Location: Sarasota
Do Not Show Listings
1640 WALDEMERE ST, SARASOTA, FL 34239
$6,400,00040 Days on yellowkey MLS ID: A4685215
INCREASED by $25,000 (0.4%) on 04/12/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5270 Built: 2026 Tax: $8,031 (2026)Community: Lewis Combs SubSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,031
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2026
Middle School: Brookside Middle
Remarks: Coming soon! Completion 5/11/26. Modern Luxury Villa | 1640 Waldemere St Experience the pinnacle of Gulf Coast luxury in this stunning Miami-style modern villa, perfectly situated West of Trail in one of Sarasota’s most coveted neighborhoods. This architectural marvel blends high-end technology with effortless coastal living, offering a sophisticated sanctuary just minutes from the vibrant pulse of Downtown Sarasota and the world-renowned sands of Siesta Key and Lido Beach. The Residence Designed for the connoisseur of fine living, this home boasts a sleek, minimalist aesthetic defined by clean lines and expansive glass. Elevated Living: Move effortlessly between floors with your private elevator. The Great Indoors/Outdoors: Massive automated glass doors disappear to create a seamless transition to the resort-style pool deck, perfect for year-round entertaining. Privacy at Your Fingertips: Equipped with cutting-edge Smart Glass technology, windows transition from transparent to opaque instantly for ultimate privacy. Space for Everything: Featuring 5 spacious bedrooms, a dedicated executive office, and a private home gym, there is no better lifestyle or utility. Tech-Forward Luxury This is a fully realized Smart Home, designed for total control and ambiance: Integrated Smart Home System: Control lighting, climate, and security from your device. Whole-Home Audio: An immersive sound system flows through every room and out to the pool deck. Modern Finishes: Premium materials and high-end fixtures throughout reflect a commitment to quality and contemporary style. The Location Located West of 41, 1640 Waldemere St places you in the heart of Sarasota’s most desirable "West of Trail" district. You are seconds away from: Sarasota Memorial Hospital and the medical district. Downtown Sarasota’s fine dining, opera, and boutiques. St. Armands Circle and local beautiful sand beaches. Live the Future of Luxury. This villa isn't just a home; it’s a statement. Call for all details…
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
4076 SOUTHWELL WAY, SARASOTA, FL 34241
$669,00063 Days on yellowkey MLS ID: A4682589
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2263 Built: 1979Monthly Fee: $27 Tax: $3,668 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,668
Elementary School: Lakeview Elementary
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: This is a rare opportunity to purchase a well built original Bent Tree home with newer roof right on the fairway of Bent Tree golf course. This beautifully maintained split plan residence offers privacy, thoughtful upgrades, and premium positioning within the neighborhood. Bent Tree Community Homeowners Association dues are only $319 per year. Situated on a premium lot on hole #16, it boasts a west-facing rear exposure to enjoy sunsets throughout the seasons and beautiful afternoon light situated on an elevated lot that you can see clearly from the roadway. The property has never experienced flooding and features many different exotic trees, including an original Bent Tree bottle brush,a maple tree in front, sycamore, camphor, and bamboo. The exterior showcases an authentic clay brick driveway, brick paver front entry, and decorative porcelain tile accents with evening lighting. Twelve-volt LED driveway lighting and professional 120-volt LED landscape lighting enhance the property’s curb appeal. Inside, the home features porcelain tile flooring throughout—no carpet. Recent improvements include new bathroom mirrors and Kohler faucets, 72-inch energy-efficient DC indoor/outdoor ceiling fans (6 total), and replaced sliding glass doors (11/2021). Most windows were replaced in 05/2021 with Armortech windows all under Sarasota County permit. Additional metal security panels provide extra hurricane protection for select windows. The property includes a well-fed, three-zone sprinkler system for lawn irrigation and a hot water heater timer for additional efficiency. Outdoor living is enhanced by two private bathroom courtyards finished with real brick pavers and Hardy Board fencing. The pool area is supported by updated equipment and energy-efficient systems. This property combines extensive upgrades, quality materials, and a prime golf course setting—ready for its next owner to enjoy.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
3965 CORONA LN, SARASOTA, FL 34232
$380,00065 Days on yellowkey MLS ID: A4682183
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1664 Built: 1977 Tax: $4,101 (2025)Community: Sarasota SpgsSingle Family
Taxes:$4,101
Elementary School: None
High School: None
Middle School: None
Remarks: Central location in Sarasota. No HOA, No CDD, No rental restrictions except residential zoning, and ready to move-in! Large fully fenced in yard with 4 bedrooms, 2 baths. Enclosed Florida room to use as dining, office or flex space. Kitchen has solid wood cabinets, granite counter tops, stainless steel appliances. No carpet for easy maintenance. 2014 roof, AC, and HURRICANE RATED WINDOWS!!
Listing is courtesy of: WAGNER REALTY (941-727-2800)
Listing Agent: Cindy Greco (941-812-3509)
4817 OCEAN BLVD, SARASOTA, FL 34242
$1,949,000158 Days on yellowkey MLS ID: A4671593
1 Days Off yellowkey (back on 4/12/2026)
REDUCED by $46,000 (2.3%) on 04/07/2026
Bed: 4 Bath: 3.0 Gar: 5 Liv Area Sq Ft: 2657 Built: 1982 Tax: $8,709 (2025)Community: Lake RittwoodSpa: YesSingle Family
Taxes:$8,709
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of Siesta Key Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this flood resilient and meticulously maintained coastal residence offers year-round enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it blends timeless coastal style with exceptional quality and peace of mind. Inside, an open layout showcases engineered oak hardwood floors, solid maple cabinetry, Santorini quartzite countertops, and Thermador appliances. The primary suite features serene lake views and a spa-inspired bath wrapped in Calacatta Oro tile. Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting, TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf lawn, and SWAT mosquito misting system ensure comfort and convenience year- round. A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph- rated doors is a car enthusiast’s dream. With a 2019 roof, impact windows and doors, natural gas utilities, and smart home features, this home delivers effortless coastal luxury. Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior craftsmanship, and the freedom to simply lock, leave, and enjoy.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Gerard Healy (941-961-2240)
4240 BREEZEWAY BLVD #310, SARASOTA, FL 34238
$315,00085 Days on yellowkey MLS ID: A4679063
0 Days Off yellowkey (back on 4/12/2026)
REDUCED by $8,000 (2.5%) on 04/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1997 Tax: $3,869 (2025)Community: Pinestone At Palmer RanchSpa: YesCondo
Taxes:$3,869
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Move-in-ready 3-bedroom, 2-bath first-floor end unit in Pinestone, ideally located in Palmer Ranch near beaches, shopping, dining, and the Legacy Trail. This light-filled home features several recent updates including new HVAC (2024), hurricane-impact sliders on the lanai (2025), concrete patio (2025), window treatments (2024), hardware, ceiling fans, light fixtures, fresh paint, mirrors, vanity, and countertops in both bathrooms and kitchen. Laminate and ceramic tile throughout, and an exterior storage closet—perfect for bikes and beach gear (only the ground floor units have the storage closets). The third bedroom is currently used as a den – a door enclosure can readily be installed to convert back to a true bedroom. Pinestone offers resort-style amenities: fitness center, billiards room, tennis, pickleball, pool and spa, shuffleboard, half-court basketball, fire pit and BBQ grills, plus a private movie theater.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Janice Melzer Langa (941-404-0802)
3500 BENEVA RD #307, SARASOTA, FL 34232
$168,999110 Days on yellowkey MLS ID: A4676303
REDUCED by $11,001 (6.1%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 977 Built: 1972 Tax: $1,985 (2025)Community: Beneva Village Sec 1Condo
Taxes:$1,985
Elementary School: Wilkinson Elementary
Remarks: This beautifully updated 2-bedroom, 2-bath condominium offers the perfect blend of modern finishes and an unbeatable Sarasota location. The open-concept layout creates a seamless flow between living, dining, and kitchen spaces, enhanced by new flooring and abundant natural light. The kitchen has been tastefully renovated with quartz countertops, new cabinetry, and new appliances, while both bathrooms have been thoughtfully remodeled with contemporary finishes. Every detail has been designed for comfort, style, and easy living. Ideally situated near Siesta Key Beach—renowned for its pristine sands—this residence is also conveniently close to shopping, dining, and entertainment, with downtown Sarasota just a short drive away. Whether used as a full-time home, seasonal home, or investment opportunity, this condominium delivers exceptional versatility and value in one of Sarasota’s most desirable areas.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Enrique Coletti (941-952-8164)
2486 BREAKWATER CIR, SARASOTA, FL 34231
$625,0006 Days on yellowkey MLS ID: A4689678
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1474 Built: 1966Monthly Fee: $6 Tax: $4,204 (2025)Community: Gulf GateSingle Family
Taxes:$4,204
Remarks: A newly imagined Gulf Gate Estates gem RENOVATED, *FURNISHED and MOVE-IN READY! Updated to modern specifications: 2 large Master bedrooms featuring 2 Walk-in Closets and 2 Full Private En-suites. This home offers a Separate Living room and a New stunning Kitchen with large Quartz Breakfast Bar, overlooking the Dining Area & Open Family Room that overlooks your Private Tropical Oasis. ~ The Oversized 1400 sqft screened pool cage deck has an insulated covered lanai area and overlooks the beautiful PRIVATE tropically landscaped backyard, truly an OASIS. ~ Many improvements including: ROOF 2025, 3 Ton HVAC & Attic Ducting 2023 (10yr transferable warranty), Both Baths Updated 2020-23, Kitchen Gutted & Rebuilt w Oversized Quartz Countertop, backsplash, plumbing, wiring, and new wood soft close cabinets 2022: ~ Stainless Appliances: Whirlpool Cooktop 2022, Whirlpool Microwave 2020, Whirlpool Wall Oven 2020, Bosch Dishwasher 2019, LG French door Fridge 2019. ~ Steel Beam installed to Open Kitchen to Family room 2022 ~ PGT IMPACT SLIDERS 2022, IMPACT WINDOWS & DOORS 2018, IMPACT Insulated GARAGE DOOR 2018, Whirlpool Dryer 2021, Hot Water Tank 2021, and Samsung Washer 2018 ~ Terrazzo Floors Redone 2018-2020. Also Blinds 2018-2020, Interior & Exterior Light Fixtures, Electrical Switches & Ceiling Fans replaced 2019-2022, Interior Painted 2018, Porcelain Plank Tile Floor 2018 ~ Exterior Freshly Painted 2020, Gutters, Fascia & Soffits 2020-2021 ~ New 200 Amp Electrical Panel 2020 ~ POOL: Pool Pump & Pool Filter 2020, Pebble Tec Pool Resurfaced 2018, Pool Deck resealed 2018, 2020, 2023. New Pool Cage 2021. ~ Replacement of pipe off water meter with PVC & Replace Pipe from House to Street (prior to 2017) Re-plumbed Overhead w/CPVC (prior to 2017) ~ Fencing 2022, Landscaping & Irrigation 2018-2025 ~ There is room to expand garage and Much More. Not in a Flood Zone ~ LOCATION: Desirable Gulf Gate Estates has sidewalks, is well lit and has enforced deed restrictions to keep the properties nice. The low HOA $75/year is voluntary. This Modernized home is minutes away from World Renowned Siesta Beach and Legacy Trail, A+ Schools, Gulf Gate Library, the Gulf Gate Shops & Fine Restaurants. UTC Mall and Cultural Downtown are 20 minutes away. Just over 3 miles to Costco, an upcoming Whole Foods & Trader Joes. Enjoy the Florida Lifestyle in this wonderful South Sarasota Community that is quiet but minutes to everything. Make this updated home yours today. By appointment only.
Listing Agent: Gina Larouche (941-323-0256)
1751 HAWTHORNE ST, SARASOTA, FL 34239
$2,495,0006 Days on yellowkey MLS ID: A4689684
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3875 Built: 2006 Tax: $33,343 (2025)Community: Hudson BayouSpa: YesSingle Family
Taxes:$33,343
Remarks: Step into a home that feels more like a private gallery and retreat than a traditional residence—where modern design, light, and location come together in a way that’s nearly impossible to replicate in Sarasota. Located just one block from Southside Village and minutes to downtown, this West of Trail architectural residence is designed for the cosmopolitan buyer—someone who values design, art, walkability, and a lifestyle that blends indoor and outdoor living seamlessly. From the moment you enter, you’re greeted by a dramatic two-story great room with soaring ceilings, polished concrete floors, and a striking mid-century modern fireplace. A wall of glass draws your eye straight through to the sun-drenched, Palm Springs-inspired pool and lush tropical backdrop—creating that immediate “this is different” feeling. The scale and clean lines offer the perfect canvas for an art collector, with expansive walls that invite statement pieces. The kitchen is both functional and beautifully integrated—designed for someone who entertains without wanting to be separated from the experience. Custom cabinetry, a professional-grade 48" Jenn-Air gas range, double ovens, and a wet bar all open directly to the living and dining spaces, including a character-rich built-in banquet booth that feels both classic and intentional. On the main level, a guest suite with large sliders opens to a covered, screened lanai—ideal for outdoor dining or evening lounging without interruption. There’s also a dedicated office for the not-quite-retired, a bright and airy laundry room, and thoughtful storage throughout. Upstairs, the home continues to surprise. A lofted lounge creates separation for guests or quiet moments, while a spacious ensuite bedroom provides comfort and privacy. Then, a true conversation piece—the observatory, accessed via a winding staircase—offers a unique escape that feels both playful and sophisticated. The primary suite is expansive and light-filled, with generous closet space, dressing areas, and a bathroom that carries through the home’s mid-century modern aesthetic. Outdoors, the experience is equally refined. Low-maintenance designer rock beds are complemented by mature palms and lush landscaping, framing a private resort-style pool and spa. A detached 400 sq. ft. studio/guest house adds flexibility—perfect as an art studio, fitness space, guest suite, or private office with its own entrance. The garage is oversized with a two-car door but space for much more—cars, e-bikes, paddleboards, even a golf cart—supporting an active, coastal lifestyle. This is not a home for everyone—and that’s exactly the point. It’s for the buyer who has outgrown the ordinary, who appreciates architecture and design, who wants to be close to everything yet live in one of Sarasota’s most desirable residential neighborhoods. Because the reality is—homes like this rarely come available. And when they do, they don’t last. If you’ve been waiting for something that actually feels different… this is it.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
4478 COCO RIDGE CIR, SARASOTA, FL 34233
$359,0006 Days on yellowkey MLS ID: A4689676
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1149 Built: 1971 Tax: $3,909 (2025)Community: South Gate Ridge 03Single Family
Taxes:$3,909
Elementary School: Vineland Elementary
Remarks: Welcome to your slice of Florida living in desirable South Gate Ridge! This beautifully maintained 2-bedroom, 2-bath home at 4478 Coco Ridge Circle offers comfort, functionality, and an unbeatable central Sarasota location. Step inside to discover a light and bright interior featuring an open layout, tile flooring throughout (no carpet), and a thoughtfully updated kitchen with granite countertops, stainless steel appliances, and ample storage. The home also features re-lined cast iron pipes, and hip roof on the house (garage roof is tapered), permitted hurricane window panels and storm protection, providing peace of mind year-round. Enjoy the convenience of an oversized one-car garage, in-.home laundry, and multiple storage options including pantry and utility space and back yard shed. The spacious screened lanai creates the perfect setting for relaxing or entertaining, while the fully fenced backyard offers privacy along with garden space and room for pets. Situated in desirable flood zone X and with no HOA restrictions, this property provides flexibility and affordability. The location is hard to beat just minutes to shopping, dining, top-rated schools, and a short drive to world-famous Siesta Key beaches and vibrant downtown Sarasota. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this move-in-ready home checks all the boxes.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Edward Bieker, Pa (941-525-6473)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$219,0006 Days on yellowkey MLS ID: A4689629
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,512 (2025)Community: Plaza GardensCondo
Taxes:$2,512
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
3641 STOKES DR, SARASOTA, FL 34232
$510,0006 Days on yellowkey MLS ID: A4689591
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 1916 Built: 1960 Tax: $4,614 (2025)Community: Ridgewood Estates Add 04 Resub 01Single Family
Taxes:$4,614
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Spacious and beautifully updated 5-bedroom, 2-bath pool home in the heart of Sarasota—offering no deed restrictions, no HOA, and no flood insurance required. This fully rehabbed home welcomes you with a bright living room featuring stunning designer metallic flooring. The flexible 5th bedroom is currently used as a home office, perfect for today’s lifestyle. Major updates include a metal roof (2012) and new HVAC system (2025) for peace of mind. The kitchen shines with new appliances, designer-added storage units, and a striking palm frond tile backsplash, creating both style and functionality. The dining room features a built-in closet with a charming barn door closure. Enjoy added convenience with an indoor laundry room equipped with a tankless water heater. The home is fully fenced for privacy and includes ample outdoor storage, along with new shutters throughout for enhanced curb appeal. Step outside to your private pool area—ideal for relaxing or entertaining. This home is being sold partially furnished, making it move-in ready or a great investment opportunity. Centrally located near the interstate, hospitals, medical facilities, shopping, and a wide variety of dining options. A rare opportunity to own a 5-bedroom pool home in Sarasota priced below market—don’t miss it!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
3473 CLARK RD #171, SARASOTA, FL 34231
$198,0006 Days on yellowkey MLS ID: A4689544
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 1974Monthly Fee: $577 Tax: $2,193 (2025)Community: SiennaCondo
Taxes:$2,193
Remarks: Enjoy Florida living in this affordable community only minutes from the famous Siesta Beach. This 2 bedroom 2 bathroom ground floor unit comes with a private fully fenced backyard. Windows are 6 years old, AC 2021, Roof 2022, the whole unit has tile flooring and granite counter tops. Furnishing is optional. Enjoy access to amenities such as swimming pool, tennis courts, fenced doggie park, BBQ grill and fitness center. The monthly fee includes: water, sewer, building insurance and outside maintenance including the roof and grounds . Minutes from the famous Siesta Beach, and minutes from shopping, dining, entertainment and the highway.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Julianna Kovacs (941-518-6485)
5562 OCTONIA PL, SARASOTA, FL 34238
$649,0006 Days on yellowkey MLS ID: TB8496191
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2003Monthly Fee: $476 Tax: $6,651 (2024)Community: VillagewalkSpa: YesSingle Family
Taxes:$6,651
Elementary School: Ashton Elementary
Tax Year: 2024
Remarks: Welcome to resort style living! This is your chance to own a home in the amenity-rich VillageWalk gated community. The open-space kitchen, with its soaring 12-foot ceilings and granite countertops, is the heart of this home. Open the sliding glass walls and step into the lanai for a relaxing soak in the saltwater pool or hot tub. The outdoor minibar and beautiful water view set the scene for entertaining guests. Need a break? A private glass door leads to the master bedroom, your personal sanctuary, complete with a mirrored row of closets and spacious master bath. Neutral tile and bamboo wood flooring throughout make this home the perfect blank canvas for your imagination. Want a workout? Swim laps at the pool, train at the gym, or play on one of the tennis/basketball/pickleball courts. Hungry? Dine in at the cafe. Need a haircut? Visit the barbershop. VillageWalk truly has it all! Nature lovers will delight in the miles of picturesque sidewalks along canals with Venetian-style bridges and Audubon-protected bird populations. When you're ready to venture out, Siesta Beach (voted #1 in America) is only 15 minutes away! Are you ready to start the next chapter of your life?
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
8767 MIDNIGHT PASS RD #101F, SARASOTA, FL 34242
$535,00078 Days on yellowkey MLS ID: A4680015
0 Days Off yellowkey (back on 4/11/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1768 Built: 1979 Tax: $9,388 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$9,388
Remarks: Under contract-accepting backup offers. $50,000 Price Improvement — Now One of the Best Values on Siesta Key. At $535,000, this 1,700+ sq ft Island Reef condo is priced in line with nearby 1,300 sq ft units—creating a rare opportunity to own significantly more space without paying a premium. Located on the quieter south end of Siesta Key, this ground-floor residence overlooks Little Sarasota Bay and offers the kind of easy, coastal living that’s increasingly hard to find. The split-bedroom layout features two en suite bedrooms positioned on opposite sides of the condo, plus a half bath and a flexible space ideal for a small home office. Inside, the scale of the home stands out immediately—a massive living area, separate dining room, and an enclosed Florida room that captures peaceful bay and Intracoastal views. Natural light fills the space from morning through mid-day, while ceramic tile flooring throughout keeps maintenance simple and practical. The kitchen is equipped with butcher block countertops, abundant cabinetry, and a full-size layout that supports everyday living or extended stays. A full laundry room with standard-size washer and dryer adds to the convenience. What truly sets this unit apart is its ground-floor accessibility, generous square footage, and a strong track record of staying dry during past storms—an increasingly important consideration for waterfront buyers. Island Reef is a well-maintained, financially sound Gulf-to-Bay community with no upcoming assessments and on-site management. Residents enjoy deeded beach access just a short walk away, along with bayfront boat docks (with lift options), two heated pools, tennis and pickleball courts, fitness center, clubhouse, and an active social calendar. The free Siesta Key trolley stops right in front of the community, providing easy access to Siesta Village, dining, shopping, Turtle Beach, and nearby marinas. Offered turnkey furnished, this is a compelling opportunity for full-time living or seasonal enjoyment—especially for buyers who recognize value when they see it. Schedule your private showing today.
Listing Agent: Mike Payne, Pa (941-928-8145)
4450 DEER CREEK BLVD, SARASOTA, FL 34238
$825,00021 Days on yellowkey MLS ID: A4687567
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2638 Built: 1989Monthly Fee: $205 Tax: $5,452 (2025)Community: Deer CreekSingle Family
Taxes:$5,452
Remarks: Under contract-accepting backup offers. Welcome to a beautifully updated 3 bedroom, 2 bath, Den, plus Bonus room and private pool residence in the highly sought-after Deer Creek community. Where timeless design meets modern upgrades and effortless Florida living. This meticulously maintained home offers a spacious, open-concept layout filled with natural light, high ceilings, and seamless indoor-outdoor flow. From the moment you step inside, you’ll notice the attention to detail featuring tile flooring throughout, a fresh interior palette, upgraded 5-inch trim, and thoughtfully updated lighting that creates a warm, sophisticated ambiance. The kitchen is equipped for both everyday living and entertaining, complete with updated appliances including a Bosch dishwasher, Café double oven, LG refrigerator, and Panasonic microwave, along with refreshed fixtures and finishes. Both the primary and guest bathrooms have been extensively renovated with high-end finishes, including new vanities, countertops, DXV fixtures, updated lighting, and designer details that elevate the space. The home continues to impress with custom closet systems, upgraded window treatments with shutters and blackout features, and a beautifully enhanced family room featuring a stacked stone fireplace creating a true focal point for gathering and relaxation. Step outside to enjoy your private outdoor setting, enhanced by updated landscaping, exterior lighting, and a well-maintained lanai. The pool area has been upgraded with a new heater and pump, ensuring year-round enjoyment. Beyond aesthetics, this home offers significant system upgrades and peace of mind, including a 3-zone HVAC system with whole-house air purifier, updated electrical components with surge protection. Additional improvements include a newer water heater, garage enhancements with added storage, updated windows with hurricane-rated glass in the second bedroom, hurricane shutters, and over $217,000 in documented upgrades and improvements. Deer Creek’s central Palmer Ranch location provides effortless access to some of Sarasota’s most desirable amenities. The Legacy Trail, a 12.5-mile paved path for walking and biking, runs near the community entrance. Golf enthusiasts will appreciate proximity to championship courses such as TPC Prestancia, while everyday conveniences abound with Costco, Publix, and a wide array of restaurants and specialty shops just minutes away. The nearby Sarasota Square Mall is being reimagined into a 96-acre mixed-use destination, featuring high-end retail and dining, walkable green spaces, lifestyle and office components, and a modern town-center atmosphere anchored by Whole Foods Market. Best of all, the sugar-sand shores of Siesta Key Beach, consistently ranked among the top beaches, is only 6.4 miles away. Call to book your private showing today.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
1150 WILLIS AVE, SARASOTA, FL 34232
$799,000203 Days on yellowkey MLS ID: A4666350
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3045 Built: 1957 Tax: $4,178 (2024)Community: Peaceful Vista HomesSingle Family
Taxes:$4,178
Remarks: PRICE IMPROVEMENT! LIVE, WORK & HOMESTEAD—JUST MINUTES FROM DOWNTOWN SARASOTA! Bring your animals, your toys, and your vision—this rare 1.5-acre property offers the space and flexibility you’ve been searching for. Whether you’re dreaming of a private homestead, family compound, or income-producing property, this one delivers. The main home features 3 bedrooms, 3 bathrooms, and a 2.5-car garage, while the detached 1-bedroom, 1-bath cottage with full kitchen opens the door to endless possibilities—perfect for multi-generational living, guests, rental income, or a private home office. Inside, the heart of the home is a chef-inspired kitchen with three ovens, two sinks, and generous prep space—ideal for entertaining or large family gatherings. Natural light pours in through floor-to-ceiling front windows, creating a warm and inviting atmosphere. The cozy living room with brick fireplace and built-ins adds charm, while French doors lead from the separate TV room to an expansive screened lanai—perfect for morning coffee and peaceful garden views. Step outside and experience true Florida living—room for animals, gardens, equipment, and more, all with the privacy of two separate entrances. This property is ideal for those looking to create a self-sustaining lifestyle without sacrificing convenience. Additional highlights include: Metal roof for durability Two A/C units (one brand new) Located in a non-flood zone Just minutes to shopping, dining, and I-75 Approximately 20 minutes to Gulf Coast beaches Located near Nathan Benderson Park, you’ll enjoy easy access to world-class recreation while still having your own private retreat. BONUS: The adjacent 1-acre parcel is also available—expand your footprint, increase privacy, or explore future opportunities. This is more than a home—it’s a lifestyle.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Becky Denny (941-914-1327)
1560 INGRAM AVE, SARASOTA, FL 34232
$475,000148 Days on yellowkey MLS ID: A4672743
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1739 Built: 2009 Tax: $2,466 (2024)Community: Bahia Vista HeightsSingle Family
Taxes:$2,466
Elementary School: Alta Vista Elementary
Remarks: BACK ON THE MARKET! BUYER'S FINANCING FELL THROUGH. PINECRAFT, SARASOTA BEAUTIFUL 3 BEDROOM 2 BATH CUSTOM BUILT HOME. KEY FEATURES: Amazing open concept floor plan, with an inviting, multiple-spaces-to-eat-in kitchen with built in china cabinet and pantry, custom beam with elevated ceiling and ceramic tile flooring in living room with built in desk and extra large storage closet plus custom wood trim throughout. Sliding doors in dining room lead out to enclosed Sunroom. Escape to the Master Bedroom suite featuring HIS & HERS walk-in closets, jacuzzi soaking tub in the bathroom, along with built-in floor to ceiling cabinetry with a vanity counter and a private entrance to the Sunroom. Split floor plan detailed for optimal privacy. OUTDOOR LIVING & ENTERTAINMENT: Enjoy the enclosed Sunroom out back as well as a covered & pavered back porch - ideal for relaxing and entertaining al fresco year-round. No HOA fees and no deed restrictions. Side yard can accommodate RV or boat parking hassle free. Legacy Trail is just steps away for walking or biking to Yoder’s, Der Dutchman, Siesta Key or downtown Sarasota. Just minutes to world famous beaches of Sarasota! SELLER IS OFFERING A $10,000 CREDIT TOWARDS CLOSING COSTS, PREPAIDS, UPGRADES, OR RATE BUY DOWN. INQUIRE WITHIN TO FIND OUT THE DETAILS ON THAT! ALSO, CHECK OUT THE MATTERPORT LINK AND ATTACHED FLOOR PLAN AND SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Anna Martin (941-539-6601)
5338 COLEWOOD PL, SARASOTA, FL 34232
$399,00042 Days on yellowkey MLS ID: A4685098
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1075 Built: 1972 Tax: $1,562 (2024)Community: Ridgewood Estates 14Th AddSingle Family
Taxes:$1,562
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Priced to sell, this move-in ready 3-bed, 2-bath Pool Home is located in the heart of Sarasota offering comfort, space, and valuable upgrades throughout! Inside, you'll find an inviting layout with an updated kitchen and two renovated bathrooms, giving the home a fresh and modern feel while maintaining warmth and functionality. One of the standout features is the large Florida room, providing the perfect space for relaxing, entertaining, or enjoying year-round indoor-outdoor living. Step outside to your private backyard retreat featuring a HUGE pool and expansive yard, ideal for gatherings, gardening, pets, or simply enjoying the Florida sunshine. The home also includes a 6' x 22' attached workshop, perfect for hobbies, storage, or projects, in addition to the attached garage. Major updates provide peace of mind for years to come, including a BRAND NEW ROOF, BRAND NEW AC, and a NEW garage door opener. The pool has also been upgraded with a BRAND NEW pump and pool cleaning system, making maintenance simple so you can spend more time enjoying it. This property offers excellent convenience with quick access to Interstate 75, and is just minutes from shopping, dining, and the renowned Gulf Coast beaches that make Sarasota such a desirable place to live. With spacious living areas, thoughtful upgrades, and an ideal location, this could be your wonderful opportunity to enjoy the Florida lifestyle!
Listing Agent: Jennifer Arsenault (941-313-5407)
4850 BRAE BURN AVE, SARASOTA, FL 34234
$134,00082 Days on yellowkey MLS ID: A4677166
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1968 Tax: $3,581 (2025)Community: Tri-Par EstatesMobile Home
Taxes:$3,581
Remarks: Located in the vibrant and active 55+ community of Tri-Par Estates in Sarasota, FL, this 2-bedroom, 2-bath mobile home at 4850 Brae Burn Ave offers a fantastic opportunity for those seeking an affordable property in a prime location. This home, built in 1968 and boasting 960 sq ft of living space, is set in a neighborhood where you own your lot—no lot rental required! While there is an HOA, there are no HOA fees, and the community is taxed as a special district, meaning those taxes are added to your annual property taxes. Important Updates: NEW CARPORT APRIL 2026 Kitchen appliances replaced in 2026 including stainless steel dishwasher & refrigerator. Central HVAC system: Replaced in 2017 Membrane roof: Installed in 2018 and new roof installed in 2025 on the attached storage shed. Inside laundry room for added convenience, washer and dryer convey with the property. Tri-Par Estates is known for its active social scene with amenities galore! Residents enjoy access to a pool with a tiki hut, pickleball, shuffleboard, mini golf, and lively community events, including holiday parties. Plus, pets are welcome in this portion of the community, so feel free to bring your furry family members! Conveniently located near SRQ airport, downtown Sarasota, and the top-rated beaches in the U.S., this community offers both relaxation and entertainment at your fingertips. Whether you’re looking for a personal getaway or an investment, this home is ready for its next chapter.
Listing Agent: Paula Mccabe (941-313-0864)
2019 CHIPPAWA PL, SARASOTA, FL 34234
$735,00043 Days on yellowkey MLS ID: A4685039
REDUCED by $14,000 (1.9%) on 04/08/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2584 Built: 1950 Tax: $5,964 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Taxes:$5,964
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. This unique and serene home offers plenty of space to live and entertain comfortably and is in a sought-after West of the Trail neighborhood just two miles north of downtown Sarasota. Multiple living/family rooms provide an array of design options. The split layout affords privacy with two beds and a bath to the left of the front living room, off the back living space to the left is another bedroom and primary suite is to the right. The rear wall of sliding glass doors overlooking the lovely fenced pool/patio/yard allows you to enjoy the always summer Florida lifestyle! Potential exists to divide the home into two separate living units, should this catch your eye as an investment property. There is no shortage of activities nearby, just a short walk through this delightful tree-lined neighborhood will lead you to Indian Beach/Sapphire Shores to watch the incredible sunsets. You will also find several parks within a short distance, including The Bay where you can launch your kayak or partake in free community events. If boating is your thing, you're covered there too, with multiple marinas close by. The famous silky sand of Siesta Key Beach is less than a 20-minute drive, and SRQ airport is just 10 minutes away. The many amazing shops, theaters and restaurants downtown will keep your social calendar booked. Don't let this gem pass you by.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Pamela Hogan (941-424-8706)
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