Recently Sold Homes in 32344

/36
$350,000 Sold Sep 15, 2025
- 2,020 Sq Ft
- $173/SF
- 120 Days On Market
- 3 Beds
- 2 Baths
- Built 1990
259 Barnes Rd, Monticello, FL 32344

Spacious Brick on 4.25 acres. Easy Thomasville commute. Discover peace and privacy with this well maintained brick ranch nestled in the woods. Step into the spacious living room with cozy wood burning fireplace, ideal for relaxing evenings or entertaining. Office, large utility room, 2 car garage, and workshop are some of the extras. Enjoy this quiet private setting.

Pam Kelly Kelly & Kelly Properties, Inc

259 Barnes Rd, Monticello, FL 32344
/38
$438,000 Sold Sep 12, 2025
- 1,398 Sq Ft
- $313/SF
- 39 Days On Market
- 3 Beds
- 2 Baths
- Built 2002
478 Robert Thompson, Monticello, FL 32344

Pristine Home on Pristine Acreage! Freedom and space to live your lifestyle, your way, 18.9 acre homestead between Monticello, FL and Tallahassee, FL with easy access to Interstate 10. Mostly wooded and super private! This immaculately maintained, one-owner, 2002 home features 3-bedrooms, 2-bathrooms, with 1,398sqft. No restrictions, No HOA, ready for chickens, all livestock and horses are

Ben Marinelli All Realty Services

478 Robert Thompson, Monticello, FL 32344
/47
$449,000 Sold Sep 09, 2025
- 2,334 Sq Ft
- $192/SF
- 47 Days On Market
- 3 Beds
- 2 Baths
- Built 2010
1293 Vista Rd, Monticello, FL 32344

Country living at its finest and NO HOA! This beautifully maintained 3-bedroom, 2-bath brick home is nestled on 2.57 peaceful acres—just minutes from Monticello and Interstate 10. Enjoy a desirable split floor plan with hardwood floors throughout the main living areas and new carpeting in the bedrooms. The kitchen features new sparkling quartz countertops, stainless steel appliances, and abundant

Leanne Groom The Naumann Group Real Estate

1293 Vista Rd, Monticello, FL 32344
/40
$419,900 Sold Sep 09, 2025
- 1,809 Sq Ft
- $232/SF
- 208 Days On Market
- 4 Beds
- 2 Baths
- Built 2025
115 Crooked Creek Ln, Monticello, FL 32344

**Buyer backed out because they couldn't get their current home under contract. Home inspection report available! New 2025 Built Home in Crooked Creek on a spacious .72 acre lot! This open plan features 4 bedrooms, 2 bathrooms, 2 car garage, and beautiful shiplap accent walls. The kitchen has a light and bright design with white cabinets, quartz counters, subway tile backsplash, and GE stainless

Amber Renaud The Nova Group Realty

115 Crooked Creek Ln, Monticello, FL 32344
/7
$50,000 Sold Sep 05, 2025
- Land
- 3 Acres
- $16,667 per Acre
- 35 Days On Market
635 Quail Ln, Monticello, FL 32344

3 acres of level and partially wooded acreage. Ready for building your dream home. Great location 10 minutes from NE Tallahassee and Monticello.

Thomas Jacobs Coldwell Banker Hartung

635 Quail Ln, Monticello, FL 32344
/3
$94,500 Sold Sep 05, 2025
- Land
- 20 Acres
- $4,725 per Acre
- 222 Days On Market
0 W Osprey Ln Unit 381026, Monticello, FL 32344

Natural Florida setting on beautiful Lloyd Creek . If you want to enjoy nature this is the place. Recreational property, very private setting.

Pam Kelly Kelly & Kelly Properties, Inc

0 W Osprey Ln Unit 381026, Monticello, FL 32344
/41
$310,000 Sold Sep 04, 2025
- 3,330 Sq Ft
- $93/SF
- 164 Days On Market
- 5 Beds
- 4 Baths
- Built 1979
4131 N Jefferson Hwy, Monticello, FL 32344

3330 square foot home on a beautiful 6 acre property that backs up to Pine Haven Plantation! This is a solid brick home with a 2016 metal roof and a 2018 HVAC unit and well pump. The home was purchased back in 2023 and gutted along with some extensive repairs done to bones of the home. It is now waiting for the perfect person to come in and finish her out with their personal touches. The main

Catherine Hope All Realty Services

4131 N Jefferson Hwy, Monticello, FL 32344
/41
$357,000 Sold Sep 03, 2025
- 1,140 Sq Ft
- $313/SF
- 152 Days On Market
- 2 Beds
- 1.5 Baths
- Built 2005
265 Still Rd, Monticello, FL 32344

This inviting 2-bedroom, 1.5-bath home sits on 5 peaceful acres between Monticello, FL, and Thomasville, GA, offering a great mix of indoor comfort and outdoor space. It’s just as cute as you want it, with endless potential for outdoor living! Inside, the open great-room layout feels both spacious and cozy, with a large utility room leading to the screened porch and a covered carport that’s

Catherine Hope All Realty Services

265 Still Rd, Monticello, FL 32344
/38
$550,000 Sold Sep 02, 2025
- 2,400 Sq Ft
- $229/SF
- 47 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2000
151 N Ojibwa Rd, Monticello, FL 32344

Spacious, Private, and Ready to Go! This 3-bed, 3-bath home sits on just over 5 acres of agricultural-zoned land, offering space, privacy, and freedom to live how you want. With 2,400 sq ft, there's plenty of room — including a bonus room over the 2-car garage with A/C, a dedicated home office space with an attached bathroom, and an oversized workshop ready for your tools, equipment, or weekend

Clint Bailey Superior Realty Group LLC

151 N Ojibwa Rd, Monticello, FL 32344
/16
$115,000 Sold Sep 02, 2025
- 1,040 Sq Ft
- $111/SF
- 19 Days On Market
- 3 Beds
- 1 Bath
- Built 1968
425 Carolina St, Monticello, FL 32344

Welcome to this lovely 3-bedroom home in Monticello. This home boasts beautifully maintained original wood floors, a spacious kitchen, serene backyard, indoor laundry room, large carport and 2024 ROOF. Nestled in a peaceful neighborhood less than a mile down the road from the historic courthouse and sitting next to an empty lot, this property is the perfect blend of living amidst nature with

Audrey Hall Passage Real Estate

425 Carolina St, Monticello, FL 32344
/13
$97,000 Sold Aug 29, 2025
- Land
- 4.25 Acres
- $22,824 per Acre
- 26 Days On Market
Lot 4 Hiawatha Farms S, Monticello, FL 32344

Beautiful lot in gated community just a short drive from Tallahassee. Build your dream home in this peaceful gated community.

Stacie Boone Engel & Völkers Tallahassee

Lot 4 Hiawatha Farms S, Monticello, FL 32344
/42
$260,000 Sold Aug 29, 2025
- 2,280 Sq Ft
- $114/SF
- 135 Days On Market
- 3 Beds
- 3 Baths
- Built 2000
2422 N Jefferson St, Monticello, FL 32344

This beautiful modular home has been immaculately maintained, with recent updates, including new floors in the kitchen/laundry/guest bath (2014), a new refrigerator (2022), and a new hot water heater (2021). The living area boasts a space large enough to accommodate separate living and family rooms. The kitchen has a 2nd prep sink in the island with a disposal. The bedrooms are incredibly large

Brenna Kelly-Ward Kelly & Kelly Properties, Inc

2422 N Jefferson St, Monticello, FL 32344
/6
$190,000 Sold Aug 29, 2025
- Land
- 21.1 Acres
- $9,005 per Acre
- 203 Days On Market
xxx Barnes Rd, Monticello, FL 32344

Discover the perfect blend of cleared land and wooded tranquility on this magnificent 21.1-acre parcel in northern Jefferson County, ideal for a homesite, homestead, or farm. The already cleared portion is enough room for a spacious homesite, and the wooded backdrop is perfect for hunting, recreation, or simply privacy. Conveniently located just off US-19 N, this property is on a paved road

H. Trey Hough Armor Realty, Inc

xxx Barnes Rd, Monticello, FL 32344
/5
$260,000 Sold Aug 29, 2025
- Land
- 12.46 Acres
- $20,867 per Acre
- 296 Days On Market
0 Taylor Rd Unit 378633, Monticello, FL 32344

Spectacular high and dry pasture with scattered oaks and pines. Ideal for your new home. Horses welcome. 4 lot subdivision with some restrictions to protect the neighborhood. only 2 lots left. All utilities will be underground.

Barry Kelly Kelly & Kelly Properties, Inc

0 Taylor Rd Unit 378633, Monticello, FL 32344
/5
$85,000 Sold Aug 26, 2025
- Land
- 5.01 Acres
- $16,966 per Acre
- 0 Days On Market
210 Oetinger Rd, Monticello, FL 32344

Beautiful, 5.01 acres in Jefferson County.

Kayla Palmer Timber & Tides Real Estate

210 Oetinger Rd, Monticello, FL 32344
/39
$343,000 Sold Aug 26, 2025
- 2,063 Sq Ft
- $166/SF
- 18 Days On Market
- 3 Beds
- 3 Baths
- Built 1979
4715 N Jefferson St, Monticello, FL 32344

This Monticello gem truly has it all! Situated on 1.8 beautifully maintained acres, this 3-bedroom, 3-bath home offers a rare blend of indoor comfort and outdoor living. Enjoy the peaceful KOI pond, relax under the powered gazebo, or take a dip in the above-ground pool—complete with a poolside bathroom and shower. Need space for hobbies or projects? You’ll love the 11x40 double-sided shop with

Allison Smith OaksFeather Realty

4715 N Jefferson St, Monticello, FL 32344
/10
$220,000 Sold Aug 26, 2025
- Land
- 7 Acres
- $31,429 per Acre
- 119 Days On Market
1400 Gamble Rd, Monticello, FL 32344

7 Beautiful Acres – Ready for Your Dream Home! Discover the perfect blend of open space and natural beauty on this stunning 7-acre property. Mostly cleared and dotted with mature pines and hardwoods, it offers the ideal setting for your custom home or peaceful retreat. Utilities are already in place with power on-site and a deep well—a huge head start on your build. Whether you're looking for

Kenneth Ayers Primesouth Fezler, Russell and

1400 Gamble Rd, Monticello, FL 32344
/27
$80,000 Sold Aug 25, 2025
- 1,144 Sq Ft
- $70/SF
- 7 Days On Market
- 3 Beds
- 2 Baths
- Built 1980
208 Robin Rd, Monticello, FL 32344

HANDYMAN SPECIAL ON ONE ACRE OFF GOVERNMENT MAINTAINED ROAD WITH TONS OF PEACE AND QUIET! LARGE OAK TREES, COMQUAT, SATSUMA, FIGS AND WHITE GARDENIAS! Fully fenced with gates so you can park all your toys or work equipment! Separate fenced off area in back for your pets. Large shed in back for more storage.

Kimberly Nabors Advanced Realty Group LLC

208 Robin Rd, Monticello, FL 32344
/27
$315,000 Sold Aug 22, 2025
- 1,772 Sq Ft
- $178/SF
- 9 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1924
395 W Palmer Mill Rd, Monticello, FL 32344

Check out this craftsman style home in the heart of Monticello. This 1920s charmer has 3 bedrooms, 1 & 1/2 baths, wrap around porches, fenced in yards (front and back) with sidewalks to the center of town just a few blocks away. This home was previously a daycare and could be again if you choose.

Mark Vollertsen Advanced Real Estate Sales

395 W Palmer Mill Rd, Monticello, FL 32344
/42
$482,500 Sold Aug 20, 2025
- 2,061 Sq Ft
- $234/SF
- 106 Days On Market
- 3 Beds
- 2 Baths
- Built 2025
350 Oconee, Monticello, FL 32344

Welcome to Covey Run, a private estate community in the heart of Monticello. Your new 3 bedroom 2 bath 2 car garage sits on 2.24 acres. Home features open floor plan with primary on-suite and large walk-in closet. Kitchen is ready for the chef in mind with gas range and plenty of room for prep. Living room features 10 foot ceilings, fireplace and opens to a sunroom. House has Generac Home

Steve Walker Steve C. Walker Realty, LLC

350 Oconee, Monticello, FL 32344
/26
$231,000 Sold Aug 20, 2025
- 1,338 Sq Ft
- $173/SF
- 161 Days On Market
- 2 Beds
- 2 Baths
- Built 2005
495 N Cherry Ct, Monticello, FL 32344

Over 55 Townhome community of only 8 homes in downtown Monticello. Walk to restaurants and shops. Mint condition 2 bedroom 2 bath with nice screened porch and walk in tub system. This end unit is extra private. New Roof (March 2025).

Pam Kelly Kelly & Kelly Properties, Inc

495 N Cherry Ct, Monticello, FL 32344
/17
$19,500 Sold Aug 15, 2025
- Land
- 0.86 Acre
- $22,674 per Acre
- 60 Days On Market
98 Cox Rd, Monticello, FL 32344

Small, tract of land "bring the chickens, build a chicken coop" located between Monticello, FL and Thomasville, GA. This UNIQUE, .86 acres of land with its deeply, rich, flora and native fauna is thick and abundant with many different types of indigenous species. Use the 10x20 storage building as a primitive bunkhouse cabin, specimen container, wildlife observatory or weekend landing pad/fun

Lynette Sirmon All Realty Services

98 Cox Rd, Monticello, FL 32344
/40
$520,000 Sold Aug 15, 2025
- 2,661 Sq Ft
- $195/SF
- 241 Days On Market
- 3 Beds
- 3 Baths
- Built 2021
141 Shumard Ct, Monticello, FL 32344

Back on the Market- Buyer's Financing Fell Thru. This stunning 3-bedroom, 3-bath home is perfectly situated on a quiet cul-de-sac, offering the ideal blend of modern comfort and thoughtful upgrades, all on a fully fenced 0.90-acre lot. The spacious open floor plan is designed for both entertaining and everyday living, complemented by a gourmet kitchen with stainless steel appliances. The garage

Kara Richetti Real Broker LLC

141 Shumard Ct, Monticello, FL 32344
/70
$425,000 Sold Aug 08, 2025
- 1,452 Sq Ft
- $293/SF
- 26 Days On Market
- 2 Beds
- 2 Baths
- Built 2009
1291 Hayfield Spur, Monticello, FL 32344

Escape to your own private retreat in Monticello, FL! This spacious 5-acre property features two private ponds and two large outbuildings—both equipped with utilities. One outbuilding functions as a workshop with additional storage and a bathroom, offering endless potential. The 2-bedroom, 2-bathroom home is full of charm, featuring vaulted ceilings, a wood-burning fireplace, and an abundance of

Jason Naumann The Naumann Group Real Estate

1291 Hayfield Spur, Monticello, FL 32344
/36
$285,000 Sold Aug 08, 2025
- 1,527 Sq Ft
- $187/SF
- 40 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2004
705 N Mulberry St, Monticello, FL 32344

Charming & Stylish Monticello Home! This adorable 3bedroom, 2.5bath home is nestled on a spacious lot just minutes from historic downtown Monticello. Brimming with warmth, charm, and character, this home is an absolute delight from the moment you step inside. You’ll immediately appreciate the quality craftsmanship and attention to detail throughout, including extensive moldings, custom built-in

Bill Lord Armor Realty, Inc

705 N Mulberry St, Monticello, FL 32344
/7
$95,000 Sold Aug 01, 2025
- Land
- 5.17 Acres
- $18,375 per Acre
- 102 Days On Market
0 Taylor Rd Unit 384618, Monticello, FL 32344

5.17 acres Taylor Rd. Wonderful Jefferson County location. Minutes from I-10/ Gamble Rd. + downtown Monticello. New 5 lot mini subdivision paved frontage, minimal restrictions to protect values. See survey and site plans in associated docs. Underground County water available. Owner financing available. LAST LOT FOR SALE!

Kevin Davis The Naumann Group Real Estate

0 Taylor Rd Unit 384618, Monticello, FL 32344
/5
$146,000 Sold Aug 01, 2025
- Land
- 6.07 Acres
- $24,053 per Acre
- 268 Days On Market
TBD Taylor Rd, Monticello, FL 32344

Spectacular high and dry pasture with scattered oaks and pines. Ideal for your new home. Horses welcome. Small 4 lot subdivision with some restrictions to protect the neighborhood. Only 2 lots left. All utilities will be underground.

Barry Kelly Kelly & Kelly Properties, Inc

TBD Taylor Rd, Monticello, FL 32344
/30
$270,000 Sold Jul 31, 2025
- 1,800 Sq Ft
- $150/SF
- 22 Days On Market
- 1 Bed
- 1.5 Baths
- Built 2009
358 Pineview Rd, Monticello, FL 32344

Barn style home, approx. 1100 sq ft living area with approx. 1400 sq feet workshop area all under one roof. Combination living/kitchen/dining with gas fireplace. Large master suite with walk-in closet. Screen porch and additional 11x 58 overhang for equipment storage. 2.93 acres half open and half wooded. Measurements are all approx.

Barry Kelly Kelly & Kelly Properties, Inc

358 Pineview Rd, Monticello, FL 32344
/17
$110,000 Sold Jul 31, 2025
- Land
- 11.17 Acres
- $9,848 per Acre
- 310 Days On Market
55 W Cavallo Trail, Monticello, FL 32344

Discover the allure of natural serenity with this captivating vacant property, an ideal canvas for your dream home. Nestled in a quiet, secluded subdivision, this spacious 11.1 acre plot boasts mature oak trees and a thoughtfully cleared homesite, providing an enchanting woodland backdrop combined with the readiness to build. What truly sets this property apart is its convenience coupled with

Tully Sparkman Bluewater Realty Group

55 W Cavallo Trail, Monticello, FL 32344
/8
$35,000 Sold Jul 30, 2025
- Land
- 5 Acres
- $7,000 per Acre
- 341 Days On Market
1024 Vista Rd, Monticello, FL 32344

CREEK, BUILDING SITE NEAR ROAD, WOODS TO HUNT, NEAR MONTICELLO. This property is dominated by a mostly walkable wetland corridor connected to nearby land, making it attractive for hunting. There's a building site adjacent to Vista Road at the front of the land. Build what you want; no HOA or restrictive covenants. Mobile homes okay. Near charming Monticello; convenient to Tallahassee just

Heather Boyd FL-GA Realty & Auction

1024 Vista Rd, Monticello, FL 32344
/42
$415,000 Sold Jul 28, 2025
- 2,832 Sq Ft
- $147/SF
- 89 Days On Market
- 4 Beds
- 3 Baths
- Built 1987
4710 Waukeenah Hwy, Monticello, FL 32344

Monticello living is good, peaceful living. This home is ready for a multi-generational family, or a family with loads of relatives and friends to entertain. This three bedroom, two bath home has an adjacent mother in law suite complete with bedroom, kitchen, bath and living room. Located on two acres with a 2025 a/c unit, 2019 roof, large screened and unscreened porch, 3 pad carport, 3

Fay Armstrong Keller Williams Town & Country

4710 Waukeenah Hwy, Monticello, FL 32344
/38
$280,000 Sold Jul 25, 2025
- 1,056 Sq Ft
- $265/SF
- 58 Days On Market
- 2 Beds
- 2 Baths
- Built 2002
Unlisted Address

Private Hunting Retreat on 20 Secluded Acres Just 25 minutes from Florida's Gulf Coast! Escape to your own slice of paradise with this private ,fully-equipped 20 acre property- ideal for hunters, or anyone seeking peace and privacy! Tucked away and surrounded by nature, this property offers the ultimate getaway with hunt-on-your-own-land freedom and thoughtful amenities designed for outdoor

Pam Kelly Kelly & Kelly Properties, Inc

Unlisted Address
/42
$459,000 Sold Jul 25, 2025
- 2,555 Sq Ft
- $180/SF
- 143 Days On Market
- 4 Beds
- 3 Baths
- Built 1983
4287 Bassett Dairy Rd, Monticello, FL 32344

Rare COUNTRY Farmhouse OASIS AWAITS! – Discover the perfect blend of rustic charm in this stunning 5-bedroom, 3-bathroom home, nestled on five fully fenced acres of picturesque pastureland. Located just 15 minutes from downtown Monticello, this peaceful retreat offers breathtaking views, abundant wildlife, and plenty of space for your pets to roam. Step inside to a beautifully updated,

Destiny Jones Keller Williams Town & Country

4287 Bassett Dairy Rd, Monticello, FL 32344
/26
$130,000 Sold Jul 25, 2025
- Land
- 14.1 Acres
- $9,220 per Acre
- 175 Days On Market
00 Cardinal Ln, Monticello, FL 32344

This property is located at the dead-end of Cardinal Lane, on a cul-de-sac, in the Lloyd Acres Subdivision (NO HOA). It's zoned Residential-01, and can be subdivided (1 home/1 acre). Some wetland spots exist, but there is plenty of room for (1) or more future home-sites. Property was partially cleared for a future home-site by the current owners, but they've since decided to stay in their current

Brenna Kelly-Ward Kelly & Kelly Properties, Inc

00 Cardinal Ln, Monticello, FL 32344
/42
$335,000 Sold Jul 24, 2025
- 1,551 Sq Ft
- $216/SF
- 45 Days On Market
- 4 Beds
- 2 Baths
- Built 2012
580 Holly Rd, Monticello, FL 32344

Looking for that small town life but still wanting to be close to Tallahassee? This is it! The quiet neighborhood of Crooked Creek subdivision could be the place for you! Located just outside of Monticello, FL. this roomy 4 bedroom, 2 bathroom 2012 built one owner house has it all. Beautifully land scaped yard with two gazebos and a greenhouse. Vaulted ceilings in the main living area and large

Anthony Gifford Ketcham Realty Group, Inc.

580 Holly Rd, Monticello, FL 32344
/6
$195,000 Sold Jul 21, 2025
- Land
- 4 Acres
- $48,750 per Acre
- 215 Days On Market
tbd Gamble Rd, Monticello, FL 32344

Mixed Use Suburban/Residential zoning, just south of I-10 Exit 217. Some clearing has been done. Several parcels make up this listing. A survey is needed to determine the exact acreage and distances. Current distances are approx. There is a drain that runs through a portion of the property making some of it wet.

Barry Kelly Kelly & Kelly Properties, Inc

tbd Gamble Rd, Monticello, FL 32344
/27
$349,900 Sold Jul 18, 2025
- 1,601 Sq Ft
- $219/SF
- 106 Days On Market
- 3 Beds
- 2 Baths
- Built 2025
149 Coopers Pond Rd, Monticello, FL 32344

New build, under construction on 1.05 acres, close to downtown Monticello and no HOA!! Five mins to I-10 and four mins to US90. Completion date set for April 2025 - - > see similar new build, under construction @ 81 Coopers Pond on 2.62 acres @ $399,900. Highlights of builder specs are as followed: - 1601sqft - 3 bedrooms - 2 full baths - 10' tray ceiling in living room - LVP throughout -

Tiffany Kasdorf The Nova Group Realty

149 Coopers Pond Rd, Monticello, FL 32344
/20
$360,000 Sold Jul 11, 2025
- Land
- 31.22 Acres
- $11,531 per Acre
- 26 Days On Market
Lot 4 Watermill Rd, Monticello, FL 32344

Absolutely beautiful, 30 acre lot in Jefferson County! This gorgeous piece of heaven is mostly plantation cut with established hardwoods and just waiting for your dream home! The property is high and dry and conveniently located, with easy access to I-10 and 27, making it a quick trip to Tallahassee or Monticello. Road access and a community water tower make building one step easier. Whether

Sarah McKinzie Hum Real Estate

Lot 4 Watermill Rd, Monticello, FL 32344
/4
$80,000 Sold Jul 08, 2025
- Land
- 4.42 Acres
- $18,100 per Acre
- 78 Days On Market
TBD Devane, Monticello, FL 32344

Wooded 4.42 acres, peaceful location just on the outside of Monticello. Across from the Jefferson County Country Club.

Barry Kelly Kelly & Kelly Properties, Inc

TBD Devane, Monticello, FL 32344
/42
$510,000 Sold Jun 30, 2025
- 1,898 Sq Ft
- $269/SF
- 18 Days On Market
- 3 Beds
- 2 Baths
- Built 2008
1094 Paul Thompson Rd, Monticello, FL 32344

This beautiful 2008-built home is set on five private acres with a gated entrance and offers 1,898 SQ FT of living space with three bedrooms, two full baths, stainless appliances, lots of windows for natural light, fireplace, and two car garage. Step outside to your own pool oasis with a screened patio overlooking gorgeous oak trees surrounding the property. This property also has a storage shed

Amber Renaud The Nova Group Realty

1094 Paul Thompson Rd, Monticello, FL 32344

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Florida Jefferson County Monticello 32344

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