Location: Sugarmill Woods Cypress Village, Homosassa
Do Not Show Listings
39 PINE ST, HOMOSASSA, FL 34446
$360,0008 Days on yellowkey MLS ID: W7884937
0 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2191 Built: 1984Monthly Fee: $12 Tax: $1,327 (2025)Community: Sugarmill Woods Cypress VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,327
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom home located in the desirable Cypress Village of Sugarmill Woods in Homosassa, Florida. This thoughtfully maintained residence offers both style and peace of mind with hurricane-impact windows, a brand-new 2024 roof, and energy-efficient solar panels. Step inside to discover a spacious and inviting layout featuring both a large family room and a separate living room-perfect for entertaining or relaxing with loved ones. The home also boasts a formal dining room for special gatherings, as well as a charming breakfast nook ideal for casual meals. The home is filled with natural light, enhanced by three sets of elegant French doors that open seamlessly to the lanai, where you’ll find a screened-in pool ideal for enjoying Florida living year-round. The updated interior showcases modern finishes and attention to detail throughout. All three bedrooms are generously sized and include walk-in closets, providing ample storage and comfort. In addition to the main living spaces, a versatile bonus room provides the perfect opportunity for a home office, sewing room, nursery, or flex space to suit your needs. Adding even more value, the electric fireplace, washer, and dryer will convey with the home, making this property truly move-in ready. This exceptional home combines comfort, functionality, and lifestyle-don’t miss your opportunity to make it yours.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-835-3110)
Listing Agent: Lisa Mcclure (941-232-6340)
7 BIGLEAF CT, HOMOSASSA, FL 34446
$399,900166 Days on yellowkey MLS ID: TB8447297
REDUCED by $10,000 (2.4%) on 04/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2508 Built: 2007Monthly Fee: $11 Tax: $2,695 (2024)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$2,695
Elementary School: Lecanto Primary School
High School: Lecanto High School
Tax Year: 2024
Middle School: Lecanto Middle School
Remarks: New ROOF to be installed before closing! Impeccably updated 4 bedroom, 3 bath home with recently glassed in Florida room. 2 car garage in Sugarmill Woods. Updated kitchen features new stainless steel appliances, granite countertops, new lighting, an island, and ample counter space for all your culinary adventures. New whole house GENERAC generator offering peace of mind with reliable backup power for your entire home. New luxury vinyl flooring throughout. Bathrooms updated and offering new granite countertops, mirrors, toilets. New blinds, AC 2021, new hot water heater. New glassed in Florida room with new window shades and a fireplace for chilly mornings. So many upgrades!
Listing is courtesy of: TROPIC SHORES REALTY LLC (352-684-7371)
Listing Agent: Gloria Reagan (352-345-1192)
5 CHINKAPIN CIR, HOMOSASSA, FL 34446
$449,0001 Day on yellowkey MLS ID: TB8500980
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2432 Built: 1997Monthly Fee: $12 Tax: $2,740 (2025)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$2,740
Remarks: This beautifully designed home blends modern comfort with timeless charm, offering a warm and inviting space for everyday living. As you step inside, you’re welcomed by a spacious 7x8 foyer that opens into a light-filled, open-concept layout with high ceilings and thoughtfully chosen finishes throughout. The expansive living area features a cozy wood-burning fireplace, creating the perfect focal point for relaxing evenings, and flows seamlessly into a well-appointed kitchen complete with sleek countertops, ample cabinetry, and modern appliances—ideal for both quiet mornings and entertaining guests. Just off the kitchen, enjoy a charming 8x11 breakfast nook, perfect for casual dining while overlooking the backyard. In addition, a versatile 11x13 music room offers flexible space that can easily serve as a formal sitting area, office, or creative studio. Designed with a desirable split floor plan, the home provides added privacy by separating the primary suite from the additional bedrooms. Each bedroom offers a peaceful retreat with generous space and natural light. The primary suite features a private bathroom and ample closet space, creating a comfortable sanctuary at the end of the day. Additional rooms can easily adapt to your needs, whether for guests, a home office, or hobbies. Step outside to your private backyard oasis, where a sparkling pool invites you to relax, unwind, and enjoy Florida living year-round. The outdoor space is perfect for entertaining, with plenty of room for lounging, dining, and gathering with friends and family. For added peace of mind, the home is equipped with a whole-house generator, ensuring uninterrupted comfort and functionality. Located in Sugarmill Woods, a deed-restricted community, residents enjoy access to a clubhouse and community pool, adding even more opportunities for recreation and social connection. With its blend of style, functionality, and resort-style amenities, this home offers an exceptional living experience both inside and out.
Listing is courtesy of: HOMAN REALTY GROUP INC (352-600-8170)
Listing Agent: Thomas "Tj" Homan, Jr (352-675-8245)
59 CYPRESS BLVD W, HOMOSASSA, FL 34446
$299,99917 Days on yellowkey MLS ID: A4689532
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2206 Built: 1979Monthly Fee: $11 Tax: $2,580 (2025)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$2,580
Remarks: Welcome to this well-maintained 3-bedroom, 2-bath home located in Sugarmill Woods Cypress Village in Homosassa. Great value for your money! Nestled on an oversized .35-acre lot with a peaceful greenbelt backdrop, this property offers the privacy and natural setting buyers love — with no rear neighbors. One of the standout features is the brand-new metal roof, providing long-term durability, energy efficiency, and peace of mind for years to come. Step inside to a spacious layout designed for comfortable Florida living. The inviting living area features a charming wood-burning fireplace, perfect for cozy evenings and adding warmth and character to the home. The split-bedroom floor plan offers privacy for family and guests. The backyard offers plenty of room for a future pool! Very large screened patio lanai in the front of the home will offer the perfect sitting area while looking out on your property. Sugarmill Woods is known for its golf lifestyle & its proximity to all things that the Nature Coast has to offer: fresh water springs, boating, fishing, kayaking & manatee habitats. Schedule your showing today!
Listing is courtesy of: SAIL HOME REALTY (352-207-6227)
Listing Agent: Nadeene Horak (352-207-6227)
23 CHINKAPIN CIR, HOMOSASSA, FL 34446
$350,00037 Days on yellowkey MLS ID: TB8488684
REDUCED by $20,000 (5.4%) on 04/25/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2364 Built: 1986Monthly Fee: $11 Tax: $5,194 (2025)Community: Sugarmill Woods Cypress VillageSpa: YesSingle Family
Taxes:$5,194
Remarks: Welcome to this custom and one of a kind pool home nestled on over a quarter-acre along the picturesque, tree-lined Chinkapin Circle in the highly sought-after Sugar Mill community. Offering more than 2,300 square feet of thoughtfully designed living space, this 3 bedroom, 2.5 bath home delivers the perfect blend of comfort, style, and functionality. The light-filled open floor plan features soaring vaulted ceilings and expansive windows that create an airy, Luxury Vinyl Flooring and inviting atmosphere ideal for both everyday living and entertaining. The kitchen is equipped with granite countertops, stainless steel appliances, and a gas range, seamlessly connecting to the living area for effortless gatherings. With updated lighting, durable LVP flooring, abundant storage, and a stunning fireplace as the centerpiece of the living room. The main living space is a show stopper. Retreat to the spacious primary suite with private pool access, dual closets, and a spa-inspired ensuite featuring dual sinks, a steam shower, skylight, and updated finishes. The additional two bedrooms and bathroom are located on the other side of the home creating privacy and space. Step outside to your heated 12x38 screened in pool that is perfect for year round enjoyment. It is surrounded by a generous yard with plenty of room to relax or entertain. This home offers the lifestyle you are looking for in one of Citrus County’s most desirable communities. Features include Central Vacuum, Newer Roof 2023, New A/C 2025, Newer Interior Paint 2023. Spa is not operable.
Listing is courtesy of: ALIGN RIGHT REALTY CARROLLWOOD (813-374-6050)
Listing Agent: Michelle Denham (813-919-9179)
54 JAMAICA ST, HOMOSASSA, FL 34446
$197,2001 Day on yellowkey MLS ID: OM723300
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1176 Built: 1980Monthly Fee: $12 Tax: $989 (2025)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$989
Remarks: Tucked into the laid-back charm Sugarmill Woods, this charming 2/2/1 patio home captures the essence of Florida living—easy, breezy, and beautifully connected to everything you love. Step inside and you’re welcomed by a light-filled interior that feels both comfortable and effortlessly stylish. The flowing layout creates inviting spaces perfect for relaxed mornings, entertaining friends, or unwinding after a day enjoying the Florida sunshine. Beyond the front door, lifestyle takes center stage. This home is ideally located near the optional community amenities including a clubhouse, pickleball courts, a community center, and an on-site restaurant—bringing recreation, social connection, and convenience right to your doorstep. Nearby shopping choices make everyday errands simple, while quick access to the Suncoast Parkway means you’re just minutes from an easy commute to Tampa and surrounding areas. Outdoor living is just as appealing, whether you’re enjoying your cute patio or heading out to explore. You’re close to the natural beauty of the Nature Coast, including the crystal-clear waters of Homosassa Springs Wildlife State Park and the boating and fishing opportunities along the Homosassa River. Whether you're searching for a full-time residence or a seasonal retreat, 54 Jamaica Street offers the perfect blend of comfort, convenience, and that unmistakable Florida lifestyle. Come experience it for yourself.
Listing is courtesy of: AT HOME REALTY (352-621-5510)
Listing Agent: Becky Norman (352-212-7217)
14 HACKBERRY DR, HOMOSASSA, FL 34446
$299,88896 Days on yellowkey MLS ID: C7520557
REDUCED by $19,102 (6.0%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2044 Built: 2026Monthly Fee: $93 Tax: $430 (2025)Community: Sugarmill WoodsSingle Family
Taxes:$430
Remarks: Under Construction. Under Construction. You will love this DELIGHTFUL NEW Single-Story Home in the Sugarmill Woods Community! The desirable Shelby plan boasts an open design encompassing the Living, Dining, and Kitchen spaces. The kitchen features gorgeous cabinets, Quartz countertops, and stainless steel appliances (Including a range with a microwave hood and dishwasher). In addition, the primary suite has a private bath with dual vanity sinks and a walk-in closet. This Home also includes 2 more well-sized bedrooms each with their own walk-in closets, and a full secondary bath.
Listing is courtesy of: WJH BROKERAGE FL LLC (321-238-8595)
Listing Agent: Octavia Valencia (813-606-4095)
46 FRINGETREE ST, HOMOSASSA, FL 34446
$389,00031 Days on yellowkey MLS ID: TB8489137
REDUCED by $10,000 (2.5%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1829 Built: 2004Monthly Fee: $11 Tax: $3,002 (2025)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$3,002
Remarks: Price Reduction!! -If you’ve been looking for a peaceful Florida pool home that just feels like "the one" the moment you arrive… this is it! This beautifully maintained 3-bedroom, 2-bath, saltwater pool home offers the perfect blend of comfort and privacy. Nestled on a quiet street in the sought-after Sugarmill Woods community, the home sits on a spacious lot with a large, private backyard, ideal for relaxing or gathering with family and friends. Step outside to your screened-in pool and lanai, where you can sip your morning coffee while watching the squirrels play, enjoy a refreshing dip on a warm Florida day, or unwind in the evenings with good company. Inside, you’ll find a well-cared-for home with a functional layout, a 3-car garage WITH 6 feet of EXTRA room for storage, a small boat or a golf cart. There are thoughtful touches like a wine refrigerator in the kitchen, perfect for everyday living or entertaining. Major updates include a newer roof 2022 and HVAC system 2023, offering added peace of mind. Located just minutes from the Suncoast Parkway for easy commuting, this home also places you close to the best of Florida’s Nature Coast, beautiful springs, parks, and kayaking, while still being convenient to shopping, dining, and everyday essentials. An added opportunity: the seller also owns the adjacent, vacant lot at 48 Fringetree, which is NOT INCLUDED in the sale BUT may be available for purchase separately, offering the potential for even more space, privacy, or future flexibility. Furniture is negotiable, making this a flexible and move-in-ready opportunity. Don't wait, this beautiful home is the one!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tamara Bernal (888-883-8509)
26 DOUGLAS CT S, HOMOSASSA, FL 34446
$344,900116 Days on yellowkey MLS ID: O6370311
2 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2198 Built: 2026Monthly Fee: $11 Tax: $320 (2025)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$320
Remarks: Pre-Construction. To be built. The Sheffield – Designed for the Way You Live Set within the quiet, cul-de-sac streets of Sugarmill Woods, this thoughtfully planned community is known for its mature trees, lush greenbelts, and distinct villages that create a peaceful, close-knit atmosphere. Located near Florida’s Big Bend in Homosassa, residents enjoy quick access to crystal-clear springs, state parks, beaches, boating, and fishing—ideal for nature lovers and those who value a relaxed Florida lifestyle. The Sheffield stands out for its flexible layout and next-generation design, making it perfect for multi-generational households, extended guests, or anyone who wants private, self-contained living space under one roof. The Next Gen® suite features a private entry, living area, office, bedroom, and kitchenette, offering independence without sacrificing connection. Two additional secondary bedrooms provide comfortable accommodations for family or guests. At the center of the home, the chef-inspired kitchen anchors everyday living and entertaining. A large quartz-topped island creates the perfect gathering spot, complemented by a pantry, wall oven, cooktop, and a full stainless steel appliance package, including a side-by-side refrigerator. Designed for both function and style, this kitchen easily handles everything from casual meals to hosting holidays. The kitchen flows seamlessly into the bright and open great room, creating an inviting space for entertaining, relaxing, or spending quality time together. The open-concept design enhances natural light and keeps the home feeling spacious and connected. Tucked away at the rear of the home, the primary suite serves as a private retreat. The en-suite bath features quartz countertops, a tiled walk-in shower with enclosure, and a spa-like feel designed for daily relaxation. A generous walk-in closet completes the suite with ample storage. Additional highlights include a centrally located laundry room for everyday convenience and a covered patio that extends the living space outdoors—perfect for morning coffee, evening relaxation, or outdoor dining. Professionally planned landscaping with an irrigation system keeps the yard looking lush year-round. Modern comfort continues with smart home features, including Deako smart switches, stone exterior accent, offering enhanced convenience, security, and energy savings. A full builder warranty provides added peace of mind. The Sheffield isn’t just a place to live—it’s a home designed to adapt to your lifestyle, combining versatility, quality finishes, and the natural beauty of Sugarmill Woods.
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Taryn Mashburn (813-536-5263)
35 CYPRESS BLVD E, HOMOSASSA, FL 34446
$465,0009 Days on yellowkey MLS ID: OM723039
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2073 Built: 2000Monthly Fee: $12 Tax: $3,906 (2025)Community: Sugarmill Woods Cypress VillageSpa: NoSingle Family
Taxes:$3,906
Remarks: Into the great wide open—where style, sunshine, and effortless living come together. Welcome to this beautifully reimagined home in the heart of Sugarmill Woods, designed for those who appreciate clean lines, modern upgrades, and a space that feels as good as it looks. Located at 35 Cypress Blvd E, this move-in ready residence delivers peace of mind with major updates already done. A newer roof (2022) and AC system (2013) set the foundation, while fresh interior and exterior paint create a bright, on-trend aesthetic from the moment you arrive. Inside, the vibe is fresh and elevated. New flooring flows throughout the entire home, paired with tasteful cabinetry and sleek granite countertops that tie every space together. The updated kitchen is a standout—featuring a stainless steel appliance package, modern finishes, and a layout built for everything from casual mornings to hosting friends on the weekend. Nothing in this home has been overlooked—every inch has been thoughtfully designed to deliver a cohesive, stylish living experience. The owner’s suite brings serious retreat energy, with a beautifully bath that includes a soaking tub and separate shower—ideal for unwinding at the end of the day. The second bathroom has been completely renovated as well, showcasing a new walk-in shower with clean, contemporary finishes. Out back is where this home really shines. An expansive, fully screened lanai with gorgeous pavers sets the scene for laid-back outdoor living, while the brand-new saltwater pool (2024) creates your own private resort -- perfect for pool days, evening cocktails, and everything in between. This isn’t just a home—it’s a lifestyle. Modern, move-in ready, and designed for living well.
27 BEVERLY CT, HOMOSASSA, FL 34446
$259,900156 Days on yellowkey MLS ID: OM713327
REDUCED by $12,600 (4.6%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1528 Built: 1976Monthly Fee: $11 Tax: $3,016 (2025)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$3,016
Remarks: Big price drop! Welcome to Your Dream Home in Sugarmill Woods! This beautifully updated 2-bedroom, 2-bath home sits on a spacious .28-acre lot with lush, unbuildable greenbelt space behind it—offering privacy, tranquility, and natural beauty right outside your back door. Major upgrades make this home worry-free and energy efficient, including a New Roof (June 2024), New A/C (February 2024), New Hot Water Heater, New Landscaping, Attic electric ventilation system, Well-fed irrigation system, and Leaf Guard gutters. Step inside to find fresh interior updates, solid wood panel doors, and gorgeous wood and tile flooring throughout the main living areas, with cozy carpet in the bedrooms. The see-through wood burning fireplace adds warmth and charm, while the enclosed, air-conditioned lanai provides year-round comfort and additional living space. The spacious, updated kitchen features new soft-close cabinets, updated lighting, beautiful countertops, double pantry, and modern finishes great for cooking and entertaining. A built-in refreshment area makes the ideal spot for entertaining guests or creating your own personal coffee bar. The generous primary suite offers a huge walk-in closet and ensuite bath with a walk-in shower. The indoor laundry room adds convenience and includes a washer, dryer, and laundry tub. The rare oversized garage easily accommodates a 25 foot trailer and a 20' boat, offering exceptional flexibility and savings—no storage fees! Outside, enjoy your own grape arbor, lush with grapes—for winemaking or simply savoring your peaceful garden oasis. Relax on the back patio overlooking the serene greenbelt, surrounded by mature landscaping. With all major systems replaced and every detail refreshed, this home is truly move-inready. Don’t wait—schedule your showing today!
Listing is courtesy of: TROTTER REALTY (352-628-2410)
Listing Agent: Barbara Mckinnell (352-628-2410)
17 SWEETBAY CT, HOMOSASSA, FL 34446
$449,000201 Days on yellowkey MLS ID: TB8435479
0 Days Off yellowkey (back on 3/13/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2355 Built: 2000Monthly Fee: $11 Tax: $2,718 (2024)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$2,718
Remarks: Vacation vibes start at the front door. Welcome to 17 Sweetbay Ct.—a fun, flexible casita-style pool home that lives like a private resort in the heart of Sugarmill Woods. With 3 bedrooms and 3 baths, this layout nails the balance between togetherness and privacy, making it perfect for guests, multigenerational living, or a work-from-home setup that doesn’t feel like work. The open kitchen is the hub of the home, featuring a breakfast bar, eat-in nook, and formal dining space—because hosting should be easy and enjoyable. The primary suite is a true retreat with direct pool access, dual sinks, a garden tub, separate shower, and a walk-in closet. Guests get the VIP treatment too, with their own suite and sliding doors straight to the pool—no sharing hallways required. Outside is where this home really shines. The expansive screened lanai is made for morning coffee, afternoon lounging, and evenings that stretch a little longer than planned, all overlooking your private pool oasis. Set in the peaceful golf community of Sugarmill Woods, you’ll enjoy access to golf, tennis, and scenic nature trails, plus quick access to the Suncoast Parkway for easy trips to Tampa, the beaches, and Florida’s Nature Coast. This isn’t just a house—it’s a lifestyle upgrade. Grab your flip-flops and make it yours.
Listing is courtesy of: PLANTATION REALTY, INC. (352-795-0784)
Listing Agent: Lisa Vandeboe (352-634-0129)
102 WHITEWOOD ST, HOMOSASSA, FL 34446
$476,0005 Days on yellowkey MLS ID: TB8500475
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2321 Built: 2006Monthly Fee: $12 Tax: $2,631 (2025)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$2,631
Remarks: Welcome to this spacious 4 bedroom, 2 bath home with screened lanai pool area and hot tub! Recently renovated kitchen with new cabinets, granite countertops, backsplash, island extension, and a farm sink. Eat in kitchen and a formal dining area. Luxury vinyl flooring in open areas and newer carpet in bedrooms. Both bathrooms have snail showers. Fourth bedroom has a murphy bed and doubles as an office. Additional upgrades include a new roof, new hot water heater, new landscaping. Leased solar panels for the whole house and pool, well for irrigation, and a fenced backyard. This home checks all the boxes!
20 HACKBERRY DR, HOMOSASSA, FL 34446
$414,900341 Days on yellowkey MLS ID: O6310562
1 Days Off yellowkey (back on 4/21/2026)
INCREASED by $5,000 (1.2%) on 04/12/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2677 Built: 2026Monthly Fee: $11 Tax: $289 (2024)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$289
Remarks: Luxury Meets Comfort in The Venice – Your Private Retreat in Sugarmill Woods! This meticulously crafted one-story home sits on an oversized lot backing to a protected greenbelt, offering privacy, serenity, and an unmatched connection to nature. From the moment you enter through the striking 8.0 full glass front door, you're welcomed by 9’4” ceilings and a bright, open layout filled with upscale finishes and thoughtful design. The expansive Great Room shines with additional lighting and a sliding glass door that leads to a covered lanai—perfect for entertaining or relaxing while enjoying peaceful greenbelt views. At the heart of the home is the chef’s gourmet kitchen, complete with a large island, quartz countertops, upgraded soft-close cabinets, a tile backsplash, and an upgraded stainless steel appliance package, including an ENERGY STAR certified French door refrigerator. The open-concept design ensures seamless flow between the kitchen, dining, and living areas. The master suite is a dream-fulfilled retreat, highlighted by a tray ceiling, spacious layout, and an en-suite bath featuring upgraded cabinets, a luxurious pedestal soaking tub, and a large upgraded tile shower. Three additional extra-large bedrooms provide comfort and flexibility, including a private guest ensuite—a must-see feature ideal for visitors or multi-generational living. A den with double French doors offers the perfect space for a home office, library, or creative studio. Additional highlights include a 3-car garage, landscaped yard with irrigation system, and full smart home features such as a Ring Video Doorbell, Smart Thermostat, Keyless Entry Smart Door Lock, and Deako Smart Switches—all backed by a full builder warranty for peace of mind. The Venice blends elegance, space, and function into one spectacular home. Don’t miss your chance to experience Florida living at its finest—schedule your tour today!
1 GRAYTWIG CT W, HOMOSASSA, FL 34446
$300,000178 Days on yellowkey MLS ID: A4670202
REDUCED by $15,000 (4.8%) on 04/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2393 Built: 1996Monthly Fee: $12 Tax: $4,319 (2024)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$4,319
Remarks: Short Sale. Seller Motivated – Priced Aggressively for Quick Sale! Solid home with a 5-year-old roof, needs cosmetic cleanup to make it sparkle. This 3-bedroom, 3-bath home with an office and 3-car garage sits on a .57-acre corner lot. Split floor plan with a spacious master suite. The second bedroom includes an ensuite bath with exterior access—ideal for a future pool bath. Features include a large screened lanai, circular driveway, formal living and dining rooms, a kitchen open to the family room with fireplace, breakfast nook, and laundry room.
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-325-5843)
Listing Agent: Troy Funk (941-241-3850)
20 SYCAMORE CT E, HOMOSASSA, FL 34446
$269,00012 Days on yellowkey MLS ID: OM722309
0 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1710 Built: 1982Monthly Fee: $12 Tax: $1,126 (2025)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$1,126
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering the perfect blend of comfort and style. Nestled in the highly sought out golf community of Sugarmill Woods on a cul-de-sac, this property features an open-concept layout with abundant natural light, ideal for both relaxing and entertaining, ceramic tile and wood flooring through out. The updated kitchen boasts stainless steel appliances, granite countertops, and ample cabinet space, flowing seamlessly into the living areas. Living area features a functional wood burning fireplace for those chilly winter nights. The large primary suite offers a private retreat with a walk-in closet and en-suite bathroom. Large screened lanai allows space for perfect outdoor living complete with metal storm shutters. Step outside to enjoy a generously sized fully fenced backyard that backs up to the greenbelt—perfect for outdoor gatherings, gardening, or simply unwinding. Additional highlights include an oversized two-car garage with an extra wide driveway for ample parking, modern finishes throughout, beautifully landscaped curb appeal, and convenient access to restaurants, shopping, and major highways.
Listing Agent: Amanda Cunningham (352-734-7262)
122 CORKWOOD BLVD, HOMOSASSA, FL 34446
$332,00050 Days on yellowkey MLS ID: TB8484105
REDUCED by $5,000 (1.5%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1612 Built: 1999Monthly Fee: $11 Tax: $1,378 (2025)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$1,378
Remarks: Custom built 3 bedroom, 2 bath home in Sugarmill Woods. This home can be sold furnished! Roof 2015. AC 2009. Kitchen with wood cabinets and granite countertops. Dishwasher, fridge, and microwave 2 years old. Engineered wood floors in main area and primary bedroom. Both bathroom with granite countertops. Laundry room with washer and dryer. Extended screened lanai for morning coffee! 2 car garage with great storage. Well for irrigations. Water softener. Sidewalks around the house. Schedule your showing for this immaculate kept home! Enjoy living on the Nature Coast which provides an array of outdoor activities - fishing, boating, kayaking, golfing, thrifting. Sugarmill Woods has optional activities, as well. Golfing, pickleballs, tennis, swimming, with a lovely country club.
21 MAYTEN CT N, HOMOSASSA, FL 34446
$445,00087 Days on yellowkey MLS ID: O6377795
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2146 Built: 2022Monthly Fee: $10 Tax: $2,869 (2025)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$2,869
Remarks: Welcome to this stunning 2022 built home in the sought after SugarMill Woods community, perfectly positioned on an oversized .35 acre corner lot with a fully fenced backyard and a whole-home Generac generator for added peace of mind. With 4 bedrooms, 3 bathrooms, and 2,146 square feet of living space, this home blends modern design with everyday comfort. Step inside to a spacious, light filled interior where the dining room, living room, and kitchen flow effortlessly together. Crown molding throughout adds a polished touch, while an abundance of windows fills the main living area with natural light, creating an open and welcoming feel. The kitchen anchors the space with stainless steel appliances, a large center island, and a pantry, making it ideal for both casual meals and entertaining. The split bedroom layout offers privacy and flexibility. The primary suite is a true retreat, featuring tray ceilings, walk-in closets, and a spa inspired ensuite with dual sinks, a separate soaking tub, and a walk-in shower. One of the additional bedrooms includes its own full bathroom, perfect for guests or a private workspace. Sliding glass doors lead to the screened in lanai, where you can unwind while overlooking the expansive, private backyard. A 3 car garage provides plenty of room for vehicles and storage. Located just minutes from a golf and country club, grocery stores, shopping, major highways, and a short drive to the coast, this home offers space, style, and a location that makes everyday living easy. Mortgage savings may be available for buyers of this listing.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: William Larsen (407-538-9277)
35 CHERRYPALM CT, HOMOSASSA, FL 34446
$399,99925 Days on yellowkey MLS ID: W7884426
REDUCED by $5,001 (1.2%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2106 Built: 2006Monthly Fee: $11 Tax: $3,594 (2025)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$3,594
Remarks: Motivated Sellers! Welcome to this stunning 3-bedroom, 2-bath pool home nestled on a quiet cul-de-sac in the desirable Sugarmill Woods – Cypress Village. Offering both comfort and peace of mind, this home features a NEW roof (2024), NEW HVAC (2023), and a NEW washer & dryer that will convey with the sale. Designed with an open and functional layout, the home offers multiple living and dining spaces—perfect for both everyday living and entertaining. At the heart of the home is the expansive kitchen, complete with abundant cabinetry, a large walk-in pantry, and newer stainless steel appliances including a refrigerator, dishwasher, and disposal. The eat-in kitchen and breakfast bar flow seamlessly into the family room, all overlooking your private backyard oasis. Step outside to your screened-in, heated saltwater pool, installed in 2018, where you can enjoy year-round Florida living. The paver pool deck and covered lanai create the perfect setting for relaxing afternoons or hosting gatherings. The thoughtfully designed split floor plan provides privacy, with the guest bedrooms tucked away from the spacious primary suite. The primary retreat features dual walk-in closets, double vanities, a soaking tub, a separate walk-in shower, and a private water closet. French doors lead directly from the bedroom to the pool—offering a seamless indoor-outdoor lifestyle. Backing up to a peaceful no-build greenbelt, this home offers added privacy and natural beauty. With Summer around the corner, there’s no better time to make this incredible home your own and start enjoying poolside living. Only a 20 minute drive to Hunter Springs, Three Sisters Springs and Weeki Wachee for all of your kayaking adventures and manatee viewings! Conveniently located minutes from Publix, Walgreens, Walmart, Dining as well as the Suncoast Parkway for a seamless commute to Tampa, Clearwater, St Pete, Beaches, Airport and beyond.
Listing Agent: Michelle Hill (352-247-2177)
17 ELDER CT E, HOMOSASSA, FL 34446
$339,00011 Days on yellowkey MLS ID: OM722852
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2014 Built: 2005Monthly Fee: $11 Tax: $4,095 (2025)Community: Sugarmill Woods Cypress VillageSingle Family
Taxes:$4,095
Remarks: Update: Seller is generously offering a $5,000 credit at closing for buyer closing costs, rate buydown or updates to home! Enjoy the benefits of this established Sugarmill Woods home built by a local favorite builder! Mature landscaping, deep greenbelt behind the home, a high and dry elevation, and a location on the back portion of a quiet cul de sac, all make for an appealing setting to enjoy the Nature Coast lifestyle! Fresh, neutral interior paint and laminate flooring throughout the home, fabulolus wood plantation shutters, crown moulding, 10' ceilings in living area, gas fireplace and triple sliders that telescope open to a large screen lanai and privacy from that deep greenbelt. Primary suite has bay window overlooking lanai, double walk in closets, large walk in shower, double sink vanity. All bedrooms have 9' ceilings, and are separated nicely in this split floorplan. Front secondary bedroom with pocket doors would make a quiet home office. Spacious dining area, breakfast nook, kitchen with cooktop and double ovens, pantry with slide out shelving, laundry room with stainless laundry sink, lots of cabinetry and ample storage closets are extras to note. Garage is large 2 car with a bump out for workshop area, pull down attic stairs to storage and exterior door to side yard. Outside you will find gutters around the entire roof (2015) perimeter, paver BBQ area and mature landscaping with fresh mulch.
Listing is courtesy of: TOP PERFORMANCE REAL EST. CONS (352-794-6010)
Listing Agent: Debbie Rector (352-302-7338)
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