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$1,525,000
6 Beds 5 Baths 10778807 MLS
Custom-built estate on 4 acres offering approximately 5,400 square feet, 6 bedrooms and 4.5 baths, plus an extraordinary 6,000-square-foot garage and workshop complex. Thoughtfully designed for comfort, flexibility and efficiency, the home showcases reclaimed heart-pine flooring from Kentucky's historic Old Crow Distillery, custom millwork and built-ins, Pella windows, spacious rooms and a handcrafted Rumford masonry fireplace set within a custom stone wall. The impressive kitchen features a large quartz island, extensive custom cabinetry, high-end appliances, separate Electrolux refrigerator and freezer, an oversized dining area and a generous walk-in pantry. The private primary retreat includes a spacious bath, custom walk-in closet, adjoining sitting room with built-ins and its own laundry. Additional living spaces include two offices, a separate sitting room and a dedicated pet room with private access to a fenced yard, shelter and outdoor bathing area. The garage complex offers oversized vehicle bays, two workshops, approximately 1,700 square feet of upstairs storage, a 72-foot RV bay, 50-amp hookups and space that could potentially be adapted for horse stalls. A separate she shed, fenced garden and storage lean-tos add even more versatility. Energy-efficient features include encapsulated and insulated exterior walls, attic and crawl space, three HVAC systems, two Rinnai tankless water heaters, whole-house well filtration, a 600-foot-deep well, 500-gallon propane tank and a Generac generator capable of powering the home and garage. Hardie Board siding with Rhino Shield coating and Morton Buildings steel siding and roofing provide added durability. Neighboring owners have indicated they may consider selling adjoining acreage, creating a potential opportunity for future expansion.

1530 Chilton Woods Road, Rutledge

$895,000
3 Beds 3 Baths 10759953 MLS
It's what everyone is searching for-land, established landscaping, a rocking chair front porch, and peaceful country living. This exceptional circa-1905 home sits on approximately 15 beautiful acres in the desirable Fairplay community, conveniently located near Hard Labor Creek State Park, as well as Monroe, Madison, and Athens. Rich in character and history, the home was thoughtfully restored after being moved and restored blending timeless architectural charm with modern comfort. A wide, wraparound front porch welcomes you into a gracious entrance hall featuring soaring 11-foot ceilings and gorgeous heart pine floors that continue throughout the home. Designed for both entertaining and everyday living, the main level offers a formal living room with fireplace, elegant dining room with fireplace, a handsome library with built-in bookcases, and a spacious family-style great room perfect for gathering and movie nights. The 3-bedroom, 2.5-bath floorplan includes a serene owner's suite on the main level with direct access to a screened porch-ideal for enjoying quiet mornings and bird watching. Upstairs, you'll find two oversized bedrooms connected by a shared bath, offering comfortable accommodations for family or guests. The light-filled kitchen is exactly what you would hope for in a peaceful country retreat, featuring beautiful custom cabinetry, stainless steel appliances, abundant workspace, and a large walk-in pantry sure to delight any cook. An attached garage includes its own electric vehicle charging station, while the finished space above offers flexibility for a private office, gym, studio, or additional storage. Outside, the manicured grounds are equally impressive with raised garden beds, fruit trees, partial fencing, a creek, and multiple outbuildings suitable for storage, workshop space, or stables. Adding even more value and versatility is a beautifully designed second home offering 2 bedrooms and 1 full bath. Modern, open, and airy, the guest house creates the perfect juxtaposition to the historic main residence and would make an ideal in-law suite, caretaker's cottage, artist studio, guest retreat, or income-producing rental property. A rare opportunity to own a truly special property offering history, privacy, acreage, and timeless Southern charm-all in an ideal location. Please note this property consists of two tax parcels.

3905 Prospect Road, Rutledge

$649,990
3 Beds 2 Baths 10739055 MLS
An Idyllic Morgan County Estate Tucked away on approximately five breathtaking acres just moments from town, this refined farmhouse estate captures the essence of elevated country living. A rare offering where timeless architecture meets modern indulgence-creating a setting that is both effortlessly elegant and undeniably inviting. Beyond the private approach, the grounds unfold into a secluded retreat-anchored by a resort-inspired pool, a beautifully appointed shop, and sweeping open space designed for both relaxation and recreation. Evenings here are nothing short of extraordinary, with stunning sunset views that transform the landscape into a daily masterpiece. The residence itself is a study in understated sophistication. Offering three bedrooms and two baths, the home features graciously oversized rooms, expansive closets, and a light-filled sunroom that invites the outdoors in. Classic farmhouse charm is seamlessly paired with elevated finishes and thoughtful design, creating interiors that feel warm, tailored, and enduring. Perfectly positioned in the heart of Morgan County, this estate delivers the rare balance of privacy and proximity-just minutes to town, yet worlds away from the everyday. Appointment only and seller willing to pay some closing cost.

1281 Chilton Woods Road, Rutledge

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