Chesterfield Heights Single Family Homes For Sale in Clearwater - 5 homes

Remarks: One or more photo(s) has been virtually staged. This UPDATED POOL home with 3 bedrooms, 3 bathrooms, 2 car garage, and a BONUS ROOM is nestled in the desirable Chesterfield Heights neighborhood. It is MOVE-IN READY and is ideal for buyers seeking a primary residence in a well-established neighborhood surrounded by pride of ownership. It is situated on a large well-manicured lot in a quiet neighborhood and is the perfect blend of comfort, efficiency, and Florida lifestyle living. As you pull up to this home, you will notice the long driveway that can easily accommodate 6 cars. Step into a seamless blend of style and functionality with this open-concept floorplan that connects the Living Room, Dining Room, and Kitchen into a VAST & INVITING space. This design is perfect for both everyday living and entertainment with its airy and bright environment with a perfect flow from room to room. The spacious Living Room is accented with a wood burning FIREPLACE and LARGE WINDOWS, allowing natural lighting throughout the day. The RENOVATED kitchen has crisp white cabinets, SOFT CLOSE cabinets & drawers, New STAINLESS-STEEL appliances ((2025), stylish GRANITE countertops, beautiful tile backsplash, and an oversized BREAKFAST BAR, providing ample seating for all. The generous owner's suite features an en-suite bathroom and can accommodate a king-size bedroom set. Step through the sliding glass doors into the spacious Bonus Room that is perfect for a home office, play area, workout room, or TV room and/or step into your screened patio from the Bonus Room to enjoy your morning coffee or evening glass of wine. Enjoy Florida living at its best relaxing in the serene and expansive SALTWATER POOL nestled in a fully fenced yard that offers both privacy and peace of mind. You will love the ambiance at nighttime with the colored pool light, Solar fence cap lighting, and back flood lights. The MAINTENANCE FREE backyard has a large brick paved area that is perfect for a fire pit area, grilling area, or sunbathing area. It is a great space for awesome pool parties and summer barbeques with friends & family while making unforgettable memories. Updates include: New main Roof (2017), New flat roof (2024), New HVAC (2020), New duct work (2021), New Garage Door (2017), New Electrical Panel (2010), Vinyl Fence (2017), Pebble Tech pool finish (2021), New Hot Water Heater (2024), New interior/exterior paint (2024), & New Luxury Vinyl Plank flooring throughout. It even has Mini Split A/C system (not included in SF) in the garage for those that enjoy working on your car or turn it into a fully equipped gym or game room. This home is all about the LOCATION: just minutes from popular parks like Eagle Lake Park, Highland Rec Complex, Largo Central Park, and more. Whether you’re looking for outdoor adventure, arts & entertainment, or a day at the beach, you’re just 10 minutes from the award-winning Clearwater Beach and minutes to East Bay golf course, shopping, and dining hotspots. This is more than just a house - it’s a LIFESTYLE! Imagine wrapping up a project or household chores on a Saturday afternoon and rewarding yourself with a SUNSET stroll along the Gulf of Mexico. Whether you're searching for your Forever home, a sun-soaked Florida vacation retreat, or a savvy investment property, this home checks the boxes. For peace of mind, this home is in a NON-FLOOD ZONE and a NON-EVACUATION ZONE. Schedule your private showing today!

Listing is courtesy of: REALTY EXPERTS (727-888-1000)

Listing Agent: Amy Hartman (727-656-6500)

Remarks: Showstopper Alert! This immaculate, move-in ready 2-bedroom, 2-bath home is tucked away at the end of a quiet cul-de-sac on an oversized five-sided lot, offering exceptional privacy, space, and versatility in a prime location on the Clearwater/Largo border. Meticulously maintained and loaded with upgrades, this home features a newer roof, newer A/C, newer water heater, double-pane windows, and beautiful ceramic tile flooring throughout for easy maintenance and timeless style. Inside, you’ll find elegant plantation shutters and crown molding throughout, creating a warm and polished feel in every room. The home is exceptionally clean and truly move-in ready. The thoughtfully designed layout includes a bright enclosed back porch for year-round enjoyment, plus an additional open porch, perfect for relaxing, entertaining, or enjoying Florida’s beautiful weather. Outside is where this property truly shines. In addition to the attached one-car garage, the property offers two oversized storage structures. One shed is ideal for storing landscaping tools and equipment, while the second is the size of a full-size garage/workshop, perfect for hobbyists, extra storage, a boat, jet skis, or creating your dream workspace. Being sold fully furnished, this property offers incredible convenience for first-time homebuyers, seasonal residents, or anyone looking to downsize without sacrificing comfort or functionality. Located outside of a flood zone and just minutes from award-winning Gulf beaches, shopping, dining, major airports, and everyday conveniences, this home offers the perfect blend of location, value, and versatility. Whether you're searching for your first home, a low-maintenance Florida retreat, or the ideal downsizing opportunity, this exceptional property checks all the boxes.

Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)

Listing Agent: Lorette Vosloo (727-638-0501)

Remarks: One or more photo(s) has been virtually staged. This move-in ready 4-bedroom, 2-bathroom residence offers a thoughtfully designed open-concept layout with modern upgrades throughout, making it the perfect choice for buyers seeking a primary residence, vacation home, or investment property in the highly desirable Clearwater area. Step inside to discover stunning luxury vinyl plank flooring, abundant natural light, and ceiling fans throughout, creating a bright and inviting atmosphere. The fully remodeled kitchen serves as the heart of the home, featuring granite countertops, brand new stainless steel appliances, ample cabinetry, and modern finishes ideal for entertaining, family gatherings, and everyday living. The split bedroom floor plan offers privacy. Both bathrooms have been tastefully renovated with contemporary updates, porcelain tile and stylish fixtures. The enclosed Florida room has been transformed into a flexible home office and bonus space, perfect for remote work, a media room, playroom, fitness area, or guest retreat. This spacious Clearwater home also offers excellent indoor-outdoor living with an oversized fenced lot designed for both privacy and entertaining. Backyard pavers create the perfect outdoor oasis for grilling, relaxing, hosting gatherings, or enjoying the Florida lifestyle year-round. Conveniently located in the heart of Clearwater, this property is just minutes from world-famous Clearwater Beach, top-rated Gulf Coast beaches, parks, marinas, golf courses, shopping, restaurants, entertainment, and major commuter routes. With no detail overlooked, this updated Florida home combines modern convenience, versatile living spaces, and an unbeatable location near Tampa Bay amenities. Whether you're searching for a renovated Clearwater home, a spacious family property, a Florida retreat near the beach, or a turnkey single-family residence with a fenced yard and home office, this property checks all the boxes. Click the Virtual Tour link to view the 3D walkthrough. Discounted rate options and no lender fee future refinancing may be available for qualified buyers of this home.

Listing is courtesy of: ORCHARD BROKERAGE, LLC (844-515-9880)

Listing Agent: Meghan Hobson (727-221-3670)

Remarks: Under contract-accepting backup offers. Whether you're searching for your forever home, a sun-soaked Florida retreat, or a savvy investment property — 1389 Chesterfield Drive has you covered. This stunning coastal gem checks every box, and then some. MOVE-IN READY | NEWLY RENOVATED | NO FLOOD ZONE | NO HOA The hard work is already done: Roof (2023), water heater (2023), 125-amp electrical panel (2022), HVAC (2019), screened lanai (2023), gutters (2023), irrigation pump (2023), and appliances (2023). Pack your bags and start living — this home is ready when you are. A recently completed four-point inspection is available upon request, giving you even greater peace of mind. Tucked into a wonderful, established neighborhood within the city limits of Largo, this beautifully designed 3-bedroom, 2-bath coastal home sits just 10 minutes from the beach. From the moment you step through the front door, something shifts — the coastal vibe wraps around you, and it immediately feels like home with a bright open layout. Luxury vinyl plank flooring flows seamlessly throughout, anchoring the open-concept design. The updated kitchen features spectacular quartz countertops, handcrafted tile backsplash, new stainless steel appliances, a designer range hood, and floating shelves that are equal parts functional and gorgeous. Step through to the screened-in lanai and let Florida do its thing. A heated in-ground pool glistens over a paver patio, surrounded by a fully fenced, private backyard complete with a pool shed. A great space for gathering with friend and family, this outdoor space was made for making memories. The primary suite is your personal sanctuary, featuring an en-suite bath and a generous sitting area large enough for a dedicated home office. Both bathrooms have been refreshed with new vanities. The two-car garage offers built-in shelving to keep life organized. And a lawn with a fully automated irrigation system that runs off a private well, without the added water bill. The flexibility here is truly rare. Approved for short-term rentals by the City of Largo, this home works beautifully as a primary residence, a second home escape, or an income-generating investment property. Turnkey setup. Furniture negotiable with a strong offer. All of this, just minutes from the Gulf beaches, top-rated restaurants, shopping, and everything the Coast has to offer. Homes like this don't wait. Neither should you.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Peter Bonanno (603-496-0201)

Remarks: DRASTICALLY REDUCED 30K! PRICED TO SELL! Amazing block home for sale in Chesterfield Heights, a beautiful residential neighborhood positioned for day-to-day convenience and easy access across Pinellas County, close to the beaches, shopping and all the local routes that keep commuting simple-US 19 and Gulf to Bay are nearby for quick trips to work, shopping and the bridges toward Tampa or the beaches. Inside the layout supports real life with 4 large bedrooms and 3 full baths, which includes an in-law with its own private entrance and bathroom. This home has a beautiful living room with huge windows and wood floors and a huge family room which open to a screened lanai, high ceilings, large backyard with edible garden landscaping and vegetables raised bed and outdoor deck / barbeque area. Also features a 2 car garage and a beautiful wood-burning fireplace. Even more convenience with solar system for the whole house and a dual fuel generator which conveys with the house. This home has a Clearwater mailing address but it under the City of Largo so more possibilities for shorter term rentals, RV parking etc. Seller lived here many years and loved this house, recently widowed, now life takes her out of state so she has to sell it giving the lucky new owners the chance to enjoy all the improvements for years to come!

Listing is courtesy of: GREAT HOMES REALTY INC (727-488-4825)

Listing Agent: Paola Lombardi (727-488-4825)