Homes for Sale near Madison County Central School

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  /9

  $74,500

  • Land
  • 2.91 Acres
  • $25,601 per Acre

  00 SW Anastasia Way, Madison, FL 32340

  Imagine owning a sprawling 2.91-acre parcel hugged by magnificent four-year-old Loblolly pines, providing the perfect backdrop for your dream home. This residential lot not only offers ideal topography but also presents a rare opportunity for OWNER FINANCING! Only 15% down, 7% APR, loan life negotiable! The rapid growth of Loblolly pines promises not just beauty but also practicality, with

  Crystal Daviner Marzucco Real Estate LLC

  00 SW Anastasia Way, Madison, FL 32340
• 

  

  

  /22

  $36,000

  • Land
  • 1.74 Acres
  • $20,690 per Acre

  Lot 7 SW Bum Gardener Dr, Madison, FL 32340

  This centrally located, high and dry 1.74-acre lot in Madison offers a fantastic opportunity. It is a non-HOA, virgin wooded lot situated between two main roads, providing paved road access from SW MLK Jr. Dr and SW Bum Gardener Dr. Zoned R2, this parcel permits the construction of various types of residences, including conventional single-family homes, duplexes, multi-family units, tiny homes,

  Lot 7 SW Bum Gardener Dr, Madison, FL 32340
• 

  

  

  /19

  $139,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,794 Sq Ft

  383 NE Ridge Loop, Madison, FL 32340

  According to several locals, this was the former home of FDR & Eleanor Roosevelt when they were living here as they were developing Cherry Lake Subdivision. Lots of history here! Great buy for a spacious 4 bedroom, 2 bath home on 0.77 acres fully fenced with driveway gate. The home has a large living room with fireplace, kitchen with dining area. Storm shelter in the backyard is a rare bonus!

  David Brown FIVE STAR REALTY GROUP, LLC.

  383 NE Ridge Loop, Madison, FL 32340
• 

  

  

  /7

  $52,000

  • Land
  • 5.01 Acres
  • $10,379 per Acre

  TBD SE Kachina St, Lee, FL 32059

  Heavily wooded 5-acre tract. Easement will need to be cleared to access property.

  Alex Flowers DANIEL CRAPPS AGENCY, INC

  TBD SE Kachina St, Lee, FL 32059
• 

  

  

  /20

  $99,000

  $18K PRICE DROP

  • Land
  • 19.43 Acres
  • $5,095 per Acre

  Lot 3 SW Wonderwood St, Greenville, FL 32331

  Escape to the quiet of Shady Grove with this 19.4-acre tract featuring a beautiful mix of planted pines and natural hardwood swamp. This versatile property offers multiple opportunities—whether you’re looking for a larger acreage homesite, a productive hunting property, or a long-term timber investment, this land checks all the boxes. Located on SW Wonderwood Street, the acreage provides a blend

  Benjamin Sadler OaksFeather Realty

  Lot 3 SW Wonderwood St, Greenville, FL 32331
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  /37

  $177,500

  $13K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,444 Sq Ft

  242 NE Bellville Rd, Pinetta, FL 32350

  This beautifully restored early-1900s home in the heart of Pinetta, Florida blends timeless character with thoughtful modern updates while preserving many original features. Renovations include updated wiring and plumbing, vinyl siding, insulated windows, and a brand new metal roof. The kitchen offers a gas stove and existing appliances, and a tankless water heater provides continuous hot water.

  Sarah Pike The American Dream

  242 NE Bellville Rd, Pinetta, FL 32350
• 

  

  /23

  $375,000

  • Land
  • 40.49 Acres
  • $9,262 per Acre

  2271 SW Oregon Trail, Madison, FL 32331

  Conveniently located near I-10 on a private maintained road. Electric, well and septic already done. Man made pond just waiting for you to go fishing in. 2020 Retreat by Keystone Camper is included in the sale. Hunting allowed. HOA fees of $425 a year to cover the costs of maintaining the roads and management. Property has pine trees and is eligible for Ag exemption. Build a house when you want

  Cliff Glansen FLATFEE.COM

  2271 SW Oregon Trail, Madison, FL 32331
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  /2

  $49,900

  • Land
  • 4.01 Acres
  • $12,444 per Acre

  0000 SE Thomas Way, Lee, FL 32059

  OVER 4 ACRES OF PRIME LAND IN BEAUTIFUL MADISON COUNTY, FLORIDA! Don’t miss this opportunity to own over 4 acres of high-potential land in the heart of Madison County—one of Florida’s hidden gems. This spacious parcel offers the perfect setting to build your dream home or place a mobile home, with no mandatory HOA restrictions and flexible site development options available. Whether you're

  Delroy Robinson ROBINSON & ASSOCIATES REALTY L

  0000 SE Thomas Way, Lee, FL 32059
• 

  

  /45

  $474,999

  $12K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,073 Sq Ft

  218 NE Oakwood Way, Pinetta, FL 32350

  Welcome to your dream home in the gated community of Summerwood Estates, where convenience meets small-town charm! This lovely house features four bedrooms and two bathrooms with a split floor plan for privacy and convenience. The dining room can easily double as a home office, giving you the flexibility you need. With a vaulted ceiling adding a touch of elegance, this home is the perfect

  Crystal Daviner Marzucco Real Estate LLC

  218 NE Oakwood Way, Pinetta, FL 32350
• 

  

  /29

  $149,000

  • 3 Beds
  • 1 Bath
  • 1,242 Sq Ft

  197 NE Betty St, Madison, FL 32340

  Discover the comfort & charm of country living in this inviting 3-bed, 1-bath home located in desirable Madison County. Designed with both functionality & everyday living in mind. This home features a living room, bonus room, & a welcoming kitchen with an adjoining dining area, offering plenty of room to gather with family & friends. The classic brick exterior is complemented w/metal roof,

  Andrew Poole POOLE REALTY INC.

  197 NE Betty St, Madison, FL 32340
• 

  

  /12

  $145,000

  $55K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft

  8955 SW US 221, Greenville, FL 32331

  Home is being offered As-Is, 3 Bedroom, 2 Bath Home, on 1.50 Acres located in the Town of Sirmans.

  Crystal Bochnia Madison Realty Group, LLC

  8955 SW US 221, Greenville, FL 32331
• 

  

  /54

  $925,000

  $463K PRICE INCREASE

  • 6 Beds
  • 4.5 Baths
  • 2,515 Sq Ft

  2355 NE County Road 255, Lee, FL 32059

  **Family Compound on 10 Acres – Rural Madison, Florida** Escape to the countryside with this rare 10-acre family compound tucked away in rural Madison, Florida, offering peaceful country living while still being an easy drive to Valdosta, GA and Tallahassee, FL. This one-of-a-kind property features two beautifully maintained homes, making it perfect for extended family, multi-generational living,

  Channah Galbraith The American Dream

  2355 NE County Road 255, Lee, FL 32059
• 

  

  /22

  $47,500

  • Land
  • 5.01 Acres
  • $9,481 per Acre

  XXXX SE Kachina Ave, Lee, FL 32059

  Discover the freedom and privacy of this beautiful 5-acre wooded parcel located in the quiet town of Lee, Florida, right in the heart of Madison County. Tucked away on a flag-shaped lot, this property offers a unique blend of seclusion and accessibility. A dedicated 30-foot-wide driveway section (reserved access) leads you back to your private acreage, where towering trees and natural Florida

  Preston Miller Southern Land & Homes

  XXXX SE Kachina Ave, Lee, FL 32059
• 

  

  /12

  $48,000

  $1K PRICE DROP

  • Land
  • 1.05 Acres
  • $45,758 per Acre

  Lot 4 NE Madison Bluffs Way, Lee, FL 32059

  Embrace breathtaking views, serene sounds of flowing water and endless recreational possibilities. Build your dream retreat or invest in a piece of natural beauty. Seize this opportunity to own a slice of riverside paradise today. Seller is offering $2,000 to go towards land clearing credit or closing costs assistance with the right offer.

  KATRINA MOUGHTON WATSON REALTY CORP.

  Lot 4 NE Madison Bluffs Way, Lee, FL 32059
• 

  

  /35

  $79,000

  $10K PRICE DROP

  • Land
  • 1.04 Acres
  • $75,962 per Acre

  0000 NE Chervil Dr, Lee, FL 32059

  Withlacoochee River Retreat – Madison, Florida Escape to your own private slice of Old Florida on this stunning 1-acre river lot nestled along the scenic Withlacoochee River in Madison County. Whether you're looking for a weekend getaway, a full-time homestead, or a sportsman's paradise, this property has everything you need to hit the ground running. The land speaks for itself — a full acre of

  William Gibson Southern Land & Homes

  0000 NE Chervil Dr, Lee, FL 32059
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  /28

  $179,500

  • Land
  • 40.5 Acres
  • $4,432 per Acre

  Lot 116 SW Pier Rd, Greenville, FL 32331

  Wow...take a look at this! Over 40 acres of natural paradise. This gem is located within the private, gated subdivision of Aucilla Plantation in Madison County, North Florida. The Plantation has over 3,000 acres of gated and monitored property with several miles of private roads to enjoy. You'll fall in love with it the minute you drive through the wrought iron gates! This property boasts several

  Andrea White Sawgrass Realty, LLC

  Lot 116 SW Pier Rd, Greenville, FL 32331
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  /14

  $389,200

  • Land
  • 30 Acres
  • $12,973 per Acre

  441 NE Mango Ave, Lee, FL 32059

  30.26 AC Lee Florida Madison County (3) 10 acre parcels each with separate parcel ID's. Over 16k Planted Long Leaf Pines. 5 acres of the 30 acres is cleared and ready for a breathtaking homesite, with a deep water well & pump installed! High and Dry land not in flood zone. Beautiful walking paths through the Long Leaf Pines makes this property your own private park. Premier Hunting Property. 10

  Robert Kracker Twin Rivers Realty

  441 NE Mango Ave, Lee, FL 32059
• 

  

  /15

  $57,000

  • Land
  • 1.95 Acres
  • $29,231 per Acre

  LOT18 Oakwood Way, Pinetta, FL 32350

  Welcome to Lot 18 for sale in Summerwood Estates, a prestigious gated community where elegance harmonizes with small-town allure. Situated in close proximity to Cherry Lake, Valdosta Ga, major highways, and Tallahassee, this custom home development offers residents a tranquil haven with convenient access to nature and city life. The well-preserved neighborhood is just moments away from biking and

  Crystal Daviner Marzucco Real Estate LLC

  LOT18 Oakwood Way, Pinetta, FL 32350
• 

  

  /12

  $48,000

  • Land
  • 1.05 Acres
  • $45,758 per Acre

  Lot 4 NE Madison Bluffs Way, Lee, FL 32059

  Embrace breathtaking views, serene sounds of flowing water and endless recreational possibilities. Build your dream retreat or invest in a piece of natural beauty. Seize this opportunity to own a slice of riverside paradise today. Seller is offering $2,000 to go towards land clearing credit or closing costs assistance with the right offer.

  KATRINA MOUGHTON WATSON REALTY CORP

  Lot 4 NE Madison Bluffs Way, Lee, FL 32059
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  /9

  $23,000

  $3K PRICE DROP

  • Land

  TBD NE Willow Bend Loop, Lee, FL 32059

  Exceptional opportunity to own 1.4 acres in the peaceful, agricultural A-2 zoned area of Lee, offering the perfect balance between rural privacy and outdoor adventure. This spacious parcel provides ample room for a custom home, hobby farm, or recreational retreat, with zoning that allows for a variety of agricultural uses. Ideally located less than five minutes from the scenic Withlacoochee

  Yanet Ramirez Prestige Real Estate Professionals Inc.

  TBD NE Willow Bend Loop, Lee, FL 32059
• 

  /2

  $49,000

  • Land
  • 4.01 Acres
  • $12,219 per Acre

  0000 SE Thomas Way, Lee, FL 32059

  OVER 4 ACRES OF PRIME LAND IN BEAUTIFUL MADISON COUNTY, FLORIDA!Don’t miss this opportunity to own over 4 acres of high-potential land in the heart of Madison County—one of Florida’s hidden gems. This spacious parcel offers the perfect setting to build your dream home or place a mobile home, with no HOA restrictions and flexible site development options available.Whether you're looking for a

  Delroy Robinson Robinson & Associates Realty LLC

  0000 SE Thomas Way, Lee, FL 32059
• 

  

  /10

  $69,000

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

  0 Appaloosa Way Lot 5, Madison, FL 32340

  Great opportunity to own 5 beautiful acres with pond frontage in a quiet, well-maintained subdivision. Located on a paved road with underground utilities throughout the neighborhood, this cleared homesite is ready for your site-built home. Enjoy peaceful waterfront views just outside the city limits, while remaining minutes from shopping, dining, and everyday conveniences. Properties offering

  Melanie Parks The American Dream

  0 Appaloosa Way Lot 5, Madison, FL 32340
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  /2

  $7,999

  $2K PRICE DROP

  • Land
  • 1 Acre
  • $7,999 per Acre

  0 SW Wabasso Terrace Unit MFRTB8477538, Greenville, FL 32333

  Discover this exceptional homesite located in the fastest-growing city in Florida. This parcel provides a strong foundation for future residential construction, offering versatility for builders, investors, and homebuyers alike. With continued suburban expansion and rising demand in the area, this property represents a prime opportunity to invest in long-term growth and development.

  William Ward A-WARD WINNING REALTY LLC

  0 SW Wabasso Terrace Unit MFRTB8477538, Greenville, FL 32333
• 

  

  /14

  $488,000

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

  3500 NE Rocky Ford Rd, Madison, FL 32340

  Owner financing options available. Discover this impressive 48.8 acre parcel with approximately 650 ft of road frontage, perfect for a family farm or potential community development. The property features 9 acres of thriving 7.5 year old planted pines, providing both beauty and potential income. Additionally, the remaining acreage has newly planted pines established in Jan 2025, ensuring future

  SUSAN WHITE DUAL STATE REAL ESTATE INC

  3500 NE Rocky Ford Rd, Madison, FL 32340
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  /2

  $5,999

  $1K PRICE DROP

  • Land
  • 22,651 Sq Ft
  • $11,537 per Acre

  000 County Road 140, Greenville, FL 32331

  Discover this exceptional homesite located in the fastest-growing city in Florida. This parcel provides a strong foundation for future residential construction, offering versatility for builders, investors, and homebuyers alike. With continued suburban expansion and rising demand in the area, this property represents a prime opportunity to invest in long-term growth and development.

  William Ward A-WARD WINNING REALTY LLC

  000 County Road 140, Greenville, FL 32331
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  /34

  $445,000

  $23K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,452 Sq Ft

  3704 NE Rocky Ford Rd, Pinetta, FL 32350

  Sitting upon a full acre this west facing 15-year young 5 BR, 3BA home, features timeless architecture with the white fluted columns at the entry. The welcoming 2 story foyer with centered staircase leads up to 4 spacious bedrooms and a full bathroom, all with hardwood flooring. The owner's suite is conveniently located on the first level and placed on the south side of the home. The main level

  Frances Smith MOMENTUM REALTY

  3704 NE Rocky Ford Rd, Pinetta, FL 32350
• 

  

  /27

  $245,000

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,881 Sq Ft

  495 NE Fraleigh Dr, Madison, FL 32340

  Located in the desirable Livingston Springs neighborhood, this move-in ready brick home offers the perfect combination of space, updates, and convenience just minutes from downtown Madison, Florida. Featuring 4 bedrooms, 2.5 bathrooms, and 1,881 heated square feet, this home offers a functional split-bedroom floor plan designed for both privacy and everyday living. Multiple gathering spaces,

  Jessica Groover Southern Land & Homes

  495 NE Fraleigh Dr, Madison, FL 32340
• 

  /2

  $54,900

  $15K PRICE DROP

  • Land
  • 10.02 Acres
  • $5,479 per Acre

  462 NE Calabazilla Trail, Lee, FL 32059

  Don’t miss this opportunity to own 5 acres in the desirable River Highlands Subdivision — perfect for placing your mobile home and enjoying peaceful country living. This sale includes only the northern half of the original 10-acre parcel. The county has already completed the official split, and the 5-acre tract is ready for sale. Please note that the Property Appraiser website has not yet been

  Uri Segev TRUST REALTY USA, LLC

  462 NE Calabazilla Trail, Lee, FL 32059
• 

  

  /15

  $219,900

  $20K PRICE DROP

  • Land
  • 41.18 Acres
  • $5,340 per Acre

  0 Union Way Unit MFRA4695406, Lee, FL 32059

  Escape to your own private North Florida paradise with this exceptional 41.18-acre high-and-dry property in Lee, offering the perfect blend of rural freedom, natural beauty, and modern convenience. Ready for your vision, this expansive tract provides ample space to build your dream home, place a mobile home, establish a hobby farm, or create a private recreational retreat. With no HOA and no deed

  Matthew Larmore DOMAINREALTY.COM LLC

  0 Union Way Unit MFRA4695406, Lee, FL 32059
• 

  

  /5

  $27,000

  $6K PRICE DROP

  • Land
  • 1 Acre
  • $27,000 per Acre

  0 NE Willow Bend Terrace Unit MFRTB8520167, Madison County, FL 32059

  Discover the perfect blend of privacy, space, and small-town charm with this beautiful 1-acre homesite in Lee, Florida. Whether you're looking to build your dream home, establish a weekend retreat, or invest in North Florida land, this property offers endless possibilities with plenty of room for your home, workshop, garden, and outdoor recreation. Enjoy the peaceful rural atmosphere while

  Anthony Gigilo TOP BROKERAGE, LLC

  0 NE Willow Bend Terrace Unit MFRTB8520167, Madison County, FL 32059
• 

  

  /14

  $58,000

  • Land
  • 5 Acres
  • $11,600 per Acre

  0 SW Bishop Ave Unit 401336, Greenville, FL 32331

  5 Acres located in the city limits of Greenville. Property is wooded and has paved road frontage making it perfect for your dream home!

  Crystal Bochnia Madison Realty Group, LLC

  0 SW Bishop Ave Unit 401336, Greenville, FL 32331
• 

  

  /14

  $394,000

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

  3600 NE Rocky Ford Rd, Madison, FL 32340

  Owner Financing Available. Explore this expansive 39.4 acre parcel located just 3 miles from Madison City Limits. The property boasts approx 650ft of county road frontage and features approx 15 acres of thriving 7.5 year old pines, providing both beauty and potential income. The remaining acreage has newly planted pines, established in January 2025, ensuring future growth and sustainability. This

  SUSAN WHITE DUAL STATE REAL ESTATE INC

  3600 NE Rocky Ford Rd, Madison, FL 32340
• 

  /2

  $165,000

  • 2,302 Sq Ft

  589 S Duval Ave Unit 1, Madison, FL 32340

  Excellent investment opportunity in the heart of Madison, Florida! This well-maintained two-story multifamily property offers approximately 2,302 square feet and features two separate rental units, each containing approximately 1,150 square feet of living space. Both units include 2 bedrooms and 1 bathroom and are currently occupied by tenants, providing immediate rental income for the new owner.

  William Gamalero Southern Land & Homes

  589 S Duval Ave Unit 1, Madison, FL 32340
• 

  

  /73

  $659,000

  • Land
  • 45.05 Acres
  • $14,628 per Acre

  3589 SE County Road 255, Lee, FL 32059

  Set in the heart of Lee, Florida, this remarkable 45.6-acre property offers a rare blend of natural beauty, agricultural utility, and versatile improvements. The land is flat, open, and beautifully maintained, currently planted in Bahia grass hay, making it ideal for farming, livestock, or future development. Scattered throughout the property are dozens of mature, majestic oak trees along with

  TINA DONALDSON AFG TRI STATE REALTY, INC

  3589 SE County Road 255, Lee, FL 32059
• 

  

  /21

  $75,000

  • Land
  • 2.08 Acres
  • $36,058 per Acre

  0 Oakwood Way, Pinetta, FL 32350

  Welcome to Summerwood Estates — one of North Florida’s most breathtaking gated communities where luxury living meets peaceful country charm. This gorgeous estate-sized homesite offers the perfect canvas to build your dream home surrounded by majestic oaks, and beautifully maintained custom residences. Nestled within the prestigious Summerwood subdivision in Madison, this exceptional property

  Eddie Taylor EXP Realty, LLC

  0 Oakwood Way, Pinetta, FL 32350
• 

  

  /14

  $40,000

  $3K PRICE DROP

  • Land
  • 2.13 Acres
  • $18,779 per Acre

  XXX NE Champion Loop, Lee, FL 32059

  Escape to Nature: 2+ Acre Wooded Haven in Lee, FL Whether you're looking to build your custom dream home or place a brand-new mobile home, this beautiful, high-and-dry 2+ acre wooded lot in the desirable Twin River Oaks Subdivision offers the perfect canvas for your vision. Offering the perfect blend of privacy and convenience, this property has electric available at the road and is ready for

  Constance DAY Southern Land & Homes

  XXX NE Champion Loop, Lee, FL 32059
• 

  

  /40

  $259,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,552 Sq Ft

  6175 NE Colin Kelly Hwy, Madison, FL 32340

  Charming Brick Home on 1 Acre – Peaceful Country Living! Discover this beautiful 2-bedroom, 2-bath brick home perfectly situated on a serene 1-acre lot. Enjoy quiet mornings in the sunroom overlooking a tranquil koi pond and a peaceful backyard filled with nature’s beauty. The spacious layout offers comfortable living areas, a well-appointed kitchen, and plenty of natural light throughout.

  Crystal Bochnia Madison Realty Group, LLC

  6175 NE Colin Kelly Hwy, Madison, FL 32340
• 

  

  /53

  $925,000

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  2293 NE County Road 255, Lee, FL 32059

  **Family Compound on 10 Acres – Rural Madison, Florida** Escape to the countryside with this rare 10-acre family compound tucked away in rural Madison, Florida, offering peaceful country living while still being an easy drive to Valdosta, GA and Tallahassee, FL. This one-of-a-kind property features two beautifully maintained homes, making it perfect for extended family, multi-generational living,

  Channah Galbraith The American Dream

  2293 NE County Road 255, Lee, FL 32059
• 

  

  /20

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  933 NE Fir St, Pinetta, FL 32350

  Escape the City and Own Your Private 11-Acre RetreatDiscover the peace and privacy you've been searching for with this beautifully maintained 11-acre property, featuring a spacious double-wide manufactured home tucked away at the end of a long private driveway, laminate flooring. Whether you're looking for a full-time residence, a weekend getaway, a hunting retreat, or a place to simply

  Trina Uzcategui TRINA UZCATEGUI PA

  933 NE Fir St, Pinetta, FL 32350
• 

  

  /29

  $375,000

  • Land
  • 38,768 Sq Ft
  • $421,348 per Acre

  1537 NE Cherry Lake Cir, Madison, FL 32340

  Lakefront Lot on Sought-After Cherry Lake – Madison, Florida Discover the perfect setting for your dream lake home on beautiful Cherry Lake, one of Madison County’s most sought-after waterfront communities. This spacious lakefront lot comes equipped with a well, septic tank, and existing dock piers, providing an incredible head start on your build. The gentle slope of the property is ideal for a

  Beth Haun EXP Realty, LLC

  1537 NE Cherry Lake Cir, Madison, FL 32340

Showing Results 161 - 200, Page 5 of 6