Glenwood Homes for Sale in Clearwater - 5 homes

Remarks: PRICE IMPROVEMENT NOW $649900!! BEAUTIFUL 4BR 2 & 1/2 BATH POOL HOME IN CLEARWATER!! THIS IS A GREAT FAMILY HOME WITH HUGE ROOMS AND LARGE LIVING SPACES!! THE GIGANTIC PRIMARY BEDROOM HAS A BIG WALK IN CLOSET THAT IS CURRENTLY CONVERTED TO A 5TH BEDROOM!! LIVING ROOM IS LARGE WITH COZY FIREPLACE AND OPENS WITH 12FT SLIDERS TO FANTASTIC RECREATION OASIS!! HEATED POOL, OUTDOOR KITCHEN AND TABLE THAT SEATS 12!! THE GARAGE HAS BEEN CONVERTED TO A MEDIA AND GAME ROOM WITH LOTS OF GAMES, AND CUSTOM LIGHTING!! THERE IS A LARGE CIRCULAR DRIVE THAT WILL ACCOMMODATE SEVERAL VEHICLES!! MAKE YOUR APPOINTMENT TO SEE THIS HOME SOON!! HOME HAS BEEN OPERATED AS A VACATION RENTAL, REPORTS AVAILABLE. ASKING PRICE $649900

Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)

Listing Agent: Calvin Van Auken (727-641-0912)

Remarks: Multigenerational home in the Heart of Glenwood 5 Bedrooms | 5 Bathrooms | Home Office | 3,200 Sq. Ft. Total Welcome to this expansive home in the highly sought-after Glenwood area. Spanning an impressive 3,200 square feet, this property is the ultimate setup for multigenerational living, offering the perfect blend of grand shared spaces and private quarters. The Main Residence (2,715 Sq. Ft.) Step inside the main home into the living room with newly refinished solid Oak wood floors and electric fireplace. A bright, airy, and very spacious footprint that flows effortlessly into a massive, chef-ready kitchen—the first of two in this home. From Kitchen and primary bedroom there is a huge deck perfect for BBQ and just that cup of coffee in the morning. An additional wrap around deck overlooking the park across the street. The house has tons of windows with abundance of natural light. The interior spiral staircase connects both levels where additional bedrooms and large family room/main cave connect to the garage Accommodations & Work: Includes a dedicated home office, perfect for remote work or quiet study, alongside generous bedrooms and beautifully appointed bathrooms featuring durable tile throughout. The main floor has a laundry room and the ensuite has it's own. The Private In-House Suite (588 Sq. Ft.) The self-contained in-house suite offers total independence without sacrificing proximity. Features its own private entrance, allowing occupants to come and go as they please. Comes complete with its own full-sized, large kitchen and a second independent laundry closet. Huge Yard: The massive fully fenced backyard is a blank canvas ready for your dream oasis with pond and waterfall, a grand outdoor entertaining deck, or space for the family and pets to roam freely. The house features a brand new well and new sod throughout the entire yard with flower beds and landscaping The tandem garage can hold 3 cars with abundant storage for the bikes and tolls with plenty of parking with dual driveway and circular drive on the side The house has been recently renovated throughout Properties with this level of spatial flexibility, dual full kitchens, and genuine private-suite capabilities in Glenwood are incredibly rare. Perfect for families looking to co-habitate while maintaining privacy. Roof 2021 AC lower floor 2006 recently clean and sanitize works great AC 2023 main floor. Hot water heater 2018

Listing is courtesy of: STONEBRIDGE REAL ESTATE CO (727-443-5000)

Listing Agent: Louise Cournoyer (727-410-5980)

Remarks: Your opportunity to be in the heart of the historic Glenwood Estates!! 3BR + bonus, 3BA, beautifully updated home offers the perfect blend of character and modern convenience—just two miles from downtown Clearwater and a quick 15-minute drive to the sugar sands of Clearwater Beach. Step through the new front door into an open floor plan anchored by a spacious great room and kitchen combo, featuring luxury vinyl flooring, soaring cathedral ceilings, and a cozy wood-burning fireplace. The eat-in kitchen has been completely renovated with crisp white shaker cabinets, elegant quartz countertops, and new stainless steel appliances—a true chef's delight. A convenient inside utility area with washer and dryer sits just off the kitchen. Sliders off the great room lead to a screened-in deck overlooking peaceful green space behind the home—perfect for morning coffee or evening relaxation. On the main floor, you'll find the primary suite along with a guest bedroom. The primary bath has been fully renovated with a double vanity and walk-in shower, and the guest bathroom has also been beautifully updated. A spiral staircase in the great room leads down to a versatile lower level featuring a large bonus room—ideal as an office, second living room, or playroom—plus an additional bedroom and a fully renovated bathroom, all finished with ceramic tile flooring. A generously sized storage room off the bonus area adds even more flexibility and offers tons of extra storage space. Both the bonus room and downstairs bedroom offer direct access to a rear patio with lovely views of the backyard and green space beyond. Roof 2023 and A/C 2018. This one-of-a-kind, multi-level layout offers space, style, and privacy in one of Clearwater's most sought-after historic neighborhoods. Close to everything including Crestlake Park, Baycare Sound at Coachmen Park, Pinellas Trail, great restaurants, shopping, hospitals, and two international airports. Don't miss your chance to make it yours!

Listing is courtesy of: SUNCOAST SHORES REALTY (727-278-2619)

Listing Agent: Collier Cundiff (727-278-2619)

Remarks: Live in Resort-Style Luxury While Earning Passive Income! Welcome to paradise in the heart of Clearwater — just 10 minutes from the world-renowned Clearwater Beach, within walking distance to Clearwater Country Club, and in an A-RATED school district. This beautifully updated and income-generating MULTIFAMILY QUADPLEX resort combines timeless elegance with modern upgrades, offering a truly unique blend of residential comfort and business potential. Whether you're looking to live in style while offsetting your mortgage or expand your portfolio with proven 5-star short and long term rental success, this property delivers. Zoned for FIVE UNITS, with the potential of earning over $200,000 in annual rental income, this high-performing asset comes fully furnished and turnkey — ready for immediate occupancy for multigenerational living or continued rental use. Set on a spacious 1/3 acre CORNER LOT, the centerpiece is a 1925 Mediterranean masterpiece bursting with original charm and character. Inside you’ll find terracotta tile floors, original red oak hardwood floors and red oak accents through out, soaring ceilings, 10" baseboards, rope twist door and window molding, a cozy fireplace, natural gas burning appliances, AND an ATTACHED MOTHER IN LAW SUITE WITH A PRIVATE ENTRANCE! The chef-inspired kitchen features a gas range, granite countertops, stainless steel appliances, and ample cabinet space. The primary home features an attached mother in law suite that can either be utilized with main home access or can remain separate to create two units. The other two apartments are located in the detached building adjacent to the pool. Each of the four units on this property boasts private entrances and has been thoughtfully remodeled with modern touches and inviting décor — perfect for vacationers or long-term tenants alike. Step outside to your private oasis: a resort-style pool with a brand new gas heater surrounded by a pavered entertaining deck complete with an outdoor kitchen and bar, brand new $12,000 hot tub, pool table, and a variety of games — ideal for hosting guests or relaxing in style. Additional features include a woodworking shed and storage shed for hobbyists or added storage, a 40-foot parking space for an RV or camper with electrical hookups and water, and fully landscaped grounds offering privacy and charm. This multifunctional property is a rare gem in one of Clearwater’s most desirable locations, nestled within the historic Glenwood neighborhood. Whether you want a luxe home with unmatched character, an income stream, or both — this quadplex is the ultimate lifestyle and investment package.

Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)

Listing Agent: Katie Patterson (727-771-5660)

Remarks: Under contract-accepting backup offers. Welcome to a rare opportunity in the heart of Clearwater’s historic Glenwood neighborhood. Perfectly positioned directly across from Glenwood Park, this 3 bedroom, 3.5 bathroom home sits on an oversized double lot totaling an impressive .41 acres — an exceptional offering in one of Clearwater’s most charming and evolving neighborhoods. Surrounded by a beautiful mix of historic homes, thoughtfully renovated residences, and stunning new construction, Glenwood offers timeless character and a sense of place that is becoming harder to find. Mature trees, unique architecture, and a neighborhood rich with history create an atmosphere that feels both established and full of possibility. This property presents the opportunity to restore and reimagine a home with incredible character while creating something truly special. Whether your vision is preserving its historic charm, designing a luxury renovation, or blending classic architecture with modern finishes, the possibilities here are endless. Set on nearly half an acre, the oversized double lot provides space rarely found this close to everything — room to expand, create incredible outdoor entertaining areas, add a pool, or simply enjoy the privacy and scale of the property. Inside, the home offers generous living spaces and one feature that is almost unheard of in Florida — a basement. Ideal for storage, a workshop, fitness area, game room, wine room, or additional flexible space, this rare amenity makes this property truly stand apart. Even better, the home is located in Flood Zone X, offering added peace of mind with no required flood insurance. Enjoy an unbeatable location just minutes from everything that makes Pinellas County so desirable — only 5 minutes to vibrant Downtown Dunedin and approximately 10 minutes to world-famous Clearwater Beach. Spend your days enjoying local restaurants, breweries, waterfront parks, festivals, shopping, and endless coastal activities. Historic character, a rare basement, an oversized .41-acre double lot, and an incredible location — 615 N Glenwood Ave is ready for its next chapter and waiting for someone to bring their vision to life.

Listing is courtesy of: KATIE DUCHARME REALTY, LLC (727-492-8490)

Listing Agent: Katie Ducharme Procissi (727-492-8490)