Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
3978 OVERLOOK BEND TER #25, SARASOTA, FL 34232
$213,000394 Days on yellowkey MLS ID: A4653235
REDUCED by $2,000 (0.9%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1973 Tax: $2,047 (2024)Community: Glen Oaks Ridge Villas 1Villa
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,047
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Back on Market due to previous financing falling through from previous buyer! Make this your home now before it's gone again! Welcome to 3978 Overlook Bend Terrace Unit #25, a delightful updated 2-bedroom, 2-bathroom villa nestled in the heart of Sarasota's sought-after Glen Oaks Ridge Villas—a tranquil 55+ community known for its lush landscaping, well-maintained properties, and vibrant social atmosphere. This 1,040 sq ft single-story end-unit villa, offers a perfect blend of comfort and convenience. The interior boasts a spacious updated combination dining and living room adorned with ceiling fans and blinds, providing a cozy setting for relaxation and entertainment. The sunlit Florida room invites you to unwind and enjoy the serene surroundings. There are upgrades galore, including new AC unit with all new ductwork and new hot water heater. It also boasts new paver patio, new screened enclosure with solar screening, new ceramic floor tile throughout except master bath. The updated kitchen is equipped with new kitchen cabinets with white subway backsplash and quartz countertops. It also has a new stainless steel refrigerator, stove and dishwasher all catering to all your culinary needs. It also has a newer washer and dryer with added additional storage. This wonderful homes also has new ceiling fans, plantation shutters throughout with a new updated guest bathroom. The master suite features a walk-in closet and an updated vanity, offering a private retreat within your home. The community features a heated pool, clubhouse with kitchen, exercise room, game room, shuffleboard and various social activities including a putting green. Glen Oaks Ridge Villas provides residents with a great low-maintenance lifestyle, thanks to a homeowners' association that covers the roof and all roof maintenance, pool care, exterior building maintenance, grounds upkeep, insurance, water, sewer, and cable. Situated just minutes from downtown Sarasota, the stunning Gulf Coast beaches, shopping centers, restaurants, and parks, this villa offers the perfect balance of peaceful living and urban convenience. Don't miss the opportunity to make this charming villa your new home in one of Sarasota's most welcoming 55+ communities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
3416 W CHELMSFORD CT #2, SARASOTA, FL 34235
$420,000528 Days on yellowkey MLS ID: A4634668
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1990 Tax: $4,165 (2023)Community: The MeadowsVilla
Taxes:$4,165
Elementary School: Gocio Elementary
Tax Year: 2023
Remarks: This beautiful villa sits at the end of a dead-end street, a few steps from the community pool and has stunning lake and golf course views. As you enter the walkway you are greeted by a gated entry gaining access to the front loggia that is accented with pavers and leads to your private entrance. The grand foyer is large and is the perfect space to display your art or family heirlooms. The kitchen has been professionally updated with stunning finishes and features high-end appliances. There is an office or den off the kitchen through dual pocket tiffany doors. The guest bedroom is spacious and provides a view to the front lanai. The living room and dining room provide for gracious living and entertaining allowing expansive views of the golf course and lake. Golf views are also from the primary suite with its large bathroom and walk-in closet. This home features high ceilings throughout, extensive levels of crown moldings, elegant features and finishes and is perfect for year-round living or as a wonderful getaway home for seasonal or frequent visitors.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
8089 TIDAL POINTE WAY, SARASOTA, FL 34240
$739,00022 Days on yellowkey MLS ID: A4695035
1 Days Off yellowkey (back on 6/1/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1887 Built: 2022Monthly Fee: $422 Tax: $5,502 (2025)Community: Lakehouse Cove/Waterside Ph 2Spa: NoSingle Family
Taxes:$5,502
Elementary School: Tatum Ridge Elementary
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Discover refined coastal living in the highly sought-after community of LakeHouse Cove at Waterside, where resort-style amenities, low HOA fees, and an exceptional location within Lakewood Ranch create one of the area’s most desirable lifestyles. Perfectly positioned on a tranquil preserve homesite, this beautifully upgraded Schooner floor plan offers 2 bedrooms, 2 baths, a versatile den/office that can easily serve as a third bedroom, and over 1,800 square feet of thoughtfully enhanced living space. From the moment you arrive, the home’s inviting curb appeal stands out with two mature palm trees, hurricane impact windows, newer construction, and a serene setting designed for privacy and relaxation. Inside, nearly every space has been tastefully upgraded within the past two years, including luxury vinyl plank flooring throughout, fresh interior paint, new 7.5-inch baseboards, upgraded flush-mount LED lighting, designer chandeliers in the dining room and den, updated kitchen island pendants, and a striking 65-inch MinkaAire fan in the family room. The kitchen blends design and performance with cool white quartz countertops, tall white cabinetry and an oversized island, upgraded stainless steel appliances, a gas range with griddle, new Frigidaire Gallery refrigerator, new garbage disposal, updated hardware, water filtration system, and reverse osmosis system. Both bathrooms feature updated fixtures along with new Kohler comfort-height toilets. Additional enhancements include ClosetMaid shelving in bedrooms and pantry, upgraded laundry room shelving with new washer and dryer, vertical blinds in the family room, and added finished storage space within the primary closet. The two-car garage has also been transformed with epoxy flooring, a Mitsubishi mini-split A/C system, upgraded insulation exceeding recommended R-values, and updated exterior garage lighting. Step outside to your screened lanai with panoramic screening and enjoy breathtaking sunsets as nature preserves provide a peaceful backdrop. Residents of LakeHouse Cove enjoy access to a remarkable 7-acre amenity campus featuring a heated resort-style pool with cabanas and fire pit overlooking Lake Kingfisher, fitness center with wellness and yoga studio, kayak and paddleboard launch, pickleball and bocce courts, clubhouse, playgrounds, dog parks, scenic walking and biking trails, event lawn, and an on-site community manager. A private water taxi connects residents directly to Waterside Place, home to waterfront dining, boutique shopping, outdoor entertainment, and the beloved Sunday Farmers Market. Ideally located near the Sarasota Polo Club, I-75, University Town Center, and the world-renowned beaches of Siesta Key, Lido Key, and Longboat Key, this exceptional residence offers the complete package of luxury, convenience, privacy, and lifestyle.
Listing Agent: Stuart Lawrence (941-894-4001)
3900 ROXANE BLVD #10A, SARASOTA, FL 34235
$176,00082 Days on yellowkey MLS ID: D6146777
REDUCED by $4,000 (2.2%) on 06/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 715 Built: 1964 Tax: $756 (2025)Community: Strathmore Village GreenCondo
Taxes:$756
Remarks: One or more photo(s) has been virtually staged. $180 000 A must see, beautiful first floor, move-in ready, totally renovated one bed/one bath, condominium. 55+ community complete with recreation center, regular senior living activities and heated swimming pool. HOA (only $472) takes care of the roof, all lawn maintenance, along with the building insurance, cable TV and water/sewer/trash, allowing you to focus on enjoying the sunshine. The assigned parking is few steps away, a big advantage with groceries. This building never had any kind of damage or water during hurricanes. You have solid block exterior walls. The house has a 3 years old AC (4.19.2023), water-proof luxury vinyl flooring throughout, 2 impact windows, totally renovated bathroom, new bathtub, new shower doors, new toilet and new built-in cabinet. The kitchen has also been upgraded with new countertops, stainless steel appliances, and tile backsplash. Stainless steel fridge and stove will stay. LOCATION, LOCATION, LOCATION. Only a couple of minutes from Bobby Jones golf course, 5 minutes away from shopping centers, 15 minutes from Lido Beach, 10 minutes from downtown Sarasota. Its prime location places you near award-winning beaches, remarkable arts and culture, Nathan Benderson Park, Art Museum, Mote SEA Aquarium, Whole Foods, Trader Joe's, and the UTC Mall, a world class shopping, entertainment and dining destination. A fabulous Florida lifestyle awaits!
Listing is courtesy of: CENTURY 21 SUNBELT REALTY (941-625-6120)
Listing Agent: Jayson Burtch (941-626-5432)
5701 BENTGRASS DR #18-104, SARASOTA, FL 34235
$354,00020 Days on yellowkey MLS ID: A4695155
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1559 Built: 2002 Tax: $3,435 (2025)Community: Las Palmas Of SarasotaSpa: NoCondo
Taxes:$3,435
Elementary School: Emma E. Booker Elementary
Remarks: Welcome to an exceptional opportunity in the heart of Sarasota’s desirable 34235 area. This inviting condominium offers a comfortable and well-designed layout filled with natural light, creating a warm and welcoming atmosphere from the moment you enter. Perfectly positioned within a peaceful and established community, this home combines convenience and lifestyle—just minutes from shopping, dining, golf courses, and everyday essentials, with easy access to Sarasota’s stunning beaches and vibrant cultural scene. Whether you’re looking for a full-time residence, seasonal retreat, or a smart investment, this property offers the ideal blend of comfort, location, and value. A true Sarasota lifestyle opportunity—ready for you to make it your own. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rosa Mesia (941-962-0041)
1126 GRANTHAM DR, SARASOTA, FL 34234
$255,00049 Days on yellowkey MLS ID: A4691797
0 Days Off yellowkey (back on 6/1/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1252 Built: 2010Monthly Fee: $266 Tax: $2,834 (2025)Community: Bradford Manor Twnhms RepSpa: NoTownhouse
Taxes:$2,834
Remarks: $5K FLEX CASH! USE YOUR WAY! 2-bedroom, 2.5-bathroom END UNIT townhome located in Sarasota, offering added privacy, extra natural light, and fewer shared walls compared to interior units. Ideally situated just 10 minutes to Downtown Sarasota, 15 minutes to UTC, and approximately 20 minutes to the area’s beaches, this property combines convenience with comfortable living. The home features a functional two-story layout with an open main living area, a half bath downstairs for guests, and two spacious bedrooms upstairs, each with access to its own bathroom. Recent upgrades include a new roof (2025) with a transferable warranty, a new AC system (2025) with warranty, and brand new carpet (2026), providing peace of mind for the next owner. Enjoy a pet-friendly community and a low-maintenance lifestyle in a well-located Sarasota setting. $5,000 flex cash available to buyer, which can be applied toward closing costs, interest rate buydown, or purchase price. Cameras on premises. Some images have been edited for clarity.
Listing Agent: Joseph Hoolihan, Pll (727-271-9980)
800 N TAMIAMI TRL #1603, SARASOTA, FL 34236
$1,795,000241 Days on yellowkey MLS ID: A4669042
REDUCED by $100,000 (5.3%) on 05/20/2026
Bed: 2 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 2007 Tax: $23,269 (2025)Community: AlinariCondo
Taxes:$23,269
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! Perched high above Sarasota Bay with breathtaking bay views, this two-story luxury penthouse at Alinari is your private sanctuary in the sky where New York loft style meets the beauty and energy of Florida's most cultured coastal city. Enjoy this Sarasota Downtown pied-a-terre where the views of the azure, blue Bay waters greet you from every window, even when you are luxuriating in your private spa tub! This architectural masterpiece was completely redesigned and reimagined in 2020-2023 by leading architect Yehuda Inbar and custom builder Yoder Homes and fuses architectural drama with coastal ease. A soaring 20-foot atrium fills the open plan with natural light, framing dazzling and protected water views of the Bay, Bayfront Park and the Van Wezel Performing Arts Hall just across the street. Polished concrete, Caesarstone quartz, and fine Ceramiche D'Arte porcelain floors set a modern tone, softened by custom draperies and curated furnishings that invite lingering afternoons and golden sunsets. The 2500 square-foot, 2/3 bedroom, 3.5 bath floor plan features a chef's kitchen, statement staircase, and loft-style layout which recalls a Manhattan gallery, while the upper-level primary suite offers a serene retreat with a spa-like bath. The condo can easily be converted to a full 3 bedrooms, with each bedroom featuring an en-suite bath. Smart-home features, cutting edge Integrity Sound audio system, Dimplex fireplace, electric shades, and turnkey interiors with premium furnishings from Clive Daniel, Natuzzi, Soft Square and Light Up Your Life complete a space made for effortless sophistication. Open the sliders to your private balcony and savor gentle bay breezes while taking in the picturesque surroundings. Alinari's resort amenities elevate everyday living with a resort-length pool, heated spa, yoga and fitness studios, saunas, wine cellar, theater, social and billiards lounges, guest suites, 24/7concierge/security, and 2 spaces in the secure garage parking. Available separately, a private poolside cabana one of only ten adds an intimate escape with kitchenette and direct pool access, perfect for entertaining or quiet retreat. Set 16 feet above sea level in a protected X-flood zone and steps from the signature 53-acre Bayfront Park and Sarasota's vibrant dining arts, and cultural offerings, this penthouse embodies cultured coastal living at its most graceful, artful, uplifting, and one of a kind.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
3242 RINGWOOD MDW #76, SARASOTA, FL 34235
$364,900162 Days on yellowkey MLS ID: A4677541
REDUCED by $10,000 (2.7%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1500 Built: 1981Monthly Fee: $112 Tax: $4,229 (2025)Community: Villas Of PapillionVilla
Taxes:$4,229
Remarks: Amazing full lake views from your enclosed sliding glass door patio! Turnkey Furnished villa with 3 Bedrooms-2 Bathrooms-2 Car-Garage. Updated kitchen with newer cabinets and Granite countertops with a breakfast bar overlooking the dining room. You will enjoy your lake views from the spacious master bedroom with sliding glass doors leading to the large patio. Updated master bathroom with granite counter tops, dual sinks and a large walk-in closet. Plenty of room for your guest with 3 Bedrooms and guest parking. The location of this villa is located near the community shopping village center, UTC mall, SRQ Airport, Mote Marine aquarium and upscale dining facilities.
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Mike Babiarz (941-373-5064)
3808 BLUE STONE WAY #95, SARASOTA, FL 34232
$215,00024 Days on yellowkey MLS ID: A4694902
1 Days Off yellowkey (back on 5/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1974Monthly Fee: $685 Tax: $1,621 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$1,621
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to Glen Oaks where location, lifestyle, and value come together in one beautifully updated 55+ community home. This spacious 2-bedroom, 2-bath residence features a completely updated kitchen, new flooring throughout, and updated bathrooms, creating a clean and modern feel from the moment you walk in. The oversized primary suite includes a walk-in closet, and the smart layout makes the home feel significantly larger than its approximately 1,300 square feet. The layout is ideal for a potential 3rd bedroom. One of the standout features is the Florida room overlooking peaceful open green space with no future buildings planned behind the unit, offering privacy and a relaxing setting that’s hard to find at this price point. The location is exceptional. Residents are just steps from a public golf course and lawn bowling. UTC mall and downtown Sarasota are both just 5 miles away, I-75 is only 4 miles, and SRQ airport is only 6 miles. Enjoy easy access to world-famous Gulf Coast beaches including Lido Key at 7 miles away and Siesta Key Beach just 10 miles away. Anna Maria is also an easy drive for dining, shopping, and beach days. Residents here enjoy access to community amenities including a pool, fitness center, and pet-friendly policies. All within a welcoming 55+ community. Whether you're searching for a full-time Sarasota residence, seasonal getaway, winter retreat, low-maintenance snowbird lifestyle near golf, shopping, dining, and beaches, this home checks all of the boxes.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Nick Myers (614-580-6080)
3441 BEEKMAN PL #40, SARASOTA, FL 34235
$275,000196 Days on yellowkey MLS ID: A4674297
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1064 Built: 1990 Tax: $1,342 (2024)Community: Forty-Three West IiCondo
Taxes:$1,342
Remarks: Recently Reduced! Tucked away in a small, quiet community yet close to all the action near the UTC Mall—where shopping, restaurants, entertainment, and the new Mote Aquarium are right at your doorstep—this 2-bedroom, 2-bath villa offers the perfect blend of convenience and tranquility. Enjoy front and rear courtyards that create a private tropical paradise for outdoor living, complete with your own lemon tree loaded with fruit. Sliding glass doors to the courtyards from the kitchen, primary bedroom, second bedroom, and living room make these spaces feel like natural extensions of the living areas. Features include a NEW ROOF (2023), plantation shutters, and Hunter Douglas Vertiglide shades for carefree living. The primary suite has it's own private en suite bathroom and an oversized walk in closet. A built-in desk with shelving and a queen-sized Murphy bed in the second bedroom give this room the flexibility of an in-home office or guest space. Close the hall pocket door from the living room to convert this area into a private guest suite. The kitchen and bathrooms have been tastefully updated with beautiful countertops and vanities. A convenient laundry area is tucked behind louvered doors in the kitchen. An attached one-car garage with room for storage and a workbench, plus oversized closets throughout the home, provides more storage space than you would expect in a condo or villa. The friendly community offers a clubhouse, tennis and pickleball courts, and a sparkling pool just around the corner. This home checks all the boxes for enjoying the Florida lifestyle: an excellent location, inviting indoor-outdoor living areas, ample storage, great amenities, and bright, airy rooms made for relaxing. Come and see if this is the right place for you!
Listing is courtesy of: REALTY PLACE (941-212-2828)
Listing Agent: Barbara Beasley (941-724-4334)
8294 GRANDE SHORES DR, SARASOTA, FL 34240
$1,059,00022 Days on yellowkey MLS ID: A4694938
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2794 Built: 2022Monthly Fee: $136 Tax: $15,748 (2025)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$15,748
Remarks: Modern sophistication meets Lakehouse Cove living in this beautifully customized, design-forward three-bedroom plus den Outrigger plan, offering a rare contemporary aesthetic in one of Waterside's most sought-after neighborhoods. Thoughtfully finished with clean lines, dramatic accents, and elegant designer details this home is ideal for buyers seeking something distinctive. The kitchen makes a striking statement with 3-inch quartzite countertops, a waterfall island with LED accent lighting, cooktop, wall ovens, and an indoor/outdoor serving bar. The great room features 48"x48" tile flooring, tray ceilings, surround sound, and a sleek feature wall with built-in fireplace, TV and black granite surround. The bright and spacious primary suite offers a peaceful retreat overlooking beautiful pond and landscape views, with a generous walk-in closet, dual vanities, and a large walk-in shower. Two additional bedrooms each offer walk-in closets, while the centrally located den with custom barn door provides the perfect space for a home office or media room. Outdoor living is equally inviting with a large covered lanai overlooking the pond and lush landscaping - perfect for entertaining or relaxing in privacy. Additional highlights include a 3-car garage and a large private backyard. Enjoy the exceptional lifestyle of Lakehouse Cove, with its resort-style amenities and access to Waterside Place, UTC & Downtown Sarasota. A unique opportunity for the buyer who appreciates contemporary elegance in a premier Lakewood Ranch location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
2042 COUNTRY MEADOWS PL, SARASOTA, FL 34235
$515,000201 Days on yellowkey MLS ID: A4673225
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2052 Built: 1989Monthly Fee: $46 Tax: $2,868 (2024)Community: Country MeadowsSpa: NoSingle Family
Taxes:$2,868
Remarks: LOCATION AND CONDITION ARE A+++ From the moment you arrive, you’ll feel right at home in this impeccably maintained residence. Meticulous care and attention to detail are evident throughout. The welcoming foyer opens seamlessly to the dining and living areas, offering views of the expansive lanai and oversized backyard. The beautifully remodeled kitchen is truly the heart of the home, designed to inspire and impress. Featuring porcelain tile floors, bright granite countertops, new cabinetry, and new appliances, it opens effortlessly to the family room with a cozy fireplace—perfect for both entertaining and everyday living. A smart thermostat and Ring doorbell add modern convenience and peace of mind. Whether seated at the breakfast bar or in the sunny nook beneath cathedral ceilings and skylights, you’ll appreciate the light-filled, open atmosphere. A generously sized pantry will delight any home chef. The split-bedroom floor plan provides privacy for all. Two guest bedrooms offer walk-in closets and share a roomy bath with direct lanai access. The primary suite is a true retreat, featuring a spacious walk-in closet and a stunning, newly renovated bath with updated tile flooring, new cabinetry, linen storage, and a solid-surface dual-sink vanity. Impact-resistant windows and doors are installed throughout, including private lanai access from the primary suite. Additional highlights include an oversized laundry room, ample floored attic storage, and an extended lanai designed for outdoor enjoyment—complete with granite counter space, sink, gas grill, and vented stainless-steel hood. The oversized lot provides abundant outdoor space and room for a future pool, if desired. Ideally located with convenient access to Downtown Sarasota, UTC Mall, Benderson Park, golf courses, dog parks, and recreation for all ages, this home places you just 15–20 minutes from the airport, Ringling Museum, marinas, colleges, and Lakewood Ranch Main Street. Move-in ready and thoughtfully updated, this exceptional property offers the lifestyle you’ve been waiting for. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
7254 KODIAK LN, SARASOTA, FL 34240
$679,00096 Days on yellowkey MLS ID: TB8486718
REDUCED by $5,000 (0.7%) on 05/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2218 Built: 2025Monthly Fee: $375 Tax: $3,651 (2025)Community: Emerald Lndg/WatersideSingle Family
Taxes:$3,651
Remarks: Offered partially furnished, this Waterside home presents a rare opportunity to step into the Florida lifestyle with ease and comfort. Located in the heart of the vibrant Waterside district of Lakewood Ranch, this stunning home in Emerald Landing is the perfect blend of luxury living and unbeatable access to everything happening nearby. Just moments from the shops, restaurants, events, and waterfront atmosphere of Waterside Place, this home is ideal for buyers who want to enjoy a walkable lifestyle while still retreating to a beautifully designed private residence. This popular ‘Bullhead’ floor plan offers 3 bedrooms, 2.5 bathrooms, a dedicated study, and an expansive upstairs loft across more than 2,200 square feet of thoughtfully designed living space. The soaring 12-foot ceilings in the main living area create an open, airy feel filled with natural light. Just off the entry, a private study with French doors provides the perfect home office or library. At the center of the home, the designer kitchen shines with a gas cooktop, under-cabinet hood, built-in microwave and oven, and an open layout that flows seamlessly into the living and dining spaces—ideal for both entertaining and everyday living. The first-floor Owner’s Retreat offers a peaceful escape with a spa-like bathroom featuring a freestanding soaking tub and a custom-organized walk-in closet. Upstairs, two additional bedrooms share a full bath alongside a spacious loft that works beautifully as a second living area, workspace, or flexible bonus room. Outdoor living is just as inviting with a charming front porch and a rear paver patio perfect for relaxing or entertaining. A rear-loading oversized two-car garage includes epoxy flooring, built-in cabinetry, overhead storage racks, and ample organization. Throughout the home, thoughtful upgrades elevate the space, including designer lighting, plantation shutters, custom closet and pantry systems, and impact glass for added peace of mind. Residents of Emerald Landing enjoy exclusive community amenities, including a resort-style pool, clubhouse, pickleball courts, dog park, and a unique water taxi that departs from the community dock to Waterside Place—home to the renowned Waterside Place Farmers Market every Sunday. If you’re looking for a home that offers luxury finishes, low-maintenance living, and the ability to walk, bike, or boat to the best dining, shopping, and events in Waterside, this one is a must-see. Schedule your private showing today.
Listing Agent: Michael Chenkus (941-363-1883)
8438 WEBBER RD, SARASOTA, FL 34240
$1,275,00060 Days on yellowkey MLS ID: A4688777
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $20,000 (1.5%) on 05/13/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4573 Built: 2010Monthly Fee: $133 Tax: $7,765 (2025)Community: Regent LakeSpa: YesSingle Family
Taxes:$7,765
Remarks: Under contract-accepting backup offers. Back on the market - Buyer was unable to secure financing. Room to truly live, relax, and entertain on over an acre in the intimate 13 home community of Regent Lake. This impressive residence offers five spacious bedrooms, four with private en-suite baths, plus a half bath on the main floor. The thoughtfully designed layout also includes a large upstairs bonus room, perfect as a media room, game room, or private retreat for guests. At the center of the home is a generous open-concept living space where the kitchen, breakfast nook, and family room flow seamlessly together. 10’ ceilings on the main level, 9’ ceilings upstairs, and eight-foot doors throughout add to the home’s spacious feel. Designed with both everyday living and entertaining in mind, the kitchen features an oversized center island, separate breakfast bar, stainless steel appliances, granite countertops, dual built-in convection oven and microwave and a cooktop with a custom wood vent hood. Rich 42-inch wood cabinetry with crown molding, decorative backsplash, and solid wood dovetail drawers with soft-close construction has timeless style. The primary suite is a private retreat featuring dual walk-in closets, a garden tub, walk-in tiled shower, double vanities, and upgraded fixtures throughout. Step outside to more than 1,500 square feet of screened outdoor living space designed for year-round enjoyment. The expansive lanai features a heated spa, saltwater pool, and a fully equipped outdoor kitchen, making it ideal for hosting guests or unwinding at the end of the day. Western rear exposure provides stunning sunset views, while the front of the home enjoys soft morning light. From the lanai and main living areas, take in peaceful views of the 25-acre spring-fed lake, stocked with bass and ideal for canoeing, kayaking, or electric boating. Privately tucked away yet conveniently located near I-75, Gulf beaches, restaurants, and shopping, this home offers the perfect balance of peaceful country-style living and everyday convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Sherry Johnson (941-730-0897)
1709 N TAMIAMI TRL #522, SARASOTA, FL 34234
$520,00081 Days on yellowkey MLS ID: A4688048
REDUCED by $10,000 (1.9%) on 05/27/2026
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,479 (2025)Community: The Strand Of SarasotaSpa: YesCondo
Taxes:$6,479
Remarks: Discover an exceptional waterfront penthouse at The Strand offering unobstructed, pristine views from Whitaker Bayou to Sarasota Bay right from your generously sized balcony. Built in 2022 and lightly used by the original owners, this immaculate, never-rented residence features impact-rated windows, sliders and doors, 9-foot ceilings, and thoughtful high-end upgrades throughout. The living area showcases a custom white wall unit with multiple shelving and a perfectly fitted 75" TV. The primary suite includes a walk-in closet with custom California Closet built-ins, while both the main bedroom and living room are equipped with motorized shades for effortless light control. The kitchen and both bathrooms feature custom installed stainless steel pullout cabinet organizers to maximize convenient storage. A versatile den with barn doors and a closet can function as an office or even a second bedroom. Modern conveniences include a smart A/C thermostat and programmable front-door lock, a programmable (from your phone) entry LED smart light fixture capable of altering brightness and displaying a rainbow of colors, wall light dimmers installed in kitchen, hallway and guest bath, front-loading full-size Samsung washer and dryer, garage parking beneath the building, and a private storage cage in an enclosed storage room. Enjoy resort-style amenities: heated pool and spa, fitness center, gas fire pit and grills, EV charging stations, dog park, and kayak launch with storage. Located mere minutes from vibrant downtown Sarasota — with fine dining, galleries, shopping, theater, bay front parks and The Bay community activities — this penthouse delivers refined waterfront living and easy access to coastal recreation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Lisa Sebastian (941-544-5413)
1703 N TAMIAMI TRL #511, SARASOTA, FL 34234
$660,000102 Days on yellowkey MLS ID: A4685576
REDUCED by $60,000 (8.3%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1359 Built: 2022 Tax: $7,148 (2025)Community: The Strand Of SarasotaCondo
Taxes:$7,148
Remarks: One or more photo(s) has been virtually staged. The west porch and 2 bedrooms have been virtually staged. Fabulous opportunity to own this rarely available END condominium, a light and bright penthouse in The Strand, a waterfront community just minutes from Downtown, Sarasota's vibrant arts, culture, dining, shopping and the new Bay Front area/entertainment. Largest floor plan available. Perfect winter home, investment property or permanent residence. High gloss cabinetry in kitchen & baths. Light quartz counters in the kitchen and baths. Open concept living/ dining area for easy entertaining which leads directly onto your spacious balcony from which you will see evening sunsets. This condo has an assigned garage parking spot and storage cage. Newer construction as of 2022, and built to the latest hurricane codes. Impact sliders and windows throughout. Low maintenance fees, generous rental policy (1 week minimum/ 52 times/year) and a dog friendly gated community. Several EV charging stations are available along with plenty of guest parking. Amenities include heated pool, spa, gas grills, fitness center, fire pit, kayak launch, dog park, on-site property manager (M-F) and so much more, a must see. The Strand consists of 2 buildings, total of 152 units, and 47 boat slips which can be purchased when available if one does own in The Strand.
209 BRIGGS CT, SARASOTA, FL 34237
$464,000149 Days on yellowkey MLS ID: A4676792
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1721 Built: 1956 Tax: $5,871 (2025)Community: Desoto Park For Petroutsa BrosSingle Family
Taxes:$5,871
Remarks: Welcome to 209 Briggs Court, a charming Florida home ideally located just minutes from Downtown Sarasota, tucked just off Fruitville Road with easy access to I-75, award-winning Gulf beaches, and everything Sarasota has to offer. This inviting residence blends timeless character with thoughtful updates, featuring original terrazzo floors, an open living space ideal for entertaining, and a spacious kitchen with ample storage—perfect for everyday living or hosting family and friends. All bedrooms offer generous closet space, adding to the home’s functionality and comfort. Updated in 2020, the home provides peace of mind while maintaining its classic Florida charm. The home also features a dedicated laundry room with a bonus room just off of it, offering flexible space ideal for a home office, playroom, storage, or hobby area—adding even more versatility to the floor plan. A bright Florida room lined with windows creates the perfect spot to enjoy your morning coffee or unwind at the end of the day. Step outside to a large, fenced backyard with plenty of room to play, garden, or entertain, complemented by fruit trees and a beautiful mango tree in the front yard. Whether you’re searching for a primary residence, seasonal winter retreat, or income-producing rental, this property offers flexibility and opportunity to suit your needs—all in a central Sarasota location close to downtown dining, shopping, beaches, and major roadways. Character, location, and potential—Briggs Court delivers it all!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Drew Jacobsen (941-253-6309)
1418 JOHN RINGLING PKWY, SARASOTA, FL 34236
$7,900,000175 Days on yellowkey MLS ID: A4675500
1 Days Off yellowkey (back on 5/21/2026)
REDUCED by $600,000 (7.1%) on 05/17/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5582 Built: 2004Monthly Fee: $42 Tax: $57,926 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$57,926
Elementary School: Southside Elementary
Remarks: Discover refined living and tranquility in this stunning home set within the esteemed Lido Shores neighborhood. Step inside through striking Sapele entry doors into a thoughtfully remodeled residence by award-winning Mindy Webb Design. The instant you enter, you're greeted by a breathtaking wall of windows that highlights the infinity pool, sweeping views of Sarasota Bay, the city skyline, and the impressive John Ringling Bridge. Inside, a contemporary color palette and premium finishes elevate every room. The spacious five-bedroom estate reveals meticulous craftsmanship throughout, with Italian flooring, a gourmet chef’s kitchen, butler’s pantry, billiard room, two wet bars, a climate-controlled wine cellar holding up to 648 bottles, intricate crown molding, tray ceilings, an office/den with embossed copper ceiling, and a two-stop elevator. The master suite, on the main floor, includes dual, custom walk-in closets and a spa-like bathroom. An extraordinary collection of chandeliers throughout the home adds a touch of elegance. Three of the additional en-suite bedrooms provide comfort for guests or family, the show-stopping wine cellar , with new cooler, will delight any enthusiast. Start your mornings peacefully, taking in the kaleidoscope of hues as the sun rises over the bay, watch dolphins and manatees glide by. Relax at night beside a fire on the upper balcony, enjoying views of the glowing Ringling Bridge and Sarasota skyline. Outdoor features include a summer kitchen, two separate dining spaces, a 16,000 lb. boat lift capable of accommodating deep-hulled vessels, two Jet Ski lifts, a dedicated kayak/paddle boat platform measuring 9 feet by 14 feet with an integrated rack, as well as an additional dock platform sized at 16 feet by 9 feet. Sustainable updates abound, like 51 new solar panels paired with three Tesla storage batteries. Additional features: four-zone Trane air system, fenced yard, brand-new metal roof (2025). The professionally landscaped grounds feature native Florida foliage, palm trees, and ambient lighting for evening gatherings. Furniture available via separate contract. End your day with a stroll along your community-private beach. Lido Shores Association membership is voluntary ($500/year) for access to a private gated beach, pavilion, Bocci Ball Court, and many community events. This home has been expertly renovated and meticulously maintained—simply bring your suitcase and move right in! Located minutes from boutique shopping, fine dining, cultural venues, and St. Armands Circle, residents also enjoy proximity to world-class golf courses and recreational parks. The residence promises both privacy and community, offering a tranquil retreat while being close to Sarasota's vibrant coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
3816 ROXANE BLVD #158, SARASOTA, FL 34235
$169,90044 Days on yellowkey MLS ID: A4692821
REDUCED by $5,000 (2.9%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1055 Built: 1964 Tax: $826 (2025)Community: Strathmore Villa Sec 09Villa
Taxes:$826
Remarks: Welcome to your next home in sunny Sarasota! This well maintained villa in the lovely Strathmore Villa community offers both comfort and convenience. It also comes fully furnished!! This is an active 55+ community, where at least one resident must be 55 or older, and offers a peaceful setting with great amenities including a clubhouse and community pool. Right away, you'll notice the spacious carport with room for up to 3 vehicles - something you don't always find, and perfect for both residents and visitors. Step inside to a bright and welcoming living area with plenty of room to relax or entertain, making it easy to feel right at home! The layout flows nicely, giving you flexibility to make it your own. Just off the living space, you'll find the kitchen and dining area - practical, functional, and ready for everyday living or hosting friends and family. This home features two generously sized bedrooms, including a primary suite with its own private bathroom. Both rooms offer comfortable space, natural light, and versatility. With two full bathrooms, convenience is built right in - ideal for families, guests, or even a home office setup. Open the sliding glass doors leading into your private patio area - a great spot for morning coffee or relaxing evenings. Right outside the unit, you'll also find a dedicated storage building currently used as a laundry room, adding extra functionality and keeping everything easily accessible while maximizing your interior space. The location is hard to beat! You're just a short drive from shopping, dining, the UTC Mall, I-75, and of course, Sarasota's beautiful beaches! If you're looking for a new permanent home, seasonal getaway, or investment property with great features and a LOW condo fee, this could be the perfect fit! Schedule your showing today and come see everything this property has to offer!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jennifer Arsenault (941-313-5407)
8067 WATERBEND TRL, SARASOTA, FL 34240
$1,900,000149 Days on yellowkey MLS ID: A4678689
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3509 Built: 2022Monthly Fee: $382 Tax: $17,545 (2025)Community: Lakehouse Cove At WatersideSpa: YesSingle Family
Taxes:$17,545
Remarks: Welcome to your dream home in the highly sought-after Lakehouse Cove at Lakewood Ranch. This exceptional Tideland floor plan by Homes by Towne offers the perfect blend of luxury, comfort, and true waterfront living, highlighted by expansive panoramic lake views. This thoughtfully designed 3-bedroom, 4-bathroom residence features a spacious open-concept layout accented by high-end finishes and quality upgrades throughout. The main level includes a dedicated office, ideal for working from home or creating a private retreat, as well as a generous primary suite with a spa-inspired bathroom and large walk-in closet. Step outside to the oversized screened lanai and take in tranquil mornings and breathtaking sunset views over the lake—an ideal setting for relaxation and entertaining. The upper level offers a versatile bonus living area, perfect for a media room, guest suite, or additional gathering space. Each bedroom is designed for privacy and comfort, with its own en-suite bathroom, making this home well-suited for family and guests alike. Situated within the amenity-rich Lakehouse Cove community, residents enjoy access to a resort-style clubhouse, fitness center, pool, kayak launch, and miles of scenic walking trails. Conveniently located near shopping, dining, and all that Lakewood Ranch has to offer, this lakefront home presents a rare opportunity to enjoy refined Florida living at its best.
Listing is courtesy of: RANCH REALTY (941-228-1229)
Listing Agent: Kevin Bryceland (941-228-1229)
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