Location: Sarasota
Do Not Show Listings
5860 HELICON PL, SARASOTA, FL 34238
$409,00041 Days on yellowkey MLS ID: A4691516
REDUCED by $10,900 (2.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1693 Built: 2002Monthly Fee: $476 Tax: $3,143 (2025)Community: VillagewalkVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,143
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this beautifully maintained Capri III Extended Villa, built by DiVosta Homes and designed for both comfort and an active lifestyle. This thoughtfully upgraded residence features durable tile flooring throughout the main living areas and engineered wood flooring in the bedrooms, combining style with easy maintenance. The open-concept layout includes a spacious great room with soaring vaulted ceilings, a dedicated dining area, and an inviting open kitchen highlighted by granite countertops and stainless-steel appliances—including newer microwave, range, dishwasher, and refrigerator. Step outside to your oversized screened lanai, recently rescreened and finished with a stamped patio surface, where you can relax and enjoy tranquil water views year-round. A separate laundry room with utility sink and built-in cabinetry adds everyday convenience. Located within the highly sought-after, gated community of VillageWalk, residents enjoy lush, beautifully landscaped grounds perfect for walking, biking, or cruising by golf cart. The community offers an unmatched array of amenities, including a clubhouse with state-of-the-art fitness center, library, and event space, along with six Har-Tru lit tennis courts, pickleball courts, bocce ball, and basketball courts. Relax in the resort-style geothermally heated pool or swim laps in the dedicated lap pool. VillageWalk’s Town Center features a full-service restaurant, boutique, hair salon, gas station, and a poolside tiki bar—bringing sun and fun right to your doorstep. With an onsite HOA manager and activities director, there’s always something to enjoy. Ideally located near the world-renowned Siesta Key Beach and with easy access to the Legacy Trail, as well as shopping, dining, and entertainment, this home truly offers the best of Florida living.
Listing is courtesy of: TOWN CENTER REALTY (941-929-9333)
Listing Agent: Brenda Mazzone (941-236-1250)
3038 RINGWOOD MDW #20, SARASOTA, FL 34235
$400,000191 Days on yellowkey MLS ID: A4673638
17 Days Off yellowkey (back on 5/28/2026)
REDUCED by $24,900 (5.9%) on 04/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1500 Built: 1981 Tax: $2,924 (2025)Community: Villas Of Papillion - The MeadowsVilla
Taxes:$2,924
Remarks: Unique opportunity! Over $150K in permitted top-to-bottom renovation. Luxuriously reimagined end-unit villa in The Meadows offering refined living in a lush, park-like setting with a phenomenal Sarasota location. A beautiful canopied street and maintenance-free living welcome you home. The interior is bathed in natural light and was thoughtfully remodeled with a designer’s eye by Sand and Shore Remodeling. This is must-see. The heart of the home is a gorgeous open kitchen featuring a stunning Calacatta quartz waterfall island, Franke deep-basin workstation sink, soft-close shaker cabinetry, Arabesque marble backsplash and a paneled French-door refrigerator for a seamless, custom look. Additional upgrades elevate every room with lightly skip-troweled ceilings, square dimmable LED recessed lighting, White Oak luxury-vinyl flooring and solid-core interior doors. All with ideal southwestern exposure for bright, cheerful winters, just 500 feet to the heated community pool, less than two miles to Whole Foods and Trader Joe’s, and convenient from everything The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf, and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the future Sarasota Orchestra, and University Town Center: a favorite shopping and dining destination. A fabulous Florida lifestyle awaits. With 2023 water heater, 2022 garage door, 2019 full remodel including electrical panel, 2017 air-conditioning system, 2012 tile roof, re-piped and above flood plain in zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
4181 CENTER POINTE CIR #91B, SARASOTA, FL 34233
$275,000154 Days on yellowkey MLS ID: A4677449
REDUCED by $5,000 (1.8%) on 05/05/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1578 Built: 1983Monthly Fee: $405 Tax: $3,492 (2025)Community: Courtyard VillasVilla
Taxes:$3,492
Elementary School: Ashton Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Exceptional value in today’s market, available for a quick close! Welcome to effortless Florida living in this beautifully maintained condo located in the desirable Center Gate community of Sarasota. This inviting unit offers a bright, open layout with comfortable living and dining spaces that flow seamlessly—perfect for both everyday living and entertaining. The well-appointed kitchen provides ample cabinetry and workspace, while the spacious primary suite offers a relaxing retreat with generous closet space and an en-suite bath. Enjoy peaceful mornings or unwind in the evenings from your private, over sized lanai. Residents of Center Pointe enjoy a quiet, well-kept community with convenient access to shopping, dining, medical facilities, and just a short drive to Sarasota’s world-renowned beaches. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this property checks all the boxes. Low-maintenance living in a prime location—schedule your showing today and come see the value for yourself.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Alicea Martinez (941-504-3852)
5440 RIVERBLUFF CIR #87, SARASOTA, FL 34231
$219,00016 Days on yellowkey MLS ID: A4695042
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1971Monthly Fee: $622 Tax: $2,033 (2025)Community: Strathmore Riverside ISpa: YesVilla
Taxes:$2,033
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa in the highly sought-after 55+ Strathmore Riverside Villas community is the Florida lifestyle opportunity you have been waiting for. Whether you are pursuing the snowbird dream or making the permanent move to paradise, this turnkey gem is ready for you right now. Fresh 2025 upgrades include a brand new kitchen, new flooring throughout, and new plumbing — no projects, no headaches, just move in and start living. The bright open-concept layout offers comfortable and easy living with an in-unit washer and dryer, covered carport, and attached storage room. The community is where the magic happens. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, and end your day watching the sun set over Phillippi Creek. Boating enthusiasts will love the community marina with direct access to the Intracoastal Waterway and the Gulf of Mexico — boat slips available through the association. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. HOA fee includes cable TV, water, sewer, exterior building and grounds maintenance, building insurance, escrow reserves, and onsite management. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. At this price with these upgrades in this community, this one will not last long. Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
3150 RINGWOOD MDW #54, SARASOTA, FL 34235
$254,000206 Days on yellowkey MLS ID: A4672491
1 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1351 Built: 1981 Tax: $3,760 (2024)Community: Villas Of PapillionVilla
Taxes:$3,760
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Villa unit in beautiful and convenient section within The Meadows. Very close to the Meadows shopping village with the new sweet treat ice cream shoppe, a new Indian cuisine restaurant and the famous Mona Lisa Italian restaurant. You can literally walk over for an evening out. You are just a mile away from UTC with the newest in shopping, dining and entertainment venues, including the newly opened Mote Marine Aquarium. Needs some updating but otherwise very nice 2 bedroom/2 bath in Villas of Papillon featuring the most unique community pool setting in the area. Accessed by little bridge the pool is located on a little island in the lake. Possessions will be removed prior to closing or can be left.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Kenneth Cowles (941-954-4443)
2902 CAPTIVA GARDENS DR #3, SARASOTA, FL 34231
$259,90035 Days on yellowkey MLS ID: A4692905
REDUCED by $20,000 (7.1%) on 05/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1975Monthly Fee: $621 Tax: $2,243 (2025)Community: Captiva GardensSpa: NoVilla
Taxes:$2,243
Remarks: Looking for a Value Priced "Updated" Villa in Captiva Gardens with or without furniture? You've found it! All of these updates within the last 3 years: Luxury Vinyl Flooring*Hurricane Windows*Kitchen Appliances*Interior Freshly Painted*Walk-in Tub/Shower*LG Washer all in on*Recessed lighting & More! This villa has Coastal Fixtures and Decor and the furniture is optional! The layout is wonderful with two distinct living areas, providing ample space for relaxation and entertainment. Beautiful shell landscaping with decorative pots and a Lanai with a brick patio, which is a great place to unwind. Residents have full access to the Pool and the well maintained Clubhouse that is perfect for events and social gatherings with all of the friendly neighbors. The pool offers a refreshing escape and is ideal for soaking up the Florida sun or doing a leisurely swim. The location of this community is superb and it is within minutes to World Renowned Siesta Key Beaches, Gulf Gate Library, Legacy Trail, Gulf Gate Shops and Restaurants, Several Fitness Centers, A+ Schools and Shopping. UTC Mall is only 20 minutes away, as well as cultural downtown Sarasota with great nightlife, fine restaurants, opera, movie theaters and more. The one car garage is an added bonus that provides not only parking convenience but also adds additional storage options. You'll love living in sought-after South Sarasota. Whether you want to explore local parks, shop, hop on over to Siesta Key or take a walk or bike ride ... South Sarasota always has something to do. Make this one yours but don't wait!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
7755 PINE TRACE DR #7755, SARASOTA, FL 34243
$379,90053 Days on yellowkey MLS ID: A4690016
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1605 Built: 1988 Tax: $4,683 (2025)Community: Pine TraceVilla
Taxes:$4,683
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Fully Furnished | Turnkey Living in Palm Aire's Pine Trace. Welcome to 7755 Pine Trace Drive a beautifully maintained, fully furnished 3-bedroom, 2-bathroom residence offering 1,605 square feet of effortless Florida living in one of Sarasota's most desirable communities. Step inside to an open-concept living area that's move-in ready and thoughtfully appointed for both everyday comfort and easy entertaining. The modern kitchen features contemporary appliances and generous counter space ideal for anyone who loves to cook and gather. Three well-sized bedrooms provide private retreats for family or guests, and the attached 2-car garage delivers both secure parking and valuable storage. Extensively Updated in 2024: New A/C, refrigerator, stove, microwave, garbage disposal, garage door, washer, dryer, lighting, ceiling fans, blinds, and a brand-new steam room in the pool area. Roof replaced in 2021. This home has been meticulously cared for buy with confidence. The Pine Trace Community offers a tranquil, beautifully landscaped setting with a friendly neighborhood feel. Nearby Palm Aire Country Club is a private, member-owned equity club featuring golf, tennis, padel, pickleball, visual arts programming, food and wine events, gardening groups, and active social card clubs. Four equity membership options are available. Location is everything. Minutes from University Town Center with 100+ specialty stores and 20+ restaurants. Easy access to downtown Sarasota's acclaimed dining scene, Sarasota Opera House, and world-class cultural destinations including The Ringling Museum. Beach days are just a short drive to Lido Key's white sand shores, St. Armands Circle shopping and dining, or legendary Siesta Beach consistently ranked among the best beaches in the country. Comfort, convenience, and the best of the Sarasota lifestyle all waiting for you at Pine Trace.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
3952 ASHWOOD LN #37, SARASOTA, FL 34232
$179,900254 Days on yellowkey MLS ID: A4663160
REDUCED by $20,000 (10.0%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1973 Tax: $2,584 (2024)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$2,584
Remarks: Welcome to easy Florida living in the heart of Sarasota. Tucked inside an active 55+ community, this beautifully updated 2-bedroom, 2-bath villa offers the perfect combination of comfort, style, and convenience for both seasonal escapes and full-time living. Partially furnished and truly move-in ready, this inviting home is designed for enjoying the relaxed Sarasota lifestyle from day one. Inside, you’ll immediately notice the light-filled open feel and thoughtful upgrades throughout. Luxury vinyl flooring with Air Guard underlayment flows seamlessly throughout the home, while Soft-Lite impact windows provide added peace of mind and energy efficiency. Recent improvements include a new A/C compressor (2025), upgraded laundry room with fresh drywall, painted flooring, utility sink, and tile backsplash, along with refreshed bathrooms featuring updated vanities and toilets. The screened front entry creates a welcoming and private outdoor space, complemented by added gutters and attractive paver details. The spacious primary suite features a walk-in closet and private en-suite bath with a wheelchair-accessible shower for added comfort and accessibility. A generous guest bedroom offers flexibility for visitors, hobbies, or a home office setup. Enjoy peaceful mornings and relaxing evenings in the enclosed lanai, or take advantage of the community’s outstanding amenities, including a heated pool, shuffleboard courts, fitness room, clubhouse, game room, and a full calendar of social events. From bingo nights to potluck dinners, this is a neighborhood where neighbors quickly become friends. Ideally located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, medical facilities, and the area’s renowned arts and cultural attractions, this charming villa delivers the best of low-maintenance Florida living in one exceptional location.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Brooks Cundiff (941-374-6848)
5915 TIDEWOOD AVE #4, SARASOTA, FL 34231
$299,900176 Days on yellowkey MLS ID: A4675716
REDUCED by $20,100 (6.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $1,857 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$1,857
Elementary School: Phillippi Shores Elementary
Remarks: One or more photo(s) has been virtually staged. Completely renovated and ideally located in the waterfront community of Baywood Colony, this beautifully updated villa offers the perfect blend of modern comfort and coastal lifestyle. Just one block from Little Sarasota Bay and only moments to Siesta Key, this home places you right where you want to be. Inside, the updates shine from the moment you walk in. The open living and dining areas feel bright and welcoming, enhanced by new flooring and a warm wood-paneled ceiling that adds character and charm. Large sliding glass doors lead to the enclosed lanai, creating a seamless indoor-outdoor flow and offering a versatile space to relax or entertain. The kitchen has been fully renovated with new cabinetry, countertops, and stainless steel appliances, delivering a clean, modern look with functional design. Both bathrooms have also been beautifully updated, and new hurricane impact windows in the main living areas provide added peace of mind along with energy efficiency. The layout offers two comfortable bedrooms, including a spacious primary suite with its own private bath. The second bedroom is well-positioned for guests or flexible use as a home office. Step outside and enjoy the community’s true highlight—direct access to Little Sarasota Bay, where residents can take in stunning water views, launch a kayak, or simply relax by the water. Baywood Colony also features a heated community pool and well-maintained grounds, creating a laid-back, coastal atmosphere. Whether you're looking for a full-time residence or a seasonal retreat, this move-in ready villa combines thoughtful updates, a functional layout, and an unbeatable location near Siesta Key, dining, and shopping. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
39 STRATHMORE BLVD, SARASOTA, FL 34233
$140,00021 Days on yellowkey MLS ID: N6144447
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1195 Built: 1968Monthly Fee: $274 Tax: $2,427 (2025)Community: Strathmore VillaVilla
Taxes:$2,427
Remarks: One or more photo(s) has been virtually staged. This 2-bedroom, 2-bath villa with a covered carport offers an incredible opportunity to enjoy the best of Sarasota living in the sought-after 55+ community of Strathmore Villa. Featuring a spacious and functional floor plan, this residence provides comfortable, low-maintenance living with plenty of room to relax and entertain. Residents of Strathmore Villa enjoy a wealth of amenities, including a heated community pool, clubhouse, and shuffleboard courts, all set within a beautifully landscaped, pet-friendly community. The prime location just off Bee Ridge Road places you minutes from shopping, dining, healthcare facilities, and everyday conveniences, while the world-famous Siesta Key Beach is only a short drive away. Whether you're looking for a year-round residence, seasonal retreat, or investment in the Florida lifestyle, this villa represents exceptional value. With its desirable location, community amenities, and affordable ownership opportunity, this is one of the best buys in Sarasota's active adult market. Don't miss your chance to own a piece of paradise and enjoy the comfort, convenience, and vibrant lifestyle that Strathmore Villa has to offer. This property is subject to a 3-Day First Look Period. Seller will negotiate offers after the period expires.The seller does not accept blind offers or escalation clauses.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Christina Burns (941-451-9247)
2121 PUEBLO CIR #V6, SARASOTA, FL 34231
$179,90038 Days on yellowkey MLS ID: A4692375
1 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1972 Tax: $2,132 (2025)Community: Woodside Village WestSpa: NoVilla
Taxes:$2,132
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. VALUE PRICED! Immaculate & Updated Villa in the "Gulf Gate Area" that you will be proud to call home! Many updates, including the following: Tile Roof 2025*2.5 Ton, 15.2 Seer2 Air Conditioner 2024*Updated Kitchen Cabinetry, Granite Tops 2022*Dishwasher, Microwave, Range & Refrigerator 2022*Bath Vanities & Tops replaced 2022*Porcelain Tile throughout 2018*Washer & Dryer 2018*Interior freshly painted 2018*Lighting 2018*Plumbing redone overhead by association 2018. Don't miss showing this one ... the QUALITY speaks for itself. There is also a laundry closet off of the kitchen and the washer & dryer are included in the sale. There is a patio in the back of the villa where you can relax and have a cup of coffee while you enjoy the beautiful Florida weather! This villa has an assigned parking space and there is plenty of guest parking. The primary bedroom suite offers a walk-in-closet. This wonderful South Sarasota location is prime & only minutes to our World Famous Siesta Key Beaches! Gulf Gate Shopping and Fine Restaurants are nearby, as well as the Gulf Gate Library, several fitness centers, Legacy Trail, Costco & More. Cultural downtown Sarasota & the UTC Mall are only 20 minutes away. Come home to your affordable villa and enjoy the Heated Community Pool which will be waiting for you and your friendly neighbors! Enforced deed restrictions protect your privacy and investment! You must own 1 year prior to renting and the minimum leasing period is 2 months. You'll love this 55+ community & this Villa is priced to sell. The quarterly fees are reasonable and the fees include Cable TV*Sewer/Water Maintenance*Trash*Pest Control*Pool & More. H-U-R-R-Y on this Beauty before it's gone. Available for immediate occupancy (once aplication by association is approved!) EZ Show.
5521 CHANTECLAIRE #21, SARASOTA, FL 34235
$329,000103 Days on yellowkey MLS ID: A4684320
REDUCED by $10,500 (3.1%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985 Tax: $3,913 (2025)Community: ChanteclaireVilla
Taxes:$3,913
Remarks: WELCOME HOME TO AN AMAZING OPPORTUNITY to live in one 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)
3252 WESTFORD LN #122, SARASOTA, FL 34231
$260,00064 Days on yellowkey MLS ID: A4688937
0 Days Off yellowkey (back on 5/24/2026)
REDUCED by $5,000 (1.9%) on 05/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1131 Built: 1972Monthly Fee: $175 Tax: $1,670 (2025)Community: Gulf Gate Garden Homes EVilla
Taxes:$1,670
Remarks: Under contract-accepting backup offers. Welcome to 3252 Westford Lane — LOW $175 monthly HOA in Gulf Gate Gardens Homes in Sarasota, Florida! (Kitchen photos virtually staged with alternate wall color) A wonderful opportunity in one of Sarasota’s most desirable Gulf Gate neighborhoods, this 2 bedroom, 2 bath villa presents comfortable Florida living with a functional layout and peaceful greenbelt view from your private patio and bonus room. Inside, 1,131 sq ft of space, this one story home showcases a floor plan that flows effortlessly from room to room with generous living spaces for everyday living or seasonal stays. Inside, you’ll find comfortable living spaces and ample indoor storage — perfect for modern convenience. The home features plenty of closet/cabinet/pantry space, a clean layout, and excellent natural light throughout. There is also a carport and large indoor utility/laundry room. For the chef in the family the kitchen offers stainless steel appliances, a kitchen island for ease everyday or entertaining. Enjoy a greenbelt view in a peaceful community setting. Low maintenance fees making this residence ideal for first time buyers, downsizers, or snowbirds seeking a low upkeep Sarasota home. Well maintained property features include: Roof 2017, (2) exterior doors (side and rear) w/ blinds between glass, impact glass 2017, A/C 2020, Exterior painted 2022, Exterior motion light 2026 new, All outlets and rocker switches 2017, All wood blinds and woven window treatments, All Door hardware inside and out 2017, Guest Bathroom toilet 2019, Shut off valve at water heater 2019, Garbage Disposal 2019, Stainless Appliances: Whirlpool Range 2026, Refrigerator 2026, Bosch Dishwasher like new, Whirlpool Microwave like new. Air conditioner has been consistently maintained and new UV light installed 2026 and carbon filtration system added in 2026 ($2k). All interior has been painted (walls and ceilings), Great Room/Dining/Florida Room low maintenance solid surface stained concrete. Carpet and upgraded pad in bedrooms (pad has the waterproof barrier on top between pad and carpet 2017. Storage room new cabinetry and plumbed for utility sink. Exterior- all re-landscaped, Exterior patio wood look deck tiles and metal privacy trellis 2026, All interior and exterior lights 2021, Private Mailbox. Location & Community Highlights: Prime Gulf Gate Gardens location with easy access to Gulf Gate Village, Legacy Trail, YMCA/Potter Park, Costco; close to dining, shopping, and services. High walkability score. Minutes from the world famous Siesta Key Beach and nearby cultural hotspots. • Low monthly HOA that covers grounds maintenance and irrigation. From its quiet greenbelt setting to its proximity to beaches, trails, and conveniences, this home offers the best of Gulf Gate living in Sarasota.
Listing is courtesy of: KATHLEEN GOFF LICENSE R.E. BROKER (941-350-3902)
Listing Agent: Kathleen Goff (941-350-3902)
4034 WILSHIRE CIR E #154, SARASOTA, FL 34238
$409,00021 Days on yellowkey MLS ID: A4693402
1 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1990 Built: 1989 Tax: $1,845 (2025)Community: Lakeshore VillageVilla
Taxes:$1,845
Remarks: Under contract-accepting backup offers. MUST SEE THIS REMODEL! Located in the highly desirable Lakeshore Village community in Sarasota, this beautifully remodeled 3-bedroom, 2-bath attached villa with a 2-car garage offers nearly 2,000 square feet of stylish, move-in-ready living just minutes from Siesta Key Beach, shopping, dining, I-75, and everything Sarasota has to offer. From the moment you step inside, you’ll appreciate the light, bright open floor plan with vaulted ceilings, luxury vinyl plank flooring throughout, fresh interior paint, updated lighting, and designer touches at every turn. The spacious great room is ideal for entertaining and features a custom built-in wine and beverage station, creating the perfect gathering space for family and friends. The remodeled kitchen is both beautiful and functional, showcasing custom cabinetry, quartz countertops, decorative tile backsplash, stainless steel appliances, and updated fixtures designed for everyday living with effortless style. The primary suite offers a true retreat with a fully redesigned bath featuring double vanities, a private water closet, large linen storage, and an expansive walk-in shower with dual shower heads and decorative tile accents. Bedroom 3, accented by stylish barn doors, is currently used as a den/home office, while Bedroom 2 provides flexible space for guests, hobbies, or a private retreat. Step onto the enclosed Florida room and enjoy lush tropical landscaping and a peaceful backyard setting — the perfect spot for morning coffee, relaxing with a book, or simply enjoying Florida living year-round. Located in Flood Zone X, where flood insurance is not required, this home also offers exceptional maintenance-free living. Monthly condominium fees include CABLE, INTERNET, lawn care, pest control, exterior maintenance, exterior painting, roof reserves, and irrigation of common areas. Residents of Lakeshore Village enjoy an active lifestyle with access to a heated and chilled community pool, tennis and pickleball courts, clubhouse, billiards room, library, community kitchen, and a full calendar of social activities and neighborhood events. Beautifully updated, impeccably maintained, and perfectly located — this Sarasota villa is truly move-in ready and sure to impress.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Maggie Nasser (941-780-1006)
5723 DEER HOLLOW TRL, SARASOTA, FL 34232
$299,00018 Days on yellowkey MLS ID: TB8511154
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 721 Built: 1985Monthly Fee: $45 Tax: $1,776 (2025)Community: Deer HollowVilla
Taxes:$1,776
Remarks: Location, location, location! Welcome to this 2 bedroom, 1 bathroom villa ideally situated in the heart of Sarasota with quick access to I-75, making commuting and exploring the area incredibly convenient. This move in ready home has already had the major updates completed for peace of mind, including a new roof in 2022 with a 10 year warranty, hurricane grade windows, slider, and front door installed in 2023, new AC in 2024, and replaced exterior siding. Enjoy low HOA fees of just $335 annually while taking advantage of community amenities including a playground and peaceful preserve walking paths. Whether you’re looking for a primary residence or a seasonal getaway this villa offers comfort, convenience, and value all in one. Perfectly positioned near the vibrant UTC area, this home is just minutes from Nathan Benderson Park, The Mall at University Town Center, top rated dining, shopping, Sarasota-Bradenton International Airport, Downtown Sarasota, and the world famous beaches of Siesta Key and Lido Key. Schedule your showing today!
Listing is courtesy of: PEOPLE'S TRUST REALTY (727-946-0904)
Listing Agent: Ali Kochno (813-766-7143)
4316 CALLISTA LN, SARASOTA, FL 34243
$495,000189 Days on yellowkey MLS ID: A4674352
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1930 Built: 2005Monthly Fee: $243 Tax: $4,677 (2023)Community: Callista VillageVilla
Taxes:$4,677
Elementary School: Emma E. Booker Elementary
Tax Year: 2023
Remarks: Experience modern living in this beautifully remodeled two-bedroom plus den home, perfectly situated in a prime location now available! The versatile den offers the perfect solution for a home office, guest room, or movie room. Nestled on a peaceful dead-end street for ultimate privacy and tranquility. Discover the ease of maintenance-free living allowing you to enjoy a relaxed lifestyle without the hassle of upkeep. Enjoy modern updates throughout, designed for comfort and style with natural light all throughout. Located in a highly desirable area near University Town Center that offers shopping, dining, and entertainment. Whether you're downsizing, retiring, or seeking a hassle-free lifestyle, this home is must-see. Don't miss this exceptional opportunity!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Samantha Jennen (941-321-6095)
2247 BISPHAM RD #50, SARASOTA, FL 34231
$239,00039 Days on yellowkey MLS ID: A4692145
1 Days Off yellowkey (back on 5/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1170 Built: 1974Monthly Fee: $700 Tax: $2,170 (2025)Community: Woodside Village EastVilla
Taxes:$2,170
Remarks: Under contract-accepting backup offers. Charming 2-bedroom, 2-bath villa in the highly desirable Gulf Gate area, just a few miles from the pristine sands of Siesta Key. This move-in ready, updated home features an open floor plan with cathedral ceilings and a bright, airy Florida room, creating a light and inviting living space. Enjoy the feel of a beach retreat without being in a flood zone. Furniture is available and included. The villa has been tastefully updated with quartz countertops in the kitchen, luxury vinyl flooring throughout, newer appliances, remodeled bathrooms, added can lighting, a new electrical panel, and HVAC replaced in 2022. Pavers have been added to create a charming front porch sitting area—perfect for relaxing outdoors. Additional highlights include covered parking and a shared circular drive that provides added guest parking convenience. Woodside Village East offers beautifully maintained grounds with mature landscaping and a community pool, all in a prime location close to beaches, shopping, dining, and entertainment.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Janice Melzer Langa (941-404-0802)
5609 EVERGREEN DR #28, SARASOTA, FL 34233
$270,000268 Days on yellowkey MLS ID: A4665113
0 Days Off yellowkey (back on 5/23/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1980Monthly Fee: $471 Tax: $1,849 (2024)Community: Center Gate Village 4Villa
Taxes:$1,849
Remarks: Under contract-accepting backup offers. This approximately 1,600 square foot house offers two bedrooms and two bathrooms. The property features a pool for year-round enjoyment. Crown molding throughout the home adds an elegant touch. The roof is new, providing peace of mind. The air conditioning system is newer, ensuring comfortable climate control. The hot water heater is also new, guaranteeing a reliable supply of hot water. The location of this home is a desirable attribute. Ceramic tile flooring and new carpet create a welcoming ambiance. The kitchen has been updated with modern appliances and finishes. The bathroom has also been updated with a fresh, contemporary design. The homeowners association fees are low, making this an affordable option.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tom Palazzo (404-734-5735)
3444 EL RADO CT #8418, SARASOTA, FL 34232
$239,99978 Days on yellowkey MLS ID: A4685267
REDUCED by $10,000 (4.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978Monthly Fee: $633 Tax: $1,434 (2025)Community: Village Plaza Sec 4Villa
Taxes:$1,434
Remarks: Welcome to 3444 El Rado Court, where peaceful cul-de-sac living meets the convenience of a prime Sarasota location. Tucked away in one of the area’s most convenient and well-established neighborhoods, this inviting 2-bedroom, 2-bath home offers solid bones and a smart, functional layout — ideal for full-time living or a warm-weather retreat. Located within a desirable 55+ maintenance-free community, residents enjoy access to a clubhouse with a large heated pool, grilling area, sauna, fitness center, shuffleboard, billiards room, and library. The community also hosts a wide variety of activities and social events, from pickleball and cards to water exercise, happy hours, and more. Situated in the heart of Sarasota, this home places you just minutes from award-winning Siesta Key and Lido beaches, downtown Sarasota’s dining, arts, and entertainment, as well as shopping, parks, and everyday conveniences. Whether you’re seeking the perfect year-round residence or a delightful seasonal getaway, this property offers an appealing blend of value, comfort, and location that suits any lifestyle. Don’t miss this well-priced opportunity — it’s one you won’t want to overlook. *Seller is offering a $2,500 flooring allowance at closing*
Listing Agent: Lori Smith (941-275-1955)
4651 CHANDLERS FORDE #34, SARASOTA, FL 34235
$425,000154 Days on yellowkey MLS ID: A4677292
REDUCED by $13,000 (3.0%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1983Monthly Fee: $719 Tax: $3,617 (2025)Community: Chandlers FordeVilla
Taxes:$3,617
Remarks: Unique opportunity! Luxurious and tastefully renovated corner villa in the sought-after Meadows, a resort lifestyle community. Charming Chandlers Forde offers refined living in a canopied park-like setting minutes from downtown Sarasota. Inside, you will love the soaring cathedral ceilings, floor-to-ceiling double-sided gas fireplace, elegant newer engineered hardwood throughout, open and airy, featuring a wall of sliders to the Florida room showcasing a tropical yard and relaxing ambiance. The totally remodeled kitchen is a chef’s delight with newer top-of-the-line appliances, solid wood cabinetry, quartz countertops, glass tile backsplash and convenient to the private grilling patio. The generous primary suite offers a walk-in, closet and main bath with double vanities. The second bath totally remodeled with composite granite. Custom Hunter Douglas window treatments. Lanai has newer tile, screens and ceiling fans. All maintenance-free living, just around the corner from one of the two heated community pools. The Meadows, 1,600 park-like acres. Residents enjoy 14 miles of trails, fun activities, fitness center, Junior Olympic pool, 10 pickleball courts, golf, dining venues plus and a top-notch tennis complex. You’ll live near award-winning beaches, remarkable arts and culture, Nathan Benderson Park, newly opened Mote Aquarium, Whole Foods, Trader Joe’s and The Mall at University Town Center, a world-class shopping, entertainment and dining destination. A fabulous Florida lifestyle with all conveniences. Newer 25-year dimensional shingle roof, new HVAC 2022. Spacious two-car garage with plenty of storage and above flood plain in Zone X.
Listing Agent: Marci Carter (941-330-4226)
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