Sugarmill Woods - Cypress Village Homes under $250,000

Sugarmill Woods - Cypress Village Homes under $250,000

Welcome to Sugarmill Woods - Cypress Village, a hidden gem nestled in the heart of Homosassa, Florida. This charming subdivision is part of the larger Sugarmill Woods community, known for its lush landscapes, serene surroundings, and a laid-back lifestyle that perfectly embodies the essence of Florida living.

Cypress Village offers a delightful array of homes, many of which are attractively priced under $250,000, making it an ideal choice for first-time homeowners, retirees, or anyone seeking an affordable slice of paradise. These homes are designed with comfort and functionality in mind, featuring open floor plans, spacious yards, and modern amenities that cater to your everyday needs.

Living in Sugarmill Woods means embracing a lifestyle filled with outdoor adventures and nature's beauty. The community is surrounded by pristine nature, with easy access to hiking trails, parks, and the stunning waters of the Gulf of Mexico. Whether you're an avid golfer looking to tee off at the nearby Sugarmill Woods Country Club or a nature enthusiast eager to explore the nearby wildlife preserves, this area offers endless opportunities for recreation.

Moreover, the friendly atmosphere and strong sense of community make Sugarmill Woods - Cypress Village a wonderful place to call home. You’ll find neighbors who are eager to share their love for the area and create lasting friendships.

Come discover the charm of Sugarmill Woods - Cypress Village, where your dream of affordable Florida living can become a reality! With homes under $250,000, you can enjoy a vibrant lifestyle without breaking the bank. Your new adventure awaits!

Newest Sugarmill Woods - Cypress Village Homes under $250,000

1 Cypress Run Unit 16-B, Homosassa
$179,900
2 Beds ⋅ 2 Baths ⋅ 858780 MLS
A BRIGHT and CONTEMPORARY refresh has been applied to this 2BR/2BA second-floor END UNIT in Cypress Run in Sugarmill Woods, overlooking a peaceful greenbelt. The extensive UPGRADES include completely reworked and updated kitchen with wood cabinets & GRANITE counters, new laminate flooring & paneled doors throughout, fresh interior paint, refreshed bathrooms, new ENERGY EFFICIENT WINDOWS & window treatments and a new water heater. Appliances included in the recent upgrades: refrigerator, range, dishwasher, beverage and wine refrigerators, and an LG stackable washer/dryer. A coffee/beverage station adds convenience and California Closets organizers upgrade the primary walk-in closet and the guest-friendly second bedroom. The lanai, with sliding windows and screens, offers year-round comfort, open-air breezes, and wooded views. Furnishings negotiable. Cypress Run has an elevator in the building, a community pool and clubhouse. HOA $565/mo covers water/sewer, trash, cable/internet, building insurance, exterior and grounds upkeep, and more. Nothing to do here but move in and enjoy the FLORIDA sunshine!!!

1 Cypress Run Unit 16-B, Homosassa
8 Pinewood Gardens, Homosassa
$198,000
2 Beds ⋅ 2 Baths ⋅ 858710 MLS
ARCHITECTURAL CHARACTER & EXCEPTIONAL POTENTIAL! For buyers who appreciate distinctive design and recognize the possibilities beyond an ordinary floor plan, this is a rare opportunity to create something truly special. Tucked away on a quiet cul-de-sac of just 10 residences with no rear neighbors, this unique home offers architectural character rarely found in today's conventional designs. The standout feature is a sunken living room and conversation pit anchored by a fireplace, creating an inviting gathering space with unmistakable personality. A charming courtyard adds another distinctive element, while the thoughtfully designed galley kitchen offers the efficiency and convenience serious cooks appreciate, with everything comfortably within reach. A screened lanai extends the living space outdoors, and an attached two-car garage adds everyday convenience. Enjoy low-maintenance living with grounds maintenance included in the HOA. While the home awaits updates throughout, its exceptional layout and architectural features provide the foundation for a remarkable transformation. With vision and thoughtful renovation, this isn't just another remodel in the making—it's an opportunity to create a showstopper! HVAC replaced in 2023; roof replaced in 2013. Bring your imagination and discover the possibilities!

8 Pinewood Gardens, Homosassa
10 Chinaberry Circle, Homosassa
$225,499
2 Beds ⋅ 2 Baths ⋅ 858730 MLS
WELCOME HOME! SPACIOUS LAYOUT, FANTASTIC UPDATES, AND PLENTY OF STORAGE! Step inside and discover a beautifully maintained home offering generous room sizes and updates designed for comfortable everyday living. The welcoming foyer features a DOUBLE-DOOR COAT CLOSET, setting the stage for a home with plenty of storage throughout. The kitchen combines style and functionality with WHITE CABINETRY, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, AND A DOUBLE-DOOR PANTRY. Recent appliance updates include a NEW REFRIGERATOR AND STOVE IN 2026, along with a dishwasher replaced in 2025. An UNDER-SINK REVERSE OSMOSIS SYSTEM WITH ALKALINE FILTRATION provides filtered drinking water right at the kitchen sink. Just off the kitchen, you'll find a second closet for even more convenient storage. The spacious dining area, located just off the kitchen, offers plenty of room for a large dining table, China cabinet, and additional furnishings. CERAMIC TILE FLOORING extends throughout the foyer, kitchen, and formal dining room, providing an attractive, easy-to-maintain finish. The living room features LUXURY VINYL PLANK FLOORING and opens through a glass door with decorative lattice detailing into the ENCLOSED FLORIDA ROOM. With its DOUBLE-PANE WINDOWS AND STONE TILE FLOORING, this bright additional living space offers another comfortable spot to relax, unwind, or enjoy the view. The generously sized PRIMARY SUITE provides plenty of room for a KING-SIZE BEDROOM SET, plus a small sitting area. Luxury vinyl plank flooring, two closets, and THREE LARGE WINDOWS OVERLOOKING THE GREENBELT BACKYARD make this a comfortable retreat. The en-suite bathroom features ceramic tile flooring, a DOUBLE-SINK VANITY, FRAMED MIRROR, BRAND-NEW WALK-IN SHOWER WITH GLASS DOOR, AND NEW TOILET. The spacious guest bedroom is another standout, easily accommodating a KING-SIZE BEDROOM SET while still leaving room for additional furnishings. LUXURY VINYL PLANK FLOORING AND A BUILT-IN CLOSET complete the space. The nearby hall bathroom features a vanity and a tub/shower combination. The laundry room offers CERAMIC TILE FLOORING, CABINETS, A UTILITY SINK, AND ADDITIONAL STORAGE SPACE BEHIND THE DOOR. The 2022 WATER HEATER is also located here, keeping everyday household essentials close at hand. Additional features include a ONE-CAR GARAGE equipped with a light, ceiling fan, and insulated garage door panels. A PULL-DOWN ATTIC LADDER provides convenient access to additional storage space. IMPORTANT UPDATES AND IMPROVEMENTS: The home features a 2026 A/C system, refrigerator, stove, and stove hood, a 2025 dishwasher and primary bathroom shower, a 2024 electrical panel, 2023 window replacements, a 2022 water heater, and a roof replaced in December 2015. With its spacious living areas, generous bedroom sizes, enclosed Florida room, abundant storage, updated primary bathroom, and numerous upgraded improvements, you'll want to see this amazing home!

10 Chinaberry Circle, Homosassa
85 Golfview Drive, Homosassa
$225,000
2 Beds ⋅ 2 Baths ⋅ 858439 MLS
Enjoy peaceful golf course views from this beautifully fully furnished 2-bedroom, 2-bath villa in the desirable Cypress Village of Sugarmill Woods. This well-maintained home features a spacious floor plan with inviting living and dining areas, an updated kitchen, and two generously sized bedrooms. Updates include new kitchen cabinets, a new sink, stainless steel appliances, laminate flooring, and new bedroom carpeting. Both bathrooms have been refreshed with updated vanities, sinks, and toilets. Fresh interior paint, new windows, window treatments, and a new door further enhance the home’s appeal. The water heater was replaced in 2024, the HVAC in 2018, and the roof in 2008. The villa’s exterior was caulked and painted in 2025. Two screened lanais provide additional space to relax and enjoy the Florida lifestyle, with one offering peaceful golf course views—the perfect setting for morning coffee or unwinding at the end of the day. An inviting choice for a full-time residence or seasonal retreat!

85 Golfview Drive, Homosassa
94 Chinaberry Circle, Homosassa
$245,000
2 Beds ⋅ 2 Baths ⋅ 857514 MLS
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to Cypress Village of Sugarmill Woods, a peaceful, timeless community surrounded by the natural beauty of Florida's Nature Coast. Known for its quiet streets, extended green space, and relaxed atmosphere, Cypress Village offers a wonderful place to come home and enjoy the best of Florida living. This brand-new, modern-style 2-bedroom, 2-bathroom home is currently under construction and nearing completion. Thoughtfully designed with stylish finishes, the home features tile flooring throughout, along with tiled showers, granite countertops, all-wood soft-close cabinets, and new stainless steel appliances, including a vented microwave, refrigerator, dishwasher, and range. Modern touches, including upgraded interior doors, black hinges and hardware, an interior laundry room, electric water heater, and irrigation system complete this beautiful new home. Built in accordance with applicable local floodplain requirements, this home has been elevated above the required flood elevation, offering the advantages of modern construction within an established section of Sugarmill Woods. Homosassa offers a relaxed lifestyle surrounded by some of Florida's most beautiful natural resources. Enjoy boating, fishing, kayaking, and exploring the nearby Homosassa River and Chassahowitzka River, while Crystal River is just a short drive north. Brooksville is approximately 20-30 minutes away, and Tampa is within about an hour, allowing you to enjoy convenient access to surrounding areas while returning home to the quaint, natural setting of Florida's Nature Coast. Enjoy the benefits of new construction in the established Sugarmill Woods community. Whether you're looking for a primary residence, seasonal retreat, or a low-maintenance place to enjoy Florida's beautiful Nature Coast, this modern home offers the opportunity to enjoy comfortable living in a peaceful and convenient location.

94 Chinaberry Circle, Homosassa
96 Chinaberry Circle, Homosassa
$245,000
2 Beds ⋅ 2 Baths ⋅ 857516 MLS
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to Cypress Village of Sugarmill Woods, a peaceful, timeless community surrounded by the natural beauty of Florida's Nature Coast. Known for its quiet streets, extended green space, and relaxed atmosphere, Cypress Village offers a wonderful place to come home and enjoy the best of Florida living. This brand-new, modern-style 2-bedroom, 2-bathroom home is currently under construction and nearing completion. Thoughtfully designed with stylish finishes, the home features tile flooring throughout, along with tiled showers, granite countertops, all-wood soft-close cabinets, and new stainless steel appliances, including a vented microwave, refrigerator, dishwasher, and range. Modern touches, including upgraded interior doors, black hinges and hardware, an interior laundry room, electric water heater, and irrigation system complete this beautiful new home. Built in accordance with applicable local floodplain requirements, this home has been elevated above the required flood elevation, offering the advantages of modern construction within an established section of Sugarmill Woods. Homosassa offers a relaxed lifestyle surrounded by some of Florida's most beautiful natural resources. Enjoy boating, fishing, kayaking, and exploring the nearby Homosassa River and Chassahowitzka River, while Crystal River is just a short drive north. Brooksville is approximately 20-30 minutes away, and Tampa is within about an hour, allowing you to enjoy convenient access to surrounding areas while returning home to the quaint, natural setting of Florida's Nature Coast. Enjoy the benefits of new construction in the established Sugarmill Woods community. Whether you're looking for a primary residence, seasonal retreat, or a low-maintenance place to enjoy Florida's beautiful Nature Coast, this modern home offers the opportunity to enjoy comfortable living in a peaceful and convenient location.

96 Chinaberry Circle, Homosassa
90 Chinaberry Circle, Homosassa
$245,000
2 Beds ⋅ 2 Baths ⋅ 857191 MLS
One or more photo(s) has been virtually staged. Welcome to Cypress Village of Sugarmill Woods, a peaceful, timeless community surrounded by the natural beauty of Florida's Nature Coast. Known for its quiet streets, extended green space, and relaxed atmosphere, Cypress Village offers a wonderful place to come home and enjoy the best of Florida living. This brand-new, modern-style 2-bedroom, 2-bathroom home is currently under construction and nearing completion. Thoughtfully designed with stylish finishes, the home features tile flooring throughout, along with tiled showers, granite countertops, all-wood soft-close cabinets, and new stainless steel appliances, including a vented microwave, refrigerator, dishwasher, and range. Modern touches, including upgraded interior doors, black hinges and hardware, an interior laundry room, electric water heater, and irrigation system complete this beautiful new home. Built in accordance with applicable local floodplain requirements, this home has been elevated above the required flood elevation, offering the advantages of modern construction within an established section of Sugarmill Woods. Homosassa offers a relaxed lifestyle surrounded by some of Florida's most beautiful natural resources. Enjoy boating, fishing, kayaking, and exploring the nearby Homosassa River and Chassahowitzka River, while Crystal River is just a short drive north. Brooksville is approximately 20-30 minutes away, and Tampa is within about an hour, allowing you to enjoy convenient access to surrounding areas while returning home to the quaint, natural setting of Florida's Nature Coast. Enjoy the benefits of new construction in the established Sugarmill Woods community. Whether you're looking for a primary residence, seasonal retreat, or a low-maintenance place to enjoy Florida's beautiful Nature Coast, this modern home offers the opportunity to enjoy comfortable living in a peaceful and convenient location.

90 Chinaberry Circle, Homosassa
92 Chinaberry Circle, Homosassa
$245,000
2 Beds ⋅ 2 Baths ⋅ 857513 MLS
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to Cypress Village of Sugarmill Woods, a peaceful, timeless community surrounded by the natural beauty of Florida's Nature Coast. Known for its quiet streets, extended green space, and relaxed atmosphere, Cypress Village offers a wonderful place to come home and enjoy the best of Florida living. This brand-new, modern-style 2-bedroom, 2-bathroom home is currently under construction and nearing completion. Thoughtfully designed with stylish finishes, the home features tile flooring throughout, along with tiled showers, granite countertops, all-wood soft-close cabinets, and new stainless steel appliances, including a vented microwave, refrigerator, dishwasher, and range. Modern touches, including upgraded interior doors, black hinges and hardware, an interior laundry room, electric water heater, and irrigation system complete this beautiful new home. Built in accordance with applicable local floodplain requirements, this home has been elevated above the required flood elevation, offering the advantages of modern construction within an established section of Sugarmill Woods. Homosassa offers a relaxed lifestyle surrounded by some of Florida's most beautiful natural resources. Enjoy boating, fishing, kayaking, and exploring the nearby Homosassa River and Chassahowitzka River, while Crystal River is just a short drive north. Brooksville is approximately 20-30 minutes away, and Tampa is within about an hour, allowing you to enjoy convenient access to surrounding areas while returning home to the quaint, natural setting of Florida's Nature Coast. Enjoy the benefits of new construction in the established Sugarmill Woods community. Whether you're looking for a primary residence, seasonal retreat, or a low-maintenance place to enjoy Florida's beautiful Nature Coast, this modern home offers the opportunity to enjoy comfortable living in a peaceful and convenient location.

92 Chinaberry Circle, Homosassa
63 Douglas Street Unit 5, Homosassa
$174,900
2 Beds ⋅ 3 Baths ⋅ 858203 MLS
Welcome to easy Florida living in Cypress Village at Sugarmill Woods! This beautifully updated two-story condominium offers around 1,500 square feet of comfortable, move-in-ready space with a fresh, modern feel throughout. Step inside and you’ll immediately notice the complete renovation—featuring all new flooring, a fully remodeled kitchen with Quartz countertops, and beautifully updated bathrooms. Kitchen appliances are Whirlpool (2021) and Kenmore. The Washer and Dryer are oversized Samsung and were also added in 2021. All appliances were only used for a short period of time. Primary bathroom has a tall vaulted ceiling with skylights matching the skylights in the stairway. The layout is both functional and inviting, with two spacious bedrooms and two and a half bathrooms, making it excellent for everyday living or hosting guests. Enjoy your morning coffee or unwind in the evening on the tiled, screened lanai—providing your own spot to relax and take in the peaceful surroundings. The single-car garage adds convenience and extra storage, a great bonus for condo living. Located in a desirable 55+ community, this home offers low-maintenance living at its best, with a condo fee of just $250 per month and an HOA of only $135 per year. The condo fee handles trash removal, exterior maintenance, lawn care, pest managment and irrigation. Some photos have been virtually staged to help you envision the space and its potential. If you’ve been looking for a stylish, updated condo in a quiet, established community—this one is definitely worth a look!

63 Douglas Street Unit 5, Homosassa
91 Anton Court, Homosassa
$195,000
2 Beds ⋅ 2 Baths ⋅ 857339 MLS
Motivated seller! Refreshed and move-in ready, this beautifully updated ground-floor end unit offers two entrances and effortless, low-maintenance living. Luxury vinyl flooring, new lanai tile, and upgraded lighting create a stylish, cohesive feel throughout. The living room’s custom luxury fireplace adds a cozy, upscale touch, while updated blinds and shades, a sparkling crystal chandelier, and upgraded faucets complete the look. Relax, entertain, and enjoy all that the community has to offer in this inviting home.

91 Anton Court, Homosassa
57 Douglas Street Unit 109, Homosassa
$139,000
3 Beds ⋅ 3 Baths ⋅ 856736 MLS
Relax and enjoy life in Florida in this rare three bedroom, 2.5 bath condo, with a convenient one car attached garage. It also has an indoor laundry room, complete with a washer and dryer. The expanded Great room features a wall of bookshelves, a desk and still provides a nice sized designated dining room. Large kitchen boasts stainless steel oven range, fridge and dishwasher, updated lighting and a coffee serving counter area. Enter the glassed and tiled Florida Room, through sliding glass doors off the Great room, looking out over the grassy open space. It also has several cabinets for extra storage. The nice-sized Master bedroom with two closets leads to the updated Master bath with wood cabinetry and a redone shower. Sliders from the Master open to a glassed Florida room with the same view. One of the two guest rooms has double closets plus there are two linen closets in the hallway. The condo HOA is $400 monthly includes: grounds maintenance, outdoor lighting, building maintenance, insurance and pest control for the building, irrigation, water, sewer and trash pickup. Pets are allowed. This condo needs TLC so you can make it your own!!!

57 Douglas Street Unit 109, Homosassa
80 Sycamore Circle, Homosassa
$226,200
3 Beds ⋅ 2 Baths ⋅ 855408 MLS
Existing Furnishings covey with sale if Buyer wishes, some photos have had the furnishings virtually removed. You won't find a better priced 3/2/2 Sugarmill Woods Home today! Great opportunity for investors, first time home buyers, snowbirds or downsizing couples. This spacious home includes a split bedroom floor plan, formal dining & living rooms and an over-sized family room. Existing furnishings included, if desired. Home has important upgrades including a new roof in 2018, water heater in 2018 and garage door in 2017. The garage has laundry, utility sink and a side entry door along with 2 windows for comfortable air flow. The lot is level with a nicely shaded backyard. This home abuts a deep natural green belt for added privacy. Both neighboring homes are positioned on double lots for more distance between houses! Cypress Village of Sugarmill Woods is well known for its lush landscape and rolling hills. Conveniently located near shopping, restaurants, the gulf and the Suncoast Parkway. Reminder: You must be a Florida resident on or before January 1, 2027 to qualify for the proposed changes to the Homestead Exemption on the ballot November 3, 2026, or wait 5 whole years.

80 Sycamore Circle, Homosassa
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