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

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

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 ...

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.