Location: Longwood , 32779
Do Not Show Listings
136 HABERSHAM DR, LONGWOOD, FL 32779
$539,99911 Days on yellowkey MLS ID: A4695578
REDUCED by $5,501 (1.0%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3089 Built: 1978Monthly Fee: $20 Tax: $7,077 (2025)Community: Wekiva Hills Sec 06Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,077
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: 4 Bed / 3 Bath home in the highly desirable Wekiva Hunt Club community in Longwood, FL. Prime opportunity on a mature, established street with strong community demand, excellent schools, parks, shopping, and quick highway access. This home features a 6-year-old roof with plenty of life remaining, two A/C units (the primary unit is 5 years old, and the second unit, which serves the primary bedroom and three additional bedrooms, is only 2 years old), and two hot water heaters. The property also includes an in-ground pool that is ready to be enjoyed. With a solid layout and strong lot potential, this home is perfect for an owner-occupant or investor.
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
175 CROWN POINT CIR #175, LONGWOOD, FL 32779
$206,500128 Days on yellowkey MLS ID: O6371436
REDUCED by $8,500 (4.0%) on 06/12/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1581 Built: 1985 Tax: $2,678 (2024)Community: Crown Point By The SpgsCondo
Taxes:$2,678
Elementary School: Sabal Point Elementary
Tax Year: 2024
Remarks: Ideal for buyers who value price and speed over perfection. Being sold as-is, it is well-suited for buyers looking to maximize value and make improvements over time. A great option for those seeking flexibility, long-term upside, and a practical entry point into homeownership or investment. This is a strong value opportunity in a highly convenient Seminole County location. Welcome to 175 Crown Point Circle, located in the established Crown Point community of Longwood. This clean, move-in ready condo offers a functional and flexible layout, featuring two bedrooms upstairs and one downstairs—ideal for guests, a home office, or multi-generational living. The main living area is bright and comfortable, with an easy flow into the kitchen that supports both everyday living and casual gatherings. Well-proportioned bedrooms provide comfortable living space, while the primary suite offers privacy and ample storage. The home presents a great opportunity to move in as-is while allowing room to personalize over time. Enjoy outdoor space for relaxing or entertaining, all within close proximity to shopping, dining, parks, and major roadways—making day-to-day living simple and accessible. A great opportunity for buyers seeking location, functionality, and long-term value in the 32779 area.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Darryl Dziedzic (407-446-3791)
628 E CLUB CIR, LONGWOOD, FL 32779
$995,00031 Days on yellowkey MLS ID: O6400643
0 Days Off yellowkey (back on 5/30/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4026 Built: 1988Monthly Fee: $367 Tax: $5,748 (2024)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$5,748
High School: Lake Brantley High
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Custom Built Estate Residence by Jones Clayton Construction showcases timeless elegance in architecture, style and livability. Begin your next chapter in this beautiful home featuring one story, a screened pool with approximately 4026 sq ft, of living space with 4 Bedrooms, 4 Baths. Located in Sweetwater Club Seminole County's Premier 24 hour Guard Gated Community with more nature than homes and spacious estates spanning 1 - 11 acres. This Mediterranean Style residence blends classic architectural charm with today's most desired features. From the moment you pull into your circular driveway you're greeted by a professionally landscaped lawn spanning approximately one acre with an oversized side entry 3 car garage. Your foyer and entry hallway features marble floors and picturesque views through the Living Room of the tropical pool and lanai. There is a formal Dining Room with a Window Bench Seat off the Entry. In the Living Room there are soaring ceilings and a wet bar area for entertaining. There is a nearby Powder Bathroom for guests. You''ll notice abundant Custom millwork, moldings and built in features throughout the home. Recent Updates include: Beautiful New Tile Roof in 2022, Two Brand New Air Conditioning Units with Ecobee Thermostats. New Luxury Vinyl Plank flooring in main living areas, Pool Enclosure Rescreened, New Ceiling Fans, New Sundeck Pool Deck, All New Recessed Lighting throughout! Your Private Backyard adds to the peace and tranquility of this property. The pool is large enough for your lap swimming excercise. Primary Bedroom Suite is very spacious with access to the pool lanai area and a separate walk in closet. The Primary Bath is also very spacious with a double sided fireplace. 2nd Bedroom/Office has an ensuite full bathroom. Bright Kitchen and Nook area opens to spacious Family Room. Down the hall there are two bedrooms and a full bath. There are many French Doors to the Screened Pool Lanai for seamless indoor outdoor living. Separate Laundry Room with sink and exit door to a covered porch out to side entry 3 car garage parking area. There's pure potential for the next owner to renovate kitchen and baths. In mid Spring you'll enjoy a multitude of Azaleas, Gardenias and Magnolia Flowers. In Fall/Winter you'll have gorgeous Camelias. You'll have Deeded Lake Access to Lake Brantley and walking distance to over 7000 acres at the Wekiwa State Park. There are Tennis and Pickle Ball Courts and Gazebo Park. Seminole County Excellent Schools, close to the 429 and !-4 Freeways. Disney and Beaches are 40- 60 minute drives.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Carolyn Kickhofel (407-538-4210)
700 BLUE LAKE DR, LONGWOOD, FL 32779
$550,0005 Days on yellowkey MLS ID: O6411965
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1768 Built: 1975Monthly Fee: $54 Tax: $3,522 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$3,522
Remarks: Stunning WATERFONT POOL home on a premium .51-ACRE CORNER LOT located in one of Seminole County’s highly sought after communities – Sweetwater Oaks. This meticulously maintained and beautifully renovated 4 BEDROOM, 2 BATH HOME offers 1,768 square feet of refined living space and an EXTRAORDINARY BACKYARD, combining thoughtful design, modern comfort, & resort style living. The home features a semi-open floorplan with volume ceilings and an abundance of natural light, generous sized bedrooms, a timeless floor-to-ceiling STACKED STONE FIREPLACE, and these remarkable UPDATES in 2026: NEW ROOF, POOL RESURFACING and NEW POOL LIGHT, NEW SOFFITTS and GUTTERS, NEW FENCE, INTERIOR AND EXTERIOR PAINTING, NEW CROWN MOLDING, NEW CEILING TEXTURE, NEW CEILING FANS AND INTERIOR LIGHT FIXTURES, NEW BATHROOM VANITIES, NEW FLOORING in 2 BEDROOMS, NEW GARAGE DOOR, UPDATED IRRIGATION and LANDSCAPING. Step outside to a true BACKYARD OASIS with a screen-enclosed EXTENDED PATIO and an oversized backyard with a pool, mature landscaping and SERENE POND VIEWS—creating the perfect setting for relaxation, outdoor living, and entertaining. Located in the highly sought-after Sweetwater Oaks community, residents enjoy exclusive access to Lake Brantley, including a private beach, boat ramp, and fishing pier, as well as access to the Wekiva River for kayaking and outdoor adventures. Community amenities also include tennis courts, pickleball courts, basketball courts, parks, and playgrounds. Zoned for highly rated Seminole County schools—Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High School—and conveniently located near shopping, dining, entertainment, and major Central Florida attractions, this home offers an exceptional combination of lifestyle and location. Experience the very best of Seminole County living—schedule your private showing today! **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
901 CUTLER RD, LONGWOOD, FL 32779
$538,5007 Days on yellowkey MLS ID: O6414587
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2226 Built: 1979Monthly Fee: $54 Tax: $5,799 (2025)Community: Cutler CoveSingle Family
Taxes:$5,799
Remarks: Pull over HONEY! This home is move it ready. Roof. 2023. AC 1 2020, AC 2 2022. Look at the cute swing in the front yard. That looks like a great home to relax in. Let's take a look. As you walk up to the home you are greeted by double doors making it feel like a grand entrance. Enchanted ivy grows to the left of the entrance. Immediately upon entering the home you can access the updated kitchen. To the right of the entry you have the huge living room which can take you to the laundry room and garage. The living room features a wood burning fireplace as well as being open to the kitchen. There is a nice spot for stools so you can eat a quick breakfast without going to the dining room. The kitchen is nicely appointed with white shaker cabinets and subway tile. Also off of the living room is a HUGE family room with vaulted ceilings and plenty of natural light from large sliding doors that leads to the back yard. Off of the family room is a nice area that would make a great little office space. Back through the kitchen and down the hall you will find all three bedrooms. The master is plenty spacious and the ensuite bathroom has lots of space. There is currently a nice long double vanity and large shower. The master bath has been updated! Quartz counters, double vanity with a spot for a stool to do you facial maintenance regimen. There is a door that leads to the back yard making it easy to clean up after playing or working in the back yard. The home has fresh paint inside and out. Luxury vinyl plank throughout the home makes maintenance a breeze. Come add your personal touches to really make this home shine! Lake Brantley Beach park with all amenities including boat ramp, volleyball sand court, playground, grills, basketball court and ability to rent pavilion. The same for Riverside park which also has tennis courts, ball fields, larger covered pavilion and nature trails. The clubhouse playground and tennis courts across Wekiva Springs Rd. Maintenance of all common areas including the path to the beach by our house. Several family events throughout the yr incl Halloween costume parade, egg hunts, Christmas parade, and parties with games, bounce houses, etc. Don't miss out. Contact us today!
Listing is courtesy of: TC ORLANDO HOMES LLC (407-960-6145)
Listing Agent: Eric Soto (407-394-5651)
3591 TERRA OAKS CT, LONGWOOD, FL 32779
$1,200,00022 Days on yellowkey MLS ID: NS1088208
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3810 Built: 2002Monthly Fee: $169 Tax: $5,617 (2024)Community: Terra OaksSpa: YesSingle Family
Taxes:$5,617
Elementary School: Forest City Elementary
Middle School: Teague Middle
Remarks: Tucked behind the gates of one of Longwood’s most desirable communities, this beautifully maintained four-bedroom, five-bath estate blends timeless elegance with modern luxury. From the moment you enter, soaring elevated ceilings, refined architectural details, and expansive living spaces create an immediate sense of sophistication and comfort. Designed for both everyday living and exceptional entertaining, the home features a thoughtfully crafted floor plan, upscale finishes throughout, and a stunning chef’s kitchen appointed with high-end appliances, custom cabinetry, and generous gathering space at the heart of the home. Includes a whole house generator and security system. The spacious primary suite offers a private retreat with spa-inspired amenities, while each additional bedroom provides comfort, privacy, and its own distinctive character. Multiple living and entertaining areas flow seamlessly to the outdoor oasis, where a sparkling pool and beautifully maintained surroundings invite year-round Florida living at its finest. Set within a secure gated neighborhood in the heart of Longwood, this exceptional residence delivers luxury, privacy, and convenience in one extraordinary offering.
Listing is courtesy of: ENGEL & VOLKERS NEW SMYRNA (386-213-6899)
Listing Agent: David Dell'Olio (407-228-4613)
3946 VILLAS GREEN CIR, LONGWOOD, FL 32779
$434,50038 Days on yellowkey MLS ID: O6402630
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $5,000 (1.1%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1967 Built: 1993Monthly Fee: $175 Tax: $2,296 (2025)Community: Wekiva VillasSingle Family
Taxes:$2,296
Elementary School: Wekiva Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Seminole County, where "Old Florida" charm mixes with modern suburban convenience, and this Wekiva golf course home on the 9th hole is no exception. This beautiful Wekiva area is away from the hustle, but minutes to grocery stores, restaurants & home improvement options. Well cared for throughout the years with only one owner. The home underwent a 2020 makeover that included the kitchen & appliances, all 3 bathrooms, and the water heater. The roof was replaced in 2022 and reinspected this year. Wekiva offers some of the best schools in Seminole County, with "The Natural Choice" being one of the best Counties to live in the state of Florida. Convenient to all the expressways to get around Central Florida. Do not miss the amenities that Weikva offers: the continual sidewalks, local playground, tennis courts & pickleball courts, and a community center. 3946 Villas Green Cir is your next stop to homeownership!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Karen Pfannerstill (407-947-5717)
910 BEARDED OAKS TER, LONGWOOD, FL 32779
$799,0001 Day on yellowkey MLS ID: O6416276
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2516 Built: 1987Monthly Fee: $205 Tax: $3,455 (2025)Community: Sweetwater SpringsSpa: NoSingle Family
Taxes:$3,455
Remarks: Welcome to an exceptional residence in the highly sought-after gated community of Sweetwater Springs, where luxury living meets an unparalleled outdoor lifestyle. Residents enjoy exclusive access to the pristine, spring-fed waters of Lake Brantley, complete with a private beach, park, basketball court, pavilion, and a residents-only concrete boat launch. Outdoor enthusiasts will also appreciate the community's riverfront park on the Wekiva River, featuring kayak and canoe storage just steps from the water and private launch access. Additional neighborhood amenities include a clubhouse, recently renovated tennis and pickleball courts, parks and playgrounds. Exquisitely maintained and thoughtfully updated, this stunning 4-bedroom, 2.5-bath residence showcases timeless elegance, exceptional craftsmanship, and bespoke finishes throughout. The desirable split-bedroom floor plan offers privacy and functionality, while soaring ceilings and abundant natural light create an inviting atmosphere. At the heart of the home, the spacious family room features dramatic volume ceilings and a striking double-sided wood-burning fireplace that creates a warm ambiance in both the family and dining rooms. The beautifully remodeled eat-in kitchen is a chef's dream, boasting granite countertops, quality cabinetry, and stylish finishes. The expanded primary suite serves as a true retreat, enhanced by a sun-filled sitting room complete with an electric fireplace and French doors opening to the screened lanai and heated pool. The luxurious primary bath has been fully renovated with elegant marble tile, a frameless glass shower enclosure, and dual shower heads for a spa-like experience. Quality details abound throughout the home, including plantation shutters, crown molding, custom built-ins, and beautifully remodeled bathrooms. Recent improvements provide peace of mind and modern efficiency, including a new HVAC system installed in March 2025, a new heat-pump pool heater, and an impressive $40,000 solar energy system designed to significantly reduce utility costs. Step outside to your private screened pool oasis, perfect for entertaining or relaxing year-round. The cul-de-sac location and large .29-acre lot make this a prime location within the community. The new irrigation system keeps the finely manicured lawn and hedges looking "yard of the month" perfect! Combining refined elegance, thoughtful upgrades, and access to some of Central Florida's most coveted recreational amenities, this extraordinary Sweetwater Springs home offers a lifestyle that is truly second to none.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
1931 LOST SPRING CT, LONGWOOD, FL 32779
$510,0001 Day on yellowkey MLS ID: O6416262
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1792 Built: 2002Monthly Fee: $229 Tax: $5,455 (2025)Community: The SpringsSingle Family
Taxes:$5,455
High School: Lyman High
Remarks: The Springs, a Gated Community with Manned Security and Patrol, Walk to the Residents Only Park with a Spring Fed Lake, Community Pool, Clubhouse, Gazebo, Tennis Courts, Basketball Court and Playground. Horse Stables and Beautiful Oak Trees are all over the Neighborhood, Truly a Special Place to Live. Engineered Hardwood Flooring throughout the downstairs, Kitchen has Shaker Cabinetry, Stainless Steel Appliances, The Floor Plan is Open Concept with the Great Room, Kitchen and Dining Room all Open. Great Room has a 20' Ceiling with a Balcony open from the upstairs. The Primary Suite is Spacious with a Whirlpool Tub, Separate Shower and Walk in Closet. Bed Room 2 and 3 have generous Closets and Large Windows. The Inside Downstairs Laundry Room has built in Cabinets and Storage. Roof was installed 6/2021. Close Proximity to I-4, Shopping, Sanford, New Smyrna Beach, Disney, Seaworld and Advent Health Hospital and Orlando Health Lake Mary Hospital. A beautiful Home ready for a new family.
Listing is courtesy of: RCI REAL ESTATE INC. (407-256-0123)
Listing Agent: Devin Greene (407-236-2380)
1722 MARKHAM GLEN CIR, LONGWOOD, FL 32779
$849,0001 Day on yellowkey MLS ID: O6414162
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2726 Built: 1997Monthly Fee: $100 Tax: $6,817 (2025)Community: Markham GlenSingle Family
Taxes:$6,817
Remarks: With over 4,400 sq. ft. under roof, this gorgeous 4 bedroom, 3 full bath pool home with over $75k in just finished upgrades has it all! Seller is offering up to a $20k credit for the new owner to add their personal touches. Situated on a full acre estate lot in one of the most desirable neighborhoods along Markham Woods Road, you'll enjoy all the best North Orlando has to offer and top notch Seminole County schools. At home, enjoy the privacy and serenity of being surrounded by lush greenery and sounds of nature. Within minutes, be in town with easy access to I-4 putting you at the doorstep of some of the most sought-after and exciting dining, shopping, and entertainment venues. This home boasts a new roof (2026), new plumbing (2026), new heat pump AC system (2026), newly re-tiled and refinished pool (2026), and re-screened pool enclosure (2026), and newer water heater (2024). Additional peace of mind comes from its concrete block construction and updated gutter system. The open concept living space allows for flexible use options and the extra large glass doors leading out to the 52 foot wide covered lanai make the space feel even more expansive. The lanai has a wet bar pre-wired with 220V for a cooking appliance, making a true outdoor kitchen well within reach. The sparkling pool dazzles from the main living areas, which is made even more impressive by the depth of the backyard. There's plenty of room to add an ADU with appropriate approvals. The Seminole Wekiva Trail runs directly behind the lot. Easily jump onto the trail for your morning walk or evening bike ride. High ceilings with knockdown finish (no popcorn) throughout. All 4 bedrooms feature wood laminate flooring and large closets. The ensuite primary bedroom has ample space for an office setup or searing area. The extra large 825 sq. ft. 3-car garage has a BMW EV charger (which works with other brands) conveniently located between the two garage doors for easy charging access on both sides. Solid across all 4 points (new roof / new AC / newer electrical panel / new plumbing) for insurability purposes and more manageable premium, this home's overall costs of ownership can be kept in check - especially since there is no sewer bill to pay. A central vacuum system adds to ease of maintenance. Call today for a private showing of this exquisite home!
Listing is courtesy of: DEGREE REALTY LLC (407-310-5456)
Listing Agent: Brandy Hill (407-310-5456)
125 RAINTREE DR, LONGWOOD, FL 32779
$410,0001 Day on yellowkey MLS ID: O6408649
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1671 Built: 1981Monthly Fee: $140 Tax: $4,407 (2025)Community: Springs Whispering Pines Sec 2Townhouse
Taxes:$4,407
Middle School: Milwee Middle
Remarks: Welcome to THE SPRINGS! This beautiful 3-bedroom, 2.5-bathroom townhouse is located in the highly desirable Whispering Pines Village. Step inside this bright and inviting two-story home featuring beautiful wood flooring throughout the living room, dining room, and primary bedroom. The spacious living room features a cozy wood-burning fireplace and opens to a private enclosed patio. The beautifully paved outdoor living space includes a fire pit and fenced backyard, creating the perfect setting for entertaining or unwinding. Beyond the backyard fence, you'll find Whispering Pines Village's private tennis court and community pool, offering a rare backyard-adjacent amenity experience that feels like an extension of your own outdoor space. The dining room has been thoughtfully converted into a private office, creating an ideal workspace for remote professionals or anyone needing a dedicated home office. The oversized primary suite is conveniently located on the first floor and features a walk-in closet. The primary bathroom offers dual vanities and a walk-in shower. Upstairs, you'll find two additional bedrooms and a full bathroom with a shower/tub combination. This home also provides abundant storage, including a large storage area beneath the stairs, as well as a separate indoor laundry room. The interior has been freshly repainted, and major updates provide peace of mind, including a roof installed in November 2020, AC replaced in 2021, and a newer water heater. Residents of The Springs enjoy exclusive access to the community's natural crystal-clear spring and river, along with an impressive collection of resort-style amenities. The Springs is a spectacular 24-hour guard-gated community with hourly patrols and resort-style amenities, including tennis courts, pickleball courts, a swimming pool, basketball court, horse stables, playground, clubhouse, RV and boat storage, walking and jogging trails, nature trails along the Little Wekiva River, picnic and barbecue areas, and the stunning natural spring. This vibrant community hosts year-round events and activities, including movie nights under the stars, holiday celebrations, food truck nights, and more. Located within a top-rated school district and offering convenient access to I-4, shopping, dining, major highways, amusement parks, outlet malls, and Florida's beautiful beaches, this home combines comfort, convenience, and an exceptional lifestyle. Schedule your private tour today!
Listing is courtesy of: U R HOME REALTY GROUP LLC (407-602-5377)
Listing Agent: Mia Diercks (407-595-5899)
210 WEEPING ELM LN, LONGWOOD, FL 32779
$470,00033 Days on yellowkey MLS ID: O6406186
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2076 Built: 1974Monthly Fee: $30 Tax: $4,245 (2024)Community: Springs The Shadowood Village Sec 2Townhouse
Taxes:$4,245
Remarks: Rare Opportunity in Shadowood Village at The Springs! Welcome to this spacious 3-bedroom, 2-bathroom townhome nestled in the heart of The Springs, a gated and guarded community. This charming home offers a bright and airy living space with soaring ceilings, creating an open and inviting atmosphere. Located at the end of a quiet cul-de-sac, it boasts a private front gated courtyard and a deep fenced backyard complete with two covered patios, perfect for outdoor entertaining. You'll also have easy access to the Shadowood Village Pool right from your backyard! Inside, enjoy the private screened atrium accessible from the dining room and both guest bedrooms, filling the home with natural light from the southeast exposure. The sunken living area features a two-sided fireplace, offering a cozy spot to relax. The primary bedroom includes its own private patio creating a peaceful retreat. The en suite bathroom features a large walk-in shower for added comfort. The Springs offers an array of community amenities such as nature trails, horse stables, boat/RV parking, tennis and pickleball courts, basketball, beach access, springs, river access, a clubhouse, and an additional community pool. This home comes with a termite bond provided by The Shadowood Village. With easy access to I-4, you’ll have quick commutes to two international airports, amusement parks, Lake Mary Business District, Historic Sanford, Historic Mount Dora, and Downtown Orlando. This home has been meticulously maintained with a HVAC (February 2021), Roof (September 2023), Repipe (2023), Water Heater (2023). Updated Bathrooms (2023). Interior Painted and Popcorn removed (2023), Laminate (2024), Interior and Exterior door hardware (2024), Exterior Painted (2024), New Carpet (2025), New Refrigerator (2026). This listing includes a Home Warranty! This rare find is one-of-a-kind! Don’t miss out – call today to schedule a showing before it’s gone!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Joseph Pacholski (407-761-5901)
1808 WINGFIELD DR, LONGWOOD, FL 32779
$799,90015 Days on yellowkey MLS ID: O6411497
0 Days Off yellowkey (back on 6/11/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4440 Built: 1984Monthly Fee: $104 Tax: $11,518 (2025)Community: Wingfield Reserve Ph 1Spa: YesSingle Family
Taxes:$11,518
Remarks: 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.
Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)
Listing Agent: Heather Unger, Pa (407-810-6304)
208 ORANGE RIDGE CIR, LONGWOOD, FL 32779
$759,90061 Days on yellowkey MLS ID: O6394394
1 Days Off yellowkey (back on 6/2/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2847 Built: 1984 Tax: $4,035 (2024)Community: Orange Ridge FarmsSpa: YesSingle Family
Taxes:$4,035
Remarks: Under contract-accepting backup offers. Tucked away on over 1.3 acres beneath a canopy of majestic trees, this exceptional residence offers a rare blend of refined living, privacy, and timeless elegance—without the constraints of HOA living. Ideally located off Long Pond Road and Markham Woods Road, this is Central Florida luxury at its most serene The property offers a 4-bedroom, 2.5-bath split floor plan, an oversized two-car garage, and an additional detached garage/workshop. The spacious kitchen features modern wood cabinetry and granite countertops. Amenities include a heated saltwater pool with spa, a Florida room adjacent to the family area complete with custom built-in bookcases (currently serving as a large office with panoramic backyard views), cathedral ceilings with recessed lighting throughout, and a brick wood-burning fireplace in the great room. A separate stand-alone building with water access and partial electrical infrastructure provides potential for conversion into in-law quarters or income property. Additional upgrades comprise a new roof (2019), solar panels-fully paid (2019), Tesla Power Wall (2025) for continuous electricity supply, double-pane storm-rated windows and doors (2020), new A/C unit (2014), upgraded flooring (2024), Hardy Plank siding (2026), and other enhancements. The grounds feature mature oak trees on a generous 1.3+ acre lot. No HOA dues. Perfectly positioned just minutes from the Seminole/Wekiva Trail and zoned for top-rated Heathrow/Lake Mary schools, this residence offers both exclusivity and convenience. A rare offering where space, sophistication, and lifestyle converge.
Listing is courtesy of: PARKER REALTY GROUP (407-845-0333)
Listing Agent: Ed Parker (407-617-0356)
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,00057 Days on yellowkey MLS ID: O6399964
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 7696 Built: 1990Monthly Fee: $104 Tax: $11,667 (2024)Community: Wingfield Reserve Ph 3Spa: YesSingle Family
Taxes:$11,667
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: At the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale and natural serenity in the desired Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private gates and a brick paver circular drive introduce a dramatic arrival, where a grand porte-cochere and expansive six-car motor court set the tone. Inside, the home has been completely reimagined through a comprehensive renovation, unveiling soaring ceilings, walls of glass and abundant natural light. A striking 5-by-8-foot pivot door opens to a refined foyer with porcelain tile and white oak flooring, immediately drawing the eye to the shimmering pool and tranquil pond beyond. Designed for grand entertaining and effortless living, the main areas unfold in a seamless open-concept layout. With 14-foot ceilings and expansive living, dining, family and kitchen spaces flowing together, the home offers impressive volume and connectivity. Anchoring the heart of the home, a dramatic double-sided wood-burning fireplace creates a warm focal point between kitchen and family room. The chef’s kitchen is a showpiece, featuring Wolf appliances, built-in refrigeration and an oversized island with seating for six, finished with elegant waterfall-edge countertops. Outdoor living is equally captivating. A vast travertine lanai transitions to an oversized resort-style pool, all set against a breathtaking backdrop of water and untouched conservation. Nearly every room is oriented to capture these remarkable views, creating a constant connection to the landscape. The primary suite is a sanctuary of grand scale, offering serene water and wooded vistas. Its bespoke bath features leather-finished stone countertops, dual vanities, a soaking tub, and picture windows framing the natural setting. A spa-inspired steam shower with multiple shower heads and a built-in bench completes the experience. Dual custom walk-in closets elevate functionality, one with a center island and scenic window, the other concealing a hidden safe room. Versatility defines the additional spaces. A dedicated office with walk-in closet and direct bath access can serve as an additional bedroom. A generously sized bonus room is ideal for a home theater, library or lounge, while a separate gym with luxury vinyl flooring can easily function as a second office. A thoughtfully positioned flex space between the main residence and guest quarters opens to the lanai and pool bath, ideal for a cabana lounge or wellness retreat. The guest quarters is a residence unto itself, featuring two bedrooms, two baths, a spacious great room, full kitchen with center island, separate motor court access, and its laundry, offering exceptional accommodations for guests or multigenerational living. Homes of this caliber rarely come to market. The extensive renovation, remarkable scale, and exceptional attention to detail are paired with Seminole County’s desirable locations. Zoned for top-rated schools and ideally positioned near Longwood and Lake Mary, with convenient access to major highways, regional hospitals, airports, beaches and Central Florida’s world-renowned attractions, this is a legacy property that defines elevated Florida living.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
1833 CROWLEY CIR, LONGWOOD, FL 32779
$560,000149 Days on yellowkey MLS ID: O6369834
REDUCED by $14,900 (2.6%) on 05/22/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2742 Built: 1985 Tax: $5,474 (2024)Community: Mandarin Sec 5Single Family
Taxes:$5,474
Remarks: Virtually Staged. Welcome to 1833 Crowley Circle, a beautifully maintained POOL home offering comfort, freedom, and an unbeatable location — with NO HOA! This inviting property features a private backyard oasis with a lovely pool, perfect for Florida living and entertaining year-round. Enjoy peace of mind knowing the home has been thoughtfully updated, including a full replumb completed 4 years ago, new breaker boxes 4 years, a new pool pump 4 years, and an AC compressor replaced approximately 5 years ago. Stunning fireplace featured in living room to keep the whole family cozy. Enjoy the amazing kitchen in the heart of the home with serving window, breakfast bar area, and extra pull out pantry space! Ideally situated just one mile from the Seminole Wekiva Trail, this home is perfect for outdoor enthusiasts who love biking, walking, and nature, while still being close to everyday conveniences. Near major roadways including I4 making commute to theme parks, downtown, Orlando or Sandford International airports, beaches, and so much more! Whether you’re relaxing poolside, hosting friends, or enjoying nearby trails, 1833 Crowley Circle delivers the perfect blend of lifestyle, location, and long-term value. Don’t miss this opportunity to own a move-in-ready pool home! Easy to show so come see today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Christina Rampersad (407-995-6788)
309 HICKORY DR, LONGWOOD, FL 32779
$520,0008 Days on yellowkey MLS ID: O6413953
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1852 Built: 1976Monthly Fee: $54 Tax: $3,232 (2025)Community: Sweetwater Oaks Sec 06Single Family
Taxes:$3,232
Remarks: Virtually Staged. NEW ROOF Prior to closing on this Move-In Ready Pool Home in Sweetwater Oaks! 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.
Listing is courtesy of: CHAMBERLAIN REALTY LLC (407-542-3033)
Listing Agent: Carol Pennington (407-335-0907)
36 STONE GATE S, LONGWOOD, FL 32779
$1,100,0009 Days on yellowkey MLS ID: O6413256
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3443 Built: 1991Monthly Fee: $17 Tax: $10,594 (2025)Community: Ravensbrook 2Nd AddSpa: YesSingle Family
Taxes:$10,594
Remarks: Virtually Staged. Offered 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.
Listing Agent: Amanda Salazar (407-917-0706)
3996 RADLEY CT #3996, LONGWOOD, FL 32779
$225,000213 Days on yellowkey MLS ID: O6358122
REDUCED by $10,000 (4.3%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 1988Monthly Fee: $522 Tax: $2,453 (2025)Community: Wekiva Hunt Club CondoCondo
Taxes:$2,453
Remarks: Virtually Staged. Do not miss this excellent opportunity to buy the best priced unit in nicest condo complex in Wekiva! Light and bright 2 bedroom, 2 bath condo in the highly desirable Wekiva Hunt Club community is now available. This second floor unit overlooks the lush gardens and welcoming pool. The view from the screened porch is both private and serene. This condo neighborhood is unique with its landscaped courtyards and private staircases to the upstairs condos. All gives a welcoming feeling of a vacation resort! Come inside to an open and spacious floorplan with vaulted ceilings. The great room includes a wood burning fireplace for those winter evenings, along with a built in wet bar for entertaining. A well designed split plan places the bedrooms with ultimate privacy in mind. All appliances stay including the washer and dryer. Parking is no problem here with a private garage for each unit and guest parking just across the courtyard. For those who want an easy lifestyle, the HOA covers the pool, lawn, exterior maintenance along with your cable TV. Wekiva is a picturesque and beautiful area of Longwood with 23 miles of wooded trails, a golf course, pickle ball courts, tennis courts and a community center. Wekiva Springs State Park is close by as well. Excellent Schools too! Come and embrace the easy Florida lifestyle of Wekiva Hunt Club!
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Dee Morgan (407-616-5526)
3116 CLUBSIDE DR, LONGWOOD, FL 32779
$215,0003 Days on yellowkey MLS ID: O6413117
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $44 Tax: $2,537 (2025)Community: Clubside At Sabal Point A CondoSpa: NoCondo
Taxes:$2,537
Remarks: Virtually Staged. This beautifully appointed and updated condo features new kitchen cabinets and granite countertops, TWO bedrooms each with an ensuite bath and huge walk in closet plus linen closes, and a spacious great room that looks out to the screen rear porch and tranquil green space. There is a half bath and large closet in the foyer and a laundry room with washer and dryer. Excellent Seminole County schools and easy access to shopping, dining, golf and I-4 makes this a prime location. Welcome to Clubside at Sabal Point in desirable Wekiva Springs! This updated 2-bedroom, 2.5-bath end-unit condo offers an abundance of natural light and a convenient first-floor location. The spacious great room flows seamlessly to a tranquil screened back porch through sliding glass doors, creating the perfect space to relax or entertain. The beautifully updated kitchen features new cabinetry and a functional layout ideal for everyday living. A thoughtfully designed split floor plan provides privacy, with two en suite bedrooms perfect for roommates or multigenerational living. A convenient hall half-bath and laundry closet are located just off the foyer. With great updates, an excellent layout, and priced to sell, this one is not to be missed!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)
Listing Agent: Kathleen Bousquet (508-982-7879)
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