Madison County FL Houses for Sale

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  /42

  $399,900

  $45K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,959 Sq Ft

  1983 U S 90, Madison, FL 32340

  Brick Home on 3 Acres – Minutes from Downtown Madison, FL! Address: 1983 E US 90, Madison, FL Just minutes from downtown Madison! Property Highlights: Charming brick home 3 spacious bedrooms | 3 full bathrooms Finished basement with separate entrance Outdoor kitchen & entertainment area – ideal for gatherings and cookouts 3 beautiful acres of open land Enjoy watching wildlife while relaxing in

  

  Ben Jones

  Southern Land & Homes

  1983 U S 90, Madison, FL 32340
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  /80

  $850,000

  • 7 Beds
  • 4 Baths
  • 3,631 Sq Ft

  424 NE Blue Ridge Landing, Lee, FL 32059

  Rare Madison County Estate Featuring Two Homes and Exceptional Outdoor Amenities Escape to your own private North Florida retreat on 17.5 beautiful acres in Madison County, Florida, just minutes from the scenic Withlacoochee River. Experience the perfect blend of country living, recreation, and comfort with two well-appointed dwellings, making this property ideal for multi-generational living,

  

  Ben Jones

  Southern Land & Homes

  424 NE Blue Ridge Landing, Lee, FL 32059
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  /72

  $350,000

  • 3 Beds
  • 2 Baths
  • 2,079 Sq Ft

  1914 SW Jim Clark Rd, Madison, FL 32340

  Turnkey 40.23-Acre Livestock & Recreational Property with Home, Cross-Fencing & Cypress Ponds - Madison County, FL40.23-acre North Florida tract located just 5 miles from historic downtown Madison3 Bedroom, 2 Bath 1997 doublewide mobile home offering comfortable rural livingFully fenced and cross-fenced - well suited for cattle, horses, or rotational

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  1914 SW Jim Clark Rd, Madison, FL 32340
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  /45

  $319,000

  • 3 Beds
  • 2 Baths
  • 2,552 Sq Ft

  272 NE Dusty Miller Ave, Madison, FL 32340

  Welcome home to this beautifully maintained 3BR/2BA brick residence offering 2,552 sq. ft. of comfortable living space on a picturesque one-acre homesite just minutes from downtown Madison, Florida. Built in 1975 and lovingly cared for, this move-in ready home offers a warm and inviting atmosphere with abundant storage throughout including closets, pantry space, cabinets, drawers, shelving and

  

  Lynette Sirmon

  All Realty Services

  272 NE Dusty Miller Ave, Madison, FL 32340
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  /51

  $399,000

  • 3 Beds
  • 3 Baths

  1983 E US Highway 90, Madison, FL 32340

  Just minutes from downtown Madison! Property Highlights: Charming brick home 3 spacious bedrooms 3 full bathrooms Finished basement with separate entrance - perfect for income potential or a mother-in-law suite Outdoor kitchen & entertainment area - ideal for gatherings and cookouts 3 beautiful acres of open land Enjoy watching wildlife while relaxing in your private outdoor space Convenient

  

  Ben Jones

  MOSSY OAK PROPERTIES

  1983 E US Highway 90, Madison, FL 32340
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  /76

  $715,000

  • 6 Beds
  • 4.5 Baths
  • 3,744 Sq Ft

  219 NE Livingston St, Madison, FL 32340

  Step back in time and experience one of Madison County's most remarkable historic homes. Built in 1836, this extraordinary Southern Colonial estate beautifully blends timeless craftsmanship with modern comforts while offering a rare opportunity to own a true piece of North Florida history. Rich with character, the main residence showcases the architectural details that define a classic Southern

  

  Ben Jones

  MOSSY OAK PROPERTIES

  219 NE Livingston St, Madison, FL 32340
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  /26

  $94,000

  $6K PRICE DROP Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 1,998 Sq Ft

  692 SW Range Ave, Madison, FL 32340

  Looking for space without sacrificing convenience? This 4-bedroom, 2-bath home offers 1,998 sqft of living space and 2,504 sqft under roof, all within the city limits of Madison, Fl. Inside, you'll find generously sized bedrooms, spacious living areas, and a flexible floor plan that provides plenty of room for everyday living, entertaining, working from home, or accommodating guests. Step outside

  

  Mindy Wilkison

  POOLE REALTY INC.

  692 SW Range Ave, Madison, FL 32340
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  /74

  $390,000

  $75K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  2432 SW Sr 14, Madison, FL 32340

  Located on one of Madison County's most beautiful country roads, this 3 bedroom 2 bath home on 5 acres in north Florida has something for everyone in the family. Updated with new roof in 2024 and flooring in 2026. The original houseplan was for 4 bedrooms, so the addition of just one wall can easily add more space for your growing family or hobbies. A split floorplan with a large primary bedroom

  

  Sondra Deaconescu

  Georgia Florida Real Estate Services

  2432 SW Sr 14, Madison, FL 32340
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  /56

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  393 NW Willie Deas Rd, Madison, FL 32340

  Built in 2023 and located in the desirable Looper Pond Plantation community, this beautiful 3BR/2BA home sits on 5.12 acres and offers the perfect blend of modern comfort and peaceful country living. With approximately 1,920 heated sq ft, the home features an open floor plan, marble countertops throughout, a spacious kitchen with large pantry, oversized laundry room, and a split-bedroom layout.

  

  Christina McCulley

  eXp Realty LLC

  393 NW Willie Deas Rd, Madison, FL 32340
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  /66

  $295,000

  $55K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  2959 SE Winquepin Sr Lee Unit FL 32059, Lee, FL 32059

  40.02 Acres in Madison County, FL!Prime Location: Just 15 miles to downtown Madison & 6 miles to I-10High & Dry Land: 100% usable -- no flood worriesHome Onsite: 2006 1,800 sq ft mobile home Big Barn Bonus: 30x60 barn for equipment, toys, or animalsWildlife Galore: Healthy deer & turkey population for hunting or watchingRiver Life: Short

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  2959 SE Winquepin Sr Lee Unit FL 32059, Lee, FL 32059
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  /63

  $235,000

  • 4 Beds
  • 3.5 Baths
  • 2,688 Sq Ft

  485 SW Jordan St, Madison, FL 32340

  The Southern Porch on Jordan Street! Step into another era of time with this beautiful 2 story home offering 2,688 square feet of heated and cooled living space. This 4-bedroom, 4-bath residence blends historic charm with modern updates, making it a rare and exceptional value. The 3 upstairs bedrooms feature comfortable carpeting, while recent upgrades—including new electrical, new plumbing, new

  

  Lynette Sirmon

  All Realty Services

  485 SW Jordan St, Madison, FL 32340
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  /58

  $429,000

  $8K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  11942 SW Overstreet Ave, Lamont, FL 32336

  A LAND REMEMBERED-ESCAPE to OLD FLORIDA Welcome to your private 29+ acre rustic retreat in the heart of rural Madison County, FL - a rare and unrestriced recreational paradise where you can hunt, fish, farm, and play to your heart's content. Tucked away in the beauty of Old Florida, this property offers: a unique A-Fame home full of rustic character, multiple outbuildings for storage or creative

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  11942 SW Overstreet Ave, Lamont, FL 32336
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  /51

  $479,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,302 Sq Ft

  11085 E US Highway 90, Lee, FL 32059

  $9000 SELLER CREDIT - This is an absolute must-see private residential property, the pictures honestly don’t do it justice! Welcome to your ultimate North Florida homestead near the historic town of Madison. Serving up the perfect blend of wide-open country freedom and modern comfort, this beautifully renovated 3-bed, 2-bath country home in Lee, Florida, is completely move-in ready. Boasting a

  

  Johnathan Mathis

  Pointer Properties

  11085 E US Highway 90, Lee, FL 32059
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  /15

  $139,340

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  1442 NE Avocado St, Madison, FL 32340

  This property is one of four available to purchase as a package or individually. This is a lovely property with lots of room for gardening or recreation. It is a located six miles from downtown and twenty miles from Lake Park, Ga. The home is in good condition and might just a few minor fixes. Please do not disturb tenants and must have a Realtor with you to be property. Also available MLS #'s

  

  John (Jeb) Stewart

  THE DARBY-ROGERS CO.

  1442 NE Avocado St, Madison, FL 32340
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  /42

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  319 SE Bunker St, Madison, FL 32340

  Classic Brick Home on a Spacious Madison Homesite -Property Highlights -Well-maintained 3-bedroom, 2-bath brick home situated on approximately 0.86 acres within the Madison city limits -Approximately 1,612 heated square feet with over 3,200 total square feet under roof, offering ample space for comfortable everyday living and entertaining -Built in 1964, blending timeless character with a

  

  Ben Jones

  MOSSY OAK PROPERTIES

  319 SE Bunker St, Madison, FL 32340
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  /48

  $449,000

  • 4 Beds
  • 4 Baths
  • 2,913 Sq Ft

  324 NE Fraleigh Dr, Madison, FL 32340

  

  Ben Jones

  Southern Land & Homes

  324 NE Fraleigh Dr, Madison, FL 32340
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  /33

  $700,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,540 Sq Ft

  4087 NW Honey Lake Rd, Greenville, FL 32331

  Discover the beauty and freedom of true country living on this expansive 96-acre farmstead, offering the perfect blend of open fields, mature hardwoods, and North Florida charm. Charming 1,450 Sq Ft Home This cozy and inviting home features comfortable living spaces, ideal for family life or a quiet retreat in the country. Detached 1BR / 1BA Cottage Perfect for guests, extended family, or rental

  

  Ben Jones

  Southern Land & Homes

  4087 NW Honey Lake Rd, Greenville, FL 32331
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  /59

  $195,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  146 SE Bunker St, Madison, FL 32340

  Less Mowing! More Living! Completely refurbished and beautifully updated, this solid concrete block home delivers the rare combination of durability, modern upgrades, and an unbeatable location with stunning lake views. Enjoy picturesque water vistas right from your front yard, living room windows, and front bedroom—this setting is genuinely exceptional. Originally built in 1955, the home has

  

  Lynette Sirmon

  All Realty Services

  146 SE Bunker St, Madison, FL 32340
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  /82

  $850,000

  • 7 Beds
  • 4 Baths
  • 3,631 Sq Ft

  434 NE Blue Ridge Landing Ave, Lee, FL 32059

  Rare Madison County Estate Featuring Two Homes and Exceptional Outdoor AmenitiesEscape to your own private North Florida retreat on 17.5 beautiful acres in Madison County, Florida, just minutes from the scenic Withlacoochee River.Experience the perfect blend of country living, recreation, and comfort with two well-appointed dwellings, making this property ideal for

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  434 NE Blue Ridge Landing Ave, Lee, FL 32059
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  /70

  $585,000

  • 5 Beds
  • 6 Baths
  • 3,814 Sq Ft

  588 NW Pickle Ln, Madison, FL 32340

  A qualified veteran may be eligible to assume the existing VA loan at an exceptional 2.347% interest rate, with an assumable balance of approximately $310,000 on this spacious 5-bedroom, 6-bath brick home—priced below appraisal on 5 peaceful acres. Heated-cooled basement featuring a remodeled kitchen w/stainless appliances, full-size oven, and granite countertops. Flooring includes hardwood,

  Dennis L Coxwell Keller Williams Town & Country

  588 NW Pickle Ln, Madison, FL 32340
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  /33

  $189,000

  • 1 Bed
  • 1 Bath
  • 784 Sq Ft

  524 NE Withla Bluffs Way, Lee, FL 32059

  Withlacoochee River Waterfront Retreat on 1.27 Acres! Nestled behind a gated entrance and surrounded by mature hardwoods, this elevated river house offers a rare opportunity to create your own waterfront getaway. Situated on the scenic Withlacoochee River, the property features 1 bedroom, 1 bathroom, an open living area, large screened porch, two covered parking bays, private well and septic, and

  Jessica Groover Southern Land & Homes

  524 NE Withla Bluffs Way, Lee, FL 32059
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  /41

  $209,999

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  170 SW Olympic Point Way, Greenville, FL 32331

  25-Acre North Florida Hunting Retreat with Homesite, Mixed Timber & Development PotentialWhether you're searching for a premier hunting property, a private weekend retreat, or a versatile North Florida investment, this exceptional 25-acre tract in Greenville offers the perfect combination of privacy, wildlife habitat, and future potential.With approximately 22 acres of mature

  Jessica Groover Southern Land & Homes

  170 SW Olympic Point Way, Greenville, FL 32331
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  /64

  $1,188,900

  $211K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  2693 SW US 221, Greenville, FL 32331

  193 +/- acres of absolutely TURN-KEY improved pasture, ponds and home! Move-in ready - bring your family and livestock and start your cattle operation! Located in North Florida's prime cattle country, this ranch is only 25 minutes from downtown Madison, FL, and just 45 minutes from Tallahassee. Everything has been meticulously maintained, with brand new fencing, new 4/2 mobile home, ponds, 2

  Gary Silvernell Farm and Forest Brokers

  2693 SW US 221, Greenville, FL 32331
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  /29

  $899,000

  $76K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft

  325 SW Durham Way, Greenville, FL 32331

  Offered for sale, this unique tract of land presents an idealopportunity for a private country estate, family farm, orgentlemans retreat. The property includes an approximately2,300 SF home that was completely renovated in 2024 withthree bedrooms and two bathrooms, complemented by fourestablished barnsone of which is a well-maintained horsebarn. Approximately 30% of the

  Karen Hahn TLG Real Estate Services, PLLC

  325 SW Durham Way, Greenville, FL 32331
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  /17

  $99,000

  $46K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,311 Sq Ft

  115 SW Lee Ave, Madison, FL 32340

  This single-family home in Madison FL offers solid bones and a functional layout, making it the perfect canvas for a fix-and-flip, rental, or long-term hold. The existing structure provides a strong foundation to reimagine and transform into the home of your dreams—whether that means creating an open-concept living space, designing a modern kitchen, upgrading finishes throughout, or adding

  Mark Thews Equitable Company Realtors

  115 SW Lee Ave, Madison, FL 32340
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  /59

  $460,000

  $15K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,944 Sq Ft

  402 NW Cantey Ave, Madison, FL 32340

  Nestled on 2.44 private acres surrounded by abundant wildlife, this beautifully maintained 1985 home offers space, charm, and numerous upgrades in the heart of Madison, FL. A brand-new metal roof installed in 2024 adds peace of mind, while the mature landscaping filled with blooming camellias creates a serene country setting. Inside, you'll find a spacious layout featuring a cozy wood-burning

  Alicia Radtke All Realty Services

  402 NW Cantey Ave, Madison, FL 32340
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  /37

  $474,999

  • 3 Beds
  • 7 Baths
  • 7,375 Sq Ft

  227 SW Range Ave, Madison, FL 32340

  Discover a unique investment opportunity in Madison, Florida, where two separate buildings hold the potential for a vibrant mix of residential and business spaces. Currently all occupied with tenants, these properties offer an immediate income stream. The charm of the town adds to the appeal, making it an attractive location for various ventures like coffee shops, restaurants, barber shops, and

  Crystal Daviner Marzucco Real Estate LLC

  227 SW Range Ave, Madison, FL 32340
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  /42

  $559,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,002 Sq Ft

  153 SW Canopy Trail, Madison, FL 32340

  Where luxury design meets modern comfort, this breathtaking premier model home was built to impress at every turn. Offering 2,002 heated square feet of beautifully curated living space, this exceptional 3-bedroom, 2-bath residence showcases soaring 10-foot ceilings, dramatic 8-foot doors, upscale finishes, and a spacious open-concept layout designed for effortless entertaining. The showstopping

  Sarah Pike The American Dream

  153 SW Canopy Trail, Madison, FL 32340
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  /35

  $1,270,000

  $105K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,526 Sq Ft

  1161 NW Jersey Rd, Greenville, FL 32331

  Turnkey Cattle Farm with Private Processing Facility on 92.75 Acres - fantastic horse potential as well. Purpose-built for livestock, self-sufficiency, and country living, this 92.75-acre gated property offers a rare opportunity to own a fully functional North Florida farm with the infrastructure already in place. Previously supporting a 50-head Angus operation, the land features seven

  Cindy Vees Jason Mitchell Real Estate

  1161 NW Jersey Rd, Greenville, FL 32331
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  /44

  $340,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  9072 S County Road 53, Madison, FL 32340

  Welcome home to this beautifully updated all brick home situated on 3 high and dry acres in a peaceful country setting. Offering paved road frontage and bordering a large tract of land, you'll enjoy exceptional privacy with no close neighbors. The property also includes an additional well and septic system, providing endless possibilities for future use. This move in ready home features a brand

  Amy Cope Amy Cope Southern Properties,

  9072 S County Road 53, Madison, FL 32340
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  /36

  $180,000

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft

  405 SE Apache Ave, Lee, FL 32059

  Looking for space and country living? This 3-bedroom, 2-bath home sits on 2.75 flat, dry, mostly cleared acres in a quiet area of Lee, FL. The property offers plenty of room for gardening, animals, or simply enjoying the outdoors, with mature trees providing shade and privacy. The home is ready for its next owner, with an opportunity to add your own updates and personal touch. The primary suite

  Stephanie Dobson Southern Land & Homes

  405 SE Apache Ave, Lee, FL 32059
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  /37

  $145,000

  • 3 Beds
  • 1 Bath
  • 1,298 Sq Ft

  173 SE Madison St, Madison, FL 32340

  Charming craftsmen style home nestled in the heart of Madison! Quick walk to downtown or Lake Francis makes this home a wonderful place to settle down. Built in 1945, the home has seen many upgrades and conveniences without losing the craftmanship it was created with. Fairly recent updates include the ac, roof, water heater and flooring. Feel free to take a look and see for yourself! Madison area

  Daren Renfroe A Main Street Realty Co, LLC

  173 SE Madison St, Madison, FL 32340
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  /52

  $790,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  1048 NE Duval Pond Rd, Madison, FL 32340

  Welcome to this beautiful 57+ acre horse farm offering the perfect blend of country living, income potential, and modern comfort. Over 40 acres are planted in income-producing hay, with fenced and cross-fenced pastures ready for horses or livestock. The property includes a 40x60 hay barn, 18x36 barn with stalls, horse stables, multiple sheds including a grain shed, chicken pen, covered parking

  Jeff Wood Keller Williams Town & Country

  1048 NE Duval Pond Rd, Madison, FL 32340
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  /54

  $657,500

  $42K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft

  511 Sundown Creek Rd, Madison, FL 32340

  Nestled in the rolling countryside of Madison County, FL, this stunning 40-acre property on desirable Sundown Creek Road offers the perfect blend of privacy, functionality, and natural beauty. A gated entrance with an electric gate and a concrete driveway leads to a charming 3-bedroom, 2-bath home with just under 2,000 sq. ft. Inside, you will find a spacious kitchen with ample cabinetry and an

  Sarah Pike The American Dream

  511 Sundown Creek Rd, Madison, FL 32340
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  /6

  $345,678

  • 4 Beds
  • 2 Baths
  • 2,862 Sq Ft

  1534 SW Main St, Greenville, FL 32331

  Curb appeal meets country charm. Step into a piece of North Florida history with this 1915 home in Greenville, FL. Situated on a spacious 0.75 acre corner lot, this 4 bedroom, 2 bath home offers over 3000 square feet of living space and original hardwood floors throughout. Home was 75% renovated between 2022 and 2025. Major improvements include replaced electrical and plumbing systems, 2018

  Daryn Wiles The American Dream

  1534 SW Main St, Greenville, FL 32331
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  /27

  $349,000

  $116K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 2,080 Sq Ft

  777 SW Wacissa Terrace, Greenville, FL 32331

  Tucked away at the end of a privately maintained dirt road, this hidden North Florida retreat offers the kind of peace that's becoming harder to find. Whether you are searching for a hunting camp, weekend getaway, homestead or full time escape from the demands of city life, this property lives large with 40 acres of wildlife, birds, flora, fauna and unexplored woodlands and nooks. Located between

  Ben Marinelli All Realty Services

  777 SW Wacissa Terrace, Greenville, FL 32331
• 

  

  /30

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  135 NE Golden Rain Terrace, Lee, FL 32059

  Welcome to Pine Trace Acres in Lee, Florida, where this well-maintained 3-bedroom, 2-bath home sits on a beautiful one-acre lot. Recent updates include a new metal roof and granite countertops in the spacious kitchen and bathrooms, adding both style and functionality. The primary suite offers a relaxing retreat with a large walk-in closet, separate soaking tub, and walk-in shower. Step outside to

  Sarah Pike The American Dream

  135 NE Golden Rain Terrace, Lee, FL 32059
• 

  

  /56

  $469,900

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft

  1152 NW Caribou Way, Madison, FL 32340

  Escape to your own private country paradise with this beautiful 3-bedroom, 2-bath single-family home situated on 20 acres in Madison, Florida. Designed with an inviting open floor plan, the home features a spacious living area that is perfect for entertaining or relaxing with family. The kitchen boasts elegant granite countertops and offers both style and functionality. Outside, the possibilities

  Clent Flowers GRANTHAM REALTY, INC.

  1152 NW Caribou Way, Madison, FL 32340
• 

  

  /36

  $325,000

  • 3 Beds
  • 2 Baths
  • 2,054 Sq Ft

  3854 NE Cr 255, Lee, FL 32059

  Welcome to this beautifully cared-for 3 bedroom, 2 bath brick home set on two peaceful acres in North Florida. Located off a paved road, this property blends comfort, space, and country charm with a layout that truly works for everyday living. Inside, you’ll find a spacious kitchen that opens to a warm family room complete with a cozy wood burning fireplace—perfect for gatherings of any size. The

  Sarah Pike The American Dream

  3854 NE Cr 255, Lee, FL 32059
• 

  

  /70

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,655 Sq Ft

  4219 NE Cherry Lake Cir, Madison, FL 32340

  Wake up to breathtaking sunrises and unwind with unforgettable sunsets on Cherry Lake—one of North Florida’s most sought-after spring-fed lakes known for its clear water and peaceful setting. This stunning lakefront home in Madison, FL offers the perfect blend of relaxation, entertaining, and quality construction. This 3-bedroom, 2-bath home with a loft is designed to maximize the views,

  Kayla Meadows Keller Williams Town & Country

  4219 NE Cherry Lake Cir, Madison, FL 32340

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