Sugarmill Woods, FL Homes for Sale under $500,000

SHORT SALE - UNMATCHED MODERN LUXURY MEETS ULTIMATE PEACE OF MIND. Experience the perfect blend of contemporary design and Florida’s natural beauty in this stunning 4-bedroom, 3-bathroom, 3-car garage residence. Completed in 2025, this home offers the rare opportunity of an assumable mortgage, providing a financial advantage that is hard to find in today's market. Step inside to discover a

Rob Tessmer, Jr Coldwell Banker Investors Realty

Pre-Construction. To be built. Stunning Home Loaded with Upgrades! This beautifully crafted 4-bedroom, 3-bath home with a spacious 3-car garage is a showcase of exceptional design and luxurious features. Soaring high-volume ceilings and thoughtfully selected finishes create a bright, open, and elegant living space. The gourmet kitchen comes fully equipped with all appliances and is perfect for

Katherine Vega NEW BUILD SERVICES

Immaculate Custom Pool Home in Sugarmill Woods – Move-In Ready!From the moment you arrive, it’s clear this beautifully maintained one-owner custom home has been lovingly cared for. Offering over 3,080 square feet of living space, this solid concrete block home features 3 bedrooms, 2.5 bathrooms, and a versatile office/den, providing plenty of room to live, work, and entertain.Set on a

Becky Norman At Home Realty

The White House? Cypress Village of Sugarmill Woods is one of, if not the, premier neighborhoods in all of Homosassa. Deep greenbelts (conservation areas behind each home) with an abundance of native flora provide privacy for each home. As the community self-describes, "No other development in Florida has a natural environment of the size and sylvan beauty of Sugarmill Woods." Along with being

David Bramblett Active Agent Realty LLC

Pre-Construction. To be built. Stunning Home Loaded with Upgrades! This beautifully crafted 4-bedroom, 3-bath home with a spacious 3-car garage is a showcase of exceptional design and luxurious features. Soaring high-volume ceilings and thoughtfully selected finishes create a bright, open, and elegant living space. The gourmet kitchen comes fully equipped with all appliances and is perfect for

Katherine Vega NEW BUILD SERVICES

Pre-Construction. To be built. Stunning Home Loaded with Upgrades! This beautifully crafted 4-bedroom, 3-bath home with a spacious 3-car garage is a showcase of exceptional design and luxurious features. Soaring high-volume ceilings and thoughtfully selected finishes create a bright, open, and elegant living space. The gourmet kitchen comes fully equipped with all appliances and is perfect for

Katherine Vega NEW BUILD SERVICES

Pre-Construction. To be built. Stunning Home Loaded with Upgrades! This beautifully crafted 4-bedroom, 3-bath home with a spacious 3-car garage is a showcase of exceptional design and luxurious features. Soaring high-volume ceilings and thoughtfully selected finishes create a bright, open, and elegant living space. The gourmet kitchen comes fully equipped with all appliances and is perfect for

Katherine Vega NEW BUILD SERVICES

Exceptional Find in Sugarmill Woods! Newly Reduced, discover this stunning 3-bedroom, 2 bath home located in the desirable Southern Woods community. NEW Roof being installed today 3/10/2026!!!! "Your choice" buy with most of the contents or after an estste sale which will happen soon. The office/Den could easily be converted into a bedroom to suit your needs. Nestled on a quiet cul-de-sac with

Wayne Cormier Key 1 Realty, Inc.

Pre-Construction. To be built. Elegance and comfort come together beautifully in the Sienna at Sugarmill Woods, thoughtfully designed with upscale finishes, smart functionality, and peaceful greenbelt views with no rear neighbors. Set on a landscaped homesite with irrigation, this stunning residence showcases stone accents, an oversized driveway, and an impressive 8' glass inlay front door that

Taryn Mashburn NEW HOME STAR FLORIDA LLC

Pre-Construction. To be built. Tucked within the peaceful cul-de-sac setting of Sugarmill Woods, this beautifully designed Livorno combines refined finishes, spacious living, and a serene natural backdrop with a landscaped greenbelt and no rear neighbors. Tree-lined streets and the distinct village-style atmosphere create a quiet retreat, while nearby Homosassa places natural springs, state

Taryn Mashburn NEW HOME STAR FLORIDA LLC

Experience refined Florida living in Homosassa with this exceptional luxury pool home offering 4 bedrooms, 3 bathrooms, a dedicated office and an upstairs flex space nice for a media room, game room, home gym or personal retreat. With a total of 3,578 square feet of expansive living area nestled in a peaceful and desirable Homosassa neighborhood, this stunning residence blends elegant design,

Ryan Hazelton Century 21 J.W.Morton R.E.

This beautifully designed open-concept home welcomes you through elegant double front doors into a spacious foyer, offering uninterrupted views from the family room to the outdoor living space. Expansive 12-foot sliding glass doors fully open to reveal a sparkling pool and serene greenbelt backdrop, creating a seamless indoor-outdoor experience. Nestled on a quiet cul-de-sac within a protected

Stephen Hachey Flat Fee MLS Realty

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

Becky Norman At Home Realty

Exquisitely designed custom home by Arthur Rutenberg, located in the Cottages of Southern Woods at Sugarmill Woods. This well-maintained residence offers 4 bedrooms, 3 bathrooms, and a 3-car garage, with 2,664 SqFt of living space on a .47-acre homesite. Double-door entry opens to FORMAL LIVING ROOM and DINING areas with an elegant layout accented with crown molding. The GOURMET KITCHEN serves as

Anny Herndon Key 1 Realty, Inc.

Pre-Construction. To be built. Discover The Naples, an exceptional single-story home perfectly positioned on a landscaped greenbelt homesite with no rear neighbors in Sugarmill Woods, a quiet cul-de-sac community surrounded by tree-lined streets, lush greenery, and charming Villages that create a peaceful atmosphere. Located near Florida’s Big Bend, Homosassa is known for its crystal-clear

Taryn Mashburn NEW HOME STAR FLORIDA LLC

UNIQUE Contemporary POOL Villa - COMPLETELY REMODELED with a LUXURY SPA BATHROOM. HIGH QUALITY - SWEETWATER HOME. APPRAISAL VALUE (May 2026) $ 400 000.00 - Report is attached in the MLS docs - lowball offers won t be accepted! 4 POINT INSPECTION REPORT (May 2026) is attached in the MLS docs as well. LARGE open floor plan with Cathedral Ceilings – 2 bedrooms (could be converted to 3 bedrooms) and

Keith Gordon GETMOREOFFERS

INVESTMENT OPPORTUNITY! Income-producing property with partial occupancy. One unit currently vacant—ideal for owner-occupant or value-add opportunity while generating rental income from existing tenants. Brand NEW construction by Southern Impression Homes @ CLEARANCE PRICING! This home qualifies for a special 3.75% interest rate (5.068% APR) along with 2 FREE years of professional property

Kelly Hicks SUNCOAST PROPERTY MANAGEMENT L

Perfectly positioned in the highly desirable Oak Village section of Sugarmill Woods, this beautifully maintained 2021 built pool home offers the ideal blend of modern design, everyday comfort, and peaceful Florida living. Featuring 3 bedrooms, 2 baths, and 1,992 Sq.Ft. of living space, this move in ready home welcomes you with an inviting open layout, abundant natural light, and a thoughtfully

Alexus Macblain Keller Williams Cornerstone RE

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

Thomas Homan, Jr HOMAN REALTY GROUP INC

Exceptional Florida living at its finest! Welcome home to Cypress Village in Sugarmill Woods. This gorgeous pool home is absolutely immaculate and truly move-in ready, just waiting for its next owners. From the moment you arrive, you’ll appreciate the pride of ownership and inviting atmosphere throughout. The thoughtfully designed split floor plan offers both comfort and privacy, while the

Lindsey Cummins Century 21 J.W.Morton R.E.

Welcome to your Sugarmill Woods dream home! This stunning 4BR, 2BA, 2 car garage, heated salt water POOL home with 2,577 living sq ft is a must-see. Built in 2000. Upon entering you are greeted with the open floor plan concept. The spacious living room has sliding pocket doors that open to the Lanai & beautiful screened in pool, making it the true definition of indoor/outdoor living! The

Tamara Myers ENGEL & VOLKERS OCALA

Lifestyle + Hobby + Florida Entertaining Custom Built by Van Orden Homes in the Heart of Sugarmill Woods. Tucked away on a CUL-DE-SAC in the desirable Cypress Village, this exceptional residence makes a lasting impression from the moment you step through the elegant double-door entry. Beautifully maintained and thoughtfully updated, this move-in-ready home offers both comfort and style in one of

Anny Herndon Key 1 Realty, Inc.

Lovingly updated & maintained this 3bed/2bath/3car heated pool home w/split floor plan is a true gem - A double front entry opens to the great room w/views directly to the lanai/pool areas - All laminate floors throughout, wood cabinets/drawers w/soft close, granite counters throughout, stainless appliances, mostly plantation shutters, 2nd bath w/pool access, motorized curtains/great room - large

Douglas Mosier Coldwell Banker Next Generatio

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

Gloria Reagan Tropic Shores Realty

Why wait to build when your Florida dream home is ready right now? Located in the highly desirable Sugarmill Woods community, this stunning 2025 home offers the perfect blend of modern design, comfort, and convenience—ideal for both full-time living or a seasonal retreat. Inside, you’ll find the popular Royal Coachman floor plan with spacious formal living, dining, and family rooms—giving you the

Lawrence Redding Keller Williams Realty - Elite Partners II

Pre-Construction. To be built. Stunning Home Loaded with Upgrades! This beautifully crafted 4-bedroom, 3-bath home with a spacious 3-car garage is a showcase of exceptional design and luxurious features. Soaring high-volume ceilings and thoughtfully selected finishes create a bright, open, and elegant living space. The gourmet kitchen comes fully equipped with all appliances and is perfect for

Katherine Vega NEW BUILD SERVICES

Like NEW and without the wait in the highly sought-after Sugarmill Woods Oak Village! Built in 2022 and offering 3,060 living, this beautifully designed home blends modern comfort with spacious living on a .28-acre lot. Step inside to an inviting open floor plan with a split bedroom layout, perfect for both everyday living and entertaining. The expansive living area flows seamlessly into the

Tomika Spires-Hanssen KELLER WILLIAMS ELITE PARTNERS II

Discover this beautifully maintained 4-bedroom, 3-bath home located in the highly desirable Sugarmill Oak Village community. Built in 2020, this home showcases exceptional care and pride of ownership, offering modern comfort with a thoughtfully designed layout for both everyday living and entertaining. The spacious chef-inspired kitchen is the heart of the home, featuring stainless steel

PJ Pareja COLDWELL BANKER NEXT GENERATIO

New to the market! This stunning 3-bedroom, 2-bath pool home with a 2-car garage is nestled in the highly sought-after Sugarmill Woods community. Designed for comfortable Florida living, this home offers the perfect blend of style, space, and functionality. Location truly sets it apart—thanks to the new Suncoast Parkway extension, commuting to Tampa is now a seamless and stress-free drive. Enjoy

Sean Bradley KW REALTY ELITE PARTNERS

Brand NEW AC!!! Bring the horses, cows, sheep and relax in refined country style. This 5 bedroom, 2.5 bath retreat is near the beautiful Withlacoochee State Forest, offering the perfect balance of comfort, style and versatility. Step inside and experience a thoughtfully updated interior featuring fresh finishes, two fireplaces, inviting living spaces and an effortless flow ideal for everyday

Sherri C Parker Sherri C. Parker & Associates

Welcome to your dream home in the Sugarmill Woods community of Homosassa, Florida. Built in 2022, this stunning 4-bedroom, 3-bathroom residence with office space offers 3,185 square feet of thoughtfully designed living space, featuring a sought-after triple-split floor plan that provides privacy, comfort, and modern living. From the moment you arrive, you'll be impressed by the home's curb appeal

Amanda Bottimore Coldwell Banker Ellison Realty

Pre-Construction. To be built. Stunning Home Loaded with Upgrades! This beautifully crafted 4-bedroom, 3-bath home with a spacious 3-car garage is a showcase of exceptional design and luxurious features. Soaring high-volume ceilings and thoughtfully selected finishes create a bright, open, and elegant living space. The gourmet kitchen comes fully equipped with all appliances and is perfect for

Katherine Vega NEW BUILD SERVICES

INVESTMENT OPPORTUNITY! Income-producing property with FULLY occupied duplex. Brand NEW construction by Southern Impression Homes @ CLEARANCE PRICING! This home qualifies for a special 3.75% interest rate (5.068% APR) along with 2 FREE years of professional property management and RENT PROTECTION included, providing added confidence and convenience for investors. Enjoy the peace of mind that

Kelly Hicks SUNCOAST PROPERTY MANAGEMENT L

High and Dry at 78ft Above Sea Level...Welcome to your dream home! This custom-built Royal Coachman, 4-bedroom, 3-bathroom oasis, completed in October 2023, showcases unparalleled craftsmanship and attention to detail. As you enter, eco-wood plank porcelain floors and crown molding guide you throughout the spacious and inviting interior. Tray ceilings in the great room provide a touch of

PJ Pareja COLDWELL BANKER NEXT GENERATIO

Move-in ready and situated on a desirable corner double lot, this 2023-built 4-bedroom, 3-bath home with a 2-car garage is located on a quiet street in the highly sought-after Oak Village of Sugarmill Woods. The home features bright, open living spaces, modern finishes, and a spacious primary suite designed for comfort and functionality. Nestled within a peaceful, established community known for

Nicoletta Lingrosso Keller Williams-Elite Partners

Tucked away on a quiet dead end roundabout street in the peaceful, sought after community of Sugarmill Woods, Oak Village, this meticulously maintained 3 bedroom, 2 bath pool home is the perfect retreat. Offering comfort, space, and functionality, this home sits on 0.56 of an acre across two separate 0.28 acre parcels, giving you the unique opportunity to build on the additional lot, all with a

Alexus Macblain KELLER WILLIAMS CORNERSTONE RE

BEAUTIFUL 3 BED 2 BATH HOME W ADDITIONAL OFFICE/FLEX SPACE AND SPACIOUS 2 CAR GAGAGE LOCATED IN THE SOUGHT AFTER COMMUNITY OF SUGARMILL WOODS OAK VILLAGE. THIS OPEN CONCEPT HOME IS DESIGNED FOR COMFORT AND STYLE. THE MAIN LIVING AND WET AREAS FEATURE DURABLE TILE FLOORS WHILE THE BEDROOMS INCLUDE UPGRADED CARPET FOR ADDED WARMTH. THE UPGRADED KITCHEN IS HIGHLIGHTED WITH QUARTZ COUNTERS AND

Lynda Sue Jolicoeur Tropic Shores Realty LLC

Welcome to this beautifully maintained 3-bedroom, 2-bath home offering 2,231 square feet of thoughtfully designed living space and a 3-car garage, tucked away on a quiet cul-de-sac and backing to a peaceful greenbelt in the desirable Sugarmill Woods community. Step inside to discover an elegant formal living room and formal dining room, perfect for entertaining and everyday comfort. The spacious

Peter Reynolds Nature Coast Real Estate Inc

Framed by mature oaks and peaceful greenspace, this 4-bedroom, 2-bath home in Oak Village/Sugarmill Woods combines privacy, functionality, and relaxed Florida living. Highlights include a spacious split floor plan, 3-car garage, expansive paver lanai, and solar-heated pool. Inside, natural light fills the formal living and dining areas through large windows and sliding glass doors. The centrally

Laura Bush RE/MAX Realty One