Displaying: For Sale
Location: Sarasota
Property Type(s): Villas
Beds: 2 to 2
Do Not Show Listings
Sarasota - 220 properties found
4633 OAK HILL DR #13, SARASOTA, FL 34232
$249,00058 Days on yellowkey MLS ID: A4691571
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985Monthly Fee: $559 Tax: $3,309 (2025)Community: Village Oaks Sec BSpa: NoVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,309
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Centrally located and nestle amongst lush foliage and stately oaks this 2 bedroom 2 bath villa is ready to call your new home. Updated kitchen with newer appliances and laminate flooring are just a few of the upgrades you will find in this spacious villa. The master bath boasts a beautifully remastered walk-in-shower with optional hand held shower head as well as grab bars for handicap accessibility. The vaulted living ceilings adds to the spacious feeling of this home. The enclosed lanai offers additional living space and would be a perfect spot to set up your office. The exterior of the property has a new roof, new garage door, new gutters and is maintained by the Association. Village Oaks is an active community with tennis & pickleball courts, a lakeside pool and park. Just minutes away from downtown Sarasota, The UTC Mall, Benderson Rowing facility and many options for dining and shopping. Property is sold "As Is" please use an "As Is" contract, please provide proof of funds or pre-approval letter. Room measurements are approximates and should be verified by the buyer.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Shirley Cuddy (941-321-1549)
6085 CLUBSIDE DR, SARASOTA, FL 34243
$319,000254 Days on yellowkey MLS ID: A4666788
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1380 Built: 1985 Tax: $4,467 (2024)Community: Clubside At Palm-AireVilla
Taxes:$4,467
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: This is the one * PRIDE OF OWNERSHIP SHOWS IN THIS IMMACULATE END UNIT VILLA * VACANT & IMMACULATE - MOVE RIGHT IN! * PANORAMIC GOLF COURSE VIEWS ARE BREATHTAKING * PALM AIRE MAINTENANCE-FREE LIVING AT ITS VERY BEST * YOU WILL LOVE THIS LIGHT & BRIGHT HOME * There's an abundance of natural light * Vaulted ceilings * Solid surface floors * 2 Bedrooms & 2 Baths * 1 Car Garage is OVERSIZED 24X18, Room for a car and a golf cart * The Chef's Kitchen has been LOVINGLY RENOVATED with white cabinets, granite counters, & upgraded stainless steel appliances * Kitchen is open to the SPACIOUS Living + Dining Room * There's ALSO a Florida Room perfect for to relax in your slice of paradise * Primary Suite features s Spa-style Bath and is also REMODELED with NEW shower; dual sinks; new faucets; vanity & lighting * Guest Bedroom & Bath is also REMODELED * Inside Washer & Dryer * MOVE IN READY * MAKE SURE YOU PUT THIS ONE ON YOUR LIST - YOU DO NOT WANT TO MISS IT * Clubside offers a community pool and spa. Located in the community of Palm-Aire Golf & Country Club, they offer voluntary memberships including social, tennis and 18 hole golf championship courses membership. Close to University Parkway, you have easy access to the Sarasota Airport, famous Benderson Park with international Rowing competitions, recently built UTC Mall, a variety of dining, shopping and 10 minutes to world renowned beaches. ONE LOOK & YOU'LL FALL IN LOVE *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
5240 MAHOGANY RUN AVE, SARASOTA, FL 34241
$395,000252 Days on yellowkey MLS ID: A4668372
0 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1585 Built: 1999Monthly Fee: $348 Tax: $4,177 (2024)Community: Club Homes 3Villa
Taxes:$4,177
Remarks: Welcome home! This beautifully maintained and updated "Arlington" model, end unit Club Home is located in the highly sought after Heritage Oaks Golf and Country Club. This wonderful home is being sold Turn-Key Furnished - simply bring your clothes and golf clubs and enjoy all of the wonderful amenities on day 1. Featuring 2 bedrooms, 2 full bathrooms, a den/study that can double as a third bedroom, and an attached 2-car garage, this property features plenty of space for owners and guests. Whether you are a full time owner or seasonal resident, this property works perfectly for either life situation. As you enter the front door, this spacious home offers a thoughtfully designed floor plan with abundant natural light, high ceilings, and an open concept floor plan that makes entertaining effortless. The main living area flows seamlessly into the dining space and kitchen creating a welcoming atmosphere for gatherings both large and small. The kitchen features beautiful stainless steel appliances, crown molding, granite countertops, and a much needed, enlarged pantry that can accommodate all food and kitchen items. Common areas including the den have been upgraded with lovely luxury vinyl plank flooring creating a seamless feel throughout the home. As you make your way to the rear lanai, you'll be astonished at the outstanding views of water, and the 12th hole of the golf course. Spend time winding down for the evening with your favorite beverage and take in the amazing Florida sunsets from the privacy of your screened lanai space complete with a power roll down hurricane screen. The primary suite is a private retreat featuring a generous layout, large windows, and a spa-like bathroom with dual vanities, granite countertop, a soaking tub, and a separate shower. Thoughtful details throughout the home including neutral finishes, updated fixtures, and plenty of storage make it truly move-in ready. Living in Heritage Oaks means more than owning a beautiful home, it's about embracing a vibrant lifestyle. This private, gated community is renowned for its 18-hole championship golf course, five heated swimming pools, and an active tennis program. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive, recently renovated clubhouse with a lovely restaurant and the sensational 19th Hole Lounge, 5 swimming pools, and a calendar of events packed with activities.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
2571 RIVERBLUFF PKWY #V158, SARASOTA, FL 34231
$199,000152 Days on yellowkey MLS ID: A4678648
REDUCED by $16,000 (7.4%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1569 Built: 1971Monthly Fee: $725 Tax: $2,815 (2025)Community: Strathmore Riverside IiVilla
Taxes:$2,815
Remarks: VALUE PRICED! Villa 158 is a large C Model, originally built with a 12x30 screened porch/lanai, but professionally remodeled with screens, glass windows and air conditioned. This makes the square feet 1569 according to the Builder, the Paver Brothers. This villa has a new roof as of 2022. Tile floors throughout except for living room and Florida room ( former lanai ). The furniture is comfortable and negotiable. Villa is open and great for entertaining. It's just 4 blocks to the Clubhouse, Heated Pool and Marina. Less than 1/2 mile to shopping and even closer to the convenience store with one of the best egg salad sandwiches in town. The Community is one of the most socially active communities in the area. The happy community life offered here centers around the Recreation Complex. In the main building, a huge party-game-meeting room is equipped with dining tables, card tables, pool table, ping pong table, shuffle board table and audiovisual equipment and it's own complete kitchen. Poolside parties are easily accommodating, with one whole wall of sliding glass doors in the principal room leading you out to a full terrace, the Heated pool and shuffle board courts. The Clubhouse also has a lending library, card rooms, male and female saunas and two exercise rooms. Office manager is available 5 days a week. Villa 158 comes with it's own personal attached utility room for washer, dryer & water heater, and great for hobbyist or handyman. Villa 158 has a great location, approximately 2 miles to Siesta Key and 7 miles to Bayfront at Marina Jack's, Downtown Sarasota's restaurants and theatres. This Villa is hidden from traffic views. Boat docks are available with a rental fee of $1,344-a year, with direct access to over 4,000 feet of protected sea wall and docking for residential boats with easy access to Intercoastal Waterway, Bay and Gulf. And last but not least there are 2 pets welcomed; not to exceed 15" at the shoulder. If you are looking for a Spacious Villa This One is for You!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Marcia Morse (941-374-0442)
4239 CARRIAGE DR #36, SARASOTA, FL 34241
$394,000324 Days on yellowkey MLS ID: A4660607
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1382 Built: 1978 Tax: $1,323 (2024)Community: Knolls The,Bent TreeVilla
Taxes:$1,323
Elementary School: Lakeview Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: "Buy the Location, We'll Include the Villa!" Tucked away on a private cul-de-sac in the sought-after Knolls of Bent Tree, this beautifully updated and impeccably maintained 2-bedroom, 2-bath villa offers the best of peaceful Florida living. Enjoy serene views of an expansive greenbelt and gentle stream from your enclosed, air-conditioned lanai—your own private sanctuary frequented by cranes, deer, and other friendly wildlife. Inside, you’ll find a formal living and dining room, an updated eat-in kitchen, and two spacious bedrooms, including a primary suite with ensuite bath and skylight. The villa also features an attached 2-car garage and sits within a quiet, well-kept community of just 52 freestanding villas and townhomes. This is one property you truly must see to appreciate. Superb setting, thoughtful updates, and move-in ready comfort—all in one rare find. Home has PGT Impact Windows, house water lines repipe (2019), ceiling insulation upgraded to R36, new A/C (2025), new water heater (2025), exterior painted (2025), roof (2013) And MORE GREAT NEWS, the association has just reduced the quarterly fee by $150.00
Listing Agent: Lisa Bouck, Pa (941-374-0165)
2713 RIVERBLUFF CT #V101, SARASOTA, FL 34231
$279,00099 Days on yellowkey MLS ID: A4686360
REDUCED by $11,000 (3.8%) on 04/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1452 Built: 1971 Tax: $2,923 (2025)Community: Strathmore Riverside IVilla
Taxes:$2,923
Remarks: Welcome to Strathmore Riverside-perfectly positioned in the heart of Sarasota, where fun and an active lifestyle meet coastal charm! Step inside this stunning villa, fully remodeled from top to bottom with great attention to detail. The open-concept floor plan has been thoughtfully redesigned to include expanded closet space in the primary suite and a beautifully updated, more spacious bathroom. The kitchen now overlooks the living area with walls removed to create a bright, airy space that’s perfect for both relaxing and entertaining. The many updated features include hurricane impact windows, handsome Brazilian teak wood floors throughout, new 5" baseboards, new interior paint, solid-core doors, skip-troweled ceilings, new door hardware, lighting, receptacles & switches, and crown molding throughout. The kitchen has been completely opened up and features a kitchen island in an offsetting color, granite tops, neutral raised-panel cabinetry, and brand-new stainless appliances. Behind the scenes, this villa has been replumbed and new A/C ductwork installed. There is a one-car carport and a large outside laundry room/workshop. The location in this 'Over-55' community of 336 villas is only a very short walk away from the community center with clubhouse, heated/cooled swimming pool to an average of 85 degrees year-round, billiards, exercise room, and boat docks. There are so many organized social outings and gatherings to keep you happy, engaged, and busy! This well-run community is 2.5 miles to a Siesta beach access, 4.5 miles to downtown Sarasota, and is conveniently surrounded by walkable restaurants, grocery, shopping, and so much more. This location has it all and this villa will absolutely not disappoint. Stop by today.
Listing Agent: Joe Cleary (941-650-8485)
4332 MARSEILLES AVE #3236, SARASOTA, FL 34233
$314,700158 Days on yellowkey MLS ID: A4677424
0 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1318 Built: 2001Monthly Fee: $475 Tax: $3,241 (2025)Community: Casa Del Sol Sec ViVilla
Taxes:$3,241
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. Look no further. This villa thinks it's a house. Make it your Home. This wonderful villa in Casa del Sol with 2-bedroom, 2-bath, plus den, comes fully furnished. Lovingly cared for by its snowbird owners, boasts a reasonable HOA fee and no CDD. Updated, handsome kitchen with sunny eat-in area, inside laundry area, an attractive lanai, and a one-car garage, all add to the charm. Kitchen & baths have quartz counters. Den has pocket doors for privacy when needed. Casa del Sol is convenient to shopping, eateries, Doctor's Hospital. and Bee Ridge Road which serves as an east-west access between I-75 and US41 bringing you to the north bridge of Siesta Key and its beautiful beaches. Casa del Sol is family friendly, no age restrictions. Enjoy the amenities: the clubhouse, fitness center, heated swimming pool, tennis & pickle ball courts. This unit was never rented by the present owners and only occupied during the winter months. Call to schedule your viewing appointment soon!
Listing Agent: Shirley Dabringhaus (941-587-9288)
5222 MYRTLE WOOD #9, SARASOTA, FL 34235
$279,888141 Days on yellowkey MLS ID: A4680262
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1981 Tax: $3,347 (2025)Community: Somerset/The MeadowsSpa: NoVilla
Taxes:$3,347
Remarks: Seller is motivated, all REASONABLE offers will be considered. Nestled within the lush, park-like setting of The Meadows, this astounding, fully renovated two-bedroom, two-bath villa is the epitome of refined Florida living. Meticulously updated from top to bottom, the residence lives like a private home while offering the ease and peace of mind of maintenance-free ownership. Arrive beneath your attached, assigned carport and step into a charming front courtyard—a warm prelude to the light-filled interior beyond. Inside, cathedral ceilings soar above a bright, open floor plan designed to capture abundant natural light. New lighting, contemporary finishes, tiled entry and kitchen, and premium vinyl flooring throughout (no carpet) create a seamless flow from room to room, culminating in a glass-enclosed Florida room. Primary bathroom is wheelchair accessible. Here, a wall of sliders frames tranquil garden views and a community pool, inviting indoor-outdoor living year-round. The open-concept kitchen is both elegant and functional, appointed with gleaming new white quartz countertops, a generous breakfast bar, brand-new white cabinetry, and all new stainless-steel appliances. Sliding glass doors provide easy access to the front patio—perfect for morning coffee or evening gatherings. The airy layout is tailored for carefree, casual living, with no neighbors above or below and chic, contemporary appointments throughout. Additional highlights include an exterior storage closet, interior washer and dryer, and thoughtful proximity—just steps from the heated community pool and a scenic nature walking trail. Set across 1,600 acres of resort-style grounds, The Meadows offers an exceptional lifestyle only minutes from downtown Sarasota and the UTC. Residents enjoy 14 miles of biking and hiking trails, a fitness center, a Junior Olympic pool, pickleball courts (available via separate memberships), dining options, and pay-to-play access to award-winning golf courses and a premier tennis complex at remarkably accessible pricing. Ideally located near the area’s best attractions—including Nathan Benderson Park, Mote SEA Aquarium, and The Mall at University Town Center—this villa places award-winning beaches, vibrant arts and culture, shopping, and dining within easy reach. Pet-friendly and move-in ready, this exceptional condo delivers a truly hassle-free lifestyle in a coveted location. The gorgeous furnishings are available under separate bill of sale. This is an exceptional opportunity to purchase at a lower price per square foot than competing properties while securing a truly modern, move-in-ready home.(Association rules apply: no trucks or commercial vehicles permitted for overnight parking.)
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Amy Chapman (941-225-1500)
2721 RIVERBLUFF PL #V-50, SARASOTA, FL 34231
$270,000126 Days on yellowkey MLS ID: A4683022
REDUCED by $10,000 (3.6%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 1971 Tax: $2,640 (2025)Community: Strathmore Riverside IVilla
Taxes:$2,640
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Located in Sarasota, Minutes from Beaches, Dinning, and Shopping.First Floor Living. Enjoy the convenience of this centrally located 2-bedroom,2-bath condo in the well established boating community of Strathmore Riverside. Is there a move-in ready 2-bed villa in Sarasota with marina access near Siesta Key? This furnished home in Strathmore Riverside Villas offers updated features, low maintenance living, and boating access with first-come slips, all within a 55+ waterfront community just minutes to Siesta Key Beach. FURNISHED. NEW ROOF. NEW AC. New pavered back lanai. New gutters. This 2-bed villa in Sarasota delivers a rare combination of comfort, boating convenience, and low maintenance living in Strathmore Riverside Villas. Positioned on a quiet interior street just a short walk to the clubhouse, pool, and protected marina, the setting features mature landscaping, manicured green space, and strong pride of ownership. Inside, impact-rated windows provide storm protection and energy efficiency, while elegant shutters offer privacy and light control. The kitchen features stone countertops, solid wood cabinetry, and an open layout connecting seamlessly to the living area and den. Natural light fills the home, complemented by peaceful greenbelt views that enhance privacy. The community marina offers first-come, first-served boat slips with water and electricity at a low annual rate, providing access to Sarasota waterways for boating, fishing, and sunset cruising without the cost of direct waterfront ownership. Additional features include furnished interiors, assigned carport parking, and association-managed exterior maintenance for true lock-and-leave convenience. Residents enjoy an active clubhouse with social events, fitness options, and shared amenities designed to foster connection. Located minutes from Siesta Key Beach, shopping, dining, medical facilities, and cultural attractions, this property supports both seasonal and full-time living. As demand grows for boating-friendly 55+ communities near Siesta Key, this move-in ready villa stands out for value, location, and lifestyle.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sandravoss Laflamme (941-961-5069)
3324 WESTFORD LN #112, SARASOTA, FL 34231
$280,000152 Days on yellowkey MLS ID: A4679341
0 Days Off yellowkey (back on 3/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1251 Built: 1972Monthly Fee: $175 Tax: $3,046 (2025)Community: Gulf Gate Garden Homes EVilla
Taxes:$3,046
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 3324 Westford Lane! Nicely renovated in 2011 and freshly updated in 2025, this light-filled two-bedroom, two-bath residence offers a blend of comfort, style, and durability in one of Sarasota’s desirable communities of Gulf Gate Garden Homes East. Featuring 1,251 square feet of heated living space and a total of 1,823 square feet, the home showcases a spacious open-concept design with a large living and dining area that seamlessly flows into a newly enclosed den. Completed in 2025, the den adds approximately 120 square feet of flexible living space and is constructed with conforming walls rated to withstand 150-mile-per-hour winds. The renovated kitchen offers a well-sized island and ample cabinetry, providing functionality and a welcoming atmosphere for everyday living or entertaining. The primary bedroom includes an en-suite bath, and both bedrooms feature new carpeting installed in 2025. The numerous additional upgrades include hurricane impact-resistant windows and doors with new blinds throughout the property (2025), a freshly painted interior and exterior, a new roof in 2025 with a transferable warranty to the new owners, a new air-conditioning system in 2022, a new electrical panel in 2017 and a re-piped water supply system in 2011. A separate enclosed laundry room offers added convenience and extra storage space, while the residence’s positioning within the community provides beautiful, sunny views of the parklike common area. Residents enjoy a quiet, well-maintained neighborhood with an amazingly low HOA fee, just five miles from the white sands and turquoise waters of Siesta Key Beach, as well as proximity to Sarasota’s shopping, dining and cultural attractions. This move-in-ready home combines modern upgrades, resilient construction and an enviable location, making it an exceptional opportunity to enjoy the best of Sarasota living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Christopher Takeda (941-587-4545)
7526 QUINTO DR, SARASOTA, FL 34238
$428,900148 Days on yellowkey MLS ID: A4679786
0 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2003Monthly Fee: $476 Tax: $4,565 (2025)Community: VillagewalkVilla
Taxes:$4,565
Remarks: Under contract-accepting backup offers. ***PRICE MODIFICATION***EXCELLENT INVESTMENT OPPORTUNITY AWAITS YOU***NOW VILLA COMES FULLY FURNISHED (excluding second bedroom furniture)!! Welcome home to easy, breezy Sarasota living in VillageWalk at Palmer Ranch—one of the most loved resort-style communities in town (and yes… it really does feel like vacation). Villagewalk is known to be a solid built, X flood zone and hurricane resistant community with reliable power. This charming DiVosta Capri III villa has been meticulously maintained and offers 2 spacious bedrooms, 2 full bathrooms, and a long list of upgrades that make everyday life feel a little more “ahhh.” From the moment you pull into the paver driveway and admire the maintenance-included landscaping, you’ll notice this home is clean, bright, and totally move-in ready. Inside, you’ll love the tile flooring throughout (no carpet!), a modern color palette, plantation shutters, updated lighting, ceiling fans, and thoughtful touches everywhere you look. The open layout is ideal for entertaining (or just spreading out), with a central great room, a formal dining space, and a beautifully refreshed kitchen. The kitchen is ready for your inner chef, featuring painted epoxy countertops (a new durable, aesthetically pleasing finish to granite counters), crisp white cabinetry, and a 2021 LG stainless-steel appliance suite with an induction cooktop, plus a breakfast bar perfect for coffee, snacks, or casual hosting. The spacious dining room, integrating a modern chandelier, can entertain a large dinner party or intimate family gathering. In the back of the home, a sun-filled Florida room/sunroom steals the show—surrounded by sliding glass doors and overlooking peaceful garden views. This space adds 157 square feet of air-conditioned living area, with a 2022 refinished floor, and it’s ideal for relaxing, working from home, or creating the perfect reading nook. Mature hedges and concrete privacy wall line the lush and tropical backyard for added seclusion. The primary suite also enjoys tranquil garden views, along with a large walk-in closet and an upgraded en-suite bath featuring Quartz countertops, dual sinks and a walk-in shower. Your guests will feel right at home too, with a bright second bedroom, a walk-in closet, and a nearby full bathroom that mirrors the home’s consistent upgrades. To top it off, you’ll enjoy a large laundry room with cabinetry, plus a 2-car garage with 2022 epoxy “sharkskin grip” flooring—because even the garage gets to look fancy here. Major systems are in great shape too, including a 2021 A/C, hurricane shutters, surge protector, 2015 water heater, and even a central vacuum to make cleaning faster (so you can get back to enjoying Sarasota). And now for the fun part: VillageWalk is basically its own little town. Set across 500+ acres, this guard-gated community includes a fitness center, lap and lagoon pools, tennis, pickleball, basketball, bocce ball, meeting spaces, and miles of walking and biking trails. There’s even an on-site town manager, gas station, café, bar, salon, gift shop, and a full calendar of events—so you can be as social (or as private) as you want. Best of all? You’re just minutes to world-famous Siesta Key Beach—often ranked among the best in the country. Whether your primary residence or rental investment, you can't go wrong with this gorgeous new to market gem!! Beautiful, updated, and truly move-in ready—this villa is Sarasota living done right.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lynne Zettergren (860-384-3132)
4309 CALLISTA LN, SARASOTA, FL 34243
$399,000161 Days on yellowkey MLS ID: N6142386
2 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1728 Built: 2005Monthly Fee: $145 Tax: $4,054 (2025)Community: Callista VlgSpa: NoVilla
Taxes:$4,054
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. LOCATION, LOCATION, LOCATION!!!! Freshly painted and meticulously maintained, this stylish 2-bedroom plus den home in the highly desirable Callista Village offers a perfect blend of comfort, function, and Florida luxury. Located at 4309 Callista Lane in Sarasota, the home welcomes you with bright, open living spaces featuring soaring ceilings and abundant natural light. The open-concept layout flows from a chef-ready kitchen with stainless steal appliances and ample cabinetry into spacious living and dining areas, making it ideal for both quiet evenings and lively gatherings. The flexible den can serve as a home office, guest space, or library, while the oversized lanai provides a tropical retreat for year-round relaxation. This move-in-ready gem is perfectly suited for full-time residence or a seasonal escape, with UTC Mall, SRQ International Airport, and world-renowned Gulf beaches just minutes away. Callista Village offers maintenance free grounds and a friendly, active community, along with a beautiful park in your backyard. Don’t miss your chance to schedule a private showing and experience Sarasota living at its finest.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
4629 SAMOSET DR, SARASOTA, FL 34241
$465,000264 Days on yellowkey MLS ID: A4666937
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1779 Built: 2002Monthly Fee: $275 Tax: $4,726 (2024)Community: Golf VillasVilla
Taxes:$4,726
Remarks: Come take a look at this wonderful "Dover" model Paired Villa in Heritage Oaks Golf & Country Club. Featuring 2 bedrooms, 2 bathrooms, a den/study that can double as a third bedroom, and a 2 car garage, this gorgeous property has over 1,700 square feet of living area and is perfect for seasonal residents or full time owners! Upon walking through the front door, you're greeted with an abundance of natural light and many spectacular updates that have been completed. Beautiful luxury vinyl plank flooring has been installed in the living and dining spaces as well as the primary bathroom creating a seamless and welcoming warmth to the home. The open floor plan is wonderful as it provides open sight lines to the back yard and is perfect for entertaining. The double tray ceiling in the living room gives a lot more volume to the space and is a wonderful detail that adds additional character to the home. In addition, the split bedroom layout allows guests and owners to have their own privacy when needed. The primary suite is a luxurious place to wind down for the evening. The owners have spared no expense updating this space and revamping the bathroom to what it is today. There is a large tiled shower, new vanities, additional cabinetry have been added, and an enclosed water closet room for added privacy. This update has been thoughtfully executed and really makes the space much more usable than before. Gorgeous light fixtures and fans have been installed and the interior of the home has been repainted giving the home a bright and cheerful feel. Step onto the rear lanai and enjoy the pristine views of nature, preserves, and the 7th hole of the golf course. With a beautiful eastern exposure, the oversized screened lanai is a wonderful place to enjoy a cup of coffee in the morning or relaxing with friends after a day on the course. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive updated clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Are you ready to call Heritage Oaks home?
3350 W CHELMSFORD CT #13, SARASOTA, FL 34235
$363,000155 Days on yellowkey MLS ID: TB8466391
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1990 Tax: $2,699 (2025)Community: Chelmsford CloseVilla
Taxes:$2,699
Remarks: Located in the desirable Chelmsford Close enclave of The Meadows, this well-maintained and freshly painted 2 bedroom, 2 bathroom villa with a 2-car garage offers over 1,500 square feet of comfortable living space and golf course frontage with peaceful fairway views. Built in 1990 and carefully cared for by the original owners, the home enjoys a prime setting close to the community pool and is surrounded by mature landscaping and manicured grounds. Chelmsford Close is known as one of the newer villa communities in The Meadows, featuring solid construction, attractive architecture and a quiet, private feel. Residents enjoy a park-like setting within a 1,600-acre master-planned community offering 14+ miles of walking and biking trails, lakes, green spaces, fitness facilities, pickleball and optional golf and tennis memberships. Ideally situated near Nathan Benderson Park, University Town Center shopping and dining, and just minutes to downtown Sarasota, cultural attractions and world-class Gulf beaches. Competitively priced, this villa presents an excellent opportunity to enjoy the Sarasota lifestyle—schedule your private showing today before it’s gone!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Tyler Gilley (847-347-4734)
1374 MOONMIST DR #B1, SARASOTA, FL 34242
$1,000,000454 Days on yellowkey MLS ID: A4642845
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1996 Built: 1968 Tax: $2,989 (2025)Community: Polynesian GardensVilla
Taxes:$2,989
Remarks: A $500K price reduction - don't wait! A rarely available bayfront opportunity to create your dream retreat on Siesta Key. Experience the allure of waterfront living in this detached bayfront villa, poised for a fresh vision in the desirable Polynesian Gardens community on Siesta Key. One of only 11 exclusive bayfront residences, this end-unit villa offers sweeping, unobstructed views of the Intracoastal Waterway from nearly every room, where sunrises paint the sky in breathtaking hues. Go outside to your expansive private waterfront deck, where you can unwind to the sights of boats gliding by, playful dolphins in the distance, and the peaceful rhythm of the bay. A natural beachfront at your doorstep invites you to dip your toes in the water and embrace the tranquil coastal lifestyle. Professionally remediated following Hurricane Helene, this residence is a blank canvas, ready for transformation. With a spacious two-bedroom, two-bath layout that exceeds the size of many three-bedroom villas in the community, the potential for a luxurious, customized retreat is limitless. Enjoy the privacy and convenience of your own garage and private entrance, delivering the feel of a single-family home, yet with the ease of villa living. The location is unbeatable, just minutes from the world-famous Siesta Beach, renowned for its soft quartz sands and mesmerizing Gulf waters, where mango-hued sunsets cap off each day. Centrally located on the island, you're moments from the vibrant dining, boutique shopping, and lively atmosphere of Siesta Key Village and South Siesta Village, and just a short drive to downtown Sarasota’s cultural arts scene, theaters, and fabulous dining. This is a rare opportunity to reimagine and create your custom bayfront sanctuary in one of Siesta Key’s sought-after communities. Don’t let this one-of-a-kind coastal gem slip away.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
721 N JEFFERSON AVE #721, SARASOTA, FL 34237
$272,500219 Days on yellowkey MLS ID: A4672260
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1983Monthly Fee: $557 Tax: $3,099 (2024)Community: Jefferson PinesVilla
Taxes:$3,099
Elementary School: Tuttle Elementary
Remarks: 721 N Jefferson is only MINUTES away from Downtown Sarasota! An exceptional investment opportunity with strong rental flexibility. No ownership waiting period before leasing, a one-month minimum, and up to four rentals per year—an incredibly rare benefit for an association, particularly this close to downtown Sarasota.This beautifully updated villa in Jefferson Pines has one of the best locations in the community with a private lanai view. Featuring 2 bedrooms and 2 bathrooms, NEW IMPACT WINDOWS, NEW AC, NEW WASHER AND DRYER, UPDATED WATER LINES, Interior paint refreshed, vinyl flooring in the bedrooms, and recently updated kitchen with NEW REFRIGERATOR. The home has an open-concept living space and with the bedrooms to one side of the unit. The community has a fresh new paint on the exterior of the units, a community pool to enjoy and a quiet neighborhood. Enjoy the outdoor living in a private backyard, just minutes from downtown Sarasota's newest restaurants, walkable Bayfront, shopping, and the stunning Gulf Coast Beaches. Being close to Fruitville Road you are almost a straight shot to Lido Beach. Within 5 minutes you can get to downtown, Publix, and Payne park- you truly have everything at your fingertips. A true gem ready for you to move in! Whether you’re searching for a full-time residence or the perfect snowbird getaway, and location tops your list, this move-in-ready villa offers everything you need—along with easy access to downtown Sarasota.
Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)
Listing Agent: Nicole Posada (941-302-7549)
4173 CENTER POINTE CIR #87B, SARASOTA, FL 34233
$295,00099 Days on yellowkey MLS ID: A4686561
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1430 Built: 1983Community: Courtyard VillasVilla
Taxes:
Tax Year:
Remarks: Experience the best of Sarasota living in this charming two story villa located in the heart of the County! This maintenance free gem features a private courtyard and an attached one car garage, offering both privacy and convenience. The thoughtful layout keeps both bedrooms and two full baths upstairs on the second floor, creating a peaceful retreat away from the main living areas and kitchen. The villa offers a half bath downstairs which is perfect for guests. Enjoy being minutes away from shopping, beaches, grocery stores and some of the best dining in the area. Residents also have access to a refreshing community pool, making every day feel like a vacation. Schedule your showing today!!
Listing is courtesy of: BOUDRIE REAL ESTATE GROUP INC (941-730-5674)
Listing Agent: Rebekah Boudrie (941-730-5674)
4767 OAK HILL CT #48, SARASOTA, FL 34232
$248,000107 Days on yellowkey MLS ID: A4685298
1 Days Off yellowkey (back on 3/24/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1451 Built: 1985Community: Village Oaks Sec DVilla
Remarks: One or more photo(s) has been virtually staged. Great Location in Village Oaks!!! 2BR/2BA condo/villa all on one floor with a two car garage and nestled in a cozy community not far from downtown and near lots of shopping, restaurants and the beautiful beaches of Sarasota. This villa is move in ready with granite kitchen counter tops, double vanities and large walk-in closet in the primary bedroom. A fully enclosed sun room affords you extra living space in a light and bright area. Newer washer and dryer come with the villa. No exterior maintenance is done by you allowing you the time to enjoy the amenities in Village Oaks such as the beautiful swimming pool, tennis and pickleball courts and walking in a lovely setting in this community. Sarasota also offers so many wonderful activities with the new Mote Marine Aquarium, the circus events, boating and golfing availability, the beautiful University Town Center Mall and all the restaurants and shopping there and surrounding the mall. This is a beautiful piece of paradise where this lovely villa awaits you!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jay Mitchell Jr., Pllc (941-349-4411)
9559 FOREST HILLS CIR, SARASOTA, FL 34238
$575,000147 Days on yellowkey MLS ID: A4679954
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1741 Built: 1997Community: Stoneybrook Golf & Country ClubVilla
Remarks: VILLA ON FOREST HILLS CIR. at Stoneybrook Golf & Country Club, this well-maintained residence offers 2 bedrooms, two baths, a den/office, a private pool, and a two-car garage making this an exceptional vlaue. There is a new roof and a newer air conditioning system, ensuring peace of mind for years to come. The villa is perfectly positioned on the right side of the circle, providing morning sun on the front entry patio and full afternoon sun by the inviting pool area - ideal for outdoor relaxation and entertainment. (For those social gatherings, the Forest Hills Community Pool is very close by.) Inside, the kitchen has the unique feature of a skylight that fills the space with natural light, creating an inviting atmosphere for cooking and gathering. The laundry room serves as an entryway to the spacious two- garage, and the bright and sunny den/office is separated from the living area behind beautiful etched glass. Sliding glass doors from the living room showcase the crystal clear pool. The home offers tremendous potential to make it your own, whether you're looking for a vacation retreat, an income property, or a full-time residence. Stoneybrook Golf & Country Club offers an amenity-rich lifestyle, featuring a newly modernized, amazing Kipp Schulties golf course, a beautiful clubhouse with restaurant and gathering rooms, a spacious heated pool and several Har Tru lighted tennis courts, pickleball courts, bocce ball, and all of the activities one would expect from a country club. The location on Paler Ranch is just a short drive from the pristine beaches of the world-famous Siesta Key beach, shops, and restaurants, and the community borders the very popular Legacy walking and biking trail. This is an opportunity to enjoy the country club lifestyle and your own little piece of paradise.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Vicki Reilly (941-266-5962)
4516 LEGACY CT, SARASOTA, FL 34241
$399,900159 Days on yellowkey MLS ID: A4678435
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 2000Community: Heritage Oaks Golf & Country ClubVilla
Remarks: Welcome to Heritage Oaks Golf & Country Club! This wonderful "Innverness" model golf villa is the perfect amount of space for both full time owners or seasonal residents. Nestled in a private, less traveled part of the neighborhood and located directly across the street from one of the five heated pools in the community, this lovely property features 2 bedrooms, 2 bathrooms, a den/study that can double as a third bedroom and an attached two car garage. Designed with both everyday living and entertaining in mind, the home features an open and airy layout filled with natural light. Spacious living and dining areas flow seamlessly, providing plenty of room to gather with friends and family. Large windows and sliding glass doors connect the interior to the outdoors allowing you to fully appreciate Florida's indoor-outdoor lifestyle. The owner has just replaced the A/C (2025) giving the new owner years of worry-free living. The kitchen is thoughtfully designed with ample cabinetry, generous counter space, and a functional layout that makes cooking and hosting effortless. The primary suite provides a peaceful sanctuary, complete with abundant closet space and a well appointed en-suite bath. One additional bedroom and a den/study provide flexibility for guests ensuring the home can expand when guests come to visit. Step onto the rear lanai and enjoy the oversized screened area with gorgeous, private views of preserves and nature. Enjoy time with a coffee in the morning and watch the abundance of wildlife that roam this Certified Audubon Neighborhood. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Are you ready to call Heritage Oaks home?
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