Location: Sarasota
Do Not Show Listings
4037 CROCKERS LAKE BLVD #25, SARASOTA, FL 34238
$149,900102 Days on yellowkey MLS ID: C7524221
0 Days Off yellowkey (back on 7/6/2026)
REDUCED by $9,100 (5.7%) on 05/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 688 Built: 1989 Tax: $1,570 (2025)Community: Vintage GrandCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,570
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Several photos have been virtually staged. The property is back on the market through no fault of the property, the previous buyer's personal situation changed before performing any inspections. It’s the larger of the two 1-bedroom, 1-bath models in the community and features a separate dining area, giving it a more open and functional layout. The unit has been recently updated and is truly move-in ready. Kitchen Granite Countertop with new Pull Handles, new Garbage Disposal, new LED Flat Panel Kitchen Light, new Bathroom Vanity, new Sink, new Faucet, new Toilet, new Bedroom Blind, new Contemporary Ceiling Fans with Lights and Remotes, new Door Hardwares - including new Hinges, new matching designer Handles plus new Entry Door Lock. No Carpet - Sleek Flooring throughout home. You’ll find a full-size washer and dryer inside, vaulted ceilings that add to the spacious feel, and fresh interior paint throughout. There’s also a private storage closet off the screened balcony, complete with a sun shade—perfect for enjoying the Florida lifestyle. The monthly HOA fee is just $362 and covers internet, trash, exterior maintenance, landscaping, interior & exterior pest control, common area insurance and full access to all community amenities. Major updates have already been taken care of, including new impact windows, a new roof, and fresh exterior paint. Location is hard to beat—just a few miles from Siesta Key Beach, and within walking distance to Costco right across the street. Plus, the nearby Sarasota Square redevelopment is set to bring in popular additions like Trader Joe’s and Whole Foods. Opportunities like this don’t come around often—schedule your showing today before it’s gone.
Listing is courtesy of: ANYTIME REALTY LLC (941-564-6358)
Listing Agent: Joseph Ciarla (941-730-1247)
3535 VILLAGE GREEN DR, SARASOTA, FL 34239
$447,90056 Days on yellowkey MLS ID: A4694600
REDUCED by $4,500 (1.0%) on 07/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 1968Monthly Fee: $8 Tax: $2,805 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$2,805
Elementary School: Wilkinson Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: STUNNINGLY RENOVATED HOME IN THE HIGHLY DESIRABLE VILLAGE GREEN ESTATES! Situated on a premium oversized lot, this beautifully updated 3-bedroom, 2-bath residence delivers the perfect blend of luxury, comfort, and location. From the moment you arrive, the fresh landscaping, updated exterior, and BRAND-NEW VINYL PRIVACY FENCE create incredible curb appeal and backyard seclusion. Inside, you’ll find a completely reimagined interior with designer finishes throughout. The show-stopping kitchen features elegant waterfall quartz countertops, soft-close cabinetry, premium finishes, and an open-concept design ideal for entertaining. Wide-plank luxury vinyl flooring flows seamlessly throughout the home, accented by stylish matte black fixtures and hardware for a modern, sophisticated feel. Both bathrooms have been transformed into spa-inspired retreats with custom tile work, upscale vanities, and contemporary finishes. The spacious living areas open to a screened and covered lanai, creating the perfect indoor-outdoor Florida lifestyle. Major upgrades provide peace of mind, including impact windows and doors, newer tile roof, new HVAC ductwork, and new water heater — making this home truly move-in ready. Located in the well-established Village Green Estates community with only a low $100 annual fee and NO CDD fees. Optional membership at the nearby Village Green Golf Club offers easy access to golf just moments away. Exceptional Sarasota location close to shopping, dining, Starbucks, Publix, Legacy Trail, Downtown Sarasota, UTC Mall, I-75, and world-famous Siesta Key Beach.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
988 BLVD OF THE ARTS #1711, SARASOTA, FL 34236
$999,00068 Days on yellowkey MLS ID: A4692911
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982Monthly Fee: $878 Tax: $14,216 (2025)Community: Condo On The Bay Tower IiSpa: NoCondo
Taxes:$14,216
Remarks: A beautifully appointed 2-bedroom, 2-bathroom condo perched on the 17th floor with sweeping bay and sunset views. This light-filled residence offers an open-concept layout, spacious bedrooms, and floor-to-ceiling sliders that showcase stunning Bay and Gulf views. Enjoy morning coffee or evening sunsets from your private balcony overlooking the bay. Boating enthusiasts will appreciate the dock slips just out your front door and easy water access, while downtown dining, shopping, entertainment, and nightlife are just minutes away. Combining waterfront tranquility with urban convenience, this condo delivers the perfect blend of luxury, comfort, and location. The primary ensuite is separated from the living area by barn doors. The adjacent ensuite has closets galore and a walk in shower with dual sinks. The spacious guest bedroom features ample closet space and an adjacent bath with a walk in shower and linen storage. The kitchen is open to the living area with a breakfast bar, SS appliances, plenty of storage and a tray ceiling with custom art. At Condo on the Bay you can enjoy the resort style pools and lifestyle, fish off the pier, keep your boat or kayak out your front door and watch the dolphins play. At the same time all the benefits of living downtown are just a short walk away. Concerts, art festivals, restaurants, the performing arts theatre, walking trails, movie nights are just across the street or a couple blocks away. Lido beach is just 2 miles away and the airport 4 miles. You can feel safe and secure as Condo on the Bay is on it's own gated peninsula with 24 hr security and a concierge from 8-6 everyday. Walk out your back door to play tennis or pickleball. Want to make friends? there are many organized social activities to participate in. Your HOA fee covers everything except the eletric bill. Boat slips are available for lease to owners. Offers should include proof of funds or pre-approval.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Deborah Huffman (570-419-1116)
345 MADISON DR, SARASOTA, FL 34236
$3,675,000217 Days on yellowkey MLS ID: A4675129
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4645 Built: 2014 Tax: $44,372 (2024)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$44,372
Elementary School: Southside Elementary
Tax Year: 2024
Middle School: Booker Middle
Remarks: Experience refined coastal living in the heart of St. Armands Circle, Sarasota’s premier destination for luxury shopping, fine dining, and island living. This fully turnkey, furnished 4-bedroom, 3.5-bath residence is ideally located just steps from world-class amenities and a short stroll to Lido Beach. Extensively renovated with coastal elegance in mind, this home features impact-rated windows and doors, a new roof with skylights, updated HVAC systems, designer flooring, remodeled bathrooms, upgraded lighting, and premium finishes throughout. The chef’s kitchen showcases Wolf, Sub-Zero, and Bosch appliances, quartz countertops, and custom cabinetry. The private outdoor retreat offers a fully renovated pool, travertine decking, lush landscaping, modern fencing, copper gutters, and a custom privacy wall featuring ceramic artwork by a celebrated Florida artist. Located in one of Sarasota’s most iconic destinations, this rare turnkey residence offers a unique opportunity for full-time living, a seasonal retreat, or an exceptional rental opportunity. Embrace effortless access to Lido Beach, St. Armands Circle, and the best of Sarasota’s island lifestyle.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
5956 CLUBSIDE DR #7651, SARASOTA, FL 34243
$334,900325 Days on yellowkey MLS ID: A4663249
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1503 Built: 1985 Tax: $4,070 (2024)Community: Clubside At Palm-Aire I & IiCondo
Taxes:$4,070
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Buffalo Creek Middle
Remarks: Brand new HVAC system just installed! This 2-bedroom/2-bath villa lives like a single-family home with its oversized garage. The great room floor plan with vaulted ceilings is light and bright. New dining area light fixture, ceiling fan, new sectional sofa, rugs and flat screen TV have been added for the buyer. The kitchen has an eat-in space, granite counters, pantry closet and loads of storage with a breakfast bar open to the great room. The primary bedroom with walk-in closet and ensuite bath is located in the rear and the guest bedroom and bath are located in the front of the villa for maximum privacy. Both bedrooms have elegant luxury vinyl flooring. The updated primary bath has dual sinks and a glass enclosed shower. The year-round air-conditioned Florida room can be used for a den, office or 3rd bedroom. Impact glass windows were installed in the primary bedroom and kitchen for peace-of-mind. The garage has room for a car and a golf cart and has a new hot water heater and plenty of storage. The newly renovated community pool with spa is just a few steps away. Clubside is conveniently located close to UTC Mall with its shopping and restaurants and downtown Sarasota with its cultural venues. This small community features low monthly maintenance fees that include cable TV/internet, lawn maintenance, reserves for roof and exterior paint, trash and insurance. Benderson Park is nearby, and beaches are about 8 miles West. Enjoy the Florida lifestyle with an optional golf, tennis or social membership at Palm-Aire Country Club.
Listing Agent: Barb Standish (941-504-9458)
311 MAGELLAN DR, SARASOTA, FL 34243
$699,00025 Days on yellowkey MLS ID: A4696859
0 Days Off yellowkey (back on 6/26/2026)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2702 Built: 1961Monthly Fee: $3 Tax: $4,437 (2025)Community: Magellan ParkSpa: NoSingle Family
Taxes:$4,437
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Under contract-accepting backup offers. WATERFRONT POOL HOME ON BOWLEES CREEK – NOT IN A FLOOD ZONE – PRICED FOR IMMEDIATE SALE! Rarely does an opportunity like this come available in such a desirable location. Nestled along picturesque Bowlees Creek and adjacent to Sara Bay Country Club, this 2 bedroom, 2 bathroom waterfront pool home offers over 2,700 sqft of living space and the perfect chance for buyers seeking waterfront living, a private pool, and boating access at a price that leaves room for future improvements and personal touches. From the moment you arrive, the home welcomes you with a spacious circular driveway, mature tropical landscaping, and a private courtyard style entrance that creates a unique sense of character and privacy. The bright exterior and Mid Century design elements provide great curb appeal while setting the stage for a property that is both inviting and full of potential. Inside, the home offers a spacious layout with multiple living and gathering areas. The main living room features vaulted wood plank ceilings, large windows, and sliding glass doors that bring in natural light and connect seamlessly to the outdoor living spaces. The updated kitchen is one of the highlights of the home and has already undergone a stylish renovation with contemporary cabinetry, solid surface countertops, stainless steel appliances, double wall ovens, a gas cooktop, abundant storage, and generous workspace for cooking and entertaining. Beyond the main living areas, additional flexible space provides endless possibilities for a family room, game room, office, hobby room, or guest retreat. Large windows and sliding doors throughout the home help blur the line between indoor and outdoor living while showcasing views of the pool and waterfront setting. The primary suite offers direct access to outdoor living areas and features ample closet space along with an ensuite bath. The guest bedroom is generously sized and positioned near the second full bathroom. While the kitchen has been updated, many of the flooring surfaces and bathrooms remain largely original, providing an excellent opportunity for a new owner to renovate and build additional equity while customizing the home to their own taste and style. Outdoor living is where this property truly shines. A large screened pool enclosure surrounds the sparkling pool and expansive deck areas, creating a private retreat for year round enjoyment. Multiple covered and screened outdoor spaces provide room for dining, entertaining, relaxing, or simply enjoying the peaceful waterfront setting. The backyard offers direct frontage on Bowlees Creek with a seawall, DOCK, and covered BOAT LIFT already in place. Launch your boat, kayak, or paddleboard right from your backyard and enjoy easy access to the surrounding waterways. The creek setting provides a tranquil backdrop with mature trees and natural scenery while still being conveniently located near shopping, dining, beaches, downtown Sarasota, SRQ Airport, and all that the area has to offer. Whether you are searching for a primary residence, seasonal retreat, investment opportunity, or waterfront property to update and make your own, this home presents exceptional value. With an updated kitchen, waterfront location, pool, boat lift, desirable setting next to Sara Bay Country Club, and pricing below current market value for a quick sale, this is an opportunity that savvy buyers will not want to miss. Bring your vision and unlock the full potential of this waterfront gem.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Jay Travis, Pa (941-812-7277)
140 COWPEN LN, SARASOTA, FL 34240
$1,399,99985 Days on yellowkey MLS ID: A4691106
REDUCED by $50,001 (3.4%) on 07/09/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3115 Built: 1984 Tax: $6,269 (2025)Community: Not ApplicableSpa: YesSingle Family
Taxes:$6,269
Remarks: Major Price Adjustment - Who is looking for 5 acres off Fruitville Road ? This property is the space you are looking for - You have found your Dream Home built by Jonas Yoder Custom Homes - this is the kind of property that invites you to slow down, spread out, and truly live the Florida lifestyle on your own terms. From the moment you arrive through the gated, double entry driveway there’s a sense of freedom here—no deed restrictions, no limitations, just space to create the life you’ve been imagining. Picture your RV tucked neatly under its own dedicated carport, your boats, trailers, and toys all with room to spare, and wide-open skies above instead of rooftops crowding in. The family room adjacent to the kitchen features a wood burning fireplace, wood planked ceilings, and a wet bar making entertaining easy while preparing a meal in the gourmet kitchen with a large island and newer appliances. At the heart of the property, a barn adds both charm and versatility, complete with an efficiency apartment that’s ready for guests, rental income, or easily converted into a full living space, or bring your horses and reconfigure back to stalls. Whether you’re hosting friends for the season, creating a private retreat, or building out a multi-generational setup, the possibilities feel endless. RV carport is 20 x 40 and has 50 amp service. An expansive lanai with a screened pool and spa, solar panels heat the pool and spa. A 4-ton Rudd AC unit was installed in May 2025, a hardwired security system requires no subscription, septic was replaced 2002. For those who dream of a little more land and a little more freedom, this property welcomes your horses the property is fully fenced, your hobbies, and your vision. There’s room to roam, room to grow, and room to make it entirely your own—something that’s becoming harder to find in Sarasota. While it feels like your own private escape, you’re still just a short drive from everything that makes Sarasota so desirable—beautiful Gulf beaches, dining, shopping, and everyday conveniences. Only 5 miles to I 75. This isn’t just a home—it’s a lifestyle. One where you set the rules, bring what you love, and finally have the space to enjoy it all.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Lynn Bondanza (941-704-2388)
4646 GLEASON AVE, SARASOTA, FL 34242
$1,350,000190 Days on yellowkey MLS ID: A4677470
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2927 Built: 1957 Tax: $7,816 (2025)Community: Ocean Beach RepSingle Family
Taxes:$7,816
Remarks: Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key. Renovated with meticulous attention to detail, this newly updated home features an expansive, light-filled open floor plan with continuous quartzite countertops throughout. It includes two primary suites, one of which flows into its own private kitchenette overlooking the tranquil waterfront. Two lanais and a custom built hot tub and pool complete with a waterfall and color-changing lighting system ensure seamless indoor-outdoor living. Quality and craftsmanship are paramount, and every detail has been thoughtfully considered to ensure superior structural integrity, including the hurricane impact windows and elevated AC condensers. A new roof was installed in 2024, along with new mechanicals, electrical, plumbing, pool surfacing, appliances, and more. This gorgeous island paradise has been fully renovated to both preserve and highlight its architectural elegance. A prime location, this property is ideally situated minutes to the world-famous powdery sands of Siesta Key Beach, less than a mile from charming Siesta Key Village, and near the prestigious Out-of-Door Academy. A quick 5-minute drive over the North Bridge takes you to Sarasota proper and a mere 10 minutes more to the heart of dazzling downtown Sarasota and St. Armands Circle, where you can enjoy a wide selection of fine dining, shopping, and world-class cultural arts and nightlife, making it the ideal home for those seeking the ultimate Florida lifestyle. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Victor Maravi Passara (941-284-3356)
1137 40TH ST, SARASOTA, FL 34234
$297,000150 Days on yellowkey MLS ID: TB8476870
REDUCED by $2,999 (1.0%) on 07/09/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1237 Built: 1957 Tax: $3,871 (2025)Community: BraeburnSingle Family
Taxes:$3,871
Remarks: Short Sale. Located just 10 minutes from Downtown Sarasota and 10 minutes to SRQ Airport, this beautifully updated 2-bedroom, 1-bath home offers comfort, style, and convenience in one ideal package. Remodeled in 2022, the home features luxury vinyl plank flooring throughout and a neutral interior that still shows beautifully. The kitchen and bathroom were upgraded with quartz countertops and modern finishes, complemented by updated appliances. Major improvements include impact windows throughout, a 2022 A/C system, and a 2018 roof — giving buyers added confidence in the home’s key components. A versatile bonus room provides flexible space for a home office, den, or guest area. The utility room includes a water heater and washer/dryer hookup for everyday convenience. Move-in ready and thoughtfully updated, this Sarasota home is perfectly positioned near shopping, dining, and the vibrant downtown scene. Schedule your showing today.
Listing is courtesy of: JULIAO REAL ESTATE, LLC (954-459-0147)
Listing Agent: Olivia Costa (585-727-5428)
2946 CLARK RD #2946, SARASOTA, FL 34231
$150,00098 Days on yellowkey MLS ID: A4689366
REDUCED by $25,000 (14.3%) on 06/23/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 985 Built: 1973Monthly Fee: $588 Tax: $2,252 (2025)Community: Trinity VillageTownhouse
Taxes:$2,252
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: LOCATION, LIFESTYLE, AND VALUE! Just under two miles from the world-famous quartz sand of Siesta Key Beach, this beautifully maintained 2-bedroom, 1.5-bath townhome in Trinity Village Condominiums delivers the ideal Florida lifestyle. Offered TURNKEY furnished, this light and bright home features granite countertops, ceramic tile, and engineered wood flooring throughout. The open living area flows seamlessly to a screened lanai with peaceful courtyard and pool views, creating the perfect space to relax or entertain. Upstairs, the primary bedroom boasts its own private screened lanai overlooking the same lush courtyard setting, your own quiet retreat. Located across the street from Detwiler’s Farm Market and just blocks from the shops, dining, and nightlife of Gulf Gate, and with quick access to Interstate 75, convenience is at your doorstep. Walk or bike to everything you need, including the beach. Perfect as a full-time residence, seasonal getaway, or income-producing rental, this property checks all the boxes for location, comfort, and opportunity.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Tina Renta (941-600-7361)
9050 MIDNIGHT PASS RD #1, SARASOTA, FL 34242
$695,00011 Days on yellowkey MLS ID: C7527984
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1251 Built: 1983 Tax: $5,264 (2025)Community: MooringsCondo
Taxes:$5,264
Remarks: Experience the best of Siesta Key from this beautifully updated waterfront corner condominium, perfectly positioned on the quieter south end of the island. With panoramic views of Blind Pass, a deeded boat slip, and Turtle Beach just across the street, this is the ideal retreat for anyone who loves life on the water. Inside, the open-concept floor plan is designed to maximize the stunning views, featuring a beautifully updated kitchen with granite countertops, custom wood cabinetry, stainless steel appliances, and seamless flow into the living and dining areas. The spacious primary suite offers its own water views and direct access to the private lanai, creating the perfect spot to enjoy your morning coffee or unwind as the sun sets over the water. The guest bedroom and updated bathrooms provide comfortable accommodations for family and friends, while tile flooring throughout and an in-unit laundry room add everyday convenience. This well-maintained waterfront community offers a heated pool, covered parking, and a private storage locker. Spend your days boating, fishing, kayaking, or relaxing on the sugar-sand shores of Turtle Beach or hop on the Siesta Key trolley to explore the island's shops, restaurants, and world-famous beaches. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional waterfront property offers the true Siesta Key lifestyle.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Taylor Brady (239-896-6433)
5917 OLIVE AVE, SARASOTA, FL 34231
$412,99949 Days on yellowkey MLS ID: O6411402
REDUCED by $36,000 (8.0%) on 07/09/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1330 Built: 1957 Tax: $3,209 (2025)Community: Golden AcresSingle Family
Taxes:$3,209
Remarks: Virtually Staged. Located in the desirable coastal community of Sarasota, this inviting home offers a relaxed Florida lifestyle with a comfortable layout and bright, open living spaces. The interior features a functional flow designed for everyday living and easy entertaining, with well-sized bedrooms and versatile common areas. Outdoor space provides room to enjoy the warm weather year-round, whether relaxing, gardening, or hosting gatherings. Conveniently situated near Gulf beaches, shopping, dining, and cultural attractions, this property delivers both lifestyle and location in one of Sarasota’s most sought-after areas.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
5974 SAN MICHELLE DR, SARASOTA, FL 34243
$354,900175 Days on yellowkey MLS ID: N6142540
0 Days Off yellowkey (back on 7/9/2026)
REDUCED by $5,000 (1.4%) on 07/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1987Monthly Fee: $87 Tax: $2,850 (2024)Community: Longwood Run Ph 3 Pt ASpa: NoSingle Family
Taxes:$2,850
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. Seller will put on a New Tile Roof prior to closing!Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage. A screened front entry welcomes cooling breezes throughout the home, creating an effortless indoor-outdoor flow without the nuisance of insects. Inside, the open, airy floor plan is filled with natural light and designed for both relaxation and entertaining, perfectly capturing the essence of Florida living. Located on a quiet cul-de-sac along San Michele in the desirable Longwood Run community, this home enjoys a prime position along the University Parkway corridor—minutes from Sarasota’s world-class beaches, SRQ International Airport, downtown Sarasota, and Main Street Lakewood Ranch. Additional highlights include low annual HOA fees and a flexible rental policy allowing a minimum six-month lease once per year with no waiting period. Offered as the owners relocate to be closer to family, this is a rare opportunity to own a stunning lakefront home in an exceptional Sarasota location.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Vince Fuda (941-615-8000)
2724 HIDDEN LAKE BLVD #A, SARASOTA, FL 34237
$137,50099 Days on yellowkey MLS ID: C7524602
REDUCED by $5,400 (3.8%) on 05/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 967 Built: 1974Monthly Fee: $560 Tax: $1,921 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,921
Remarks: Amazing opportunity!!! Sellers are motivated and eager to get this beautiful, spacious and neatly kept condo sold. This “Move in” ready home is easy to show and ready for offers. JUST MINUTES AWAY FROM THE WORLD FAMOUS BEACHES OF SIESTA KEY, LONGBOAT KEY, AND ANNA MARIA ISLAND!!! Hidden Lake Village is centrally located in popular Sarasota Florida close to all amenities including the Mall at University Town Center. The condo community offers 2 amazing pools, a tennis court, park areas, and a clubhouse. Recent updates include a new Hot Water Heater. 2022 A/C and new LVP flooring in the primary suite. This condo can be a perfect home or a fabulous rental income property. Don't miss your chance to live in Paradise!
Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-575-2502)
Listing Agent: Franklin Depaul (941-268-6680)
8652 MILESTONE DR, SARASOTA, FL 34238
$365,00078 Days on yellowkey MLS ID: A4691721
REDUCED by $3,000 (0.8%) on 07/09/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1724 Built: 2021Monthly Fee: $350 Tax: $4,286 (2025)Community: Promenade EastTownhouse
Taxes:$4,286
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: One or more photo(s) has been virtually staged. Location and convenience makes this home easy living in Palmer Ranch. Your gated community features a heated pool with low HOA fees that cover lawn care, irrigation, water & sewer (no CDD fees!). You're just one mile from shopping, dining, and everyday conveniences, yet steps away from the renowned 18.5-mile Legacy Trail—a converted railroad corridor perfect for biking, walking, and connecting to Florida's extensive trail systems. The home overlooks the protected 82-acre Culver House Preserve. This spacious 3 bedroom, 2.5 bath townhome features an open kitchen and living room space perfect for entertaining. Or just relax on your back porch to sounds of fountains on the pond backing to the preserve for serene views. Only 15 minutes to the pristine white-sand beaches of the Gulf Coast, putting you at the heart of Southwest Florida's coastal paradise. This location offers the perfect balance of natural beauty, modern conveniences, and easy access to everything that makes this region a top destination for relocating families. Don't miss out—schedule your showing today!
Listing Agent: Tammi Deinlein (941-961-4481)
411 BURNS COURT, SARASOTA, FL 34236
$965,00056 Days on yellowkey MLS ID: A4694679
REDUCED by $110,000 (10.2%) on 07/09/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1345 Built: 1926 Tax: $4,644 (2025)Community: Burns Court Sub OfSingle Family
Taxes:$4,644
Remarks: This iconic commercial/residential Burns Court bungalow, the ultimate live/work space, offers a rare opportunity to restore and personalize a truly unique downtown property in one of Sarasota's most coveted historic neighborhoods. The Burns Ct. facing 2-bedroom, 1-bath main residence features a private masonry-walled back courtyard leading to a large 1-bedroom, 1-bath detached unit. This unit, with frontage on Pineapple Avenue, is ideal for commercial or residential use, a guest apartment, private office/studio, small shop... Located in the heart of nationally designated Historic Burns Court, one of downtown Sarasota’s most walkable neighborhoods, the property is just steps from an award-winning cinema, restaurants, boutiques, and the Bayfront, yet notably outside of a flood zone. Many original architectural details remain intact, including decorative ironwork, moisture-resistant plaster walls, crown molding, and original hardwood floors. A beautiful, mature oak tree provides valuable shade and enhances the home’s historic charm. The home has excellent bones for a dream restoration project, the main house featuring a 2023 roof and 2019 HVAC. Built-in equity: Zoned Downtown Core (DTC), the property includes confirmed transferable development rights (TDRs), which may be sold to a developer or investor thanks to a new historic preservation ordinance effective as of December 2025. Whether you envision creating a stunning live/work environment, generating income from a detached apartment, or designing an elegant commercial space, this charming property offers exceptional flexibility and historic character.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Erin Difazio (941-870-8060)
3247 WOODMONT DR, SARASOTA, FL 34232
$375,00091 Days on yellowkey MLS ID: A4690534
REDUCED by $10,000 (2.6%) on 07/09/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1186 Built: 1979 Tax: $4,642 (2025)Community: Ridgewood Estates 19Th AddSingle Family
Taxes:$4,642
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Move-in ready and thoughtfully updated, this Sarasota home offers an open floorplan designed for comfortable everyday living and easy entertaining. The interior features an updated kitchen and bathrooms, along with impact windows and doors for added peace of mind. Recent improvements include a newer roof, updated electrical panel, and new ductwork. Whole house water filtration system. Step outside to enjoy the new lanai (2019) overlooking a fully fenced backyard—perfect for relaxing or entertaining. Additional highlights include a large carport with an attached tool shop, providing extra storage and workspace. ***THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING THE PREFERRED LENDER, INQUIRE FOR DETAILS***
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
139 TALL TREES CT, SARASOTA, FL 34232
$625,00024 Days on yellowkey MLS ID: A4696795
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2233 Built: 1999Monthly Fee: $199 Tax: $4,048 (2025)Community: Oak Court Ph 2-A & 2-BSpa: NoSingle Family
Taxes:$4,048
Elementary School: Fruitville Elementary
Remarks: Behind the gates of Oak Court, this beautifully appointed three-bedroom, two-bath residence offers a rare combination of thoughtful design, quality craftsmanship, and modern convenience. Situated on a .17-acre homesite, the home enjoys a peaceful setting surrounded by mature trees and quiet streets, while remaining just minutes from downtown Sarasota, St. Armands Circle, and Sarasota's renowned Gulf beaches. Inside, soaring ceilings and porcelain plank flooring extending throughout the home create an open, light-filled atmosphere. Over $250,000 in carefully selected improvements and custom finishes have transformed the residence into a home of exceptional comfort and style. While custom remote-controlled shades and window treatments provide effortless privacy and ambiance. At the heart of the home is a stunning kitchen designed to balance beauty and functionality. An oversized quartz island serves as the centerpiece, surrounded by floor to ceiling custom cabinetry, designer hardware, and a striking glass, marble, and diamond-chip backsplash. The fully integrated smart appliance package includes a touch-control cooktop, double wall ovens, and an advanced smart refrigerator with voice capabilities, recipe assistance, shopping list functionality, music integration, and Wi-Fi connectivity. Throughout the home, custom designer lighting and upscale finishes create a warm and gracious atmosphere. The primary suite offers a relaxing retreat with quartz countertops, a freestanding soaking tub, and a spacious walk-in shower featuring opalescent tile and distinctive wave-pattern walls. The guest bath is equally impressive, highlighted by a custom marble vanity. Outside, the paver lanai extends the living space, providing a comfortable setting for entertaining or simply enjoying Sarasota's year-round sunshine. Every element of the home reflects pride of ownership and a commitment to quality, combining timeless finishes with modern technology in a residence that is both elegant and exceptionally livable. Surrounded by mature canopy trees and peaceful streets, yet conveniently located near downtown Sarasota, St. Armands Circle, and the area's world-class beaches, 139 Tall Trees Court represents an exceptional opportunity to enjoy refined living in one of Sarasota's most desirable settings.
Listing Agent: Mark Klecka (941-348-9400)
5666 AARON CT, SARASOTA, FL 34232
$565,00052 Days on yellowkey MLS ID: A4693628
REDUCED by $10,000 (1.7%) on 06/27/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 2010Monthly Fee: $71 Tax: $5,012 (2025)Community: Oak VistasSingle Family
Taxes:$5,012
Remarks: Motivated Sellers! Located in the established Oak Vistas neighborhood a small enclave of upscale homes, this spacious two-story home offers 4 bedrooms, 2.5 baths, and a thoughtfully designed open floor plan perfect for everyday living and entertaining. The bright eat-in kitchen overlooks the living area, creating a seamless gathering space, while the dining room flows effortlessly into the main living area for added flexibility. Sliding glass doors lead to the patio and fully fenced backyard — an ideal setting for relaxing, pets, or outdoor entertaining. Just inside the welcoming foyer, you’ll find a convenient half bath and a large under-stair coat closet for extra storage. Upstairs, the spacious primary suite features a large walk-in closet and private en suite bath with dual sinks, a shower, and water closet. Three additional bedrooms, a full guest bath, and hallway laundry complete the second floor. Additional highlights include an over sized 2-car garage, driveway parking for two more cars, 6-foot VINYL FENCING, new vanity in the half bath, new disposal (2024), and roof replaced in 2013. Conveniently located with easy access to I-75 and just minutes from the Celery Fields, Big Cat Habitat, University Town Center, Nathan Benderson Park, downtown Sarasota, world-famous Gulf beaches, shopping, dining, and entertainment.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Brandi Furlan (941-894-9888)
6157 MIDNIGHT PASS RD #E12, SARASOTA, FL 34242
$499,00016 Days on yellowkey MLS ID: A4698724
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1101 Built: 1974 Tax: $5,071 (2025)Community: Bay OaksCondo
Taxes:$5,071
Remarks: New Listing Photos now attached! Weekly rentals, prime Siesta Key location, and immediate income potential—this is the beach investment opportunity buyers wait for. Welcome to Bay Oaks, where island living meets exceptional rental flexibility in one of the most desirable communities on Siesta Key. This beautifully updated 2-bedroom, 2-bath condo is being offered fully turn-key furnished, making ownership effortless from day one. Even better, future rental bookings are already in place, allowing you to start generating income immediately—no waiting, no setup, no downtime. Just close and collect. Since its last listing, the home has been enhanced with a newly renovated kitchen, featuring stylish modern finishes that elevate both form and function. The bright, open-concept layout creates an inviting coastal feel, with seamless flow between the kitchen, dining, and living spaces—perfect for relaxing after a day at the beach or entertaining guests. Enjoy peaceful mornings on your private balcony surrounded by lush tropical landscaping, while both spacious bedrooms provide comfortable retreats filled with natural light. Bay Oaks is beloved for its unbeatable location and resort-style amenities. Situated on the bayside of Siesta Key and just moments from the powdery sands of world-famous Siesta Key Beach, residents and guests enjoy access to a sparkling pool, private fishing pier, tennis courts, shuffleboard, and beautifully maintained grounds. Hop on the free trolley for quick access to the restaurants, boutiques, and nightlife of Siesta Key Village. For investors, the biggest advantage is Bay Oaks’ highly desirable weekly rental policy—a rare and valuable feature on Siesta Key that opens the door to strong vacation rental demand and attractive income potential. Whether you're searching for a personal beach getaway, a savvy investment property, or the perfect combination of both, this Bay Oaks condo delivers. Flip-flops encouraged. **Updated Listing Photos Now Attached!**
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Jason Wood (941-993-6565)
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