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940 Alameda Way, Sarasota
$2,800,000
4 Beds ⋅ 4 Baths ⋅ Owens Alan T SubDv. ⋅ 34234 Zip Code
A wonderful waterfront retreat on Whitaker Bayou is waiting for you, where the inlet opens into the sparkling waters of Sarasota Bay. Nestled behind a private gate in the highly sought-after Indian Beach/Sapphire Shores neighborhood, this beautifully renovated 4-bedroom, 4-bath residence offers the perfect blend of luxury, privacy, and effortless coastal living. Designed to maximize its exceptional waterfront setting, the home features breathtaking bay and bayou views from nearly every room. The light-filled interior welcomes you with an open-concept living and dining area framed by a dramatic wall of windows that seamlessly connects the indoors to the resort-style outdoor living spaces. Step outside to your pool, expansive covered and screened lanai, and landscaped grounds—creating the ideal setting for entertaining or simply enjoying the waterfront lifestyle. Three of the four bedrooms are private ensuite retreats. The first-floor primary suite opens directly to the pool, while a second ensuite bedroom features a spacious deck overlooking the bayou and Sarasota Bay. Upstairs, the third ensuite offers its own private balcony with stunning sunset views. Every space has been thoughtfully designed to embrace seamless indoor-outdoor living. Boating enthusiasts will appreciate the exceptional waterfront amenities, including approximately 120 feet of seawall, an extended dock, a boat lift, and immediate access to Sarasota Bay and beyond. In addition to its appeal as a full-time residence or seasonal getaway, this property also presents an outstanding opportunity as a high-demand vacation rental with excellent income potential. Ideally located just minutes from downtown Sarasota, you'll enjoy easy access to world-class cultural attractions, acclaimed restaurants, boutique shopping, and the area's renowned Gulf Coast beaches. This is a rare opportunity to own a move-in-ready waterfront sanctuary in one of Sarasota's most desirable neighborhoods. Schedule your private showing today.

940 Alameda Way, Sarasota

4855 Bliss Road, Sarasota
$2,249,000
3 Beds ⋅ 2 Baths ⋅ Sarasota-Venice Co Sub SubDv. ⋅ 34233 Zip Code
Rarely does an opportunity of this scale become available in Sarasota’s highly desirable 34233 zip code. Located at 4855 Bliss Road, this exceptional 5.1-acre parcel presents a unique opportunity for developers, builders, and investors to secure a substantial tract of land west of I-75 in an established and sought-after area of Sarasota. Zoned RSF-2, allowing 3.5 residential units per acre, the property has been approved for up to 14 residential homesites, offering tremendous potential for a thoughtfully designed residential community. This parcel is also ideal for someone wanting to construct an estate sized home, family compound, or just wanting privacy while being minutes from shopping, dining and beaches. The property also enjoys a desirable natural buffer, with a County Reserve directly abutting its northern boundary. Situated within an A-rated school district and surrounded by the conveniences, amenities, and lifestyle that make Sarasota so desirable, this is an exceptionally rare opportunity to develop a private residential enclave on over five acres in one of Sarasota’s most desirable locations. Opportunities like this are increasingly difficult to find.

4855 Bliss Road, Sarasota

3934 Vana Drive, Sarasota
$314,900
2 Beds ⋅ 1 Baths ⋅ Lake Sarasota SubDv. ⋅ 34241 Zip Code
Charming Sarasota home offering an updated interior, inviting outdoor spaces, and a peaceful setting surrounded by mature trees and tropical landscaping! New Roof in 2024! The cheerful coastal-inspired exterior features a covered front porch, spacious carport, and welcoming curb appeal. Inside, enjoy luxury vinyl plank-style flooring throughout, a bright living area, vaulted ceilings in the living space, stainless steel appliances in the kitchen, a stylish backsplash and generous counter space. The flexible floor plan offers comfortable living spaces, spacious bedrooms, and a bathroom with a wood vanity and tropical accents. Sliding glass doors provide easy access to the expansive, fully fenced backyard, complete with a large concrete patio, beautiful shade trees, and plenty of room for outdoor entertaining, pets, or future improvements. Conveniently located in Central Sarasota with easy access to shopping, dining, parks, I-75, and the area's beautiful Gulf Coast beaches. A wonderful opportunity to enjoy comfortable Florida living with modern updates and plenty of outdoor space! **THIS PROPERTY QUALIFIES FOR A 1% LENDER CREDIT TOWARDS CLOSING COSTS OR 1-POINT LENDER PAID, PERMANENT BUY DOWN. INQUIRE FOR MORE DETAILS.**

3934 Vana Drive, Sarasota

4855 Bliss Road, Sarasota
$2,249,000
Sarasota-Venice Co Sub SubDv. ⋅ 34233 Zip Code
Rarely does an opportunity of this scale become available in Sarasota’s highly desirable 34233 zip code. Located at 4855 Bliss Road, this exceptional 5.1-acre parcel presents a unique opportunity for developers, builders, and investors to secure a substantial tract of land west of I-75 in an established and sought-after area of Sarasota. Zoned RSF-2, allowing 3.5 residential units per acre, the property has been approved for up to 14 residential homesites, offering tremendous potential for a thoughtfully designed residential community. This parcel is also ideal for someone wanting to construct an estate sized home, family compound, or just wanting privacy while being minutes from shopping, dining and beaches. The property also enjoys a desirable natural buffer, with a County Reserve directly abutting its northern boundary. Situated within an A-rated school district and surrounded by the conveniences, amenities, and lifestyle that make Sarasota so desirable, this is an exceptionally rare opportunity to develop a private residential enclave on over five acres in one of Sarasota’s most desirable locations. Opportunities like this are increasingly difficult to find.

4855 Bliss Road, Sarasota

2620 Ringling Boulevard, Sarasota
$799,000
2 Beds ⋅ 2 Baths ⋅ Golfview SubDv. ⋅ 34237 Zip Code
Custom Spanish-style home in a convenient downtown Sarasota location. Tucked beneath majestic oak trees, this hidden gem welcomes you with natural Florida landscaping and a warm, character-filled interior. Fresh paint and timeless white tile floors create a bright, move-in-ready feel. The living room features a decorative ceiling with crown molding, a wood-burning fireplace with a wood mantel, and built-in bookcases on either side. The kitchen offers a center island, hanging pot rack, breakfast bar, and spacious pantry with decorative shelving. Just off the kitchen, a screened, carpeted lanai opens toward an enclosed side yard with a wrought-iron-style metal fence and a new outdoor storage shed. The low-maintenance yard has an existing well, should the buyer wish to add an irrigation system. The primary bedroom includes a large walk-in closet. The primary bath offers both a walk-in shower and an antique clawfoot tub. Additional features include a reverse-osmosis system in the kitchen, whole-house water filtration, a water softener, a propane tankless water heater, in-wall pest control, and extra storage beside the washer and dryer. Built in 1998, this Spanish-style home has its own distinctive character and a setting close to Payne Park, downtown restaurants, shopping, arts and entertainment, and Sarasota’s Gulf Coast beaches.

2620 Ringling Boulevard, Sarasota

2441 Novus Street, Sarasota
$684,900
2 Beds ⋅ 2 Baths ⋅ Hudson Park SubDv. ⋅ 34237 Zip Code
A stylish experience at this fully remodeled home with the Legacy trail just through the back gate so hop right on your bike or rollerblades. Freshly remodeled interior and exterior, including a (2022) installed pool. Perfectly positioned just one mile—a quick 5-to-6-minute drive—from vibrant Downtown Sarasota, this exceptional property offers an unbeatable combination of high-end design, structural peace of mind, and lucrative investment potential. The floor plan is brilliantly laid out, featuring a massive dining room made for memorable gatherings, an open-concept office space tucked right off the living room, and a show-stopping chef’s kitchen anchored by a huge eat-in bar. Modern function meets artisan flair with sleek European cabinetry, custom open shelving, and hand-crafted Zia terracotta tile. Best of all, the home is offered turnkey & beautifully furnished as-is, allowing you to step right in for your own getaway or start hosting guests seamlessly from day one! Out back, retreat to your own private oasis featuring a resort-style pool (installed fresh in 2022) nestled in a ultra-private yard. When adventure calls, step straight out your back gate to direct access onto the iconic Legacy Trail—hop on your bike or take a scenic stroll down to nearby Payne Park, Bayfront Park, Marina Jacks, or downtown’s top dining, arts, and shopping. Behind the stunning aesthetic is a comprehensive 2022 structural renovation, including a NEW roof, NEW storm-impact windows, NEW exterior stucco, NEW water lines, and NEW drain lines. Beautiful, fortress-strong, and perfectly positioned for ultimate flexibility—just bring your suitcase! This location permits 7-day minimum rentals, it is an absolute dream for an owner looking to enjoy a slice of paradise themselves for personal vacations while generating strong rental income the rest of the year! Call today for a private showing, available this weekend !

2441 Novus Street, Sarasota

1846 Lincoln Drive, Sarasota
$2,095,000
3 Beds ⋅ 4 Baths ⋅ Avondale SubDv. ⋅ 34236 Zip Code
Located in the highly sough-after Avondale neighborhood, this beautiful home has been extensively and tastefully UPDATED while maintaining its timeless charm. The SPLIT FLOOR PLAN includes three oversized EN-SUITE BEDROOMS, an additional powder room, and a separate study/den conveniently positioned adjacent to the primary suite. FLOOR -TO - CEILING WINDOWS and an open floor plan allow for abundant natural light and views of the HEATED SALT WATER POOL, travertine deck, and generously sized backyard. Significant renovations in 2022 and 2023 include a new primary suite addition, an EXTENSIVE KITCHEN REMODEL WITH UPDATED PLUMBING AND ELECTRICAL and new flooring throughout. Exterior improvements are equally impressive, featuring IMPACT RATED WINDOWS AND DOORS throughout, enhanced landscaping with drainage systems, irrigation, front yard fencing, and updated lighting. Additional features include a 2-car garage with EPOXY FLOORING, METAL ROOF (2007/2021), and NEWER A/C (2021). The elevation of the house is above the based flood elevation and experienced no flood on the property during the 2024 storm season. Perfectly situated between Southside Village and the vibrant Downtown Sarasota Bayfront, the property is also located within the highly sought-after Southside Elementary School District, making it a premier choice for those seeking convenience, style and location.

1846 Lincoln Drive, Sarasota

1723 Oak Street, Sarasota
$1,950,000
4 Beds ⋅ 4 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code
Life at 1723 Oak Street begins with the neighborhood. Set in Sarasota’s historic Laurel Park, this home offers an exceptional walkable downtown lifestyle: an easy stroll to dinner in Burns Court, Saturday mornings at the Sarasota Farmers Market, or afternoons along the Bayfront and marina, with restaurants, boutiques, galleries, and cultural attractions all close by. A welcoming front porch and Spanish-inspired architecture give the home its character. Inside, 10-foot ceilings and French doors bring natural light into the gathering spaces, while impact-resistant windows and doors offer added peace of mind. A Wolf range, marble countertops, a wood-topped island, and a walk-in pantry make the kitchen a natural place to gather. A separate den offers space for work, relaxation, or play. Upstairs, the primary suite opens to its own balcony and includes two walk-in closets and a spacious bath with marble countertops, a soaking tub, and a separate shower. Two additional bedrooms, a full bath, and conveniently located laundry complete the second floor. Outside, a private heated pool, enclosed outdoor shower, lush tropical landscaping, and a fully fenced yard with low-maintenance turf create an inviting setting for relaxing and entertaining. A separate guest suite above the detached two-car garage, complete with a kitchenette and full bath, offers flexibility for visiting family and friends, a private office or studio, multigenerational living, or potential rental income. The home is also zoned for Southside Elementary School, Sarasota's elementary schools, and was recently ranked No. 20 in the State. Enjoy the energy and convenience of downtown Sarasota, with St. Armands Circle, Lido Beach, Southside Village, and everyday essentials just minutes away—all without sacrificing the space, privacy, and comforts of a single-family home.

1723 Oak Street, Sarasota

4937 Clark Road, Sarasota
$6,300,000
Clark Road Medical Park SubDv. ⋅ 34233 Zip Code
This expansive, nearly 24,000-square-foot two story medical and professional office building is available for sale within Clark Road Medical Park just west of I-75 in South Sarasota. The established medical office complex consists of three buildings within a condominium association and offers ample on-site parking, including numerous handicap-accessible spaces for convenient access by tenants, patients, and visitors. Positioned at the center of the complex’s L-shaped layout, this two-story building offers convenient access to the portico, providing a sheltered area for patient drop-off and pick-up. The current owners are undertaking strategic capital improvements, including the addition of another elevator at the front of the building to enhance accessibility to the second floor, subdividing spaces to smaller suites to increase optionality, and completing a spec build out of a turn-key medical space. The first floor features a 7,765-square-foot unit newly built out by Marlowe MD ENT, leased for $186,670 per year, alongside a 3,507-square-foot shell space, offering a combination of existing occupancy income and additional leasing opportunity or owner-user potential. This building offers ample opportunity for spaces to owner-occupy, or to complete leases thereby increasing the value. The second floor includes a fully built-out former physical therapy/gym space including locker rooms and showers, an approximately 1,825-square-foot space that the owners are in the process of converting to turn-key medical space, professional office space that can be occupied with minimal improvements, and an approximate 2,912-square-foot shell space ready for custom build-out. With a combination of existing tenancy with income, available shell space for owner-occupancy or adding tenants, and planned capital improvements, this property presents a flexible opportunity for investors seeking additional leasing potential or medical and professional users looking to establish or expand their presence in Sarasota.

4937 Clark Road, Sarasota

429 Gershwin Drive, Sarasota
$400,000
3 Beds ⋅ 2 Baths ⋅ Carolina Estates SubDv. ⋅ 34237 Zip Code
NO CDD! NO HOA! No flood zone. Perfect for first-time buyers, investors, or those looking to customize their Florida dream home in a prime location. Proximity to everything in Sarasota has to offer. Explore the potential of a 1,489 square feet ONE STORY CONCRETE BLOCK home with inviting curb appeal, 3bedrooms, 2 full bathrooms, an expansive 2 car garage, a formal living room and a separate family room, Screened and covered Florida Room on the lot of 9,496 square-foot. It has Rain Gutters thought-out and Fully FENCED in (with concrete block walls). Short drive to Downtown Sarasota, Arlington Park and Aquatic Complex, the world-famous Siesta Key Beaches, Lido Beach, St. Armands Circle and Bradenton River. Close to shops and restaurants.

429 Gershwin Drive, Sarasota

911 Highland Street, Sarasota
$415,000
2 Beds ⋅ 2 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
KEY WEST CHARM IN A PHENOMENAL WEST OF TRAIL LOCATION! Discover the charm of Old Florida living in the desirable Indian Beach/Museum Area, just 2.5 miles from downtown Sarasota! Full of character and possibilities, this freshly painted Key West-style home offers 1,500 square feet of living space, two bedrooms, one-and-a-half baths, plus a versatile bonus room and a delightful Florida room. A metal roof, charming Bahama shutters and easy-care tile floors add to its relaxed tropical appeal. The flexible floor plan includes space for a home office or den, convenient interior laundry and a private fenced backyard—perfect for outdoor relaxation, gardening, pets and entertaining. Location, location, location! Nestled in one of Sarasota's most desirable and established neighborhoods, you're just minutes from the Ringling Museum, Ringling College of Art and Design, New College of Florida, Sarasota-Bradenton International Airport (1.8 miles), vibrant downtown Sarasota and our world-famous beaches. A rare opportunity to enjoy the character of Old Florida, the convenience of city living and the freedom to make it your own! 2018 Trane A/C, Above floodplain in zone X.

911 Highland Street, Sarasota

1800 Alta Vista Street, Sarasota
$1,250,000
Avondale SubDv. ⋅ 34236 Zip Code
Virtually Staged. An exceptional opportunity to create your dream home in the highly desirable Avondale neighborhood, ideally located West of the Trail in the heart of Sarasota. Situated on a generously sized corner lot measuring approximately 140' x 74' x 140' x 74', this property offers a wonderful homesite surrounded by established homes, mature tropical landscaping, and the charm of one of Sarasota's most sought-after neighborhoods. The property features a privacy wall on three sides, lush foliage, and beautiful mature trees, creating a private setting for your future vision. The existing home and detached structure are being sold with the property, offering the next owner the opportunity to start fresh and build a custom residence tailored to their lifestyle. Enjoy an exceptional location just minutes from Selby Gardens, Burns Court, Towles Court, Island Park, downtown Sarasota, Sarasota Memorial Hospital, Payne Park, Southside Village, and an abundance of shopping, dining, and cultural attractions. The beautiful white-sand beaches of Siesta Key and Lido Key are also approximately 15 minutes away. Bring your builder and imagination and take advantage of this rare opportunity to create something special in a premier Sarasota location!

1800 Alta Vista Street, Sarasota

4873 Huntleigh Drive, Sarasota
$500,000
3 Beds ⋅ 2 Baths ⋅ Beneva Pines SubDv. ⋅ 34233 Zip Code
Tucked away on a quiet cul-de-sac in established Bevena Pines, this inviting home offers a peaceful setting beneath the canopy of a magnificent oak tree. A freshly painted exterior adds to the curb appeal, welcoming you into a home with comfortable gathering spaces and room to unwind. Inside, the updated split floor plan features separate living and family rooms, along with formal and casual dining areas, offering flexibility for everyday living and entertaining. Skylights bring natural light throughout the interior. The spacious primary suite includes a generous walk-in closet and a private bathroom with dual sinks and a clawfoot tub, while two additional bedrooms sit on the opposite side of the home for added privacy. The kitchen features granite countertops, a double convection oven, and a large breakfast bar. Step onto the screened porch to enjoy your morning coffee or relax at the end of the day in the quiet surroundings. Conveniently located near Siesta Key beaches, the Legacy Trail, and Red Bug Slough Preserve, this home combines access to Sarasota’s outdoor attractions with the charm of a tucked-away neighborhood. Enjoy the shade, the setting, and the appeal of cul-de-sac living.

4873 Huntleigh Drive, Sarasota

5271 Mahogany Run Avenue Unit 721, Sarasota
$242,500
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Step inside this wonderful Turn-Key Furnished, 2nd floor Abbey veranda located in the pristine neighborhood of Heritage Oaks Golf & Country Club, where thoughtful updates meet one of the most spectacular views in the entire community. From the moment you walk through the front door, this home feels fresh, bright, and ready to enjoy from day one. This property is the largest of the verandas in the neighborhood and at almost 1,700 square feet and features 2 bedrooms, 2 bathrooms, a den/study that can be used as a wonderful flex room, and a single car garage - this unit is perfect for a seasonal owner or full time resident. You'll immediately notice the fully tiled front lanai and entry that is completely screened helping keep the space extremely clean. Step inside to discover a thoughtfully laid-out floor plan that makes use of every square foot in the home - no wasted space in this property. The interior has been tastefully refreshed with some new interior paint and brand new ceiling fans installed that keep the lovely Florida breeze flowing through every room. Step out to the lanai and take in what truly sets this residence apart: one of the best water and golf views in all of Heritage Oaks. Watch golfers make their way along the 12th and 13th fairways, enjoy the shimmer of the water in the changing light, and settle in for Sarasota's famous sunsets from your own private screened lanai complete with additional glass doors making use of this space year round. Morning coffee and evening cocktails will never be the same. Watch the abundance of wildlife that roam this Certified Audubon Neighborhood right in your backyard. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive recently renovated clubhouse with a lovely restaurant and the sensational redesigned 19th Hole Lounge, 5 swimming pools, and a calendar of events packed with activities. Don't wait, schedule your private showing on this lovely home today!

5271 Mahogany Run Avenue Unit 721, Sarasota

4632 Meadowview Circle, Sarasota
$620,000
3 Beds ⋅ 2 Baths ⋅ Southfield SubDv. ⋅ 34233 Zip Code
Enjoy the best of Florida living in this well-maintained 3-bedroom, 2-bath home in Sarasota’s desirable Southfield community! Set on an approximately 0.30-acre lot, this inviting residence offers a comfortable setting for everyday living, relaxing at home, and entertaining family and friends. Originally built as a Arthur Rutenberg model home in 1987, the property has been thoughtfully maintained and updated, with a new roof in 2024, hurricane-impact windows and sliding glass doors installed in 2023, the garage door has been upgraded to hurricane impact-rated model in 2018, fresh interior and exterior paint in 2026, and a completely redone pool cage in 2025. The home has been fully re-piped with new plumbing throughout, offering peace of mind and long-term reliability. The wood-burning fireplace was fully renovated in 2024, creating a welcoming focal point for cozy evenings at home. An irrigation system supplied by a private well, along with a recently replaced well pump, helps conserve city water and reduce irrigation costs. Ideally located near Proctor Road between McIntosh Road and Honore Avenue, Southfield offers the appeal of an established neighborhood with convenient access to shopping, dining, schools, medical services, and major roadways, including I-75. Spend your days exploring vibrant downtown Sarasota, enjoying the area's cultural attractions, or unwinding on the beautiful Gulf Coast beaches. Discover a home that combines comfortable living, valuable updates, and a convenient location for enjoying the Sarasota lifestyle!

4632 Meadowview Circle, Sarasota

2669 20th Street, Sarasota
$374,900
2 Beds ⋅ 2 Baths ⋅ Lenray Heights SubDv. ⋅ 34234 Zip Code
BRAND-NEW CONTEMPORARY HOME – MINUTES TO DOWNTOWN SARASOTA & WORLD-CLASS BEACHES! Modern design, exceptional value, and an unbeatable Sarasota location! Discover this stunning BRAND-NEW CONSTRUCTION residence featuring 2 bedrooms, 2 bathrooms, and a versatile loft perfect for a home office, guest retreat, or potential third bedroom. The light-filled, open-concept floor plan showcases stylish contemporary finishes throughout. The beautifully appointed kitchen features stone countertops, sleek cabinetry, stainless steel appliances, and a wine cooler, while a washer and dryer are also included. This home is truly move-in ready! Step outside to your private, fully fenced backyard, perfect for outdoor gatherings, pets, or simply relaxing in the Florida sunshine. Best of all, NO HOA restrictions offer added freedom and flexibility! LOCATION & LIFESTYLE! Ideally situated just minutes from vibrant downtown Sarasota, with its exceptional dining, shopping, and entertainment, and a short drive to the world-famous beaches of Siesta Key and Lido Key. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this beautiful contemporary home delivers the perfect combination of modern style, prime location, and Florida living!

2669 20th Street, Sarasota

3761 Countryside Road, Sarasota
$729,000
3 Beds ⋅ 3 Baths ⋅ Country Place SubDv. ⋅ 34233 Zip Code
Discover this beautifully remodeled 3-bedroom, 2.5-bath pool home in the rarely available and desirable Country Place neighborhood of Sarasota. From the moment you step through the front door into the welcoming foyer, you’ll feel right at home. Move-in ready and thoughtfully updated, this inviting residence features an open living area overlooking the screened lanai and sparkling pool—the perfect setting for relaxing or entertaining. The beautifully updated kitchen showcases granite countertops, a peninsula breakfast bar, wood cabinetry, and stainless steel appliances. A bright breakfast nook overlooks the serene outdoor sanctuary, creating a wonderful spot to enjoy your morning coffee. The spacious primary suite offers a generous walk-in closet, while the updated primary bathroom features an extra-large shower and convenient access to the pool area. Two additional guest bedrooms are bright and welcoming, each with large windows and built-in closets. Additional highlights include polished porcelain tile and modern plank ceramic tile flooring throughout, fully updated bathrooms, and an oversized, deep 26' x 22' garage. Numerous updates add comfort and value, including Roof replaced in June 2024, Garage door replaced in 2023, Exterior paint completed in 2024, Interior paint completed in 2026, Stainless steel appliances (2026), Granite countertops (2026), Tankless, instant hot water heater (2026), and a deep well For families relocating to Sarasota, the home is located in an “A”-rated school district, an important consideration for many buyers. Country Place is a centrally located, deed-restricted community of approximately 170 homes, with no CDD fees. Known for its generous lots, lush landscaping, and private in-ground pools, this established neighborhood offers a welcoming residential setting. Nature lovers will appreciate being just a short walk from Red Bug Slough Preserve, a 72-acre natural retreat with miles of hiking trails, a playground, picnic shelters, and a fishing dock—ideal for enjoying Florida’s wildlife and bird-watching. Just minutes away, discover the beautiful shores of Siesta Key Beach, local restaurants, Westfield Siesta Key Mall, Detwiler’s Farm Market, Publix, and more. Enjoy an abundance of nearby recreational activities, including boating, fishing, parasailing, kayaking, swimming, and snorkeling. Be sure to view the 3D Interactive Panoramic Tour to fully appreciate the elegance and charm of this exceptional home.

3761 Countryside Road, Sarasota

726 N Jefferson Avenue Unit 726, Sarasota
$160,000
2 Beds ⋅ 2 Baths ⋅ Jefferson Pines SubDv. ⋅ 34237 Zip Code
SARASOTA LIVING, LOW-MAINTENANCE VILLA, AND ENCLOSED FLORIDA ROOM! Enjoy a relaxed Florida lifestyle in this 2-bedroom, 2-bath villa offering an open-concept layout and a comfortable setting for everyday living. The enclosed Florida room, featuring sliding glass windows and a private view, provides additional space to unwind, entertain guests, or enjoy a quiet morning. With a 2025 SHINGLE ROOF AND GUTTERS, this home offers added peace of mind. Conveniently located approximately one mile from downtown Sarasota, you'll have easy access to local shopping, restaurants, arts, and entertainment. Lido Beach is less than 7 miles away, while the beautiful white quartz sands of Siesta Key Beach are less than 9 miles from home. Whether you're seeking a full-time residence or a seasonal retreat, this location makes it easy to enjoy the best of the Gulf Coast. The HOA provides an extensive range of services designed to simplify homeownership, including roof repair and replacement as needed, exterior painting, structural maintenance, lawn and landscaping care, pest control, water, sewer, trash collection, cable TV, and maintenance and use of the community pool and clubhouse. The pet-friendly community and low-maintenance lifestyle make it easier to spend more time enjoying Sarasota and less time worrying about upkeep. Additional features include hurricane windows in the bedrooms and primary bathroom. ALL FURNITURE IS INCLUDED, with removal available if the buyer prefers an unfurnished home. Don't miss this opportunity to enjoy convenient coastal living close to Sarasota's beaches, dining, and cultural attractions!

726 N Jefferson Avenue Unit 726, Sarasota

5956 Clubside Drive Unit 7651, Sarasota
$333,900
2 Beds ⋅ 2 Baths ⋅ Clubside At Palm-Aire SubDv. ⋅ 34243 Zip Code
Brand new HVAC system just installed! This 2 bedroom/2 bath villa lives like a single family home. The spacious great room floorplan with vaulted ceilings is light and bright. New upgrades include contemporary dining room light fixture, ceiling fan, new sectional sofa, rugs and flat screen TV. The kitchen has a cafe table and chairs, granite counters, small TV for the chef and lots of storage. The breakfast bar opens to the great room for easy entertaining. The primary bedroom with walk-in closet and ensuite bath is located in the rear of the villa while the guest bedroom and hall bath are in the front for maximum privacy. Both bedrooms have elegant luxury vinyl flooring. The updated primary bath has dual sinks and a glass enclosed shower. The year-round Florida Room can be used for a den, office or guest bedroom. Impact glass windows were installed in the primary bedroom and kitchen for added peace of mind. The garage has room for a car and a golf cart, has a newer hot water heater and plenty of storage. The community pool with spa is just steps away. Clubside is located close to UTC Mall with its shops and restaurants and with easy access to I-75. Nearby is Benderson Park, downtown Sarasota with numerous restaurants and cultural venues and the beaches. This small community has low maintenance fees and is located in the golf course community of Palm-Aire where you can find optional golf, tennis and social memberships. Live the Florida lifestyle here at Clubside!

5956 Clubside Drive Unit 7651, Sarasota

5216 Willow Links, Sarasota
$234,000
2 Beds ⋅ 2 Baths ⋅ Willow Links SubDv. ⋅ 34235 Zip Code
This 2-bedroom, 2-bath condo is ready to be your perfect full-time residence, seasonal getaway, or rental investment property. Located on the second floor, the unit features two ensuite bedrooms and a in-unit laundry room. A spacious shaded screened-in balcony overlooks a serene water view. The interior has many updates, freshly painted. Both bathrooms have been beautifully updated. The kitchen has soft close cabinetry, quartz counter tops and a new appliance package. This pet-friendly community is safely outside the flood zone. Willow Links is a convenient setting across from The Meadows Shopping Village, with easy access to shopping, dining, golf, recreational amenities, and Sarasota’s beautiful Gulf Coast beaches. The Meadows offers a serene environment with over 85 lakes, abundant oak canopies, golfing and 14 miles of walking and biking trails. Schedule your private showing today and discover the Meadows Lifestyle!

5216 Willow Links, Sarasota

Sarasota
$169,900
3 Beds ⋅ 2 Baths ⋅ Meadowlake Iv SubDv. ⋅ 34235 Zip Code
Space, comfort, and opportunity in the heart of Sarasota! Located in the established Meadowlake IV community within The Meadows, this 3-bedroom, 2-bathroom condominium offers approximately 1,498 square feet of living space with a layout that provides both openness and privacy. One of the home's highlights is its outdoor living space. Enjoy a private front courtyard and a rear lanai with screening completely redone in 2026. Inside, the main level features a generous living and dining area, kitchen, and primary bedroom, while two additional bedrooms and a full bathroom upstairs provide flexibility for guests, hobbies, or a home office. The property has also benefited from several important improvements, including an updated HVAC system (2018) with UV lamp (2024), water heater (2022), and a roof replacement reported in 2023. With these improvements and room to add your own style to the interiors, this home offers an appealing balance of practicality and potential. Life at Meadowlake includes access to community swimming pools, with cable TV and internet included in the condominium dues. Beyond the condo community, The Meadows offers beautiful walking and biking trails, abundant green spaces, and a variety of recreational options, including golf, tennis, pickleball, and fitness facilities. Additional fees may apply to certain amenities. Just a short distance from University Town Center, Nathan Benderson Park, shopping, restaurants, and Sarasota's many attractions, this is a wonderful opportunity to enjoy the Florida lifestyle in a well-established community.

Sarasota

338 Whitfield Avenue, Sarasota
$375,000
2 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
WHERE ELEVATED VALUE MEETS UNRIVALED COASTAL LIVING - Tucked away in the historic, tranquil enclave of Whitfield Estates, this private sanctuary delivers the rare convergence of generous land, secluded serenity, and effortless connectivity. Situated moments from the legendary Donald Ross-designed Sara Bay Country Club, residents enjoy immediate access to deep-water marinas, the Sarasota-Bradenton International Airport, vibrant downtown dining, and world-class Gulf beaches—all enriched by the prestige of a Sarasota address. An optional $30 annual association fee opens the door to exclusive community events and dining privileges at historic Sara Bay, adding an exceptional social dimension to this coastal retreat. Connected to central water and sewer with no septic system, the residence offers absolute simplicity and modern reliability. Constructed of solid concrete block and resting high and dry at an approximate 20-foot elevation in Non-Flood Zone X, the single-story residence is framed by a sweeping circular drive and fully fenced grounds. Structural and mechanical investments include: AC (2019 all in one exterior unit), March 2013 dimensional shingle roof, tenting completed in 2022 by Fahey Pest Control with rebuilt overhangs, and comprehensive storm protection from April 2021 featuring double-pane PGT impact sound-reduction windows, impact sliders, and an upgraded front entry door. Critical infrastructure has been thoroughly modernized, featuring complete overhead ceiling re-plumbing to eliminate under-slab supply lines, an upgraded 200-amp electrical service panel (2017), a brand-new water heater (2022), and recently certified backflow plumbing servicing (August 2024). Inside, the home embraces classic Florida indoor-outdoor living through an open, split-floor-plan great room where pocketing glass sliders in every room—including the primary suite, living/dining/kitchen area and guest en suite—dissolve the boundary to the outdoors. The heart of the home centers on an expansive chef’s kitchen featuring an open space (remodeled in 2002), polished stone countertops, updated cabinetry, a contemporary range hood, comfortable four-person bar seating, and premium stainless steel appliances, highlighted by a built-in NewAir wine refrigerator. The thoughtfully designed layout provides two private ensuite bedrooms, a dedicated laundry space with a stacked washer and dryer, and seamless access to a full exterior pool bath complete with a walk-in shower (as part of the 2nd bedroom ensuite). An outdoor oasis is tailored for private, effortless entertaining, centered around a northwest-facing, approximately 6-foot-deep private swimming pool professionally restored in March 2020, enclosed by a newer screened cage, covered lanai, and secondary sun terrace. Complementing this Florida ranch home is an extraordinary level of ownership freedom, free from deed restrictions, HOA mandates, or CDD fees. The expansive grounds easily accommodate on-site parking for large boats, trailers, or RVs, while a highly lucrative rental policy allowing monthly leases up to 12 times per year makes this an irresistible primary residence, seasonal getaway, or high-performing portfolio addition.

338 Whitfield Avenue, Sarasota

3404 Dudley Street, Sarasota
$349,900
3 Beds ⋅ 1 Baths ⋅ Kensington Park SubDv. ⋅ 34235 Zip Code
Welcome to 3404 Dudley Street, a single-story residence located in Kensington Park, one of Sarasota's established residential neighborhoods, known for its classic Florida homes, mature trees, and convenient central location. Built in 1957, this three-bedroom, one-bathroom home offers approximately 1,008 square feet of living space on a generous 0.19-acre lot plus a possible mother-in-law suite with a private entrance. Inside, the layout provides a comfortable living room, a separate dining area, and an adjoining kitchen, creating a practical arrangement for everyday living. A dedicated laundry room adds convenience, while the bedrooms are positioned away from the main gathering areas. Outside, the property offers several spaces to enjoy Florida's year-round outdoor lifestyle. A covered front porch provides a welcoming entrance, while the expansive front patio and additional side patio room for outdoor dining, entertaining, or simply relaxing at home. The lot provides additional space to enjoy and personalize according to your needs. Kensington Park is an established Sarasota community characterized by traditional single-family homes and a residential setting with convenient access to the surrounding city. Nearby recreational destinations include Kensington Park's neighborhood playground and picnic areas, 17th Street Park with its athletic facilities and dog park, and the well-known Ed Smith Stadium, home to the Baltimore Orioles' spring training. Bobby Jones Golf Club and its adjoining nature trails provide additional opportunities to enjoy the outdoors. The location also places residents within convenient reach of Downtown Sarasota, University Town Center's shopping and dining district, local restaurants, grocery stores, and everyday services. Access to Fruitville Road, Tuttle Avenue, and other major routes makes it easy to explore Sarasota's cultural attractions, waterfront destinations, and beautiful Gulf Coast beaches. With its single-story layout, multiple outdoor living areas, and location in an established Sarasota neighborhood, 3404 Dudley Street offers a wonderful opportunity to enjoy the character and convenience of Florida living.

3404 Dudley Street, Sarasota

3810 82nd Avenue Circle E Unit 104, Sarasota
$300,000
3 Beds ⋅ 3 Baths ⋅ San Michelle SubDv. ⋅ 34243 Zip Code
Welcome to this beautifully situated 3-bedroom, 2.5-bath townhome in the desirable San Michele at University Commons community. Offering 1,661 square feet of thoughtfully designed living space, this residence features tranquil lake views, native wildlife, and memorable sunset skies from the inviting front porch. The main level offers an open, comfortable layout with a spacious living room and ceiling fan, plus a well-appointed kitchen with a counter-height breakfast bar, modern appliances, ample cabinetry, and ceramic tile flooring. A convenient half bath, separate laundry room with washer and dryer, generous walk-in pantry, and attached rear-facing one-car garage add everyday ease. Upstairs, the primary suite features a ceiling fan, walk-in closet, and en-suite bathroom with a double-sink vanity and walk-in shower. Two additional bedrooms, a full guest bathroom, and ample storage complete the second floor. New HVAC installed 2025. Enjoy San Michele’s community amenities, including a heated pool, lighted tennis and pickleball courts, scenic walking paths, a gazebo, grilling area, and two community lakes. Conveniently located near University Town Center shopping and dining, I-75, Sarasota-Bradenton International Airport, and the Gulf Coast beaches, this home offers comfortable living in a convenient Sarasota location. Schedule your private showing today!

3810 82nd Avenue Circle E Unit 104, Sarasota

438 Whitfield Avenue, Sarasota
$709,900
3 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
TURNKEY FURNISHED, INCOME-PRODUCING SARASOTA POOL HOME! Discover an exceptional investment opportunity with this beautifully updated 3-bedroom, 2-bath residence offering 1,915 square feet of living space on an expansive .36-ACRE LOT! Currently operating as a successful vacation rental with over $72,000 in gross rental bookings for Jan-Dec 2026, this property offers an attractive opportunity for investors looking to expand their portfolio, while also serving as an ideal seasonal retreat or year-round residence. With no mandatory HOA fees or HOA rental restrictions, this home offers flexibility for its next owner. Step inside to an inviting split-bedroom floor plan featuring vinyl flooring throughout the main living areas, an updated kitchen with granite countertops, modern cabinetry, and stainless steel appliances, along with updated bathrooms and a dedicated laundry room. The spacious primary suite features a private ensuite bathroom and walk-in closet, offering a comfortable retreat. Major improvements include a new roof (2021), HVAC system (2025), impact-resistant windows, and an impact-rated garage door, providing added peace of mind and long-term value. The true highlight of this property is the incredible outdoor living space! Step outside to your own private backyard oasis featuring a heated swimming pool, a screened pool enclosure updated in 2021, and an elegant pine wood ceiling accent over the covered lanai. Enjoy outdoor dining with seating for eight, additional lounge areas, and plenty of space to relax or entertain. The fully fenced backyard sits on an oversized .36-acre lot, offering exceptional room to further enhance the outdoor experience with additional recreational amenities, games, or entertaining areas. The attached two-car garage features a 2023 mini-split A/C system and is currently utilized as a recreational and game room, providing additional versatility. Conveniently located near Downtown Sarasota, Lido Beach, Siesta Key, Anna Maria Island, Bradenton Beach, and abundant shopping, dining, golf, and entertainment options, this property offers easy access to some of the Gulf Coast's most desirable destinations. Sold completely turnkey furnished, including furniture, décor, televisions, kitchenware, linens, and outdoor furnishings, this home offers a seamless opportunity for its next owner. Whether you're seeking an established income-producing property, a Florida vacation getaway, or primary residence, this Sarasota pool home delivers an outstanding combination of location, flexibility, and lifestyle!

438 Whitfield Avenue, Sarasota

1931 High Point Circle, Sarasota
$1,395,000
3 Beds ⋅ 2 Baths ⋅ Hudson Bayou SubDv. ⋅ 34236 Zip Code
FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history with $85,000 in 2026 plus future bookings in 2027 so the new owner will have positive cash flow immediately. Inquire for more details.

1931 High Point Circle, Sarasota

350 Golden Gate Point Unit 51, Sarasota
$1,350,000
2 Beds ⋅ 2 Baths ⋅ Bay Point Apts SubDv. ⋅ 34236 Zip Code
Refined waterfront living at the peaceful southwest corner of Golden Gate Point. This impeccably renovated corner residence captures sweeping, unobstructed views of Sarasota Bay, Bird Key, and the iconic John Ringling Bridge through walls of impact-rated PGT windows—delivering breathtaking sunsets and a true sense of coastal serenity. Designed for both elegance and ease, the open-concept living and dining spaces flow seamlessly from a sophisticated, modern kitchen featuring quartz countertops, sleek melamine cabinetry, and cork flooring. Premium stainless appliances include a JennAir induction cooktop with downdraft, Bosch dishwasher, LG refrigerator, KitchenAid trash compactor, and Whirlpool microwave/oven. A built-in desk, composite sink, and WaterPro Reverse Osmosis System for drinking water elevate everyday functionality, while a thoughtfully designed prep kitchen offers discreet, highly efficient storage for pantry items and small appliances. The primary suite is a private sanctuary, complete with a custom built-in dresser, mounted TV, designer pendant lighting, and a fully customized 13’ x 6’ walk-in closet by The Container Store. The spa-inspired bath showcases floating dual vanities, a dedicated makeup area, two appliance garages, a jetted tub/shower combination, heated towel rack, and a striking designer feature wall. The stacked washer and dryer are conveniently tucked away behind a sliding mirrored door. A versatile second bedroom with Murphy bed and closet easily transforms into a refined home office or guest retreat. Additional highlights include curated finishes throughout, including feature walls in the living room, primary suite, and primary bath, and a beautifully appointed guest bath with porcelain tile flooring and walls, floating vanity with under-cabinet lighting, and another towel warmer. Residents enjoy an intimate boutique setting with a heated bayfront pool, day dock, outdoor shower, renovated pool bath, covered assigned parking, and ample guest parking. Just moments from the dining, arts, and culture of Downtown Sarasota, the boutiques and restaurants of St. Armands Circle, and the white-sand beaches of Lido Key. A rare opportunity to own a turnkey residence in one of Sarasota’s most prestigious waterfront enclaves.

350 Golden Gate Point Unit 51, Sarasota

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