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$165,000
3 Beds 2 Baths O6414288 MLS 1068 BLDG.
One or more photo(s) has been virtually staged. Experience lakefront living in one of Seminole County's most desirable communities, located within the highly rated Bear Lake Elementary, Teague Middle, and Lake Brantley High School districts. This beautifully updated 3-bedroom, 2-bath condominium is located on the third floor with elevator access and offers peaceful views of Lake Lotus from your private balcony. The interior has been tastefully updated with solid wood cabinetry featuring soft-close drawers, granite countertops, stainless steel appliances, updated bathrooms, crown molding, LED lighting, and an open-concept layout. The spacious primary suite includes a walk-in closet and updated vanity, while the split-bedroom floor plan offers flexibility for roommates, guests, or a home office. The kitchen features a breakfast bar, large pantry, and ample storage, while ceramic tile flooring throughout the main living areas provides easy maintenance. Sliding glass doors open to a private balcony overlooking beautiful Lake Lotus—the perfect spot to relax and enjoy the view. Residents enjoy resort-style amenities including a swimming pool, tennis courts, pickleball courts, and elevator access. The monthly condominium fee includes water, sewer, trash, exterior maintenance, grounds maintenance, and community amenities, making ownership simple and convenient. Ideally situated near I-4, SR 414, SR 436, and SR 434, you're just minutes from Cranes Roost Park, Altamonte Mall, Seminole State College, Wekiwa Springs State Park, shopping, dining, and entertainment. This property is currently tenant occupied, making it an excellent opportunity for investors seeking immediate rental income. It may also be a great option for future owner-occupants who are planning ahead and can accommodate the current lease. Please do not disturb the tenant. Showings are by appointment only.

1068 Lotus Parkway Unit 836, Altamonte Springs

$730,000
4 Beds 3 Baths O6387817 MLS
Virtually Staged. Tucked away on a quiet cul-de-sac in desirable Longwood, this beautifully maintained pool home offers a private, tree-lined setting on almost a half-acre. Designed for both comfort and entertaining, the home features a screened-in pool and expansive outdoor living space—ideal for enjoying Florida’s year-round lifestyle. Inside, a thoughtfully designed split floor plan showcases spacious living and dining areas, complemented by beautiful spanish tile flooring throughout. The heart of the home opens to an impressive Florida room filled with natural light and double sliders, complete with custom built-ins, a wet bar, and a fireplace, creating an inviting space for gatherings The kitchen offers both casual and functional dining with an eat-in area and bar seating, along with a built-in oven and microwave. Architectural details such as pocket doors, solid wood doors and transom windows add character and timeless appeal. The generously sized primary suite provides a relaxing retreat with a large walk-in closet, while one of the secondary baths features a walk-in shower and convenient access for pool use. Additional highlights include a new roof (2023), indoor laundry room with sink, newer washer and dryer, new plumbing (2023) New exterior doors and a spacious 3-car side-entry garage with extensive storage. A long driveway offers ample parking for guests. With its blend of space, privacy, and refined features, this home presents a rare opportunity in a sought-after Longwood location. Minutes from Wekiva Springs State Park, walking trails, dining, shopping and access to top-rated Seminole County schools.

381 Creekstone Court, Longwood

$520,000
4 Beds 2 Baths O6413953 MLS
Virtually Staged. NEW ROOF Prior to closing on this Move-In Ready Pool Home in Sweetwater Oaks and with the SELLERS WILLING TO CONTRIBUTE TOWARDS BUYER'S CLOSING COSTS, it provides added flexibility and value for purchasers! Welcome to highly desirable Sweetwater Oaks, where this beautifully maintained 4-bedroom, 2-bathroom home offers the perfect blend of space, and comfort, with RECENT UPGRADES. The functional floor plan features separate living, dining, and family rooms, an eat-in kitchen, utility room, and walk-in pantry. Enjoy Florida living at its best with a large screened pool and covered lanai, ideal for relaxing or entertaining. The fully fenced backyard also features a new storage shed added in 2024. Major recent updates, all within the last year, provide peace of mind, including a new HVAC system, electrical panel, water heater, and microwave, plus a new dishwasher, flooring and baseboards in the living and dining rooms, fresh interior paint, painted pool deck, new blinds, updated lighting, and new electrical outlets and switches throughout. Additional improvements include a new pool patio roof and pool light (2020). With the new roof being installed prior to closing, this home offers peace of mind with all the recent improvements. Sweetwater Oaks residents enjoy deeded access to skiable Lake Brantley with a boat ramp, tennis and pickleball courts, picnic pavilion, and access to the Wekiva River, parks, and playgrounds. Conveniently located near top-rated Seminole County schools, shopping, dining, and major highways, this move-in-ready home is one you won't want to miss.

309 Hickory Drive, Longwood

$399,999
3 Beds 2 Baths O6414039 MLS
Welcome to this beautifully updated split-bedroom pool home, offering true move-in-ready convenience with no renovations required. Thoughtfully designed for both everyday living and entertaining, this home features a private, fenced backyard retreat complete with a screened-in pool, with a new pool liner (2025). Inside, you'll find elegant 20" x 20" travertine-look porcelain tile in the main living areas, upgraded 5¼-inch baseboards, and carpeting in the bedrooms. The remodeled bathrooms showcase granite countertops, updated vanities, and premium plumbing fixtures, while the well-appointed kitchen features stainless steel appliances and ample space for meal preparation and gathering. This home also offers numerous improvements that provide long-term value and peace of mind, including a fully re-plumbed water system, water softener, automated irrigation system, and a radiant barrier with additional attic insulation designed to enhance energy efficiency. The roof was replaced in 2022. Storage is abundant, with spacious walk-in closets in every bedroom. Ideally located within the highly sought-after Seminole County School District, this exceptional home combines comfort, style, efficiency, and location. Simply move in and start enjoying everything it has to offer.

1927 E Lake Drive, Casselberry

$995,000
4 Beds 3 Baths O6412013 MLS
Under contract-accepting backup offers. Extensively renovated and impeccably maintained, this exceptional one-story residence offers the rare opportunity to enjoy truly turnkey living. Set on a beautiful homesite with water and conservation views, the home combines timeless style with the confidence that comes from knowing the major improvements have already been completed. From the roof and HVAC system to the kitchen, primary bath, and outdoor living spaces, every update has been carefully selected to enhance both comfort and long-term value. A substantial investment in recent improvements ensures years of worry-free ownership. Highlights include a stunning kitchen renovation with new appliances and whole house wood flooring (2020), a luxurious primary bath remodel (2024), new barrel tile roof (2024), fresh exterior paint (2024), professional landscaping and tree replacement (2024), and a resurfaced PebbleTec pool (2018). Major mechanical upgrades include a Trane XV18 multi-zone HVAC system with Reme Halo whole-home air purification (2023), hybrid water heater (2018), A.O. Smith whole-house water softener (2022), and a Pentair variable-speed pool pump (2025). Upon entering, this open-concept one-level home immediately showcases striking views of the water and conservation beyond. The spacious family room and well-appointed kitchen serve as the heart of the home, offering an inviting gathering space for everyday living and entertaining alike. Expansive sliding glass doors open seamlessly to the covered lanai and sparkling pool, creating the perfect indoor-outdoor Florida lifestyle. Owners will appreciate the dedicated home office, formal dining room, and thoughtfully renovated floor plan that provides both privacy and comfort for family members and guests. Outdoor living is equally impressive, featuring a sparkling pool and spa enhanced with elegant travertine coping, lush landscaping, landscape lighting, and breathtaking views of the water and conservation area beyond. Additional features include: EV charging station in the garage Zodiac Caretaker in-floor pool cleaning system Invisible fence Crown molding and impressive trim work throughout New trees and professional landscaping Located within Magnolia Plantation, one of Lake Mary’s premier guard-gated communities, and zoned for highly regarded Seminole County schools, residents enjoy an exceptional lifestyle with amenities including a waterfront picnic area, playground, tennis courts, and open recreational fields, all within a beautifully maintained neighborhood setting. This is a rare opportunity to own a truly turnkey home where virtually every major component has already been updated, allowing the next owner to simply move in and enjoy the exceptional views, privacy, and lifestyle that Magnolia Plantation has to offer.

1602 Redwood Grove Terrace, Lake Mary

$499,900
4 Beds 3 Baths O6413206 MLS
Under contract-accepting backup offers. Welcome to 472 Dewars Court, a beautifully maintained 4-bedroom, 2.5-bath pool home offering over 2,200 square feet of living space in one of Winter Springs' most desirable communities. Tucked away at the end of a quiet cul-de-sac, this exceptional property provides the perfect combination of privacy, comfort, and convenience with a serene wooded backdrop and no rear neighbors. Inside, you'll find a spacious and functional floor plan designed for both everyday living and entertaining. The kitchen features a gas stove for the home chef, while the home's whole-house Generac gas generator provides peace of mind and uninterrupted comfort year-round. Recent major updates include a brand-new air conditioning system installed in June and a completely resurfaced pool completed this month, offering added value and years of worry-free enjoyment. Multiple living and dining spaces provide flexibility for growing families, remote work, or hosting guests. Step outside to your private backyard oasis featuring a sparkling newly resurfaced pool, expansive patio space, and tranquil wooded views—perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. Located within The Highlands, one of Winter Springs' most sought-after communities, residents enjoy access to incredible amenities including a large Olympic-sized community pool, scenic nature trails, multiple parks, playgrounds, and recreation areas surrounded by mature oak trees that create a picturesque neighborhood setting. The Highlands is known for its strong sense of community, low-traffic streets, and family-friendly atmosphere. Winter Springs consistently ranks among the most desirable places to live in Seminole County thanks to its highly rated schools, beautiful parks, excellent shopping and dining options, and convenient access to Lake Mary, Oviedo, Winter Park, Downtown Orlando, and major highways. This is a rare opportunity to own a private pool home on a cul-de-sac lot with wooded views in one of Central Florida's most established and sought-after communities. With a brand-new A/C, a freshly resurfaced pool, and a whole-house generator already in place, this move-in-ready home offers comfort, peace of mind, and exceptional value. Schedule your private showing today!

472 Dewars Court, Winter Springs

$490,000
3 Beds 2 Baths O6413841 MLS
Beautiful pool home located in the highly desirable Amherst community of Winter Springs! Situated on an oversized .34-acre lot, this well-maintained 3-bedroom, 2-bath home offers a spacious split-bedroom floor plan with vaulted ceilings, abundant natural light, and a cozy wood-burning fireplace in the oversized family room. Updated bathrooms and ceramic wood looking flooring in main living areas. The screened with an large pool and covered lanai create the perfect setting for year-round outdoor living and entertaining, and no rear neighbors for privacy. Property has fiber optics, 50 amp car charger in garage, and nest thermostat for A/C. The primary suite features a walk-in closet and spacious bath with dual sinks newly remodeled. Additional highlights include a 2-car garage, irrigation system, rain gutters, public utilities, and low annual HOA dues. New Roof (2025), New Water Heater & A/C (2024). Conveniently located near top-rated Seminole County schools, parks, shopping, dining, major roadways, and the 417.

1055 Chesterfield Circle, Winter Springs

$1,075,000
5 Beds 5 Baths O6413256 MLS
Under contract-accepting backup offers. Virtually Staged. Seller is offering up to $25,000 towards Buyer's closing costs with a full price offer! For the first time in 25 years, this exceptional Southern Traditional estate presents a rare opportunity to own one of Longwood's most distinguished residences. Originally designed as the builder’s personal model home, this home showcases timeless craftsmanship, architectural charm, and meticulous pride of ownership throughout. Nestled on a professionally landscaped 1.01-acre homesite within the coveted Ravensbrook community, an intimate enclave of nearly 80 custom homes, treasured for its spacious lots and tree-lined streets shaded by a mature canopy of oaks. Impressive curb appeal sets the tone from the moment of arrival. A welcoming front porch, framed by lush mature landscaping, creates an elegant first impression. Encompassing 3,443 square feet of thoughtfully designed living space, the home features 5-bedrooms, 4.5 bathrooms, and a highly desirable floor plan with both the primary suite and an additional bedroom located on the main level. A dramatic two-story entry welcomes guests with soaring 20-foot vaulted ceilings, marble tile floor, refined crown molding, Colonial trim details, raised-panel doors, plantation shutters, and exquisite beveled-glass transoms adorning every downstairs doorway. Designed for both everyday comfort and gracious entertaining, the heart of the home is highlighted by a stunning double-sided wood-burning fireplace, showcasing exceptional brick craftsmanship and engineered hardwood flooring. The kitchen boasts distinctive tongue-and-groove oak ceiling, granite countertops, a center island, stainless steel appliances, and a dining area for casual meals and gathering. Traditional swinging doors provide convenience to the separate formal dining room, creating an ideal flow for hosting dinners. The private primary suite serves as a luxurious retreat, complete with a beautifully renovated spa-inspired bathroom. Upstairs, 3 generously sized bedrooms, each enhanced by character-rich vaulted ceilings. One bedroom includes its own private ensuite bath and spacious walk-in closet. Completing the second floor is a separate bonus room located above the garage, featuring rich wood parquet flooring and a closet, offering flexibility as a media room, home office, fitness studio, playroom, or guest suite. French doors lead to a screened lanai overlooking the sparkling swimming pool and spa, complemented by a summer kitchen for storage and entertainment. Additional highlights include a well-appointed laundry room with built-in cabinetry, utility sink, washer and dryer, a three-car garage with epoxy-finished flooring and custom storage cabinets, and an expansive paver driveway that provides a grand arrival experience. For nature lovers and outdoor enthusiasts, Ravensbrook offers a unique lifestyle amenity through exclusive access to Cushman Park, a community waterfront lot named in honor of the original developer. Residents may enjoy Rice Lake for kayaking, paddleboarding, and other recreational pursuits. Ideally situated along the prestigious Markham Woods Corridor, residents enjoy convenient access to an array of shopping, dining, premier golf courses, and nature trails, all while zoned for Seminole County's highly sought-after public schools. Just minutes away is the renowned Seminole Wekiva Trail, a nearly 14-mile paved recreational trail, for walking, running, cycling, and enjoying Central Florida's natural beauty.

36 Stone Gate S, Longwood

$775,000
4 Beds 3 Baths O6412046 MLS
Are you looking for an affordable Multi-Generational home? This beautiful pool home offers the flexibility to have up to 5 bedrooms and 3 living spaces. There is a main living space and 3 bedrooms upstairs, a flex space in the basement with a living room and separate room that can be used as an office/bedroom, and a detached Guest House with 1 bedroom and 1 bath. The detached guest house has its own private entrance and full kitchen, ideal for multigenerational living, a private office, or potential income-producing use. You will love the size of the property, where you can enjoy the private pool and have plenty of green space for entertaining. Plenty of upgrades including Brazilian wood flooring & Butcher block countertops. Located close to Wekiwa Springs State Park in one of Longwood's most sought-after neighborhoods, this home has the beauty and flexibility that is rare to find. * POOL * BOAT/RV PARKING * MUSIC STUDIO * LOW HOA * 3 CAR GARAGE * OUTDOOR ACTIVITIES * All information is intended to be accurate but is not guaranteed.

200 Crooked Oak Court, Longwood

$399,990
3 Beds 2 Baths O6413599 MLS
VIRTUAL TOUR AVAILABLE. Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the highly desirable Oviedo area. With 1,232 SQFT, this home offers a well-designed layout that maximizes space and comfort, providing everything you need for modern living. This property has been thoughtfully updated with major improvements, including a new A/C system installed in 2023, a water heater from 2021, and completely updated plumbing throughout the home completed in 2021, offering peace of mind for years to come. The bathrooms were fully remodeled in 2021, and a new microwave has also been recently installed. One of the standout features of this home is the private pool, perfect for enjoying Florida living year-round. Additionally, the property is equipped with solar panels installed in 2022, which will be paid off at closing—resulting in an average electric bill of approximately $50 monthly, a significant long-term savings for the future homeowner. Located in a community known for its top-rated A schools, this home is also conveniently close to a variety of restaurants, shopping, and recreational areas, making it an ideal location for both families and professionals. Don’t miss the opportunity to own a move-in ready home with valuable upgrades, energy efficiency, and an unbeatable location in Oviedo.

1119 Covington Street, Oviedo

$550,000
4 Beds 2 Baths R4911371 MLS
Opportunity awaits in this spacious home located in one of Lake Mary's most desirable and well established neighborhoods. Home offers mature landscaping, beautiful surroundings, and strong sense of community. Featuring high ceilings, an open floor plan, generous living areas, and a private outdoor pool, this property offers incredible potential for the right buyer. The home also offers formal dining area and an office in addition to all the rooms. While the home needs TLC and updating, it provides a fantastic opportunity to customize to your own style. Bring your vision and transform this diamond in the rough into something truly special. Great value, a sought-after location, and endless possibilities await!

891 Shriver Circle, Lake Mary

$640,000
3 Beds 2 Baths O6412877 MLS
Motivated Seller! This beautifully remodeled, move-in ready home sits on over half an acre of landscaped land, offering plenty of space, privacy, and comfort. With an extensive list of updates throughout, this is a home you truly need to see in person to fully appreciate. From the moment you arrive, the extended paver driveway gives the home a welcoming feel and adds to the sense of privacy. Inside, you’ll find a bright, open floor plan with high ceilings, fresh interior paint, new porcelain flooring, and modern finishes throughout. The layout feels spacious and inviting, making it ideal for both everyday living and entertaining. The remodeled gourmet kitchen, completed in 2023, is one of the highlights of the home. It features top of the line LG appliances, sleek countertops, and a beautiful waterfall island that opens directly into the main living areas, and a home office with French doors. Major updates include a new roof in 2023, gutters with LeafFilter guards in 2023, new interior doors in 2023, new porcelain flooring in 2023, fresh interior paint, and a new pool pump in 2026. Step outside and enjoy the screened in lanai, LED lit pool, and massive backyard with room to relax, entertain, or even park an RV. The property also includes an 8x10 hurricane-rated storage shed, adding extra storage and peace of mind. Located in a convenient Longwood location with no HOA or CDD fees, this home offers flexibility and value that can be hard to find. You’ll be just minutes from local favorites like Hourglass Brewing and Papa Bees Chicken Wings, along with everyday conveniences including Publix, Target, CVS, Walgreens, Home Depot, Wawa, Lowe’s, Altamonte Mall, Walmart, Whole Foods, and easy access to I-4. Orlando Health South Seminole Hospital is approximately 5 minutes away, and AdventHealth Altamonte Springs is about 10 minutes away. With thoughtful updates, a spacious lot, a private backyard, and a highly convenient location, this home is a rare opportunity in Longwood. Schedule your private tour today!

513 E Wildmere Avenue, Longwood

$2,119,000
5 Beds 7 Baths O6412030 MLS
Under contract-accepting backup offers. Welcome to a rare offering in the enclave of Heathrow Woods, where timeless elegance, architectural grandeur, and resort-inspired living converge in one extraordinary estate. Offered for the first time since its construction, this magnificent custom residence, crafted by renowned luxury builder Howard Pomp of First Southern Homes, encompasses over 8,000 square feet of impeccably designed living space. Perfectly positioned on a private homesite surrounded by lush wooded views, this exceptional estate offers 5 bedrooms, 5 full baths, 2 half baths, an executive office, billiards room, and private theater, creating a lifestyle reserved for the most discerning buyer. From the moment you enter, a sense of refinement and grandeur unfolds. Soaring ceilings, rich marble flooring, intricate millwork, and exquisite architectural detailing create a dramatic yet welcoming atmosphere. Every room has been thoughtfully designed to showcase superior craftsmanship and elegant proportions. The formal dining room is a true showpiece, highlighted by an extraordinary custom wood-inlaid ceiling adorned with intricate floral detailing and framed by stately columns, creating a setting worthy of the most elegant gatherings. The formal living room captures stunning views of the resort-style pool through graceful arched windows and French doors, seamlessly blending indoor and outdoor living. The distinguished executive office rivals those found in luxury estates and private libraries, featuring floor-to-ceiling custom bookcases complete with a rolling library ladder, creating an inspiring space for work, study, or reflection. Designed for both grand entertaining and everyday luxury, the gourmet chef's kitchen is a masterpiece. Anchored by a striking Galaxy Black granite island, the space showcases exquisite custom cabinetry, premium appliances, a fully equipped butler's pantry, and an elegant beverage bar designed for effortless hosting. The kitchen flows seamlessly into the spectacular family room, where an imported cast-stone fireplace, custom built-ins, and soaring two-story ceilings create an atmosphere of warmth and sophistication. Above, a dramatic second-floor gallery overlooks the space, adding to the home's architectural significance. The first-floor primary suite serves as a private sanctuary of exceptional scale and luxury. Spacious custom-designed walk-in closets and a spa-inspired bath create a retreat that rivals the finest luxury resorts. Floor-to-ceiling stone and tile finishes, elegant custom cabinetry, designer fixtures, and a lavish walk-in shower combine to create an environment of tranquility and indulgence. Upstairs, a second primary suite offers the perfect private wing for guests or multi-generational living, complete with its own sitting area, generous walk-in closet, and beautifully appointed en-suite bath featuring a frameless glass shower, custom vanity, designer finishes, and refined details that mirror the quality found throughout the estate. The crown jewel of the property is the breathtaking outdoor living environment. The expansive screened lanai surrounds a spectacular resort-style pool and spa, creating a private oasis that feels worlds away. Lush tropical landscaping, integrated greenery, multiple lounging and entertaining areas, and serene views from nearly every room create an atmosphere reminiscent of an exclusive luxury resort.

1911 Bridgewater Drive, Lake Mary

$1,900,000
5 Beds 5 Baths O6413075 MLS
An extraordinary sanctuary awaits in the sought-after Steeple Chase community of Lake Mary, where timeless elegance, serene natural beauty and modern luxury converge on a private one-acre estate. Ideally positioned to capture tranquil views of Rice Lake and protected conservation areas, this exceptional residence offers an unparalleled blend of luxury, privacy and natural surroundings. Designed for grand entertaining and everyday comfort, the home features expansive living spaces, soaring ceilings and designer finishes throughout. The exquisite chef’s kitchen is equipped with premium Sub-Zero and Wolf appliances, a convenient pot filler and exceptional functionality sure to impress even the most discerning culinary enthusiast. Thoughtfully designed for comfort and privacy, each bedroom features its en-suite bath, creating a luxurious retreat for family members and guests alike. Oversized windows and thoughtfully designed indoor-outdoor living areas showcase the breathtaking backdrop while filling the home with natural light. Go outside to your private resort-style retreat, where a sparkling pool and spa overlook the peaceful lake and lush conservation views. The fully equipped summer kitchen features a built-in grill with vented hood, sink and beverage refrigerator, creating a setting for outdoor entertaining. Whether hosting gatherings under the covered lanai, enjoying a sunset soak in the spa or relaxing poolside in complete privacy, this home delivers an exceptional lifestyle experience. Residents of Steeple Chase enjoy 24-hour gated security, private park access, and a prime location near top-rated Seminole County schools, upscale dining, boutique shopping and major roadways, providing convenient access to just about everything.

3764 Farm Bell Place, Lake Mary

$634,000
4 Beds 3 Baths O6412074 MLS
Under contract-accepting backup offers. Virtually Staged. Welcome to Aloma Woods, one of Oviedo’s most sought-after gated communities, ideally located within top-rated Seminole County school zones and just minutes from shopping, dining, parks, trails, UCF, major employers, and easy access to SR 417. Situated on a spacious corner lot, this beautifully maintained pool home offers 4 bedrooms plus a dedicated office/flex space and an open, functional floor plan designed for both everyday living and entertaining. The kitchen features upgraded cabinetry with soft-close drawers, upgraded appliances, and overlooks the main living areas. Fresh interior paint, no carpet throughout, and custom closet built-ins in every bedroom make this home truly move-in ready. The spacious primary suite includes a private bonus area that can serve as a home office, nursery, fitness space, or relaxing sitting room, along with a large custom walk-in closet. The guest bathroom was completely remodeled in 2025, adding a modern touch to the home’s many updates. Step outside and enjoy your own private Florida retreat featuring a heated pool and spa, BRAND-NEW POOL PUMP (2026), and a new ceiling fan on the covered lanai. Additional improvements include a BRAND-NEW WATER GAS HEATER(2026), new dishwasher (2024), updated tile flooring in the primary and secondary bedroom (2024), gutters installed (2021), updated exterior garage lighting, and a recently replaced AC fan motor. For added peace of mind, the home is equipped with WiFi-enabled security cameras around the entire perimeter that can be viewed remotely or through your TV. Combining flexible living spaces, thoughtful upgrades, a prime corner lot location, and the security of a gated community, this Aloma Woods gem offers the perfect blend of comfort, convenience, and Florida lifestyle living. Don’t miss your opportunity to call it home!

2695 Cypress Head Trail, Oviedo

$485,000
4 Beds 3 Baths TB8513990 MLS
Under contract-accepting backup offers. Welcome to the heart of Winter Park. This beautifully maintained 4-bedroom, 2.5-bath pool home offers the perfect blend of warmth, functionality, and charm. From the moment you arrive, the curb appeal is unforgettable. Lush landscaping, mature greenery, and peaceful natural surroundings create a private and inviting setting that immediately feels like home. Inside you'll find an open and welcoming floor plan designed with both everyday living and entertaining in mind. The updated kitchen features stainless steel appliances, a spacious island, abundant cabinet storage, and seamless flow into the main living areas. A formal living area adds flexibility, offering the perfect space for a cozy sitting room, playroom, home office, or additional entertaining area. Natural light throughout the home creates a bright and airy atmosphere. Upstairs, you’ll find all four bedrooms and two full bathrooms, providing privacy and functionality for growing families. The screened-in porch overlooks a stunning backyard retreat complete with a sparkling pool, beautiful landscaping, and no rear neighbors for added privacy. Peaceful, quiet, and surrounded by nature and wildlife, this outdoor space makes it perfect for summer pool days, evening dinners outside, and making lifelong memories.

1850 Aster Drive, Winter Park

$610,000
4 Beds 3 Baths O6412706 MLS
Under contract-accepting backup offers. Located Minutes to UCF, Executive Pool Home, Huge Resort Style Pool with Fountains, Water Jets and Spillover, **New Solar 3/2024 Solar has 25 Year Warranty and Owned $135 on a 12 Month Average Power Bills cost was $77,000 Solar Conveys Free and Clear at Closing**, New Roof 3/2024, NEW AC UNITS 3/2024, New Water Heater 3/2024, New Exterior Paint 4/2026. New Pool Resurfaced 5/2024. Large Corner Lot, Beautiful Landscaping, Enter the Front Door to an Open Formal Living Room and Dining Room, Kitchen is Open to the Breakfast Room and Family Room, Kitchen with an Island and Breakfast Room Overlooking the Pool, Large Open Family Room with Electric Fireplace and 100" Flat Screen TV Conveys, Upstairs Loft is a Theater Room with Projector, Blackout Drapes and Sectional Couch, Spacious Primary Bed Room with Large Walk in Closet, Large Primary Bath Room and Walk in Closet, 3 Car Oversized Garage, A beautiful home ready for a new family. Walk to Hagerty High School and Carillion Elementary School, Close proximity to HCA Oviedo Hospital, Shopping, Restaurants, MCO Orlando Airport, Lake Nona and the 417 Expressway.

1951 Wrenfield Lane, Oviedo

$9,000,000
8 Beds 11 Baths A4695332 MLS
What if your home could replace your country club, luxury resort, wellness retreat, guest accommodation, and weekend getaway all at once? Known as "Zoelyon," The Kingfisher Point Estate is hidden behind two private gates within the exclusive enclave of Mills Cove. Spanning nearly 14 acres, this extraordinary legacy estate combines equestrian facilities, wellness amenities, recreation, and privacy in a setting rarely found in Central Florida. Mornings begin overlooking the paddocks, a workout in the wellness studio & gym with sauna, followed by time on the tennis and pickleball courts, basketball amenities, and the elevated courtside lounge complete a private experience rarely found in a residential property. At the center of the estate, a resort level pool, swim up pavilion, expansive terraces, fire features, and lush landscaping create a setting designed for both relaxation and entertainment. Inside the main residence, timeless architecture and craftsmanship define every space. A two story executive office, British inspired pub, home theater, billiards room, multiple fireplaces, and designer finishes complement a chef's kitchen that seamlessly connects indoor and outdoor living. A separate two bedroom guest residence with full kitchen and bath provides comfortable accommodation for guests, extended stays, staff, or a private retreat. The five horse stable includes a tack room, paddocks, riding acreage, and stable manager quarters. For the automotive enthusiast, the barn also presents an opportunity to create a private collector car gallery worthy of a significant collection. As evening settles across the estate, firelight reflects across the water while the pavilion glows beneath the Florida sky, creating a setting that feels worlds away from the demands of everyday life. Located within easy reach to Orlando's business centers, Lake Nona, executive airports, Orlando International Airport, championship golf, world-class dining, and less than an hour from Florida's Atlantic coastline, this one of a kind property offers a level of privacy, luxury, versatility, and lifestyle that is nearly impossible to replicate. Some opportunities are measured in square feet. Others are measured in rarity. Zoelyon is one of the rare few.

3018 Kingfisher Point, Chuluota

$1,149,000
5 Beds 4 Baths O6409941 MLS
WELCOME TO ONE OF ALTAMONTE SPRINGS' MOST UNIQUE PRIVATE ESTATES. Hidden behind a private automatic gate and nestled on nearly two fenced acres, this extraordinary estate offers a rare blend of luxury, privacy, flexibility, and resort-style living—just minutes from everything Central Florida has to offer. Designed for those who need more than a traditional home, this property delivers an unmatched lifestyle with a beautifully appointed 3 bedroom, 3 bath main residence, an incredible detached 3,200-square-foot workshop with 2 bedroom, 1 bath In-law/guest suite, and outdoor amenities that rival a private resort. Inside the main residence, elegant finishes and thoughtful craftsmanship are showcased throughout. Imported Italian granite, custom millwork, crown molding, plantation shutters, and integrated smart-home technology create an atmosphere of sophistication and comfort. The chef's kitchen serves as the centerpiece of the home, featuring stainless steel appliances, gas cooking, double convection ovens, a wine refrigerator, abundant custom cabinetry, and an oversized gathering island designed for entertaining. The living spaces flow effortlessly into a spectacular Florida room overlooking the estate's show-stopping outdoor retreat. Step outside and discover your own private resort. The fully automated saltwater pool features an oversized sun shelf, mesmerizing fiber-optic lighting, dramatic fire bowls, deck jets, and integrated surround sound. The outdoor summer kitchen is equally impressive, complete with a granite serving bar, built-in grill, refrigerator, sink, and television hookups—creating the ultimate setting for unforgettable gatherings year-round. What truly sets this property apart is its incredible 3,200-square-foot workshop and flex space. Whether you're a car collector, entrepreneur, hobbyist, fitness enthusiast, or seeking multigenerational living options, this remarkable structure provides endless possibilities. Complete with guest accommodations including two bedrooms, a full bath, gym space, and a large walk-in closet, it offers flexibility rarely found in today's market. Additional highlights include a whole-house generator, extensive parking for boats, RVs, trailers, and recreational vehicles, covered parking, dedicated security systems, and ample room to expand or customize to fit your vision. Properties offering this level of privacy, functionality, and luxury are exceptionally rare. This is more than a home—it's an oasis designed for those who want space to live, work, entertain, and enjoy life without compromise. Schedule your private tour today and experience one of Altamonte Springs' most exceptional estate properties. Note: The lift in the workshop does not convey.

524 Eden Park, Altamonte Springs

$560,000
4 Beds 2 Baths O6407337 MLS
**Seller to install a new roof prior to closing** Roof is great, no leaks, but is 20 years old. Beautiful, private pool home overlooking small lake with fountain. Cul-de-sac very quiet street. This home has been updated and completely renovated. Brand new solid-wood shaker cabinets, quartz counters and upgraded faucets and hardware in kitchen and both bathrooms. Brand new, top tier engineered wood floors throughout home, all bedrooms and cabana bath. Both bathrooms have dual vanities. 2021 exterior paint and 2025/2026 interior. Master bedroom, cabana bathroom and family room all lead out to the screened pool enclosure, where the bugs won't bite as you're watching the 'very best view' of Kennedy Space Center's rocket launches.

1913 Magies Court, Oviedo

$2,999,000
8 Beds 5 Baths O6406954 MLS
One or more photo(s) has been virtually staged. Welcome to Oak Hollow Manor, a rare 20-acre gated equestrian estate and private family compound tucked into one of Oviedo’s most desirable acreage corridors. Set deep within the property and surrounded by mature trees, open pasture, and high-and-dry usable land, this Southern ranch-style estate offers a unique combination of privacy, flexibility, and lifestyle opportunity just minutes from Oviedo, Winter Park, UCF, and Central Florida’s major conveniences. Built in 1985, the main residence features 6 large traditional bedrooms, 4.5 bathrooms, two large bonus rooms (that can be large bedrooms as well), comes fully furnished and has approximately 5,737 square feet of living space designed for comfortable estate living, multigenerational households, entertaining, working from home, or simply enjoying room to spread out. The downstairs primary suite includes a spacious bedroom, sitting area, and his-and-her closets, while the flexible floor plan also allows for a potential second downstairs primary-style suite with direct access to a full bathroom. Warm and inviting living spaces, generous room sizes, and timeless Southern estate character create a welcoming atmosphere while still offering the next owner opportunities to personalize and modernize to their taste. The land itself is one of the property’s most exceptional features. With approximately 5 fully fenced acres currently dedicated to horse grazing, A-1 zoning, and wide-open usable acreage, the property is ideally suited for equestrian enthusiasts, boutique farm operations, hobby farmers, bonfire gatherings, agricultural use, or buyers seeking long-term land value, privacy, and lifestyle flexibility in a highly sought-after Central Florida location. Major recent improvements provide additional value and peace of mind, including a new roof installed in 2022, a permitted 2,500+ square-foot metal barn with electric completed in 2022, and a newly constructed resort-style saltwater in-ground pool completed in 2026 and luxury vinyl plank flooring installed in 2025. Other recent improvements completed between 2022 - 2024 are kitchen updates, bathroom updates, interior and exterior paint, lighting and fixtures. The barn offers exceptional flexibility as an equestrian barn, workshop, hobby space, equipment storage building, or future entertainment pavilion. Two additional storage buildings provide even more utility and functionality. Out back, the newly completed pool creates a peaceful private retreat overlooking scenic acreage and mature natural surroundings, offering the feel of a secluded countryside estate while remaining close to everyday conveniences. Despite its private setting, the property is surrounded by established and desirable communities, including neighboring Aloma Woods. Additional features include three HVAC systems, with two replaced in 2021, no HOA, and zoning for top-rated Seminole County schools including Evans Elementary, Tuskawilla Middle, and Lake Howell High School. Trinity Prep is located just minutes away. With 20 acres and A-1 zoning, the property may also offer future flexibility for additional accessory structures or a potential accessory dwelling unit up to approximately 1,000 square feet, subject to Seminole County approval, permitting requirements, setbacks, and buyer verification.

5750 Oak Hollow Lane, Oviedo

$799,900
4 Beds 4 Baths O6411497 MLS
Under contract-accepting backup offers. Tucked away beneath a canopy of mature trees on an expansive homesite in one of Longwood's most established communities, this custom pool home offers a rare combination of privacy, character, and space. From the moment you arrive, the circular driveway, natural setting, and distinctive architecture create a memorable first impression. Inside, soaring wood-beamed ceilings, extensive hardwood flooring, and dramatic floor-to-ceiling stone fireplaces add warmth and architectural interest throughout the home. The spacious living areas are filled with natural light and designed for both everyday living and entertaining, with multiple gathering spaces and walls of glass overlooking the screened pool and lush backyard. The kitchen features abundant cabinetry, generous workspace, granite countertops, a center island, and a functional layout that flows seamlessly into the surrounding living areas. The primary suite offers a private retreat complete with a spa-inspired bath, oversized walk-in shower, soaking tub, and tranquil outdoor views. Step outside to enjoy the screened pool enclosure, expansive paver deck, and beautifully landscaped surroundings. The oversized lot provides exceptional privacy while still offering plenty of room to enjoy the outdoors. Conveniently located, this home offers easy access to Interstate 4, SR 434, shopping, dining, golf courses, and everyday conveniences. Residents enjoy proximity to popular destinations including Wekiwa Springs State Park, Cranes Roost Park, Altamonte Mall, and the shops and restaurants of Lake Mary. A unique opportunity to own a distinctive property with timeless architectural details, generous living spaces, and an exceptional Longwood location.

1808 Wingfield Drive, Longwood

$915,000
5 Beds 3 Baths O6411590 MLS
UPDATED! NEW FULLY EQUIPPED SUMMER KITCHEN INSTALLED! Welcome to your private retreat in the highly sought-after Chuluota area—this beautifully renovated 5-bedroom, 3-bath home sits on 1.07 acres and includes deeded access to the exclusive 760-acre Lake Pickett. Designed for both everyday living and entertaining, the home showcases expansive multi-panel stacking glass doors that open seamlessly to a screened-in pool, creating the perfect indoor-outdoor lifestyle. Inside, you’ll find a fully renovated interior featuring new flooring throughout, updated lighting, new 5-inch baseboards, and a custom faux fireplace feature wall with shiplap and built-in shelving. The stunning kitchen has been completely redesigned with a large granite island, farmhouse sink, pot filler, KitchenAid built-in microwave and wall oven, three-rack dishwasher, pull-out spice rack, and a charming breakfast banquette with under-seat storage. A wine and coffee bar adds an extra touch of luxury and convenience. The spacious primary suite offers a spa-like bathroom complete with a clawfoot soaking tub, dual showerheads with hand shower, and custom closet systems. All bathrooms have been renovated, and major components throughout the home have been thoughtfully upgraded. A heated and cooled bonus room—perfect for a home office or gym—has been converted from part of the garage, while still allowing for ample workshop and storage space. Significant system upgrades include a 2016 roof, whole-house re-pipe, two newer HVAC systems, new water heater, updated well components, new windows, and more—providing peace of mind for years to come. Step outside to enjoy the screened pool with recently upgraded equipment, expanded driveway, added sidewalks, boat parking, and a large 3-car-size storage shed. The property has been cleared and landscaped to enhance both usability and privacy, with frequent deer sightings adding to the serene, natural setting. Additional features include a buried 200-gallon gas tank servicing the pool and a pre-plumbed, paid connection for a future summer kitchen. Enjoy exclusive access to Lake Pickett, offering a private dock, boat and trailer parking, swimming area, and endless opportunities for boating, skiing, wakeboarding, fishing, and more. This is a rare opportunity to own a fully upgraded home with acreage and private lake access—combining luxury, functionality, and the best of Florida living.

2461 Wassum Trail, Oviedo

$699,900
4 Beds 3 Baths O6411007 MLS
Rare opportunity to own a spacious pool home on a private 2.1-acre conservation homesite in the highly desirable Chelsea Woods section of Tuscawilla. Offering 4 bedrooms, 3 bathrooms and over 3,100 square feet of living space, this home features a dedicated office with custom built-ins, formal living and dining areas, a wood-burning fireplace, and a large upstairs loft that provides flexible space for a media room, game room, home gym, or additional living area. The kitchen overlooks the main living spaces and pool area, while French doors open to an expansive covered lanai and screened pool enclosure designed for year-round Florida living. Step outside and enjoy your own backyard retreat featuring a large pool and spa with waterfall features, outdoor grilling area, generous deck space, mature landscaping, and peaceful conservation views with no rear neighbors. Major improvements include a roof replaced approximately 3 years ago and HVAC systems replaced approximately 3 years ago, providing peace of mind for years to come. Conveniently located near top-rated Seminole County schools, parks, golf, shopping, dining, and major commuter routes. Optional HOA membership available. Homes offering this combination of acreage, privacy, pool, location, and living space rarely become available.

1838 Seneca Blvd, Winter Springs

$519,000
3 Beds 2 Baths O6411336 MLS
VIDEO/VIRTUAL TOUR AVAILABLE! This Maitland pool home features 3 bed/2 bath in the main house with a 4th room addition on the other side of the garage. The 4th room has it's own separate entrance and it's own rear door access to the pool! Use it as a home office, creative studio, home gym, or income-producing suite — with no HOA to answer to. The cozy fireplace, hardwood floors, and split bedroom floor plan makes it feel like home. The oversized rectangular pool and deck were recently resurfaced and a screen enclosure was added to make maintenance a breeze. There’s still plenty of backyard space to enjoy on the huge 0.28 acre lot equipped with a white vinyl fence and storage shed. Minutes from excellent Maitland private schools and the Winter Park private school corridor, you’ll love the area! It’s close to Trader Joe’s, Winter Park Shopping & Dining, Audubon Center for Birds of Prey, Maitland Art Center, Lake Lily Park, and Enzian Theater. The RDV Sportsplex Athletic Club — with 400+ monthly classes — is an incredible convenience as well! Highway I-4 is close by and the SunRail Maitland Station is only 1 mile away, making downtown Orlando just 24 min commute on the Sunrail. Downtown Maitland is walkable with acclaimed restaurants anchored by a weekly Farmers' Market and the annual Jazz & Blues Festival. Roof is 2020, and water heater is brand new 2026. To see more of the house, WATCH THE VIDEO/VIRTUAL TOUR!

1065 Gregory Dr, Maitland

$445,000
3 Beds 2 Baths O6410431 MLS
Under contract-accepting backup offers. Inviting curb appeal welcomes you into this beautifully maintained Winter Springs pool home tucked within the peaceful established subdivision of Oak Forest. Step inside to an open floor plan with immediate views of the backyard oasis, creating a light and airy feel perfect for everyday living and entertaining. The spacious kitchen opens seamlessly to the living and dining areas and features granite countertops, stainless steel appliances and a breakfast bar ideal for gathering with family and friends. The floor plan offers comfortable living spaces, while sliding doors lead out to the screened porch overlooking the private backyard retreat. Enjoy Florida living year-round with the screened patio, resurfaced pool featuring a PebbleTec finish completed in 2020, a fully fenced yard and plenty of room to relax or entertain outdoors. Major updates provide peace of mind, including the roof, AC, and water heater all replaced in 2015. Additional improvements include gutters added in 2020, pool pump replaced in 2016, new garage door opener in 2025, and updated microwave, dishwasher, and garbage disposal in 2026. This home sits on a spacious lot in a quiet, established neighborhood. Conveniently located near SR-417, shopping, dining, and top-rated Seminole County schools - walking distance to both the elementary and middle school. This home is also just minutes from Trotwood Park and Central Winds Park which features pickleball courts, sports fields, playgrounds, walking trails, and community events.

877 Benchwood Drive, Winter Springs

$539,900
3 Beds 3 Baths O6409615 MLS
Nestled in the highly desirable Tuskawilla community of Oviedo, this beautifully maintained home offers the perfect blend of comfort, privacy, and timeless charm. Featuring 3 bedrooms, 2.5 bathrooms, and a versatile BONUS LOFT area ideal for a home office, playroom, or potential 4th bedroom, this home is thoughtfully designed for both everyday living and entertaining. Enjoy peace of mind with major updates already completed, including a NEW ROOF & GUTTERS (Oct. 2025) and NEW HVAC system (July 2022). The home also features newer appliances, abundant storage and closet space and ceiling fans throughout. Step outside to your own private backyard retreat complete with a screened-in pool, covered lanai, lush landscaping, and no rear neighbors, creating a serene setting perfect for relaxing or hosting guests. Nearly every room in the home overlooks the sparkling pool area, filling the home with natural light and beautiful views. Inside, you’ll appreciate the elegant custom wood molding and detailed millwork accents surrounding the windows and doors, adding warmth and character throughout the home. The formal living and dining rooms provide excellent entertaining space, while all windows are outfitted with wood faux blinds for a polished finish. The second level offers convenience and functionality with all bedrooms and the laundry room located upstairs. The primary suite offers a stunning tray ceiling and grand en suite bath with dual vanity, make-up area, spa tub, private toilet and separate shower. Primary walk-in closet allows for direct access to the laundry room. Entire home is completed in neutral inviting tones. A spacious 2-car garage completes this exceptional property along with a built-in Security System for added peace of mind. Ideally located close to everything, this home is just minutes from the Tuskawilla Country Club, SR 417, parks, walking trails, fine dining, shopping, and top-rated Seminole County schools. Oviedo is known for its charming hometown feel, beautiful tree-lined neighborhoods, community events, and exceptional quality of life. Residents enjoy nearby outdoor recreation, local farmers markets, Oviedo on the Park, and easy access to the University of Central Florida and major employers. Conveniently located just a short drive from downtown Orlando, world-famous attractions, and Florida’s beautiful beaches, this home truly offers the best of Central Florida living!

50 Oak Bend Court, Oviedo

$1,385,000
8 Beds 7 Baths O6410348 MLS
Virtually Staged. Spacious Multi-Generational Estate on 6+ Acres in charming Chuluota! Custom single-story POOL home with 8 bedrooms and 6.5 baths at the end of a quiet cul-de-sac is available for immediate occupancy! This fenced, horse-friendly property features 2 primary suites with pool access on one side, and a private Mother-In-Law suite (with living room, bedroom, full bath, exterior, garage & pool entries) on the other side of the home. Convenient dual kitchenettes and laundry rooms serve each wing with 5 additional bedrooms throughout the home. Meticulously updated for ultimate peace of mind: NEW ROOF (April 2026), Stainless kitchen appliances (May 2026), Quartz kitchen counters (2025), and updated wing flooring (2025). Mechanics include a whole house re-pipe (2023), iron/sulfur ozone filtration system (2025), septic replaced (2018/pumped 2026), and a serviced Generac generator (March 2026). For added peace of mind, the property is covered by a preventative subterranean termite protection bond with Sentricon bait stations, which may be renewed by the buyer in May 2027. The expansive backyard is built for entertaining, showcasing a custom pool and heated spa with a bubbler shelf and deck jets. Host unforgettable gatherings on the massive pool deck, complete with a summer kitchen bar and a grand, over-sized screen enclosure with a serene wooded view. Don't miss this rare opportunity to own a turnkey, versatile estate with room to grow. Take the virtual tour or schedule your private showing today! Equal Housing Opportunity.

2300 Pine Meadows Place, Chuluota