Location: Sarasota
Do Not Show Listings
442 N JEFFERSON AVE, SARASOTA, FL 34237
$175,00063 Days on yellowkey MLS ID: A4683814
REDUCED by $24,000 (12.1%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 931 Built: 1985Monthly Fee: $265 Tax: $2,550 (2025)Community: Aspen Woods WestSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,550
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Experience villa living at its best in a prime Sarasota location! This home offers two bedrooms, two bathrooms, and an inviting open floor plan designed for comfortable everyday living. A low HOA covers exterior maintenance, cable, trash, and sewer—adding value and peace of mind. Relax year-round in the bright, open sunroom—perfect for enjoying the outdoors without the hassle of pests. Just steps from your door, the community pool offers a refreshing retreat on sunny afternoons. Located only minutes from downtown dining, shopping, and the iconic Ringling Bridge, spontaneous nights out are always within easy reach. This villa is a true gem in an unbeatable location—don’t miss your opportunity. Schedule your showing today!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Patti O Grady (941-400-0423)
5237 TURTLE CREEK LN, SARASOTA, FL 34232
$799,00071 Days on yellowkey MLS ID: A4683092
0 Days Off yellowkey (back on 3/3/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3932 Built: 1979 Tax: $8,468 (2025)Community: Turtle CreekSpa: NoSingle Family
Taxes:$8,468
Elementary School: Fruitville Elementary
High School: Sarasota High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Rare Multi-Family Estate on 1 Acre in Turtle Creek, Sarasota – No HOA or Deed Restrictions Don’t miss this exceptional multi-family property in Sarasota’s Turtle Creek area—a rare opportunity offering space, flexibility, and income potential all on 1 private acre with no deed restrictions and no HOA. The main residence features 3 bedrooms, 3 bathrooms, and 2,719 sq ft under air with a spacious open floor plan designed for comfortable living and entertaining. The large kitchen flows seamlessly into the main living area and formal dining room, while an additional bonus/flex room offers the versatility to serve as a fourth bedroom, home office, or media room. The roof and fascia were replaced in 2022, providing added peace of mind. Step outside to a fully fenced backyard with a generous 30x18 deck, ideal for outdoor dining, entertaining, or relaxing in total privacy. There is also an above-ground pool, with ample room to add a custom in-ground pool if desired. The separate guest house is a true standout feature—offering 2 bedrooms, 2 bathrooms, and 1,216 sq ft under air with its own private entrance and dedicated electrical panel. The guest home includes a spacious kitchen, living room, and a large 25x22 screened lanai, creating the perfect setup for multigenerational living, extended guests, or rental income. Behind the guest house, you’ll find a 16x12 workshop, ideal for hobbies or storage. Located in the highly desirable Sarasota, Florida market, this property is just minutes to Downtown Sarasota, near Sarasota Memorial Hospital, and surrounded by premier shopping and dining. Enjoy being only 15 minutes from Siesta Key Beach, consistently ranked among the best beaches in the United States. Properties offering a main home plus guest house on acreage in Sarasota are increasingly difficult to find—especially without HOA restrictions. Whether you're seeking multi-generational living, investment potential, or space to spread out in a prime Sarasota location, this Turtle Creek property delivers unmatched versatility and value.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Jane Ebury Sinclair, Pa (941-726-9360)
510 N OSPREY AVE, SARASOTA, FL 34236
$947,00071 Days on yellowkey MLS ID: A4682221
REDUCED by $50,000 (5.0%) on 04/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1354 Built: 1954 Tax: $6,459 (2025)Community: Inwood Park First AddSingle Family
Taxes:$6,459
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Price Improvement! Located in the highly sought-after Gillespie Park neighborhood, this updated 3-bedroom, 2-bath home offers a blend of character, modern upgrades, and exceptional walkability to downtown Sarasota. Just minutes from Main Street, enjoy easy access to dining, shopping, galleries, theaters, and the Sarasota Farmers Market. Inside, polished terrazzo floors highlight the home’s mid-century charm, while the updated kitchen features granite countertops, newer appliances, and opens to a flexible sitting or dining area. The thoughtfully designed layout provides both comfort and functionality. The home includes a newer primary suite addition with a walk-in closet and en-suite bath, along with a bonus area ideal for an office, study, or sitting space, plus a dedicated laundry room. Recent improvements include updated windows, air-conditioning system, hot water heater, and washer/dryer, enhancing efficiency and move-in readiness. The private backyard features mature landscaping and irrigation, with ample space for a pool and potential for an accessory dwelling unit (ADU), subject to city approval. Property is located within the City of Sarasota’s 7-day minimum rental district, offering added flexibility for future use or investment. Conveniently located near Sarasota Bay, The Bay Park, John Ringling Bridge, and Lido Beach, this home provides easy access to waterfront amenities, downtown living, and area beaches. Property may have audio and/or video surveillance. Buyer and buyer’s agent should be aware they may be recorded.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
3315 FRY ST, SARASOTA, FL 34239
$1,00074 Days on yellowkey MLS ID: A4682832
0 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 520 Built: 1950 Tax: $3,809 (2025)Community: PinecraftSingle Family
Taxes:$3,809
Remarks: Auction Property. Fractional Ownership. Live auction 3/312026 12:00 PM - Just down from Pinecraft Park, this quaint ranch home comes available with lots of appeal. The home features 2 bedrooms, full bath, living room, kitchen, and dining area. There is front porch perfect for relaxing and visiting with neighbors as well as an enclosed rear porch with laundry area. Concrete drive and a nice storage building complete the improvements. The home sits on 2 – 40’x40’ Pinecraft lots providing access from Fry or Yoder Ave and the lots are not in the flood plain. Join us for the preview or schedule your own private showing and join us for this exciting auction.
Listing is courtesy of: KAUFMAN REALTY & AUCTIONS (330-231-4211)
Listing Agent: Curtis Yoder (330-204-2447)
10253 CANAVERAL CIR, SARASOTA, FL 34241
$770,00074 Days on yellowkey MLS ID: A4682019
REDUCED by $10,000 (1.3%) on 04/28/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2427 Built: 2023Monthly Fee: $358 Tax: $9,313 (2025)Community: Grand Park Ph 1Spa: NoSingle Family
Taxes:$9,313
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Why wait to build when you can move right into this stunning Sea Mist floor plan in Grand Park! Just three years new and meticulously maintained, this home is completely move-in ready and loaded with thoughtful upgrades. Perfectly positioned on a private homesite with peaceful pond views and no rear neighbors. You’ll enjoy breathtaking wildlife and serene mornings right from your backyard. Inside, the popular open-concept layout offers generous living and entertaining space, featuring: Nearly 2500 sqft, 3 bedrooms and bonus room, 2.5 baths with a Jack-and-Jill design, a gorgeous kitchen and dining room combo, 3-car garage, charming front porch, HURRICANE IMPACT WINDOWS, and designer upgrades throughout (please reach out to your agent for the list of upgrades that truly help make this house a home). The showstopper? An expansive custom outdoor living space and oversized patio complete with a full outdoor kitchen added by the current homeowners —ideal for entertaining or simply relaxing while taking in the tranquil water views. Dreaming of a pool? There’s ample room to design your own backyard oasis with space for a pool, spa, and extended lanai. Enjoy all of this located in one of Sarasota’s most sought-after resort-style communities. Grand Park offers world-class amenities, including an elegant clubhouse, two resort-style pools and a splash park, a pavilion, green space, a state-of-the-art fitness center, playgrounds, dog parks, tennis courts, pickleball courts, basketball courts, scenic walking trails, and more. Low HOA fee with lawn maintenance included. Close to Sarasota's excellent schools, I-75, restaurants, and shopping at UTC and Waterside Place, and only 5 minutes from a public golf course, and only 15 minutes to Siesta Key!! Flip flops and tan lines are calling your name! Enjoy the lifestyle you’ve been waiting for—without the construction timeline. Most furnishings are negotiable. Schedule a private showing today!
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Patricia Urzedowski (941-210-2629)
3856 27TH PKWY, SARASOTA, FL 34235
$329,00076 Days on yellowkey MLS ID: A4682653
REDUCED by $10,000 (2.9%) on 04/28/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1014 Built: 1960 Tax: $1,218 (2025)Community: Kensington ParkSingle Family
Taxes:$1,218
Elementary School: Gocio Elementary
Remarks: Wonderful opportunity to live in Kensington Park. This 2 bedroom 1.5 bath block home is nicely situated on a well established lot with mature Oak trees and Mature fruit trees. The kitchen has been completely redone with quartz counters, luxury vinyl flooring and solid wood cabinets. New Roof in 2020, new hot water heater 2022, updated kitchen and bath 2022, New Hvac 2023. House has been repiped in 2014 and cast iron replaced in 2023. Nice 8'x12' shed in the back.Easy access to the beach and shops.
Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)
Listing Agent: David Barkema (941-284-4858)
9491 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$1,139,00079 Days on yellowkey MLS ID: A4681568
REDUCED by $20,000 (1.7%) on 04/14/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3847 Built: 2024Monthly Fee: $251 Tax: $14,045 (2025)Community: Skye Ranch Nbrhd ThreeSingle Family
Taxes:$14,045
Elementary School: K-8 At Clark And Lorriane
Remarks: PRICE REDUCTION! Discover resort-style luxury in this beautifully upgraded Sand Key model home in Skye Ranch. Move-in ready and thoughtfully enhanced throughout, this residence showcases exceptional design, high-end finishes, and sweeping views of a tranquil wetland lake and preserve—offering outstanding privacy on one of the community’s most desirable homesites. Spanning five bedrooms plus a spacious bonus room, 4.5 bathrooms, and a three-car garage, the home blends functionality with comfort. Notable upgrades include fans throughout, a tiled kitchen island, garage floor and front porch. Spray foam insulation in the ceiling and interior walls, driveway extension, and a transfer switch with gas line for generator readiness—ensuring efficiency, durability, and peace of mind. The backyard lives like a private resort. A fenced in yard along with a lanai picture-view screen enclosure frames the serene setting, creating the perfect backdrop for relaxing or entertaining. Frequent visits from spoonbills and sandhill cranes add a distinctive touch of Florida’s natural beauty. Inside, clean modern styling meets thoughtful craftsmanship. Wood-look tile flows throughout the main living areas, while pocketing sliders seamlessly blend indoor and outdoor living. Architectural details include tray ceilings, crown molding, 8-foot doors, designer lighting, and a solid oak staircase. The first-floor primary suite is a peaceful retreat with lake views. Its spa-inspired bath features a deep soaking tub, frameless glass shower, dual vanities, and abundant natural light. The chef’s kitchen is equally impressive, appointed with quartz countertops, an oversized center island, gas range, apron-front sink, French-door refrigerator, and a walk-in pantry—perfect for both daily living and entertaining. A private office/study, sitting area, and guest half bath complete the main level. Upstairs, you’ll find four additional bedrooms—two with en-suite baths—along with a Jack-and-Jill bath and an expansive bonus room ideal for a media lounge, game room, fitness space, or playroom. Living in Skye Ranch means access to the impressive 25,000+ sq. ft. HUB amenity center, featuring a state-of-the-art fitness facility, group classes, indoor basketball and pickleball courts, climbing wall, teen lounge, demonstration kitchen, and year-round events. Outdoor amenities include resort-style pools, splash pads, and food-truck nights, while neighboring Turner Park offers sports fields, beach volleyball, playgrounds, and dog parks. Families benefit from top-tier education options, including the new Skye Ranch K–8 school within the community. Ideally located, you’re less than 30 minutes from Siesta Key Beach and just minutes from Myakka River State Park, with easy access to golf, tennis, dining, arts, and all that Sarasota offers. This exceptional home delivers the perfect balance of luxury, nature, and convenience. Contact us today to schedule your private tour and experience why this Sand Key residence stands among Skye Ranch’s finest offerings.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Lynn Brown, Llc (920-410-8778)
12809 SHERINGHAM WAY, SARASOTA, FL 34240
$1,199,00085 Days on yellowkey MLS ID: A4681466
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3336 Built: 1992Monthly Fee: $47 Tax: $5,157 (2025)Community: Oak Ford Golf ClubSpa: NoSingle Family
Taxes:$5,157
Elementary School: Tatum Ridge Elementary
Remarks: SARASOTA FL: Private Oak Ford Magical Retreat on 2 Acres with Expansive Lake Views, Pool with Waterfall, Outdoor Kitchen, attached Guest House or 2nd primary bedroom suite, and brand-new major upgrades with NEW ROOF— is a true hidden sanctuary. Tucked at the end of a quiet cul-de-sac, this LEE WETHERINGTON custom-built, fully remodeled private estate offers rare serenity with two full acres of total enjoyment. The backyard feels like a nature preserve, alive with birdlife, a glowing pond with water fountain, and a private fishing dock that creates a peaceful, one-of-a-kind setting. Total peace and quiet tranquility. Inside, soaring ceilings and abundant natural light showcase extensive renovations throughout, including new flooring, designer lighting, glass interior doors, upgraded entry doors, a renovated den, and 2 electric fireplaces in both the living room and primary suite. The home features 4 bedrooms, 3 full baths, generous storage, a 2-car garage, a brand-new roof, newer tankless water heater, for complete peace of mind, and so many more upgrades to mention. The modern kitchen is both beautiful and functional with granite countertops, dual sinks, and abundant cabinetry, complemented by a dining room just off the kitchen. Outdoor living is extraordinary. Enjoy a large, screened lanai, resort-style pool with fountain, pergola-covered outdoor kitchen with grill, pizza oven, and bar seating, plus an extended veranda terrace with fire pit and expansive paved entertaining areas designed for unforgettable gatherings. A separate attached 865± sq ft guest house, could be a 2nd primary bedroom suite, or in-law, or studio. Built in 2021 features a private entrance, impact windows, full bath, and kitchenette-ready sink — ideal for guest house, a home office, gym, or an artist's creative retreat. This move-in-ready estate is a rare opportunity to own a private sanctuary in Oak Ford, where nature, luxury, and flexibility come together in perfect balance. NOTE: 1-acre property is per county records and 1-acre is per owner acquired easement grant.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sharon Klein (941-928-7447)
3783 BENEVA OAKS BLVD, SARASOTA, FL 34238
$1,645,00085 Days on yellowkey MLS ID: A4680907
REDUCED by $100,000 (5.7%) on 04/28/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 5251 Built: 1980Monthly Fee: $108 Tax: $8,854 (2025)Community: Beneva OaksSingle Family
Taxes:$8,854
Elementary School: Gulf Gate Elementary
Remarks: This home truly has it all - space, privacy, layout made for everyday living and entertaining! This is a rare opportunity to own a private, estate-sized home on over an acre in Sarasota—quietly tucked inside the gated community of Beneva Oaks at the end of a cul-de-sac. Set back from the road and surrounded by towering oak trees, the property offers a sense of peace, space, and privacy that makes it easy to feel at home the moment you arrive. Built in 1980 by a professional builder for his own family, the home was intentionally created to fully enjoy the beauty, shade, and tranquility of the property—something that can be felt throughout the home. With more than 5,200 square feet of living space, the interior offers a versatile layout designed to bring people together while still allowing room to spread out. A welcoming foyer with a graceful spiral staircase sets the tone, opening to multiple living areas ideal for hosting holidays, celebrating milestones, or enjoying everyday moments with family. The formal dining room provides a beautiful setting for special gatherings, while the eat-in kitchen serves as the heart of the home, featuring double ovens, a separate Sub-Zero refrigerator and freezer, and views of the lush backyard. The main-level primary suite offers a peaceful retreat, complete with a sitting area and a renovated spa-style bathroom with a freestanding soaking tub and custom walk-in shower. A first-floor office with custom built-ins and surround sound adds flexibility for working from home or creative use. Upstairs, four additional bedrooms, two full baths, and a flexible bonus space provide extra room for guests or hobbies. Three bedrooms open onto a screened balcony, while an additional open balcony invites quiet moments to unwind and take in the surrounding greenery. Outdoor living is an extension of the home itself, with a screened lanai, resurfaced saltwater pool, Trex decking, and paver walkways creating a setting for both entertaining and everyday relaxation. The backyard is bordered by city-owned green space beyond the rear wall, enhancing privacy and reinforcing the feeling of a natural retreat. Thoughtful updates throughout include new flooring, renovated bathrooms, four zoned air-conditioning systems, tankless water heaters, updated irrigation with a private well, a replaced septic system, a newer roof, and maintained fencing. A circular driveway and three-car side-entry garage completes the property Thoughtfully designed, surrounded by nature, and brimming with comfort…your new home awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
1934 DATURA ST, SARASOTA, FL 34239
$1,600,00088 Days on yellowkey MLS ID: A4680304
REDUCED by $25,000 (1.5%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3091 Built: 2002 Tax: $9,130 (2025)Community: Desota ParkSingle Family
Taxes:$9,130
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: A striking residence on one of Sarasota's treasured streets West of Trail, crowned with a NEW BARREL STYLE METAL ROOF, showcasing a raised front porch and grand double-door entry, all enveloped by a lush, resort-style tropical garden. This expansive home just freshly painted and professionally staged, offers four generously sized bedrooms, one boasting it's own large patio in the treetops. With over 3,000 square feet of thoughtfully designed living space, the home blends timeless elegance with comfort, creating an inviting setting for upscale entertaining and everyday living. Be welcomed by a grand two-story vaulted living and dining space, highlighted by an elegant curved staircase and open catwalk above. The spacious chef’s kitchen features a center island and breakfast bar, flowing seamlessly into the family room and through expansive sliding glass doors to a screened patio that evokes the feel of a private tropical paradise. The primary suite is conveniently on the main level, offering soaring ceilings and direct access to the patio. It includes a custom walk-in closet and a spa-inspired bath with dual vanities, a garden tub and a separate shower. Recent updates include NEW CARPETING IN ALL BEDROOMS, NEWER DUAL ZONED AIR CONDINTIONG SYSTEMS for optimal comfort, a NEW HOT WATER TANK and a COMPLETE WHOLE HOUSE RE-PLUMB, offering peace of mind and modern efficiency. ROOM FOR A POOL. Just steps away from Morton's Market, Veronica's, and other neighborhood favorites. Located in the highly regarded Southside Elementary School district, the home offers the very best of the West of Trail lifestyle, walkable to restaurants, boutiques shops, Sarasota Memorial Hospital, with easy access to downtown Sarasota and our world-famous beaches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Christine Mazur (941-374-4015)
4221 ESCONDITO CIR, SARASOTA, FL 34238
$995,00090 Days on yellowkey MLS ID: A4679916
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2994 Built: 1988Monthly Fee: $73 Tax: $6,154 (2025)Community: PrestanciaSpa: YesSingle Family
Taxes:$6,154
Remarks: Tucked within the gated Prestancia golf community, 4221 Escondito Circle offers three bedrooms, two-and-a-half baths, and nearly 3,000 square feet of thoughtfully designed living space that blends architectural character with effortless indoor–outdoor living. Lush, mature landscaping lines the graceful walkway to double front doors, while a private side courtyard with a tranquil water feature creates a peaceful sense of arrival before stepping inside. The foyer opens to expansive living spaces framed by soaring vaulted ceilings, arched transitions, and a striking chandelier, with multiple windows drawing in soft natural light and views of the courtyard. The living room feels both grand and inviting, anchored by a wood-burning fireplace with marble and wood detailing and framed by large arched windows. Beyond, the family room offers a second fireplace, custom built-in shelving with lower cabinetry, and walls of glass that connect seamlessly to the lanai. Sliding doors and transom windows fill the space with light while creating an easy indoor–outdoor flow ideal for everyday living and entertaining. At the heart of the home, the kitchen blends warmth and functionality with rich cherry cabinetry, granite countertops, professional-grade appliances, and generous bar seating for six. Five recessed display niches crown the cabinetry, adding architectural interest, while a built-in desk and pantry storage enhance everyday convenience. A pocket door leads to the formal dining room, where vaulted ceilings, a chandelier, and courtyard-facing windows create an elegant setting for gatherings. Adjacent to the kitchen, the breakfast nook is wrapped in picture windows and dual sliders, offering panoramic views of the pool and pond on three sides. The primary suite is thoughtfully positioned for privacy, featuring vaulted ceilings, serene pond views through plantation-shuttered windows, and direct lanai access. A charming bump-out provides space for a desk or sitting area, while the spa-inspired bath offers a glass-enclosed shower with multi-function panel, a corner Jacuzzi tub with marble surround beneath a chandelier, custom cabinetry, and a generous walk-in closet with built-ins. Two additional vaulted bedrooms share a Jack-and-Jill bath with a tub-shower combination and decorative tilework, and one bedroom opens directly to the lanai. A convenient powder room, well-appointed laundry with cabinetry and utility sink, and an oversized two-car garage with epoxy floors and built-in storage complete the interior. Outside, the screened lanai becomes a natural extension of the living space, featuring stamped concrete decking, brick coping, multiple seating areas, ceiling fans, and a hot tub alongside the private pool. Tranquil pond views provide a picturesque backdrop, creating a setting equally suited for quiet mornings or relaxed evenings with friends. Located in Palmer Ranch within Prestancia, residents enjoy a gated lifestyle near TPC Prestancia’s two championship golf courses, with optional memberships available. Just 5.5 miles from Siesta Key Beach and minutes from Sarasota’s dining, shopping, the Legacy Trail and cultural attractions.
Listing Agent: Joel Schemmel (941-587-4894)
1540 HILLVIEW DR, SARASOTA, FL 34239
$7,900,00094 Days on yellowkey MLS ID: A4679306
1 Days Off yellowkey (back on 4/28/2026)
Bed: 4 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7074 Built: 2000Monthly Fee: $21 Tax: $93,548 (2024)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$93,548
Tax Year: 2024
Remarks: Under contract-accepting backup offers. This exceptional 4-bedroom, completely renovated in 2020, highlights this waterfront estate in prestigious Harbour Acres offering 100 feet of prime Sarasota Bay frontage with private dock and lift. This masterpiece features 7074 Sq ft of living space with sweeping Bay views, a light filled open floor plan, and exceptional indoor-outdoor flow. A grand entry with dramatic staircase, opens to expansive living and dining areas, framed by floor to ceiling windows overlooking the water. The Italian modern gourmet kitchen offers premium Miele appliances, generous island seating, and a striking double sided gas fireplace shared with the living room - ideal for entertaining. This home provides rare flexibility with primary suites on both the main and upper-level levels, each with en suite baths and walk-in closet, along with additional guest suites, private office, sophisticated wine room, elevator, and dedicated fitness room. Outdoor living is a highlight, featuring a saltwater pool and spa, multiple terraces, outdoor kitchen, and professionally landscaped grounds leading to a concrete seawall and boat dock with a 30,000 pound boat lift, electric, water and fish cleaning station. Southwest exposure delivers stunning sunsets and quick access to Sarasota Bay. Spacious four-car garage complete with an electric charging station - this estate seamlessly blends opulence with modern convenience. Perfectly situated near Sarasota‘s renowned beaches, fine dining, vibrant arts scene, and top-tier medical facilities, this residence offers an unparalleled living experience in one of the most coveted waterfront communities.
Listing Agent: Fernanda Girard (941-504-4327)
8142 MISTY OAKS BLVD, SARASOTA, FL 34243
$749,00098 Days on yellowkey MLS ID: A4679693
REDUCED by $20,000 (2.6%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2659 Built: 1988Monthly Fee: $17 Tax: $5,090 (2025)Community: Misty OaksSpa: YesSingle Family
Taxes:$5,090
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Tucked within the private enclave of Misty Oaks in Palm Air, this Don Traurig home with unique double entrance doors is a beautiful architectural creation. Set on a third of an acre with sweeping views of the 5th fairway on the redesigned lakes course of Palm Aire Country Club, this 2,656-square-foot, three-bedroom, two-bath with office/den home blends modern sophistication with serene, Florida resort-style living. This stunning home embodies Florida elegance, defined by earthy hues, layered textures and refined finishes. The thoughtful design is evident from the moment you arrive, beginning with the unique double entrance doors, 16-inch porcelain tile flooring throughout, and the 15-foot vaulted ceilings. The light-filled great room is anchored by a stunning contemporary fireplace and features sliding glass doors topped with transom windows, seamlessly connecting the indoors to the outdoors. Extra-large windows with upper transom windows in the dining area add to the room’s sleek, sophisticated design. Across the room, the stylish custom wet bar with mounted shelving and wine glass rack are ideal for effortless entertaining. The kitchen is a showstopper with granite countertops, solid maple cabinets and stainless steel backsplashes, stainless steel appliances, a large pantry, custom kitchen island with down draft cooktop, hidden storage, wine rack, back-lit glass block design and plenty of windows looking over the pool and fairway. The kitchen dining area features sliding doors for full integration with the lanai and pool area. The primary suite is a luxurious private retreat, complete with walk-in closet, 12-foot lighted wall closet with storage above, and a separate office with contemporary desk and cabinetry. The custom built and a spa-inspired bath with travertine marble tile, granite countertops, solid maple cabinets, a frameless shower door and a sunken whirlpool tub is a relaxing oasis. Each of the two guest bedrooms includes large walk-in closets, offering privacy and comfort for family or guests. The beautifully designed second bath includes stunning custom marble countertop, vessel sink, with designer mirror. Go outside to your private resort, an expansive screened lanai featuring covered and open-air seating and dining areas, a freeform heated pool with waterfalls and fountain. A separate inground heated spa that seats six, all set against the tranquil backdrop of the 5th fairway. Additional highlights include a spacious laundry room with custom cabinetry, an oversized two-car garage with golf cart bay, new roof and skylights 2022, clear Lexan Hurricane panels for all windows, Hunter Douglas Luminettes window treatments, stereo ceiling speakers in great room, primary bedroom and lanai, extensive attic storage, built-in storage in garage, and an air-conditioned workroom. In Palm Aire Community, Misty Oaks is a residential subdivision of single-family homes in the southeast corner of Palm Aire, with two lakes and the 5th, 6th and 7th fairways of the Palm Aire Country Club's Lake Course forming most of the perimeter. Palm Aire Country Club is a full-service country club that is collectively owned by its members and offers a wide variety of membership opportunities. As a member, you have an equity stake in the club and can enjoy year-round golf, tennis, pickleball, padel, water aerobics, and various social activities. Membership is not required. Come and enjoy paradise.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
721 FORESTVIEW DR, SARASOTA, FL 34232
$689,90099 Days on yellowkey MLS ID: TB8467137
REDUCED by $10,000 (1.4%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 1988Monthly Fee: $68 Tax: $4,509 (2025)Community: Woodland ParkSpa: NoSingle Family
Taxes:$4,509
Remarks: Welcome home to this meticulously updated and maintained 3-bedroom, 2-bath home in the charming, tree-canopied neighborhood of Woodland Park. Enjoy the comfort and sophistication of open space living, vaulted ceilings, custom library, a dazzling living room with wood-burning fireplace, and custom features throughout. Open all the sliders and bring the outside in or relax in a large, screened lanai with pool/spa and lots of lush privacy. Upgrades include porcelain tiled floors, new roof in 2020, irrigation system, quartz countertops, updated appliances, fixtures, renovated bathrooms, and pool heater. Located near shopping, restaurants & easy access to I-75.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
1168 WESTWAY DR, SARASOTA, FL 34236
$3,250,00099 Days on yellowkey MLS ID: A4677843
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2858 Built: 2002Monthly Fee: $42 Tax: $28,934 (2025)Community: Lido ShoresSpa: NoSingle Family
Taxes:$28,934
Remarks: In the sought-after Lido Shores community with deeded beach access, this striking contemporary residence is a rare architectural offering designed by renowned Swiss architect Hans Ritschard. Thoughtfully updated while honoring its modernist roots, the home seamlessly blends timeless design with today’s lifestyle. At the heart of the home is a dramatic atrium, an architectural centerpiece designed for year-round enjoyment. Sixteen-foot floor-to-ceiling windows on three sides frame tranquil views of the 54ftx 18ft covered patio, the lap pool and lush palm-filled grounds, while clerestory windows introduce warm, indirect sunset light from the fourth side. A state-of-the-art climate control system ensures comfort in every season, making this space ideal for gathering, relaxing and entertaining, rain or shine. The newly renovated gourmet kitchen anchors the living spaces, featuring sleek finishes and an open-concept layout that overlooks the atrium, ideal for everyday living and hosting guests while preparing a favorite meal. The residence offers three bedrooms and three baths, along with a versatile ground-level flex space that can easily serve as an additional bedroom, home office or private gym. The lower level includes a walk-out family room with sliding glass doors that open directly to the outdoor living areas, enhancing the home’s seamless indoor-outdoor connection. A two-car garage provides ample storage, including a dedicated closet for beach gear, bikes and recreational equipment.
Listing Agent: Kimberly Ide (401-487-6928)
2414 VACCARO DR, SARASOTA, FL 34231
$983,000113 Days on yellowkey MLS ID: A4677299
REDUCED by $57,000 (5.5%) on 04/04/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2014Monthly Fee: $570 Tax: $6,350 (2025)Community: Esplanade By Siesta KeySingle Family
Taxes:$6,350
Elementary School: Phillippi Shores Elementary
Remarks: NEW PRICE Best Value in the Neighborhood. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
7653 MOONBEAM AVE, SARASOTA, FL 34241
$793,019115 Days on yellowkey MLS ID: A4677159
INCREASED by $49,555 (6.7%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1843 Built: 2025Monthly Fee: $390Community: Esplanade At Skye RanchSpa: NoSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | West Facing Patio. New Construction – June Completion! Built by America's Most Trusted Homebuilder. Welcome to the Sereno at 7653 Moonbeam Avenue in Esplanade at Skye Ranch! Sun-soaked spaces and effortless living. Step through the inviting porch and airy foyer into an open-concept design where the great room flows into the kitchen, dining area, and a lanai—perfect for savoring Florida’s natural beauty. Tucked away, the private primary suite offers a spa-inspired bath and a generous walk-in closet, creating a serene retreat. Toward the front of the home, you’ll find two welcoming bedrooms, a full bath, a convenient powder room, and a laundry space to keep life organized. Additional Highlights Include: Gourmet kitchen, waterfall edge island, powder bath in place of storage, 8' interior doors, covered extended lanai, pool, and outdoor kitchen rough-in. MLS#A4677159 Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
4305 HIGHLAND OAKS CIR, SARASOTA, FL 34235
$799,000114 Days on yellowkey MLS ID: A4676006
REDUCED by $20,000 (2.4%) on 04/23/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2612 Built: 1990Monthly Fee: $196 Tax: $6,993 (2025)Community: The HighlandsSingle Family
Taxes:$6,993
Remarks: Walk through the front gate and courtyard to discover refined Florida living in a beautifully updated 3 bedroom, 3 bath pool home located in the heart of The Meadows, a golf course community in Sarasota. This move in ready residence blends comfort, functionality, and lifestyle driven design, making it ideal for full time living or a seasonal retreat. Inside, the home offers a thoughtful layout with generous living spaces, an open concept dining room/living room combination with a peaceful and private view of the saltwater pool. Need to work from home? A spacious private office featuring sliders that open directly to the pool, perfect for today’s work from home lifestyle. An additional pool and game room with wine fridge and bar area creates an inviting space for entertaining guests, hosting game nights, or relaxing after a day at the beach. Recent updates elevate the home throughout, including a resurfaced saltwater pool with new lighting, a new dishwasher, new ceiling fans, updated bathroom vanities, and upgraded landscaping that enhances curb appeal and outdoor enjoyment. There is even a clean well irrigation system for ease of maintenance. The backyard is designed for easy Florida living, complete with a dedicated dog run and plenty of space to lounge, entertain, or soak up the sun. Located within The Meadows, residents enjoy a serene, established community known for mature landscaping, walking and biking trails, golf, and a central Sarasota location close to University Town Center, Nathan Benderson Park, shopping, dining, downtown Sarasota, and Gulf Coast beaches.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
5343 NATHANIEL PL, SARASOTA, FL 34233
$825,000136 Days on yellowkey MLS ID: A4674920
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2486 Built: 2006Monthly Fee: $208 Tax: $5,068 (2025)Community: Nathaniel PlaceSpa: YesSingle Family
Taxes:$5,068
Remarks: Discover exceptional Sarasota living in this exclusive gated enclave of just 11 homes, where privacy, elegance, and convenience come together seamlessly. Ideally situated near Clark and Proctor roads, NOT IN A FLOOD ZONE, and just 3 miles to World Famous Siesta Key, this impeccably designed residence by Vision Homes offers 3 bedrooms plus a dedicated office, 3 full baths, and a thoughtful floor plan perfect for both everyday comfort and sophisticated entertaining. Inside, generous living spaces include a formal dining room with tray ceiling, a spacious living room with impressive custom crown molding, and an inviting family room—all highlighted by refined architectural details such as double and single step crown molding, tray ceilings, and pristine tile flooring with newer plush carpeting in the bedrooms. A private front-of-home office features an elegant double door entry. At the heart of the home, the remodeled chef’s kitchen shines with NEWER high-end stainless steel appliances, sleek granite countertops, custom wood cabinets, marble backsplash, and a large island with Fine Alabaster pendant lights overlooking the family room. A sunlit breakfast nook with an aquarium window frames peaceful views of the outdoor oasis. The primary suite is a true retreat, complete with dual walk-in closets, a tray ceiling, and a spa-inspired en-suite bath featuring dual sinks, a soaking tub, and a luxurious walk-in shower. Additional bedrooms and bathrooms are equally well-appointed, offering comfort and privacy for family and guests. Step outside to an expansive travertine lanai, where a sparkling pool/spa create the perfect setting for year-round relaxation and outdoor living and features 2 covered seating areas accented by warm wood ceilings. The rear extended lanai is perfect for outdoor dining and features outdoor cabinets with a natural stone countertop. An oversized side-load two-car garage with attic access provides added convenience and ample storage. Peace of mind knowing the A/C was replaced 11/2021, the main rooms were recently painted, and there's a well for irrigation! This neighborhood was high and dry for all storms - and does not require Flood Insurance. Nathaniel Place is directly across from beautiful Red Bug Slough, and close to top-rated schools, shopping, dining, and Sarasota’s famed Gulf beaches. Homes in this intimate, upscale community rarely become available—don’t miss your opportunity. Call today for more details and to schedule your private showing before this exceptional property is gone.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
2177 SUNNYSIDE PL, SARASOTA, FL 34239
$2,799,000144 Days on yellowkey MLS ID: A4674289
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4624 Built: 2023 Tax: $25,349 (2024)Community: Hibiscus Park 2Spa: YesSingle Family
Taxes:$25,349
Remarks: Everything you thought you needed—and knew you wanted—now offered with an unmatched level of value and flexibility. Recently repositioned with an attractive price improvement and now offered turnkey furnished, this exceptional newer construction residence presents a rare opportunity to step into luxury living—or a high-performing rental investment—without delay. Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential. The thoughtfully curated furnishings create an immediate, seamless transition for ownership or rental readiness, blending style, comfort, and functionality throughout. Designed to elevate both lifestyle and longevity, the home features a custom ProTee golf simulator, a two-person Equinox infrared sauna, and a Renu Therapy cold plunge, offering a private wellness retreat rarely found in residential properties. Spanning over 5,400 square feet of total living space, the home showcases a clean, contemporary design with expansive glass, natural textures, and effortless indoor-outdoor flow. The resort-style outdoor setting, complete with pool, spa, and dual covered entertaining areas, pairs perfectly with the home’s open interior spaces, state-of-the-art kitchen, and dedicated home theater—creating an environment equally suited for relaxation or hosting. Positioned between Southgate, Arlington Park, and Cherokee Park, and just moments from Southside Village, this residence delivers not only luxury and location, but now an exceptional opportunity to secure a fully realized lifestyle—ready to be enjoyed from day one.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
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