Location: Sarasota , 34235
Do Not Show Listings
4391 WOODMANS CHART #155, SARASOTA, FL 34235
$349,00036 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,452
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
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)
5655 BENTGRASS DR #9-116, SARASOTA, FL 34235
$299,00054 Days on yellowkey MLS ID: A4691878
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1615 Built: 2002 Tax: $3,278 (2025)Community: Las Palmas Of SarasotaTownhouse
Taxes:$3,278
Elementary School: Emma E. Booker Elementary
Remarks: One of the most spectacular renovations in all of Las Palmas is now available. This unit has been meticulously and professionally redone in 2024; designed to appeal to the discerning buyer. Beautiful tile floors throughout greet you when you first enter this three-story townhouse. Up one flight of stairs brings you to the heart of the home. A beautiful and tasteful kitchen with solid wood cabinets, granite counter tops, stainless appliances and a tile backsplash. The kitchen has an open feel and flows seamlessly into the family room. A generous dining area completes this special space. From the family room, you can step out onto your private balcony, recently sealed and rescreened with screening meant to keep out the bugs. The view of the serene lake is a sight to behold. On this level there is also a bedroom, and full bath which underwent a total renovation. Up another flight of stairs brings you to the main bedroom, with a spa like renovated main bathroom and walk in closet. Another bedroom on this level can be utilized with endless possibilities. The closet contains custom shelving. The washer and dryer are also on this level making laundry day a breeze. All the doors have been replaced and repainted, all the railings have been repainted as well. Add these to the total interior painting and this wonderful unit is move in ready. A private one car garage, new impact windows on the third floor and a NEW ROOF make this unit a must see. Come live the dream.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Susan Noah (941-468-9286)
4750 TIVOLI AVE, SARASOTA, FL 34235
$473,00089 Days on yellowkey MLS ID: A4687861
REDUCED by $22,000 (4.4%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1911 Built: 1989Monthly Fee: $894 Tax: $5,542 (2025)Community: Longwood VillasSpa: YesSingle Family
Taxes:$5,542
Elementary School: None
High School: None
Middle School: None
Remarks: Tucked away in the quiet back section of the well maintained community of Tivoli Village in Longwood Run, this beautifully updated 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and serene Florida living. The highlight of this exceptional property is the breathtaking lake view framed by majestic oak trees—creating a private, park-like, peaceful backdrop that truly sets this home apart. From the moment you arrive, you’ll be captivated by the fresh, light exterior paint, lush tropical landscaping, and a stately oak tree that sets the tone for the tranquil setting. The HOA is responsible for landscaping, roof repair & replacement and painting of all exterior walls. HOA fees include: property insurance, landscaping, mowing, irrigation, admin fees, roof replacement & repairs, and exterior painting. Step inside to a warm, inviting entry that opens into a bright, airy open-concept floor plan featuring soaring vaulted ceilings. Stunning Spanish-inspired tile flooring flows throughout most of the home, creating a cohesive and elegant feel. The recently updated kitchen is a true centerpiece, featuring sleek modern cabinetry, matching appliances, unique concrete countertops, a chic tile backsplash, and a stainless refrigerator—perfect for both everyday living and entertaining. A top of the line reverse osmosis in the kitchen, adds an extra layer of comfort and quality. The thoughtfully designed split floor plan offers privacy for guests, with two guest bedrooms and a conveniently located bathroom. One bedroom features French doors, making it ideal as a home office, den, or art studio. The home features vaulted ceilings throughout creating an open, airy feel. The spacious primary suite is a true sanctuary, complete with laminate flooring, a large walk-in closet, and sliding glass doors that lead directly to the pool patio. The en suite bathroom offers dual sinks, solid surface countertops, and a large soaking tub perfectly positioned to take in peaceful lake views. In addition, 2 skylights infuse the primary bathroom with soft, natural light. Indoor-outdoor living is seamless, with multiple sliding doors from the main living area opening to the expansive screened pool patio. This inviting space is ideal for relaxing, entertaining, or working from home in a tranquil setting. Enjoy the sparkling pool, shaded awnings for cool comfort, and picturesque surroundings that make alfresco dining a daily pleasure. Ideally located near UTC shopping and dining, with easy access to Lakewood Ranch, world-renowned Gulf beaches, and Sarasota-Bradenton International Airport, this home offers both convenience and a coveted Florida lifestyle. Don’t miss the opportunity to own this move-in ready gem in one of the area’s most desirable communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Heather Gehan (941-893-0213)
4725 GREENCROFT RD, SARASOTA, FL 34235
$594,000149 Days on yellowkey MLS ID: A4679547
REDUCED by $15,000 (2.5%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2300 Built: 1978 Tax: $5,502 (2025)Community: Meadows TheSpa: NoSingle Family
Taxes:$5,502
Remarks: A home you can truly feel good about. Welcome to this sustainable, tranquil pool home with sweeping golf course views, in The Meadows, a 1,600-acre park-like oasis in one of Sarasota’s most desirable locations. Major structural systems already upgraded, including fully owned solar system (no lease), professionally epoxy-lined sewer pipes (2022), newer HVAC (2019), and electrical panel replacement, providing rare long-term cost stability and peace of mind. Set on a quiet, tree-lined street, a circular drive and charming front porch invite you into this eco-conscious residence where solar panels provide abundant power, saving an estimated $3,000+/year, while Florida-friendly landscaping conserves water and minimizes environmental impact. Inside, you’ll find gorgeous matte Romana porcelain tile flooring throughout, soaring beamed cathedral ceilings in the family room, and spacious interiors filled with natural light. The heart of the home is the updated kitchen, featuring solid maple cabinetry, thick Baltic granite countertops, stainless steel appliances, and a convenient pass-through window to the pool deck perfect for effortless entertaining. Step outside to the inviting screened lanai and pool, ideal for relaxing, swimming, or gathering with friends and family, all framed by lush greenery and serene golf course vistas. Residents of The Meadows enjoy a true resort-style lifestyle set across 6,600 lush acres, just 15 minutes from downtown Sarasota. Community amenities include 14 miles of scenic walking and biking trails, a vibrant social calendar, fitness center, junior Olympic pool, 10 pickleball courts, three 18-hole golf courses, and a premier tennis complex all available at a very reasonable fee. Ideally located near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote Marine Aquarium, Whole Foods, Trader Joe’s, and The Mall at University Town Center: a world-class destination for shopping, dining, and entertainment. A fabulous Florida lifestyle awaits. Notable Updates: 2022 owned photovoltaic solar panels & electrical panel, 2022 epoxy-lined sewer pipes, 2019 HVAC system, 2016 Pool cage, 2004 Tile roof, above flood plain in Flood Zone X
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
4481 ASCOT CIR N, SARASOTA, FL 34235
$285,000308 Days on yellowkey MLS ID: A4662740
REDUCED by $13,000 (4.4%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Taxes:$3,753
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience. Step inside this home peacefully knowing the major concerns have been upgraded a NEWER ROOF, A/C 2023, WATER HEATER 2023, EXTERIOR PAINT IN 2023 AND NEW BACKFLOW METER IN 2026. Seller is offering a $3000 CREDIT for HOA fees! Ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
5110 MANORWOOD DR #3D, SARASOTA, FL 34235
$399,50072 Days on yellowkey MLS ID: TB8496957
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $25,000 (5.9%) on 05/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2392 Built: 2004 Tax: $3,168 (2025)Community: Grande Oaks PreserveSpa: YesCondo
Taxes:$3,168
Remarks: Under contract-accepting backup offers. Luxury Meets Practicality in a Private Preserve Setting. This spacious 3BR/3BA former model residence has been meticulously maintained and offers high-end living without the burden of home maintenance. Featuring elegant 10-foot ceilings and refined finishes throughout, the home is anchored by an enclosed lanai with tranquil views of a bird-filled preserve and pond. An efficient eat-in kitchen, full laundry room with utility sink, and abundant closet space deliver both style and functionality. Convenience is unmatched, with a nearly private elevator just steps from your door—seamlessly connecting your third-floor retreat to an enclosed garage with two dedicated parking spaces and climate-controlled storage. Embrace a true lifestyle upgrade. Enjoy a short stroll to the community’s tennis and pickleball courts, along with a resort-style pool and spa. Ideally located just minutes from Benderson Park and University Town Center, you’ll find Whole Foods Market, premier shopping, and a wide array of dining options at your fingertips. Cultural attractions like Asolo Repertory Theatre and the future home of the Sarasota Orchestra are just moments away. For travel, easy access to I-75 and proximity to Sarasota-Bradenton International Airport make getting in and out effortless. Built in 2005 to high standards, this well-managed community offers strong reserves and a solid financial foundation. Association fees cover water, sewer, exterior maintenance, landscaping, and amenities—ensuring a low-maintenance lifestyle with predictable costs. Whether you’re a full-time resident or seasonal owner, this property delivers luxury, convenience, and peace of mind—all at an exceptional value.
Listing is courtesy of: PARKS GROUP (941-920-4138)
Listing Agent: Brad Parks (941-920-4138)
2097 WASATCH DR, SARASOTA, FL 34235
$360,00069 Days on yellowkey MLS ID: TB8498286
REDUCED by $40,000 (10.0%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1748 Built: 1997Monthly Fee: $173 Tax: $4,639 (2025)Community: WyndhamSingle Family
Taxes:$4,639
Remarks: Located in the desirable Wyndham community with low HOA fees, this home offers a prime central location in Sarasota. Featuring an open floor plan with high ceilings and abundant natural light, the kitchen flows into a dining area, with sliding doors leading to a private screened lanai. Currently configured as a 2-bedroom, 2-bath with a den (tax records reflect a 3-bedroom), the layout offers flexible living space. The primary suite includes an ensuite bath and walk-in closet. Conveniently located just minutes from downtown Sarasota, UTC Mall, and University Parkway, and approximately 10 minutes to Siesta Key and Lido Key beaches. HUD-owned home, sold As-Is.
Listing is courtesy of: STATEWIDE PREMIER PROPERTIES (727-591-4039)
Listing Agent: Chad Crookes (727-591-4039)
2715 INGOT PL, SARASOTA, FL 34235
$349,90034 Days on yellowkey MLS ID: A4694449
1 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1516 Built: 1959 Tax: $3,026 (2025)Community: Kensington ParkSingle Family
Taxes:$3,026
Remarks: Under contract-accepting backup offers. Virtually Staged. Owner Occupy or Investor opportunity! Located in Kensington Park with NO HOA Fees. This Single story 3 bed Pus Den, 3 full bath home features a Separate Private Entry In-Law apartment with its own full bath and Kitchenette for potential rental income or Multi-Gen living. This is a decorators dream! The Open Concept floor plan with large windows offer natural light throughout every room. The beautiful vaulted ceilings with wood beams make an impression and feel of a much larger home. The Bedrooms all feature wood look Vinyl Plank flooring and the continuation of the high vaulted ceilings. Tile floors throughout the main living area and custom tile work in the kitchen and bathroom finish of the space with a neutral style. Enjoy the best of Floridas weather in front screened Lanai finished with Pavers. The fenced backyard gives privacy and an opportunity to create and enjoy the outdoor lifestyle with gardens or activities. The storage shed located in the backyard provides extra storage. Walking distance to playgrounds and just 10 minutes from golf courses, museums, shopping, restaurants and downtown Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Mark Massaro (860-268-2790)
3978 CHATSWORTH GREENE #35, SARASOTA, FL 34235
$439,00013 Days on yellowkey MLS ID: A4694418
0 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1928 Built: 1991 Tax: $3,639 (2025)Community: Chatsworth Greene - The Meadows - The HighlandsVilla
Taxes:$3,639
Remarks: Stunning Golf Course Retreat in The Meadows' Most Desirable Enclave! Offering breathtaking golf course views, this exquisite villa is nestled in the highly coveted Highlands section of The Meadows, a tranquil oasis just 15 minutes from downtown. Canopied streets and a gated courtyard welcome you home. Inside, you will love the wood-look luxury-vinyl-plank flooring, high ceilings with tray in the great room, and the panorama impact windows that provide peace of mind and bring the gorgeous views in. The beautifully appointed kitchen features wood cabinetry, Kona Beige quartz countertops, stainless appliances, and ready access to the grilling patio. You will find it easy to love the primary suite with dual walk-in closets and an ample spa-inspired bathroom with dual Milano Brown quartz vanity and gorgeous frameless Roman shower. All featuring an ideal layout with space and privacy for all, 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 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, IKEA, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center and University Town Center - a favorite shopping, dining and entertainment destination.
5711 BENTGRASS DR #19-203, SARASOTA, FL 34235
$239,000389 Days on yellowkey MLS ID: A4654485
REDUCED by $9,000 (3.6%) on 05/19/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1246 Built: 2002 Tax: $3,197 (2024)Community: Las Palmas Of SarasotaSpa: YesCondo
Taxes:$3,197
Tax Year: 2024
Remarks: Lease to Own available! Two-bedroom two bath townhome in the popular gated community of Las Palmas. The luxury condominium community of Las Palmas has a superior Sarasota location in close proximity to UTC Mall, Benderson Park, popular local golf courses, downtown activities and local beaches! This gated, resort community offers not one but two heated pools, two gyms, a clubhouse, pickleball, tennis, walking trails, dog park, and playgrounds. The two-bedroom townhouse has a beautiful preserve view from the large, screened lanai. There is a one car garage on first level, large enough to store all your toys and car. The second level has the open kitchen, living room and dining room and a guest bedroom and bath. The 3rd floor has the primary suite with the large bath and walk in closet. The kitchen boasts wood cabinets, quartz countertops and new stainless appliances. This community offers an affordable Florida lifestyle for both the first-time buyer or retiree. Large pets are welcome! Why rent when you can own this home for less, call and ask about the affordable terms.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kathy Cahill (941-807-3565)
5222 MANORWOOD DR #4A, SARASOTA, FL 34235
$459,00014 Days on yellowkey MLS ID: A4695253
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2687 Built: 2006 Tax: $5,212 (2025)Community: Grande Oaks PreserveSpa: NoCondo
Taxes:$5,212
Remarks: Nestled the Gated Sarasota Community of Grande Oaks Preserve this Beautiful TOP FLOOR Corner Unit this beautifully appointed condo home awaits its new owners! Upon entering the foyer of the home, you can experience all the natural light- provided by the wall of windows a corner unit offers. 2687 square feet of air-conditioned living space, this three-bedroom three bath split plan model. Tall ceiling with 8 Ft, solid doors throughout. Crown Molding and Tray Ceilings, Solid Cherry Wood Kitchen Cabinets with custom lighting and timeless bamboo flooring are examples of the attention to the details the owners paid when selecting their finished options. The open floorplan provides an ideal flow for entertaining family and friends with the oversized enclosed porch adjacent to the living room no need to walk to the kitchen for more refreshments, the living room has a wet bar with wine cooler and undercounter refrigerator. The unit is equipped with a sprinkler system and surround sound throughout. AC is less than one year old! This is the owners Florida Winter Home and is being sold turnkey furnished. If you so choose, bring only your personal effects. Within the general gated community, you are welcome to enjoy Tennis and or Pickleball on the community's Clay Courts or experience the Community Center equipped with an Exercise Room, Swimming Pool and there are plenty of opportunity to develop wonderful friendships with your new neighbors. Grande Oaks Preserve has an onsite property manager. Located a short drive to University Town Center and the commercial surrounding areas designed for shopping, entertainment, and recreational pastimes of your choosing. So much fun close by. Year-round entertainment indoors and outside for local residents and for visitors alike. Oh, and do experience the NEW World Class Mote Marine Seaquarium. Fully Funded Reserve in Place. NO CCD Fees. Two assigned parking spaces for each condo on ground floor. additional storage locker located on groung floor near parking spaces.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Jackie Woods (941-356-4093)
3545 LONGMEADOW #23, SARASOTA, FL 34235
$269,90072 Days on yellowkey MLS ID: A4688604
REDUCED by $5,100 (1.9%) on 06/10/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 428 Built: 1978Monthly Fee: $393 Tax: $2,495 (2025)Community: Bunker OaksCondo
Taxes:$2,495
Remarks: Fully furnished unit in Bunker Oaks. Completely upgraded 1 bed/1 bath condo. Newer flooring, stainless appliances and stone breakfast bar. Large master bedroom with italian style shower. Washer and dryer inside the unit. Cooktop. Enjoy pool view from your patio. The Meadows is the perfect location to enjoying wildlife, golfing, shopping and dinning. Bunker Oaks is a beautiful community with pool and decks located next to the Meadows golf & country club. The Meadows are also famous for its many trails, perfect for walking, biking or bird watching. Outstanding golf courses, tennis, fitness and dining at wonderful restaurants…all this and more are only steps away. Downtown Sarasota is approx 15 min drive. Whole food and UTC just a few minutes away. Monthly rental allowed.
Listing is courtesy of: ORQUERA FLORIDA INVESTMENTS (941-203-8135)
Listing Agent: Greg Orquera (941-735-9098)
4178 CHISHOLM DR, SARASOTA, FL 34235
$405,00019 Days on yellowkey MLS ID: A4696034
2 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 1986Monthly Fee: $36 Tax: $3,211 (2025)Community: Kensington WoodsSingle Family
Taxes:$3,211
Remarks: Under contract-accepting backup offers. Tucked beneath a canopy of mature oaks in Kensington Woods, this updated Sarasota home offers the kind of space, privacy, and character that buyers rarely find in newer construction. Set on an oversized corner lot, the property welcomes you with a wide driveway, beautiful shade trees, and a fully fenced backyard designed for everyday living. Inside, warm wood-look flooring, custom built-ins, recessed lighting, and an open gathering space create a comfortable flow throughout the home. The kitchen has been thoughtfully updated with painted cabinetry, butcher block countertops, a farmhouse sink, subway tile backsplash, stainless steel appliances, and an oversized island that naturally becomes the heart of the home. The split-bedroom layout offers privacy for family and guests, while the expansive enclosed flex space provides endless possibilities as a home office, gym, playroom, media room, or second living area. Outside, the oversized screened lanai creates a true extension of the living space, perfect for morning coffee, weekend gatherings, or simply enjoying the peaceful backyard setting. Major improvements include a 2021 roof, Trane HVAC replacement, and updated electrical panel, offering peace of mind for years to come. Located in the established Kensington Woods neighborhood, residents enjoy a central Sarasota location just minutes from downtown Sarasota, University Town Center, Nathan Benderson Park, shopping, dining, and Gulf Coast beaches. Nathan Benderson Park features over 600 acres with walking trails, biking paths, kayaking, playgrounds, community events, and a world-class rowing venue. UTC offers more than 200 shops and nearly 100 restaurants, making this one of Sarasota's most convenient locations.
Listing Agent: Liz Vasconcelos Roos (985-789-0512)
5244 MARSH FIELD LN #4, SARASOTA, FL 34235
$255,00015 Days on yellowkey MLS ID: A4696464
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982Monthly Fee: $387 Tax: $3,025 (2025)Community: Wedgewood LakeCondo
Taxes:$3,025
Remarks: Welcome to effortless Sarasota living in Wedgewood Lake at The Meadows. This move-in ready second-floor condominium offers 2 bedrooms, 2 updated bathrooms, and 1,127 square feet of thoughtfully designed living space overlooking the golf course and community pool in one of Sarasota's most established and amenity-rich communities. Inside, you'll find laminate and tile flooring throughout, creating a clean and low-maintenance living environment. The kitchen features stainless steel appliances, quartz countertops, and opens seamlessly to the living and dining areas, making everyday living and entertaining easy. A screened lanai provides the perfect place to enjoy morning coffee while taking in peaceful golf course views and the beautifully maintained park-like setting that makes The Meadows so desirable. Buyers can move right in and begin enjoying the Florida lifestyle. Whether you're seeking a seasonal retreat, a lock-and-leave second home, or a comfortable year-round residence, this property offers exceptional value and convenience. Residents of The Meadows enjoy access to a lifestyle that is difficult to match at this price point, with golf, tennis, pickleball, fitness facilities, dining, walking and biking trails, and a vibrant community atmosphere. The location is equally impressive, just minutes from University Town Center, Nathan Benderson Park, Sarasota-Bradenton International Airport, downtown Sarasota, world-class dining, shopping, arts and culture, and the area's renowned Gulf Coast beaches.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Meagan Jones (941-402-7012)
5633 E LONG COMMON CT #20, SARASOTA, FL 34235
$324,900327 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)
3404 MONICA PKWY, SARASOTA, FL 34235
$329,00018 Days on yellowkey MLS ID: A4696121
0 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1198 Built: 1959 Tax: $3,432 (2025)Community: Kensington ParkSingle Family
Taxes:$3,432
Remarks: Under contract-accepting backup offers. This fantastically clean, split-floor plan home offers a 5-year old roof (new in 2021), a newer AC (2018), and a fresh coat of paint throughout the interior. The entire home features ceramic tile flooring. No carpets to clean. The kitchen is updated with wood cabinets and a granite countertop. The primary bedroom is huge with a large walk-through closet. A corner lot, this property features a spacious, fenced backyard and a large carport accessible from the street through a wide, opening gate. Plenty of room to park multiple cars or work trucks, boats, and more. It is conveniently located three blocks from Lockwood Ridge Road near 17th Ave. Downtown Sarasota is 10 minutes away. Lido Beach is a quick 20-minute drive. NO HOA. NO DEED RESTRICTIONS. EXCELLENT RENTAL OPPORTUNITY.
Listing is courtesy of: ZITELLI REALTY NETWORK LLC (813-399-9985)
Listing Agent: Eric Zitelli (813-444-3998)
4983 GREENCROFT RD #181, SARASOTA, FL 34235
$264,000334 Days on yellowkey MLS ID: A4659853
REDUCED by $11,000 (4.0%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1353 Built: 1978 Tax: $2,095 (2024)Community: Greencroft - The MeadowsTownhouse
Taxes:$2,095
Remarks: Centrally located townhouse, with main bedroom on first floor, in The Meadows, one of Sarasota’s sought-after neighborhoods just 15 minutes from downtown. A canopied street and a two-car garage welcome you home. Inside you’ll be greeted by a charming atrium that fills the space with gorgeous indirect light and cathedral ceilings in the living room providing an open and airy feeling. You will love relaxing in the 20-foot screened-in lanai overlooking a tranquil and lush garden. Upstairs, you will find soaring ceilings, abundant natural light, and the other two bedrooms and a bath. All across the street from the heated community pool and a mile to all the fun The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf, and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the future Sarasota Orchestra, and University Town Center: a favorite shopping and dining destination. A fabulous Florida lifestyle awaits. With 2022 air conditoner, 2011 shingle roof (condominium's responsibility) and above flood plain in zone X
5711 BENTGRASS DR #19-202, SARASOTA, FL 34235
$279,000110 Days on yellowkey MLS ID: A4685182
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1359 Built: 2010 Tax: $3,077 (2025)Community: Las Palmas Of SarasotaCondo
Taxes:$3,077
Remarks: Discover the allure of Las Palmas, the ideal community offering a vibrant lifestyle you’ll cherish. Nestled behind secure gate, enjoy a scenic drive adorned with native greenery, serene ponds and the soothing sounds of fountains, leading to a resort-style haven rich in amenities. Embrace a vacation-like experience with two pools, a spa, two fitness centers, a sauna, and court for tennis and pickleball. Spend your evenings in the billiards/game room, library or outdoor grilling area, and delight in days spent at the playground and dog park. The community also features secure storage for RV’s, boats, and trailers. With picturesque walking and biking trails linking to Nathan Benderson Park where water activities, farmers market and community events offer a backdrop of the water. This charming furnished tri-level townhouse boasts three bedrooms and three bathrooms, featuring a sought after attached garage with ample space for bikes, golf clubs, beach essentials and your vehicle. With low maintenance flooring on the primary living level, an open concept living and dining area offering the perfect combination for for entertaining. The south facing private screened lanai not only includes additional storage, additionally presents tranquil views of the preserve – the ultimate place to begin your day surrounded by nature. The kitchen is bright and functional, boasting ample cabinetry and a pantry with a pass through to the dining area. The third bedroom serves multiple functions – if you need to work at home, or room for family and friends, with a bonus area for crafts and projects. Upstairs on the third floor, you find the convenient washer and dryer, spacious primary bedroom including a generous walk-in closet and en-suite bath and vanity including dual sinks. Second bedroom offers double closets and en-suite bath. Beyond the community, take advantage of nearby attractions in the University corridor, UTC Mall, Mote Science Education Aquarium, Lakewood Ranch Main Street, Waterside Place, Downtown Sarasota, St. Armands Circle and the beaches. Experience the perfect blend of location, lifestyle and value.
Listing Agent: Kathryn Scott (941-812-5805)
4305 HIGHLAND OAKS CIR, SARASOTA, FL 34235
$774,500168 Days on yellowkey MLS ID: A4676006
REDUCED by $24,500 (3.1%) on 05/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2612 Built: 1990Monthly Fee: $196 Tax: $6,993 (2025)Community: The HighlandsSingle Family
Taxes:$6,993
Remarks: Walk through the front gate and courtyard to discover refined Florida living in a beautifully updated 3 bedroom, 3 bath pool home located in the heart of The Meadows, a golf course community in Sarasota. This move in ready residence blends comfort, functionality, and lifestyle driven design, making it ideal for full time living or a seasonal retreat. Inside, the home offers a thoughtful layout with generous living spaces, an open concept dining room/living room combination with a peaceful and private view of the saltwater pool. Need to work from home? A spacious private office featuring sliders that open directly to the pool, perfect for today’s work from home lifestyle. An additional pool and game room with wine fridge and bar area creates an inviting space for entertaining guests, hosting game nights, or relaxing after a day at the beach. Recent updates elevate the home throughout, including a resurfaced saltwater pool with new lighting, a new dishwasher, new ceiling fans, updated bathroom vanities, and upgraded landscaping that enhances curb appeal and outdoor enjoyment. There is even a clean well irrigation system for ease of maintenance. The backyard is designed for easy Florida living, complete with a dedicated dog run and plenty of space to lounge, entertain, or soak up the sun. Located within The Meadows, residents enjoy a serene, established community known for mature landscaping, walking and biking trails, golf, and a central Sarasota location close to University Town Center, Nathan Benderson Park, shopping, dining, downtown Sarasota, and Gulf Coast beaches.
2989 TAYWOOD MEADOW #19, SARASOTA, FL 34235
$265,000116 Days on yellowkey MLS ID: A4684414
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1069 Built: 1982 Tax: $1,651 (2025)Community: Chartwell GreenCondo
Taxes:$1,651
Remarks: GREAT LOCATION, BEAUTIFUL VIEW, REFRESHED WITH NEW FLOORS, LIGHTING, PAINT, KITCHEN CEILING/LIGHTING, SMOKE ALARMS, RANGE, MICROWAVE AND DISHWASHER. Here's your opportunity to live the resort lifestyle in The Meadows, a wonderful golf course community offering 1650 acres of open space, over 85 ponds and lakes, and 14 miles of walking and bike trails. Whether you're looking for a full-time residence, seasonal escape from the harsh northern weather, or an investment for the future, this first floor unit is move-in ready and being offered furnished or unfurnished for the buyer's convenience. The living/dining area is open to the sliding doors and a screened-in patio with roll-down storm shutters and a peaceful view overlooking the pond and golf course. The primary bedroom is spacious, light and bright with windows to the pond and golf course and access to the screened-in patio by sliding doors. Easy access to the unit from your parking space right outside your door. Plus, the community has its own heated community pool/gathering area that overlooks the pond and golf course. Now's the time to make the move to this great community - close to I-75 and downtown Sarasota, Gulf beaches, University Town Center, the new Mote Marine Aquarium and Benderson Park. The condo is also available for an annual lease. Don't just take a vacation - live every day like you're on vacation!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Nelson Reyes (813-843-7003)
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