Location: Sarasota
Do Not Show Listings
4937 CHASE OAKS DR, SARASOTA, FL 34241
$365,00034 Days on yellowkey MLS ID: A4692927
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1997Monthly Fee: $370 Tax: $2,373 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,373
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Not just another lovely home on a street, this "Buttonwood" Club Home, former builder's model, is ready for the opportunity to make it your own. With classic design and fully furnished, the home is waiting for the right touch. The kitchen is spacious and conveniently designed, with granite countertops. The Breakfast Nook has a buffet server with overhead lighting and extra cabinet space. Washer/dryer laundry room is in a separate utility room, conveniently adjacent to the kitchen. The den has a built-in entertainment center and an integrated desk/computer work space. The Primary bedroom is more spacious due to the optional bay window which overlooks the water and the golf course. The en-suite bath has double sinks, a step-in shower and an enormous walk-in closet. Situated on a semi private street, in proximity to the tennis courts, Pro Shop, Jr. Olympic pool and spa, and the main clubhouse with the 19th Hole, dining rooms and meeting rooms. Through the breezeway takes you to the newly renovated fitness center, complete with first class fitness equipment and a full-time director and specialty adjunct instructors. All conveniently located and accessible to your new home. In fact, one of the neighborhood pools is located in the other direction and about the same distance. Heritage Oaks Golf and Country Club is a bundled community (all owners are members of the club and enjoy access to the amenities) situated on 550 acres, five miles of walking trails, four neighborhood pools, gated with a 24-hour guard on duty. Sarasota is "The Arts Capital of Florida, and as such, has many cultural and artistic venues: restaurants, world class beaches, Selby Gardens, Mote Marine St. Armand's Circle and the three convenient airports. Come and enjoy the Heritage Oaks Lifestyle in Sunny Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: R Glen Ridgeway (941-302-2376)
5656 PIPERS WAITE #34, SARASOTA, FL 34235
$569,00055 Days on yellowkey MLS ID: A4690221
0 Days Off yellowkey (back on 5/13/2026)
REDUCED by $16,000 (2.7%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2350 Built: 1984 Tax: $4,505 (2025)Community: The MeadowsSpa: YesVilla
Taxes:$4,505
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Beautifully updated turn key home in The Meadows! Designer touches in every corner including pecan flooring, modern fixtures, a tropical primary bath, quartz counters, LED lighting, grasscloth feature walls, and custom cabinets. This home encourages rest and relaxation with its zen color palette, loads of natural light and stunning designer accents. Living more like a single family residence, this condo has all rooms on one floor and green views out every window. Fabulous layout with split primary and third bedroom being used as an office. Community pool shaded by lovely live oaks is just steps out the back door. Lanai is enclosed and can be an art studio, extra office or living space. Oversized garage is a bonus and the HVAC was replaced in Oct 2025. If you have been looking for an updated, easy living home this is it! Furniture and art are negotiable. The Meadows is a wonderful community in the heart of Sarasota. It is 15 minutes to downtown, 18 minutes to the airport and 20 minutes to Lido Beach not to mention 5 minutes from UTC shopping centers and teh new MOTE Aquarium.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Gemma Hobbs (941-586-3723)
6120 WILSHIRE CIR #6, SARASOTA, FL 34238
$360,000140 Days on yellowkey MLS ID: A4678904
0 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1718 Built: 1982 Tax: $2,954 (2025)Community: Lakeshore VillageVilla
Taxes:$2,954
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Lovely 2 bedroom, 2 bath villa conveniently located in Lakeshore Village, a 55+ pet friendly community. This home enjoys a unique, very private setting with a large "backyard" overlooking Mirror Lake. This villa has been repiped and offers an updated kitchen and bathrooms, a new air conditioner, hot water heater, refrigerator, newer flooring, pella windows, and a brand new roof. Cooks will love the oversized kitchen with quartz countertops, a wet bar, desk, tubular skylight, and a breakfast nook overlooking one of the two private lanais where you can sip your morning coffee while enjoying nature and the wildlife in the lake. From the light and bright filled living room you can access the other lanai where you can unwind after a long day with a cold beverage and watch the sun set over the lake. The master bedroom has a large walk in closet with built ins, and offers access to the covered lanai overlooking Mirror Lake also features a barn door that allows for separation and privacy from the updated ensuite bathroom. The two car garage features an epoxy floor and extra storage cabinets. For $200.00 per year, residents of Lakeshore Village South can access the amenities at Lakeshore Village which includes an active social calendar, community pool, clubhouse, tennis courts and pickleball courts. Seller has never used the fireplace.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Gina Wallwork, Llc (941-954-5454)
3177 LAKE PARK LN #5, SARASOTA, FL 34231
$369,000158 Days on yellowkey MLS ID: A4676834
REDUCED by $6,000 (1.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1738 Built: 1987Monthly Fee: $675 Tax: $4,185 (2025)Community: Park Place VillasVilla
Taxes:$4,185
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Outstanding Opportunity! Park Place Villas is a highly sought after Intimate community of only 30 villas nestled among large majestic oak trees with beautiful landscaping throughout this maintenance-free community. These villas are well maintained, have charming architecture and tile roofs. This villa has a Brand-New Roof! Brand New Kitchen with stone counters, custom cabinetry, backsplash and newer appliances! Brand New Water Heater and piping! Have your morning coffee in your kitchen nook looking out your bay window to the sparkling lake and wildlife! Other features include a Brand-New AC! Updated flooring! Skylights! Bay Windows! The master bedroom is large and overlooks the lake, with a bay window. The floor plan is flexible with options of a 3rd bedroom or study/den/office area which boasts a large walk-in closet. The Living room is combined with the Florida room, which leads out to the lanai and the full lake view. So many custom features, you will fall in love! And you have your own 2 car garage! This community is west of Beneva on Proctor Rd, close to Siesta Key! Downtown! AND I-75! Very hard to find a prime location west of I-75, water view, new tile roof, 2 car garage, updated, 2+ office for this price!! Also, this is NOT a 55+ community!
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Pamela Strom (941-232-2898)
3816 ROXANE BLVD #158, SARASOTA, FL 34235
$169,90035 Days on yellowkey MLS ID: A4692821
REDUCED by $5,000 (2.9%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1055 Built: 1964 Tax: $826 (2025)Community: Strathmore Villa Sec 09Villa
Taxes:$826
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to your next home in sunny Sarasota! This well maintained villa in the lovely Strathmore Villa community offers both comfort and convenience. It also comes fully furnished!! This is an active 55+ community, where at least one resident must be 55 or older, and offers a peaceful setting with great amenities including a clubhouse and community pool. Right away, you'll notice the spacious carport with room for up to 3 vehicles - something you don't always find, and perfect for both residents and visitors. Step inside to a bright and welcoming living area with plenty of room to relax or entertain, making it easy to feel right at home! The layout flows nicely, giving you flexibility to make it your own. Just off the living space, you'll find the kitchen and dining area - practical, functional, and ready for everyday living or hosting friends and family. This home features two generously sized bedrooms, including a primary suite with its own private bathroom. Both rooms offer comfortable space, natural light, and versatility. With two full bathrooms, convenience is built right in - ideal for families, guests, or even a home office setup. Open the sliding glass doors leading into your private patio area - a great spot for morning coffee or relaxing evenings. Right outside the unit, you'll also find a dedicated storage building currently used as a laundry room, adding extra functionality and keeping everything easily accessible while maximizing your interior space. The location is hard to beat! You're just a short drive from shopping, dining, the UTC Mall, I-75, and of course, Sarasota's beautiful beaches! If you're looking for a new permanent home, seasonal getaway, or investment property with great features and a LOW condo fee, this could be the perfect fit! Schedule your showing today and come see everything this property has to offer!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jennifer Arsenault (941-313-5407)
5035 LAKESCENE PL, SARASOTA, FL 34243
$339,000107 Days on yellowkey MLS ID: A4683762
REDUCED by $5,900 (1.7%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1203 Built: 2000Monthly Fee: $300 Tax: $2,095 (2024)Community: Avalon At The Villages Of Palm-Aire 1Villa
Taxes:$2,095
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning, fully remodeled villa located in the desirable Avalon Community at The Villages of Palm Aire. Renovated from top to bottom — from the roof all the way down to the flooring — this home offers the perfect blend of comfort, style, and tranquility. This spacious two-bedroom, two-bathroom villa features a desirable split-bedroom floor plan for added privacy. The open-concept kitchen overlooks the living and dining areas, creating a bright and inviting space ideal for entertaining or relaxing. The kitchen showcases high-end granite countertops, new wood cabinetry, and a clean, modern design. The primary suite offers luxury carpet flooring, a walk-in closet, and a beautifully updated walk-in bathroom. Both bathrooms have been fully renovated with quality finishes. Enjoy maintenance-free living in this peaceful, gated community featuring a heated pool and beautifully maintained grounds. Optional membership at Palm Aire Golf & Country Club is just minutes away for golf and social enthusiasts. Conveniently located, just minutes from UTC Mall for dining, shopping, and entertainment. Approximately 10–15 minutes to Sarasota-Bradenton International Airport. Whether you’re looking for a seasonal retreat or full-time Florida living, this villa delivers comfort, convenience, and value. Priced to sell — bring your offers!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Alan Hernandez (941-266-2756)
3919 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$405,000100 Days on yellowkey MLS ID: A4683587
0 Days Off yellowkey (back on 4/10/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1983Monthly Fee: $487 Tax: $5,031 (2024)Community: Glen Oaks Manor Homes Ph 2Spa: NoVilla
Taxes:$5,031
Elementary School: Tuttle Elementary
Remarks: Welcome to Glen Oaks Manor...A boutique enclave of large Courtyard Villas carefully situated inside it's own park designed as a CANOPY TREE NEIGHBORHOOD complete with 2 paths, 3 gazebos, park benches, 2 lakes, a beautiful variety of Canopy trees and plants, and it is a dog friendly community. Mr. Clean lives here! This is an END unit villa affording more windows and letting the Florida sunshine in. Be one with nature in your large 33 x 24 screened courtyard with a Pebble Tech type patio surface to make your own Zen garden AND ADDED BONUS... on the other side of your villa is an atrium with water and electric great for an your orchid garden, fountain, kitty corral, aviary...it is a great space that lets the sun light shine in! This is a split plan with the bedrooms and bathrooms positioned at opposite ends of the home. UPDATES INCLUDE a NEW roof, NEW HVAC, NEW kitchen appliances, NEW washer & dryer, NEW hot water tank, NEW hardware in the kitchen and on all doors, New lighting throughout the villa, NEW ceiling fans, NEW LVF Flooring in the foyer, kitchen, hall and Family room, NEW switches and electric plugs throughout, NEW gutters, NEW paint inside and in the courtyard, Beautiful NEW Lighted bathroom mirrors with various ambient light settings. Great news for getting insurance...this home has the "3RD NAIL" AND a NEW ROOF and is located in the MOST DESIRABLE "X" flood zone for no flooding! Whether you are looking for a full time home, seasonal home or investor purchase...this is it and it is PRICED RIGHT! Don't wait! Don't Hesitate! It's time to make that move so come on over to see this Gem of a home. Priced to steal at $405,000.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
7754 WANING MOON WAY, SARASOTA, FL 34241
$399,999234 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
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
$409,00040 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
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
$400,000190 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
$275,000153 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
$219,00015 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
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
$254,000205 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
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
$259,90034 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
$379,90052 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
$179,900253 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
$299,900175 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
$140,00020 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
$179,90037 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
$329,000102 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 Agent: Jackie Woods (941-356-4093)
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