Welcome home where modern updates, exceptional living space, and an unbeatable Safety Harbor location come together in one remarkable home. Nestled on an oversized 0.28-acre lot in the desirable Winding Oaks community, this beautifully updated 4-bedroom, 2-bath residence offers a true 2,782 square feet of living space, including a fully finished, air-conditioned walkout basement connected to the main level by a striking spiral staircase.
Step inside to discover a spacious, open-concept floor plan filled with natural light and designed for both everyday living and entertaining. The heart of the home is the stunning, updated kitchen featuring an oversized granite island, abundant cabinetry, granite countertops, stainless steel appliances, and an expansive breakfast bar overlooking the inviting family room with its impressive stone wood-burning fireplace. Luxury vinyl plank flooring installed throughout the home in 2023 creates a seamless, contemporary look while adding durability and warmth.
The thoughtfully updated kitchen includes new granite countertops, refrigerator, range, microwave, dishwasher, garbage disposal, and additional upgrades completed in 2023, making it truly move-in ready. Both bathrooms also feature matching granite countertops, providing a cohesive and upscale finish throughout the home.
One of the home’s most unique features is the 740-square-foot finished walkout basement, offering incredible flexibility as a fourth bedroom, guest suite, home office, media room, fitness area, playroom, or multigenerational living space. An additional oversized storage room serves as the closet for the fourth bedroom and provides abundant space rarely found in homes throughout the area.
The spacious primary suite offers privacy and comfort, while the secondary bedrooms are generously sized with excellent natural light. Every room reflects the pride of ownership and extensive updates completed over the past several years.
Outdoor living is equally impressive. Step outside to the expansive screened-in covered deck, creating an incredible extension of the living space and the perfect setting for morning coffee, outdoor dining, or relaxing while overlooking the very large fenced backyard. The irrigation system is supplied by a private well featuring a brand-new deep well pump installed in July 2026, helping maintain the lush landscaping while reducing water costs.
Additional recent improvements include:
• New downstairs AC (2026)
• New upstairs AC (2023)
• New roof (2015)
• Luxury vinyl plank flooring (2023)
• Granite countertops throughout (2023)
• New refrigerator, range, microwave, dishwasher, and garbage disposal (2023)
Location is everything, and this home delivers. Enjoy the convenience of being walking or golf-cart distance to charming downtown Safety Harbor, with its award-winning restaurants, boutiques, festivals, marina, and waterfront parks. You’re also just one mile from the iconic Safety Harbor Pier and only moments from the Safety Harbor Community Center, waterfront parks, top-rated schools, Philippe Park, Tampa International Airport, beautiful Gulf beaches, and major commuter routes.
With extensive updates, an exceptionally rare finished basement, an oversized lot, an incredible outdoor living space, and one of the most desirable locations in Pinellas County, this home offers a lifestyle that is truly difficult to duplicate. This is your opportunity to own one of Safety Harbor’s most distinctive homes.
Step inside to discover a spacious, open-concept floor plan filled with natural light and designed for both everyday living and entertaining. The heart of the home is the stunning, updated kitchen featuring an oversized granite island, abundant cabinetry, granite countertops, stainless steel appliances, and an expansive breakfast bar overlooking the inviting family room with its impressive stone wood-burning fireplace. Luxury vinyl plank flooring installed throughout the home in 2023 creates a seamless, contemporary look while adding durability and warmth.
The thoughtfully updated kitchen includes new granite countertops, refrigerator, range, microwave, dishwasher, garbage disposal, and additional upgrades completed in 2023, making it truly move-in ready. Both bathrooms also feature matching granite countertops, providing a cohesive and upscale finish throughout the home.
One of the home’s most unique features is the 740-square-foot finished walkout basement, offering incredible flexibility as a fourth bedroom, guest suite, home office, media room, fitness area, playroom, or multigenerational living space. An additional oversized storage room serves as the closet for the fourth bedroom and provides abundant space rarely found in homes throughout the area.
The spacious primary suite offers privacy and comfort, while the secondary bedrooms are generously sized with excellent natural light. Every room reflects the pride of ownership and extensive updates completed over the past several years.
Outdoor living is equally impressive. Step outside to the expansive screened-in covered deck, creating an incredible extension of the living space and the perfect setting for morning coffee, outdoor dining, or relaxing while overlooking the very large fenced backyard. The irrigation system is supplied by a private well featuring a brand-new deep well pump installed in July 2026, helping maintain the lush landscaping while reducing water costs.
Additional recent improvements include:
• New downstairs AC (2026)
• New upstairs AC (2023)
• New roof (2015)
• Luxury vinyl plank flooring (2023)
• Granite countertops throughout (2023)
• New refrigerator, range, microwave, dishwasher, and garbage disposal (2023)
Location is everything, and this home delivers. Enjoy the convenience of being walking or golf-cart distance to charming downtown Safety Harbor, with its award-winning restaurants, boutiques, festivals, marina, and waterfront parks. You’re also just one mile from the iconic Safety Harbor Pier and only moments from the Safety Harbor Community Center, waterfront parks, top-rated schools, Philippe Park, Tampa International Airport, beautiful Gulf beaches, and major commuter routes.
With extensive updates, an exceptionally rare finished basement, an oversized lot, an incredible outdoor living space, and one of the most desirable locations in Pinellas County, this home offers a lifestyle that is truly difficult to duplicate. This is your opportunity to own one of Safety Harbor’s most distinctive homes.
Property Details
Price:
$749,900
MLS #:
TB8533653
Status:
Active
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDING OAKS – PH I
Neighborhood:
34695safetyharbor
Listed Date:
Jul 29, 2026
Finished Sq Ft:
2,782
Total Sq Ft:
3,683
Lot Size:
12,114 sqft / 0.28 acres (approx)
Year Built:
1993
See this Listing
Schools
Elementary School:
Safety Harbor Elementary-PN
Middle School:
Safety Harbor Middle-PN
High School:
Countryside High-PN
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Luxury Vinyl, Tile
Heating
Central, Electric
Interior Features
Built-in Features, Ceiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Thermostat
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Attached Garage YN
1
Construction Materials
Block, Vinyl Siding, Wood Frame
Covered Spaces
2
Direction Faces
South
Exterior Features
Irrigation System, Lighting, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors
Fencing
Wood
Garage Spaces
2
Parking Features
Garage Door Opener
Patio And Porch Features
Covered, Rear Porch, Screened
Roof
Shingle
Financial
Tax Year
2025
Taxes
$6,325
Map
Community
- Address859 HARBOR HILL DRIVE SAFETY HARBOR FL
- SubdivisionWINDING OAKS – PH I
- CitySAFETY HARBOR
- CountyPinellas
- Zip Code34695
Subdivisions in SAFETY HARBOR
- BAY TOWNE
- BAY TOWNE WEST
- BAY WOODS UNIT III
- BAY WOODS-UNIT I
- BAYFRONT MANOR
- BEACON PLACE EAST UNIT ONE
- BRIAR CREEK MOBILE HOME COMMUNITY I CONDO
- BRIAR CREEK MOBILE HOME COMMUNITY II CONDO
- BRIARWOOD
- BRIDGEPORT ESTATES
- CHEVY CHASE CONDO
- CHEVY CHASE ESTATES PH TWO
- COUNTRY VILLAS
- COUNTRY VILLAS-UNIT TWO
- CREEKSIDE SUB
- CYPRESS KNOLL
- CYPRESS TRACE
- CYPRESS TRACE NORTH CONDO
- DE SOTO ESTATES
- EDGE WATER RESERVE
- ESPIRITU SANTO SPGS
- FIFTH AVE VILLAS & TWNHMS
- GEORGETOWN EAST
- GRAY & BUSHA SUB
- GREEN SPGS
- HARBOR HEIGHTS ESTATES
- HARBOR HIGHLANDS
- HARBOR LAKE INDUST PARK
- HARBOR OAKS ESTATES
- HARBOR OAKS OFFICE PARK CONDO
- HARBOR WOODS VILLAGE 2ND ADD
- HUNTINGTON ISLES
- HUNTINGTON OFFICE PARK
- HUNTINGTON TRAILS PH 1
- IRON AGE STREET
- LA FOREST AT GREEN SPGS THE GROVE
- LINCOLN HEIGHTS
- LINCOLN HIGHLANDS
- LINCOLN HIGHLANDS REP
- LOS ARCOS
- LOS PRADOS CONDO
- LOVERS OAK CONDO
- M & M INDUST PARK CONDO
- MIRA MAR TERRACE
- NORTH BAY HILLS
- NORTH BAY HILLS FIRST ADD UNIT ONE
- NORTH BAY HILLS FIRST ADD UNIT THREE
- NORTH BAY HILLS REP
- NORTHWOOD EAST
- OAK HAVEN ESTATES
- OLD HARBOR PLACE
- PHILIPPE BAY
- PHILIPPE POINTE
- PHILLIPPE WOODS
- RAINBOW FARMS
- RESIDENCES AT HARBOUR POINTE WEST CONDO
- SAFETY HARBOR HEIGHTS
- SANDAL COVE CONDO
- SEMINOLE PARK REV
- SOUTH GREEN SPGS REP
- SOUTH GREEN SPGS REP OF BLKS 3 4 28 29 30 31 32
- SPRING PARK REV
- TANGELO GROVE VILLAGE
- VILLAGE OF SAFETY HARBOR
- WASHINGTON-BRENNAN SUB
- WASHINGTONS SUB
- WATER VIEW HEIGHTS
- WEATHERSTONE
- WEST GREEN SPGS
- WEST GREEN SPRINGS
- YORKTOWN AT BEACON PLACE
Market Summary
Current real estate data for Single Family in SAFETY HARBOR as of Aug 10, 2026
72
Single Family Listed
103
Avg DOM
425
Avg $ / SqFt
$988,196
Avg List Price
Property Summary
- Located in the WINDING OAKS – PH I subdivision, 859 HARBOR HILL DRIVE SAFETY HARBOR FL is a Single Family for sale in SAFETY HARBOR, FL, 34695. It is listed for $749,900 and features 4 beds, 2 baths, and has approximately 2,782 square feet of living space, and was originally constructed in 1993. The current price per square foot is $270. The average price per square foot for Single Family listings in SAFETY HARBOR is $425. The average listing price for Single Family in SAFETY HARBOR is $988,196. To schedule a showing of MLS#tb8533653 at 859 HARBOR HILL DRIVE in SAFETY HARBOR, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of CHARLES RUTENBERG REALTY INC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 859 HARBOR HILL DRIVE
SAFETY HARBOR, FL
