Waterfront homes for sale & real estate in Greenville, FL

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ABOUT THIS HOME
Waterfront Home for sale in Greenville, FL:
Escape to your own fisherman's paradise where the Econfina River flows right through your backyard! This beautiful 3-bedroom, 2-bathroom home sits on over 2 acres of pure tranquility, ready for you to simply arrive with your fishing pole and unwind. The 1,376 square foot residence comes complete with a spacious screened porch featuring a cozy man cave – perfect for swapping fish stories or watching the game. Outdoor enthusiasts will appreciate the 20x20 pole barn and 10x20 workshop with electricity, providing ample storage for boats, recreational vehicles, and all your outdoor gear. Whether you're seeking a permanent retreat from city life or a weekend getaway where relaxation meets a

$199,900

3 beds2 baths1,232 sq ft

6010 Ira L Smith Rd, Greenville, FL 32331

20x20 pole barn • Screened porch • Outdoor access

ABOUT THIS HOME
Waterfront Home for sale in Greenville, FL:
Cypress Hill – 198+/- Acres of Premier Recreational and Luxury Living in Madison County, Florida Welcome to Cypress Hill, a meticulously crafted 198-acre estate designed for both high-end living and exceptional recreation. From the moment you pass through the gate, it’s clear this isn’t just land—it’s a lifestyle. Every detail, from the curated topography to the architectural choices, reflects intentional design and timeless appeal. Property Highlights: Location: Madison County, Florida Acreage: Approximately 198 acres of rolling hills, moss-draped oaks, and open parkland Water Features: - 15+/- acre lake with cypress trees - Smaller ½-acre pon

$3,285,000

4 beds4 baths5,395 sq ft

1706 NW Radford Denson Rd, Greenville, FL 32331

15 acre lake • Live oaks • Cypress

ABOUT THIS HOME
Waterfront Home for sale in Greenville, FL:
This is not your cookie-cutter home! This custom-built home has tons of personality with a versatile layout that can be customized for your own needs. There is plenty of room for everyone to spread out with a spacious living room, large kitchen, and handcrafted staircase that leads to an airy loft space. An extra-large living space upstairs is perfect for homeschooling, crafts, entertaining, or could be converted to two bedrooms, giving you 5 bedrooms total. A wide deck completely surrounds the home, and provides access to a 12x24 building that was previously used as a home office. The property is surrounded by plenty of trees to provide complete privacy. A 24x36 wooden barn is perfect for

$448,700

4 beds2.5 baths2,960 sq ft

610 SW Okaloo Way, Greenville, FL 32331

Wide deck • Airy loft space • 12x24 building

ABOUT THIS HOME
Waterfront Home for sale in Greenville, FL:
The Little Aucilla River Runs through it! This is truly a one of a kind property. With a mix of pasture, pines and hardwood hamocks and low lands, it is ideal for hunting as well as a small farming operation. The Little Aucilla River runs through the property offering unique recreational oportunities. There are two ponds as well as a number of established food plots. There are two mobile homes on the property that are offered strictly "As Is". The primary mobile home would make an ideal hunting lodge and has been customized with rustic charm.

$799,500

— beds— baths— sq ft

3282 NW Us 221 Hwy, Greenville, FL 32331

Little aucilla river • Hunting lodge • Two ponds

ABOUT THIS HOME
Waterfront Home for sale in Greenville, FL:
Perfect getaway if you're looking to enjoy the true beauty of nature. Property includes a well, septic, and power already installed. Several hook up areas for RV's. Shower house with bathroom included. Don't miss out on this opportunity. 25-02-06-01432-007 also included.

$85,000

— beds— baths— sq ft

6380 Ira L. Smith Rd, Greenville, FL 32331

Shower house • Bathroom • Septic

Property at 0000000 S Circle Block Loop Lot 86, Shady Grove, FL 32357

$35,000

— beds— baths— sq ft

0000000 S Circle Block Loop Lot 86, Shady Grove, FL 32357

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ABOUT THIS HOME
Waterfront Home for sale in Greenville, FL:
Experience exceptional craftsmanship in this custom-built home set on over five peaceful acres. Solid brick construction ensures low maintenance, while a solar power system and Generac whole-home generator provide efficiency and reliability. The kitchen features stunning German-made custom 40-inch tall cabinetry, a 21-foot island, walk-in pantry, pull-out KitchenAid stand, and abundant storage. Enjoy sunset views over the pond from the spacious family room—complete with a built-in hot tub—or from the screened-in back porch. The primary suite offers remote-controlled blinds and a luxurious, handicap-accessible bath with three shower heads. This property blends privacy, quality, a

$685,500

4 beds3 baths3,809 sq ft

479 NW Appaloosa Way, Madison, FL 32340

21 foot island • Solar power system • Custom built home

ABOUT THIS HOME
Waterfront Home for sale in Greenville, FL:
Water-lover's paradise! This lake home oasis is off the beaten path in the quaint county of Madison near the Fla. /Ga. Border. Named ''Best Little Towns in Florida''. This 3 bed/2 bath home is move-in ready on the highly desirable 459-acre Cherry Lake. Rich in history, this lake is known for its year-round fishing, water sports, & is one of Fla's most beautiful clear water lakes. An eclectic range of shops, restaurants, boutiques, festivals & 20 historical markers make this area one of the most sought after. Property features include a private boat ramp, 100' Dock w/ 2 slips, 100' Wrap-around deck, brand new siding, Roof, HVAC, Stainless Steel Appliances, & French Doors open

$849,000

3 beds2 baths1,586 sq ft

4339 NE Cherry Lake Cir, Madison, FL 32340

Private boat ramp • 100 wrap-around deck • Lake home

ABOUT THIS HOME
Waterfront Home for sale in Greenville, FL:
Imagine waking up to birdsong and sipping coffee as the morning mist rises over Elbow Pond-all from your own backyard. This 2-bed, 2-bath home on 5 acres offers private pond access, a metal roof, a stucco and stone exterior, and a spacious open carport, facing the pond. Great for storing your fishing gear! Plus a utility basement for storage or workshop space. If you are looking for quiet, privacy, and a property you can grow into, this is it!

$360,000

2 beds2 baths2,008 sq ft

9849 N Sr 53, Madison, FL 32340

Metal roof • Utility basement • Private pond access

ABOUT THIS HOME
Waterfront Home for sale in Greenville, FL:
LAKE FRONT COTTAGE, NORTH FLORIDA, ON 500 AC CHERRY LAKE. This round, clear lake near Madison and the Florida-Georgia border has been called a water-lover's playground. It is known for its fishing, boating, skiing, and water sports. The setting is rural and peaceful, about 30 minutes SW of Valdosta, GA. The well maintained 2BR/2 Bath hillside cottage on 0.3 acres is a manufactured home set on a permanent bricked foundation with a screened back porch overlooking the lake. It has a paved driveway and parking area connected to Cherry Lake Circle, which circles the entire lake. It’s near a public boat ramp and the historic Cherry Lake 4-H Camp. There’s a nice multi-level dock for wa

$400,000

2 beds2 baths1,056 sq ft

4157 NE Cherry Lake Cir, Madison, FL 32340

Lake front cottage • Screened back porch • Multi-level dock

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in Greenville, FL:
Welcome to your dream home nestled along the bank of Cherry Lake in North Florida, where southern charm meets modern elegance. This 3083 sq ft residence, has been meticulously designed with a modified Southern Living plan, that offers a perfect blend of comfort and sophistication. As you step through the entrance, you'll be captivated by the heart of the home with an expansive open-concept area featuring a kitchen, living room, dining room, and a bar area. Oversized windows frame picturesque lake views, creating a serene backdrop to your daily life. The shiplap ceiling and plantation shutters add a touch of timeless style. The kitchen is a true entertainer's delight, with matte-finished lea

$1,255,000

4 beds3.5 baths3,082 sq ft

2845 NE Cherry Lake Cir, Pinetta, FL 32350

Lake views • Plantation shutters • Shiplap ceiling

ABOUT THIS HOME
Waterfront Home for sale in Greenville, FL:
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 use. , a storage barn, and open pole barn for your RV, and a dedicated office/workshop ideal for remote work hobbies, or business use. Several ponds on the [property. Whether you are seeking a peaceful homestead, a weekend getaway, or land to explore and enjoy nature, this property has it all - no H

$437,000

3 beds2 baths1,712 sq ft

11942 SW Overstreet Ave, Lamont, FL 32336

Several ponds • Open pole barn • Storage barn

Property at 1048 NE Duval Pond Rd, Madison, FL 32340, 3 beds, 2 baths

$800,000

3 beds2 baths1,596 sq ft

1048 NE Duval Pond Rd, Madison, FL 32340

Property at 1055 NE Cherry Lake Cir, Madison, FL 32340, 3 beds, 3 baths

$665,000

3 beds3 baths2,040 sq ft

1055 NE Cherry Lake Cir, Madison, FL 32340

Property at 3232 Loren Henderson Rd, Perry, FL 32347, 2 beds, 3 baths

$360,000

2 beds3 baths1,794 sq ft

3232 Loren Henderson Rd, Perry, FL 32347

Property at 740 Kinsey Rd, Monticello, FL 32344, 3 beds, 1 bath

$1,125,000

3 beds1 bath1,146 sq ft

740 Kinsey Rd, Monticello, FL 32344

Property at 3827 N Jefferson St, Monticello, FL 32344, 3 beds, 3 baths

$525,000

3 beds3 baths3,026 sq ft

3827 N Jefferson St, Monticello, FL 32344

Property at Vacant NW Little Cat Rd, Madison, FL 32340

$75,000

— beds— baths— sq ft

Vacant NW Little Cat Rd, Madison, FL 32340

Property at 1537 NE Cherry Lake Cir, Madison, FL 32340

$375,000

— beds— baths— sq ft

1537 NE Cherry Lake Cir, Madison, FL 32340

Property at Lot 8 Sneads Dr, Monticello, FL

$198,000

— beds— baths— sq ft

Lot 8 Sneads Dr, Monticello, FL

Property at 1341 NE Cherry Lake Cir, Madison, FL 32340

$425,000

— beds— baths— sq ft

1341 NE Cherry Lake Cir, Madison, FL 32340

Property at 4635 Fortner Cir, Perry, FL 32347

$69,900

— beds— baths— sq ft

4635 Fortner Cir, Perry, FL 32347

Property at 35 Acres Madison Main Line, Perry, FL 32347

$350,000

— beds— baths— sq ft

35 Acres Madison Main Line, Perry, FL 32347

Property at Vacant NW Coachwhip Ave, Madison, FL 32340

$189,900

— beds— baths— sq ft

Vacant NW Coachwhip Ave, Madison, FL 32340

Property at Vacant Attatulga Rd, Lamont, FL 32336

$584,350

— beds— baths— sq ft

Vacant Attatulga Rd, Lamont, FL 32336

Property at 3046 SW Captain Brown Rd, Madison, FL 32340

$330,000

— beds— baths— sq ft

3046 SW Captain Brown Rd, Madison, FL 32340

Based on information submitted to the MLS GRID as of Mon Dec 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Waterfront Homes for Sale in Greenville

There are currently 6 waterfront homes for sale in Greenville at a median listing price of $222K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Greenville stay on the market for 38 days. This map is refreshed with the newest listings in Greenville every 15 minutes.

In the past month, 1 home has been sold in Greenville. Find your dream home in Greenville 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 Greenville are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Greenville. Our Greenville real estate stats and trends will give you more information about home buying and selling trends in Greenville. If you're looking to sell your home in the Greenville area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Greenville with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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