8926 Oak Shadow Rd, Milton, FL 32583
OFF MARKET

8926 Oak Shadow Rd
Milton, FL 32583

  • 4 Beds
  • 3 Baths
  • 2,603 sqft

$419,500

Trulia Estimate
as of Jun 21, 2026
Est. Refi. Payment $2,562/mo*
Refinance Your Home

$419,500

Trulia Estimate
as of Jun 21, 2026
Est. Refi. Payment $2,562/mo*
Refinance Your Home
4 Beds
3 Baths
2,603 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Welcome to the Osprey floorplan in the Cornerstone collection by Holiday Builders. This impressive home offers a spacious layout with 4 bedrooms, a den, 3 full baths, a 3-car garage, and 2,603 square feet of luxurious living space.
As you step into the foyer, you'll notice a long wall on the left, providing the perfect space for displaying cherished family photographs. To the right, there is a den/office that offers the flexibility to be converted into a fifth bedroom if desired. In this wing of the home, you'll also find a bedroom with a separate full bathroom and a linen closet, creating a private and comfortable space for guests or family members.
The oversized owner's suite is located in the front of the home, offering a tranquil retreat. It features a spacious walk-in closet and an owner's bath with a large linen closet, providing ample storage for all your needs.
Moving past the front of the home, you'll discover an open dining room and a great room, perfect for hosting gatherings and entertaining friends and family. The great room seamlessly flows into the breakfast nook and kitchen, creating a central hub for everyday living. The kitchen features an island with a sink and dishwasher, adding convenience and functionality to your culinary endeavors. A corner pantry offers plenty of storage space for your kitchen essentials.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 06, 2026
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Home Highlights

Parking
Garage
Outdoor
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HOA
None
Price/Sqft
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Listed
109 days ago

Home Details for 8926 Oak Shadow Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 1

Property Information

Year Built
Year Built: 2026
Property Type / Style
Property Type: Single Family HomeArchitecture: House

Exterior Features

Parking & Garage
GarageParking Spaces: 3Parking: Garage
Source: Holiday Builders

Price History for 8926 Oak Shadow Rd

DatePriceEventSource
05/07/2026$419,802ListingRemovedHoliday Builders
03/04/2026$419,802Listed For SaleHoliday Builders

Market trends in Milton

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$262K
$6.48KMoM
Sale-to-List Price
99.4%
0.5%MoM
Price per sq ft
$166
$3MoM
Available listings
332
1MoM
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Estimated monthly rent$2,556/mo
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Homes for rent near 8926 Oak Shadow Rd

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Comparable Sales for 8926 Oak Shadow Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4143 Foggy Bottom Dr, Milton, FL
0.17
Single-Family Home
$419,990
03/31/26
4
3
2,261
4151 Foggy Bottom Dr, Milton, FL
0.21
Single-Family Home
$434,843
11/17/25
4
3
2,482
3948 Windflower Way, Milton, FL
0.23
Single-Family Home
$425,695
10/20/25
4
2.5
2,786
3990 Song Bird Way, Milton, FL
0.11
Single-Family Home
$324,900
04/10/26
3
2.5
2,119
3933 Morning Dew Dr, Milton, FL
0.24
Single-Family Home
$415,000
01/23/26
4
2.5
2,300
3970 Misty Sunrise Trl, Milton, FL
0.28
Single-Family Home
$425,000
12/23/25
4
3
2,692
3981 Morning Dew Dr, Milton, FL
0.17
Single-Family Home
$378,977
08/28/25
3
3
2,260
4104 Lower Walk Ln, Milton, FL
0.27
Single-Family Home
$440,000
05/21/26
4
3
2,380
3989 Watergate Dr, Milton, FL
0.15
Single-Family Home
$351,990
02/26/26
4
2
2,030
4138 Foggy Bottom Dr, Milton, FL
0.36
Single-Family Home
$440,000
01/21/26
4
3
2,514

Nearby homes

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Assigned Schools

These are the assigned schools for 8926 Oak Shadow Rd.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Milton

At least 263 Trulia users voted on each feature.

  • 91 % Say parking is easy

  • 91 % Say car is needed

  • 85 % Say yards are well-kept

  • 80 % Say it's dog friendly

  • 77 % Say there's holiday spirit

  • 71 % Say it's quiet

  • 65 % Say kids play outside

  • 61 % Say people would walk alone at night

  • 55 % Say neighbors are friendly

  • 49 % Say they plan to stay for at least 5 years

  • 47 % Say there's wildlife

  • 33 % Say streets are well-lit

  • 25 % Say it's walkable to grocery stores

  • 24 % Say there are sidewalks

  • 22 % Say there are community events

  • 16 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • J4vjdh42yc
    "Clean river to hike and let your pup swim in. Nice hiking places. Quiet side roads. Large lots. Good veterinary services. Plentiful pet supply outlets. Large dog park. "
    0
    Flag
  • Pammybarry
    "I would love to see a dog park or walking trail. Sidewalks would have been nice. Speed bump on some of the most traveled roads ."
    0
    Flag
  • Dalena Simmons
    "Trick or treat the streets We have all kinds of things to do near by. I live more in the country part of Milton fl."
    0
    Flag
  • Boyd L.
    "Dog owners are very responsible and take care of their dogs. It’s Very pet friendly neighborhood. There are dog parks in the neighborhood. Restaurants are dog friendly too. "
    1
    Flag
  • Stevenrasberryte
    "Great area! Very homey, perfect for families! Very military friendly! Close to beautiful beaches!!!!"
    4
    Flag
  • Carrie H.
    "Our HOA is community-oriented. It hosts community beautification days, Christmas parties, and fall festivities. "
    0
    Flag
  • Caitfranko
    "It’s safe. We have yard sales frequently. Neighbors are friendly. Kid/family friendly. "
    0
    Flag
  • Rachelnicole123
    "There’s many families in this area. It has great schools, multiple grocery stores, plenty fast food, & an Pensacola Beach is less than an hour away!! "
    0
    Flag
  • Ladwanya H.
    "There could be more for the kids to do around town, but there’s lots of parks,beaches and places to eat ."
    0
    Flag
  • Chctc0122
    "Nice people and a nice community. We have great local businesses here with unique finds. I was raised here and moved away for 15 years. Realized I miss the small town feel and the folks here."
    0
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  • Shillabrand
    "Dogs aren't roaming the neighborhood. There is a leash law. The yards are an acre each and there is plenty of room for dogs to play. Great neighborhood to walk your dogs."
    0
    Flag
  • Thedraiss5
    "Bands on the Blackwater and something down town almost every weekend................................................................. "
    0
    Flag
  • Pamela S.
    "Very few sidewalks in East Milton though there is a lot of greenspace and a cobblestone trail...biking and boating/ fishing is easy here "
    0
    Flag
  • Elaine B.
    "It's a quite neighborhood. Close to stores, Schools and Restaurants. Close to the Dr. office and the Hospital is not a mile away. "
    0
    Flag
  • Pamela S.
    "my neighborhood has great access to a major highway which is well-constructed and mail well-maintained also very well patrolled by state troopers. road ranger availability is good if you should have a problem. the only negative is that if there is a wreck time to clear the road seems extended and traffic backs up for miles and miles since exits are so far apart. "
    0
    Flag
  • Pamela S.
    "I've rented in this neighborhood long enough to know that I want to live here it feels very safe down home country charm close to the interstate with plenty of shopping nearby "
    0
    Flag
  • Zach M.
    "Trick or treating but overall the community is great can’t wait to see what the future has in store for us"
    0
    Flag
  • Tientien0026
    "Been here for two months; so far nothing seems alarming but wish it was a little more diverse in terms of people as well as food"
    0
    Flag
  • Angie P.
    "Milton is classic small town and a really nice place to live. I've been here my whole life and can't fathom leaving."
    0
    Flag
  • Katy F.
    "The schools are great, and the neighbors lookout for each other in Sundial Estates/Windsor Villas. The Bagdad post office is the friendliest, most helpful post office in the county. The are building a really nice park in phases at the Bagdad mill site (with separate boat and kayak launches, and a dock for fishing). Bagdad has the lowest taxes. "
    0
    Flag
  • Jennblane
    "There are no sidewalks around here- or even painted lanes. I miss biking and rollerblading. Definitely needs improvement."
    0
    Flag
  • Angie P.
    "We have a county Fair and tribal powwows, etc for family fun. Also, the City of Milton is only 3 minutes from my home and they have a lot of activities in the city, like gallery nights and Bands on Blackwater (the name of the local river)."
    0
    Flag
  • Bonnie L.
    "Not many inclusive events, most are religious based or geared towards those with certain lifestyles. Not very family friendly."
    0
    Flag
  • Zachary P.
    "lived here for 16 years and always thought it was a nice neighborhood. only complaint is the USPS is really crappy."
    0
    Flag
  • Ellemcalla
    "Yes I see people walking their dogs at all hours of the day. There are lots of dog owners in this neighborhood."
    0
    Flag
  • Trulia User
    "The dog owners in the neighborhood seem to be very considerate of their neighbors by keeping their animals under control and picking up after them."
    0
    Flag
  • Mike L.
    "I drive myself 6 miles to work and would likely not use public transportation if it became available."
    0
    Flag
  • Sere P. M. D.
    "Schools are excellent, very nice and quiet neighborhood, close to everything, highly recommended for all kind of families "
    0
    Flag
  • Panteratime
    "NAS Whiting Field Navy Base and the beautiful wilderness around. everyone has a dog it seems, so I love it around here."
    14
    Flag
  • Travis C
    "I work out of town so most of my commute consists of highway travel. Otherwise finding parking downtown is rarely an issue."
    0
    Flag
  • Trulia User
    "There's a lot of families in the area. People are friendly and the community is nice. We enjoy the events!"
    0
    Flag
  • Cynthia N. W.
    "Lots of military families with children in the neighborhood. And lots of dogs. It’s a good place for children. Must have a car to go anywhere or shop. "
    0
    Flag
  • Cynthia N. W.
    "Lots of school aged children & military families in my neighborhood. Very safe. Must drive everywhere. "
    0
    Flag
  • Candace P.
    "The school in the area are amazing. East Milton is very nice place to live. My neighborhood is very safe. "
    0
    Flag
  • Justine W.
    "I live in historic Downtown Milton and it’s a perfect little small town with everything in walking distance. Friendly community and loads of festivals, boardwalk with the Blackwater river, Imogene Theater with musicians, shows, comedians. Several popular restaurants, Blackwater Heritage Trail runs adjacent to my back yard and is about 9 miles long. Too many things to list. "
    3
    Flag
  • Heather d.
    "We just moved to town, but have met so many wonderful people. Looking forward to settling down in the community."
    4
    Flag
  • David H. G.
    "Love country living. Peaceful. Great schools. Very private"
    0
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Homes for sale near 8926 Oak Shadow Rd

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Off Market Homes Near 8926 Oak Shadow Rd

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8926 Oak Shadow Rd, Milton, FL 32583 is a 4 bedroom, 3 bathroom, 2,603 sqft single-family home built in 2026. This property is not currently available for sale. The current Trulia Estimate for 8926 Oak Shadow Rd is $419,500.