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Located at 4388 Sailmaker Circle, Chattanooga, Tennessee 37416, this Single Family Home is for Sale with a price of $1,950,000 USD. The property was built in 2008, includes 5 bedrooms, has 5 full baths and 1 partial baths. This listing has 4,558 Sq.Ft. of interior space on a lot of .31 Acres. See all Homes for Sale in Chattanooga.
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49. 4388 Sailmaker Circle
1. 4388 Sailmaker Circle
2. 4388 Sailmaker Circle
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TennesseeChattanooga4388 Sailmaker Circle

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Description

4388 Sailmaker Circle,

Chattanooga, TN 37416

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!

This is an Active listing.

Broker Office Phone Number: 423-265-0088

Copyright © 2025Greater Chattanooga Association of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Amenities

  • Dishwasher
  • Fireplace
  • Garbage Disposal
  • Patio
  • Porch
  • Refrigerator
  • Tile Flooring
  • Walk-in Closet
  • Hardwood Flooring
  • Washer / Dryer
  • Asphalt Shingle Roof
  • Garage
  • Off Street Available
Listing By: Real Estate Partners Chattanooga LLC via Data Source: Greater Chattanooga Association of REALTORS 
5
Bedrooms
5
Full Baths
1
Partial Bath
$1,950,000
price
$428
Price Per Sqft
$12,126
Annual taxes
Single Family Home
Property type
2008
Year Built
Hamilton County
School District
Hamilton County
School District
hamilton-county-school-distrct-chattanooga-tn
Schools
Harrison Elementary
Elementary
Brown Middle
Middle
Central High School
High
15612536
Web Id
1514700
MLS ID
40
Days Posted

Price History

datepricevariancetype
6/13/2025$1,950,000-Listed
listing agent: Linda Brock
more info
4,558 Sq Ft.
interior
0.31 Acres
Exterior
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    4388 Sailmaker Circle
    Chattanooga, TN 37416

    $1,950,000
    5 bd5 ba