Location: Sarasota , 34231
Do Not Show Listings
1717 JOYCE ST, SARASOTA, FL 34231
$379,00050 Days on yellowkey MLS ID: A4691080
1 Days Off yellowkey (back on 6/25/2026)
REDUCED by $20,000 (5.0%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1382 Built: 1966 Tax: $3,784 (2025)Community: Tropical ShoresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,784
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Tropical Shores Community is Sarasota’s most budget-friendly boating spot with no HOA or deed restrictions! This charming 2-bedroom, 2-bath home, on a great lot, was recently painted, boasts a newer A/C system from 2022, a newer roof (2021), and septic tank replaced in 2021. It also features updated sewer lining and a stack replacement (2021). You’ll be just a short stroll from the community’s private marina and clubhouse. This affordable membership is voluntary and gives you access to the boat ramp, kayak/canoe launch, and slip rentals for easy access to the bay. Plus, you’re just a few minutes away from the nation's top beach, Siesta Key, and some great restaurants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
7273 CLOISTER DR #121, SARASOTA, FL 34231
$130,000395 Days on yellowkey MLS ID: A4652636
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 734 Built: 1984Monthly Fee: $548 Tax: $1,819 (2024)Community: Gulf Gate GardensCondo
Taxes:$1,819
Elementary School: Wilkinson Elementary
Tax Year: 2024
Middle School: Pine View School
Remarks: Reduced Price! Charming 1-Bed, 1-Bath Condo with a Community pool. Discover comfort and convenience in this cozy FIRST FLOOR condo located in the desirable Gulf Gate area of Sarasota. This cozy unit offers a screened lanai with sliding doors from the bedroom and living rooms. Enjoy the added bonus of a private storage room located just steps from your front door. The amenities included in the HOA fee include Community Pool maintenance, basic cable, water, sewer, and trash service. Whether you're looking for a full-time residence, a seasonal getaway, or a smart investment opportunity, this condo fits the bill. Perfectly situated just minutes from the stunning Gulf Coast beaches, The Legacy Trail, I-75, downtown Sarasota, UTC Mall, and Sarasota-Bradenton International Airport—everything you need is within easy reach. Don’t miss out on this affordable opportunity to own in one of Sarasota’s most sought-after neighborhoods!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Lorin Cabrera (941-248-7259)
4003 BOOTH PL, SARASOTA, FL 34231
$355,90071 Days on yellowkey MLS ID: A4690238
REDUCED by $19,100 (5.1%) on 05/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1952 Tax: $2,979 (2025)Community: BrooksideSingle Family
Taxes:$2,979
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to this FRESH and Bright centrally located home in Sarasota! It offers 3 bedrooms, 2 bathrooms, and valuable updates that provide both comfort and peace of mind. A BRAND NEW ROOF was just installed in June 2026, while the freshly painted interior (May 2026), finished in a soft/neutral white, creates a light-filled and inviting atmosphere throughout the home. The beautifully updated kitchen features newer appliances, cabinetry, white quartz countertops, and fixtures, blending style and functionality for everyday living and entertaining. The spacious primary suite is complemented by a stunning bathroom renovation completed in March 2026, showcasing modern finishes and thoughtful design. The water softener is also new. UPDATED PHOTOS WILL BE TAKEN soon. Step outside and enjoy the spacious screened lanai, an ideal setting for morning coffee, evening relaxation, or gathering with family and friends. The large private backyard is shaded by mature trees, offering both beauty and privacy. A one-car carport under the main roofline adds convenience and enhances the property's overall value. Located within the highly sought-after Riverview School District, this home is just minutes from Siesta Key's world-famous beaches, vibrant downtown Sarasota, premier shopping and dining, parks, and major medical facilities. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional location offers enduring appeal. With many of the major improvements already completed—including the new roof, fresh interior paint, updated kitchen, renovated primary bathroom, and new water softener—this property presents an outstanding opportunity to enjoy the Sarasota lifestyle from day one. Combining desirable updates, a prime location, and room to make it your own, this home is ready to welcome its next owner.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Julie Shaw (941-408-4760)
2627 DUEBY ST, SARASOTA, FL 34231
$375,0007 Days on yellowkey MLS ID: A4697585
0 Days Off yellowkey (back on 6/24/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1951 Built: 1961 Tax: $4,579 (2025)Community: Sarasota Manor Vacating PlatSingle Family
Taxes:$4,579
Remarks: Under contract-accepting backup offers. Rarely does a property offer this much flexibility, privacy, and future potential. This unique 3-bedroom, 3-bathroom home combines a traditional Florida ranch layout with a studio suite, creating endless possibilities for multi-generational living, rental income, a private guest retreat, or a home office. Add in no deed restrictions and room for all your toys, and you've found a truly rare opportunity. The main residence features 3 bedrooms and 2 bathrooms, while the studio suite offers its own bathroom, private deck, and plumbing already stubbed for a future kitchenette. Thoughtfully designed to balance connection and privacy, the layout is ideal for extended family, guests, a home office, or additional income opportunities. Throughout the home, you'll find an updated kitchen, a renovated primary bathroom, low-maintenance travertine and terrazzo floors, a spacious one-car garage, and an oversized laundry room with built-in storage. Major improvements have already been completed, including impact-rated Energy Star windows installed in 2021, a brand-new HVAC system, a sewer lateral replacement completed shortly before ownership, additional drain and supply line plumbing updates in 2022, underground utilities by FPL, and a new garage door opener installed in 2022. Beyond the living spaces, the expansive backyard unlocks endless possibilities. There's ample room for a pool, playground, garden, orchard, boat and RV parking, or simply enjoying the extra space and privacy that are becoming increasingly difficult to find. Situated on county water and sewer along a quiet single-lane road in an established neighborhood, this property also offers strong long-term upside as surrounding homes continue to be remodeled and rebuilt. Best of all, you're less than 3 miles from Siesta Key Public Beach, placing world-famous beaches and Gulf Coast sunsets just minutes from your doorstep, while everyday convenience is equally strong with The Landings just 1.5 miles away offering fitness facilities, grocery stores, shopping, and dining. Outdoor recreation is close at hand with Red Bug Slough Preserve and Phillippi Estate Park both only 2 miles away, the latter featuring a waterfront setting, playground, kayak launch, and scenic green space, while Lido Key Beach is approximately 8 miles from home. Sarasota-Bradenton International Airport is a convenient 9-mile drive, premier shopping, dining, and entertainment at University Town Center are just 12 miles away, Sarasota Memorial Hospital is approximately 3 miles away providing quick access to top-tier healthcare, and vibrant downtown Sarasota is just 4 miles away offering arts, dining, waterfront parks, and cultural attractions. With its versatile floor plan, extensive updates, oversized lot, and exceptional location, this is a rare opportunity to enjoy the flexibility and freedom that today's buyers are seeking. Schedule your private showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
2529 MARBLEHEAD DR, SARASOTA, FL 34231
$625,000175 Days on yellowkey MLS ID: A4676671
REDUCED by $20,000 (3.1%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2245 Built: 2003Monthly Fee: $83 Tax: $4,212 (2025)Community: MarbleheadSpa: NoSingle Family
Taxes:$4,212
Remarks: Welcome to 2529 Marblehead Drive, a beautifully maintained 3 bedrooms 2 baths and a den home located in the heart of Sarasota, Florida. This inviting property features a bright, open layout with spacious living areas perfect for both everyday living and entertaining. The home offers generously sized bedrooms, a functional kitchen that flows into the main living space, and plenty of natural light throughout. Step outside to enjoy a private outdoor screened in area ideal for relaxing or hosting guests. This home was built with many extra storage areas throughout. You will love the additional 12 feet added to the A/C garage with its own split unit for your needs. The seller has just replaced the roof with a wonderful new metal product union steel. The paver driveway and lanai add to the charm of this beautiful home. AI says that you could add a Plunge pool on the back lanai. Conveniently situated near shopping, dining, top-rated schools, and Sarasota’s renowned beaches, this home offers comfort, convenience, and Florida living at its best.
Listing Agent: Janet Trefry (941-954-5454)
2640 WOODGATE LN #F6, SARASOTA, FL 34231
$160,000421 Days on yellowkey MLS ID: TB8380753
REDUCED by $30,000 (15.8%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1981Monthly Fee: $615 Tax: $2,716 (2024)Community: Pinewood Village ViCondo
Taxes:$2,716
Remarks: Huge Price Reduction!!! Charming two bedroom with two full baths located minutes from Beautiful Siesta Key Beach. Come check out this freshly painted condo with tile through out located on the 1st floor. Enjoy the relaxing atmosphere of the private screened in patio, no upstairs neighbors and the convenience of your own parking right in front of your home. Community features include a heated pool, clubhouse, manicured grounds and much more. This community feels like you are on vacation year around. Conveniently located close to shopping, dining and beaches. This condo does need a few repairs and is being sold as is.
Listing is courtesy of: PROSPERA REALTY (813-434-0290)
Listing Agent: Kimberly Evans (813-789-8666)
1780 PHILLIPPI SHORES DR #A3-16, SARASOTA, FL 34231
$79,00081 Days on yellowkey MLS ID: A4688946
Bed: Bath: 0.0 Built: 2007 Tax: $531 (2025)Community: Phillippi Harbor ClubDock-Rackominium
Taxes:$531
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to the exciting waterfront lifestyle at Phillippi Harbor Club in Sarasota! Nestled on the picturesque Philippi Creek, PHC offers more than just a place to keep your boat; it's a community of passionate boaters. This boat rack facility is approximately 4 minutes to the Intracoastal Waterway and about 20 minutes to the Gulf of Mexico. This third level rack measures 32Lx10Wx9.5H and fits boats up to 7.5ft high. Imagine the convenience of having your boat ready to go whenever you are, thanks to the friendly and efficient staff. Hurricane-protected building ensures that your boat stays safe and secure, while you enjoy peace of mind. With reasonable monthly fees, you can enjoy all the perks of the PHC without breaking the bank. But that's not all! Phillippi Harbor Club also offers valet services, discounted fuel, wash stations, shower room, service racks, full detailing services, and private assigned lockers. The location on protected waters with no bridges to the Intracoastal Waterway means that your boating adventures are just moments away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Daniel Treiman (917-657-7495)
4842 NUTMEG AVE, SARASOTA, FL 34231
$525,0004 Days on yellowkey MLS ID: A4697828
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1611 Built: 1984 Tax: $2,756 (2025)Community: Madison ParkSingle Family
Taxes:$2,756
Remarks: Oasis in the Heart of Sarasota Central Prime Location | 3 Bed + Den | 2 Bath | 13,800 Sq Ft Lot | Privacy | Nature in Your Front Yard If you’ve been looking for a home that feels like a private retreat yet keeps you close to everything Sarasota has to offer, this is the one. Discover a rare blend of privacy, natural beauty, and effortless Sarasota living in this move-in-ready home. Perfectly positioned on a quiet dead-end street, this secluded retreat offers a serene escape with seamless access to the very best of Florida’s Gulf Coast. Inside, hardwood floors lead to a living room with vaulted ceiling, an upgraded kitchen featuring granite countertops, quality custom made cabinetry, stainless steel appliances, and recessed lighting. The spacious primary suite opens to a private patio, creating a peaceful setting for morning coffee or evening relaxation. A new roof installed in December 2025 provides added peace of mind. Set on a generous 13,800 sq ft double lot, the property offers exceptional potential for a future pool, lush garden retreat, or outdoor entertaining space. Steps from Red Bug Slough Preserve, this home delivers a true Old Florida lifestyle with nature right at your doorstep. Red Bug Slough Preserve spans 72 acres and features more than 3 miles of paved and shaded trails through hammocks and pine flatwoods, a tranquil lake, birdwatching along the Florida Birding Trail, a butterfly garden, playground, fishing pier, and picnic shelters. Enjoy a central Sarasota's prime location with peaceful surroundings and convenient access to: Siesta Key Beach: 5 miles. Sarasota Memorial Hospital: 4.5 miles. Downtown Sarasota and the Bayfront: 6.5 miles. Whether you spend your days walking the trails, biking, birdwatching, fishing, or heading to the beach, this move-in-ready sanctuary offers an exceptional Sarasota lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Veronica Lee (609-651-0305)
5915 TIDEWOOD AVE #4, SARASOTA, FL 34231
$284,900190 Days on yellowkey MLS ID: A4675716
REDUCED by $15,000 (5.0%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $1,857 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$1,857
Middle School: Sarasota Middle
Remarks: 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)
7143 WOOD CREEK DR #203, SARASOTA, FL 34231
$239,500140 Days on yellowkey MLS ID: A4681524
REDUCED by $6,500 (2.6%) on 06/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1981 Tax: $1,380 (2025)Community: Woodside Terrace Ph 1Condo
Taxes:$1,380
Remarks: Just minutes from SIESTA KEY this fully furnished 2/2 condo boasts an open floor plan w/ a modern/coastal decor. Vacation, Investment or year-round, this open & bright condo has a screened lanai, w/ new 2005 hurricane shield protecting both sliders. The baths have been updated & the open kitchen has stainless appliances, granite counters & a bar area. The unit has a spacious laundry rm w/ storage. Low maintenance fees include cable TV, ROOF REPLACEMENT, ext maint, HEATED POOL, insurance, pest control, management, landscaping etc. The remodeled clubhouse has a grill, full kitchen, internet, lg TV, darts, Tiki bar & a library. There's always fun social events in this 55+, well maintained community. The complex & unit did not experience any water damage during the last hurricanes. Located just a few blocks from the fun & funky village of GULF GATE it's an easy walk, bike or drive. Downtown Sarasota & the airport are just a short drive away. Surrounded by golf courses, beaches, marinas, & the Legacy bike/hiking trail, thus unit & community are a must see.... and easy to show. New roofs are being installed on the 2 story, carport, & clubhouse in August w/ no assessment necessary.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Donna Portale (716-308-8189)
2463 TERRY LN, SARASOTA, FL 34231
$297,0003 Days on yellowkey MLS ID: A4697796
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1197 Built: 1967Monthly Fee: $135 Tax: $2,520 (2025)Community: Gulf Gate ManorSingle Family
Taxes:$2,520
Remarks: Welcome to Gulf Gate Manor, one of Sarasota's most desirable and conveniently located communities! This charming 2 bedroom 1 bath FURNISHED residence located at 2463 TERRY LN, SARASOTA, FL 34231 offers the perfect blend of comfort, affordability, and coastal lifestyle just minutes from world-famous Siesta Key Beach. Nestled in a quiet neighborhood, this home features upgraded newer hurricane impact windows, an open and inviting floor plan, spacious living areas with terrazzo floors, and abundant natural light throughout. Enjoy low-maintenance living with HOA services that include lawn care and cable, allowing more time to relax and enjoy the Florida lifestyle. The property is conveniently located near shopping, dining, entertainment, golf courses, and top-rated schools, making it ideal as a primary residence, seasonal retreat, or investment opportunity. Gulf Gate Manor is known for its friendly atmosphere, mature landscaping, and unbeatable proximity to Sarasota's beaches and cultural attractions. Don't miss this opportunity to own an affordable slice of paradise in one of Sarasota's most sought-after locations!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Edward Bieker, Pa (941-525-6473)
2818 OLYMPIC ST, SARASOTA, FL 34231
$849,00014 Days on yellowkey MLS ID: A4696918
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 2754 Built: 1959 Tax: $2,622 (2025)Community: Sarasota Venice Co 09 37 18Single Family
Taxes:$2,622
Remarks: FULLY RENOVATED TWO-HOME COMPOUND JUST MINUTES FROM SIESTA KEY BEACH! Welcome to a rare Sarasota opportunity: TWO separate residences on one oversized 0.37-acre lot, completely renovated from top to bottom and ready for its next chapter - whether that's a thriving short-term rental business, multi-generational living, or your family's primary home near the #1 beach in America. The spacious main house offers a bright, open layout with brand-new finishes throughout - new flooring, fully updated kitchen and bathrooms, fresh interior and exterior paint, and modern fixtures that give the home a clean, coastal-contemporary feel. The detached guest house features its own private entrance, full kitchen and bathroom, making it ideal for Airbnb income, visiting family, an in-law suite, or a private home office. Live in one and let the other pay your mortgage! Tucked at the end of a quiet dead-end street, you'll enjoy privacy and space with NO HOA and NO CDD - short-term rentals welcome under county zoning (buyer to verify). All of this just minutes from the powdery quartz sand of Siesta Key Beach, with Gulf Gate's shops and restaurants, Riverview High School, Costco, and downtown Sarasota's arts and dining scene a short drive away. Turn-key, income-producing potential in one of Florida's most in-demand vacation markets - opportunities like this don't last. Schedule your private showing today!
Listing Agent: Nazar Bas (908-265-7651)
2320 AQUABLUFF PL #V274, SARASOTA, FL 34231
$255,000114 Days on yellowkey MLS ID: TB8482598
REDUCED by $3,000 (1.2%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971Monthly Fee: $725 Tax: $2,443 (2025)Community: Strathmore Riverside IiiCondo
Taxes:$2,443
Remarks: Welcome to easy Florida living in this 2-bedroom, 2-bath 55+ villa in beautiful Sarasota just 15 minutes away from Siesta Key! Comfortable, bright, and thoughtfully designed and NEW Roof and HVAC (2024) for added peace of mind - Come enjoy the relaxed lifestyle Sarasota is known for. Step inside to discover tile flooring throughout the entire home — no carpet here, creating a low-maintenance living space that’s perfect for Florida living. The stylish kitchen features rich wood cabinetry, granite countertops, a beautiful backsplash, and stainless steel appliances, offering both charm and functionality for everyday cooking and entertaining. Just off the kitchen, the sunny dining area is filled with natural light thanks to two large sliding glass doors, making it a welcoming place to start your morning or gather with friends. The spacious great room provides plenty of room to relax or host guests, with an open feel that makes the home comfortable and inviting. Both bedrooms are nicely sized, including the primary suite with a walk-in closet and private bath, offering a peaceful retreat at the end of the day. A laundry room conveniently located just off the 2 car carport adds everyday ease and practicality. Life in Strathmore Riverside Villas is about more than just the home — it’s about the lifestyle. Residents enjoy a wide variety of amenities designed for both relaxation and connection. The clubhouse serves as the heart of the community, featuring a fitness room, library, billiards, ping-pong, and outdoor recreation areas. A large heated pool is perfect for lap swimming, exercising, or simply relaxing in the Florida sunshine. Even better, the monthly condo fees make living here simple and stress-free, covering exterior maintenance, grounds care, water, and cable. Owners only pay for electricity and internet, allowing you to spend more time enjoying the Sarasota lifestyle and less time worrying about upkeep. For those who love being near the water, the community offers day docks for launching kayaks and fishing, along with a marina where owners can rent boat slips on a first-come basis. The social calendar stays active year-round with dances, dinners, educational luncheons, game nights, and community gatherings. Residents can also participate in a variety of social clubs including golf, arts and crafts, cards, boating, dining groups, and more, making it easy to meet neighbors and stay involved. Living in Sarasota means enjoying one of Florida’s most beloved coastal destinations. Known for its beautiful Gulf Coast lifestyle, Sarasota offers an incredible mix of award-winning beaches, dining, and outdoor recreation. Just a short drive away is the famous Siesta Key Beach, celebrated for its powdery white quartz sand and stunning sunsets. Spend your days soaking up the sunshine or enjoying waterfront restaurants in Siesta Key Village. Sarasota is also known for its vibrant cultural scene, including theaters, museums, and waterfront parks, along with endless opportunities for boating, fishing, golf, and exploring the natural beauty of Florida’s Gulf Coast. Whether you’re enjoying a quiet morning coffee at home, joining neighbors for a social event, or heading out to the beach for the afternoon, life here offers the perfect balance of relaxation and activity. If you’ve been searching for a welcoming 55+ community, fantastic amenities, and the Sarasota lifestyle close to Siesta Key, this villa is ready to welcome you home.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Tony Baroni (866-863-9005)
2946 CLARK RD #2946, SARASOTA, FL 34231
$150,00077 Days on yellowkey MLS ID: A4689366
REDUCED by $25,000 (14.3%) on 06/23/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 985 Built: 1973Monthly Fee: $588 Tax: $2,252 (2025)Community: Trinity VillageTownhouse
Taxes:$2,252
Remarks: LOCATION, LIFESTYLE, AND VALUE! Just under two miles from the world-famous quartz sand of Siesta Key Beach, this beautifully maintained 2-bedroom, 1.5-bath townhome in Trinity Village Condominiums delivers the ideal Florida lifestyle. Offered TURNKEY furnished, this light and bright home features granite countertops, ceramic tile, and engineered wood flooring throughout. The open living area flows seamlessly to a screened lanai with peaceful courtyard and pool views, creating the perfect space to relax or entertain. Upstairs, the primary bedroom boasts its own private screened lanai overlooking the same lush courtyard setting, your own quiet retreat. Located across the street from Detwiler’s Farm Market and just blocks from the shops, dining, and nightlife of Gulf Gate, and with quick access to Interstate 75, convenience is at your doorstep. Walk or bike to everything you need, including the beach. Perfect as a full-time residence, seasonal getaway, or income-producing rental, this property checks all the boxes for location, comfort, and opportunity.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Tina Renta (941-600-7361)
1701 SOUTHWOOD ST #1701, SARASOTA, FL 34231
$255,000226 Days on yellowkey MLS ID: A4671475
REDUCED by $5,000 (1.9%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1981Monthly Fee: $1,273 Tax: $3,371 (2024)Community: Baywood ColonySpa: NoCondo
Taxes:$3,371
Remarks: RECENT PRICE ADJUSTMENT - MOTIVATED SELLERS! Rare Opportunity in Prestigious West of the Trail - Welcome to an exceptional corner residence just steps from the Intracoastal Waterway, nestled within the highly desirable Baywood Colony Southwood community. This beautifully updated 2-bedroom, 2-bath end unit is filled with natural light, enhanced by an abundance of windows complemented with elegant plantation shutters throughout. The front screened lanai has been fully enclosed with sliding glass panels and additional plantation shutters, creating a stylish and versatile space ideal for year-round enjoyment. Inside, the home presents like a model, featuring a stunning open-concept kitchen with granite countertops, a generous breakfast bar, stainless steel appliances, and premium soft-close wood cabinetry accented by under-cabinet lighting. A washer and dryer are conveniently located inside the residence, and elegant tile flooring extends throughout. Major improvements provide peace of mind, including a new A/C system (2018), a roof replacement by the HOA (2019), and a recently re-plumbed building. This ground-floor unit offers the added convenience of a covered parking space directly behind the residence, along with a secondary private entry from the carport. Residents enjoy an exceptional Florida lifestyle with access to a heated saltwater pool, tennis and pickleball courts just steps away, and tranquil walks to the Baywood Colony fountain—perfect for taking in spectacular bayfront sunsets. With only 32 residences, the community offers a rare sense of privacy and boutique-style living. The location is unbeatable: just 2.2 miles from beach access with an easy bike ride, and within walking distance to Phillippi Estate Park—a picturesque 60-acre waterfront preserve offering kayaking, fishing, scenic trails, a playground, a weekly Wednesday farmers market, and a variety of community events including art fairs and concerts. This pet-friendly, maintenance-free community includes basic cable, exterior and grounds maintenance, roof and window coverage, and pest control—all included in the low monthly fee of $1,273. Best of all, the community is not age-restricted. Experience the perfect blend of comfort, convenience, and coastal elegance in this truly special Sarasota residence.
Listing Agent: Jo James, Llc (941-928-3175)
2225 FLORINDA ST, SARASOTA, FL 34231
$1,500,00030 Days on yellowkey MLS ID: A4690756
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2607 Built: 2026 Tax: $1,570 (2025)Community: Tamiami TerraceSpa: YesSingle Family
Taxes:$1,570
Remarks: Virtually Staged. 2225 Florinda Street — arrival as destination. Pull into the driveway, pass the two car garage and follow a landscaped walkway to arrive at a gracious covered entry; decorative metal screening catches the Florida light accenting the french pattern travertine entry and frames an oversize full glass door. Step inside and the experience unfolds: Large format porcelain tile, 10' ceilings and abundant windows bathing the open plan in natural light. Gulfside Homes, a Sarasota Custom Home builder for over 25 years, crafted this over 2,600 sq ft Calista model showcase with thoughtful and custom upgrades you’ll notice throughout—builtin conveniences, premium appliances and finish selections that read like an owner’s wish list already checked. The main level is made for living and entertaining: an elegant dining area flows to a true gourmet kitchen with gas range, pot filler, LG stainless appliances, microwave drawer and an oversized quartz waterfall island. The family room sits beyond, flooded by light from large windows and glass doors that frame the ivory travertine pool deck and spa. Opposite the island and tucked under the stairs is a purposeful coffee bar and prep station with a deep sink (cuttingboard/dryingrack/colander), coordinated floating shelving, abundant storage and a twozone undercabinet beverage refrigerator—one of the many touches that make daily rituals effortless. Also on the first floor is a flexible, large en-suite guest room whose bath doubles as a powder room and provides direct access to the outdoors and access to the pool—perfect for visitors and carefree pool days. Upstairs the home is arranged for privacy and function: a split bedroom plan placing the primary suite apart from two large secondary bedrooms. The primary is a serene retreat with a spa caliber bath—soaking vessel tub, floor to ceiling Calacatta porcelain shower with double rain heads, dual vanities—and generous closet space. A dedicated laundry on the bedroom level adds convenience. A roomy office/den/media room opens to a covered deck for quiet moments or flexible workspace. Outside is your private Sarasota oasis: 12×24 pool with six person spa, travertine decking and glass waterline tile, pre-plumbed for heating and framed by an 8' fenced yard. Premium systems and Gulfside upgrades that other builders don’t automatically provide—impact windows, underground 500gal propane tank, Rinnai tankless water heater with recirculating system, large format porcelain tile on the main level, waterproof luxury vinyl plank upstairs, timber stairs with stainless cable railing, upgraded lighting and hardware, Ring cameras and low maintenance tropical landscaping—deliver comfort, security and low upkeep. Only blocks to The Landings shopping center with several restaurants, gym, and Publix. Minutes from the John and Mable Ringling Museum of Art, Sarasota Art Museum, Van Wezel Performing Arts Hall, Marina Jack, downtown dining, farmers’ markets, marinas and Siesta Key and gulf beaches, 2225 Florinda is a refined, turnkey Sarasota lifestyle crafted by an experienced custom builder. Schedule your private showing to experience the details in person.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
5544 DINAH LN, SARASOTA, FL 34231
$1,895,00041 Days on yellowkey MLS ID: A4693403
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4433 Built: 1995 Tax: $9,270 (2025)Community: Terra Bea SubSingle Family
Taxes:$9,270
Remarks: You’ll love entertaining guests and embracing the tranquility of waterfront living in this one-of-a-kind classic Key West home on Philippi Creek Bayou. Enter through mahogany doors to soaring cathedral ceilings that fill the home with natural light and create an open, airy atmosphere. Expansive water views can be enjoyed in most rooms, while the outdoor deck provides the perfect setting to relax and take in stunning sunset skies. Inside, the Key West coral fireplace, luxury vinyl plank flooring and thoughtful architectural details create warmth and character throughout. The kitchen is designed for gathering and entertaining, featuring stainless steel appliances, a stainless-steel chef’s cooking area, quartz countertops and a wraparound bar that encourages memorable moments with family and friends. The enormous primary suite serves as a private retreat with its own water-view balcony, charming gas fireplace and bay windows. The spa-inspired en suite bath offers dual vanities and a relaxing spa tub. Dedicated office space provides flexibility for working from home or creating a quiet study area for the kids. Upstairs, you’ll find four bedrooms, a balcony and two full baths. The lower level features an expansive entertaining area ideal for a growing family, game room, gym or play space, along with a convenient pool bath for hosting guests. Outside, enjoy the private open pool area positioned at the water’s edge with long, peaceful canal views. The waterfront lifestyle continues with a kayak launch, Jet Ski floats and a newer composite boat dock with a 13,000-pound lift ready for boating adventures. Adding even more appeal for boating enthusiasts, the county is currently dredging the canal to further improve water access and navigation. The home has also been thoughtfully updated with a newer roof and freshly repainted interior and the property has been well maintained with no known storm-related damage or water intrusion. Just minutes from Philippi Shores Elementary and Riverview High School, this exceptional property is ideal for a growing family that loves the outdoors. A treasured Suncoast oasis where privacy, comfort and waterfront living come together beautifully.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Hedge, Jr (941-587-6660)
2731 RIVERBLUFF WAY #V76, SARASOTA, FL 34231
$229,00014 Days on yellowkey MLS ID: A4696921
0 Days Off yellowkey (back on 6/22/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1480 Built: 1971Monthly Fee: $725 Tax: $3,438 (2025)Community: Strathmore Riverside ISpa: NoVilla
Taxes:$3,438
Remarks: TURN-KEY OR UNFURNISHED | FULLY RENOVATED | 55+ WATERFRONT COMMUNITY Less than 18 minutes to Siesta Key Beach, this renovated 2 bedroom, 2 bath villa with two bonus rooms offers the Florida lifestyle many buyers are searching for. Residents enjoy a heated and chilled waterfront pool overlooking the marina, clubhouse, fitness center, residents' library, shuffleboard courts, and marina access. Boat slips are available for rent, providing direct boating access through Phillippi Creek to the Gulf of America. This home offers more usable living space than many comparable units in the community, with two bonus rooms ideal for a home office, hobby room, reading area, or guest space. Major updates include impact windows (2020), newer roof, 2022 A/C, updated plumbing and electrical systems, a whole house surge protector, fresh insulation, laminate flooring, sliding barn doors, granite countertops, under-cabinet lighting, and modern finishes throughout. Offered turn-key, furnished or unfurnished, this move-in-ready home is conveniently located near shopping, dining, medical facilities, downtown Sarasota, St. Armands Circle, and Siesta Key Beach. A rare opportunity to enjoy boating, resort-style amenities, and a renovated home in one of Sarasota's desirable 55+ waterfront communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: David Valencia (941-223-3621)
1732 KESTRAL PARK WAY S #43, SARASOTA, FL 34231
$534,00078 Days on yellowkey MLS ID: A4686630
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1982Monthly Fee: $167 Tax: $5,360 (2025)Community: The LandingsVilla
Taxes:$5,360
Remarks: THIS RARELY AVAILABLE and highly sought-after Landings Carriage Home, nestled within mature landscaping and offering verdant vistas from every room, is ready for its next owner. This residence lives like a single-family home, featuring a charming living area with a wood-burning fireplace, custom mantle, glass-topped shelf divider, and LVT plank flooring. Abundant windows fill the home with natural light, while plantation shutters provide privacy and character. The surrounding landscaping includes hibiscus, palms, ferns, and flowering trees, supported by an irrigation system, creating a peaceful garden setting. A paver driveway and walkway enhance the welcoming curb appeal. The split floor plan offers privacy, with a spacious primary suite featuring a dressing-room-style closet. The updated primary bathroom includes a walk-in shower with travertine, stone vanity top, high ceilings, and mirrored and tiled accents. The suite also features a ceiling fan and access to a private patio. The guest bedroom offers two closets and a full patio door for natural light. The second bathroom includes a granite-top vanity and tub/shower combination. The dining area is highlighted by a coastal-style glass bead chandelier. A glass-enclosed lanai provides flexible space for an office, den, or guest area. The kitchen features newer stainless steel appliances, granite countertops, a breakfast area, and a patio door leading to a private walled courtyard with a ceramic tiled fountain—ideal for relaxing or outdoor dining. Residents of The Landings enjoy scenic nature trails leading to Roberts Bay, along with a private fishing gazebo and kayak launch. Conveniently located between the Siesta Key bridges and approximately seven miles to downtown Sarasota. THIS IS THE LOCATION!! New additional gutters (2025), new TPO lanai roof (2026), new barrel tile roof (2022 association maintained), tankless hot water heater, new GE stacked full size washer and dryer with wifi capability (2021), new stainless steel Kitchen Aid appliances (2023), new garbage disposal (2024), new wifi controlled thermostat (2022), newer A/C system, create a home for you to easily move right into. Landscaping and building exterior maintenance are included in the monthly fees, so you are free to take advantage of the ideal Landings location—strategically developed as one of Sarasota’s premier gated communities with optional Racquet Club membership with 8 Har-Tru tennis courts, pro shop, fitness center, meeting rooms, pool and spa. The Landings has a lush well maintained nature trail that leads to Roberts Bay with a private fishing gazebo and rental space to park your kayak. Midway between the two Siesta Key bridges and approximately 7 miles from downtown—this is THE LOCATION.”
Listing Agent: Heather Chase (941-320-3121)
1428 PINE BAY DR, SARASOTA, FL 34231
$1,915,00022 Days on yellowkey MLS ID: A4695249
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2820 Built: 1978 Tax: $13,390 (2025)Community: Pine BaySpa: YesSingle Family
Taxes:$13,390
Remarks: A rare opportunity within the coveted West of Trail enclave of Pine Bay, this beautifully renovated residence is nestled on a quiet dead-end street near the historic Field Club and offers the perfect blend of privacy, sophistication, and convenience. Designed for effortless Florida living, this 4-bedroom, 3.5-bath home is filled with natural light, soaring vaulted ceilings, clerestory windows, and dramatic walls of glass. Twelve sets of sliding doors blur the line between indoors and out, wrapping around a stunning screened courtyard with a heated pool and spa to create a private resort-like setting rarely found at this price point. The thoughtfully redesigned interior showcases quartz countertops, custom cabinetry, designer finishes, induction cooking, rich engineered hardwood flooring, custom built-ins, and integrated smart home technology. Every space has been curated for both comfortable daily living and elegant entertaining. Outside, mature tropical landscaping surrounds the renovated pool and spa, featuring new tile, resurfacing, 2026 pump, expanded deck areas, upgraded drainage, landscape lighting, irrigation, and a remote-controlled privacy screen, creating an extraordinary outdoor retreat for gatherings, relaxation, or movie nights under the stars. Peace of mind comes with substantial recent improvements including 2020 renovated kitchen and baths, 2020 tile roof on the main residence, Miami/Dade hurricane-rated glass and doors, 2024 Kohler whole house generator, Savant smart home system with electric blinds, whole house Puronics water purification system, seamless gutters with gutter guards, updated electrical panel, and a 3 car garage with an air conditioned bay. Just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and world class dining, shopping, and cultural attractions, this exceptional West of Trail residence delivers the privacy of a hidden enclave with the convenience of Sarasota’s most desirable destinations at your doorstep.
Listing Agent: Lenore Treiman (941-356-9642)
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