Location: Sarasota
Do Not Show Listings
6099 BENEVENTO DR, SARASOTA, FL 34238
$419,90011 Days on yellowkey MLS ID: A4694160
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 2010Monthly Fee: $416 Tax: $3,119 (2025)Community: Isles Of SarasotaSpa: YesVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,119
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Welcome to your slice of paradise! This exceptional 3-bedroom, 2-bathroom waterfront villa perfectly blends maintenance-free living with the serene ambiance of coastal life. From the moment you step inside, you are greeted by an expansive, open-concept floor plan designed to maximize natural light. The "light and bright" interior features soaring ceilings, fresh neutral tones, and wall-to-wall windows that frame breathtaking, tranquil water views. The heart of the home flows seamlessly into a spacious living area, ideal for both quiet afternoons and vibrant entertaining. Step through the sliding glass doors onto your private lanai to enjoy morning coffee or evening sunsets over the water. The primary suite serves as a peaceful retreat, complete with an en-suite bath and generous closet space, while two additional bedrooms provide ultimate flexibility for family, guests, or a dedicated home office. Don't miss this rare opportunity to own a sunlit waterfront sanctuary! There are accordion shutters protecting the sliders and master bedroom windows and steel hurricane shutters for the remaining windows. The AC was replaced in 2021 and the water heater in 2023. The Isles community is maintenance-free. You will make new friends in The Isles at many of the community functions or enjoying the 4 tennis courts, 2 pickle ball courts, 2 bocce courts, tot-lot, state of the art fitness center and resort-style, heated swimming pool. The Isles is close to Siesta Key Beach, dining, doctors, golf courses, Legacy Trail, COSTCO and Publix, and all the cultural venues downtown Sarasota provides.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (941-957-0833)
Listing Agent: Alice Sciarrino (941-266-4553)
1732 KESTRAL PARK WAY S #43, SARASOTA, FL 34231
$534,00052 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
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
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 is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Heather Chase (941-320-3121)
7754 WANING MOON WAY, SARASOTA, FL 34241
$399,999223 Days on yellowkey MLS ID: A4669060
1 Days Off yellowkey (back on 4/23/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skye RanchVilla
Taxes:$0
Elementary School: Lakeview Elementary
Tax Year: 2024
Remarks: What's Special: Close to Amenities | Close to Trails | Pond View. New Construction – Ready Now! Built by America’s Most Trusted Homebuilder. Welcome to the Ibis at 7754 Waning Moon Way in Esplanade at Skye Ranch. Step inside, you'll find 2 bedrooms, 2 bathrooms, a study, and a spacious 2-car garage. The open gathering room flows seamlessly into a beautiful kitchen, creating a bright and welcoming heart of the home. Your primary suite is a peaceful retreat, featuring a large walk-in closet, dual sink vanity, expansive shower, and a private water closet. Additional Highlights Include: 8' interior doors, extended lanai, tray ceilings package, extended patio cage with screened roof, whole house impact windows, and pre-plumbed for laundry room sink. Photos are for representative purposes only. MLS#A4669060 Live your dream vacation every day at Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
5860 HELICON PL, SARASOTA, FL 34238
$409,00029 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
Taxes:$3,143
Elementary School: None
High School: None
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)
3978 OVERLOOK BEND TER #25, SARASOTA, FL 34232
$215,000374 Days on yellowkey MLS ID: A4653235
REDUCED by $2,000 (0.9%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1973 Tax: $2,047 (2024)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$2,047
Elementary School: Tuttle Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Back on Market due to previous financing falling through from previous buyer! Make this your home now before it's gone again! Welcome to 3978 Overlook Bend Terrace Unit #25, a delightful updated 2-bedroom, 2-bathroom villa nestled in the heart of Sarasota's sought-after Glen Oaks Ridge Villas—a tranquil 55+ community known for its lush landscaping, well-maintained properties, and vibrant social atmosphere. This 1,040 sq ft single-story end-unit villa, offers a perfect blend of comfort and convenience. The interior boasts a spacious updated combination dining and living room adorned with ceiling fans and blinds, providing a cozy setting for relaxation and entertainment. The sunlit Florida room invites you to unwind and enjoy the serene surroundings. There are upgrades galore, including new AC unit with all new ductwork and new hot water heater. It also boasts new paver patio, new screened enclosure with solar screening, new ceramic floor tile throughout except master bath. The updated kitchen is equipped with new kitchen cabinets with white subway backsplash and quartz countertops. It also has a new stainless steel refrigerator, stove and dishwasher all catering to all your culinary needs. It also has a newer washer and dryer with added additional storage. This wonderful homes also has new ceiling fans, plantation shutters throughout with a new updated guest bathroom. The master suite features a walk-in closet and an updated vanity, offering a private retreat within your home. The community features a heated pool, clubhouse with kitchen, exercise room, game room, shuffleboard and various social activities including a putting green. Glen Oaks Ridge Villas provides residents with a great low-maintenance lifestyle, thanks to a homeowners' association that covers the roof and all roof maintenance, pool care, exterior building maintenance, grounds upkeep, insurance, water, sewer, and cable. Situated just minutes from downtown Sarasota, the stunning Gulf Coast beaches, shopping centers, restaurants, and parks, this villa offers the perfect balance of peaceful living and urban convenience. Don't miss the opportunity to make this charming villa your new home in one of Sarasota's most welcoming 55+ communities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
3038 RINGWOOD MDW #20, SARASOTA, FL 34235
$400,000179 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
$275,000142 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
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
$219,0004 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
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
$254,000194 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
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)
1218 MOONMIST CIR #S2, SARASOTA, FL 34242
$739,00033 Days on yellowkey MLS ID: A4691272
REDUCED by $35,900 (4.6%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1968Monthly Fee: $1,057 Tax: $4,193 (2025)Community: Polynesian GardensVilla
Taxes:$4,193
Remarks: Welcome to your New Home, minutes from the world-renowned Siesta Key Beach, consistently ranked as one of the #1 beaches in the U.S famous for its powdery white quartz sand and crystal-clear Gulf waters. This impeccably remodeled turnkey furnished home offers an exceptional opportunity to enjoy the best of coastal living within the charming Polynesian Gardens community. This, home offers a refined take on island living, featuring a new roof, new AC, and impact-rated windows and doors for style, comfort, and peace of mind. Designed with a light, coastal aesthetic, the open-concept layout is both inviting and functional. At the heart of the home, the designer kitchen showcases custom white cabinetry, brand-new stainless appliances, and a tile backsplash, complemented by a dining area seamlessly positioned adjacent to the kitchen and perfect for effortless entertaining or relaxed everyday living. The home features a spacious primary suite with a beautifully appointed ensuite bath, along with a guest bedroom and full guest bathroom, offering privacy and comfort for family and visitors. The living space extends into an enclosed, expanded lanai, creating a versatile indoor-outdoor retreat to enjoy year-round. A rare highlight is the oversized private garden, offering a lush, tropical setting with exceptional privacy, an uncommon feature that truly sets this villa apart and enhances the feeling of a private coastal escape. Residents of Polynesian Gardens enjoy a resort-style lifestyle with amenities including a community pier on the intercoastal, a heated pool, and clubhouse. Beyond the community, enjoy effortless access to the vibrant energy of Siesta Key Village, known for its beachside restaurants, bars, live music, and boutique shopping, as well as the relaxed charm of Crescent Beach village. This property also offers a proven rental history with strong year-round bookings, making it an exceptional opportunity for both personal enjoyment and income potential. Whether you’re spending the day boating along the Intracoastal, enjoying the white quartz sands of Siesta Key Beach, or unwinding in your own private garden retreat, this exceptional villa captures the essence of luxury coastal living. Perfectly positioned near Siesta Key Village and the Gulf beaches, this turnkey remodeled property presents an incredible opportunity as a primary residence, vacation getaway, or income-producing investment
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jayne Appleyard (941-681-5042)
2902 CAPTIVA GARDENS DR #3, SARASOTA, FL 34231
$259,90023 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
$379,90041 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
$179,900242 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)
4481 ASCOT CIR N, SARASOTA, FL 34235
$285,000284 Days on yellowkey MLS ID: A4662740
REDUCED by $13,000 (4.4%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Taxes:$3,753
Elementary School: Emma E. Booker Elementary
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience. Step inside this home peacefully knowing the major concerns have been upgraded a NEWER ROOF, A/C 2023, WATER HEATER 2023, EXTERIOR PAINT IN 2023 AND NEW BACKFLOW METER IN 2026. Seller is offering a $3000 CREDIT for HOA fees! Ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing Agent: Diane Goodwin (941-706-6620)
4217 OAKHURST CIR E #3023, SARASOTA, FL 34233
$245,000192 Days on yellowkey MLS ID: A4672853
2 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1765 Built: 1981 Tax: $2,147 (2024)Community: Oakhurst Ph IVilla
Taxes:$2,147
Remarks: Under contract-accepting backup offers. Welcome to this charming 2-bedroom, 2-bath villa located in the highly desirable Oakhurst 55+ community. Step inside to a welcoming formal living and dining area, perfect for entertaining, along with a comfortable informal living/family room for everyday relaxation. The well-appointed kitchen offers plenty of workspace, and the generous interior laundry room adds everyday convenience. The updated primary bathroom provides a fresh, modern touch, while the light and bright Florida room is a true highlight—featuring sliding glass doors that frame the beautiful landscaping and peaceful preserve views. of Oakhurst enjoy an active lifestyle with a beautiful clubhouse, heated pool, and a full calendar of community activities. This villa offers comfort, convenience, and a wonderful Florida lifestyle.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Viola Cashmore (941-356-0727)
206 HOURGLASS WAY #V10, SARASOTA, FL 34242
$640,00022 Days on yellowkey MLS ID: A4690141
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1462 Built: 1968Monthly Fee: $1,793 Tax: $5,579 (2025)Community: Whispering SandsVilla
Taxes:$5,579
Remarks: Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FULLY FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for multiple seating groups, while a wall of floor to ceiling sliders – treated with beautiful shades - provides an abundance of natural light. Meal prep is easy in your bright NEW kitchen featuring white cabinetry, subway tile backsplash, granite counters, stainless Whirlpool appliances, recessed lighting, fandelier, & vinyl plank flooring. Three sets of new hurricane impact sliders open from the kitchen, dining room, and 2nd bedroom into your private fenced brick paver patio which offers valuable outdoor space for sunny relaxation or effortless entertaining. Both newly carpeted bedrooms feature an extended living space to accommodate a small seating group, desk, or exercise equipment. The bathrooms have been refreshed with NEW granite countertops, cabinets, vanities & fixtures. NEW 2026 stacked W/D in garage. 2019 HVAC. Recent enhancements include exterior pressure washing and villa painting in February 2026. Newly updated brick paver driveway. New landscaping is being planned by the HOA starting in 2026. Whispering Sands is a premiere 55+ Gulf front property ideally located next to the colorful boutiques and dining options of Siesta Key Village, and offers 800’ of PRIVATE beach, 2 heated pools, new beachside Tiki Hut, grills, shuffleboard, canoe/kayak storage, security, & onsite management. The clubhouse is scheduled to be remodeled in 2026 and when completed will include fitness rooms, catering kitchen, and an elegant and comfortable space for social gatherings. Seller is willing to include 3 year new Kia SUV automobile with acceptable offer. Your coastal retreat awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
5867 HELICON PL, SARASOTA, FL 34238
$404,00049 Days on yellowkey MLS ID: A4689669
REDUCED by $17,000 (4.0%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2002Monthly Fee: $476 Tax: $3,252 (2025)Community: VillagewalkVilla
Taxes:$3,252
Remarks: MAKE AN OFFER! This beautiful water view home with two bedrooms and two baths has been lovingly cared for and is loaded with updates. Beautiful 20" ceramic tile in every room, updated kitchen with pot sink, granite counters with rounded edges for counter seating, updated cabinets with pull out shelving and new doors, newer appliances and glass entry door. Faux Fireplace in Living area to warm your heart. The home has had a recent 4 pt inspection, dryer vents have been cleaned, A/C serviced recently, garage springs replaced by Precision Garage Doors, new shower door in master bath and so much more. Clear hurricane shutters allow light to brighten the home with secure protection. Dome solar light in 2nd bedroom for added natural light. Freshly painted throughout. Brinks Safe in Laundry Room. Village Walk is a wonderful unique community, built hurricane safe with poured concrete walls and foundations. Every home in Village Walk is considered to be a Single Family Home, roofs are tied down to the structures, the Florida Building Codes are considered to be above average. Inspectors, roofers and Insurance agents that are familiar with Village Walk will share this information with you. Village Walk is in Flood Zone X, an area that is determined to have little chance of flooding. FEMA updated, 8/2/24. Flood Zone provided by Sarasota County Tax reports. Evacuation zone D, flood insurance is not mandatory, but flood insurance is available. Village Walk power lines are underground with a Sarasota Fire Department just down Honore. Seldom losing power. Amenities include 24 hour guarded gate, geo-thermal heated and cooled lap & lagoon pools, six Har-Tru Tennis courts, Pickle ball, Bocce' ball and Basketball courts, State of the Art fitness Center, Miles of walking and bike paths, over 500 acres of lakes and preserves. There are over 50 activity groups who meet daily, weekly, or monthly. Plus there is a full service Cafe with full service Bar, Gas Station, Barber shop/Hair Salon, and Gift Shop. A special NOTE is that Village Walk did not lose power during the hurricanes and there was No flooding. What a Fantastic Place to Call HOME!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kim Klee (941-400-8922)
5915 TIDEWOOD AVE #4, SARASOTA, FL 34231
$299,900164 Days on yellowkey MLS ID: A4675716
REDUCED by $20,100 (6.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $1,857 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$1,857
Remarks: One or more photo(s) has been virtually staged. Completely renovated and ideally located in the waterfront community of Baywood Colony, this beautifully updated villa offers the perfect blend of modern comfort and coastal lifestyle. Just one block from Little Sarasota Bay and only moments to Siesta Key, this home places you right where you want to be. Inside, the updates shine from the moment you walk in. The open living and dining areas feel bright and welcoming, enhanced by new flooring and a warm wood-paneled ceiling that adds character and charm. Large sliding glass doors lead to the enclosed lanai, creating a seamless indoor-outdoor flow and offering a versatile space to relax or entertain. The kitchen has been fully renovated with new cabinetry, countertops, and stainless steel appliances, delivering a clean, modern look with functional design. Both bathrooms have also been beautifully updated, and new hurricane impact windows in the main living areas provide added peace of mind along with energy efficiency. The layout offers two comfortable bedrooms, including a spacious primary suite with its own private bath. The second bedroom is well-positioned for guests or flexible use as a home office. Step outside and enjoy the community’s true highlight—direct access to Little Sarasota Bay, where residents can take in stunning water views, launch a kayak, or simply relax by the water. Baywood Colony also features a heated community pool and well-maintained grounds, creating a laid-back, coastal atmosphere. Whether you're looking for a full-time residence or a seasonal retreat, this move-in ready villa combines thoughtful updates, a functional layout, and an unbeatable location near Siesta Key, dining, and shopping. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
39 STRATHMORE BLVD, SARASOTA, FL 34233
$140,0009 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
$179,90026 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.
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