Location: Sarasota
Do Not Show Listings
35 WATERGATE DR #1103, SARASOTA, FL 34236
$2,200,000473 Days on yellowkey MLS ID: A4643363
0 Days Off yellowkey (back on 5/21/2026)
REDUCED by $250,000 (10.2%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2985 Built: 2003 Tax: $19,803 (2024)Community: The Tower ResidencesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,803
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Stunning direct Westerly water views of Sarasota Bay from every room, 3 bedrooms and 3 full baths, gourmet kitchen with new high-end appliances, private elevator/foyer, luxurious owner's suite with expansive covered balcony overlooking the water. Whether you seek a serene or active lifestyle, this beautiful home allows convenient access from one of the best locations in the city. Residents enjoy the building's own pool, theater room and gym, PLUS the luxury offerings of the Ritz-Carlton Hotel that includes 24-hour in-residence dining and membership availability to the Ritz Private Golf Club and Beach Club on Lido Beach. The building is walking distance to downtown Sarasota's vibrant and cultural amenities -- Marina Jack Park, Van Wezel Performing Arts Hall, The Bay, Opera House, ballet, orchestra, Selby Gardens, a vast variety of restaurants and shopping with St. Armands Circle and Lido Beach just over the causeway.
Listing is courtesy of: DEREK BILLIB, LICENSED R.E. BROKER (941-302-3600)
Listing Agent: Derek Billib (941-302-3600)
2615 SHERIDAN DR, SARASOTA, FL 34239
$375,00015 Days on yellowkey MLS ID: A4696437
0 Days Off yellowkey (back on 6/15/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1307 Built: 1962 Tax: $4,696 (2025)Community: South GateSingle Family
Taxes:$4,696
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Discover this well-maintained 1962-built gem in the highly desirable South Gate neighborhood of central Sarasota. Featuring 2 bedrooms, 2.5 bathrooms, and 1,307 sq ft of air-conditioned living space, this split-plan home provides excellent flow and privacy. Enjoy generous living and family rooms perfect for everyday living and entertaining, plus abundant closets throughout for ample storage. Step inside to appreciate the elegant cove moldings and open layout that highlight the home's classic character. The oversized 2-car garage offers plenty of room for vehicles and extra storage, while the large lot comfortably accommodates boat and RV parking. Recent updates include a new roof installed just 2 years ago, and the home sits in desirable Flood Zone X (minimal flood risk, no mandatory flood insurance required). Though thoughtfully preserved with its original appeal, this home presents a fantastic opportunity for personalization—bring your vision to create a truly custom space while benefiting from a solid foundation and prime location. Conveniently located in South Gate, you're just minutes from shopping at Southgate Plaza and nearby malls, world-famous Siesta Key Beach, vibrant Downtown Sarasota with its dining, arts, and entertainment scene, and top medical facilities. This established, deed-restricted community blends mid-century charm with easy access to everything Sarasota has to provide. Ideal for first-time buyers, downsizers, or investors seeking a solid, centrally located property with strong potential. Don't miss this chance to own a piece of South Gate history!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
6312 41ST CT E, SARASOTA, FL 34243
$415,000369 Days on yellowkey MLS ID: A4656525
0 Days Off yellowkey (back on 6/11/2026)
REDUCED by $24,000 (5.5%) on 05/09/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2219 Built: 2007Monthly Fee: $560 Tax: $3,694 (2024)Community: Cascades At Sarasota Ph IiiaSingle Family
Taxes:$3,694
Remarks: Under contract-accepting backup offers. Welcome to 6312 41st Ct E. This home is the Best Value in the Cascades of Sarasota! Featuring a *** BRAND NEW ROOF *** This well-maintained home presents an exceptional opportunity to enjoy an active, resort-style lifestyle! IMPROVED PRICE + BRAND NEW ROOF = EXCELLENT VALUE!!!! Larger than many homes in the community, this 2-bedroom, 2-bath home with a DEN offers a comfortable, easy-living floor plan with distinct, well-defined spaces—ideal for those who appreciate privacy, flexibility, and a sense of calm. The private location of the den enables it to easily function like a 3rd bedroom. High ceilings enhance the main living areas. The separate living and family rooms, formal dining room, and a breakfast nook create a natural flow for daily living and entertaining. The kitchen is thoughtfully designed for functionality and ease, featuring newer appliances and ** NEW CUSTOM PULL-OUTS ** in every cabinet, making organization and accessibility effortless. The spacious primary suite serves as a relaxing retreat with bay windows, a generous en-suite bath with both a tub and a walk-in shower. It also features an adjacent flex space that can easily function as a home office, hobby room, exercise space, etc. Additional features include accordion hurricane shutters and a 2020 A/C! This home is move in ready! Residents of The Cascades enjoy a vibrant and active 55+ amenity-rich lifestyle. There is a newly renovated 25,000 sq ft clubhouse, heated INDOOR AND OUTDOOR POOL, tennis and pickle ball courts, fitness center, billiards, art studios, and an active calendar of clubs and general social events. Conveniently located near shopping, dining, medical facilities, and Sarasota’s world-renowned beaches. With no CDD fees and an HOA that includes lawn care, cable, internet, and security, this home represents an outstanding value. This home is PRICED TO SELL!!! It is the best opportunities currently available in The Cascades. Schedule your private showing today.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Julie Shaw (941-408-4760)
2447 FOSTER LN, SARASOTA, FL 34239
$315,00015 Days on yellowkey MLS ID: TB8517492
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1508 Built: 1956 Tax: $4,541 (2025)Community: South GateSingle Family
Taxes:$4,541
Remarks: Opportunity, location, and potential come together at 2447 Foster Road in Sarasota. This 3-bedroom, 2-bath home with a 1-car garage offers a flexible layout and the chance to create something truly special in an established Sarasota location. Inside, you'll find an inside utility room, enclosed porch, and living spaces ready for your personal updates and design vision. The spacious backyard provides room for outdoor entertaining, gardening, play space, or future enhancements. This property is ideal for buyers looking to customize a home to their own taste while building equity. Whether you are searching for a primary residence, seasonal retreat, or investment opportunity, the possibilities here are enormous. Conveniently located just minutes from Downtown Sarasota with its restaurants, shopping, arts, entertainment, and waterfront attractions, this home also offers easy access to world-famous Siesta Key and Gulf beaches. Enjoy nearby parks, dining, shopping centers, cultural venues, and all that Sarasota s coastal lifestyle has to offer. Approximate distances include about 5 miles to Siesta Key Beach and approximately 4 miles to Downtown Sarasota. Bring your ideas and imagination this property is ready for its next chapter. All information is believed to be accurate but is not guaranteed. Buyers and agents to verify all facts/information pertinent to their purchase decision. Property is in First Look - owner occupied, nonprofit buyers, and government institutions only for the first 30 days. Investor offers will be reviewed starting day 31.
Listing is courtesy of: RESULTS REAL ESTATE INC (727-596-8181)
Listing Agent: Stephanie See (727-580-6275)
3615 HIGEL AVE, SARASOTA, FL 34242
$650,000172 Days on yellowkey MLS ID: TB8460558
REDUCED by $49,900 (7.1%) on 06/15/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1550 Built: 1951 Tax: $19,585 (2025)Community: Siesta Rev OfApartment
Taxes:$19,585
Remarks: An exceptional opportunity on coveted Siesta Key, this duplex property with two units is offered as-is, with flexibility to restore the existing structure or rebuild to suit your vision. Situated on an expansive lot just minutes from Shell Beach and Siesta Key Public Beach, the property offers convenient access to world-famous sand beaches, dining, and shopping. Whether you are a builder, investor, or owner looking to create a custom coastal retreat or income-producing duplex, this property presents outstanding potential in one of Florida’s most desirable island communities. All offers are welcomed and encouraged.
Listing is courtesy of: GENSTONE REALTY (833-396-0092)
Listing Agent: Tammy Hall (815-791-9910)
2375 LAKESIDE MEWS #D2, SARASOTA, FL 34235
$200,000180 Days on yellowkey MLS ID: A4676142
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1560 Built: 1979 Tax: $3,668 (2025)Community: Meadowlake ICondo
Taxes:$3,668
Remarks: Amazing lake views! Check out the incredible amenities as well-tennis, pickleball, water aerobics, tai chi, yoga and more! Located just steps from the golf course, this rare and private three-bedroom, two bathroom townhouse is nestled in the highly sought-after community of The Meadows of Sarasota, just south of Benderson Park and UTC. Newer roof in 2023, community pool and access to other great amenities make this community exceptional. Come enjoy living in the most beautiful community for walking and biking paths in Sarasota. This two-story residence offers the convenience of main-level living with all essential amenities, including the laundry room located downstairs, providing an ideal layout for those who prefer fewer stairs while maintaining privacy for guests upstairs. The home features a spacious screened lanai with an extended paver patio out the back sliding glass doors, perfect for outdoor dining or relaxing beneath the shade of a mature oak tree. Constructed of durable concrete block, this villa offers a truly maintenance-free lifestyle, with exterior and yard maintenance handled by the HOA. Residents enjoy close proximity to the community pool and clubhouse, along with access to fitness facilities, social activities, walking and biking trails, green spaces, and optional golf, tennis, and pickleball through country club membership. Conveniently located near downtown Sarasota, UTC shopping and dining, I-75, and Sarasota’s renowned beaches, this 1,560-square-foot property is an exceptional opportunity not to be missed.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Michele Tanner (941-894-5603)
5521 CHANTECLAIRE #21, SARASOTA, FL 34235
$314,500115 Days on yellowkey MLS ID: A4684320
REDUCED by $14,500 (4.4%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985 Tax: $3,913 (2025)Community: ChanteclaireVilla
Taxes:$3,913
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: WELCOME HOME to this aggressively priced villa home located in on of Sarasota's most established Golf and Country Club communities in this wonderful 3 BEDROOM, 2 BATH Bright and Spacious Villa nestled in the well- established Villas of Chanteclaire in The Meadows Golf and Country Club. This villa offers the new buyer exciting opportunities to creatively update the current floor---a wonderful opportunity to your personal taste or simply just enjoy the decor 'as is'. Enjoy discovering the best use the tiled sunroom, lined with windows overlooking the garden area! The Villas' Roof is less than two years old. NO CCD Fee. Enjoy many miles of trail to walk, hike or bike. Fun for all to choose from. Located a short drive to University Town Center and the commercial surrounding areas designed for shopping, entertainment, and recreational pastimes of your choosing. So much fun close by. Year-round entertainment indoors and outside for local residents and for visitors alike. Oh, and do experience the NEW World Class Mote Marine Seaquarium.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Jackie Woods (941-356-4093)
4205 CASTLEBRIDGE LN #1112, SARASOTA, FL 34238
$275,000125 Days on yellowkey MLS ID: A4682787
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1999 Tax: $3,260 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$3,260
Remarks: Palmer Ranch Condo close to Siesta Key and Lagacy bike/walking trail - Move in condition - Ceramic tile in living area - Bedrooms are both carpet - Glass enclosed lanai - New AC February 2026 - Outside storage room for bikes/beach chairs etc - Gated community with junoir olymnic sized heated pool hot tub/spa - Lighted tennis and pickle ball courts - basketball court - bicycle stands - BBQ/picnic area - Clubhouse includes fitness center - billard and card rooms - library and private 32 seat movie theatre - Pinestone is 1/2 mile to Sarasota Square Mall, Costco, YMCA, theatre and dining
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Robert Agnello (941-928-1328)
6563 BIG BAYOU DR, SARASOTA, FL 34241
$624,990225 Days on yellowkey MLS ID: A4671778
REDUCED by $5,000 (0.8%) on 05/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2064 Built: 2026Monthly Fee: $330 Tax: $1,696 (2025)Community: Grand Park Phase 2Single Family
Taxes:$1,696
High School: Riverview High
Remarks: Under Construction. Welcome to the White Star by Neal Communities, a beautifully designed 3-bedroom home that blends privacy, luxury, and functionality. This spacious floor plan spans 40 feet wide and features an oversized den, a long, trayed-ceiling foyer, and a true butler’s kitchen—perfect for both everyday living and entertaining. The extra-long living room separates the primary suite from the guest bedrooms, offering a thoughtful sense of privacy. The on-trend kitchen showcases a dark-stained wood island paired with bright white linen cabinetry and white quartz countertops, creating a perfect balance of warmth and sophistication. Enjoy south-facing backyard views that capture full Florida sun throughout the day while overlooking a unique littoral shelf and nature preserve—a truly serene and environmentally distinctive setting. Just a short stroll to the community amenity center, you’ll have access to two resort-style pools, a stunning clubhouse, and more. Experience refined Florida living in the White Star—where modern design meets natural beauty.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
1865 ORCHID ST, SARASOTA, FL 34239
$1,795,00082 Days on yellowkey MLS ID: A4688669
REDUCED by $100,000 (5.3%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$17,715
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
7607 PRESERVES CT, SARASOTA, FL 34243
$379,00041 Days on yellowkey MLS ID: A4691780
4 Days Off yellowkey (back on 6/15/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1515 Built: 1997 Tax: $4,145 (2025)Community: The Preserves At Palm-AireCondo
Taxes:$4,145
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Welcome to “The Preserves at Palm Aire.” This brightly elegant home has an en-suite master bedroom, a second bedroom, a second bathroom and a den that can be converted into an office or a third bedroom as well as a roomy kitchen with two pass throughs to the living area….. As you enter the home from the brick paved courtyard through the glass inlaid mid-century-modern front door, you will become immersed in the open concept floor plan. Large windows and high ceilings provide an airy experience where one can flow through the living-dining room to the expanded enclosed lanai and out into the spacious grass yard. Hurricane windows and slider door installed in 2022. There is no need for window treatments as there are plantation shutters on every window throughout the home…. the attached garage has a terrazzo floor that can easily hold a car/suv, plus a golf cart, boxes of Christmas decorations, tools and a snowblower….. Palm-Aire is a master planned community near the border of Sarasota and Manatee counties. It is well situated to downtown Sarasota, the Sarasota Airport, the UTC Mall and I-75….. The Preserves is a charming neighborhood within the greater Palm-Aire community…..This Villa is a short walk from the Palm-Aire Country Club and Golf Course. Membership in the club is not required. However, several levels of Social Participation are available for those who do not hit the little white (or pink) ball but who want to join in the non-golf activities..........Please see the attached pictures with descriptions to get a better understanding of the features of this wonderful home..........Photos taken with furniture that has since been removed.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Bob Keir (412-977-3064)
6438 HOLLYWOOD BLVD, SARASOTA, FL 34231
$4,500,00039 Days on yellowkey MLS ID: A4693913
REDUCED by $475,000 (9.5%) on 06/15/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4282 Built: 2009 Tax: $35,895 (2025)Community: Pine Shores Estate 7Th SecSpa: NoSingle Family
Taxes:$35,895
Remarks: Welcome to Coucher du Soleil — French for "Sunset" — a magnificent gated waterfront estate styled after the grand French residences of New Orleans. Breathtaking views of Little Sarasota Bay, Siesta Key, and spectacular daily sunsets greet you from every room of this one-of-a-kind home. Impeccable craftsmanship is evident throughout, from the custom sapele mahogany front doors and hand-carved fireplace mantel to the handmade crown moldings and exotic sucupira hardwood floors. An elevator, exquisite lighting fixtures, exterior gas lanterns, and thoughtful hardware selections make this residence as functional as it is beautiful. The open-concept living and dining room flows seamlessly through numerous French doors onto an expansive covered balcony, also accessible from the guest suite and solarium. A custom library offers a tranquil retreat, while the entire top floor is dedicated to the primary suite, complete with a private office, morning kitchen, spacious dressing room, and private balcony with unsurpassed views. The carriage house provides an ideal in-law or guest suite with its own entrance, kitchen, bath, and balcony. Outdoors, enjoy the sprawling verandah overlooking the saltwater pool or head out on the water from your 50-foot composite dock with lift, electric, water, and sailboat access. Truly a one-of-a-kind Sarasota estate, do not miss this opportunity.
3310 MINEOLA DR, SARASOTA, FL 34239
$665,000170 Days on yellowkey MLS ID: A4676490
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $10,000 (1.5%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1818 Built: 1958Monthly Fee: $17 Tax: $3,383 (2025)Community: South GateSpa: YesSingle Family
Taxes:$3,383
Remarks: Under contract-accepting backup offers. How will you keep cool this Summer? With a pool of course! Waterfront pool home for those who love nature and will enjoy overlooking the Jaffa Canal. Manatees will visit your backyard when dredging is complete. Connected to Phillippi Creek, you will have access out to Little Sarasota Bay, the Intercoastal Waterway & Gulf Waters! County dredging project underway of creek and canal behind this home! Discover Paradise in this home built on 1/3 acre on an island & private cul-de-sac. It is ideal for a full-time homestead or seasonal residence, located in the highly desirable South Gate neighborhood & Southside Elementary school district! Relax in your own outdoor oasis with 31'x14' & 8’ deep with aerating fountains and a 7’x7’ built in heated Spa! The open floor plan of this home makes it flexible for your needs with 2 larger bedrooms and 3rd used as a den with built-ins in closet. Master suite has custom walk-in closet and Travertine updated bath, glass-enclosed shower, large vanity & cabinet w/pull-outs. The French doors open to beautiful palm trees giving privacy to the outdoor spa area! The flex/family room also opens up to the 59’x24’ screened pool area, covered lanai and pool deck! Use the flex room as a den, art studio/craft room, informal dining & family room. Entry hall closet also has built-in shelving/drawers. French doors can be open or closed to afford privacy to the great room and adjacent updated kitchen with granite counters, wood cabinets & stainless steel appliances *New Refrigerator 2025 *New Air Conditioner 2025 *Shingle Roof 2019 *Sewer Connect 2015 **Pool added in 1999 ~ Re-marcited in 2013, Pool/Spa Heat pump 2015, Pool Motor 2019 *Two Water heaters (on each end of home installed 10/2022 & 8/2016) *Many additional updates since original build include electrical switches/outlets, 5" baseboards, wood casing detail, doors, hardware, windows & underground utilities *Well for irrigation of lush tropical, low-maintenance Florida friendly landscaped yard on this 13,000 sq. ft. lot. with seawall. The 460 sq. ft. 2 car garage has built in work bench & additional laundry room w/storage closet. Located just minutes to Sarasota Memorial Hospital, Downtown Sarasota, Shopping, Southside Village, St. Armand's Circle, World-famous Siesta Key and Lido Beaches! *HOA is optional only $200/year ~ Schedule your visit today!
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Solveiga Spalvins (941-320-6860)
2155 WEBBER ST, SARASOTA, FL 34239
$280,00062 Days on yellowkey MLS ID: O6401903
3 Days Off yellowkey (back on 6/15/2026)
REDUCED by $35,000 (11.1%) on 06/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 970 Built: 1954 Tax: $5,099 (2025)Community: South Side ParkSingle Family
Taxes:$5,099
Remarks: Under contract-accepting backup offers. Discover a rare opportunity in the heart of Sarasota — a historic 2-bedroom, 1-bath home on a lot offering over 4,700 sq ft of buildable space, priced at $315,000. Whether you're an investor, developer, or end-user ready to build your dream home, this property delivers serious upside. Ideal for a high-end single-family residence or a rent-by-the-room income strategy, the existing structure and generous lot give you the flexibility to execute your vision. Located just minutes from Sarasota Memorial Hospital and the world-famous Gulf Coast beaches, the parcel falls outside most flood plains — sitting in FEMA Flood Zone X — offering peace of mind and reduced insurance costs. Redfin Sarasota Memorial Hospital is less than one mile away, making this an especially attractive location for healthcare workers or medical tourism rentals. The property is situated in the Southgate neighborhood within ZIP code 34239 — one of Sarasota's most sought-after in-town corridors. Don't miss this investor-friendly opportunity in one of Southwest Florida's premier real estate markets.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Antoinette Munroe (786-252-8237)
814 PARADISE WAY, SARASOTA, FL 34242
$1,945,000110 Days on yellowkey MLS ID: TB8483961
REDUCED by $50,000 (2.5%) on 06/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1996 Built: 1962Monthly Fee: $17 Tax: $14,830 (2025)Community: Siesta IslesSingle Family
Taxes:$14,830
Elementary School: Phillippi Shores Elementary
Remarks: Exceptional Siesta Key waterfront residence offering a rare opportunity to own a turn-key, move-in-ready 4 bedrooms and 2 bathrooms home in one of the island’s most desirable and tranquil locations. Situated on a quiet cul-de-sac along a grand canal, the property provides privacy, scenic water views, and easy boating access to the Bay with only one higher bridge to navigate. A standout feature is the expansive Florida room, a light-filled living space designed for year-round comfort with floor-to-ceiling windows and seamless views of the water and surrounding greenery—ideal for relaxing or entertaining. The home has been thoughtfully maintained and is in excellent condition, allowing for immediate occupancy or rental income potential. Additional highlights include a heated pool, open and functional layout, and spacious living areas. Located just minutes from Siesta Key Beach and Siesta Key Village, this property combines prime location, generous living space, and waterfront charm, making it ideal as a primary residence, vacation home, or investment property. The house did not get flooded from the recent 2024 storms, a new roof was replaced in 2024, A/C was replaced in 2023, a pool heat pump was installed in 2023, re-piped and remodeled in 2022.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
4509 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$499,99941 Days on yellowkey MLS ID: A4693665
REDUCED by $10,001 (2.0%) on 06/15/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2190 Built: 1956 Tax: $4,158 (2025)Community: Flora VillaSingle Family
Taxes:$4,158
Elementary School: Wilkinson Elementary
Remarks: Unique and enchanting, this charming four-bedroom, two-bath split-plan home offers 2,190 square feet of character-filled living space. Vaulted ceilings with exposed wood beams, an ample-sized loft ideal for an office or guest space and a cozy wood-burning fireplace create a warm and inviting atmosphere. The thoughtfully designed layout and distinctive architectural details provide both comfort and versatility, ideal for everyday living and entertainment. The spacious primary suite features a large walk-in closet and added benefit of a newer separate air-conditioning unit (2023). The kitchen is well-appointed with granite countertops, wood cabinetry with over- and under-cabinet lighting and a convenient indoor laundry room nearby. The flexible fourth bedroom is positioned and generously sized to easily serve as a family room or dining area. Outside, enjoy a fully fenced backyard that feels like a private oasis, showcasing lush gardens in a peaceful, serene setting, ideal for attracting butterflies and native birds. Recent upgrades include a roof (2021), HVAC system (2019), water heater (2021) and PGT hurricane-rated windows and doors. Additional features include a putting green, a quiet dead-end street, a covered two-car carport with a breezeway, an outdoor storage shed, room for a pool and a large double driveway with plenty of space for RV or boat parking. Ideally located near downtown Sarasota’s fine dining and arts district, St. Armands Circle, UTC Mall, Interstate 75, Sarasota Memorial Hospital, parks, boat ramps, short distance to Riverview High School and Wilkinson Elementary School and the world-renowned Siesta Key and Lido beaches. This home offers a blend of charm, convenience and lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Cindy Pierro (941-920-6818)
530 SAINT ANDREWS DR, SARASOTA, FL 34243
$420,00062 Days on yellowkey MLS ID: A4690819
REDUCED by $10,000 (2.3%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1593 Built: 1963 Tax: $4,878 (2024)Community: Whitfield Country Club Estates 1Single Family
Taxes:$4,878
Remarks: Discover easy Florida living in this updated 3-bed, 2-bath home located in the highly desirable Whitfield Country Club Estates—where there are no HOA fees and plenty of room to make the home your own. Perfect for first-time buyers, downsizers, or anyone craving a relaxed coastal lifestyle, this home features a freshly landscaped yard, a spacious fenced backyard, and a handy storage shed nestled among mature trees. Step into the large Florida room with NEW hurricane-impact windows and a mini-split heat/AC system (2026) adding an additional 363 sq ft of year-round HVAC space—an ideal spot to enjoy morning coffee or evening downtime with peaceful views of the greenery. Major upgrades give you peace of mind, including: Metal roof (2023), A/C system (2021), Updated electric panel (2023), Repiped (2020), Water heaters (2022 & 2005). Inside, the home offers generously sized rooms and an inviting living area perfect for hosting friends or family. Two bedrooms also feature their own wall-mounted mini-split units for added comfort during warmer months. All of this is set in a well-established, walkable neighborhood just minutes from beautiful beaches, great restaurants, shopping, museums, golf, and the airport. Move-in ready and easy to love—schedule your showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
3567 74TH AVENUE CIR E, SARASOTA, FL 34243
$480,000324 Days on yellowkey MLS ID: A4660983
2 Days Off yellowkey (back on 6/15/2026)
REDUCED by $19,000 (3.8%) on 05/03/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2328 Built: 2021Monthly Fee: $120 Tax: $6,911 (2024)Community: Grady PointeSingle Family
Taxes:$6,911
Remarks: Under contract-accepting backup offers. Welcome to your dream home! Get ready to be captivated by the stunning 4-bedroom, 3-bathroom residence. Nestled in a convenient location with a short driving distance to IMG Academy, UTC Mall, grocery stores, Downtown Sarasota, and beautiful beaches, this property offers the perfect blend of serenity and accessibility. From the moment you approach this home, you'll be greeted by its charming curb appeal. The lush landscaping and well-maintained exterior set the stage for the remarkable experience that awaits inside. As you enter, prepare to be amazed by the spacious and inviting atmosphere that flows throughout the entire property. The heart of this home is undoubtedly the living area, where large windows perfectly frame the picturesque outdoor area. The abundance of natural light creates an airy and vibrant ambiance, making it an ideal space for both relaxation and entertainment. Whether you're hosting a lively gathering with friends or enjoying a cozy evening with loved ones, this living area will effortlessly accommodate your every need. The adjacent kitchen is a culinary enthusiast's paradise. Equipped with modern appliances, ample counter space, and a convenient breakfast bar, it's a haven for creating delicious meals and memories. The spacious bedrooms offer a peaceful retreat for everyone in the household. The master suite is a true oasis, a walk-in closet, and a luxurious en-suite bathroom. Three additional bedrooms provide flexibility and comfort, whether you envision them as guest rooms, a home office, or a personal gym. The outdoor space is equally impressive, as it invites you to soak in the beauty of nature. Picture yourself hosting barbecues on the patio, basking in the Florida sunshine, or simply unwinding with a good book while being serenaded by the sounds of nature. With its enviable location, this home allows you to take full advantage of the vibrant Sarasota lifestyle. Explore the renowned IMG Academy, indulge in retail therapy at the UTC Mall, or discover the culinary delights of downtown Sarasota. And when you're in the mood for sand between your toes and salty breezes, the pristine beaches are just a short drive away. Don't miss the opportunity to make this exceptional home your own. Contact us today to schedule a private tour and experience the magic for yourself. Your dream of living in a picturesque paradise awaits!
Listing Agent: Kenia Rivas (941-737-6801)
35 WATERGATE DR #1101, SARASOTA, FL 34236
$3,690,000488 Days on yellowkey MLS ID: A4641708
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3751 Built: 2003 Tax: $40,152 (2024)Community: The Tower ResidencesSpa: YesCondo
Taxes:$40,152
Remarks: Under contract-accepting backup offers. Experience unmatched elegance and world-class service in this exclusive Ritz-Carlton residence, where breathtaking views and luxury amenities define the ultimate lifestyle. Nestled near downtown Sarasota's vibrant cultural scene, this rare southwest corner home seamlessly blends sophistication, comfort, and contemporary design. Step off your private elevator into a meticulously curated space, where every room showcases sweeping vistas. Designed with modern finishes, clean lines, and natural materials, this residence exudes refinement. The coveted three-bedroom layout boasts two expansive terraces, inviting you to unwind while taking in spectacular sunset panoramas. Crafted with impeccable attention to detail, the luxurious interior features custom-built cabinetry, designer accents, and elegant bamboo and zebra wood finishes. Neutral travertine flooring flows seamlessly through the main living areas, enhancing the home's timeless appeal. A climate-controlled wine storage system accommodates over 200 bottles, perfect for collectors and entertainers alike. The gourmet kitchen is equally impressive, featuring an induction cooktop, premium stone countertops, a striking backsplash, and ample storage. The regal master suite offers a serene retreat, overlooking the iconic Marina Jack with its ever-changing waterfront scenery. Designed for both relaxation and grandeur, this private sanctuary provides the perfect escape. Residents enjoy an unparalleled array of Ritz-Carlton amenities, including two sophisticated social lounges, a private movie theater, a state-of-the-art fitness center with saunas, steam rooms, and a dedicated massage treatment space. The heated outdoor pool and spa are surrounded by lush tropical landscaping, while outdoor grilling and dining areas create the ideal setting for entertaining. Just moments from Sarasota's renowned performing arts venues, art galleries, pristine beaches, fine dining, and luxury shopping, this residence offers a lifestyle of sophistication and ease. More than just a home, it is a statement of prestige and refinement, where luxury knows no limits.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Philip Pisano, Iii (941-468-8603)
1885 CLEMATIS ST, SARASOTA, FL 34239
$2,499,99055 Days on yellowkey MLS ID: A4691671
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $100,000 (3.8%) on 06/04/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3215 Built: 2011 Tax: $18,357 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$18,357
Remarks: Under contract-accepting backup offers. Perfectly positioned on one of Sarasota's most coveted West of Trail locations - the "Flower" streets - this custom built residence delivers a lifestyle that's walkable, central and effortlessly connected to everything Sarasota. Just three blocks to Hillview's shopping, dining and Sarasota Memorial Hospital, a short stroll to top-rated Southside Elementary and only minutes to downtown Sarasota and world-renowned Siesta Key Beach - this is the epitome of "Location. Location. Location." Built in 2011 by Paradise Homes, the home offers over 3,200 square feet of thoughtfully designed one-story living with 4 bedrooms and 3 baths. A bright, open-concept layout creates a natural flow for entertaining, while the split floor plan provides ideal privacy for guests or family. High-end finishes and custom details are found throughout—from tray ceilings and built-ins to designer closets and a warm gas fireplace anchoring the main living space. The chef’s kitchen is both functional and refined, featuring stainless Viking appliances, granite countertops, custom cabinetry with glass accents, a walk-in pantry, and a reverse osmosis system with instant hot water—perfect for everyday living and hosting alike. Step outside to your pocketing sliding doors to a shaded, private Florida retreat - where a saltwater PebbleTec pool and spa, pavered pool deck, and fire pit set the tone for relaxed coastal living. The fully equipped outdoor kitchen—complete with grill, sink, and refrigerator—makes entertaining a breeze, all complemented by a charming side garden for added privacy and ambiance. Constructed with concrete block and outfitted with all impact-rated windows and doors plus electronic shutters - the home offers exceptional peace of mind. Modern conveniences include a Control4 smart home system and a new (2025) tankless water heater. An oversized three-car garage with epoxy flooring, irrigation well, and meticulous attention to detail complete the offering.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Monica Verinder (941-704-4040)
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