Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
642 N JEFFERSON AVE #13, SARASOTA, FL 34237
$199,900360 Days on yellowkey MLS ID: A4651611
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1998 Tax: $1,832 (2024)Community: Bermuda ParkCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,832
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Beautiful Bermuda Park Condo – This home is also available for an annual lease (MLS #A4652898). Vaulted Ceilings, Private Lanai & Prime Sarasota Location Welcome to 642 N Jefferson Ave, a bright and spacious 2-bedroom, 2-bathroom condo located in the desirable Bermuda Park community in Sarasota. Situated in one of the newer buildings in the complex, this home combines comfort, privacy, and an unbeatable location. Step inside to soaring vaulted ceilings and an open-concept layout filled with natural light, thanks to two new PGT windows. The kitchen boasts stainless steel appliances, ample cabinet space, and a breakfast bar perfect for entertaining or everyday living. Enjoy peaceful mornings on the private screened lanai overlooking lush greenspace—a perfect retreat with no rear neighbors. The unit also features in-unit laundry, two reserved parking spaces, and additional guest parking. Location is everything, and this condo delivers with easy access to Downtown Sarasota, St. Armands Circle, and Lido Beach—all just a short ride away on the Breeze Trolley. Whether you're heading to the beach, shopping, dining, or cultural events, you're perfectly positioned to enjoy the best of Sarasota. Bermuda Park offers a quiet, well-maintained environment with low HOA fees, making it ideal for year-round living or a seasonal getaway. Don’t miss this opportunity to own a stylish, centrally located condo in the heart of Sarasota!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Mike Aveni (941-961-8730)
1300 BENJAMIN FRANKLIN DR #501, SARASOTA, FL 34236
$4,850,00034 Days on yellowkey MLS ID: A4687309
1 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 4194 Built: 2005 Tax: $46,592 (2025)Community: The Beach ResidencesCondo
Taxes:$46,592
Elementary School: Southside Elementary
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Rarely available and highly coveted, Residence 501, a private corner residence, at The Beach Residences offers world-class coastal living with sweeping views of the Gulf of Mexico, Intracoastal Waterway, Siesta Key, and the downtown Sarasota skyline. This premier corner floorplan is filled with natural light and wrapped in glass with expansive terraces that bring the outdoors into every room. Directly below lies Lido Key’s world-famous, diamond-like crystal sand—soft as baby powder—and the recently completed beach renourishment has added exceptional width and depth to this already stunning shoreline. Spanning 4,196 square feet under air, the 3-bed/3-bath layout features two private ensuite bedrooms on opposite wings plus a versatile third suite. Rich wood floors, 10' ceilings, and floor-to-ceiling glass define the modern coastal aesthetic, while the gourmet kitchen with an oversized island is ideal for both intimate dining and entertaining. Massive terraces to enjoy sunrise to sunset, the residence delivers unforgettable moments—morning light over the Intracoastal and Siesta Key, the rhythm of Gulf waves throughout the day, and cinematic sunsets each evening. Views encompass the Gulf of Mexico, downtown Sarasota’s sparkling skyline,Sarasota Bay, Big Pass, Siesta Key, Bird Key and a protected bird sanctuary and ecological lagoon, creating a panoramic backdrop alive with nature. A private elevator foyer, two premium parking spaces, and pet-friendly living enhance comfort. Managed by The Ritz-Carlton, the building offers signature services and resort-style amenities including social lounges, theater, sauna, massage room, fitness center, ping-pong/yoga studio, boardroom, and two guest suites. Enjoy effortless access to St. Armands Circle’s world-class dining, shopping, and entertainment just moments away. Downtown Sarasota is a quick ride over the Ringling Bridge to enjoy the cultural hub of Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Christine Del Monte (941-266-6733)
125 S BLVD OF PRESIDENTS, SARASOTA, FL 34236
$2,999,00091 Days on yellowkey MLS ID: A4680622
REDUCED by $101,000 (3.3%) on 04/15/2026
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3043 Built: 1956 Tax: $37,828 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$37,828
Remarks: Welcome to this beautiful and fabulous 5 bedroom residence in one of Sarasota's most sought-after neighborhoods. Total renovation and additions done in 3 stages from 2019 to 2020 to adhere FEMA guidelines blends effortless style, thoughtful design and everyday functionality. Perfect for entertaining guests or simply enjoying relaxing Florida living, this home has been meticulously updated with high-end finishes and quality craftsmanship throughout. Open concept living area that flows seamlessly from the living room to the chef's kitchen. Large center island with seating-perfect for casual meals and entertaining. Designer Italian tile covers most living areas. 4 en-suite bedrooms and one bedroom with bath across the hall. One bedroom upstairs could be second private primary. St Armand's is steps from Lido Beach with its sugar-white sand, calm water and stunning sunsets. You have quick access to downtown Sarasota with arts, dining, and marina. A true European-style circle with upscale boutiques, galleries and locally owned shops. Excellent restaurants ranging from casual cafes to fine dining that are walkable and lively. With St Armand's Circle boasting upscale lifestyle, proximity to beaches, dining and boutique shopping keeps the circle very lively and vibrant.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
2508 WATERFRONT CIR, SARASOTA, FL 34240
$1,549,90060 Days on yellowkey MLS ID: TB8482629
1 Days Off yellowkey (back on 4/7/2026)
REDUCED by $49,100 (3.1%) on 04/01/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4695 Built: 2025Monthly Fee: $373 Tax: $2,703 (2025)Community: Monterey At Lakewood RanchSpa: NoSingle Family
Taxes:$2,703
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. 2508 Waterfront Cir, Sarasota, FL 34240 | 5 Bedrooms + Den | 5.5 Bathrooms | 4,695 Sq Ft | Monterey at Lakewood Ranch | Built 2025 Here is what you cannot get from the builder today: a finished, fully upgraded home in Monterey at Lakewood Ranch that is ready to move into right now, with over $200K in owner upgrades already done, paid for, and waiting for you. No design center appointments. No construction timeline. No surprises. Just a completed 2025 estate that is better than what the builder is delivering around it, available the moment you are ready. The moment you walk through the door, you understand what sets this home apart. A grand two-story foyer opens to a custom oak staircase and draws your eye through 4,695 square feet of thoughtfully finished living space. The current owners replaced the builder flooring throughout the main living areas with 9.5-inch wide custom oak hardwood, hand-selected and installed after closing. Ten-inch baseboards, cathedral and tray ceilings, recessed lighting throughout, a curated custom lighting package, and custom Rockwood plantation shutters create an interior that feels cohesive, elevated, and finished in a way that new construction rarely achieves without years of ownership behind it. At the center of the home, the open-concept great room and chef's kitchen are built for the way people actually live. The kitchen anchors everything with an oversized island, pendant lighting, breakfast bar seating, quartz countertops with a full matching backsplash, abundant cabinetry, a natural gas cooktop, built-in oven, stainless steel appliances, a large walk-in pantry, and a separate butler's pantry for the moments when prep space actually matters. The great room transitions naturally to a large second-floor bonus space that functions equally well as a media room, game room, or additional lounge. A dedicated first-floor office with French doors provides a quiet, private setting for remote work without removing you from the flow of the home. The primary suite is a retreat. A tray ceiling, dual walk-in closets, and a spa-caliber bath with split dual vanities, a freestanding soaking tub, and an oversized walk-in shower tiled to the ceiling with multiple shower heads, a rain showerhead, built-in benches, and inset niches deliver the kind of finish that buyers in this price range are looking for and rarely find already done. Three of the four secondary bedrooms include private en suite baths, every bedroom features a walk-in closet, and the laundry room is outfitted with built-in cabinetry and a utility sink. Out back, the large pavered patio and conservation view create a private, natural backdrop that gives the outdoor living areas a sense of openness and calm that is genuinely difficult to replicate. This is where mornings start and evenings wind down, and the setting delivers that from day one. A large pavered driveway and generous parking carry the same intentionality as the interior, polished and functional before anyone reaches the front door. Monterey at Lakewood Ranch is a gated community positioned within one of the country's premier master-planned communities, putting I-75, golf, parks, and Gulf Coast beaches all within easy reach. Builder inventory in Monterey is still active, but none of it comes finished, upgraded, and ready like this. If you have been considering new construction and want the result without the process, this is the home. Schedule your private tour today.
Listing is courtesy of: 27NORTH REALTY (813-645-4663)
Listing Agent: Shawna Calvert (509-294-6818)
3033 WILLOW GRN #10, SARASOTA, FL 34235
$250,0007 Days on yellowkey MLS ID: A4691560
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1221 Built: 1980 Tax: $2,758 (2025)Community: Willow GreenCondo
Taxes:$2,758
Elementary School: Gocio Elementary
Remarks: Great 2nd Floor Two Bedroom 2 Bathroom Condo. North Face Lanai with Awesome Pool View. Super Clean. Covered Carport Parking with Extra Storage. Plenty of Guest Parking. Option to Park Second Car. Primary Bedroom and Laundry are on First Floor. Rentals are Possible for Investors--but 3 Months Minimum Term Applies. Fantastic Location Just Minutes from UTC Shopping Mall, and Nathan Benderson Park. Great Hiking and Biking Trails and Golf Courses Surround this Great Community. Paddleboard, Rowing, and More Great Trails at Benderson Park. Walk to The Meadows Shopping Center for Massage, Dental, Daycare, or a Bite to Eat. Home To Be Sold "As Is" and Furnished or Unfurnished. Sun-Sun-Sun! Home is just Steps from Beautiful Community Pool that was Just Renovated and Looks Like New! 25 mins to Lido Key Beach, Siesta Key Beach, and Longboat Key. Fitness, Tennis, Golf, and Pickleball, Hot Tub, Olympic Sized Pool Options May Be Available. Fees May Apply.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: George Lange (813-658-2121)
3900 ROXANE BLVD #8B, SARASOTA, FL 34235
$145,00084 Days on yellowkey MLS ID: A4681274
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 831 Built: 1964 Tax: $618 (2025)Community: Strathmore Village GreenCondo
Taxes:$618
Remarks: Are you looking for the perfect Get-Away from the cold winters? Do you want an active adult community where you can have fun without always needing to "leave home"? Strathmore may be the best-kept secret that you just discovered! This turnkey-furnished condo home is waiting for you with and an updated kitchen, easy-care laminate and tile floors, and friendly neighbors. The new impact-resistant and sound-resistant sliding glass doors to the glassed-in lanai make this a very quiet residence. Moving in will be a breeze! If you sit on the lanai and look west, you'll see the amazing sunsets Sarasota is famous for. Getting to the beach on Siesta Key or Lido Key is easy, less than half an hour away. Strathmore offers an on-site laundry room, towel and sheet drying lines, and an extra storage closet for your beach toys or bike. The community pool and clubhouse offer spaces for fun activities, with lots of deck space, tables, chairs, lounges, and umbrellas. The clubhouse has a full kitchen and is a great place for parties, card games, puzzle enthusiasts and other activities. The monthly calendar shows events planned for almost every day. From pancake breakfasts to chair yoga, cornhole, bocce ball, mahjohg, dance parties and movie nights, there's something for everyone. This location is central to all the things you'll want to go to, also! There's fast and easy access to UTC Mall and Benderson Park, Lakewood Ranch's Main Street shops and restaurants, the Ringling Museum, the airport, downtown Sarasota shops and symphony, ballet, and opera. Golf and parks for dogs and people are 5 minutes away. Come and join this "community With Personality". You'll love it!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
1845 VERA PL #29, SARASOTA, FL 34235
$250,00052 Days on yellowkey MLS ID: A4685049
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1195 Built: 1964 Tax: $2,290 (2025)Community: Strathmore Villa Sec 04Spa: YesVilla
Taxes:$2,290
Remarks: Ready for the new owners to move in. The private foyer leads into the living room, which has been updated with tile flooring. Turnkey furnishings will make your new Florida nest easy to enjoy. The updated kitchen with granite counters and wood cabinets is light and bright. It's open to the dining room, which has lots of windows to let in the light! It also has a door to the side patio, which makes it very convenient to dine al fresco! There's space for tables and chairs and umbrellas, as well as your grill. The bedrooms each have their own bathroom for the convenience or owners and guests. The updating and the walk-in closet on the primary bedroom will allow you to be organized quickly. A linen closet in the hallway is accessible to both bedrooms. There is a sperate laundry room with extra storage space. The carport serves as a spot to meet and greet your neighbors in addition to keeping your car shaded. This is very friendly and active over-55 community. The monthly calendar shows planned activities almost every day. The heated community pool has lots of deck space, tables and chairs for friendly card games around pool. The clubhouse has a full kitchen, providing great space for parties and meeting. There's a library wall and puzzle table, as well as space for meeting the manager to discuss future plans.
5207 WILLOW LINKS #34, SARASOTA, FL 34235
$223,00014 Days on yellowkey MLS ID: A4689155
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1980 Tax: $572 (2025)Community: Willow LinksSpa: NoCondo
Taxes:$572
Remarks: Wonderful Water View from this second floor end unit condo. This condo has been well maintained and lovely cared for by its long time owner. Enjoy your morning coffee from your second floor enclosed lanai overlooking the well maintained 18 hole golf course, managed by Benderson Properties. Lanai has A/C vents for heating and cooling. Stack washer/dryer is in the unit. A/C is well maintained with Ultra Violet light. Super clean and easy to maintain with tile throughout. (NO Carpet). The kitchen has been updated with lots of pull out storage. This end unit is light and bright with morning sun shine. One assigned parking space but many guest spaces available. The Meadows is a fantastic community featuring an exceptional 1,600 acres offering miles of walking and bike paths, shopping steps from your door featuring Spas, Salons, Pub, Restaurant, Dental Services and so much more. Your quarterly condo fee includes a Health & Wellness Center membership. The Renaissance card entitles you to participate in a selection of activities including an Olympic Size Pool, Pickle Ball & Tennis Courts, Aerobics Classes and numerous social activities including Ice Cream Social, Art Show, Photo Show, Arts & Craft events, Special Lectures on popular topics and so much more. Never a dull moment in Season when you visit the Farmers Market on Sundays. This beautiful Community boasts of abundance of canopied oaks, over 85 lakes and waterways, 14 miles of walking and bike trails and 54 holes of Golf. The Meadows is conveniently located close to I-75, University Town Center, Nathan Benderson Park and a short drive the SRQ Airport. Contact The Meadows for information about joining. https://www.themeadowssarasota.org/contact-us
Listing Agent: Kim Klee (941-400-8922)
4651 CHANDLERS FORDE #34, SARASOTA, FL 34235
$425,000115 Days on yellowkey MLS ID: A4677292
REDUCED by $13,000 (3.0%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1983Monthly Fee: $719 Tax: $3,617 (2025)Community: Chandlers FordeVilla
Taxes:$3,617
Remarks: Unique opportunity! Luxurious and tastefully renovated corner villa in the sought-after Meadows, a resort lifestyle community. Charming Chandlers Forde offers refined living in a canopied park-like setting minutes from downtown Sarasota. Inside, you will love the soaring cathedral ceilings, floor-to-ceiling double-sided gas fireplace, elegant newer engineered hardwood throughout, open and airy, featuring a wall of sliders to the Florida room showcasing a tropical yard and relaxing ambiance. The totally remodeled kitchen is a chef’s delight with newer top-of-the-line appliances, solid wood cabinetry, quartz countertops, glass tile backsplash and convenient to the private grilling patio. The generous primary suite offers a walk-in, closet and main bath with double vanities. The second bath totally remodeled with composite granite. Custom Hunter Douglas window treatments. Lanai has newer tile, screens and ceiling fans. All maintenance-free living, just around the corner from one of the two heated community pools. The Meadows, 1,600 park-like acres. Residents enjoy 14 miles of trails, fun activities, fitness center, Junior Olympic pool, 10 pickleball courts, golf, dining venues plus and a top-notch tennis complex. You’ll live near award-winning beaches, remarkable arts and culture, Nathan Benderson Park, newly opened Mote Aquarium, Whole Foods, Trader Joe’s and The Mall at University Town Center, a world-class shopping, entertainment and dining destination. A fabulous Florida lifestyle with all conveniences. Newer 25-year dimensional shingle roof, new HVAC 2022. Spacious two-car garage with plenty of storage and above flood plain in Zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Marci Carter (941-330-4226)
9173 FLORIDA ROCK TRL, SARASOTA, FL 34240
$609,900372 Days on yellowkey MLS ID: A4650504
2 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 2025Monthly Fee: $374 Tax: $3,427 (2024)Community: Shellstone At WatersideSingle Family
Taxes:$3,427
Remarks: Under Construction. This Regatta floor plan offers 1,978 square feet with 3 bedrooms, 2 bathrooms, and a 2-car extended garage. Coastal Elevation A is featured on this home. Interior upgrades include tray ceilings in the foyer, great room, and owner’s suite, upgraded quartz countertops in the kitchen and bathrooms, upgraded kitchen sink, and upgraded Moen plumbing fixtures. The home features upgraded plank tile throughout and wall tile installed to the ceiling in all showers. Impact windows have been added along with additional lighting and additional electrical features. The great room opens to a large lanai with a summer kitchen rough-in, which includes gas, plumbing, and electrical connections on the lanai. Residents have access to The Summit at Shellstone Amenity Center, offering a social hall, fitness center, pool and spa, firepit, poolside cabanas, poolside BBQ grills, and a fitness lawn. Additional amenities are available at Midway Park, including a pro shop, screened pavilion, play areas, dog parks, basketball court, 8 pickleball courts, 6 tennis courts, kayak launch, outdoor fitness, shaded picnic areas, and community walking and biking trails. The home is conveniently located near Downtown Waterside Place, Gulf Coast beaches, world-class dining and shopping, several area hospitals, the Sarasota school system, Sarasota International Airport (25 minutes away), and Tampa International Airport (70 minutes away).
Listing is courtesy of: HOMES BY TOWNE REALTY INC (941-907-9799)
Listing Agent: Marissa Stephenson (941-448-1755)
235 COCOANUT AVE #117C, SARASOTA, FL 34236
$899,90092 Days on yellowkey MLS ID: D6145929
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2649 Built: 2006 Tax: $5,668 (2025)Community: Marquee En VilleCondo
Taxes:$5,668
Elementary School: Alta Vista Elementary
Middle School: None
Remarks: In DOWNTOWN SARASOTA – 2 BLOCKS TO EVERYTHING! This rarely available, FURNISHED 3bd/3.5 bath one-of-a-kind townhouse with ELEVATOR & 2-CAR GARAGE. It boasts 2,649 sq ft of Sarasota luxury with a total area 2,745 sq ft. Enjoy downtown city views from this custom FURNISHED 4-story move in condition townhouse. The first level hosts an attached two-car garage with plenty of overhead storage which leads into the foyer large laundry room. Guests are presented with the option of either riding your private elevator or accessing the wooden staircase as they make their way towards the 2nd level. The 2nd floor has a large open gourmet kitchen w/breakfast bar. Complemented by beautiful granite countertops & stainless-steel appliances, family room, formal dining area and half bathroom. The third level is reserved for the alluring master suite and the 2nd bedroom, both with walk-in closets and private bathrooms. Continuing up the elevator or winding spiral staircase to the 4th and final level, behold a spacious MOTHER-IN-LAW SUITE or Bonus room with kitchenette and outdoor space for BB-Q, sunning or plants. The floor to ceiling windows invites guests out to the magnificent city views. Amenities include, gated community, heated swimming pool/spa, gym with top-of-the-line equipment. Main Street is next door to indulge in the area's finest dining, shopping or catch a show. Don't miss the opportunity to live in the heart of Sarasota's vibrant downtown!
Listing is courtesy of: SUN REALTY (239-649-1990)
Listing Agent: Christine Cupp (239-340-3953)
3208 RAMBLEWOOD DR N, SARASOTA, FL 34237
$190,000186 Days on yellowkey MLS ID: A4669982
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1343 Built: 1976 Tax: $2,968 (2024)Community: Ramblewood AcresSpa: NoCondo
Taxes:$2,968
Remarks: Welcome to 3208 Ramblewood Drive in Ramblewood Acres, an inviting gated community in the heart of Sarasota. This beautifully updated 3-bedroom, 2½-bath condominium offers exceptional comfort and convenience, complete with a private carport, an adjacent laundry room, and plenty of storage throughout. Enjoy three charming porches—two upstairs and one downstairs—including one overlooking the peaceful creek with a peek-a-boo view of the tennis courts. Inside, the home features tasteful updates throughout. New flooring throughout the first floor, updated bathrooms, and fresh paint and molding, creating a bright and welcoming atmosphere. Have peace of mind with a NEW ROOF (2025), NEWER HVAC (2023), NEWER WATER HEATER (2023), NEW DISHWASHER (2024), NEW DRYER (2024) and much more. Step outside and take advantage of the community’s impressive amenities: three swimming pools (with one just a short walk away), tennis courts, a fitness center, billiard room, playground, and a community center. The multi-acre property also affords for those morning or afternoon peaceful walks. Perfectly located near Sarasota’s top dining, shopping, and cultural attractions—and just a few miles from the world-famous white sands of Siesta Key Beach—this residence combines privacy, comfort, and an exceptional lifestyle in one of the area’s most desirable locations. Be sure to tell all family and friends, “I live where you vacation.”
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Max Mann (862-216-6105)
1610 & 1612 N ORANGE AVE, SARASOTA, FL 34236
$575,000151 Days on yellowkey MLS ID: A4673957
REDUCED by $20,000 (3.4%) on 04/29/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1920 Built: 1981 Tax: $5,887 (2024)Community: Walkers SubApartment
Taxes:$5,887
Remarks: A compelling investment opportunity within Sarasota city limits and only one mile from Downtown. This side by side duplex features two matching 2 bedroom, 1.5 bath townhome style units that have been updated to attract quality tenants and support strong rental performance. Being located inside the city limits also allows weekly rentals if desired, giving investors valuable flexibility in their strategy. Each unit offers bright, modern interiors with durable tile flooring on the main level, upgraded kitchens with shaker cabinetry, stainless appliances, contemporary backsplash details, and clean finishes that keep future maintenance simple and predictable. The upstairs layout includes two comfortable bedrooms and a full bath, creating an efficient and easy to lease floor plan that works well for both long term and short term tenants. Both 1610 and 1612 enjoy fully fenced private backyards with one featuring a spacious grassy area with a dedicated patio setting, while the other includes a relaxed fire pit lounge framed by mature Florida trees. This separation gives each unit its own appeal and enhances the property’s overall appeal. Parking directly in front of each entrance adds another convenience tenants appreciate and owners benefit from. With no association fees, modern updates, low maintenance features, and strong demand in the surrounding area, this duplex performs well as a straightforward income producing asset. Investors can maximize returns across both units, while those seeking flexibility have the option to live on one side and lease the other. A turn key opportunity in a highly desirable location near parks, cultural venues, Sarasota’s waterfront, and the downtown core. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
1000 BOULEVARD OF THE ARTS #803, SARASOTA, FL 34236
$2,199,0007 Days on yellowkey MLS ID: A4691586
0 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1896 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Taxes:$0
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Positioned on the 8th floor, Residence 0803 offers expansive views across The Bay Sarasota Park and Sarasota Bay, blending elevation with a strong visual connection to the waterfront below. This Bay residence features an open, light-filled interior designed to maximize views and indoor–outdoor living. The contemporary kitchen is appointed with European cabinetry, quartz countertops and premium appliances, opening to a spacious great room and private terrace. The primary suite provides a serene retreat with a spa-inspired bath, while additional bedrooms and a den offer flexibility for guests, work or leisure. Residents enjoy access to a comprehensive suite of amenities at 1000 Boulevard of the Arts, along with wonderful access to Sarasota’s cultural venues, waterfront parks, marina and downtown lifestyle.
Listing Agent: Joey Lopez (917-962-2448)
1000 BOULEVARD OF THE ARTS #1808, SARASOTA, FL 34236
$2,399,0007 Days on yellowkey MLS ID: A4691588
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1767 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 1808 offers a distinctive harbor-front perspective from the 18th floor, overlooking Quay Harbor, Ringling Bridge, and glimpses of The Gulf in the distance. Part of the elevated Harbor residence collection, this home captures the movement of marina life, yachting and sunset skies, creating a dynamic and visually engaging living environment. The interior features an open, contemporary layout with floor-to-ceiling glass, a refined kitchen with European cabinetry and premium appliances, and a generous private terrace oriented toward the harbor and bridge views. The primary suite is designed as a tranquil retreat with a spa-inspired bath, while additional bedrooms provide comfort and privacy. A den offers flexible space for work or relaxation. At 1000 Boulevard of the Arts, residents enjoy a wonderful waterfront lifestyle in Sarasota’s Quay Waterfront District, with access to resort-style amenities, concierge services and immediate proximity to dining, cultural venues and marina promenades.
5211 CEDAR HAMMOCK CT, SARASOTA, FL 34232
$385,000101 Days on yellowkey MLS ID: A4679350
REDUCED by $10,000 (2.5%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1398 Built: 1984Monthly Fee: $25 Tax: $3,977 (2025)Community: Cedar HammockSingle Family
Taxes:$3,977
Remarks: One or more photo(s) has been virtually staged. Welcome to 5211 Cedar Hammock Court, a well-maintained home tucked away on a quiet cul-de-sac in the heart of Sarasota. This property offers a comfortable layout with inviting living spaces, ideal for both everyday living and entertaining. The home sits in a peaceful neighborhood while still being conveniently located near shopping, dining, schools, and major roadways for easy access throughout the area. Recent seller updates provide peace of mind for the next owner, including a new roof installed in 2021, a septic system replaced in 2022, and an air conditioning system approximately 8 years old. These major improvements add long-term value and reduce future maintenance concerns. Step outside to a fully fenced backyard featuring a private pool, creating the perfect setting for outdoor relaxation, entertaining guests, or enjoying Florida living year-round. The backyard offers both privacy and versatility, ideal for pets, gatherings, or simply unwinding in your own outdoor oasis. With no HOA restrictions and a prime Sarasota location, this property is a fantastic opportunity for homeowners or investors alike. Don’t miss the chance to own a move-in-ready home with major updates already completed. This PRIME LOCATION is minutes to I-75, UTC shopping district, Siesta Key Beach, and Downtown Sarasota. Schedule your private showing today!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Rachel Metcalfe (941-587-5975)
4703 OAK HILL DR #4, SARASOTA, FL 34232
$279,000251 Days on yellowkey MLS ID: A4662864
0 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985 Tax: $3,795 (2024)Community: Village Oaks Sec CCondo
Taxes:$3,795
Remarks: Set in the middle this community is minutes away from downtown and I-75 at a fraction of downtown prices. A Rare Sarasota Gem Discover the perfect blend of comfort, convenience, and natural beauty in this former model home, one of the largest in the sought-after Village Oaks community. This neighborhood is open to all buyers—not age-restricted—and offers an ideal location for families, professionals, and anyone seeking a peaceful retreat. Property Highlights: 2 Bedrooms + Bonus Den – Perfect for a home office, reading nook, or creative space 2 Full Baths – Private en-suite in the primary suite Open Living & Dining – Bright, airy spaces designed for entertaining Florida Room – Enjoy serene views and natural light year-round Rear Lake View – A tranquil backdrop for your daily life Exterior & Community: Towering live oaks create a shaded, park-like setting Private driveway and low-maintenance landscaping Quiet, walkable streets with a welcoming atmosphere Prime Sarasota Location: Live minutes from Downtown Sarasota, where world-class dining, boutique shopping, and cultural experiences await. Enjoy evenings at the Sarasota Opera House, concerts at Van Wezel Performing Arts Hall, or stroll through The Bay Park along the waterfront. Entertainment & Lifestyle Siesta Key Beach – a world-famous destination and turquoise waters; Lido Beach-Next to St. Armands Circle boutiques and restaurants; Legacy Trail & Celery Fields – Perfect for biking, birdwatching, and nature walks Golf & Tennis Clubs – Multiple courses and fitness centers within 10 minutes Farmers Markets & Local Cafés – Fresh produce and artisan goods every weekend Upcoming Orchestra Hall Development – Adding even more vibrancy to Sarasota’s arts scene Equestrian and Old Florida Venues just east of I-75 UTC Area – Shopping, Dining & Entertainment Just a short drive away, University Town Center (UTC) offers an upscale shopping and dining experience with: The Mall at UTC – Designer brands, specialty shops, and department stores Fine Dining & Casual Eats – From steakhouses to trendy bistros and international cuisine Entertainment Venues – Bowling, movie theaters, and seasonal events Fitness & Wellness – Gyms, yoga studios, and spas for a healthy lifestyle Whether you’re seeking a peaceful sanctuary, a convenient base for work and play, or simply a stylish space to call home, this property delivers on all fronts. Please schedule your private showing today and experience the charm of Oak Hill Drive! Pickleball, tennis and pool great to meet new neighbors.
Listing is courtesy of: G2 INTERNATIONAL REALTY LLC (407-529-9886)
Listing Agent: Daniel Jittu (407-529-9886)
5710 SHEFFIELD GREENE CIR #92, SARASOTA, FL 34235
$240,0006 Days on yellowkey MLS ID: C7525442
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1099 Built: 1990 Tax: $3,398 (2025)Community: Sheffield GreeneCondo
Taxes:$3,398
Remarks: Rare opportunity to own one of the most desirable views in Sheffield Greene! This second-floor coach home overlooks a serene golf course and pond setting, offering exceptional privacy and a peaceful backdrop rarely found in this community. Most comparable units feature interior or limited views—this residence stands out with expansive natural scenery and no direct rear neighbors. The well-designed 2-bedroom, 2-bath layout offers approximately 1,099 sq ft of living space with an open floor plan, abundant natural light, and a private screened lanai ideal for enjoying the tranquil setting. Additional features include an attached 1-car garage, interior laundry, and a functional split-bedroom design. Available fully furnished, turn-key, with the exception of some personal items, including the remote controlled boat and vehicle, etc. Located in The Meadows, residents enjoy mature landscaping, walking and biking trails, and access to community amenities including pool, fitness, and optional country club memberships. Conveniently located near UTC Mall, Benderson Park, dining, shopping, and just a short drive to Sarasota’s renowned Gulf beaches. A unique combination of view, privacy, and location—this is one of the premier positions within the community. All measurements and details provided should be verified by buyers. Room measurements are approximate and are not guaranteed.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Lora Keller (941-457-7213)
5495 CYNTHIA LN, SARASOTA, FL 34235
$611,00013 Days on yellowkey MLS ID: TB8498165
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2198 Built: 1993Monthly Fee: $31 Tax: $5,889 (2025)Community: Deer HollowSingle Family
Taxes:$5,889
Remarks: Stop your search—this is the MOVE-IN READY gem you’ve been waiting for! Tucked away in the quiet, family-friendly enclave of Deer Hollow, this 3-bedroom, 2-bathroom pool home sits on an exceptionally SPACIOUS AND PRIVATE LOT at the end of a peaceful cul-de-sac. Every inch of this residence has been meticulously revitalized, boasting a BRAND NEW ROOF, new water heater, and updated AC and appliances for total peace of mind. Inside, you’ll find a FULLY UPDATED KITCHEN AND BATHROOMS, fresh designer paint inside and out, modern flooring, and upgraded lighting throughout. The versatile Florida room provides that essential ADDITIONAL LIVING SPACE for a home gym or private office, while the outdoor oasis beckons with a RECENTLY RESURFACED POOL and cozy fire pit area. Perfectly positioned near UTC MALL, BENDERSON PARK, AND DOWNTOWN SARASOTA, this home also features HURRICANE SHUTTERS to ensure AFFORDABLE INSURANCE. It truly is the TOTAL PACKAGE!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
4710 HIDDEN FOREST LN, SARASOTA, FL 34235
$1,245,00063 Days on yellowkey MLS ID: A4684063
REDUCED by $5,000 (0.4%) on 04/28/2026
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 3597 Built: 1979 Tax: $10,222 (2025)Community: Hidden Forest Sec 2Spa: NoSingle Family
Taxes:$10,222
Remarks: Culinary Artist. Performer. Hobbyist. Swimmer. Horticulturist. Auto Enthusiast. Host. However you define your passions, this extraordinary residence rises to meet them with effortless sophistication. A truly distinctive, custom-built masterpiece, this home is set on a private, lush, tropical 1+ acre oasis in beautiful Hidden Forest — a secluded sanctuary that feels worlds away, yet is only minutes from University Town Center, Lakewood Ranch, Jessica's Famous Farmstand, and Nathan Benderson Park. This property offers exceptional privacy, refined luxury, and thoughtful accommodations for every lifestyle, including a paver pad with 50-amp service for your boat or RV and two separate two-car garages — one brand new and oversized with abundant storage and lift installation capability. Designed with a luxurious multi-level open floor plan, the home balances grand-scale entertaining with intimate everyday comfort. The completely remodeled chef’s kitchen, at a cost over $100k, is a showpiece, appointed with quartz countertops, a generous center island, pantry, wet bar, and premium Thermador, Miele and Frigidaire Professional appliances purchased in 2021. A steam oven, warming drawer, five foot wide refrigerator and a dual fuel 6 burner range (gas top and electric range) elevate the culinary experience. The formal dining and living rooms are equally impressive, with a built-in projector and screen for private cinematic evenings. A spacious family room anchored by a wood/gas-burning fireplace creates a warm and welcoming atmosphere. A dedicated bonus room — currently an arts and crafts studio — offers limitless flexibility, while a private office with custom built-in desks and closet provides an elegant work-from-home retreat. Outdoors, the expansive covered lanai is designed for refined entertaining, complete with a fully equipped summer kitchen and a striking saltwater pool adorned with tranquil waterfalls and fountains, all set against serene preserve views. Meticulous attention to detail continues throughout the home, including more than 10 skylights, a new roof (2025), on demand hot water systen (2026), all new hurricane-impact windows installed in 2023 (excluding sliders), and new A/C units installed in 2022. Additional enhancements include 400-amp electrical service, custom landscape lighting, illuminated dimmer switches and ceiling fans throughout. The mid-level entertainment lounge is ideal for billiards or cards, while the upper level is reserved for restful privacy. The grand primary suite is complemented by a conveniently located laundry room and opens through a sliding barn door to a spa-inspired bath of European elegance. Features include a freestanding soaking tub, dual vanities with Calacatta marble countertops, bespoke finishes, and a dramatic walk-in shower illuminated by a skylight and appointed with a rain showerhead and therapeutic body jets. A private morning kitchen with coffee station, wine cooler, and additional cabinetry completes this serene retreat. This is more than a home — it is a refined estate designed to elevate every pursuit.
Listing is courtesy of: SAMSON COMPANIES, LLC (703-378-8810)
Listing Agent: Brian Meskil (941-780-3468)
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