Location: Sarasota
Do Not Show Listings
4068 WILSHIRE CIR E #145, SARASOTA, FL 34238
$289,00028 Days on yellowkey MLS ID: TB8524010
REDUCED by $1,000 (0.3%) on 07/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 1988 Tax: $3,936 (2025)Community: Lakeshore VillageVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,936
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Welcome home to this spacious end-unit villa nestled in a peaceful, park-like setting within one of Sarasota's desirable 55+ communities. Offering 2 generously sized bedrooms, 2 full bathrooms, and a 2-car garage, this home features an open and airy layout filled with natural light. The expansive living and dining area is highlighted by two skylights and picturesque views of the lush green space beyond. The eat-in kitchen offers abundant cabinetry, a pantry, stainless steel appliances, and plenty of room for casual dining. A glass-enclosed lanai provides the perfect space for a home office, reading nook, or relaxing while enjoying the tranquil surroundings. The spacious primary suite features a walk-in closet, private access to the lanai, and an oversized en-suite bath complete with dual vanities, a soaking tub, separate shower, and generous storage. The guest bedroom also includes its own walk-in closet and is conveniently located near the second full bath. Additional highlights include a separate laundry room with washer and dryer and exceptional closet and storage space throughout. Bring your personal style and make this villa your own while enjoying an active, maintenance-free lifestyle. Community amenities include a heated pool, clubhouse, tennis and pickleball courts, along with a full calendar of social activities. Ideally located in the heart of Sarasota, you're just minutes from shopping, dining, medical facilities, cultural attractions, and houses of worship. This is Florida living at its best!
Listing is courtesy of: PALLADIUM INVESTMENTS INC (561-329-8702)
Listing Agent: Matthew Brown (678-283-7928)
6300 MIDNIGHT PASS RD #21, SARASOTA, FL 34242
$869,000185 Days on yellowkey MLS ID: A4678951
REDUCED by $30,000 (3.3%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1253 Built: 1969 Tax: $5,276 (2025)Community: Crystal Sands 1Villa
Taxes:$5,276
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully designed with granite countertops, a coordinating backsplash, soft-close cabinetry, and new stainless steel appliances. The primary suite offers a wall-to-wall closet, transom window, and sliding glass doors opening to the Florida room. Additional highlights include luxury vinyl plank flooring, all-new furnishings, and an attached one-car garage with washer and dryer plus ample storage for beach gear. Whether enjoyed as a private coastal retreat or a lock-and-leave rental opportunity, this residence truly offers the best of both worlds. Crystal Sands is a well-managed, financially stable beachfront community that has remained highly desirable since 1969 due to consistent upkeep and thoughtful renovations. The condominium comprises a collection of one, two, and three bedroom villas along with a Gulf-front high-rise tower, all set within beautifully maintained grounds. Residents and guests enjoy private beach access with umbrellas and loungers, two heated swimming pools, a clubhouse, on-site rental management, and night security, all just moments from Siesta Key’s renowned dining and shopping.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Bev Murray (941-724-4995)
721 N JEFFERSON AVE #721, SARASOTA, FL 34237
$270,000252 Days on yellowkey MLS ID: A4672260
REDUCED by $2,500 (0.9%) on 07/08/2026
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
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
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, NEWER 2024 AC, NEW WASHER AND DRYER, UPDATED WATER LINES, Interior paint refreshed, vinyl flooring in the bedrooms, and recently updated kitchen with NEWER 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)
4531 LAS BRISAS LN, SARASOTA, FL 34238
$599,000131 Days on yellowkey MLS ID: A4686168
REDUCED by $26,000 (4.2%) on 07/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2227 Built: 1987Monthly Fee: $802 Tax: $4,963 (2025)Community: Villa D EsteVilla
Taxes:$4,963
Remarks: Virtually Staged. Enjoy maintenance-free living at its finest in this stunning 2-bedroom, 2-bath villa + den, located within the 24/7 guard-gated (with two entrances) Prestancia golf community, in the highly sought-after enclave of Villa D’Este. A picturesque drive along Prestancia Boulevard, lined with majestic oak trees forming a beautiful canopy, leads you into this serene neighborhood. Surrounded by two championship golf courses, wetlands, cypress heads, ponds, and lagoons teeming with wildlife, Prestancia is proudly recognized as a sanctuary by the Audubon Society. This residence features soaring ceilings and multiple skylights throughout, creating a bright, open, and inviting Florida-style atmosphere. Plantation shutters adorn all exterior windows, adding both elegance and functionality. A brand-new concrete tile roof, along with new skylights, gutters, downspouts, and fascia, ensures peace of mind for years to come. The spacious living room showcases a wood-burning fireplace and built-in wet bar, seamlessly connecting to the tiled lanai via pocket sliders. This villa offers a rare extended lanai—stretching nearly the full length of the rear of the home —a feature found in very few villas in the community. The adjacent dining room, complete with a built-in buffet, continues the home’s modern elegance. The large eat-in kitchen is light and bright, featuring newer cabinetry, granite countertops, stainless steel appliances, a breakfast nook, a separate desk area, soffit lighting that highlights the volume ceilings, and ample storage. Recent upgrades include a home security system with an electronic lock, a new secure locking screen door at the lanai, privacy screens, and interior locking hurricane shutters. The primary suite serves as a private retreat with direct lanai access and a spa-like bathroom featuring a Jacuzzi tub, walk-in shower, dual marble vanities, and a generous walk-in closet. The guest bathroom includes a soaking tub and a stylish glass vessel sink. A spacious den with a skylight and contemporary ceiling fan offers flexible space for a media room, office, or additional living area. The rear bedroom is equipped with a queen Murphy bed, built-in cabinetry, and a desk, making it ideal as either a guest room or home office. Residents of Villa D’Este enjoy access to a beautifully maintained community pool and spa. Optional membership to TPC Prestancia Golf Club provides access to two 18-hole championship courses, along with dining and social activities. Conveniently located near shopping, dining, the Legacy Trail, and world-renowned Siesta Key Beach, this exceptional villa offers the perfect blend of elegance, modern upgrades, and the Sarasota lifestyle.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Laura Rode (941-724-9957)
3350 W CHELMSFORD CT #13, SARASOTA, FL 34235
$357,000188 Days on yellowkey MLS ID: TB8466391
REDUCED by $6,000 (1.7%) on 07/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1990 Tax: $2,699 (2025)Community: Chelmsford CloseVilla
Taxes:$2,699
Elementary School: Gocio Elementary
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)
4633 OAK HILL DR #13, SARASOTA, FL 34232
$249,00091 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
Taxes:$3,309
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)
225 OAK HILL DR #10, SARASOTA, FL 34232
$189,9007 Days on yellowkey MLS ID: A4700487
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1024 Built: 1985Monthly Fee: $559 Tax: $2,569 (2025)Community: Village Oaks Sec AVilla
Taxes:$2,569
Elementary School: None
High School: None
Middle School: None
Remarks: This is the One! *Well-maintained 2-bedroom, 2-bath villa located in the desirable Village Oaks community*This inviting home features a functional split-bedroom floor plan that provides added privacy for owners and guests alike*The spacious living area flows seamlessly to a large screened lanai, creating the perfect space to relax or entertain while enjoying a peaceful, private outdoor setting*Additional features include an attached 1-car garage and low-maintenance living*Residents of Village Oaks enjoy an array of community amenities, including a sparkling swimming pool, tennis courts, and pickleball courts, all in a beautifully maintained neighborhood* This is Florida living at its best!
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
7456 MOONBEAM AVE, SARASOTA, FL 34241
$440,14874 Days on yellowkey MLS ID: A4693652
1 Days Off yellowkey (back on 7/19/2026)
INCREASED by $11,000 (2.6%) on 07/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skyle RanchVilla
Taxes:$0
Elementary School: Lakeview Elementary
Remarks: Under Construction. What's Special: Corner Lot | Dedicated Study | Close to Amenities | Close to Trails. New Construction - Ready Now! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7456 Moonbeam Avenue in Esplanade at Skye Ranch! Step into a warm and inviting home filled with natural light and an easy, open feel. The great room flows effortlessly into a beautifully designed kitchen, creating the perfect space for gathering and everyday living. Tucked at the back of the home, the primary suite offers a peaceful retreat with a spacious walk-in closet, dual sink vanity, and a relaxing shower. At the front, you will find a secondary bedroom, a full bath, and a private study that is perfect for working from home or quiet moments. Enjoy a thoughtfully designed community with nearby parks, convenient shopping, and dining options that make it easy to feel right at home. Additional Highlights Include: an extended lanai with a screened in patio, and a study in place of a flex room. Photos are for representative purposes only. MLS#A4693652 - Live your dream vacation every day in 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)
7726 CALLE FACIL, SARASOTA, FL 34238
$595,00061 Days on yellowkey MLS ID: A4694288
REDUCED by $20,000 (3.3%) on 07/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2610 Built: 1989Monthly Fee: $833 Tax: $4,918 (2025)Community: Prestancia - La VistaSpa: YesVilla
Taxes:$4,918
Remarks: Welcome to this beautifully located residence in the highly desirable Prestancia community of Palmer Ranch. Offering over 2,600 square feet of living space, this three-bedroom, two-and-a-half-bath villa combines generous proportions with exceptional potential. Designed on a single level, the home features a spacious and functional layout with expansive living areas and seamless flow to the outdoor space—perfect for enjoying Florida’s indoor-outdoor lifestyle. This property presents a great opportunity to update and personalize each room to your taste. Great space in the kitchen with a true dining area and lot of cabinets. The living and dining rooms with high ceilings provide a true bar area, a fireplace and offer unique views of the wildlife scenery. Ample space in the owner’s suite with a spacious bathroom with dual vanities, shower and bath, and a large walk in closet. The third bedroom is currently used as an extra family room. The office is an extension of the living room and is open towards the lanai. All rooms have plantation shutters adding charm to the property. A laundry and powder room complete the floorplan. Outdoors, the expansive lanai offers a tranquil retreat with generous dining and lounging areas—perfect for morning coffee, al fresco dinners, or simply enjoying the calm of the day. Set back from the golf course, oriented to the west, the home enjoys beautiful, serene, private views of the Audubon sanctuary, where nature surrounds you in a gentle, soothing embrace. Enjoy true maintenance-free living, in a 24-hour guard-gated community, with the HOA covering landscaping, maintenance of the grounds, and exterior repairs—including the roof (replaced in 2014)—as well as an alarm system for added peace of mind. The outside of the villa has been freshly painted. Whether you’re searching for a full-time residence or seasonal retreat, this well-kept home offers comfort, convenience, and outstanding value in one of Sarasota’s most sought-after neighborhoods. Living in TPC Prestancia, within the heart of Palmer Ranch, offers an exceptional blend of prestige and convenience. Optional membership to the TPC Prestancia golf and social club provides access to world class golf, expanding social amenities, tennis, new pickleball courts, and upcoming enhancements that continue to elevate the community experience. Just minutes away, residents enjoy the renowned Siesta Key beaches, excellent dining options, abundant shopping, and a growing new retail district nearby placing everything you desire within easy reach. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Pascale Durand (973-727-9784)
5940 DRIFTWOOD AVE #15, SARASOTA, FL 34231
$319,00084 Days on yellowkey MLS ID: A4692199
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $2,407 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$2,407
Remarks: Experience the ease of coastal living just minutes from the world-renowned shores of Siesta Key with this inviting, free-standing villa, an ideal retreat for buyers seeking comfort, convenience, and value. Perfectly positioned in Sarasota's desirable 34231 corridor, this residence offers a rare opportunity to enjoy the beach lifestyle without the premium price typically associated with island living. Designed for relaxed, low-maintenance ownership, the villa features a spacious, open-concept layout with abundant natural light, neutral finishes, and easy-care ceramic tile flooring throughout. Recent updates include new HVAC in 2024, roof 2019, water heater and Impact windows in 2022. The well-appointed kitchen provides ample cabinetry and workspace, flowing seamlessly into the main living and dining areas, with functionally elegant built-ins with storage, and perfect for entertaining or hosting seasonal guests. Generous bedroom accommodations offer privacy and comfort, while updated baths enhance the home's move-in-ready appeal. A highlight of the property is the private outdoor living space, ideal for morning coffee, evening cocktails, or simply enjoying the coastal breezes. Residents also enjoy serene sunsets on Sarasota Bay, access to community amenities such as a pool, clubhouse, and beautifully maintained grounds, perfect for a lock-and-leave seasonal.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
4601 LAS BRISAS LN, SARASOTA, FL 34238
$599,00089 Days on yellowkey MLS ID: A4690192
REDUCED by $26,000 (4.2%) on 07/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2428 Built: 1988Monthly Fee: $800 Tax: $5,706 (2025)Community: Prestancia/Villa D'esteVilla
Taxes:$5,706
Remarks: Tucked within the charming Villa d’Este enclave of TPC Prestancia, this beautifully updated villa welcomes you with a relaxed coastal feel and an easy sense of home from the moment you step inside. Natural light fills the space, enhanced by soaring ceilings and an open layout that allows each room to flow comfortably into the next. The kitchen sits at the heart of it all, where quartz countertops are paired with a soft aqua subway tile backsplash—adding just the right touch of color and personality while keeping a clean, coastal look. The primary suite is set apart for privacy, creating a quiet retreat, while the guest bedrooms are located on the opposite side of the home—ideal for hosting family or friends. Each bedroom is generously sized and bright, offering comfortable, airy spaces throughout. Step outside to a cozy lanai, perfect for a quiet morning coffee, then continue to the additional outdoor seating area just beyond—an inviting spot to relax, gather, or enjoy Sarasota’s year-round sunshine. Practical updates add to the home’s appeal, including a new roof, fascia, skylights and gutters completed within the past year. The property is sold furnished for your convenience. Whether you’re here full-time or seasonally, the ease of living stands out. The community takes care of the exterior of the villa and of the landscaping, so you can simply enjoy your time without the upkeep. TPC Prestancia community provides 24/7 gated security and is recognized as an Audubon Certified Sanctuary, with 565 acres of mature trees, wildlife, and walking paths. Fine dining, shopping is only minutes away! Located only 4 miles from world-renowned Siesta Key Beach, this home offers you piece of mind in the most upscaled golf community in Palmer Ranch, Sarasota. TPC Prestancia social, sports (tennis, brand new pickleball courts, gym in construction) and golf memberships are available and optional. This is a rare opportunity to own a turnkey villa, move in condition that combines space, thoughtful updates in one of the best locations in Sarasota. Schedule your private showing today (Floorplan and 3D tour available)!
4391 WOODMANS CHART #155, SARASOTA, FL 34235
$349,00069 Days on yellowkey MLS ID: A4694064
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1977 Tax: $3,452 (2025)Community: Woodmans ChartVilla
Taxes:$3,452
Remarks: Nestled in the highly sought after community of Woodmans Chart, this 2 bedroom/2 bath villa combines architectural character, abundant natural light, and a resort style lifestyle just 15 minutes from downtown Sarasota and about 30 minutes from world-renown Siesta Key Beach. Soaring vaulted ceilings with striking wood beams create warmth and charm throughout most of the home, while recent interior paint and new plank-style tile flooring add a fresh, modern touch. The spacious living area also has a sun room adjoining it with a large skylight that basks the area in light, and creates a bright and welcoming gathering space. A spacious primary suite features a row of French doors that open to the main living area, enhancing the home's airy, open feeling. What was most likely once an open atrium has been thoughtfully enclosed to create a stunning sunroom featuring three skylights set into the vaulted ceiling. Bathed in natural light and surrounded by two walls of French doors, this inviting space would make an exceptional art studio, reading room, or extra sleeping area for guests. The entire rear of the home is designed to bring the outdoors in, with walls of glass featuring dual four-paneled sliding glass doors and a large picture window overlooking the expansive 35-foot screened lanai-perfect for entertaining, relaxing, or enjoying peaceful garden views. Just off the dining room, a door leads to a private outdoor patio finished with charming brick pavers-an ideal setting for relaxing outdoors in complete privacy, enjoying morning coffee, or soaking up the Florida sunshine. From the patio, you have direct access to the spacious two-car garage, offering both convenience and ample storage. Residents of Woodmans Chart enjoy access to two community pools as well as a private tennis court tucked away among mature trees and lush landscaping, adding to the peaceful, resort-style that makes The Meadows such a sought-after community. The 1600 acres of The Meadows offers 14 miles of scenic trails and optional memberships to a fitness center, tennis and pickleball courts, a Junior Olympic pool, and golf. Everyday conveniences are close at hand, with easy access to premium shopping, dining, and entertainment including The Fresh Market, Whole Foods, UTC Mall, the new Mote Marine Laboratory & Aquarium, and the popular Waterside district in Lakewood Ranch. This central location places the very best of the Sarasota lifestyle right at your doorstep. There is a One Time $1000.00 Capital Improvement fee at Closing.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Stacy Liljeberg (941-544-6103)
3386 CHELMSFORD CT #7, SARASOTA, FL 34235
$334,90026 Days on yellowkey MLS ID: A4698377
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1991 Tax: $2,525 (2025)Community: Chelmsford CloseVilla
Taxes:$2,525
Remarks: BEST VALUE in The Meadows for a 2/2/2 villa! This wonderfully situated villa with a fabulous golf course and water view is your chance to apply your decorating ideas to create a truly stand-out property. Enter your private courtyard through the iron gate and step into your villa through the 6ft wide hallway. The 10 foot ceilings are capped with classic crown molding and picture molding. Enjoy the view and fresh air with your morning coffee or favorite refreshment on the lanai. The master suite will pamper you with a dressing/makeup area, walk-in closet, walk-in shower and direct access to the lanai. Storm protection is provided by the electrically operated shutters and steel-reinforced garage door. Chelmsford Close is one of the most recently constructed communities in The Meadows- you’ll find no popcorn ceilings, or cast iron plumbing, and the property is outside of the flood zones. The villa is of solid block construction capped with barrel tile roofs and the very reasonable condo fees cover ALL exterior maintenance, and even include high speed Fiber-Optic internet service. The Meadows offers numerous recreational activities, including 16 miles of walking/biking trails, 3 Golf courses, tennis and pickleball courts, a fitness center and even a dog park. Some of the country's most beautiful beaches are nearby, as well as world-class arts and culture, restaurants, entertainment and shopping- you’re literally a 5 minute walk to Benderson Park and just 2 miles from the mall at University Town Center. THIS is the Sarasota lifestyle!
Listing is courtesy of: STOKES PROP MGMT & REAL ESTATE (941-355-4880)
Listing Agent: Hal Poschmann (941-284-4315)
4586 MOHICAN TRL #147, SARASOTA, FL 34233
$200,00018 Days on yellowkey MLS ID: A4699365
0 Days Off yellowkey (back on 7/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1258 Built: 1973 Tax: $1,080 (2025)Community: Lake TippecanoeVilla
Taxes:$1,080
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. Welcome to one of the best values currently available in Lake Tippecanoe, where major updates, maintenance-free living, and an unbeatable Sarasota location come together. Featuring a brand-new roof and new air conditioning system, this beautifully maintained villa offers peace of mind from day one while providing a spacious single-level floor plan. Whether you’re looking for a year-round residence or a seasonal Florida retreat, this home is move-in ready and full of opportunity. Inside, the bright and inviting layout offers over 1,250 square feet of comfortable living space with an open living and dining area designed for everyday living and entertaining. Large windows fill the home with natural light while showcasing peaceful green views surrounding the property. The kitchen features solid wood cabinetry, stone countertops, ample storage, and a functional layout that connects seamlessly to the main living areas. Just beyond, the enclosed Florida room provides additional flexible living space—perfect for enjoying your morning coffee, reading a book, or simply relaxing while taking in the tranquil surroundings. The split-bedroom floor plan provides privacy for both owners and guests. The spacious primary suite includes a walk-in closet and private en-suite bath, while the guest bedroom is thoughtfully positioned adjacent to the second full bathroom. Both bedrooms offer generous space and natural light, creating comfortable accommodations for family or visitors. Recent improvements include a new roof and new HVAC system, giving buyers valuable long-term peace of mind while reducing future maintenance concerns. An assigned covered carport is located just outside the home, adding everyday convenience. Lake Tippecanoe is a welcoming 55+ maintenance-free community offering an active yet peaceful lifestyle. HOA fees cover cable television, water, sewer, trash, exterior maintenance, grounds maintenance, insurance, reserves, and access to the community pool and recreational facilities. Residents enjoy beautifully maintained grounds, scenic lakes throughout the community, and a friendly neighborhood atmosphere that makes everyday living feel like a retreat. Conveniently located in the heart of Sarasota, you’ll enjoy quick access to shopping, dining, medical facilities, golf courses, I-75, Downtown Sarasota, and the world-famous white sand beaches of Siesta Key. This central location places everything you need just minutes from your front door while allowing you to enjoy the quiet charm of an established community. This is an outstanding opportunity to own a move-in-ready villa with major system updates, maintenance-free living, and exceptional value within one of Sarasota’s most desirable 55+ communities. Schedule your private showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
5721 CASA DEL SOL BLVD #3223, SARASOTA, FL 34233
$267,500131 Days on yellowkey MLS ID: A4686344
REDUCED by $7,500 (2.7%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1313 Built: 1989 Tax: $1,774 (2025)Community: Casa Del Sol Sec IiVilla
Taxes:$1,774
Remarks: RARELY AVAILABLE END-UNIT VILLA WITH PRESERVE VIEWS, OVERSIZED COURTYARD, AND TRUE 2-CAR GARAGE IN HIGHLY DESIRABLE CASA DEL SOL! Positioned in one of the MOST PRIVATE AND SOUGHT-AFTER locations within Casa Del Sol, this exceptional end-unit villa immediately stands apart with tranquil PRESERVE VIEWS, additional green space, and a setting that offers both privacy and serenity. Unlike many homes in the community that overlook neighboring properties, this residence enjoys a peaceful natural backdrop that creates a far more desirable living experience. Inside, the bright and open floor plan offers multiple living spaces designed for both comfort and flexibility. An additional sitting room with WOOD FLOORING and a SKYLIGHT fills the home with natural light and opens directly to the patio, seamlessly blending indoor and outdoor living. The layout features an open living and dining area, kitchen with breakfast bar, and a MAIN-LEVEL PRIMARY SUITE complete with walk-in closet and en-suite bath. This villa also benefits from EXTRA OUTDOOR SPACE rarely found in neighboring units, enhancing both privacy and functionality. The OVERSIZED PRIVATE COURTYARD is ideal for entertaining, relaxing, or enjoying the Florida lifestyle—with no A/C equipment taking up valuable outdoor space. Additional highlights include a TRUE 2-CAR GARAGE, minimal traffic due to its location at the far end of the community, only ONE SHARED WALL, and the added natural light and openness that come with end-unit living. From a long-term ownership perspective, this property delivers exceptional value. Casa Del Sol has actually LOWERED HOA DUES for certain sections in 2026, including this one—an uncommon advantage that reflects strong financial and community management. The A/C is a Rheem and under warranty until 11/15/2028 and the ROOFS were proactively replaced by the HOA approximately 10 years ago for added peace of mind .Hot water heater: Rheem, installed 5/2023>Dishwasher: Frigidaire installed 2023>Hurricane shutters: Mostly metal, some plastic to allow for light into the home. All Screws have been drilled in exterior walls. Upgraded whole-house plumbing system to flow guard gold pipe and fittings. Sunroom was remodeled 2005 with Wood flooring. Residents enjoy access to a community featuring a CLUBHOUSE, FITNESS CENTER, POOL, and TENNIS COURTS, all within a beautifully maintained setting. LOCATION IS EVERYTHING—and this home places you minutes from Sarasota’s most desirable destinations. Conveniently located off Cattlemen Road between US-41 and I-75, you are close to Downtown Sarasota, Siesta Key Beach, Lido Beach, Legacy Trail, Payne Park, Sarasota Art Museum, Colonial Oaks Park, YMCA, Yoder’s Fresh Market, Big Olaf Ice Cream, and more. OPPORTUNITIES LIKE THIS RARELY COME AVAILABLE IN CASA DEL SOL. Plus a 1 year home warranty offered by Seller! Schedule your private showing today and experience the privacy, views and lifestyle this exceptional villa has to offer before it’s gone!
2902 CAPTIVA GARDENS DR #3, SARASOTA, FL 34231
$249,90080 Days on yellowkey MLS ID: A4692905
REDUCED by $10,000 (3.8%) on 06/24/2026
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)
3374 W CHELMSFORD CT #9, SARASOTA, FL 34235
$329,90055 Days on yellowkey MLS ID: A4695215
REDUCED by $19,100 (5.5%) on 07/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1991 Tax: $2,824 (2025)Community: Chelmsford Close - The MeadowsVilla
Taxes:$2,824
Remarks: Spectacular golf and lake views, plus hurricane glass for peace of mind, in a phenomenal location! Filled with natural light, this two-bedroom plus den end unit villa features high ceilings with crown molding and walls of glass that beautifully bring the outdoors in. The spacious primary suite offers a walk-in closet, dual vanities and a walk-in shower. Relax on the screened lanai and take in the gorgeous sunrise views over the lake and golf course, perfect for morning coffee, reading or entertaining friends. All just a short distance to the heated community pool and a quick ride to 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 an available fitness center, junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, Legacy Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, entertainment and dining destination. A fabulous Florida lifestyle awaits! 2019 A/C system, 2021 water heater, 2014 tile roof (condo's responsibility), 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)
5633 E LONG COMMON CT #20, SARASOTA, FL 34235
$324,900360 Days on yellowkey MLS ID: A4660727
REDUCED by $100 (0.0%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1264 Built: 1989Monthly Fee: $454 Tax: $3,933 (2024)Community: Long CommonVilla
Taxes:$3,933
Remarks: Virtual tour link in MLS is actual 3D tour, not a slideshow - please visit it! Furniture is optional with listing. Welcome to this beautifully maintained 2-bedroom, 2-bath villa located in the highly desirable Long Common enclave within The Meadows. This single-story home offers 1,264 square feet of bright, open living space, ideal for those seeking a low-maintenance Florida lifestyle. Step inside through a charming courtyard entry with a brick-paver driveway and a 2-car garage. Inside, the great room impresses with high ceilings, crown molding, and direct access to a Florida room that features a panoramic view of the pond and fairway in the distance—perfect for relaxing or entertaining year-round. The kitchen features stainless appliances, stone countertops, a cozy bay-window breakfast nook, and a convenient pass-through to the living and dining areas. A split-bedroom floor plan ensures privacy, with the primary suite offering a walk-in closet, dual sinks, and a walk-in shower. Residents of The Meadows enjoy access to three golf courses, tennis and pickleball courts, a Jr. Olympic-sized heated pool, clubhouse, fitness center, and miles of scenic walking and biking trails. The community is also ideally located near Nathan Benderson Park, the upcoming Mote Marine Aquarium, University Town Center Mall, and a wide variety of shopping, dining, and cultural attractions in downtown Sarasota.
Listing is courtesy of: BLUE SKY REAL ESTATE (941-587-3492)
Listing Agent: John Werner (941-587-4579)
4562 FOREST WOOD TRL #15, SARASOTA, FL 34241
$265,00010 Days on yellowkey MLS ID: A4700097
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1609 Built: 1981 Tax: $1,900 (2025)Community: Hammocks Ii, Bent TreeVilla
Taxes:$1,900
Remarks: Extremely well maintained and improved split plan 2 bedroom, 2 bath villa in active plus 55 community in gated Bent Tree Hammocks II. The property features a comfortable living area with wood burning fireplace, engineered hardwood floors, 2 car garage, indoor utility, new roof 2021, new garage door 2021, new air conditioning 2022,new water heater 2025. Hammocks II is located in a maturely landscaped area of Bent Tree and features a heated pool, gate protection & easy access to all Sarasota amenities. This is truly the answer to your care free living search.
Listing Agent: Lisa Bouck, Pa (941-374-0165)
5324 ROYAL PALM AVE #5324, SARASOTA, FL 34234
$229,00010 Days on yellowkey MLS ID: TB8519387
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1985Monthly Fee: $633 Tax: $1,370 (2025)Community: Royal Palm VillasVilla
Taxes:$1,370
Elementary School: Emma E. Booker Elementary
Remarks: Welcome to this cozy, corner villa of Royal Palm. This well maintained, 2 bedroom, 2 bath villa offers an open concept of living room, dining room and kitchen. The kitchen is customized with quartz countertops, soft-close cabinets and under cabinet lighting. The 2 sliding glass doors have dual access from the dining and living room leading to the spacious lanai. The home has been freshly painted throughout, the shower in the master bathroom has been updated, and tile flooring throughout the entire home. This villa offers the perfect balance of tranquility and convenience. It's perfectly situated minutes from Lido Key Beach, Siesta Key, Downtown Sarasota, and an abundance of shopping and dining. This community is walking distance to Ringling Museum, Historical Asolo Theater, FSU Center for the Performing Arts and the Sarasota Airport. HOA includes water, lawn care, exterior Maintenance, cable TV, pool maintenance, water, sewer and trash. This community of Sarasota is a hidden gem! Book your private showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Betty Alfaro (313-320-9790)
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