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6448 Hollywood Boulevard, Sarasota
$3,500,000
4 Beds ⋅ 4 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
Exceptional waterfront living awaits in this extensively updated three-story Intracoastal estate offering 113 feet of deep-water frontage, no fixed bridges to the Gulf, and less than one mile to world-renowned Siesta Key Beach. Designed for both luxury and lifestyle, this 4-bedroom, 4.5-bath residence encompasses 4,055 air-conditioned square feet and 6,129 total square feet of thoughtfully curated living space. A boater's dream, the property features a new 20,000-pound boat lift, 113 feet of new Trex dock, and a 7,000-pound double jet ski lift with direct access to Sarasota Bay and the Gulf of Mexico. The resort-style outdoor environment has been transformed with more than $250,000 in professional landscaping by Plant Source, featuring lush tropical gardens, bamboo privacy hedges, coconut and royal palms, premium turf, a propane fire pit, tiki torches, a sparkling pool, and multiple spaces for waterfront entertaining. A custom dual-entry metal privacy gate provides a grand and private arrival. Inside, the residence showcases engineered hardwood flooring throughout, impact-rated windows and doors, remote-controlled blinds, a whole-home water purification system, and a private elevator servicing all three levels. The recently redesigned kitchen and interior spaces were professionally reimagined by Mindy Webb Design & Blu Interiors, blending timeless coastal elegance with modern luxury. The first floor offers a three-car garage, gym, recreation room or office, and hurricane-rated sliding glass doors opening to the pool and waterfront living areas. The second floor serves as the heart of the home with expansive gathering spaces and an outdoor lounge area ideal for enjoying Sarasota's year-round sunshine. Occupying the top level, the private primary suite features a waterfront balcony with breathtaking Intracoastal and sunset views, creating the ultimate owner's retreat. Adding flexibility and value is a detached pool house complete with a new metal roof, impact windows and doors, and its own mini-split system. Comfort is ensured throughout the property with three separate air-conditioning systems serving the main residence, plus additional mini-splits in the gym and auxiliary spaces. Ideally located just over the South Siesta Key Bridge, this exceptional waterfront estate offers a rare combination of deep-water boating, designer renovations, resort-style outdoor living, and convenient access to Siesta Key Beach, dining, shopping, and all that Sarasota has to offer.

6448 Hollywood Boulevard, Sarasota
6139 Hollywood Boulevard, Sarasota
$980,000
3 Beds ⋅ 3 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
Offered below appraised value at $999,900, this truly one-of-a-kind Sarasota property presents a rare opportunity to own a private family compound just minutes from Siesta Key and located West of the Trail in the highly desirable Pine Shores neighborhood. Set on an oversized 0.34-acre gated, fenced, and walled homesite, this exceptional property offers two separate living residences, incredible flexibility, and resort-style outdoor living — all with NO HOA and NOT located in a flood zone. This property also represents an outstanding investment opportunity with a proven rental history and strong income-producing potential, making it ideal for seasonal rentals, multigenerational living, guest accommodations, or long-term investment strategies. The beautifully maintained main residence features 3 bedrooms and 3 baths with approximately 1,685 square feet of living space and is being offered fully turnkey furnished. ROOF (3 - 4 years old), HVAC 2025, TANKLESS WATER HEATER 2025. Pride of ownership is evident from the moment you arrive, with a long paver driveway leading to a charming, gated breezeway entrance and lush, low-maintenance tropical landscaping. The main home showcases polished terrazzo flooring, crown molding, remodeled kitchen and baths, granite countertops, impact-resistant windows and doors, and a state-of-the-art water filtration system. Outdoor living is exceptional with a heated saltwater pool, spa, summer kitchen, and expansive entertaining areas designed for the ultimate Florida lifestyle. Built in 2013, the detached oversized two-car garage structure adds tremendous value and versatility. Upstairs, guests or extended family will enjoy a spacious studio apartment complete with a full kitchen, breakfast bar, custom cabinetry, hardwood flooring, upgraded lighting and fans, built-in hideaway bed, full bath, and private laundry area. The garage also includes built-in storage shelving and an additional side carport. The oversized paver driveway and side access provide abundant room for boat, RV, or recreational vehicle parking. The expansive lot also offers future flexibility with room to potentially expand, add additional structures, or create a custom luxury estate environment. Located just minutes from Siesta Key Beach, Phillippi Estate Park, shopping, dining, and Sarasota’s vibrant cultural attractions, this is a truly special property combining location, privacy, flexibility, lifestyle, and investment value in one extraordinary offering.

6139 Hollywood Boulevard, Sarasota
6454 Beechwood Avenue, Sarasota
$750,000
3 Beds ⋅ 3 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
LOCATION, LOCATION, LOCATION....a bridge away from Siesta Key! SPACIOUS and CONVENIENT this residence features 3 generously sized bedrooms plus a versatile bonus room---perfect for a home office, playroom, or 4th bedroom. The OPEN FLOOR PLAN, offers multiple sitting areas, ideal for both relaxing and entertaining. The eat-in kitchen is a chef's delight, complete with stainless steel appliances, a center island, and plenty of room for gathering. Cozy up in the den for movie nights or family game time. Step outside to your own tropical oasis. Enjoy the fully enclosed caged pool deck surrounded by swaying palm trees, string lights, and various seating areas that create a magical ambiance. There is a built-in barbeque and ample yard space outside of the pool cage allowing plenty of room for your dogs to run freely. The yard is fully enclosed with a brand new fence. All windows and doors are IMPACT and FULL ROOF REPLACEMENT one year ago. Additional features include indoor laundry, generous closet space, and extra outdoor storage. Enjoy the proximity to the world-famous crystal sand beach of Siesta Key, restaurants, boat rentals & shopping. Whether you are looking for a full-time residence or a place for family vacations that you can rent out when not in use, this home offers the perfect blend of comfort, space and location. Come live the Florida lifestyle in a beautiful family home where you can truly spread out and enjoy! Comes FULLY - FURNISHED.

6454 Beechwood Avenue, Sarasota
1722 Hazelwood Street, Sarasota
$744,000
3 Beds ⋅ 3 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
NEW PRICE! Looking for your piece of paradise in sunny Sarasota minutes from the #1 ranked beach in the US, look no further! This updated mid-century home sits on over a 1/3 acre corner lot with NO HOA or CDD, NO deed restrictions and NO flood zone! Bring your boat, it's just .8 miles over the Stickney Point bridge to Siesta Key. The split bedroom plan with separate great rooms, dual driveways & entrances lends itself for use as an interior in-law suite for the multi-generational family. The NEW roof in 2023 gives you added peace of mind and solar panels keep your power bill low year round. Step inside the open great room and you're greeted by rich luxury vinyl plank floors that run throughout the home. Newer paint, designer lighting & fans and crown moulding accent the rooms. The chef of the family will love the gourmet kitchen complete with Silestone quartz counters, designer glass panel inserts on the upper cabinet doors, double convection ovens, gas range with hood, double pantries, wine refrigerator, RO water system, touchless faucet, center island and loads of cabinet storage and countertop prep space. Two breakfast bars are perfect for casual dining and double as buffets while entertaining. New tempered glass was installed on the sliders to the covered and screened lanai, open the doors and let the fresh Florida breezes flow through. A huge office with an entire wall of closets leads you to the private primary suite. Work from home or utilize this space as a den, library, nursery or studio, flexibility to fit your personal lifestyle. The owner's suite remodel includes a spa-like bath and huge walk-in closet with custom shelving. Hand stained plank paneling grace the accent walls in this bedroom and bath. A large laundry closet in the hall separating the bedroom and bath is complete with a full sized washer/dryer and utility sink. The tankless water heater saves space and energy. Enter the main bath and be dazzled by the Silestone quartz topped dual vanities and knee space with an LED lighted mirror. Take a soak in the huge claw foot tub after a walk on the beach or enjoy the roomy shower with multiple controls and shower heads. You'll love the built-in shower bench and rain shower head too. The water closet has its own private room. A roomy second en suite bedroom & bath are found on the opposite side of the home. Two walk-in closets and a private bath with a large shower with bench are featured in this room. Multiple cedar lined closets and a third bath with a tub/shower combination are located in the hall outside this room. The third bedroom has a walk-in closet and opens to a huge bonus room with separate front entry and slider to the rear yard. The bonus room with wet bar makes it easy to entertain, this wing has tons of possible uses. 2 sheds with power are found in the rear yard, a She Shed with A/C for a quiet retreat and the other with a covered porch for relaxing and power for a workshop. The backyard has an outdoor shower, vinyl fence and loads of fruit trees including 2 avocados, mango, lychee, loquat, lime and Meyer lemon. The irrigation can be set up on the well if desired. Visit the nearby restaurants and shops in either Gulf Gate or Siesta Village. Turtle and Siesta beaches are a quick bike ride or stroll away. A home and location like this are a rare find. Close to the Legacy Trail, downtown, fine dining, shopping, art and cultural venues Sarasota is famous for. Don't miss out, schedule your private showing today!

1722 Hazelwood Street, Sarasota
1721 Birchwood Street, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
2018/19 remodeled with lots of privacy due to mature landscaping in this pool home located in a quiet neighborhood. Open kitchen/dining/living area. New roof installed in 2025. New A/C Sept. 2025. New pool cage 2022. Kitchen and bathrooms remodeled 2018/2019. Pool is solar heated. Two minute drive or 15 minute walk to Siesta Key and less than a five minute drive to Gulf Gate with its big shopping center and its own eclectic neighborhood with individual retail stores and resteraunts. 20 minutes drive from downtown. Schools: Philippi Shores Elementary and Riverview High school, both A rated.

1721 Birchwood Street, Sarasota
6422 Beechwood Avenue, Sarasota
$624,900
3 Beds ⋅ 2 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
Move-In Ready Home – Minutes to Siesta Key! Nestled in the peaceful and desirable Pine Shores neighborhood, this beautifully updated single-family home offers the perfect blend of comfort, style, and location. Just moments from the world-renowned Siesta Key beaches and within walking or biking distance to a variety of shops and restaurants, this home captures the essence of Florida living. Step inside to a spacious open floor plan filled with abundant natural light, ideal for both everyday living and entertaining. The spacious great room features a wood-burning fireplace, creating a warm and inviting atmosphere. The updated kitchen boasts modern finishes, stainless steel appliances and plenty of storage. The Florida Room, which opens directly to the screened patio and sparkling pool, is perfect for enjoying sunny days and warm evenings. This home features three generously sized bedrooms and two beautifully updated bathrooms, providing comfort and privacy for family and guests. Situated on a large lot, there’s plenty of outdoor space to enjoy, whether you're relaxing by the pool or hosting a backyard barbecue. Additional highlights include a new roof (2022), a large air-conditioned storage room with washer and dryer, and a prime location in one of Sarasota’s most sought-after neighborhoods. Don't miss this move-in ready gem – your Florida dream home awaits in Pine Shores!

6422 Beechwood Avenue, Sarasota
1717 Hazelwood Street, Sarasota
$550,000
3 Beds ⋅ 2 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
Set on a generous .35-acre lot in one of Sarasota’s most desirable areas, this property is all about space, lifestyle, and exceptional access to Siesta Key. Less than a mile to Siesta Key beach, you can easily bike to Turtle Beach or Siesta Beach, walk over to Gulf Gate for popular restaurants and shopping, and enjoy a quick drive to downtown Sarasota for dining, arts, and waterfront events. Inside, the home features an open floor plan with a spacious living room and large front windows, plus a well-sized kitchen with stainless steel appliances. Just off the kitchen, the dining area adds extra cabinetry and countertop space—ideal for serving, prepping, or creating an extended kitchen workspace. The spacious primary suite includes an oversized bedroom, two closets (including a walk-in), an en-suite bath, and a large covered, screened lanai—ideal for morning coffee or a quiet evening retreat. Two additional bedrooms and a second full bath provide flexibility for family, guests, or a home office. A second covered, screened lanai with a hot tub, plus an outdoor shower, captures the best of Florida living. Completing the property is a large workshop area with multiple storage rooms, perfect for hobbies, tools, and all your beach and boating gear. Roof and HVAC are both less than 2 years old, and the home features whole-house reverse osmosis. The expansive backyard and outdoor space create endless possibilities—room for a pool, entertaining, or the opportunity to design and build a brand-new custom home in a location that keeps the best of Sarasota at your doorstep.

1717 Hazelwood Street, Sarasota
1731 Redwood Street, Sarasota
$520,000
3 Beds ⋅ 2 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
Seller said, Get It Sold! Another price reduction of $25,000! Now a total price reduction of $125,000! Unbelievable Opportunity for an investor or for a family to own a secondary home and an investment property all in one home. This 3-bedroom, 2-bathroom pool home is located walking and biking distance to Siesta Key Beach the number 1 rated beach in America and fourth in the world.......that means no waiting in traffic to enjoy the sparkling sand and the crystal-clear waters of the gulf. Upon entering, you'll be greeted by a warm and inviting atmosphere, perfect for both relaxation and entertaining. The cozy cottage like living areas, make you feel like you are at the beach. Step outside to your private oasis – a beautifully fenced yard complemented by a sparkling heated pool, ideal for those sunny Florida days and perfect for gatherings with family and friends. This property has not only been a beloved family retreat but has also served as a highly successful income-producing property on VRBO and Airbnb, making it a savvy investment for those looking to capitalize on the thriving vacation rental market. For those seeking a primary or secondary residence, this home perfectly balances comfort and convenience. Its central location means you're just minutes away from the best that Sarasota has to provide – trendy downtown shopping, exquisite dining, lush parks, and the picturesque Legacy Trail, making every day an adventure. Additionally, Siesta Promenade, a mix-use paradise project combining restaurants, shopping, residential housing serving residents and visitors will be located steps away from this multi-purpose home. Don’t miss out on this extraordinary opportunity! Whether you're looking for an investment or a personal sanctuary, this home has it all. Schedule your showing today.

1731 Redwood Street, Sarasota
6014 Border Lane, Sarasota
$475,000
3 Beds ⋅ 2 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to this West of the trail home in coveted Pine Shores Estates offering larger, more private lots. This established neighborhood is just north of the Stickney Point Bridge and is a very short distance to Siesta Key! The home is ready to move into and features a split floor plan, granite and stainless-steel kitchen with adjacent breakfast room and pantry, plus a relaxing covered and screened patio. Additionally, the home has modern-era baths and kitchen, a central office, 2022/2024 roof, new water heater, partially fenced 1/4 acre lot, two separate driveways, and an oversized garage. The upstairs portion of the garage (14' x 24') could potentially be configured to accommodate a rental apartment, playroom, additional bedroom, or storage and could really add a lot to this great home! Located just a short distance from the unspoiled beauty and walking trails, kayak launch, and fishing docks of the Phillippi Estate County Park that features a wonderful seasonal weekly farmer's market! This great property is only .9 miles to Siesta Key and about 1.2 miles to beach access #12. This is walkable to restaurants, shops, places of worship, and is only about 5 miles to downtown Sarasota! No HOA or deed restrictions here so bring your boat or RV and take advantage of this great location very near to Siesta Key and in the center of all that Sarasota has to offer. Priced below recent appraisal!

6014 Border Lane, Sarasota
6222 Brentwood Avenue, Sarasota
$472,000
2 Beds ⋅ 2 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
Fabulous single-family home located in lovely PINE SHORES ESTATES just a quick bike ride to beautiful SIESTA KEY BEACH & CRESENT BEACH & TURTLE BEACH. West of Tamiami Trail just a few blocks from Stickney Point Road and the ICW waterway. Spend your days living the beach life and walk across the bridge and hop on the SIESTA KEY TROLLEY to explore this world-renowned beach with its exceptionally fine, white sand made of 99% quartz. Enjoy all the delightful outdoor adventures including boating, para sailing, or even beach volleyball just a short distance from this pretty home. Feel like every day is a VACATION living here with tons of restaurants and shops within walking distance. This home shows like a dream with so many UPDATES including AC system 2023, New AC mini split for the office, roof 2018, new soffits and fascia, freshly painted inside & outside, updated windows with tint and impact resistant, both electrical panels are newer, and the closets are actual CEDAR CLOSETS. Classic traditional FLORIDA ranch home lives large with 2 spacious bedrooms and bathrooms plus several bonus rooms for home offices or exercise. Gorgeous large and private yard with plenty of room for the toys or a pool or extra storage, the current storage shed is huge and would make a wonderful mini office or guest cottage even. Wood burning fireplace is so nice for the chilly days in the cool season. Amazing value for a home located in this neighborhood! The lay out is already set up to easily be converted to either a duplex or have an in law suite on the North side of the home. Easy to show!

6222 Brentwood Avenue, Sarasota
6338 Beechwood Avenue, Sarasota
$410,000
3 Beds ⋅ 2 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
Location, Location, Location! Live less than a mile from world-famous Siesta Key Beach! This inviting 3-bedroom, 2-bath home places you moments from powder-white quartz sand, sparkling Gulf waters, and unforgettable sunsets—all while offering the privacy and convenience of a quiet residential neighborhood with no HOA. Inside, hurricane-impact windows provide added comfort and peace of mind, while the updated air-conditioning system is ready for Florida living. Outside, the expansive backyard offers a wonderful setting for entertaining, gardening, relaxing in the sunshine, or designing your own private outdoor retreat. A detached shed provides valuable additional storage or workspace. Bike to the beach, explore Siesta Key Village, or enjoy nearby shopping, restaurants, and entertainment. With an outstanding location and plenty of potential to make it your own, 6338 Beechwood Avenue is ideal as a primary residence, seasonal escape, or investment opportunity. Bring your vision and start living the Sarasota coastal lifestyle you’ve been dreaming about!

6338 Beechwood Avenue, Sarasota
6344 Glencoe Avenue, Sarasota
$320,000
2 Beds ⋅ 2 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
LARGE LOT AND HOME OPPORTUNITY AT THE GATEWAY TO SIESTA KEY! west of trail, less than a mile to Siesta Beach, at the entrance to future development Siesta Promenade with posh shops/ dining and activities. Home has newer roof and is partially renovated, featuring newer appliances and a large concrete slab and footer in large fenced/ gated back yard for potential accessory structures, ADU, garage, workshop, pole barn for RV, camper, or storage. Bike or walk to the beach via sidewalk. Enjoy local marina, shops and dining nearby. This is a renovation and build-out opportunity for cash only buyers.

6344 Glencoe Avenue, Sarasota