Location: Country Club Add, Clearwater
Do Not Show Listings
320 N BETTY LN, CLEARWATER, FL 33755
$799,99911 Days on yellowkey MLS ID: TB8510090
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3224 Built: 1937 Tax: $7,772 (2025)Community: Country Club AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,772
Elementary School: Sandy Lane Elementary-PN
High School: Clearwater High-PN
Tax Year: 2025
Middle School: Dunedin Highland Middle-PN
Remarks: This extraordinary 1937 Colonial is a rare opportunity to own a truly one-of-a-kind property where timeless craftsmanship, historic character, and modern versatility come together seamlessly. Overlooking picturesque golf course views, the main residence features 4 bedrooms, 2.5 bathrooms, original hardwood floors, custom-crafted woodwork and finishing, historic picture rail molding and multiple wood-burning fireplaces that showcase the home’s classic charm. The updated kitchen blends style and function with marble countertops, stainless steel appliances, soft-close cabinetry, and recessed lighting. Upstairs, the spacious primary suite includes a private en suite bath and fireplace, while two additional bedrooms share a traditional Jack-and-Jill bathroom. Outside, a majestic mature Live Oak anchors the expansive backyard, complemented by a circular driveway, patio pavers, storage shed, and oversized side driveway with room for a boat or RV. Adding exceptional value is the highly sought-after detached guest residence featuring a spacious living area, large bedroom with walk-in closet, full bathroom, and kitchenette. Ideal for multigenerational living, guest accommodations, a private office, long-term rental income, or short-term rental potential, this flexible space offers multiple exit strategies rarely found in today’s market. Blending architectural elegance with modern updates and income-producing potential, this remarkable Colonial stands in a class of its own. See attachments and/or reach out to listing agent for additional details and numbers regarding all possible income producing avenues.
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: Hunter Floyd (860-389-3928)
416 N WASHINGTON AVE, CLEARWATER, FL 33755
$409,00018 Days on yellowkey MLS ID: TB8507652
0 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1375 Built: 1983 Tax: $7,855 (2025)Community: Country Club AddSingle Family
Taxes:$7,855
Elementary School: None
High School: None
Middle School: None
Remarks: This charming home in the Country Club Estates boasts 3 bedrooms, 2 bathrooms, and a 1-car garage. Nestled on a peaceful, dead-end street near downtown Clearwater and the Clearwater Country Club, this home offers a serene retreat. Wake up each day to the beauty of the lush, tropical landscaping and exotic gardens visible from the back deck and the lovely screened porch, which is accessible from both the family room and the master bathroom. A private outdoor shower makes washing off the beach sand a breeze. The family room and two bonus rooms provide plenty of space for all your needs. The spacious living room flows seamlessly into the kitchen and family room, creating an inviting atmosphere. Two bonus rooms offer endless possibilities for an office, library, study, or game room. The master bedroom features a walk-in closet, while a hall linen closet provides additional storage. The spacious garage includes a washer and dryer and has plenty of room for storage. This home is ideal for a family, for use as a short term, or long-term income property. The block construction ensures durability. Beaches are within a short bike ride. This home is just a quick ten-minute drive to the world-famous Clearwater Beach and Downtown Dunedin.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Michael Feola (850-419-1395)
1175 JACKSON RD, CLEARWATER, FL 33755
$1,100,000228 Days on yellowkey MLS ID: O6352514
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2000 Built: 1925 Tax: $6,426 (2024)Community: Country Club AddSingle Family
Taxes:$6,426
Tax Year: 2024
Remarks: Historic Clearwater This home has a 1.1 Million dollar appraisal Great AIr BB potential 100 year old renovated Spanish Revival property at Motivated Sellers Great AIRBB potential 14 thousand gallon new salt water pool, with 8 person Spa The home features 4 bedrooms, 2 baths with glass shower enclosures A Kitchen and Butlers Pantry: 3 refrigerators 2 full size sinks professional quality ice maker Granite countertops Maple cabinets including spice racks, kitchen mixer stand, kitchen step ladder and knife drawer Chef quality FISHER PAYKAL appliances with range hood Under counter and in cabinet lighting The living original fireplace has been restored All bedroom, kitchen and living room floors are real wood with 9’ ceilings Bathroom floors are Marble Dining room has a 16’ ceiling banked with windows Marble floor Minka Ceiling Fans 600 sq feet master bedroom, to a mother in law suite, or a family room with a wall of floor to ceiling windows and French doors Marble floors Shower has terrazzo walls and sitting bench All windows and doors are hurricane rated and have custom wood Plantation shutters A lush backyard provides mature palm trees, bamboo and Plumeria 3 fountains A new Island Way Pool 14,000 gallon in ground pool with a 14 x 5’ spa and 3 pool fountains State of the art lighting and mechanics Pool includes 2 state of the art pool alarms and locked self closing security gates. (Florida state law enacted October 2025) requires sales of (All ) homes with pools must have self closing state approved security gates and fences and pool alarms before property closing 6 foot wood fencing with 2 gates New pavered driveway allows for up to 5 cars Boat or small RV parking New Sewer New industrial gas lines allow for the addition of a house hold size Generator New HVAC and all Air ducts replaced Conveniently located near CLearwater Academy, 10 minutes to Clearwater beach and 5 minutes to THE SOUND A Historic MUST SEE
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1161 JACKSON RD, CLEARWATER, FL 33755
$529,900175 Days on yellowkey MLS ID: TB8454348
REDUCED by $5,100 (1.0%) on 04/05/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1565 Built: 1948 Tax: $8,081 (2025)Community: Country Club AddSingle Family
Taxes:$8,081
Remarks: NEW PRICE! Stunning fairy-tale pool home in popular and prestigious "Presidential Area" in the heart Clearwater. Yes, you will be living next to the new up and coming Downtown and just minutes from the beaches and shopping, but still feel tucked away in a little resort on your own. This is true Florida living. This beautiful home features an additional, independent pool home or in-law suite, a detached garage and wonderful manicured pool area, great for entertaining. Main home has been restored and maintained with many original features and a really gorgeous original wood floor, also professionally refinished (sooooo beautiful!!!) It features two spacious bedrooms, one full bath and a half bathroom. In addition it has a light and bright sunroom which can be used as an office, gym or as an extra guest room. Out back, you'll find the detached pool house/in-law guest suite, also featuring a full bath. Enjoy your Florida paradise also from your large, screened porch overlooking the sparkling SALTWATER POOL surrounded by a beautifully paved deck! A one-car detached garage and a long driveway provide ample parking spaces. Make sure to check out all photos. This is the house you have been waiting for! NON-FLOOD, NON-EVACUATION ZONE, NO HOA. New Roof.
Listing is courtesy of: GREAT HOMES REALTY INC (727-488-4825)
Listing Agent: Tomoko Ryan (310-729-8662)
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