Whitfield Estates Homes with Private Pool type

Whitfield Estates Homes with Private Pool type

Welcome to Whitfield Estates, a hidden gem nestled in the heart of Manatee County, Florida. This charming subdivision is a perfect blend of serene suburban living and vibrant community spirit, making it an ideal choice for families, retirees, and everyone in between. With its lush landscapes and beautifully maintained streets, Whitfield Estates exudes a welcoming atmosphere that invites you to call it home.

One of the standout features of this delightful community is the availability of homes with private pools. Imagine basking in the Florida sunshine, enjoying a refreshing dip in your own backyard oasis, or hosting summer barbecues with friends and family beside the shimmering water. These private pools not only enhance your living experience but also offer a wonderful way to unwind and create lasting memories.

The homes in Whitfield Estates are designed with comfort and style in mind, featuring spacious layouts, modern amenities, and beautiful outdoor spaces. Many properties boast stunning views of the surrounding landscape, ensuring that you can enjoy the natural beauty of Florida right from your doorstep.

Conveniently located, Whitfield Estates is just a short drive from local shopping, dining, and recreational facilities. Whether you're exploring the nearby beaches or taking advantage of the many parks and nature trails, you'll find endless opportunities for adventure and relaxation.

Discover the charm of Whitfield Estates and experience the joy of living in a community that feels like home. With private pools and a vibrant neighborhood atmosphere, this is the perfect place to create your dream lifestyle in sunny Florida!

Newest Whitfield Estates Homes with Private Pool type

3 Beds ⋅ 3 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

CALLING ALL BOATERS! A rare waterfront opportunity awaits in sought-after Whitfield Estates, offering five private boat slips, two equipped with 10,000-lb lifts, and deep-water sailboat access with no bridges to Sarasota Bay. Situated on just over one-third of an acre, this 3-bedroom, 2.5-bath pool home with a two-car garage offers incredible potential as a primary residence, seasonal retreat or income-producing investment. Inside, the home embraces classic Florida coastal character with terrazzo floors, a spacious galley-style kitchen with abundant cabinetry and storage, formal living and dining areas, a wood-burning fireplace, full-size laundry room and a light-filled family room overlooking the water. A Florida room provides additional living and entertaining space, while large windows throughout bring in natural light and showcase the waterfront setting. The home also features updated airport windows and a tile roof. Step outside to your screened-in pool and expansive waterfront backyard, where the possibilities truly shine. With five boat slips that can be rented for additional income, two 10,000-lb boat lifts and direct deep-water access with no bridges to the bay or Gulf, this property presents an exceptional opportunity for boating enthusiasts and investors alike. Located in Whitfield Estates, one of Sarasota’s hidden gems, residents enjoy no mandatory HOA or CDD, along with flexible rental opportunities including nightly rentals. Optional membership in the Whitfield-Ballentine Manor Association is just $40 annually and includes culinary membership privileges at SaraBay Country Club. Conveniently located minutes from Sarasota Bay, SRQ International Airport, downtown Sarasota, IMG Academy, world-famous Gulf beaches, golf, waterfront dining, shopping and entertainment. Whether you envision updating the existing home into your own coastal retreat, creating a high-demand vacation rental, or simply taking advantage of an extraordinary waterfront property with income-producing dockage, 133 Holly Avenue offers possibilities rarely found at this price point. Bring your boats and your vision, Florida waterfront living starts here.

133 Holly Avenue, Sarasota

5 Beds ⋅ 4 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

Welcome to 7418 Westmoreland Drive, an exceptional bayfront estate offering panoramic water views, privacy, and effortless coastal living in one of Sarasota’s most desirable waterfront settings. Situated on more than half an acre with 180-degree direct bay views, this elevated residence offers 5 bedrooms, 4 baths, 3,502 square feet of living space, plus more than 1,500 square feet of additional finished ground-level space ideal for entertaining, recreation, guests, or flexible lifestyle use. Completely remodeled in 2021, the home has been beautifully reimagined with a sophisticated coastal aesthetic, modern finishes, and thoughtfully designed spaces that complement its extraordinary setting. Expansive windows fill the interiors with natural light while framing captivating bay views throughout the main living areas. Generous entertaining spaces feature custom built-ins and an inviting flow equally suited for everyday living and special gatherings. At the heart of the home, the well-appointed kitchen features stone countertops, abundant cabinetry, and generous workspace opening naturally to the surrounding living areas. The primary suite is conveniently located on the main level, offering privacy and ease of living, while additional bedrooms provide gracious accommodations for family and guests. Outdoor living is where this residence truly distinguishes itself. A screened lanai, outdoor kitchen, and private pool overlooking the bay create a resort-inspired setting for alfresco dining, sunset gatherings, and year-round entertaining. Beyond the pool, the expansive backyard leads to a private dock with water and electricity and a 10,000-pound boat lift, providing direct access to Sarasota Bay and the Intracoastal waterways. Additional features include an elevator, three-car garage, metal roof, irrigation and security systems, mature tropical landscaping, and more than 1,500 square feet of finished ground-level space. With no HOA and no CDD fees, homeowners enjoy added flexibility within an established waterfront neighborhood. Located in sought-after Whitfield Estates, this remarkable property is convenient to Downtown Sarasota, Sarasota-Bradenton International Airport, world-class dining, shopping, arts and culture, and the celebrated beaches of Florida’s Gulf Coast. From mornings on the bay and afternoons beside the pool to unforgettable sunsets over the water, 7418 Westmoreland Drive offers an extraordinary opportunity to experience the very best of Sarasota’s waterfront lifestyle.

7418 Westmoreland Drive, Sarasota

3 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

Stunning Golf Course Pool Home with Sunset Views Welcome to your slice of Sarasota paradise! Perfectly positioned on the 18th hole of the prestigious Sara Bay Country Club, this beautifully maintained 3-bedroom, 2-bath home offers nearly 2,000 sq. ft. of comfortable living space on an oversized .42-acre lot. Enjoy two spacious living areas, ideal for entertaining or relaxing with family. The heart of the home opens seamlessly to a covered lanai and sparkling pool, where you can unwind and watch the sunset over the golf course each evening. The outdoor space is truly a highlight—peaceful, private, and designed for year-round enjoyment. Inside, you’ll find a functional split floor plan, generous natural light, and charming updates that make this home move-in ready. Whether you’re hosting guests, working from home, or simply soaking up the views, every corner of this property feels inviting and serene. Located just 5 minutes from SRQ Airport and less than 15 minutes to downtown Sarasota, this home combines Florida living with everyday convenience. Golf, dining, beaches, and cultural attractions are all right at your doorstep. This home has operated as a successful rental for its current owner, and would make for a great investment property, winter retreat, or full time residence. Don’t miss your chance to live where others vacation—schedule your private tour today!

433 Whitfield Avenue, Sarasota

2 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

Welcome to this well-maintained 2-bedroom, 2-bathroom home with a versatile bonus room that can be used as an office, hobby space, or additional living area. The spacious kitchen offers plenty of cabinet and counter space, along with a dinette area and a large pantry for extra storage. The split-bedroom floor plan provides privacy, while the primary suite features a walk-in closet and en-suite bathroom. Step outside to enjoy the screened lanai and private pool, perfect for relaxing or entertaining year-round. The partially fenced backyard offers additional outdoor space and includes a storage shed. Situated on a generous ¼-acre lot with no HOA fees, this property provides flexibility and room to enjoy. Conveniently located near Sarasota-Bradenton International Airport, UTC shopping and dining, and many of Sarasota's popular attractions. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this Sarasota pool home checks all the boxes. SELLER TO REPLACE ROOF PRIOR TO CLOSING!

811 Alderwood Way, Sarasota

3 Beds ⋅ 3 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

Discover this one-of-a-kind Mid-Century Modern home where timeless architecture, natural elements, and tranquil design come together beautifully. This light-filled residence features an open floor plan with 3 spacious bedrooms, 3 full bathrooms, and a versatile flex space with its own private entrance, currently serving as a home office but equally suited as a guest suite, private studio, or in-law accommodations—making it ideal for multi-generational living. Expansive telescoping sliding glass doors create seamless indoor-outdoor living, opening to a fun custom-designed pool and peaceful, Zen-inspired outdoor oasis. The lush backyard offers plenty of room for gardening enthusiasts to create in their own Florida paradise, while two oversized garage bays provide ample space for vehicles, golf carts, hobbies, or additional storage. Clean architectural lines, warm organic finishes, and abundant natural light make this home truly special. Additional highlights include a brand-new roof (2025) and an exceptional location just minutes from downtown Sarasota, world-famous beaches, SRQ Airport, and directly across from the historic Sara Bay Golf & Country Club. Meticulously maintained and unlike anything else on the market, this exceptional home offers timeless style, flexible living, and an unbeatable Sarasota location. Schedule your private showing today!

618 Whitfield Avenue, Sarasota

5 Beds ⋅ 5 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

Step into history and timeless elegance at the House of Ringling, a landmark estate in Sarasota's coveted Whitfield Estates, built in 1918 for Alfred Ringling of the legendary Ringling Brothers. Spanning 4,782+/- sq. ft., this 5BR, 4.5BA masterpiece seamlessly marries Gilded Age opulence with modern luxury. A red brick walkway and expansive front lawn welcome you to this architectural treasure, where an oversized Grand Ballroom with a 21-foot ceiling, Venetian columns and a Renaissance-style coffered ceiling create an awe-inspiring focal point. Original pine floors, 12-inch baseboards and hand-poured antique glass in French windows and doors preserve the estate’s rich craftsmanship, as the reimagined chef’s kitchen is a showpiece, featuring Big Chill appliances, an 8-burner gas stove, Quartzite surfaces, a mother-of-pearl backsplash and backlit cabinets. The primary suite on the lower level offers floor-to-ceiling French doors opening to a private porch and the expansive pool deck. Upstairs, 2 ensuite bedrooms feature partial bay views. Hidden details, including a prohibition-era speakeasy/3rd bedroom at the top of the stairs and a secret room, add intrigue and charm. The home’s walls, crafted from Ringling railway car paneling, echo its storied past. Recent updates, including new plumbing, electrical, HVAC (5 units), and a new roof with extra tie-down straps, ensure modern comfort while preserving historic character. A detached 2-car garage and 2 driveways provide ample space, while the expansive Palm Beach-style courtyard invites relaxation. As one of the first Ringling Brothers homes in Sarasota, this estate offers a rare opportunity to own a living piece of history in a prime location near Sarasota Bay and downtown.

7715 Westmoreland Drive, Sarasota

6 Beds ⋅ 6 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

Set on a premier waterfront lot in the Sarasota/Bradenton area, this single-family estate offers panoramic water views of Sarasota Bay, a separate guest house, and the kind of indoor-outdoor living buyers expect at the luxury level. The main residence (3806 sq ft) is designed for entertaining and everyday comfort, with expansive living spaces, a well-appointed kitchen, and seamless access to the pool and outdoor areas, while the guest house (2409 sq ft) provides ideal accommodations for visitors, extended family, or a private office retreat. Comfortable luxury living on a combined 1+ acre lot (there are 2 parcels included in this offering) with a spectacular panoramic water view. Beautifully kept grounds accented by Royal palms create the feel of a family compound that elegantly states, "You've made it!" The three-story main house has a twin grand winding staircase and an elevator to the second-floor main level. Tall double-trey ceilings w/ uplighting and massive impact glass windows and doors provide an absolutely breathtaking view of the swimming pool and the Sarasota Bay. Built on 38 concrete and steel reinforced pilings, the main house was constructed in 2001, and the windows and doors were upgraded to hurricane standards. In fact, the owner has a flood policy on the main house for just $1,200 per year. There is an oversized 3 car garage with an expanded work area and 220V power if you have an electric car. Plus, a massive unfinished storage and fun area with non-conforming pool bath below the main living area elevated approximately 18' above. The completely separate guest house also with views of the bay includes an additional 3 bedrooms, great room, dining room, full kitchen, office and attached 2 car garage. The guest house was built in 1950 and remodeled to mimic the Coastal Mediterranean style of the main house. The pool ranges from 3' to 7' in depth and includes remote control lighting and a water feature. The pool and outdoor area create the perfect setting for parties or special events. The pool is surrounded by a huge concrete deck that extends as a patio under the cover of the massive main observation and entertainment deck above. There are rough ins for an outdoor kitchen on the ground floor patio. There is also an additional observation deck off the 3rd floor living room that, with a slight zoom on your camera, provides a nice view of John Ringling bridge. Longboat Key provides night lights beyond the bay, and your own private Osprey nest adds to the natural symphony of life on the water. Boaters, you are less than a mile away from Sara Bay Marina. Commuters, you are less than 3 miles away from SRQ. Beach goers, you are less than 10 miles from Lido Beach and St Armands Circle. Professionals, you are less than 7 miles from downtown Sarasota. Kayakers, walk to the Riprap and launch! Be sure to watch the individual videos showing each interior. They are not just slideshows. This is the first time this property has been offered for sale since the builder owned it. An acre of mainland bayfront land is rare in the Sarasota/Manatee waterfront community. Don't Daydream and miss out on your Dream home. The main home is being sold partially furnished with a few exclusions. The guest house is unfurnished. Capture the Zen of waterfront living for yourself and future generations now.

7524 Westmoreland Drive, Sarasota

3 Beds ⋅ 4 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

The significant price reduction on this home reflects the owner's awareness of the costs of updating the kitchen and bathrooms. They are all completely functional but could use refreshing. The neighborhood you live in is as important to your lifestyle as the home you select. Whitfield Estates is reminiscent of days gone by. Over 100 years old, it feels like a true neighborhood, with dogwalkers, joggers and smiling faces always ready with a warm and welcoming greeting. Without the constraints of an HOA there is a live and let live atmosphere. The rules and regulations are minimal, enforced by Manatee County and should be read by all prospective buyers. The voluntary neighborhood association is a mere $40.00 annually and provides you with 6 meetings a year, community events and a dining card that may be used at the Sara Bay Country Club. Perfectly positioned on a generous corner lot with a backyard that overlooks the 14th green and 15th Tee box, your privacy is assured. This property offers rare privacy and additional green space that enhances a relaxed and peaceful existence. The pavered driveway is large enough for visitors to easily park and once you step inside, you’ll immediately notice how much larger the home feels than its square footage suggests. The open plan living room has a propane fireplace and can be configured to suit your lifestyle. The dining area can host a dinner for 12 or more or can serve as a small, intimate eating area providing more space for reading and television nooks. The bright, open split floor plan and sliders create an airy, spacious ambiance that allows for indoor/outdoor living and entertaining. The home has a rambling, family friendly layout and more closets and storage space than you could ever need. There are two primary ensuite bedrooms as well as a mother-in-law suite with a private bathroom. The oversized garage and inside laundry room are in addition to the golf cart garage that leads straight out to the course. The screened lanai boasts a heated pool and covered entertainment area with a fenced dog run to the side. A shed is tucked away on the other side that can house your pool equipment and lawn tools. The roof was replaced in 2019, the electrical panel in 2016, one A/C unit in 2007 and the second in 2016. The home has been lovingly maintained and painted in subtle colors. It is move-in ready and just waiting for you to enjoy.

844 Magellan Drive, Sarasota

3 Beds ⋅ 3 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

Welcome to 7324 Phillips Street. A beautifully updated, FULLY FURNISHED, 3 bedroom, 2.5 bathroom pool home offering 1,958 square feet of comfortable Florida living in desirable Whitfield Estates. Just blocks from Sarasota Bay, this move in ready property is ideal as a primary residence, seasonal retreat, or investment opportunity! Enjoy your own private outdoor oasis featuring a screened in swimming pool and lanai overlooking a spacious backyard. Perfect for relaxing, entertaining, or enjoying Florida's year round sunshine, This home has been thoughtfully improved with updated appliances, a newer roof, HVAC system replaced in 2025, pool heater, water filtration system, remodeled bathrooms, and attractive pavers along the driveway. Best of all, this home is being offered FULLY FURNISHED! Allowing the new owner to. move in and begin enjoying it immediately. With NO HOA, AND NO CDD. You will have added freedom and fewer monthly expenses. Conveniently located near downtown Sarasota, shopping centers, dining and entertainment and the beautiful Gulf Cost beaches. Schedule your private showing today and discover this exceptional Sarasota pool home! Price includes all the furniture and appliances!

7324 Phillips Street, Sarasota

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