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

4388 Sailmaker Circle, Chattanooga, TN 37416

$1,600,425
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

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 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

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 elevate the everyday. A second bedroom reimagined just off the primary suite offers endless opportunity for use. Upstairs, two additional bedrooms with two full baths offer privacy and comfort, including a secluded sitting area or office and kitchenette-complete with stainless steel sink, microwave, compact refrigerator, and cabinetrymaking overnight stays both comfortable and convenient.. A broad driveway leads to a spacious three-car garage, offering seamless access for residents and guests. Impeccably maintained and move-in ready, this is a home that lives grandly yet intimately, balancing luxurious appointments with a deep sense of warmth and welcome. This is a place to build memories, to soak in the views that change with every season. Come stand on the terrace, breathe in the river air, and see for yourself. You just may never want to leave. Windward Pointe Showplace Home. No Place Like It!

More Information MLS# 1514700

Contract Information

Auction YN: No Equitable Ownership Interest Listing: No Office Exclusive: No Occupant Type: Owner Current Price: $1,600,425 Status: Closed Listing Contract Date: 2025-06-13 Sold Price: $1,600,425 Property Sub Type: Single Family Residence

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

General Property Information

Deed Book: 12720 Deed Page: 454 Stories: 2 Bathrooms Half: 1 Above Grade Finished Area: 4558 Above Grade Finished Area Source: Appraiser Living Area: 4558 Living Area Source: Appraiser Enhanced Accessible: No New Construction YN: No Home Warranty YN: No Builder's 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 Bedrooms Total: 5 Bathrooms Total: 6 Bathrooms Full: 5 Year Built: 2008

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

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

Additional Association Fees

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

Appliances

Bar Fridge: 1 Dishwasher: 1 Disposal: 1 Double Oven: 1 Free-Standing Gas Range: 1 Gas Water Heater: 1 Ice Maker: 1 Microwave: 1 Wine Refrigerator: 1

Association Amenities

Boating: 1 Gated: 1 Park: 1 Picnic Area: 1 Powered Boats Allowed: 1

Attic Features

Floored: 1 Storage Only: 1

Community Features

Curbs: 1 Fishing: 1 Gated: 1 Lake: 1 Park: 1

Construction Materials

Brick: 1 Stone: 1 Stucco: 1

Exterior Features

Gas Grill: 1 Lighting: 1 Outdoor Grill: 1 Rain Gutters: 1

Fencing

Fenced: 1

Listing Terms

Cash: 1 Conventional: 1 VA Loan: 1

Lot Features

Landscaped: 1 Level: 1 Sloped: 1 Views: 1

Other Structures

None: 1

Possession

Close Of Escrow: 1

Road Frontage Type

Private Road: 1

Road Responsibility

Private Maintained Road: 1

Road Surface Type

Paved: 1

Sewer

Public Sewer: 1

Special Listing Conditions

Standard: 1

Utilities

Cable Connected: 1 Electricity Connected: 1 Natural Gas Connected: 1 Phone Connected: 1 Sewer Connected: 1 Water Connected: 1 Underground Utilities: 1

View

Lake: 1 River: 1 Trees/Woods: 1

Water Source

Public: 1

Waterfront Features

Lake: 1 Lake Privileges: 1 Navigable Water: 1 River Access: 1

Cooling

Central Air: 1 Electric: 1 Multi Units: 1

Foundation Details

Brick/Mortar: 1 Stone: 1

Parking Features

Garage: 1 Garage Door Opener: 1 Kitchen Level: 1 Off Street: 1

Property Condition

Updated/Remodeled: 1

Security Features

Gated Community: 1 Smoke Detector(s): 1

Structure Type

House: 1

Levels

Two: 1

Patio And Porch Features

Covered: 1 Front Porch: 1 Patio: 1 Porch - Covered: 1 Terrace: 1

Pool Features

Heated: 1 Outdoor Pool: 1 Private: 1 Salt Water: 1 Waterfall: 1

Spa Features

Above Ground: 1 Heated: 1 Private: 1

Window Features

Insulated Windows: 1

Brick and Stone Features

Partial Brick: 1 Partial Stone: 1

Fireplace Features

Fireplaces Total: 2 Family Room: 1 Gas Log: 1 Gas Starter: 1 Outside: 1

Flooring

Hardwood: 1 Tile: 1

Heating

Central: 1 Natural Gas: 1

Interior Features

Breakfast Room: 1 Built-in Features: 1 Ceiling Fan(s): 1 Chandelier: 1 Coffered Ceiling(s): 1 Crown Molding: 1 Double Shower: 1 Double Vanity: 1 Dumbwaiter: 1 En Suite: 1 Entrance Foyer: 1 Granite Counters: 1 High Ceilings: 1 Open Floorplan: 1 Primary Downstairs: 1 Recessed Lighting: 1 Separate Dining Room: 1 Separate Shower: 1 Sitting Area: 1 Tub/shower Combo: 1 Walk-In Closet(s): 1 Wet Bar: 1

Laundry Features

Laundry Room: 1 Main Level: 1

Roof

Asphalt: 1 Shingle: 1

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: 1 Bathroom Level: First Bedroom: 1 Bedroom Level: First Dining Room: 1 Dining Room Level: First Kitchen: 1 Kitchen Level: First Laundry: 1 Laundry Level: First Living Room: 1 Living Room Level: First Office: 1 Office Level: Second Primary Bathroom: 1 Primary Bathroom Level: First Primary Bedroom: 1 Primary Bedroom Level: First Other Room: 1 Other Room Level: First

Documents

TN Prop Cond Disc or Exempt: 1

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

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

Room Information

Dining Room Level: First Living Room Level: First Kitchen Level: First Other Level: First Remarks: Keeping Bathroom Level: First Remarks: Powder Laundry Level: First Primary Bedroom Level: First Primary Bathroom Level: First Bedroom Level: First Bathroom Level: First Bedroom Level: First Office Level: Second Bedroom Level: Second Bedroom Level: Second Bathroom Level: Second Bathroom Level: Second
Listing Office: Real Estate Partners Chattanooga LLC
Last Updated: December - 09 - 2025
Information deemed reliable but not guaranteed.