Clearwater Homes with Sidewalks Community Features

Clearwater Homes with Sidewalks Community Features

Welcome to Clearwater, Florida – a vibrant coastal city nestled in the heart of Pinellas County. Renowned for its stunning white-sand beaches and sun-kissed skies, Clearwater offers a unique blend of relaxation and excitement. With its thriving arts scene, delectable dining options, and an array of outdoor activities, this city is a true gem on the Gulf Coast. Whether you’re strolling along the iconic Clearwater Beach or exploring the charming shops and galleries in the downtown area, there’s always something new to discover.

One of Clearwater's most charming features is its welcoming communities, particularly those with sidewalks that foster a sense of connection among residents. Imagine living in a neighborhood where you can take leisurely evening strolls, enjoy morning jogs, or simply chat with neighbors while basking in the beautiful Florida weather. Homes in these sidewalk-friendly communities are designed to enhance the lifestyle of outdoor enthusiasts and families alike, promoting an active and engaged community spirit.

In Clearwater, you’ll find a variety of homes that cater to diverse tastes and budgets. From cozy single-family residences to modern townhouses, each property is ideally situated to take advantage of the area's natural beauty and vibrant culture. The sidewalks not only provide a safe passage for pedestrians but also create a friendly atmosphere where children can play and neighbors can connect.

Discover the charm of Clearwater and experience the joy of living in a community that prioritizes connectivity, comfort, and the quintessential Florida lifestyle. Your dream home awaits in this enchanting coastal paradise!

Newest Clearwater Homes with Sidewalks Community Features

$490,000
3 Beds ⋅ 3 Baths ⋅ Chesterfield Heights 2nd Add SubDv. ⋅ 33756 Zip Code
Welcome to this adorable three bedroom, three bath single family home nestled among beautiful, mature oak trees. Located on a large corner lot, this homes kitchen was completely remodeled in 2023 with solid surface countertops and eat in bar area. A separate dining room is close by, and is appointed with French doors that open up to the rear covered and screened in patio. The living room is spacious with plenty of natural light, and built in shelving. Master bedroom with en suite also has a large walk in closet. There are two guest bedrooms, each with luxury laminate flooring. Much of the yard has a vinyl privacy fence, and there is a big double gate which gives access for Boat/RV storage. RV electrical hookup is located nearby as well! The one car garage is clean and has a third full bathroom and a washer and dryer. This Clearwater home is close to shopping, major Tampa airports, and just a few minutes to beaches!

1709 Eaton Drive Ne, Clearwater
$1,375,000
2 Beds ⋅ 2 Baths ⋅ Serena By The Sea Condo SubDv. ⋅ 33755 Zip Code
Serena by the Sea is Clearwater and Dunedin's premier boutique coastal living address, where iconic design meets everyday luxury. This light and bright, open-concept 2-bedroom, 2-bath residence is perched on the fifth floor, with gorgeous views of the Intracoastal, the Clearwater bridge and beyond. Floor-to-ceiling glass and almost 10-foot ceilings frame a private terrace where dolphins and manatees play, turning your morning coffee into a front-row seat to the show. The kitchen features a quartz waterfall island, Gaggenau appliances, and custom Italian cabinetry with LED under-lighting. The primary suite offers a spa-inspired bath with a walk-in rain shower and Italian vanity. The second bedroom features custom built-in closets from Italy, and a separate guest bath offers a skylight and tub/shower combo. Residents enjoy a zero-edge saltwater pool with cabanas, private spa club, fitness and yoga center, social room, outdoor kitchens and 24/7 concierge. One assigned garage space and a private storage unit are included; furniture is negotiable. Minutes from Downtown Dunedin and Clearwater Beach, Residence 512 offers boutique waterfront living at its finest. Schedule your showing today.

1020 Sunset Point Road Unit 512, Clearwater
$249,900
2 Beds ⋅ 2 Baths ⋅ Westchester Lake Condo SubDv. ⋅ 33761 Zip Code
Water views, sunset skies, and fresh interior updates make this two-level, townhome-style condo in Westchester Lake a must-see. Enjoy nightly sunsets over the sparkling lake, with the Countryside Recreation Center, Library, Countryside Country Club, shopping, dining, and the Pinellas Trail extension all nearby. Inside, the home features new luxury vinyl flooring, new baseboards, a new range, new refrigerator, and microwave. The spacious layout offers two primary suites, including an upper-level suite with an office nook, vaulted ceilings, plantation shutters, and a cozy wood-burning fireplace. A rare one-car garage adds valuable storage and convenience. Westchester Lake is a pet-friendly community offering a pool, hot tub, covered cabana, sundeck, and access to a walking path around the lake. With beautiful water views, fresh updates, and a prime Countryside location, this home is ready for its next owner to enjoy the best of Clearwater living.

2830 Countryside Boulevard Unit 223, Clearwater
$169,900
1 Beds ⋅ 1 Baths ⋅ Fountains At Countryside Condo SubDv. ⋅ 33761 Zip Code
Welcome to The Fountains at Countryside, a gated community in the heart of Clearwater offering resort-style amenities and maintenance-free living. This beautifully updated second-floor 1-bedroom, 1-bath condo features 678 square feet of thoughtfully designed living space with luxury vinyl plank flooring (2022), fresh paint, and an open-concept layout. The upgraded kitchen boasts quartz countertops, wood cabinetry, stainless steel appliances, and a peninsula with bar seating that flows seamlessly into the living area. Enjoy your morning coffee or unwind in the evening from the screened balcony overlooking the community's resort-style pool, complete with lounge areas and grilling stations. The spacious bedroom offers a walk-in closet, and the in-unit washer and dryer are included for added convenience. A reserved covered parking space is also included. Residents enjoy a gated entrance, clubhouse, fitness center, dog park, pool, and beautifully maintained grounds. The HOA covers cable, internet, water, sewer, trash, exterior maintenance, pest control, and more. Ideally located just minutes from Countryside Mall, restaurants, golf, the Pinellas Trail, Dunedin, Safety Harbor, Clearwater Beach, and Tampa International Airport. Immediate rental opportunities are available (restrictions apply), making this an excellent option for a primary residence, seasonal getaway, or investment property.

2500 Winding Creek Boulevard Unit E208, Clearwater
$149,900
2 Beds ⋅ 1 Baths ⋅ Sunshine Towers Apt Residences SubDv. ⋅ 33756 Zip Code
Beautifully remodeled PENTHOUSE-STYLE, turn-key, and move-in ready 2- bedroom condominium on 2nd floor in 55+ - close to downtown Clearwater - community of "Sunshine Towers" (NO PETS, 3-month minimum rental, community coin laundry, ELEVATOR in building) in Non-Evacuation Zone - absolutely NO ISSUES with HURRICANES (solid, safe block building)! Stunning, light marble design Luxury Vinyl flooring throughout, living room extended and level to the enclosed balcony with new high-impact windows and shades - enjoy lovely views over the large, aqua pool and expertly manicured tropical gardens! Remodeled kitchen in neutral colors, modern counter top, sink/faucet, back splash and upgraded appliances. A/C in 2017 (just serviced in May 2026), Water Heater in 2015, Building roof in 2017 and Building Elevator on service contract with "OTIS" maintenance program. The renovated bathroom features designer tiles, new hardware & light fixtures & one bedroom boasts an additional built-in closet. Experience the owner's creative & decorative touch throughout this lovely home. There are 2 storage bins assigned with this condo (one requires a one-time fee of $250, plus yearly rent of $60 payable to the management company), and there is ample owner & guest parking at Sunshine Towers. Located within walking distance to delightful park featuring exercise equipment, tennis, & shuffleboard; bike on the 40-Mile Pinellas Trail, or a short distance to BayCare Fitness, Morton Plant Hospital, restaurants & bars in downtown Clearwater, the new music venue "The Sound" in Coachman Waterfront Park, minutes to world-renowned, award-winning Clearwater Beach: go fishing, snorkeling, paddle-boarding, boating, or visit the famous Clearwater Aquarium/ Animal Sanctuary. Enjoy short rides to nearby Dunedin (Honeymoon Island), attend the annual Blue Jay spring baseball training, and Safety Harbor (Spa!) - make it to Tampa International Airport within 30 minutes. A perfect get-away, investment, rental, or primary residence. FURNITURE NEGOTIABLE - Hurry, this won't last!

1243 S Martin Luther King Jr Avenue Unit B205, Clearwater
$155,000
2 Beds ⋅ 2 Baths ⋅ Imperial Cove 12 SubDv. ⋅ 33764 Zip Code
Welcome to the highly desirable Imperial Cove 55+ waterfront community in the heart of Clearwater! This spacious 2-bedroom, 2-bathroom condominium offers a bright, open layout with generously sized living spaces designed for both comfort and easy entertaining. The expansive living and dining areas flow seamlessly, creating an inviting atmosphere, while the large bedrooms provide plenty of room to relax and unwind. Enjoy peaceful lake views from your home and embrace the maintenance-free Florida lifestyle. Indulge in an impressive array of amenities, including a waterfront clubhouse, heated swimming pool, shuffleboard courts, fitness facilities, walking paths, fishing piers, and a full calendar of social activities, making it easy to stay active and connected. The community is known for its beautifully maintained grounds and scenic waterfront setting. Conveniently located just minutes from Clearwater's world-famous beaches, shopping, dining, medical facilities, and airports, this condominium is the perfect place to enjoy everything Florida living. Don't miss this opportunity to own a beautiful home in one of Clearwater's most sought-after waterfront communities!

19029 Us Highway 19 N Unit 21F, Clearwater
$269,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to this stunning corner-unit condo offering 2 bedrooms and 2 bathrooms, beautifully updated with luxury vinyl flooring throughout. Filled with natural light, this bright and inviting home features an open-concept kitchen that flows seamlessly into the living and dining areas, creating the perfect space for everyday living and entertaining. With approximately $47,000 in upgrades, this home has been thoughtfully enhanced for both style and peace of mind. The kitchen is equipped with stainless steel appliances installed in 2023, while updated hurricane-impact windows provide added security and energy efficiency. The water heater was replaced in 2025, and the primary bathroom has been tastefully renovated with modern finishes. The location is exceptional situated just steps from the clubhouse and pool, you'll enjoy easy access to community amenities. Relax from the comfort of your home with front-row views of clubhouse activities or simply walk over and join the fun. This move-in-ready residence combines modern updates, abundant natural light, and an unbeatable location.

2380 World Parkway Boulevard Unit 40, Clearwater
$85,000
2 Beds ⋅ 2 Baths ⋅ Mission Hills Condo SubDv. ⋅ 33759 Zip Code
Ideal for flippers seeking a fast turnaround or Northerners and snowbirds looking to customize their Florida escape. This property offers a true blank canvas with no demolition costs, giving you full control over layout, design, and upgrades. Drywall removal is from a previous plumbing leak. Create the floor plan buyers want, add high-impact finishes, and position the home for a strong return. The active community is a major draw, featuring scenic walking paths, a large pool, shuffleboard, and peaceful benches perfect for relaxing with a book while overlooking the lush grounds. Room sizes approximate.

1380 Mission Circle Unit 44-C, Clearwater
$389,900
3 Beds ⋅ 3 Baths ⋅ Brookfield SubDv. ⋅ 33761 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome offering 1,551 square feet in the sought-after Brookfield at Estancia community of Clearwater. A rare and convenient layout places the spacious primary suite on the main floor, giving you single-level living with additional bedrooms upstairs. A one-car garage plus an extra parking pad means room for guests and everyday ease. Inside, you'll find brand-new luxury vinyl plank flooring and new carpet (2026), a soaring vaulted ceiling, and a dedicated inside laundry room. Everyday living is made easy with a whole-house water softener, a filtered water faucet, a dry bar, and a coffee bar with extra cabinets and counter space. Ceiling fans are found in the kitchen, living room, and every bedroom, and the primary bath was updated with new shower doors in 2026. A 2023 roof and 2024 water heater add lasting peace of mind. Out back, enjoy your own private, fenced backyard — with the fence maintained by the HOA. Living in Brookfield at Estancia means resort-style amenities: a clubhouse with a large swimming pool and hot tub, plus a second cabana pool and hot tub that's heated in the winter, along with tennis/pickleball courts. The dog-friendly community sits just five minutes from the closest beach — and, notably, outside the evacuation zone and flood zone. Best of all, the low $325/month HOA keeps life easy — covering the roof, fence, exterior painting, and ground maintenance — in one of Clearwater's most desirable neighborhoods.

2586 Pine Cove Lane, Clearwater
$149,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to On Top of the World, one of Clearwater’s most popular 55+ active adult communities! This 2-bedroom, 2-bath condo offers a fantastic location directly across the street from one of the community’s two private golf courses. Bring your golf clubs and enjoy the Florida lifestyle right outside your door. This home features upgraded windows and outstanding views from both the living room and Florida room, creating a bright, comfortable setting to relax and enjoy your surroundings. The property is also located on a quiet street with no through traffic, adding to the peaceful feel of the home. Convenience is another major plus, with your assigned parking space, easy walk up to unit or elevator. On Top of the World offers an exceptional lifestyle with two private golf courses, including 9-hole and 18-hole options, two heated swimming pools, two activity centers, and a remodeled cardio gym with updated exercise equipment. Residents can also enjoy fitness classes, dancing, clubs, cards, billiards, hobby studios, a woodshop, and a wide variety of social activities. Pet owners will appreciate the very pet-friendly atmosphere, including a fenced dog park with covered seating. The community is conveniently located near Clearwater’s beautiful beaches, transportation, shopping, entertainment, restaurants, and everyday conveniences, making it easy to enjoy everything the area has to offer. This property is being transferred by leasehold estate deed, and association approval is required. If you are looking for a 55+ Clearwater condo with golf, amenities, views, convenience, and a true active Florida lifestyle, this On Top of the World opportunity is one to see.

2458 Florentine Way Unit 34, Clearwater
$149,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
This second floor 2 bedroom and 2 bath is ready for you call it home.

2448 Columbia Drive Unit 28, Clearwater
$275,000
3 Beds ⋅ 3 Baths ⋅ Sunset Pointe Twnhms SubDv. ⋅ 33763 Zip Code
Welcome home to this beautifully maintained END-UNIT townhome offering the perfect combination of comfort, convenience, and low-maintenance living! Ideally situated in a highly desirable location, you'll enjoy easy access to shopping, grocery stores, restaurants, major thoroughfares, and some of Pinellas County's most sought-after destinations, including charming Downtown Safety Harbor, vibrant Downtown Dunedin, and the award-winning white sand beaches of Clearwater. This bright and cheerful end unit is filled with natural light thanks to the additional windows that only an end-unit location can provide. Thoughtfully updated, this home offers peace of mind with a new ROOF (2022), AC (2021), and kitchen appliances (2023). Inside, you'll appreciate the functional floor plan with ample storage throughout, providing space for all your organizational needs. Relax year-round in the screened-enclosed porch, the perfect spot for your morning coffee or evening unwind, or step outside to enjoy the private patio—ideal for grilling, entertaining, or simply soaking up the Florida sunshine. The affordable monthly maintenance fee makes ownership easy by covering cable, lawn care, exterior maintenance, roof maintenance, trash service, and access to the community amenities, allowing you to spend more time enjoying life and less time worrying about upkeep. Residents enjoy a sparkling community pool, a playground, beautifully maintained grounds, and the convenience of two assigned parking spaces located just outside your door. Best of all, this property is in a NON-FLOOD ZONE, so flood insurance is not required, offering additional savings and peace of mind. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this exceptional townhome checks all the boxes with its updated features, unbeatable location, and carefree lifestyle. Don't miss your opportunity to make this wonderful home your own—schedule your private showing today!

1977 Searay Shore Drive, Clearwater
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