Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
6813 CHLOE CT, SARASOTA, FL 34241
$669,9906 Days on yellowkey MLS ID: TB8531438
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2642 Built: 2026Monthly Fee: $160 Tax: $6,843 (2026)Community: Lakeview CrossingSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,843
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2026
Middle School: Sarasota Middle
Remarks: Under Construction. You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our Life Design, refinements that grants this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with French doors as well as a convenient powder room.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
6820 CHLOE CT, SARASOTA, FL 34241
$718,9906 Days on yellowkey MLS ID: TB8531407
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2810 Built: 2026Monthly Fee: $160 Tax: $7,345 (2026)Community: Lakeview CrossingSingle Family
Taxes:$7,345
Remarks: Under Construction. You’ll be delighted by the attention to detail and expert design of The Brugman 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our LifeDesign, refinements that grants this floor plan exceptional style and livability. This home offers 4 bedrooms, 3 full baths, 1 half bath, a study, upstairs retreat/loft and a 2-car garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with French doors as well as a convenient powder room.
6006 MIDNIGHT PASS RD #48, SARASOTA, FL 34242
$325,00087 Days on yellowkey MLS ID: A4691484
REDUCED by $25,000 (7.1%) on 07/23/2026
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 420 Built: 1960 Tax: $2,987 (2025)Community: Casa MarSpa: NoCondo
Taxes:$2,987
Elementary School: Phillippi Shores Elementary
Tax Year: 2025
Middle School: Brookside Middle
Remarks: PRICE IMPROVEMENT! Private Beach Access and exceptional value on Siesta Key! Rare opportunity to own in highly desirable Casa Mar and create your own island retreat with outstanding value-add potential. This studio unit presents one of the most compelling opportunities to own on Siesta Key. The unit already features updated lower kitchen cabinetry, quartz countertops, and a stainless-steel sink, providing an excellent foundation for customization. Ready for a new owner to install appliances and replace the A/C, the unit is priced accordingly and offers tremendous potential for investors, seasonal residents, or buyers seeking an affordable entry into one of Florida's most sought-after beach communities. Ideally situated within the community, this premium location places the pool directly behind the unit and provides convenient access to the private beach path leading to Siesta Key's world-famous powdery quartz sand beaches and stunning Gulf waters. Spend your days enjoying the sunshine, taking peaceful walks along the shoreline, and ending each evening with breathtaking Gulf Coast sunsets just steps from your door. Casa Mar permits weekly rentals, creating excellent income-producing potential and flexibility for owners. The condominium association fee includes cable, internet, water, sewer, building insurance, exterior maintenance, and grounds care, making ownership simple and convenient. Whether you're searching for an investment property, vacation getaway, or future beachside escape, this is an opportunity to secure a piece of Siesta Key at an attractive price point. Private beach access, weekly rentals, and endless possibilities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Susan Beaver, Llc (732-489-3727)
5507 CONTENTO DR, SARASOTA, FL 34242
$1,599,999159 Days on yellowkey MLS ID: A4683288
REDUCED by $125,001 (7.2%) on 07/07/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1788 Built: 1969 Tax: $15,484 (2025)Community: Siesta IslesSpa: NoSingle Family
Taxes:$15,484
Remarks: A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool and panoramic pool cage create a serene setting. Mostly Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets, granite counters and breakfast bar. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.****BASE ELEVATION 10 Ft***SELLER MOTIVATED***
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Livya Hament (941-735-1227)
539 AVENIDA DEL NORTE, SARASOTA, FL 34242
$5,690,0008 Days on yellowkey MLS ID: A4700498
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4195 Built: 2026 Tax: $7,935 (2025)Community: Archibald ResubSpa: YesSingle Family
Taxes:$7,935
Remarks: Virtually Staged. Exquisite new construction on Siesta Key redefines island luxury! Substantial progress has already taken place to complete this masterpiece. This is a rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. Siesta Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its famous powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. Just moments from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity: your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock—a true island luxury! This thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate incredible craftsmanship and fine detail, the home offers 4,195 square feet of interior living space and an additional 3,756 square feet of outdoor living, seamlessly blending indoor and outdoor environments. The chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. Two beautifully appointed bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or the private elevator one level up to access the primary suite, featuring a truly custom bath with bespoke tile, designer finishes, a soaking tub, and a spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper level. Flexible, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any lifestyle, from multi-generational living to a dynamic entertainer’s paradise. Imagine a home where the luxuries of island beach life blend perfectly with a private, resort-style retreat. Step outside to your inground pool and spa for cooling off or casual lounging, head up to the rooftop deck for sunset cocktails and starlit conversation, or enjoy your private boating access just steps from your front door. When you are ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. This is more than a home; it is an invitation to own your piece of the new Siesta Key lifestyle—elevated, effortless, and extraordinary!
Listing Agent: Andrew Azzarello (941-266-6084)
4672 ALEXANDER POPE LN, SARASOTA, FL 34241
$849,000252 Days on yellowkey MLS ID: A4672673
0 Days Off yellowkey (back on 7/23/2026)
REDUCED by $50,000 (5.6%) on 06/10/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3838 Built: 1978Monthly Fee: $29 Tax: $8,264 (2024)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$8,264
Tax Year: 2024
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! Welcome to this exceptional 5 bedroom, 3.5 bath home perfectly positioned at the end of a peaceful cul-de-sac on Bent Tree Golf Club. Designed for both upscale entertaining and comfortable everyday living, this residence offers a rare combination of privacy, elegance, and modern upgrades. Step inside to find formal living and dining rooms, crown molding throughout, and two charming wood-burning fireplaces that add warmth and character. The large designer kitchen features premium finishes, generous counter space, and seamless flow to the main living areas—ideal for gatherings of any size, a full wet bar elevates your hosting experience. The home features a NEW ROOF, NEW POOL CAGE and FULLY PAID SOLAR SYSTEM which provide unmatched efficiency and value for years to come. This smart home also includes a home gym, comprehensive security system, water softener/filtration, and thoughtful upgrades throughout. Outside, enjoy breathtaking sunset views from your private screened lanai and sparkling pool—your own serene retreat overlooking a manicured golf course. A rare opportunity to own a beautifully upgraded, move-in ready home in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Christian Higgins (772-532-8857)
3217 BENEVA RD #202, SARASOTA, FL 34232
$139,90023 Days on yellowkey MLS ID: A4699135
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1978 Tax: $1,712 (2025)Community: Village Brooke Sec 2Condo
Taxes:$1,712
Elementary School: Wilkinson Elementary
Remarks: 1 BEDROOM 1 BATH SECOND FLOOR UNIT in the back by the tennis courts. COMMUNITY BOASTS TWO HEATED POOLS TENNIS AND MORE. COMMON LAUNDRY FIRST FLOOR CENTER HALLWAY. NEW BUYERS CANNOT RENT PROPERTY FOR FIRST TWO YEARS OF OWNERSHIP. WALKABLE AREA TO GROCERIES, DINING AND SHOPPING.The association's reasonable monthly fee includes water/sewer, basic cable, trash, pest control, grounds maintenance, and on-site management, making everyday living simple and convenient. In addition, tennis courts that also accommodate pickleball, shuffleboard, and serene ponds with shaded gazebos outfitted with BBQ grills & picnic areas; As well as a clubhouse that offers billiards, a library, a gathering room, and a kitchen for events. Whether you are buying your first home, planning to downsize, wanting a lock-and-leave seasonal retreat, or adding a reliable long-term rental to your portfolio, this condo offers a carefree lifestyle in a welcoming community just minutes from Sarasota’s best shopping, dining, golf, and beaches
Listing is courtesy of: PARADISE BUYERS REALTY, INC (941-302-4001)
Listing Agent: Sally Lippert (941-302-4001)
4504 CITATION LN #C, SARASOTA, FL 34233
$275,000124 Days on yellowkey MLS ID: A4686138
REDUCED by $14,000 (4.8%) on 07/23/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1385 Built: 1991Monthly Fee: $650 Tax: $2,900 (2025)Community: Calumet At Centergate 1Villa
Taxes:$2,900
Elementary School: Ashton Elementary
Remarks: LIFESTYLE RETREAT VILLA -NOW VACANT AND READY FOR IMMEDIATE MOVE IN! This clean, light-filled condo offers a true blank canvas for its next owner. Enjoy hassle-free, easy scheduling for showings and a fast closing process. Positioned at an aggressive price point at $275k - schedule your tour today! Beautiful interior finishes and positioned on a premium corner lot in an intimate maintenance-free enclave community of only 66 homes. This elegant yet warm and inviting villa offers 2 bedrooms plus a den, 2.5 baths, and an oversized 2-car garage with two new garage door openers (2024). The home is thoughtfully updated with new appliances (2025), new A/C (2024), plush carpeting (2023), new window screens (2024), and finished with deluxe window shades. The floor plan has spacious rooms and an abundance of storage closets and garage storage space as well. A vaulted, screened lanai creates seamless indoor-outdoor living, filled with natural light throughout the day, while a cozy fireplace in the living room adds warmth and charm — creating a true Florida sanctuary. The main level includes a private primary suite, a versatile office/den, and a convenient half bath. The beautifully designed slate-gray kitchen opens to the expansive dining and living areas, ideal for both everyday living and entertaining. Upstairs, a second bedroom with en suite bath and walk-in closet provides comfort and privacy for guests. Just steps away, enjoy the community’s heated pool overlooking a tranquil pond, a clubhouse with full kitchen, and a fitness room. Ideally located with easy access to I-75 and just minutes from shopping, dining, parks, The Legacy Trail, Home Depot, hospitals and award-winning Siesta Beach! The HOA COVERS ROOF MAINTENANCE AND FRESH NEW EXTERIOR PAINT COMING SUMMER 2026. Monthly Fee includes weekly landscaping services including mowing, edging, and trimming. It also includes hedge and tree trimming, irrigation and sprinkler systems, outdoor pest control, and leaf removal. Residents have access to the community center, which features a meeting room, kitchen, restrooms, fitness center, and pool, as well as private use of clubhouse facilities. ADDITIONAL SERVICES include pool maintenance, mailbox upkeep, street lighting, and maintenance of all common areas such as the lake, entrance, signage, community spaces, visitor parking, exterior walls, and landscaping. VACANT AND VERY EASY TO SHOW!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kathryn Cooper, Pa (941-320-8075)
6356 MIGHTY EAGLE WAY, SARASOTA, FL 34241
$580,00069 Days on yellowkey MLS ID: C7526445
REDUCED by $10,000 (1.7%) on 07/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3255 Built: 2017Monthly Fee: $220 Tax: $7,198 (2025)Community: Fairways/Bent TreeSingle Family
Taxes:$7,198
Remarks: This exceptional four-bedroom, three-bathroom residence sits on a golf course, offering a serene setting. Fresh updates throughout create an inviting atmosphere ready for immediate occupancy. Upon entering you'll discover freshly painted interior walls that brighten every room. The main level flows smoothly, featuring a butler's pantry for elegant entertaining and convenient service. New carpet t adds in bedrooms and loft offer warmth and comfort underfoot. Upon arriving to the second floor to find a large bonus loft—versatile space perfect for an office, recreation area, or guest retreat. Two additional bedrooms and two full bathrooms complete the upper level, with a 4th bedroom on the first floor providing ample accommodation for all occupants. This combination of updated interiors, thoughtful layout, and premium location makes this residence an outstanding choice. Call today to schedule your private showing and experience this golf course property firsthand.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
4708 OCEAN BLVD #E7, SARASOTA, FL 34242
$2,299,000309 Days on yellowkey MLS ID: A4665893
1 Days Off yellowkey (back on 7/23/2026)
REDUCED by $51,000 (2.2%) on 05/04/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 1981 Tax: $16,841 (2025)Community: Windward PassageCondo
Taxes:$16,841
Remarks: Under contract-accepting backup offers. Experience refined coastal living in North Siesta Key at 4708 Ocean Boulevard, a fully renovated 2025 corner residence ideally positioned on the Gulf of Mexico at Big Pass. This exceptional 3-bedroom, 3-bath condominium offers unobstructed panoramic views of the Gulf, Sarasota Bay, and distant vistas of Lido Key and downtown Sarasota. Encompassing 2,277 square feet with miles of Gulf-front views, the residence has been thoughtfully redesigned with wide-plank European engineered oak flooring, impact-rated windows and doors, and integrated smart-home technology throughout. The chef’s kitchen is a statement in both form and function, featuring custom cabinetry, Milano Dolomite countertops, a striking Macaubas Quartzite island, and premium GE Café appliances—perfect for entertaining against a backdrop of endless blue water. The primary suite is a private retreat with direct access to a Gulf-front balcony and a spa-inspired bath complete with dual vanities, rainfall shower, and bidet. Two additional guest suites provide comfort and privacy, each finished with designer details. Additional highlights include a two-car tandem garage with hurricane-rated door, new HVAC systems, electric hurricane shutters, and an integrated sound and entertainment system. Amenities include a heated pool, guest parking, and direct walking access to the sugar-white sands and vibrant Village of Siesta Key. This residence blends timeless coastal elegance with modern luxury—an extraordinary Gulf-front retreat on one of Siesta Key’s most coveted stretches of shoreline.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
2655 BAY ST, SARASOTA, FL 34237
$1,149,00036 Days on yellowkey MLS ID: A4697933
Bed: 7 Bath: 6.0 Liv Area Sq Ft: 3432 Built: 1962 Tax: $6,898 (2025)Community: Pine LawnSingle Family
Taxes:$6,898
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Step into this fully renovated, professionally designed 7-bedroom, 6-bathroom residence offering rare flexibility for multigenerational living, short-term rental investment potential, or residential use such as a senior care, wellness, recovery, or retreat-style property, subject to applicable licensing, and buyer verification. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this turnkey property blends luxury, functionality, and location. The main residence features 6 bedrooms and 5 bathrooms, plus a separate legal 1-bedroom, 1-bath attached apartment with its own utilities—ideal for extended family, guests, private staff quarters, rental income, or a separate operator suite. From the moment you enter, you are welcomed by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept floor plan is designed for both everyday living and flexible use, with two bedrooms on the first floor and four bedrooms upstairs, including multiple en-suite bathrooms and a luxurious primary suite with generous closet space. A spacious upstairs family room opens to a full-width second-story deck, creating a private indoor-outdoor retreat ideal for entertaining, relaxing, or accommodating larger groups. The chef’s kitchen serves as the heart of the home and features GE appliances, classic shaker cabinetry, and custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, including Fiandre Italian porcelain tile and Delta fixtures in all bathrooms, 7-inch wide plank white oak flooring throughout, smart thermostats and doorbell system, brand-new roof, impact-rated windows, updated plumbing, water service, sewer, and electrical systems. The oversized backyard offers endless possibilities for a resort-style pool, outdoor lounge, garden retreat, or expanded amenity area. The covered lanai is already positioned for a future outdoor kitchen, extending the living and entertaining space from the kitchen and family room. A circular driveway provides ample parking for multiple vehicles, making the property especially well suited for guests, larger households, or investment use. Located minutes from Downtown Sarasota and a short drive to Siesta Key Beach, this property offers the rare combination of design-forward living, income potential, flexible use, and long-term value. Recently appraised for $1.530M.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: David Litvinov (773-294-4003)
$1,149,00022 Days on yellowkey MLS ID: A4699225
Bed: 7 Bath: 0.0 Liv Area Sq Ft: 3432 Built: 2024 Tax: $6,898 (2025)Community: Pine LawnApartment
Remarks: Under contract-accepting backup offers. Virtually Staged. Step into this fully renovated, professionally designed 2-unit multifamily with a 6-bedroom, 5-bathroom main residence—and a legal 1-bedroom, 1-bath attached apartment offering rare flexibility for multigenerational living, short-term rental investment potential, or residential use such as a senior care, wellness, recovery, or retreat-style property, subject to applicable licensing, and buyer verification. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this property blends luxury, functionality, and location. From the moment you enter, you're greeted by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept layout flows effortlessly, with the main residence featuring two bedrooms downstairs and four en-suite bedrooms upstairs—including a luxurious primary suite with multiple closets and a spa-inspired bath. A generously sized guest bedroom and a spacious family room open to a full-width second-story deck, creating a seamless indoor-outdoor retreat ideal for entertaining or relaxing. The chef’s kitchen is the heart of the home, outfitted with GE appliances, classic shaker cabinetry, and stunning custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, which also includes: Fiandre Italian porcelain tile and Delta fixtures in all baths, 7-inch wide plank white oak flooring throughout, Smart thermostats and doorbell system, Brand-new roof, impact-rated windows, plumbing, water service, sewer, and electrical. Main house and the apartment have separate utilities. The oversized backyard presents endless possibilities—whether you envision a resort-style pool, outdoor lounge area, or garden retreat. The covered lanai is ready for a future outdoor kitchen, further extending your living space from the kitchen and family room. A circular driveway offers ample parking for multiple vehicles, making this home ideal for families, guests, or short-term rentals. Located just minutes from downtown Sarasota and a short drive to Siesta Key Beach, this is the turnkey, design-forward home you've been waiting for—offering the rare blend of lifestyle, luxury, and long-term value. Property was recently appraised for $1.530M
2564 WOOD ST, SARASOTA, FL 34237
$449,00077 Days on yellowkey MLS ID: A4693167
REDUCED by $1,000 (0.2%) on 05/27/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2118 Built: 1958 Tax: $5,488 (2025)Community: Hudson ParkApartment
Taxes:$5,488
Remarks: A Rare Find in the Heart of Sarasota — Two Homes, One Exceptional Opportunity In a city where inventory is tight and opportunities like this surface only once in a while, this dual-unit property stands apart. Whether you're an investor chasing cash flow, a family seeking connected-but-separate living, or a homeowner looking to let rental income offset your mortgage — this is the one. The Main Home is warm and welcoming, with two bedrooms, a full bath, and a den that adapts to whatever life demands — home office, reading room, guest space. The eat-in kitchen keeps things bright and functional, and the screened lanai is your front-row seat to everything that makes Florida living worth it. A covered carport, plus shared laundry just steps away, keeps daily life effortless. The Rear Dwelling operates as a fully independent two-story residence — its own driveway, its own entrance, its own world. Two bedrooms, one bath, and a smart layout split across two floors give tenants or family members the privacy they want without sacrificing connection to you. And when you're not relaxing on the lanai? You're minutes from Sarasota's celebrated dining and arts scene, the Legacy Trail, and some of the most beautiful beaches on the Gulf Coast — Siesta Key, Lido Key, all within easy reach. Extra storage on site fits a boat, trailer, or RV. Because why not? Two units. Endless possibilities. One showing to change everything.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Aaron Wittenstein (941-299-1151)
4238 CARRIAGE DR #46, SARASOTA, FL 34241
$319,000103 Days on yellowkey MLS ID: A4689666
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 1978 Tax: $3,559 (2025)Community: Knolls The, Bent TreeVilla
Taxes:$3,559
Remarks: Under contract-accepting backup offers. Virtually Staged. Charming 3-bedroom, 2-bath free-standing villa with a 2-car garage in the highly desirable Knolls of Bent Tree. This home offers a split-bedroom floor plan, a large eat-in kitchen, formal dining room, and a sunken living room that adds character and charm. The inviting Florida room is the perfect place to relax and enjoy your morning coffee. The Knolls of Bent Tree features just 52 individual free-standing homes on a private road, with no age restrictions. This villa is move-in ready and offers great potential for your personal updates and touches. Ideally located just 2 miles east of I-75, you’ll have quick and easy access to shopping, dining, golf, and all that Sarasota has to offer. Easy to show.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
7000 BRENTFORD RD, SARASOTA, FL 34241
$352,50035 Days on yellowkey MLS ID: A4697975
REDUCED by $7,500 (2.1%) on 07/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1240 Built: 1970 Tax: $3,476 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,476
Remarks: Virtually Staged. Just 10 miles to Siesta Key Beach and 8 miles to The Mall at University Town Center, with easy I-75 access — this home is perfectly positioned for Sarasota living. With 100% financing available through USDA eligibility, it's an excellent fit for first-time buyers or seasonal residents looking to make Sarasota home. Zoned for top-A-rated Lakeview Elementary and Sarasota Middle. This 3-bedroom, 2-bath home is move-in ready, featuring ceramic tile in the kitchen, bathrooms, family room, and living room, with laminate flooring in all three bedrooms. The kitchen offers a breakfast bar and an eat-in dining area that opens to a flexible family room — ideal as a formal dining space or bonus room. Step outside to a covered front porch for relaxing evenings, and a fully fenced backyard built for privacy. The outdoor deck is made for entertaining — holidays, gatherings, and everyday family time — and there's plenty of room left over to add a custom pool down the road. The attached one-car garage includes a washer/dryer. Close to I-75, shopping, schools, and everyday conveniences.
Listing is courtesy of: THE ORANGE REAL ESTATE GROUP (941-500-4091)
Listing Agent: Adrian Alanis Arredondo (941-345-0141)
1300 LOMA LINDA CT, SARASOTA, FL 34239
$799,00013 Days on yellowkey MLS ID: A4700072
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1191 Built: 1952 Tax: $8,696 (2025)Community: Loma Linda ParkSingle Family
Taxes:$8,696
Remarks: Rarely available, large lot property with so many end uses. This is an exceptional opportunity in one of Sarasota's most sought-after East of the Trail neighborhoods. Situated on an oversized (0.32-acre) homesite in the desirable Loma Linda Park subdivision, this unique property offers immediate livability, investment value and tremendous redevelopment potential. The property features a renovated approximately 1,290-square-foot cottage with three bedrooms and two baths, along with a newer 2020 permitted concrete block building totaling approximately 1,458 square feet. The detached structure serves as a two-car garage and workshop/studio complete with two mini-split air conditioning units, a bath with a shower and flexible interior space that could potentially be converted into a guest house, artist studio, home office or future two-bedroom ADU (subject to applicable approvals). The updated main residence is move-in ready and presents an excellent opportunity as either a comfortable primary residence or an income-producing rental while you plan the future development of the additional structure. The spacious lot also offers ample room to create a custom pool, an expansive patio and an exceptional outdoor living area. Surrounded by established homes, newly constructed homes and mature landscaping, the property is enhanced by a beautiful grand oak tree positioned on the south side of the lot, preserving valuable building flexibility. Only minutes from downtown Sarasota, Sarasota Memorial Hospital, Southside Village, Selby Gardens, The Bay Park, Marina Jack, Siesta Key Beach, Lido Key and St. Armands Circle, this property combines an outstanding location with exceptional future possibilities. Whether you're looking to renovate, expand, create a private estate compound, explore future redevelopment opportunities or rent one or two dwellings long or short term, this oversized parcel offers flexibility rarely found in Sarasota.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
825 S OSPREY AVE #101, SARASOTA, FL 34236
$499,000138 Days on yellowkey MLS ID: A4685410
REDUCED by $26,000 (5.0%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1985 Tax: $5,341 (2025)Community: Central ParkCondo
Taxes:$5,341
Elementary School: Southside Elementary
Remarks: Welcome to Central Park I, ideally located in the heart of downtown Sarasota. This beautifully completely renovated 2-bedroom, 2-bath residence offers stylish, move-in-ready living just moments from the city's best dining, shopping, arts, and waterfront parks. Completely updated throughout, the condo features a bright and open layout with modern finishes and thoughtful upgrades at every turn. Premium luxury vinyl plank is in every room and features additional padding underneath for additional comfort. The renovated kitchen is equipped with all-new upgraded LG appliances (induction cooktop / craft ice), quartzite waterfall countertops and backsplash along with brand new cabinetry. From the kitchen, you look onto the spacious living and dining areas - perfect for everyday living and entertaining. A large southern facing terrace overlooking the bayou completes the main living areas, providing a covered seating area and ample space for enjoying the best indoor/outdoor living that Florida has to offer. The light filled primary bedroom features French Doors with custom blinds and access to the main terrace as well as a smaller private terrace for just the bedroom. The primary bath is spa like featuring double sinks, a walk-in shower as well as a fully built out closet with stacked large capacity LG washer/dryer completing the suite. A split, second bedroom with custom closet offers ample space for guest, home office , or additional living space .. The renovated guest bathroom provides a clean, contemporary feel. Major mechanical updates have already been completed, including a new hot water heater and HVAC system w/ added air quality options; Halo LED Indirect Air purifier and UV Light, offering peace of mind and efficiency for years to come. Central Park I residents enjoy a well-maintained community in a highly walkable downtown location, just minutes from Southside Village, Sarasota Bay, Selby Gardens, the Bayfront, and the vibrant cultural amenities that make Sarasota one of Florida's most sought-after cities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dave Hall (646-256-6524)
2501 BOONE CT, SARASOTA, FL 34237
$759,0007 Days on yellowkey MLS ID: A4698401
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2022Monthly Fee: $654 Tax: $5,162 (2025)Community: Payne Park Village Ph IiSpa: YesCondo
Taxes:$5,162
Middle School: Booker Middle
Remarks: Modern elegance meets urban convenience in this stunning four-year-old townhouse. This is a wonderful floor plan: Three stories seamlessly blend functionality and style, offering three bedrooms with ensuite baths. The airy living space captivates with vaulted ceilings and a spacious kitchen, punctuated by an illuminated custom wine rack and a large custom walk-in primary closet. A private courtyard offers a quiet outdoor escape, balanced by access to a refreshing community lap pool and spa. Nestled in a vibrant neighborhood, you are just a short walk from downtown's best restaurants and shops, with the Legacy Trail, Payne Park, and a dozen soft tennis courts steps away.
Listing Agent: Ray Collins (941-228-0091)
4861 BELL MEADE DR, SARASOTA, FL 34232
$339,90034 Days on yellowkey MLS ID: A4698124
REDUCED by $10,000 (2.9%) on 07/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1345 Built: 1962 Tax: $3,830 (2025)Community: Ridgewood Estates Add 03 Resub 01Spa: NoSingle Family
Taxes:$3,830
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Seller will consider contributing up to $10,500 FLEX CASH toward the buyer’s allowable closing costs, prepaid expenses, discount points, or interest-rate buydown with an acceptable offer and subject to lender guidelines. This 3-bedroom, 2-bath Mid-Century Modern home is located in the heart of Sarasota. The roof was replaced in 2018 and the home features beautiful terrazzo floors, a split-bedroom floor plan, and plenty of built-in storage. The open living, dining, and kitchen area provides a functional layout for everyday living and entertaining. The primary suite includes an en-suite bath with dual sinks and a clawfoot tub accented by a tiled feature wall. The second bedroom also has access to an en-suite bath with a walk-in shower, making it ideal for guests. The third bedroom is bright and versatile, perfect for a home office or additional bedroom. Step outside to a large covered lanai overlooking the fenced backyard with mature trees, a storage shed, and plenty of room to add a pool. With no HOA or deed restrictions, you'll enjoy flexibility and convenience. Located just minutes from I-75, hospitals, parks, golf, biking and fitness trails, shopping, and dining. Whether you're looking for a primary residence or an investment property, this is an opportunity you won't want to miss. Schedule your showing today!
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Troy Funk (941-241-3850)
3504 BROOKLINE DR, SARASOTA, FL 34239
$625,00022 Days on yellowkey MLS ID: A4699281
REDUCED by $25,000 (3.8%) on 07/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1966Monthly Fee: $8 Tax: $6,543 (2025)Community: Frst Lakes Country Club EstatesSingle Family
Taxes:$6,543
Middle School: None
Remarks: Experience the perfect blend of comfort, style, and privacy in this beautifully maintained 3-bedroom, 2-bath home in desirable Forest Lakes Country Club. Ideally located just minutes from Siesta Key, Downtown Sarasota, the Legacy Trail, Pinecraft, The Palms Golf Club, St. Armands Circle, and Sarasota's award-winning beaches, this home offers an exceptional lifestyle in one of the area's most convenient locations. The open floor plan is designed for easy living and entertaining, with peaceful views of the lush backyard from nearly every main living area. The chef-inspired kitchen features solid wood cabinetry, quartz and granite countertops, an induction cooktop, Advantium oven technology, a Blanco faucet system, and whole-house water filtration. Step outside to your own private retreat with native Florida landscaping, tropical fruit trees, xeriscaping, new 6-foot horizontal shadowbox fencing, an expansive screened lanai, LED landscape lighting, and an updated irrigation and micro-irrigation system (2023). Hurricane-impact windows and sliding glass doors fill the home with natural light while providing security, energy efficiency, and peace of mind. Additional updates include a 2022 HVAC system and water heater, a tile roof with a newly installed flat roof over the southern portion of the home, and a custom-coated oversized garage floor. Located outside a flood zone and served by highly rated Sarasota County schools, this exceptional home offers quality updates, timeless appeal, and an unbeatable Sarasota location close to golf, shopping, dining, and the Gulf Coast's world-famous beaches.
Listing Agent: Elaine Adair (941-993-3334)
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