599 Whippoorwill Road
Description
- Listed by: Thaddeus Drake • Drake Realty, Inc.
Recent comparable sales
Median sold price
$425,000
Avg days on market
45
Sale-to-list ratio
97.8%
Monticello, FL
9 comparable properties found
$438,000
Sold 09/12/25
- 3
- Bedrooms
- 2
- Bathrooms
- 1,398
- Square Feet
- 18.90
- Acres
$130,000
Sold 10/02/25
- 3
- Bedrooms
- 2
- Bathrooms
- 1,250
- Square Feet
- 1
- Acres
$425,000
Sold 11/15/24
- 3
- Bedrooms
- 2
- Bathrooms
- 1,616
- Square Feet
- 1.11
- Acres
$569,000
Sold 11/21/25
- 3
- Bedrooms
- 2
- Bathrooms
- 1,976
- Square Feet
- 1
- Acres
$550,000
Sold 06/28/25
- 3
- Bedrooms
- 2
- Bathrooms
- 1,850
- Square Feet
- 1
- Acres
$547,900
Sold 02/07/25
- 3
- Bedrooms
- 2
- Bathrooms
- 1,957
- Square Feet
- 1
- Acres
$255,000
Sold 06/30/25
- 3
- Bedrooms
- 2
- Bathrooms
- 2,206
- Square Feet
- 0.5
- Acres
$258,068
Sold 08/01/25
- 2
- Bedrooms
- 2
- Bathrooms
- 1,000
- Square Feet
- 0.28
- Acres
$245,000
Sold 11/25/24
- 2
- Bedrooms
- 2
- Bathrooms
- 1,000
- Square Feet
- 0.28
- Acres
Location
Sold By Keller Williams Town & Country
Payment Calculator
$663 per month
30 year fixed, 6.55% Interest
$557
$106
$0
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1Property Information for 599 Whippoorwill Road
- MLS Type: Residential / Detached
- County: Jefferson County
- Architectural Style: OneStory
- Parking Features: Driveway
- Subdivision Name: Lloyd Estates
- Stories: 1
- Year Built: 2000
- Lot Size: 2.66 AC / 115,869 SF
- City: MONTICELLO
- County Or Parish: Jefferson
- Directions: 1-10 east to Lloyd exit (Hwy 59), go south through LLoyd to lt on Whippoorwill
- Postal Code: 32344
- Latitude: 30.463932
- Longitude: -84.012352
- State Or Province: FL
- Road Surface Type: Unimproved
- Parcel Number: 12065-22-1N-3E-0000-0070-0000
- Association Fee: $.00
- Elementary School: OTHER COUNTY
- High School: Jefferson County High School
- Middle Or Junior School: Jefferson County Middle School
- Building Area Source: PublicRecords
- Building Area Total: 1152.0
- Lot Size Acres: 2.66
- Lot Size Dimensions: 198x212x226x289x481
- Living Area: 1152.0
- Living Area Source: PublicRecords
- Property Attached: No
- Property Type: Residential
- Property Sub Type: Detached
- Property SubType Additional: Detached, SingleFamilyResidence
- Year Built: 2000
- Human Modified: No
- Water Source: Well
- Exterior Features: FullyFenced, Storage
- Fencing: Fenced
- Pool Private: No
- Construction Materials: VinylSiding
- Patio And Porch Features: Covered, Porch
- Stories: 1
- Flooring: Carpet, Laminate
- Bathrooms Full: 2
- Bathrooms Half: 0
- Bathrooms Total: 2
- Bedrooms Total: 3
- Cooling: Yes
- Cooling: CentralAir, Electric
- Heating: Yes
- Heating: Central, Electric
- Appliances: Dishwasher, Oven
- Fireplace: No
- Lease Considered: No
Property History for 599 Whippoorwill Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Dec 23, 2008 | Sold CATRS #189589 | $109,500 | — |
| Dec 8, 2008 | Pending CATRS #189589 | — | |
| Oct 6, 2008 | Listed (Active) CATRS #189589 | $112,900 | — |
| Date | Event & Source | Price |
|---|---|---|
| 12/23/2008 | Sold CATRS #189589 | $109,500 |
| 12/08/2008 | Pending CATRS #189589 | — |
| 10/06/2008 | Listed (Active) CATRS #189589 | $112,900 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 599 Whippoorwill Road
Schools near 599 Whippoorwill Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 12 | |||
| Public - | 6 to 12 | |||
| Charter - | 9 to 12 | |||
| Charter - | 6 to 8 |
Rating | School | Distance |
|---|---|---|
Jefferson K-12 School PublicPK to 12 | ||
Babies/Tap Public6 to 12 | ||
Jefferson County High A Somerset Charter School Charter9 to 12 | ||
Jefferson County Middle/High School Charter6 to 8 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
Similar Homes
New listings in 32344
Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 599 Whippoorwill Road, Monticello, FL 32344 | $109,500 | 3 | 2 | 1,152 | 115,869 |
$109,500 | 3 | 2 | 1,152 | 115,870 | |
– | 5 | 3 | 2,456 | 87,120 | |
– | 1 | 1 | 768 | 87,120 | |
– | – | 2 | 1,680 | 87,120 | |
$25,000 | – | 1 | 1,680 | 87,120 | |
$12,000 | – | – | – | 87,120 | |
– | 1 | 1 | 1,976 | 89,298 | |
– | – | 2 | 1,008 | 87,120 | |
– | – | 1 | 1,456 | 144,096 | |
– | – | 1 | 1,864 | 155,074 | |
– | – | 1 | 1,332 | 87,120 | |
– | – | 1 | 1,280 | 87,120 | |
$107,000 | 4 | 2 | 2,310 | 87,120 | |
– | – | 1 | 1,680 | 43,560 | |
– | – | 1 | 1,728 | 65,340 |
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.
Listing Courtesy of Drake Realty, Inc.
The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Information deemed reliable but not guaranteed. Copyright© 2026 Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. All Rights Reserved.
