Sugarmill Woods Cypress Village Homes under $400,000

Sugarmill Woods Cypress Village Homes under $400,000

Welcome to Sugarmill Woods Cypress Village, a hidden gem nestled in the heart of Homosassa, Florida. This picturesque subdivision offers a serene escape from the hustle and bustle of city life, while still providing easy access to all the amenities you need. Surrounded by lush greenery and stunning natural landscapes, Sugarmill Woods is perfect for those seeking tranquility without sacrificing convenience.

Cypress Village is known for its friendly community atmosphere, making it an ideal place for families, retirees, and anyone looking to enjoy a relaxed lifestyle. The neighborhood is characterized by beautifully designed homes that blend seamlessly with the stunning Florida scenery. With a variety of architectural styles, you’re sure to find a residence that suits your taste and lifestyle.

One of the standout features of Sugarmill Woods Cypress Village is its affordability. With homes available for under $400,000, this subdivision offers an incredible opportunity for first-time homebuyers, investors, and those looking to downsize without compromising on quality. The homes in this area are not only budget-friendly but also offer modern amenities and spacious layouts, making them perfect for comfortable living.

Residents of Sugarmill Woods enjoy easy access to nearby parks, recreational facilities, and the beautiful Gulf Coast. Whether you’re looking to explore the great outdoors, indulge in local dining, or simply unwind in your own backyard, this charming community has it all. Discover the beauty and affordability of Sugarmill Woods Cypress Village, where your dream home awaits!

Newest Sugarmill Woods Cypress Village Homes under $400,000

199 Pine Street, Homosassa
$380,000
4 Beds ⋅ 3 Baths ⋅ Sugarmill Woods Cypress Village SubDv. ⋅ 34446 Zip Code
2,367 SQFT HEATED | 2,747 SQFT TOTAL | 4 BEDROOMS | 3 BATHROOMS | .28 ACRE LOT | NO REAR NEIGHBORS! Discover the perfect combination of privacy, elegance, and modern comfort in this beautifully maintained home nestled in the desirable Cypress Village of Sugarmill Woods. Situated on a generous .28 acre homesite with a fully fenced backyard and peaceful wooded views, this exceptional residence offers an inviting atmosphere, an expansive floor plan, and thoughtfully selected upgrades throughout. From the moment you arrive, the lush landscaping and welcoming entry create a lasting first impression. Step through the elegant leaded glass front door to discover stunning travertine flooring that flows throughout the main living areas and extends onto the expansive screened lanai, creating a seamless connection between indoor and outdoor living. The thoughtfully designed floor plan features spacious formal living and dining rooms filled with natural light, along with an inviting family room that opens effortlessly to the kitchen, making this home ideal for both everyday living and entertaining. At the heart of the home, the beautifully appointed kitchen showcases rich wood cabinetry, granite countertops, newer stainless steel appliances, two oversized pantries, and a charming breakfast nook overlooking the private backyard and surrounding greenery. The spacious owner's suite offers a peaceful escape, complete with updated laminate wood flooring, a generous walk in closet, and an elegantly updated ensuite bathroom featuring dual granite vanities, a relaxing garden tub, an oversized walk in shower, and beautiful travertine finishes. Three additional generously sized bedrooms provide flexibility for family, guests, or a dedicated home office, complemented by two updated guest bathrooms and a convenient interior laundry room. Step outside to the expansive screened lanai, where travertine flooring continues beneath your feet and the natural beauty of Florida takes center stage. With no rear neighbors, a fully fenced backyard, and a serene wooded backdrop, this outdoor space offers exceptional privacy and endless possibilities for entertaining, relaxing, or simply enjoying the surrounding wildlife. Major improvements provide additional peace of mind, including a 2022 HVAC system, 2015 roof, 2023 water heater, 2024 washer and dryer, 2020 irrigation system, and 2024 kitchen appliances. Located within the sought after Sugarmill Woods community, residents enjoy beautifully maintained surroundings and an incredibly affordable HOA of approximately $10 per month. Ideally positioned just 10 minutes from the Homosassa Springs State Park, with convenient access to the Gulf Coast, nature preserves, boating, fishing, shopping, dining, and the Suncoast Parkway, this home offers an exceptional opportunity to embrace Florida's Nature Coast lifestyle. BONUS: Located in a USDA eligible area, qualified buyers may have the opportunity to purchase with 100% financing and no down payment! With its generous living spaces, extensive updates, desirable privacy, and outstanding location, this is a home you won't want to miss. Schedule your private showing today!

199 Pine Street, Homosassa
9 Balsam Court S, Homosassa
$364,900
3 Beds ⋅ 2 Baths ⋅ Sugarmill Woods Cypress Village SubDv. ⋅ 34446 Zip Code
Virtually Staged. *** SELLER WILL CONSIDER A CONCESSION TOWARD BUYER'S MORTGAGE INTEREST RATE BUYDOWN POINTS WITH AN ACCEPTABLE OFFER! THIS COULD MEAN SIGNIFICANT MONTHLY SAVINGS! CONTACT YOUR LENDER TO EXPLORE YOUR FINANCING OPTIONS. *** Welcome home! Discover the perfect blend of comfort, style, and Florida living in this inviting 3-bedroom, 2-bath, oversized 2-car garage, POOL HOME, nestled on a semi-private lot in the highly sought-after Sugarmill Woods community. Offering nearly 1,800 square feet of living space, this home features a desirable split-bedroom floor plan designed for both privacy and everyday comfort. The bright and spacious living area is filled with natural light, creating a warm and welcoming atmosphere. Sliding glass doors open to the screened lanai and sparkling pool, providing the perfect setting for relaxing, entertaining, or simply enjoying Florida's beautiful weather. The pool was resurfaced with Pebble-Tec in 2018, along with the installation of new pool equipment. The beautifully updated kitchen, completely renovated in 2018, features elegant cream-colored wood cabinetry, quartzite countertops, and an abundance of thoughtfully designed storage, including a built-in spice rack and convenient pull-out pantry shelving. Major improvements include a new roof in 2025 and HVAC system in 2018, offering added peace of mind. The HVAC system is also equipped with a REME HALO UV air purification system, while the ductwork was sealed and new insulation installed in 2019. Additional upgrades include a whole-house Culligan water softener installed in 2018 and a new hurricane-rated garage door with Genie garage door opener in 2025. The oversized 2-car garage provides generous space for vehicles and storage, including convenient overhead storage for kayaks or canoes. The home has also been recently painted both inside and out, adding a fresh, updated feel throughout. Surrounded by mature landscaping and peaceful natural beauty, Sugarmill Woods is known for its picturesque setting, golf courses, and relaxed lifestyle. Conveniently located near shopping, dining, recreation, and the scenic waterways and outdoor attractions of Florida's beautiful Nature Coast. Whether you're enjoying a quiet afternoon by the pool or entertaining family and friends, this wonderful home offers the Florida lifestyle you've been looking for!

9 Balsam Court S, Homosassa
21 Sanders Circle, Homosassa
$299,900
3 Beds ⋅ 2 Baths ⋅ Sugarmill Woods Cypress Village SubDv. ⋅ 34446 Zip Code
Welcome to 21 Sanders Circle in Cypress Village of Sugarmill Woods! Enjoy Florida living in this contemporary 3-bedroom, 2-bath concrete block and stucco home, featuring a desirable setting with a wooded greenbelt behind the property. The home offers a rectangular lot with additional outdoor space and room for a future pool. Inside, you'll find a spacious primary bedroom with a walk-in closet, window blinds throughout, and a comfortable layout designed for everyday living. Step outside to the 8' x 30' Florida room, complete with vinyl sliding windows and screens, providing additional space to relax and enjoy the surrounding views. Major updates add peace of mind, including a new roof installed in July 2024 and central heating and air conditioning replaced in August 2021. Located in the Cypress Village Community of Sugarmill Woods, this property combines practical updates, additional living space, and a natural backdrop. Come see all that 21 Sanders Circle has to offer!

21 Sanders Circle, Homosassa
3 Cypress Run Unit 34A, Homosassa
$135,000
2 Beds ⋅ 2 Baths ⋅ Sugarmill Woods Cypress Village SubDv. ⋅ 34446 Zip Code
One or more photo(s) has been virtually staged. MOTIVATED SELLER! Step inside this beautifully designed first floor 2-bedroom, 2 - bathroom, residence where natural light floods the open-concept living space. The contemporary layout seamlessly connects the spacious living room to a stylish dining area great for entertaining friends or enjoying quiet evenings at home. Large windows frame stunning views of the lush green golf course outside, creating a peaceful ambiance that invites relaxation. Living in Cypress Run Condominium Association provides an impressive list of amenities designed for easy, maintenance-free living. The HOA includes Wi-Fi, cable, water, sewer, trash removal, exterior building maintenance, yard and grounds care, irrigation, pest control, outdoor lighting, pool service, public insurance, and reserve funding, along with professional legal and accounting management. Residents also enjoy access to a heated community pool, a great option for relaxing and enjoying Florida's year-round sunshine. Conveniently located near shopping, medical facilities, restaurants, and the Nature Coast's boating, fishing, and outdoor recreation, this condo offers both tranquility and accessibility Whether you're looking for a seasonal escape or a full-time home, Cypress Run is the ideal retreat for those who want easy living, sunshine, and a friendly community without upkeep. Trade the snow for the sunshine and start living the good life in Sugarmill Woods!

3 Cypress Run Unit 34A, Homosassa
11 Lidflower Court, Homosassa
$275,000
3 Beds ⋅ 2 Baths ⋅ Sugarmill Woods Cypress Village SubDv. ⋅ 34446 Zip Code
This gorgeous 3/2/2 Sugarmill Woods home is oh so sweet! The well-designed floorplan offers generously sized rooms and living space while maintaining a popular split-bedroom layout. The large master bedroom is complimented by a walk-in closet and ensuite, which features dual sinks and a beautifully tiled walk-in shower. A separate hallway leads the way to the secondary bedrooms and guest bath while the kitchen lies in the heart of the home. The spacious living room welcomes the opportunity to cozy up next to the fireplace, or to entertain guests as the separate dining area and kitchen nook offer additional seating areas to hold your loved ones! Beyond the interior comforts of this home, its location offers sought after privacy being nestled on a quiet, newly paved, cul-de-sac AND backing up to a greenbelt with peace that can be enjoyed from your nicely sized screened patio. If comfort, functionality and space are on your checklist for your new home, you won't want to pass this one up!

11 Lidflower Court, Homosassa
15 Bigleaf Court, Homosassa
$350,000
4 Beds ⋅ 2 Baths ⋅ Sugarmill Woods Cypress Village SubDv. ⋅ 34446 Zip Code
Welcome to 15 Bigleaf Court, nestled in the desirable Cypress Village community of Sugarmill Woods! Tucked away on a quiet cul-de-sac, this charming 3-bedroom, 2-bathroom home offers 1,788 square feet of living space on an approximately 0.28-acre lot. Enjoy the peaceful surroundings, mature landscaping, and the natural beauty that makes Sugarmill Woods such a sought-after community. With a spacious lot and a location that offers both privacy and convenience, this property provides an excellent opportunity to make a home your own. Conveniently located near shopping, dining, golf courses, parks, and the beautiful waterways of Florida’s Nature Coast. Whether you’re looking for a primary residence, seasonal retreat, or your next chapter in Florida living, 15 Bigleaf Court is ready to welcome you home. Schedule your private showing today!

15 Bigleaf Court, Homosassa
1 Cypress Run Unit 14C, Homosassa
$147,500
2 Beds ⋅ 2 Baths ⋅ Sugarmill Woods Cypress Village SubDv. ⋅ 34446 Zip Code
Desirable Sugarmill Woods condo featuring a smart, functional floorplan and comfortable Florida living! The updated kitchen showcases beautiful granite countertops, all-wood cabinetry, and stainless steel appliances. The spacious great room opens to a charming patio overlooking the treetops, offering a peaceful setting for nature lovers. Generously sized bedrooms provide ample closet space and storage. The owner's bathroom features both a walk-in shower and a full-size tub, along with abundant vanity and linen storage. Enjoy the convenience of an inside washer and dryer, covered carport parking, and an elevator for easy access. Residents can also take advantage of the community pool, perfect for staying active and enjoying the Florida sunshine. A wonderful opportunity to enjoy the Sugarmill Woods lifestyle. Come see this charming condo!

1 Cypress Run Unit 14C, Homosassa
9 Sweetgum Court S, Homosassa
$336,000
3 Beds ⋅ 2 Baths ⋅ Sugarmill Woods Cypress Village SubDv. ⋅ 34446 Zip Code
SUGARMILL WOODS 3/2/2 POOL HOME Tucked away on a quiet cul-de-sac at 9 Sweetgum Ct S, this spacious residence boasts over 1,900 sq ft of living area and classic greenbelt privacy. Highlights include a split 3-bedroom, 2-bath layout, open living spaces, and an expansive screened lanai showcasing a sparkling in-ground heated pool for year-round enjoyment. PACKAGE OPPORTUNITY: Buyer has the rare option to acquire the adjacent vacant lot (7 Sweetgum Ct S) simultaneously! Double your lot size, protect your privacy forever, or hold it as an investment. Low HOA fees, central public utilities, and fast access to Gulf Coast waterways and the Suncoast Parkway!

9 Sweetgum Court S, Homosassa
2 Sycamore Court N, Homosassa
$238,000
3 Beds ⋅ 2 Baths ⋅ Sugarmill Woods Cypress Village SubDv. ⋅ 34446 Zip Code
FLOOD ZONE X! NO CDD! FULLY FENCED AND SPACIOUS 0.42 ACRE LOT. PAID OFF SOLAR PANELS! This meticulously maintained 3-bedroom, 2-bath concrete block home sits on a peaceful cul-de-sac surrounded by mature trees and lush greenery. THE BIG TICKET ITEMS ARE DONE: a new roof in October 2024, new windows in October 2021, wood-look tile in 2020, a heat pump replaced in June 2018, a water heater about 6 years old, and a new garage door track and motor in July 2026. The washer and dryer are just 2 years old. In August 2026, the home also got fresh interior updates, including paint, doors, LED light fixtures, ceiling fans, and shower heads. The paid-off solar panels help keep power bills low, and there’s no loan to take over. The enclosed lanai is great for relaxing or entertaining, and the fully fenced yard gives you plenty of room for pets, play, or gardening. Sugarmill Woods is known for its wooded, tree-lined streets, walking trails, and nearby golf. You’re minutes from shopping and dining on US-19, and the Suncoast Parkway makes Tampa an easy drive. Nearby you can kayak the springs, see manatees in Homosassa and Crystal River, or head out on the Gulf for fishing and scalloping. Solid concrete block construction in a low-risk flood zone. Schedule your showing today! Information deemed reliable but not guaranteed. Buyer to verify all information, including but not limited to square footage, room dimensions, HOA fees, and deed restrictions, prior to closing.

2 Sycamore Court N, Homosassa
57 Jamaica Street, Homosassa
$195,000
2 Beds ⋅ 2 Baths ⋅ Sugarmill Woods Cypress Village SubDv. ⋅ 34446 Zip Code
Move in ready and well maintained in Sugarmill Woods! This 2 bedroom, 2 bath concrete block home has 1,289 sq ft and an attached garage. The big-ticket updates are already done, so you can just move in. The roof was replaced in 2019. A new heat pump was installed in April 2026, and a new electrical panel was installed in August 2026. Also in August 2026, the living room and bedroom got luxury vinyl plank flooring, and the home and garage have fresh interior paint. Step out to the lanai for morning coffee or an evening unwind in the Florida breeze. The lot is easy to keep up, so you get more time to enjoy the Nature Coast. The home sits on a quiet street in Cypress Village, a deed-restricted community with tree-lined streets, walking paths, and golf nearby. Annual association dues are low. You’re minutes from shopping and dining on US-19 and from the Suncoast Parkway, so Tampa is an easy drive. Nearby you can kayak the springs, see manatees in Homosassa and Crystal River, or get out on the Gulf for fishing and scalloping. Schedule your showing today! Information deemed reliable but not guaranteed. Buyer to verify all information, including but not limited to square footage, room dimensions, HOA fees, and deed restrictions, prior to closing.

57 Jamaica Street, Homosassa
20 Bonnie Court S, Homosassa
$385,000
4 Beds ⋅ 3 Baths ⋅ Sugarmill Woods Cypress Village SubDv. ⋅ 34446 Zip Code
This 4-bedroom, 3-bathroom, 3-car garage pool home in Sugarmill Woods – Cypress Village is located on a quiet cul-de-sac and nestled on a desirable .28-acre lot. While it awaits your personal design touches and updates, this spacious property offers incredible potential in a highly sought-after neighborhood. Enter through the double-door entry into a bright and spacious open floor plan designed to impress. A versatile flex room provides the ultimate adaptability to suit your lifestyle—serving beautifully as a formal dining area, a private home office, or a quiet den. The expansive living room features massive sliding glass doors that frame views of the pool and open directly to the lanai. At the heart of the home, the chef’s kitchen is equipped with an extended breakfast bar, a convenient pass-through window to the lanai, and a cozy eat-in nook. The kitchen flows effortlessly into a welcoming family room, with a warm gas fireplace—ideal for relaxed evenings. This thoughtful layout features two master suites, offering incredible versatility for an in-law setup, long-term guests, or older children who want their own space. The main primary master suite is a private retreat boasting direct lanai access, pool views, a large walk-in closet, and a spa-like en suite bath complete with dual vanities, a separate tiled shower, and a relaxing jacuzzi tub. The second master suite also features a walk-in closet, direct pool access, and its own private bathroom with a tiled shower. Two additional roomy guest bedrooms share a well-appointed third bathroom. A dedicated laundry room completes the interior, fully equipped with a washer and dryer, a utility sink, and extensive cabinetry for storage. Step outside to experience Florida living at its absolute finest. The extended, fully screened lanai features a sparkling, solar-heated pool, all set against a peaceful, naturally wooded greenbelt backdrop. With its prime cul-de-sac positioning, no rear neighbors, and serene nature views, this backyard sanctuary is the ultimate private setting for entertaining friends or soaking up the sun. Adding to your peace of mind, the home comes complete with great mechanical bones, featuring a brand-new water heater and AC 2017. Living in Sugarmill Woods provides a premium lifestyle with access to exceptional community amenities, including optional country club memberships featuring championship golf courses, a fitness center, tennis and pickleball courts, and a community pool. You are just minutes away from local shopping and dining at the Shoppes of Sugarmill Woods, as well as world-class outdoor recreation like Homosassa Springs and Crystal River for endless kayaking, boating, and manatee viewing. Perfectly situated for both lifestyle and convenience, you’re just minutes from Homosassa Springs and Spring Hill, with easy access to both saltwater and freshwater recreation, including boating, fishing, and kayaking. Plus, with direct, close access to the Suncoast Parkway, you can enjoy an effortless, traffic-free commute south to Tampa Airport and Orlando is approximately 90 minutes away. NO SIGHT UNSEEN OFFERS WILL BE CONSIDERED.

20 Bonnie Court S, Homosassa
12 Sycamore Court E, Homosassa
$254,999
3 Beds ⋅ 2 Baths ⋅ Sugarmill Woods Cypress Village SubDv. ⋅ 34446 Zip Code
Move-in ready 3 bedroom, 2 bath home situated on a spacious 0.37 acre lot in a cul-de-sac in Cypress Village at Sugarmill Woods. Mature trees, fresh landscaping, and a wooded backdrop create an inviting setting. Inside, the split-bedroom floor plan features luxury vinyl flooring throughout most of the home, ceiling fans, and a primary suite with a walk-in closet. The kitchen offers a breakfast nook, stainless steel appliances, and a new range, dishwasher, and range hood. Additional updates include a new central AC/heat pump and electric water heater. An enclosed lanai provides additional space to relax, while the oversized two-car garage and indoor laundry room add everyday convenience. Refrigerator, washer, and dryer are included. Low HOA dues of just $139/year. Some photos have been virtually staged.

12 Sycamore Court E, Homosassa
Start Your Search

How much is your home worth?

Get instant property value now!