Monticello Homes under $400,000

Monticello Homes under $400,000

Welcome to Monticello, Florida – a hidden gem nestled in the heart of Jefferson County. Known for its rich history and southern charm, Monticello boasts a unique blend of small-town warmth and vibrant community spirit. With its picturesque streets lined with historic homes and lush greenery, this quaint city offers a serene escape from the hustle and bustle of larger urban areas, making it an ideal place for families, retirees, and everyone in between.

One of the most appealing aspects of Monticello is its affordability in the housing market. Here, you can find a variety of charming homes under $400,000, perfect for first-time buyers or those looking to downsize. These properties range from cozy cottages to spacious family homes, many with beautiful yards and inviting porches that capture the essence of Southern living. The real estate market in Monticello is diverse, providing options that cater to different lifestyles and preferences.

In addition to its appealing homes, Monticello is surrounded by natural beauty with numerous parks and recreational areas, perfect for outdoor enthusiasts. The city is also home to a welcoming community, with local events and festivals that celebrate its rich heritage and foster neighborly connections.

Whether you're drawn to the area's historical significance, its affordable housing options, or the friendly atmosphere, Monticello is a place where you can truly feel at home. Come explore the possibilities and discover why so many are choosing to make Monticello their forever home!

Newest Monticello Homes under $400,000

1195 E PEARL Street, Monticello
$274,500
2 Beds ⋅ 1 Baths ⋅ 405614 MLS
Come check out this sweet cottage nestled in charming Monticello! This 1947 property is ready for the next chapter of its distinguished journey. Move in ready with tons of updates including recent kitchen appliances, HVAC and hot water. Tucked in on desirable Pearl St this house lives bigger than it looks with open kitchen, dining and living spaces. Sip coffee in the mornings under your very own century oak tree! Walking distance to historic Monticello’s downtown for shopping, restaurants and local butcher and farmers markets. Small town living at its best, but convenient to Tallahassee and Thomasville.

1195 E PEARL Street, Monticello
1410 E Pearl Street, Monticello
$385,000
4 Beds ⋅ 2 Baths ⋅ 405602 MLS
Classic 1926 Craftsman in Beautiful Monticello, Florida. Step into the timeless charm of this beautiful home offering more than 2,700 square feet of heated and cooled living space and approximately 3,248 square feet under roof. Set on a spacious one-acre lot, this distinctive home combines historic character, generous living spaces, and the convenience of small town living. Inside, you'll find high ceilings and large, inviting rooms throughout, along with beautiful architectural details that give the home its warm and gracious character. The heart of the home is a large eat-in kitchen, complemented by a formal dining room and spacious living room perfect for cozy evenings and entertaining. A bright and welcoming sunroom overlooks the established grounds, creating a peaceful space to enjoy morning coffee, afternoon reading, or the changing seasons. Outside, the expansive one-acre setting offers plenty of room to enjoy the mature, well-established landscape. A convenient porte-cochere provides covered parking and adds to the home's classic architectural appeal . You can even ride your golf cart to nearby dining and shopping , making it easy to enjoy the community, while still coming home to the privacy and spaciousness of you own beautiful grounds.

1410 E Pearl Street, Monticello
620 S Jefferson Street, Monticello
$179,000
1 Beds ⋅ 1 Baths ⋅ 405565 MLS
Discover the charm and versatility of this cozy cottage style home conveniently located on S. Jefferson Street in Monticello, Fl. Zoned B2 Business use, this property offers flexibility for both personal use and potential business opportunities. The home features one bedroom and one bathroom, a cozy kitchen, and a large open living/family/dining room that creates a comfortable, inviting space for relaxing or entertaining. Private backyard is perfect for enjoying outdoors with good space for grilling and relaxing. With its cottage charm, flexible zoning, convenient location, and private outdoor space, this property offers a unique opportunity for a homeowner, investor, or entrepreneur looking for a property with character and potential. BROKER/OWNER

620 S Jefferson Street, Monticello
380 Poplar Street, Monticello
$175,000
3 Beds ⋅ 1 Baths ⋅ 405416 MLS
Situated on over half an acre and within walking distance of charming downtown Monticello, this carefully maintained home offers great bones, plenty of space, and so much potential to make it your own. The fully fenced yard is lined with mature greenery, creating a wonderful sense of privacy while still giving you plenty of room to enjoy the outdoors. Inside, you’ll find an open kitchen, living, and dining area, plus a large separate family room perfect for entertaining, hosting family and friends, or creating an additional flex space. A two-car carport provides covered parking, while a ramp to the entrance offers easy accessibility. Major updates include a 2014 roof and 2016 HVAC, water heater, and windows. The home also features an up-to-date WDO bond and a CLEAR 4-point inspection. With a little updating and your personal touch, this property has incredible potential to become something truly special! Buyers to verify dimensions.

380 Poplar Street, Monticello
190 Serenity Lane, Monticello
$339,000
4 Beds ⋅ 2 Baths ⋅ 405361 MLS
Check out this extra-spacious home featuring over 2000 sq ft of comfortable living space! The home includes a large master suite with a sitting area, spacious living room, separate family room with a cozy fireplace, and a large kitchen with island. The property also features an impressive 1,600 square-foot concrete-floor garage/workshop, offering plenty of space for vehicles, equipment, hobbies, storage, or a home-based project. Cozy chicken coop adds even more versatility for those looking to enjoy a little country living. Located with an easy commute to Tallahassee and Florida's state capital. PRICE INCLUDES JOHN DEER TRACTOR AND ATTACHMENTS, JOHN DEERE ZERO TURN MOWER AND EQUIPMENT TRAILER.

190 Serenity Lane, Monticello
1060 S Water Street, Monticello
$175,000
2 Beds ⋅ 1 Baths ⋅ 405104 MLS
If you are looking for your opportunity, this home's for you! This 1950's bungalow is within reach for all. Whether a first time buyer, down-sizer, or investor, this home has ample opportunity for all! At a price where designer re-dos and renovations are possible, anyone can can make this dream come true! The huge addition (500+ sqft) off the rear of the home offers ample square footage that could possibly be reconfigured to a new owner's desires. The original home features a two bedroom one bath floor plan. The kitchen is sandwiched between two large living areas making opportunities for renovations and modernization ideal. With a third acre that's fully fenced, existing dog kennel, and a true garage, this property has built in bonuses in addition to the stellar location just moments away from Monticello's town center, access to I-10 and Hwy90 for easy commutes. Monticello is still known for its downtown charm and community events and connectedness. Just check out the chamber's facebook page! :D In addition to the Ecological Park and Legion right across the street, the house is minutes from town square where you can enjoy entertainment at Old Monticello Opera House, Vintage Stores, Restaurants. And if you wanted to, the Aldi and DG Market are walking distance to the home! So if you are looking for true potential not just in making a home, but making and enjoying community, see what 1060 S Water Street has to offer in charming Monticello, Florida!

1060 S Water Street, Monticello
30 PINE NEEDLE TRCE, Monticello
$249,000
3 Beds ⋅ 2 Baths ⋅ 404983 MLS
Discover this charming 3-bedroom, 2-bath home, ideally located just off Mahan Road and conveniently close to Downtown Monticello. Featuring a vaulted living room and cozy gas fireplace, this residence offers a welcoming and spacious atmosphere. The large fenced-in yard is perfect for pets and outdoor gatherings. The master suite is generously sized for comfort. Additional highlights include a single-car garage and plenty of room for your personal touch. Don't miss the opportunity to make this lovely home yours!

30 PINE NEEDLE TRCE, Monticello
360 Bowman Street, Monticello
$252,500
3 Beds ⋅ 2 Baths ⋅ 404967 MLS
New construction; very convenient to downtown; house is close to completion.

360 Bowman Street, Monticello
535 Holly Road, Monticello
$357,000
3 Beds ⋅ 2 Baths ⋅ 404878 MLS
Wonderful Cottage Home in Quaint Crooked Creek Subdivision in Monticello Florida. Open Floor Plan with 3 Beds/2 Baths. Tiled Covered Front Porch with a Large Tiled Screened Porch and Deck for Grilling. There is a Built in Storage Shed approx. 4x7. Spacious Garage with Shelves. Additional 30Amp for RV with Parking Space Designed for RV or could be used for Additional Parking. Landscape is Beautiful and Creates Privacy from Streetside and Privacy Fence with Jasmine in the Backyard. Adorable Home, Perfect for Small Family or Retiree!

535 Holly Road, Monticello
1420 Tennessee Avenue, Monticello
$116,500
3 Beds ⋅ 2 Baths ⋅ 404606 MLS
Calling all investors, house-flippers, and handy homewoners! Fix & Flip for cash or hold for rental income. Located just 3 minutes from downtown Monticello and 30 minutes to Tallahassee. This 1968 two-story home is built on concrete blocks (1st story), & sits on a large 0.38-acre lot with mature vegetation for privacy on 2 sides. Has a metal roof (unknown age), HVAC~ 2020. Utilities are on for showings. Priced for an AS-IS sale, including any bulk junk left from tenants. Exterior stairs are repaired.

1420 Tennessee Avenue, Monticello
520 E High Street, Monticello
$175,000
3 Beds ⋅ 2 Baths ⋅ 404538 MLS
AFFORDABLE OLD MONTICELLO (FL) HOME. Spacious, good condition, move-in-ready. Convenient, easy walk to charming downtown. Recent basic repairs and renovations (roofing, electrical, plumbing, etc). Old but very livable, with a flexible floor plan. Four possible bedrooms, two baths. Recent central heat and air. Large deck equipped with a hot tub (unknown condition) and fenced. Handicap ramp. Huge two-story storage shed. Spacious lot. This early 1900s home is still very livable and very affordable, with lots of potential to add upgrades and value.

520 E High Street, Monticello
1605 Sweetbay Court, Monticello
$360,500
3 Beds ⋅ 2 Baths ⋅ 404500 MLS
Construction has begun. Completion date should be approx 4 months or less. We will update the comments as the construction progresses. Picture is virtual. More to come as construction continues. Propane appliances and Rinnai Tankless Water Heater.

1605 Sweetbay Court, Monticello
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