Location: Sarasota
Do Not Show Listings
5240 HYLAND HILLS AVE #1421, SARASOTA, FL 34241
$249,000240 Days on yellowkey MLS ID: A4668576
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $4,146 (2024)Community: Heritage Oaks Golf & Country ClubCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,146
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: One or more photo(s) was virtually staged. Experience breathtaking panoramic views of the golf course, water, and surrounding preserve from this top-floor corner Abbey floorplan coach home in the prestigious Heritage Oaks Golf & Country Club! This spacious 2-bedroom, 2-bathroom home with a den and private garage offers 1,684 square feet of bright, open living space—now refreshed with brand-new luxury vinyl plank flooring (no carpet!) and freshly painted interiors. The updated kitchen features granite countertops, designer wood cabinetry, and a breakfast bar. The open-concept layout flows effortlessly into the dining and living areas, where natural light fills the space and vaulted ceilings enhance the airy feel. As a top-floor corner unit, you’ll enjoy unmatched privacy and panoramic views—lush preserve scenery on one side and sweeping golf course and water views on the other. Relax on your screened-in lanai, the ideal spot to take in colorful sunsets over the fairway. The split floor plan ensures comfort and privacy, with a spacious primary suite overlooking the course and a separate guest wing with its own bathroom. Offered at an unbeatable price for its size and location, this is the lowest-priced Abbey floor plan currently available—providing exceptional value and room to personalize to your taste. Heritage Oaks Golf & Country Club has recently unveiled a beautifully renovated clubhouse, elevating an already vibrant community experience. Enjoy 18 holes of championship golf, Har-Tru tennis courts, five heated pools, a fitness center, on-site dining, and an active social calendar—all within a secure, gated community. Just minutes from downtown Sarasota and world-class beaches, this home perfectly blends comfort, value, and resort-style living. Don’t miss your opportunity to own a piece of paradise in one of Sarasota’s most desirable country club communities!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Conner Ashley (941-374-1024)
404 S POLK DR, SARASOTA, FL 34236
$1,700,00052 Days on yellowkey MLS ID: A4689616
0 Days Off yellowkey (back on 5/14/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2260 Built: 1960 Tax: $16,784 (2025)Community: Lido Beach Div B ResubSingle Family
Taxes:$16,784
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome home to 404 S Polk — A Phenomenal Coastal Retreat on Lido Key-- Timeless beach charm meets modern ease in a bright, airy home that’s been loved, enjoyed, and meticulously maintained by the same family for 65 years. Impeccably renovated and extended with both families and beachgoers in mind, this 4BR/3BA residence sits on a SPRAWLING CORNER LOT with a grassy front yard and a fenced-in backyard patio and dining area perfect for grilling your fresh catch. Effortless indoor/outdoor living flows from two primary suites (one on the main floor and one upstairs) to a bright and open VAULTED CEILING entryway, welcoming family room, casual dining area, and a separate formal dining room. IMPACT WINDOWS & SLIDERS provide relief for out-of-state owners. Sleek, updated kitchen featuring granite countertops and stainless steel appliances, alongside updated baths and a 5-year old ROOF for peace of mind. An ideal setting for every lifestyle — family living, long-weekend getaways, vacation memories, or a weekly RENTAL property. Prime location just STEPS from the powdery quartz-sand beaches and turquoise waters of Lido Key. The 2nd-floor balcony is your front-row seat for cool Gulf breezes, beach views, and spectacular bright orange sunsets. Parking is a premium on the beach, but this home has plenty of space with a tandem 2-car garage, and space for 3 cars in the circular driveway! A 4-minute walk to Lido Beach Pavilion: public pool, on-beach dining (including lobster roll favorites), covered seating areas, and convenient beach equipment rentals. St. Armand's Circle is about half a mile away, offering restaurants, boutique shopping, live music, and entertainment. Easy access to Sarasota’s Bayfront, theaters, opera, and museums via a short drive over the John Ringling bridge.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
2522 CLUBHOUSE DR #204, SARASOTA, FL 34232
$199,00067 Days on yellowkey MLS ID: A4686377
REDUCED by $20,500 (9.3%) on 04/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1972 Tax: $2,416 (2025)Community: Forest Lakes Village 1Condo
Taxes:$2,416
Remarks: *Some the the photos have been virtually staged!* Just Reduced Ready to Sell ! Welcome to Easy Florida Living in this beautifully updated and move-in-ready condo, ideally located within a desirable 55+ community surrounded by lush greenery and open grounds. Affordably priced and designed for comfort, this is the perfect place to enjoy a relaxed, maintenance-free lifestyle. From the moment you arrive, you’ll appreciate the convenience of covered parking and the inviting, courtyard-style setting. Step inside to discover an updated and open floor plan featuring stylish wood-look flooring throughout and a neutral coastal palette that compliments any décor. The brand new updated kitchen offers crisp wood cabinetry, granite countertops, stainless steel appliances, and a breakfast bar that opens seamlessly to the dining and living areas—ideal for both everyday living and entertaining. The spacious dining room flows effortlessly into a flexible living area and additional bonus space, perfect for a home office, reading nook, or sunroom. Large sliding glass doors bring in natural light and provide peaceful views of the surrounding greenery. Both bedrooms are generously sized with ample closet space, while the bathrooms have been tastefully updated with modern finishes, including upgraded vanities and beautifully tiled walk-in showers. Enjoy resort-style amenities just steps from your door, including a sparkling community pool with plenty of space to relax and unwind under the Florida sun. The community’s mature landscaping and open green spaces create a tranquil environment while still being conveniently located near shopping, dining, and major roadways. Whether you’re seeking a full-time residence or seasonal retreat, this condo offers comfort, style, and an affordable opportunity to enjoy the Florida lifestyle.
Listing Agent: Mauri Blefeld (941-993-6681)
610 N EAST AVE, SARASOTA, FL 34237
$679,77779 Days on yellowkey MLS ID: A4687442
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1737 Built: 1951 Tax: $4,598 (2025)Community: Pos Resub Of Lt 8 Blk LSpa: NoApartment
Taxes:$4,598
Elementary School: Tuttle Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Rare opportunity for a Quadplex in Sarasota City limits and 2 blocks from Downtown now available with potential to purchase 620 N East Ave (2bd/1ba single family) next door for a combined .35acres! This quadplex features 2 block buildings, 2 studio units in one building at 610/612 East Ave and 2, 1 bedroom units in the other building at 2115/2117 6th St. Studio units are occupied while the 1 bedroom units are currently vacant and rent ready. See photos for current condition of all units. Walkthrough Video of units available upon request. Realtors please check showing details. Vacant units can be shown at anytime. Short-Term Rental, Property enhancements, and/or development opportunities await the next owner!
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
6467 CARRINGTON CIR #43, SARASOTA, FL 34238
$299,00073 Days on yellowkey MLS ID: A4688055
REDUCED by $1,000 (0.3%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1388 Built: 1985Monthly Fee: $558 Tax: $3,545 (2025)Community: Westwoods At SunriseCondo
Taxes:$3,545
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Welcome to 6467 Carrington Circle, Unit 43, nestled in the serene and highly sought-after 55+ community of Westwoods at Sunrise. This charming 2-bedroom, 2-bath condo offers 1,388 square feet of thoughtfully designed, maintenance-free living in a tranquil cul-de-sac setting. Step inside to discover a bright and airy open-concept floor plan with soaring ceilings and beautiful new tile flooring throughout. The custom kitchen, completely updated with new cabinets, butcher block countertops, and stainless steel appliances, features a cozy breakfast nook perfect for your morning coffee. The spacious primary ensuite boasts dual sinks, a walk-in shower, and sliding glass doors leading to an enclosed lanai where you can relax and soak in the serene Florida ambience. Recent updates include a new AC system (October 2024) and a new roof (2019). The meticulously maintained attached garage includes laundry facilities, while updated landscaping with native flora adds to the peaceful appeal. Westwoods offers a host of amenities, including two heated community pools, a clubhouse, shuffleboard, pickleball, tennis courts, and common outdoor spaces perfect for gathering or relaxing. Conveniently located near I-75, Siesta Key Beach, Downtown Sarasota, and top-tier shopping, dining, and medical facilities, this home offers the perfect blend of convenience and tranquility. Pets welcome (with restrictions). Schedule your private showing today and make this delightful condo your new sanctuary!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
9631 CASTLE POINT DR #1113, SARASOTA, FL 34238
$425,00098 Days on yellowkey MLS ID: A4685057
1 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1414 Built: 1995 Tax: $3,730 (2025)Community: Stoneybrook Fairway Verandas 2Condo
Taxes:$3,730
Remarks: Rarely available ground-floor Barrington Veranda offering 1,414 sq. ft. of beautifully curated, magazine-worthy living space in Stoneybrook Golf & Country Club. From the moment you step onto the paver front lanai and enter the welcoming foyer, it’s clear this home is something special. The thoughtfully designed floor plan features tile flooring throughout the main living areas, including the glass-enclosed rear lanai that functions as a bright sunroom, while both bedrooms feature luxury vinyl plank flooring. The updated kitchen is both stylish and functional with quartz countertops, white cabinetry with brushed nickel hardware, stainless steel appliances, and a separate dinette area with sliding glass doors leading to the front lanai. The kitchen flows seamlessly into the dining and living areas, creating an ideal layout for entertaining. A versatile den just off the living room easily doubles as a guest room with a sleeper sofa, providing additional accommodations when needed. The glass-enclosed rear lanai offers a cozy retreat to relax with a glass of wine while enjoying peaceful sunset views overlooking the 4th fairway and green. The primary suite features a bay window with golf course views, two walk-in closets, and an updated ensuite bath. The guest bedroom is located on the opposite side of the condo for privacy and is conveniently situated near a full bathroom. A dedicated laundry room with additional storage adds everyday convenience. Decorated in neutral tones, the residence has been recently furnished with pieces from Copenhagen, complemented by unique artwork—including several original pieces—and distinctive area rugs. Offered turnkey furnished, this home is truly move-in ready. Located in the Fairway Verandas II section of Stoneybrook, residents enjoy full access to the community’s exceptional amenities, including a recently modernized 18-hole championship golf course, tennis courts, fitness center, pro shop, bocce, and a clubhouse with restaurant, bar, and indoor/outdoor dining. Ideally located near the Legacy Trail and just minutes from Nokomis Beach, Siesta Key Beach, shopping, dining, and entertainment. Bonus: The seller has paid the 2024 golf course modernization assessment in full, saving the buyer over $6,000. Don’t just buy a condo—experience the Stoneybrook lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Debbie Daviadoff (770-331-9805)
1415 S SCHOOL AVE, SARASOTA, FL 34239
$619,90059 Days on yellowkey MLS ID: A4687920
REDUCED by $40,000 (6.1%) on 05/12/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1126 Built: 1955 Tax: $6,276 (2025)Community: Loma Linda Park ResubSingle Family
Taxes:$6,276
Elementary School: Alta Vista Elementary
Remarks: Sarasota midtown oasis in desirable Arlington Park Neighborhood. This 3 bedroom, 1 1/2 bath, TURNKEY FURNISHED (OPTIONAL) home situated on a secluded corner lot, immaculately maintained and updated, could be yours as a primary residence or income producing rental property (7 DAY MINIMUM RENTAL). Newer double pane insulated windows with custom shades, tankless hot water heater, updated plumbing, new stainless steel appliances, granite countertops, IKEA kitchen cabinets and closet organizers. Terrazzo floors throughout with tile in both bathrooms. Property is fully FENCED with 2 gates providing access and parking for a small boat, camper or vehicle. Screened lanai overlooks hardwood deck and tropical plant landscaped yard. The city easement (a non build lot) on the east side of the property provides additional privacy. NO FLOOD INSURANCE REQUIRED. Located 2 blocks east of Sarasota Memorial Hospital, 4 miles to Siesta Beach (#1 beach in the USA), 5 miles to Lido Beach and 1 mile to Sarasota’s downtown world class shopping and entertainment. Short walk to Southside Village, Midtown Plaza, Legacy Trail and the Arlington Park & Aquatic Center hosting Live Music Events Alongside Pickleball, Tennis, Basketball Courts, Playgrounds, a Dog Park, Walking Trails, and Two Pools. Magical must see property!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Wendy Lewis (941-993-5708)
6579 MAUNA LOA BLVD, SARASOTA, FL 34241
$415,00093 Days on yellowkey MLS ID: A4685839
0 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1616 Built: 1976 Tax: $2,984 (2025)Community: Lake SarasotaSpa: NoSingle Family
Taxes:$2,984
Elementary School: Lakeview Elementary
Remarks: Welcome to easy Sarasota living! This move-in ready gem checks every box. NEW ROOF (2024), NEWER HVAC (2024), IMPACT WINDOWS AND DOORS (2019) bring peace of mind. Updated kitchen and baths, beautiful tile flooring, pitched ceilings and a 2-car garage, plus a fully fenced backyard completes the picture. Zoned for A-rated schools and tucked into a location that puts the best of Sarasota within reach: University Town Center and Waterside Place in 10-15 minutes, Siesta Key and Downtown in 20, plus the Celery Fields, Paw Park, and Detweiler's Farm Market just around the corner. Major updates are done just move in and enjoy.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Alex Stafford (941-809-7221)
4126 CENTRAL SARASOTA PKWY #2011, SARASOTA, FL 34238
$239,000151 Days on yellowkey MLS ID: A4677577
REDUCED by $10,000 (4.0%) on 05/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1998 Tax: $3,250 (2025)Community: Bella Villino IiiCondo
Taxes:$3,250
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: One or more photo(s) has been virtually staged. 3BR/2BA first-floor end-unit condo in Palmer Ranch, Sarasota. Enclosed Florida room, flood zone X, impact windows, 2026 roof update. This 3-bedroom, 2-bath first-floor end-unit condo in Bella Villino at Palmer Ranch offers approximately 1,400 square feet of single-level living with a split-bedroom layout and enclosed Florida room for flexible everyday use. Located in Sarasota and built in 1998, the property is in flood zone X, an important consideration for insurance and long-term ownership planning. End-unit placement provides additional windows and a wooded view for added natural light and privacy. The open great room connects to the dining area and kitchen, creating a practical layout for daily living and entertaining. The kitchen includes a breakfast bar plus updated appliances including refrigerator (3 years), range (5 years), microwave (1 year), disposal (2 years), washer (1 year), and dryer (5 years). Interior features include crown molding, ceiling fans, walk-in closets in all bedrooms, ceramic tile in wet areas, laminate flooring throughout the main living spaces and bedrooms, window treatments, and an inside laundry room. The primary suite includes a walk-in closet and private bath with shower and single vanity. Bedrooms two and three also include walk-in closets, offering flexibility for guests, home office space, or hobbies. Major updates include HVAC replaced approximately 6 years ago, water heater approximately 9 years ago, and hurricane impact windows installed approximately 5 years ago. Community roof and gutter replacement were completed in 2026 for additional buyer confidence. Bella Villino residents have access to a heated community pool, fitness center, tennis courts, clubhouse, sidewalks, and gated entry. Average monthly condo fees are $826 and include common area taxes, escrow reserves, insurance, exterior maintenance, grounds maintenance, pest control, recreational facilities, pool maintenance, security, sewer, trash, and water. A current 2026 special assessment of $121 is included in the monthly total. Pets are permitted with a maximum of two pets up to 70 pounds total. Leasing is allowed with a minimum 6-month lease term, subject to association approval and rules. Association approval is required with a $150 application fee. The owner currently holds a detached garage assignment that may transfer to a new owner subject to association review and approval, and guest parking is available within the community. Located in Palmer Ranch, this condo offers convenient access to Legacy Trail, golf courses, shopping, dining, and Sarasota’s beaches.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Carole Samuels (330-503-9035)
5440 RIVERBLUFF CIR #87, SARASOTA, FL 34231
$219,00016 Days on yellowkey MLS ID: A4695042
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1971Monthly Fee: $622 Tax: $2,033 (2025)Community: Strathmore Riverside ISpa: YesVilla
Taxes:$2,033
Elementary School: Gulf Gate Elementary
Remarks: Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa in the highly sought-after 55+ Strathmore Riverside Villas community is the Florida lifestyle opportunity you have been waiting for. Whether you are pursuing the snowbird dream or making the permanent move to paradise, this turnkey gem is ready for you right now. Fresh 2025 upgrades include a brand new kitchen, new flooring throughout, and new plumbing — no projects, no headaches, just move in and start living. The bright open-concept layout offers comfortable and easy living with an in-unit washer and dryer, covered carport, and attached storage room. The community is where the magic happens. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, and end your day watching the sun set over Phillippi Creek. Boating enthusiasts will love the community marina with direct access to the Intracoastal Waterway and the Gulf of Mexico — boat slips available through the association. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. HOA fee includes cable TV, water, sewer, exterior building and grounds maintenance, building insurance, escrow reserves, and onsite management. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. At this price with these upgrades in this community, this one will not last long. Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
5033 VILLAGE GARDENS DR #24, SARASOTA, FL 34234
$199,90031 Days on yellowkey MLS ID: N6144305
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1086 Built: 1981 Tax: $959 (2025)Community: Village Gardens Ph 1Spa: NoCondo
Taxes:$959
Remarks: Under contract-accepting backup offers. Situated “on the loop” in Sarasota Village Gardens—a community described as the hidden gem of north Sarasota—this beautifully maintained villa invites you in with natural light, a vaulted ceiling, clerestory windows, and a private setting amid old-growth oaks and other native Florida trees and shrubbery. This welcoming community offers a private, scenic environment where residents of all ages enjoy walking, biking, and spending time outdoors, often alongside their four-legged companions. Step inside the home to discover the renovated kitchen, the great room, and the enclosed lanai. The kitchen features stainless steel appliances—including a gas stove and a recently replaced microwave—quartz countertops, and updated cabinetry. The great room is the heart of the home, thoughtfully reimagined with the original vaulted popcorn ceiling replaced with crisp, white tongue-and-groove pine planks. The wall facing the open kitchen has a mid-century modern vibe with its teak-look covering. Plantation shutters add to the traditional yet contemporary feel. The great room flows into the fully enclosed lanai, with floor-to-ceiling windows and sliders looking out on a natural open and partially wooded setting. The condominium association allows the addition of a patio to increase enjoyment of the outdoor space. The main bedroom includes sliding French doors, built-in cabinets and shelving, and grasscloth wallpaper. The adjacent bath is updated with walk-in shower, terrazzo-style flooring, contemporary vanity, and stylish wall cabinets. The second bedroom features a walk-in closet. The second bathroom has a tub/shower combination, updated vanity/sink, and ceramic tile flooring. All ground-level windows and sliders in the unit are hurricane-rated. The gas hot water heater was replaced in May 2026, and the HVAC was replaced in 2024. The unit has an attached carport and additional uncovered parking space. Community amenities include a clubhouse—scheduled for a major renovation and updating in late summer-fall of 2026. Residents can enjoy biweekly Happy Hour, regularly scheduled bingo, and other activities. The clubhouse also has a library, pool table, and poker table. The adjacent swimming pool, ramada with grills, and tennis/pickleball and shuffleboard courts provide outdoor fun and relaxation. Village Gardens is close to some of Sarasota’s most loved destinations: the Ringling Museum, Asolo Theatre, and Sarasota Bay, as well as Ringling College, New College, and the University of South Florida. Downtown Sarasota, Bayfront Park, St. Armands Circle, and Lido Beach are just minutes away. Whether you’re searching for a seasonal retreat or a full-time residence, this villa offers a rare combination of comfort, character, and location where you can settle in and truly feel at home. ¤ Please see 3D Tour and Video ¤
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Kevin Hanley (941-223-4759)
3953 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$384,900262 Days on yellowkey MLS ID: A4665903
REDUCED by $5,099 (1.3%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1981Monthly Fee: $438 Tax: $2,346 (2024)Community: Glen Oaks ManorSingle Family
Taxes:$2,346
Remarks: Welcome to 3953 Glen Oaks Manor Drive, a beautifully maintained residence offering a rare blend of privacy, thoughtful updates, and central Sarasota convenience in one of the city’s most established and tranquil communities. Step inside to a light-filled layout centered around an enclosed atrium, creating a calming indoor-outdoor connection that’s perfect for relaxing, entertaining, or showcasing plants and décor. The home has been well cared for with major improvements already completed, including a new roof (2023), impact windows, A/C replaced in 2019, updated electrical panel, and replaced water supply lines, providing peace of mind for years to come. An enclosed porch adds approximately 132 square feet under air, offering flexible space ideal for a home office, reading nook, or hobby room. The guest bedroom features a queen-size Murphy bed, allowing the room to function effortlessly as both a bedroom and a multi-purpose space. Out back, the lushly landscaped lanai creates a private garden retreat—perfect for morning coffee, quiet evenings, or simply enjoying Florida’s indoor-outdoor lifestyle. Additional features include a whole-house water softener with reverse osmosis system in the kitchen, tree-lined streets, and a welcoming, walkable neighborhood ideal for biking and leisurely strolls. Glen Oaks Manor is centrally located just minutes from the Bobby Jones Golf Club, shopping, dining, downtown Sarasota, and area beaches—offering a peaceful residential setting without sacrificing accessibility. This is an excellent opportunity to enjoy a low-maintenance Florida lifestyle in a quiet, well-established Sarasota community.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Matthew Hickey (941-539-6773)
6722 HAWKINS RD, SARASOTA, FL 34241
$5,475,000191 Days on yellowkey MLS ID: A4667142
REDUCED by $220,000 (3.9%) on 05/28/2026
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 6350 Built: 2018 Tax: $20,968 (2024)Community: Not Part Of A SubdivisionSpa: NoSingle Family
Taxes:$20,968
Remarks: **EXQUISITE, CUSTOM-BUILT (2018) ESTATE SITUATED ON 6.80 ACRES OFFERS THE UTMOST IN LUXURY LIVING AND ENTERTAINING** Behind the Private, iron gate entrance, you will find a Magnificent Residence with its Spacious 6350sf floorplan boasting 5 En Suite Bedrooms + Office, 4-Car Garage and numerous indoor and outdoor venues for Entertaining your loved ones! Premium features abound throughout this meticulously detailed residence, including 26ft Soaring Ceilings, winding staircase, stone gas fireplace, climate-controlled wine storage room, bar area, additional Bonus Room and Bar on the second level accompanied by a charming Library and impressive Home Theater / Media Room. The striking Chef’s Kitchen entails exotic stone counters, custom hardwood cabinetry, premium appliances including Thermador and Wolf, large walk-in pantry, etc. The Elegant Primary Suite features a private seating area with serene pool views, custom walk-in closets and expansive primary bath with separate sinks, soaking tub and custom-tiled shower. Enjoy a quintessential Florida lifestyle with a Resort-style, outdoor oasis featuring a saltwater Pool with swim-up bar, adjacent casita, Outdoor Kitchen/Grilling area, lounge deck, and more! The manicured grounds entail wonderful natural highlights including a large, palm tree-lined, stocked fishing pond, gazebo with bridge over a lovely koi pond, elevated garden, basketball court, etc. Multiple outbuildings include a (1) separate Garage Apartment with Full Bath, Kitchenette, covered parking, (2) well-equipped RV garage with full electrical package, etc. Advance, Reverse Osmosis technology delivering over 4,000 gallons of pristine water daily from a 2500-gallon primary tank and two secondary 500-gallon tanks, equipped with filters, offers a complete solution for your water purification needs. LOCATION! LOCATION!! Adjacent to Twin Lakes Park with its many recreational venues and Easy Access to Nearby Interstate-75 and SR72, area Beaches including #1-rated Siesta Beach, Shopping, Downtown Sarasota cultural venues, and all that Florida’s Gulf Coast Living has to offer. **Enjoy Viewing the 3D VIRTUAL TOUR and AERIAL VIDEO**
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000471 Days on yellowkey MLS ID: A4641614
REDUCED by $200,000 (3.0%) on 04/20/2026
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Elementary School: Phillippi Shores Elementary
Remarks: One or more photo(s) has been virtually staged. Panoramic Sarasota Bay views, a gated West of Trail setting in Oyster Bay Estates and an exceptional boating lifestyle define this remarkable waterfront residence overlooking the downtown Sarasota skyline and open waters. Blending timeless architectural details with expansive entertaining spaces and resort-inspired living, the home presents a rare opportunity to experience one of Sarasota’s most sought-after waterfront addresses. Brand-new impact-rated windows and doors are scheduled for installation in August/September 2026, further enhancing the property’s long-term value and storm readiness. A grand arrival sets the tone with travertine stairs leading to stately double entry doors framed by an arched transom window. Inside, expansive living and dining spaces are highlighted by intricate coffered ceilings, artisanal millwork, wainscoting-lined hallways and walls of sliding glass doors designed to maximize natural light while showcasing breathtaking water views. A carved stone gas fireplace anchors the main living area, while seamless indoor-outdoor flow enhances the home’s elevated waterfront atmosphere. Designed for both entertaining and everyday living, the chef’s kitchen features an oversized center island with prep sink, granite countertops, custom wood cabinetry and premium Viking® appliances paired with a Sub-Zero® professional refrigerator. A walk-in pantry with custom organization and an adjoining butler’s pantry with beverage cooler, dishwasher drawers and glass-front cabinetry create exceptional functionality for hosting. Breakfast and casual dining spaces are positioned to capture spectacular waterfront and skyline views from nearly every angle. The great room is surrounded by windows framing Sarasota Bay, lush tropical scenery and the downtown Sarasota skyline, while multiple entertaining bars with beverage coolers, prep sinks, dishwasher drawers and granite countertops provide ideal gathering spaces for family and guests. The primary suite serves as a luxurious private retreat featuring windows overlooking the water, a custom sitting area and a spa-inspired bath with travertine finishes, dual vanities, jetted soaking tub, oversized walk-in shower and custom-designed walk-in closet. A dramatic wood staircase leads to four additional en-suite guest bedrooms, each with access to an enormous balcony showcasing stunning downtown and water views. A three-stop elevator provides convenient access throughout all levels of the residence. The ground-level bonus area seamlessly connects to the resort-style pool deck, creating exceptional flexibility for indoor-outdoor waterfront living. Above the garage, a private guest apartment with separate staircase access offers a living area, kitchenette, spacious bedroom, full bath and private balcony, ideal for extended guests or multigenerational living. Additional highlights include hardwood flooring, plantation shutters, crown molding, custom tray and coffered ceilings, a central vacuum system and extensive architectural detailing throughout. Located minutes from Siesta Key, Southside Village and vibrant downtown Sarasota, this extraordinary Sarasota waterfront estate offers a rare combination of luxury bayfront living, boating access, panoramic sunset views and timeless coastal elegance in one of Sarasota’s premier West of Trail neighborhoods.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
3150 RINGWOOD MDW #54, SARASOTA, FL 34235
$254,000206 Days on yellowkey MLS ID: A4672491
1 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1351 Built: 1981 Tax: $3,760 (2024)Community: Villas Of PapillionVilla
Taxes:$3,760
Elementary School: Gocio Elementary
Remarks: Villa unit in beautiful and convenient section within The Meadows. Very close to the Meadows shopping village with the new sweet treat ice cream shoppe, a new Indian cuisine restaurant and the famous Mona Lisa Italian restaurant. You can literally walk over for an evening out. You are just a mile away from UTC with the newest in shopping, dining and entertainment venues, including the newly opened Mote Marine Aquarium. Needs some updating but otherwise very nice 2 bedroom/2 bath in Villas of Papillon featuring the most unique community pool setting in the area. Accessed by little bridge the pool is located on a little island in the lake. Possessions will be removed prior to closing or can be left.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Kenneth Cowles (941-954-4443)
4821 ELFRIDA AVE, SARASOTA, FL 34235
$460,00073 Days on yellowkey MLS ID: A4684754
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 1958 Tax: $3,298 (2025)Community: De Soto LakesSpa: NoSingle Family
Taxes:$3,298
Elementary School: Emma E. Booker Elementary
Remarks: Beautifully updated and move-in ready, this 3-bedroom home is built with durable concrete block construction for lasting quality. The property also features a spacious yard, perfect for outdoor living and entertaining, along with an excellent backyard for recreation and a generous front area providing ample parking. Inside, the layout is thoughtfully designed with an open living and dining area, a kitchen set to the side, and bedrooms positioned toward the rear for privacy. The master suite includes a private side entrance, offering added flexibility and seclusion. A generously sized bonus room—originally a carport—has been properly converted, providing flexible space for a family room, home office, or additional living area. Completely remodeled in 2024, the home includes recently replaced appliances, a new air conditioning system with updated ductwork, and a roof that is approximately two years old. Conveniently located, it’s just a short drive to Downtown, the airport, and about 20 minutes from the beaches.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
1022 S OSPREY AVE, SARASOTA, FL 34236
$1,599,000255 Days on yellowkey MLS ID: A4666624
4 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1922 Tax: $4,185 (2024)Community: Rigbys SubSingle Family
Taxes:$4,185
Remarks: Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.
Listing Agent: Barbara May (404-822-9264)
381 BOB WHITE DR, SARASOTA, FL 34236
$2,495,000147 Days on yellowkey MLS ID: A4678714
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3774 Built: 2003Monthly Fee: $89 Tax: $14,487 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$14,487
Remarks: Under contract-accepting backup offers. Poised within the prestigious enclave of Bird Key, 381 Bob White Drive is an exquisitely appointed garden residence defined by understated luxury, architectural balance, and refined coastal living. The home offers four bedrooms, three-and-a-half baths, a private office and nearly 3,800 square feet of thoughtfully curated interiors, complemented by a three-car garage and exceptional curb appeal framed by manicured landscaping. Thoughtfully remodeled in 2013, with continuous renovations in 2014 and 2018, the residence showcases rich hardwood flooring throughout, beautifully updated baths, and a timeless palette of finishes that feel elevated and inviting. A paver drive and lush gardens create a gracious arrival, while the home’s flowing layout lends itself equally well to intimate daily living and polished entertaining. The primary suite, on the main level, is a serene retreat with generous proportions, walk-in closets and a spa-inspired bath with dual vanities, a soaking tub and walk-in shower. Direct access to the pool deck enhances the sense of privacy and ease. The split-bedroom design continues upstairs, where a spacious bonus room, two additional bedrooms, and a full bath provide ideal accommodations for guests or flexible living. The gourmet kitchen anchors the home with sleek countertops, custom cabinetry, a breakfast bar and thoughtfully expanded storage, including additional cabinetry and a built-in wine cooler. A sunlit breakfast nook overlooks the pool, while the formal dining room, just beyond the kitchen, offers an elegant setting for gatherings and celebrations. Outdoor living is beautifully curated with a heated pool, a well-appointed outdoor kitchen and multiple seating areas, all surrounded by mature landscaping that creates a sense of privacy and tranquility. A well-water irrigation system with upgraded sprinklers supports the home’s lush, garden-like setting. Ideally, between downtown Sarasota and St. Armands Circle, Bird Key remains one of the area’s desired addresses. Residents enjoy proximity to Bird Key Yacht Club, as well as effortless access to the beaches of Lido Key, Longboat Key and Siesta Key. 381 Bob White Drive presents a rare opportunity to enjoy elevated garden living in one of Sarasota’s iconic communities, where timeless elegance and an exceptional lifestyle converge.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Louis Wery (941-232-3001)
1725 BAYWOOD DR, SARASOTA, FL 34231
$2,595,000130 Days on yellowkey MLS ID: A4680848
REDUCED by $100,000 (3.7%) on 05/04/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3612 Built: 1984 Tax: $20,152 (2025)Community: Bay View AcresSpa: YesSingle Family
Taxes:$20,152
Remarks: Welcome to 1725 Baywood Drive — an extraordinary waterfront estate ideally positioned just moments from open bay access in one of Sarasota’s most sought-after boating communities. Offered fully furnished, this exceptional residence delivers the ultimate blend of sophisticated coastal living and effortless luxury, allowing you to move in and immediately experience the Sarasota lifestyle at its finest. From the moment you arrive, lush tropical landscaping, a grand circular driveway, and elegant architectural presence create an unforgettable first impression. Inside, sun-drenched living spaces showcase timeless design, refined finishes, and an effortless flow ideal for both intimate living and upscale entertaining. Designed to maximize indoor-outdoor living, the home opens to a spectacular private waterfront oasis featuring panoramic water views, a resort-style pool and spa, expansive entertaining areas, and a fully equipped outdoor kitchen. Whether enjoying peaceful mornings by the water or hosting unforgettable sunset gatherings, every detail was thoughtfully crafted to embrace the beauty of Florida waterfront living. For boating enthusiasts, the private dock and 20,000-pound boat lift provide fast, direct access to Sarasota Bay and the Gulf of Mexico — making spontaneous days on the water effortless. Perfectly located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, and world-class dining, shopping, and entertainment, 1725 Baywood Drive offers a rare opportunity to own a true Sarasota waterfront retreat where luxury, privacy, and lifestyle come together seamlessly.
Listing Agent: Kelly Quigley (941-356-9954)
12809 SHERINGHAM WAY, SARASOTA, FL 34240
$1,199,000127 Days on yellowkey MLS ID: A4681466
5 Days Off yellowkey (back on 5/28/2026)
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
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. 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 3 bedrooms in main home, 1-bedroom attached suite, 3 full baths, generous storage, a 2-car garage, a brand-new roof, newer 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)
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