The photos say it all! The landscape of this well-established property offers an ideal, and much sought-after combination of home, acreage, infrastructure and location. A privately gated and white fence-lined entry leads up the hill to a welcoming circular drive at the main residence. The beautiful, turn-key 3 Bedroom/2 Bathroom brick home is located at the heart of the property and overlooks 40.83 pastoral acres (high and dry). Upon entering this meticulously kept home, the foyer is flanked by a formal dining and living room before entering a casually elegant family room with hardwood floors and a brick, wood burning fireplace. The eat-in kitchen boasts updated slate tile floors, a new range (2020), and a large picture window offering backyard views. The sizeable Master has a fully renovated bathroom (2019) with a walk-in shower, double vanity, and spacious walk-in closet (2nd closet in bedroom). Plus, two additional bedrooms, an updated guest bath, storage-friendly laundry room, and 2-car garage. Floor to ceiling windows (2019). Roof (2015). HVAC (2016). Out back, a 10x48 patio area for entertaining & enjoying the gorgeous vistas at sunset. Zoned Agricultural. Southern charm abounds with pecan trees, mature magnolias, a pond, and lush pasture. The property is fully fenced with some cross-fencing, and perfect for those bringing horses, cows or farm animals. The 24 x 60 Barn (3 rooms) includes a 2-horse stall canopy (576 sf), office/tack/feed room with full bath (288 sf), and garage/workshop with double roll-up doors (576 sf). Conveniently located just three miles from downtown Monticello, FL., approximately 2 miles to the Jefferson County Country Club and Golf Course, and an easy 20-minute drive to Thomasville, GA. This has it all - Proximity with Privacy.
- FL
- Monticello
- 32344
- 2587 Boston Highway
- MLS# 336642
- Date Listed08/27/2021
- Bedrooms 3
- Bathrooms 2 Full baths
- Lot Size 40.83 acres (1,778,555 sq. ft)
- Sewer Septic Tank
- Subdivision Kidders
- County Jefferson
- Year Built 1988
- Square Feet 1,880 sq. ft
- Price Per Sq. Ft $353.72
Interior Features
- Appliances Dishwasher, Ice Maker, Oven, Range, Refrigerator
- Flooring Carpet, Hardwood, Tile
- Cooling Central Air, Ceiling Fan(s), Electric
- Heating Central, Electric, Heat Pump, Wood
Exterior / Lot Features
- Roof -
- Lot Size Acres 40.83
- Lot Size SQFT 1,778,554.80
- Lot Features -
Directions
From Courthouse - take US-19N, R on Boston Hwy (2 mi), Property on L. Look for white fence line.
Financial Considerations
Sales & Tax History
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 252 Cox Road | 3 | 2 | Dec 04, 2025 | $339,500 | Dec 11, 2025 | - |
| 1637 N Jefferson Highway | Listing | 3 | 2 | Dec 04, 2025 | $375,000 | Mar 21, 2024 | $140,929 |
| 320 Woodland Drive | Listing | 2 | 2 | Dec 04, 2025 | $185,000 | Mar 21, 2024 | $217,541 |
| 1111 Boston Highway | Listing | 3 | 3 | Dec 04, 2025 | $299,000 | Dec 11, 2025 | - |
| 227 Pine Cone Drive | Listing | 3 | 2 | Dec 04, 2025 | $279,900 | Mar 21, 2024 | $199,849 |
| 257 Pine Cone Drive | Listing | 3 | 2 | Dec 04, 2025 | $284,900 | Mar 21, 2024 | $198,372 |
| 2587 Boston Highway | Listing | 3 | 2 | Dec 04, 2025 | $665,000 | Jan 24, 2024 | $426,990 |
| 605 HOPSON Road | Listing | 2 | 2 | Dec 04, 2025 | $126,100 | Mar 21, 2024 | $90,279 |
| 382 Hunter Ridge Road | Listing | 4 | 3 | Dec 04, 2025 | $600,000 | Jan 24, 2024 | $848,087 |
| 54 Woodland Drive | Listing | 4 | 2 | Dec 04, 2025 | $375,000 | Mar 21, 2024 | $328,929 |
Population & Environment
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 13,226 | 2,631 | 15,163 | 335,858,263 |
| Population Density | 31 | 660 | 25 | 95 |
| People per Household | 2.4 | 2.4 | 2.4 | 2.6 |
| Median Age | 44.8 | 42.9 | 45.2 | 39.1 |
| Median Income | $50,568 | $40,781 | $50,541 | $66,222 |
| Average Income | $25,713 | $25,807 | $25,672 | $35,475 |
| Cost of Living Index | 88 | 85 | 89 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 38.3°F | 38.3°F | 38.3°F | 22.6°F |
| July Avg. High Temp | 90.7°F | 90.7°F | 90.7°F | 86.2°F |
| Annual Precipitation | 58.31" | 58.31" | 58.31" | 38" |
23/100
Bikable
Bike Score ®
Overview
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 2/100, Transit Score: 0/100, Bike Score: 26/100.
Property Change History
Points of Interest near 2587 Boston Highway, Monticello, FL 32344
0.8 mi
Distance
1.77 mi
Distance
2.79 mi
Distance
2.99 mi
Distance
Jefferson County Kennel Club (closed), Jefferson County, FL, USA
Recreation • Education • Entertainment
1.16 mi
Distance
Jefferson Country Club Golf Course, Jefferson County, FL, USA
Recreation • Entertainment
2.06 mi
Distance
2.54 mi
Distance
Jefferson County Kennel Club (closed), Jefferson County, FL, USA
Recreation • Education • Entertainment
1.16 mi
Distance
2.87 mi
Distance
Jefferson County Kennel Club (closed), Jefferson County, FL, USA
Recreation • Education • Entertainment
1.16 mi
Distance
Jefferson Country Club Golf Course, Jefferson County, FL, USA
Recreation • Entertainment
2.06 mi
Distance
1.13 mi
Distance
1.79 mi
Distance
2.07 mi
Distance
2.33 mi
Distance
2.36 mi
Distance
2.46 mi
Distance
2.53 mi
Distance
2.66 mi
Distance
2.69 mi
Distance
2.74 mi
Distance
2.74 mi
Distance
2.82 mi
Distance
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Frequently Asked Questions for 2587 Boston Highway
Source: Realty.com
2587 Boston Highway, Monticello, FL 32344 is a Single Family 1,880 sq. ft. home listed for sale. Realty.com has 36 photos available of this 3 bed, 2 bath house, listed at $665,000. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 36 photos of 2587 Boston Highway.
Our records indicate that 2587 Boston Highway was built in 1988.
The full address for this home is 2587 Boston Highway, Monticello, FL 32344.
2587 Boston Highway has been listed on Realty.com since Fri August 27, 2021
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 2/100, Transit Score: 0/100, Bike Score: 26/100.
There are 3 schools assigned to this home. Check out the schools near 2587 Boston Highway. OTHER COUNTY (Grades: K - 5), OTHER COUNTY (Grades: 6 - 8), OTHER COUNTY (Grades: 9 - 12)
Listing provided courtesy of:
Kelly & Kelly Properties, Inc
(tel: 850-997-5516)
Listing agent:
Brenna Kelly Ward
(tel: 850-510-9687)
(#11531)
This content last refreshed on 2025-12-11 17:00:57. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 2587 Boston Highway, Monticello, FL 32344 : MLS# 336642