Location: Sarasota
Do Not Show Listings
2082 DATURA ST, SARASOTA, FL 34239
$2,700,0006 Days on yellowkey MLS ID: A4700863
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4288 Built: 2027 Tax: $5,533 (2025)Community: Grove Lawn RepSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,533
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under Construction. Stunning new construction 4-bedroom, 4-bathroom modern farmhouse luxury home developed by Rustic Appeal LLC and built by EJM Custom Homes, situated on a prime corner lot in Arlington Park, one of Sarasota's most sought-after neighborhoods. Spanning 4,288 sq ft across two stories with a 4-car garage, this thoughtfully designed residence masterfully blends warm farmhouse character with contemporary finishes: natural stone, PVC cladding, and a striking standing seam metal roof on the exterior give way to an equally impressive interior. The grand foyer welcomes you with soaring double-height ceilings, floor-to-ceiling glazing windows, and a hand-crafted custom floating staircase. The gourmet chef's kitchen features a Calacatta marble waterfall island, custom cabinetry with extensive storage, professional-grade ZLINE appliances, built-in wine fridge, and separate bar area perfect for family gatherings and entertaining. The primary suite is a true retreat with a freestanding soaking tub, extended dual vanity with makeup area, heated floors, Delta dual shower system, brushed gold fixtures, and private balcony access. Three additional bedrooms include spa-inspired baths with unique color and design. Enjoy Florida living with a salt-water pool, spa, and outdoor kitchen. The oversized 4-car garage completes this one-of-a-kind offering. Just 5 minutes from Downtown Sarasota, 8 minutes from Siesta Key Beach, 10 minutes from St. Armands Circle, and walkable to Southside Village. Estimated delivery early 2027.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
801 EDGEMERE LN, SARASOTA, FL 34242
$1,300,0006 Days on yellowkey MLS ID: A4700807
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1542 Built: 1969 Tax: $9,557 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$9,557
Elementary School: Phillippi Shores Elementary
Middle School: Sarasota Middle
Remarks: Welcome to effortless island living in one of Siesta Key’s most sought-after family-friendly neighborhoods. Nestled on a quiet street, this beautifully reimagined three-bedroom, two-bathroom pool home offers exceptional quality, timeless finishes, and complete peace of mind. Completely renovated from the studs between 2021 and 2023, every major system and finish has been thoughtfully updated, creating a truly turnkey residence where every detail has already been done. Built with solid concrete block construction, the home features a new metal roof, impact-rated windows and garage door, all-new electrical, new plumbing with PEX water lines, new drain lines and relined sewer lines, new HVAC ductwork, new flooring throughout, and new interior doors. At the heart of the home is a designer kitchen featuring custom solid wood cabinetry, stunning quartzite countertops, and a premium Thermador Professional appliance package. The open layout flows seamlessly into the living and dining spaces, making it ideal for both everyday living and entertaining. Both bathrooms have been completely renovated with luxury finishes, including custom solid wood cabinetry throughout. The serene primary suite features an elegant marble tiled bathroom, creating a spa like retreat. Step outside to your own private tropical oasis. The resurfaced pool, new pool pump, and expansive travertine patios in both the front and backyard create the perfect backdrop for relaxation or gatherings. The outdoor living experience is further enhanced by an outdoor shower, an expansive backyard patio designed for entertaining, a designated grill area, landscape lighting, and a fully fenced backyard for privacy. For added convenience, the property includes a dedicated 50-amp EV charger and is wired for a whole-house generator connection, ensuring modern functionality and peace of mind alongside its beautifully curated outdoor spaces. Lush tropical landscaping, a new irrigation system, and a new pool safety fence complete the thoughtfully curated outdoor spaces. For added confidence, both the home and pool sustained no damage during the recent hurricanes, a testament to the home’s quality construction and extensive renovations. Located just minutes from world famous Siesta Key Beach, exceptional dining, shopping, parks, and Sarasota’s vibrant cultural amenities, this move-in-ready home offers the perfect combination of luxury, location, and lifestyle. This is a rare opportunity to own a fully renovated Siesta Key home where every major improvement has already been completed—simply move in and enjoy island living at its finest.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Church (941-323-0028)
4872 HAWKSHEAD PARK, SARASOTA, FL 34241
$574,9006 Days on yellowkey MLS ID: A4700754
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2408 Built: 1981Monthly Fee: $27 Tax: $3,812 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,812
Elementary School: Lakeview Elementary
Remarks: Sarasota 3 Bedroom 3 Bath Pool Home with Golf Course Views in Bent Tree Village! Nestled on a premier golf course lot in one of Sarasota's most established golf communities, this beautifully maintained concrete block pool home offers the perfect blend of architectural detail and peace of mind, featuring a Brand New Roof (2022/2023), Newer A/C (2019), a modern pool cage (2015), and a polished paver driveway (2017). Designed to maximize the Florida indoor-outdoor lifestyle, the light-filled 2,408 sq. ft. split floor plan wraps gracefully around the central pool and lanai area, framing panoramic views of the 7th fairway and green from almost every room while highlighting the natural beauty and abundance of Florida wildlife. Inside, you'll find warm wood flooring, elegant architectural details, and a cozy fireplace in the adjacent family room. At the heart of this Sarasota real estate gem, the kitchen boasts solid wood cabinetry, stone countertops, and sliding glass pass-through windows designed for effortless service and entertaining guests out on the covered patio. The highly functional layout features an expansive primary suite with its own terrace, private lanai access, and an en-suite bath with a jetted garden tub. Two spacious guest bedrooms are thoughtfully situated on the opposite side of the home—one featuring its own private en-suite bath, and the second conveniently adjacent to the third full hall bath—while a dedicated home office/den could possibly transition to a comfortable fourth bedroom if desired. Situated just minutes from I-75, the UTC mall, Lakewood Ranch, shopping, dining, and the powdery quartz sands of Siesta Key beach, this prime Sarasota location offers ultimate convenience within an A-rated school district. The required HOA is incredibly low at just $319 annually (averaging $26.58/month) with absolutely no CDD fees or mandatory golf club membership required. While this home is move-in ready, bring your design eye, explore the endless possibilities, and turn your own vision and dreams into reality on the 7th fairway—schedule your tour today!
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Tory Uccello, Jr (941-504-8052)
3035 HILLVIEW ST, SARASOTA, FL 34239
$325,0006 Days on yellowkey MLS ID: A4700500
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 782 Built: 1957 Tax: $1,902 (2025)Community: Rio Vista ResubSingle Family
Taxes:$1,902
Elementary School: Alta Vista Elementary
Remarks: Perfectly positioned in a desirable Sarasota location, this charming two-bedroom, one-bath home offers easy access to everything the Gulf Coast has to offer, including the world-renowned Siesta Key Beach, Downtown Sarasota, Southside Village, Arlington Park, the Ringling Museum, and Marie Selby Botanical Gardens. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this property combines convenience with the best of the Florida lifestyle. Originally built in 1958, the home has been thoughtfully updated while maintaining its timeless character. The light-filled interior features a renovated kitchen complete with granite countertops and stainless steel appliances, along with an updated bathroom that provides a fresh, modern feel. Every space has been designed to offer both comfort and functionality. The home's major improvements provide added value and peace of mind, including a metal roof installed in December 2022, a 2016 electrical panel upgrade, a three-year-old air conditioning system backed by a 10-year warranty, and a water heater replaced approximately one year ago. Impact-rated doors and hurricane fabric window screens offer additional storm protection, while the regularly maintained well and septic system help keep utility costs efficient. Spend your days enjoying nearby beaches, kayaking through scenic mangrove tunnels, exploring local boutiques, or dining at Sarasota's popular restaurants. This move-in-ready home is an excellent opportunity to enjoy a well-maintained property in one of the area's most sought-after locations.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
220 PASS KEY RD #220, SARASOTA, FL 34242
$509,0006 Days on yellowkey MLS ID: A4700657
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 998 Built: 1973 Tax: $4,968 (2025)Community: Sandy Cove IiiCondo
Taxes:$4,968
Remarks: Opportunities to own in Sandy Cove are rare—and this residence presents the perfect chance to create your own island retreat in one of Siesta Key's most sought-after waterfront communities. Bring your vision and transform this well-located residence into the coastal getaway you've always imagined. Whether you're looking for a winter escape from the cold, a seasonal home to enjoy for years to come, or an investment in one of Florida's premier beach destinations, the value here lies in the location, lifestyle, and potential. Designed by renowned Sarasota architect Frank Folsom Smith, Sandy Cove is a boutique waterfront community celebrated for its timeless mid-century architecture, lush tropical landscaping, private shell beach, fishing pier, heated pool, kayak launch, and Gulf-front sunsets. Best of all, you're just a short stroll from Siesta Key Village, where local restaurants, boutiques, live music, and island charm await. Unlike buying someone else's renovation, this home offers the rare opportunity to update the interior to reflect your own style while investing in a community where demand remains consistently strong. Enjoy the property today, renovate at your own pace, and own a piece of Siesta Key in a location that continues to attract vacationers, seasonal residents, and investors alike. When the address is this exceptional, the possibilities are endless. Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Jeff Lauer (941-441-6555)
6813 CHLOE CT, SARASOTA, FL 34241
$669,9906 Days on yellowkey MLS ID: TB8531438
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2642 Built: 2026Monthly Fee: $160 Tax: $6,843 (2026)Community: Lakeview CrossingSingle Family
Taxes:$6,843
Tax Year: 2026
Remarks: Under Construction. You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our Life Design, refinements that grants this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with French doors as well as a convenient powder room.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
6820 CHLOE CT, SARASOTA, FL 34241
$718,9906 Days on yellowkey MLS ID: TB8531407
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2810 Built: 2026Monthly Fee: $160 Tax: $7,345 (2026)Community: Lakeview CrossingSingle Family
Taxes:$7,345
Remarks: Under Construction. You’ll be delighted by the attention to detail and expert design of The Brugman 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our LifeDesign, refinements that grants this floor plan exceptional style and livability. This home offers 4 bedrooms, 3 full baths, 1 half bath, a study, upstairs retreat/loft and a 2-car garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with French doors as well as a convenient powder room.
6572 SERENITY FALL LN, SARASOTA, FL 34240
$370,0006 Days on yellowkey MLS ID: TB8530606
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1725 Built: 2021Monthly Fee: $171 Tax: $4,016 (2025)Community: Landing Ph 1Townhouse
Taxes:$4,016
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this BEAUTIFULLY maintained 3-bedroom, 3-bath home built in 2021, offering the perfect blend of MODERN STYLE, COMFORT, and FUNCTIONALITY. this spacious two-story residence features an open-concept layout filled with natural light, a well-appointed kitchen, generous living spaces, and comfortable bedrooms designed for everyday living and entertaining. ideally located just minutes from i-75, you'll enjoy QUICK ACCESS to shopping, dining, and everyday conveniences. experience the best of Sarasota with Downtown, the sands of LIDO BEACH and Waterside Place just minutes away. whether you're looking for a PRIMARY RESIDENCE, VACATION HOME, or INVESTMENT PROPERTY, this MOVE-IN READY home is an EXCEPTIONAL opportunity in one of Sarasota's most desirable locations.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Vladimir Gonzalez Guerrero (941-840-2657)
4040 CROCKERS LAKE BLVD #1717, SARASOTA, FL 34238
$220,000186 Days on yellowkey MLS ID: A4679678
0 Days Off yellowkey (back on 7/23/2026)
REDUCED by $9,000 (3.9%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1350 Built: 1989 Tax: $2,117 (2025)Community: Vintage GrandCondo
Taxes:$2,117
Remarks: Under contract-accepting backup offers. Through no fault of the seller or property, this sought-after condo is back on the market and ready for its next owner. Turnkey Vacation Home. Fully remodeled and ready to move in. This unit is being sold with high end furnishings including a 50 bottle wine cooler and tropical designer decor. This great investment opportunity offers exceptional value. This spacious Floreta floor plan is one of the largest units in Vintage Grand, offering 3 bedrooms, 2 baths with no stairs. This condo has been lightly used and was foreigner owned, the guest bedrooms have hardly been used at all. Vintage Grand has recently completed a full exterior renovation, featuring hurricane-rated energy-efficient windows, enhanced stucco, new gutters, and refreshed landscaping—ensuring lasting value as improvements near completion. The location is unbeatable: walk to Costco right across the street. Explore miles of nearby trails, including the Legacy Trail, or enjoy world-famous Siesta Key Beach just minutes away. Community amenities include two resort-style pools, spas, tennis courts, clubhouse, and a fully equipped fitness center. This is the nicest unit within Vintage Grande. Schedule your showing today
Listing is courtesy of: YORKSHIRE INTERNATIONAL R.E. (941-366-0000)
Listing Agent: Jules Roman (941-366-0000)
7373 S SERENOA DR, SARASOTA, FL 34241
$950,00020 Days on yellowkey MLS ID: A4699588
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3059 Built: 1998Monthly Fee: $170 Tax: $6,153 (2025)Community: Serenoa Ph 3Spa: YesSingle Family
Taxes:$6,153
High School: Riverview High
Remarks: Many home buyers dream of a neighborhood like the gated community of Serenoa... it is a quiet street, canopy lined with mature trees and plenty of breathing room. The lots here are HALF-ACRE+, the streets are calm with beautiful, quality homes throughout. It's a gated community with lakes, plenty of green space tennis and pickleball courts with a golf course where MEMBERSHIP IS OPTIONAL. This spacious home is in a perfect location, close to TOP-RATED SCHOOLS, Siesta Key beach, UTC for shopping and dinner, Lakewood Ranch, downtown Sarasota, hospitals and five airports all within about an hour. The house itself is a 4 bedroom, 3 bath, with a den, with a POOL AND SPA. It offers many nice touches including tray ceilings, arched doorways, built-ins, and large windows and many pocketing sliders that let in a plethora of natural light. The TILE ROOF IS YOUNG, INSTALLED IN 2023, POOL RESURFACED IN 2023, NEWER AC SYSTEMS (2023 AND 2024), AND THE HOUSE WAS COMPLETELY REPIPED IN 2024... all of these improvements give the next homeowner peace of mind. Hard flooring spans throughout the home, so it's easy to keep clean and is perfect for pets. In the entry area, there is a formal dining room, sitting area/flex room with pool views and a den. The kitchen is at the center of the house, where the heart of the home should be, and it opens directly up to the family room and a breakfast nook area, where entertaining or family relaxing time is easy. Light colored cabinets, a big island and breakfast bar, a dry bar, a built-in desk, and a walk-in pantry big enough for real grocery runs are gifts that this home offers. You have pool views from the kitchen and family room as well. You will enjoy the large, NEWLY SCREENED, NEWLY PAINTED lanai where there is plenty of room for family and friends, and where you can sit to enjoy watching our Florida wildlife while sipping your coffee or cocktail. The pool is surrounded by landscaping AND plenty of space between homes that gives the wonderful feeling of privacy. The master bedroom is split from the extra bedrooms for privacy. The primary suite has its own pool access, an expansive walk-in closet, and a bathroom with two vanities, a soaking tub, a separate shower, and its own water closet. Two of the other bedrooms share a Jack-and-Jill bath, and the fourth bedroom is off by itself with its own full bath and a door out to the lanai... good setup if you've got guests or family staying with you. The garage fits three cars and is extra deep, with a wide driveway to match. Storage isn't an issue anywhere in this house. This solid, well-built home is in a sought-after neighborhood where people love living. Come visit in person... come see, come sigh, come make this home your own.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
4478 STREAMSIDE CT #1506, SARASOTA, FL 34238
$315,000112 Days on yellowkey MLS ID: A4689139
REDUCED by $7,000 (2.2%) on 06/30/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1554 Built: 2005 Tax: $4,008 (2025)Community: Arielle/Palmer Ranch Sec IvCondo
Taxes:$4,008
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. NEW PRICE! TURNKEY FURNISHED! $5,000 SELLER CREDIT! MOTIVATED SELLER! Welcome to Arielle on Palmer Ranch, where everyday living feels like a private retreat in one of Sarasota's most desirable gated communities. Now offered at $315,000, this beautifully maintained ground-floor residence with no stairs combines comfort, convenience, and low-maintenance Florida living. Recent improvements include brand-new luxury vinyl plank flooring installed in May 2026 throughout the main living areas, primary bedroom, and enclosed den, along with a new Carrier Performance Series HVAC system installed in 2025 featuring a smart thermostat and a transferable warranty available to the buyer (subject to warranty transfer requirements). Being offered turnkey furnished, the home includes quality furnishings, housewares, and everyday essentials. Highlights include a Natuzzi leather sofa and recliner, king-size beds in both bedrooms, and a Flexsteel sleeper sofa in the enclosed den. With 1,554 square feet under air, this spacious two-bedroom plus enclosed den, two-bath residence lives like a single-family home. The enclosed den offers flexibility as a private office, media room, hobby room, or third bedroom. An oversized one-car garage, extended driveway accommodating two additional vehicles, and abundant guest parking provide exceptional convenience. Three sets of sliding glass doors fill the home with natural light and open to a screened lanai overlooking a peaceful preserve with pond and creek views. The primary suite features two walk-in closets and tranquil preserve views. Residents enjoy maintenance-free living with the HOA covering water, internet, basic cable, exterior maintenance, roof maintenance, and professional landscaping, along with a heated pool, spa, poolside restrooms, barbecue area, and gated entry. The Legacy Trail is just outside the community entrance. Located less than five miles from Siesta Key Beach and just minutes from downtown Sarasota, St. Armands Circle, Lido Key, Nokomis Beach, championship golf, dining, shopping, and cultural attractions. The seller is offering a $5,000 credit at closing that may be used toward closing costs, an interest rate buy-down, or future updates. Motivated seller welcomes serious offers.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Tanya Agle (484-904-5588)
4557 KINGSMERE #23, SARASOTA, FL 34235
$277,000134 Days on yellowkey MLS ID: A4685751
REDUCED by $10,000 (3.5%) on 07/10/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1188 Built: 1987 Tax: $3,813 (2025)Community: Kingsmere - The MeadowsVilla
Taxes:$3,813
Remarks: Spectacular golf course views, partially furnished and priced to sell! Easy living in this spotless, maintenance-free one-story villa with natural light and tranquil golf views in The Meadows, a park-like oasis in a phenomenal location. A canopied street and charming pergola welcome you home. Inside, you will love the cathedral ceilings, new skylights that bathe the great room with soft light, and a relaxing Florida room overlooking the golf course with a preserve in the distance. No neighbors in sight. The kitchen features stainless steel appliances, white shaker cabinetry, Mykonos White quartz countertops and direct access to the private grilling patio. The primary suite pampers you with a walk-in closet and a gorgeous zero-entry Roman shower with mosaic flooring. All just 100 feet to the heated pool, 1.5 miles to Whole Foods and Trader Joe’s and convenient to all The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community only 15 minutes from downtown Sarasota. Residents enjoy 14 miles of scenic biking and walking trails, and, for a low resident fee, a new fitness center, Junior Olympic-size pool, pickleball courts, golf courses and a top Har-Tru tennis complex. Plus, close to the country's award-winning beaches, remarkable arts and culture, and just two miles from Nathan Benderson Park, the new Mote SEA Aquarium, the future Sarasota Orchestra and The Mall at University Town Center, a world-class fashion and dining destination. A fabulous Florida lifestyle awaits. With 2024 shingle roof and 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)
4725 GREENCROFT RD, SARASOTA, FL 34235
$594,000184 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: The MeadowsSpa: 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
6006 MIDNIGHT PASS RD #48, SARASOTA, FL 34242
$325,00087 Days on yellowkey MLS ID: A4691484
REDUCED by $25,000 (7.1%) on 07/23/2026
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 420 Built: 1960 Tax: $2,987 (2025)Community: Casa MarSpa: NoCondo
Taxes:$2,987
Remarks: PRICE IMPROVEMENT! Private Beach Access and exceptional value on Siesta Key! Rare opportunity to own in highly desirable Casa Mar and create your own island retreat with outstanding value-add potential. This studio unit presents one of the most compelling opportunities to own on Siesta Key. The unit already features updated lower kitchen cabinetry, quartz countertops, and a stainless-steel sink, providing an excellent foundation for customization. Ready for a new owner to install appliances and replace the A/C, the unit is priced accordingly and offers tremendous potential for investors, seasonal residents, or buyers seeking an affordable entry into one of Florida's most sought-after beach communities. Ideally situated within the community, this premium location places the pool directly behind the unit and provides convenient access to the private beach path leading to Siesta Key's world-famous powdery quartz sand beaches and stunning Gulf waters. Spend your days enjoying the sunshine, taking peaceful walks along the shoreline, and ending each evening with breathtaking Gulf Coast sunsets just steps from your door. Casa Mar permits weekly rentals, creating excellent income-producing potential and flexibility for owners. The condominium association fee includes cable, internet, water, sewer, building insurance, exterior maintenance, and grounds care, making ownership simple and convenient. Whether you're searching for an investment property, vacation getaway, or future beachside escape, this is an opportunity to secure a piece of Siesta Key at an attractive price point. Private beach access, weekly rentals, and endless possibilities.
Listing Agent: Susan Beaver, Llc (732-489-3727)
2121 PALM TER, SARASOTA, FL 34231
$599,000147 Days on yellowkey MLS ID: A4684433
REDUCED by $16,000 (2.6%) on 07/23/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1681 Built: 1950 Tax: $5,120 (2025)Community: Harbor OaksSingle Family
Taxes:$5,120
Remarks: Backyard retreat + income-producing detached studio + steps to Trader Joe’s! Quiet dead-end street near Siesta Key & Downtown Sarasota—privacy meets prime location. Extensively updated and ideally located, this Sarasota home offers the perfect blend of lifestyle and convenience—just minutes to Downtown, Siesta Key Beach, Sarasota Memorial Hospital, and SRQ Airport. The private backyard is a true highlight, featuring lush landscaping, custom hardscaping, a pergola, and a striking mural—fully fenced (2023) for privacy and perfect for entertaining or relaxing outdoors year-round. Inside, the home is move-in ready with fresh paint, custom feature wall, built-in closets, blackout blinds, and hurricane-rated windows and doors for peace of mind and natural light. The kitchen includes a Bosch dishwasher (2025), Samsung range and microwave (2023), plus LG washer/dryer (2023). Additional upgrades include whole-home water filtration with reverse osmosis (2022), air purification (2024), generator with transfer switch (2025), updated plumbing, maintained HVAC, and a new 28-gallon water heater (2026). The upgraded garage features waterproof flooring, built-ins, insulation, and mini-split AC (2025)—ideal for a gym, workshop, or flex space. The detached studio adds exceptional versatility with a private entrance, outdoor space, kitchenette, full bath, washer/dryer, and dedicated AC (2023). The studio has been successfully rented, offering strong income potential or flexibility for guests or a private office. A rare opportunity combining privacy, flexibility, and a highly desirable Sarasota location.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Samantha Markbreit (845-558-4828)
5456 HAMPSTEAD HEATH #20, SARASOTA, FL 34235
$278,00082 Days on yellowkey MLS ID: A4692963
REDUCED by $17,000 (5.8%) on 06/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1241 Built: 1989 Tax: $3,626 (2025)Community: Hampstead Heath - The MeadowsVilla
Taxes:$3,626
Remarks: Fabulous location and views! Tranquil pond and golf course views from this bright end-unit in The Meadows, a park-like oasis 15 minutes from downtown. In the desirable maintenance-free Hampstead Heath community, canopied streets and a private front patio welcome you home. Inside, vaulted ceilings, tall windows and walls of sliders bring in the outdoors, creating a bright and tranquil ambiance. You’ll enjoy the spacious great-room layout, ample kitchen with breakfast nook with access to grilling patio, and the relaxing glassed-in lanai showcasing a daily parade of bird life there just to entertain you! The primary suite features a walk-in closet, double vanities and walk-in shower. All just half a block to the heated pool and convenient to all 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 available 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, Legacy Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, entertainment and dining destination. Furniture available separately, 2026 exterior paint, 2024 shingle roof, 2023 hot water heater, 2021 A/C system, and above flood plain in Zone X.
5475 CHANTECLAIRE #58, SARASOTA, FL 34235
$525,00050 Days on yellowkey MLS ID: A4695707
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985 Tax: $5,106 (2025)Community: Chanteclaire - The MeadowsVilla
Taxes:$5,106
Remarks: One of a kind! Welcome to this beautifully updated villa on the 14th fairway of the Meadows Golf Course. Enjoy stunning golf course views from the builder’s choice lot in Chanteclaire. Fully updated in 2023, the interior features luxury vinyl flooring, crown molding and abundant natural light. The open kitchen boasts stainless-steel appliances, Malibu quartz countertops, a new tile backsplash and Oxford Maple soft-close cabinetry with direct access to the grilling patio. Perfect for entertaining, the living room includes new custom cabinetry, a matching quartz countertop and a built-in wine fridge. The spacious primary suite serves as a true retreat, complete with a custom walk-in closet and a sliding door that opens to peaceful nature views. The present owners have added extensive premium updates for ultimate comfort and peace of mind. The home features full-height, custom PGT hurricane-rated windows and doors throughout, powered aluminum hurricane shutters and plantation shutters in the dining room and bedrooms. Mechanical and structural upgrades include a high-efficiency Trane variable-speed HVAC unit and a new shingle roof installed in 2025 with 71 additional joist clips for enhanced wind protection. This property sits at a 33-foot elevation in Flood Zone X, making it the perfect choice for a secure, lock-and-leave Florida lifestyle. Outside, a quiet cul-de-sac location, paver driveway and charming courtyard welcome you home. Mature shade trees, colorful sunsets and a daily parade of local birds frame the golf course views. The villa is also just a short distance from two heated community pools. The comprehensive HOA fee covers exterior insurance, maintenance-free yard care, irrigation, pest control, exterior cleaning and painting, roof maintenance, dryer vent cleaning, neighborhood pools and basic cable. Set within the 1,600 park-like acres of The Meadows, this resort-style community offers an active social calendar, 14 miles of scenic trails, championship golf courses, a junior Olympic pool, pickleball, Har-Tru tennis and a fitness center. You are just 15 minutes from downtown Sarasota, Bradenton, Lakewood Ranch and Sarasota International Airport and mere minutes from Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail and premier dining at University Town Center. Experience worry-free Florida living at its finest!
5507 CONTENTO DR, SARASOTA, FL 34242
$1,599,999159 Days on yellowkey MLS ID: A4683288
REDUCED by $125,001 (7.2%) on 07/07/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1788 Built: 1969 Tax: $15,484 (2025)Community: Siesta IslesSpa: NoSingle Family
Taxes:$15,484
Remarks: A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool and panoramic pool cage create a serene setting. Mostly Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets, granite counters and breakfast bar. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.****BASE ELEVATION 10 Ft***SELLER MOTIVATED***
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Livya Hament (941-735-1227)
539 AVENIDA DEL NORTE, SARASOTA, FL 34242
$5,690,0008 Days on yellowkey MLS ID: A4700498
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4195 Built: 2026 Tax: $7,935 (2025)Community: Archibald ResubSpa: YesSingle Family
Taxes:$7,935
Remarks: Virtually Staged. Exquisite new construction on Siesta Key redefines island luxury! Substantial progress has already taken place to complete this masterpiece. This is a rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. Siesta Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its famous powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. Just moments from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity: your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock—a true island luxury! This thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate incredible craftsmanship and fine detail, the home offers 4,195 square feet of interior living space and an additional 3,756 square feet of outdoor living, seamlessly blending indoor and outdoor environments. The chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. Two beautifully appointed bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or the private elevator one level up to access the primary suite, featuring a truly custom bath with bespoke tile, designer finishes, a soaking tub, and a spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper level. Flexible, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any lifestyle, from multi-generational living to a dynamic entertainer’s paradise. Imagine a home where the luxuries of island beach life blend perfectly with a private, resort-style retreat. Step outside to your inground pool and spa for cooling off or casual lounging, head up to the rooftop deck for sunset cocktails and starlit conversation, or enjoy your private boating access just steps from your front door. When you are ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. This is more than a home; it is an invitation to own your piece of the new Siesta Key lifestyle—elevated, effortless, and extraordinary!
Listing Agent: Andrew Azzarello (941-266-6084)
4672 ALEXANDER POPE LN, SARASOTA, FL 34241
$849,000252 Days on yellowkey MLS ID: A4672673
REDUCED by $50,000 (5.6%) on 06/10/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3838 Built: 1978Monthly Fee: $29 Tax: $8,264 (2024)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$8,264
Tax Year: 2024
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! Welcome to this exceptional 5 bedroom, 3.5 bath home perfectly positioned at the end of a peaceful cul-de-sac on Bent Tree Golf Club. Designed for both upscale entertaining and comfortable everyday living, this residence offers a rare combination of privacy, elegance, and modern upgrades. Step inside to find formal living and dining rooms, crown molding throughout, and two charming wood-burning fireplaces that add warmth and character. The large designer kitchen features premium finishes, generous counter space, and seamless flow to the main living areas—ideal for gatherings of any size, a full wet bar elevates your hosting experience. The home features a NEW ROOF, NEW POOL CAGE and FULLY PAID SOLAR SYSTEM which provide unmatched efficiency and value for years to come. This smart home also includes a home gym, comprehensive security system, water softener/filtration, and thoughtful upgrades throughout. Outside, enjoy breathtaking sunset views from your private screened lanai and sparkling pool—your own serene retreat overlooking a manicured golf course. A rare opportunity to own a beautifully upgraded, move-in ready home in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Christian Higgins (772-532-8857)
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