4388 Sailmaker Circle, Chattanooga, TN 37416
Local realty services provided by:Better Homes and Gardens Real Estate Jackson Realty
4388 Sailmaker Circle,Chattanooga, TN 37416
$1,849,500
- 5 Beds
- 6 Baths
- 4,558 sq. ft.
- Single family
- Active
Listed by:linda brock
Office:real estate partners chattanooga llc.
MLS#:1514700
Source:TN_CAR
Price summary
- Price:$1,849,500
- Price per sq. ft.:$405.77
- Monthly HOA dues:$133.33
About this home
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 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!
Contact an agent
Home facts
- Year built:2008
- Listing Id #:1514700
- Added:62 day(s) ago
- Updated:July 31, 2025 at 11:23 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Living area:4,558 sq. ft.
Heating and cooling
- Cooling:Central Air, Electric, Multi Units
- Heating:Central, Heating, Natural Gas
Structure and exterior
- Roof:Asphalt, Shingle
- Year built:2008
- Building area:4,558 sq. ft.
- Lot area:0.31 Acres
Utilities
- Water:Public, Water Connected
- Sewer:Public Sewer, Sewer Connected
Finances and disclosures
- Price:$1,849,500
- Price per sq. ft.:$405.77
- Tax amount:$12,125
New listings near 4388 Sailmaker Circle
- New
$374,900Active3 beds 3 baths1,557 sq. ft.1019 Fortitude Trail, Chattanooga, TN 37421
MLS# 1518670Listed by: PARKSIDE REALTY - New
$395,460Active3 beds 3 baths1,557 sq. ft.1027 Fortitude Trail, Chattanooga, TN 37421
MLS# 1518672Listed by: PARKSIDE REALTY - New
$575,000Active4 beds 4 baths2,988 sq. ft.1578 Buttonwood Loop, Chattanooga, TN 37421
MLS# 1518661Listed by: EXP REALTY LLC - Open Sun, 1 to 3pmNew
$575,000Active4 beds 4 baths2,988 sq. ft.1578 Buttonwood Loop, Chattanooga, TN 37421
MLS# 2974146Listed by: EXP REALTY - New
$349,900Active4 beds 3 baths1,751 sq. ft.4607 Paw Trail, Chattanooga, TN 37416
MLS# 1518543Listed by: EXP REALTY LLC 
$2,200,000Pending3 beds 4 baths4,899 sq. ft.1500 River View Oaks Road, Chattanooga, TN 37405
MLS# 1518652Listed by: REAL ESTATE PARTNERS CHATTANOOGA LLC- New
$345,000Active3 beds 2 baths1,488 sq. ft.3906 Forest Highland Circle, Chattanooga, TN 37415
MLS# 1518651Listed by: REAL BROKER - New
$419,000Active3 beds 4 baths2,538 sq. ft.4502 Brick Mason, Chattanooga, TN 37411
MLS# 2970608Listed by: EXP REALTY LLC - New
$324,900Active3 beds 3 baths1,676 sq. ft.725 Astor Lane, Chattanooga, TN 37412
MLS# 2973375Listed by: RE/MAX RENAISSANCE - New
$224,900Active1 beds 1 baths670 sq. ft.782 Riverfront Parkway #415, Chattanooga, TN 37402
MLS# 1518494Listed by: EXP REALTY, LLC
Protect your home and budget with an American Home Shield© home warranty. Learn more© 2025 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each Office is Independently Owned and Operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.