5366 Cherub Cir, Milton, FL 32583
OFF MARKET

5366 Cherub Cir
Milton, FL 32583

  • 3 Beds
  • 2 Baths
  • 1,440 sqft

$237,500

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $1,485/mo*
Refinance Your Home

$237,500

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $1,485/mo*
Refinance Your Home
3 Beds
2 Baths
1,440 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Entertainment Lover's Dream! Have a ball since entertaining is made easy in this 3/2, 1440 SF with two-car garage, an open-concept, split-bedroom floor-plan home on a corner lot and featuring a NEW ROOF IN 2016, wood laminate floors, vaulted ceilings a well-equipped kitchen and large windows and a slider that allow soul-refreshing sunlight to fill the home! The HUGE great room with vaulted ceilings and plant ledges flows seamlessly into the Dining Room, Kitchen, Breakfast area and out onto the open patio, which is the perfect spot for summer BBQs and fall get-togethers with family and friends. The Kitchen is classic galley style with light and bright colors and comes equipped w/all appliances, including built-in microwave, oven/range, Stainless side-by-side Refrigerator and a window over the double stainless-steel sink, which overlooks the gorgeous Maple Tree in your yard. There are two dining areas...one for breakfast and one for possible formal dining/living combo area. The split master suite is spacious with large picture window overlooking the backyard and an ensuite bath with a LOONNNG double vanity, TWO large walk-in closets, semi-private toilet area and a nice soaking garden tub/shower combo - imagine closing the door to the rest of your life, pouring yourself a glass a wine and taking a relaxing soak in your very own Garden Tub! Up front, there are two additional bedrooms and a full bath. Extras include a NEW ROOF in 2016, an inside laundry, two-car garage w/opener and pull-down stairs, corner lot w/a double-gate to the street ...oh, and the location in a highly rated school district, 15 minutes from Whiting, under ten minutes to I-10 and less than five minutes from shopping, including, Publix, Target, TJ-MAXX, Ridge 8 movie theatres, Home Depot, Lowe's and the growing list of Hwy 90 restaurants. Come, take a look, but bring your pre-approval letter because you will fall in love!
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.

Home Highlights

Parking
Garage
Outdoor
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Home Details for 5366 Cherub Cir

Interior Features

Heating & Cooling
Heating: Forced Air, Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Hardwood
Interior Details
Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master BathCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleExterior: Other, VinylFoundation Type: Slab
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2000Year Updated: 2001
Property Type / Style
Property Type: Single Family HomeArchitecture: Modern

Community

Units in Building: 1

Lot Information

Lot Area: 7405 sqft

Price History for 5366 Cherub Cir

DatePriceEventSource
11/17/2017$132,000Sold
PAR #523938
09/13/2017$132,000Listed For SaleAgent Provided
12/01/2016$119,400Sold
PAR #506189
09/15/2016$114,900Listed For SaleAgent Provided
09/18/2009$102,000Sold
N/A
08/08/2009$99,900Listed For SaleAgent Provided
05/02/2006$148,900Sold
N/A
03/01/2001$84,900Sold
N/A
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Property Tax and Assessment

Year2024
Tax$1,144
Assessment$169,874
Home facts updated by county records

Comparable Sales for 5366 Cherub Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5772 Charlene Dr, Milton, FL
0.05
Single-Family Home
$239,900
11/25/25
3
2
1,350
5446 Cherub Cir, Milton, FL
0.08
Single-Family Home
$235,000
10/23/25
3
2
1,428
5325 Cherub Cir, Milton, FL
0.11
Single-Family Home
$210,000
03/16/26
3
2
1,329
5305 Cherub Cir, Milton, FL
0.15
Single-Family Home
$182,000
08/29/25
3
2
1,689
5373 Cherub Cir, Milton, FL
0.03
Single-Family Home
$220,000
03/02/26
3
2
1,309
5451 Cherub Cir, Milton, FL
0.11
Single-Family Home
$289,900
10/07/25
3
2
1,782
4525 Arcadia St, Milton, FL
0.15
Single-Family Home
$205,000
07/31/25
3
2
1,215
5732 Charmonte Way, Milton, FL
0.06
Single-Family Home
$165,400
01/30/26
3
2
1,959
4536 Arcadia St, Milton, FL
0.20
Single-Family Home
$244,000
05/26/26
3
2
1,116
4485 Edgewood Dr, Milton, FL
0.25
Single-Family Home
$275,000
11/06/25
3
2
1,428

Nearby homes

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Assigned Schools

These are the assigned schools for 5366 Cherub Cir.
View nearby schools on GreatSchools
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
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  • 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
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  • Caitfranko
    "It’s safe. We have yard sales frequently. Neighbors are friendly. Kid/family friendly. "
    0
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  • 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
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  • 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
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  • 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
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  • Thedraiss5
    "Bands on the Blackwater and something down town almost every weekend................................................................. "
    0
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  • 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
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  • 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
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  • 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
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  • 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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5366 Cherub Cir, Milton, FL 32583 is a 3 bedroom, 2 bathroom, 1,440 sqft single-family home built in 2000. This property is not currently available for sale. 5366 Cherub Cir was last sold on Nov 17, 2017 for $132,000. The current Trulia Estimate for 5366 Cherub Cir is $237,500.