Location: Sarasota
Do Not Show Listings
4238 CARRIAGE DR #46, SARASOTA, FL 34241
$319,00057 Days on yellowkey MLS ID: A4689666
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 1978 Tax: $3,559 (2025)Community: Knolls The, Bent TreeVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,559
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Charming 3-bedroom, 2-bath free-standing villa with a 2-car garage in the highly desirable Knolls of Bent Tree. This home offers a split-bedroom floor plan, a large eat-in kitchen, formal dining room, and a sunken living room that adds character and charm. The inviting Florida room is the perfect place to relax and enjoy your morning coffee. The Knolls of Bent Tree features just 52 individual free-standing homes on a private road, with no age restrictions. This villa is move-in ready and offers great potential for your personal updates and touches. Ideally located just 2 miles east of I-75, you’ll have quick and easy access to shopping, dining, golf, and all that Sarasota has to offer. Easy to show.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
4239 CARRIAGE DR #36, SARASOTA, FL 34241
$394,000313 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
Tax Year: 2024
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
10293 LAKE WALES CIR, SARASOTA, FL 34241
$570,99067 Days on yellowkey MLS ID: A4689008
4 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 2021Monthly Fee: $250 Tax: $5,116 (2025)Community: Grand Park Phase 1Villa
Taxes:$5,116
Elementary School: K-8 At Clark And Lorriane
High School: Riverview High
Middle School: K-8 At Clark And Lorriane
Remarks: Welcome to the final opportunity to own a villa in the beautifully landscaped community of Grand Park. This Sandcastle model is move-in ready and offered fully furnished, professionally designed by Charlene Neal PureStyle—just bring your suitcase and start enjoying the Florida lifestyle. The split-bedroom floor plan provides privacy, with two guest bedrooms separated from the spacious primary suite, making it ideal for hosting visitors. Interior features include detailed ceilings, crown molding, designer lighting, stylish wall accents, and upgraded closet shelving. Relax on the extended, west-facing lanai, perfect for enjoying sunset views and outdoor living.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
2713 RIVERBLUFF CT #V101, SARASOTA, FL 34231
$279,00088 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
Elementary School: None
High School: None
Middle School: None
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)
4688 OAK HOLLOW DR #25, SARASOTA, FL 34241
$289,00056 Days on yellowkey MLS ID: A4690247
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1980 Tax: $3,229 (2025)Community: Hammocks, Bent TreeVilla
Taxes:$3,229
Remarks: Welcome home to this beautiful 3-bedroom, 2-bath villa with a 2-car garage, located behind the gates of Bent Tree Village in Hammocks 1. This split-bedroom floor plan offers both space and privacy, with formal living and dining areas, vaulted beam ceilings, and a separate Florida room featuring new hurricane-rated skylights. From there, enjoy views of the open-air patio and peaceful trees beyond. The newly renovated 2025 kitchen features quartz countertops, all-new cabinetry, pull-out lower drawers, and newer stainless steel appliances. The laundry closet is conveniently located in the kitchen. The oversized primary suite includes an ensuite bath with dual vanities, a walk-in shower, and a large walk-in closet. On the opposite side of the home, you’ll find two guest bedrooms and a full guest bath. This villa is located in Hammocks 1, which is not a 55+ community. You’ll also love the convenient location near I-75, restaurants, shopping, and just a short drive to the area’s beautiful beaches or UTC Mall. Don’t miss your chance to make this lovely villa your new home.
1807 UNIVERSITY PL #151, SARASOTA, FL 34235
$199,00082 Days on yellowkey MLS ID: A4686953
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1195 Built: 1964 Tax: $2,296 (2025)Community: Strathmore Villa Sec 09Villa
Taxes:$2,296
Remarks: Welcome to maintenance-free Florida living in the highly desirable 55+ community of Strathmore Villas! This rare beauty offers the privacy of a single-family home with only the carport and storage area attached, perfect for buyers seeking low-maintenance, and easy living in a convenient location. This 2 bedroom, 2 bathroom home features a spacious airy layout with a large living room, a separate dining area, and abundant natural light throughout, ideal for both relaxing and entertaining. The fully equipped kitchen is designed to impress with ample cabinetry, matching appliances, a butcher block center island, and unique backsplash and countertops that create a charming coastal, beach-inspired feel. The primary suite is a true retreat, complete with a private en-suite bathroom featuring a relaxing walk-in shower. The second bedroom and full guest bathroom offers flexible space, perfect for overnight guests, a home office, or hobby room. Enjoy your own tropical backyard oasis with lush landscaping, making it the prime spot for morning coffee, gardening, or soaking up the Florida sunshine in peace. Residents of Strathmore Villas enjoy resort-style, maintenance-free amenities, with HOA fees covering roof, exterior maintenance, grounds care, pest control, water, sewer, trash, basic cable, escrow reserves, plus access to a community pool and clubhouse, making this an excellent option for snowbirds or full-time residents. Location is everything, and this home delivers! You’re just minutes from UTC Mall, downtown Sarasota, St. Armands Circle, championship golf courses, top-rated restaurants, shopping, and world-famous Gulf beaches. If you’re searching for a move-in ready villa, this is the one. Don’t miss your chance to own a piece of paradise, call today to learn more!
Listing Agent: Joey Lamielle (941-350-0016)
4332 MARSEILLES AVE #3236, SARASOTA, FL 34233
$314,700147 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 is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Shirley Dabringhaus (941-587-9288)
5222 MYRTLE WOOD #9, SARASOTA, FL 34235
$279,888130 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
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
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
$270,000115 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
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)
3407 WILKINSON WOODS DR #58, SARASOTA, FL 34231
$379,90066 Days on yellowkey MLS ID: A4689291
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1980Monthly Fee: $596 Tax: $1,982 (2025)Community: Wilkinson WoodsVilla
Taxes:$1,982
Remarks: Immaculate, Fully Renovated Home!!! Welcome to this beautifully updated 3-bedroom, 2-bath residence offering 1,812 square feet under air. 2 large skylights help keep it bright with a very open-concept floor plan designed for comfortable living and effortless entertaining. Every detail of this home has been thoughtfully upgraded—truly move-in ready. The stunning chef’s kitchen features all-new cabinetry, elegant quartz countertops, and a full suite of brand-new stainless steel appliances, seamlessly flowing into the expansive living and dining areas. Deluxe vinyl flooring runs throughout the home, enhancing both style and durability. Both bathrooms have been completely renovated, and the entire interior boasts brand-new stucco ceilings, creating a clean, modern aesthetic throughout. A convenient interior laundry room adds everyday functionality. Major system upgrades provide peace of mind, including a brand-new HVAC system with all-new ductwork, new blown-in attic insulation, and a completely new electrical panel featuring 12 arc-fault breakers and a surge protectors. The home also includes a brand-new 50-gallon Leisure water heater located in the garage. The two-car garage is finished with beautiful epoxy flooring, perfect for storage or hobbies. Located in a well-maintained 55+ community, residents enjoy access to a community pool, clubhouse, and tennis courts, all supported by a very reasonable HOA fee. The community also allows one small pet, making it ideal for relaxed, low-maintenance living. Every inch of this home has been updated—just bring your furniture and start enjoying the Florida lifestyle.
Listing is courtesy of: HOOK & LADDER REALTY INC (941-356-7530)
Listing Agent: Bill Howell (941-356-7530)
3324 WESTFORD LN #112, SARASOTA, FL 34231
$280,000141 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
$428,900137 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
$399,000150 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
$465,000253 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?
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
3350 W CHELMSFORD CT #13, SARASOTA, FL 34235
$363,000144 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
$1,000,000443 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
$272,500208 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)
3864 CHATSWORTH GREENE CT #10, SARASOTA, FL 34235
$399,00079 Days on yellowkey MLS ID: A4687597
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1928 Built: 1990 Tax: $5,059 (2025)Community: Chatsworth Greene - The Meadows - The HighlandsVilla
Taxes:$5,059
Remarks: Sweeping golf course views with ideal southeastern exposure in the desirable Highlands section of The Meadows, one of Sarasota’s sought-after and ideally located neighborhoods. Chatsworth Greene is the premier villa enclave of its kind. Mature landscaping, ample rooms, natural light, high ceilings with tray in the great room, and walls of windows bring in stunning golf course views. Retreat to the primary suite, featuring a walk-in closet, separate dual sinks and soaking tub. The relaxing lanai is ideal for enjoying quiet mornings and entertaining friends. All adorned by sweeping golf course views with ideal southeastern exposure, a block to the heated pool and spa, and a short ride to all the fun The Meadows has to offer. 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 2019 air-conditioning system, 2008 tile roof, above flood plain in zone X. Furniture optional.
Listing Agent: Fernando Viteri, Pa (941-400-7676)
4173 CENTER POINTE CIR #87B, SARASOTA, FL 34233
$295,00088 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)
500 N JEFFERSON AVE #C3, SARASOTA, FL 34237
$149,900148 Days on yellowkey MLS ID: A4677561
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 595 Built: 1974Community: Jefferson ClubVilla
Remarks: Charming villa-style condo that beautifully blends privacy, natural light, and an unbeatable Sarasota location. Soaring cathedral ceilings create an open, airy feel, enhanced by windows at the apex of the roof that flood the home with abundant natural light throughout the day. The bright and welcoming interior features thoughtful updates and a highly functional layout. As a bonus, the condo has a new A/C! The primary suite offers a versatile bonus room—perfect for a home office, nursery, workout space, reading lounge, or creative studio—adding flexibility rarely found in similar properties. Step outside to your private, gated patio, ideal for morning coffee, outdoor dining, gardening, or unwinding with a good book. Tucked away in a quiet community yet just minutes from downtown Sarasota, you’re close to Main Street’s dining, shopping, and entertainment, with Lido Beach only a short drive away. Whether you’re seeking a primary residence, seasonal getaway, or income-producing investment, this home checks all the boxes. Low HOA, low taxes, and a prime location make this a must-see opportunity.
Listing Agent: Brett Keyser, Jr (941-957-8425)
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