Active$1,750,000
6 bd6 ba6,521 SFSingle-family home
423 Oakleigh Avenue
Woodstock, GA 30188 · Milton Overlook · 131 days listed
FMLS #7791009 · Listing Provided By Bolst · 404-482-2293
Active40 days listed
FMLS #7839843 · Listing Provided By Atlanta Communities · 770-405-1162 · Listing agent Woodtke Group

Exceptional Farmhouse Estate with Beautiful Guest House | 5 Bedrooms | 5 Full + 2 Half Baths | Nearly Four Acres | Gated Entrance | Unparalleled Upgrades Welcome to an extraordinary private estate set on nearly four expansive acres in one of Cherokee County's most desirable locations. Thoughtfully designed and masterfully crafted, this exceptional residence seamlessly blends architectural character with modern technology, enduring materials, and exceptional craftsmanship. Every detail has been carefully curated to create a home that feels both sophisticated and inviting. Tucked away behind a gated entrance, the property offers the increasingly rare opportunity to enjoy peace, privacy, and expansive acreage while remaining remarkably convenient to shopping, dining, schools, and everyday amenities. A wonderful selection of restaurants, boutiques, major retailers, and entertainment are just minutes away, making it possible to embrace a relaxed estate lifestyle without sacrificing convenience. The main residence unfolds across beautifully appointed living spaces with designer finishes and custom details throughout. Four generous en-suite bedrooms, each with its own private full bath, provide an exceptional level of comfort and privacy for family and guests. But what truly sets the floor plan apart is the remarkable amount of additional flexible living space. A dedicated playroom and separate fitness room offer spaces that can easily evolve with the needs of the next owner whether envisioned as additional sleeping quarters, home offices, creative studios, a nursery, or other personalized spaces. Upstairs, a sprawling bonus room with lofty ceilings presents another opportunity to make the home entirely your own. Beyond the main residence, the fully independent guest house may be one of the estate's most compelling features. A beautiful residence in its own right, the cottage offers a full kitchen, private bedroom and full bath, and a soaring open-concept living space anchored by a gorgeous fireplace. Dramatic glass garage-style doors fill the space with natural light and create a seamless connection to the surrounding property. Perfect for extended family, long-term guests, older children, a private home office or creative retreat, the cottage also offers the opportunity to explore potential income-producing use. For buyers seeking multigenerational living, the property provides the increasingly rare ability to live together while maintaining truly independent spaces and privacy. The tech-savvy buyer will equally appreciate what happens behind the scenes. A thoughtfully designed centralized electrical and technology room serves as the command center of the home, supporting an impressive collection of integrated systems and upgrades, including a Generac whole-home generator, motorized window shades, gated entrance, cameras, and additional smart-home features designed for comfort, convenience, and peace of mind. Outside, nearly four acres create an exceptional backdrop for everyday living. There is room for children to play, guests to gather, gardens to grow, and outdoor living to truly be enjoyed. The acreage provides a sense of retreat and privacy that is increasingly difficult to find without feeling removed from the conveniences of daily life. Here, luxury and lifestyle come together.
Figures are list prices from current FMLS IDX inventory (Active, Active Under Contract and Pending), not sales prices or appraisals.
As reported in the listing. Verify with the school district.
Payment estimate
Prefilled with the list price of $2,225,000 and this week's average rate. Change anything to see your number.
$15,120/mo
This is an estimate only. Not a lender, not a loan offer and not a rate quote. Rates: Freddie Mac PMMS weekly average for 2026-10-22: 30-yr 7.32%, 15-yr 6.68%. Tax uses the annual tax amount in the listing; insurance assumes $1,500 a year. Conventional adds 0.5% a year mortgage insurance under 20% down; FHA uses 3.5% minimum down, a 1.75% upfront premium financed and 0.55% a year MIP; VA adds a 2.15% funding fee financed under 5% down and no monthly MI. Talk to a licensed lender for a real quote.
Active$1,750,000
6 bd6 ba6,521 SFSingle-family home
Woodstock, GA 30188 · Milton Overlook · 131 days listed
FMLS #7791009 · Listing Provided By Bolst · 404-482-2293
Active$1,750,000
7 bd8 ba7,343 SFSingle-family home
Woodstock, GA 30188 · Fernwood Creek · 126 days listed
FMLS #7793250 · Listing Provided By I Heart Atlanta Brokerage, LLC · 770-299-3300
Active$1,700,000
4 bd5 ba5,000 SFSingle-family home
Woodstock, GA 30188 · 280 days listed
FMLS #7707145 · Listing Provided By Keller Williams Realty Partners · 678-494-0644
Active$1,699,000
5 bd8 ba9,072 SFSingle-family home
Woodstock, GA 30188 · Waters Edge/Capital · 92 days listed
FMLS #7811278 · Listing Provided By Opendoor Brokerage, LLC · 404-796-8789
Active$1,652,400
4 bd4 ba5,500 SFSingle-family home
Woodstock, GA 30188 · Havencroft · 36 days listed
FMLS #7841196 · Listing Provided By Weekley Homes Realty · 404-481-3851
Active$2,850,000
5 bd6 ba10,010 SFSingle-family home
Woodstock, GA 30189 · Victoria Cottages · 36 days listed
FMLS #7841132 · Listing Provided By Keller Williams Realty Northwest, LLC. · 770-607-7400
Use the "Ask about this home" form on this page and include the days and times that work for you. Jeff Crowe will follow up to set up a showing.
Send your question through the form on this page. Listing details come from FMLS and are provided by Atlanta Communities, so confirm them before making an offer.
This page shows the status reported in FMLS (Active) as of the last update. Status can change quickly, so ask through the form to confirm before you tour.
It uses the list price, an average mortgage rate, the tax amount in the listing (or an estimated tax rate when none is given), estimated insurance and any HOA dues in the listing. It is an estimate only, not a loan offer. Talk to a licensed lender for a real quote.
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