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$1,950,000

4388 Sailmaker Cir Chattanooga, TN 37416

5 beds
5 full, 1 partial
4,558 sqft
0.3 acres
$428 / sqft
House

Property details

About 4388 Sailmaker Cir

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!

Highlights

Home typeSingle Family Residence
HeatingCentral, Natural Gas
StatusActive
CoolingCentral Air, Electric, Multi Unit(s)
Size4,558 sqft
Lot size0.31 Acres
Year built2008
ParkingGarage, Garage Door Opener, Kitchen Level, Off Street
MLS #1514700
Attached garage3 spaces
WaterfrontLake Front, Lake Privileges, Navigable Water, River Access
FireplaceFamily Room, Gas Log, Gas Starter, Outside
ViewLake, River, Trees/Woods
Private poolYes

Summary

  • Partial Bathrooms: 1
  • Full Bathrooms: 5
  • Appliances: Wine Cooler, Microwave, Ice Maker, Gas Water Heater, Gas Range, Double Oven, Disposal, Dishwasher, Bar Fridge
  • Basement: No
  • Flooring Type: Hardwood, Tile
  • Interior: 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
  • Fireplace: Family Room, Gas Log, Gas Starter, Outside
  • Total Bedroom Count: 5
  • Garage Space: 3 spaces
  • Attached Garage: Yes
  • Private Pool: Yes
  • Parking: Garage, Garage Door Opener, Kitchen Level, Off Street
  • Waterfront: Lake Front, Lake Privileges, Navigable Water, River Access
  • View: Lake, River, Trees/Woods
  • Exterior: Gas Grill, Lighting, Outdoor Grill, Gutters, Fence, Porch/Covered, Porch Front, Patio, Terrace
  • Heating: Central, Natural Gas
  • Cooling: Central Air, Electric, Multi Unit(s)
  • List Price: $1,950,000
  • Price/SqFt: $427
  • HOA Amount: $1600 Annually
  • Annual Tax Amount: $6,045
  • Tax Year: 2023
  • Lot: Landscaped, Level, Sloped, Views
  • Directions: Hwy 58 North, left on Webb Rd, left on Sailmaker into Windward Pointe.
  • Year Built: 2008
  • Stories: 2
  • Living Area: 4,558 SqFt
  • Lot Size: 0.31 Acres
  • MLS Number: 1514700
  • MLS Name: Greater Chattanooga REALTORS®
  • Office Name: Real Estate Partners Chattanooga LLC
  • Office Phone: (423) 265-0088
  • Office Email: cellis@homesrep.com

IDX The data relating to real estate for sale on this web site comes in part from the Internet Data exchange (“IDX”) program of the Greater Chattanooga Association of Realtors®. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Copyright© 2025 Greater Chattanooga Association of REALTORS®.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/21/2025, 7:40:35 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
Nov 04, 2021
Home Sold
$1,225,000
Oct 09, 2019
Home Sold
$1,025,000
Oct 13, 2008
Home Sold
$1,140,000
Aug 04, 2006
Home Sold
$160,000

Tax history

YearAssessmentProperty Tax
2023$270,225$6,045
2022$270,225$6,045
2021$270,225$12,125
2020$268,975$7,437
2019$268,975$7,437
2017$268,975$7,437

History based on county public records data.

Nearby schools

7

Big Ridge Elementary School

Public District KG-5

2.5 mi

5210 Cassandra Smith Rd

2

Harrison Elementary School

Public District PK-5

2.7 mi

5637 Highway 58

4

Bess T. Shepherd Elementary School

Public District KG-5

3.7 mi

7126 Tyner Rd

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $66,176. The majority of Chattanooga, TN residents have income between $35k-100k annually. Residents typically live in single, no kids family. Residents of this area typically have post secondary degree education.

How much money do the neighbors make?

31%
<35k
40%
35k-100k
24%
100k-200k
5%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

46%
Single, No Kids
11%
Single, with Kids
30%
Married, No Kids
13%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

12%
<11 yrs old
5%
12-17 yrs old
18%
18-34 yrs old
46%
35-64 yrs old
19%
65+ yrs old

What do the neighbors do for fun?

  • Figure SkatingFigure Skating
  • NASCARNASCAR
  • College FootballCollege Football

Where do the neighbors shop?

  • KmartKmart
  • Dollar GeneralDollar General
  • Express/Express For MenExpress/Express For Men

Where do the neighbors go to eat?

  • Bob EvansBob Evans
  • Cracker BarrelCracker Barrel
  • SonicSonic

What do the neighbors drive?

  • BuickBuick
  • RamRam
  • KiaKia

What do the neighbors listen to?

  • OldiesOldies
  • Classic CountryClassic Country
  • New CountryNew Country
All data provided by Home Junction and Claritas

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Frequently asked questions

About 4388 Sailmaker Cir

The listing price of 4388 Sailmaker Cir property is $1,950,000.

The property 4388 Sailmaker Cir is a house located in Chattanooga, Tennessee, 37416.

Active Listing: 4388 Sailmaker Cir is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 4388 Sailmaker Cir are: Big Ridge Elementary School (GreatSchools Rating 7/10), Harrison Elementary School (GreatSchools Rating 2/10), Bess T. Shepherd Elementary School (GreatSchools Rating 4/10), Brown Middle School (GreatSchools Rating 4/10), Tyner Middle Academy (GreatSchools Rating 3/10), Hixson Middle School (GreatSchools Rating 5/10), Hamilton County Virtual School (GreatSchools Rating 3/10), Hamilton County Collegiate High at Chattanooga State (GreatSchools Rating 9/10), Central High School (GreatSchools Rating 4/10).

According to the records, the last property tax for 2023 is $6,045 (source: MLS/based on county public records data).

The last sale was on November 4, 2021 for $1,225,000 (source: MLS/tax record).

The property at 4388 Sailmaker Cir has 5 bedrooms and 5 full and 1 half bathrooms.

The property 4388 Sailmaker Cir is 4,558 SqFt (source: MLS/tax record).

The year of construction for 4388 Sailmaker Cir is 2008.

This home is located at 4388 Sailmaker Cir in Chattanooga, TN and zip code 37416 in the Dupont / Murray Hills neighborhood. This 4,558 square foot home, which was built in 2008, sits on a 0.31 acre lot. Features: 5 bedrooms, 6 bathrooms. It has been listed on Rocket Homes since June 13, 2025 and is currently priced at $1,950,000.

In June 2025 more than 80 listings in Chattanooga, TN were sold above the asking price. During the same period more than 117 listings were sold at asking price, while more than 209 were sold below. The inventory of homes for sale in Chattanooga, TN between May and June 2025 increased by 2.7%. While the average time on the market in June 2025 was 34 days, the median list price was $337,499.

From Rocket Homes Real Estate and based on county public records data.

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