Location: Whitfield Estates Blks 14 23 & 26, Sarasota
Do Not Show Listings
7230 SHEPHERD ST, SARASOTA, FL 34243
$425,000161 Days on yellowkey MLS ID: A4671336
REDUCED by $4,500 (1.0%) on 04/24/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1415 Built: 1953 Tax: $5,243 (2024)Community: Whitfield Estates Blks 14-23 & 26Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,243
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Tax Year: 2024
Middle School: Electa Arcotte Lee Magnet
Remarks: ***HUGE PRICE REDUCTION- MOTIVATED SELLER!!!*** West of the Trail – Endless Potential in a Prime Sarasota Location! Vacation Rentals Allowed! APPRAISED AT $450,000 - OWNER HAS APPRAISAL Welcome to this charming and newly renovated 3-bedroom, 3-bath home offering nearly 2,200 sq. ft. of living space in highly desirable Whitfield Estates, where opportunity meets location. Whether you’re seeking your first home, a seasonal retreat, or a high-performing short-term rental, this property is a rare find — with no HOA or CDD fees! Set on a large corner lot, fully fenced quarter-to-half-acre lot, the backyard is designed for entertaining, featuring a turfed gazebo area perfect for Florida sunsets, plus a cement pad prepped with water and electric—ready for your custom outdoor kitchen. Inside, the home features a bright open-concept layout with an expansive family room, dining area, and designer kitchen. The kitchen renovation is a true showpiece, boasting shaker cabinetry, quartz countertops, and premium gold-accent fixtures. The entire living space is finished in large-format tile, providing a seamless flow throughout. The owner’s suite offers private access to a tranquil garden patio, along with a renovated bath featuring a walk-in shower and a spacious walk-in closet. Both guest bedrooms feature new carpet and stylish updates. A newly added bar area off the hallway connects perfectly to the dining room for entertaining ease. Enjoy peace of mind with double-pane impact windows, a new stone fireplace, and an additional family/bonus room—perfect for a game room, office, or sunroom. Major updates include a roof (2017) and dual A/C systems, with one unit replaced in 2019. Just a 5-minute walk to Sara Bay Country Club, offering optional golf, social, and dining memberships. Conveniently located less than 10 minutes to SRQ Airport and Ringling Museum, and within 15–20 minutes to the Gulf beaches, St. Armands Circle, Downtown Sarasota, UTC Mall, and Lakewood Ranch. Whether you’re an investor or a homeowner, this move-in ready entertainer’s paradise delivers prime Sarasota living with Airbnb flexibility (with proper registration). Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kimberly Rainey (678-764-6767)
147 ADAIR AVE, SARASOTA, FL 34243
$599,000211 Days on yellowkey MLS ID: A4666450
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1856 Built: 1975 Tax: $6,862 (2024)Community: Whitfield Estates Blks 14-23 & 26Single Family
Taxes:$6,862
Remarks: Welcome to 417 Adair in the desirable Whitfield Estates of Sarasota! This beautifully renovated 3-bedroom, 2-bath, 1,856 sq ft home offers the perfect blend of modern style, convenience, and investment potential — making it truly move-in ready from day one. Step inside to find a bright, open layout with contemporary finishes and elegant flooring throughout, the spacious updated kitchen rests in the heart of the home with an abundance of cabinetry and easy to care quartz countertops. The generous primary suite provides a private retreat with a walk-in closet and custom built-ins, while the two additional bedrooms are ideal for family, guests, or even a home office. What truly sets this property apart is its flexibility: It's a fantastic choice for a full-time residence with space for a pool and/or boat storage (Historic Whitfield estate restrictions apply) and there are no HOA fees. A voluntary homeowner association membership is offered at $30 per year which includes dining privileges at Sara Bay Country Club. It's a great opportunity to own a seasonal getaway that allows rental income while you are not there and it's a "ready 1st day" investment opportunity with great guest reviews. Located just minutes from Sarasota’s world-class beaches, restaurants, shopping, cultural attractions including Sarasota Opera, Asolo Repertory Theatre, the Ca' d'Zan and Ringling Museum, along with the Sarasota-Bradenton International Airport, this home offers the perfect Florida lifestyle in a peaceful "West of the Trail" community. All furnishings are included and every detail has been thoughtfully updated. Improvements include a new A/C in February 2025; the hot water tank was replaced and water lines re-piped in 2022 and a new roof was installed in 2021. The lawn irrigation system also draws from a private well so it doesn't add to the water bills. Furthermore, because of its elevated position and quality construction, the home did not incur any damage or flooding from last year's storms. 417 Adair delivers a turnkey solution for homeowners and investors alike—ready for you to enjoy or generate income right away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
7332 BROUGHTON ST, SARASOTA, FL 34243
$475,00083 Days on yellowkey MLS ID: A4680663
0 Days Off yellowkey (back on 4/4/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2264 Built: 1960Monthly Fee: $3 Tax: $2,410 (2024)Community: Whitfield Estates Blks 14-23 & 26Single Family
Taxes:$2,410
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to 7332 Broughton Street, a well-maintained home located in the highly desirable Whitfield neighborhood. Situated on a quiet street with no through traffic, this property offers a larger lot in a walkable, bike-friendly area known for long-term homeowners and neighborhood pride. The home has been thoughtfully cared for and features a newer roof (2017), newer electrical breaker box, partial hurricane straps, and hurricane-impact windows throughout most of the home (excluding kitchen and Florida room), providing added storm protection and significant exterior noise reduction. Additional features include annual termite inspections with no active termites, historic ground treatment protection, remote-controlled hot water heater with programmable timer, and attic-routed cable and internet wiring for improved connectivity. A spacious shop/work area offers flexible use just off of the carport, and the washer and dryer are conveniently located in the shed to reduce interior water-leak risk. The property benefits from Manatee County taxes with a Sarasota address and is located near emergency fire and ambulance services. Unbeatable location just minutes from the Ringling Museum, Asolo Theater, Van Wezel Performing Arts Hall, New College of Florida, Ringling College of Art & Design, IMG Academy, UTC Mall, downtown Sarasota dining and theaters, and world-class Gulf beaches. Sarasota Bay sunsets are just one block away. Airport proximity is convenient, with minimal noise and limited early-morning flight activity. No mandatory HOA. Optional membership to the Whitfield Ballentine Association is available for $40/year and includes community involvement and a culinary membership at SaraBay Country Club. A rare opportunity to own a well-cared-for home in an established, historic neighborhood offering convenience, charm, and peace of mind.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Penny Walding (941-962-6692)
7322 WESTMORELAND DR, SARASOTA, FL 34243
$2,500,00077 Days on yellowkey MLS ID: A4682111
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3756 Built: 1960 Tax: $17,565 (2024)Community: Whitfield Estates Blks 14-23 & 26Single Family
Taxes:$17,565
Remarks: 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.
Listing is courtesy of: OVERSEAS REALTY, INC (941-366-3661)
Listing Agent: Holly Nikolich (941-345-7941)
139 ADAIR AVE, SARASOTA, FL 34243
$500,000332 Days on yellowkey MLS ID: A4654370
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2038 Built: 1973Community: Whitfield Estates Blks 14-23 & 26Single Family
Taxes:
Tax Year:
Remarks: West of The Trail with endless potential in Prime Location – Nightly Rentals Allowed! Welcome to this charming 3-bedroom, 2.5-bath Pool home in the highly desirable Whitfield Estates neighborhood where opportunity meets location! Whether you’re looking for your first home, a winter escape, or an income-producing Airbnb, this property is a rare find with no CDD, no monthly HOA, and the flexibility for nightly rentals. Set on a spacious quarter-acre, fully fenced lot, the home features a large pool, perfect for soaking up the Florida sunshine. The half bath is conveniently located poolside, ideal for entertaining guests outdoors. Inside, you’ll find a thoughtful layout with a primary suite addition that includes two separate walk-in closets and a cozy sitting area. The first guest room offers impact sliding doors leading directly to the pool, while an additional family/bonus room provides extra flexibility for a game room, office, or guest space. While the home retains some original finishes, including carpet, it’s bursting with potential just waiting for your personal touch and updates. The whole house was repiped in 2020 and roof replaced 2015. AC is 2014. Located between Downtown Bradenton and Downtown Sarasota, Whitfield Estates places you minutes from Sarasota Airport, IMG Academy, St. Armand’s Circle, Anna Maria Island, Lido Key, and all the fine dining, shopping, and entertainment the Gulf Coast has to offer. Enjoy the perks of a voluntary neighborhood association with no mandatory fees. For just $30/year for access to a culinary membership at SaraBay Country Club. Boaters will love being close proximity from SaraBay Marina, offering boat slips and dry dock storage. Whether you’re dreaming of a Florida beach house, a rental investment, or a full-time residence, this home is your blank canvas in one of the area’s most sought-after communities.
Listing Agent: Jessie Bonner (941-356-3182)
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