Chesterfield Heights Homes for Sale in Clearwater - 8 homes

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)

Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bath, single-story, solar-heated pool home that truly checks all the boxes! Nestled on a well-groomed, manicured lot in a quiet neighborhood surrounded by pride of ownership, this property offers the perfect blend of comfort, efficiency, and Florida lifestyle living. Step outside to your private screened-in in-ground pool, solar-heated when needed, featuring brand-new screening (2025), and a freshly painted pool deck (2025), all ideal for relaxing or entertaining year-round. The pool pump was replaced in 2022. Inside, the home continues to impress with thoughtful updates throughout. The kitchen has been refreshed with a new dishwasher and refrigerator (2025), while additional upgrades include newer attic insulation for improved energy efficiency (2020), an electric water heater replaced in 2023, and new ceiling fans installed in 2023 for added comfort. The fencing was partially replaced in 2023 and the yard provides privacy and space for pets or play. This home also features a long list of previous improvements including roof (2015), AC (2016), impact (hurricane) solar windows (2013), and paver driveway (2013). Paver driveway and front patio were just cleaned, re-sanded, and sealed in 2025. A convenient 8x10 shed with electricity offers additional storage or workspace. This is an extraordinary neighborhood with very very little traffic, almost no through traffic. Location is key, and this home delivers! It's just a short drive to beautiful beaches, shopping, dining, and the airport, making everyday living and weekend adventures a breeze. Don’t miss your opportunity to own this move-in ready Florida gem! Schedule your private tour today!

Listing is courtesy of: BLUE GECKO REALTY, LLC (407-709-6176)

Listing Agent: Jeremy Mayer (727-900-6068)

Remarks: One or more photo(s) has been virtually staged. Welcome to 1350 Cambridge Drive in Clearwater — a well-situated residence offering a spacious 3 bedroom, 2 bath floor plan with a 2-car garage and thoughtful layout designed for comfortable everyday living. Inside, you’ll find light-filled living areas and a functional flow that allows for both gathering and privacy. Located in an established neighborhood, this home offers a strong foundation with meaningful updates already completed, including a kitchen featuring quartz countertops, stainless steel appliances, and a large island that provides additional prep and casual dining space, along with bathrooms that have been updated over the years — leaving room for further personalization and enhancement to suit your style. The screened porch extends the living space outdoors, creating a comfortable setting for morning coffee or evening relaxation. The fenced backyard provides room to design your ideal outdoor retreat — whether that includes expanded entertaining space, a garden, or future enhancements tailored to your vision. An inside utility room with additional storage adds convenience and practicality, and the laundry area offers direct access to the garage, making daily tasks efficient and organized. The 2-car garage provides ample space for parking, storage, or workspace needs. Positioned in central Clearwater, this location offers convenient access to shopping, dining, medical facilities, and everyday services. Clearwater Beach and the Gulf coastline are approximately 6–7 miles west, offering access to white sand beaches, waterfront parks, and recreational activities. Downtown Clearwater is just a few miles away, and major roadways provide connectivity to St. Petersburg and Tampa for commuters. Nearby parks and recreational facilities offer walking trails, playgrounds, and outdoor activities, while Pinellas County schools and additional educational options are located within a short distance. With solid bones, a desirable lot, and an established setting, this property offers both immediate livability and long-term potential for enhancement. Buyers and agents to verify all information pertinent to their purchase decision. Information provided is deemed reliable but not guaranteed.

Listing is courtesy of: RESULTS REAL ESTATE INC (727-596-8181)

Listing Agent: Stephanie See (727-580-6275)

Remarks: FLOOD ZONE X — NO FLOOD INSURANCE REQUIRED | CONCRETE BLOCK HOME | FULLY REMODELED | NEW ROOF (2025) | NEW ELECTRICAL PANEL AND ALL NEW WIRING (2026) | NEW PRIVACY FENCE | NO HOA | NO CDD | Welcome to this move-in ready, fully renovated home in the heart of Clearwater, perfectly suited for first-time homebuyers or buyers seeking a primary residence in a well-established neighborhood. This beautifully updated 3-bedroom, 2-bathroom home offers true peace of mind with major system upgrades, including a NEW ROOF (2025) and NEW ELECTRICAL PANEL AND ALL NEW WIRING (2026). Inside, enjoy a bright and functional layout featuring a modern kitchen with stylish cabinetry, stainless steel appliances, fully remodeled bathrooms, new flooring throughout, and modern lighting fixtures thoughtfully installed in every space — designed for comfort, functionality, and everyday living. The home is located in FLOOD ZONE X, meaning no mandatory flood insurance required, and offers the freedom of NO HOA and NO CDD fees. Step outside to a screened-in porch and a spacious, fully fenced backyard, ideal for families, pets, entertaining, or simply relaxing. LOCATION IS A KEY ADVANTAGE. The home is conveniently situated near Ponce de Leon Elementary School and other schools within the Pinellas County School District, while being just minutes from parks, shopping, dining, and daily conveniences. Enjoy quick access to Downtown Clearwater, major roadways, and a short drive to Florida’s world-renowned Gulf Coast beaches, including Clearwater Beach and Honeymoon Island. Vacant | Easy to Show | Show Anytime Schedule your private showing today and take advantage of this exceptional opportunity.

Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)

Listing Agent: Angie Gomez Salas, Pa (786-701-5996)

Remarks: Escape to your private waterfront sanctuary where serenity meets sophisticated Florida living. This stunning canal-front residence offers a seamless indoor-outdoor flow, centered around a beautifully maintained interior featuring a kitchen with solid wood cabinetry, a signature pass-through pocket window, a 2022 HVAC system and 2024 Hot Water Heater. Whether you’re unwinding in the expansive family room by the wood-burning fireplace or hosting year-round gatherings on the oversized screened lanai, complete with a rare free-standing wood stove, every detail is designed for comfort. Go into your fully fenced backyard to enjoy fresh mangoes from your trees, then head out to explore the best of the Gulf Coast as you are positioned just minutes from world-famous beaches, Highland Recreational Center and the convenience of Tampa International Airport. This isn't just a home, it's the lifestyle upgrade you’ve been waiting for.

Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (813-217-5288)

Listing Agent: Paul Desantis, Pa (813-439-4816)

Remarks: One or more photo(s) has been virtually staged. Welcome to your beautifully updated Clearwater retreat, where comfort meets style in all the right ways. This 4-bedroom, 2-bathroom home offers a thoughtfully designed layout with modern upgrades throughout, making it truly move-in ready. Step inside to find stunning luxury vinyl flooring that flows seamlessly through the home, complemented by abundant natural light and ceiling fans in every room for year-round comfort. The fully remodeled kitchen is a standout feature, boasting sleek granite countertops, ample cabinet space, stainless steel appliances, and a clean, modern design perfect for both everyday living and entertaining. Both bathrooms have been tastefully updated, offering a fresh, contemporary feel. The enclosed Florida room has been converted into a versatile office space—ideal for working from home, a playroom, or a quiet retreat. Outside, enjoy an oversized lot with a fully fenced backyard, providing privacy and plenty of room to relax or entertain. The addition of backyard pavers creates the perfect setting for outdoor gatherings, dining, or simply unwinding in your own private oasis. Located in the heart of Clearwater, and located near top rated beaches, dining and shopping, this home combines modern updates with functional living spaces and a fantastic outdoor setup—an opportunity you won’t want to miss. 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: CHECK OUT THE 3D VIRTUAL TOUR! Well-maintained 3 bedroom, 2 bathroom home situated on a large corner lot in a desirable Clearwater location just 15 minutes from the area’s beautiful Gulf beaches and located in a NO FLOOD ZONE. This property features an entertainer's backyard with a private white vinyl fence, an impressive pool area with pavers, and a removable sun shade—perfect for enjoying outdoor living year-round. Major updates have already been completed, including ROOF (2019), ALL NEW AC SYSTEM & DUCTWORK (2025), UPGRADED ELECTRICAL 2018, IMPACT-RESISTANT WINDOWS (2024), and HURRICANE-RATED GARAGE DOOR (2025), offering peace of mind for the next owner. The oversized lot provides additional functionality with an extra-wide gate allowing access for jet skis, a small boat, or other recreational storage. No HOA or CDD. This property also offers flexibility for use as a primary residence, second home, or potential short-term rental investment.

Listing is courtesy of: ARC REALTY GROUP (800-636-2080)

Listing Agent: Crystal Brady (813-298-6950)

Remarks: Under contract-accepting backup offers. Picture yourself sipping your morning coffee on a sun-drenched corner lot in one of Clearwater's most charming neighborhoods — where the pace slows down, the neighbors wave, and your next chapter begins with a blank canvas just waiting for your personal touch.This spacious three-bedroom, two-bathroom home offers 1,527 square feet of living space and sits on an oversized corner lot that immediately sets it apart from the rest of the block. With a two-car garage and solid structural bones, this property is a rare find for buyers who want to create something truly special. Whether you are an ambitious renovator, a savvy investor, or a homeowner with a vision board full of dream interiors, this home is practically begging for your imagination.The generous floor plan provides a fantastic foundation to work with. Three well-proportioned bedrooms, including a primary bedroom with plenty of room to design a personal retreat, give you flexibility for family living, a home office, or a guest suite. Two full bathrooms round out the layout, offering convenience and functionality that just need your finishing touches to shine.But let us talk about that lot — because it truly steals the show. Corner lots in this area do not come around every day, and the extra square footage opens up a world of possibilities. Think expanded outdoor entertaining areas, lush tropical landscaping, or simply the luxury of breathing room that most properties in this price range simply cannot offer. The two-car garage adds valuable storage and workspace, making it easy to tackle weekend projects or keep your vehicles out of the Florida sun.Location is where this property really flexes its muscle. Situated in a well-established Clearwater community, you are just minutes from everyday conveniences that make life effortless. Publix Super Market at LaBelle Plaza is right around the corner for your grocery runs, while Eagle Lake Park offers sprawling green space perfect for morning jogs, picnics, or just a place to burn off some energy. You'll appreciate the proximity public transit access along Seminole Boulevard keeps you connected to the broader Tampa Bay area without breaking a sweat.And then there is the crown jewel of living in this part of Clearwater — stunning Sand Key Beach is a short drive away. Imagine wrapping up a renovation project on a Saturday afternoon and rewarding yourself with a sunset stroll along the Gulf of Mexico. That is not a vacation fantasy; that is just a regular weekend when you call this neighborhood home.Properties with this combination of renovation potential, generous lot size, and unbeatable location don't become available that often. The bones are solid, the possibilities are endless, and the lifestyle waiting just outside the front door is pure coastal Florida magic.Schedule your private showing today and start turning this diamond in the rough into the home you have always envisioned. Your Clearwater story starts right here.

Listing is courtesy of: FIRESIDE REAL ESTATE (813-702-1102)

Listing Agent: Nicki Mckiernan (813-563-2307)