7 bedroom Single Family Residence at 419 Oakleigh Avenue, Milton Overlook, Woodstock — photo 1Front elevation
7 bedroom Single Family Residence at 419 Oakleigh Avenue, Milton Overlook, Woodstock — photo 2Living space
7 bedroom Single Family Residence at 419 Oakleigh Avenue, Milton Overlook, Woodstock — photo 3Kitchen
7 bedroom Single Family Residence at 419 Oakleigh Avenue, Milton Overlook, Woodstock — photo 4Owner's suite
7 bedroom Single Family Residence at 419 Oakleigh Avenue, Milton Overlook, Woodstock — photo 5Exterior / yardView all 54 photos →
Pending Single Family Residence
$1,299,900
7-Bedroom Home in Milton Overlook

419 Oakleigh Avenue, Woodstock, GA 30188

Single Family Residence in Milton Overlook, Woodstock · No CDD · Built 2022
Milton Overlook · Woodstock, GA 30188 · Cherokee
Listing data updated September 3, 2026 · refreshed twice daily
7Bedrooms
6.5Bathrooms
5,419Sq Ft
2022Year Built
$240Per Sq Ft
GarageNo CDD7 bedrooms
Momentum Research: independent market analysis, flood data, insurance estimates, buyer leverage, and objective property scoring, alongside the MLS listing. Not just the listing sheet.
14% below
$/sq ft vs community
$240 here vs $280 median sold (12 mo)
Buyer leverage
Strong buyer advantage
28 days on market
12.0 months
Supply around this home
Seller <3 · balanced 3-6 · buyer >6
$3k–$6k/yr
Est. insurance · illustrative
Not a carrier quote; premiums vary widely by property. Get a real quote.
Above 2 of 3
Price vs recent sales
Asking $1.30M tops 2 of the last 3 closed sales; also one of the largest homes here at 5,419 sq ft

Sources: Georgia MLS (listings + 12-mo closed sales), FEMA, modeled insurance. Interpretation: Momentum Research. Data notes

Highlights
  • No CDD assessment on record
  • Built 2022 · 4 yrs
  • 5,419 sq ft of living area
  • Garage
  • Listed at $1,299,900 — recent neighborhood median sale price ~$1,220,000 (nearby sales; deemed reliable, not an appraisal)
  • 28 days on market
  • HOA ~$50/mo (estimate; confirm)
Momentum Research · Milton Overlook

Pricing & the Milton Overlook market

How this home is priced against recent nearby sales, and where Milton Overlook has been over 25 years. Momentum Research analysis of gamls records; closed sales, deemed reliable but not guaranteed. Estimates only; see data notes.

This home’s $/sq ft vs. nearby sales

List $/sq ft against recent nearby closed sales; the community median is marked.

Price per sq ft · this home vs. recent nearby salesThis homeThis home: $240/sq ft$240221 Milton Overlook Pass221 Milton Overlook Pass: $270/sq ft$270Community median $280
Property timeline

This home’s history

  • 2022BuiltPer public record
  • Sep 2, 2026First trackedObserved at $1,299,900
  • NowUnder contractCurrently pending

Build year is from public record. Listing milestones reflect movewithmomentum.com’s own observations since we began tracking this listing and are not the MLS listing history; dates and prices are deemed reliable but not guaranteed.

Financing

Estimated monthly payment

$8,248/mo
  • Principal & interest $6,683/mo 81%
  • Taxes $1,137/mo 14%
  • Insurance $378/mo 5%
  • HOA $50/mo 1%

$8,248/mo at 20% down, 30-yr @ 6.66% · edit any field to update.

Editable estimate — not a loan offer. Estimates only; see data & estimate notes.

Momentum Scores

Momentum Property Score

60/100
Strongest on: Price vs area (86), Market liquidity (83)
0 limited50100 exceptional

60/100 is solid, mid-pack across the objective indicators below. It reflects only those measures — not the home’s quality, condition, or desirability.

A 0-100 score built from objective property and market data: flood risk, insurance, pricing, supply, affordability, and recent sales. Higher means more measures line up in a buyer’s favor. It reflects only the factors below.

Price vs area86
This home $240/sq ft vs the community 12-month median $280/sq ft.
Affordability39
List price $1,299,900 vs the community median $1,220,000. Not a measure of personal affordability.
Market liquidity83
Community median 21 days on market (12-month record).
Renovation upside30
From a 2022 build and $240/sq ft vs the community median $280/sq ft. Not a condition assessment.

Momentum Scores are objective, rules-based indicators computed from listing facts, public records, and recent nearby sales. They are not appraisals, valuations, investment advice, or judgments about a neighborhood or who should live there. Verify independently.

Momentum Research

The Momentum read

🟢 Buyer-leaning conditions around this listing. 12.0 months of supply in the surrounding market and 28 days on market for this home, against a 21-day area median.Days on market:this home 28Area median:  21 daysWhy it matters: above-median time on market, together with the level of supply, is a clear sign of how much leverage sits with buyers.Momentum Research interpretation of the MLS facts in the snapshot above. Listing data © 2026 Georgia MLS (GAMLS). Information is deemed reliable but is not guaranteed. As of September 1, 2026.

🟡 Asking $240 per square foot, about 14% below the community’s $280 median. Milton Overlook’s 12-month median sold price per square foot is $280. Confidence: Low · 3 closed sales in 12 monthsMLS facts: Georgia MLS closed sales. A per-square-foot gap is context, not an appraisal; condition, lot, and view set the final number here.

What’s unique here: no CDD assessment.

Jump to: About this home · Every number, sourced · Monthly cost · Flood & risk · History · FAQ

Updated September 3, 2026 · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

Listing description

About this home

Luxury, privacy, and exceptional value converge in this remarkable Toll Brothers residence, offering a rare opportunity to own a nearly new custom quality home below market value. Perfectly positioned just minutes from Milton and Crabapple, this impressive house showcases more than 5,400 square feet of impeccably designed living space, designer-selected finishes, a beautifully finished terrace level, and tranquil wooded views that create a true private retreat. From the moment you enter, you'll appreciate the soaring ceilings, abundant natural light, designer finishes, and open-concept floor plan created for both everyday living and effortless entertaining.

The chef's kitchen is the heart of the home, featuring premium appliances, an oversized island, abundant cabinetry, and seamless flow into the spacious family room and dining areas. You will fall in love with the walk in pantry, the mudroom storage for coats, shoes and anything else you want to place behind custom cabinets along with a space for your family calendar and drop zone. The luxurious owner's suite provides a private retreat with a spa inspired bath, and expansive walk-in closets, while the additional bedrooms offer generous space and privacy for family and guests.

A dedicated home office, flexible living areas, and a professionally finished terrace level create endless possibilities for entertaining, a home gym, media room, playroom, home school, or multigenerational living. In addition, expansive heated & cooled storage space making exceptional organization in this home. Situated on .74 acres, step outside to enjoy the covered back porch overlooking large backyard plus a wooded area behind the house offering peaceful views and exceptional privacy including a nature buffer.

With ample room to create your dream outdoor oasis, including a future pool, outdoor kitchen, or entertaining area, the possibilities are endless. Neighborhood boasts a community pool, playground, and lighted tennis and pickle ball courts and just down the street from the home. Located just minutes from Milton and Alpharetta, this home offers the rare opportunity to enjoy luxury living with the added benefit of lower Cherokee County taxes while remaining close to award-winning dining, Avalon shopping, parks, nearby golf, and top-rated schools.

In addition, residents of Cherokee County love the lower taxes compared to neighboring counties, Schedule your private showing today and experience everything this exceptional home has to offer. Note the property line goes far beyond the fence line, as one of the larger lots in this community.

Description provided by Keller Williams Realty and reproduced from the MLS; not independently verified.

Property facts & sources

Every fact, sourced

Listing data, public records, our calculations, and what to verify — each fact shown once. Estimates and calculations shown are for general information only, are not appraisals or advice, and should be independently verified.

Listing facts MLS

List price$1,299,900
Bed / bath7 / 6.5
Living area5,419 sq ft
Year built2022
Property typeSingle Family Residence
GarageYes
MLS #10813844
Listing statusPending

Public records & third-party data

FEMA flood zoneNot verified — check msc.fema.gov
Windstorm exposureLow
CountyCherokee
Estimated first-year tax~$13,649/yr
CDD assessmentNone on record
HOA (estimate)$50/mo

Calculated estimates

Price per sq ft$240
Estimated monthly payment$8,248
Insurance (illustrative)$3k–$6k/yr
Comparable-sales median$1,220,000

Buyer should verify Buyer verify

Exact HOA dues, fees, and restrictionsRoof age and conditionHVAC age and conditionA property-specific insurance quoteSurvey and lot boundariesPermit historyFlood-insurance requirementsSchool zoning (confirm with the district)Property taxes after sale (homestead reset)CDD / community assessmentsSquare footage and room dimensions
Listing courtesy of Keller Williams Realty · Listing agent: Lindsey Haas · 678-631-1700Provided via the Georgia MLS (GAMLS) Internet Data Exchange · Source: Georgia MLS (GAMLS) · © 2026 Georgia MLS. Information is deemed reliable but is not guaranteed. · deemed reliable but not guaranteedIDX information is provided exclusively for consumers' personal, non-commercial use and 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 by the MLS to be accurate.
The Messtimate™

The Messtimate

This is a deliberately dumb estimate — living area times a range of recent neighborhood $/sq ft, and nothing else. It is not an appraisal, not market value, and not a valuation of this home. Even a tight range from comparable sales can’t price a specific home — here’s why.

$1,333,074the mess$1,701,566

Actual list price: $1,299,900 — compare it against the range above. The Messtimate is a blind sqft estimate; the list price reflects this specific home.

A 28% spread on the same house — and that gap is exactly what an automated guess can't see:

  • Condition & updates — a renovated kitchen or new roof vs. dated finishes can swing value six figures; sq ft can't see it.
  • The lot & views — a premium golf, water, or preserve lot vs. a road-facing one: same sq ft, very different price.
  • Outliers skew it — one flip or distressed sale in the comps drags the whole $/sq ft up or down.
  • Carrying costs & concessions — CDD, HOA, insurance, and seller-paid buydowns change what a buyer actually pays.

And here's what the live market is doing — which the number above ignores entirely:

  • This home: 28 days on market vs. a 21-day community median
  • 3 active listings competing, 1 under contract
  • 3 closed here in the last 12 months

For reference, this home is listed at $1,299,900 ($240/sq ft) — a number set with analysis a Messtimate can't do.

Want a property-specific review from a licensed agent? A Momentum Realty agent will do a real, free comparative market analysis — walking the home, the lot, the condition, and the live market. That's the difference between a Messtimate and a valuation.

Selling your own home? Try the Messtimate on your address →

Methodology: 5,419 sq ft × $246–$314/sq ft from recent nearby closed sales (public records). Estimate for general information only; not an appraisal, valuation, or offer. Updated September 3, 2026.

Keep looking

Similar homes for sale near Milton Overlook

Active listings nearby at a comparable size and price. Listings held by brokerages other than Momentum Realty are marked with the listing broker. Deemed reliable but not guaranteed.

Transparency

Price & listing history

Listed for $1,299,900Momentum Realty · on market 28 days
Public records

Building permits

Permit history not yet linkedConfirm permit history with the county building department.
Estimated ownership costs

Estimated costs & disclosures

Estimated ownership costs for general information. Confirm each with the county, your lender, and an insurer. See data & estimate notes.

Property tax (first-year est.)
~$13,649/yr

A rough first-year estimate only, applying a typical Cherokee rate to the list price before any exemptions. Florida bills vary substantially after reassessment, homestead and other exemptions, and local taxing districts — this is not your expected bill. Confirm with the county property appraiser.

CDD assessment
None

No CDD assessment on record for this community.

Insurance (illustrative range)
$3k–$6k/yr

An illustrative modeled range, not based on carrier underwriting and not a quote. Florida premiums vary significantly by roof age, wind-mitigation features, claims history, and carrier — a real quote can land well outside this range. Flood zone not verified for this address — check msc.fema.gov and confirm coverage. Get a quote from a licensed insurer before relying on any figure.

HOA
$50/mo

Covers the master association & common areas. Confirm exact dues and what they include.

Environmental data

Flood zone & elevation

Sourced environmental data for the parcel. Confirm with FEMA and your insurer.

FEMA flood zone
Not verified

Not yet verified for this address. Look up the parcel at msc.fema.gov before relying on any flood assumption.

Ground elevation
Not on record

Approximate parcel elevation from USGS; confirm exact elevation with a survey.

Windstorm / insurance
Obtain a quote

This is a coastal Florida county. Premiums and coverage vary by home; obtain a quote from a licensed insurer.

Connectivity

Internet & broadband

Fiber
Check availability

AT&T Fiber covers much of NE Florida; confirm availability at the address.

Cable
Likely

Xfinity/Spectrum cable broadband is widely available.

5G Home
Backup

T-Mobile / Verizon fixed-wireless as a backup option.

Seen enough photos?

Want to see 419 Oakleigh Avenue?

Tell us when works for you and a local agent will reach out to arrange a showing and answer your questions about this home.

Listed by Keller Williams Realty · MLS # 10813844

Request a showing

or call (904) 351-6461
Market data · public records

Recent sales activity in Milton Overlook

Recent comparable closed sales near this home, from public records. Summary figures are for general reference only and are not a valuation of this property. See the Milton Overlook neighborhood guide for more.

Comparable sales found
1

Recent nearby closings in the data set.

Community median sale price
$1,220,000

Canonical 12-month median closed price. Reference only.

Community median $/sq ft
$280

Canonical 12-month median $/sq ft. Reference only.

Go deeper on Milton Overlook

See schools, amenities, builders, HOA/CDD detail, and every active & sold home in the community — the single biggest advantage of buying here over a portal.

Assigned schools

Assigned schools

Schools currently assigned to this address in Cherokee County, provided as neutral factual data. Assignments can change — confirm current zoning with the school district. This is not a statement about the home's suitability for any person or family.

Mountain RoadAssigned elementary school · Cherokee County School District
Dean RuskAssigned middle school · Cherokee County School District
SequoyahAssigned high school · Cherokee County School District
How it stacks up

Comparable recent sales

Recent closed sales nearby, with photos, so you can compare. Sold prices are public record, deemed reliable but not guaranteed.

Community 12-month median: $280/sq ft. Shown for general reference only — this is not an appraisal or a statement of this home's value. Sold prices are public record and deemed reliable but not guaranteed.

If you rent it out

Investment snapshot

Objective rental and cash-flow estimates for a buyer weighing this as an investment. Rough figures for general information only — not a guarantee of rent, an appraisal, or investment advice. Verify independently.

Estimated rent$5,958 – $8,666/moa rough gross-rent-yield range on list price (comp-based estimate coming).
Estimated cap rate4.6%Net operating income ÷ list price; excludes financing.
Est. monthly cash flow−$2,468 – −$31At 25% down, 30-yr; after a 10% vacancy/maintenance/management reserve.
Before you decide

Buyer research checklist

A neutral list of items to confirm for any home. This is general guidance, not advice about this specific property.

  • Confirm roof age and condition during inspection.
  • Confirm HVAC age and condition during inspection.
  • Request current HOA documents before relying on dues or restrictions.
  • Obtain an insurance quote for this specific property.
  • Confirm school zoning directly with the district.
  • Order a survey to confirm lot boundaries.
  • Review permit history with the county.
  • Confirm whether flood insurance is required for this parcel.
  • Confirm square footage and room dimensions independently.
  • Ask the county how property taxes may change after a sale.
Nearby & commute

Approximate distances

Approximate drive times for general reference only.

City
Woodstock

Groceries, dining, and parks for this city — see the city guide.

County
Cherokee

Schools, taxes, and services are county-administered — see the county guide.

Community
Milton Overlook

Amenities and HOA/CDD detail on the neighborhood guide.

View →
Provenance

Data sources & freshness

Listing recordGeorgia MLS, refreshed twice daily (last: September 3, 2026)
Community market statsGeorgia MLS closed sales, as of September 1, 2026
Flood zone & elevationNot verified for this address — look it up at msc.fema.gov
Taxes & monthly costEstimated from county rates; not a quote
Insurance figureModeled estimate; obtain a real quote before offering
Schools2025-26 district assignments; verify with the district

Momentum Research lines are our own analysis of Georgia MLS records; MLS data is deemed reliable but not guaranteed. Estimates are informational, not appraisals or advice. Methodology: how Momentum scores are computed.

Answered before you ask

Frequently asked questions

Why might my property taxes differ from the current owner's?

Florida's Save Our Homes rule caps annual assessment increases for homesteaded owners, and the assessment can be re-set after a sale. As a result a new owner's bill may differ from the seller's. Any tax figure shown here is an estimate, not the actual bill — confirm with the county property appraiser and tax collector.

Where does the flood-zone information come from?

A flood designation has not been verified for this address. Look up the parcel on FEMA's Flood Map Service Center (msc.fema.gov) and confirm with your insurer.

Can I rely on the figures on this page?

No. Estimated taxes, insurance, payments, and any market or comparable-sales summary are opinions and estimates for general information only and should not be relied upon. Verify all information independently before making any decision.

Ready when you are

See 419 Oakleigh Avenue in person

Private tours available 7 days a week, in person or by live video walkthrough. Request a tour or send a question and a licensed Momentum Realty agent will follow up.

Call (904) 351-6461

Momentum Realty · licensed in FL & GA

Opinion & estimate — do not rely on this page. Any figure on this page that is not a verbatim fact from the listing or a public record — including estimated property taxes, insurance, CDD/HOA amounts, mortgage payments, comparable-sales summaries, and market statistics — is an opinion and estimate provided for general informational purposes only. These figures may be inaccurate or out of date, are not appraisals, valuations, or financial, legal, tax, or investment advice, and should not be relied upon. Do not make any purchase, offer, financing, or other decision based on this page. Independently verify everything — price, square footage, lot size, year built, taxes, CDD/HOA, flood status, school assignments, permits, and community rules — with the listing broker, the county, your lender, a licensed inspector, an insurer, and your own advisors before acting.

Estimate methodology. Tax estimates apply a typical county millage rate to the list price and will differ from the actual assessed bill. Cost and market figures are derived from available data and simple calculations, not a professional appraisal. We make no representation that any estimate reflects fair market value.

Equal Housing Opportunity. Content on this page is compiled from public records, MLS data, and automated sources and may contain errors or be out of date. It is general information only, not a representation about any specific property, community, builder, or association. Verify information independently before relying on it. Momentum Realty supports the Fair Housing Act and does not discriminate on the basis of race, color, religion, sex, handicap, familial status, national origin, sexual orientation, or gender identity. Information about schools, distances, and amenities is provided as neutral factual data to help you research the property and is not a statement about who should or should not live here or the suitability of the home or neighborhood for any person or group. School data may change — confirm current assignments with the school district.

Found an error? If you are the owner, listing agent, or a party to this property and believe any information is inaccurate, email and we will review and correct or remove it promptly.

Automated content. Some summaries, distances, and estimates on this page are generated automatically from public and proprietary data sources and may contain errors or omissions. We strive for accuracy but cannot guarantee the completeness or accuracy of any information. Verify anything important independently.

No warranty; measurements & photos. No guarantee, warranty, or representation of any kind is made regarding the completeness or accuracy of any information, descriptions, or measurements on this page — including square-footage measurements and property condition — all of which should be independently verified through appropriate means, including in-person inspection and public records. Photographs may be virtually staged or digitally enhanced and may not reflect actual property conditions. Momentum Realty and its agents expressly disclaim any liability in connection with the information provided.

MLS / IDX. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Georgia MLS (GAMLS) Internet Data Exchange. Real estate listings held by brokerage firms other than Momentum Realty are marked with the listing broker's name and include the name of the listing agent. Data provided is deemed reliable but is not guaranteed by the MLS to be accurate. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Source: Georgia MLS (GAMLS). © 2026 Georgia MLS. Information is deemed reliable but is not guaranteed. All rights reserved.

Listing data is deemed reliable but is not guaranteed and is subject to change or withdrawal without notice. Square footage and lot size are approximate. Real estate brokerage services provided by Momentum Realty, licensed in Florida and Georgia. © 2026 Move With Momentum LLC.