Whitfield Estates Homes with Shingle Roof

Whitfield Estates Homes with Shingle Roof

Welcome to Whitfield Estates, a hidden gem nestled in the heart of Palm Aire, Florida, within the beautiful Manatee County. This charming subdivision offers a unique blend of tranquility and convenience, making it an ideal place to call home. Whitfield Estates is characterized by its picturesque tree-lined streets and beautifully manicured lawns, creating an inviting atmosphere that fosters a true sense of community.

The homes in Whitfield Estates are designed with comfort and style in mind, featuring classic shingle roofs that not only enhance the aesthetic appeal but also provide durability and protection against Florida’s diverse weather. These well-appointed residences offer spacious layouts, modern amenities, and a variety of architectural styles to suit every taste. Whether you’re seeking a cozy family home or a stylish retreat, Whitfield Estates has something for everyone.

Living in Palm Aire means you’re just a stone’s throw away from some of the best attractions Florida has to offer. Enjoy easy access to stunning beaches, world-class golf courses, and a vibrant array of dining and shopping options. The nearby parks and recreational facilities provide endless opportunities for outdoor activities, ensuring that you can soak up the sun and embrace the Florida lifestyle.

In Whitfield Estates, you’ll find not just a house, but a community where neighbors become friends and lifelong memories are made. Come discover the charm and warmth of this delightful subdivision, and see for yourself why Whitfield Estates is the perfect place to plant your roots!

Newest Whitfield Estates Homes with Shingle Roof

3 Beds ⋅ 2 Baths ⋅ A4702875 MLS

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, Palm Aire

2 Beds ⋅ 2 Baths ⋅ A4702215 MLS

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, Palm Aire

3 Beds ⋅ 2 Baths ⋅ A4700895 MLS

Welcome to your own private slice of paradise in the heart of Whitfield Estates. Perfectly positioned on a beautifully landscaped corner lot, this impeccably updated 3-bedroom, 2-bath residence is being offered completely turnkey furnished, making it truly move-in or rental ready from day one. During the 2024 hurricanes that hit the Gulf Coast, this home did not flood! The home is elevated nicely and a certificate is available. It is in flood zone X. Step inside to a light filled, open concept floor plan where coastal charm meets modern design. Luxury vinyl plank flooring flows throughout the home, while the stunning chef’s kitchen features shaker cabinetry, stainless steel appliances, a farmhouse sink, gorgeous countertops, and an oversized island perfect for casual dining or gathering with family and friends. The spacious living room is anchored by a beautiful stone fireplace with custom built-in shelving, creating a warm and inviting space that’s equally suited for relaxing evenings or entertaining guests. The Florida lifestyle continues outdoors with a private screened lanai featuring an in-ground spa, while the fenced backyard offers lush tropical landscaping, peaceful sitting areas, and even a raised herb garden, your own secluded oasis for morning coffee or evening cocktails. Designed for worry-free ownership, this home has been extensively updated with a new roof, updated windows, newer A/C and electrical panel, and quality finishes throughout. Currently operating as a successful Airbnb, the property also offers excellent investment potential thanks to nightly rental allowances, making it ideal as a primary residence, seasonal getaway, or income-producing vacation rental. Located just minutes from Sarasota Bay, downtown Sarasota, SRQ Airport, IMG Academy, world-famous Gulf beaches, waterfront dining, shopping, and entertainment, you’ll enjoy the convenience of one of Sarasota’s most desirable neighborhoods. Around the corner, Sara Bay Marina offers easy access to boat slips and dry storage. While Whitfield Estates continues to be one of Sarasota’s hidden gems with no mandatory HOA or CDD fees. Residents also have the option to join the neighborhood association for just $40 annually, which includes culinary membership privileges at the Sara Bay Country Club. Whether you’re searching for a move-in-ready home, a winter retreat, or a proven investment property, 7311 Broughton Street delivers the perfect combination of style, flexibility, and effortless Florida living.

7311 Broughton Street, Palm Aire

3 Beds ⋅ 2 Baths ⋅ A4699091 MLS

Virtually Staged. Welcome to 138 Holly Avenue, nestled in the highly sought-after Whitfield Estates, where timeless charm meets modern comfort just moments from the sparkling waters of Sarasota Bay. Beautifully renovated from top to bottom, this move-in-ready residence offers 2,187 square feet of thoughtfully designed living space on over a quarter-acre, creating the perfect blend of style, functionality, and everyday luxury. From the moment you step inside, you’ll appreciate the home’s bright, open feel. Expansive sliding glass doors and oversized windows flood the interior with natural light, seamlessly connecting the indoor living spaces to the outdoors. Designer lighting, dimmer switches throughout, and elegant finishes create the perfect ambiance from sunrise to sunset, while the spacious layout offers comfortable living and effortless entertaining. The beautifully updated kitchen is equipped with stainless steel appliances, complemented by quality finishes and an inviting flow into the main living areas. Additional peace of mind comes with a brand-new roof, hurricane-impact windows and doors, and meticulous updates throughout, allowing you to simply unpack and enjoy. Step outside to your private, oversized backyard, where there’s plenty of room to entertain, garden, add a pool, or simply unwind while enjoying beautiful Florida sunsets. It’s an outdoor space designed for relaxing evenings and making lasting memories. Location truly sets this home apart. Just steps from Sarasota Bay, you’re minutes from vibrant downtown Sarasota, Sarasota-Bradenton International Airport, IMG Academy, world-renowned Gulf beaches, waterfront dining, shopping, and entertainment. Around the corner, Sara Bay Marina offers convenient boat slips and dry storage, making it easy to embrace Sarasota’s coveted boating lifestyle. Whitfield Estates remains one of Sarasota’s hidden gems, offering no mandatory HOA and no CDD fees, providing flexibility for full-time residents, seasonal homeowners, or investors alike. An optional $40 annual neighborhood association includes culinary membership privileges at the prestigious Sara Bay Country Club. Whether you’re searching for your forever home, a seasonal retreat, or a smart investment, 138 Holly Avenue offers the perfect balance of location, quality craftsmanship, modern updates, and effortless Florida living—all in one of Sarasota’s most desirable waterfront neighborhoods.

138 Holly Avenue, Palm Aire

5 Beds ⋅ 5 Baths ⋅ A4697116 MLS ⋅ House Of Ringling BLDG.

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, Palm Aire

3 Beds ⋅ 2 Baths ⋅ A4696134 MLS

A rare opportunity to create a legacy property along the shores of Sarasota Bay. Set on over half an acre in the heart of historic Whitfield Estates, 7538 Westmoreland Drive offers one of the area’s most compelling waterfront redevelopment opportunities. Framed by breathtaking bay views and unforgettable sunsets, this expansive homesite is where vision, architecture, and lifestyle come together. Westmoreland Drive is widely regarded as one of Whitfield Estates most desirable waterfront streets, where classic Spanish-inspired residences and Old Florida charm are giving way to stunning custom-built bayfront estates. Surrounded by multi-million-dollar homes, this property presents the ideal canvas to design and build the luxury waterfront residence you’ve always imagined. The existing home is being sold for land value, allowing the next owner to unlock the full potential of this exceptional setting. With over half an acre of bayfront property, opportunities of this scale and location have become increasingly difficult to find. Perfectly positioned just minutes from IMG Academy, Sarasota-Bradenton International Airport, downtown Sarasota, world-renowned beaches, waterfront dining, and the vibrant cultural amenities that make Sarasota one of Florida’s most sought-after destinations. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re building your forever home, a family compound, or a signature waterfront estate, this is a chance to secure a premier piece of Sarasota Bay and bring your vision to life. Waterfront homesites of this caliber are few and far between. The next chapter begins here.

7538 Westmoreland Drive, Palm Aire

2 Beds ⋅ 2 Baths ⋅ A4691706 MLS

Welcome to this charming mid-century Florida rancher nestled in the sought-after waterfront neighborhood of Whitfield Estates — one of Sarasota's most beloved and established communities. Set on a generous 0.29-acre corner lot, this 2-bedroom, 2-bathroom home offers 1,371 square feet of comfortable living space with genuine Florida character and serious income-producing potential. Whether you're searching for a personal retreat or a turnkey investment, this home delivers. Currently active on Airbnb and generating approximately $180 per night, it has already proven itself as a strong short-term rental performer — making it an exceptional opportunity for investors looking to capitalize on Sarasota's thriving tourism market. Inside, you'll find renovated bathrooms that bring a fresh, modern touch to the home's classic bones. The layout is bright and functional, with a warm, welcoming feel that guests and homeowners alike will appreciate. Step outside and enjoy everything that comes with life in Whitfield Estates — a peaceful, established neighborhood with a true sense of community, no HOA, and easy access to the very best of Sarasota. World-renowned Siesta Key Beach, the cultural richness of downtown Sarasota, St. Armands Circle shopping, and the Ringling Museum are all just minutes away. No HOA. Corner lot. Proven rental income. And all the Florida sunshine you could ask for. Offered at $570,000.

138 Pearl Avenue, Palm Aire

2 Beds ⋅ 2 Baths ⋅ A4688339 MLS

Welcome to West of the Trail in sought after Whitfield Estates, a beautifully remodeled home on a quarter-acre lot offering style, flexibility, and proven income potential. Whether you’re a first-time homebuyer, savvy investor, or searching for the perfect second home or vacation retreat, this property checks all the boxes. Inside, the home has been thoughtfully transformed with a fresh, elevated feel that blends comfort and character. The updated kitchen offers abundant cabinetry, brand new stainless steel appliances, creating a bright, inviting layout that flows easily into the main living spaces. Both bathrooms have been tastefully renovated, and the overall design feels crisp, cohesive, and truly move-in ready. A new roof installed in 2020 adds additional peace of mind. The spacious screened lanai overlooks a large backyard with room to relax, entertain, or enjoy the Florida sunshine. Furniture is available for purchase, offering a potential turnkey opportunity for those looking to step right into a primary residence or rental. Located just minutes from downtown Sarasota, SRQ Airport, top dining and shopping, and our world-famous Gulf beaches, this home offers convenience without sacrificing charm. An added bonus: this is an active income-producing property with future bookings already in place, making it a rare opportunity for buyers looking for immediate rental potential. And with no flood zone to worry about, it offers even more peace of mind. Whitfield Estates is loved for its tree-lined streets, bay front sunsets, and exceptional location. The neighborhood also offers a voluntary association for just $30/year, which includes culinary access to the Sara Bay Country Club. Boaters will appreciate the close proximity to SaraBay Marina with boat slips and dry storage nearby, making it easy to enjoy life on the water. With optional amenities and no mandatory HOA fees, you’ll enjoy flexibility without added restrictions. This is your chance to own a beautifully updated home in one of Sarasota’s most established neighborhoods, ideal as a primary residence, seasonal getaway, or smart investment. Schedule your private tour today!

7746 Westmoreland Drive, Palm Aire

3 Beds ⋅ 4 Baths ⋅ A4682852 MLS

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, Palm Aire

4 Beds ⋅ 4 Baths ⋅ A4682111 MLS

Rare Direct Bayfront Opportunity on Over 1 Acre – No Bridges, Deep Water Access. Bring your vision to life on this exceptional waterfront property offering over one acre directly on the bay with no bridges to open water and deep-water access. This is a rare chance to create one or multiple custom coastal retreats in a premier boating location. The home features a beautiful concrete seawall and expansive water frontage, perfect for boaters, anglers, and sunset lovers alike. The property was impacted by a hurricane, and all drywall has been removed, leaving a clean slate that’s ready for your rebuild, remodel or redesign—ideal for buyers who want to customize finishes, layout, and style to their taste. With unmatched views, generous lot size, and direct bay access, this property offers incredible upside and long-term value. Whether you’re looking to restore, reimagine, or rebuild, this is a prime waterfront canvas! Adjoining properties are also for sale at the time of this listing, if you dare to dream even larger! Don’t miss this opportunity to craft your dream home on the water. Seller Financing terms available for qualified Buyers. Unmatched location! Close to SRQ Airport, New College, Downtown Sarasota, Ringling Museum, UTC Mall, endless shopping, dining and water opportunities await you.

7322 Westmoreland Drive, Palm Aire

3 Beds ⋅ 3 Baths ⋅ A4663038 MLS

Come live where everyone goes on vacation! This is a beautiful breathtaking 3 bedrooms, 2.5 bathroom, Sarasota pool home in Whitfield Estates. Some of the features include private screened pool and lanai. Huge private backyard. This home was fully updated with new appliances, Hvac was replaced in 2025, roof was replaced last year, water heater and water filter was replaced 2 years ago, new pavers on the driveway, and fully remodeled bathrooms. This home is 2 blocks away from the Sarasota bay! 17 minutes away from Lido Key beach! 10 minutes away from the airport, shopping centers and so much more. This home is currently not vacant and requires appointments to see it.

7324 Phillips Street, Palm Aire

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