Monticello FL Real Estate & Homes for Sale

Take a step back in time in this historic farmhouse built circa 1900 that is right in the heart of Wacissa. This home represents a timeless collaboration between the past and present by being restored with modern amenities and features throughout. As you arrive to the homesite, you'll be welcomed by the private 1.15 acre lot that has many fruit trees, mature landscaping, and is fully fenced. The home is covered had to toe in southern charm from the 3 dormers that peer out of the tin roof, to the inviting wrap-around porch that even has a large screened-in section. Inside you will be greeted with 11+ foot ceilings and a total of 4 large bedrooms & 2.5 bathrooms. The first floor is ideal for entertaining which is comprised of huge formal living room full of windows and a wood burning fireplace and in the back of the home is the large chef's kitchen that is updated with stainless steel appliances and enormous center island. The master suite and one of the guest bedrooms are also located on the first floor, the other two rooms will be found on the second floor. Enjoy the country lifestyle just minutes from the Wacissa River while still being just a short 20 minute drive to the Southwood area, state office buildings, shopping, and dining. This one is a MUST SEE!

Brand new construction in quiet, upscale development. Home qualifies for USDA financing.

Magnificent country estate just minutes from Tallahassee and Monticello features 50+ park like acres with hiking trails throughout. Sale is for two parcels combined-#35-2N-4E-0725-0000-0180 includes the house and 21.50 acres within the Casa Bianca Ridge subdivision and #35-2N-4E-0000-0020-0000 is an adjoining 29 acres unrestricted. Beautiful craftsman home features soaring 20+ foot ceilings, covered wraparound porches, detailed millwork, a 3-car garage wired with 30 amp electric and a koi pond. Includes two separate cross-fenced sections ideal for pets. Majority of land is hardwood/pines with approximately seven acres of wetlands featuring a stream running through the property. A rare opportunity to own a spectacular home and personal nature park.

Amazing estate home situated on 21 fenced acres! 10+ acre homesite and additional adjacent 10 acres in planted pines. Gated entry offers a stately feel to this 4 bdrm, 3.5 bath home. Appointed with beautiful crown molding, hardwood & tile flooring, soaring ceilings, surround sound & tons of natural light. Enjoy the screened saltwater pool/spa & outdoor kitchen that provides relaxed living & entertaining options. Chef’s kitchen with all new appliances, bar seating & breakfast area. Opens to multiple seating areas with an enclosed breezeway overlooking pool & pond. One-level, split floorplan features master suite plus optional mother-in-law suite. Beautiful serene setting includes stocked pond with brim, bass & catfish. Storage barn & workshop. Perfect house for entertaining, both inside & out! Too many features to list! 2 Rinnai WHs, 3 HVAC units, whole house/pool generator, fiber high-speed internet, invisible pet fence. Just a 20 minute drive from Tallahassee. This is an opportunity to own a one-of-a-kind piece of real estate. Acreage is under agricultural exemption.

Amazing estate home situated on 11 fenced acres! Additional adjacent 10 acres in planted pines (ready to harvest) can be purchased. Gated entry offers a stately feel to this 4 bdrm, 3.5 bath home. Appointed with beautiful crown molding, hardwood and tile flooring, soaring ceilings, surround sound & tons of natural light. Enjoy the screened saltwater pool/spa and outdoor kitchen that provides relaxed living and entertaining options. Chef’s kitchen with all new appliances, bar seating & breakfast area. Opens to multiple seating areas with an enclosed breezeway overlooking pool & pond. One-level, split floorplan features master suite plus optional mother-in-law suite. Beautiful serene setting includes stocked pond with brim, bass & catfish. Storage barn & workshop. Perfect house for entertaining, both inside & out! Too many features to list! 2 Rinnai WHs, 3 HVAC units, whole house generator, fiber high-speed internet, invisible pet fence. Just a 20 minute drive from Tallahassee. This is an opportunity to own a one-of-a-kind piece of real estate. Acreage is under agricultural exemption.

Beautiful brick home with 3 bay detached garage! Located off of Boston Hwy this home truly sits among some of the most stunning area in North Florida! Within 3 miles of the Jefferson County Country Club and just minutes from the Historic Downtown Monticello hub, this house provides privacy without the inconvenience of being to far away. This home has great bones with amazing remodel potential. This home also sports a 36x12 fully screened back porch.

Well Maintained 2017 4 BR, 2 BA Modular Home on 13.3 acres in Jefferson County 30 minutes from Capital. House sits on fenced 1.5 cleared acres with the remaining 11.8 acres in woods with small pond. Back of lot is on a nice lake Owned by the subdivision. Custom Front Porch, screened back porch, above ground pool, split BR plan. Recently installed custom plank floors throughout. MBR has tub and separate Shower. Property has a detached building with electric/water used as office. Has 380 SF, full bathroom and kitchenette & could be a rental or efficiency Apt. Also has attached 250SF workshop/storage. Fish on the Lake and enjoy your seclusion.

A little over ONE mile away from downtown Monticello, a completely renovated 3 bedroom, 1.5 bath charming home on a .37 acre lot. Move in to a turn-key home with a beautiful, private backyard full of potential. NEW 2021 ROOF with new black architectural shingles, NEW 2021 HVAC (2.5 ton package unit), NEW 2021 WATER HEATER. Renovations include but are not limited to luxury vinyl flooring, new carpet, new bathrooms, new cabinets, new light fixtures, new countertops, new porch screens, fresh paint throughout and more. New dishwasher, new range/oven and microwave to be installed before closing. With the growth of Monticello and the near distance from Tallahassee... this could be the one for you. Home qualifies for 100% USDA FINANCING. Don't wait- see this one today.

Open House Sunday, Nov. 21 from 2-4. *Gorgeous like-new 4BR with open floor plan on 1 acre lot! Located in The Sanctuary subdivision between Tallahassee & Monticello, this modern farmhouse-styled home is just minutes from Tallahassee. Easy & fast commute! This neighborhood features underground utilities, public water, and buried fiber optic for high-speed internet. Exceptional architectural details, trim work, and upgrades throughout this bright home. Multiple trey ceilings, a farmhouse sink, granite countertops, subway tile, luxurious soaking tub, walk-in closets and a walk-in butler's pantry. Flat, fully sodded back yard is fenced, features 3 gates, boat storage.

Open House Sunday, Nov. 21 from 2-4. *Gorgeous like-new 4BR with open floor plan on 1 acre lot! Located in The Sanctuary subdivision between Tallahassee & Monticello, this modern farmhouse-styled home is just minutes from Tallahassee. Easy & fast commute! This neighborhood features underground utilities, public water, and buried fiber optic for high-speed internet. Exceptional architectural details, trim work, and upgrades throughout this bright home. Multiple trey ceilings, a farmhouse sink, granite countertops, subway tile, luxurious soaking tub, walk-in closets and a walk-in butler's pantry. Flat, fully sodded back yard is fenced, features 3 gates, boat storage pad, and a storage shed. Yard backs to green space. Back covered porch with TV connections leads to spacious patio constructed of pavers.

Move-in ready, spacious, 2168 sq. foot home (3100 under roof) on 1.79 acres in beautiful Jefferson County. Just 15 minutes from Tallahassee. This 3 bedroom, 2 1/2 bath home was built in 2019 and features an open floor plan with custom cabinetry and granite in the kitchen and bathroom and LVP throughout. Kitchen has stainless appliances, a walk-in pantry and an island overlooking the living area. This home also includes a multi-purpose room for an office or den and a mudroom and a large laundry room. There is also a 30 x 36 pole barn on the property.

Welcoming front porch on an oaked line street just off the courthouse square! Deceptively large home that has been well cared for. Huge master with screen porch. Large laundry/mud room, two car carport. Corner lot. Everything is in great shape. Insulated windows, newer HVAC package unit, Alpha Foundation has worked in the walk in basement!

Renovated 3BR/2BA on 0.5 acre lot with open floor plan and vaulted ceilings. Updated with a modern farmhouse style, including new luxury vinyl plank flooring, interior paint, matte black lights, painted kitchen cabinetry (grey), bathroom vanities, marble look laminate kitchen countertops, sinks, faucets, and more. Great natural light inside. 2014 Roof & HVAC. Covered front porch and spacious back patio for outdoor entertaining. Easy maintenance vinyl exterior siding. Less than 3 minutes from downtown Monticello courthouse & easy commute to Tallahassee. Just around the corner from the Jefferson County Recreation fields & public park. Address qualifies for 100% USDA financing. Buyer to verify room sizes. Property backs up to green space buffer & small creek for exceptional privacy. Final repairs & touch-ups in progress.

Brand New Construction! Proposed home will be 2,134 sq. ft. with hardwood flooring throughout, custom cabinets, and custom trim work. Gorgeous spacious front porch for relaxing. 9' ft. ceilings, stainless steel appliances and much more! PICTURES ARE OF PREVIOUS CONSTRUCTION WITH SIMILAR FLOOR PLAN AND ELEVATION. ESTIMATED COMPLETION DATE OF MAY, 2022.

Welcome to down-town Monticello. Walk to lovely shops and restaurants, easy commute anywhere. Located right in the hub of city central. This is a gorgeous Victorian property w/ gorgeous wood floors, volume ceilings, walk-out windows to beautiful wrap around porches. This property sits on a perfect corner to corner lot just 2 city blocks from the court house round about. Plenty of parking for a business or area for gardening. This property is zoned business office space and is currently a working law-firm. The property has 3 bedrooms or offices, a dining hall and huge open living room. Enjoy a spacious kitchen area with large storage pantry. Lots of potential for all of your hopes and dream. Get early entry into a growing city on the verge of exploding into a major tourist center and business hub.

Centrally located in historic Monticello, FL, the prominent Partridge House (c. 1901) is only steps from downtown amenities, shops, and restaurants. The 6383 sq ft structure houses a boutique apartment community consisting of 7 units // 10 beds. Convenient to Tallahassee, Thomasville, and Madison, this unique income property is consistently 100% occupied. The portfolio is made up of one and two-bedroom units each ranging from 660 sq ft to almost 1,300 SF, with an overall average being about 1,000 SF. High ceilings, fireplaces, and a large, welcoming front porch add period details.

Spacious living spaces in this 4 bed/3bath home on 10.3 beautiful acres. Located in gated Hiawatha Farms equestrian community minutes from town. Features two-room in law suite with private entrance and ADA ramp and shower (can also be owners suite). Huge 3 car garage. Expansive 7000 SqFt well-insulated metal shop/barn with oversized garage-type doors. This home can be configured multiple ways.

Home Sweet Home! Come and relax on the Charming Large front porch of this Newly Renovated 3 bedroom/2 bathroom home. Stainless Steel Appliances are in the Lovely Open concept kitchen, with island bar that looks out into the living room. Freshly painted throughout with new luxury vinyl plank flooring in the living areas and new carpet in the bedrooms. Master bedroom features a walk-in closet and private master bathroom. To make the chores easier, there is a mudroom and interior laundry room. Step out into the PRIVATE backyard onto the deck that is the perfect place for your BBQ Grill. This home is like NEW on the inside and has a brand NEW ROOF! This is one you don't want to miss!

Prime county living in Jefferson County! Brick house with 4 bedrooms and 2 baths on 2.14 acres, plus a 1280sqft barn! Beautiful kitchen with a large open concept living room with a fireplace and dining room makes it perfect for gathering family together at the end of the day. Main bedroom has an ensuite bathroom and walk in closet, while two other bedrooms are down the main hall. Off the kitchen there is a bonus room with a small bedroom attached; this could make a perfect in-law suite, rec room space or office! The screened in porch and large deck out back will lead to hours of enjoying the peaceful county setting. Metal roof and large carport are added bonuses! Don't forget about the huge barn! The barn has two large roll up loading doors, plenty of workshop space, a bathroom and a separated office inside. Lots of cleared land around the home site, with mature trees lining the property border. This little slice of paradise is only a 5 minute drive to downtown Monticello, and 25 minutes to Thomasville, GA. This gem won't last long!

You must experience this home to appreciate its historic character! Beyond the high palms and the multiple French doors lies a unique, one-of-a-kind home with a history of happy family memories. Built of Florida cypress with heart pine floors, this much-loved, modified creole-style raised cottage has retained many of its original features. The pre-Civil War home has been through several updates while maintaining its charm and beauty over 163 years (c. 1858). Enjoy the view from the 600 sq. ft. covered front porch, suitable for entertaining or enjoying leisurely days under the overhead fans. Once inside, wide-plank heart pine flooring, original bead-board, picture rails and period details abound. Multiple entertaining and dining areas exist throughout the home, all graced by high ceilings and original fireplaces. Note, the current owner has chosen to re-purpose the largest bedroom (19’x19’) into an additional family area with French door access to the front porch, and another smaller bedroom (19’x10’) into a cozy den, with exterior door access to the backyard. Recent updates include: HVAC (2020), Water Heater (2020), and Roof (2020). While the seller has managed to address big-ticket items, this lovely space will still require some repairs in order to fully restore. The large jack-and-Jill style bathroom is in need of a full renovation (including sub-floors). It currently has a working toilet and vanity, and is being utilized for storage. Though currently purposed for residential use, this property’s unique and desirable B-2 zoning (Business/Highway) also allows for future business/professional possibilities. Prominently located in the downtown historic district of Monticello with shops and restaurants within short walking distance. A quick 20-minute drive will get you to both Tallahassee, FL and Thomasville, GA.

Pre sale!! Proposed New Construction Packages offered by Hamilton Custom Construction. A stunning five acre lot just on the outskirts of Tallahassee. The perfect location for custom dream build with a easy commute. Pick a plan, Bring your own plan, or we can customize a plan for you. The home pictured is from a previous build. This home features a split floor plan, 3 bedroom 2 and half bath, 2050 Sqft heated and cooled, with a very spacious 2 car garage. Sliding barn doors to compliment almost every room. Granite counter tops, porch ceilings paired with tongue and groove pine, custom cabinetry, and stainless farmhouse sink. This builder is offering 100% custom work to satisfy your needs.

Back on Market. Financing fell through. This is 3/2 located minutes from beautiful downtown Monticello. This house has been remodeled and is move in ready. A long list of upgrades include New roof, New HVAC, All new kitchen with new appliances, cabinets and fixtures, all new flooring throughout. The backyard includes a stained deck overlooking the large backyard. Monticello is a growing community with an easy commute to Tallahassee. Regarding siding- "Brand new coat of paint had an unusual, unexpected effect on siding, decreasing attractiveness. Multiple field experts including a home inspector from a reputable company in Tallahassee, and also a siding expert with 40 years of experience, think it is a cosmetic effect only, and has no structural or other non-cosmetic effect.

Just reduced! Home inspection available with repair estimates. Selling as-is. Welcome to quiet Waukeenah. This is a cozy 3 bed & 1 bath home on 1.26 acres w/ a couple of outbuildings. This home is block construction w/ a long life metal roof. It has an open floor plan w/ a spacious kitchen & large island. Enjoy all wood cabinets in the kitchen & laminate flooring in the main living areas. The home needs just a little TLC & flooring in the bedrooms but the bones are excellent & w/ just a little sweat equity this will be a lovely spot to call home. Enjoy a very spacious lot that has plenty of room for all your toys; a garden; or the addition of another home. (Grass has been edited into the photos to show what could be w/ a little effort) Seller will provide allowance for buyer repairs and updates with strong offers.

Turn of the century Victorian Estate. This is a time capsule of Florida history and a rare find of an investment in Real Estate . Resting on a city block! Walk to shopping and restaurants. This lovely historic home operates as a successful bed and breakfast, licensed as a restaurant with beer and wine, dress shop, antique shop etc. Restored and updated, but period correct. Extra 1,000 sqft event center building for weddings, family reunions and more. Includes a full kitchen, full bath plus two half baths. Huge covered patio can accommodate large crowds. The home is furnished with period correct antiques and a joy to see. Pre-Qualification letter is required prior to showings.

Brand new construction in quiet, upscale development. Home qualifies for USDA financing. Construction completion should be in 90 days.