4448 Sailmaker Cir, Chattanooga, TN 37416
Property image
Property image
FOR SALE
3D VIEW
0.35 ACRES

4448 Sailmaker Cir
Chattanooga, TN 37416

  • 5 Beds
  • 5.5 Baths
  • 5,249 sqft (on 0.35 acres)

$1,245,000

Est. Mortgage $7,037/mo*

$1,245,000

Est. Mortgage $7,037/mo*
5 Beds
5.5 Baths
5,249 sqft
(on 0.35 acres)
We estimate this home will sell faster than 87% nearby.

Local Information

  • Map ViewExplore the area around 4448 Sailmaker Cir.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Welcome to 4448 Sailmaker Circle--where luxury lake living meets convenience, privacy, and versatility.

Nestled in the exclusive, gated community of Windward Pointe, this exceptional 5-bedroom, 6-bath home captures sweeping 180-degree views of Chickamauga Lake from nearly every room. Enjoy private lake access along with a peaceful setting, all while being just minutes from downtown Chattanooga, top dining, shopping, and multiple marinas--truly the best of both worlds.

Designed for both everyday living and unforgettable entertaining, the heart of the home features a chef's kitchen equipped with an 8-burner Thor gas range with griddle and double ovens, new refrigerator, wine cooler, custom cabinetry, and an oversized island that naturally brings everyone together.

The open-concept living and dining areas are flooded with natural light, framed by expansive windows and seamless access to multiple covered porches on two levels--perfect for taking in the breathtaking lake views year-round.

The main-level primary suite offers a private retreat complete with a sitting area, spa-like en-suite bath, and direct patio access. Upstairs, you'll find 2 additional bedrooms, a bonus room, and two baths, providing comfort and space for everyone.

The lower level is a true standout--functioning as a full second home with its own kitchen, living room, bedroom, office, laundry room, and private covered patio. Ideal for multi-generational living, extended stays, or even separate guest quarters.

Additional highlights include a two-car garage on the main level, a separate lower-level 1 car garage, and ample storage for all your lake lifestyle needs.

Residents of Windward Pointe enjoy exclusive access to a private beach area perfect for paddleboarding, kayaking, or swimming--all within a quiet, well-maintained gated community.

This is more than a home--it's a lifestyle.
We estimate this home will sell faster than 87% nearby.

Home Highlights

Parking
3 Car Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
$141/Monthly
Price/Sqft
$237
Listed
13 days ago

Home Details for 4448 Sailmaker Cir

Interior Features

Interior Details
Basement: Finished,FullNumber of Rooms: 13Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Bonus Room, Dining Room, Great Room, Kitchen, Laundry, Living Room, Office, Sunroom
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5249 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sewer Connected, Underground Utilities, Water ConnectedAppliances: Convection Oven, Disposal, Double Oven, Dishwasher, Exhaust Fan, Free-Standing Gas Range, Free-Standing Electric Range, Free-Standing Refrigerator, Gas Range, Instant Hot Water, Microwave, Oven, Refrigerator, Range Hood, Self Cleaning Oven, Stainless Steel Appliance(s), Tankless Water Heater, Vented Exhaust Fan, Water Heater, Wine RefrigeratorDishwasherDisposalLaundry: In Basement,Electric Dryer Hookup,Lower Level,Laundry Room,Main Level,Multiple Locations,Sink,See Remarks,Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Central,Natural GasHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),Electric,Multi UnitsHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Basement, Gas Log, Living RoomSpa: Above Ground, Heated, PrivateHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Insulated Windows, ShuttersFlooring: Carpet, Hardwood, Luxury Vinyl, Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: Three Or MoreAccessibility: Accessible Bedroom, Accessible Closets, Accessible Central Living Area, Accessible Entrance, Accessible Hallway(s), Accessible Kitchen, Accessible Kitchen Appliances, Accessible Washer/DryerFloors: Carpet, Hardwood, Luxury Vinyl, Tile
View
Has a ViewView: Beach, Lake, Marina, Mountain(s), Panoramic, River, Water
Security
Security: Gated Community, Smoke Detector(s), Security Fence, Security Gate

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Covered, Deck, Front Porch, Patio, Porch, Rear Porch, Porch - CoveredFencing: NoneExterior: Garden, Lighting, Rain Gutters, Smart Camera(s)/RecordingFoundation: Block, Brick/Mortar, Concrete Perimeter, Permanent, SlabGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Basement,Circular Driveway,Concrete,Driveway,Garage,Garage Door Opener,Paved,Garage Faces Front,Kitchen Level
Pool
Pool: None
Frontage
WaterfrontWaterfront: Beach Front, Lake, Lake Privileges, River AccessRoad Frontage: City StreetRoad Surface Type: PavedOn Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3624Finished Area (below surface): 1625

Days on Market

Days on Market: 13

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: House
Building
Construction Materials: Brick, Cement SidingNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Condition: Updated/RemodeledParcel Number: 120j D 006

Price & Status

Price
List Price: $1,245,000Price Per Sqft: $237
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: Active

Location

Direction & Address
City: ChattanoogaCommunity: Windward Pointe
School Information
Elementary School: Harrison ElementaryJr High / Middle School: Brown MiddleHigh School: Central High School

Agent Information

Listing Agent
Listing ID: 1532279

Building

Building Area
Building Area: 5249 Square Feet

Community

Community Features: Gated, Lake, Street Lights, SidewalksNot Senior Community

HOA

Has an HOAHOA Fee: $141/Monthly

Lot Information

Lot Area: 0.35 acres

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Conventional, VA Loan

Miscellaneous

BasementMls Number: 1532279Water ViewWater View: Lake, Marina, River, WaterAbove Grade Unfinished Area: 3624

Additional Information

HOA Amenities: Beach Access,Beach Rights,Gated
Last check for updates: about 8 hours ago
Listing courtesy of Dustin Mullins, (423) 991-4806
Real Estate Partners Chattanooga LLC, (423) 265-0088
Karen M Austin, (423) 802-5511
Real Estate Partners Chattanooga LLC, (423) 265-0088

Market trends in Chattanooga

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$342K
$18.33K
MoM
Sale-to-List Price
98.4%
0.4%
MoM
Price per sq ft
$194
$6
MoM
Available listings
1102
17
MoM

Price History for 4448 Sailmaker Cir

DatePriceEventSource
07/01/2026$1,245,000Listed For SaleGreater Chattanooga Realtors #1532279
06/20/2026$1,245,000ListingRemovedGreater Chattanooga Realtors #1532279
06/12/2026$1,245,000ContingentGreater Chattanooga Realtors #1532279
05/05/2026$1,245,000PriceChange
Greater Chattanooga Realtors #1532279
04/10/2026$1,275,000Listed For SaleGreater Chattanooga Realtors #1532279
10/22/2025$1,287,500ListingRemovedGreater Chattanooga Realtors #1518571
08/18/2025$1,287,500Listed For SaleGreater Chattanooga Realtors #1518571
06/01/2023$1,190,000Sold
Greater Chattanooga Realtors #1370995
05/18/2023$1,250,000ContingentGreater Chattanooga Realtors #1370995
03/25/2023$1,250,000Listed For SaleGreater Chattanooga Realtors #1370995
07/15/2021$807,500Sold
N/A
04/09/2021$807,500Sold
Greater Chattanooga Realtors #1329413
02/23/2021$824,900PendingAgent Provided
01/12/2021$824,900Listed For SaleGreater Chattanooga Realtors #1329413
06/18/2012$450,000Sold
N/A
05/10/2012$474,900PriceChange
Agent Provided
04/10/2012$499,900PriceChange
Agent Provided
03/08/2012$535,000PriceChange
Agent Provided
02/09/2012$555,000PriceChange
Agent Provided
01/12/2012$579,900Listed For SaleAgent Provided
11/21/2011$552,500Sold
N/A
09/24/2003$137,500Sold
N/A
12/17/1997$95,000Sold
N/A

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 4448 Sailmaker Cir

Skip to last item
Skip to first item

Property Tax and Assessment

Year2025
Tax$4,235
Assessment$1,117,700
Home facts updated by county records

Comparable Sales for 4448 Sailmaker Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.04
Single-Family Home
$980,000
12/16/25
5
4.5
5,160
0.06
Single-Family Home
$1,600,425
12/09/25
5
5.5
4,558
0.04
Single-Family Home
$1,224,000
07/18/25
5
5.5
3,647
0.12
Single-Family Home
$862,000
12/12/25
4
3.5
3,239
0.11
Single-Family Home
$1,120,000
04/17/26
3
2.5
3,072
0.21
Single-Family Home
$570,000
12/04/25
5
4
2,795
0.14
Single-Family Home
$450,000
09/24/25
4
3.5
3,243
0.14
Single-Family Home
$950,000
08/12/25
3
3.5
3,227
0.54
Single-Family Home
$1,560,000
05/27/26
5
3.5
5,276
0.12
Single-Family Home
$520,000
05/06/26
3
3
3,435

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 4448 Sailmaker Cir.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Chattanooga

At least 1518 Trulia users voted on each feature.
  • 86 % Say car is needed

  • 79 % Say it's dog friendly

  • 75 % Say yards are well-kept

  • 75 % Say parking is easy

  • 73 % Say there's holiday spirit

  • 60 % Say kids play outside

  • 57 % Say it's quiet

  • 56 % Say people would walk alone at night

  • 51 % Say neighbors are friendly

  • 50 % Say there are sidewalks

  • 49 % Say they plan to stay for at least 5 years

  • 48 % Say streets are well-lit

  • 45 % Say there's wildlife

  • 39 % Say it's walkable to restaurants

  • 35 % Say it's walkable to grocery stores

  • 30 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "I’ve lived on the Bonnie Oaks side of Chattanooga. It’s nice"
  • F2gwqpnmgh
    "I live close to downtown. I’ve lived in this area for over 50 years and it’s getting worse. Even though there are upgrades with apartments it’s still not safe"
  • Tom C.
    "I have lived in chattanooga east brainerd area for 20 years. Best place to live decent people, patrolled by neighbor hood watch"
  • Qlp2991
    "Dogs are loved in this community. There protectors but also members of family. So the dogs are part of the neighborhood "
  • L. C. Williams
    "8 years in the area. No plans to leave. Very safe and convenient. Traffic has increased but still very quiet. "
  • Scott L.
    "Pet waste all over. Grass is dead. Many pet stations but always full. Many dog owners leave off leash"
  • Abigail Warnick
    "I don’t have to drive to far for just about anything I need. Hospitals, groceries, shipping, work, restaurants, and more are all close. "
  • Eliza G.
    "VERY "IFFY" AREA. Lots of criminal activity. I'm trying to save money to move to a better area. Not a safe area"
  • Mbiocona
    "Only lived here for about 8 months but really enjoy the area and the stores so close by. Convenient to the interstate and 20 minutes to downtown "
  • Nursecakes83
    "Chattanooga is beautiful. Like most places it has good schools and bad schools and good neighborhoods and bad. Do your research! "
  • Roger Sturdivant
    "Look quiet and nice to live at plus raise ya kids and school, close to my job with orange grove, my fiancƩ can learn this area also"
  • Travionne Eberhardt
    "The neighbors are friendly all of the kids play together. Everyone is so nice and helpful when it comes to looking out for eachother"
  • Rebecca Shannon
    "Trash everywhere and people let cats and dogs roam. Thief is very high in this area. Cars park all over sides of street and will park in front of other people homes."
  • Elizabeth Woods
    "Dangerous, ā€œiffyā€, overpopulated, traffic likely, wrecks likely, police presence likely, stray dogs likely, pedestrians likely. "
  • Jessica Clark
    "Great school nearby. Several parks, restaurants and shops within walking distance. Seeing Chattanooga Choo Choo and walking by the fire department are always on the list for our young nephew when he comes over. "
  • Angelique6317
    "safe close to everything for school, groceries, shopping. 25 minutes to downtown Chattanooga. 8 minutes to Hamilton place. 1-2 grocery store"
  • J3tt
    "Crazy too much movement it’s hard to park too many outside cars in a gated community. I choose to move to the countryside and stay away from everyone "
  • Eayers1031
    "I have lived in this neighborhood for twelve years and my family love the neighborhood. The schools are great, the shopping center is within six miles. There is easy access to the interstate highways. The hospital are also less than eight miles away."
  • Damaris Martinez Munoz
    "Friendly neighbors. Love all the trees and natural green spaces. Love the proximity to shops and Gunbarrel Rd. "
  • Trulia User
    "Nice neighborhood.,beautiful view Quite nice to see the city and mountains view. I would definitely recommend this area to live in "
  • Trulia User
    "Safe area, older home but safe . Quiet , walkable, family oriented area. Streets are kept clean. Prices are way to high for rent or purchase. "
  • Trulia User
    "Best neighborhood near downtown good atmosphere. Safe, lots of older houses and expensive for the value . Dog Friendly, kids friendly "
  • Trulia User
    "only halloween and personal events like birthday party or Christmas when the my family or friends come over nobody has complain "
  • Trulia User
    "I have no idea I’m just visiting here thanks for checking on everybody enjoy the homes people lol lol"
  • Trulia User
    "good place to go to sleep in the morning and I have to do it again and get Something to eat and drink some water in the morning and u can just get your stuff done šŸ‘šŸ‘šŸ‘ to "
  • Trulia User
    "They would like it. it is quiet and pet friendly. You can walk the pets in the parks and areas allowing dogs. There are dog parks in close proximity. "
  • Trulia User
    "it's great. I've lived here for awhile and it's walkable with big trees and friendly neighbors unique houses and it's convenient and safe "
  • Trulia User
    "Lots of cute shops, restaurants with good food. Excellent park system. Food is carried and delicious. Music on the bridge in nice weather."
  • Trulia User
    "Just close to cute areas and the area where frequent celebrations and trendy stores and restaurants and also good areas to walk and let children play in the fountain and the Carousel.festivals are going on."
  • Trulia User
    "They would like how friendly I am towards dogs and dog owners. I would always be open to dog sitting or helping out my neighbors. "
  • Trulia User
    "there are parks in this area the community is very nice and quiet, little to no violence public transportation comes through the area "
  • Trulia User
    "great place to raise a family lived here for 48 years and love this area some crime just as every other neighborhood but most residents look out for their neighbor "
  • Trulia User
    "great neighborhood for kids, quiet and very safe. Neighbors are friendly and welcoming. my grandkids love this neighborhood. my grandson loves his school and all the activities there are in the area. "
  • Trulia User
    "there isn't any crime in this area, there's a Park and trail you can walk an enjoy with your family and kids "
  • Trulia User
    "The space of grass available or dog parks in the area are trash. People don’t pick up after their dogs."
  • Trulia User
    "Fine area to live but roads are often closed and it’s a major pain. People are always out walking so closed windows is a must "
  • Trulia User
    "down Jenkins there is a nice dog park they can run and play at with some obstacles . it's called heritage park "
  • Trulia User
    "the down the road has parties and invite the community to come to and bring anyone else to enjoy the festivities"
  • Trulia User
    "Great friendly and convenient place to live and raise a family or to retire and enjoy life. Great town with lots to offer. "
  • Trulia User
    "The Glass House and Glass Farms Collective hosts several events in the area for the arts and creatives. "

LGBTQ Local Legal Protections

Dustin Mullins, Real Estate Partners Chattanooga LLC, (423) 265-0088
Agent Phone: (423) 991-4806
IDX information is provided exclusively for consumers’ personal, noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.
Zillow, Inc. does not display the entire MLS of Chattanooga, Inc. database on this website. The listings of some real estate brokerage firms have been excluded. Some or all of the listings displayed may not belong to the firm whose website is being visited
Copyright© 2026 by Chattanooga Association of REALTORS®
4448 Sailmaker Cir, Chattanooga, TN 37416 is a 5 bedroom, 6 bathroom, 5,249 sqft single-family home built in 2005. This property is currently available for sale and was listed by Greater Chattanooga Realtors on Jul 1, 2026. The MLS # for this home is MLS# 1532279.