Location: Shadow Lawn, Clearwater
Do Not Show Listings
2027 PINECREST WAY, CLEARWATER, FL 33755
$499,90023 Days on yellowkey MLS ID: TB8485332
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2426 Built: 1946 Tax: $9,994 (2024)Community: Shadow LawnSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,994
Elementary School: Dunedin Elementary-PN
High School: Dunedin High-PN
Tax Year: 2024
Middle School: Dunedin Highland Middle-PN
Remarks: Under contract-accepting backup offers. Land like this has become increasingly rare. Located in north Clearwater just four blocks from the Dunedin city line, this oversized property presents a distinctive opportunity for homeowners, builders, or investors seeking space and flexibility in a highly desirable location. The property features a 3-bedroom, 2-bath, 2-car garage classic Florida residence offering approximately 2,400 square feet of heated living space. Inside, spacious rooms, two fireplaces, and solid construction provide a strong foundation for restoration, expansion, or thoughtful redesign. One of the bedrooms includes its own private entrance, offering convenient access for guests, extended family, or a potential private suite. Beyond the home itself, the scale of the property opens the door to several possibilities. The site may allow for subdivision into multiple buildable parcels, the creation of larger estate-style homesites, or a plan that incorporates renovation of the existing residence while adding new construction. Buyers are encouraged to explore these possibilities with the appropriate professionals. Set among tree-lined streets, historic homes, and golf-cart-friendly roads, the setting reflects the character that makes this area so sought after. Downtown Dunedin, Mease Dunedin Hospital, the Pinellas Trail, marinas, waterfront dining, parks, Honeymoon Island, and Clearwater Beach are all just minutes away. For those looking for a property that combines location, space, and long-term potential, this is one that deserves careful consideration.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Erin Gwillim (727-409-1089)
2024 OAKDALE WAY, CLEARWATER, FL 33755
$425,700138 Days on yellowkey MLS ID: TB8448414
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1932 Tax: $6,208 (2024)Community: Shadow LawnSingle Family
Taxes:$6,208
Elementary School: None
High School: None
Middle School: None
Remarks: This home QUALIFIES FOR A 4.59% RATE FOR THE FIRST 7 YEARS – Ask for details!! Tucked into an X FLOOD ZONE, this charming 2 Bed, 1 Bath (Main House) bungalow offers a rare combination of character, flexibility, and opportunity—complete with a fully finished 1/1 studio ADU (Mother-In-Law Suite/Apt) that opens the door to so many possibilities. From the moment you step onto the welcoming front porch, there’s a sense of timelessness—where classic design and enduring craftsmanship come together. Inside, the home is filled with warmth and personality, highlighted by rich wood trim, HIGH BASEBOARDS, CROWN MOLDING, and original-style details that give the space its unique identity. ENGINEERED HARDWOOD FLOORS run throughout, while natural light pours in, enhancing the inviting feel. At the heart of the home, a cozy WOOD-BURNING FIREPLACE creates the perfect setting to relax and unwind. The dining room, wrapped in windows, offers a bright and airy space that easily transitions from everyday meals to entertaining. Just beyond, the kitchen blends function and charm with warm wood cabinetry, updated counters, STAINLESS STEEL APPLIANCES, and a layout designed to make daily living effortless. Important updates have already been taken care of, including UPDATED WINDOWS (2023), NEWER ROOF (2023), ELECTRIC WATER HEATER, and a stackable washer/dryer—allowing you to enjoy the home with confidence. Both bedrooms are peaceful and light-filled, while the bathroom maintains the home’s classic appeal with traditional tilework. AND THE REAL BONUS – a FINISHED ACCESSORY DWELLING UNIT (ADU) set just behind the main home. This private space offers incredible versatility—use it as a 3rd bedroom w/2nd bath, a guest retreat, in-law suite, home office, or even explore rental income potential. With vaulted ceilings, a kitchenette, and UPGRADED SLIDERS leading to its own PRIVATE PATIO AREA, it feels like a retreat all on its own. And when it comes to location, it’s hard to beat. You’re just a 4-minute drive to Main St in Downtown Dunedin, about 30 minutes to Tampa International Airport (TPA), 25 minutes to St. Pete–Clearwater Airport (PIE), and less than 15 minutes to Clearwater Beach. Plus, you’re close to shopping, grocery stores, cafes, and everything you need day-to-day. OLD-WORLD CHARM MODERN-DAY COMFORT ENDLESS OPPORTUNITY Whether you're looking for a place to call home, a flexible living setup, or added income potential—this property delivers on all fronts
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Donna Hastings (727-228-2198)
1235 IDLEWILD DR, CLEARWATER, FL 33755
$350,000 MLS ID: TB8449750
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1068 Built: 1935Community: Shadow LawnSingle Family
Taxes:
Tax Year:
Remarks: Discover the charm of this delightful older Florida home that perfectly blends character with convenience in a prime Clearwater location. This cozy two-bedroom, one-bathroom residence sits proudly on an oversized lot spanning nearly .19 of an acre, offering plenty of space to breathe and grow. Step inside to find a welcoming living room anchored by a wood-burning fireplace, perfect for those rare chilly Florida evenings. The spacious kitchen flows into a dedicated dining room, while a bright sunroom provides an ideal spot for morning coffee or evening relaxation. The thoughtful layout maximizes every square foot while maintaining that authentic Florida home feel. Home roof was replaced in 2019. The real showstopper lies in the incredible garage situation – you'll find not one but two separate garage spaces. The standard single garage is accompanied by an impressive oversized two-car garage measuring 35 x 24, creating endless possibilities for workshops, storage, or recreational vehicle parking. This setup welcomes boats, recreational vehicles, and work vehicles with open arms. Golf cart enthusiasts will appreciate the easy access to downtown Dunedin, where a vibrant street scene awaits with diverse restaurants, unique shops, and marina activities. The neighborhood offers that perfect blend of suburban tranquility and urban accessibility. Located near Edgewater Drive Park, outdoor recreation is literally around the corner. This property represents an excellent opportunity for buyers seeking character, space, and flexibility in a well-connected Clearwater neighborhood. Whether you're downsizing, starting out, or looking for a unique investment opportunity, this home delivers on multiple fronts.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Sandy Papadakis (727-463-7653)
2028 N BETTY LN, CLEARWATER, FL 33755
$355,000 MLS ID: TB8467089
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1004 Built: 1963Community: Shadow LawnSingle Family
Remarks: This beautifully remodeled 2-bedroom, 1-bath home features a spacious flex room—perfect for a home office, fitness room, or additional living space. Ideally located to enjoy the best of the Florida lifestyle, you’re within walking distance to the Pinellas Trail, just minutes from downtown Dunedin and Clearwater, and a short drive to world-famous Clearwater Beach. It’s rare to find this much wow factor in a home of this size. The stunning kitchen showcases high-end charcoal marble countertops and Samsung stainless steel appliances, while the expansive bathroom suite impresses with a double vanity and a luxurious wet room. Recent upgrades in 2021/2022 include remodeled kitchen, bathroom, new impact windows throughout, new HVAC, a new electrical panel, luxury vinyl plank flooring, fresh interior and exterior paint, plus much more. Roof is 2017. This move-in-ready gem won’t last long. Schedule your private showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Jamie Devine Brown, Pa (727-259-8953)
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