Homes with virtual tours for Sale in 32344, FL

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ABOUT THIS HOME
Home with Virtual Tour for sale in 32344, FL:
This updated craftsman bungalow sits just minutes from historic downtown Monticello and all its shops, restaurants and small-town living activities. The big welcoming front porch maintains a great view of Jefferson street and opens inside to a light-filled living space – great for entertaining, with an easy flow to a fenced lawn perfect for pets and weekend gatherings. The split-bedroom plan offers ideal privacy for a live-in relative or long-term guest—complete with a small kitchenette in the secondary suite (floorplan could be changed for more privacy or opened up more if desired). The 1-car carport adds great covered parking and recent big-ticket updates mean peace of mind fo

$275,000

2 beds2 baths1,672 sq ft

660 N Jefferson St, Monticello, FL 32344

Small kitchenette • Fenced lawn • Craftsman bungalow

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in 32344, FL:
Spanning four full lots and over 20 acres, this private country estate offers two homes and endless possibilities—whether for horses, hobby farming, entertaining, or simply enjoying the peace of rural living. While located just outside Leon County, the property sits right along the county line—closer to Tallahassee than many Leon County homes. The 2,621 sq. ft. main home features 3BR/2BA with a split floor plan, two living areas with propane fireplaces, an updated primary suite with walk-in closet and renovated bath, multiple screened porches, and a pool with lanai for year-round Florida enjoyment. A 1,221 sq. ft. detached carriage house/workshop with covered porch adds versatil

$995,000

5 beds3 baths3,656 sq ft

240 Valley View Ct, Monticello, FL 32344

Pool with lanai • Guest apartment • 20.18 acre lot

VIDEO TOUR

ABOUT THIS HOME
Home with Virtual Tour for sale in 32344, FL:
Welcome to 2029 Boston Hwy—the perfect blend of comfort, convenience, and country charm. This beautifully maintained home sits on a fully fenced 1-acre lot, offering plenty of room to breathe without the hassle of a large property. Inside, you’ll love the open layout, cozy fireplace, and spacious kitchen with island and pantry—perfect for casual gatherings. Enjoy not one, but two HUGE master suites, ideal for guests or multi-generational living. A sunroom, indoor laundry, and covered parking for your RV or boat make life easy. Two storage sheds offer plenty of space for tools and hobbies. And yes—it qualifies for USDA 100% financing! Come see why this feels like the

$254,900

2 beds2 baths1,922 sq ft

2029 Boston Hwy, Monticello, FL 32344

Two master suites • Spacious kitchen • Open layout

VIDEO TOUR

ABOUT THIS HOME
Home with Virtual Tour for sale in 32344, FL:
This gorgeous, 3-bedroom, 2-bath modular home, recently renovated by Paul Davis, combines modern comfort and style. Inside, you’ll find an open floor plan, a brand-new kitchen with granite countertops, new appliances, and updated finishes that make everyday living and entertaining a joy. The primary bedroom offers a luxurious ensuite with double vanities, a walk-in shower, and garden tub, as well as a spacious walk-in closet. Recent upgrades include a new hot water heater and HVAC (2022), and new ductwork (2025), new roof (2023), offering long-term peace of mind. Thoughtful details add to the appeal—like a convenient mudroom and outdoor dog wash, perfect for muddy boots, sandy

$277,000

3 beds2 baths1,740 sq ft

104 Pine Cone Dr, Monticello, FL 32344

Large island • New appliances • Granite countertops

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in 32344, FL:
Square footage includes both the main house is 3200 square feet with 4 bedrooms and 3 baths. New barn apartment is 1400 square feet with 2 bedrooms and 1 bath. This would be an amazing income producing property for short and/or long term rental property of barn apt, horse boarding stables . .. or even a wedding venue. This breathtaking property checks ALL of the boxes! Please see associated docs as this home has so many features and details. Driving through the gated entry, you are greeted with Argentine Bahia Grass green pastures and most charming property. Five fenced and cross fenced pastures each with run in shelters, electric and water. All 5 fenced pastures with electric, water, run i

$989,000

4 beds3 baths4,600 sq ft

2024 Old Lloyd Rd, Monticello, FL 32344

Five fenced pastures • Barn apartment • Private entrance

Property at 1530 Sweetbay Ct, Monticello, FL 32344, 3 beds, 2 baths

$325,000

3 beds2 baths1,370 sq ft

1530 Sweetbay Ct, Monticello, FL 32344

Property at 3873 N Jefferson Hwy, Monticello, FL 32344, 4 beds, 4 baths

$589,900

4 beds4 baths3,862 sq ft

3873 N Jefferson Hwy, Monticello, FL 32344

Property at 150 N Ojibwa Rd, Monticello, FL 32344, 3 beds, 2.5 baths

$629,900

3 beds2.5 baths3,214 sq ft

150 N Ojibwa Rd, Monticello, FL 32344

Property at 193 Nautilus Dr, Monticello, FL 32344, 4 beds, 5 baths

$1,250,000

4 beds5 baths9,848 sq ft

193 Nautilus Dr, Monticello, FL 32344

Property at 221 Kiley Dr, Monticello, FL 32344, 5 beds, 4.5 baths

$1,549,000

5 beds4.5 baths5,476 sq ft

221 Kiley Dr, Monticello, FL 32344

Property at 64 Sanctuary Dr, Monticello, FL 32344, 4 beds, 2 baths

$555,000

4 beds2 baths1,945 sq ft

64 Sanctuary Dr, Monticello, FL 32344

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3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in 32344, FL:
Great starter home in Meadows at Woodrun. Peaceful neighborhood just east of town for private setting yet conveniently located. Home sits on almost 1/4 acre lot with fenced yard. Oversized one car garage for added storage and spacious Laundry area. Open concept makes the living space feel inviting and spacious. 3 bedrooms 2 full bathrooms with updated kitchen. Updates include newer range and dishwasher, Quartz countertops, luxury Vinyl Plank flooring, and guest bath Vanity.

$219,500

3 beds2 baths1,032 sq ft

2164 Portsmouth Cir, Tallahassee, FL 32311

0.24 acre lot • Garage • Car-dependent

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in 32344, FL:
Exceptional 5/6 Bedroom Estate with Guesthouse, Pool, and More on 2.26 Acres!! Don’t miss this incredible opportunity to own a beautifully designed 5-bedroom, 5-bathroom home with over 5,100 sq/ft of living space, an array of luxury amenities, and room to truly live and play. This spacious estate includes a separate guesthouse, a screened-in saltwater pool, a fully equipped outdoor kitchen, and a multi-use sport court—perfect for basketball or tennis. The property also boasts 5 garage spaces with a 3-car attached garage and a separate 2-car garage. Step inside the main residence and enjoy sprawling, light-filled living areas. The oversized kitchen opens up to the living room wit

$1,250,000

5 beds5 baths5,694 sq ft

9519 Starhawk Dr, Tallahassee, FL 32309

2.28 acre lot • $9 HOA • 3 garage spots

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in 32344, FL:
Almost an acre off Old St Augustine! 3 Bed 2 Bath with a large screen porch. Lot is clear and open. Remodeled Kitchen and Master Bath. Huge living area. No HOA! 2019 HVAC, 2025 Roof. This one is ready to move in!

$299,000

3 beds2 baths1,408 sq ft

8345 Old Saint Augustine Rd, Tallahassee, FL 32311

0.94 acre lot • Car-dependent

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in 32344, FL:
Absolutely stunning and move-in ready, this brand-new construction home is everything you’ve been dreaming of and more! Nestled on a spacious lot in an established neighborhood, this beautiful residence combines modern luxury with everyday comfort. Step inside to soaring high ceilings and an open floor plan that’s perfect for both entertaining and relaxing. With large windows stretching from floor to ceiling, natural light pours in, making every room feel bright, warm, and inviting. You’ll love the gorgeous kitchen featuring an oversized granite island, premium finishes, and tons of counter space—ideal for hosting, meal prep, or gathering with family. The living and

$294,000

3 beds2 baths1,344 sq ft

2328 Southampton, Tallahassee, FL 32311

0.29 acre lot • Car-dependent

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in 32344, FL:
Welcome to Hidden Lakes! This serene East-side community offers quiet charm and breathtaking lakefront living. This stunning 3-bedroom, 2-bath home features a spacious, open floor plan and a park-like setting with spectacular water views. The gourmet-style kitchen is equipped with a full appliance package, breakfast bar, and a large dining nook overlooking the screened pool. The flexible layout includes a front dining area that can also serve as an office, an inviting living room with soaring ceilings and a designer ceiling shelf, plus a cozy reading nook with direct views of the lake and screened patio with cathedral ceilings. The oversized primary suite is a true retreat with light-filled

$499,000

3 beds2 baths2,122 sq ft

6472 Hidden Lakes Dr, Tallahassee, FL 32311

1.5 acre lot • $17 HOA • Garage

OPEN TODAY, 2PM TO 4PM3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in 32344, FL:
Welcome to this beautifully maintained and spacious 3-bedroom, 2-bathroom home in desirable Northeast Tallahassee! This thoughtfully designed floorplan offers a great flow, with generously sized living areas perfect for comfortable living and entertaining. The huge living room features soaring vaulted ceilings and stunning tile flooring, creating a light and airy atmosphere. The kitchen is a dream, with ample counter space, abundant cabinetry, and everything you need for everyday cooking or hosting guests. The luxurious primary suite also boasts vaulted ceilings, newer LVP flooring, a large bathroom with a separate Jacuzzi tub and walk-in shower, and — best of all — a massive wa

$450,000

3 beds2 baths2,115 sq ft

8344 Shenandoah Dr, Tallahassee, FL 32317

0.71 acre lot • Garage • Car-dependent

Property at 7755 Cornucopia Ln, Tallahassee, FL 32309, 5 beds, 4.5 baths

$1,099,000

5 beds4.5 baths3,238 sq ft

7755 Cornucopia Ln, Tallahassee, FL 32309

Property at 3395 Mariana Oaks Dr, Tallahassee, FL 32311, 3 beds, 2.5 baths

$685,000

3 beds2.5 baths2,223 sq ft

3395 Mariana Oaks Dr, Tallahassee, FL 32311

Property at 10800 Mccracken Rd, Tallahassee, FL 32309, 2 beds, 2.5 baths

$2,895,000

2 beds2.5 baths3,851 sq ft

10800 Mccracken Rd, Tallahassee, FL 32309

Property at 1381 Yearling Trl, Tallahassee, FL 32317, 4 beds, 3 baths

$380,000

4 beds3 baths2,213 sq ft

1381 Yearling Trl, Tallahassee, FL 32317

Property at 9115 Conestoga Ave, Tallahassee, FL 32309, 5 beds, 2.5 baths

$575,000

5 beds2.5 baths2,538 sq ft

9115 Conestoga Ave, Tallahassee, FL 32309

Property at 5286 Wild Goose Rd, Tallahassee, FL 32311, 3 beds, 2.5 baths

$449,900

3 beds2.5 baths1,947 sq ft

5286 Wild Goose Rd, Tallahassee, FL 32311

Property at 2860 Stringer Rd, Thomasville, GA 31792, 4 beds, 5.5 baths

$995,000

4 beds5.5 baths4,966 sq ft

2860 Stringer Rd, Thomasville, GA 31792

Property at 1612 Canadian Geese Trl, Tallahassee, FL 32317, 4 beds, 3 baths

$399,999

4 beds3 baths2,687 sq ft

1612 Canadian Geese Trl, Tallahassee, FL 32317

Property at 7007 Katie Ashlee Ct, Tallahassee, FL 32309, 4 beds, 3.5 baths

$1,400,000

4 beds3.5 baths3,195 sq ft

7007 Katie Ashlee Ct, Tallahassee, FL 32309

Property at 108 Braswell Psge, Thomasville, GA 31792, 3 beds, 3 baths

$525,000

3 beds3 baths3,260 sq ft

108 Braswell Psge, Thomasville, GA 31792

Property at 10080 Mahan Dr, Tallahassee, FL 32309, 3 beds, 2.5 baths

$998,000

3 beds2.5 baths2,080 sq ft

10080 Mahan Dr, Tallahassee, FL 32309

Property at 7641 Talley Ann Dr, Tallahassee, FL 32311, 3 beds, 2 baths

$225,000

3 beds2 baths1,430 sq ft

7641 Talley Ann Dr, Tallahassee, FL 32311

Property at 10283 Ashville Hwy, Greenville, FL 32331, 5 beds, 2 baths

$469,000

5 beds2 baths2,184 sq ft

10283 Ashville Hwy, Greenville, FL 32331

Property at 2759 SW Wonderwood St, Greenville, FL 32331

$125,000

— beds— baths— sq ft

2759 SW Wonderwood St, Greenville, FL 32331

Homes with virtual tours for Sale in 32344

There are currently 11 homes with virtual tours for sale in 32344 at a median listing price of $440K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 32344 stay on the market for 83 days. This map is refreshed with the newest listings in 32344 every 15 minutes.

In the past month, 10 homes have been sold in 32344. In addition to houses in 32344, there were also 0 condos, 1 townhouse, and 1 multi-family unit for sale in 32344 last month. Find your dream home in 32344 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 32344 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 32344. If you're looking to sell your home in the 32344 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 32344 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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