Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
4046 HIGEL AVE, SARASOTA, FL 34242
$15,500,000134 Days on yellowkey MLS ID: A4682070
0 Days Off yellowkey (back on 2/11/2026)
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6468 Built: 1983 Tax: $32,602 (2025)Community: SiestaSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$32,602
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Experience private beachfront coastal luxury at this one-of-one Siesta Key home, thoughtfully curated for comfort, style, and entertainment - by Pham Development. Perfectly positioned off the Gulf, with gorgeous ocean views throughout the rooms - you can watch a world-class sunset view from your master bedroom. Spanning over 6,468 square feet under air and 9,080 total square feet, this exquisite residence captures the essence of resort-style waterfront living on more than half an acre of pristine Gulf-front land. Be at ease with a surrounding elevated riprap shoreline and the imported rocks, offering both protection and privacy. Pull into the property through the gated entry, with a paved driveway for ample parking. The ground level offers a 3-car garage, spacious private fitness studio with AC, large flex space/storage room, and huge game room that leads out to the truly special backyard - with premium turf, silica sand and a putting area. Host a sunset dinner with the full outdoor kitchen, including a freezer, wet bar, beverage center, ice machine, and 6-burner grill. Have a drink while sitting in the pool facing the ocean, relax in the champagne spa hot tub, or tan on the sun shelf. Put your toes in the sand area of the backyard, or take the paver steps down to the private beach and swim in the ocean - the ultimate paradise. Wake up to the panoramic views of the Gulf of America and Sarasota Bay, that create a daily masterpiece of color and light, and have a coffee on the master bedroom's private balcony. With 6 bedrooms, 5 full bathrooms, and 2 half baths, you can host more family and guests - along with the second living room/media room. All of the bedrooms have custom built-in closets, and the spacious ocean-view master bathroom leads to two spacious walk-in closets. The home features high-ceilings, beautiful hardwood flooring throughout, and cypress beams. The living and dining room area have a fireplace, and the open-floor plan leads out to another large balcony overlooking the ocean. Enjoy the gourmet custom kitchen with Thermador gas appliances, a walk-in pantry, and an extra large quartz island with seating. An elevator connects the 3-level home through the grand living spaces that flow seamlessly toward the water, blending indoor sophistication with the beauty of the coast. The lush tropical landscaping evokes the serenity of a private resort. Located just minutes from Siesta Beach, the Village, and the North Siesta Bridge, this rare coastal jewel offers the ultimate combination of elegance, exclusivity, and Gulf-front tranquility—a move-in ready residence truly without equal on Siesta Key.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
217 S SHADE AVE, SARASOTA, FL 34237
$1,799,000475 Days on yellowkey MLS ID: A4628117
REDUCED by $100,000 (5.3%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Elementary School: Alta Vista Elementary
Tax Year: 2023
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000650 Days on yellowkey MLS ID: N6134516
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1979Monthly Fee: $567 Tax: $3,642 (2023)Community: Vivienda At The MeadowsVilla
Taxes:$3,642
Elementary School: Gocio Elementary
High School: Booker High
Remarks: Resort-Style Living Maintenance-Free includes Tile Roof. One of Sarasota’s most desirable communities. This spacious 2 bedroom, 2 bath, car garage home offers multiple living areas, including a living room, open-concept kitchen/family/dining area, and tranquil greenbelt view from the lanai. Ideally positioned not direct-facing neighbors, this home boasts a generous front yard and privacy. Enjoy true ease of living—landscaping and TILE roof maintenance are covered by the HOA, with reserves in place for future care. Recent upgrades include HVAC (2021), Water Heater (2023), Washing Machine (2024), Refrigerator (2022), as well as a new kitchen faucet, range hood fan, and light (2024). The Meadows Country Club offers membership access to 54 holes of golf, 17 Har-Tru tennis courts, pickleball, a junior Olympic-size pool, fitness center, two restaurants, and over 200 annual events. Explore 14 miles of scenic walking, biking, and nature trails, all just minutes from downtown Sarasota, UTC Mall, and I75. Come home to comfort, community, and the carefree lifestyle you’ve been looking for. Resort-Style Living in The Meadows Golf & Country Club Welcome to The Vivienda, a maintenance-free enclave within The Meadows, one of Sarasota’s most desirable communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY (941-207-5055)
Listing Agent: Janet Linaburg (941-225-5289)
5551 BENTGRASS DR #11-117, SARASOTA, FL 34235
$299,00017 Days on yellowkey MLS ID: A4696165
REDUCED by $6,000 (2.0%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1395 Built: 2002Monthly Fee: $656 Tax: $3,109 (2025)Community: Las Palmas Of SarasotaSpa: NoCondo
Taxes:$3,109
Elementary School: Emma E. Booker Elementary
Remarks: Virtually Staged. Welcome to Las Palmas, a gated community where convenience meets resort-style living in one of Sarasota’s most desirable locations. Ideally situated just moments from Benderson Park, UTC Mall, I-75, and dining, with a short drive to world-famous Gulf beaches, downtown Sarasota, hospitals, and the airport. This beautifully updated second-floor end unit offers 3 bedrooms, 2 bathrooms, and an attached one-car garage. Additional windows fill the home with natural light, creating a bright and airy atmosphere. A private entrance and staircase lead to an inviting open-concept layout featuring a desirable split-bedroom floor plan, newly installed flooring, fresh interior paint, updated lighting, upgraded kitchen cabinetry, and elegant quartz countertops in both the kitchen and bathrooms. The screened lanai overlooks a tranquil nature preserve, providing exceptional privacy and peaceful views. A full-size laundry room and generous closet space add everyday convenience. Major updates include a new roof (2024), A/C (2020), and water heater (2022). Residents enjoy an impressive array of resort-style amenities, including two swimming pools, a hot tub, a fitness center, a clubhouse, tennis courts, a playground, a dog park, an outdoor grilling area, a car wash station, and more. Affordable on-site RV and boat storage is also available. Whether you're a first-time homebuyer, investor, or seasonal resident, this exceptional property offers the perfect blend of comfort, style, and location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keiko Donnelly (941-544-4664)
33 S GULFSTREAM AVE #404, SARASOTA, FL 34236
$375,00011 Days on yellowkey MLS ID: A4695460
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 754 Built: 1964 Tax: $4,270 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$4,270
Elementary School: Southside Elementary
Remarks: Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
3720 ALLENWOOD ST, SARASOTA, FL 34232
$499,90075 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
Elementary School: Tuttle Elementary
Remarks: Welcome to this beautifully maintained Zen-inspired pool home in the sought after Glen Oaks Country Club Estates community of Sarasota. Situated on a spacious.22-acre lot, this move-in ready residence offers 2,115 square feet of thoughtfully designed living space, featuring two bedrooms, two bathrooms, a Florida room and a two-car garage. Step inside to discover new luxury vinyl flooring throughout, designer finishes, crown molding, and a stunning shiplap accent wall. The flexible floor plan provides comfortable everyday living while offering additional space for a home office, study, or hobby space. A separate dining room creates the perfect setting for entertainment family and friends. The kitchen features granite countertops and flows seamlessly into the main living areas, making it both functional and inviting. The spacious primary suite includes a walk-in closet, a large window overlooking the pool, beautifully updated finishes and a walk and shower. Thoughtfully positioned away from the guest bedroom, the suite provides added privacy and a peaceful retreat. Outside your private retreat awaits. The sparkling south-facing pool and expansive screened lanai creates a peaceful setting for year-round enjoyment. The fully fenced back yard includes a secure dog run and xeriscape landscaping for low maintenance living. Major updates provide peace of mind including a new roof, HVAC system, water heater in 2023, new plumbing lines completed in 2026, and a newly installed hurricane-rated front entry door. The property is not located in a flood zone and includes hurricane shutters including clear plan panels that allow natural light to filter into the home while providing added storm protection. Best of all, the HOA is voluntary. The location is hard to beat just a golf cart drive away from Bobby Jones Golf Course, approximately 3 miles from vibrant downtown Sarasota and a short drive to the area's renowned Gulf beaches, dining, shopping, and cultural attractions. University Town Center (UTC) with its exceptional shopping, restaurants, and entertainment is only 6 miles away. Lovingly maintained and thoughtfully updated this special home combines timeless character and modern conveniences in one of Sarasota's most desirable locations. Move in ready and full of warmth it offers a wonderful opportunity to relax, entertain, and enjoy the Florida lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
201 S SHADE AVE, SARASOTA, FL 34237
$1,634,000104 Days on yellowkey MLS ID: TB8484159
REDUCED by $15,000 (0.9%) on 06/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2488 Built: 2024 Tax: $14,319 (2025)Community: Terrace GardensSingle Family
Taxes:$14,319
Remarks: Welcome to this exceptional ONE-STORY, NEWER CONSTRUCTION, 4 Bedroom, 3 Bath home featuring a Saltwater Pool, Lanai, Outdoor Kitchen and oversized 2 Car Garage. Offering over 2500 square feet of luxurious living space, this home is perfect for entertaining and enjoying the ultimate Florida lifestyle. Located in FLOOD ZONE X and just minutes to Downtown Sarasota, this custom-built home boasts all BLOCK construction, a metal roof, maintenance-free aluminum soffits and fascia, Impact Rated Windows, Doors and Sliders, a tankless water heater and a professionally designed custom landscaping package. Interior features have been thoughtfully designed and include 12 ft 8-inch ceilings in the Great Room and Kitchen, 8 ft solid core doors and engineered hardwood floors throughout the home. The well-appointed kitchen is sure to please the most discerning chef with custom wood Shaker Cabinets, an oversized island, Quartz countertops, Z-Line Appliances, double oven, an induction range with custom hood and includes a convenient Dry Bar with floating wood-stained shelves and a wine refrigerator. The Primary Suite is a sanctuary and exudes elegance with tray ceilings, a custom design wall featuring detailed trim work and sliding glass doors providing private access to the outdoor pool and patio oasis. Primary Bath delights with a freestanding soaking tub, an oversized shower with rain head, a makeup vanity and Quartz countertops. Entertain with style in the Great Room complete with fireplace, 50-inch oversized chandelier and wall to wall 8 ft pocketing sliding glass doors opening to the Lanai and Saltwater Pool. 3 additional bedrooms, one featuring a decorative custom accent wall perfect for an office/flex room, are all generously sized with built-in closets. The Laundry Room includes a custom tile floor, built-in cabinets, Quartz countertops and a Samsung Smart washer and dryer. Easy access to Downtown, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, Siesta Key and all area beaches makes this Move-In Ready home a must see! Embrace Sarasota living at its finest!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Christine Mastrilli (813-205-6195)
1218 GRANTHAM DR, SARASOTA, FL 34234
$339,000217 Days on yellowkey MLS ID: A4672728
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2143 Built: 2019Monthly Fee: $299 Tax: $3,038 (2024)Community: Bradford Manor TwnhmsTownhouse
Taxes:$3,038
Tax Year: 2024
Remarks: This beautifully maintained townhome sits within a secure gated community and offers 3 bedrooms, 2.5 baths, over 2,143 sq. ft., and a spacious screened patio. A covered entry leads into an open-concept layout with a welcoming foyer and ceramic tile flowing through the main living areas. The kitchen features granite countertops, espresso cabinetry, stainless steel appliances, a glass cooktop, pantry, and a large snack bar perfect for casual dining. The dining area accommodates larger gatherings and opens directly to the screened patio, while the living room offers soft carpet, recessed lighting, and plenty of natural light. The covered patio is ideal for morning coffee or evening relaxation, complete with lighting, ceiling fan, and ample seating space. A convenient half bath completes the main floor. Upstairs, the primary suite offers plenty of room for larger furniture, a walk-in closet, and an ensuite bath with dual sinks and a glass-enclosed shower. The second level also includes a full-size laundry area, a guest bedroom with private ensuite and double-sink vanity, a third bedroom, and a versatile bonus room perfect for an office, media space, or playroom. Enjoy resort-style amenities including a community pool, spa, and clubhouse. Located in a quiet neighborhood just minutes from St. Armand's Circle, Sarasota’s world-famous beaches, and less than 10 minutes to Sarasota/Bradenton International Airport—this home blends comfort, convenience, and Florida living at its best.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
5723 DEER HOLLOW TRL, SARASOTA, FL 34232
$285,00030 Days on yellowkey MLS ID: TB8511154
REDUCED by $14,000 (4.7%) on 06/15/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 721 Built: 1985Monthly Fee: $45 Tax: $1,776 (2025)Community: Deer HollowVilla
Taxes:$1,776
Remarks: Location, location, location! Welcome to this 2 bedroom, 1 bathroom villa ideally situated in the heart of Sarasota with quick access to I-75, making commuting and exploring the area incredibly convenient. This move in ready home has already had the major updates completed for peace of mind, including a new roof in 2022 with a 10 year warranty, hurricane grade windows, slider, and front door installed in 2023, new AC in 2024, and replaced exterior siding. Enjoy low HOA fees of just $335 annually while taking advantage of community amenities including a playground and peaceful preserve walking paths. Whether you’re looking for a primary residence or a seasonal getaway this villa offers comfort, convenience, and value all in one. Perfectly positioned near the vibrant UTC area, this home is just minutes from Nathan Benderson Park, The Mall at University Town Center, top rated dining, shopping, Sarasota-Bradenton International Airport, Downtown Sarasota, and the world famous beaches of Siesta Key and Lido Key. Schedule your showing today!
Listing is courtesy of: PEOPLE'S TRUST REALTY (727-946-0904)
Listing Agent: Ali Kochno (813-766-7143)
128 GOLDEN GATE PT #202A, SARASOTA, FL 34236
$1,995,00056 Days on yellowkey MLS ID: A4691688
REDUCED by $180,000 (8.3%) on 06/04/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3317 Built: 2004 Tax: $22,705 (2025)Community: Vista Bay PointSpa: YesCondo
Taxes:$22,705
Remarks: Experience elevated coastal luxury at Vista Bay Point, ideally on prestigious Golden Gate Point in the heart of downtown Sarasota. This exceptional, one-of-a-kind second-floor residence delivers a rare combination of privacy, sophistication and effortless access, with a private elevator opening directly into your own foyer and an oversized two-car garage with additional storage on the level below, along with a private staircase that connects directly to the residence. In addition to all this, there is direct access to a private wraparound terrace, the only residence in the building with an outdoor area of this size, and up to two dogs are welcome, allowing them plenty of room to roam. From the moment you enter, the home is bathed in natural light, with expansive impact glass windows throughout framing serene bay views, shimmering city lights and Sarasota’s iconic sunsets. The open, flowing design is elegant and inviting, enhanced by refined finishes and custom details that create a sense of arrival, while a Sonos sound system and Crestron lighting system add to the thoughtful touches that make this home exceptional. Taking center stage, the gourmet kitchen is designed to impress, featuring custom cabinetry, rich stone surfaces, a generous island with seating for up to six, and premium appliances including Sub-Zero refrigeration and a professional Thermador 48-inch gas range with grill, griddle and dual ovens, all seamlessly connected to the dining and living spaces to create an effortless indoor outdoor lifestyle. The terrace provides a setting for morning coffee, evening cocktails or dining, offering multiple seating areas along with beautiful bay views. The owner’s suite offers a peaceful retreat with a spacious walk-in closet and a beautifully appointed bath designed for relaxation, while two separate guest suites with full baths ensure comfort and privacy for visiting family and friends. Vista Bay Point is an exclusive, gated boutique community offering a full suite of luxury amenities, including a heated pool and spa, sundeck with grilling area, fitness center with premium equipment, theater room, elegant owners lounge with pool table and bar, and a private guest suite for extended stays. This residence places you just moments from Sarasota’s vibrant downtown, the marina, world-class dining, Ringling Bridge, cultural attractions, St. Armands Circle and the region’s award-winning beaches, making this more than a residence, it is a lifestyle defined by privacy, prestige and the best of Sarasota waterfront living. Ask for the complete property catalog with all the information about this residence.
Listing Agent: Thomas Netzel (941-539-0633)
5515 DOWNHAM MDWS, SARASOTA, FL 34235
$675,000120 Days on yellowkey MLS ID: A4681324
REDUCED by $24,000 (3.4%) on 06/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2640 Built: 1992Monthly Fee: $193 Tax: $4,691 (2025)Community: Devonshire PlaceSpa: YesSingle Family
Taxes:$4,691
Remarks: Curb appeal begins at the street with beautifully selected driveway pavers that create an inviting approach and set the stage for what awaits inside. Step through the double-door entry and you are immediately drawn to sweeping views—across the expansive lanai and solar-heated pool and spa, over the tranquil lake that winds through The Meadows, and onward to the lush fairways of the golf course. * * * Offering 3 bedrooms, 2.5 baths, and 2,640 square feet under air, this thoughtfully designed residence provides a comfortable and highly functional layout ideal for both everyday living and entertaining. The primary suite is privately situated apart from the secondary bedrooms, creating a peaceful retreat, while the guest bedrooms at the opposite end of the home offer flexibility and privacy for family or visitors. * * * Multiple living spaces enhance the home’s versatility, including formal living and dining rooms, as well as a spacious great-room style family room that includes a casual dining area just off the kitchen. A striking coral stone fireplace serves as a beautiful focal point in the family room, adding warmth, character, and architectural interest to the space. * * * The kitchen is light and bright, featuring white cabinetry and light gray countertops that create a fresh, timeless feel. Abundant, well-designed cabinetry surrounds the cook, offering exceptional storage and an efficient layout that makes meal preparation both comfortable and convenient. * * * Outdoor living is equally impressive. The large screened lanai, solar-heated pool, and spa provide the perfect backdrop for relaxing afternoons, evening swims, or entertaining friends while taking in picturesque water and golf course views. The seamless indoor-outdoor flow embodies the very best of the Florida lifestyle. * * * Residents of The Meadows enjoy one of Sarasota’s most established and amenity-rich communities, known for its scenic lakes, miles of walking and biking trails, golf and social opportunities, and convenient proximity to University Town Center, I-75, downtown Sarasota, and renowned Gulf Coast beaches. * * * A home that combines generous living spaces, exceptional views, and an outstanding location—an opportunity not to be missed.
Listing Agent: Marilyn Kneafsey (941-373-0999)
462 OAK HILL CIR #5, SARASOTA, FL 34232
$234,900287 Days on yellowkey MLS ID: A4664046
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1254 Built: 1985Monthly Fee: $520 Tax: $1,196 (2024)Community: Village Oaks Sec DVilla
Taxes:$1,196
Remarks: Welcome to 462 Oak Hill Cir! This 2-bedroom, 2-bath home with a spacious two-car garage offers comfort, function, and the chance to put your personal touch on a well-located property in Sarasota. The home features an open layout, abundant natural light, and a split-bedroom design that balances privacy and convenience. Step outside and enjoy the community’s tranquil setting, while being just minutes from University Town Center shopping, Benderson Park, golf courses, and the cultural attractions of downtown Sarasota. World-famous Siesta Key and Lido beaches are also a short drive away, making this an ideal home base for enjoying all the area has available. Curious? Don’t wait to see this home in person—it’s a property that needs to be experienced, not just viewed online. No sight-unseen offers will be entertained. Schedule your private showing today and explore the possibilities!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
1350 5TH ST #402, SARASOTA, FL 34236
$695,00036 Days on yellowkey MLS ID: A4691938
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$5,936
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, featuring an exclusive private garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
1216 34TH ST, SARASOTA, FL 34234
$375,00019 Days on yellowkey MLS ID: A4695350
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 2004 Tax: $3,840 (2026)Community: North Riverside ParkSingle Family
Taxes:$3,840
Elementary School: Bay Haven Sch of Basics Plus Elementary
Tax Year: 2026
Remarks: Looking for a fantastic investment opportunity, or your new family home, look no further. This stunning three bedroom, two bath ranch-style home nestled in the Bayou Oaks community offers an open floor plan with high ceilings, and updated flooring. The ranch-style front porch could be great for outdoor entertaining and relaxation. The large beautiful fenced back yard is an open canvas allowing space to add a grill, outdoor furniture, patio deck, and or a pool. This Sarasota property is in a prime location, making it the perfect choice for savvy investors, or future first time home owners. If you're looking to add a valuable asset to your portfolio this home is sure to attract top-notch tenants and generate impressive rental income. Conveniently located around the corner from a community park, and a community garden. Also located minutes from several parks, shopping, dining, boat ramp and Longboat Key Beach. Don't miss out on this incredible opportunity to own a piece of prime Sarasota real estate. Contact me today if you have any questions, or would like to schedule a tour today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Crystyn Cramer (941-284-4961)
1065 LEWIS AVE, SARASOTA, FL 34237
$389,90025 Days on yellowkey MLS ID: A4695338
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $10,000 (2.5%) on 06/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1295 Built: 1996 Tax: $2,544 (2025)Community: FairwaySpa: NoSingle Family
Taxes:$2,544
Remarks: Under contract-accepting backup offers. NO HOA • NO FLOOD ZONE • BLOCK CONSTRUCTION • NEW ROOF 2022 • OVERSIZED 2-CAR GARAGE Welcome to this beautifully maintained 3-bedroom, 2-bath home ideally located in the heart of Sarasota. Built with durable block construction and featuring a new roof installed in 2022, this property offers peace of mind, flexibility, and exceptional value. Inside, you'll find a bright open floor plan filled with natural light, updated finishes, and a spacious kitchen featuring granite countertops, stainless steel appliances, and modern cabinetry—perfect for both everyday living and entertaining. Step outside to enjoy the large screened lanai overlooking a fully fenced backyard complete with a storage shed, offering plenty of space for pets, gardening, outdoor gatherings, or simply relaxing in your own private retreat. One of this home's biggest advantages is its unbeatable location. Just minutes from Downtown Sarasota, Payne Park, Sarasota Memorial Hospital, Ed Smith Stadium, shopping, dining, and Sarasota's world-famous beaches, you'll enjoy easy access to everything that makes Sarasota one of Florida's most desirable places to live.Whether you're a first-time homebuyer, looking to downsize, or searching for a solid investment opportunity, this home offers the perfect combination of location, comfort, and everyday convenience. Schedule your private showing today.
Listing is courtesy of: PARADISUS REALTY GROUP CO (941-281-4973)
Listing Agent: Andres Salgado (941-875-2949)
707 S GULFSTREAM AVE #802, SARASOTA, FL 34236
$899,00099 Days on yellowkey MLS ID: A4686314
REDUCED by $51,000 (5.4%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1419 Built: 1974 Tax: $4,500 (2025)Community: Essex HouseSpa: NoCondo
Taxes:$4,500
Remarks: Experience the best of downtown Sarasota living from this beautifully renovated corner-unit condominium at 707 S. Gulfstream Avenue, ideally positioned near the bayfront, Marina Jack, Bayfront Park, Main Street, Palm Avenue, restaurants, shopping, arts, and everything downtown Sarasota has to offer. Designed for buyers seeking bayfront proximity, and easy lock-and-leave living, this move-in-ready 2-bedroom, 2-bath residence combines modern updates, everyday convenience, and peace of mind. Extensively remodeled with a fresh, sophisticated aesthetic, the condo features hurricane impact windows and doors, an open-concept layout, abundant natural light, and stylish designer finishes throughout. The oversized gourmet kitchen offers quartz countertops, premium appliances, custom cabinetry, and generous space for entertaining. The spacious primary suite includes a beautifully updated spa-inspired en-suite bath, creating a comfortable private retreat. Additional upgrades include brand-new plumbing and electrical systems. The building has also recently upgraded its generator following the 2024 storms, further adding to the value and confidence of ownership. Residents enjoy secure entry, covered parking, a resort-style pool, fitness center, and club room, all in a highly desirable downtown Sarasota location. Whether used as a full-time residence, seasonal retreat, or low-maintenance second home, this renovated Sarasota condo offers an exceptional combination of location, updates, storm protection, amenities, and lock-and-leave convenience just moments from the waterfront.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
4870 TIVOLI CT, SARASOTA, FL 34235
$424,900119 Days on yellowkey MLS ID: A4675116
REDUCED by $25,000 (5.6%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1988Monthly Fee: $919 Tax: $3,866 (2025)Community: Longwood Villas Unit 3Villa
Taxes:$3,866
Remarks: NEW ROOF (2026), Awesome lake views! You will not find a better lake view out there, and it is a real lake! Well-maintained 3-bedroom, 2-bath home offering 2,147 square feet under air with a 2-car garage. Major updates include a new tile roof (2026), new A/C (2024), new electric panel (2020), and includes an auxiliary generator (2020) with included propane tanks. Most windows have been upgraded to impact glass (excluding sliders and kitchen window) (2018). The kitchen features granite counters, custom cabinets and stainless-steel appliances. Both bathroom showers have ceramic tile all the way up to the ceiling. As already stated, the home offers one of the best lake views, visible from the owner's suite, main living areas and large screened lanai. A spacious, private side courtyard provides additional outdoor living space, ideal for entertaining and relaxing. Basically, you have outside living along the back and entire side of the home. No CDD"s. HOA handles roof replacement and repairs; outside painting; pressure washing; irrigation and pump; driveway and walkway repairs; and mowing, trimming and edging. Also, because the HOA handles the roof and exterior, the homeowner's insurance is lower than it would be on a single family home. Even though this home is called a villa, it is like a single family home because there are no shared living walls. Kayaking and canoeing are allowed on the lake, for leisure, fishing or wildlife watching. Conveniently located near UTC Mall, Downtown Sarasota, Mote Marine, Whole Foods, Fresh Market, tons of restaurants, shopping and a short drive to the best beaches around.
Listing is courtesy of: HOOVER REALTY LLC (941-266-5623)
Listing Agent: Garin Hoover (941-266-5623)
5526 CHANTECLAIRE #31, SARASOTA, FL 34235
$449,90048 Days on yellowkey MLS ID: A4689277
REDUCED by $10,100 (2.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985Monthly Fee: $617 Tax: $2,477 (2025)Community: ChanteclaireVilla
Taxes:$2,477
Remarks: Virtually Staged. Welcome to this beautifully reimagined villa in the highly sought-after Meadows community, where timeless design meets modern sophistication. This fully renovated residence offers 2 bedrooms with a flexible third space that can serve as a private den, office, or easily function as a third bedroom tailored to fit your lifestyle. Every detail has been thoughtfully curated, showcasing a light, bright interior with an elegant, airy aesthetic. As reflected in the virtual staging, the open-concept design is complemented by clean lines, upscale finishes, and a seamless flow between living spaces perfect for both relaxed everyday living and effortless entertaining. Natural light fills the home, enhancing the soft, neutral palette and creating a warm yet refined ambiance throughout. Ideally located in The Meadows, known for its lush landscapes, walking trails, and proximity to dining, shopping, and Sarasota’s finest amenities, this residence offers the perfect balance of tranquility and convenience. Unlock exceptional living in one of Sarasota’s most desirable communities.
Listing is courtesy of: LUXEKEY REAL ESTATE LLC (941-404-3173)
Listing Agent: Robin Eekhof (941-504-1941)
5737 FORESTER LAKE DR, SARASOTA, FL 34243
$525,00023 Days on yellowkey MLS ID: A4695165
1 Days Off yellowkey (back on 6/20/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1990 Built: 1988Monthly Fee: $67 Tax: $4,933 (2025)Community: Cedar CreekSpa: NoSingle Family
Taxes:$4,933
Remarks: Under contract-accepting backup offers. Welcome to Cedar Creek, one of Sarasota's most sought-after communities, where tree-lined streets, mature landscaping, and an unbeatable location create the perfect place to call home. This beautifully maintained 4-bedroom, 2-bath pool home combines modern updates with comfortable Florida living. Step inside to discover an open-concept floor plan filled with natural light, soaring ceilings, fresh interior paint, and stylish plank tile flooring throughout the home. At the heart of the home, the fully renovated kitchen shines with elegant quartz countertops, crisp white cabinetry, and an inviting layout that seamlessly connects to the living and dining spaces—ideal for everyday living and entertaining alike. Designed with privacy in mind, the split-bedroom floor plan offers a peaceful retreat for owners and guests. The spacious primary suite features direct access to the lanai, a generous walk-in closet, and an ensuite bath with a large walk-in shower. Multiple sliding glass doors from the family room, dining room, and primary suite open to the expansive screened lanai, creating a true indoor-outdoor lifestyle. Relax under the covered seating area, take a refreshing swim in the sparkling pool, or enjoy the privacy provided by lush tropical landscaping that surrounds the outdoor living space. This home has been lovingly maintained and thoughtfully updated, including a newer roof (2021), A/C (2018), newer pool pump (2026), and recently replaced lanai screens, offering peace of mind for years to come. Residents of Cedar Creek enjoy low HOA fees, no CDD fees, and a prime location just minutes from UTC shopping and dining, Nathan Benderson Park, Lakewood Ranch, Sarasota-Bradenton International Airport, world-class golf courses, downtown Sarasota, vibrant arts and entertainment venues, and the area's renowned Gulf Coast beaches. Move-in ready and perfectly positioned in the heart of Sarasota, this exceptional pool home offers the lifestyle you've been searching for. Schedule your private showing today!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Daria Chmyl (941-900-4344)
5872 PAUMA CT, SARASOTA, FL 34232
$365,00032 Days on yellowkey MLS ID: A4694714
REDUCED by $10,000 (2.7%) on 06/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1373 Built: 1989Monthly Fee: $45 Tax: $2,527 (2025)Community: Deer HollowSingle Family
Taxes:$2,527
Remarks: Welcome to Deer Hollow! This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and value in one of Sarasota's most centrally located communities. Featuring an open and airy floor plan with high ceilings, tile flooring throughout the main living areas, and stylish stone countertops, this home is designed for easy Florida living. The spacious living area flows seamlessly to the kitchen and dining space, while sliding glass doors bring in plenty of natural light bring you out to the large screen lanai to enjoy the peaceful back yard. Enjoy peace of mind with solid block construction, a newer roof, and low annual HOA fees. The backyard provides room to relax, entertain, or let pets play, and the attached 1-car garage adds extra storage and convenience. Deer Hollow residents appreciate the quiet neighborhood setting with sidewalks and easy access to shopping, dining, parks, I-75, UTC Mall, downtown Sarasota, and world-famous Gulf beaches. Whether you're a first-time homebuyer, seasonal resident, or investor, this move-in ready Sarasota home is a fantastic opportunity you won't want to miss!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Edward Bieker, Pa (941-525-6473)
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