4448 Sailmaker Circle, Chattanooga, TN 37416 (MLS# 1532279)

4448 Sailmaker Circle, Chattanooga, TN 37416

$1,149,000
Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 5,249 Lot Size (sq. ft.): 15,246 Status: Active
Current Price: $1,149,000 List Date: 7/01/2026 Last Modified: 10/12/2026

Overview

Description

180° CHICKAMAUGA LAKE VIEWS • MAIN-LEVEL PRIMARY SUITE • SEPARATE LOWER-LEVEL LIVING • GATED WINDWARD POINTE Come for the lake views. Stay for the possibilities. At 4448 Sailmaker Circle, panoramic views of Chickamauga Lake frame everyday life–from morning coffee on a covered porch to dinner with friends overlooking the water. This home offers room to gather and space to retreat within Chattanooga's gated Windward Pointe community. Expansive windows bring the scenery into the open living and dining areas, while covered porches across two levels create inviting outdoor spaces for relaxing and entertaining. The kitchen anchors it all with an eight-burner Thor gas range, griddle, double ovens, oversized island, custom cabinetry, new refrigerator, and wine cooler. The main-level primary suite features a sitting area, spacious en-suite bathroom, and direct patio access. Upstairs, additional bedrooms, two full bathrooms, and a generous bonus room provide flexible space for g …

Supplements: The lower level is truly a home within a home, complete with its own full kitchen, living room, bedroom, office, laundry room, and private covered patio. Ideal for multigenerational living, extended-stay guests, or an extraordinary entertainment space, this thoughtfully designed level offers endless possibilities. Additional highlights include a t …

Listing Details MLS# 1532279

General Property Information

Bedrooms Total
5
Stories
2
Rooms Total
13
Bathrooms Total
6
Bathrooms Full
5
Bathrooms Half
Yes
Above Grade Finished Area
3624
Below Grade Finished Area
1625
Living Area
5249
Living Area Source
Tax Records
Enhanced Accessible
Yes
Year Built
2005
ADU YN
No
STVR YN
No
New Construction YN
No
Builder's Warranty YN
No
Home Warranty YN
No
Garage YN
Yes
Attached Garage YN
Yes
Garage Spaces
3
Carport YN
No
Lot Size Acres
0.35
Lot Size Square Feet
15246
Lot Size Dimensions
216.73X70.18
Association YN
Yes
Association Fee
141
Association Fee Frequency
Monthly
View YN
Yes
Waterfront YN
No
Basement YN
Yes
Fireplace YN
Yes
Spa YN
Yes
Senior Community YN
No
Green Features YN
No
Sign On Property YN
Yes
List Price/SqFt
218.9

Property Features

Accessibility Features: Accessible Bedroom; Accessible Central Living Area; Accessible Closets; Accessible Entrance; Accessible Hallway(s); Accessible Kitchen; Accessible Kitchen Appliances; Accessible Washer/Dryer Appliances: Convection Oven; Dishwasher; Disposal; Double Oven; Exhaust Fan; Free-Standing Electric Range; Free-Standing Gas Range; Free-Standing Refrigerator; Gas Range; Instant Hot Water; Microwave; Oven; Range Hood; Refrigerator; Self Cleaning Oven; Stainless Steel Appliance(s); Tankless Water Heater; Vented Exhaust Fan; Water Heater; Wine Refrigerator Association Amenities: Gated Attic Features: Storage Only; Walk-In Attic Basement: Finished; Full Community Features: Gated; Lake; Sidewalks; Street Lights Construction Materials: Brick; Cement Siding; Stucco Cooling: Ceiling Fan(s); Central Air; Electric; Multi Units Exterior Features: Garden; Lighting; Rain Gutters; Smart Camera(s)/Recording Fencing: None Fireplace Features: Basement; Gas Log; Living Room Flooring: Carpet; Hardwood; Luxury Vinyl; Tile Foundation Details: Block; Brick/Mortar; Concrete Perimeter; Permanent; Slab Heating: Central; Natural Gas Interior Features: Bookcases; Breakfast Bar; Breakfast Room; Built-in Features; Ceiling Fan(s); Chandelier; Connected Shared Bathroom; Crown Molding; Double Closets; Double Vanity; Eat-in Kitchen; En Suite; Entrance Foyer; Granite Counters; High Ceilings; High Speed Internet; In-Law Floorplan; Kitchen Island; Natural Woodwork; Open Floorplan; Primary Downstairs; Recessed Lighting; Separate Dining Room; Separate Shower; Sitting Area; Soaking Tub; Storage; Tub/shower Combo; Vaulted Ceiling(s); Walk-In Closet(s); Whirlpool Tub; Wired for Sound Laundry Features: Electric Dryer Hookup; In Basement; Laundry Room; Lower Level; Main Level; Multiple Locations; Sink; Washer Hookup; See Remarks Levels: Three Or More Listing Terms: Cash; Conventional; VA Loan Lot Features: Back Yard; Cleared; Corner Lot; Few Trees; Garden; Gentle Sloping; Landscaped; Sloped; Sloped Down; Sprinklers In Front; Sprinklers In Rear; Views Parking Features: Circular Driveway; Concrete; Driveway; Garage; Garage Door Opener; Garage Faces Front; Kitchen Level; Paved Patio And Porch Features: Covered; Deck; Front Porch; Patio; Porch; Porch – Covered; Rear Porch Pool Features: None Possession: Close Of Escrow Property Condition: Updated/Remodeled Road Frontage Type: City Street Road Surface Type: Paved Roof: Asphalt; Shingle Security Features: Gated Community; Security Fence; Security Gate; Smoke Detector(s) Sewer: Public Sewer Spa Features: Above Ground; Heated; Private Special Listing Conditions: Standard Structure Type: House Utilities: Cable Connected; Electricity Connected; Natural Gas Connected; Phone Available; Sewer Connected; Water Connected; Underground Utilities View: Beach; Lake; Marina; Mountain(s); Panoramic; River; Water Water Source: Public Waterfront Features: Beach Front; Lake; Lake Privileges; River Access Window Features: Insulated Windows; Shutters Room Types: Bathroom; Bedroom; Bonus Room; Dining Room; Great Room; Kitchen; Laundry; Living Room; Office; Primary Bathroom; Primary Bedroom; Sunroom Documents: TN Prop Cond Disc or Exempt

Contract Information

Listing Contract Date
2026-04-10
Auction YN
No
Equitable Ownership Interest Listing
No
Property Sub Type
Single Family Residence
Office Exclusive
No
Occupant Type
Owner

Location Tax and Legal

Street Number
4448
Street Name
Sailmaker
Street Suffix
Circle
County
Hamilton
State
TN
Postal Code
37416
Subdivision Name
Windward Pointe
MLS Area Major
Chattanooga

Remarks and Miscellaneous

Public Remarks
180° CHICKAMAUGA LAKE VIEWS • MAIN-LEVEL PRIMARY SUITE • SEPARATE LOWER-LEVEL LIVING • GATED WINDWARD POINTE Come for the lake views. Stay for the possibilities. At 4448 Sailmaker Circle, panoramic views of Chickamauga Lake frame everyday life–from morning coffee on a covered porch to dinner with friends overlooking the water. This home offers room to gather and space to retreat within Chattanooga's gated Windward Pointe community. Expansive windows bring the scenery into the open living and dining areas, while covered porches across two levels create inviting outdoor spaces for relaxing and entertaining. The kitchen anchors it all with an eight-burner Thor gas range, griddle, double ovens, oversized island, custom cabinetry, new refrigerator, and wine cooler. The main-level primary suite features a sitting area, spacious en-suite bathroom, and direct patio access. Upstairs, additional bedrooms, two full bathrooms, and a generous bonus room provide flexible space for guests, hobbies, or working from home. A standout feature is the separate lower-level living space, complete with a full kitchen, living room, bedroom, office, laundry room, and private covered patio. Whether you need room for extended family, visiting guests, or a dedicated entertaining level, this layout offers exceptional flexibility. A two-car garage on the main level and separate one-car garage below add convenience, along with abundant storage throughout. Residents enjoy community lake access for kayaking, paddleboarding, swimming, and time by the water, with downtown Chattanooga, shopping, dining, and multiple marinas within convenient reach. The sellers have also completed repairs identified during a prior home inspection, replaced a portion of the roof, and obtained a professional stucco inspection confirming genuine stucco rather than EIFS. Schedule your private showing to experience the lake views, explore the separate living spaces, and see how this home could fit your next chapter.
Directions
Highway 153 go North on Highway 58. At the 3rd Traffic Light turn left on Webb Road, go approximately 1.3 miles to left at the Windward Pointe gated Entrance. Code for gate will be give with approved showings.

Status Change Information

Major Change Timestamp
2026-09-10T19:37:45Z
Major Change Type
Price Reduced
Price Change Timestamp
2026-09-10T19:37:45Z
Status Change Timestamp
2026-07-01
Back on Market Date
2026-06-20

More Information

Additional Association Fees

Initiation Fee Y/N
No
Maintenance Fee YN
No
Other Fees YN
No

Fireplace Features

Fireplaces Total
2

License Number Info

Listing Agent’s State of Licensure
TN
Listing Agent’s License Number
351594
Listing Office’s State of Licensure
TN
Listing Office’s License Number
259621
Co-Listing Agent's State of Licensure
TN
Co-Listing Agent's License Number
327399
Co-Listing Office State of Licensure
TN
Co-Listing Office License Number
259621

Room Types

Bathroom Level
First
Bedroom Level
Second
Bonus Room Level
Second
Dining Room Level
First
Great Room Level
First
Kitchen Level
First
Laundry Level
First
Living Room Level
Basement
Office Level
Basement
Primary Bathroom Level
First
Primary Bedroom Level
First
Sunroom Level
First

Room Information

Room Name Level
Great Room First
Dining Room First
Kitchen First
Primary Bedroom First
Primary Bathroom First
Laundry First
Sunroom First
Bathroom First
Bedroom Second
Bedroom Second
Bathroom Second
Bathroom Second
Bonus Room Second
Living Room Basement
Kitchen Basement
Bedroom Basement
Bathroom Basement
Office Basement
Bonus Room Basement
Listing Office: Real Estate Partners Chattanooga LLC
Last Updated: October – 12 – 2026
Information deemed reliable but not guaranteed.