Cypress, FL Homes for Sale under $400,000

/48
$295,000
- 3 Beds
- 2 Baths
- 1,816 Sq Ft
5158 Presidents Cir, Marianna, FL 32446

Welcome to this well-maintained 3-bedroom, 2-bath home located in the desirable Indian Springs subdivision in Marianna, Florida. Built in 2002 and offering over 1,800 square feet of living space, this spacious home sits on a huge 1+ acre lot, providing plenty of room to enjoy privacy, outdoor activities, and country-style living while remaining conveniently close to town. The brick exterior

Nicholas Brown Torreya Realty Inc

5158 Presidents Cir, Marianna, FL 32446
Selling your home? Sell it faster and for more with a Homes.com Boost.
Learn More
/26
$309,900
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
4769 Sheffield Dr, Marianna, FL 32446

Beautifully remodeled 3-bedroom, 2-bath home offering approximately 1,400 square feet with an exceptionally well-designed floor plan that makes the home feel much larger. Step inside to find LVP flooring throughout and an updated kitchen featuring new appliances and soft-close drawers. The spacious primary suite offers a walk-in closet and private en-suite bathroom, while the massive laundry room

Serena Wise Maphis Realty Group

4769 Sheffield Dr, Marianna, FL 32446
/43
$299,000

$26K PRICE DROP
- 3 Beds
- 2 Baths
- 1,896 Sq Ft
4921 Tall Pine Dr, Marianna, FL 32446

Welcome to this beautifully maintained 3 bedroom, 2 bath brick home situated on approximately 4 peaceful acres. Offering the perfect blend of privacy, convenience, and modern updates, this property is ideal for those seeking space while staying close to town.This move-in-ready home features a large family room with a fireplace, numerous recent upgrades including new windows, new water heater,

Keyela Hampton Coldwell Banker Realty

4921 Tall Pine Dr, Marianna, FL 32446
/39
$215,000
- 5 Beds
- 3 Baths
- 2,076 Sq Ft
4305 Lafayette St, Marianna, FL 32446

Historic Craftsman Gem in Downtown Marianna, FL! Discover this beautiful 5-bedroom, 3-bathroom Craftsman-style home built in 1915, located right in the heart of downtown Marianna, Florida. In a growing community, this property offers a fantastic investment opportunity. Full of historic character and timeless charm, the home is priced to reflect the updates needed and presents excellent potential

Matt Milton Chipola Realty

4305 Lafayette St, Marianna, FL 32446
/33
$399,000
- 3 Beds
- 2 Baths
- 3,096 Sq Ft
4616 Hillcrest Dr, Marianna, FL 32446

Welcome to this spacious 3-bedroom, 2-bath brick home situated on approximately 1 acre in a convenient Marianna location, just minutes from area schools, MERE Recreation Complex, and Florida Caverns State Park. With generous living spaces, plenty of outdoor room, and several desirable extras, this property has so much to offer!Inside, you'll find a large primary suite, spacious living

Scott Harris Chipola Realty

4616 Hillcrest Dr, Marianna, FL 32446
/80
$349,000
- 3 Beds
- 3 Baths
- 1,938 Sq Ft
2485 Spring Creek Rd, Marianna, FL 32448

Nature Lover's Retreat on 5 Acres with Spring Creek Access! Enjoy peaceful, rural living just minutes from downtown Marianna. Nestled on a quiet dead-end street, this 3-bedroom, 3-bath tri-level Tudor sits on 5 wooded acres frequented by deer, rabbits, and local songbirds. Start your mornings with coffee on the private bedroom balcony or in the unique downstairs spring room. Best of all,

Debbie Roney-Smith American Gold Realty

2485 Spring Creek Rd, Marianna, FL 32448
/6
$299,000
- Land
- 26,136 Sq Ft
- $498,333 per Acre
4189 Lafayette St, Marianna, FL 32446

Great commercial lot on busy Hwy 90 ; DOT traffic count past this property averages 17,000 daily. The previous building has now been demolished and this is a vacant corner lot prime for new development. The lot is mostly paved, and near many other successful businesses such as fast food restaurants & car dealerships.

Lauren Lyons Chipola Realty

4189 Lafayette St, Marianna, FL 32446
/48
$209,000
- 3 Beds
- 2 Baths
- 1,422 Sq Ft
2941 Jefferson St, Marianna, FL 32446

Charming 3 Bedroom, 2 Bathroom Home in the Heart of Town!This cute 3-bedroom, 2-bath home offers the perfect blend of comfort, space, and convenience. Ideally located within walking distance of local shops, restaurants, and medical offices, you'll enjoy everything the town has to offer just minutes from your doorstep.Inside, you'll find spacious rooms, abundant windows that fill the home

Stacey Mayo-Webb Chipola Realty

2941 Jefferson St, Marianna, FL 32446
/44
$275,000
- 2 Beds
- 2 Baths
- 1,616 Sq Ft
2939 Caledonia St, Marianna, FL 32446

Welcome to 2939 Caledonia Street in Marianna, Florida--a beautifully restored home that perfectly blends timeless character with modern updates. Originally built in 1920 and updated in 1955, this home has recently undergone a complete owner-remodel with quality craftsmanship throughout. Step inside to discover an inviting open-concept floor plan that seamlessly connects the living, dining, and

Jeremy Donaldson Legacy Premier Agency

2939 Caledonia St, Marianna, FL 32446
/43
$150,000
- Land
- 20.29 Acres
- $7,393 per Acre
Vacant Hillcrest Dr, Marianna, FL 32448

Rare opportunity to own 20.29+/- acres inside the Marianna city limits with approximately 170 feet of frontage on U.S. Highway 90 plus additional frontage on Hillcrest Dr. and paved Old Cottondale Rd. The front 3-4+/- acres are zoned Commercial, while the balance is zoned Residential, offering outstanding potential for commercial, residential, mixed-use, subdivision, or certain multifamily

Jerrod Trainer Jerrod A Trainer & Associates, LLC

Vacant Hillcrest Dr, Marianna, FL 32448
/54
$299,000

$61K PRICE DROP
- 3 Beds
- 3 Baths
- 3,346 Sq Ft
4245 Lafayette St, Marianna, FL 32446

Steeped in charm and history, this beautifully preserved home at 4245 Lafayette Street in historic Marianna, Florida offers a rare combination of authentic character and modern versatility. Carefully maintained to stay true to its original design, the home features period correct details, original craftsmanship, and tasteful updates that bring comfort and functionality into the present day.

Hardie Williams Pro Team Realty Group, LLC

4245 Lafayette St, Marianna, FL 32446
/7
$259,000
- Land
- 6.63 Acres
- $39,065 per Acre
00 Hwy 90 Hwy, Marianna, FL 32446

6.63 acres on the east end of Marianna near SR 71. Property is across from the VA Clinic. Zoned commercial.

Clay Patrick Crosby & Associates, Inc

00 Hwy 90 Hwy, Marianna, FL 32446
/43
$150,000
- Land
- 20.29 Acres
- $7,393 per Acre
***000*** Hillcrest Dr, Marianna, FL 32448

Rare opportunity to own 20.29+/- acres inside the Marianna city limits with approximately 170 feet of frontage on U.S. Highway 90 plus additional frontage on Hillcrest Dr. and paved Old Cottondale Rd. The front 3-4+/- acres are zoned Commercial, while the balance is zoned Residential, offering outstanding potential for commercial, residential, mixed-use, subdivision, or certain multifamily

Jerrod Trainer Jerrod A Trainer & Associates, LLC

***000*** Hillcrest Dr, Marianna, FL 32448
/45
$319,900

$34K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,280 Sq Ft
2973 Caledonia St, Marianna, FL 32446

Step inside this Beautiful 3 Bedroom 2 1/2 bath POOL home that is located in Marianna City Limits! This home is located in the Historic district of Marianna and is close to all shopping, Restaurants, Jackson County Hospital and Chipola College! Marianna Main street has plenty to offer the family yar round to entertain your family and is right around the corner!! This home has so much to offer

Stacy Borges Indian Springs Real Estate

2973 Caledonia St, Marianna, FL 32446
/18
$209,000
- 2 Beds
- 1 Bath
- 1,332 Sq Ft
4895 Old Spanish Trail, Marianna, FL 32448

Move in ready, this bright and renovated 1940s home offers 2 bedrooms, 1 bathroom, and a bonus room with closet that could be used as an office or hobby room. Sitting on 1.14 acres just outside of city limits, it's the perfect blend of country living and convenience. Recent improvements include a newer metal roof, updated bathroom, plumbing, electrical, water heater, flooring, and kitchen

Mandy Griffiths Chipola Realty

4895 Old Spanish Trail, Marianna, FL 32448
/34
$300,000

$25K PRICE DROP
- 4 Beds
- 2 Baths
- 2,928 Sq Ft
2948 Westmanor Dr, Marianna, FL 32446

Charming four bedroom, two bathroom home in the town of Marianna offers a spacious, versatile floor plan ideal for family life. The large living area is flooded with natural light from expansive windows, creating a welcoming space for everyday living and entertaining. A cozy den provides an extra retreat for study, media, or casual hosting. The home features an upstairs master suite for privacy

Dana Panichella American Gold Realty

2948 Westmanor Dr, Marianna, FL 32446
/29
$215,000
- 3 Beds
- 2 Baths
- 1,912 Sq Ft
2928 Green St, Marianna, FL 32446

Timeless Victorian Charm in the Heart of Downtown Marianna! Nestled beneath a canopy of majestic oak trees on one of Marianna's most picturesque streets, this classic 2-bedroom, 2-bath Victorian is brimming with character and opportunity. From the inviting wraparound Southern front porch to the expansive screened porch stretching the entire length of the home, you'll find countless spaces to

Kathy Milton Chipola Realty

2928 Green St, Marianna, FL 32446
/32
$240,000
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
2959 Sylvia Dr, Marianna, FL 32446

Welcome home to this beautifully updated historic gem located in the heart of downtown Marianna, Florida. Blending timeless character with modern conveniences, this 3-bedroom, 2-bath home has been lovingly renovated while maintaining its original charm.Inside, you'll find spacious open living and dining areas perfect for gathering with family and friends. The updated kitchen features new

Kathy Milton Chipola Realty

2959 Sylvia Dr, Marianna, FL 32446
/13
$105,000

$60K PRICE DROP
- 3 Beds
- 2 Baths
- 1,477 Sq Ft
3226 Paulk Rd, Marianna, FL 32446

NOW IN AUCTION. through auction.com. NEW AUCTION DATES 8/17/26 to 8/19/26. HOME & 2.26 ACS. in Dogwood Heights just north of town. Home features a large living room, 3 bedrooms snd 2 baths. There is a bonus room with exterior and interior access. A small sun room overlooks the back yard. The property has chain link fencing and a metal roof. The location is ideal for the family with children as it

Ouida Morris CENTURY 21 Sunny South Properties

3226 Paulk Rd, Marianna, FL 32446
/24
$130,000

$20K PRICE DROP
- 2 Beds
- 1 Bath
- 1,032 Sq Ft
2779 Brenda St, Marianna, FL 32448

Check out this cute home in Marianna! This home is close to town, with all the charm of Downtown Marianna. This home has a large Living and Dining area with an extra living space in the Florida Room that is an enclosed Porch. 3rd Bedroom converted to Laundry Room with room for storage. There are window units in the bedroom and sunroom if you need, but the newer Split Unit is great for heating and

Ann Jones Florida Showcase Realty, LLC

2779 Brenda St, Marianna, FL 32448
/25
$135,000

$25K PRICE DROP
- 3 Beds
- 2 Baths
- 1,816 Sq Ft
2893 Eva Mae St, Marianna, FL 32448

GREAT OPPORTUNITY – CHARMING BRICK HOME WITH SPACE & POTENTIAL Can you envision yourself relaxing on the front porch with a glass of lemonade, or enjoying a weekend BBQ in your backyard, then unwinding on the screened-in back patio? This inviting 3-bedroom, 2-bath brick home on a corner lot offers the perfect blend of comfort, character, and opportunity. Step inside and imagine cooking dinner in

Akebia Jones FOWLKES REALTY CO

2893 Eva Mae St, Marianna, FL 32448
/16
$235,000

Pre-Foreclosure
- 4 Beds
- 3.5 Baths
- 3,701 Sq Ft
2936 Daniels St, Marianna, FL 32446

INVESTORS SPECIAL! This unique Colonial-style brick home, built in 1938, offers approximately 3,700 heated and cooled square feet filled with timeless character and endless potential. Featuring 4 bedrooms 3.5 bathrooms and 4 fireplaces, this spacious home is ready for restoration and would make an incredible primary residence, investment property, or Airbnb opportunity. Step inside to find a

Christi Shoemake Keller Williams Success Realty

2936 Daniels St, Marianna, FL 32446
/29
$274,000

$46K PRICE DROP
- 3 Beds
- 2 Baths
- 2,418 Sq Ft
5232 Woodgate Way, Marianna, FL 32446

Welcome home to this charming 3-bedroom, 2-bath residence nestled in the desirable Woodgate subdivision, just 1 mile from Indian Springs Golf Course. This well-kept home offers a warm blend of comfort, functionality, and convenience in a peaceful neighborhood setting. Step inside to an inviting layout featuring a bright kitchen with ample cabinet space, breakfast bar, and an easy flow into the

Seamus O'neill SOUTHERN WAY REALTY, INC.

5232 Woodgate Way, Marianna, FL 32446
/3
$273,000
- Land
- 21 Acres
- $13,000 per Acre
0 New Hope Rd, Marianna, FL 32448

20 + or - acres on paved road close to Marianna & the interstate. Two 20 acre parcel available or 40 acres available.

Clay Patrick Crosby & Associates, Inc

0 New Hope Rd, Marianna, FL 32448
/53
$199,900
- 5 Beds
- 2.5 Baths
- 2,060 Sq Ft
3879 Old Cottondale Rd, Marianna, FL 32448

Come bring this spacious 5 bedroom, 2.5 bath concrete block home with a metal roof back to life! Situated on 7.93 beautiful acres just outside of Marianna, this property offers endless potential for the buyer willing to put in some work and make it their own.The home features a large floor plan that's perfect for a growing family, along with a kitchen that has already been updated with new

Angela Daniels Jim Roberts Realty Inc

3879 Old Cottondale Rd, Marianna, FL 32448
/30
$335,000

New Construction
- 4 Beds
- 2 Baths
- 1,695 Sq Ft
0000 Cedar Ct Unit Lot 10, Marianna, FL 32448

Welcome to brand new construction in the beautiful Cypress Tree Subdivision, conveniently located just minutes from Marianna. This thoughtfully designed four bedroom, two bath home offers a split floor plan and open concept living that is perfect for both everyday comfort and entertaining. Built with quality and efficiency in mind, the home features a 25-year architectural style shingle roof,

Joelle Roberts Florida Showcase Realty, LLC

0000 Cedar Ct Unit Lot 10, Marianna, FL 32448
/29
$309,900
- 4 Beds
- 3 Baths
- 2,204 Sq Ft
4503 Clearwater Ln, Marianna, FL 32448

Welcome to country living with the convenience of being just minutes from town! This well maintained 4 bedroom, 3 bath home offers a spacious split-bedroom floor plan with plenty of room to live, relax, and entertain. The main level features three bedrooms, two full baths, a comfortable living area, laundry room, kitchen, and dining space. The spacious master bedroom suite offers French doors

Brianna Curl Realty One Group Next Gen

4503 Clearwater Ln, Marianna, FL 32448
/30
$325,000

New Construction
- 4 Beds
- 2 Baths
- 1,695 Sq Ft
4186 Green Meadows Trail Unit Lot 12, Marianna, FL 32446

Brand New Construction on this 4 Bedroom 2 Bath, Split Floor Plan, Open Concept home conveniently close to Downtown. Home features 25 Year Architectural Style Shingle Roof, Fiber Cement Siding, R 38 Insulation in the Attic to keep those power bills down and a Two Car Garage. Features inside include Hard Wood Cabinets throughout with Granite Countertops, New Appliances, Extensive Molding

Joelle Roberts Florida Showcase Realty, LLC

4186 Green Meadows Trail Unit Lot 12, Marianna, FL 32446
/26
$349,900
- 3 Beds
- 2 Baths
- 2,019 Sq Ft
2557 Woods View Dr, Marianna, FL 32446

Beautiful, well-maintained, move-in ready brick home located within an adult community, in-side the city limits. This 3-bedroom, 3-bath home features a spacious floor plan, granite countertops, a pantry, breakfast nook, and sitting area. the primary suite offers double walk-in closets and a walk-in tub. Relax on the screened, covered back patio with ceiling fans overlooking the partially

Steven Bowman Weichert Realtors JBR Legacy Group

2557 Woods View Dr, Marianna, FL 32446
/50
$385,000
- 4 Beds
- 2 Baths
- 2,202 Sq Ft
2748 Appalachee Trail, Marianna, FL 32446

Welcome to 2748 Apalachee Trail in Marianna, Florida--located in the sought-after Indian Springs community with NO HOA, this beautifully maintained home offers the perfect blend of privacy, functionality, and outdoor living. Situated on a peaceful 1.3 acre lot that backs up to a pond, this property delivers serene water views and a private backyard setting. Enjoy true Florida living with a 20x8

Vianah Seamon Think Real Estate

2748 Appalachee Trail, Marianna, FL 32446
/23
$200,000

New Construction
- 4 Beds
- 2 Baths
- 1,475 Sq Ft
000 South St, Marianna, FL 32448

Looking for affordable living? Here is you a brand new 2025 4 bedroom, 2 bathroom manufactured home which is situated on a beautiful lot located in the city limits of Marianna. Home will come with a one year manufactures warranty. Featuring durable flooring throughout. A split floor plan for added privacy. A generously sized walk in closet in the master bedroom. This home offers the comfort and

Mary Ann Hutton American Gold Realty

000 South St, Marianna, FL 32448
/2
$192,500
- 3 Beds
- 2 Baths
- 2,176 Sq Ft
3941 Missouri Rd, Marianna, FL 32446

Don't miss out on this spacious, refreshed home on just over an acre in Marianna. You'll love the open floor plan, inviting fireplace, and split bedroom layout. All new: flooring, paint, AC, siding, skirting, shutters, septic, porch, and deck! New windows throughout most of the home. 5 miles to downtown Marianna. Just over an hour to the beautiful beaches of Panama City and Tallahassee.

Kira Asinas ROA-Realty of America LLC

3941 Missouri Rd, Marianna, FL 32446
/2
$337,500

$143K PRICE DROP
- Land
- 5.35 Acres
- $63,084 per Acre
4071 Lafayette St, Marianna, FL 32446

Great commercial location in MARIANNA FLORIDA, Some of NW Florida Panhandle's finest. Sitting At the intersection of Hwy 73N & Hwy 90, 5.35 Acres.Level, public water and sewage, 803 front foot on Hwy 90, 724 ft on railroad. Great location for shopping center, grocery store, warehousing, ect. DOT traffic count for the intersection is 14,900 cars a day!

Robby Roberts Jim Roberts Realty Inc

4071 Lafayette St, Marianna, FL 32446
/14
$110,000

$5K PRICE DROP
- 4 Beds
- 2 Baths
- 1,320 Sq Ft
4194 Bowers St, Marianna, FL 32448

4/2 Brick home in the city limits, needs some TLC would be ideal to flip or live in. Large living room, family room dining room and kitchen. 4 bedrooms and a carport. Not easy to find at this price. There is a new gas water heater installed this year.

Edward McCoy CENTURY 21 Sunny South Properties

4194 Bowers St, Marianna, FL 32448
/18
$115,000

$5K PRICE DROP
- Land
- 1.57 Acres
- $73,248 per Acre
00 Highway 90, Marianna, FL 32446

High-Visibility Commercial Land on Hwy 90 - Prime Opportunity in Marianna Position your business or next investment on this 1.57-acre commercial parcel with direct frontage on Highway 90, one of the area's most traveled corridors. With excellent visibility and easy access, this property is ideal for entrepreneurs, developers, or investors looking for an affordable entry point into commercial real

Matt Keaton Counts Real Estate Group Inc

00 Highway 90, Marianna, FL 32446
/23
$269,900

New Construction
- 4 Beds
- 3 Baths
- 2,160 Sq Ft
TBD Valley Oaks Dr, Marianna, FL 32446

Brand-new 2026 ''The Boujee Lux'' this double-wide manufactured home offers a spacious 2,160 square feet of living space designed for modern family living. With four bedrooms and three full baths, there's plenty of room for everyone to thrive. The home features durable 2x6 exterior wall construction for enhanced durability and energy efficiency, plus finished sheetrock walls for a clean,

Dana Panichella American Gold Realty

TBD Valley Oaks Dr, Marianna, FL 32446
/42
$315,000
- 4 Beds
- 2 Baths
- 2,132 Sq Ft
4327 7th Ave, Marianna, FL 32446

Walking Distance to Chipola College | Classic Brick Home on Over Half an AcreDiscover the possibilities in this inviting 4-bedroom, 2-bath brick home, ideally located within walking distance of Chipola College in Marianna. Situated on just over half an acre, this property offers a comfortable floor plan, established outdoor space, and a solid foundation for its next chapter. Whether

Gina Williams Chipola Realty, Chipley Office

4327 7th Ave, Marianna, FL 32446
/42
$254,900
- 3 Beds
- 2 Baths
- 2,142 Sq Ft
2970 Kynes St, Marianna, FL 32446

2000+ SqFt for less than you can Rent!!! This beautiful home blends historic charm with modern upgrades. High ceilings, large windows, and stunning wood floors create a bright and inviting atmosphere. The living room features built-in shelving that separates it from the dining area, perfect for displaying books and décor. The dining room offers plenty of space for a large table and sideboard,

Joelle Roberts Florida Showcase Realty, LLC

2970 Kynes St, Marianna, FL 32446
/41
$300,000

$25K PRICE DROP
- 3 Beds
- 2 Baths
- 1,871 Sq Ft
2816 Jackson Bluff Rd, Marianna, FL 32446

Welcome home to this spacious 3-bedroom, 2-bath brick home featuring a desirable split-bedroom floor plan designed for both comfort and privacy. The inviting living room boasts a vaulted ceiling and a cozy corner fireplace, creating the perfect gathering space for family and friends. The oversized kitchen offers abundant cabinet and counter space, making meal preparation and entertaining a

Scott Harris Chipola Realty

2816 Jackson Bluff Rd, Marianna, FL 32446
/2
$199,000

$100K PRICE DROP
- Land
- 4 Acres
- $49,750 per Acre
0000 Jefferson St, Marianna, FL 32448

Chris Campbell 850 Hometown Realty

0000 Jefferson St, Marianna, FL 32448

Showing Results 41 - 80, Page 2 of 3

Florida Jackson County

How to Buy a Home How to Finance a Home How to Sell a Home

Cypress Types of Homes for Sale

Cypress Homes by Price

Cypress Real Estate

More About Living in Cypress

Homes for Sale in Nearby Cities

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage