Whitfield Estates Homes with Private Mailbox Exterior Features

Whitfield Estates Homes with Private Mailbox Exterior Features

Welcome to Whitfield Estates, a hidden gem nestled in the heart of Palm Aire, Manatee County, Florida. This charming subdivision is renowned for its serene ambiance and beautifully designed homes, making it the perfect sanctuary for families and individuals alike. With its lush, manicured landscapes and friendly neighborhood vibe, Whitfield Estates offers a unique blend of tranquility and community spirit.

Each home in Whitfield Estates boasts distinctive exterior features, including the coveted private mailbox, adding a touch of personalized charm to your property. Imagine the delight of having your own mailbox, perfectly placed to greet you as you return home. This thoughtful detail not only enhances curb appeal but also fosters a sense of pride in homeownership.

The homes in this subdivision are designed with comfort and style in mind, featuring spacious layouts that cater to modern living. Whether you’re hosting family gatherings or enjoying a quiet evening, the thoughtfully crafted interiors provide the perfect backdrop for every occasion. With a variety of architectural styles, there’s something to suit every taste, ensuring that you’ll find your dream home here.

Whitfield Estates is conveniently located near shopping, dining, and recreational opportunities, making it easy to enjoy the vibrant lifestyle that Palm Aire has to offer. With its close-knit community feel and beautiful surroundings, Whitfield Estates is more than just a place to live; it’s a place to thrive. Come and discover the charm of Whitfield Estates—where your dream home awaits!

Newest Whitfield Estates Homes with Private Mailbox Exterior Features

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
139 Adair Avenue, Sarasota
$499,000
3 Beds ⋅ 3 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
**BRAND NEW ROOF! JUST STEPS FROM SARASOTA BAY!** Discover the possibilities at 139 Adair Avenue, a spacious 3-bedroom, 2.5-bath pool home offering over 2,000 square feet of living space on a quarter-acre lot in the highly desirable Whitfield Estates neighborhood. Located just steps from Sarasota Bay, this property offers an incredible opportunity to create something truly special in one of Sarasota's most established communities. Featuring a generous floor plan, multiple flexible living spaces, and a private screened-in pool, this home offers the space and versatility today's buyers are looking for. An additional bonus room with sliding glass doors provides direct access to the pool and patio, creating a wonderful extension of the home's living and entertaining areas. The primary suite features an adjoining bonus room and additional walk-in closet, offering exciting possibilities for customization, including the potential to reconfigure the space into a fourth bedroom or private guest suite. An additional poolside bathroom space provides even more potential for future improvements. With its substantial square footage, functional layout, and desirable location, this home is a fantastic opportunity for buyers looking to bring their own vision to life. Whether you choose to enjoy the home as it is or transform it with modern updates, the possibilities are endless! Tucked away **WEST OF THE TRAIL** in Whitfield Estates, one of Sarasota's hidden gems, residents enjoy **NO MANDATORY HOA OR CDD FEES** and flexible rental possibilities, including nightly rentals, subject to applicable regulations. Optional membership in the Whitfield Ballentine Manor Association is just $40 annually and includes culinary membership privileges at the prestigious Sara Bay Country Club, currently undergoing an exciting renovation with plans to reopen in 2027. Boating enthusiasts will appreciate nearby Sara Bay Marina, offering convenient access to boat slips and dry storage. Ideally located just minutes from downtown Sarasota, Sarasota Bradenton International Airport, Sarasota Bay, IMG Academy, beautiful Gulf Coast beaches, championship golf, waterfront dining, shopping, and entertainment. Whether you're searching for a spacious primary residence, an investment opportunity, a winter retreat, or the perfect canvas to design your dream home, **139 Adair Avenue offers the space, location, and possibilities to make it your own.** Schedule your private showing today!

139 Adair Avenue, Sarasota
844 Magellan Drive, Sarasota
$599,000
3 Beds ⋅ 4 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
GOLF COURSE VIEWS, GENEROUS LIVING SPACE & AN OVERSIZED HALF-ACRE LOT IN WHITFIELD ESTATES! Welcome to 844 Magellan Drive, where spacious interiors, beautiful surroundings, and endless possibilities come together in one of Sarasota's most established neighborhoods. Perfectly positioned along the scenic fairways of Sara Bay Country Club, this 3-bedroom, 3.5-bath residence offers 2,479 square feet of living space, a screened-in swimming pool, a two-car garage, and a separate golf cart garage. From the moment you arrive, you'll appreciate the home's expansive footprint, mature landscaping, and inviting setting. Inside, generous room sizes and a versatile floor plan provide an abundance of space for both everyday living and entertaining. The oversized living area features beautiful wood flooring, a charming fireplace, and plenty of natural light, while the exceptionally spacious kitchen offers extensive cabinetry, generous counter space, a center island, and endless potential to create the kitchen of your dreams. The thoughtfully designed bedroom layout includes two generously sized en-suite bedrooms, offering flexibility and privacy for family members and guests alike. The primary suite features ample space, dual closets, and a private bath. Throughout the home, you'll find the kind of room sizes and storage opportunities that are increasingly difficult to find. Step outside to your own private Florida retreat! The screened-in swimming pool overlooks the lush greenery and picturesque fairways of Sara Bay Country Club, creating a peaceful backdrop for morning coffee, afternoon swims, or evening relaxation. Situated on approximately half an acre, the property also features a separately fenced side yard, ideal for pets, along with a dedicated golf cart garage for added convenience. Notable improvements include a 2019 roof, updated impact windows, a 2016 electrical panel, and two HVAC systems installed in 2016 and 2007. With its substantial square footage, generous lot size, and desirable golf course setting, this home presents an exceptional opportunity to personalize a property with tremendous potential. Tucked away in Whitfield Estates, one of Sarasota's hidden gems, residents enjoy no mandatory HOA or CDD fees and flexible rental possibilities, including short-term rentals, subject to applicable regulations. Optional membership in the Whitfield-Ballentine Manor Association is just $40 annually and includes culinary membership privileges at the prestigious Sara Bay Country Club, currently undergoing an exciting renovation with plans to reopen in 2027. Boating enthusiasts will appreciate nearby Sara Bay Marina, offering convenient access to boat slips and dry storage. Ideally located just minutes from downtown Sarasota, Sarasota Bradenton International Airport, Sarasota Bay, IMG Academy, beautiful Gulf Coast beaches, championship golf, waterfront dining, shopping, and entertainment. Whether you're searching for room to spread out, a peaceful golf course retreat, or the opportunity to create your dream Florida home, 844 Magellan Drive offers the space, setting, and possibilities to make it your own. Schedule your private showing today!

844 Magellan Drive, Sarasota
126 Holly Avenue, Sarasota
$429,000
3 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Welcome to classic Mid-Century Modern living in Whitfield Estates! Tucked west of the Trail on a quiet street lined with mature oaks, this updated home sits just moments from the Bay and about halfway between the Sarasota Bayfront and Bradenton's downtown Riverwalk, so the best of both cities is always an easy drive away. Step inside and you'll find a home that's all about the light. Walls of windows and sliding glass doors fill every room with sunshine and blur the line between indoors and out, just the way Mid-Century design was meant to be enjoyed. Arrivals feel special here. A sweeping horseshoe driveway frames the landscaped front yard and leads to a generous porte cochère, so guests can step out covered from sun and rain and roll right back out the other side. The big-ticket updates are already done: insulated double-pane windows, a new roof (2022), a rated garage door (2018), AC (approx. 2017), and a water heater (2023). The remodeled kitchen is a joy to cook in and comes with a charming coffee nook for slow mornings. Out back, the lanai is ready for your green thumb, with space to fill with potted plants, herbs, and flowers. The large yard offers room to roam and comes with a swing set already in place.

126 Holly Avenue, Sarasota
7418 Westmoreland Drive, Sarasota
$3,250,000
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
433 Whitfield Avenue, Sarasota
$510,000
3 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
PRICE IMPROVED | Income-Producing Golf Course Pool Home at Sara Bay This one is already earning. Set on the 18th hole of Sara Bay Country Club, this 3-bedroom, 2-bath pool home is currently operating as a successful short-term rental, and it has performed well on annual leases too. That gives you flexibility in how you run it. With nearly 2,000 sq. ft. on an oversized .42-acre lot, it's a turnkey investment that can convey fully furnished if desired, so you can step in with income from day one. The covered lanai and sparkling pool look straight out over the fairway to the west, so sunsets are part of the daily routine. The space is private, peaceful, and usable year-round, exactly what guests book for and what you'll want when you're in town yourself. Inside, a split floor plan gives the primary suite and guest rooms their own space. Two living areas add room for hosting, working from home, or giving renters space to spread out. Natural light and thoughtful updates keep the home move-in and rent-ready. The location makes it easy to book and easy to enjoy: about 5 minutes to SRQ Airport, under 15 minutes to downtown Sarasota, and close to beaches, golf, dining, and the arts. Keep it on the short-term calendar, switch to annual tenants, or block off your own winter weeks. It's a vacation home that pays its own way. SELLER INCENTIVE: Seller is offering a 1% closing cost credit or assistance buying down your interest rate. Ask for details.

433 Whitfield Avenue, Sarasota
7524 Westmoreland Drive, Sarasota
$5,500,000
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 / in-law retreat 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
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