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$800,000
5 Beds ⋅ 3 Baths ⋅ Bolling Farms SubDv. ⋅ 32750 Zip Code
Your Longwood Dream Home Awaits! This beautifully maintained, custom built 5-bedroom, 3-bath pool home was freshly painted and is set on a one-third acre cul-de-sac lot offering peaceful conservation views and a seamless blend of elegance, modern upgrades, and resort-style living. From the moment you arrive, the striking curb appeal, mature landscaping, and quiet setting create a warm welcome that continues throughout the home. Inside, you are greeted by soaring ceilings and brand new luxury vinyl plank flooring throughout the living areas of this inviting open layout. You are bathed in natural light from the wall of windows in the spacious living room, flowing effortlessly into the dining area, making it ideal for gatherings and entertaining. The updated chef’s kitchen showcases custom cabinetry and sleek quartz countertops and opens directly to the family room featuring a cozy fireplace, creating a comfortable and connected space for everyday living. There is also a bedroom and full bathroom downstairs making the perfect in-law suite! Upstairs, the expansive primary suite provides a true retreat with tranquil views, generous space, and a beautifully updated en-suite bath with modern fixtures and oversized custom walk-in closet. All additional bedrooms are bright and generously sized, offering flexibility for family, guests, or work-from-home needs. Step outside to your private backyard oasis, where the screened-in pool area is pristine and ready for year-round enjoyment. Surrounded by lush greenery and serene conservation views, it’s the perfect place to relax or entertain. This home is served by top A-rated Seminole County schools. Major updates include a roof replacement (2015), downstairs A/C (2025), upstairs A/C (2022), exterior paint (2025) and luxury vinyl plank flooring (2026). Located in Bolling Farms, one of Longwood’s most desirable established neighborhoods, the community is known for its spacious custom homes, mature landscaping, and strong sense of community. Its convenient location offers easy access to boutique shopping, dining, hospitals, major highways, downtown Orlando, world-renowned attractions, and even the beaches. A rare opportunity to own a beautifully cared-for home in a highly sought-after Longwood setting. **Multiple offers have been received. Highest and best offer deadline is Sunday at 6 pm.**

1443 Crocus Court, Longwood
$575,000
5 Beds ⋅ 4 Baths ⋅ Longwood Plantation SubDv. ⋅ 32750 Zip Code
This impressive and spacious 5–6 bedroom, 4-bath pool home offers over 3,500 square feet of beautifully designed living space on a premium private conservation lot in a quiet, tree-lined neighborhood. The flexible open floor plan features dramatic living and dining rooms, a stunning remodeled cook’s kitchen with rich wood cabinetry, granite counters, breakfast bar, and eat-in space, all open to a welcoming family room. Additional living spaces include an upstairs bonus room and an office or optional 6th bedroom, ideal for today’s lifestyle. The private split-plan primary suite is oversized with a sitting area, large walk-in closet, and a luxurious updated bath with double granite vanity, soaking tub, and generous shower. Secondary bedrooms are well sized with walk-in closets, and three offer direct bath access. Enjoy outdoor living on the screened covered porch overlooking the solar-heated pool with waterfall, DiamondBrite surface, and automatic sweep—perfect for relaxing or entertaining. This home is loaded with upgrades and extras including vaulted ceilings, brick fireplace, porcelain tile, stainless appliances, crown molding, recessed lighting, California closet system, solid-surface counters, security system, water softener, R-30 attic insulation, 2020 architectural shingle roof, double-pane windows, sprinkler system, new water heater, new pool pump, new upstairs and downstairs A/C units, re-piping of the home and much more. The spacious 2-car garage offers ample storage and workspace. Community playground included. Truly a must-see home—schedule your private showing today!

506 Freeman Street, Longwood
$990,000
4 Beds ⋅ 5 Baths ⋅ Wildmere Amd SubDv. ⋅ 32750 Zip Code
Warning: Reading this, you will realize this isn’t just a home — it’s a private compound designed for family, freedom, and endless possibilities. You already know why people are drawn to Longwood: tree-lined streets, serene lakes, and a sense of space that’s increasingly rare in Central Florida. What you may not expect is to find a property that combines multi-generational living, luxury amenities, and genuine investment potential (more on this to follow) — all on a lakefront setting with more than 1.5 acres. From the moment you arrive, it’s clear this estate was designed to be different. The property spans four contiguous lots, anchored by a stately main residence of over 3,800 square feet, complemented by a 760-square-foot guest house, and a two-story detached building with more than 1,700 square feet of finished area. Together, they form a rare combination of space, flexibility, and opportunity — ideal for extended family, guests, or potential income. The main house immediately impresses with its warm travertine floors, expansive living spaces, and thoughtful architectural touches. The sunken family room is both elegant and inviting, perfectly framed by natural light and views of the resort-style pool. The chef’s kitchen was designed for those who love to cook and entertain, featuring custom cabinetry, a large island, and high-end appliances that balance function and form. The first floor also includes an office/den with a built-in Murphy bed, full bath, and open dining area that offers comfort and versatility for everyday living or visiting guests. Upstairs, you’ll find three spacious bedrooms, including a primary suite that defines luxury. The master features an oversized walk-in closet with custom built-ins, a spa-like bathroom, and a private balcony overlooking the lake with beautiful sunsets. A loft and bonus room add flexible space for work, play, or a quiet retreat. Step outside, and the true magic of this property comes alive. The 80,000-gallon resort-style pool creates a resort atmosphere in your own backyard that is perfect for hosting gatherings or simply relaxing in total privacy. Beyond the pool, you’ll find a chicken coop, mature landscaping, and room to expand for future family members. All of this framed by peaceful lake frontage at the front of the estate. The guest house serves as a fully independent residence, complete with a kitchen, dining area, family room, full bath, and bedroom, which is ideal for multi-generational living or long-term guests. Finally, the detached two-story building adds incredible potential. The first floor includes an oversized garage, workshop, fitness area, and separate built-out office; while the second floor houses a luxury theater room spanning over 1,100 square feet. With additional finishing, this structure could easily be converted into two apartments or other income-producing opportunities. What truly sets this property apart is not just its scale, but its versatility. Whether you envision a family compound, private retreat, or investment opportunity, every structure and every acre here offers possibilities rarely found in today’s market. With lake views in front, total privacy in back, and every amenity in between; this Longwood estate represents the best of Florida living — a home designed for connection, comfort, and opportunity, ready for its next chapter.

1033 Oxford Street, Longwood
$455,000
3 Beds ⋅ 2 Baths ⋅ Harbour Isle Sub SubDv. ⋅ 32750 Zip Code
Excellent Home in a great area ! Zoned for Seminole County Schools. Excellent curb appeal is a feature of this home. Manicured and private lot with no rear neighbors due to a Conservation area. The home feartures a solar heated screened in pool and a detached spa. The yard has privacy as it backs to a Conservation area in the back and is fenced on the sides. A separate shed makes storing yard tools easy. The interior features a separate dining room as well as an eat in kitchen. It also features a split plan with the Primary bedroom on one side of the house and the other bedrooms on the opposite side. The roof was replaced in 2024. You will also have peace of mind because the AC was replaced 3 years ago and the Water Heater was replaced this year. NOTE: Some Tax sites have the incorrect Flood Zone designation. The correct designation is X. Doc is in Attachments in the MLS.

1143 Autumn Brook Circle, Longwood
$350,000
3 Beds ⋅ 2 Baths ⋅ Longwood Park SubDv. ⋅ 32750 Zip Code
Welcome to this charming 3-bedroom, 2-bath home tucked away at the end of a quiet dead-end street in Longwood. Surrounded by a treed conservation area with no backyard or side neighbors, this retreat offers rare privacy while staying close to Lake Mary Blvd shopping, the YMCA, and top-rated Seminole County schools. Inside, the open floor plan with vaulted ceilings makes the 1,400 sq. ft. layout feel spacious and inviting. A stone fireplace anchors the Great Room, while the updated kitchen features granite counters, stainless appliances, and crisp white cabinetry. The split bedroom design includes a private primary suite with double vanities and two additional bedrooms. Enjoy mornings on the brick-paved screened patio overlooking lush greenery. Recent upgrades include a newer roof (2020) and all NEW windows installed in 2025. Complete with a 2-car garage and a high-efficiency SolarEdge/Q CELLS solar system designed to help reduce monthly utility costs, this home blends modern comfort with peaceful living. Don’t miss this Longwood gem!

364 Howard Boulevard, Longwood
$525,000
4 Beds ⋅ 2 Baths ⋅ Devonshire SubDv. ⋅ 32750 Zip Code
Tropical Paradise in Longwood – 4BR/2BA Pool Home on Conservation Lot! Welcome to your private retreat, surrounded by lush conservation and wetlands—this secluded 4-bedroom, 2-bath home is a nature lover’s dream and an entertainer’s paradise! Step inside to an inviting open-concept floor plan with a bright eat-in kitchen, featuring granite countertops, a center island, stainless steel appliances, a built-in smart oven and range top, and a beautiful stainless steel range hood—a perfect blend of style and function for any home chef. The primary and guest bathrooms have been beautifully updated, and the home includes major upgrades like a metal roof (2017), Re-plumbed, energy-efficient double-paned windows and doors, and LeafFilter gutter guards for peace of mind. Beautiful faux wooden shades offer both privacy and a touch of elegance. Step outside to your tropical oasis with a screened-in lanai, paver pool deck, and a large saltwater pool with separate spa. Sip your morning coffee while listening to the birds on the covered lanai, take a dip in the pool, or relax around the chiminea on cool Florida evenings. When water levels rise, launch your kayak or canoe right from your backyard! Additional features include an oversized side-entry garage ideal for hobbyists or extra storage, a paver front walkway for charming curb appeal, privacy fencing, and meticulously landscaped grounds. All of this with optional HOA, close proximity to SunRail, I-4, Altamonte Mall, Seminole Wekiva Trail, top-rated Seminole County schools, medical centers, restaurants, and year-round Longwood city events. Call today to schedule your private showing—this one-of-a-kind home won’t last!

515 Devonshire Boulevard, Longwood
$651,000
4 Beds ⋅ 2 Baths ⋅ Sanlando Springs (All Tracts) SubDv. ⋅ 32750 Zip Code
Multiple Offers! Highest and best by Monday 5/5@5pm. Welcome to your private oasis located in Longwood Florida. Located on a dead-end street that backs up to woods, wetland and Island Lake. This incredible property has mature landscaping and was custom built in 1999. To enhance this unique property the layout offers an open floor plan with glass doors that open to a large patio overlooking a topical pool area with a saltwater pool, spa and walkover bridge. The pool and spa feature two heaters (Electric Heater NEW 2023 and Heat Pump NEW in 2021), LED lights (NEW 2022), and fountains. With over 2,400 sqft this home has a split floor plan centered around an open kitchen featuring a Wolf range (NEW 2023) and built-in eating area. The Primary Bedroom features 10ft glass doors leading to the pool area, hardwood floors and two walk-in closets. The primary bathroom was renovated in 2023 featuring a soaking tub, walk-in shower, and two custom vanities with Cambria countertops. The 2nd bathroom was updated in 2022 featuring a double vanity, walk-in shower and mosaic tile. NEW roof installed in 2025. AC installed in 2021. The tankless hot water heater was rebuilt in 2023. Pool Chlorinator NEW 2025. Garage was converted to living space in 2021 with a split AC system. RV/Boat Parking. Additional Shed with Carport. Located 1.5 miles to I-4, minutes to grocery store and shopping. Call today to schedule your private tour of this one-of-a-kind property. <iframe src="https://my.matterport.com/show/?m=MU8vfk6kFst&brand=0&mls=1&" width="640" height="360" style="border: 0;" allow="fullscreen"></iframe>

1130 Roxboro Road, Longwood
$655,000
4 Beds ⋅ 3 Baths ⋅ Oakmont Reserve Ph 2 SubDv. ⋅ 32750 Zip Code
Beautiful 4 bedroom/2.5 bath house is now being offered in the serene Oakmont Reserve community. You’ll be impressed by this like new home with its durable wood look tile flooring as you enter through the front door continuing throughout the first floor, to the wonderfully situated kitchen with quartz countertops and a tile backsplash. Venture outside to your back lanai where your dream oasis awaits. A large salt water pool with no back neighbors just a view of nature-total tranquility! The pool offers a sundeck bubbler, 2 deck jets and plenty of room to soak up the sun! Head upstairs to the bedrooms and bonus area. The primary bedroom and bathroom are spacious and separate from the 3 other secondary rooms offering a peaceful sanctuary for the owners. The whole house is equipped with an APCO-X air treatment system. There is a utility sink rough-in in the garage, the front and stair windows are tinted, the driveway and lanai were recently sealed (12/24), and there is a butler’s pantry/extra storage area just behind the great room. Conveniently located near the Cross Seminole and Seminole Wekiva Trails, shopping, restaurants, and much more! Book your showing today!

769 Daybreak Place, Longwood
$550,000
5 Beds ⋅ 4 Baths ⋅ Longwood Plantation SubDv. ⋅ 32750 Zip Code
* Welcome Home * This Impressive and Spacious 5 Bedroom / 4 Bath Longwood Pool Home is located on a Private Conservation Lot * Nicely situated in a low traffic tree lined established neighborhood * This well designed Home features a Comfortable “ Flexible ” Open Floor Plan for today’s living styles * This Contemporary Home is well equipped with multiple separate living spaces which includes a Formal Living / Family Room / Bonus Room / + an Office or a possibly a 6th Bedroom * The Stunning Remodeled Kitchen enjoys abundant rich Wood Cabinetry, Granite Counters, a Breakfast Bar & a space for a Kitchen Table and is nicely connected to the pleasingly sized Family Room * The Living and Dining Rooms provide a wonderful area for more intimate gatherings * The private restful Split Plan Primary Bedroom Suite is oversized to accommodate larger furnishings, has a big Walk-in Closet and features an impressive updated Bath with Granite Counters on a Double Sink Vanity, a Soaker Tub & a generous Shower * Each of the additional 4 Bedrooms provide a good sized walk-in closet and 3 of them have direct entry to one of the 4 Bathrooms * The Screened sociable rear Covered Porch and inviting Pool area are a great outdoor living option for morning coffee, friendly visits or just fun * The well placed 2 car Garage has plenty of storage area, room for personal projects, a garage door opener and is ready for all your very important Stuff * Extra Features include * Porcelain Floor Tiles * Stainless Appliances * Crown Molding * Recessed Lighting * 5” Baseboards downstairs * Brick Fireplace * Laundry Room with Wash Tub * 2020 Architectural Shingle Roof * Lots of Interior Storage Space * Paddle Fans * Blinds and Window Coverings * Sprinkler System * Pool Sweep * Double Pane Windows * Community Playground * The information provided is considered accurate but not warranted * This is Truly a MUST see Home – Call today for your private Viewing !!!

506 Freeman Street, Longwood
$417,900
4 Beds ⋅ 4 Baths ⋅ Longwood Plantation SubDv. ⋅ 32750 Zip Code
Prime LOCATION + Fantastic FLOORPLAN + Great PRICE = HUGE POTENTIAL. This original condition single family home is priced to allow for major interior updates. "Solid shell: Roof 2018, A/C 2022." The great room features high ceilings and consists of a large living room and open kitchen with breakfast bar and closet pantry. A separate dining room is located in the front of the home. The great room leads to a bright and spacious Florida room, which opens to the back yard and has a screened-in side porch. The primary bedroom suite is on the first floor and has a large walk-in closet. The spacious primary bathroom features double sinks, a garden tub, walk-in shower, separate WC, as well as a linen closet. Imagine creating a fantastic extra-large walk-in shower. Also on the first floor is an office/den. The laundry room, which connects the garage to the foyer/great room, has tons of space, a utility sink, and access to the half bath. Now let’s go upstairs. We arrive in the Family/Media room, ideal for hanging out, with an adjacent walk-in closet. To one side of the Family room is a guest bedroom with ensuite bathroom and walk-in closet. And to the other side, down a hallway, you will find two more bedrooms, each with its own walk-in closet, that share a guest hall bath which features double sinks and a tub shower. Both the Florida room and enclosed sun porch feature attractive vaulted ceilings are finished with attractive wood paneling and tile flooring, and overlook a private backyard. To sum it all up, the amount of space and rooms and storage in this home is phenomenal and well planned out, and having the primary bedroom on the ground floor is always a plus. Another winning feature is the fact that the lot backs up to Conservation. Longwood plantation is a small neighborhood with sidewalks and a playground, close to Historic Longwood, the Longwood train station, Reiter Park, and easy access to shopping and highways. Roof was replaced in 2018 and A/C in 2022. All appliances need to be replaced. Don’t miss this opportunity to create your dream home.

498 Freeman Street, Longwood
$695,000
4 Beds ⋅ 3 Baths ⋅ Reserve At Harbour Isle SubDv. ⋅ 32750 Zip Code
Discover serene living in this elegant 4-bedroom, 3-bathroom home at 1075 Edens Gate Ct, nestled in the peaceful Reserve at Harbour Isle community in Longwood, FL. This move-in-ready house spans an impressive 2,911 square feet, thoughtfully designed with high and vaulted ceilings that create an airy and welcoming ambiance throughout. Step inside to find a harmonious blend of hard flooring on the main level and cozy carpeting upstairs. The open floor plan gracefully connects the living spaces, featuring a combination of a formal dining room and living room, perfect for entertaining. The heart of the home, the kitchen, boasts granite countertops and seamlessly opens to a spacious family room, making everyday living and hosting a breeze. Upstairs, a bonus room offers flexible space, ideal for a home office, playroom, or media center. Relaxation awaits in the primary bedroom, a tranquil retreat that includes an oversized walk-in closet and an en-suite bathroom equipped with dual sinks, a separate shower, and a jetted garden tub for ultimate relaxation. Step outside to the screened-in pool area where privacy and views of the water and conservation area create a perfect backdrop for relaxation or social gatherings. The home’s location on a cul-de-sac in an exclusive gated community underscores a lifestyle of privacy and exclusivity. Additional highlights include a recently replaced roof and solar panels with a 25-year warranty that promote energy efficiency. With proximity to top-rated schools, shopping, restaurants, major roads, and the airport, this home offers both comfort and convenience. Make 1075 Edens Gate Ct your new sanctuary, where luxury meets functionality in the heart of Longwood.

1075 Edens Gate Court, Longwood
$550,000
4 Beds ⋅ 3 Baths ⋅ Oakmont Reserve Ph 2 SubDv. ⋅ 32750 Zip Code
THE BLUE DOOR SANCTUARY // This stunning 2020 built home is tucked away in the quiet gated community of Oakmont Reserve and is the epitome of comfortable living. With 4 bedrooms and 3 full bathrooms all on one level, it's the perfect space for its next owners to grow and thrive. The heart of this home is its inviting GOURMET KITCHEN, designed for everyday life and will exceed all your kitchen goals! Featuring 42" sleek cabinetry, DOUBLE ovens, WALK-IN PANTRY and QUARTZ countertops complemented by contrasting cabinetry, the kitchen is a chef's dream. An OVERSIZED ISLAND provides ample space for culinary creations and doubles as a cozy eating area, perfect for hosting and making memories. Designed with energy efficiency in mind, this home not only saves money on bills but also creates a cozy atmosphere year-round. Plus, thoughtful upgrades like fiber internet, extra attic insulation, a generator plug, and EPOXY garage floor add practical touches that make life a little easier. Retreat to the owner's suite—an OASIS of tranquility boasting a luxurious bathroom and expansive WALK-IN CLOSET. FRAMELESS shower doors in the guest bathrooms add a touch of elegance to everyday routines. Step outside to the screened lanai and take in the TRANQUIL view of green space with NO REAR NEIGHBORS. With plenty of STORAGE space, this home is perfect for ones with busy lives or those needing a home office. Located in the desirable Longwood area and zoned for EXCELLENT Seminole County schools, Oakmont Reserve offers the best of both worlds—quiet living with easy access to shopping, dining, and entertainment. And with the picturesque Lake Jesup, Cross Seminole Trail and many parks just a short drive away, there's always an opportunity for outdoor adventure not to mention the community playground just steps away. Don't miss out on the chance to make 757 Daybreak Place your next home. Schedule your showing today and discover why this house is truly better than NEW!

757 Daybreak Place, Longwood
$530,000
4 Beds ⋅ 2 Baths ⋅ Longwood Plantation SubDv. ⋅ 32750 Zip Code
Have you been waiting for a HOME that is like NEW but didn’t want to WAIT FOR NEW CONSTRUCTION to hit the market? Well, this STUNNER is IT! This 4 bedroom/2 bathroom ONE STORY Saltwater POOL home with a POND VIEW has been COMPLETELY RENOVATED from TOP to BOTTOM. From the time you enter your new HOME you will be amazed at the care and thought that went into every UPGRADE whether big or small! As you walk through the front door you will notice New LVP FLOORING THROUGHOUT ENTIRE HOME except bathrooms and laundry room, ALL NEW WINDOWS AND SLIDING GLASS DOOR, New WOOD CABINETS throughout, STONE COUNTERTOPS, all new BASEBOARDS, FIXTURES, LIGHT SWITCHES, OUTLET COVERS… As you walk through the front door you will notice the formal living and dining room with HIGH CEILINGS, NATURAL LIGHT, NEW FIXTURES, and a home that is in PRISTINE condition. Currently this is being used as formal living and dining room, but this space could be utilized as home office, fitness center, playroom, teen hang out center, tech center, etc. whatever your heart desires. As you continue touring the home and round the corner you will notice your completely renovated CHEF’s KITCHEN that OVERLOOKS the family room and boasts WHITE SHAKER SOLID WOOD CABINETS, Colonial White GRANITE COUNTERTOPS, TALL PANTRY/STORAGE cabinets with PULL OUTS, and newer STAINLESS-STEEL APPLIANCES that features a DOUBLE OVEN and GLASS COOKTOP. Even if you don’t like cooking, this kitchen may change your mind! The kitchen overlooks the family room which provides tons of NATURAL LIGHT, VAULTED CEILINGS, WOOD BURNING FIREPLACE, and a WATER VIEW that will help you start your day or end your day PEACEFULLY! The SCREENED IN Saltwater POOL WITH SPA and LED lighting area offers lots of DECK SPACE and a COVERED SPACE that was recently added. Off of the family room is a hallway that leads to 3 bedrooms and the guest bathroom which has been COMPLETELY RENOVATED! This extraordinary bathroom features CRUSHED MARBLE FLOORING, UPDATED SHOWER TILE, FUN OCTAGON MIRROR, NEW WOOD VANITY, and ALL NEW FIXTURES. The PRIMARY BEDROOM sits on the first hallway when you pass through formal rooms which has also been COMPLETELY RENOVATED and features a beautiful ensuite that provides lots of PRIVACY AND SPACE. You will be amazed at the DETAIL that went into this STUNNING BATHROOM! The shower is OPEN and boasts BLUE FOREST POLISHED MARBLE and BUILT-IN SHELVES and a BENCH, QUARTZITE TILE FLOOR, CARRERA MARBLE BASEBOARDS, SOLID WOOD CABINETS, quartzite counters with all UPDATED FIXTURES and a LARGE WALK-IN CLOSET. The ensuite area is the perfect SPACE to retreat to at the end of your day! The INDOOR LAUDRY ROOM has also been updated with new floor tile, utility sink, and has an entryway thru the garage. This home was the MODEL for the community when first built so the GARAGE is 23 Ft deep and is wired and capable of having air conditioning if desired. Roof - 2017, A/C - 2023, Pool Pump 2023 and Windows/Sliding Doors - 2017. This home is located close to the Historical District of Longwood which is great due to there are activities/festivals that go on throughout the year. Close to lots of shopping, restaurants, and close proximity to a SunRail Station. This home is a MUST see! Call your agent today for a tour!

458 Freeman Street, Longwood