Location: Sarasota
Do Not Show Listings
8824 PHYLISS AVE, SARASOTA, FL 34231
$449,00027 Days on yellowkey MLS ID: A4694704
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1714 Built: 1973 Tax: $1,647 (2025)Community: Petrecca TerraceSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,647
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Step into this delightful, well maintained, 3-bedroom, 2-bath, spanning over 1,700 square feet. This thoughtfully designed split floor plan offers versatile living spaces perfect for growing families, first-time buyers, or savvy investors looking for a property with incredible potential and an open floor plan. The home boasts a large one-car attached garage and an expansive carport, providing plenty of covered parking and storage options. Recent updates ensure peace of mind, including a newer roof (2023), a modern AC system (2019), and an upgraded electrical panel (2019). These key improvements mean fewer maintenance worries and more time to focus on making this home truly your own. Beyond the home’s walls, you’ll love its unbeatable location. Nestled centrally between the world-famous Siesta Key and Venice/Nokomis Beaches, you’ll enjoy easy access to sun-soaked days by the Gulf. Plus, convenience abounds with a soon-to-be-built Trader Joe's and Whole Foods nearby, alongside existing favorites like Sprouts, Target, and a variety of retail and dining options. You will also enjoy easy access to both Wharf Road Park and kayak launch and also the Vamo Drive neighborhood park Whether you're dreaming of crafting your perfect home or seeking a smart addition to your portfolio, this property is your opportunity to make it happen. Don't wait—this gem won't last long!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Worth Fiers Iii (941-812-3380)
2927 WEBBER ST, SARASOTA, FL 34239
$575,000158 Days on yellowkey MLS ID: A4678196
1 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1477 Built: 1961Monthly Fee: $17 Tax: $6,193 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,193
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Wonderful mid-century ranch in Southgate offering 3 spacious bedrooms, 2 bathrooms, a 2-car garage, and a heated saltwater pool. The dining room and living room both feature walls of pocket sliding doors that open to a large covered patio and screened pool area—perfect for enjoying the indoor-outdoor Florida lifestyle. Inside, restored terrazzo floors keep the home cool and timeless. The updated kitchen features stainless steel appliances, granite countertops, and a farmhouse sink. The primary suite includes a walk-in closet, and both bathrooms have been updated with marble tile and granite countertops. A convenient pool bath opens directly to the outdoor area. The heated saltwater pool was converted and upgraded in 2021 with a new pump, heater (2025), LED lighting, fountain feature, and solar cover. A fully fenced backyard and fire pit create a private outdoor setting ideal for entertaining or relaxing. Hurricane-impact windows were installed in 2021, along with extensive upgrades inside and out. The home features a newer roof (2022), A/C (2018), and new ductwork installed in 2022. There is ample space in the front of the property to add a circular driveway if desired. Optional membership is available to the South Gate Community Association, offering access to a community pool, park, and recreation facilities. Ideally located close to world-renowned beaches, downtown Sarasota, cultural attractions, outdoor trails, and highly rated schools.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
8531 KARPEAL DR, SARASOTA, FL 34238
$519,51952 Days on yellowkey MLS ID: A4691474
REDUCED by $30,481 (5.5%) on 05/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1780 Built: 2011Monthly Fee: $236 Tax: $4,843 (2025)Community: Palmer Oaks EstatesSingle Family
Taxes:$4,843
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Virtually Staged. Nestled on a desirable corner lot in the gated Palmer Oaks community of Palmer Ranch, this beautifully maintained 3-bedroom, 2-bath home offers exceptional privacy and beautiful Florida living. The home presents in mint condition throughout, with thoughtful updates and classic charm that make it move-in ready. The traditional Florida style made of solid concrete block/stucco and panels along the front for a cottage appeal—often characterized by clean lines, practical yet elegant design suited to the subtropical climate—features a welcoming facade with well-kept landscaping that sets a beautiful first impression. A two-car garage with a durable speckled epoxy-coated floor provides secure parking and extra storage. Inside, the large open floor plan creates a bright, airy atmosphere perfect for everyday living and entertaining. The spacious kitchen boasts all GE appliances, ample counter space and ample cabinetry for storage. There is a separate laundry room with hookups. The master suite is a true retreat, complete with an ensuite bath featuring both a soaking tub and a separate shower, plus a large walk-in closet for ample storage. The two additional bedrooms share a full bath accessible via the hallway, offering flexibility for family, guests, or a home office. Additional highlights include: A new air conditioning system installed in 2025 for reliable year-round comfort. Hurricane shutters on the exterior for protection during strong storms. Elegant plantation shutters on the interior windows, providing privacy and excellent control over sunlight. A private screened lanai that overlooks the serene lake while maintaining a sense of seclusion and tranquility. The gated community offers a large pool and cabana with restrooms.
Listing is courtesy of: GO JULIE GO (941-350-8378)
Listing Agent: Julie Lalande (941-350-8378)
2374 ARLINGTON ST, SARASOTA, FL 34239
$579,000144 Days on yellowkey MLS ID: A4680088
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1126 Built: 1961 Tax: $6,734 (2025)Community: Arlington ParkSpa: NoSingle Family
Taxes:$6,734
Elementary School: Alta Vista Elementary
Remarks: Virtually Staged. Located in Sarasota’s highly sought-after Arlington Park neighborhood, this thoughtfully updated residence delivers a compelling combination of comfort, functionality, and proximity to the city’s most popular destinations. With a renovated three-bedroom layout, the home is move-in ready and ideally positioned just minutes from downtown Sarasota and the area’s renowned Gulf beaches. The interior features an open-concept design that connects the living, dining, and kitchen areas, creating an easy flow for everyday living and entertaining. Luxury vinyl plank flooring extends throughout the main living spaces, while freshly painted walls in a neutral color palette enhance the light-filled atmosphere. Two updated bathrooms provide modern convenience and a cohesive finish. The kitchen serves as the heart of the home, offering granite countertops, a full-height tile backsplash, ample cabinetry, and a central island that adds workspace and casual seating. Sliding doors open to a spacious, fully fenced backyard—an inviting outdoor setting with room to relax, garden, or create a customized outdoor retreat. Additional exterior storage adds everyday practicality. Residents enjoy immediate access to Arlington Park, known for its playground, fountains, walking paths, picnic areas, basketball courts, and tennis facilities—just moments from the front door. The nearby Southside Village offers popular dining spots, local boutiques, and everyday conveniences, while downtown Sarasota’s arts, dining, and waterfront attractions are only a short drive away. World-famous beaches including Siesta Key Beach and Lido Key are easily accessible, providing endless opportunities for coastal recreation. This Arlington Park home offers an ideal balance of neighborhood charm, city convenience, and access to Sarasota’s best lifestyle amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
4352 KINGSTON LOOP, SARASOTA, FL 34238
$675,0005 Days on yellowkey MLS ID: A4693260
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1982Monthly Fee: $25 Tax: $2,862 (2025)Community: Gulf Gate EastSpa: NoSingle Family
Taxes:$2,862
Middle School: None
Remarks: Positioned on an oversized cul-de-sac corner lot overlooking a lakefront backdrop, this updated 3-bedroom, 2-bathroom Sarasota residence offers a combination of water views, functional living spaces, and meaningful improvements throughout including all new Hurricane rated impact windows. Mature landscaping, expansive green space, and a waterfront setting create an inviting backdrop, while the home's thoughtful updates provide move-in-ready convenience. Inside, vaulted ceilings and an open layout create a bright and welcoming atmosphere. The kitchen has been updated with solid wood soft-close cabinetry and drawers, granite countertops, stainless steel appliances, a decorative tile backsplash, and a large center island that provides additional workspace, storage, and seating. A brand-new refrigerator and newly painted interior further enhance the home's updated appeal. The split-bedroom floor plan provides separation between the primary suite and guest bedrooms. The primary bathroom features updated cabinetry, granite countertops, and a walk-in tiled shower, while the guest bathroom has also been updated. Multiple living and gathering spaces, including a spacious family room and separate living room, offer flexibility for a variety of uses. Designed to maximize the lakefront setting, the enclosed Florida room provides panoramic water views and serves as an extension of the living space. Outdoors, a custom pergola, paver patio, fire pit area, and lakeside seating spaces create multiple opportunities to enjoy the backyard and waterfront surroundings. Mature trees frame the lake views and contribute to the property's distinctive outdoor setting. Additional improvements include a brand-new roof, custom front entry door, attic fan, updated interior finishes, and an attached two-car garage. Conveniently located 10 minutes from the beach & near shopping, dining, recreational amenities, and major transportation routes, this property combines a desirable lakefront location with significant updates and versatile living spaces.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Ali Marks (941-321-5147)
5800 WILLOW MARSH CT, SARASOTA, FL 34238
$649,000247 Days on yellowkey MLS ID: A4667992
REDUCED by $40,000 (5.8%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2110 Built: 2020Monthly Fee: $446 Tax: $5,398 (2024)Community: Hammock Preserve Ph 1A-4 1B &Spa: NoSingle Family
Taxes:$5,398
Elementary School: None
High School: None
Tax Year: 2024
Remarks: Price Improvement - Seller's are accepting any reasonable offers! Discover comfort and elegance in this charming Martin Ray 3-bedroom 2 Bath plus den. Impeccably maintained home. The inviting atmosphere is ideal for both relaxation and entertainment. Spacious and sunlit interior. The chef's kitchen features a 5-burner gas range, white cabinetry and decorative tile back splash. Huge island with ample seating. Stainless appliances, walk in pantry, uniquely designed custom built in bar area with wine cooler. Living area with cozy ambiance. Separate dining area. The primary bedroom serves as a peaceful retreat w ensuite bathroom. Large walk-in shower, double sinks and granite counters. Two additional bedrooms provide options for family and guests. Work from home in spacious den. Paver brick lanai with ambient lighting, sparkling pool and serene lake views. Additional features include custom electric screen enclosure, all new hurricane shutters, epoxy coated 2-car garage with built in cabinetry, new paver brick driveway. Come enjoy this premier lifestyle. The community amenities include a great clubhouse with activities director, tennis, pickle ball, resort pool, fitness, dog park, playground, and much more. A prime location here in Palmer Ranch, close to shopping, fine dining, world famous beaches, the Legacy trail, and minutes to downtown. 24-hour gate with secure access.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Lorraine Neal (941-350-0997)
6829 CHLOE CT, SARASOTA, FL 34241
$699,99096 Days on yellowkey MLS ID: TB8487039
REDUCED by $30,000 (4.1%) on 04/09/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2908 Built: 2026Monthly Fee: $160 Tax: $6,217 (2026)Community: Lakeview CrossingSingle Family
Taxes:$6,217
Elementary School: Lakeview Elementary
Tax Year: 2026
Remarks: Under Construction. Imagine your future with the timeless comforts and top-quality construction you’ll experience in The Messner floor plan by David Weekley Homes brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. There’s a room for everyone in this 5 bedroom, 3.5 bath, 2 car garage luxury home. Expertly placed energy-efficient windows help the family and dining spaces shine with natural light. The streamlined designer kitchen creates an easy culinary layout for the resident chef while granting an open view of the adjacent living spaces. Head up stairs to find the Owner’s retreat, an en suite Owner’s Bath and sizable walk-in closet to contribute to the everyday getaway. You’ll also find a multipurpose loft for a family movie theater or game night HQ as well as 3 additional bedrooms, 1 full bath and your indoor laundry room conveniently located on the second floor. Finishing out the first floor is your guest bedroom with en-suite bath so your visitors have their own getaway, as well as a study and powder room. The generous back yard boasts plenty of room to build your outdoor, pool inspired oasis. How do you imagine your #LivingWeekley experience with this new home in Lakeview Crossing? You are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles) in the fully gated community of Lakeview Crossing.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
2314 PROSPECT ST, SARASOTA, FL 34239
$2,275,000107 Days on yellowkey MLS ID: A4684572
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3651 Built: 2024 Tax: $18,837 (2025)Community: Loma Linda ParkSpa: YesSingle Family
Taxes:$18,837
Remarks: A statement of modern elegance in the heart of Sarasota, this exceptional Arlington Park residence delivers refined luxury, architectural presence, and elevated design at every turn. Offering 5 bedrooms, 5.5 bathrooms, and 3,651 square feet under air, this custom-built home was thoughtfully designed for those who appreciate both sophisticated entertaining and comfortable everyday living. From the moment you enter, soaring 12-foot ceilings and a dramatic staircase create an unforgettable first impression. The main living spaces are open, expansive, and filled with natural light. A designer kitchen anchors the home, showcasing solid wood cabinetry, quartz countertops, an oversized waterfall island, and premium Thermador appliances which are perfectly suited for culinary enthusiasts and elegant gatherings alike. A custom built-in feature wall enhances the living area with both style and function. Sliders seamlessly connect indoor and outdoor spaces, creating effortless Florida living. A private first-floor office offers a quiet retreat for work or study. Upstairs, 10-foot ceilings and rich hardwood flooring continue the home’s elevated aesthetic. The owner’s suite is a true sanctuary, complete with a private balcony overlooking the backyard, custom vanity, a soaking tub, and an oversized walk-in shower finished with striking designer tile. Each additional bedroom features its own en-suite bath and walk-in closet, ensuring comfort and privacy for family and guests. A spacious second-floor den provides flexible space for a media room, lounge, or game area. The outdoor setting rivals a private resort. The saltwater pool with waterfall and sun shelf is complemented by a spa, outdoor shower, and dedicated pool bath. A modern aluminum pergola adds architectural interest and shaded relaxation, while the lanai invites seamless entertaining year-round. No detail was overlooked: impact-rated windows and doors, epoxy-finished 2.5-car garage, irrigation system, integrated indoor/outdoor speakers, pre-wiring for security cameras, and dual A/C systems for optimal efficiency. Located in highly desirable Arlington Park, this home places you minutes from downtown Sarasota, Sarasota Memorial Hospital, and the area’s renowned dining and cultural destinations. World-class beaches including Siesta Key and Lido Key are just a short distance away. This is more than a home...it is a lifestyle defined by quality, design, and distinction. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Kroshus (941-303-3429)
2660 DICK WILSON DR, SARASOTA, FL 34240
$1,299,00064 Days on yellowkey MLS ID: A4690365
1 Days Off yellowkey (back on 6/19/2026)
REDUCED by $50,000 (3.7%) on 06/05/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3166 Built: 1997Monthly Fee: $369 Tax: $6,823 (2025)Community: Laurel Oak Estates Sec 10Single Family
Taxes:$6,823
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Laurel Oak Estates, beautifully on a private .91-acre lot with mature landscaping, this spacious four-bedroom home with office/den offers 3,166 square feet of comfortable living. Thoughtfully designed with custom window treatments, crown molding, and a deluxe lighting system throughout, the home blends elegance with everyday functionality. Kitchen features a large island, Corian countertops, white cabinetry and opens to the main living areas. Sliding glass doors lead to an expansive outdoor space with a large pool and spa, creating an indoor-outdoor lifestyle. Additional highlights include impact windows, a newer tile roof, and a three-car garage providing ample storage. In the guard-gated community, this private property offers security and serenity in a beautiful setting. Membership in Laurel Oak Country Club is optional. Two championship golf courses, 12 Tru-Har tennis courts, pickleball and an active social calendar. Come live the lifestyle!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Linda Dooley (941-400-7359)
1538 S ORANGE AVE, SARASOTA, FL 34239
$1,950,000214 Days on yellowkey MLS ID: A4672485
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2550 Built: 1954 Tax: $11,061 (2024)Community: Harbor AcresSingle Family
Taxes:$11,061
Remarks: This revitalized 2,550 sq' (+/-) single level home is in coveted Harbor Acres and within walking distance to the quaint Southside Village, Sarasota Bay and the energizing downtown area. Bistros, gourmet markets, art galleries and all things exciting will be yours to explore. With remodeling beginning in 2016 to Miami Dade Hurricane code regulations, improvements include the addition of a 750 sq' (+/-) Primary Suite with full bathroom for one and a 3/4 bath for another, both with walk-in closets thru-outs, modern lighting and plumbing fixtures, refurbished oak flooring, granite counters, security system, whole-house stereo speakers, new appliances, 426 sq' screened porch for outdoor entertaining, paver circular driveway with additional parking pull-outs, landscaping and dramatic lighting and a custom made art piece which is also an outdoor water feature. A new roof completed the project in 2022. The plan features a living area, separate dining room and kitchen in the center of the home, which separates the primary bedroom from the additional 2 bedrooms, for privacy. There is a storage building for outdoor accessories, a roomy 2-car, solid structure carport, water well for the sprinkler system and spray foam insulation in the attic. New HVAC, including duct work and UV light filter 2026. Not too big, not too small, no elevators, no shared parking, optional HOA dues of $125 a year and a one-of-a-kind opportunity, in a once in a lifetime location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Nancy Mackenzie (941-330-4814)
4304 MIDLAND RD, SARASOTA, FL 34231
$340,00052 Days on yellowkey MLS ID: TB8502989
REDUCED by $34,900 (9.3%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1447 Built: 1952 Tax: $3,143 (2025)Community: Floral Park HomesteadsSpa: YesSingle Family
Taxes:$3,143
Elementary School: Wilkinson Elementary
Remarks: This meticulously maintained 3-bedroom residence offers the ideal blend of vintage Florida character and high-quality contemporary improvements—all in a prime Sarasota location. Metal roof (2011), new HVAC system (2023), and tankless water heater (2020). Original wall planking replaced with new Sheetrock and insulation to improve energy efficiency. New flooring installed in 2020 flows throughout the open-concept living areas. Private fenced backyard with a sparkling pool (2019) and an above-ground heated spa—perfect for year-round enjoyment. Conveniently situated near Sarasota’s most desirable destinations. Approximately 5 miles to the world-renowned Siesta Key Beach; it is also close to Lido Key Beach. Minutes to St. Armands Circle and Downtown Sarasota’s vibrant restaurant and cultural scene. Near major retailers, grocery stores, and the shops along Bee Ridge Road and Southside Village. Just around the corner from Bee Ridge Park with green space, playgrounds, and community activities.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Brenda Olivas (407-280-0208)
7249 MEADOWSHADE CT, SARASOTA, FL 34241
$819,99064 Days on yellowkey MLS ID: TB8498668
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2850 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Taxes:$8,259
Remarks: Under Construction. The Rubytail floor plan by David Weekley Homes in Lakeview Crossing showcases a home layout designed to delight discerning Homeowners and first-time Homebuyers alike. This homes sits peacefully on a serene pond which you will see right away with the welcoming view from the front door, extending through the sunny family and dining spaces and out to the lanai. In this single story dream home, you will find 4 bedrooms, 3 full baths, 1 half bath, dedicated study & car wide garage. Birthday cakes, holiday celebrations, and shared memories will all begin in the lovely kitchen. Start each day refreshed in the Owner’s Retreat, which includes a large walk-in closet and a contemporary Owner’s Bath. Three secondary bedrooms provide ample privacy and great places for unique styles to grow. A sunlit study rests across from the family foyer, offering a versatile location for a home office, student library or a welcoming lounge. Experience the Best in Design, Choice and Service with this new home in Sarasota, FL. At Lakeview crossing you will also be close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles).
2414 VACCARO DR, SARASOTA, FL 34231
$969,000163 Days on yellowkey MLS ID: A4677299
REDUCED by $14,000 (1.4%) on 05/29/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2014Monthly Fee: $570 Tax: $6,350 (2025)Community: Esplanade By Siesta KeySingle Family
Taxes:$6,350
Elementary School: Phillippi Shores Elementary
Remarks: NEW PRICE Best Value in the Neighborhood. Motivated sellers bring all offers. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
8420 WEBBER RD, SARASOTA, FL 34240
$1,399,00088 Days on yellowkey MLS ID: A4687127
REDUCED by $101,000 (6.7%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3104 Built: 2010Monthly Fee: $133 Tax: $5,532 (2025)Community: Regent LakeSpa: NoSingle Family
Taxes:$5,532
High School: Booker High
Remarks: One or more photo(s) has been virtually staged. LUXURY,LAND & 24 ACRE LAKE VIEW THE ULTIMATE FLORIDA LIFESTYLE Exclusive 13-Home Community- A True Hidden Gem Experience the pinnacle of Sarasota luxury living in this exceptional lakefront pool home estate set on over one plus private acre in the exclusive Regent Lake community. Showcasing the highly desirable Osprey floor plan, this expansive residence with 3104 sq ft of living space offers 4-bedrooms, office /library 3-bath offers refined living with an oversized 3-car garage and a thoughtfully designed split floor plan ideal for both entertaining and everyday comfort. From the moment you arrive, you are greeted with breathtaking panoramic views of a 25-acre spring-fed lake, delivering stunning sunsets and a peaceful, no-through-traffic setting that is truly rare to find. Inside, elegance meets functionality with formal living and dining rooms, a spacious family room, and a gourmet kitchen designed to impress. Featuring stainless steel appliances, granite countertops, upgraded wood cabinetry, built in oven microwave combination, cooktop, custom wood vent hood, walk-in pantry, breakfast bar, center island, and a bright morning room — this kitchen is truly the heart of the home. The luxurious primary suite is a private retreat, offering direct access to the pool and lanai along with serene lake views. The spa-style bath includes a garden tub, walk-in shower, dual vanities, and dual closets, including an oversized walk-in. Step outside to your screened lanai and pool area where indoor and outdoor living blend seamlessly. Enjoy tranquil lakefront views, breathtaking sunsets, and a private fenced area perfect for pets. Recent upgrades provide peace of mind and modern efficiency, including: ** Bahama hurricane shutters throughout ** New A/C (2025) ** New water heater (2025) ** Whole-house generator with buried 500-gallon propane tank ** Reinforced garage door (150 mph rated) ** Added attic insulation ** All Bedrooms have brand new Laminate flooring just installed last week Regent Lake is an intimate community of just 13 homes, offering low HOA fees, no CDD, and a lifestyle centered around privacy and nature. The spring-fed lake is navigable by canoe or kayak, adding to the unique charm of this one-of-a-kind property. Conveniently located near shopping and top-rated Tatum Ridge Elementary School, this home offers the perfect blend of luxury, location, and lifestyle. This is more than a home — it’s a rare opportunity to own a private waterfront estate in one of Sarasota’s most exclusive settings.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
5146 COTE DU RHONE WAY, SARASOTA, FL 34238
$699,9009 Days on yellowkey MLS ID: A4696420
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2578 Built: 2003Monthly Fee: $684 Tax: $5,216 (2025)Community: Silver OakSingle Family
Taxes:$5,216
Remarks: Under contract-accepting backup offers. Beautifully upgraded& expanded Tuscan style maintenance free home located in The Vineyards of Silver Oak on Palmer Ranch. Custom built by Gibralter builders & expanded to nearly 2600 sq. ft. under air. Recent upgrades include: New tile roof in 2019,replumbed in 2023, new stainless appliances in kitchen & new washer & dryer. 3 bedrooms (hidden office closet), 3 baths 2 full & 1 half bath. Upgraded Travertine look tiles, custom wood look floors in the primary & second bedrooms. Very open, light & bright great room floor plan. Kitchen has wood cabinets & granite counters. Large extended screened lanai overlooking very private preserve views ( no road noise). This boutique community of 72 homes providing maintenance for complete landscaping & irrigation maintenance. A private community center available only to The Vineyards offers a pool, fitness & cozy clubhouse with kitchen for special events. The Vineyards is located in this Executive community of Silver Oak on Palmer Ranch close to shopping, restaurants, The Legacy bike trail & just minutes from world famous Siesta Key Beach.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Cynthia Bowers (941-650-4808)
3799 COUNTRYSIDE RD, SARASOTA, FL 34233
$549,00031 Days on yellowkey MLS ID: A4694295
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1849 Built: 1982Monthly Fee: $50 Tax: $3,054 (2025)Community: Country PlaceSpa: NoSingle Family
Taxes:$3,054
Remarks: Discover Country Place a highly sought-after neighborhood of 173 homes in the heart of Sarasota, Florida. Super LOW HOA of $600 a year. Nearby School Districts including Riverview High, This 3-bedroom, 2-bathroom single-family pool home is easy to maintain with carpeted bedrooms and ceramic tile flooring throughout. ADA accessible ramps throughout. Step outside to your private screened in pool. The covered lanai at 17x35 provides great entertaining to relax with family. Inside, the home features spacious living areas and a layout brimming with potential. With its generous size, prime location, oversized fenced yard and a family-friendly neighborhood, this property is an ideal canvas to create your dream home. Whether you're looking for a quiet haven or vibrant family space near top beaches, schools and amenities, this home offers it all. Don't miss this rare opportunity, schedule your showing today! New A/C May 2025, New Pool Pump and light 2024, Pool Refinished June 2026. Pool cage and tile work upgraded in 2024, Qualifies for Hurricane Insurance Discounts, Impact Windows and Lexan Panels for the Sliders throughout give you peace of mind during Hurricane season. Fresh Paint, GE Refrigerator, Dishwasher, Pool Cage, Screening in 2025 Just a short drive to the world-renowned Siesta Key Beach, The two car garage with plenty of storage up in the attic. All this in a friendly, low HOA community ($600/year). A dog friendly neighborhood - and they have their own HOA page! Just minutes from top rated schools, area parks, the scenic Red Bug Slough and the Legacy Trail. Siesta Key’s world famous beaches and the shops and restaurants of downtown Sarasota, St Armand's Circle. SRQ, TPA RSW PGD airports all readily accessible.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
8930 BLOOMFIELD BLVD, SARASOTA, FL 34238
$1,150,000372 Days on yellowkey MLS ID: A4654346
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3924 Built: 2000Monthly Fee: $302 Tax: $8,827 (2024)Community: Silver OakSingle Family
Taxes:$8,827
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to Silver Oak Estates, an exclusive, gated enclave nestled within Palmer Ranch. This custom-built John Cannon residence offers refined luxury, timeless design, and serene natural beauty, all situated on one of the community’s most coveted lakefront lots. Boasting 4 spacious bedrooms, a private office and a versatile bonus/game room, this thoughtfully designed home provides exceptional living space for both everyday comfort and entertaining. As you enter the grand foyer, you’ll be greeted by tall ceilings, intricate crown moldings and custom millwork, a hallmark of the quality craftsmanship that defines John Cannon Homes. The living room features sliding glass doors that seamlessly open to a screened salt water pool and expansive lanai offering unobstructed views of the shimmering lake and lush preserve. A formal dining room sits opposite the well appointed kitchen designed for the culinary enthusiast with granite countertops, stainless steel gas range, refrigerator and an oversized breakfast bar. A custom walk in wine room with built-in bottle storage is ideal for wine collectors. Beyond the kitchen is the family room surrounded by sliding glass doors illuminating the room with natural light. The primary suite offers tranquil lake and preserve views, direct access to the lanai and pool. Work from home in a richly appointed office with hardwood floors, custom built-ins, and captivating lake views. Head upstairs to enjoy the bonus room fully equipped with a wet bar, mini-fridge, pool table, full bathroom and an oversized balcony overlooking the lake and preserve! Lovingly cared for with a new roof in 2020 and updated HVAC systems. Located just minutes from the gorgeous beaches on Siesta Key and Casey Key, downtown Venice, top-ranked schools including the highly acclaimed Pine View School, world-class golf, Costco, Potter Park YMCA, The Legacy Trail plus convenient I-75 access, this residence offers an unparalleled lifestyle in one of Sarasota’s finest communities!
Listing is courtesy of: HUNT BROTHERS REALTY, INC. (941-388-7017)
Listing Agent: Christopher Hunt (941-232-9614)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$740,000184 Days on yellowkey MLS ID: A4675587
REDUCED by $9,999 (1.3%) on 06/19/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSpa: NoSingle Family
Taxes:$7,729
Remarks: This MULTI-GENERATIONAL home has a total of four bedrooms with Two Primary Suites located on both the 1st and 2nd floors. Two additional upstairs bedrooms share a full bath with a tub. The ample Foyer with Cathedral Ceilings leads to the Open Living & Dining area; and the 15’ x 21’ Family Room with fireplace. A Den with murphy bed and a half bath are adjacent to Foyer. The enclosed porch opens to a covered patio and a spiral staircase leading to the roof deck above the first-floor Primary. Seller offering credit of up to $10,000 towards repairs & improvements. The hot tub is ready, and the laundry room plus 3-car garage offer ample storage. Repairs to roof deck surface to be scheduled for July. This home is conveniently located to the beaches, schools, shopping, and downtown Sarasota.
Listing Agent: Sandra Walker (941-400-5849)
5974 SAN MICHELLE DR, SARASOTA, FL 34243
$353,900148 Days on yellowkey MLS ID: N6142540
REDUCED by $16,000 (4.3%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1987Monthly Fee: $87 Tax: $2,850 (2024)Community: Longwood Run Ph 3 Pt ASpa: NoSingle Family
Taxes:$2,850
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage. A screened front entry welcomes cooling breezes throughout the home, creating an effortless indoor-outdoor flow without the nuisance of insects. Inside, the open, airy floor plan is filled with natural light and designed for both relaxation and entertaining, perfectly capturing the essence of Florida living. Located on a quiet cul-de-sac along San Michele in the desirable Longwood Run community, this home enjoys a prime position along the University Parkway corridor—minutes from Sarasota’s world-class beaches, SRQ International Airport, downtown Sarasota, and Main Street Lakewood Ranch. Additional highlights include low annual HOA fees and a flexible rental policy allowing a minimum six-month lease once per year with no waiting period. Offered as the owners relocate to be closer to family, this is a rare opportunity to own a stunning lakefront home in an exceptional Sarasota location.
Listing Agent: Vince Fuda (941-615-8000)
7303 MANATEE ST, SARASOTA, FL 34243
$536,25061 Days on yellowkey MLS ID: A4690664
REDUCED by $28,750 (5.1%) on 05/21/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2740 Built: 1985 Tax: $4,976 (2025)Community: Whitfield Estates Blks 55-63Spa: NoSingle Family
Taxes:$4,976
Remarks: NO FLOOD * NO CDD * VOLUNTARY $35/YEAR HOA PROVIDES FINE DINING ACCESS AT Sara Bay Country Club. AVIATION ENTHUSIASTS TAKE NOTE! This bright and spacious 4 bedroom, 3 bathroom + den + bonus room contemporary home sits on an oversized fenced corner lot and offers soaring ceilings, abundant natural light, and move-in-ready peace of mind. RECENT UPGRADES INCLUDE: Hurricane impact windows (2024) Solar panels (2024) Roof (2016) Hot water heater (2025) Refrigerator (2024) Dishwasher (2019) Garbage disposal (2021) Washer (2019) Dryer (2020) HVAC (2017) Irrigation pump (2023) Located in sought-after Whitfield Estates, this unique neighborhood is in Manatee County while maintaining a Sarasota address. Conveniently positioned near Sarasota-Bradenton International Airport, residents enjoy exceptional access to everything the area has to offer. Neighborhood highlights include: 5-minute Uber to the airport 5-minute drive to multiple colleges and universities 12-minute drive to downtown Sarasota 20-minute drive to the white sands of Lido Key Beach Not a golfer but love upscale dining? Whitfield Estates residents may choose to pay the optional $35/year HOA fee, granting eligibility for a culinary membership at the exclusive Sara Bay Country Club. With its size, location, and convenience, this property also presents a strong opportunity for short-term rental income, Airbnb potential, or student housing investment.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Amanda Reichert (603-377-0281)
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