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$640,000
3 Beds ⋅ 3 Baths ⋅ Pinebrook South SubDv. ⋅ 34285 Zip Code
RARE OPPORTUNITY! Discover a truly unique custom-built courtyard home in the highly sought-after community of Pinebrook South. Designed by a California architect for his parents, this one-of-a-kind residence offers an exceptional blend of privacy, elegance, and timeless design. At the heart of the home is a stunning private courtyard pool, creating seamless indoor-outdoor living and offering tranquil views from nearly every room. The open-concept layout is ideal for entertaining or simply relaxing in your own private oasis. This home has been thoughtfully and extensively updated by its current owners with over $150,000 in improvements, blending modern finishes with the home’s original character and architectural charm. A standout feature is the detached poolside villa (casita), complete with two rooms and a full bath—perfect for guests, extended family, or a private home office. Meticulously maintained and truly move-in ready, this home must be experienced in person to fully appreciate its design and ambiance. Residents of Pinebrook South enjoy a low annual HOA fee and access to excellent amenities, including: Community clubhouse and pool Shuffleboard courts Private kayak and small boat launch to Curry Creek, with access to the Gulf

1238 Paradise Way, Venice

$535,000
3 Beds ⋅ 2 Baths ⋅ Pinebrook South SubDv. ⋅ 34285 Zip Code
WATERFRONT POOL HOME IN VENICE WITH BREATHTAKING VIEWS, TROPICAL FRUIT TREES, AND A PRIME LOCATION NEAR THE BEACH! Welcome to 1209 WATERSIDE LANE, where the best of the Florida lifestyle comes together in this beautifully maintained 3 BEDROOM, 2 BATH HOME nestled in the highly sought-after community of PINEBROOK SOUTH—and located in a NO FLOOD ZONE for added peace of mind. With STUNNING WATER VIEWS FROM NEARLY EVERY ROOM, a HEATED POOL AND SPA, and a lush tropical setting, this home offers the perfect blend of comfort, relaxation, and everyday resort-style living. Inside, the OPEN-CONCEPT FLOOR PLAN creates a bright and welcoming atmosphere ideal for both everyday living and entertaining. The spacious kitchen features STAINLESS STEEL APPLIANCES, ample cabinetry, and flows seamlessly into the main living areas, allowing you to stay connected with family and guests while enjoying the beautiful water views. Large windows throughout the home invite in ABUNDANT NATURAL LIGHT while highlighting the tranquil waterfront setting. Step outside and discover your own PRIVATE BACKYARD OASIS. The HEATED POOL AND SPA overlook the peaceful water, creating the perfect place to unwind, entertain, or enjoy quiet mornings with coffee while watching birds and wildlife along the shoreline. The home’s FRESH MODERN EXTERIOR PAINT enhances the curb appeal, while the tropical yard is filled with AVOCADO, MANGO, BANANA, AND PAPAYA TREES—offering your very own slice of Florida paradise. Residents of PINEBROOK SOUTH enjoy access to a COMMUNITY CLUBHOUSE, POOL, AND KAYAK LAUNCH, all with a LOW HOA FEE, making this community both desirable and an exceptional value. The location is hard to beat. Situated just minutes from the LEGACY TRAIL, DOWNTOWN VENICE, and the charming historic district filled with shops and restaurants, you’ll also love being a short drive from the STUNNING GULF BEACHES Venice is famous for. This home is truly MOVE-IN READY and perfectly combines RELAXATION, STYLE, LOCATION, AND VALUE—everything you’ve been dreaming of in SOUTHWEST FLORIDA LIVING.

1209 Waterside Lane, Venice

$528,500
3 Beds ⋅ 2 Baths ⋅ Pinebrook South SubDv. ⋅ 34285 Zip Code
Welcome to 1204 Yawl Way, located in the highly desirable Pinebrook South community of Venice. This beautifully maintained and recently updated three-bedroom, two-bath home offers an exceptional outdoor living experience paired with a light, open interior designed for comfortable everyday living and effortless entertaining. Step through the elegant double front doors into a beautiful, spacious foyer that sets the tone for the home’s inviting layout. Inside, you’ll find a bright and airy great room with plenty of space to host family and guests, seamlessly flowing into the dining area and kitchen. The outdoor space is a true highlight, featuring an oversized swimming pool and a generous screened lanai with ambient lighting—perfect for entertaining, relaxing, or enjoying Florida evenings. A six-foot privacy fence surrounds the backyard, creating a peaceful and secluded setting. The kitchen is both functional and stylish, featuring stainless steel appliances, a custom backsplash, an oversized closet-pantry, and easy access to the formal dining area—ideal for gatherings of any size. Throughout the home, you’ll find new tile plank flooring (with no carpet anywhere), providing a clean, cohesive look and easy maintenance. Sliding glass doors enhance indoor-outdoor living by bringing in natural light and providing easy access to the lanai and pool area. The primary suite offers comfort and space with a large walk-in closet and an ensuite bathroom featuring dual sinks. Two guest bedrooms are thoughtfully positioned on the opposite side of the home, providing privacy and sharing a well-appointed full bath. Additional features include a newer roof, full gutters surrounding the home, and a two-car garage for convenience. Residents of Pinebrook South enjoy a vibrant community lifestyle with access to a clubhouse, community pool, and a variety of activities, including water aerobics, billiards, ping-pong, card clubs, and shuffleboard. Private access to Curry Creek allows kayaking, canoeing, and small-boat access to the Gulf of Mexico. Ideally located near the Legacy Trail, the beautiful shores of Venice Beach, and the charming shops and restaurants of historic downtown Venice, this home offers the perfect combination of location, lifestyle, and value—with low HOA fees and no CDD.

1204 Yawl Way, Venice

$512,500
3 Beds ⋅ 3 Baths ⋅ Pinebrook South SubDv. ⋅ 34285 Zip Code
One or more photo(s) has been virtually staged. Welcome to PINEBROOK SOUTH! If you're looking for a home with a lot of space, that's been WELL UPDATED, this may be your home! OPEN CONCEPT WITH ALMOST 2500 SQ FT, 3 BEDROOMS, 3 BATHS, 2 CAR GARAGE. TWO of the three bedrooms are PRIMARY BEDROOMS, each have their own bathrooms and walk in closets. One of those Primary bedrooms has a door to the outside with a paved walkway, making this a possible Mother In-Law. As you walk into this home, the large living area leads you to an EXTRA LARGE LANAI and beyond that to the very private back yard that has a FOUNTAIN FEATURE. Next to the Living area is the newly renovated Kitchen with stone countertops and STAINLESS STEEL APPLIANCES. Right around the corner from the kitchen is the laundry that sports a decorative sliding barn door. There's a bar area at the kitchen to put stools for informal eating, and the Dining room is just across from the Kitchen, which makes serving super easy. The OFFICE/DEN is located next to the Living Room and has beautiful glass doors. Every feature in this home has been thoughtfully updated to todays materials. The CORNER LOT feels larger than a normal lot and has privacy fencing in the backyard. Pinebrook South is in one of the BEST LOCATIONS in Venice. You're close to shopping, restaurants, I-75, US-41 and a few short miles to being on the BEACH! The HOA fees are among the lowest in Sarasota County! Definitely put this home on your list to see!

1243 Pine Needle Road, Venice

$500,000
3 Beds ⋅ 2 Baths ⋅ Pinebrook South SubDv. ⋅ 34285 Zip Code
This beautifully remodeled pool home checks all the boxes for safety, style, lifestyle and fiscal intelligence. This sturdy block and stucco home features a wind resistant hip roof installed in Dec 2022. Impact glass windows and shutters give peace of mind and insurance savings. Upgraded electrical panel for a perfect 4 point inspection. Located in a desirable flood zone “X” means insurance savings for you. The moment you enter, you’ll appreciate the consistent plank-style ceramic tile flooring that flows throughout the entire home. This home makes a lasting first impression with an impeccably maintained residence offering more than $144,000 in tasteful, designer upgrades. Available turn-key furnished with an acceptable offer, this home blends modern elegance with relaxed Florida living—perfect for full-time enjoyment or a seasonal retreat. The heart of the home is the sleek, contemporary kitchen, featuring white wood soft-close cabinetry, a pull-out pantry, upgraded GE stainless steel appliances, granite countertops and backsplash, and a Kraus workstation double sink—ideal for both everyday living and entertaining. Step outside to your private oasis: an oversized heated pool with a freshly sealed paver deck overlooking unobstructed water views. A home-insurance–approved ornamental black aluminum picket fence provides functional safety, beauty and space for furry family members while maintaining an open, elegant feel. Community & Lifestyle Highlights: Located in the highly desirable Pinebrook South, residents enjoy an active lifestyle with a heated community pool, clubhouse, shuffleboard courts, fishing dock, and canoe/kayak launch with storage racks. A full calendar of social activities fosters a true sense of community. Location Advantages: Convenience is unmatched—minutes to shopping, dining, I-75, and area beaches, and just blocks from the region’s only regulation croquet field within 50 miles, along with baseball, football, and soccer facilities. Venice Beach and downtown Venice are less than 6 miles. This prime setting delivers both tranquility and connectivity in the heart of Venice. With upgrades too numerous to list and a lifestyle that checks every box, this move-in-ready home offers an exceptional opportunity.

1232 Pine Needle Road, Venice

$490,000
3 Beds ⋅ 2 Baths ⋅ Pinebrook South SubDv. ⋅ 34285 Zip Code
Thoughtfully updated and beautifully maintained, this lakefront pool home offers the perfect blend of comfort, style, and location in the heart of Venice. Incredible opportunity to own a lakefront pool home on a quiet cul-de-sac in one of Venice’s most sought-after neighborhoods - Pinebrook South. Impeccably maintained and thoughtfully updated, the pride of ownership is evident from the moment you arrive, with inviting curb appeal that sets the tone for what awaits inside. A welcoming covered front porch, large picture window, and glass front entry create a warm first impression for you and your guests. Offering more than 1,600 square feet, this home lives exceptionally well with a smart, functional layout that maximizes every space. The floor plan features three bedrooms plus a cozy den - ideal for a home office, reading room, or flex space. The bedrooms are comfortably sized and provide peaceful spaces to unwind. The updated kitchen is perfectly positioned to capture beautiful views of the pool and lake, and features newer stainless-steel appliances, granite countertops, a pantry with pull-out shelving, a breakfast bar, and an oversized peninsula that opens seamlessly to the dining area - ideal for both everyday living and entertaining. Consistent luxury vinyl plank flooring in the main living area and primary bedroom allow neutral tones to flow throughout the home. A well-designed laundry room offers custom storage and even a thoughtfully incorporated pet nook, and the spacious garage includes an additional 13’x6’ workshop area. Step outside and experience true Florida living. The screened, covered lanai is perfect for morning coffee or evening cocktails, while multiple outdoor seating areas invite you to relax, entertain, and enjoy the beautifully landscaped surroundings. Take a dip in your heated pool and soak in the sunset lake views that are unobstructed by a bulky pool cage. The list of improvements is extensive and offers true peace of mind. Major updates include the roof, AC system, water heater, water line replacement, appliances, pool safety fence, along with countless interior enhancements such as luxury vinyl plank flooring, interior doors, trim, hardware, and lighting & plumbing fixtures. Enjoy peace of mind knowing that all windows, doors, skylights, and garage door are impact-rated, the property is located outside the high-risk flood zones, and a 5500 watt Generac generator is also included. A transferable solar panel lease further enhances efficiency and value. Pinebrook South offers a unique blend of charm and community, with deed restrictions that maintain quality while allowing individuality. Residents enjoy access to a clubhouse, community pool, dock, and private non-motorized boat access to Shakett Creek. Ideally located less than two miles from Historic Downtown Venice and the Legacy Trail, and under three miles to the Gulf beaches, this home offers the perfect balance of tranquility and convenience whether by bike, golf cart, or car. If you’ve been searching for a move-in ready home with exceptional updates in one of Venice’s best locations, this is the one!

1147 Sleepy Hollow Court, Venice

$430,000
3 Beds ⋅ 2 Baths ⋅ Pinebrook South SubDv. ⋅ 34285 Zip Code
This house is located in a beautiful sylvan sought after area: very quiet and still very close to Venice downtown, restaurants and shops. It has a new roof (2023), new AC (2023), new double pain windows (2024), new pool filter and pump (2024). The pool screen was installed in 2020, updated and fully paid off solar panels keep the pool heated when necessary. No carpet in the house! The new Spanish tile floors were installed in 2023. The outside of the house is freshly repainted (2025). New appliances: refrigerator, washer and dryer (2024). All the ducts have been moved to the attic. Not in a flood zone and was never flooded! You are less than 10 minutes (2 miles) away from downtown and a 10 minute drive (3 miles) from the famous Venice beaches. You will have access to the resort-style community life: community pool and clubhouse, tennis and pickle ball courts, cricket and football fields, community dock and boat and kayak slips. There is so much to do and enjoy Florida life in this vibrant community!

1235 Pine Needle Road, Venice

$375,000
3 Beds ⋅ 2 Baths ⋅ Pinebrook South SubDv. ⋅ 34285 Zip Code
Charming 3/2/2 Pool Home in Pinebrook South Welcome home! This wonderful 3-bedroom, 2-bath, 2-car garage pool home sits in the highly sought-after Pinebrook South community — and it's ready for its next chapter. What sets this home apart is peace of mind: all the major, high-ticket updates are already done for you. The main roof was replaced in 2018, the flat roof in 2021, and the pool cage is brand new as of 2025. Impact windows and sliders were installed in 2011, and the home has been fully replumbed. That's years of worry-free ownership already built in. Inside, you'll find a kitchen remodeled (2000) for everyday living, and a bonus: the lanai has been enclosed to create an inviting extra living space overlooking your sparkling pool and fully fenced backyard — perfect for morning coffee or evening entertaining. The exterior was freshly painted in 2019, and a spacious circular driveway offers plenty of room for guests or extra vehicles. With just a little cosmetic TLC, this home is ready to shine like new. Pinebrook South is a deed-restricted community offering a clubhouse, community pool, shuffleboard courts, and a private dock for fishing or launching your kayak or canoe. And with Venice's beaches, restaurants, and shopping just minutes away, you'll have everything you need close at hand. Come see why homeowners love calling Pinebrook South home!

1305 Lucaya Avenue, Venice

$370,000
3 Beds ⋅ 2 Baths ⋅ Pinebrook South SubDv. ⋅ 34285 Zip Code
Now available. An updated home in one of the sought-after communities in the city of Venice. This meticulously maintained home is only three miles from shopping and restaurants in the quaint downtown and four miles from Venice Beach sunsets. Enjoy the value of a 2025 roof , new windows as of 2022 and a 2024 A/C. This popular split floor plan also includes an updated kitchen, vinyl plank flooring and baths, and is near the end of a peaceful cul-de-sac. The expansive screen lanai becomes excess square footage when the sliding glass doors pocket into the wall. The spacious lot has a large backyard just waiting for your private pool design. The Pinebrook clubhouse is only a few blocks away with its heated pool, social activities, fishing dock and kayak launch to take you all the way to the Gulf. Also, nearby is Pinebrook Park, which includes a fitness trail, tennis and basketball courts and numerous sports facilities. The low HOA and no CDD make this an ideal place to call home. Make your appointment today.

1345 Pine Needle Road, Venice

$365,000
3 Beds ⋅ 2 Baths ⋅ Pinebrook South SubDv. ⋅ 34285 Zip Code
Welcome back to 1238 Waterside Lane, now refreshed with meaningful improvements inside and out and ready for its next owner with a clean 4 Point! This 3 bedroom, 2 bathroom, 2 car garage home in desirable Pinebrook South now features a NEW ROOF, NEW WATER HEATER, and a freshly epoxy flaked and clear coated garage floor. Outside, the large tree that previously overhung the rear of the home has been professionally removed along with its root system, followed by necessary irrigation repairs, new sod, and refreshed landscaping to complete the transformation. Inside, the home offers an updated kitchen with stainless steel appliances and quartz countertops, along with a beautifully remodeled primary bathroom featuring a tiled shower, newer vanity, and quartz surfaces. The split bedroom floor plan provides privacy and comfortable living space while offering plenty of flexibility for guests, family, or a home office. The home is connected to public water and sewer, with a private well serving the irrigation system. Located in a NON FLOOD ZONE with low HOA fees, this property offers added peace of mind along with the benefits of living in one of Venice’s most established and desirable communities. Pinebrook South residents enjoy a clubhouse, community pool, dock, and private non motorized boat access to Shakett Creek, perfect for kayaking, paddleboarding, or simply enjoying the Florida lifestyle. Just minutes from Historic Downtown Venice, Venice Beach, Nokomis Beach, Sarasota Memorial Hospital, shopping, dining, grocery stores, parks, and the Legacy Trail, the location offers an exceptional combination of convenience and recreation. With major improvements already completed, beautifully updated interior spaces, a refreshed exterior, and sought after community amenities, 1238 Waterside Lane offers an opportunity to move in and simply enjoy everything Venice living has to offer.

1238 Waterside Lane, Venice

$360,000
3 Beds ⋅ 2 Baths ⋅ Pinebrook South SubDv. ⋅ 34285 Zip Code
This nicely maintained 3 bedrooms, 2 bathrooms home is located in Pinebrook South. You will be happy to see a split floor plan with two living areas. Large front living room with lots of natural lights. Sky light in primary bathroom. Updated kitchen opens to a large family/living room. More updates include tile flooring through, freshly painted, stainless steel appliances, impact windows, new AC 2024, updated bathrooms, new screens in the lanai. A large screened in lanai allows you to enjoy morning coffee or to watch sun rise. You will also enjoy CITYWATER & SEWER. Pinebrook South is a deed restricted community. A low HOA fee gives you access to a large clubhouse, heated pool, library, game room, kayak storage racks, docs for fishing, small boat ramp to Curry Creek. Only 3 miles to Venice Beach and Historic Downtown. Close to I 75, restaurants, banks, medical centers. 1.7 miles to SMH new hospital. 1.1 miles to Publix. No CDD fees.

1234 Pinebrook Way, Venice

$325,000
3 Beds ⋅ 2 Baths ⋅ Pinebrook South SubDv. ⋅ 34285 Zip Code
Beautifully Redone 3/2 in Pinebrook South. Featuring an enormous living room with a fireplace. The home also boasts a newer kitchen with nice appliances, soft close drawer and door cabinets and granite counter tops. There is a dining room off the kitchen for easy entertaining. Also 20" hammered porcelain tile set on a brick pattern throughout all the common areas and much much more. This house sits high and dry and underground utilities limit outages. Seller will remove inground pool if wanted. Electric panel 8 years old. Pool is guaranteed for 20 years (seller will remove if buyers prefer). Air Ducts cleaned 2 years ago. AC is older, fan was replaced 2 years ago and serviced every 2 years. Water heater 2 years old. Roof 8 years old. Windows 8 years old (except family room)

1222 Pinebrook Way, Venice

$325,000
3 Beds ⋅ 2 Baths ⋅ Pinebrook South SubDv. ⋅ 34285 Zip Code
OPEN FLOOR PLAN · OVERSIZED LOT · NEW ROOF · LOW HOA Opportunities like this are becoming increasingly rare. Set on nearly half an acre, this home offers a combination of space, privacy, and value that’s hard to find in today’s market—especially at this price point. Inside, soaring cathedral ceilings and a bright, open layout create an airy, welcoming feel. The split floor plan provides excellent separation of spaces, while the eat-in kitchen—filled with natural light—features a center island. The great room is anchored by a wood-burning fireplace and opens through sliding glass doors to the covered lanai, seamlessly connecting indoor and outdoor living. Step outside and enjoy a generously sized, private backyard framed by lush tropical landscaping—ideal for gardening, relaxing, entertaining, or simply enjoying Florida’s breezes. The covered lanai is the perfect spot for morning coffee or unwinding at the end of the day. The primary suite offers direct lanai access, an exceptionally large walk-in closet, and a spacious bath. Two additional guest bedrooms and a full bath with a laundry closet are located on the opposite side of the home, offering privacy for family or visitors. A NEW ROOF (2024) provides peace of mind and immediate value, allowing the next owner to focus on cosmetic updates and personalization rather than major expenses. With solid construction, a functional layout, and an oversized lot, this home is a true blank canvas with strong fundamentals. Located in Pinebrook South, a deed-restricted community with a clubhouse and pool, residents enjoy a low annual HOA of just $547. Conveniently close to Venice beaches, shopping, dining, and everyday amenities, this property represents an excellent opportunity for buyers seeking space, value, and long-term potential.

1315 Pine Needle Road, Venice