Oakstead Villas For Sale in Land O Lakes - 6 villas

Remarks: Under contract-accepting backup offers. Price Improved and First Time on the Market! This lovingly maintained villa is tucked away on a quiet cul-de-sac within the gated enclave of Tanglewylde at Oakstead and offers effortless, low-maintenance living. Thoughtfully designed with an open and functional layout, the home features 2 bedrooms, 2 full baths, plus a versatile den/office that can easily serve as a future third bedroom, hobby room, or guest space. The spacious living room is filled with natural light and opens through sliding glass doors to a private rear patio framed by mature trees, creating a peaceful outdoor retreat with no rear neighbors. The well-appointed kitchen offers ample cabinetry, generous upgraded stone countertops, and gas cooking, seamlessly connecting to the dining area and flexible den space, ideal for both everyday living and entertaining. The primary suite is designed for comfort and functionality, featuring two walk-in closets, a linen closet, dual vanities, a separate shower, and a private water closet. Additional highlights include a private mailbox and an oversized 2-car garage with abundant storage space. Recent updates provide added peace of mind and include a newer roof (maintained by the HOA), refreshed landscaping, a newer interior A/C unit (2025), hot water heater (2020), newer microwave, and fresh interior paint in the primary suite, primary bath, kitchen, and den. Oakstead is a highly sought-after community known for its exceptional amenities, including a clubhouse, resort-style pool and kiddie pool, fitness center, playground, tennis and pickleball courts, basketball courts, recreational fields, scenic walking trails, and a vibrant calendar of community events. Residents enjoy true lock-and-leave convenience with HOA-maintained roof, exterior paint, lawn care, irrigation, and gated entrance access. Ideally located near medical facilities, grocery stores, shopping, dining, and major commuter routes, this move-in-ready home offers the perfect combination of comfort, convenience, and carefree Florida living.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Jules Soapes (407-341-8066)

Remarks: Welcome to 19238 Weymouth Drive in beautiful Land O' Lakes, Florida! This well-maintained 2-bedroom, 2-bath home with a dedicated study offers the perfect combination of comfort, style, and breathtaking natural beauty. With 1,722 square feet of thoughtfully designed living space, this home is ideal for those seeking a peaceful retreat without sacrificing convenience. Step inside to find fresh updated paint, elegant new crown molding, and an updated kitchen complete with all major appliances, including the refrigerator, stove, microwave, dishwasher, washer, and dryer. The private study, featuring beautiful French doors, creates the perfect home office, library, reading room, or flex space. The spacious primary suite offers a relaxing escape with a beautifully appointed ensuite bath featuring a large walk-in shower and generous walk-in closet. Additional upgrades include a brand-new water heater installed in 2026 and an air-conditioning system that is less than five years old. The oversized two-car garage provides plenty of room for vehicles, storage, hobbies, or workshop space. What truly sets this home apart is the view. Step into the backyard and experience one of the most stunning settings in the area. Enjoy unobstructed views of mature trees, two large ponds, abundant wildlife, and unforgettable sunsets. It's the kind of view that stops visitors in their tracks, and one you'll enjoy every single day. Whether you're sipping your morning coffee or winding down in the evening, this backyard offers a rare sense of privacy, beauty, and tranquility. If you've been searching for a home with exceptional views, thoughtful upgrades, and move-in-ready convenience, 19238 Weymouth Drive deserves a place at the top of your list. Call Listing Agent to show.

Listing is courtesy of: SOUTHWEST RANCHES REALTY LLC (954-849-0769)

Listing Agent: Michael Cardinez (954-849-0769)

Remarks: Welcome home to this inviting villa, nestled in the gated community of Oakstead. Step inside to find the adorable eat-in kitchen full of natural light, seamlessly connecting to the main living area for comfortable everyday living. Large sliding glass doors lead to your screened lanai, perfect for enjoying Florida evenings year-round, as well your private fenced backyard. The desirable split-bedroom layout offers privacy for both residents and guests, featuring a generously sized secondary bedroom and full bathroom. A dedicated office with French doors provides an ideal work-from-home space, while the oversized laundry room adds convenience and additional storage. Retreat to the spacious primary suite, complete with ample closet space and an en-suite bath featuring dual vanities, a relaxing soaking tub, and a separate walk-in shower. Residents enjoy access to Oakstead impressive collection of amenities, including a clubhouse, resort-style saltwater pool, soccer fields, tennis and pickleball courts, playgrounds, and miles of scenic walking and biking trails. Ideally situated in the heart of Land O' Lakes, this home offers convenient access to shopping, dining, and the Veterans Expressway, making commuting throughout the Tampa Bay area a breeze. ROOF 2021 HVAC 2023 WATER HEATER 2022 Schedule your private tour today!

Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)

Listing Agent: Richard Boswell (813-857-8060)

Remarks: Lovely ONE OWNER Villa in Weymouth section of Oakstead Subdivision. This is the Charleston floorplan built by Tripp Trademark Homes. The Charleston offers a foyer as you enter the home with a full bath and bedroom #2 on the right. Immediately to the right is the office/den that could be utilized as a 3rd bedroom with some modifications. The large kitchen has wood cabinets and Corian counters, closet pantry and eating space. The laundry closet is located in the kitchen and has both gas and electric dryer hookups. All Kitchen appliances will convey, the Water Softener is leased and can be transferred to the Buyers if wanted. The Great Room allows for Formal Dining and Formal Living or can be used as one large room to be utilized per Buyer's wishes. The ensuite Primary Bedroom has Walk-In closet, Step In Shower and double sink vanity. The Covered and Screened Lanai gives a peacefulness to sit and enjoy your reading and relaxation time. The rear yard is fully fenced. HOA for Weymouth includes Roof, building painting, yard and irrigation maintenance. Many amenities at the clubhouse including pool, tennis, workout facility, playground, basketball, pickleball and playground. A Beautiful home in a beautiful community.

Listing is courtesy of: KENNARD REALTY GROUP, INC (813-909-7100)

Listing Agent: Alan Gaddie (813-909-7100)

Remarks: Under contract-accepting backup offers. Welcome to 19331 Haskell Place in Land O' Lakes, a beautifully maintained 3-bedroom, 2-bath home offering 1,626 square feet of comfortable living inside a desirable gated community. With modern upgrades, stylish finishes, and resort-style amenities nearby, this home delivers the perfect balance of comfort and convenience. Step inside to find an inviting interior featuring neutral paint tones, elegant 8-foot doors, and durable flooring throughout with no carpet, creating a clean and cohesive look that’s easy to maintain. The open layout makes everyday living and entertaining feel effortless. The kitchen is a standout feature, equipped with stainless steel appliances including a premium Sub-Zero refrigerator, a wine fridge, and a large pantry that provides plenty of storage. Whether you're preparing a weeknight dinner or hosting friends, this space is designed to handle it all with style. The primary suite offers a relaxing retreat, complete with a custom closet system designed for maximum organization and functionality. Two additional bedrooms provide flexibility for guests, a home office, or growing households. Enjoy Florida living year-round in the private screened and caged lanai, perfect for morning coffee, evening relaxation, or outdoor dining while enjoying the breeze. Recent upgrades add extra peace of mind, including a new AC system installed in 2025 and a gas water heater replaced in 2023. Residents of the community enjoy access to exceptional amenities, including a clubhouse, resort-style pool, splash pad, fitness center, tennis courts, pickleball courts, and basketball courts, creating opportunities for recreation and connection just minutes from home. Conveniently located close to shopping, dining, and everyday essentials, this home offers both tranquility and accessibility in one of the area's most desirable settings.

Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)

Listing Agent: Eric Anderson (813-415-7346)

Remarks: Under contract-accepting backup offers. This villa is located in the Weymouth village of Oakstead, a premier community known for its resort-style amenities, strong community feel, and oriented environment for all ages in a growing but convenient part of the Tampa Bay area. This single-story attached villa offers a low-maintenance, pick up and go lifestyle. Features an open floor plan with 2 bedrooms (plus a den/office that can serve as a 3rd bedroom) with attached 2-car garage. HOA managed roof is 2020, water heater November 2023. This stellar community is located within 7 miles of Tampa Premium Outlets, Costco, PopStroke, many great restaurants and entertainment centers to keep you close enough for errands but far enough away to enjoy peace and quiet. A-rated Sunlake High School is a mere 2 miles away. Pick any stage of life and this villa suits your needs; an easy-to-manage home, a place to grow into, or a smart investment. Walking inside the front door, you are in the living room/dining room combo with tons of natural light streaming in from the lanai and side windows. Flow into the back of the property to find the primary suite with en-suite bathroom featuring his and hers walk-in closets, dual sinks, a separate tub and shower, a private water closet, and linen closets. Turn left when you walk in the property and find the shared dining room space with a serving window to the kitchen that includes an eat-in space decorated with plantation shutters. The den/ 3rd space is right off the kitchen that includes the other split bedrooms and a full bath. Laundry closet located on the far wall of the kitchen and includes extra storage. A must-have 2-car garage keeps all toys and tools safe and protected. Conveniently located on a cul-de-sac, this home is safely guarded and tucked in a well maintained community. Looking forward to hosting your visit soon.

Listing is courtesy of: COLDWELL BANKER REALTY (813-685-7755)

Listing Agent: Lorraine Greenwood (813-956-7176)