4388 Sailmaker Circle, Chattanooga, TN 37416 (MLS# 1514700)

4388 Sailmaker Circle, Chattanooga, TN 37416

$1,600,425

Morning Kitchen on Second Level - Convenient for Extended Stay Guests

Windward Pointe Community Beach & Boat R

2022_07_July_Chattanooga_Airport_0002 (1

Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 4,558 Lot Size (sq. ft.): 13,433 Status: Closed

Current Price: $1,600,425 List Date: 12/09/2025 Last Modified: 12/09/2025

Overview

Description

Step into a lifestyle defined by ease and unforgettable vistas. Perched above the big deep water of Chickamauga Lake, this masterfully designed five-bedroom, five-and-a-half-bath residence captures the essence of sophisticated living in one of Chattanooga's most coveted gated waterfront communities, Windward Pointe. Just twenty minutes from Scenic City downtown Chattanooga yet a world away tucked into this private and established Tennessee River enclave. With almost 5000 square feet of meticulously crafted interior space, 3400 of it on the main level! -and an additional 1,000+ square feet of covered outdoor living — every corner of this home is an invitation to relax, entertain or simply savor the good life. Expansive walls of glass pull in panoramic water views from nearly every angle. Step inside, where chiseled travertine tile and soaring 18 foot ceilings set the tone for a home steeped in refined detail, meaningful upgrades and well executed updates. The heart of the home is t ... (Read more)

Supplements: suite is a private retreat, designed to restore and inspire. Wake each morning to the quiet dance of herons over the river or soft sound of the waterfall from your private pool, through a full wall of windows. The spa-inspired en suite bath features dual vanities, a jetted soaking tub, and a generous walk-in shower, every element selected to elevat ... (Read more)

Listing Details MLS# 1514700

General Property Information

Bedrooms Total: 5
Stories: 2
Bathrooms Total: 6
Bathrooms Full: 5
Bathrooms Half: Yes
Above Grade Finished Area: 4558
Above Grade Finished Area Source: Appraiser
Living Area: 4558
Living Area Source: Appraiser
Enhanced Accessible: No
Year Built: 2008
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: 0.3084
Lot Size Square Feet: 13433
Lot Size Dimensions: 100.0X133.66
Association YN: Yes
Association Fee: 1600
Association Fee Frequency: Annually
View YN: Yes
Waterfront YN: No
Basement YN: No
Fireplace YN: Yes
Spa YN: Yes
Senior Community YN: No
Sign On Property YN: No
List Price/SqFt: 367.49
Sold Price/SqFt: 351.12
Deed Book: 12720
Deed Page: 454

Property Features

Appliances: Bar Fridge; Dishwasher; Disposal; Double Oven; Free-Standing Gas Range; Gas Water Heater; Ice Maker; Microwave; Wine Refrigerator Association Amenities: Boating; Gated; Park; Picnic Area; Powered Boats Allowed Attic Features: Floored; Storage Only Community Features: Curbs; Fishing; Gated; Lake; Park Construction Materials: Brick; Stone; Stucco Brick and Stone Features: Partial Brick; Partial Stone Cooling: Central Air; Electric; Multi Units Exterior Features: Gas Grill; Lighting; Outdoor Grill; Rain Gutters Fencing: Fenced Fireplace Features: Family Room; Gas Log; Gas Starter; Outside Flooring: Hardwood; Tile Foundation Details: Brick/Mortar; Stone Heating: Central; Natural Gas Interior Features: Breakfast Room; Built-in Features; Ceiling Fan(s); Chandelier; Coffered Ceiling(s); Crown Molding; Double Shower; Double Vanity; Dumbwaiter; En Suite; Entrance Foyer; Granite Counters; High Ceilings; Open Floorplan; Primary Downstairs; Recessed Lighting; Separate Dining Room; Separate Shower; Sitting Area; Tub/shower Combo; Walk-In Closet(s); Wet Bar Laundry Features: Laundry Room; Main Level Levels: Two Listing Terms: Cash; Conventional; VA Loan Lot Features: Landscaped; Level; Sloped; Views Other Structures: None Parking Features: Garage; Garage Door Opener; Kitchen Level; Off Street Patio And Porch Features: Covered; Front Porch; Patio; Porch - Covered; Terrace Pool Features: Heated; Outdoor Pool; Private; Salt Water; Waterfall Possession: Close Of Escrow Property Condition: Updated/Remodeled Road Frontage Type: Private Road Road Responsibility: Private Maintained Road Road Surface Type: Paved Roof: Asphalt; Shingle Security Features: Gated Community; 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 Connected; Sewer Connected; Water Connected; Underground Utilities View: Lake; River; Trees/Woods Water Source: Public Waterfront Features: Lake; Lake Privileges; Navigable Water; River Access Window Features: Insulated Windows Room Types: Bathroom; Bedroom; Dining Room; Kitchen; Laundry; Living Room; Office; Primary Bathroom; Primary Bedroom; Other Room Documents: TN Prop Cond Disc or Exempt

Contract Information

Listing Contract Date: 2025-06-13
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: 4388
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: Step into a lifestyle defined by ease and unforgettable vistas. Perched above the big deep water of Chickamauga Lake, this masterfully designed five-bedroom, five-and-a-half-bath residence captures the essence of sophisticated living in one of Chattanooga's most coveted gated waterfront communities, Windward Pointe. Just twenty minutes from Scenic City downtown Chattanooga yet a world away tucked into this private and established Tennessee River enclave. With almost 5000 square feet of meticulously crafted interior space, 3400 of it on the main level! -and an additional 1,000+ square feet of covered outdoor living — every corner of this home is an invitation to relax, entertain or simply savor the good life. Expansive walls of glass pull in panoramic water views from nearly every angle. Step inside, where chiseled travertine tile and soaring 18 foot ceilings set the tone for a home steeped in refined detail, meaningful upgrades and well executed updates. The heart of the home is the great room -a spectacular gathering space open to the kitchen and wet bar with fireplace and large-scale windows leading out to the first of three covered patios all looking out to those stunning waterfront views. Imagine morning coffee on the terrace, the breeze off the river gently drifting in, or evenings spent unwinding in front of the fire as the sunset reflects off the water below. A spectacular outdoor space takes advantage of the view as well, with an outdoor kitchen, sparkling crystal clear pool, hot tub and extensive flagstone decking. The kitchen is a dream for the culinary enthusiast: furniture quality cabinetry, high-end appliances including a 48 inch Dacor gas range with double ovens and second prep space with wet bar. A casual dining space off the kitchen, bathed in natural light and framed by 180-degree views of the lake, makes every meal feel special. At the front of the home, a substantial formal dining room - filled with natural light. The main-level primary
Directions: Hwy 58 North, left on Webb Rd, left on Sailmaker into Windward Pointe.

Status Change Information

Major Change Timestamp: 2025-12-09T17:43:06Z
Major Change Type: Status Change
Price Change Timestamp: 2025-12-09T17:38:57Z
Status Change Timestamp: 2025-12-09
Under Contract Date: 2025-10-29
Close Date: 2025-12-09
Close Price: 1600425
Appraisal Waiver YN: No

More Information

Additional Association Fees

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

Fireplace Features

Fireplaces Total: 2
Family Room: Yes
Gas Log: Yes
Gas Starter: Yes
Outside: Yes

License Number Info

Listing Agent’s State of Licensure: TN
Listing Agent’s License Number: 258780
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: 338596
Co-Listing Office State of Licensure: TN
Co-Listing Office License Number: 259621

Room Types

Bathroom Level: First
Bedroom Level: First
Dining Room Level: First
Kitchen Level: First
Laundry Level: First
Living Room Level: First
Office Level: Second
Primary Bathroom Level: First
Primary Bedroom Level: First
Other Room Level: First
Bathroom: Yes
Bedroom: Yes
Dining Room: Yes
Kitchen: Yes
Laundry: Yes
Living Room: Yes
Office: Yes
Primary Bathroom: Yes
Primary Bedroom: Yes
Other Room: Yes

Location, Tax, and Legal

Parcel Number: 120j D 003
Elementary School: Harrison Elementary
Middle Or Junior School: Brown Middle
High School: Central High School
Tax Annual Amount: 12125.81
Tax Legal Description: LT 42 WINDWARD POINTE SUB PB58 PG12 1
Additional Parcels YN: No

Appliances

Bar Fridge: Yes
Dishwasher: Yes
Disposal: Yes
Double Oven: Yes
Free-Standing Gas Range: Yes
Gas Water Heater: Yes
Ice Maker: Yes
Microwave: Yes
Wine Refrigerator: Yes

Association Amenities

Boating: Yes
Gated: Yes
Park: Yes
Picnic Area: Yes
Powered Boats Allowed: Yes

Attic Features

Floored: Yes
Storage Only: Yes

Community Features

Curbs: Yes
Fishing: Yes
Gated: Yes
Lake: Yes
Park: Yes

Construction Materials

Brick: Yes
Stone: Yes
Stucco: Yes

Exterior Features

Gas Grill: Yes
Lighting: Yes
Outdoor Grill: Yes
Rain Gutters: Yes

Fencing

Fenced: Yes

Listing Terms

Cash: Yes
Conventional: Yes
VA Loan: Yes

Lot Features

Landscaped: Yes
Level: Yes
Sloped: Yes
Views: Yes

Other Structures

None: Yes

Possession

Close Of Escrow: Yes

Road Frontage Type

Private Road: Yes

Road Responsibility

Private Maintained Road: 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 Connected: Yes
Sewer Connected: Yes
Water Connected: Yes
Underground Utilities: Yes

View

Lake: Yes
River: Yes
Trees/Woods: Yes

Water Source

Public: Yes

Waterfront Features

Lake: Yes
Lake Privileges: Yes
Navigable Water: Yes
River Access: Yes

Cooling

Central Air: Yes
Electric: Yes
Multi Units: Yes

Foundation Details

Brick/Mortar: Yes
Stone: Yes

Parking Features

Garage: Yes
Garage Door Opener: Yes
Kitchen Level: Yes
Off Street: Yes

Property Condition

Updated/Remodeled: Yes

Security Features

Gated Community: Yes
Smoke Detector(s): Yes

Structure Type

House: Yes

Levels

Two: Yes

Patio And Porch Features

Covered: Yes
Front Porch: Yes
Patio: Yes
Porch - Covered: Yes
Terrace: Yes

Pool Features

Heated: Yes
Outdoor Pool: Yes
Private: Yes
Salt Water: Yes
Waterfall: Yes

Spa Features

Above Ground: Yes
Heated: Yes
Private: Yes

Window Features

Insulated Windows: Yes

Brick and Stone Features

Partial Brick: Yes
Partial Stone: Yes

Flooring

Hardwood: Yes
Tile: Yes

Heating

Central: Yes
Natural Gas: Yes

Interior Features

Breakfast Room: Yes
Built-in Features: Yes
Ceiling Fan(s): Yes
Chandelier: Yes
Coffered Ceiling(s): Yes
Crown Molding: Yes
Double Shower: Yes
Double Vanity: Yes
Dumbwaiter: Yes
En Suite: Yes
Entrance Foyer: Yes
Granite Counters: Yes
High Ceilings: Yes
Open Floorplan: Yes
Primary Downstairs: Yes
Recessed Lighting: Yes
Separate Dining Room: Yes
Separate Shower: Yes
Sitting Area: Yes
Tub/shower Combo: Yes
Walk-In Closet(s): Yes
Wet Bar: Yes

Laundry Features

Laundry Room: Yes
Main Level: Yes

Roof

Asphalt: Yes
Shingle: Yes

Documents

TN Prop Cond Disc or Exempt: Yes

Room Information

Room Name	Level	Remarks
Dining Room	First
Living Room	First
Kitchen	First
Other	First	Keeping
Bathroom	First	Powder
Laundry	First
Primary Bedroom	First
Primary Bathroom	First
Bedroom	First
Bathroom	First
Bedroom	First
Office	Second
Bedroom	Second
Bedroom	Second
Bathroom	Second
Bathroom	Second

Documents

TN Prop Cond Disc or Exempt ›

Confirmation of Agency ›

Floor Plan ›

Covenants & Restrictions ›

Listing Office: Real Estate Partners Chattanooga LLC

Last Updated: December - 09 - 2025

Information deemed reliable but not guaranteed.