Homes for Sale near James Madison Preparatory Charter High School

• 

  

  

  /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
• 

  

  

  /26

  $99,900

  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
• 

  

  

  /56

  $1,202,275

  • Land
  • 126.45 Acres
  • $9,508 per Acre

  Madison, FL 32340

  126.45 Acres Madison County, FloridaPrime Location: Just minutes from I-10 and Downtown Madison, FL convenient yet privateLand Features:Producing hay fields for ongoing agricultural incomePlanted pine with pine straw contract in place steady cash flow opportunityTowering majestic oaks creating natural beauty and shadeMultiple

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  Madison, FL 32340
• 

  

  

  /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
• 

  

  

  /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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  /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
• 

  

  /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
• 

  

  /37

  $115,000

  • Land
  • 15.66 Acres
  • $7,344 per Acre

  Vacant SW Captain Brown Rd, Madison County, FL 32340

  15.66± Acres Near Madison, FL - Pines, Ponds & Prime Hunting -Excellent rural homesite or recreational tract in North Florida -Planted pine timber offering future investment potential -County road frontage providing easy access -Great for deer and turkey hunting -Natural wet weather ponds offering seasonal water sources for wildlife -Quiet, private setting with plenty of space to build or enjoy

  

  Ben Jones

  Southern Land & Homes

  Vacant SW Captain Brown Rd, Madison County, FL 32340
• 

  

  /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
• 

  

  /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
• 

  /2

  $64,900

  $10K PRICE DROP

  • Land
  • 5.01 Acres
  • $12,954 per Acre

  0 SW Sr 14 Unit 130393, Madison, FL 32340

  This 5.01 acre lot in Madison County is a beautiful location for your sitebuilt home or doublewide. The property is wooded, but not heavily, and utilities are available at the paved road in front of the property. Just 7 minutes from the quaint town of Madison, and less than 2 miles from I10, it's an easy commute no matter which direction you are heading. Tallahassee is only 45 minutes away by

  

  Sondra Deaconescu

  Georgia Florida Real Estate Services

  0 SW Sr 14 Unit 130393, Madison, FL 32340
• 

  

  /58

  $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
• 

  

  /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
• 

  

  /10

  $69,000

  • Land
  • 5.42 Acres
  • $12,731 per Acre

  000 NW Appaloosa Way, Madison, FL 32340

  Rare opportunity to own 5.42 beautiful acres with peaceful pond frontage in a quiet, well-maintained subdivision just outside the city limits of Madison, Florida. With paved road access and underground utilities already in place throughout the neighborhood, this cleared homesite is ready for your custom site-built home. Imagine morning coffee overlooking the water and evening walks under stary

  

  Christina McCulley

  eXp Realty LLC

  000 NW Appaloosa Way, Madison, FL 32340
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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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  /20

  $315,000

  • Land
  • 30 Acres
  • $10,500 per Acre

  5001 NW Little Cat Rd, Madison, FL 32340

  Hunter’s Paradise — 30 Acres of Prime North Florida Land in Madison, FL Escape to the quiet woods of Madison County, where 30 acres of pristine Florida land are waiting for your next outdoor adventure. Tucked away off a peaceful country road, this property offers privacy, wildlife, and endless opportunity — the perfect mix for hunters, campers, and nature lovers alike. Deer, turkey, and small

  William Gibson Southern Land & Homes

  5001 NW Little Cat Rd, Madison, FL 32340
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  /36

  $550,000

  • Land
  • 100 Acres
  • $5,500 per Acre

  650 Flowers Rd, Madison, FL 32340

  100 Acres of Prime Hunting & Recreational Land Madison County, FLDiscover your own private outdoor paradise on this 100-acre tract nestled in the heart of Madison County, Florida. This exceptional property offers a perfect blend of mature hardwoods, pine stands, open clearings, and natural wetlands -- creating ideal habitat for deer, turkey, hogs, and small game.With

  William Gibson Southern Land & Homes

  650 Flowers Rd, Madison, FL 32340
• 

  

  /21

  $360,000

  • Land
  • 36 Acres
  • $10,000 per Acre

  650 NW Flowers Rd, Madison, FL 32340

  Hunter’s Paradise -- 36 Acres of Prime North Florida Land in Madison, FLEscape to the quiet woods of Madison County, where 36 acres of pristine Florida land are waiting for your next outdoor adventure. Tucked away off a peaceful country road, this property offers privacy, wildlife, and endless opportunity -- the perfect mix for hunters, campers, and nature lovers alike.Deer,

  William Gibson Southern Land & Homes

  650 NW Flowers Rd, Madison, FL 32340
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  /9

  $495,000

  $100K PRICE DROP

  • Land
  • 2 Acres
  • $247,500 per Acre

  178 Duval St, Madison, FL 32340

  Developer Special: The seller is beginning the process of the clearing the property to be development ready for prospective buyers! This is an exceptional opportunity to acquire a development-ready site adjacent to the corner of HWY 90 and Duval Street in growing Madison, Florida. This property is an ideal opportunity for an investor/developer, or owner operator looking to bring a premier QSR

  Keillor Davis Tutt Land Company

  178 Duval St, Madison, FL 32340
• 

  

  /24

  $370,500

  $257K PRICE DROP

  • Land
  • 57 Acres
  • $6,500 per Acre

  5000 NW Little Cat Rd, Madison, FL 32340

  Hunter’s Paradise — 57 Acres of Prime North Florida Land in Madison, FL Escape to the quiet woods of Madison County, where 57 acres of pristine Florida land are waiting for your next outdoor adventure. Tucked away off a peaceful country road, this property offers privacy, wildlife, and endless opportunity — the perfect mix for hunters, campers, and nature lovers alike. Deer, turkey, and small

  William Gibson Southern Land & Homes

  5000 NW Little Cat Rd, Madison, FL 32340
• 

  

  /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
• 

  

  /59

  $470,000

  $5K 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
• 

  

  /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
• 

  

  /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
• 

  

  /7

  $199,000

  • Land
  • 16.04 Acres
  • $12,406 per Acre

  TBD NW Rolling Hills Dr, Madison, FL 32340

  Discover the perfect blend of privacy, natural beauty, and country living on this stunning 16.04-acre parcel located in the highly desirable Rolling Hills subdivision. As you enter the gated community, you'll be welcomed by a picturesque drive lined with majestic Live Oak trees, setting the tone for the peaceful surroundings that await. This beautiful property features a pond and is surrounded by

  Helen Mincey REMAX PROFESSIONALS, INC.

  TBD NW Rolling Hills Dr, Madison, FL 32340
• 

  

  /19

  $399,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft

  241 SW Canopy Trail, Madison, FL 32340

  Experience the perfect blend of modern style and peaceful country living in this almost-complete new construction home in Canopy Park, Madison County’s newest subdivision just outside the city limits of Madison. This beautifully designed 3-bedroom, 2-bath home features an open-concept floor plan with spacious living areas, elegant quartz countertops, and a stunning custom tile shower in the

  Sarah Pike The American Dream

  241 SW Canopy Trail, Madison, FL 32340
• 

  

  /61

  $199,000

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  1162 NW Coachwhip Ave, Madison, FL 32340

  Welcome to peaceful country living at its finest! Nestled on one acre in beautiful Madison County, this well-maintained 3-bedroom, 1-bath home offers the perfect combination of comfort, space, and privacy. With 1,300 square feet of living area, this property provides plenty of room to relax, entertain, and enjoy the quiet lifestyle you've been looking for. Inside, you'll find a spacious family

  Jennifer Brewster Silo Hill Properties

  1162 NW Coachwhip Ave, Madison, FL 32340
• 

  

  /4

  $22,500

  • Land
  • 20,908 Sq Ft
  • $46,875 per Acre

  241 NW Darwin Loop, Madison, FL 32340

  Half an acre of partially wooded land just waiting to be developed into something more. Being off the highway yet close to town, this property is perfectly situated to give you the country lifestyle and solitude, yet close enough to town to be convenient. Only 30 minutes from Valdosta and an hour from Tallahassee should the need arise to enter a larger city. Wildlife is abundant in the area and

  Daren Renfroe A Main Street Realty Co, LLC

  241 NW Darwin Loop, Madison, FL 32340
• 

  

  /18

  $16,800

  $2K PRICE DROP

  • Land
  • 26,136 Sq Ft
  • $28,000 per Acre

  0 SE Stephens Ave Unit 383830, Madison, FL 32340

  Bring your ideas and build your dream home on this cleared residential lot just a few minutes from downtown Madison in sunny North Florida. The property is located just outside our historic town and has easy access to I-10 for travel or work. This property is at the end of a cul-da-sac and you have no immediate neighbors on either side with power available at the road. City sewer and city water

  Michelle Mejia A Main Street Realty Co, LLC

  0 SE Stephens Ave Unit 383830, Madison, FL 32340
• 

  

  /13

  $149,000

  • Land
  • 5.81 Acres
  • $25,645 per Acre

  0 SW Anastasia Way, Madison, FL 32340

  **OWNER FINANCING-offered at 7% APR, negotiable terms, and a down payment as low as 15%.** Nestled on a parcel graced by majestic four-year-old Loblolly pines, this extraordinary agriculturally zoned lot presents a prime opportunity for those seeking to create their dream residence. Boasting an ideal topography, this buildable site off a paved road offers not just a setting but a canvas for your

  Crystal Daviner Marzucco Real Estate LLC

  0 SW Anastasia Way, Madison, FL 32340
• 

  

  /13

  $379,000

  $50K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,206 Sq Ft

  334 W Base St, Madison, FL 32340

  This charming single-family home was built in 1931 and boasts beautiful hardwood floors with 12 foot ceilings and a spacious 3,206 sq.ft. of finished living space spread across two stories. With 5 bedrooms this property offers plenty of convenience for a growing family or those who love to entertain. Sitting on a large lot size of 17,859.6 sq.ft., there is plenty of outdoor space to enjoy with a

  Moe Mossa Savvy Avenue, LLC

  334 W Base St, Madison, FL 32340
• 

  

  /30

  $442,000

  • 4 Beds
  • 3 Baths
  • 2,241 Sq Ft

  422 NW College Loop, Madison, FL 32340

  Situated on just over an acre in one of Madison’s most desirable locations near North Florida College, this beautifully renovated brick home offers the perfect blend of timeless construction, modern comfort, and upscale finishes. With 2,241 heated square feet, 4 bedrooms, and 3 bathrooms, the residence features a bright open-concept design that feels both spacious and inviting from the moment you

  Sarah Pike The American Dream

  422 NW College Loop, Madison, FL 32340
• 

  

  /23

  $150,000

  • 2 Beds
  • 1 Bath
  • 1,184 Sq Ft

  126 NE Patterson St, Madison, FL 32340

  Calling all music lovers! This home offers plenty of potential with its spacious layout and a unique bonus — a dedicated sound studio perfect for recording, practicing, or creating. While the home could use some updates, it’s full of character and ready for your personal touch. Don’t miss this rare opportunity to own a property that combines everyday living with creative inspiration! Being shown

  Crystal Bochnia Madison Realty Group, LLC

  126 NE Patterson St, Madison, FL 32340
• 

  

  /15

  $120,000

  $15K PRICE DROP

  • Land
  • 3 Acres
  • $40,000 per Acre

  TBD SW Harvey Greene Dr, Madison, FL 32340

  Positioned in a commercial/industrial park just minutes from I-10 and the City of Madison, this cleared 3-acre parcel presents an excellent opportunity for investors, developers, or business owners seeking a highly functional site with strong accessibility. The level acreage provides a ready-to-develop canvas suitable for a variety of commercial and light industrial uses. The property's layout

  Melanie Parks The American Dream

  TBD SW Harvey Greene Dr, Madison, FL 32340
• 

  

  /51

  $259,000

  $40K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,632 Sq Ft

  277 SE Woodlawn St, Madison, FL 32340

  BEAUTFUL BRICK HOME RIGHT IN THE HEART OF HISTORIC MADISON FL! SITTING ON 3 LOTS FOR A VERY SPACIOUS 0.76 ACRES, THIS HOME IS DEFINITELY A MUST SEE.ON THE EAST SIDE, THE PROPERTY ALSO INCLUDES A HUGE CARPORT AND A TWO CAR GARAGE. A FULL MOTHER IN LAW SUITE IS ALSO INCLUDED WHICH CARRIES IT'S OWN KITCHEN AND FULL BATH. THERE IS ALSO A STORAGE AREA UNDER ROOF ON THE OUTSIDE OF THE SUITE. BOASTING 4

  Daren Renfroe A Main Street Realty Co, LLC

  277 SE Woodlawn St, Madison, FL 32340
• 

  

  /42

  $532,000

  • 3 Beds
  • 2 Baths
  • 3,057 Sq Ft

  542 NE Horry Ave, Madison, FL 32340

  Welcome to this stunning, completely remodeled brick retreat situated on nearly an acre in Madison, Florida. With over 3,000 square feet of thoughtfully designed living space, this 3 bedroom, 2 bath property blends timeless charm with upscale modern finishes in a way that instantly feels warm and inviting. The magazine-worthy kitchen is truly the heart of the house, featuring leathered granite

  Sarah Pike The American Dream

  542 NE Horry Ave, Madison, FL 32340
• 

  

  /31

  $550,000

  $350K PRICE DROP

  • Land
  • 100 Acres
  • $5,500 per Acre

  4900 NW Florwers Rd Rd, Madison, FL 32340

  100 Acres of Prime Hunting & Recreational Land – Madison County, FL Discover your own private outdoor paradise on this 100-acre tract nestled in the heart of Madison County, Florida. This exceptional property offers a perfect blend of mature hardwoods, pine stands, open clearings, and natural wetlands — creating ideal habitat for deer, turkey, hogs, and small game. With established trails

  William Gibson Southern Land & Homes

  4900 NW Florwers Rd Rd, Madison, FL 32340
• 

  

  /15

  $130,000

  $10K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,310 Sq Ft

  192 SE Ashe Way, Madison, FL 32340

  Large manufactured home with 5 bedrooms, 3 full bathrooms AND a massive bonus room. Property is fully cleared giving you plenty of room for outdoor activities. Features include: glass cooktop with range in kitchen, large pantry, open floor plan, cozy electric fireplace in living room, all with a perfectly laid out floor plan offering 4 bedrooms and bonus room on one side and primary bedroom on

  Amanda Martz HALLMARKADAMS

  192 SE Ashe Way, Madison, FL 32340
• 

  

  /62

  $500,000

  • 4 Beds
  • 3 Baths
  • 3,910 Sq Ft

  231 SW Rutledge St, Madison, FL 32340

  Step into timeless charm with this beautifully maintained Folk Victorian-era home in the heart of Madison, Florida. Rich in character, this stunning property showcases intricate gingerbread trim, gleaming refinished heart-of-pine hardwood floors, and four cozy gas fireplaces that create a warm, inviting atmosphere throughout. The main home offers three spacious bedrooms, two bathrooms, a

  Sarah Pike The American Dream

  231 SW Rutledge St, Madison, FL 32340

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