Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
3405 S LOCKWOOD RIDGE RD, SARASOTA, FL 34239
$585,00013 Days on yellowkey MLS ID: A4694917
0 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1634 Built: 1969Monthly Fee: $17 Tax: $5,511 (2025)Community: South GateSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,511
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome home to this beautifully renovated 3-bedroom, 2-bath split-plan pool home in sought-after South Gate. Updated from top to bottom in 2019, the home features a newer roof (2018), hurricane-impact windows and sliders, updated electrical, a refinished pool(2024) and new pool pump, newer kitchen and baths, newer flooring, lighting, landscaping, paint, HVAC (2020), sewer pipes lined, and more. Plantation shutters thru out the whole house along with pull down screens on the sliders. Inside, enjoy both a formal living room and a separate family room, with the kitchen serving as the heart of the home. Kitchen is Light and bright, it offers sparkling quartz countertops, luxury stainless steel appliances, shaker cabinetry, and a large island perfect for entertaining. The primary suite includes an updated bath and walk in closet. The split floor plan, allows your guest to have their own private area. Hand-scraped wood-look tile runs throughout the home, creating a low-maintenance, low-allergen, energy-efficient living environment. Step outside to the pavered lanai with electronic screens overlooking the pool and fenced backyard. Tropical landscaping, and Florida palms surround the property, creating a private, relaxing retreat. This property is close to the beach, shopping and restaurants. Schedule today for your appointment!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
3275 BENEVA RD #104, SARASOTA, FL 34232
$169,00028 Days on yellowkey MLS ID: A4693102
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1979 Tax: $2,188 (2025)Community: Village Brooke Sec 3Spa: NoCondo
Taxes:$2,188
Remarks: Beautifully updated 2-bedroom, 2-bath first-floor condo at 3275 Beneva Rd #104, Sarasota, FL, privately tucked away in the back of Village Brooke near the tennis courts and pool. Featuring new laminate flooring, fresh interior paint, and convenient nearby laundry facilities, this residence offers comfort, convenience, and an easy Florida lifestyle. The thoughtfully designed layout offers spacious living and dining areas filled with natural light, while the screened lanai provides the perfect place to enjoy your morning coffee or unwind in the evenings. The primary suite includes a walk-in closet and en-suite bath, creating a peaceful retreat. Village Brooke is a well-maintained community known for its lush landscaping, active amenities, and central Sarasota location close to shopping, dining, beaches, and downtown attractions. Residents enjoy multiple pools, tennis courts, shuffleboard, clubhouse activities, and beautifully maintained grounds. Whether you're searching for a year-round residence, seasonal getaway, or investment opportunity, this move-in-ready condo is a must-see. Community amenities include two heated pools, two tennis courts, a fitness center, shuffleboard, charcoal grilling areas, and scenic picnic spaces overlooking the lake and fountain. The newly renovated clubhouse features a reservable kitchen and gathering space, dining area, billiard and poker tables, ping pong, and a resident book collection — creating the perfect environment for relaxation and socializing. HOA fees include access to all amenities, water, pest control, trash, and basic cable. Short- and long-term leasing opportunities are also available (subject to association restrictions). Schedule your private showing today and discover Village Brooke Lifestyle!
Listing is courtesy of: THE AGENCY SARASOTA (941-500-5150)
Listing Agent: Sophia Kramedas-Ghanayem (302-233-0975)
704 S LOCKWOOD RIDGE RD, SARASOTA, FL 34237
$515,00051 Days on yellowkey MLS ID: A4690645
REDUCED by $60,000 (10.4%) on 05/01/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2346 Built: 1976 Tax: $6,120 (2025)Community: Bellevue TerraceSingle Family
Taxes:$6,120
Elementary School: Alta Vista Elementary
Remarks: PRICED TO SELL! New price and fresh opportunity- just minutes from all things Sarasota has to give, such as the arts and theater district, shopping, dining, BEACHES, activities, walking trails, pickleball, tennis courts and much much more! Welcome to this 3-bedroom, 2.5 bath, single family home in Sarasota, where location, location, location truly defines the lifestyle. Positioned on a corner .21-acre lot with NO HOA OR CDD, this home places you just a stone’s throw from the Legacy Trail, with walking access to pickleball courts, tennis courts, Pompano Park, and Locklear Park, plus nearby community amenities. Whether it’s biking, running, or social recreation, everything is right outside your door. The backyard is the standout feature, thoughtfully designed for entertaining and everyday enjoyment. Enjoy a fire pit area, low maintenance astro turf, multiple seating zones, a gazebo, and a screened in porch that can easily be converted into a full outdoor kitchen. The large yard offers ample room to build a pool, all surrounded by mature oak trees and a mango tree that add shade and character. Inside, the home offers 2,346 sqft with spacious bedrooms, a flexible bonus room for work or guests, and a primary bath with a garden tub. Major updates include an AC system replaced in 2022, water heater in 2024, along with the benefit of being in Flood Zone X with a raised foundation. The dining area has custom built-in seating with storage area to accommodate small or large gatherings, built with the intention for hours of entertaining. This is a rare opportunity to own a home that combines space, updates, and one of Sarasota’s most activity rich locations. With lots of potential, let the imagination take over as you create the space you desire and deserve to have!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jennifer Mcclendon (720-839-2131)
6140 MIDNIGHT PASS RD #606, SARASOTA, FL 34242
$1,279,00020 Days on yellowkey MLS ID: A4694184
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967Monthly Fee: $1,354 Tax: $13,588 (2025)Community: Horizons WestSpa: YesCondo
Taxes:$13,588
Elementary School: Phillippi Shores Elementary
Remarks: Nestled on the renowned shores of Siesta Key, Horizons West offers a truly exceptional waterfront living experience where breathtaking panoramic views and unforgettable sunsets become part of everyday life. This meticulously cared-for two-bedroom, two-bathroom residence, elevated on the sixth floor, delivers unparalleled luxury and privacy in a home that has never been in a rental program, resulting in exceptionally minimal wear and tear. Following a comprehensive top-to-bottom renovation that stripped the unit to its concrete box, every inch of this residence reflects the pride of true ownership with timeless, sophisticated design. The gourmet kitchen and bathrooms feature custom Harlan solid wood cabinetry sourced from Indiana, sleek granite countertops, and a premium suite of KitchenAid stainless steel appliances. Modern infrastructure is seamlessly integrated throughout, including Cat 6 data outlets, a commercial-grade PakEdge Wi-Fi router, and a whole-home surge protector. Comfort is guaranteed with a brand-new HVAC system installed in July 2025, complete with an air scrubber for active air purification. The home is an audiophile’s dream with a built-in multi-zone sound system featuring Vienna Acoustics speakers and a Marantz receiver. Elegant touches abound, from recessed LED and runway lighting to motorized Hunter Douglas window treatments and custom California Closets. Offered turnkey and fully furnished, the residence includes high-end pieces like an American Leather sofa and Westin Heavenly Bed® mattresses, along with the rare convenience of a roughed-in space for an in-unit washer and dryer. Horizons West spans 11 acres with over 300 feet of deeded beach access, a beachside pool and spa, and a serene bay-side park with a day dock. This is a rare opportunity to own a residence finished to the highest standard on the world-renowned shores of Siesta Key. Welcome home.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Brian Partie, Jr, Pa (941-544-8298)
2155 WEBBER ST, SARASOTA, FL 34239
$280,00051 Days on yellowkey MLS ID: O6401903
REDUCED by $35,000 (11.1%) on 06/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 970 Built: 1954 Tax: $5,099 (2025)Community: South Side ParkSingle Family
Taxes:$5,099
Elementary School: Southside Elementary
Remarks: Discover a rare opportunity in the heart of Sarasota — a historic 2-bedroom, 1-bath home on a lot offering over 4,700 sq ft of buildable space, priced at $315,000. Whether you're an investor, developer, or end-user ready to build your dream home, this property delivers serious upside. Ideal for a high-end single-family residence or a rent-by-the-room income strategy, the existing structure and generous lot give you the flexibility to execute your vision. Located just minutes from Sarasota Memorial Hospital and the world-famous Gulf Coast beaches, the parcel falls outside most flood plains — sitting in FEMA Flood Zone X — offering peace of mind and reduced insurance costs. Redfin Sarasota Memorial Hospital is less than one mile away, making this an especially attractive location for healthcare workers or medical tourism rentals. The property is situated in the Southgate neighborhood within ZIP code 34239 — one of Sarasota's most sought-after in-town corridors. Don't miss this investor-friendly opportunity in one of Southwest Florida's premier real estate markets.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Antoinette Munroe (786-252-8237)
3140 ESPANOLA DR, SARASOTA, FL 34239
$529,80022 Days on yellowkey MLS ID: A4694405
0 Days Off yellowkey (back on 5/30/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2248 Built: 1969 Tax: $2,515 (2025)Community: Frst Lakes Country Club EstatesSingle Family
Taxes:$2,515
Remarks: Under contract-accepting backup offers. Rare opportunity in Forest Lakes Country Club Estates! Nestled within one of Sarasota’s most established and desirable neighborhoods, this 3-bedroom, 2.5-bath pool home offers great bones, an exceptional layout, new roof and endless potential to create a spectacular custom residence. Homes rarely become available in this sought-after community, cherished for its mature tree-lined streets, oversized lots, country club ambiance, and unbeatable central location. Ideally situated within an A-rated school district, this home places you just minutes from downtown Sarasota’s vibrant arts and cultural scene, world-class dining, boutique shopping, St. Armands Circle, and the renowned white sand beaches of Siesta Key and Lido Beach. Enjoy easy access to the Legacy Trail, golf, marinas, waterfront parks, Sarasota Memorial Hospital, and countless entertainment and lifestyle amenities that make Sarasota one of Florida’s most coveted coastal destinations. Inside, spacious living areas are filled with opportunity and charm. The home presents an exceptional opportunity for remodeling and personalization, allowing the next owner to elevate the property into a sophisticated Florida retreat tailored to their own vision and style. Step outside to enjoy the expansive and private lot, framed by mature trees and lush landscaping with no direct rear neighbors. The backyard offers endless possibilities to enhance the existing pool area or create an extraordinary outdoor oasis ideal for entertaining, relaxing, and enjoying Sarasota’s year-round sunshine. With its prestigious location, generous floor plan, privacy, and incredible potential, this property is a rare offering in one of Sarasota’s most sought-after communities — an exceptional opportunity to transform a well-built residence into a luxurious coastal dream home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Leah George (941-780-0597)
854 NORSOTA WAY, SARASOTA, FL 34242
$1,325,000263 Days on yellowkey MLS ID: A4665123
REDUCED by $74,000 (5.3%) on 06/02/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1667 Built: 1979 Tax: $10,506 (2024)Community: Bay IslandSpa: YesSingle Family
Taxes:$10,506
Tax Year: 2024
Remarks: Welcome to your dream family home on Bay Island, located on the premier north end of Siesta Key. This inviting 2-bedroom, 2-bathroom residence is nestled among beautiful homes on Norsota Way, one of Sarasota's most coveted streets, offering a perfect blend of comfort and elegance. Located in an exclusive neighborhood with multimillion-dollar homes, this property presents an incredible value opportunity. This solidly built block construction home offers peace of mind and durability without sacrificing old school Florida charm. The main living level is elevated on the second story and features a spacious open floor plan designed for ease and relaxation, including partial water views of Sarasota Bay from the upstairs bedrooms and a wrap-around deck, perfect for enjoying your morning coffee. This home includes approximately 1,527 additional square feet on the first floor, which is not included in the main living space square footage. From here, step outside through the sliding doors to discover a recently resurfaced pool and spa with brand new pool and pump equipment (2025), set in a captivating garden oasis. This gem is adorned with numerous updates, including a new hot water heater (2024), upstairs and downstairs HVAC systems (2024), a new furnace (2024), a new refrigerator (2024), a new washer and dryer (2024) and fresh landscaping. Just steps away, you'll find a gorgeous park with unobstructed views of passing sailboats, friendly dolphins, breathtaking sunsets, the Ringling Bridge and Sarasota skyline. Shell Beach is only a short stroll away or hop on your bike or golf cart and ride to Siesta Beach, Siesta Village, Southside Village, or to the Field Club for family-friendly entertainment. Sarasota Memorial Hospital, Out of Door Academy, Southside Elementary School are also less than two miles away. Don’t miss your chance to own a piece of paradise in this exclusive enclave! Schedule your private tour today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Wendy Egan (941-444-0446)
2441 WEBBER ST, SARASOTA, FL 34239
$1,599,00031 Days on yellowkey MLS ID: S5149848
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025 Tax: $3,584 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$3,584
Remarks: Completely reimagined contemporary pool home in the heart of Sarasota offering bold modern design, luxury finishes, and exceptional indoor-outdoor living just minutes from Downtown Sarasota, Siesta Key Beach, Southside Village, and top dining and shopping destinations. This custom-built residence features striking modern architecture with clean flat rooflines, concrete block construction, impact-rated windows and doors, professionally landscaped grounds, and a private resort-style backyard with a heated pool and spa. Inside, the open-concept layout is filled with natural light from oversized sliders and expansive windows, complemented by soaring ceilings, large-format porcelain tile flooring, and designer lighting throughout. The chef’s kitchen showcases premium appliances, sleek custom cabinetry, quartz countertops, and a dramatic waterfall island designed for both entertaining and everyday living. Offering approximately 2,726 Sq Ft under air, the single-story floor plan includes 4 spacious bedrooms and 3.5 bathrooms, including a luxurious primary suite with spa-inspired bath and custom-built walk-in closets. Bedrooms feature custom window treatments, while additional built-out closets throughout the home provide exceptional storage and functionality. A rare opportunity to own a modern luxury home in one of Sarasota’s most desirable locations with no HOA or CDD fees.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
280 GOLDEN GATE PT #600, SARASOTA, FL 34236
$5,500,000243 Days on yellowkey MLS ID: A4668258
REDUCED by $100,000 (1.8%) on 06/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4101 Built: 2016 Tax: $72,785 (2025)Community: AquaSpa: YesCondo
Taxes:$72,785
Middle School: Booker Middle
Remarks: NO CONDO FEES FOR 2026!!! Discover the pinnacle of direct bayfront excellence blending sculptural modern form with dazzling water views. This full-floor 3-bedroom + office/den or 4th bedroom residence at AQUA, one of the only residential towers in Southwest Florida designed by highly acclaimed award-winning architect, Guy Peterson, of the Sarasota School of Architecture, is one of only eight in the most exclusive boutique building found on Golden Gate Point. Perched on the sixth floor with 180° views of Sarasota Bay and the iconic Ringling Bridge, this home offers a level of elegance and customization rarely found—even in new construction. From the moment you step off your private elevator into the foyer, the residence unfolds with simple, clean lines spotlighting floor-to-ceiling 10-foot glass walls which frame the Bay & Sunsets like living artwork. More than $500,000 in curated upgrades elevate the interiors, transforming this barely lived in 4,100+ sq ft space into a truly one-of-a-kind lifestyle rarely found in Sarasota’s market. Open-concept layout lives like a single-family home with distinct entertaining areas, a stunning waterfront dining room, and a bespoke wet bar. Chef’s kitchen is a study in form and function, seamlessly integrated into the living space while offering top-tier appliances and finishes: Wolf cooktop and ovens, 2 Miele dishwashers, Sub-Zero refrigerator, Cuisines Laurier cabinetry with a 9 ft expansive island topped with striking Cielo quartzite. Private primary suite is designed as a serene escape, featuring stunning water views, custom walk-in closets uniquely designed with two separate individual sections of sleek Cuisimax poly-gloss doors and packing station. Elevated features in the spa-style bathroom include dual vanities topped with striking azure crystal marble, a soaking tub, and a large glass-enclosed shower Two generous guest suites offer en-suite privacy, while a fourth bedroom currently serves as a sleek office. With discreet concierge services found only in a 5-star boutique style building, Aqua offers an enclosed oversized private two-car garage with an EV charging station & dehumidifier, private boat dock that accommodates 36' boat + flat kayak lift, temperature-controlled wine storage/wine tasting room, fitness studio, heated pool and spa and meeting room. Be part of vibrant downtown living in a secluded quiet location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
2215 GROVE ST, SARASOTA, FL 34239
$470,00014 Days on yellowkey MLS ID: A4695061
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1960 Tax: $6,725 (2025)Community: Blossom BrookSingle Family
Taxes:$6,725
Remarks: **Mid-Century Modern Gem in Arlington Park** This well-maintained mid-century modern home is located just blocks from Southside Elementary. Featuring a new metal roof, clean lines, and timeless style, it offers comfortable living with many original features like terrazzo floors and built-in cabinetry. Inside, you'll find bright, open spaces and a versatile area perfect for a possible third bedroom, office, or studio. The backyard is a standout, with an easement providing natural privacy and no direct rear neighbors. Just minutes from all the best of downtown Sarasota, the North Bridge to Siesta Key, and The Arlington Park And Aquatic Center complete with a dog park, 50 meter pool, pickleball courts, and walking trails. A rare blend of character, comfort, and unbeatable location. Call for a showing today!
Listing Agent: Wade Ongstad (941-705-0537)
153 N ADAMS DR, SARASOTA, FL 34236
$1,197,000320 Days on yellowkey MLS ID: A4660166
2 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1500 Built: 1951 Tax: $20,497 (2024)Community: Saint Armands Div John RinglingSingle Family
Taxes:$20,497
Remarks: One of the best prices in the St Armand's Circle area, this property is priced at lot value. Featuring a 10,858 sq ft (.25 acre) lot, that is one block to the popular shops and restaurants on the renowned Circle and an easy stroll to the beach. The existing 3 bedroom 2.5 bath home did have water intrusion but could be rehabbed. No HOA restrictions and easy access to downtown Sarasota. Highly desirable neighborhood for both homeowners and vacation rental purchasers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
1235 CENTER PL, SARASOTA, FL 34236
$5,195,000178 Days on yellowkey MLS ID: A4674992
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3774 Built: 2012 Tax: $22,123 (2025)Community: Lido ShoresSpa: NoSingle Family
Taxes:$22,123
Remarks: An icon of modern design in the style of the world-renowned Sarasota School of Architecture, 1235 Center Place combines award-winning pedigree with exceptional luxury in a setting that is as coveted for its natural beauty and access to amenities as for its storied mid-century and modern estates. Known as the Light Box House for its distinctive angles and use of glass walls to showcase courtyard and exterior views, this home was custom built in 2012 by the current owners to foster both idyllic privacy and elevated hospitality. The home and architect Jonathan Parks have been widely celebrated for its design, winning the AIA Tampa Bay Merit Award for Architecture and the Grand Aurora Award for a custom home, with features in the Herald-Tribune’s Style Magazine, Sarasota Observer, and HomeDSGN magazine. Occupying the corner lot of Westway and Center and two doors away from the famed Umbrella House, the home is thoughtfully oriented around a central pool that serves as a focal point for both reflection and recreation. Stretching between north and south wings that gently delineate spaces for private retreat and open entertaining, 3,700 A/C square feet encompass three bedrooms with three and a half bathrooms, an office, an open concept gourmet kitchen and adjacent dining and living space, all purposefully positioned to capture optimal light and accentuate the interplay of built features with the tropical landscape. An elegant contrast to the brilliant sky and foliage outside, the interior is a refined gallery that meticulously balances walls of glass with solid surfaces for display and function, from art-hung walls to Caesarstone countertops. While complementing the mid-century style of surrounding homes, contemporary construction here offers the significant advantages of elevation for flood consideration, high-efficiency impact rated materials, and modern integrations including heated primary bathroom floor, motorized window coverings, Generac generator, LED landscape lighting, and more. Recent upgrades include two Carrier Infinity HVAC systems installed in 2025 and 2024. Lido Shores is coveted for its concentration of mid-century, modern, and post-modern homes, with masterpieces by Paul Rudolph, Carl Abbott, Don Chapell, and others renowned for their architectural influence. Enhancing its island luxury, this residence enjoys the ultimate and rare privilege of deeded access to a private white sand beach and covered pavilion exclusive to Lido Shores property owners. Serene and private but within minutes of St. Armands Circle and Downtown, this special island enclave offers immediate access to the tropical waters of Sarasota Bay and the Gulf and innumerable cultural amenities that include fine and performing arts, dining, and shopping.
Listing Agent: Lisa Morris, Pa (941-544-3332)
1100 BENJAMIN FRANKLIN DR #305, SARASOTA, FL 34236
$550,00012 Days on yellowkey MLS ID: A4695506
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 918 Built: 1976 Tax: $5,481 (2025)Community: Lido Surf & SandCondo
Taxes:$5,481
Elementary School: Pine View School
Remarks: Rare private open-air courtyard patio with breathtaking Gulf and beach views! One of only a select handful of residences within Lido Surf & Sand to offer this highly sought-after outdoor living space, this furnished 1-bedroom, 1.5-bath beachfront condominium delivers a lifestyle opportunity rarely available on Lido Key. Whether enjoying your morning coffee while watching the waves roll in or relaxing at sunset with the sound of the Gulf in the background, the expansive patio creates an outdoor experience that few condominium residences can match. Inside, the residence features a bright and inviting floor plan with updated flooring, spacious living and dining areas, abundant natural light, and beautiful water views. Offered furnished, the condo is ready to enjoy immediately as a primary residence, seasonal retreat, or investment property. Offered furnished and with a history of seasonal rental demand, the property also presents an attractive opportunity for buyers seeking a beachside investment, seasonal residence, or personal coastal retreat. Lido Surf & Sand is a premier Gulf-front community offering residents an exceptional collection of amenities, including private beach access, a beachfront heated pool and spa overlooking the Gulf, fitness center, covered parking, private storage, bicycle storage, elevators, grilling areas, shuffleboard courts, beautifully maintained walking paths and sidewalks, multiple gathering and entertaining spaces, on-site property management, and secure building access. The location is equally impressive. Situated just moments from world-famous St. Armands Circle, residents enjoy convenient access to an incredible selection of restaurants, boutique shopping, cafes, galleries, and year-round events. Downtown Sarasota, Marina Jack, cultural attractions, and Sarasota-Bradenton International Airport are all within easy reach. Opportunities to own one of the community's rare patio residences are exceptionally limited. Combining beachfront living, spectacular Gulf views, resort-style amenities, strong rental appeal, and an unbeatable location near St. Armands Circle, this is coastal Florida living at its finest.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Dillon Hegarty (443-534-1666)
5608 EASTWIND DR, SARASOTA, FL 34233
$810,000256 Days on yellowkey MLS ID: A4666767
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2637 Built: 2001Monthly Fee: $46 Tax: $4,230 (2024)Community: Three OaksSingle Family
Taxes:$4,230
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: This is it. All the top boxes are checked: 4 Bedrooms, Plus a Den, 3 Full Bathrooms, Beautiful Pool, 3 Car Garage. Not only that, the home is in beautiful condition, and it backs up to ….Wait? ….Nothing?....No house behind me?.... That’s right, I can look at greenery instead of another house! I think I want to see this one pretty soon. Three Oaks is an upscale community west of I-75 between exits 205 (Clark Rd.) and 207 (Bee Ridge Rd.). The home is about 5 minutes to shopping including Publix and many other businesses, Doctor’s Hospital, restaurants, strip malls, and parks. This is a great home for families that need space. The primary bedroom is split from the other 3 bedrooms, and there are 2 bathrooms near those 3 BRs. The kitchen/great room opens to the pool area. The kitchen has a walk in pantry for that active family. The great room has built in shelving and an electric fireplace. The home has both a formal dining room and an eating area with an aquarium window to the pool. There are many closets for storage, plus a unique electric storage lift for the garage and attic. The home is about 15 minutes to downtown Sarasota, the Intracoastal Waterway, the barrier islands, and to the UTC Mall with the brand new Mote Science Education Aquarium. This is a great home and a great opportunity for an active, growing family. Come and see it soon.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: B.J. Ratigan (941-932-6040)
4527 PIKE AVE, SARASOTA, FL 34233
$324,900131 Days on yellowkey MLS ID: A4680146
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $8,100 (2.4%) on 05/14/2026
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1334 Built: 1979 Tax: $1,047 (2025)Community: Sarasota Highlands 2Single Family
Taxes:$1,047
Remarks: Under contract-accepting backup offers. Welcome to this move-in-ready three-bedroom home, ideally located just 10 minutes from the world-class beaches of Siesta Key, yet set on higher ground for peace of mind and freedom from tidal concerns. Tucked into a quiet, established neighborhood, this home offers comfort, privacy, and thoughtful updates throughout. The home features a total footprint of 1,560 square feet, with 1,344 square feet under air, and has been meticulously maintained. Major systems are already upgraded in place, including a new architectural shingle roof (February 2025), a new 150-AMP Electrical Service Panel, a new AC system (2021), and a water heater (2021). Submersible well pumps (2013 & 2019) are relatively recent, and the septic system has been consistently cleaned and maintained every 2–3 years since 2005. The stucco-finished concrete block exterior has been freshly painted in a soft Ivory, complemented by Danube Blue hinged shutters on every window for protection and timeless curb appeal. Inside, the home has been recently refreshed with Light Pewter Gray walls, while all trim, baseboards, and crown molding—featured in every room—are finished in crisp, bright high-gloss, adding cohesion throughout. The bathroom walls are tiled from bottom to top. The shower has a river pebble shower base for good footing. The main living areas have recessed ceiling LED downlights, and bathroom lighting is wall-mounted LED. The super-quiet Ceiling Vent-fan is also a bright LED light, with two shades of Night-light and a Bluetooth Speaker to jam your tunes. Situated on quiet Pike Avenue, a non-through street with no turnaround, the home enjoys minimal traffic and a peaceful setting. The 5,356-square-foot lot includes a gated, fully fenced backyard that feels like a private botanical retreat. Designed with Florida-friendly landscaping, the yard features an Aqua garden Pond, Papaya, palms, pineapple plants, Banana trees, and Bamboo trees, abundant birdlife, and a hammock-ready atmosphere—with no grass to mow and virtually no yard maintenance required, except for occasional hand watering. This is a rare opportunity to enjoy a serene, well-maintained home close to beaches, dining, and culture—without the usual coastal worries. Schedule a private showing and see for yourself what a great location this place is in. There is no HOA, and there is no HOA Fee. The buyer's agent/ Realtor and Buyer must verify all of the room measurements and square feet of living space. Seller will accept only AS-IS offers for Offers to Purchase Agreements. The Listing Agent is the Owner.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Steve Ivan (941-726-0386)
7732 DONALD ROSS RD W, SARASOTA, FL 34240
$2,250,00042 Days on yellowkey MLS ID: A4692026
REDUCED by $250,000 (10.0%) on 06/01/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3686 Built: 1993Monthly Fee: $369 Tax: $15,084 (2025)Community: Laurel Oak Estates Sec 05Spa: NoSingle Family
Taxes:$15,084
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Don’t miss this unique opportunity to own an "outstanding" 4-bedroom, 3.5-bath residence located within the gates of Laurel Oak. This home is ideally positioned on a ½ acre plus premium lake lot with exceptional "natural" privacy, serene water and preserve views from your picture framed lanai. Every home has a story, and this one began in 2020 when it was taken down to the studs and thoughtfully reimagined through a custom renovation—blending timeless design with modern functionality, and delivering a move-in ready experience with lasting peace of mind. The architectural details include crown molding, tray and volume ceilings that highlight the sense of openness and elegance throughout the living spaces. The kitchen has been meticulously designed with expansive counter space and custom cabinetry, creating a natural balance between everyday comfort and functionality. It’s a space that supports daily living with ease while also accommodating those moments that call for gathering and celebration, it is open, practical, and tailored to the flow of everyday life. The transition from the interior living spaces to the exterior spaces creates a true indoor-outdoor lifestyle: inviting, open, and designed for everyday living. Multiple access points from room to room including the Primary & Secondary en-suites extend the living space outward, connecting naturally to the expansive under-cover lanai and pool area showcasing postcard-worthy views with peaceful sightlines. It’s a layout that offers flexibility. Schedule your private showing today to experience this rare Laurel Oak Estates property. Residents have the option to join Laurel Oak Country Club, offering two 18-hole championship golf courses, 12 Har-Tru tennis courts, six pickleball courts, and an active social calendar. Ownership includes moving to the top of the waitlist and (next spot) priority placement on the country club waiting list. Beyond the gates, the location places you near shopping, dining, entertainment, medical facilities, major roadways, and Sarasota’s renowned beaches.
Listing is courtesy of: THE REAL ESTATE STORE (941-685-4224)
Listing Agent: William Kelly (941-685-4224)
117 TUCKER AVE, SARASOTA, FL 34232
$470,00036 Days on yellowkey MLS ID: A4692983
REDUCED by $29,000 (5.8%) on 06/01/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2102 Built: 1930 Tax: $4,991 (2025)Community: Tuckers SubSingle Family
Taxes:$4,991
Elementary School: Fruitville Elementary
Remarks: Step into Sarasota charm with this 1930s character-filled home, where vintage appeal meets everyday flexibility...and no HOA restrictions. This unique 3-bedroom, 3-bath property offers the freedom to truly live your lifestyle: bring your boat, RV, and all your toys with plenty of space to park and play. As you enter, you're welcomed by a screened front porch, leading into a warm and inviting living room featuring a centerpiece fireplace and stunning exposed wood beams. The flexible floor plan includes two bedrooms, a bath, and a loft area upstairs, giving you the option to choose your primary suite on either the first or second floor. The kitchen opens to a backyard deck where a blooming jasmine canopy creates a beautiful setting for morning sunrises. The partially fenced yard offers ample space to create your own private retreat, complete with a garden area, fire pit for cozy evenings, and an additional shed for storage, hobbies, or a workshop. Tucked away on a quiet street, this home feels like a peaceful escape while being just minutes from downtown Sarasota, world-class beaches, and with easy access to I-75. Blending timeless 1930s character with functional living space, this home offers flexibility for guests, multi-generational living, or even rental potential. If you’ve been searching for a property with personality, space, and freedom—this is it.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Nikki Weiss (941-468-9551)
4536 WEBBER ST, SARASOTA, FL 34232
$324,95015 Days on yellowkey MLS ID: A4695314
0 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1500 Built: 1979 Tax: $4,006 (2025)Community: Sarasota SpgsSingle Family
Taxes:$4,006
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Opportunity, location, and potential all come together at 4536 Webber Street. Offering 3 bedrooms and an attractive entry point into the Sarasota market, this home is perfect for buyers looking to personalize a property while already benefiting from major upgrades like a metal roof installed in 2021, hurricane impact windows, and an expanded paver driveway. Inside, the home offers a clean canvas with original character and endless possibilities to update at your own pace. Whether you're a first-time buyer, seasonal resident, investor, or someone looking to create their ideal Florida home, the layout and location make this a standout opportunity. In this location of Sarasota, you'll enjoy convenient access to downtown dining and entertainment, Sarasota Memorial Hospital, shopping, parks, golf courses, and some of the area's most beautiful Gulf Coast beaches. Spend your weekends exploring, enjoying local restaurants, visiting farmers markets, or taking in Sarasota's vibrant arts and cultural scene. Homes at this price point with major exterior improvements already completed are becoming increasingly difficult to find. Move in now, update over time, and enjoy the flexibility to create a space that fits your vision while investing in one of Sarasota's most desirable areas.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Vincent Diorides (941-720-5717)
2609 DARWIN AVE, SARASOTA, FL 34239
$488,50016 Days on yellowkey MLS ID: A4695205
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1718 Built: 1962 Tax: $1,922 (2025)Community: South GateSingle Family
Taxes:$1,922
Remarks: Under contract-accepting backup offers. Experience elevated Sarasota living at 2609 Darwin Ave., Sarasota in this exquisitely updated 3-bedroom, 2-bath pool home with a 1-car garage, ideally located just minutes from renowned Siesta Key Beach, upscale dining, boutique shopping, and vibrant entertainment. Thoughtfully designed for both luxurious everyday living and effortless entertaining, this exceptional residence showcases an expansive open-concept layout with seamless indoor-outdoor flow to a private resort-style setting featuring a sparkling pool with Travertine Pavers, screened patio and elegant firepit lounge area. The designer gourmet kitchen is beautifully appointed with custom cabinetry, luxurious quartz countertops, a farmhouse sink, and newer stainless steel appliances. High-end improvements include a newer roof, newer AC system, hurricane windows and fully owned solar panels providing remarkable energy efficiency with electric costing $46 monthly regardless of usage. The spacious family room with beamed ceiling and hurricane proof skylights overlooking the outdoor oasis, creates the perfect backdrop for relaxing or entertaining guests. Combining modern upgrades, exceptional comfort, and an unbeatable Sarasota location, this move-in-ready residence embodies the finest in Florida luxury living. Don't Miss The Awesome Video.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
5830 MIDNIGHT PASS RD #32, SARASOTA, FL 34242
$499,90017 Days on yellowkey MLS ID: A4694962
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 392 Built: 1962 Tax: $2,441 (2025)Community: Jamaica RoyaleSpa: NoCondo
Taxes:$2,441
Remarks: Welcome to Jamaica Royale, a Gulf-side development on Siesta Key, with its award-winning, crystal powder soft sandy beach, just nearby. This studio offers a main-floor villa that has been renovated for comfort and durability. Enjoy the new kitchen with new stainless steel appliances, quartz counters throughout and a new bath. All furnishings have been tastefully replaced with a focus on quality and functionality. The water heater is new, freshly painted, and waiting for its new owner. The location of the rear patio is conveniently near one of three pools. An on-site office offers an optional rental program, so you may generate potential income when not in residence. While you go out your rear patio to the beach, you will pass Jamaica Royale's additional pools, beach cabana and white sands of Siesta Key. The clubhouse offers a full kitchen, a meeting room, on-site association services and rental management. Outside offers barbecue grills, a table and chairs, a lounging area and shuffleboard, a great area to gather with family and friends. Siesta Key offers public transportation to many of the area's local coastal attractions, restaurants, shopping and Sarasota, with all that it offers.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Dennis Girard (941-809-0041)
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