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Sky Valley GA, and Macon County NC

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$8,500,000
5 Days On Site

585 Moorewood Circle
Highlands, NC 28741

For Sale|Single Family Residence|Active Under Contract
4
Beds
8
Total Baths
4
Full Baths
4
Partial Baths
2009
Built
Subdivision:
Highlands CC
County:
Macon
Listing courtesy of Steve Castellaw of Christie’s International Real Estate Highlands-Cashiers
Call Now: +1 706-746-2900
Is this the listing for you? We can help make it yours.
+1 706-746-2900
585 Moorewood Circle585 Moorewood Circle585 Moorewood Circle585 Moorewood Circle
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Monthly Payment (Est.)

$38,780
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

This architectural classic within Highlands Country Club reveals itself bit by bit. Expecting simplicity from the street view, you will be charmed by the arched porte cochere and the babbling brook at the front door. Once inside the two story foyer, the delights multiply as you admire details and begin to catch views over Blue Valley. The large family room with soaring pecky cypress ceilings opens to a flat grass and stone terrace revealing long range views to South Carolina. Opening to the terrace as well is an exquisite outdoor great room for dining and lounging in front of a fabulous stone fire place. Just adjacent, the roomy cook's kitchen, equipped with lots of storage and pantry areas, will make entertaining a breeze. The main floor also boasts the luxurious primary suite which entails bedroom, bath, closets, as well as private office and beautiful library. Three of the home's six fireplaces are found in these primary rooms. On the upper level, grand guest rooms, one with its own fireplace, plus a bonus bunk room and a play room, will welcome all the guests in comfort. The unique guest apartment with full kitchen and private entrance will delight and surprise you. On the lower terrace level, you will find a stone entry to the quintessential wine tasting room. The large work out room and heated garden room complete the package. Attention to detail will be evident throughout the home: Brazilian Cherry floors, elevator, Lutron lighting systems, radiant floor heat in the porch, garage and garden room; luxury bath features as heated floors, towel rack, and steam shower; remote shades and drapes, and more. Builder, John Underwood. Interiors, Nancy Warren. Landscape design, Alex Smith

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Listing Snapshot
Price 
$8,500,000
Days On Site 
5 Days
Bedrooms 
4
Inside Area (SqFt) 
N/A
Total Baths 
8
Full Baths 
4
Partial Baths 
4
Lot Size 
0.83 Acres
Year Built 
2009
MLS® Number 
1002787
Status 
Active Under Contract
Property Tax 
$16,774.51
HOA/Condo/Coop Fees 
$192.17 monthly
Sq Ft Source 
N/A
Friends & Family
Recent Activity
22 hours agoStatus changed to Active Under Contract
22 hours agoListing updated with changes from the MLS®
6 days agoListing first seen on site
General Features
Acres 
0.83
Carport 
1
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Number Of Stories 
2
Parking 
Additional Parking
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
Style 
Cottage, Craftsman
Utilities 
Electricity ConnectedPropaneWater Connected
Water Source 
Public
Zoning 
Residential
Interior Features
Appliances 
Built-In Gas RangeBar FridgeBuilt-In RefrigeratorDryerDishwasherElectric OvenIce MakerMicrowaveTankless Water HeaterVented Exhaust FanWine CoolerWarming DrawerWasherOven
Basement 
DaylightOtherConcreteBath/StubbedStorage SpaceWalk-Out Access
Cooling 
Ceiling Fan(s)Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomGas StarterLibraryOtherOutsideMaster Bedroom
Fireplaces 
6
Flooring 
HardwoodStoneTile
Furnished 
Unfurnished
Heating 
Interior 
Beamed CeilingsWet BarBookcasesCeiling Fan(s)ChandelierCrown MoldingCathedral Ceiling(s)Double VanityEntrance FoyerElevatorGranite CountersHigh CeilingsHigh Speed InternetIn-Law FloorplanKitchen IslandPantrySoaking TubBar
Laundry Features 
Washer HookupLaundry Room
Master Bedroom 
Level – Main
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Exterior Features
Construction Details 
FrameShingle SidingStone
Exterior 
CourtyardLighting
Lot Features 
ClearedLandscapedViews
Other Structures 
Workshop
Patio And Porch 
Rear PorchCoveredScreenedTerrace
Roof 
CompositionShingleSynthetic
View 
Panoramic
Waterview 
Panoramic
Community Features
Association Amenities 
None
Association Dues 
2306
Community Features 
Tennis Court(s)
HOA Fee Frequency 
Annually
MLS Area 
Highlands In-Town
Roads 
Paved
Listing courtesy of Steve Castellaw of Christie’s International Real Estate Highlands-Cashiers



Listing information is provided by Participants of the Highlands Cashiers Board of REALTORS MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, Highlands Cashiers Board of REALTORS MLS.
Data last updated at: 2026-03-24 10:49 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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