Location: Sarasota, 34231
Do Not Show Listings
1628 CLOWER CREEK DR #225, SARASOTA, FL 34231
$299,90065 Days on yellowkey MLS ID: C7523352
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1211 Built: 1979Monthly Fee: $787 Tax: $2,667 (2025)Community: Pelican Cove XiCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,667
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: None
Remarks: Welcome to Pelican Cove, a true hidden gem where everyday living feels quietly tucked away in nature. This 2-bedroom, 2-bath second-floor condo offers a light and airy feel, with clerestory windows bringing in an abundance of natural light and peaceful garden views from nearly every angle. The home can be offered fully furnished, making it an easy transition whether you’re looking for a full-time residence or seasonal retreat. Set within a gated, 24-hour guarded waterfront community, Pelican Cove is known for its lush, mature landscaping that creates a setting unlike anything else in the area. Towering trees, bamboo, and winding paths give the neighborhood a serene, almost jungle-like feel, while also serving as a bird sanctuary filled with unique wildlife. It’s not uncommon to spot manatees along the boat docks or catch a glimpse of wildlife moving through the trees at dusk. For those who enjoy life on the water, the community offers boat slips accommodating vessels up to 40 feet at exceptionally low lease rates, along with storage and launch areas for kayaks, canoes, and paddleboards. Scenic boardwalks, fishing docks, and a waterfront gazebo add to the overall experience. Residents also enjoy access to multiple clubhouses, each with its own character, including one large enough to host over 200 guests with a grand piano, as well as spaces with fitness facilities and rentable rooms with full kitchens. There are six pools throughout the community, including one with a hot tub conveniently located near the unit, along with tennis and pickleball courts, walking trails, a library, and a wide variety of social, fitness, and creative activities. The association covers water, sewer, trash, and cable, allowing for easy, low-maintenance living. Pelican Cove offers a lifestyle that feels private, peaceful, and connected to nature, while still being close to everything Sarasota has to offer.
Listing is courtesy of: SELLSTATE VISION REALTY (941-336-5400)
Listing Agent: Yekaterina Zalesova (941-599-2156)
4957 CROSS CREEK RD #4957, SARASOTA, FL 34231
$279,00094 Days on yellowkey MLS ID: A4682348
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981Monthly Fee: $632 Tax: $3,270 (2025)Community: Crooked Creek Sec 1Condo
Taxes:$3,270
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Nestled on the second floor of Sarasota's boutique Crooked Creek community, this thoughtfully updated two-bedroom, two-bath condominium offers a rare combination of refined interiors, natural surroundings, and low-maintenance living. Since 2022, the owners have invested significantly in the home. The kitchen was fully renovated in 2023 with sleek European-style cabinetry, black granite countertops, and all-new appliances , a clean, contemporary space that anchors the open living area. Underfoot, premium engineered hardwood flooring with a 4mm wear layer (refinishable) runs through the main living and dining rooms, installed in 2022. Overhead, a designer Hubbardton Forge light fixture in the dining area and a new ceiling fan with wall switch in the living room add considered detail throughout (2024). The second bathroom received a complete refresh in 2025 with a new toilet, vanity, and flooring. Fresh paint throughout ,the living and dining rooms, kitchen, master and second baths, hallway, and master bedroom ceiling ties everything together with a crisp, move-in ready finish. The functional floor plan is further enhanced by a glass-enclosed porch, offering additional living space and a seamless connection to the outdoors. The unit enjoys a private, tranquil setting with views of mature tropical landscaping and the adjacent Red Bug Slough Preserve a natural buffer that creates a true sense of retreat while keeping you centrally located. Crooked Creek is a 78-unit community with a heated pool, tennis and pickleball courts, a clubhouse, and outdoor gathering areas. Covered assigned parking and dedicated storage are included. Shopping, dining, and area beaches are all just minutes away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Johnny Sokhon (941-961-4579)
2049 CHAMPION ST, SARASOTA, FL 34231
$90,00052 Days on yellowkey MLS ID: A4688156
REDUCED by $19,000 (17.4%) on 04/28/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 736 Built: 1963Monthly Fee: $215 Tax: $958 (2025)Community: Mobile EstatesMobile Home
Taxes:$958
Elementary School: None
High School: None
Remarks: Opportunity awaits with this Sarasota property located in a 55+ community in a convenient area near US-41, Bee Ridge Road, and the Gulf Coast beaches. The home is being offered as-is and presents strong potential for buyers looking to renovate, update, or create value through thoughtful improvements. This property offers a compelling opportunity for those seeking a project in a desirable Sarasota location. With the right vision, the home can be transformed into a comfortable full-time residence or a seasonal retreat. Ideally positioned just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and everyday conveniences, the location provides access to many of the area's most desirable amenities. Nearby parks, retail centers, and major roadways allow convenient connectivity throughout Sarasota and surrounding communities. For buyers looking to take on a renovation project and customize a property to their preferences, this home offers solid potential within a well-located Sarasota neighborhood. The property is being sold as-is. Buyers are encouraged to conduct their own due diligence and verify all information.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
5226 LANDINGS BLVD #102, SARASOTA, FL 34231
$477,00063 Days on yellowkey MLS ID: A4686518
3 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1644 Built: 1984Monthly Fee: $167 Tax: $4,697 (2025)Community: Landings South 1Condo
Taxes:$4,697
Elementary School: Phillippi Shores Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 5226 Landings Blvd., a beautifully updated residence in the highly sought-after community of The Landings in Sarasota. This meticulously maintained coveted first floor unit home, offers a sophisticated blend of comfort, style, and peace of mind, with numerous thoughtful upgrades throughout. Positioned to face south and east, the home is filled with abundant natural light and enjoys a close, picturesque view of a tranquil pond with views of wading birds and the occasional otter. A private courtyard entry creates a warm and inviting first impression, while the trellised sun deck offers an outdoor retreat for relaxing or entertaining. Inside, rich maple flooring flows seamlessly through the main living spaces, enhancing the home's elegant atmosphere. The kitchen has been thoughtfully updated with Shaker-style cabinetry and granite countertops, and a Fisher & Paykel refrigerator- combining style and functionality for everyday living. The bathrooms have been tastefully updated with modern finishes, including a reimagined primary bath with a true spa-like feel. This serene space features expanded cabinetry, a customized walk-in closet, and a spacious walk-in shower. The second bedroom offers added privacy and convenience with its own ensuite bath, while a separate powder room is ideal for guests. Additional improvements include re-piping for added reliability, impact sliding glass doors, and impact kitchen and bath windows that enhance both safety and energy efficiency while further maximizing natural light. The home also offers thoughtfully integrated storage solutions throughout. Recent updates include a new air conditioning system and roof (2023), along with a freshly painted exterior, ensuring a truly move-in-ready experience. Located within The Landings, a gated and amenity-rich community where residents enjoy a unique, nature-filled setting with mature landscaping and winding, tree-lined streets. Membership to the Landings Racquet Club features an Olympic-size pool, well-maintained Har-Tru clay tennis courts, a fitness center, clubhouse, and a full calendar of social activities. Residents also enjoy a nature preserve and nature trail, kayak racks (subject to availability), and a kayak launch, perfect for embracing the Florida lifestyle. Conveniently located just minutes from Siesta Key Beach, shopping, dining, and downtown Sarasota, this home offers an exceptional opportunity to enjoy one of the area's most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
2763 WOODGATE LN #111, SARASOTA, FL 34231
$129,000112 Days on yellowkey MLS ID: A4680629
1 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 874 Built: 1979 Tax: $2,081 (2024)Community: Pinewood Village IiCondo
Taxes:$2,081
Tax Year: 2024
Remarks: Looking for a lovely condo to call your own? Pinewood Village offers a cozy residence to live in. This Freshly painted, very clean, 2 bedroom, 2 bathroom home will bring comfort for you and your loved ones. The unit is located on the first floor which is ideal for those who are not in love with stairs. The community pool is right outside for your convenience. Ideally located off Proctor Rd. restaurants, shopping, medical facilities, good school districts & fine beaches are close by. In your spare time you are more than welcome to enjoy the large community swimming pool and fitness center. HOA fee/features include basic cable, water, pest control, maintenance grounds, maintenance exterior, fitness center, clubhouse, and shuffleboard courts. There is one designated parking spot per unit. Schedule your showing today.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Leland Howard (502-548-9618)
1804 BAYWOOD DR, SARASOTA, FL 34231
$1,049,00048 Days on yellowkey MLS ID: A4686175
REDUCED by $201,000 (16.1%) on 04/27/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3335 Built: 1957 Tax: $8,535 (2025)Community: Bay View AcresSpa: NoSingle Family
Taxes:$8,535
Remarks: AMAZING OPPORTUNITY/SPACIOUS HIGH RENTAL INCOME . CURRENT LEASE GOES THROUGH DECEMBER 31TH, 2027. IF YOU ARE LOOKING FOR A STUNNING HOME TO LIVE IN OR INVEST IN, THIS IS THE PERFECT CHOICE!WITH A PROVEN TRACK RECORD OF HIGH RENTAL INCOME, THIS PROPERTY OFFERS ALL THE SPACE AND COMFORT YOU NEED, PLUS AN UNBEATABLE LOCATION. JUST MINUTES FROM THE WORLD-RENOWMED SIESTA KEY BEACH!THE BEACH IS ONLY 1.5 MILES AWAY FROM THE ACCESS 12, MAKING IT A QUICK AND EASY BIKE RIDE. ENJOY THE CONVENIENCE OF BEING ON THE MAINLAND WHILE STAYING STAYING FEW MINUTES TO SIESTA KEY VILLAGE WHERE YOU'LL FIND RESTAURANTS, BARS, SHOPS AND ESSENTIAL AMENITIES LIKE SCHOOL, SUPERMARKET AND DRUGSTORES.5 BEDROOMS AND 4 BATHROOMS, INCLUDING 2 MASTER SUITES ON THE FIRST FLOOR AND 1 ON THE SECOND FLOOR. SPACIOUS LIVING AREAS WITH A LIVING ROOM, GREAT ROOM, FAMILY ROOM AND BONUS ROOM.BRIGHT, OPEN SPACES WITH A WELL-THOUGHT LAYOUT. PERFECT FOR PRIMARY RESIDENCE OR RENTAL INVESTMENT.THIS IS A RARE OPPORTUNITY YOU DON'T WANT MISS!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Genaro Tramutola (941-315-1142)
5887 TIDEWOOD AVE #2, SARASOTA, FL 34231
$249,90037 Days on yellowkey MLS ID: A4690222
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $1,962 (2025)Community: Baywood Colony Sec 2Villa
Taxes:$1,962
Remarks: Light and Bright with 9' Ceilings located at the gateway to Siesta Key this Turn-Key Furnished Baywood Colony 2BR/2BA Villa just 1 unit away from Clubhouse and pool, diagonally across from bayfront sea wall with fountain and benches for enjoying tranquil bay views, fishing or sunsets over the bay. Less than 1 mile to the Siesta Key bridge and World's #1 Siesta Key Beach with amazing, so soft & cool crushed crystal white sands. For peace of mind, this unit never flooded during the hurricanes of 2024 and that is saying something for being this close to the Gulf and Bay. You will love the fact that it is concrete block construction the Open Living Room/Dining Room Floor Plan Flows out to an Oversized Lanai via Quadruple Sliding glass doors - the feeling of light and space in this Villa is simply amazing! The primary BR has a walk-in closet and en-suite bath. The second bedroom is ample in size, and the 2nd bath is just in the hallway for easy access from the entire home. The $1053 Condo Fee includes Villa Exterior Insurance, Exterior Painting, All Ground Maintenance, Water, Sewer, Clubhouse with Pool, Saunas, Kitchen, Function room, Game Room with pool table, dart board, library, etc. and the beautiful bayfront park (this seller was only paying $300/yr. for HO-6 insurance which covers you from the drywall inward). So close to shopping and restaurants too! This is an amazing property and an amazing deal - you will love all that it offers. Mainland security with easy beach access and all at an Oh-so-nice price!
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Albert Wooster (941-350-1220)
5560 CANNES CIR #3-106, SARASOTA, FL 34231
$579,000246 Days on yellowkey MLS ID: A4665433
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1825 Built: 2020 Tax: $3,133 (2024)Community: Phillippi LandingsSpa: YesTownhouse
Taxes:$3,133
Remarks: Beautiful luxury townhome with contemporary flair located only minutes from Siesta Key. This 3-story residence offers affordable luxury and maintenance-free living in a premier location on the shores of Phillippi Creek, where you are surrounded by 10 acres of stunning tropical foliage and landscaping. Rarely available, this is your chance to live in an open concept space with high ceilings, designer kitchen features, spectacular interior details and stylish bathroom fixtures. Upon entering this 3-bedroom, 3-bathroom home, you will fall in love with the bright, open floorplan featuring high-end finishes and an abundance of natural light. Enjoy relaxing on one of two lanais; one on the ground floor with outside access and another one upstairs with stunning views. There are stairs and a private elevator for your convenience as well as an oversized garage with plenty of room to store kayaks, golf clubs, beach chairs, fishing poles and more. The Phillippi Harbor Club Rackominium and Marina is right next door for your boating pleasures. There is also an onsite resort-style pool and kayak launch for active pursuits. Additional amenities include a clubhouse, dog park, fitness center and lighted boardwalk. You are minutes away from downtown Sarasota, fine dining, shopping, outdoor activities and the area’s famous beaches. Enjoy the best of Sarasota luxury living in the secluded, gated waterfront community of Phillippi Landings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Michael Hays (941-376-1826)
1421 N LAKE SHORE DR, SARASOTA, FL 34231
$4,695,000161 Days on yellowkey MLS ID: A4674749
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4217 Built: 2021 Tax: $31,036 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$31,036
Remarks: Perfectly positioned on a spacious, private lot in the prestigious and highly sought-after Oyster Bay Estates community, the residence embodies exceptional design, architectural intention, and refined livability. Custom designed and built by distinguished, award-winning Platinum Coast Construction and completed in 2021, this 4-bedroom / 4 full & 2 half bath modern masterpiece was crafted with uncompromising detail and a focus on seamless indoor–outdoor living. Inside, a host of elevated finishes creates a sophisticated yet welcoming atmosphere. Level 5 flat-smooth walls, engineered oak hardwood flooring, 8' solid-core and obscure glass interior doors, 10" baseboards, floating vanities in all baths, and Quartz surfaces throughout promote a clean, modern aesthetic. A dramatic 72" glass fireplace anchors the living area, while the gourmet kitchen boasts high-performance appliances including a Thermador push-to-open column refrigerator, column freezer, 24" wine preserver, Bosch dishwasher, Bosch combo oven/microwave, and 36” induction cooktop. The striking 175-bottle wine room with stone wall adds a stunning design focal point for entertainers and collectors alike. The primary suite offers a spa-like retreat with marble finishes, a Wetstyle soaking tub, and an enclosed outdoor garden area with tropical landscaping, wood decking, and a private outdoor shower. Guest suites each feature en-suite baths and access to a serene outdoor spa-like space with lush plantings, decking, and an outdoor tub and shower—creating peaceful, private escapes separate from the main living areas. Designed for true resort-style living, the exterior features a spectacular 18' x 30' pool and spa with a custom waterfall wall, surrounded by tropical landscaping. The fully equipped outdoor kitchen includes a 42” Blaze gas grill, under-counter refrigerator, outdoor sink, and storage drawers. Additional features include hurricane-impact windows, an advanced security system, irrigation system, and a distinctive 2-car garage with wood-look paneling and a stunning mahogany double-door entry with obscure glass. Situated just moments from Siesta Key, downtown Sarasota, and within walking distance of the prestigious Field Club, Oyster Bay Estates is celebrated for its beautiful streetscapes, active social atmosphere, and proximity to the water and premier amenities. This exceptional residence offers luxurious contemporary living in one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
5543 ASHTON WAY #5543, SARASOTA, FL 34231
$275,00066 Days on yellowkey MLS ID: N6143396
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1993Monthly Fee: $315 Tax: $3,561 (2025)Community: Ashton Lakes 8Spa: YesCondo
Taxes:$3,561
Remarks: Welcome to this charming 2 bedroom, 2 bath walk up condominium in the highly desirable Ashton Lakes community. This light and bright residence features high ceilings that create a spacious and open feel throughout the home. Enjoy relaxing on the screened lanai while taking in peaceful lake views and the natural beauty of the surroundings. The comfortable floor plan includes a spacious primary bedroom with a walk in closet and private ensuite bath, creating a quiet and inviting retreat. The guest bedroom is conveniently located near the second bathroom and can easily serve as a guest room or home office. Additional features include an inside laundry room and an assigned carport. Ashton Lakes is set on 33 acres of beautifully maintained grounds with four scenic lakes and offers a resort style lifestyle with a wide range of amenities. Residents enjoy two heated swimming pools, including one large pool with a lap lane, tennis courts, pickleball courts, shuffleboard courts, grilling areas, and a welcoming clubhouse that hosts an active social calendar during the winter season. The community is connected by a convenient footbridge to Merchants Mart shopping center where you will find CVS, Ace Hardware, a liquor store, Dollar Store, and the popular Detwiler’s Farm Market. Ideally located just 3.5 miles from the world famous Siesta Key Beach, this home also offers easy access to I 75 and US 41. Shopping, dining, schools, and hospitals are all within a short drive. The condominium fee includes cable TV, internet, water, trash, exterior and grounds maintenance, and an on site manager, providing convenience and peace of mind. Whether you are looking for a winter retreat or a full time residence, this lake view condominium offers a wonderful opportunity to enjoy the Florida lifestyle in a prime and convenient location.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
2452 WHIPPOORWILL CIR, SARASOTA, FL 34231
$450,000151 Days on yellowkey MLS ID: A4675147
1 Days Off yellowkey (back on 4/27/2026)
REDUCED by $24,900 (5.2%) on 04/19/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2295 Built: 1956 Tax: $2,167 (2025)Community: Weslo WillowsSingle Family
Taxes:$2,167
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 3-bath residence ideally located in the heart of Sarasota, just minutes from world-famous Siesta Key Beach. 2452 Whippoorwill Circle offers 2,300 square feet of thoughtfully designed living space and full of possibility. This home features a desirable split floor plan that provides both comfort and functionality for everyday living and entertaining. Step inside to a bright, open layout highlighted by timeless terrazzo flooring and a spacious living room accented with gorgeous exposed beams that add character and warmth. The well-appointed kitchen and multiple gathering areas create an inviting flow, perfect for family living or hosting guests. Enjoy Florida living year-round from the comforting screened lanai, an ideal space to relax and unwind. Situated on a quiet street, the home offers a sense of privacy while remaining moments from Sarasota’s vibrant dining scene, shopping, and everyday conveniences. Restaurants, cultural attractions, and everything Sarasota has to offer are right at your doorstep. Additional benefits include no CDD fees, no HOA costs, and zoning for top-rated schools including Phillippi Shores Elementary, Brookside Middle, and Riverview High School. With easy access to major roadways, beaches, and downtown Sarasota, this property presents an exceptional opportunity to enjoy space, location, and value. Be sure to experience the 3D interactive walkthrough tour. This home is priced to sell, make a private appointment today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
4937 LANDINGS CT, SARASOTA, FL 34231
$1,625,00044 Days on yellowkey MLS ID: A4689027
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3504 Built: 1985Monthly Fee: $29 Tax: $8,703 (2025)Community: The LandingsSpa: NoSingle Family
Taxes:$8,703
Remarks: Soaring ceilings and an abundance of natural light define this spacious 4-bedroom, 4-bath residence, thoughtfully designed and custom built by the original owner for both everyday living and effortless entertaining. Rich Cypress siding, elegant crown molding, plantation shutters, and imported Italian porcelain tile add warmth, architectural refinement, and timeless style throughout the home. The open floor-plan creates a seamless flow between living spaces, while a striking floor-to-ceiling white brick wood-burning fireplace serves as a dramatic focal point in the great room. Clerestory windows and skylights enhance the bright, airy ambiance, and custom built-in cabinetry compliments the home's clean, coastal-inspired design. Step outside to a private pool with an inviting setting for relaxing or hosting guests. A flexible office/den provides the ideal space for working from home or enjoying a quiet retreat, while generously sized bedrooms ensure comfort and privacy for family and visitors alike. Located within The Landings, a highly sought-after and gated West-of-Trail community, residents enjoy a lush, park-like environment with mature landscaping, scenic walking trails, and access to the Intracoastal Waterway. Community amenities include a kayak launch, kayak racks (as available), and a fishing pier situated at the end of a scenic nature trail, perfect for embracing Sarasota's waterfront lifestyle. Optional membership to the Landings Racquet Club offers tennis courts, a fitness center, clubhouse, and a vibrant social calendar. Ideally situated just minutes from downtown Sarasota, fine dining, shopping, and the world-renowned beaches of Siesta Key, The Landings offers an exceptional blend of privacy, natural beauty, and active living.
1621 PINE BAY DR, SARASOTA, FL 34231
$1,950,000188 Days on yellowkey MLS ID: A4663412
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3201 Built: 1980Monthly Fee: $17 Tax: $15,556 (2024)Community: Johnson EstatesSingle Family
Taxes:$15,556
Remarks: On a lush one-third-acre homesite in desired Pine Bay Estates, this single-story residence has been entirely rebuilt and elevated through a comprehensive, design-forward renovation exceeding $1.1 million. The result is a serene coastal haven where timeless craftsmanship meets modern luxury. A full interior transformation opened the home to light, flow and functionality. The newly relocated chef’s kitchen features bespoke cabinetry, premium finishes and a full suite of Thermador appliances, all thoughtfully positioned to overlook the tropical gardens. Wide-plank flooring carries through every room, complemented by exposed beams, curated lighting and refined architectural details. Every major system has been replaced or upgraded, including all-new HVAC, a tankless water heater, new plumbing and water lines, new insulation, and hurricane-rated windows, doors and sliders, ensuring enduring comfort and peace of mind. The home’s heart is its stunning sunroom, surrounded by glass and bathed in natural light, an ideal space for morning coffee, quiet reading or gathering with guests while taking in the lush, mature landscaping. Three beautifully redesigned baths, a gas fireplace, custom California Closets and a new laundry suite continue the theme of thoughtful luxury throughout. Outside, the home lives like a private botanical retreat. A full landscape redesign brought in layered tropical plantings, ambient lighting, new walkways and hardscape, all-new fencing and gates, and a pool with a replaced deck and rescreened cage. A new roof, fresh stucco exterior, carport enhancements and upgraded exterior lighting, complete the transformation. With its rare combination of single-level living, expansive grounds and meticulous top-to-bottom renovation, this Pine Bay Estates residence offers an inspired West of Trail lifestyle just moments from Southside Village, Siesta Key and Sarasota’s finest dining, beaches and marinas.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
5800 TIDEWOOD AVE, SARASOTA, FL 34231
$3,149,000246 Days on yellowkey MLS ID: A4664806
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 5167 Built: 2000 Tax: $25,244 (2024)Community: Baywood Colony Westport Sec 2Spa: YesSingle Family
Taxes:$25,244
Remarks: Welcome to ‘The Retreat at Tidewood’, a boater’s paradise nestled in one of Sarasota’s most desirable and secluded waterfront communities. Imagine living just minutes from downtown, fine dining, and shopping, all without the hassle of an HOA. This home offers the perfect blend of convenience and tranquility for those who love life on the water. Elevated 12 feet, this residence ensures peace of mind protection from flooding. Step inside to discover an updated gourmet kitchen with custom cabinetry and premium finishes, a spacious living and dining room, and a luxurious master suite with Venetian Plastering and his-and-hers closets. Every room on the ground floor opens directly to the pool, creating a seamless indoor-outdoor flow to over 2,500 sq. ft. of screened outdoor living — perfect for entertaining or relaxing in total privacy. For the avid boater, the property features a concrete seawall for easy canoe or kayak launching, making it effortless to explore the serene Intercoastal Waterway. Additionally, a boat yard just a short distance away accommodates larger watercraft and offers concierge services, ensuring your boating adventures are always within reach. Upstairs, a private “in-law suite” is accessible by elevator or stairs and includes three flexible rooms, full bath with tub/shower combo, kitchenette, a large walk-in closet, room to add an additional bathroom, and a screened porch overlooking the tranquil waterway, Siesta Key, and timeless sunsets. Surrounded by protected mangroves, the views are as peaceful as they are timeless. Designed for multi-generational living or hosting guests with ease, this home blends thoughtful functionality with waterfront luxury. Its location combines seclusion and convenience — tucked away in a peaceful community, yet close to everything Sarasota has to offer. The adjacent lot could also be purchased for additional acreage, offering even more space and potential. The ‘Retreat at Tidewood’ offers a once-in-a-lifetime opportunity to own a piece of paradise. This unique experience awaits you with the perfect blend of comfort, privacy, coastal beauty, and a lifestyle tailored for those who cherish the water.
Listing Agent: Nancy Grenier (941-364-4000)
5369 LAKE ARROWHEAD TRL #17A, SARASOTA, FL 34231
$374,90043 Days on yellowkey MLS ID: A4689393
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1800 Built: 1983 Tax: $2,674 (2025)Community: Lake ArrowheadSpa: NoCondo
Taxes:$2,674
Remarks: LAKEFRONT VALUE with Stunning Views in this Luxury End Unit, that is "Low-Cost Living" in sought after Lake Arrowhead. This end unit condo offers 3 Bedrooms and 3 Bathrooms and is completely remodeled! The air conditioner and heat pump were replaced in April 2026 and the updated chef's kitchen is high-end quality with custom cabinetry, stainless appliances and quartz tops. $539/month in low HOA fees covers the roofs and includes much of your insurance cost! Rarely available, this 1,800 square foot condo offers comfortable living with high-end finishes throughout. The enclosed 3rd bedroom offers a large walk-in closet and private bathroom and it currently is used as an entertaining lounge area with incredible views of the lake and wildlife through the floor to ceiling windows! Furniture is negotiable! HOA fees include cable, pest control, exterior maintenance and lawn care. At this price, this condo is more affordable than most residential homes! Lake Arrowhead is a hidden gem in South Sarasota with lush landscaping and lakes. The Great Room with high ceilings has a large sliding glass door that opens onto the spacious, covered lanai that overlooks the lake with a very peaceful view. The Key West Clubhouses is next door and is steps away for convenience. Enjoy the heated community pool, the large community room-kitchen-library in the clubhouse and the fishing pier. This is value priced for a larger condo in Lake Arrowhead and this condo is one-of-a-kind with it's fine finishes! Management is on-site and this condo includes one carport space. This community has everything you could desire and is located next to the 72-acre Red Bug Slough Preserve that is pet friendly and has several miles of hiking trails, a playground, picnic shelters & a fishing dock. Lake Arrowhead consists of 64 condos which is conveniently located to everything, including the World Renowned Siesta Key Beaches, Legacy Trail, Costco, several fitness centers, Publix, A+ Schools, Fine Restaurants and the Gulf Gate Library. UTC Mall and cultural downtown Sarasota are within 20 minutes for opera, movie theaters, dining, Selby Gardens & more! Make this your favorite place to relax and unwind as you are surrounded by tropical landscaping and lake views from nearly every room. Come and see this amazing condo; EZ show!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
2571 RIVERBLUFF PKWY #V158, SARASOTA, FL 34231
$199,000119 Days on yellowkey MLS ID: A4678648
REDUCED by $16,000 (7.4%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1569 Built: 1971Monthly Fee: $725 Tax: $2,815 (2025)Community: Strathmore Riverside IiVilla
Taxes:$2,815
Remarks: VALUE PRICED! Villa 158 is a large C Model, originally built with a 12x30 screened porch/lanai, but professionally remodeled with screens, glass windows and air conditioned. This makes the square feet 1569 according to the Builder, the Paver Brothers. This villa has a new roof as of 2022. Tile floors throughout except for living room and Florida room ( former lanai ). The furniture is comfortable and negotiable. Villa is open and great for entertaining. It's just 4 blocks to the Clubhouse, Heated Pool and Marina. Less than 1/2 mile to shopping and even closer to the convenience store with one of the best egg salad sandwiches in town. The Community is one of the most socially active communities in the area. The happy community life offered here centers around the Recreation Complex. In the main building, a huge party-game-meeting room is equipped with dining tables, card tables, pool table, ping pong table, shuffle board table and audiovisual equipment and it's own complete kitchen. Poolside parties are easily accommodating, with one whole wall of sliding glass doors in the principal room leading you out to a full terrace, the Heated pool and shuffle board courts. The Clubhouse also has a lending library, card rooms, male and female saunas and two exercise rooms. Office manager is available 5 days a week. Villa 158 comes with it's own personal attached utility room for washer, dryer & water heater, and great for hobbyist or handyman. Villa 158 has a great location, approximately 2 miles to Siesta Key and 7 miles to Bayfront at Marina Jack's, Downtown Sarasota's restaurants and theatres. This Villa is hidden from traffic views. Boat docks are available with a rental fee of $1,344-a year, with direct access to over 4,000 feet of protected sea wall and docking for residential boats with easy access to Intercoastal Waterway, Bay and Gulf. And last but not least there are 2 pets welcomed; not to exceed 15" at the shoulder. If you are looking for a Spacious Villa This One is for You!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Marcia Morse (941-374-0442)
2456 MISSARA LN, SARASOTA, FL 34231
$2,350,000269 Days on yellowkey MLS ID: A4663280
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3224 Built: 2022Monthly Fee: $200 Tax: $18,996 (2024)Community: ShorelineSpa: YesSingle Family
Taxes:$18,996
Remarks: One or more photo(s) has been virtually staged. Welcome to 2456 Missara Lane in beautiful Sarasota, Florida. This stunning residence offers the perfect blend of coastal living and modern comfort. Nestled in a highly desirable neighborhood, the property features Phillippi Creek water access with a private boat dock, making it ideal for boating, fishing, or simply enjoying the serene waterfront lifestyle. Best of all, the home sits in a no flood zone, providing peace of mind for years to come. Inside, you’ll find custom details throughout, from thoughtfully designed living spaces to elegant finishes that set this home apart. The heart of the home is the gourmet kitchen, equipped with stainless steel appliances, custom cabinetry, and plenty of counter space for entertaining and cooking with ease. Located just a short walk to Riverview High School, the property combines everyday convenience with exceptional amenities. Whether you’re enjoying quiet evenings by the water, hosting gatherings in the open living areas, or taking your boat out for the day, this home truly has it all. Seller is offering 5% financing (Terms Apply)!!
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
5547 ASHTON LAKE DR #5547, SARASOTA, FL 34231
$299,50067 Days on yellowkey MLS ID: A4686214
3 Days Off yellowkey (back on 4/26/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1225 Built: 1990Monthly Fee: $550 Tax: $3,248 (2025)Community: Ashton Lakes 01 & 02Condo
Taxes:$3,248
Remarks: Under contract-accepting backup offers. Location, Location, Location! Only 3.5 miles to the world-famous Siesta Key Beach. Close to I-75 and rte.41, shopping, hospital, schools and restaurants. A much sought after 2-bedroom, 2 bath, ground floor unit, garage, front porch, screened lanai with a captivating view of spring fed Sunnyside Lake and fountains can be yours. Bright & airy. Partially furnished. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts & 4 pickleball courts, 2 heated pools, one large with a lap lane, shuffleboard, clubhouse, grilling stations, and other amenities. we are connected to Merchants mart shopping center by a foot bridge. Shops include CVS, ACE hardware, liquor, Dollar store, restaurants and the famous Detwillers farm market for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Disclosures attached. Roof 2010, Water heater 2015, Air handler 2022.
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
3174 REGATTA CIR, SARASOTA, FL 34231
$438,90030 Days on yellowkey MLS ID: A4689148
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1279 Built: 1963Monthly Fee: $6 Tax: $4,089 (2025)Community: Gulf GateSpa: NoSingle Family
Taxes:$4,089
Remarks: Bright and light, charming, nicely updated two bedroom, two bath home sold TURNKEY furnished in the lovely Gulf Gate community on a quiet circle street! Don’t miss this tropical oasis with a beautiful backyard and screened in patio ready for new owners – just bring your toothbrush! This community has an optional HOA and no CDD fees! This one car garage home includes the following updates: new exterior paint 2026, new interior paint in 2021, new wind rated sliding doors in 2021, new screened in patio 2021, new range and refrigerator in 2021, new garage exterior door in 2024, garage painted in 2023, new gas grill in 2026, new updated lighting in 2021, and new HVAC installed in 2020. Close to shopping, restaurants, and only 3.9 miles to the famous #1 Beach in the USA - Siesta Key! Enjoy as your personal home or as a great investment opportunity. Don't miss this home, make your appointment to see today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Alice Lewis (941-402-5564)
5618 ASHTON LAKE DR #5618, SARASOTA, FL 34231
$354,900157 Days on yellowkey MLS ID: A4675431
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1233 Built: 1989Monthly Fee: $325 Tax: $3,158 (2024)Community: Ashton Lakes 03Condo
Taxes:$3,158
Remarks: Virtually staged. Welcome to 5618 Ashton Lake Drive, in Ashton Lake Community. A beautifully remodeled first-floor condo offering a spacious open-concept layout with 2 bedrooms and 2 full bathrooms. Thoughtfully updated throughout, the home features modern finishes in timeless neutral tones, creating a bright and inviting atmosphere. The living and dining areas flow seamlessly into the updated kitchen, perfect for both everyday living and entertaining. New hurricane-rated sliders enhance both safety and energy efficiency while framing stunning lake views and allowing abundant natural light, with the convenience of a private one-car garage and easy first-floor access. Nestled in a quiet, two-story building, this condo offers easy access to Ashton Lakes’ resort-style amenities—33 lush acres, 4 scenic lakes, 2 heated pools (one with a lap lane), tennis & pickleball courts, shuffleboard, and a clubhouse. A pedestrian bridge provides direct access to Detwiler’s Market, CVS, and nearby shopping and dining. Conveniently located near I-75 and Route 41, with easy access to shopping, schools, restaurants, and hospitals. This move-in-ready residence combines comfort, style, and tranquility in a highly desirable setting.
Listing Agent: Elena Durez (847-338-6413)
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