Location: Sarasota , 34231
Do Not Show Listings
6338 BEECHWOOD AVE, SARASOTA, FL 34231
$540,00082 Days on yellowkey MLS ID: A4685783
REDUCED by $49,000 (8.3%) on 04/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1506 Built: 1954 Tax: $1,942 (2025)Community: Emerald HarborSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,942
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Located less than a mile from the world-famous Siesta Key Beach, this charming 3-bedroom, 2-bathroom home offers the perfect blend of coastal living and everyday convenience. Situated on a spacious lot, the property features a large backyard—ideal for outdoor entertaining, gardening, or simply enjoying Florida’s beautiful weather. A separate shed in the backyard provides additional storage or workspace. Hurricane windows throughout the house as well as an updated AC. Enjoy being just minutes from shopping, restaurants, and entertainment, while still tucked away in a quiet residential setting. Take a relaxing walk or short bike ride to the beach and experience the stunning white quartz sand and breathtaking sunsets that make Siesta Key so special. Whether you’re looking for a primary residence, vacation getaway, or investment opportunity, this home offers endless potential in one of Sarasota’s most desirable locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
1840 GLENGARY ST, SARASOTA, FL 34231
$329,900173 Days on yellowkey MLS ID: A4674979
1 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1395 Built: 1956 Tax: $13,649 (2024)Community: South Highland Amd OfSingle Family
Taxes:$13,649
Tax Year: 2024
Middle School: Riverview Middle
Remarks: This property is in the heart of Sarasota!! FULLY RENOVATED home has newer vinyl plank flooring throughout, fully remodeled kitchen with stainless steel appliances and quartz counter tops. This property has great income or investment potential. Close to downtown, hospital, shopping, dining and just a 7 minute drive to the #1 beach, Siesta Key! No HOA fees or community restrictions.
Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)
Listing Agent: Otto Hajek (941-966-6836)
4557 WORCESTER RD, SARASOTA, FL 34231
$469,000157 Days on yellowkey MLS ID: A4675974
REDUCED by $10,000 (2.1%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1423 Built: 1998 Tax: $4,659 (2025)Community: Flora-VillaSingle Family
Taxes:$4,659
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Located just minutes from the world-famous Siesta Key Beach (less then 6 miles) This newer 3-bed, 2-bath home (built 1998) sits quietly at the end of a dead-end street with no HOA and no CDD fees. The fully fenced yard is ready for pets, gardening, or future outdoor upgrades, while the location keeps you close to everything Sarasota offers—without the restrictions. Minutes from Bee Ridge Park, offering playgrounds, sports fields, shaded picnic areas, and year-round community activities for those who love to be outside. The sellers have already taken care of the big upgrades for peace of mind, including a roof replaced in 2020, a new AC in 2021, updated flooring, with no carpet, a hot water heater installed in 2024, and a brick patio and walkway added in 2024. The stove, washer, and dryer were also replaced in 2024. Lovingly maintained and move-in ready, this home blends comfort with convenience.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Grace Bonaccorso (941-580-1362)
2492 WATERVIEW CT, SARASOTA, FL 34231
$995,00039 Days on yellowkey MLS ID: A4691223
REDUCED by $100,000 (9.1%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2017 Built: 1955Monthly Fee: $38 Tax: $4,717 (2025)Community: Riverview ManorSpa: NoSingle Family
Taxes:$4,717
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Looking for a home with boating access in your backyard, yet still mainland and close to everything you need? Welcome to 2492 Waterview Ct in Sarasota! This home was substantially renovated in early 2024 and offers 3 bedrooms, 2 bathrooms, 2 car garage, pool, and dock with 4,500 lb boat lift on Phillippi Creek. You'll have peace of mind with a 2023 roof, all impact windows and doors, and knowing this home had NO WATER INTRUSION from any recent storms. Entering the home from the double front entry door, you'll be impressed with premium grade white oak engineered hardwood flooring throughout the home, high ceilings, new baseboards, trim, interior doors, and tons of natural light shining in. A spacious living room and dining room combination offers separation between your primary suite and spare bedrooms. The kitchen has quartz countertops, tons of cabinetry, a large pantry, and an eat in area perfect for a breakfast table or banquet. Enjoy subtle water views from your primary bedroom featuring a completely renovated ensuite bath with marble countertops, dual sinks, jet tub, frameless glass shower, water closet, and walk-in closet with custom built in shelving. On the other side of the home, you'll find a hallway with storage closet, a full bathroom with dual sinks and a shower/tub combination, along with two spare bedrooms - each housing dual closets with custom shelving. A laundry room with sink and cabinetry is located off the kitchen near the garage entry. Both areas of the main living space offer sliding glass doors leading out to a spacious patio and open-air pool that was completed in 2020. The fully fenced yard is perfect for pets, kids, and privacy. Walk through your backyard down to the creek and find a private boat dock with lift ready for you to enjoy countless days out on the beautiful waters surrounding Sarasota with just a quick boat ride to get to the main channel. You'll enjoy summer nights with the lively atmosphere and vibes of the Phillippi Creek boating community with your neighbors out and about on the water. The two-car garage has plenty of cabinetry for storage, along with a separate room plumbed for a full bath or whatever you want to make of it to suit your needs. Enjoy the privacy of this 1/3 acre lot knowing you'll never have a neighbor to the left side due to a large grassy retention pond area. Riverview Manor has very low HOA dues coming in at only $450 per year. You are minutes from the Landings shopping plaza and everything 41 has to offer, as well as less than 10 minutes to the North or South Bridge to Siesta Key, and less than 15 minutes to Downtown Sarasota. With water access, a boat lift and dock, renovated home, pool, and prime location, there is not much more you could be looking for! Schedule your showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Victoria Beckham (941-544-6734)
6836 ROXBURY DR, SARASOTA, FL 34231
$539,00056 Days on yellowkey MLS ID: A4686601
REDUCED by $36,000 (6.3%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1969 Tax: $5,635 (2025)Community: Gulf GateSingle Family
Taxes:$5,635
Elementary School: Gulf Gate Elementary
Remarks: A fantastic opportunity to own a beautifully updated pool home in Gulf Gate. Featuring 2 bedrooms, 2 bathrooms, a versatile bonus room, and a spacious one-car garage with a circular driveway, this property offers flexibility, comfort, and convenience in one of Sarasota's most established communities. Inside, the open-concept living and dining area is enhanced by tile flooring throughout, creating a bright and inviting atmosphere. The updated kitchen features granite countertops, while both bedrooms offer walk-in closets for ample storage. The bonus room provides additional flexibility and may be ideal for a home office, hobby room, guest space, or other uses depending on a buyer's needs. Significant updates include a 2021 roof, updated ductwork, improved underground plumbing, a new AC system installed in 2024, and a new 200-amp electrical panel completed in 2024. Additional improvements include a full-property irrigation system and landscape lighting with backyard timer controls, both installed in 2024. Step outside to enjoy the fully renovated heated saltwater pool and screened lanai, creating a private outdoor setting ideal for relaxing, entertaining, or enjoying Florida's year-round lifestyle. Currently operating as a successful vacation rental, the property offers an attractive opportunity for both owner-occupants and investors. Rental history is available for review. Ideally located just minutes from Siesta Beach, the Legacy Trail, shopping, dining, Gulf Gate Library, and everyday conveniences, Gulf Gate features sidewalks, streetlights, parks, and convenient access to many of Sarasota's most popular destinations.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
4001 GROVELAND AVE, SARASOTA, FL 34231
$1,500,00033 Days on yellowkey MLS ID: A4691652
Bed: 10 Bath: 0.0 Liv Area Sq Ft: 4291 Built: 1974 Tax: $13,014 (2025)Community: Grove ParkSpa: NoApartment
Taxes:$13,014
Remarks: LOCATION LOCATION LOCATION! Sarasota's hottest zip code is Presenting a strong multifamily investment opportunity just minutes from Siesta Key, this 5-unit hotel/ motel property offers current income, flexible rental options, and long-term upside in one of Sarasota’s most desirable rental markets. Located in a non-flood zone approximately 4 miles from Siesta Key Beach, the property is well positioned for long-term tenants, seasonal rentals, or potential short-term rental strategies. The building includes five 2-bedroom, 1-bath units, each offering broad tenant appeal and turnkey convenience. Long-term tenants are currently in place, while the property has the availability to hold a motel/hotel license, creating additional flexibility for future ownership and rental operations. Investor-friendly features include individually metered utilities, public water and sewer, paved parking, no required flood insurance, and reported general liability insurance of approximately $460. Recent improvements include exterior paint in 2024, remodeled kitchens in Units 2, 3, and 4 in 2024, updated bathrooms, major plumbing replacement completed in 2009 and 2010, roof replacement in 2014, blown-in roof insulation. The property also offers private amenities that help set it apart from typical multifamily options, including a heated and cooled swimming pool, screened patio room, and tropical outdoor space designed to enhance tenant or guest enjoyment. With current income, multiple rental strategy options, turnkey units, and a prime Sarasota location near Siesta Key, this property is a compelling opportunity for investors seeking cash flow, flexibility, and long-term appreciation potential. Schedule your private showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
5440 RIVERBLUFF CIR #87, SARASOTA, FL 34231
$219,0006 Days on yellowkey MLS ID: A4695042
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1971Monthly Fee: $622 Tax: $2,033 (2025)Community: Strathmore Riverside ISpa: YesVilla
Taxes:$2,033
Remarks: Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa in the highly sought-after 55+ Strathmore Riverside Villas community is the Florida lifestyle opportunity you have been waiting for. Whether you are pursuing the snowbird dream or making the permanent move to paradise, this turnkey gem is ready for you right now. Fresh 2025 upgrades include a brand new kitchen, new flooring throughout, and new plumbing — no projects, no headaches, just move in and start living. The bright open-concept layout offers comfortable and easy living with an in-unit washer and dryer, covered carport, and attached storage room. The community is where the magic happens. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, and end your day watching the sun set over Phillippi Creek. Boating enthusiasts will love the community marina with direct access to the Intracoastal Waterway and the Gulf of Mexico — boat slips available through the association. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. HOA fee includes cable TV, water, sewer, exterior building and grounds maintenance, building insurance, escrow reserves, and onsite management. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. At this price with these upgrades in this community, this one will not last long. Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000461 Days on yellowkey MLS ID: A4641614
REDUCED by $200,000 (3.0%) on 04/20/2026
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Remarks: One or more photo(s) has been virtually staged. Panoramic Sarasota Bay views, a gated West of Trail setting in Oyster Bay Estates and an exceptional boating lifestyle define this remarkable waterfront residence overlooking the downtown Sarasota skyline and open waters. Blending timeless architectural details with expansive entertaining spaces and resort-inspired living, the home presents a rare opportunity to experience one of Sarasota’s most sought-after waterfront addresses. Brand-new impact-rated windows and doors are scheduled for installation in August/September 2026, further enhancing the property’s long-term value and storm readiness. A grand arrival sets the tone with travertine stairs leading to stately double entry doors framed by an arched transom window. Inside, expansive living and dining spaces are highlighted by intricate coffered ceilings, artisanal millwork, wainscoting-lined hallways and walls of sliding glass doors designed to maximize natural light while showcasing breathtaking water views. A carved stone gas fireplace anchors the main living area, while seamless indoor-outdoor flow enhances the home’s elevated waterfront atmosphere. Designed for both entertaining and everyday living, the chef’s kitchen features an oversized center island with prep sink, granite countertops, custom wood cabinetry and premium Viking® appliances paired with a Sub-Zero® professional refrigerator. A walk-in pantry with custom organization and an adjoining butler’s pantry with beverage cooler, dishwasher drawers and glass-front cabinetry create exceptional functionality for hosting. Breakfast and casual dining spaces are positioned to capture spectacular waterfront and skyline views from nearly every angle. The great room is surrounded by windows framing Sarasota Bay, lush tropical scenery and the downtown Sarasota skyline, while multiple entertaining bars with beverage coolers, prep sinks, dishwasher drawers and granite countertops provide ideal gathering spaces for family and guests. The primary suite serves as a luxurious private retreat featuring windows overlooking the water, a custom sitting area and a spa-inspired bath with travertine finishes, dual vanities, jetted soaking tub, oversized walk-in shower and custom-designed walk-in closet. A dramatic wood staircase leads to four additional en-suite guest bedrooms, each with access to an enormous balcony showcasing stunning downtown and water views. A three-stop elevator provides convenient access throughout all levels of the residence. The ground-level bonus area seamlessly connects to the resort-style pool deck, creating exceptional flexibility for indoor-outdoor waterfront living. Above the garage, a private guest apartment with separate staircase access offers a living area, kitchenette, spacious bedroom, full bath and private balcony, ideal for extended guests or multigenerational living. Additional highlights include hardwood flooring, plantation shutters, crown molding, custom tray and coffered ceilings, a central vacuum system and extensive architectural detailing throughout. Located minutes from Siesta Key, Southside Village and vibrant downtown Sarasota, this extraordinary Sarasota waterfront estate offers a rare combination of luxury bayfront living, boating access, panoramic sunset views and timeless coastal elegance in one of Sarasota’s premier West of Trail neighborhoods.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
6725 ROXBURY DR, SARASOTA, FL 34231
$439,000111 Days on yellowkey MLS ID: A4682016
REDUCED by $10,900 (2.4%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1718 Built: 1970Monthly Fee: $6 Tax: $5,286 (2025)Community: Gulf GateSingle Family
Taxes:$5,286
Remarks: This beautifully updated Gulf Gate residence is a true standout, offering the perfect blend of comfort, style, and high-impact upgrades. Step inside to a bright, open layout enhanced by crown molding, modern coastal lighting, and a fully remodeled kitchen designed for both everyday living and entertaining. The kitchen features granite countertops, upgraded stainless LG appliances (2022–2023), an induction range, convection microwave with air-fry capability, oversized refrigerator, and bar-height seating that keeps you connected with guests. Major system upgrades provide exceptional peace of mind, including a brand-new roof (2024), new electrical panel (2021) with generator transfer switch, whole-house surge protection, EV charging outlet, hot water heater (2020), upgraded R25 attic insulation, and a smart attic fan. A new 2025 HVAC system with UV light enhances air quality and efficiency, while split AC units (2023) in the family room and third bedroom offer flexible climate control. Both bathrooms have been tastefully updated with granite countertops, and additional features like a storm-rated garage door, clear storm shutters, Ring doorbell, and tri-fuel generator add an extra layer of security and convenience. The garage is thoughtfully equipped with built-in cabinetry, a laundry sink, and motion-sensor lighting. Enjoy Florida living at its best with a spacious fenced backyard and paver patio, perfect for relaxing or entertaining. Located in deed-restricted Gulf Gate, residents enjoy sidewalks, streetlights, and close proximity to shopping, dining, and the local library. You’re just minutes from Gulf Gate Village, Siesta Key Beach, Legacy Trail, top-rated schools, fitness centers, and the vibrant arts and theater scene of downtown Sarasota. This is a move-in-ready home where the big-ticket items are already done — schedule your private showing today.
1725 BAYWOOD DR, SARASOTA, FL 34231
$2,595,000120 Days on yellowkey MLS ID: A4680848
REDUCED by $100,000 (3.7%) on 05/04/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3612 Built: 1984 Tax: $20,152 (2025)Community: Bay View AcresSpa: YesSingle Family
Taxes:$20,152
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 1725 Baywood Drive — an extraordinary waterfront estate ideally positioned just moments from open bay access in one of Sarasota’s most sought-after boating communities. Offered fully furnished, this exceptional residence delivers the ultimate blend of sophisticated coastal living and effortless luxury, allowing you to move in and immediately experience the Sarasota lifestyle at its finest. From the moment you arrive, lush tropical landscaping, a grand circular driveway, and elegant architectural presence create an unforgettable first impression. Inside, sun-drenched living spaces showcase timeless design, refined finishes, and an effortless flow ideal for both intimate living and upscale entertaining. Designed to maximize indoor-outdoor living, the home opens to a spectacular private waterfront oasis featuring panoramic water views, a resort-style pool and spa, expansive entertaining areas, and a fully equipped outdoor kitchen. Whether enjoying peaceful mornings by the water or hosting unforgettable sunset gatherings, every detail was thoughtfully crafted to embrace the beauty of Florida waterfront living. For boating enthusiasts, the private dock and 20,000-pound boat lift provide fast, direct access to Sarasota Bay and the Gulf of Mexico — making spontaneous days on the water effortless. Perfectly located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, and world-class dining, shopping, and entertainment, 1725 Baywood Drive offers a rare opportunity to own a true Sarasota waterfront retreat where luxury, privacy, and lifestyle come together seamlessly.
Listing Agent: Kelly Quigley (941-356-9954)
2411 GULF GATE DR, SARASOTA, FL 34231
$460,00041 Days on yellowkey MLS ID: A4690632
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1291 Built: 1962Monthly Fee: $6 Tax: $4,318 (2025)Community: Gulf GateSingle Family
Taxes:$4,318
Remarks: Under contract-accepting backup offers. Location, convenience, and charm! This delightful 2-bedroom, 2-bath home is ideally situated just two blocks from the shops and restaurants of the sought-after Gulf Gate community. Enjoy an open floor plan that flows seamlessly to a lovely screened-in pool area—perfect for relaxing or entertaining. NEW POOL PUMP & HEATER, NEW A/C in the last two years and IMPACT WINDOWS. The fully fenced yard offers plenty of space for pets to run and play. Features include terrazzo floors throughout, a circular driveway, and a FRESHLY PAINTED EXTERIOR. A wonderful opportunity to enjoy the Gulf Gate Lifestyle.
Listing Agent: Ingrid Caruso (941-539-6233)
2902 CAPTIVA GARDENS DR #3, SARASOTA, FL 34231
$259,90025 Days on yellowkey MLS ID: A4692905
REDUCED by $20,000 (7.1%) on 05/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1975Monthly Fee: $621 Tax: $2,243 (2025)Community: Captiva GardensSpa: NoVilla
Taxes:$2,243
Remarks: Looking for a Value Priced "Updated" Villa in Captiva Gardens with or without furniture? You've found it! All of these updates within the last 3 years: Luxury Vinyl Flooring*Hurricane Windows*Kitchen Appliances*Interior Freshly Painted*Walk-in Tub/Shower*LG Washer all in on*Recessed lighting & More! This villa has Coastal Fixtures and Decor and the furniture is optional! The layout is wonderful with two distinct living areas, providing ample space for relaxation and entertainment. Beautiful shell landscaping with decorative pots and a Lanai with a brick patio, which is a great place to unwind. Residents have full access to the Pool and the well maintained Clubhouse that is perfect for events and social gatherings with all of the friendly neighbors. The pool offers a refreshing escape and is ideal for soaking up the Florida sun or doing a leisurely swim. The location of this community is superb and it is within minutes to World Renowned Siesta Key Beaches, Gulf Gate Library, Legacy Trail, Gulf Gate Shops and Restaurants, Several Fitness Centers, A+ Schools and Shopping. UTC Mall is only 20 minutes away, as well as cultural downtown Sarasota with great nightlife, fine restaurants, opera, movie theaters and more. The one car garage is an added bonus that provides not only parking convenience but also adds additional storage options. You'll love living in sought-after South Sarasota. Whether you want to explore local parks, shop, hop on over to Siesta Key or take a walk or bike ride ... South Sarasota always has something to do. Make this one yours but don't wait!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
2153 PUEBLO CIR #V14, SARASOTA, FL 34231
$199,000126 Days on yellowkey MLS ID: A4679111
REDUCED by $33,000 (14.2%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1972 Tax: $2,363 (2025)Community: Woodside Village WestSpa: NoCondo
Taxes:$2,363
Remarks: Located in the heart of Sarasota, this ground floor 2/2 villa is very comfortable, manageable and private. Tucked away in a private courtyard, this villa has been lovingly maintained and upgraded by its owner. The windows and sliding glass door were replaced in 2016 with PGT vinyl frame impact double hung windows and impact sliding glass in the sliding door. The HVAC unit was replaced in 2022. The interior of the entire villa was freshly painted in 2022. The kitchen has cabinets galore and plenty of counter space. The laundry closet has a washer and dryer and storage space. The side door in the kitchen and the slider in the dining area lead to the private patio in the back of the villa. With permission from the Association, this patio can be screened in. There is a large walk in the closet off of the primary bedroom plus an ensuite bath with a large vanity and a step-in shower. Grab bars have already been installed in the shower. There is a full guest bath with tub/shower. More closet space and storage in the second bedroom plus in the large hallway closet. This active 55+ community has a swimming pool. Each unit has its own parking space plus guest spots. There are a total of 48 units in this private enclave. Conveniently located close to shopping, restaurants, medical offices and houses of worship plus only a few miles away from America's #1 Beach at Siesta Key. Being sold turnkey furnished, this villa is move in ready.
Listing Agent: Helene Hyland (941-685-2274)
7689 COVE TER, SARASOTA, FL 34231
$3,499,00035 Days on yellowkey MLS ID: A4691515
REDUCED by $196,000 (5.3%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4564 Built: 1964Monthly Fee: $25 Tax: $18,202 (2025)Community: Southpointe ShoresSpa: YesSingle Family
Taxes:$18,202
Remarks: Just three homes in from the open waters of Little Sarasota Bay, this beautifully updated waterfront residence in Southpointe Shores offers a rare combination of location, scale, and immediate livability. Positioned on a quiet cul-de-sac with nearly 100 feet of Intracoastal frontage, the property captures wide water views and direct boating access in one of Sarasota’s most desirable neighborhoods. Spanning more than 4,500 square feet across two levels, the home is designed for both everyday comfort and entertaining. An open layout defines the main level, where wood-grain tile flooring connects the primary living spaces and walls of pocketing sliding glass doors open fully to the outdoor living areas—creating a seamless indoor-outdoor experience. The recently reimagined pool deck serves as the centerpiece of the home’s outdoor setting, featuring a covered lounge area, summer kitchen with built-in grill, and a resort-style heated pool and spa with sun shelf and waterfall features. The expansive patio overlooks peaceful waters, offering a dynamic waterfront backdrop from morning through sunset. Inside, the new chef’s kitchen has been thoughtfully updated (in 2024) with custom contemporary cabinetry, quartz countertops, high-end appliances—including a built-in Miele coffee station—center island with breakfast bar, and a full-sized wine cooler. The adjacent family room offers vaulted ceilings, water views, and a well-appointed wet bar with built-in shelving, creating a natural gathering space. Two guest suites with updated en-suite baths are located on the main level, along with a dedicated laundry room. The second floor is reserved for privacy, featuring an expansive primary suite with sweeping water views, fireplace, custom walk-in closet, and a marble en-suite bath. A study and additional bedroom on this level provide flexibility for a home office, fitness space, or nursery. Recent upgrades enhance both comfort and peace of mind, including impact windows and sliding glass doors (2020), a new seawall (2019), tile roof (2016), updated electrical wiring, modernized baths, and newer HVAC and water heater systems. Set on an oversized waterfront homesite with direct access to the Intracoastal Waterway, this boater’s sanctuary includes a newer private dock with 27,000-pound lift, accommodating a variety of boating needs. Southpointe Shores is a quiet, tucked-away waterfront community known for its proximity to Sarasota’s best coastal destinations. Siesta Key Beach and Crescent Beach are just minutes away, along with marinas, parks, and everyday conveniences. Downtown Sarasota’s cultural attractions—including The Bay Park, Selby Gardens, the Van Wezel Performing Arts Hall, galleries, and dining—are easily accessible, offering a lifestyle that balances privacy with connectivity.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1815 S LAKE SHORE DR, SARASOTA, FL 34231
$4,250,00047 Days on yellowkey MLS ID: A4690123
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $250,000 (5.6%) on 05/19/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4177 Built: 2023 Tax: $32,460 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$32,460
Remarks: Under contract-accepting backup offers. Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing the home's warm yet refined aesthetic. Designed for both entertaining and everyday enjoyment, the home features a temperature-controlled 120-bottle wine cellar with WhisperKool system, a dedicated golf simulator room with Foresight simulator, and multiple thoughtfully designed living spaces. Smart-home technology is seamlessly integrated through a Wicked Smart system, controlling lighting, sound, security, shades, and WiFi, along with a Lutron automated lighting system throughout. The large and private outdoor living spaces are equally impressive, featuring a custom outdoor kitchen with integrated sound system, a resort-style pool and spa with sun shelf, and elegant travertine pool decking, creating the perfect setting for relaxing or entertaining under the Florida sun. Additional highlights include a striking custom solid oak entry door, designer-selected tile throughout, a built-in Elkay water dispenser, two laundry rooms for added convenience, landscape lighting and a spacious three-car garage. A rare opportunity to own a meticulously designed luxury residence where timeless craftsmanship, cutting-edge technology, and exceptional amenities come together in one remarkable Sarasota home.
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
6742 BOWLINE DR, SARASOTA, FL 34231
$450,00082 Days on yellowkey MLS ID: A4685028
REDUCED by $20,000 (4.3%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1444 Built: 1969Monthly Fee: $3 Tax: $2,560 (2025)Community: Gulf GateSingle Family
Taxes:$2,560
Remarks: Motivated seller! Additional price reduction of $20K! One or more photo(s) has been virtually staged. If you're searching for an extra-large, fully fenced backyard in a quiet and private setting, this Gulf Gate gem may be exactly what you've been waiting for in a voluntary HOA community! This beautifully renovated home features a spacious split floor plan with two master suites, each offering large bathrooms—perfect for guests, multigenerational living, or added privacy. Major updates provide peace of mind, including a roof that is only 4 years old, A/C just 3 years old, and a water heater replaced 4 years ago. The home also features an updated kitchen with stainless steel appliances and stylishly updated bathroom vanities. The layout offers comfort, flexibility, and great functionality for everyday living. Enjoy the convenience of living just minutes from the world-famous Siesta Key Beach, along with easy access to Gulf Gate shops, restaurants, and nearby malls. Excellent A-rated schools make this location even more desirable. With its charm, valuable updates, and one of the most functional floor plans in Gulf Gate, this home offers comfort, convenience, and the best of a Florida lifestyle. Schedule your private showing today and contact your favorite Realtor before it's gone!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Pino (714-588-0319)
6014 BORDER LN, SARASOTA, FL 34231
$525,00029 Days on yellowkey MLS ID: A4692425
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1583 Built: 1954 Tax: $5,909 (2025)Community: Pine Shores Estate 4Th SecSingle Family
Taxes:$5,909
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this West of the trail home in coveted Pine Shores Estates offering larger, more private lots. This established neighborhood is just north of the Stickney Point Bridge and is a very short distance to Siesta Key! The home is ready to move into and features a split floor plan, granite and stainless-steel kitchen with adjacent breakfast room and pantry, plus a relaxing covered and screened patio. Additionally, the home has modern-era baths and kitchen, a central office, 2022/2024 roof, new water heater, partially fenced 1/4 acre lot, two separate driveways, and an oversized garage. The upstairs portion of the garage (14' x 24') could potentially be configured to accommodate a rental apartment, playroom, additional bedroom, or storage and could really add a lot to this great home! Located just a short distance from the unspoiled beauty and walking trails, kayak launch, and fishing docks of the Phillippi Estate County Park that features a wonderful seasonal weekly farmer's market! This great property is only .9 miles to Siesta Key and about 1.2 miles to beach access #12. This is walkable to restaurants, shops, places of worship, and is only about 5 miles to downtown Sarasota! No HOA or deed restrictions here so bring your boat or RV and take advantage of this great location very near to Siesta Key and in the center of all that Sarasota has to offer. Priced below recent appraisal!
Listing Agent: Joe Cleary (941-650-8485)
2706 WHITE SANDS DR, SARASOTA, FL 34231
$414,5007 Days on yellowkey MLS ID: A4694861
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1600 Built: 1961Monthly Fee: $6 Tax: $3,654 (2025)Community: Gulf GateSingle Family
Taxes:$3,654
Remarks: Don't miss your chance to own a beautifully remodeled home in Gulf Gate, one of Sarasota's most sought-after locations. This 1600 Square Foot home on a quiet street is move in ready with nothing to do but sit back & enjoy. As you approach the home along the paver walkway & covered porch, you step through an impact rated door to a modern open-concept layout with elegant new luxury vinyl plank flooring. Large windows in the Living Room flood the room with light, and a wall of windows in the Dining Room brightens every meal. The large updated white kitchen has newer appliances, tile backsplash, and a breakfast bar. Oversized sliding glass door opens to a large backyard deck for entertaining and a paver patio perfect for a firepit and grilling. Mature trees and palms abound and set the tone for relaxing on a private lot with room for a pool. Split floorplan has two bedrooms and a tile bath with a tub down a short hallway from living areas at one end of the home. At the rear of the home, the primary bedroom has a vaulted ceiling with walk-in closet, en-suite updated tile shower, chair height toilet and sliding glass door that opens to the deck. Laundry and storage shelves in 1 car garage. Hot water heater replaced in 2026, Roof in 2025, and the Central Heat & Air (with insulated ductwork) and R-32 Attic Insulation in 2020. Professionally painted inside & out in 2026. Modern 6 panel doors with new hardware, 4 ceiling fans and wide window blinds on replacement double pane windows throughout. Lovingly owned and updated by long term owners. Great schools, shopping, and Gulf Gate Village restaurants within easy walking distance. Area beaches, churches, and vibrant arts and culture a short drive away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Bob Moffatt (941-232-3370)
5915 TIDEWOOD AVE #4, SARASOTA, FL 34231
$299,900166 Days on yellowkey MLS ID: A4675716
REDUCED by $20,100 (6.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $1,857 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$1,857
Remarks: One or more photo(s) has been virtually staged. Completely renovated and ideally located in the waterfront community of Baywood Colony, this beautifully updated villa offers the perfect blend of modern comfort and coastal lifestyle. Just one block from Little Sarasota Bay and only moments to Siesta Key, this home places you right where you want to be. Inside, the updates shine from the moment you walk in. The open living and dining areas feel bright and welcoming, enhanced by new flooring and a warm wood-paneled ceiling that adds character and charm. Large sliding glass doors lead to the enclosed lanai, creating a seamless indoor-outdoor flow and offering a versatile space to relax or entertain. The kitchen has been fully renovated with new cabinetry, countertops, and stainless steel appliances, delivering a clean, modern look with functional design. Both bathrooms have also been beautifully updated, and new hurricane impact windows in the main living areas provide added peace of mind along with energy efficiency. The layout offers two comfortable bedrooms, including a spacious primary suite with its own private bath. The second bedroom is well-positioned for guests or flexible use as a home office. Step outside and enjoy the community’s true highlight—direct access to Little Sarasota Bay, where residents can take in stunning water views, launch a kayak, or simply relax by the water. Baywood Colony also features a heated community pool and well-maintained grounds, creating a laid-back, coastal atmosphere. Whether you're looking for a full-time residence or a seasonal retreat, this move-in ready villa combines thoughtful updates, a functional layout, and an unbeatable location near Siesta Key, dining, and shopping. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
4301 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$859,000192 Days on yellowkey MLS ID: A4672535
5 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3406 Built: 1970 Tax: $8,304 (2024)Community: Flora VillaSpa: NoSingle Family
Taxes:$8,304
Remarks: Under contract-accepting backup offers. A welcoming Sarasota residence that blends spacious indoor living with a true resort-style outdoor oasis, all positioned in one of the most convenient and desirable locations in Sarasota County. Thoughtfully decorated and beautifully maintained, this home opens with a charming courtyard entrance that sets an immediate tone of warmth and sophistication. Inside, Brazilian hardwood floors flow throughout the living spaces, complementing abundant natural light and an open, flexible layout. The home offers large bedrooms and two versatile flex rooms ideal for a den, office, playroom, hobby studio, gym, storage, or an additional guest suite. Upgraded interior doors add a refined touch, while the master bedroom features a custom built-in closet system for exceptional organization. The kitchen impresses with an epoxy river kitchen-island countertop paired with a copper farmhouse sink, creating a stunning focal point for both cooking and entertaining. Additional highlights include Mexican tile accents, a generous walk-in pantry, and thoughtful design that blends character with function. Step outside to discover the crown jewel of the property: a private, resort-style lagoon pool designed for the ultimate Florida lifestyle. This expansive 20,000-gallon saltwater pool showcases a rockwall waterfall, a dolphin fountain, bench seating, and a sun shelf for lounging. With outstanding sun exposure perfect for sunbathing, the pool is surrounded by an oversized pavered patio offering abundant space for lounge seating and entertaining. A 340-sq-ft screened lanai with a ceiling fan extends the indoor living space and provides a comfortable transition to the home’s breathtaking outdoor retreat. Mature tropical landscaping creates lush privacy, enhancing the serene ambiance and delivering the feeling of a secluded paradise. Completing the outdoor experience is a tiki bar with bartop seating and built-in lighting, ideal for evening cocktails, weekend celebrations, and memorable nights under the Florida sky. The property also includes a wired utility and workshop shed, plus an irrigation system for easy landscape maintenance. Beyond its impressive features, the location elevates this home even further. Residents are less than 10 minutes from Downtown Sarasota’s world-class dining, boutique shopping, waterfront parks, and vibrant cultural arts district. The world-famous Siesta Key Beach, renowned for its powdery white quartz sand, is approximately 10 minutes away, offering effortless beach days. The upscale UTC Mall and surrounding dining and entertainment district are about 15 minutes away, while St. Armands Circle and Lido Beach are roughly 20 minutes away for oceanfront dining and luxury leisure. Everyday conveniences, including Sarasota Memorial Hospital, grocery stores, parks, boat ramps, and I-75, are all within minutes, making this home a rare combination of comfort, style, and accessibility. Beautifully updated, move-in ready, and enhanced with an outdoor living experience rarely found in this location, this property presents an exceptional opportunity to embrace the best of Sarasota living! ROOF 2020. Two of three HVACs 2023. PVC plumbing throughout.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
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