Location: Sarasota
Keyword(s): Mcintosh Middle
Keyword(s) Middle School: Mcintosh Middle
Do Not Show Listings
8420 WEBBER RD, SARASOTA, FL 34240
$1,399,00067 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,532
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. Panoramic Lake View and Sunset Skies-Luxury Living Redefined 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)
2813 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$380,000112 Days on yellowkey MLS ID: A4681734
REDUCED by $10,000 (2.6%) on 05/07/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1813 Built: 2022Monthly Fee: $171 Tax: $3,902 (2025)Community: Bay LandingTownhouse
Taxes:$3,902
Remarks: Sellers preferred lender will contribute up to $5,000 towards qualified borrower’s closing cost or rate buy down. Price Improvement! Built in 2022, this end-unit townhome looks and feels brand new, offering a bright, open floor plan with tasteful improvements and beautiful light and bright Florida white cabinetry! Take peace of mind and receive insurance discounts with an insulated storm rated front door and heavy gauge metal shutters! Inside, the stylish kitchen features granite countertops, Stainless Steel appliances, subway tile backsplash, a walk-in pantry, and more! Sparkling large ceramic tile fill the first floor and upper floor bathroom spaces. Energy efficient insulation blown in to the newer Roof, newer Hot Water Heater and newer HVAC system have all been well maintained and keep your home comfortable. Low E, energy efficient double pane, tinted windows keep your home cool in the summer and warm in the winter. Upstairs, spacious separate bedrooms and a flexible loft provide room to relax, work and unwind. Enjoy added privacy with poured concrete block construction and a concrete party wall. You'll appreciate everyday conveniences including a smart-home package, washer/dryer inside, one-car garage and two exterior parking spaces. The screen enclosed lanai open to the green belt is a wonderful private outdoor space to cookout, relax in the fresh air and enjoy Florida, . Residents enjoy a gorgeous resort-style pool, fitness center, dog park, playground and more. Minutes from Waterside Place, Lakewood Ranch, UTC, Downtown Sarasota, and the world renowned beaches! No CDD fees and low HOA dues make this gorgeous home a standout value! Call today to schedule a private tour and see for yourself! Restrictions for lender contribution apply.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Tonna Gruber (941-232-8950)
4127 FOUNDERS CLUB DR, SARASOTA, FL 34240
$2,925,00058 Days on yellowkey MLS ID: A4686487
0 Days Off yellowkey (back on 5/15/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4381 Built: 2017Monthly Fee: $655 Tax: $12,512 (2025)Community: Founders ClubSingle Family
Taxes:$12,512
Remarks: Under contract-accepting backup offers. WHEN YOU SEE IT, YOU KNOW... In communities like The Founders Club, homes are not designed to be replicated. Each residence is custom built, shaped by its setting, architecture, and the vision of its owners, resulting in homes that are experienced rather than simply measured. Some homes emphasize scale, while others emphasize design and daily livability. This John Cannon residence reflects that philosophy through its emphasis on thoughtful design and everyday livability. Set on nearly two-thirds of an acre within the guard-gated Founders Club, the home is positioned to capture sweeping golf and water views while offering a rare sense of openness and privacy at both the front and rear of the property. The homesite provides layered sightlines across fairways, water, and mature landscaping, creating a setting that feels expansive yet serene, an increasingly rare combination within established golf communities. From the moment you arrive, the home reveals a thoughtful architectural layout designed for an elevated lifestyle. High ceilings, natural transitions between spaces, and refined detailing create an atmosphere that feels both elegant and welcoming. Recent enhancements further elevate the home, including fresh interior and exterior paint, quartz countertops in the kitchen and butler’s pantry, and a fully renovated outdoor kitchen designed for effortless entertaining. Premium appliances, including a Sub-Zero refrigerator and Wolf range, anchor the kitchen as a true central gathering space. Indoor and outdoor living connect seamlessly along the expansive terrace, where the northeast exposure allows for comfortable enjoyment throughout the day while framing the surrounding views. Updated lighting, remote-controlled blinds in the main living areas, and a centralized multi-zone audio system enhance both comfort and continuity throughout the home. One of the residence’s most distinctive features is its private-entry casita, thoughtfully incorporated as one of the home’s four bedrooms. Offering both separation and connection, it provides exceptional flexibility for visiting guests, extended family, a quiet home office, or a personal retreat—expanding how the home lives without compromising the main residence. The design integrity of this home was recently recognized by John Cannon Homes, who selected the property to be professionally filmed and featured as part of their collection of enduring designs, including an interview with the seller that captures the home’s intent and timeless appeal. Located within The Founders Club, a private golf community spanning over 700 acres of preserved natural beauty, residents enjoy optional access to a Robert Trent Jones Jr. championship course and club amenities, while remaining close to Sarasota’s dining, culture, and Gulf Coast beaches. This is a home defined not by comparison, but by experience. When you see it, you know.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Etta Carter (941-413-6175)
8245 GRANDE SHORES DR, SARASOTA, FL 34240
$1,540,00059 Days on yellowkey MLS ID: TB8492764
1 Days Off yellowkey (back on 5/10/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3579 Built: 2019Monthly Fee: $408 Tax: $2,917 (2025)Community: Lakehouse Cove/Waterside Ph 1Spa: YesSingle Family
Taxes:$2,917
Remarks: Under contract-accepting backup offers. A custom home in Lakehouse Cove built for indoor-outdoor living, with a preserve lot, heated saltwater pool, and direct access to everything Waterside has to offer. Set within one of Lakewood Ranch's most sought-after addresses, this Tideland model sits on a south-facing preserve lot where the backyard feels genuinely removed from the world. The heated saltwater pool and spa with deck jet water features and panoramic screen enclosure are built for year-round use, and the oversized lanai gives you real room to live outside, not just pass through it. A built-in gas grill makes hosting easy, and the front porch looks out over a quiet neighborhood park with a water view, a detail that never gets old. Inside, the first level is finished in porcelain tile throughout, with 12-foot ceilings accented by decorative trays, 8-foot doors, and plantation shutters that let you control light without sacrificing it. Designer fixtures and fans, thoughtfully placed, add character without competing for attention. The kitchen is built around how people actually cook: a gas range, top-tier built-in appliances, shaker cabinets with wood pullouts and soft-close hardware, and quartz countertops with room to work. It opens naturally into a sunlit dining area and a generous living room anchored by a decorative wall with electric fireplace. A full wall of sliding glass doors erases the boundary between inside and out. The primary bedroom opens directly to the pool via slider and feels like a genuine retreat. The bathroom delivers: dual vanities, a freestanding soaker tub, and a walk-in shower with clean, considered design. Every closet in the home, starting with the primary's custom built-ins, is finished with the same attention to detail. Near the front of the house, a second bedroom with en suite bath and walk-in closet offers privacy for guests or family. A den with windows and slider access to the pool works equally well as a home office, reading room, or a 4th bedroom. The laundry room is smartly fitted with folding and hanging stations, and a mudroom with built-in bench at the entry keeps arrivals organized without effort. A half bath doubles as a pool bath, positioned exactly where you need it. Upstairs, a second living area with kitchenette and newly upgraded carpet gives flexibility for guests, extended family, or a space that simply does something different. The bedroom up here has sweeping preserve views, a large custom walk-in closet, and a full bath, a complete suite unto itself. A three-car garage handles vehicles and hobbies with room to spare. Lakehouse Cove residents have access to a resort-style pool, fitness center, pickleball courts, a private marina with kayak and canoe launch, and a water taxi connecting directly to Waterside Place, a genuine town center worth the trip. This is a home that was designed with intention and lived in with care. Schedule a private showing and see it for yourself.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Tim Terpening (813-545-5302)
2105 CORK OAK ST, SARASOTA, FL 34232
$479,000110 Days on yellowkey MLS ID: A4681605
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1989Monthly Fee: $44 Tax: $4,378 (2025)Community: Colonial OaksSingle Family
Taxes:$4,378
Elementary School: Brentwood Elementary
High School: Sarasota High
Remarks: 2105 Cork Oak St is a 3 bedroom 2 bath home located in Colonial Oaks subdivision. This concrete block home has a split floor plan with the main bedroom and 2 guest rooms as well as an open concept with the living room being the center of the home with views of the kitchen, dining room and screened in patio. Other features include a 2 car garage, corner lot, irrigation system, impact sliding glass doors and more. The neighborhood is near I-75, shops and restaurants and also features tennis and basketball courts, a community gymnasium, shaded picnic tables with BBQ grills, walking trails and a fenced-in play area for the kids.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Troy Robbins (941-356-1613)
4737 STONE RIDGE TRL, SARASOTA, FL 34232
$1,449,000240 Days on yellowkey MLS ID: A4663310
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3284 Built: 1980Monthly Fee: $58 Tax: $7,017 (2025)Community: Hidden Oaks EstatesSpa: YesSingle Family
Taxes:$7,017
Elementary School: Fruitville Elementary
Remarks: Discover your own acre of paradise in the serene Hidden Oaks community! This charming country estate, set on a spacious 1-acre lot, offers tranquility with a lake and community tennis courts just across the street and no neighbors to the south. A circular driveway and side-entry garage provide ample parking, while the custom speakeasy front door with sidelights welcomes you into a stunning interior. Step into the great room, where 15-foot vaulted ceilings and a cozy wood-burning fireplace create an inviting atmosphere. Sliding doors in the great room and foyer disappear for seamless indoor-outdoor entertaining, opening to a screened paver lanai and sparkling pool. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, granite countertops, an 8-foot island with bar seating, premium appliances, and a built-in desk in the breakfast nook. Hardwood floors are throughout the living area. From the entry foyer, a hallway leads to three bedrooms—one currently a den—and a full bathroom. The master suite, with direct pool access, boasts a luxurious full bathroom and walk-in closet. An additional bedroom, now a media room, and another full bathroom with pool access complete the main level. Crown molding adorns every room, adding elegance throughout. Upstairs, a versatile loft serves as an office, craft space, or playroom, with access to an air-conditioned 8x20 storage area. The nearly 600-sf side-entry garage is a standout, featuring an oversized 18-foot door, an 8x6 work area, polyaspartic flooring, and a dedicated split A/C system—perfect for car enthusiasts or hobbyists. The front porch and sidewalks, also finished with low-maintenance polyaspartic coating, enhance curb appeal. A 2021 metal roof with skylights brightens the covered lanai, while the beautifully landscaped grounds, dotted with oak trees and vibrant orchids, create a picturesque setting. The one acre home site is a Florida Certified Wildlife Habitat. The pool cage was replaced in 2024. Located just 4.6 miles from downtown Sarasota and 6 miles from pristine beaches, this Hidden Oaks estate blends country charm with urban convenience. Embrace the best of both worlds in this meticulously designed home, complete with a pool and stunning natural surroundings. Your private paradise awaits!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
5010 LAHAINA DR, SARASOTA, FL 34232
$579,900135 Days on yellowkey MLS ID: A4678105
0 Days Off yellowkey (back on 4/18/2026)
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2333 Built: 1960 Tax: $2,564 (2025)Community: Ridgewood Estates ResubSpa: YesSingle Family
Taxes:$2,564
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience modern Florida living in this beautifully renovated residence featuring a serene pool-side oasis with a versatile detached guest house. Highlighted by a refined chef's kitchen, this home feels newly built. Sparkling pool with therapeutic jets and seating for six sets the tone for resort style relaxation. Detached guest/pool house offers complete independence for visiting friends, extended family or potential rental opprotunities. Convient location just minutes to Sarasota's top beaches, dinning and attractions, this property blends confort, elegance and unmatched convenience. Plenty of parking for all, bring your RV, Boat, etc., behind fence parking available, parking pads, two driveways and a garage. No Association, only county restrictions apply.
Listing is courtesy of: SWILLEY & ASSOCIATES REALTY (941-504-0947)
Listing Agent: Regina Swilley (941-504-0947)
8113 STERNWAY RD, SARASOTA, FL 34240
$549,90036 Days on yellowkey MLS ID: A4690848
0 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1810 Built: 2023Monthly Fee: $422 Tax: $7,182 (2025)Community: Lakehouse Cove/Waterside Ph 5Spa: NoSingle Family
Taxes:$7,182
Remarks: Under contract-accepting backup offers. Why build when you can buy this beautiful like new home that is only a few years young! Located in beautiful LAKEHOUSE COVE this well-maintained like new 2-bedroom, 2-bathroom residence offers a comfortable layout designed for everyday living and entertaining. The home features high ceilings, an open living area filled with natural light, complemented by a functional kitchen with white cabinetry, stainless appliances, and kitchen island. The split-bedroom floor plan provides added privacy, while the primary suite includes a private bath and generous closet space. Step outside to enjoy the backyard setting with room to relax or create your own outdoor retreat. Lakehouse Cove has a wonderful amenity package with a large resort pool, pickleball courts, playground, bocce ball court, kayak launch and dog park! Conveniently located with easy access to Lakefront dining, shopping, Lakewood Ranch's numerous activities, this property presents a great opportunity to enjoy the Florida lifestyle.
Listing Agent: Dick Mclaughlin (941-954-5454)
7247 TIDELAND LN, SARASOTA, FL 34240
$559,99017 Days on yellowkey MLS ID: TB8507248
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1751 Built: 2026Monthly Fee: $284 Tax: $5,511 (2025)Community: Emerald Landing At WatersideTownhouse
Taxes:$5,511
Remarks: This spectacular Seawater TownHome embodies modern living while giving you breath taking lake views and a large front porch area. The oversized garage is epoxy coated and will allow for parking of 2 cars with ample room for bikes or a golf cart. Laminate wood floors cover the entire first floor and you have floor to ceiling tile in the owner's shower. Emerald Landing amenities include a lakefront pool, pickleball courts, dog park and clubhouse. We are a 12 min walk to waterside place with all of its shopping and restaurants. Come visit Emerald Landing to see what waterfront living is all about!
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
7212 SUTTON LN, SARASOTA, FL 34240
$674,99017 Days on yellowkey MLS ID: TB8507320
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2344 Built: 2025Monthly Fee: $284 Tax: $3,395 (2025)Community: Emerald Landing At WatersideTownhouse
Taxes:$3,395
Remarks: Discover the Coastline floor plan by David Weekley Homes in the highly sought-after Emerald Landing community. Perfectly positioned on a desirable End-Unit next to open green space, this home offers added privacy, extra natural light, and a more spacious feel rarely found in typical homesites. Inside, the thoughtfully designed open-concept layout seamlessly connects the kitchen, dining, and family room—creating the perfect space for entertaining guests or enjoying everyday living on the first level. The gourmet kitchen features a large center island overlooking the main living area, ample counter space, and an inviting layout that makes it the heart of the home. Expansive windows fill the home with natural light, while the corner location provides peaceful views and a sense of openness thanks to Lake view. The private owner's suite is designed for relaxation with a spacious bedroom, well-appointed bathroom, and generous walk-in closet. Additional bedrooms provide flexible space for family, guests, or a home office. Built with the quality craftsmanship and energy-efficient features that David Weekley Homes is known for, this home offers comfort, style, and long-term value. Located in Emerald Landing, residents enjoy a welcoming neighborhood atmosphere with convenient within walking to Waterside for access to shopping, dining, entertainment, and major roadways. Emerald Landing offers a Resort Style pool with lap lanes, Cabanas, Entertainment lawn, Pickelball Courts, Fire Pit, Dog Park, Boat Dock, and a Water Taxi, and Walking & jogging paths overlooking picturesque Lake view within 1 block to the ammentity center. Don't miss the opportunity to own this beautiful End Unit in Emerald Landing—a rare combination of location!
2158 CORK OAK ST, SARASOTA, FL 34232
$430,00071 Days on yellowkey MLS ID: A4686101
1 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1861 Built: 1989Monthly Fee: $44 Tax: $2,557 (2025)Community: Colonial OaksSingle Family
Taxes:$2,557
Remarks: Under contract-accepting backup offers. One of the larger homes currently available in Colonial Oaks. New roof in 2024 and new AC in March 2026. This 3 bedroom PLUS OFFICE OR 4th BEDROOM home has 2 bathrooms and 2 car garage, a large living room with a fireplace and sliders to the back lanai, a spacious dining room, a kitchen overlooking the living room with stainless steel appliances, and a dinette area framed by windows. The primary bedroom has more than enough space and hosts an en-suite bathroom equipped with dual sinks, shower, walk-in closet and linen closet, and a separate water closet. Truly a family home with 2 additional bedrooms and an office provide flexible space for a 4th bedroom. The 2nd bathroom has a tub/shower combo and access to the expansive lanai for convenient entertaining. The shaded and quiet yard adds comfort to an already welcoming place to call home. Colonial Oaks is a dog friendly community with a 23-acre park offering courts for pickleball, tennis and basketball. Indoor rooms allow for classes and recreation programs and a half court gymnasium, a playground and picnic area is perfect to have in your neighborhood along with the indoor space available for rent. The location is ideal with entrance and exits via Cattlemen Road and Honore Ave. Close to shopping, dining, schools, I-75 and everywhere else you want to go. Close enough to enjoy the best of Siesta Key Beach and downtown Sarasota whenever you wish. This well-maintained property is ready for new owners to add their special touches, with a newer roof and AC already in place. According to the county, a FENCE IS PERMITTED on this property.
Listing is courtesy of: WIEGAND REALTY (941-232-0946)
Listing Agent: Jeaneen Wiegand (941-232-0946)
5389 FOXWOOD DR, SARASOTA, FL 34232
$369,00044 Days on yellowkey MLS ID: A4689846
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1346 Built: 1978 Tax: $3,266 (2025)Community: Ridgewood Estates 19Th AddSpa: NoSingle Family
Taxes:$3,266
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bath single-family home ideally located in the heart of Sarasota. This home features a spacious and functional layout designed for comfortable everyday living. Enjoy tile flooring throughout, providing durability and easy maintenance. The generous living areas create plenty of space for relaxing or entertaining, while the covered and screened porch is perfect for enjoying Florida living year-round. The large, fully fenced backyard provides ample room to add a pool, garden, or outdoor entertaining area. Additional features include a 2-car garage and an oversized driveway with plenty of parking. Recent updates include a newer refrigerator and stove. No HOA, providing added flexibility and fewer restrictions. Conveniently located near shopping, dining, and major roadways. This property is not located in a flood zone.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Fidan Ghoulami, Pa (305-336-5423)
7424 CABIN LN, SARASOTA, FL 34240
$475,000197 Days on yellowkey MLS ID: A4671931
0 Days Off yellowkey (back on 5/13/2026)
REDUCED by $15,000 (3.1%) on 05/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1776 Built: 2025Monthly Fee: $235 Tax: $2,826 (2025)Community: Nautique/WatersideTownhouse
Taxes:$2,826
Remarks: Under contract-accepting backup offers. Discover one of Nautique’s most beautifully updated townhomes, offering a rare combination of elevated finishes and direct water views of Kingfisher Lake. Perfectly situated just a short stroll from the shops, restaurants & community events of Waterside Place, this home captures the essence of lakeside living. Every detail has been thoughtfully selected and upgraded beyond the builder’s offerings to create a truly model-home feel.Bright and airy, the home offers a wonderful sense of calm and balance throughout. The first floor features an open layout with 9-foot ceilings, designer pendant lighting, and a seamless connection between the living area and gourmet kitchen, with direct water views. The kitchen is a true showstopper, showcasing quartz countertops, a coordinating backsplash, upgraded KitchenAid appliances, and a spacious walk-in pantry. Luxury vinyl plank flooring extends throughout the home, complemented by new baseboards and moldings for a refined modern finish. Upstairs, the expansive primary suite overlooks the water and includes a California Closets system, custom blackout shades, and an en-suite bath. Two additional bedrooms, each with custom closets and roll down shades, share a well appointed full bath. Additional features include an LG washer and dryer in the laundry room, new powder room vanity, extra recessed lighting and an epoxy-finished garage floor. Unwind in the private screened-in courtyard, an ideal spot for morning coffee, lounging in the sunshine, or quiet evenings outdoors. Impact windows and doors offer added peace of mind, while the HOA includes lawn care and some of the most affordable fees in all of Waterside for truly low-maintenance living. Residents of Nautique enjoy a community pool overlooking Kingfisher Lake, pickleball courts, a playground, and a dog park, all connected by miles of walking trails. Just minutes from downtown Sarasota and the Gulf beaches, yet walkable to the vibrant heart of Waterside Place, this home blends convenience, style, and lifestyle in one exceptional package.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Monica Lesuer (941-525-7278)
343 LONDONDERRY DR, SARASOTA, FL 34240
$525,000241 Days on yellowkey MLS ID: A4666644
0 Days Off yellowkey (back on 5/10/2026)
REDUCED by $14,000 (2.6%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1946 Built: 2000Monthly Fee: $310 Tax: $5,926 (2024)Community: Tatum RidgeSingle Family
Taxes:$5,926
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Nestled within a secure, gated community, this beautifully updated, 3-bedroom, 2-bathroom residence offers the perfect blend of luxury and tranquility. Enjoy the assurance of a brand-new roof, complete with a 20-year warranty, as well as a 7-year warranty on the exterior painting completed 10/10/2025. Interior wood shutters adorn the front windows, adding a touch of classic curb appeal. The moment you enter, you'll be greeted by an open and airy living space, with stylish tile flooring throughout the main areas that flows seamlessly into the elegant, formal dining area. Just off the dining room, a large sitting area provides an ideal spot for relaxation , entertaining or a home office. The heart of the home is the chef-inspired kitchen, boasting upgraded cabinetry, gleaming granite countertops, and a double oven. All appliances are included even the fridge in the garage ,making this home a truly turn-key. Bedrooms are finished with warm hardwood flooring, while seven ceiling fans throughout the home provide comfort and air circulation. Custom window treatments and curtains add a touch of sophistication. Step outside to your private maintenance free yard where a stunning oversized paver lanai and a refreshing pool create a true outdoor oasis for endless entertainment and relaxation. Most furnishings are also available for purchase, offering a seamless transition into your new home.
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Barbara Williams (941-266-6701)
9533 LUNAR DOVE DR, SARASOTA, FL 34240
$507,000113 Days on yellowkey MLS ID: A4681608
REDUCED by $10,000 (1.9%) on 05/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1747 Built: 2025Monthly Fee: $495 Tax: $5,500 (2025)Community: Shellstone At WatersideVilla
Taxes:$5,500
Remarks: New Incentives Available - LUXURY VILLA! - In the prime location of Shellstone at Waterside this Luxury Villa offers Tile Flooring Through Out, Quartz Countertops, Tray Ceilings, Soft-Close Cabinets, 8' Doors, Impact Glass Windows, Oversized 2- Car Garage and a Screened in Lanai. It's the perfect unit for someone looking to dip their toe into Florida living or maybe someone looking to downsize in square footage and maintenance. Shellstone at Waterside is a maintenance free and amenity rich community offering Two Amenity Sites. The community features: Pickle Ball Courts, Tennis Courts, Basketball, Playgrounds, Dog Parks, Event Lawn, Screen-in Pavilion, Pool with Spa, Fitness Center, Club House and walking trails throughout the community. There is also a Lifestyle Director, Tennis Coach and Fitness Instructor. There are furnished models open to the public everyday, but please call the sales office to tour this specific unit.
Listing is courtesy of: HOMES BY TOWNE REALTY INC (941-907-9799)
Listing Agent: Marissa Stephenson (941-448-1755)
9500 LUNAR DOVE DR, SARASOTA, FL 34240
$479,900136 Days on yellowkey MLS ID: A4678389
REDUCED by $10,000 (2.0%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1692 Built: 2025Monthly Fee: $496 Tax: $5,110 (2025)Community: Shellstone At WatersideVilla
Taxes:$5,110
Remarks: New Incentives Available - LUXURY VILLA! - In the prime location of Shellstone at Waterside this Luxury Villa offers Tile Flooring Through Out, Quartz Countertops, Tray Ceilings, Soft-Close Cabinets, 8' Doors, Impact Glass Windows, Oversized 2- Car Garage and a Screened in Lanai. It's the perfect home for someone looking to dip their toe into Florida living or someone looking to downsize in square footage and maintenance. Shellstone at Waterside is a maintenance free and amenity rich community offering Two Amenity Sites. The community features: Pickle Ball Courts, Tennis Courts, Basketball, Playgrounds, Dog Parks, Event Lawn, Screen-in Pavilion, Pool with Spa, Fitness Center, Club House and walking trails throughout the community. There is also a Lifestyle Director, Tennis Coach and Fitness Instructor. There are furnished models open to the public everyday, but please call the sales office to tour this specific unit.
16418 WINBURN DR, SARASOTA, FL 34240
$735,000130 Days on yellowkey MLS ID: A4679086
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1404 Built: 1983Monthly Fee: $63 Tax: $7,071 (2025)Community: Rainbow Ranch AcresSingle Family
Taxes:$7,071
Remarks: One or more photo(s) has been virtually staged. Welcome to a place where life slows down and space opens up. Set on 5 peaceful acres, this Sarasota farmette offers the rare freedom to live intentionally—no CDD fees, no restrictions on farm animals, and room to create your own homestead lifestyle. Begin your mornings on the wraparound porch, soaking in the quiet, open surroundings and natural beauty. Inside, the home blends modern comfort with farmhouse charm, featuring luxury vinyl plank flooring throughout and a custom accent entertainment wall that creates a warm, stylish focal point for gathering and relaxing. A water softening system adds everyday convenience and comfort. The property includes a main residence plus two detached garages, all with running electric and brand-new roofs installed in 2024—ideal for workshops, storage, equipment, or creative spaces that support a true farmette way of life. Outside, the land invites endless possibilities—gardens, animals, trails, or simply wide-open space to enjoy. Despite the serene setting, you’re a quick drive from Siesta Key’s world-famous beaches and University Town Center for premier shopping, dining, and entertainment, offering the perfect balance between country living and modern convenience. This is more than a home—it’s a lifestyle. A place to grow, gather, and live freely. If you’ve been dreaming of a Sarasota farmette where you can make the space truly your own, this property is ready to welcome you home. Please ask about our preferred lender incentives to help YOU save even more on this wonderful home.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dylan Lach (952-649-8324)
3550 SARASOTA GOLF CLUB BLVD, SARASOTA, FL 34240
$4,500,000190 Days on yellowkey MLS ID: N6141577
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 9018 Built: 2004 Tax: $24,425 (2024)Community: Palmer Farms 3RdSpa: YesSingle Family
Taxes:$24,425
Remarks: Set behind a private gated entrance and approached by a sweeping drive that curves around the front pond, this 5.6-acre Sarasota estate offers privacy, size and distinction, along with a long list of high-end improvements. upgrades include a 2025 roof, brand-new whole-home generator, comprehensive smart-home systems, a new pool deck with pavers and turf, 4-hole putting green, new outdoor kitchen, refreshed irrigation well (2024), reverse-osmosis well system, 5 AC units, 2 gas tankless water heaters, 2 in-ground propane tanks, 500 Gallon RO Tank, a 1450 aeroator tank, and refined interior details such as Venetian plaster walls and custom cherry wood in-lay flooring in the game room loft area. The result is a property that feels both luxurious and exceptionally well cared for. Beyond the upgrades, the home offers more than enough space for large-scale living and entertaining. The main living areas are anchored by a 24-foot high ceiling in the great room, a dedicated theater room, and an expansive game room/loft area with full bar, balcony, and additional loft space. Smart-home features include a phone-controlled gate system, whole-property cameras, Sonos audio, smart garage access, and an integrated alarm system. The primary suite occupies its own wing, designed with two oversized walk-in closets, a private exercise room with sauna, and a spa-like bathroom featuring a jacuzzi tub, dual sinks, and a large shower with double heads and body sprays. Four additional en-suite bedrooms include features such as private balconies, outdoor entrances, oversized closets, and a convenient laundry chute. Each bedroom offers generous square footage, giving guests or family members plenty of room to spread out comfortably. Two additional flex rooms offer options for an office, studio, homework area, or additional sleeping space. The kitchen is equipped with GE Monogram built-ins, a Bosch espresso machine, wine cooler, mini fridge, two sinks, and an adjacent formal dining room. Additional interior features include a 3-car garage with specialty flooring and storage systems plus an EV Charger, a dedicated dog spa room, homework/craft/sewing room, separate fenced run, extensive cabinet storage, two staircases, and a spacious laundry room with desk nook. Outdoor living has been fully modernized with a redesigned pool area, electric and gas heaters, pool bath and changing area, and outdoor shower. The property also offers the rare ability to add two additional structures, along with a scenic pond, mature landscaping, and abundant wildlife. Location is another standout feature. While the estate feels tucked away and exceptionally private, it sits just minutes from I-75, offering quick access to the greater Sarasota region. Downtown Sarasota is an easy drive at roughly 10–12 miles, Siesta Key Beach is about 15 miles away, and travel is convenient with SRQ Airport approximately 15–20 miles and Tampa International Airport about 55–60 miles from the propertyThis blend of privacy, acreage, and proximity to everything is truly rare—allowing you to feel worlds away while staying connected to the best of Sarasota. Call for a private tour today.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Michelle Hupp (941-773-5464)
8083 WATERBEND TRL, SARASOTA, FL 34240
$1,849,000131 Days on yellowkey MLS ID: A4678845
REDUCED by $50,000 (2.6%) on 05/13/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2850 Built: 2020Monthly Fee: $408 Tax: $12,784 (2025)Community: Lakehouse Cove/Waterside Ph 2Single Family
Taxes:$12,784
Remarks: Nestled in the heart of the prestigious Lakehouse Cove community, this extraordinary home redefines Florida luxury living with its unparalleled blend of elegance, seclusion, and natural beauty. Sitting on the largest lot in Lakehouse Cove, this property offers an unmatched sense of privacy, with a 35-foot buffer on one side and 50 feet on the other. Adding to its exclusivity, the home boasts 2000 feet of uninterrupted long lake views, with nothing but serene waters and spectacular sunrises & sunsets as your backdrop—no neighbors in sight. This South-facing gem is designed to soak in the Florida sunshine, filling every corner with warm, natural light. Inside, the*open Outrigger floor plan is thoughtfully crafted, featuring a split-bedroom layout for ultimate privacy. The expansive chef’s kitchen impresses with two-tone countertops, a gas stove, and abundant storage, making it as functional as it is beautiful. Elegant details like tray ceilings, plantation shutters, and impact-rated windows and sliding doors add sophistication and peace of mind. Step outside, and you’ll find an entertainer’s dream. The frameless screened patio offers unobstructed views of the shimmering lake, while the heated saltwater pool and summer kitchen set the stage for unforgettable gatherings. The custom landscaped yard and spacious covered patio create a tranquil outdoor haven, and the cozy front patio overlooking a serene wildlife preserve adds even more charm. Practical upgrades abound here: an extended garage for extra convenience, additional cabinetry for effortless organization, and the removal of interior columns to create an open, airy flow. Every detail has been meticulously designed for comfort, style, and a seamless indoor-outdoor lifestyle. Purchasing this home with all its premium upgrades and this prime lot directly from the builder would cost over $2.5 million, if available. Why wait or pay more? This stunning, move-in-ready home is a rare opportunity to own the best of Lakehouse Cove today. Furniture included in the sale
Listing Agent: Pierre Shaheen (954-907-7648)
98 DADE AVE, SARASOTA, FL 34232
$539,90057 Days on yellowkey MLS ID: TB8491097
REDUCED by $20,000 (3.6%) on 04/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1691 Built: 1978 Tax: $6,124 (2025)Community: Grerrs Homeland RepSingle Family
Taxes:$6,124
Remarks: Welcome to your private poolside retreat in desirable Sarasota, 5 minutes away from the Gulf Coast beaches. No CDD or HOA. This beautifully updated 3-bedroom, 2-bath home offers a seamless blend of comfort, style and Florida outdoor living. The 1,751 square feet home features an open floor plan designed for everyday living and entertaining. The fully fenced backyard is a true oasis; a setting that creates both privacy and serenity. Floors are wood-look porcelain tile throughout giving this home a modern, easy-care style providing a clean and low maintenance interior with no carpet. The kitchen features newer stainless-steel appliances with ample cabinet storage. The primary suite offers the convenience of an ensuite bath and spacious walk-in closet with custom organizer shelves. On the opposite side of the home, two guest bedrooms and a full bath provide comfort and privacy for family or visitors. Additional features include a 2-car garage with indoor laundry (Newer washer and dryer included) and extra storage. Step outdoors to a living area highlighted with a covered lanai including a New Outdoor Fan (2026), providing shaded seating overlooking the refreshing pool. The backyard offers space for gardening, recreation, or the future addition of an outdoor kitchen and dining area. Major updates include a Roof Replacement (2021), Air Conditioner (2021), Air Handler (2024), Tankless Water Heater (2025), Fresh interior paint (2026), Updated design to baseboards/window casings (2026), Concrete Driveway (2026), New Pool Filter (2026). This could be yours-A well-maintained pool home in a convenient Sarasota location. Ideally located just minutes from shopping, dining, downtown Sarasota, the Legacy Trail, and world-renowned Gulf Coast beaches. This is more than a home—it’s a lifestyle.
Listing is courtesy of: ROGER G KING (916-300-1134)
Listing Agent: Roger King (916-300-1134)
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