Location: Sarasota
Do Not Show Listings
222 MORNINGSIDE DR, SARASOTA, FL 34236
$7,500,000141 Days on yellowkey MLS ID: A4675254
REDUCED by $495,000 (6.2%) on 05/25/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4284 Built: 2015Monthly Fee: $42 Tax: $34,055 (2025)Community: Lido CSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$34,055
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: An extraordinary expression of modern waterfront living, this custom-designed Sarasota residence seamlessly blends architectural distinction, refined interiors and a tranquil Bayou setting flowing directly into the Gulf of Mexico, creating a home that is visually striking and effortlessly livable. Thoughtfully conceived by the owners, this exceptional five-bedroom, three full-bath and one half-bath waterfront residence is on approximately .37 acres and was designed to honor its surroundings while embracing contemporary form, function and natural light. Offering 4,284 square feet under air and 6,416 total square feet, the home makes a striking yet calming first impression. A circular brick-paver driveway, decorative architectural elements, trellises accents, curated landscaping, and subtle exterior lighting establish a refined sense of arrival and architectural presence. Inside, a dramatic open-concept floor plan unfolds with intention and volume. The great room features ceilings approaching 20 feet, custom wire railings and expansive glass frame serene water views from every room. Natural materials, most notably warm cedar accents carried seamlessly from interior to exterior, create a cohesive modern design language. Beechwood flooring, refined finishes, automatic solar window treatments, imported European light fixtures, and integrated LED lighting enhance comfort and contemporary appeal. The gourmet kitchen is designed for everyday living and entertaining, featuring Porcelanosa Design cabinetry, a side-by-side paneled Sub-Zero refrigerator, Asko dishwasher, Wolf built-ins including wall oven, warming drawer, microwave, a U-Line under-counter wine cooler, illuminated onyx island, quartz countertops, seamless under-cabinet lighting and a walk-in pantry. A new Whirlpool top-load washer complements the Whirlpool Cabrio Platinum dryer, completing the home’s functional amenities. The residence offers exceptional flexibility with two private primary suites on the main and upper levels, each providing direct terrace access and tranquil water views. Spa-inspired baths, one features a steam shower and walk-in closets, creating serene retreats. Additional guest suites, office, a waterfront gym or flexible living space, and these multiple en-suite accommodations support a variety of lifestyles. Outdoor living is equally compelling. A saltwater infinity-edge pool with spa and planter waterfall feature anchors the waterfront setting, complemented by covered and enclosable lanais with automatic window and terrace screens. Existing posts for the hammock overlook the Bayou. The outdoor pavilion provides space for an outdoor kitchen, with room to add a built-in grill, ice maker or under-counter refrigerator with existing gas hookup and water supply. A private illuminated dock provides direct Bayou access leading into the Gulf of Mexico, enhancing the home’s connection to nature and offering multiple gathering spaces ideal for entertaining and cherished memories. Modern construction, impact-rated openings and integrated smart-home technology contribute to peace of mind and long-term value. In one of Sarasota’s desirable waterfront neighborhoods, with optional deeded Lido Shores beach access and proximity to downtown Sarasota, St. Armands Circle and Longboat Key, this residence offers privacy, elevation, serenity and refined expression of luxury coastal living, designed to be admired and lived in.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
2700 COCONUT BAY LN #419, SARASOTA, FL 34237
$174,950361 Days on yellowkey MLS ID: S5127342
INCREASED by $20,000 (12.9%) on 05/25/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1974Monthly Fee: $299 Tax: $1,696 (2024)Community: Sarasota PalmsCondo
Taxes:$1,696
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2024
Remarks: Welcome to the luxurious gated community of Sarasota Palms! This beautifully updated first-floor condo is a perfect blend of comfort, convenience and elegance. As you enter the home, you will be greeted by the beautiful tray ceilings and the warmth of the solid wood cabinetry and granite countertops in the kitchen, with the same tasteful upgrades carrying on into the bathroom. This home also features updated laminate flooring in the bedroom, recently installed double paned hurricane windows and sliding doors, and a screened in porch for you to sit outside and enjoy your morning coffee. The clubhouse is a fantastic amenity for residents, featuring a fully equipped fitness center, sauna, upgraded theatre room, billiards room, and business center, complete with WiFi throughout the community. You'll also have access to the largest pool and fitness center of any association in Sarasota County. Bring your furry friend to the large fenced dog park or enjoy the playground and tennis courts. Host a barbecue in the grilling and picnic area or take a relaxing walk around the lake. This condo is conveniently located near the Ed Smith Stadium, the spring training home for the Baltimore Orioles. You'll also be just minutes away from downtown Sarasota and the nearby marina. For beach lovers, St. Armand's Circle and Lido Key are only 5 miles away, offering some of the most beautiful powder sand beaches in the world. Plus, the Sarasota/Bradenton International Airport is just a short 5-mile drive away. This condo is perfect for those who value comfort, convenience, and luxury living. Whether it’s a primary residence, second home, or an investment, don't miss out on the opportunity to make this yours! Seller financing and rent-to-own options are available. Seller financing available with 40% down payment, at a 6.9% interest rate with a 1 year balloon period on a 10 year amortization schedule. Other terms can be offered with 20% down.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Amber Koepke (512-630-8394)
2763 WOODGATE LN #307, SARASOTA, FL 34231
$149,9501145 Days on yellowkey MLS ID: S5083103
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1979Monthly Fee: $490 Tax: $1,424 (2022)Community: Pinewood Village IiCondo
Taxes:$1,424
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2022
Middle School: Brookside Middle
Remarks: Charming 1 bed/1 bath condo located in Pinewood Village. This 3rd floor unit boasts an abundance of natural light, offering a bright and airy living space that is perfect for entertaining guests or simply enjoying a peaceful afternoon at home. The building itself offers elevators for convenient access, as well as additional secured storage space to hold your belongings. Residents of Pinewood Village have access to a range of impressive amenities, including a heated pool to enjoy all year round, shuffleboard court, clubhouse with kitchen, billiard room, fitness room to keep your workouts on track, and even dry-heat saunas for ultimate relaxation. The community also features laundry facilities for added convenience. This condo is located in a prime location, with Riverview High School just a short half-mile walk away, and Phillipi Shores Elementary School only 1 mile away. For those looking for a beautiful day at the beach, Siesta Key is less than 5 miles away and is known for its stunning powder sand beaches, rated among the most beautiful in the world. This is the perfect opportunity to own a condo in Pinewood Village, offering both comfort and convenience. Whether it’s a primary residence, second home, or an investment, don't miss out on the chance to make this condo yours! Seller financing and rent-to-own options are available.
Listing is courtesy of: LPT REALTY (877-366-2213)
8363 VELDA TRL, SARASOTA, FL 34241
$712,5009 Days on yellowkey MLS ID: A4694698
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2582 Built: 2021Monthly Fee: $251 Tax: $9,249 (2025)Community: Lt Ranch Nbrhd 1Single Family
Taxes:$9,249
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully upgraded Anastasia model in highly sought-after Skye Ranch, perfectly situated on a premium oversized lakefront lot with exceptional privacy and stunning water views. Offering nearly 3,000 square feet of thoughtfully designed living space, this 4-bedroom plus office, 3.5-bath home combines luxury upgrades, functionality, and modern design throughout. The open-concept floorplan features soaring ceilings, beautiful railing details, expansive living spaces, and abundant natural light showcasing serene lake views from the main living areas. This home has been extensively upgraded beyond builder standards, including luxury vinyl plank flooring throughout the entire home with no carpet, upgraded oak staircase, 8-foot solid wood interior doors, matte black upgraded hardware throughout, custom lighting fixtures, ceiling fans throughout the home, and custom shades throughout including motorized shades over the expansive triple pocket sliding glass doors. The gourmet gas kitchen is beautifully appointed with upgraded Café Series appliances, generous entertaining space, and seamless flow into the dining and living areas overlooking the private backyard and lake. The dedicated front office/flex room was upgraded to provide an ideal work-from-home space with privacy and functionality. Upstairs, an additional open loft/den seating area provides flexible living space perfect for a secondary living room, media space, playroom, or relaxation area. One of the standout features of this property is the oversized premium homesite, approximately 20% larger than many Anastasia lots within the subdivision, offering a rare sense of openness and privacy. The backyard features aluminum privacy fencing, lush mature privacy landscaping, tranquil lake views, and ample room to add a custom pool while still maintaining generous green space. Designed for indoor-outdoor Florida living and entertaining, the covered lanai features a fully equipped outdoor kitchen complete with vent hood for grilling and backyard entertaining, creating the perfect space to enjoy lakefront sunsets and gatherings year-round. Additional upgrades include whole-home Ethernet wiring in every room, whole-house water filtration system, reverse osmosis system at the kitchen sink, freshly painted exterior, and gutters installed around both the first and second stories for added functionality and protection. Located within the highly desirable Skye Ranch community, residents enjoy resort-style amenities including pools, parks, trails, fitness amenities, playgrounds, and top-rated Sarasota schools, all conveniently located near shopping, dining, Siesta Key Beach, and I-75. This is a rare opportunity to own a premium upgraded lakefront home with privacy, technology upgrades, designer finishes, outdoor entertaining space, and one of the most desirable lots in Skye Ranch. Seller willing to contribute toward closing costs or interest rate buydown with acceptable offer.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Hali Tallman (941-299-4017)
3310 MINEOLA DR, SARASOTA, FL 34239
$665,000148 Days on yellowkey MLS ID: A4676490
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $10,000 (1.5%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1818 Built: 1958Monthly Fee: $17 Tax: $3,383 (2025)Community: South GateSpa: YesSingle Family
Taxes:$3,383
Remarks: Under contract-accepting backup offers. How will you keep cool this Summer? With a pool of course! Waterfront pool home for those who love nature and will enjoy overlooking the Jaffa Canal. Manatees will visit your backyard when dredging is complete. Connected to Phillippi Creek, you will have access out to Little Sarasota Bay, the Intercoastal Waterway & Gulf Waters! County dredging project underway of creek and canal behind this home! Discover Paradise in this home built on 1/3 acre on an island & private cul-de-sac. It is ideal for a full-time homestead or seasonal residence, located in the highly desirable South Gate neighborhood & Southside Elementary school district! Relax in your own outdoor oasis with 31'x14' & 8’ deep with aerating fountains and a 7’x7’ built in heated Spa! The open floor plan of this home makes it flexible for your needs with 2 larger bedrooms and 3rd used as a den with built-ins in closet. Master suite has custom walk-in closet and Travertine updated bath, glass-enclosed shower, large vanity & cabinet w/pull-outs. The French doors open to beautiful palm trees giving privacy to the outdoor spa area! The flex/family room also opens up to the 59’x24’ screened pool area, covered lanai and pool deck! Use the flex room as a den, art studio/craft room, informal dining & family room. Entry hall closet also has built-in shelving/drawers. French doors can be open or closed to afford privacy to the great room and adjacent updated kitchen with granite counters, wood cabinets & stainless steel appliances *New Refrigerator 2025 *New Air Conditioner 2025 *Shingle Roof 2019 *Sewer Connect 2015 **Pool added in 1999 ~ Re-marcited in 2013, Pool/Spa Heat pump 2015, Pool Motor 2019 *Two Water heaters (on each end of home age 3 & 5) *Many additional updates since original build include electrical switches/outlets, 5" baseboards, wood casing detail, doors, hardware, windows & underground utilities *Well for irrigation of lush tropical, low-maintenance Florida friendly landscaped yard on this 13,000 sq. ft. lot. with seawall. The 460 sq. ft. 2 car garage has built in work bench & additional laundry room w/storage closet. Located just minutes to Sarasota Memorial Hospital, Downtown Sarasota, Shopping, Southside Village, St. Armand's Circle, World-famous Siesta Key and Lido Beaches! *HOA is optional only $200/year ~ Schedule your visit today!
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Solveiga Spalvins (941-320-6860)
3625 SQUARE WEST LN #4, SARASOTA, FL 34238
$420,00050 Days on yellowkey MLS ID: A4689352
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2086 Built: 2001 Tax: $5,213 (2025)Community: Palmer Square WestSpa: YesTownhouse
Taxes:$5,213
Elementary School: Gulf Gate Elementary
Middle School: Sarasota Middle
Remarks: SPACIOUS TOWN HOUSE in a private and beautifully landscaped community, on a quiet dead end street. A courtyard gate great for pets, flowers, and fresh air entry to your stylish home with lanai access to community pool and spa. An oversized screened lanai looks onto garden space with fountain views. 3 full bedrooms, 2.5 baths, guest bath on first floor for entertaining, 10ft ceilings and large rooms. A bright and open master suite has 2 walk-in closets. A large second bedroom with connecting bath and walk-in closet makes for an alternative primary suite, and the guest bedroom has an equally roomy walk-in. Conveniently located in a preferred school zone and near so any amenities (Costco, new Trader Joes and Whole Foods, Planet Fitness, and YMCA), shopping, dining, and only 5 miles to Siesta Key beaches. It’s a perfect blend of retreat and comfort in a superb location! BRAND NEW barrel tiled roof 2024 and all buildings recently repainted. Additional improvements include new AC system November 2023, Garage door springs 2019, Kitchen faucet and disposal 2020, Master bath faucets 2025, New microwave and washer and dryer in 2021. New Master bath shower doors 2024, and New chain drives and garage door opener/wireless entry for garage 2025.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
7336 CURLEW ST, SARASOTA, FL 34241
$1,570,00075 Days on yellowkey MLS ID: A4686587
REDUCED by $400,000 (20.3%) on 04/07/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2126 Built: 1986 Tax: $5,595 (2025)Community: Lakewood Tr CSpa: YesSingle Family
Taxes:$5,595
Remarks: Tucked away off Clark Road in Sarasota, this extraordinary property is more than a home, it’s a private sanctuary for those who value space, serenity, and possibility. Set on just over six lush acres with a winding, tree-lined driveway, the experience begins the moment you arrive. With over 400 mature trees, this one-of-a-kind place feels like your own botanical retreat. A rich variety of avocado, mango, eucalyptus, jacaranda, macadamia, lychee, starfruit, jackfruit, and Thai jujube trees create a vibrant, ever-changing landscape filled with color, texture, and life. This setting is both inspiring and rare. In the southwest corner of the property lies a picturesque one-acre private lake, offering tranquil water views and a sense of calm that’s hard to find. The expansive grounds provide incredible flexibility for those seeking a private retreat, a multi-use property, or simply room to breathe and grow. The two-story residence is light and bright, blending indoor and outdoor living seamlessly. Strategically placed windows invite natural light to pour in while capturing beautiful views of the surrounding landscape from nearly every room. The result is a home that feels open, airy, and deeply connected to its environment. Every corner of this property has been designed to embrace the outdoors and enhance the sense of privacy and escape. One of the most compelling aspects of this offering is the freedom it provides. With no deed restrictions, NO CDD fees, and NO HOA, you have the flexibility to truly make this property your own. Bring your RV, boat, trailers, and toys—there’s ample space and no limitations holding you back. Properties like this are exceptionally rare in Sarasota—a peaceful, private oasis with acreage, natural beauty, and unlimited potential, all within reach of the area’s renowned amenities, beaches, and lifestyle. Located 7 short minutes away from I-75 and just 25 minutes from the sugar soft sands of Siesta Key. This is not just a place to live—it’s a place to create, to unwind, and to experience Florida in its most authentic and inspiring form. As Mark Twain once said, “Buy land, they're not making it anymore.”
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Kathryn Plosica (908-489-2010)
3013 JENNINGS DR, SARASOTA, FL 34239
$479,000294 Days on yellowkey MLS ID: A4660149
REDUCED by $10,000 (2.0%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1364 Built: 1960 Tax: $4,676 (2024)Community: South GateSingle Family
Taxes:$4,676
Remarks: One or more photo(s) has been virtually staged. Priced $33,000 BELOW the appraisal value, this move-in-ready home delivers instant equity and standout value in today’s market—plus a long list of brand-new upgrades you won’t have to budget for. Don’t miss this one! Located in the highly sought-after South Gate neighborhood, this property also offers up to $8,000 in closing cost credits, making it an even stronger buy. Step inside to an inviting open-concept layout where NEW (2026) LVP flooring and updated cabinetry create a bright, modern feel throughout. The kitchen is designed to impress with stainless steel appliances, sleek granite countertops, a contrasting travertine stone backsplash, and rich cabinetry—perfect for everyday living or entertaining. The fully fenced backyard provides privacy and plenty of room to relax, entertain, or store your boat or RV—no HOA or CDD restrictions here. Major upgrades include: • LVP Flooring (2026) • Updated Cabinetry (2026) • Primary Bathroom Renovation (2026) • Metal Roof (2023) • AC (2022) • Custom Closet Organizers (2022) • Conversion to underground utilities + public water & sewer South Gate offers unbeatable location perks—just 4 miles to downtown Sarasota, 5 miles to Siesta Key Beach (ranked #1 in the U.S.), 3 miles to Sarasota Memorial Hospital, and a quick 2-mile ride to the Legacy Trail, with excellent schools nearby. This is the total package: priced under appraisal, loaded with upgrades, and centrally located. Walk into instant equity and schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Tanner Carlson (941-928-9771)
3521 49TH ST, SARASOTA, FL 34235
$325,00070 Days on yellowkey MLS ID: A4687177
2 Days Off yellowkey (back on 5/25/2026)
REDUCED by $15,000 (4.4%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 945 Built: 1983 Tax: $1,501 (2025)Community: Not ApplicableSingle Family
Taxes:$1,501
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Welcome to this charming Florida retreat, where comfort, efficiency, and effortless outdoor living come together beautifully. This well-maintained home features a bright, open-concept layout filled with natural light, creating a warm and inviting atmosphere from the moment you step inside. The spacious living area seamlessly connects to the kitchen, offering ample cabinetry and generous counter space perfect for both everyday living and entertaining. The home includes two comfortable bedrooms, highlighted by a private primary suite with an en-suite bath for added convenience and relaxation. Step outside to your own private oasis, complete with a screened-in lanai and sparkling pool ideal for unwinding or hosting guests year-round. The fenced backyard provides plenty of space for pets, play, or gardening, along with a convenient storage shed. Recent upgrades add even more value and peace of mind, including a new roof (2023) and impact-resistant storm windows (2018). Additional features include solar panels for enhanced energy efficiency, a one-car garage, and a quiet residential setting surrounded by mature trees while still being just minutes from shopping, dining, and Florida’s stunning Gulf Coast beaches.
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Abigail Lange (941-218-8543)
7212 N SERENOA DR, SARASOTA, FL 34241
$789,00050 Days on yellowkey MLS ID: O6398816
REDUCED by $26,000 (3.2%) on 05/25/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2692 Built: 1993Monthly Fee: $83 Tax: $5,320 (2024)Community: SerenoaSingle Family
Taxes:$5,320
Remarks: Rarely does a property combine a premier '18th-hole' vantage point with a completely reimagined, turnkey interior. This Serenoa crown jewel provides breathtaking, unobstructed panoramic views of the fairway and greens from your private, heated pool oasis. Inside, the home feels light and bright boasting a 2022 transformation featuring sophisticated high-end tile, plush designer carpeting, and a crisp, modern color palette throughout. From the morning light hitting the greens to the high-efficiency pool heater (2022) ensuring year-round relaxation, every detail of this residence has been curated for the discerning buyer seeking the ultimate Sarasota golf-course lifestyle. You will enjoy the wildlife from the pool deck and the interior will fill your everyday with abundant natural light. If you are seeking serenity and tranquility, this home is for you, will sell furnished if preferred. Buyer's agents welcome.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
361 SCOTT AVE, SARASOTA, FL 34243
$599,00022 Days on yellowkey MLS ID: A4692752
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 1961Monthly Fee: $3 Tax: $6,662 (2025)Community: Whitfield Estates Unit 1Spa: NoSingle Family
Taxes:$6,662
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Welcome to 361 Scott Avenue, a beautifully refreshed pool home in the heart of Whitfield Estates, west of the Tamiami Trail. Set on a rare double lot just minutes from Sarasota Bay, the property offers the kind of laid-back Florida living that's getting harder to find at this price. You'll step into a bright, open great room that flows right into the kitchen, where Corian counters, a center island, built-in oven, and separate cooktop make hosting easy. Original terrazzo and ceramic tile run through much of the home, paired with crown molding, textured ceilings, and fresh interior paint that warms up the mid-century bones. The primary suite has been reworked as a true retreat, with a custom-fitted walk-in closet and a fully updated granite bath. Two more bedrooms, a separate laundry, and a tucked-away dining room round out a layout that lives easy on one level. Hurricane impact windows fill the home with light while keeping things quiet inside. Out back is where this house really shines. A covered lanai opens to an 18x36 private pool, all wrapped by a fully fenced and irrigated yard with plenty of room to entertain or expand. The double lot offers privacy and flexibility you almost never see this close to the Bay. Concrete block build, recent improvements include roof (2017), HVAC (2017), and variable-speed pool pump (2017). Flood Zone X means flood insurance isn't currently required. The OPTIONAL Whitfield Estates HOA runs just $35 a year, and residents can apply for culinary membership at the historic Sara Bay Country Club. You're a quick drive to The Ringling, Asolo Repertory Theatre, New College, Ringling College of Art and Design, IMG Academy, SRQ International Airport, UTC, and downtown Sarasota. St. Armands Circle, Lido Key, and the Gulf beaches are all close at hand. A rare chance to own a true classic in one of Sarasota's most established west-of-Trail neighborhoods
Listing Agent: Jessica Dunnam (941-713-1339)
6558 41ST CT E, SARASOTA, FL 34243
$529,00096 Days on yellowkey MLS ID: A4684051
REDUCED by $20,000 (3.6%) on 05/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 2005Monthly Fee: $577 Tax: $6,073 (2025)Community: Cascades At Sarasota Ph IiiaSpa: YesSingle Family
Taxes:$6,073
Remarks: Under contract-accepting backup offers. Welcome to Cascades at Sarasota, a premier gated 55+ community offering true maintenance-free, resort-style living in the heart of Sarasota. The HOA delivers exceptional value, covering private roads, a stunning 25,000-square-foot clubhouse, internet, cable, lawn and landscape maintenance, irrigation, pest control, alarm monitoring, and more—allowing you to enjoy a carefree, vacation-inspired lifestyle every single day. This beautifully maintained waterfront pool home offers the serenity and views you’ve been searching for. From the moment you arrive, the curb appeal impresses with manicured landscaping, a NEW tile roof (2025), paver driveway and walkway, open paver porch, and elegant stained-glass entry door. Inside, soaring ceilings and architectural details create a light, bright, and welcoming atmosphere. The foyer is filled with natural light from the decorative stained-glass door and transom, complemented by tile flooring that flows throughout the main living areas. The kitchen opens seamlessly to the living and dining spaces and features granite countertops and backsplash, stainless steel appliances, and generous prep space—perfect for entertaining family and friends. The expansive screened lanai extends your living space outdoors, showcasing a private pool and spa with tranquil water views. Whether enjoying a morning swim or unwinding in the hot tub at sunset, this home offers the ultimate Florida lifestyle. The primary suite is a private sanctuary with walk-in closets and a spa-like ensuite bath featuring dual vanities, a frameless walk-in shower with tile detail, and a soaking tub. Guest suites are thoughtfully positioned to provide privacy and comfort for visitors. You’ll also appreciate no carpet throughout—tile in the main living areas and laminate flooring in the bedrooms for a clean, modern look. Take a dip in your private pool or relax in the hot tub after a long day while taking in the great water views or just sit out on your expansive covered and screened lanai for all of your outdoor activities. Recent Updates Include: Tile Roof (2025) Pool Pump Motor (2025) HVAC (2024) Garage Door Opener (2024) Garage Door Springs, Rollers & Bearings (2024) Microwave & Dishwasher (2024) Laminate Flooring in Primary & Bedroom 2 (2023) Life in Cascades is vibrant and engaging, with a dedicated lifestyle director and a full calendar of social events and activities. Amenities include a grand clubhouse, indoor and outdoor resort-style pools with spa, state-of-the-art fitness center, yoga and aerobics studio, six Har-Tru tennis courts, pickleball courts, bocce ball, arts and crafts rooms, billiards, and a library. Ideally located near The Mall at University Town Center, dining, shopping, and entertainment, and just a short drive to Downtown Sarasota, St. Armands Circle, Lido Key Beach, and the area’s renowned Gulf beaches, this home offers the perfect blend of luxury, location, and lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Matt Cannon Llc (941-228-2030)
4014 RADNOR PL, SARASOTA, FL 34233
$490,00026 Days on yellowkey MLS ID: A4692497
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1957 Tax: $3,568 (2025)Community: Spring Lake Sub Add 1Single Family
Taxes:$3,568
Remarks: Under contract-accepting backup offers. Back on market and ready for its next owner to secure this beautifully updated Sarasota home, 4014 Radnor Place combines clean design, thoughtful upgrades, and easy indoor-outdoor living — all with no HOA restrictions. Right away, you’ll notice the attention to detail. The home features a brand-new roof (2026), hurricane-impact windows and doors throughout, and a fully renovated interior that feels cohesive without being overdone. Tile plank flooring runs throughout, paired with 1x baseboards and casing for a clean, finished look. The kitchen has been updated with quartz countertops and flows seamlessly into the main living areas, while the bathrooms have also been tastefully renovated with quality finishes. One of the guest rooms also features a built-in Murphy bed, offering flexibility for guests, a home office, or additional living space. Out back is where this home truly shines. The backyard has been thoughtfully designed as a private retreat with a saltwater pool, pool heater, and a gorgeous Shellcrete pool deck — perfect for relaxing or entertaining year-round. The picture-frame pool cage provides unobstructed views of the outdoor space, while portions of the backyard fencing reach up to 8 feet for additional privacy before transitioning to 6 feet around the remainder of the yard. Mature Areca palms have also been added to enhance the tropical feel and create even more seclusion. A full outdoor bathroom is a standout feature, making pool days even more convenient while helping keep traffic out of the main house. There’s also ample extra storage, including a large shipping container that offers excellent space for tools, equipment, hobbies, or seasonal items. The exterior has been designed with both functionality and low maintenance in mind. The oversized concrete driveway offers plenty of room for boats, RVs, trailers, or additional parking — something increasingly hard to find in Sarasota. The front yard features fresh St. Augustine grass along with updated landscaping, while the backyard is finished with astroturf for a clean, green look year-round without the upkeep. It’s one of those homes that simply feels easy the moment you walk in — everything has already been done and is ready to enjoy. Centrally located with quick access to shopping, dining, and the Legacy Trail for evening walks, bike rides, or exercise, this is a true move-in ready Sarasota property with quality upgrades throughout.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Mike Aveni (941-961-8730)
1229 PALM VIEW RD, SARASOTA, FL 34240
$740,000284 Days on yellowkey MLS ID: A4661728
1 Days Off yellowkey (back on 5/25/2026)
REDUCED by $10,000 (1.3%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2741 Built: 1999Monthly Fee: $44 Tax: $4,747 (2024)Community: Oak Ford Golf ClubSingle Family
Taxes:$4,747
Elementary School: Tatum Ridge Elementary
High School: Pine View School
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. “Country Charm with Everyday Convenience” Nestled on over an acre of beautifully manicured and mature landscaping, this custom-built Augusta model, featuring 3 bedrooms, 2 baths, and a den, offers a rare combination of elegance & comfort. The beautiful double glass front entry with matching transom windows sets the tone, opening to soaring 12-foot ceilings, refined crown moulding, beautiful wood floors and an abundance of natural light. The Family room is anchored by a lovely wood-burning fireplace, while the den features a bay window with custom built-in seating, blending functionality with architectural charm. The gourmet kitchen is the heart of the home, showcasing a granite-topped island, premium finishes, and seamless flow for both intimate gatherings and grand entertaining. The expansive master suite is a private sanctuary, complete with a large walk-in closet En-suite bathroom boasting double sink vanity, frameless glass shower, roman tub, and bidet. Sliding doors allow easy access to pool deck and lots of light. Practical touches such as a well-appointed laundry room with cabinetry and a utility tub access the spacious 3 car garage equipped with workbench and extra storage. Outdoors, the property embraces Florida living at its finest. A tranquil pond, shared with a neighboring property, provides the perfect setting for fishing and quiet reflection. At the same time, the surrounding grounds attract deer, turkeys, and other wildlife, not to mention abundant butterflies in the garden, creating a private nature retreat. Golf cart accessibility enhances the lifestyle, and additional features such as New Roof installed (2021), Well Pump (2025), Hot Water Heater (2022), solar film on south facing windows, a water softener all add both efficiency and convenience. Located just 30 min. from downtown Sarasota, 20 min. to Waterside LWR, Only 11 miles from I-75, shopping & Restaurants. Convenient to both Siesta and Lido’s beautiful beaches and 15 min. from the Majestic Myakka State Park. With timeless design and serene surroundings, this home is a refined retreat where luxury meets tranquility. Schedule you showing today!
Listing Agent: Tina Timmons (941-350-5030)
3695 COUNTRY PLACE BLVD, SARASOTA, FL 34233
$719,00011 Days on yellowkey MLS ID: A4694382
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2350 Built: 1982Monthly Fee: $50 Tax: $7,982 (2025)Community: Country PlaceSpa: NoSingle Family
Taxes:$7,982
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. --Beautifully updated home, situated on an oversized half-acre fenced lot in the desirable Country Place subdivision-- Offering both modern luxury and a prime central location! With four bedrooms, three baths, AND a pool, it’s split plan layout is ideal for entertaining or family living. Originally transformed inside and out in 2015, the home features top-tier finishes—from a magnificent chef’s kitchen with a Wolf range, Thermador fridge and walk in pantry, to impact windows, hvac, electric, and plumbing. Roof was replaced in 2010. Large Primary bedroom with large dual walk-in closets and an oversized custom walk in shower. The jumbo two car garage has plenty of space for 2 cars plus tons of storage for your toys or hobbies. Nestled in a pedestrian-friendly neighborhood, it’s just minutes from Siesta Key Beach, top-rated schools, and convenient shopping.
Listing is courtesy of: PEPPERTREE BAY REALTY INC (941-914-3380)
Listing Agent: Eliza Miller (941-914-3380)
4316 CALLISTA LN, SARASOTA, FL 34243
$495,000179 Days on yellowkey MLS ID: A4674352
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1930 Built: 2005Monthly Fee: $243 Tax: $4,677 (2023)Community: Callista VillageVilla
Taxes:$4,677
Tax Year: 2023
Remarks: Experience modern living in this beautifully remodeled two-bedroom plus den home, perfectly situated in a prime location now available! The versatile den offers the perfect solution for a home office, guest room, or movie room. Nestled on a peaceful dead-end street for ultimate privacy and tranquility. Discover the ease of maintenance-free living allowing you to enjoy a relaxed lifestyle without the hassle of upkeep. Enjoy modern updates throughout, designed for comfort and style with natural light all throughout. Located in a highly desirable area near University Town Center that offers shopping, dining, and entertainment. Whether you're downsizing, retiring, or seeking a hassle-free lifestyle, this home is must-see. Don't miss this exceptional opportunity!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Samantha Jennen (941-321-6095)
137 AVENIDA MESSINA #1, SARASOTA, FL 34242
$600,000201 Days on yellowkey MLS ID: A4671658
REDUCED by $20,000 (3.2%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $6,247 (2024)Community: Villa NavarraCondo
Taxes:$6,247
Remarks: Centrally located and fully furnished! Located within the boutique condominium community of Villa Navarra on Siesta Key, this fully updated, turnkey-furnished ground-floor residence offers an exceptional blend of quality, comfort, and convenience. The property is ideally situated one block from Siesta Key Village and approximately two blocks from Siesta Beach, providing easy access to the island’s most popular destinations. Ideal for full time, snow birds or people looking to lease this condo out to renter's for the two month minimum. The residence features two bedrooms and two full bathrooms arranged in an open, functional layout. The spacious living and dining areas flow seamlessly into a thoughtfully renovated kitchen appointed with solid-surface countertops, modern cabinetry, and stainless-steel appliances. Finishes and flooring throughout the home have been carefully selected to create a clean, contemporary aesthetic that complements its coastal setting. The primary suite includes an en-suite bath and generous closet space, while the guest bedroom is conveniently located near the second full bath. The ground-floor design allows direct access to the assigned parking space for added ease. With extensive updates and attention to detail, this residence is move-in ready and designed for practical, comfortable living. Villa Navarra is a well-maintained, low maintenance community of just sixteen units surrounded by tropical landscaping and a relaxed island atmosphere. Residents enjoy convenient access to the free Siesta Key trolley and can easily walk to Siesta Key Village, offering a wide variety of local dining, shopping, and entertainment options. The renowned quartz sands and turquoise waters of Siesta Beach are only a short stroll away. This property is well-suited for a full-time residence, seasonal getaway, or long-term rental investment. Its location, quality, and turnkey condition make it a rare opportunity to enjoy the Siesta Key lifestyle within a private and beautifully maintained setting.
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
2576 HUNTINGTON AVE, SARASOTA, FL 34232
$359,90019 Days on yellowkey MLS ID: A4693286
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1296 Built: 1980 Tax: $3,693 (2025)Community: Orange Grove ParkSpa: NoSingle Family
Taxes:$3,693
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Welcome to this beautiful Sarasota gem nestled on a quiet, tree-lined street in the desirable Orange Grove Park community. Offering 2 bedrooms, 2 full bathrooms, and 1,296 square feet of thoughtfully designed living space, this charming single-story home blends timeless character with modern comfort and Florida lifestyle appeal. Step inside to discover an inviting open floor plan featuring sleek tile flooring, a soft contemporary color palette, abundant natural light, and stylish upgrades throughout. The spacious living and dining areas flow seamlessly into the well-appointed kitchen, creating the perfect space for entertaining or everyday living. French doors lead to a bright glass-enclosed Florida room, ideal for a home office, reading nook, fitness space, or year-round relaxation. The private primary suite offers a peaceful retreat complete with an updated en suite bath featuring a granite-topped vanity and vessel sink. Outside, enjoy your own tropical oasis with an elevated deck, tiled patio, privacy fencing, and lush mature landscaping that creates a serene backyard setting perfect for morning coffee or evening gatherings. Enjoy peace of mind with move-in ready condition, low-maintenance living, and the added freedom of no HOA restrictions. Perfectly located just minutes from Downtown Sarasota, UTC shopping and dining, SRQ Airport, world renowned Gulf beaches including Siesta Key and Lido Key, parks, golf courses, and everyday conveniences. With easy access to I-75 and nearby arts, dining, and entertainment, this home offers the ideal combination of charm, location, and Florida lifestyle living. Don’t miss this opportunity to own a beautifully maintained Sarasota home in a prime central location!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Breanne Frank (941-299-3092)
7579 SEAHAWK AVE, SARASOTA, FL 34241
$709,99935 Days on yellowkey MLS ID: A4691692
REDUCED by $14,000 (1.9%) on 05/06/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3247 Built: 2025Monthly Fee: $288 Tax: $500 (2025)Community: HawkstoneSingle Family
Taxes:$500
Remarks: New Home Ready Now in Hawkstone, 5-bedrooms, 4-full bathrooms, approximately 3,300 square feet of thoughtfully planned living space. This new construction home features a desirable open-concept floor plan with a spacious great room that seamlessly connects to the café and gourmet kitchen, complete with a large center island, walk-in pantry, and abundant cabinetry. Upon entry, the welcoming foyer is flanked by a versatile flex room/home office and convenient laundry room. The first floor also includes a private guest bedroom with access to a full bath, ideal for visitors. Sliding glass doors lead to a covered lanai, creating effortless indoor-outdoor living and room to enjoy the Florida lifestyle. Upstairs, the expansive primary suite offers a true retreat with dual walk-in closets, dual vanities, and a spacious shower. Additional bedrooms are well-positioned for comfort and privacy, while the large bonus room/loft provides flexible space for a media room, playroom, fitness area, or additional living area. Designed with both function and style in mind, this home offers ample storage, flexible living spaces, and modern finishes throughout. Located in sought-after Hawkstone in Sarasota, this property presents an exceptional opportunity to own a move-in ready new home near shopping, dining, top-rated amenities, and major commuter routes. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE****
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Michael Gray, Llc (941-720-5466)
819 PARADISE WAY, SARASOTA, FL 34242
$2,295,00018 Days on yellowkey MLS ID: A4693282
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2505 Built: 1996Monthly Fee: $17 Tax: $18,581 (2025)Community: Siesta IslesSpa: YesSingle Family
Taxes:$18,581
Remarks: Set on a beautiful street on Siesta Key near the world-renowned white quartz sands of Siesta Beach and the shops and dining of Siesta Key Village, this exceptional waterfront residence captures the essence of relaxed coastal living with deep boating water along the Grand Canal and direct access to Sarasota Bay and the Intracoastal Waterway. Beautifully landscaped on a nearly 14,000-square-foot homesite, the property welcomes with a circular paver drive, tile roof and timeless curb appeal. Thoughtfully above base flood elevation, the residence blends the beauty of waterfront living with the added comfort of elevated construction. Inside, volume ceilings and an open floor plan create a light-filled atmosphere designed for comfortable everyday living and effortless entertaining. Rich Le Château engineered wood flooring flows throughout the living spaces, complemented by refined finishes and thoughtfully selected details. The beautifully designed island kitchen is elegant and functional, featuring fine stone countertops, a gas cooktop, stainless steel appliances, custom cabinetry and a generous workspace for gathering and entertaining. The spacious floor plan offers three bedrooms, two-and-a-half baths, a private office, formal and casual living and dining areas, a split-bedroom layout and an interior laundry room. The primary suite is complemented by a spacious ensuite bath with dual vanities, a soaking tub and a separate walk-in shower, creating a private retreat within the home. Walls of glass open to an expansive 35-by-35-foot screened lanai with a freeform pool and spa overlooking the waterway, creating a seamless transition between indoor and outdoor living. A magnificent up-lit oak tree brings warmth and character to the backyard, enhancing the property’s tranquil setting. For boating enthusiasts, the Grand Canal provides easy access to Sarasota Bay and the Intracoastal Waterway with only one bridge to the bay and a mean tide clearance of approximately 13 to 14 feet. The seawall, dock and pilings for a future boat lift accommodating up to 14,000 pounds were all installed in 2020, creating an exceptional setting for enjoying life on the water. A rare opportunity to experience refined waterfront living in one of Siesta Key’s desirable locations.
Listing Agent: Judie Berger (941-928-3424)
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