4448 Sailmaker Circle, Chattanooga, TN 37416
$1,275,000
Property Type:
Residential
Bedrooms:
5
Baths:
6
Square Footage:
5,249
Lot Size (sq. ft.):
15,246
Status:
Active
Current Price:
$1,275,000
List Date:
4/10/2026
Last Modified:
4/14/2026
Overview
Description
...
(Read more)
Welcome to 4448 Sailmaker Circle--where luxury lake living meets convenience, privacy, and versatility.
Nestled in the exclusive, gated community of Windward Pointe, this exceptional 5-bedroom, 6-bath home captures sweeping 180-degree views of Chickamauga Lake from nearly every room. Enjoy private lake access along with a peaceful setting, all while being just minutes from downtown Chattanooga, top dining, shopping, and multiple marinas--truly the best of both worlds.
Designed for both everyday living and unforgettable entertaining, the heart of the home features a chef's kitchen equipped with an 8-burner Thor gas range with griddle and double ovens, new refrigerator, wine cooler, custom cabinetry, and an oversized island that naturally brings everyone together.
The open-concept living and dining areas are flooded with natural light, framed by expansive windows and seamless access to multiple covered porches on two levels--perfect for taking in the breathtaking lake views year-round.
The main-level primary suite offers a private retreat complete with a sitting area, spa-like en-suite bath, and direct patio access. Upstairs, you'll find 2 additional bedrooms, a bonus room, and two baths, providing comfort and space for everyone.
The lower level is a true standout--functioning as a full second home with its own kitchen, living room, bedroom, office, laundry room, and private covered patio. Ideal for multi-generational living, extended stays, or even separate guest quarters.
Additional highlights include a two-car garage on the main level, a separate lower-level 1 car garage, and ample storage for all your lake lifestyle needs.
Residents of Windward Pointe enjoy exclusive access to a private beach area perfect for paddleboarding, kayaking, or swimming--all within a quiet, well-maintained gated community.
This is more than a home--it's a lifestyle.
Listing Details MLS# 1532279
General Property Information
- Bedrooms Total
- 5
- Stories
- 3
- 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
- 242.9
- Deed Book
- 13307
- Deed Page
- 431
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:
Beach Access; Beach Rights; Gated
Attic Features:
Storage Only; Walk-In Attic
Basement:
Finished; Full
Community Features:
Gated; Lake; Sidewalks; Street Lights
Construction Materials:
Brick; Cement Siding
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
- Welcome to 4448 Sailmaker Circle--where luxury lake living meets convenience, privacy, and versatility. Nestled in the exclusive, gated community of Windward Pointe, this exceptional 5-bedroom, 6-bath home captures sweeping 180-degree views of Chickamauga Lake from nearly every room. Enjoy private lake access along with a peaceful setting, all while being just minutes from downtown Chattanooga, top dining, shopping, and multiple marinas--truly the best of both worlds. Designed for both everyday living and unforgettable entertaining, the heart of the home features a chef's kitchen equipped with an 8-burner Thor gas range with griddle and double ovens, new refrigerator, wine cooler, custom cabinetry, and an oversized island that naturally brings everyone together. The open-concept living and dining areas are flooded with natural light, framed by expansive windows and seamless access to multiple covered porches on two levels--perfect for taking in the breathtaking lake views year-round. The main-level primary suite offers a private retreat complete with a sitting area, spa-like en-suite bath, and direct patio access. Upstairs, you'll find 2 additional bedrooms, a bonus room, and two baths, providing comfort and space for everyone. The lower level is a true standout--functioning as a full second home with its own kitchen, living room, bedroom, office, laundry room, and private covered patio. Ideal for multi-generational living, extended stays, or even separate guest quarters. Additional highlights include a two-car garage on the main level, a separate lower-level 1 car garage, and ample storage for all your lake lifestyle needs. Residents of Windward Pointe enjoy exclusive access to a private beach area perfect for paddleboarding, kayaking, or swimming--all within a quiet, well-maintained gated community. This is more than a home--it's a lifestyle.
- 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
- 2026-04-10T13:37:15Z
- Major Change Type
- New Listing
- Status Change Timestamp
- 2026-04-10
More Information
Additional Association Fees
- Initiation Fee Y/N
- No
- Maintenance Fee YN
- No
- Other Fees YN
- No
Fireplace Features
- Fireplaces Total
- 2
- Basement
- Yes
- Gas Log
- Yes
- Living Room
- Yes
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
- Bathroom
- Yes
- Bedroom
- Yes
- Bonus Room
- Yes
- Dining Room
- Yes
- Great Room
- Yes
- Kitchen
- Yes
- Laundry
- Yes
- Living Room
- Yes
- Office
- Yes
- Primary Bathroom
- Yes
- Primary Bedroom
- Yes
- Sunroom
- Yes
Location, Tax, and Legal
- Parcel Number
- 120j D 006
- Elementary School
- Harrison Elementary
- Middle Or Junior School
- Brown Middle
- High School
- Central High School
- Tax Annual Amount
- 7764.15
- Tax Legal Description
- LT 39 WINDWARD POINTE SUB PB58 PG12 1
- Additional Parcels YN
- No
Accessibility Features
- Accessible Bedroom
- Yes
- Accessible Central Living Area
- Yes
- Accessible Closets
- Yes
- Accessible Entrance
- Yes
- Accessible Hallway(s)
- Yes
- Accessible Kitchen
- Yes
- Accessible Kitchen Appliances
- Yes
- Accessible Washer/Dryer
- Yes
Appliances
- Convection Oven
- Yes
- Dishwasher
- Yes
- Disposal
- Yes
- Double Oven
- Yes
- Exhaust Fan
- Yes
- Free-Standing Electric Range
- Yes
- Free-Standing Gas Range
- Yes
- Free-Standing Refrigerator
- Yes
- Gas Range
- Yes
- Instant Hot Water
- Yes
- Microwave
- Yes
- Oven
- Yes
- Range Hood
- Yes
- Refrigerator
- Yes
- Self Cleaning Oven
- Yes
- Stainless Steel Appliance(s)
- Yes
- Tankless Water Heater
- Yes
- Vented Exhaust Fan
- Yes
- Water Heater
- Yes
- Wine Refrigerator
- Yes
Association Amenities
- Beach Access
- Yes
- Beach Rights
- Yes
- Gated
- Yes
Attic Features
- Storage Only
- Yes
- Walk-In Attic
- Yes
Basement
- Finished
- Yes
- Full
- Yes
Community Features
- Gated
- Yes
- Lake
- Yes
- Sidewalks
- Yes
- Street Lights
- Yes
Construction Materials
- Brick
- Yes
- Cement Siding
- Yes
Exterior Features
- Garden
- Yes
- Lighting
- Yes
- Rain Gutters
- Yes
- Smart Camera(s)/Recording
- Yes
Fencing
- None
- Yes
Listing Terms
- Cash
- Yes
- Conventional
- Yes
- VA Loan
- Yes
Lot Features
- Back Yard
- Yes
- Cleared
- Yes
- Corner Lot
- Yes
- Few Trees
- Yes
- Garden
- Yes
- Gentle Sloping
- Yes
- Landscaped
- Yes
- Sloped
- Yes
- Sloped Down
- Yes
- Sprinklers In Front
- Yes
- Sprinklers In Rear
- Yes
- Views
- Yes
Possession
- Close Of Escrow
- Yes
Road Frontage Type
- City Street
- Yes
Road Surface Type
- Paved
- Yes
Sewer
- Public Sewer
- Yes
Special Listing Conditions
- Standard
- Yes
Utilities
- Cable Connected
- Yes
- Electricity Connected
- Yes
- Natural Gas Connected
- Yes
- Phone Available
- Yes
- Sewer Connected
- Yes
- Water Connected
- Yes
- Underground Utilities
- Yes
View
- Beach
- Yes
- Lake
- Yes
- Marina
- Yes
- Mountain(s)
- Yes
- Panoramic
- Yes
- River
- Yes
- Water
- Yes
Water Source
- Public
- Yes
Waterfront Features
- Beach Front
- Yes
- Lake
- Yes
- Lake Privileges
- Yes
- River Access
- Yes
Cooling
- Ceiling Fan(s)
- Yes
- Central Air
- Yes
- Electric
- Yes
- Multi Units
- Yes
Foundation Details
- Block
- Yes
- Brick/Mortar
- Yes
- Concrete Perimeter
- Yes
- Permanent
- Yes
- Slab
- Yes
Parking Features
- Basement
- Yes
- Circular Driveway
- Yes
- Concrete
- Yes
- Driveway
- Yes
- Garage
- Yes
- Garage Door Opener
- Yes
- Garage Faces Front
- Yes
- Kitchen Level
- Yes
- Paved
- Yes
Property Condition
- Updated/Remodeled
- Yes
Security Features
- Gated Community
- Yes
- Security Fence
- Yes
- Security Gate
- Yes
- Smoke Detector(s)
- Yes
Structure Type
- House
- Yes
Levels
- Three Or More
- Yes
Patio And Porch Features
- Covered
- Yes
- Deck
- Yes
- Front Porch
- Yes
- Patio
- Yes
- Porch
- Yes
- Porch - Covered
- Yes
- Rear Porch
- Yes
Pool Features
- None
- Yes
Spa Features
- Above Ground
- Yes
- Heated
- Yes
- Private
- Yes
Window Features
- Insulated Windows
- Yes
- Shutters
- Yes
Flooring
- Carpet
- Yes
- Hardwood
- Yes
- Luxury Vinyl
- Yes
- Tile
- Yes
Heating
- Central
- Yes
- Natural Gas
- Yes
Interior Features
- Bookcases
- Yes
- Breakfast Bar
- Yes
- Breakfast Room
- Yes
- Built-in Features
- Yes
- Ceiling Fan(s)
- Yes
- Chandelier
- Yes
- Connected Shared Bathroom
- Yes
- Crown Molding
- Yes
- Double Closets
- Yes
- Double Vanity
- Yes
- Eat-in Kitchen
- Yes
- En Suite
- Yes
- Entrance Foyer
- Yes
- Granite Counters
- Yes
- High Ceilings
- Yes
- High Speed Internet
- Yes
- In-Law Floorplan
- Yes
- Kitchen Island
- Yes
- Natural Woodwork
- Yes
- Open Floorplan
- Yes
- Primary Downstairs
- Yes
- Recessed Lighting
- Yes
- Separate Dining Room
- Yes
- Separate Shower
- Yes
- Sitting Area
- Yes
- Soaking Tub
- Yes
- Storage
- Yes
- Tub/shower Combo
- Yes
- Vaulted Ceiling(s)
- Yes
- Walk-In Closet(s)
- Yes
- Whirlpool Tub
- Yes
- Wired for Sound
- Yes
Laundry Features
- Electric Dryer Hookup
- Yes
- In Basement
- Yes
- Laundry Room
- Yes
- Lower Level
- Yes
- Main Level
- Yes
- Multiple Locations
- Yes
- Sink
- Yes
- Washer Hookup
- Yes
- See Remarks
- Yes
Roof
- Asphalt
- Yes
- Shingle
- Yes
Documents
- TN Prop Cond Disc or Exempt
- Yes
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: April - 14 - 2026
Information deemed reliable but not guaranteed.
TN Prop Cond Disc or Exempt ›