Location: Sarasota
Do Not Show Listings
4737 CHANDLERS FORDE #14, SARASOTA, FL 34235
$450,00030 Days on yellowkey MLS ID: A4686909
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2050 Built: 1981 Tax: $5,094 (2025)Community: The MeadowsSpa: NoVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,094
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to Chandlers Forde in The Meadows—a neighborhood surrounded by mature trees and the peaceful feel of an enchanted forest. This beautifully renovated villa-style condo with 2 car garage offers ultimate privacy with a wooded view and a glimpse of the golf course beyond. This 2-bedroom, 2.5-bath home with a den (which can easily be converted into a third bedroom) has been tastefully updated from top to bottom. The home has a cozy yet elegant feel, with soaring ceilings and a grand double-sided stone fireplace that serves as the centerpiece of both the living and dining rooms. The living room is extra spacious, with tranquil views of the trees—an ideal space for hosting or simply relaxing by the fire. The kitchen was completely UPDATED in 2023–2024, featuring leathered granite countertops, custom cabinetry, premium appliances including Bosch, and an oversized chef’s prep sink. A custom coffee counter and the addition of a dry bar with wine fridge between the dining room and living room make the space perfect for entertaining. Just off the living room and primary suite is a Florida room—perfect for al fresco dining, morning coffee, or relaxing after a long day. With electric already in place, it’s ready for your new hot tub. The main-floor primary bedroom is expansive and elegant, featuring a walk-in closet crafted by CLOSETS BY DESIGN for maximum organization. The ensuite bath feels like a private spa, offering quartz countertops, a walk-in shower with custom glass door, and serene finishes throughout. The main floor also includes a RENOVATED half bath (2024) and a laundry area with washer and dryer hookups for convenience. Upstairs is illuminated by an elegant mid-century modern chandelier and large hurricane-impact windows that invite in an abundance of natural light. The open den/office space w/ built-in closet can easily serve as a third bedroom. A guest bedroom with vaulted ceilings overlooks the trees, an updated guest bath with quartz countertops, a tub-shower combination, and extra closet space rounds out the second floor. Beyond the beauty, this home offers peace of mind. All windows and exterior sliders are HURRICANE-IMPACT RATED The cast iron waste pipes have been replaced with PVC, electrical hookups have been added for the included generator, AND EV CHARGER. Additional upgrades include, reverse osmosis system at the kitchen sink and refrigerator, whole-house water softener, two new AC units (2018) with duct cleaning in 2024, and GE front-loader washer and dryer (2023) and the ROOF was replaced in 2022. In Chandlers Forde, residents enjoy two private pools, while The Meadows offers a lifestyle unlike any other in Sarasota with 14 miles of walking and biking trails winding through over 1,650 acres of mature landscaping, ponds, and natural preserves. For a small fee there is access to a state-of-the-art fitness center, JR Olympic pool, golf, tennis, and 10 pickleball courts. The community also includes a dog park and an active social calendar hosted by the community center. Ideally located between downtown Sarasota and University Town Center, The Meadows places you 5 minutes from UTC, Benderson Park, the new Mote Marine campus, fine dining, and shopping, 15 Minutes to Sarasota’s downtown cultural offerings—including the symphony, opera, ballet, and locally owned restaurants and 20 minutes to St Armands circle and award winning beaches. This stunning home combines luxury, comfort, and nature—truly a place to call home.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
2843 BUTTERFLY JASMINE TRL, SARASOTA, FL 34240
$499,00088 Days on yellowkey MLS ID: A4679098
REDUCED by $25,900 (4.9%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 2023Monthly Fee: $245 Tax: $4,206 (2025)Community: Windward/Lakewood Ranch Ph 1Villa
Taxes:$4,206
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. Lakeview - Whole Home Generator - Whole Home Water Softener - 8 ft Doors - Upgrades Galore. Welcome to to Windward in Lakewood Ranch. This open-concept Tidewater floorplan features a spacious kitchen with oversized island flowing seamlessly into the living and dining areas, perfect for everyday living and entertaining. Impact windows and sliders provide energy efficiency and enhanced comfort throughout. Office/flex space with French doors can also be used as a 3rd bedroom. Step out to the extended screened lanai with serene pond views and a natural gas grill hookup – ideal for relaxing and al fresco gatherings. Enjoy resort-style amenities including multiple pools, clubhouse, fitness center, tennis and pickleball courts, playground, 2 dog parks, full time Events Coordinator and more. This low HOA maintenance free home also offers a 2-car garage. Easy access to Waterside, Sarasota, Lakewood Ranch excellent dining, shopping and Gulf Coast beaches just minutes away. Come and see for yourself and own your piece of Paradise ! Complete upgrade list available upon request.
Listing Agent: Diane Barrington (941-350-7572)
4364 WOODMANS CHART #142, SARASOTA, FL 34235
$359,900150 Days on yellowkey MLS ID: A4672270
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1551 Built: 1977Monthly Fee: $783 Tax: $3,562 (2024)Community: Woodmans ChartVilla
Taxes:$3,562
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to Woodman's Chart, a serene enclave within the highly desirable Meadows community—where maintenance-free living meets natural Florida beauty. This private 3-bedroom, 2-bath villa is perfectly positioned to overlook a lush tropical backyard, creating a peaceful retreat you’ll love coming home to. A charming private side courtyard provides an additional outdoor living space and leads directly to the oversized garage—another rare feature that sets this home apart. Step inside to an inviting floor plan designed for relaxation and entertaining. A spacious living area flows seamlessly into the dining and sitting spaces, while an interior atrium provides an additional tranquil outdoor living area. Vaulted ceilings and skylights fill the home with warm, natural light, highlighting its open and airy feel. The galley-style kitchen overlooks the dining area and offers beautiful views of the surrounding greenery. Fresh exterior paint and a brand-new roof (2024) add peace of mind, making this home move-in ready. Enjoy the expansive screened-in lanai—perfect for morning coffee, evening gatherings, or simply taking in the quiet tropical surroundings. Just steps away are The Meadows’ exceptional amenities, including community pools, tennis courts, pickleball, and the entrance to over 14 miles of scenic walking and biking trails that wind past lakes, waterways, and nature preserves. The Meadows Country Club offers optional membership with golf, dining, and additional recreation. The location is truly one of Sarasota’s best—minutes from UTC Mall, Benderson Park, SRQ Airport, Lakewood Ranch Main Street, premier dining, entertainment, and coveted white sand beaches including Siesta Key and Lido Beach. With its natural surroundings, amenities, and convenience, this villa offers the perfect blend of comfort, lifestyle, and location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Billie Jo Hurd (904-993-2515)
8544 CACHE DR, SARASOTA, FL 34240
$360,00024 Days on yellowkey MLS ID: A4687044
REDUCED by $25,000 (6.5%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1619 Built: 2019Monthly Fee: $190 Tax: $2,853 (2025)Community: Hidden Creek Ph 1Spa: NoVilla
Taxes:$2,853
Remarks: One or more photo(s) has been virtually staged. Welcome to 8544 Cache Drive in Sarasota—an exceptional opportunity to own a beautifully maintained villa in a quiet, well-kept community in one of the area’s most desirable and rapidly growing locations. This home has been meticulously cared for, showcasing pride of ownership throughout and offering a move-in-ready experience. A brand-new 2025 A/C unit delivers energy efficiency and peace of mind. NEW dishwasher in 2025 and NEW refrigerator in late 2024. The primary bedroom and great room welcome you with tray ceilings, giving the home a larger-than-life feel. This home has been well taken care of and sits high and dry in the heart of Sarasota. Its location in a non-flood zone adds an extra layer of security and potential savings on insurance. With no CDD fees and low HOA dues, this property delivers outstanding value with minimal ongoing costs. Ideally situated near Waterside Place in Lakewood Ranch, this home places you close to vibrant dining, shopping, and year-round community events—perfect for embracing the sought-after Sarasota lifestyle. Enjoy convenient access to: The Mall at University Town Center for premier shopping and dining Downtown Sarasota for beaches, arts, and entertainment Sarasota-Bradenton International Airport for effortless travel I-75 for easy commuting and connectivity Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this villa offers the perfect blend of comfort, location, and low-maintenance Florida living. Schedule your private showing today and use our preferred lender for 1% in savings!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dylan Lach (952-649-8324)
5222 MYRTLE WOOD #9, SARASOTA, FL 34235
$279,88876 Days on yellowkey MLS ID: A4680262
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1981 Tax: $3,347 (2025)Community: Somerset/The MeadowsSpa: NoVilla
Taxes:$3,347
Remarks: Seller is motivated, all REASONABLE offers will be considered. Nestled within the lush, park-like setting of The Meadows, this astounding, fully renovated two-bedroom, two-bath villa is the epitome of refined Florida living. Meticulously updated from top to bottom, the residence lives like a private home while offering the ease and peace of mind of maintenance-free ownership. Arrive beneath your attached, assigned carport and step into a charming front courtyard—a warm prelude to the light-filled interior beyond. Inside, cathedral ceilings soar above a bright, open floor plan designed to capture abundant natural light. New lighting, contemporary finishes, tiled entry and kitchen, and premium vinyl flooring throughout (no carpet) create a seamless flow from room to room, culminating in a glass-enclosed Florida room. Primary bathroom is wheelchair accessible. Here, a wall of sliders frames tranquil garden views and a community pool, inviting indoor-outdoor living year-round. The open-concept kitchen is both elegant and functional, appointed with gleaming new white quartz countertops, a generous breakfast bar, brand-new white cabinetry, and all new stainless-steel appliances. Sliding glass doors provide easy access to the front patio—perfect for morning coffee or evening gatherings. The airy layout is tailored for carefree, casual living, with no neighbors above or below and chic, contemporary appointments throughout. Additional highlights include an exterior storage closet, interior washer and dryer, and thoughtful proximity—just steps from the heated community pool and a scenic nature walking trail. Set across 1,600 acres of resort-style grounds, The Meadows offers an exceptional lifestyle only minutes from downtown Sarasota and the UTC. Residents enjoy 14 miles of biking and hiking trails, a fitness center, a Junior Olympic pool, pickleball courts (available via separate memberships), dining options, and pay-to-play access to award-winning golf courses and a premier tennis complex at remarkably accessible pricing. Ideally located near the area’s best attractions—including Nathan Benderson Park, Mote SEA Aquarium, and The Mall at University Town Center—this villa places award-winning beaches, vibrant arts and culture, shopping, and dining within easy reach. Pet-friendly and move-in ready, this exceptional condo delivers a truly hassle-free lifestyle in a coveted location. The gorgeous furnishings are available under separate bill of sale. This is an exceptional opportunity to purchase at a lower price per square foot than competing properties while securing a truly modern, move-in-ready home.(Association rules apply: no trucks or commercial vehicles permitted for overnight parking.)
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Amy Chapman (941-225-1500)
5312 HUNTINGWOOD CT #39, SARASOTA, FL 34235
$329,00037 Days on yellowkey MLS ID: A4686095
1 Days Off yellowkey (back on 4/13/2026)
REDUCED by $10,900 (3.2%) on 04/06/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1535 Built: 1987 Tax: $2,709 (2025)Community: HuntingwoodVilla
Taxes:$2,709
Remarks: Beautifully Renovated 3BR Villa – Private Tropical Setting – Experience The Meadows Lifestyle. This is your opportunity to own a beautifully updated 3-bedroom, 2-bath villa-style condo in Huntingwood, a charming enclave within The Meadows—one of Sarasota’s most sought-after communities. Enter through a wrought iron gate to a private front courtyard patio, perfect for morning coffee or relaxing evenings outdoors. Completely renovated in 2024 with high-end style and flair, this home features an spacious open and airy living area with vaulted ceilings, large tile floors, abundant windows, and sliders that bring in natural light and tranquil greenery views. The kitchen has been opened to the living space and offers contemporary cabinetry, quartz countertops, European appliances, and a glass slider to the front courtyard for easy indoor-outdoor living. The first-floor primary suite features a beautifully updated en suite bath with double sinks, quartz counters, designer lighting, new fixtures, and a spacious walk-in shower with rain shower head and stunning tile. The primary bedroom opens to a peaceful Florida room with walls of glass overlooking tropical greenery, creating a private, Zen-like retreat. Upstairs are two additional bedrooms and another beautifully updated bathroom, along with luxury vinyl flooring throughout the second level. A large walk-in attic provides the added bonus of excellent storage space rarely found in condo living. This unit also has a carport with storage room just outside the front door. Living in The Meadows offers more than just a beautiful home—it’s a lifestyle, with miles of scenic walking and biking trails, mature landscaping, golf, tennis, pickleball, and fitness center in a prime Sarasota location close to shopping, dining, and world-renowned beaches.
Listing Agent: Elaine Adair (941-993-3334)
3915 SCHWALBE DR #128, SARASOTA, FL 34235
$222,000780 Days on yellowkey MLS ID: A4601517
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1195 Built: 1964Monthly Fee: $450 Tax: $1,979 (2023)Community: Strathmore Villa Sec 10Villa
Taxes:$1,979
Tax Year: 2023
Remarks: One or more photo(s) has been virtually staged. This beautifully upgraded 2-bedroom, 2-bathroom villa offers the perfect blend of comfort, convenience, and Florida living. Located between University Parkway and Downtown Sarasota, you’ll enjoy easy access to shopping, golf courses, Gulf beaches, Sarasota/Bradenton International Airport, Lakewood Ranch, and vibrant Downtown Sarasota. The villa is situated in a peaceful, 55+ community, making it the ideal spot for those looking for a relaxed and maintenance-free lifestyle. Whether you're seeking a seasonal retreat or a full-time residence, this home offers the perfect "lock and go" solution. Inside, you'll find spacious living areas and upgraded finishes throughout. The community features a beautiful pool for you to enjoy the Florida sunshine, while maintenance-free living allows you to focus on enjoying everything Sarasota has to offer. This villa offers a rare opportunity to own a beautifully updated home in one of Sarasota's most desirable locations. Don’t miss your chance—schedule your showing today!
Listing is courtesy of: THE SUNSHINE STATE COMPANY (941-263-2613)
Listing Agent: Kasey Truman, P.A. (941-842-0661)
4560 LEGACY CT, SARASOTA, FL 34241
$474,900128 Days on yellowkey MLS ID: TB8456367
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1715 Built: 2000Monthly Fee: $158 Tax: $3,150 (2024)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$3,150
Remarks: Welcome to the prestigious Heritage Oaks Golf & Country Club, where refined living meets resort-style elegance in the heart of Sarasota. This beautifully appointed 2 bedroom plus den, 2 bath residence with a 2-car garage showcases a highly desirable open, split-bedroom floor plan designed for both privacy and effortless entertaining. Thoughtfully designed living spaces flow seamlessly to the outdoors, while the versatile den provides the perfect setting for a home office, library, or guest retreat. Step outside to the expansive screened lanai, your private oasis overlooking a sparkling pool and tranquil water views—an idyllic backdrop for morning coffee, sunset cocktails, or elegant gatherings. Heritage Oaks offers a luxury, gated lifestyle with 24-hour security and an exceptional collection of amenities, including an 18-hole championship golf course, tennis courts, a state-of-the-art fitness center, five resort-style swimming pools, and a recently renovated clubhouse featuring two upscale dining venues, including the iconic 19th Hole Lounge. This vibrant and socially active community offers endless opportunities to connect, unwind, and enjoy an elevated lifestyle. Perfectly situated near Sarasota’s finest shopping, dining, cultural attractions, and beaches, this exceptional home delivers the ultimate combination of sophistication, comfort, and resort living. Call to schedule your private showing today.
Listing is courtesy of: BROPHY REAL ESTATE (727-463-9522)
Listing Agent: Tammy Brophy Wenzel (727-463-9522)
4504 CITATION LN #C, SARASOTA, FL 34233
$299,90024 Days on yellowkey MLS ID: A4686138
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1385 Built: 1991Monthly Fee: $650 Tax: $2,900 (2025)Community: Calumet At Centergate 1Villa
Taxes:$2,900
Elementary School: Ashton Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: LUXRY PLUS LIFESTYLE RETREAT VILLA - Beautiful interior finishes and positioned on a premium corner lot in an intimate maintenance-free enclave community of only 66 homes. This elegant yet warm and inviting villa offers 2 bedrooms plus a den, 2.5 baths, and an oversized 2-car garage with two new garage door openers (2024). The home is thoughtfully updated with new appliances (2025), new A/C (2024), plush carpeting (2023), new window screens (2024), and finished with deluxe window shades. The floor plan has spacious rooms and an abundance of storage closets and garage storage space as well. A vaulted, screened lanai creates seamless indoor-outdoor living, filled with natural light throughout the day, while a cozy fireplace in the living room adds warmth and charm — creating a true Florida sanctuary. The main level includes a private primary suite, a versatile office/den, and a convenient half bath. The beautifully designed slate-gray kitchen opens to the expansive dining and living areas, ideal for both everyday living and entertaining. Upstairs, a second bedroom with en suite bath and walk-in closet provides comfort and privacy for guests. Just steps away, enjoy the community’s heated pool overlooking a tranquil pond, a clubhouse with full kitchen, and a fitness room. Ideally located with easy access to I-75 and just minutes from shopping, dining, parks, The Legacy Trail, Home Depot, hospitals and award-winning Siesta Beach!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kathryn Cooper, Pa (941-320-8075)
5126 BLUE ASH AVE, SARASOTA, FL 34241
$375,00018 Days on yellowkey MLS ID: A4687578
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1998Monthly Fee: $436 Tax: $4,045 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$4,045
Remarks: This maintenance free club home offers two bedrooms, two baths, and a flexible den with pocket doors, along with a tranquil lake view that is not commonly found in many of the villas. A skylight fills the den with natural light, adding to the home’s bright and airy feel. The attached two car garage provides convenience and additional storage. Inside, the kitchen and baths have been updated with granite countertops, and plantation shutters add timeless appeal throughout. The home shows clean, bright, and move-in ready. Furniture, with a few exceptions, may be included if desired. Another especially desirable feature is the lovely green space across the street, creating a more open and attractive setting, as many villas in the community face other residences. The screened lanai with tile flooring and hurricane shutters provides a comfortable outdoor retreat to relax and enjoy Florida’s year round sunshine while taking in the tranquil lake view. Additional updates include replumbing, a hot water heater installed in 2018, an approximately eight year old air conditioning system, and kitchen appliances replaced within the last six or so years. Ownership includes bundled golf membership, giving residents access to the beautifully maintained course, tennis, fitness, swimming, dining, and an active social calendar. Roof and exterior maintenance are included, making it even easier to enjoy a relaxed, low-maintenance lifestyle. Located in Flood Zone X, this property offers added peace of mind. Perfectly positioned in Sarasota, this home offers convenient access to everyday essentials, dining, and shopping, with nearby destinations such as Publix, Waterside at Lakewood Ranch, and the UTC shopping district. You are also just a short drive from downtown Sarasota, renowned cultural venues, and the area’s world-famous Gulf beaches. Whether you are seeking a full time residence or seasonal getaway, this is an exceptional opportunity to enjoy the Heritage Oaks lifestyle in one of Sarasota’s most desirable guard gated communities. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-487-1492)
Listing Agent: Margot Leonard (941-387-5050)
4439 DEER TRAIL BLVD, SARASOTA, FL 34238
$479,99997 Days on yellowkey MLS ID: A4677582
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1939 Built: 1992Monthly Fee: $282 Tax: $4,835 (2025)Community: Villas At Deer CreekVilla
Taxes:$4,835
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Just reduced $30,000 and Seller offering a $30,000 credit at closing. Seller is highly motivated. Mesmerizing scenic lake views from this sought after Deer Creek Villa home located in the heart of Palmer Ranch. This Villa home offers close to 2,000 sq ft with enclosed Lanai with sliding doors to enjoy the warm breezes. Spacious rooms sizes, vaulted ceilings and lots of light in this 2-bedroom, 2-bath floor plan with large den/office. Lovely living room, dining room & white cabinetry kitchen with granite counters & decorative tile backsplash. Separate laundry room with cabinetry. Large Primary Suite with high ceilings & walk-in closet. The Primary Bath with granite double vanity, soaking tub & tiled shower. Split double bedroom & bath. The den/office could be a 3rd bedroom or exercise room. Deer Creek is one of the more established gated communities that offers residents gorgeous tree lined street, lush tropical flora & tranquil lakes. Deer Creek is a gated community with 24 hr. security that is low maintenance with a wonderful Community Pool & great social activities for all residents to enjoy. Close to everything in Sarasota, including top-rated schools, world-class golf courses, 8 miles to Downtown Sarasota, including Marie Selby Gardens. Shopping, all within 1 mile. Costco, Target, Sprouts, Starbucks, Kohls, the soon to be re-developed Sarasota Square Mall and a new Trader Joe's opening in Spring. The famous Legacy Trail is just a short distance away. Easy to schedule a showing.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Betsy Campbell (203-554-8349)
6063 BENEVENTO DR, SARASOTA, FL 34238
$479,900191 Days on yellowkey MLS ID: A4667744
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 2009Monthly Fee: $418 Tax: $3,450 (2024)Community: Isles Of SarasotaVilla
Taxes:$3,450
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Welcome to The Isles of Sarasota, a hidden gem in Palmer Ranch. This meticulously maintained home is the ONLY pool home villa currently available, offering an exceptional blend of luxury, comfort, and convenience. Step inside to a spacious great room that flows seamlessly into the dining area and a beautifully updated kitchen featuring 42” cabinetry with crown molding, gleaming quartz countertops, glass backsplash, stainless steel appliances, and new lighting. The open layout showcases stunning views of the private pool and shimmering lake, inviting you to relax on the screened lanai and enjoy Florida’s sunshine. The primary suite is a serene retreat with tranquil lake and pool views, dual sinks, a walk-in shower, private water closet, linen closet, and an expansive walk-in closet. A split bedroom design ensures privacy, with a spacious guest bedroom and full bath on the opposite side, while the third bedroom with French doors offers flexibility as a den, home office, or guest room. Additional highlights include a two-car garage, inside laundry with washer, dryer, and utility sink, paver driveway and walkway, new flooring in guest and primary bedrooms, freshly painted interior, updated lighting and fans, and accordion hurricane shutters for easy storm protection. Residents of The Isles enjoy resort-style amenities including a clubhouse with card room, fitness center, catering kitchen, geothermal heated pool, four lighted Har-Tru tennis courts, pickleball, basketball, bocce, playground, and a full-time activities director coordinating endless events - potluck dinners, trivia nights, happy hours, yoga, water aerobics, and more. Association fees include lawn care, irrigation, BlueStream Fiber internet and cable, and ADT home security. Ideally located near Siesta Key Beach, Legacy Trail, Publix, Costco, golf courses, and top dining and shopping destinations, this home offers the perfect combination of elegance, convenience, and community. Come live the lifestyle you’ve always dreamed of - come live The Isles of Sarasota!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Tina Renta (941-600-7361)
3919 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$405,00048 Days on yellowkey MLS ID: A4683587
0 Days Off yellowkey (back on 4/10/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1983Monthly Fee: $487 Tax: $5,031 (2024)Community: Glen Oaks Manor Homes Ph 2Spa: NoVilla
Taxes:$5,031
Elementary School: Tuttle Elementary
Remarks: Welcome to Glen Oaks Manor...A boutique enclave of large Courtyard Villas carefully situated inside it's own park designed as a CANOPY TREE NEIGHBORHOOD complete with 2 paths, 3 gazebos, park benches, 2 lakes, a beautiful variety of Canopy trees and plants, and it is a dog friendly community. Mr. Clean lives here! This is an END unit villa affording more windows and letting the Florida sunshine in. Be one with nature in your large 33 x 24 screened courtyard with a Pebble Tech type patio surface to make your own Zen garden AND ADDED BONUS... on the other side of your villa is an atrium with water and electric great for an your orchid garden, fountain, kitty corral, aviary...it is a great space that lets the sun light shine in! This is a split plan with the bedrooms and bathrooms positioned at opposite ends of the home. UPDATES INCLUDE a NEW roof, NEW HVAC, NEW kitchen appliances, NEW washer & dryer, NEW hot water tank, NEW hardware in the kitchen and on all doors, New lighting throughout the villa, NEW ceiling fans, NEW LVF Flooring in the foyer, kitchen, hall and Family room, NEW switches and electric plugs throughout, Hot and cold fresh water lines replaced throughout, NEW gutters, NEW paint inside and in the courtyard, Beautiful NEW Lighted bathroom mirrors with various ambient light settings. Great news for getting insurance...this home has the "3RD NAIL" AND a NEW ROOF and is located in the MOST DESIRABLE "X" flood zone for no flooding! Whether you are looking for a full time home, seasonal home or investor purchase...this is it and it is PRICED RIGHT! Don't wait! Don't Hesitate! It's time to make that move so come on over to see this Gem of a home. Priced to steal at $405,000.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
2721 RIVERBLUFF PL #V-50, SARASOTA, FL 34231
$270,00061 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 Agent: Sandravoss Laflamme (941-961-5069)
4637 WILLOW WOOD CIR #44, SARASOTA, FL 34241
$299,000310 Days on yellowkey MLS ID: A4655394
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1982 Tax: $2,219 (2024)Community: Hammocks Iii,Bent TreeVilla
Taxes:$2,219
Elementary School: Lakeview Elementary
Remarks: UNDER $300,000 Freshly Painted & updated 3BR/2BA Villa in Bent Tree Hammocks III – No Age Restrictions Tucked away on a quiet dead-end street, this spacious 3-bedroom, 2-bath villa offers privacy and a peaceful, park-like setting. The split floor plan includes formal living and dining rooms, an eat-in kitchen with in-unit laundry, and a 2-car attached garage. Enjoy indoor-outdoor living with a screened lanai that opens to an additional open patio—ideal for morning coffee or casual entertaining. Bent Tree Hammocks III is a well-kept, sought-after community just two miles east of I-75, putting shopping, dining, golf courses, and Sarasota’s beaches within easy reach. Priced below market for a quick sale and easy to show. Seller will consider offers. A great opportunity to own in a desirable community with no age restrictions.
Listing Agent: Lisa Bouck, Pa (941-374-0165)
3947 PANOLA LN #180, SARASOTA, FL 34232
$224,898157 Days on yellowkey MLS ID: C7517470
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1977 Tax: $2,448 (2024)Community: Glen Oaks Ridge Villas 2Villa
Taxes:$2,448
Remarks: Beautiful 2 Bedroom, 2 Bath Villa with a OPEN FLOOR PLAN in the Highly Desirable 55+ Community of Glen Oaks Ridge Villas Welcome to this charming and spacious 2-bedroom, 2-bath villa in the friendly and active 55+ community of Glen Oaks Ridge Villas. This home is designed for relaxed Florida living, offering a very large living room that’s perfect for entertaining, along with a den that can serve as an office, hobby room, or flexible guest space. An enclosed lanai provides a quiet spot to enjoy morning coffee, read, or simply unwind. The large kitchen features ample counter space and a comfortable breakfast bar, making meal preparation and casual dining easy and enjoyable. A spacious carport offers convenient covered parking. Glen Oaks Ridge Villas provides a wonderful array of amenities, including a welcoming clubhouse, a heated community pool, a fitness room, a library, card tables, ping pong, shuffleboard courts, and a putting green. It is also a truly pet-friendly community, allowing up to two pets of any breed and with no weight limit. The location is another major advantage, as the villa is close to many of Sarasota’s most popular amenities, including shopping, dining, golf, medical facilities, parks, and the area’s beautiful and well-loved beaches
Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-426-0621)
Listing Agent: Linda Curran (941-496-2757)
7724 PALM AIRE LN, SARASOTA, FL 34243
$324,900366 Days on yellowkey MLS ID: A4649627
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1872 Built: 1987 Tax: $3,550 (2024)Community: Club Villas At Palm Aire Ph ViVilla
Taxes:$3,550
Remarks: Welcome to this beautifully updated end-unit villa offering 2 bedrooms, a versatile den, 2 full bathrooms, and a 2-car garage—all spanning 1,872 sq ft of comfortable living space. Nestled along the serene fairways, this home boasts stunning golf course views and a sun-filled Florida room perfect for morning coffee or evening relaxation. Step inside to discover vaulted ceilings, an open floorplan, and a modern kitchen and bathrooms featuring sleek granite countertops. Enjoy peace of mind with a brand-new HVAC system, and the convenience of low-maintenance living in a well-maintained community. Residents have access to a community pool and cabana, ideal for entertaining guests or unwinding in the Florida sunshine. Located just minutes from UTC Mall, an array of popular restaurants, and Palm Aire Country Club (with optional membership), this villa combines comfort, style, and an unbeatable location. Don’t miss this gem—schedule your private tour today!
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
4668 OAK HILL LN #40, SARASOTA, FL 34232
$290,00053 Days on yellowkey MLS ID: A4683176
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1024 Built: 1985Monthly Fee: $559 Tax: $3,287 (2025)Community: Village Oaks Sec ASpa: NoVilla
Taxes:$3,287
Remarks: Your Private Sarasota Sanctuary Awaits! Discover true Florida living in this beautiful end unit villa situated on a quiet street. This 2 BR/2BA gem located in the Village Oaks Community is a breath of fresh air. Enjoy morning coffee on your screened front porch or sunsets drinks on the large rear lanai. Inside, the home features vaulted ceilings in living/dining areas and luxury vinyl plank flooring flowing throughout the main living space and bedrooms. The split-bedroom floor plan ensures maximum privacy for owners and visitors alike. The bright kitchen features stainless appliances and an eat-in nook filled with natural light. Best of all, the community pool and tennis court are just steps away from your front door! Perfectly located near UTC shopping and beautiful beaches nearby - this is the Florida lifestyle you've been searching for!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Laura Flood (941-725-2500)
1325 GLEN OAKS DR E #133, SARASOTA, FL 34232
$204,000181 Days on yellowkey MLS ID: A4668597
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1974 Tax: $946 (2024)Community: Glen Oaks Ridge Villas 2Villa
Taxes:$946
Remarks: THE BEST DEAL IN GLEN OAKS JUST GOT BETTER. Exceptional 2BR/2BA Villa in Glen Oaks Ridge Village (55+ Community) Don’t miss this beautifully maintained 2-bedroom, 2-bath villa located in the sought-after active adult community of Glen Oaks Ridge Village.This spacious home features a primary suite with an ensuite bath & walk-in closet, a formal living and dining room, and a large bonus room perfect for an office, den, or family space. Enjoy the enclosed lanai for relaxing year-round. Outside, you’ll find a covered carport with a long driveway—ample space for up to three vehicles—and an attached laundry room with plenty of extra storage. Main rooms feature Shaw oak style laminate flooring. Also, a pre-listing inspection was done & a few minor items found that are being addressed. This is a purchase you can make with peace of mind and then enjoy all the amenities of this active & well located +55 community. Community amenities include a clubhouse with a heated pool, kitchen, game room, and social activities, offering endless opportunities for connection and recreation. The neighborhood is golf-cart friendly and sits just across from the Bobby Jones Golf Course, minutes from downtown Sarasota, shopping, dining, and beaches. Property has been pre-inspected for buyers peace of mind. Updates include impact windows & Shaw oak laminate floors.
1815 ROXANE WAY #65, SARASOTA, FL 34235
$168,900157 Days on yellowkey MLS ID: A4672162
REDUCED by $10,000 (5.6%) on 04/11/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 806 Built: 1964Monthly Fee: $472 Tax: $998 (2024)Community: Strathmore Villa Sec 07Villa
Taxes:$998
Remarks: This spectacular and rare home in Strathmore Villa 55+ community, features 1BR + Den/Study that could be turned into a 2nd Bedroom (other unit owners have done this). Hurricane Rated Window & Doors, NEW HVAC, Concrete Block Construction, and Roof Covered by HOA. Seize the Opportunity to scoop up this Affordable, Free Standing Villa Home with Community Pool and Clubhouse and LOW $472/Mo. FEE covers just about everything. PLEASE Read on to discover this Amazing Deal! Located just 10 Min. to UTC & 10 Min. to Downtown Sarasota, JUST 2 Min. to 17th St. Dog Park OR Bobby Jones Golf & new County Park. Enjoy the good life worry free high and dry in Zone X, UPDATED with: PGT Hurricane Rated Thermal Pane Windows installed 2023, Hurricane Rated Door Front and back installed 2023, High Efficiency Bosch 15 SEER HVAC installed 2024, CPVC Re-piped water lines up and over, Drain main line relined to the street, New ceiling fans, Updated bath with new tile surround shower with bench, nook and grab bars, new toilet, vanity, sink, faucet, fixtures, and mirror, updated kitchen with lumadome removed and LED ceiling lights installed, wood cabinets painted new knobs, pulls and hinges, Refrigerator 2020, Range 2023, Concrete Block Construction and Ceramic Tile Throughout, New push up pull down blinds, curtain rods, curtains & sheers. The 10' x 20' Carport doubles as a covered lanai, and the 3' x 6' Storage Closet at the back of the carport can be turned into a Laundry Room (there is an onsite coin-op laundry facility 2 doors down). The LOW HOA FEE IS ONLY $450/Mo. Fee Includes: Cable TV, Water/Sewer, Trash, Lawn and Landscape, Irrigation, Painting of Exterior, Maint. and repair of roof (elastomeric coated barrel tiles), Exterior Pest Control, Community Pool, Clubhouse, Escrow Reserves, Manager, Common area taxes and insurance. You only need HO-6 Insurance (roughly $900/yr.). This is a huge bang for the buck opportunity you will be glad you grabbed!
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Albert Wooster (941-350-1220)
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