Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
3316 JOLSON DR, SARASOTA, FL 34237
$240,00027 Days on yellowkey MLS ID: A4693787
2 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1010 Built: 1959 Tax: $3,042 (2025)Community: Melody HeightsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,042
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Location is everything for this home! Very close to downtown and easily accessible to all of central Sarasota. With a little work, the charm of this mid-century home will shine through. This is a great opportunity for an investment or a do-it-yourself project.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tracy Leclair (941-209-0549)
2415 PELICAN DR, SARASOTA, FL 34237
$480,000303 Days on yellowkey MLS ID: A4659633
REDUCED by $39,000 (7.5%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensSingle Family
Taxes:$4,460
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2024
Remarks: Charming 1950s Florida Ranch-Style Home with Separate One-Bedroom Apartment in Sought-After Terrace Gardens! Don’t miss this rare opportunity to own a classic mid-century Florida ranch home in the desirable Terrace Gardens community. Situated on an expansive corner lot, this single-family residence offers exceptional flexibility, income potential, and future development possibilities. The main home features 2 bedrooms and 1 bath, showcasing original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. A beautifully carved-out one-bedroom, one-bath apartment provides a private space ideal for guests, extended family, or rental income—both units are currently rented. Whether you're looking to generate income immediately or envision building your dream home in a neighborhood filled with new construction, this property offers endless possibilities. Enjoy the unbeatable location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
$480,000407 Days on yellowkey MLS ID: A4650716
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensApartment
Remarks: Charming 1950s Florida Ranch-Style Duplex in Sought-After Terrace Gardens! Don't miss this rare opportunity to own a classic mid-century Florida ranch home, smartly divided into two separate units in the desirable Terrace Gardens community. Situated on an expansive corner lot, this property offers flexibility, income potential, and future development possibilities. Unit 2415 features 2 bedrooms and 1 bath, while Unit 2417 offers 1 bedroom and 1 bath—both currently rented. Inside, you'll find original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. Whether you're looking to generate rental income right away or dreaming of building your own custom home in a growing neighborhood filled with new construction, this property offers many options. Enjoy the lifestyle that comes with this prime location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
3629 LONGMEADOW #38, SARASOTA, FL 34235
$214,900198 Days on yellowkey MLS ID: A4672951
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $10,000 (4.4%) on 04/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1023 Built: 1979 Tax: $1,858 (2025)Community: BriarfieldCondo
Taxes:$1,858
Elementary School: Gocio Elementary
Remarks: One or more photo(s) has been virtually staged. *NEW AC & WATER HEATER 2025* NEW WASHER & DRYER 2024. Come live the Florida lifestyle to the fullest in this charming 2-bedroom, 2 bath, corner Villa Located in Briarfield at the Meadows. This spacious floorplan with high ceilings in the living and dining room give an open and airy feel that's sure to please. Large bedrooms boost beautiful golf course views. Granite counter tops in kitchen and baths and a beautiful screened in lanai for entertaining or enjoying a sunset. The Villa has a separate locked storage room and a deeded parking space in a covered garage. The Villa also comes equipped with a Hurricane fabric protection system by Astroguard. Briarfield residents enjoy a lifestyle like no other with access to all the amenities at the Meadows which include but is not limited to: Private heated pool, pickleball courts, 15 miles of scenic oak-canopied walking/biking trails and a community center. The Country Club Membership is optional offering 54 holes of golf, Har-Tru tennis courts, a junior Olympic pool, fitness center, restaurants and events. Conveniently located minutes from University Town Center/Benderson Park and close to downtown. Award winning Siesta Key Beach is only a short drive away. Don't miss this opportunity to call this beautiful villa your home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Rachel Angers (941-356-6537)
95 S BRIGGS AVE, SARASOTA, FL 34237
$449,000145 Days on yellowkey MLS ID: A4678771
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1512 Built: 1974 Tax: $5,229 (2024)Community: Golfview SubSingle Family
Taxes:$5,229
Remarks: Discover a rare opportunity to own a move in ready home in the highly desirable Ringling Park neighborhood, right in the heart of Sarasota. Situated on an oversized corner lot beneath beautiful mature oak trees, this property offers exceptional outdoor space, privacy, and timeless curb appeal that is hard to find this close to downtown. Inside, the well maintained home features wood cabinetry, granite countertops, stainless steel appliances, and a flexible bonus room ideal for a home office, den, or additional living space. The single car garage, fully fenced yard, and easy care landscaping add both convenience and functionality. Enjoy an unbeatable location just blocks from downtown Sarasota and only 4 miles to St. Armands Circle, placing world class shopping, dining, entertainment, and beaches within easy reach. With no deed restrictions and a large corner lot, this property offers a rare combination of flexibility, charm, and location in one of Sarasota’s most convenient neighborhoods.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Seth Westerberg (941-342-7653)
3842 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$479,90063 Days on yellowkey MLS ID: A4689406
REDUCED by $20,000 (4.0%) on 05/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1984Monthly Fee: $471 Tax: $4,160 (2025)Community: Glen Oaks Manor Homes Phase 2Spa: NoVilla
Taxes:$4,160
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT | Serene end-unit courtyard pool home with expansive, open views of majestic oak trees and sky, offering a tranquil, zen-like retreat immersed in nature. Welcome to one of Sarasota’s most charming hidden gems in Glen Oaks Manor. Nestled among beautiful mature oak trees that frame the property with shade, privacy, and timeless character, this beautifully renovated end-unit villa offers the perfect blend of comfort, lifestyle, and location. Designed for effortless Florida living, this residence features an open-concept layout filled with natural light, contemporary tile flooring, and inviting living spaces ideal for both relaxing and entertaining. The updated kitchen showcases sleek granite countertops, stainless steel appliances, and seamless flow into the main living areas. Step outside and discover your own private courtyard pool surrounded by peaceful greenery — a spectacular outdoor space to enjoy Sarasota’s year-round sunshine, entertain guests, or simply unwind in complete tranquility. The spacious split-bedroom floor plan offers privacy and functionality, while the oversized two-car garage provides additional storage and convenience. Located in the highly desirable Glen Oaks Manor community, residents enjoy scenic walking trails, ponds, lush landscaping, and a serene park-like atmosphere. Just minutes from Downtown Sarasota, UTC shopping and dining, Benderson Park, golf, beaches, supermarkets, and everyday conveniences, this property delivers the ideal Sarasota lifestyle in an exceptional location. Whether you are searching for a full-time residence, seasonal retreat, or investment opportunity, this private pool villa offers a rare combination of charm, space, nature, and location. Schedule your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Blair Schrock (970-666-1240)
3720 ALLENWOOD ST, SARASOTA, FL 34232
$499,90062 Days on yellowkey MLS ID: A4689606
REDUCED by $20,000 (3.8%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1971 Tax: $2,836 (2025)Community: Glen Oaks Cntry Club EstatesSpa: YesSingle Family
Taxes:$2,836
Remarks: Welcome to this well-maintained, zen-inspired pool home in the Glen Oaks Country Club Estates community of Sarasota, offering a functional layout, recent upgrades and convenient access to the area’s key destinations. Perfect home for season or an investment property as short term rentals are permitted. Set on a 0.22-acre lot, this single-family home features 2,115 total square feet of living space with two bedrooms, two baths, a Florida room and a two-car garage. The interior includes new luxury vinyl tile flooring a flexible floor plan designed for everyday living, designer finishes, a ship-lapped accent wall and crown molding. A separate dining room and additional flex space provide options for a home office or study. The kitchen is appointed with granite countertops and connects seamlessly to the main living areas. The primary suite offers a walk-in closet and shower with designer finishes. Outdoor features include a south-facing pool enclosed within a spacious screened lanai, creating a private and peaceful setting for year-round use. The fully fenced yard includes a dedicated dog run, while xeriscape landscaping supports low-maintenance living. Recent improvements include a roof, A/C, and water heater replacement in 2023 as well as all new plumbing lines in 2026. Hurricane shutters are in place. The property is not located in a flood zone, and the homeowner's association fee is voluntary. You could not ask for a better central location near Bobby Jones Golf Course and the Ed Smith Stadium, home to the Orioles Spring Training; this residence is within approximately three miles of downtown Sarasota, with access to Gulf beaches, dining and cultural amenities, as well as being only six miles from the UTC mall, offering great shopping, dining and entertainment options close by. This home is move-in-ready and represents pride of ownership with many unique features.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
3210 HIGEL AVE, SARASOTA, FL 34242
$11,950,000169 Days on yellowkey MLS ID: A4676047
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3884 Built: 2026 Tax: $26,394 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$26,394
Elementary School: None
Remarks: Under Construction. Perfectly positioned on the highly coveted north end of Siesta Key, this exceptional property overlooks the aquamarine waters of Big Pass and the Gulf of Mexico where dolphins frolic in your backyard. To be custom built by renowned builders - Trend Homes, the residence is thoughtfully designed to capture the very best of island living. The home will feature exquisite custom kitchen cabinetry paired with top-of-the-line appliances, along with elegant stonework and refined millwork throughout. The spacious primary suite offers generous walk-in closets, while expansive windows provide breathtaking water views from nearly every room. Additional highlights include a 3-car garage, and an open, light-filled floor plan ideal for both everyday living and entertaining. Offering over 4,500 square feet of living space, the home includes four bedrooms and four and half bathrooms. Outdoor amenities are equally impressive, featuring a beautiful swimming pool, private boat dock, and seawall. Located just minutes from premier shopping and dining, and close to Siesta Key’s world-famous white-sand beaches, this is a rare opportunity to own a custom waterfront retreat in one of Sarasota’s most desirable locations. There’s still time for the buyer to personalize this to-be-built home by selecting certain design finishes and features to match their style.
Listing Agent: Kim Ogilvie (941-951-6660)
5600 BENTGRASS DR #8-107, SARASOTA, FL 34235
$195,00044 Days on yellowkey MLS ID: A4691674
1 Days Off yellowkey (back on 5/18/2026)
REDUCED by $3,000 (1.5%) on 05/10/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1032 Built: 2002 Tax: $544 (2025)Community: Las Palmas Of SarasotaCondo
Taxes:$544
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Move-In Ready and beautifully updated condo in the highly sought-after gated community of Las Palmas. This residence is by far one of the most upgraded 1 bedroom units to hit the market in Las Palmas, featuring a clean interior with fresh paint and thoughtful improvements throughout. Recent upgrades include a 2024 HVAC system, 2024 water heater, 2024 roof, new tile in the foyer, new carpet on the stairwell and bedroom, new vinyl flooring/vanity/lighting/toilet in half bathroom, updated kitchen backsplash, new refrigerator/range/microwave, new washer and dryer, updated light fixture and ceiling fan in bedroom, 2025 windows in bedroom, and new toilet in primary bathroom. The kitchen and bathrooms present a timeless, refreshed look, while the open layout provides an easy flow for everyday living. The spacious owner’s suite offers ample closet space and a comfortable retreat. Enjoy a private lanai overlooking a beautiful wooded setting with tranquil water views. Residents of Las Palmas enjoy a full suite of amenities including two heated resort-style pools, hot tubs, clubhouse, fitness center, sauna, tennis court, dog park, playground, boat storage and a car wash station. With direct access to Benderson Park, you can enjoy scenic walking and biking trails just steps away. Ideally located minutes from world-class shopping, dining and entertainment at UTC. This property is well-suited for a full-time residence, seasonal getaway or investment opportunity. Why rent when you can own in one of Sarasota’s most convenient and amenity-rich communities.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
845 HIGHLAND ST, SARASOTA, FL 34234
$575,00030 Days on yellowkey MLS ID: A4692698
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1106 Built: 1961 Tax: $1,920 (2025)Community: Highland PinesSpa: NoSingle Family
Taxes:$1,920
Remarks: Recently renovated mid-century cottage just west of Tamiami Trail in the coveted Indian Beach Sapphire Shores neighborhood. This 2-bedroom, 1.5-bath home features terrazzo floors, shiplap ceilings, and warm wood accents, with mature tropical landscaping framing the home. The renovated kitchen pairs white shaker cabinets, butcher block counters, and stainless steel appliances with a sunlit breakfast nook that flows into the dining area. Plantation shutters throughout. Ready to move in as a seasonal retreat, short-term rental or primary residence. Blocks to Indian Beach, minutes to downtown Sarasota, the Ringling Museum, and St. Armands Circle. A rare mid-century gem in one of Sarasota's most-loved neighborhoods.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Steven Windsor (941-592-5569)
1845 VERA PL #29, SARASOTA, FL 34235
$250,00090 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.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
1703 N TAMIAMI TRL #B507, SARASOTA, FL 34234
$559,900140 Days on yellowkey MLS ID: A4678101
0 Days Off yellowkey (back on 5/17/2026)
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 858 Built: 2022 Tax: $4,160 (2025)Community: The StrandCondo
Remarks: Under contract-accepting backup offers. Welcome Home, Boaters! This is your opportunity to own a top-floor residence with peekaboo bay views and your own private dock at The Strand. Unit 507 includes a rare, deeded 32.5-ft private dock complete with water and electric, perfect for effortless days on the bay! After a day on the water, unwind on your covered terrace while enjoying sunset views overlooking the bay and resort-style pool. Inside, the open-concept floor plan is ideal for entertaining, featuring a spacious kitchen with quartz countertops and seamless flow into the living and dining areas. The primary suite is a serene retreat with a large walk-in shower and generous walk-in closet. The oversized den includes a closet, making it ideal as a guest room or a perfect work-from-home office. Weekly rentals are allowed, making this condo an exceptional seasonal rental and investment opportunity in one of Sarasota’s most desirable waterfront communities. The Strand offers outstanding amenities including a private dog park, floating kayak launch, pool and spa, fitness center, fire pit, EV charging stations and gas grills. Ideally located just minutes from three waterfront public parks and only a short drive to downtown Sarasota, you’re close to weekend farmers markets, the opera, world-class shopping, and top-rated restaurants...everything downtown Sarasota has to give! Lido Key Beach is just 5 miles away, and world-famous Siesta Key is only 8 miles from your private garage parking space. This is coastal living, boating lifestyle, and investment potential! All in one exceptional property!!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Capek (941-497-6060)
2660 DAVIS BLVD, SARASOTA, FL 34237
$435,000163 Days on yellowkey MLS ID: A4676514
0 Days Off yellowkey (back on 5/14/2026)
REDUCED by $14,000 (3.1%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1980 Tax: $5,700 (2023)Community: WoodburySingle Family
Taxes:$5,700
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Welcome home to this charming 3-bedroom, 2-bathroom open-plan gem nestled in a convenient Sarasota location on a quiet street with a huge backyard. Step inside to discover a beautifully designed kitchen featuring solid wooden cabinetry and a peninsula with breakfast bar seating for three, seamlessly connecting to the dining and living areas. Enjoy the abundant natural light streaming in from clerestory and large windows, illuminating the entire space. The flooring throughout is alluring saltillo tile, ensuring easy maintenance without any carpeting. The bedrooms are generously sized, with the main bedroom boasting an ensuite bathroom for added convenience and privacy. Outside, revel in the expansive fenced-in yard complete with a patio and fire pit, offering a perfect spot for relaxation and entertaining. Don't miss the chance to make this delightful Sarasota abode your new home sweet home!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
845 BENJAMIN FRANKLIN DR #104, SARASOTA, FL 34236
$450,000210 Days on yellowkey MLS ID: A4671905
REDUCED by $25,000 (5.3%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 991 Built: 1974 Tax: $7,023 (2024)Community: Presidential TheCondo
Taxes:$7,023
Elementary School: Southside Elementary
Remarks: Coastal ease meets everyday convenience in this ground-floor retreat on Lido Key—just steps to the sand with beach access right across the street. Shade trees protect a private, fenced lanai paved in classic red brick; triple sliders open from the Florida room so indoor and outdoor living flow as one. Accordion shutters allow quiet separation when desired, or open wide to create an airy great room for gathering. The kitchen carries a fresh, coastal-meets-club vibe in its countertops and invites company to linger at a breakfast bar that comfortably seats three. A generous dining area, framed by floor-to-ceiling bead board, adds character rarely found today. The split plan enhances privacy: the north-facing primary suite avoids harsh morning sun and features a spacious walk-through closet to an updated bath with full shower, while the guest bedroom sits at the opposite end of the home. Live like you’re on vacation—pop over to the Lido Beach Resort, wander down to the Lido Pavilion to socialize, then head to St. Armands Circle for dinner and boutique shopping. Love the outdoors? Enjoy bike lanes along Benjamin Franklin Dr. and trails through both North and South Lido Parks. Whether you’re escaping for the season or sneaking away for the weekend, this easy, low-maintenance condo is the perfect lock-and-leave beach haven.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Camille Buck (941-894-4771)
605 WILD TURKEY LN, SARASOTA, FL 34236
$1,750,000509 Days on yellowkey MLS ID: A4636666
REDUCED by $45,000 (2.5%) on 05/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2200 Built: 1972Monthly Fee: $89 Tax: $22,084 (2024)Community: Bird Key SubSingle Family
Taxes:$22,084
Remarks: This lovely Bird Key garden home resides on a corner lot with a large circular paver driveway and beautiful landscaping that leads to the front door with the 2 car garage located on the side of the house. Inside, you will find abundant natural light with many windows and glass sliders that afford a splendid view of the large yard and pool area with a private garden wall. This three-bedroom residence has a split floor plan offering a private master suite, complete with 2 walk-in closets, an en-suite bathroom, and sliding doors to the pool deck. The two guest bedrooms and a second bathroom complete the other end of the house. A powder room and an oversized laundry room with a sink and loads of storage are a bonus not found in many garden homes. The kitchen overlooks the large backyard and pool area, with granite countertops, stainless steel appliances, and a breakfast bar overlooking the family/dining room. The house has high-impact windows & sliding doors, a heated pool, a well for irrigation, and mature lush landscaping that provide privacy and a large fenced back yard. The most recent upgrades and improvements from the interior to the exterior include re-ling the plumbing under the slab. The garage was gutted, painted and the floor epoxied. Updated interior baseboards and stunning interior lighting were installed throughout the home, giving it an updated, sleek look. This home is move-in ready. Live the comfortable Florida dream by opening large sliders to the pool area, with neutral tile throughout and a spacious flowing floorplan that makes the indoor-outdoor lifestyle easy. This residential island has its own optional Bird Key Yacht Club, tennis courts, swimming pool, fitness room, social scene, boat slips, marina, indoor and outdoor dining. These are the perfect ingredients for making this your private island retreat, complete with nearby beaches, dining, shopping, excellent schools, and the beautiful downtown area.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Jeffrey Rhinelander (941-685-3590)
361 OAK HILL DR #3, SARASOTA, FL 34232
$249,000127 Days on yellowkey MLS ID: A4681110
0 Days Off yellowkey (back on 5/16/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1354 Built: 1985 Tax: $2,753 (2025)Community: Village Oaks Sec BSpa: NoCondo
Taxes:$2,753
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Just reduced SIGNIFICANTLY!! Welcome to Village Oaks—this villa is a show-stopper you have to see to believe. From the moment you step inside, the upgrades and care are unmistakable. The fully remodeled kitchen is a standout, featuring soft-close IKEA cabinetry, drawers, and pantry with under-cabinet lighting, sleek LG stainless steel appliances, an oversized stainless sink with disposal, and granite countertops with a neutral backsplash—a spacious, functional design made for anyone who loves to cook and entertain. Throughout the villa, 2-inch wooden blinds dress every window, and the entire home is tiled, professionally cleaned, sealed, and ready for worry-free living. The front guest bedroom offers a walk-in closet, while the remodel guest bath includes an easy-access step-in shower. A full-size Samsung front-load washer and dryer are neatly tucked into the laundry closet for convenience. At the rear of the home, the primary suite impresses with a generous walk-in closet and a spa-like bath featuring a large shower, double sinks, granite countertops, decorative lighting, and a built-in medicine cabinet. The bonus sunroom is a true flex space—perfect for a home office, hobby room, or even an extra bedroom (just add an armoire). Flooded with natural light, it’s finished with double French doors and a private exit for your favorite pet. Recent updates add peace of mind: Garage floor pressure washed and walls freshly painted (Jan 2026) Front screened porch pressure washed with new carpet (Jan 2026) Hot water heater replaced Sept 2019, and the lifestyle? Unbeatable. Enjoy the heated community pool, active social events, and an exceptional location—about two miles to I-75 and just 7.5 miles to Lido Key. Shopping, dining, and Sarasota’s vibrant arts scene are all minutes away. This is the kind of villa that doesn’t stay on the market—schedule your showing before someone else claims it.
Listing Agent: Diane Fogo Harter (941-445-2431)
4158 PRUDENCE DR, SARASOTA, FL 34235
$499,90061 Days on yellowkey MLS ID: A4689465
1 Days Off yellowkey (back on 5/16/2026)
REDUCED by $40,100 (7.4%) on 05/04/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2573 Built: 1967 Tax: $5,244 (2025)Community: Kensington ParkSpa: NoSingle Family
Taxes:$5,244
Remarks: Under contract-accepting backup offers. Located in the established Kensington Park community, this beautifully updated four-bedroom, three-bath residence with a pool offers a thoughtfully designed single-level layout with a desirable split-bedroom floor plan, creating a seamless balance of privacy and open-concept living. Spacious living and dining areas flow effortlessly, making the home ideal for both everyday comfort and entertaining. The upscale kitchen, features a large island with dual sinks, ample cabinetry, stainless appliances, and generous counter space, perfectly suited for meal preparation, casual dining, and hosting gatherings. Multiple living areas enhance the home’s versatility, while a substantial bonus room with a working fireplace provides added flexibility for a media room, or additional living space. The large primary suite features dual vanities, a steam shower with double shower heads, soaking tub and full walk-in closet. Wheelchair accessibility adds to the home’s overall convenience. The split floorpan offers three more bedrooms with two full bathrooms and a private office. Outdoor living is elevated by a fully fenced backyard with mature landscaping and a private pool, complete with an updated system and prior refinishing. A double gate allows for boat or additional storage access. The property also includes a two-car garage with a newly resurfaced floor and ample additional parking. Recent updates provide peace of mind, including a 2019 renovation with updated electrical and plumbing systems, a new roof (2025), new water heater (2025), and a 2019 HVAC system with UV filtration. Hurricane-impact windows and doors are installed. The exterior has been freshly painted, and additional features include buried electrical in the backyard for a future shed, included appliances, and a home warranty with approximately four years remaining covering major components. Kensington Park is ideally located in the heart of Sarasota, just minutes from The Mall at University Town Center, offering a wide selection of shopping, dining, and entertainment. The home is also conveniently close to downtown Sarasota, Sarasota-Bradenton International Airport, and the area’s renowned Gulf beaches, including Lido Key and Siesta Key. With easy access to major roadways, parks, and everyday conveniences, this location offers both accessibility and the best of the Sarasota lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Joe Ebert (941-932-1487)
5211 CEDAR HAMMOCK CT, SARASOTA, FL 34232
$385,000139 Days on yellowkey MLS ID: A4679350
2 Days Off yellowkey (back on 5/16/2026)
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: Under contract-accepting backup offers. 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)
301 QUAY COMMONS #1703, SARASOTA, FL 34236
$1,795,000314 Days on yellowkey MLS ID: A4657928
81 Days Off yellowkey (back on 5/15/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1828 Built: 2023 Tax: $11,601 (2024)Community: Bayso Sarasota CondominiumSpa: YesCondo
Taxes:$11,601
Remarks: Under contract-accepting backup offers. Welcome to sky-high living in Downtown Sarasota’s vibrant Waterfront District. Perched on the 17th floor of one of the area's newest luxury residential towers, this two-bedroom + den, three-bathroom residence offers an exceptional opportunity to live above it all—with peek-a-boo views of Sarasota Bay, the Gulf of Mexico, the Quay Yacht Harbor, and the lush greenery of the Quay Park, all from your private terrace. Spanning 1,828 square feet of interior living space, this residence blends sleek modern design with coastal elegance. From the moment you enter through a formal foyer, the 10-foot ceilings and expansive open-concept layout create the feel of a single-family home in the sky—complete with soaring views and abundant natural light. Designed with both style and function in mind, the den is ideally located near the entrance and just across from the third full bathroom. This flexible space makes a perfect home office or private guest room, offering added versatility and privacy. The chef’s kitchen is an entertainer’s dream, featuring European cabinetry by Italkraft, quartz countertops, and premium stainless steel JennAir appliances. A neutral-tone herringbone backsplash cascades up the wall, creating a beautiful focal point that adds both warmth and texture to the space. A dry bar with a wine refrigerator provides the perfect place to serve guests or enjoy your favorite latte in the morning. The primary suite is a peaceful retreat, with floor-to-ceiling windows framing city and water views. The ensuite bathroom is spa-inspired, with a double vanity, coastal wood grain cabinetry, and a clean, modern aesthetic. The secondary bedroom also features its own ensuite bath, making it perfect for hosting overnight guests in style. As one of the first owners in this exciting new development completed in 2023, you'll be at the heart of Sarasota’s next great destination. The Quay Sarasota is fast becoming the city's epicenter for luxury living, fine dining, boutique shopping, and waterfront leisure. Residents enjoy access to resort-style amenities, along with proximity to cultural venues, marinas, and the world-famous quartz sand beaches of the Gulf Coast. Located just 15 minutes from Sarasota-Bradenton International Airport and minutes from the barrier islands, downtown arts district, and St. Armands Circle, this residence offers a highly desirable combination of location, lifestyle, and long-term value. This luxury condominium is move-in ready and waiting for its new owner. Furnishings are available for purchase separately, making this a turnkey opportunity for the discerning buyer seeking both elegance and convenience in one of Sarasota’s most exciting new neighborhoods.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
1255 N GULFSTREAM AVE #1407, SARASOTA, FL 34236
$1,375,000151 Days on yellowkey MLS ID: A4677443
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1629 Built: 1982 Tax: $15,421 (2025)Community: Bay PlazaCondo
Taxes:$15,421
Remarks: A REFINED OFFERING PRICE and rare opportunity has just become more compelling!! This is your invitation to claim the coveted 14th floor vantage point at Bay Plaza, where timeless Sarasota Bay vistas and unobstructed 180 degree PANORAMIC VIEWS meet the ultimate walkable downtown luxury lifestyle. Welcome to residence #1407 at the iconic Bay plaza, the renowned downtown waterfront condominium designed by Tim Siebert of Sarasota School of Architecture. Positioned within the buildings PREMIER southeastern stack, this rarely available 14th floor residence offers commanding southwest-facing sweeping expansive water views over Sarasota Bay, Marina Jack, downtown skyline and world-class Sarasota legendary sunsets. This spacious 2 bedroom/2 bathroom residence offers fully unobstructed 180 degree irreplaceable Bay views from every room, delivering million dollar scenery and location that discerning Buyers seek but seldom find. A highly desirable split floor plan provides both privacy and flow, while TWO private balconies invite morning coffee or tea at sunrise and unmatched and unforgettable evenings overlooking Sarasota Bay. Floor to ceiling windows allow natural light to fill the residence throughout the day, creating a refined and enduring atmosphere where the Bay becomes a breathtaking daily backdrop. The primary owners suite serves as a tranquil retreat with direct balcony access and sweeping water views, while the guest suite offers comfort and privacy for extended stays for visiting family and friends, Bay Plaza is a full-service luxury waterfront community with 24-hour concierge service and security, onsite management, heated pool and spa, fitness centre, sauna, social room, valet parking for residents and guests and secure building access, and EV charging -- all within one of downtown Sarasota's most elegant addresses. Step outside and enjoy immediate walkability to Sarasota's vibrant cultural district, including fine dining, cafés, art galleries, theaters, marina walks or boating and year round activities. This is a rare opportunity to curate your own spectacular waterfront sanctuary, personalize the space to your specific vision, and secure one of the most desirable top-floor residences in Bay Plaza. A legacy-caliber property equally suited as a refined primary home or an exceptional second home retreat. Where elevation, exposure and EXTRAORDINARY views converge -- because perspective changes everything, The VIEWS are timeless. The LOCATION is irreplaceable. The VISION is yours to create.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Brandy (941-232-1420)
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