100 Little Harbor Way
Chestertown, MD 21620
- 2 beds
- 3 baths
- 2,204 sqft
- $328 per sqft
- 2015 build
Welcome to 100 Little Harbor Way, a charming home nestled in the desirable Chestertown community of Chester River Landing. This 2 bedroom, 2 ½ bath home offers the perfect blend of comfort and modern living and is ideal for quiet relaxation and entertaining alike. Situated in a tranquil neighborhood, you'll find yourself within easy reach of local amenities, including parks and trails, the Chester River Yacht & Country Club, the community deep water marina and yet only minutes to downtown Chestertown and Rock Hall. For those who cherish their time spent boating, there is a community marina where you will have your own PRIVATE DEEDED 30 ft boat slip (C1). This slip, which conveys with the purchase of this home, is ideally located closest to the river and is the last slip on C dock, providing easy access to all surrounding areas from the Chester River. As you approach this beautiful home, you’ll be greeted by a welcoming covered front porch. Once you enter the foyer, you'll be attracted to water views from many of the windows and love the spacious and open floorplan, simply flooding the home with natural light! Take special note of the gorgeous bamboo flooring, the fresh paint and new carpet found throughout the home. The spacious living room features high ceilings and a cozy fireplace, creating the perfect atmosphere for gatherings. The space seamlessly flows into the dining area and kitchen, which boasts stainless steel appliances, quartz countertops, and a fabulous kitchen island with bar seating for casual meals or allowing guests to gather around. The kitchen also includes a pantry, double ovens, gas (propane) cooking and fabulous counter space, making it easy to entertain guests. A sliding glass door off the dining room leads to the private deck, ideal for enjoying the outdoors and overlooking the peaceful neighborhood, complete with water views! This level also features a home office space with French doors, a convenient powder room and main level laundry room. The upper level is home to the spacious primary suite, which offers a peaceful retreat with a large walk-in closet and an en suite bath with modern finishes. There is an expansive deck off the primary bedroom with a spiral staircase to the lower level deck. This creates a wonderful space for intimate evenings or morning coffee while enjoying your own slice of nature! An additional well-sized bedroom and a full bath are located on this level, providing ample space for family or guests. There is a perfectly placed loft area for reading, crafting or a great second office space, if needed. The upper level family room is nothing short of phenomenal, as it can easily double as a 3rd bedroom, is beautifully suited as a TV room and could readily be used as two separate spaces because of its generous size! The community offers a variety of amenities that make this location truly special. While not a waterfront property, the home is just a short distance from the beautiful Waterfront Fire-Pit Park and the Can Shell Garden Path. Enjoy the picturesque walking paths and serene outdoor spaces, perfect for enjoying the natural beauty of the area. ** Monthly condo fees include $594.67 for the association, $41.14 for the garage, and $94.49 for the boat slip. The condo fee includes access to these wonderful amenities, and the property is conveniently located close to shopping, dining, and historical sites in Chestertown. With easy access to major routes, this home offers the perfect blend of peaceful living and convenient access to all that the area has to offer. Don’t miss your chance to own this beautiful home in an exceptional location—schedule your tour today!
Last checked:
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Last updated Apr 20, 2025
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MLS# MDKE2005040 —
The Building
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Year Built:2015
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Year Built Source:Assessor
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Roof:Composite
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New Construction:No
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Construction Materials:HardiPlank Type
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Builder Name:Covell
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Building Name:Chester River Landing
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Builder Model:CHATHAM LEGACY
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Structure Type:End of Row/Townhouse
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Architectural Style:Traditional
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Historic:No
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Levels:2
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Door Features:Insulated, Six Panel
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Security Features:Fire Detection System, Smoke Detector, Carbon Monoxide Detector(s)
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Window Features:Double Pane, Insulated, Screens
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Accessibility Features:Other
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R-Factor Ext Walls21
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Foundation Details:Crawl Space
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Basement:No
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Total SqFt Source:Estimated
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Total Below Grade SqFt Source:Assessor
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Above Grade Finished Area Units:Square Feet
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Above Grade Finished SqFt:2204
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Above Grade Finished SqFt Source:Estimated
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Below Grade Finished Area Units:Square Feet
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Below Grade Unfinished Area Units:Square Feet
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Below Grade Finished SqFt Source:Assessor
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Below Grade Unfinished SqFt Source:Assessor
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Tax Total Finished SqFt:3300
Interior
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Interior Features:Breakfast Area, Kitchen - Island, Family Room Off Kitchen, Primary Bath(s), Chair Railings, Crown Moldings, Upgraded Countertops, Wood Floors, Floor Plan - Open, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Carpet, Ceiling Fan(s), Dining Area, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Table Space, Recessed Lighting, Spiral Staircase, Walk-in Closet(s), Window Treatments, Other
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Room List:Living Room, Dining Room, Primary Bedroom, Bedroom 2, Kitchen, Family Room, Foyer, Laundry, Loft, Office, Bathroom 2, Primary Bathroom, Half Bath
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Room Count:13
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Flooring Type:Bamboo, Carpet, Ceramic Tile
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Fireplace:Yes
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Fireplaces:1
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Fireplace Features:Gas/Propane
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Wall & Ceilings:Dry Wall, 9'+ Ceilings
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R-Factor Ceilings:38
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Living Area SqFt Source:Estimated
Room Dimensions
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Total SqFt:2204
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Living Area SqFt:2,204 Sqft
Financial & Terms
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Sale Type:Standard
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Acceptable Financing:Cash, Conventional, FHA, VA
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Possession:Settlement
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Lease Considered:No
Location
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Directions:From Landing Lane turn right onto Little Harbor Way. Home will be on the right when heading toward the boat piers.
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Latitude:39.19910000
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Longitude:-76.06898000
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Location Type:River
The Property
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Property Type:Residential
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Property Condition:Very Good
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Lot Features:Backs - Open Common Area, No Thru Street
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Additional Parcels:No
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Zoning:IM
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View:River, Scenic Vista
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In City Limits:Yes
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Outdoor Living Structures:Deck(s), Porch(es)
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Other Structures:Above Grade, Below Grade
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Horse:No
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Waterview:Yes
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Waterfront:No
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Water Oriented:Yes
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Water Access:Yes
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Water Access Features:Private Access
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Distance To Water:Blocks
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Distance To Body Of Water:1
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Water Body Name:CHESTER RIVER
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Water Body Type:River
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Mean Low Water Feet:4
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Navigable Water:Yes
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Tidal Water:No
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Land Use Code:U
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Ground Rent Exists:No
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Riparian Rights:No
Listing Agent
- Contact info:
- Agent phone:
- (410) 336-6585
- Office phone:
- (410) 312-0000
Taxes
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Tax ID Number:1507338684
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Tax Year:2024
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Tax Lot:21
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Tax Annual Amount:$7,523
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Tax Assessed Value:$485,000
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Year Assessed:2025
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County Tax:5443.00
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City/Town Tax:2079.00
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Total Taxes Payment Frequency:Annually
Beds
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Bedrooms:2
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Upper Level Bedrooms:2
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Upper Level 1 Bedrooms:2
Baths
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Total Baths:3
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Full Baths:2
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Half Baths:1
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Main Level Baths:1.00
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Main Level Half Baths:1
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Upper Level Full Baths:2
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Upper Level Total Baths:2
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Upper Level Total Baths:2.00
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Upper Level Full Baths:2
Heating & Cooling
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Cooling Type:Heat Pump(s), Central A/C
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Central Air:Yes
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Cooling Fuel:Electric
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Heating:Yes
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Heating Type:Energy Star Heating System, Forced Air, Programmable Thermostat
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Heating Fuel:Propane - Metered
Utilities
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Utilities:Cable TV Available, Under Ground, Electric Available, Propane, Propane - Community
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Sewer/Septic:Public Sewer
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Electric Service:200+ Amp Service
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Hot Water:Propane
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Water Source:Public
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Internet Services:Fiber Optic
Appliances
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Appliances:Dishwasher, Disposal, Exhaust Fan, Microwave, Range Hood, Refrigerator, Oven - Double, Oven/Range - Gas, Dryer, Stainless Steel Appliances, Washer, Water Heater, Oven - Self Cleaning
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Laundry Type:Has Laundry, Dryer In Unit, Main Floor, Washer In Unit
Schools
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School District Name:Kent County Public Schools
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School District Source:Listing Agent
The Community
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Subdivision Name:Chester River Landing
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Senior Community:No
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Exterior Features:Sidewalks, Street Lights, Private Beach
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Pool:Yes - Community
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Community Pool Features:In Ground
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Spa:No
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Docks:1
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Dock Type And Features:Single Slip, Material - Treated Lumber, Other
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Dock/Slip Conveyance:Yes
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Dock/Slip Conveyance:Assigned, Deeded, Exclusive Use
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Slips:1
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Association Recreation Fee:No
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HOA:No
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Condo/Coop Association:Yes
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HOA/Condo/Coop Amenities:Beach, Boat Dock/Slip, Common Grounds, Jog/Walk Path, Picnic Area, Pier/Dock, Pool - Outdoor, Water/Lake Privileges, Tot Lots/Playground, Other
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Condo/Coop Fee:$635.81
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Condo/Coop Fee Frequency:Monthly
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HOA/Condo/Coop Fee:Ext Bldg Maint, Lawn Maintenance, Insurance, Pool(s), Snow Removal, Trash, Common Area Maintenance
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Other Fees:94.49
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Condo/Coop Name:Chester River Landing Condominium
Parking
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Total Garage and Parking Spaces:2
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Garage:Yes
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Garage Features:Garage Door Opener, Garage - Front Entry
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Garage Spaces:1.00
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Type of Parking:Attached Garage, Driveway, Off Street
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Parking Features:Paved Driveway
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# of Attached Garage Spaces:1
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Driveway - # of Spaces:1
Extra Units
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Vacation Rental:No
Monthly cost estimate

Asking price
$725,000
Expense | Monthly cost |
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Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$3,882
|
Taxes | $626 |
Insurance | $199 |
HOA fees | $636 |
Utilities | $154 See report |
Total | $5,497/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
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4/17/25
Apr 17, 2025
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Listed / Active | BRIGHT | $725,000 |