a tranquil, private oasis. This home’s prime location offers easy access to the best of Siesta Key—whether it's lounging on the soft sands of Siesta Beach, exploring the unique shops and restaurants in Siesta Village, or enjoying local parks and recreational activities. This is your chance to own a slice of paradise in one of the most coveted neighborhoods on Siesta Key. Schedule your private showing today and make this beautiful home your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Jim Mast (941-587-9066)
1022 S OSPREY AVE, SARASOTA, FL 34236
$1,599,000254 Days on yellowkey MLS ID: A4666624
4 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1922 Tax: $4,185 (2024)Community: Rigbys SubSingle Family
Taxes:$4,185
Remarks: Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.
Listing Agent: Barbara May (404-822-9264)
2045 GOLDENROD ST, SARASOTA, FL 34239
$2,200,000127 Days on yellowkey MLS ID: A4681259
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3784 Built: 2025 Tax: $3,884 (2025)Community: Akin AcresSpa: YesSingle Family
Taxes:$3,884
Remarks: One or more photo(s) has been virtually staged. Experience elevated coastal living in this nearly new Coastal Modern Farmhouse, thoughtfully built in 2025 by WG Homes with exceptional quality and craftsmanship. Constructed with solid block all the way up and topped with a standing-seam metal roof, this two-story residence offers five bedrooms, four-and-a-half baths, and a spacious, well-designed layout ideal for both everyday living and entertaining. Inside, soaring ceilings and abundant natural light define the open first-floor living spaces, complemented by beautiful wood flooring and designer finishes throughout. The chef’s kitchen features top-of-the-line Thermador appliances, a large hidden walk-in pantry, dry bar, and seamless flow to the dining and living areas. A private office, along with a well-appointed laundry and mudroom, enhances everyday functionality. The first-floor primary suite offers a serene retreat with a soaking tub, spa-inspired shower, and expansive walk-in closet designed for comfort and convenience. Upstairs, you’ll find three bedrooms, three full bathrooms, and a spacious bonus room with closet that could easily function as an additional bedroom, media room, playroom, or lounge. Vaulted ceilings in many of the upstairs rooms add architectural character and a sense of openness. Outdoor living is equally impressive, with sliding glass doors opening to a resort-style saltwater pool and hot tub. The covered patio, fully equipped outdoor kitchen featuring Thermador appliances, upgraded pavers, and full irrigation system complete this private oasis, perfectly designed for year-round Florida living. The home is further enhanced by premium upgrades including PGT aluminum impact-rated windows and doors, an epoxy-finished two-car garage, exterior architectural lighting, an additional laundry hookup upstairs, pre-wiring for security cameras, and multiple access points for future technology integration. Ideally located east of the Trail within the highly sought-after Southside School District, you’re just minutes from downtown Sarasota, Sarasota Memorial Hospital, top restaurants, parks, and under 10 minutes to world-class beaches including Siesta Key, Lido Key, and St. Armands Circle. This nearly new residence offers a rare opportunity to own a home that blends modern coastal design, superior construction, and exceptional Sarasota living.
Listing Agent: Victoria Turner (662-614-2783)
770 S PALM AVE #1201, SARASOTA, FL 34236
$699,000161 Days on yellowkey MLS ID: N6142129
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1636 Built: 1975Monthly Fee: $1,400 Tax: $12,394 (2025)Community: Embassy HouseCondo
Taxes:$12,394
Remarks: Perched on the 12th floor as a coveted end unit in the iconic Embassy House, this 2-bedroom, 2-bath condo offers sweeping panoramic views of Selby Gardens, Sarasota Bay, Bayfront Park, and downtown Sarasota. Windows replacement in 2006. Abundant natural light fills the open living and dining areas, creating a bright, inviting atmosphere. Embassy House features recently updated common areas that seamlessly blend modern enhancements with its signature mid-century modern architecture. Residents enjoy resort-style amenities including a saltwater pool, fitness center, catering kitchen, outdoor grilling area, concierge service, on-site management, EV charging, and bike storage. Just steps from Palm Avenue’s Gallery Row, Selby Gardens, fine dining, and minutes from world-class beaches, this exceptional residence offers an unmatched blend of luxury, location, and lifestyle.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Chris Price (941-284-8008)
3922 COCHISE TER,, SARASOTA, FL 34233
$450,00015 Days on yellowkey MLS ID: A4695002
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1300 Built: 1979 Tax: $4,036 (2025)Community: SouthridgeSingle Family
Taxes:$4,036
Remarks: Location. Location. Friendly neighborhood of Winding Woods This beautifully maintained 3-bedroom, 2-bathroom. House was completely renovated. Kitchen has granite counter tops and island. Solid wood cabinetry and stainless steel appliances. Don’t miss the opportunity to own your dream home in the heart of Sarasota. Centrally located just minutes from shopping, Dining, Beaches, I-75, A-rated school districts (Ashton Elementary
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Vivian Iskander (850-766-5046)
5202 FOXCROFT CT, SARASOTA, FL 34232
$375,00015 Days on yellowkey MLS ID: A4694840
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 916 Built: 1984 Tax: $3,862 (2025)Community: Cedar HollowSingle Family
Taxes:$3,862
Elementary School: Fruitville Elementary
Remarks: Perfectly positioned in the heart of Sarasota, this property offers the kind of location you’re searching for: centrally located, incredibly convenient, and still tucked within an established residential setting that feels private and peaceful. Situated on an oversized 0.64 acre lot with no rear neighbors, this 2 bedroom, 1 bathroom home offers a rare combination of space, privacy, and accessibility just minutes from everything Sarasota is known for. A covered front porch welcomes you inside where vaulted ceilings and an abundance of natural light create an airy and inviting feel throughout the main living spaces. The living room flows seamlessly into the dining area located just off the kitchen, creating an easy layout for both everyday living and entertaining. Sliding glass doors open to the expansive backyard, offering endless potential for outdoor living, gardening, pets, or simply enjoying the added privacy this oversized space provides. The 1 car garage adds additional storage and convenience. The home also features a brand NEW ROOF that is only one year old, offering added peace of mind for years to come. One of the biggest advantages of this location is its close proximity to both downtown Sarasota and Interstate 75, making commuting throughout Sarasota, Lakewood Ranch, Bradenton, and Tampa exceptionally convenient. Residents love being just minutes from University Town Center (UTC), home to upscale shopping, restaurants, entertainment, and one of the area’s fastest growing dining and nightlife scenes. Nearby Nathan Benderson Park has become a Sarasota favorite for walking trails, kayaking, rowing events, playgrounds, and outdoor recreation year round. This location also places you near some of Sarasota’s most loved destinations including Siesta Key Beach, Lido Key, St. Armands Circle, and the vibrant downtown arts district filled with waterfront restaurants, coffee shops, boutiques, galleries, and marina views. Grocery stores, fitness centers, medical offices, and everyday conveniences are all just minutes away. Whether spending the day at the beach, enjoying waterfront dining downtown, exploring Sarasota’s growing food scene, or simply relaxing in your own private backyard, this home offers the ideal balance of convenience, privacy, and Florida lifestyle living. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kaisen Mitchell (941-726-7657)
5619 MIDNIGHT PASS RD #503, SARASOTA, FL 34242
$515,00015 Days on yellowkey MLS ID: A4693474
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,802 (2025)Community: White Sands VillageCondo
Taxes:$4,802
Remarks: Welcome to White Sands. Whether you're searching for a profitable investment opportunity or your own private island retreat, this property offers the best of both worlds. Ideally located directly across from world-famous Siesta Key Beach where you will conveniently find pickleball, tennis, volleyball and a playground. This turn-key, pet-friendly furnished completely remodeled 2/2 condominium features an open-concept design filled with natural light and generous living space, creating the perfect coastal getaway. The unit includes 2023 HOT WATER HEATER, 2024 RE-PIPED KITCHEN AND BATHROOMS, 2024 INTERIOR PAINT, 2024 AC, 2024 CEILING FANS, 2025 NEW LIGHTING IN MASTER BEDROOM AND MASTER BATHROOM, 2024 NEW FURNITURE AND TVS, 2024 NEW TILE FLOORING SECOND BEDROOM. The spacious primary suite offers an en-suite bath and ample closet space, while the guest bedroom provides flexibility for visitors, a home office, or additional rental accommodations. Move-in ready, this unit is ideal as a full-time residence, seasonal escape, or income-producing vacation rental. On-site management is available for both rentals and maintenance, adding convenience and peace of mind for owners and guests alike. Residents enjoy resort-style amenities including multiple laundry facilities, designated shaded carport parking spaces in addition to plenty of open guest parking, heated community pool, clubhouse, sauna, BBQ grills, private beach access, and boat docks available annually on a first-come basis. The property allows rentals every two weeks throughout the year, offering excellent income potential. Don't miss out on this exceptional Siesta Key lifestyle opportunity!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kadie Nolan (941-404-6192)
5780 MIDNIGHT PASS RD #B105, SARASOTA, FL 34242
$1,100,00015 Days on yellowkey MLS ID: A4693221
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $8,709 (2025)Community: Gulf & Bay ClubCondo
Taxes:$8,709
Remarks: Welcome to Gulf & Bay Club, an exclusive Gulf-front community located directly on the world-famous shores of Siesta Key Beach, celebrated for its crystal-clear turquoise waters and powder-soft white sand. This highly desirable ground-floor residence offers 2 bedrooms and 2 baths, surrounded by lush tropical landscaping that creates a private coastal retreat. Beautifully remodeled with warm coastal finishes and an inviting atmosphere, this spacious condo is designed for relaxed beachfront living. The open-concept living room and kitchen serve as the heart of the home, ideal for entertaining while enjoying serene views of the tropical grounds and partial Gulf views just beyond the sliding glass doors. Generously sized rooms throughout provide comfort and functionality, all with an effortless beachside feel. Set within a gated, resort-style community spanning more than 30 acres with 800 feet of pristine beachfront, Gulf & Bay Club offers an exceptional array of amenities, including three heated pools, eight tennis courts, a state-of-the-art fitness center and spa, racquetball and basketball courts, and an expansive clubhouse featuring a library and computer room. Multiple barbecue and picnic areas complete the ultimate Gulf Coast lifestyle experience.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
5026 CALLE MINORGA, SARASOTA, FL 34242
$899,00055 Days on yellowkey MLS ID: A4690532
REDUCED by $90,000 (9.1%) on 05/28/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1240 Built: 1954 Tax: $11,005 (2025)Community: Mira Mar ExitSingle Family
Taxes:$11,005
Remarks: HUGE PRICE REDUCTION – SELLER SAYS BRING THE OFFER! *************** RARE OPPORTUNITY IN SIESTA KEY VILLAGE! Welcome to one of the most unique opportunities in Siesta Key Village. The seller is SERIOUS and the dramatic price reduction from $989,000 to $899,000 says it all. Rarely does a property with this location, flexibility, and potential become available in the heart of the Village. Just steps from world-famous Siesta Beach, boutique shopping, restaurants, nightlife, and endless foot traffic, this charming TURN-KEY FURNISHED cottage offers a rare blend of lifestyle, business opportunity, and investment potential. Zoned OPI (Office, Professional, Institutional), the possibilities are endless. Create the ultimate live/work space, professional office, boutique business, creative studio, wellness retreat, or investment property in one of Florida’s most desirable coastal destinations (buyer to verify intended use). The property features 3 bedrooms, 1 bathroom, a full kitchen, spacious Florida room, fresh interior paint, and a metal roof approximately 8 years old. A new shell driveway provides convenient on-site parking, a rare luxury in Siesta Key Village. The peaceful cottage setting feels private and tucked away while still being right in the center of all the energy and convenience the Village has to offer. Perfect for attorneys, therapists, architects, designers, consultants, entrepreneurs, investors, or anyone looking for a unique opportunity in an unbeatable location. Properties like this are nearly impossible to duplicate because you cannot recreate this location. Whether you are searching for a business opportunity, coastal retreat, income-producing asset, or long-term investment, this property offers unmatched walkability, flexibility, and future potential. Schedule your private showing today.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
4541 CHARING CROSS RD, SARASOTA, FL 34241
$519,90035 Days on yellowkey MLS ID: TB8506161
REDUCED by $10,000 (1.9%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2160 Built: 1978Monthly Fee: $29 Tax: $3,771 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,771
Remarks: Welcome to 4541 Charing Cross Road, a beautifully maintained 3-bedroom, 2-bath pool home offering just under 2,200 heated square feet in the highly desirable Bent Tree Village golf course community. Situated on an oversized quarter-acre lot, this property backs directly to the golf course and offers exceptional privacy, mature landscaping, and peaceful views. With LOW HOA DUES, NO CDD FEES, optional country club membership, and a whole-home water filtration system, this home delivers the perfect blend of comfort, convenience, and lifestyle. French wood doors welcome you into the foyer, where abundant natural light and thoughtfully designed living spaces create an inviting atmosphere throughout. The home features tile flooring in the foyer, kitchen, family room, breakfast nook, and wet areas, while the bedrooms and formal living/dining room combination showcase luxury vinyl plank flooring. Plantation shutters adorn every window, and all windows have been upgraded to impact-resistant double-pane windows for added energy efficiency and peace of mind. The kitchen is designed with both functionality and style in mind, featuring Corian countertops, stainless steel appliances, an undermount sink, a beautiful backsplash, and a large built-in pantry for ample storage. The breakfast nook overlooks the family room, creating an open and inviting layout that is perfect for both everyday living and entertaining. The spacious family room is anchored by a stunning stone wood-burning fireplace, creating the perfect gathering space. Multiple sets of sliding glass doors from the kitchen, living room, and primary suite seamlessly connect the indoor living areas to the covered lanai and screened pool area complete with a pool heater. Surrounded by lush tropical landscaping, the backyard offers a private retreat ideal for entertaining or relaxing year-round. The generously sized primary suite features private access to the lanai, dual closets including a walk-in closet and built-in closet, and an en-suite bathroom with double vanities and a beautifully tiled walk-in shower. The split-bedroom floor plan provides added privacy, with two additional bedrooms and a full guest bathroom located on the opposite side of the home. Additional updates include a 2019 HVAC system, updated electrical in 2018, and a reinforced garage door installed in 2018. Residents of Bent Tree Village enjoy access to a community lake for small boats and fishing with permit, along with optional golf and country club amenities. Located within an A-rated school district, with the elementary school just a short golf cart ride away, this home also offers convenient access to I-75, shopping, dining, Gulf beaches, and world-class healthcare facilities.
Listing is courtesy of: ASSIST 2 SELL THE ESHACK TEAM (813-400-1395)
Listing Agent: Aaron Eshack (813-917-3765)
5420 STARWOOD PL, SARASOTA, FL 34232
$399,900148 Days on yellowkey MLS ID: A4678412
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1184 Built: 1968 Tax: $4,301 (2025)Community: Ridgewood Estates 11 AddSingle Family
Taxes:$4,301
Remarks: GREAT HOME FOR THE FIRST TIME HOMEBUYER, 3 BEDROOMS 2 BATHS, ONE CAR GARAGE, VINYL FLOORING, IMPACT WINDOWS, REMODELED KITCHEN, NEW METAL ROOF, WATER FILTRATION SYSTEM, COVERED PATIO/LANAI, NICE FENCED BACKYARD, PAINTED IN NEUTRAL COLORS SEPARATE DINING/BREAKFAST AREA. GREAT LOCATION CLOSE TO SOPING CENTERS, HOSPITALS, EASY ACCESS TO I-75.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Hector Gomez, Llc (941-321-7164)
8250 HUGH ALISON PL, SARASOTA, FL 34240
$3,249,000232 Days on yellowkey MLS ID: A4669348
REDUCED by $246,000 (7.0%) on 04/21/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5163 Built: 1995Monthly Fee: $369 Tax: $11,132 (2024)Community: Laurel Oak Estates Sec 09Spa: YesSingle Family
Taxes:$11,132
Elementary School: Tatum Ridge Elementary
Remarks: Set on a serene cul-de-sac within the prestigious Laurel Oak Estates, this custom-built residence captures the essence of Sarasota’s coveted golf-course lifestyle. Poised on nearly an acre with sweeping fairway and lake views, the home offers more than 5,100 square feet of beautifully designed living space enhanced by timeless architectural detail, modern functionality, and effortless indoor-outdoor flow. A private winding drive and manicured landscaping introduce the stately façade, where double entry doors open to a grand foyer with high ceilings and walls of large windows that fill the interiors with natural light. The spacious living and dining areas feature custom built-ins and millwork, with expansive sliders framing sunset views of the sparkling pool and golf course beyond. Perfect for entertaining, the gourmet kitchen combines rich wood cabinetry with granite countertops, a large center island, double ovens, built-in refrigerator, wet bar area, and casual dining nook overlooking the fairway. The adjoining family room offers a warm gathering space anchored by solid wood built-ins and a gas fireplace, with seamless access to the screened lanai for alfresco living. The primary suite is a private retreat with peaceful golf and water views, two custom walk-in closets, and a spa-inspired bath complete with soaking tub, separate shower, dual vanities, and private water closet. Three additional bedrooms, plus a fourth bedroom currently being used as den, provide ideal comfort for family and guests. The theater room is equipped with platform seating, custom cabinetry, 120” screen, surround sound, remote-controlled lighting, and 4K projector. A true highlight of the home is the second-floor bonus suite, currently used as an art studio, featuring vaulted tongue-and-groove ceiling, built-in desks, a full bathroom, and an expansive balcony capturing unforgettable sunset vistas across the course. The screened outdoor living area defines the Florida lifestyle, showcasing a heated pool and spa, outdoor kitchen, and multiple seating areas for relaxing or entertaining. Mature landscaping, accent lighting, and the home’s ideal southwest exposure create a tranquil backdrop year-round. Additional features include plantation shutters, central vacuum, a three-car side-entry garage with golf-cart parking, and a whole-house solar system offering efficiency and peace of mind. Nestled behind the gates of Laurel Oak Country Club, residents enjoy access to 36 championship holes of golf, tennis and pickleball courts, a junior Olympic pool, and a vibrant social calendar—all available with optional membership. Beyond the gates, you’re moments from Sarasota’s best amenities, including UTC Mall’s upscale shopping and dining, Nathan Benderson Park, and downtown Sarasota’s world-class arts, culture, and waterfront entertainment. Siesta Key and Lido Key beaches are within easy reach, completing the perfect blend of privacy, luxury, and convenience. With its exquisite craftsmanship, prime location, and inspiring golf-course vistas, this Laurel Oak Estates residence delivers the ideal balance of sophistication and relaxed Sarasota living—an exceptional opportunity for those seeking elegance within one of the region’s most prestigious gated communities.
Listing Agent: Roger Pettingell (941-387-1840)
4926 PRESTON WAY, SARASOTA, FL 34232
$449,90021 Days on yellowkey MLS ID: A4694417
1 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1552 Built: 1986 Tax: $3,475 (2025)Community: Cedar Hollow Unit 3Single Family
Taxes:$3,475
Remarks: Under contract-accepting backup offers. Home is that special place where comfort is found and memories are made. This beautifully updated residence in one of Sarasota’s convenient, established neighborhoods—with spacious lots, and a true sense of community. BE SURE TO CHECK OUT THE VIRTUAL TOUR. No HOA restrictions mean this home offers the freedom to truly make it your own, whether enjoying outdoor gatherings or hooking up the boat for a well-deserved weekend of relaxation on the bay and Gulf waters that Sarasota is known for. Proximity to top-rated schools, everyday shopping and dining, major roadways, and world-class Gulf beaches make daily life effortless while staying connected to everything Sarasota has to offer. Discover why homes in Cedar Hollow do not typically last long. This inviting single-family home, situated on a corner lot, offers approximately 1,552 square feet of thoughtfully designed living space, featuring high ceilings, three bedrooms, two bathrooms, and a versatile bonus room ideal for a home office, hobby area, or flexible living. Fresh updates throughout create a move-in-ready home, so weekends aren’t spent on repairs. If an outdoor shop or accessory building is in your plans, there is plenty of room for a bold plan, and the corner lot is perfect for secondary access. Privacy is usually high on buyers’ priority lists of “must have” items, so the dead end that just a short distance beyond is a definite plus. Inside, the open, light-filled layout showcases beautiful tile flooring in the main living areas (updated 2020) and new vinyl flooring in the bedrooms (2025). The heart of the home is the spacious kitchen, equipped with brand-new Samsung Bespoke appliances (2025), elegant granite countertops, rich wood cabinetry, and a functional island—perfect for casual meals and entertaining. Adjacent dining and living spaces flow seamlessly. The primary bedroom serves as a peaceful retreat, while the additional bedrooms offer flexibility for family, guests, or personal use. Updated bathrooms provide everyday convenience and contemporary finishes. Step outside to enjoy Florida living at its finest: a fully vinyl-fenced backyard (2024) with fresh landscaping (2025), plus a spacious 10x16 permitted shed complete with insulation and air conditioning—ideal for storage, a workshop, or a private escape. Additional recent enhancements include hurricane-impact windows and doors (2019), a newer roof (2022), an HVAC system (2021), a water heater (2021), a reverse osmosis water system (2024), a freshly painted exterior (2025), an updated garage door opener (2025), and new gutters (2025). A one-car garage and ample parking complete the practical appeal. Siesta Key beach is just 15 minutes away. The interstate, UTC Mall, Benderson Park, along with all the shopping, and an endless selection of dining options, are all within 10 minutes. This residence stands out for its thoughtful updates, low-maintenance design, and unbeatable location in a vibrant Sarasota community. A wonderful opportunity for comfortable, worry-free living in a highly desirable area. Schedule your private showing today!
Listing is courtesy of: SARASOTA REAL ESTATE GROUP (941-922-8400)
Listing Agent: John Woodward (941-922-8400)
1771 RINGLING BLVD #703, SARASOTA, FL 34236
$648,900316 Days on yellowkey MLS ID: A4658164
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1440 Built: 2006 Tax: $8,759 (2024)Community: Rivo At RinglingSpa: YesCondo
Taxes:$8,759
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Offering an unmatched combination of structural peace of mind, a walk-to-everything downtown lifestyle, and rare perks like two secure parking spaces, this meticulously updated residence represents the ultimate value play in Sarasota’s luxury market and demands an in-person tour. DOWNTOWN VALUE & PRIME LOCATION | 2-BR + DEN | SECURE MODERN CONSTRUCTION For the buyer seeking the perfect intersection of strong value, a walk-to-everything location, and the structural integrity of a newer building, Residence #703 at Rivo at Ringling delivers on every front. Built in 2006, this 16-story contemporary tower stands out in downtown Sarasota for its modern concrete construction, excellent building health, and a fully funded reserve—offering rare peace of mind and long-term financial security. Encompassing just 106 residences around a dramatic, light-filled central atrium, Rivo offers an intimate, well-managed community feel with lower fees and better value per square foot than surrounding new construction, all while placing you steps from the city's best dining, theater, and waterfront. Inside, this meticulously updated 2-bedroom plus den, 2-bathroom residence offers an effortless, move-in-ready transition with both bedroom sets fully included in the sale. The bright, open-concept floor plan features a freshly modernized chef’s kitchen with sleek quartz countertops, a full-height seamless backsplash, custom stacked cabinetry, and stainless steel appliances. Expanses of glass open to an impressive, oversized 20x9-foot north-facing terrace, extending your living space outdoors for alfresco dining against a backdrop of the city skyline and a glimpse of Sarasota Bay. This split-bedroom layout ensures maximum privacy for guests, while the flexible custom den easily functions as a home office, media room, or a third sleeping space. Serving as a quiet retreat, the primary ensuite is complete with direct terrace access, a large walk-in closet, and a spa-inspired ensuite bathroom featuring a frameless glass shower and premium modern finishes. Practical efficiency and convenience are woven throughout the property, from the interior peace of an exterior-facing AC closet with a UV air-purifying system to a wealth of rare downtown parking assets. This residence includes an exceptionally rare commodity in downtown living - two oversized, under-building parking spaces in a secure gated garage! Also included is a private storage room, secure bike and kayak storage, and available EV charging stations. Rivo at Ringling further elevates its value proposition with resort-style amenities, including concierge services, a heated pool and spa with a sun deck, a covered grilling terrace, a state-of-the-art fitness center, and a pet-friendly policy with flexible rental guidelines. Combining a high-quality newer build, fully funded financial health, and a partially furnished (bedrooms only) head start in the heart of downtown, this residence represents an unmatched value play in Sarasota’s luxury market. Easy to view and easier to fall in love with Rivo and this 7th floor property.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Shayla Twit (941-544-7690)
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