Location: Longwood
Do Not Show Listings
880 BRANTLEY DR, LONGWOOD, FL 32779
$2,800,00031 Days on yellowkey MLS ID: O6402900
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5435 Built: 1998 Tax: $21,736 (2024)Community: Acreage & UnrecSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$21,736
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2024
Middle School: Rock Lake Middle
Remarks: Once-in-a-lifetime opportunity to own a privately gated estate on acreage(12 total acres, approx 3 dry) along the pristine shores of Lake Brantley. This astounding 5-bedroom, 5.5-bath estate welcomes you through a striking private gated entrance, featuring a grand circular driveway, lush landscaping, and a tranquil fountain. Enjoy the pinnacle of true privacy with seemingly endless land. Thoughtfully designed, the home showcases elegant formal living and dining rooms, along with a private office complete with custom built-ins. Upon arrival, the soaring ceilings showcase an open and airy floor plan with loads of natural light throughout. The spacious primary suite, located on the west wing, offers a luxurious retreat with a jetted tub, while two additional bedrooms—each with en-suite baths—are positioned on the east wing for added privacy. Upstairs, a secluded guest suite provides its own bedroom, bathroom, and living area. At the heart of the home, the expansive kitchen overlooks the family room and opens seamlessly to the pool and covered patio, creating an ideal space for everyday living and entertaining, all with incredible views of Lake Brantley. Additional highlights include an oversized game room, a secondary living room, and a dedicated private guest bedroom with an en-suite bath. The outdoor living space is meticulously crafted for both privacy and entertaining, featuring a resort-style cabana with granite countertops, a commercial-grade grill, fireplace, ice maker, beer tap, refrigerator, and built-in TV; all with breathtaking vistas and the privacy only acreage can offer. An exceptional setting designed for refined entertaining and unforgettable moments. Embrace the lakefront lifestyle—whether boating, skiing, or simply unwinding as breathtaking sunsets paint the horizon. A charming wood dock extends to your second private dock, complete with a lift and covered space, offering both convenience and elegance. Indulge in the serene ambiance as gentle waters ripple along the shoreline, creating a sense of tranquility unique to this one-of-a-kind residence. Enjoy leisurely afternoons on the pristine 288-acre lake, known for its crystal-clear waters and rare sandy-bottom shoreline—ideal for fishing, skiing, or peaceful relaxation. As evening falls, savor a glass of wine from your reserved sunset vantage point, where the golden hues give way to moonlit reflections dancing across the water. Perfectly positioned in a highly desirable location, this residence offers effortless access to premier shopping, fine dining, major thoroughfares, and top-rated schools. Must be seen to be believed. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
201 S SWEETWATER COVE BLVD, LONGWOOD, FL 32779
$930,000240 Days on yellowkey MLS ID: O6349070
Bed: 5 Bath: 3.0 Gar: 6 Liv Area Sq Ft: 6396 Built: 1976Monthly Fee: $54 Tax: $13,593 (2024)Community: Sweetwater Oaks Sec 07Spa: NoSingle Family
Taxes:$13,593
Remarks: Short Sale. Motivated Seller! Welcome to this beautiful WATERFRONT 5 Bed/ 3Bath Home with BRAND NEW ROOF and at 1.26 Acre Lot on Sweatwater Creek. With close to 6500 square footage, this house provide spacious and comfortable living space. House also features separate dining room, extra office/flex room, and upstair loft. Car garage can fit in around 6 cars and Circular paver driveway provide plenty of space for parking and easy access to the main road. This house features a lot of luxury custom designs, especially in kitchen and ding areas. The state-of-the-art kitchen has been completely remodeled with all new custom cabinets and fully equipped with all Viking, high-end stainless-steel appliances, including a professional 6 burner gas cook top with double ovens, a professional series hood, an additional wall oven, 2 dishwashers, a wine refrigerator, microwave and two sub-zero refrigerators. Dining room that overlook the screen swimming pool and backyard is stunning with all custom cabinets and solid stone counter table. Dive in the extra long swimming pool and relax and cool with friend and family in summer heat or spend quality time at the spacious outdoor living area with peaceful water views of the natural creek and landscaping. This breathtaking home is nested in sought-after Sweetwater Community that has access to a community dock, playground, tennis courts and beautiful Lake Brantley. Make this beautiful home yours. Schedule a private showing today and make this beautiful home your new residence... Matterport 3D tour are available on Zillow and MLS for virtual tour and provide room measurements.
Listing is courtesy of: KN PREMIER REALTY, INC (407-668-8888)
Listing Agent: Guanhua Zhang (407-668-8888)
1508 CANARY ST, LONGWOOD, FL 32750
$345,00029 Days on yellowkey MLS ID: O6402841
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 1973 Tax: $1,210 (2025)Community: Sky Lark SubSingle Family
Taxes:$1,210
Elementary School: Highlands Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 1508 Canary Street in Longwood! This charming 4-bedroom, 2-bath home features a desirable split floorplan, offering both privacy and functionality for everyday living. With no HOA, you’ll enjoy the freedom to truly make this property your own. Step outside to a spacious, fully fenced backyard with mature trees, perfect for relaxing, entertaining, or letting pets roam freely. Whether you're hosting gatherings or simply enjoying a quiet evening at home, this outdoor space offers endless possibilities. Air conditioning, water heater, electric and plumbing have been updated. Conveniently located near shopping, dining, and major roadways, this home is a great opportunity to enjoy comfortable living in the heart of Longwood.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Dawn Grigsby (407-970-9051)
2113 SILVER LEAF CT, LONGWOOD, FL 32779
$1,800,00038 Days on yellowkey MLS ID: O6401270
0 Days Off yellowkey (back on 5/1/2026)
Bed: 7 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 7973 Built: 1986Monthly Fee: $104 Tax: $14,623 (2024)Community: Wingfield Reserve Ph 2Spa: YesSingle Family
Taxes:$14,623
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. Welcome to 2113 Silverleaf Court! This is a once in a lifetime opportunity to own this Custom, Private Luxury Estate in Longwood’s Wingfield Reserve community, an upscale community of over 180 homes on oversized lots of at least 1 acre located inside the Prestigious Markham Woods Corridor! This one-of-a-kind custom luxury estate residence offers 7 oversized bedrooms, 5 full bathrooms, 7,793 square feet of living space which includes an 800 square foot indoor sports court, a 600 square foot home second floor bonus room with multi-use capabilities & includes a sauna, a primary suite that totals over 1,500 square feet & has direct elevator access. There is also an additional 600 square foot loft, a 3-car attached garage and the kind of architectural presence and resort style outdoor living that is one of a kind! The outdoor pool and entertainment area itself is approximately 3,000 sqft & can accommodate as many guests as you would like to host! Every inch of this home was imagined, designed and built to perfection. From the moment you arrive, the grand porte cochere entrance, paver circular driveway, and stately front elevation create a true estate feel. All of your family, friends and guests are sure to be impressed from the moment they arrive. Inside, the home opens to a massive and luxurious foyer with soaring ceilings, large but comfortable main living spaces, abundant natural light, and an unforgettable sense of scale throughout. This is an entertainer’s dream, designed for both impressive gatherings and comfortable everyday living. Outside, the property transforms into a private resort. The entire outdoor entertainment area was renovated recently, creating a spectacular setting for gatherings and relaxation alike. The 52,000-gallon saltwater pool features a waterfall, two fountains, and a heated spa, & a 9.5-foot-deep end, while the backyard is fully enclosed by concrete block and stucco wall fencing for a rare level of privacy. One of the home’s most unique features is the indoor sports court, accessible from the outdoor pool and entertainment area and currently equipped with a basketball hoop while also offering flexibility for volleyball, pickleball, handball or other recreational uses. Back inside, the chef’s kitchen is as functional as it is beautiful, featuring custom cabinetry, stone countertops, a custom cooktop installed in 2026, & all the space you need! The kitchen flows seamlessly into the home’s expansive gathering spaces, making it ideal for hosting on any scale. The primary suite includes 3 balconies, 3 closets and a second laundry room totaling close to 1500 square feet by itself! The remodeled primary bathroom was updated recently & features dual vanities, a sky light, a freestanding soaking tub, a private balcony and 3 closets! This home also offers the peace of mind with major updates, including 5 HVAC systems including one recently installed in 2026, updated electrical panels, Aqua Ox whole house water filtration system installed in 2024, several windows & doors replaced in 2021, interior painting completed in 2025 & 2026 and an artesian well for irrigation! We have also completed a 4-Point Inspection and Wind Mitigation report for your peace of mind. Zoned for Woodlands Elementary, Markham Woods Middle, and Lake Mary High School, 2113 Silverleaf Court is a once in a lifetime opportunity to own an unforgettable estate where architectural grandeur, privacy, and luxury lifestyle come together in spectacular fashion.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
498 N PIN OAK PL #306, LONGWOOD, FL 32779
$150,00044 Days on yellowkey MLS ID: O6399772
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 823 Built: 1991 Tax: $179 (2024)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$179
Elementary School: None
High School: None
Middle School: None
Remarks: Short Sale. This bright and airy 1-bedroom, 1-bath condo sits on the 3rd floor, giving you the advantage of higher ceilings that make the space feel open, spacious, and full of natural light. Inside, you’ll find a comfortable layout that’s perfect for low-maintenance living—whether you’re a first-time buyer, downsizing, or looking for a great investment. The elevated position offers added privacy and a quieter atmosphere, making it a perfect place to unwind at the end of the day on your own private balcony. Step outside your front door and enjoy a community designed for lifestyle. Take a refreshing dip in the pool, stay active in the fitness center, or meet neighbors and friends at the clubhouse. All of this set within the desirable Wekiva Springs area, known for its natural beauty, parks, and convenient access to shopping, dining, and major roadways.
Listing is courtesy of: YOU HAVE REALTY LLC (407-707-9557)
Listing Agent: Viv Lehman (407-733-4700)
888 LONGDALE AVE, LONGWOOD, FL 32750
$270,000181 Days on yellowkey MLS ID: O6361212
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1667 Built: 1970 Tax: $8,995 (2024)Community: Lake Wayman Heights Lake AddSingle Family
Taxes:$8,995
Remarks: Under contract-accepting backup offers. Short Sale. Back on market..buyer backed out prior to final approval. Wont take long for reapproval. This charmer 4-bedroom, 2-bath home is a fantastic find! The one-car garage has been thoughtfully converted into a fourth bedroom, giving you extra room for guests, family, or a home office. Enjoy a large backyard plus a detached structure with plumbing already installed—ideal for a guest suite, studio, office, or more. Major updates are already done: roof (2021), AC compressor (2021), AC fan motor (Dec 2021), updated electrical panel, and full replumbing. Move-in ready but some repairs needed. Buyer and buyer agent to verify all data/measurements.
Listing is courtesy of: CFRP REALTY LLC (407-682-8686)
Listing Agent: Tonya Giddens (321-277-3291)
2471 JENNIFER HOPE BLVD, LONGWOOD, FL 32779
$2,250,000100 Days on yellowkey MLS ID: O6379950
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3788 Built: 1984Monthly Fee: $58 Tax: $14,473 (2024)Community: Jennifer EstatesSpa: YesSingle Family
Taxes:$14,473
Elementary School: Wekiva Elementary
Middle School: Teague Middle
Remarks: This luxury lakefront estate on Lake Brantley delivers the ultimate Central Florida waterfront lifestyle. Originally built in the 1980s and completely reimagined, the home features a new roof (2020), fully repiped plumbing, natural gas, a new gas water heater, and dual HVAC systems (2018). Interior upgrades include a brand-new chef’s kitchen with 42” cabinetry, Cambria quartz countertops, double wall ovens, cooktop with pot filler, under-counter microwave, wine refrigerator, and premium appliances. An oversized island and dining area that was meant for entertaining. All bathrooms have been remodeled down to the studs. High-impact PGT windows and sliders, high-end wood flooring in the bedrooms, large-format tile everywhere else. The tongue-and-groove porch ceilings, both upstairs and down, elevate the modern coastal design. The downstairs game room includes a wetbar, pool table, and views of the lake. The additional downstairs bedroom is oversized and provides flexible living space. Outdoor living is unmatched: refinished pool (2021), new pool equipment, custom-built wood-fired pizza oven, built-in grill station, whole-home audio (inside and out), multi-camera security, 24’ x 40’ putting green, and 30’ x 40’ basketball court, fire pit with sitting area, and sandy beaches. The rebuilt dock, boathouse, and 7,500-lb boat lift provide turnkey access to this 287-acre private, spring-fed lake - ideal for wake surfing, boating, paddle boarding, and fishing. This is a rare opportunity to own a turnkey direct frontage home on one of Longwood’s most sought-after lakes. Resort-style living. Fully upgraded. Move-in ready. Make your appointment to take a look today.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Danielle Pensala (407-529-5752)
121 GOLF CLUB DR, LONGWOOD, FL 32779
$375,00059 Days on yellowkey MLS ID: O6395212
1 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2107 Built: 1983Monthly Fee: $622 Tax: $2,778 (2024)Community: Wekiva Country ClubCondo
Taxes:$2,778
Remarks: Under contract-accepting backup offers. Discover the perfect blend of space, style, and location in this beautifully updated townhome-style condominium featuring an oversized garage and a highly desirable first-floor primary suite. Soaring ceilings create an airy, open feel, enhanced by a dramatic floor-to-ceiling fireplace and a striking mirror accent wall, while the enclosed lanai adds additional living space to relax or entertain. The versatile loft offers endless possibilities for a home office, library or fitness nook. Enjoy stainless steel appliances, a charming front patio perfect for morning coffee, and access to a refreshing community pool. Ideally situated within walking distance to shopping, dining, and the Seminole County Public Library West Branch, and just minutes from outdoor adventures at Wekiwa Springs State Park and golf at Wekiva Golf Club, this home offers the lifestyle you’ve been looking for in one of the area’s most sought-after communities. Roof 2025, Exterior Painting scheduled for 2026, HVAC replaced 2020.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
8311 OLYMPIA CT #8311, LONGWOOD, FL 32779
$187,990112 Days on yellowkey MLS ID: O6380695
REDUCED by $8,000 (4.1%) on 04/28/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $1,985 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,985
High School: Lyman High
Remarks: Don’t miss out on this opportunity!! This is a condo located in the beautiful Sabal Point community in Longwood. As you enter the front door the there is a laundry room and a half bath to the left and a large closet straight ahead. Featuring two well appointed primary bedrooms. The two primary bedrooms each feature ensuite bathrooms, one with a shower and one with a tub. Each bedroom also features large walk-in closets. No Carpet at all tile flooring throughout the unit. A balcony perfect to enjoy and relax every day. Unit is located like a 2nd floor because the first floor is underneath. HOA fee included, all exterior maintenance, pest control, water, trash, and landscaping. The community offers a well equipped clubhouse, fitness center and community pool. Nearby restaurants, shopping, park and outdoor recreation in Longwood for your convenience, and just minutes from I-4. Don’t miss out on this rare opportunity. Come see it today!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Laura Ramos, Pa (786-308-0803)
182 PARSONS RD, LONGWOOD, FL 32779
$925,00095 Days on yellowkey MLS ID: O6383972
1 Days Off yellowkey (back on 3/24/2026)
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4221 Built: 1960 Tax: $9,654 (2024)Community: NoneSpa: YesSingle Family
Taxes:$9,654
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated six-bedroom, five-and-a-half-bathroom resort-style home offering 4,221 square feet of thoughtfully designed living space on an expansive 1.36-acre lot in the highly desirable Markham Woods area of Longwood. From the moment you enter, the split floor plan, abundant natural light, and wood-grain tile flooring throughout create an open and inviting atmosphere. The flexible layout offers exceptional versatility with three additional bonus rooms ideal for a home office, playroom, fitness space, or creative studio. Recessed lighting and ceiling fans throughout enhance both comfort and style, while the main living area is anchored by a stunning electric fireplace with decorative shiplap trim and brand-new sliding glass doors that open seamlessly to the outdoor living spaces. Significant upgrades provide peace of mind and modern efficiency, including a whole-house solar panel system installed in 2025, updated electrical and plumbing systems, a new roof in 2022, HVAC replaced in 2021, mini-split systems added to the in-law suite in 2025, and a water heater installed in 2023. Fully renovated bathrooms throughout the home add a fresh, contemporary feel. The beautifully updated kitchen blends modern style with everyday functionality, featuring white shaker-style cabinetry, granite countertops, stainless steel appliances including double ovens, a wine refrigerator, and a dramatic waterfall granite island that provides both workspace and seating. The kitchen flows seamlessly into the surrounding living and dining areas, making it ideal for both entertaining and daily living. The primary suite serves as a private retreat, complete with a spacious walk-in closet and a beautifully appointed ensuite bathroom featuring separate quartzite vanities and a large walk-in tiled shower. French doors provide direct access to the pool area, creating a seamless indoor-outdoor lifestyle. A recently renovated in-law suite offers outstanding flexibility for multigenerational living, guests, or potential rental opportunities. The suite features a private entrance and parking area, its own kitchen with stainless steel appliances, washer and dryer, walk-in closet, tiled shower with single vanity, and a dedicated screened lanai. Outdoor living truly shines with a resort-style backyard designed for relaxation and entertaining. The screened saltwater pool and spa are complemented by a cold plunge, summer kitchen with beverage refrigerator, and multiple screened outdoor living spaces perfect for gatherings. The property also includes garden irrigation, a hydroponic garden, and mature pine, oak, and fruit trees that enhance the tranquil natural setting. Additional highlights include a tandem three-car garage and a private setting on over an acre with ample space for recreation, gardening, or outdoor enjoyment. Ideally located, this home is just minutes from top-rated Seminole County schools, six minutes to the Jones Trailhead of the Seminole Wekiva Trail, 14 minutes to Sylvan Lake Park, and 17 minutes to Wekiwa Springs State Park. With easy access to Interstate 4 and close proximity to restaurants, grocery stores, and retail, this exceptional property offers the perfect balance of privacy, convenience, and resort-style living. Roof – 2022 | HVAC – 2021 | Mini Splits – 2025 | Water Heater – 2023 | Solar System – 2025 | Electrical – Updated | Plumbing – Updated
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Amy Turner (407-803-3885)
1469 GRACE LAKE CIR, LONGWOOD, FL 32750
$560,000215 Days on yellowkey MLS ID: O6355680
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2174 Built: 1982Monthly Fee: $40 Tax: $5,031 (2025)Community: North CoveSingle Family
Taxes:$5,031
Remarks: An ideal blank canvas for those seeking top-rated schools and a fantastic neighborhood! This 4-bedroom, 2.5 bath home features a screened-in pool, a cozy family room with beamed ceilings, and tile flooring throughout. The expansive sunroom, complete with a kitchen service window, is perfect for relaxing or entertaining. The large primary suite includes a spacious closet and an en suite bathroom. With a 2-car garage,this home sits on a desirable corner lot with mature tree coverage, a lovely manicured lawn in the highly sought after North Cove community.
Listing is courtesy of: MOREHOUSE REALTY INC (407-331-4444)
Listing Agent: Alvin Moore (407-331-4444)
457 VICTOR AVE, LONGWOOD, FL 32750
$529,90036 Days on yellowkey MLS ID: O6401745
0 Days Off yellowkey (back on 4/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2071 Built: 1957 Tax: $3,304 (2025)Community: Rolling HillsSingle Family
Taxes:$3,304
Elementary School: Altamonte Elementary
Remarks: This is one of those homes that buyers wait for, a rare opportunity to own a one-of-a-kind mid-century gem where nature, land and character come together. Tucked into one of Longwood’s unique locations set along the former 10th hole of the historic Rolling Hills golf community, this home is among rolling green space, water views of Lake Jeanette and established mature landscaping. On over half an acre in a designated golf cart community with no HOA, this retreat offers privacy and connection to nature while being just minutes from Interstate 4, shopping, restaurants and everything you need in the heart of Longwood. A long driveway shaded by mature trees creates a welcoming arrival, while a private canopy of trees sets the peaceful setting found throughout. The outdoor lifestyle begins the moment you arrive. A garden-inspired landscape welcomes you with greenery, a fire pit gathering area and detached storage shed ideal for gardening or creative projects. Multiple outdoor spaces create a park-like setting designed for relaxing, entertaining and enjoying the outdoors. With a front garden retreat, private pool, backyard patio overlooking rolling hills, and side-yard screened-in patio space, you won't want to leave home! Made for easy Florida living, the screened-in saltwater pool offers a private sanctuary framed by distinctive mid-century arches. Relax in a hammock, feed the ducks or enjoy poolside gathering. Winding pathways connect seating areas, brick patios, covered spaces and quiet corners beneath mature trees, creating the ideal outdoor retreat. A breezeway connects the home to the oversized detached two-car garage, adding function and charm. The oversized garage includes a dedicated workshop space for hobbies, storage and projects. A separate dedicated golf cart garage adds convenience and reflects the neighborhood’s laid-back lifestyle. There's also a front parking area providing ample room for trailers, recreational equipment, work vehicles or additional storage needs, another advantage of living in a no HOA community. Inside, natural light pours through large windows, highlighting the residence’s mid-century charm and thoughtful updates. Arched openings, wood ceilings and built-in shelving enhance the home’s character, while wood flooring complements the timeless design. The living and dining spaces flow into a kitchen featuring rich cabinetry, exposed wood detail, brick accents and expansive windows that bring the surrounding greenery indoors. The layout includes three bedrooms, two baths (one is dual entry) and walk-in closets in every bedroom. The area is known for its open green space, walkable streets and being an active lifestyle neighborhood, including an annual holiday golf cart parade! The surrounding space creates a peaceful, almost country-like setting while remaining close to everything. Significant updates include new roof (2024), whole-home Generac propane generator (2020), new drain field (2022), new electric water heater (2023), new kitchen windows (2023) and new pool enclosure screens (2024). Additional improvements include waterproof laminate flooring (2022), paint/trim, baseboards, blinds/drapes, ceiling fans and garage door openers (2021), foyer tile (2026) and exterior garage lighting (2026). The home also includes an active transferable termite bond. With phase one of the Rolling Hills Community Park underway, this amazingly unique home offers lifestyle, location and lots of future potential.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Melissa Flores (407-399-2650)
114 JUNIPER LN, LONGWOOD, FL 32779
$460,000136 Days on yellowkey MLS ID: O6373571
1 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2049 Built: 1972Monthly Fee: $229 Tax: $1,379 (2025)Community: Springs Glenwood Village Sec 1 Rev TheTownhouse
Taxes:$1,379
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Quality that speaks for itself. Pride of ownership and style combine to showcase this incredible home, nestled on a quiet cul-de-sac within the 24-hr guarded gates of The Springs community in Longwood. With ideal proximity to I-4 and shopping & dining, it seems too good to be true that this neighborhood could provide such natural wonder. A bubbling natural spring & waterfront complex, RV and recreational vehicle storage, Horse stables, community pool, clubhouse and more are included in your HOA amenity package. This home specifically boasts luxury materials and upgrades. Large format Tile, double-sided fireplace, wet-bar, additional built in counter space and storage. Chef's kitchen with cooking island with range with range hood. The eat-in space off the kitchen elevates the space and welcomes you into the centrally located atrium-feeling patio. It is only fitting that this home has an oversized primary bedroom with separate private patio, walk-in closet with built-in features, and a primary bathroom that feels more like your own private spa retreat. The open floor plan coupled with the volume and vaulted ceiling gives this space a bold and regal vibe. A quiet and private entryway cozied into nature sets the tone when you arrive to your front door. Special appointments such as plantation shutters, Automatic remote blinds, tankless water heater, and a mini-split cooled Florida room space provide that "cherry-on-top" experience. This is a certified MUST-SEE. Location, quality, lifestyle, luxury, character.
Listing Agent: Jeremy Mazza (407-574-9859)
341 FERDINAND DR, LONGWOOD, FL 32750
$419,900159 Days on yellowkey MLS ID: O6368934
2 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1667 Built: 1980Monthly Fee: $29 Tax: $4,490 (2024)Community: Columbus HarbourSingle Family
Taxes:$4,490
Remarks: Welcome to Columbus Harbour and this charming 3-bedroom, 2-bathroom home offering 1,667 sf of comfortable living space on a spacious .25 acre lot. Nestled in a tranquil neighborhood, this property combines privacy, convenience and lifestyle amenities. Enjoy peace of mind with a brand new roof and new driveway (2025), along with a fully fenced yard-perfect for outdoor entertaining, pets or gardening. The thoughtfully designed floor plan provides generous living areas and well sized bedrooms, ideal for both everyday living and hosting guests. Residents have exclusive access to a private boat ramp and tennis courts, making it easy to enjoy an active, outdoor lifestyle. Whether you're relaxing at home or taking advantage of the community amenities, this property offers the perfect balance of comfort and recreation. DON'T MISS THIS OPPORTUNITY to own a beautifully kept home in a serene setting with sought after amenities! *Information contained is deemed to be correct. All information to be confirmed by buyer and buyer's representative.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Kenneth Hearn (407-383-5261)
153 DUNCAN TRL, LONGWOOD, FL 32779
$515,00079 Days on yellowkey MLS ID: O6388268
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $22 Tax: $4,477 (2024)Community: Wekiva Hills Sec 07Single Family
Taxes:$4,477
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT. Don't skip this one because of the flood zone. No history of flooding + low insurance premium available. This is your opportunity to own one of Longwood's most distinctive homes at an unbeatable price per square foot. Welcome to 153 Duncan Trail, a private retreat on a generous 1/4-acre conservation lot with no rear neighbors. The three-level split layout creates natural separation of space rarely found at this price point. The main living area is centered around a fireplace and opens directly to the backyard deck. The remodeled kitchen (2017) flows alongside an elevated dining area that overlooks the living spaces below, adding architectural character throughout. The oversized primary suite occupies the upper level, a true private retreat with room for a sitting area or workspace, plus a sliding door opening to an elevated outdoor view above the covered porch. Two additional bedrooms are on the lower level. A spacious dinette, dedicated laundry room with washer/dryer, and epoxy-floored 2-car garage with built-in workbench complete the picture. Outside, an enclosed back porch leads to an open deck surrounded by conservation, ideal for morning coffee, evening relaxation, or gathering around the dedicated fire-pit area. MAJOR UPDATES: New architectural roof + gutters (2024) | Full PEX repipe (2024) | Carrier A/C (2022) | Water heater (2020) | Remodeled kitchen & bathrooms (2017) | Fresh interior paint (2025) | All systems serviced (Summer 2025). Space. Privacy. Peace of mind. Schedule your private showing today.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Liliana Lamadrid Sierra (321-527-4357)
1498 GRACE LAKE CIR, LONGWOOD, FL 32750
$649,990123 Days on yellowkey MLS ID: O6377495
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2066 Built: 1982Monthly Fee: $42 Tax: $2,531 (2024)Community: North CoveSpa: NoSingle Family
Taxes:$2,531
Remarks: PRICE IMPROVEMENT! BRING YOUR OFFERS. 4 Bedrooms | Pool | Fully Renovated | Low HOA - Only $500/Year. Completely Renovated Pool Home! Welcome to this beautifully renovated four-bedroom, pool home located in desirable Seminole County with a low HOA of just $500 per year. This home has been completely renovated from top to bottom, offering a modern, open layout designed for both everyday living and entertaining. The kitchen has been opened up and finished with high-quality materials, seamlessly flowing into the main living areas. Enjoy tile flooring throughout, a stunning brick fireplace, and timeless curb appeal with a classic brick exterior. Major systems have all been updated, providing peace of mind for years to come, including a brand-new roof, brand-new air conditioner, and brand-new pool screen enclosure. Step outside to your private backyard retreat featuring a sparkling pool, perfect for Florida living year-round. This home is truly move-in ready and offers an exceptional combination of quality, upgrades, and value in a sought-after Seminole County community. Schedule your private showing today—this is an absolute gem.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Chris Soucy (407-435-6491)
425 E JESSUP AVE, LONGWOOD, FL 32750
$444,99037 Days on yellowkey MLS ID: O6397582
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1835 Built: 2026Monthly Fee: $180 Tax: $172 (2026)Community: Casaluna TownhomesTownhouse
Taxes:$172
Tax Year: 2026
Remarks: Under Construction. nder Construction. Photos are virtually staged. Welcome to your dream home, where modern design meets everyday comfort. This brand new, custom built 3 bedroom, 2.5 bath townhome is thoughtfully crafted with exceptional attention to detail at every turn. From the moment you enter, soaring ceilings and an abundance of natural light create an inviting, open atmosphere that flows seamlessly into a spacious great room, perfect for both relaxing and entertaining. The open concept kitchen is designed to impress, featuring generous counter space and a layout that keeps you connected to the living and dining areas, ideal for hosting or enjoying daily life with ease. The primary suite offers a private retreat, complete with a spacious bedroom, dual walk-in closets, and a beautifully appointed en-suite bath. A split floor plan enhances privacy, while the additional bedrooms provide comfort for family or guests. A versatile den adds flexibility, making it perfect for a home office, media room, or additional living space. A 2-car garage ensures ample parking and storage, while the prime location places you just minutes from shopping, dining, entertainment, and close to the Longwood SunRail station Don’t miss your opportunity to own this stunning, custom townhome in the heart of Longwood, designed for the way you live today.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Adela Monroy (321-696-1001)
1025 BUCKSAW PL, LONGWOOD, FL 32750
$419,00066 Days on yellowkey MLS ID: O6393492
4 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2289 Built: 1988Monthly Fee: $37 Tax: $6,834 (2024)Community: Hidden Oak EstatesSingle Family
Taxes:$6,834
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Short Sale. Short Sale – Opportunity awaits! This home has been winterized and is ready for your vision. Property is being sold as-is and does not include appliances. The roof is approximately 8 years old. Located in a desirable community featuring a scenic pond, perfect for relaxing walks and enjoying the surroundings. Conveniently situated just minutes from Publix supermarket, pharmacy, and everyday essentials. Great potential for investors or buyers looking to customize a home to their taste. Don’t miss this chance to own in a well-located neighborhood!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jesse Sutton, Jr (321-805-7530)
106 HIDDEN OAK DR, LONGWOOD, FL 32779
$460,00036 Days on yellowkey MLS ID: O6401486
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2127 Built: 1973Monthly Fee: $175 Tax: $3,274 (2025)Community: The Springs Glenwood Village Sec 2Townhouse
Taxes:$3,274
Remarks: Tucked beneath a canopy of towering oaks on a quiet, tucked-away street, this 3-bedroom, 2-bath townhome in The Springs feels like a private retreat from the moment you arrive. A brick paver driveway and lush, mature landscaping set the tone, leading you through a gated entry courtyard that creates a sense of arrival—and just enough separation from the outside world. Inside, the home opens up in a way that immediately stands out. A sunken living room anchors the space, centered around a striking floor-to-ceiling stone fireplace that acts as both a focal point and a natural divider. It’s bold, warm, and unlike anything you’ll see in a typical townhome. The layout flows effortlessly from space to space, with a dedicated dining area and multiple living zones that give you flexibility to entertain, relax, or spread out. Natural light pours in from oversized sliders, drawing your eye out to a private patio space that feels more like an outdoor room—perfect for morning coffee or winding down at the end of the day. The kitchen offers generous counter space, solid wood cabinetry, stainless appliances, and a large window that keeps everything bright and connected. It’s functional, inviting, and positioned right where you want it—at the heart of the home. One of the standout features is the additional sunroom-style living space with vaulted ceilings and walls of glass. It’s the kind of room that adapts to you—lounge, office, plant haven, creative space—you decide. The primary suite is spacious and tucked away for privacy, while the additional bedrooms offer flexibility for guests, work-from-home setups, or whatever your lifestyle calls for. And then there’s The Springs. This guard-gated community is in a category of its own, offering access to a private natural spring with a sandy beach, miles of walking and biking trails, towering trees, and a setting that feels more like a nature preserve than a neighborhood. Add in tennis, pickleball, a community pool, horse stables, and a full calendar of events—and you start to understand why people move here and stay. All of this just minutes from I-4, shopping, dining, and everything you need—yet it feels completely removed from the noise. Unique. Private. Full of character. This isn’t just another townhome—it’s a space you actually feel.
Listing is courtesy of: METROPOLIS R.E. SOLUTIONS, LLC (407-282-1600)
Listing Agent: Melissa Hastings (407-408-7529)
111 ESSEX DR, LONGWOOD, FL 32779
$527,00044 Days on yellowkey MLS ID: S5147985
1 Days Off yellowkey (back on 4/24/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1978Monthly Fee: $23 Tax: $5,475 (2024)Community: Wekiva Hunt Club 2 Fox Hunt Sec 2Spa: NoSingle Family
Taxes:$5,475
Remarks: Under contract-accepting backup offers. Set within a highly desirable Longwood community, this 4-bedroom, 2-bath pool home offers a blend of comfort, thoughtful updates, and a lifestyle centered around both convenience and the outdoors. Inside, the layout is designed with intention. A split-bedroom floor plan creates separation and privacy, while the main living areas feel open and connected under vaulted ceilings with plenty of natural light. Recent improvements—including new flooring, fresh interior paint, and updated appliances—give the home a clean, modern feel from the start. The living space extends effortlessly outdoors, where a screened-in pool and patio create the perfect setting for relaxing afternoons or hosting friends. Native Florida landscaping surrounds the home, providing a beautiful, low-maintenance environment that fits seamlessly with the natural surroundings. The fully fenced backyard, along with an open easement behind the property, adds an extra sense of space and privacy. Practical features set this home apart, including an oversized 2-car garage with ample extra space, perfect for a workshop, additional storage, or hobby area., and a generator hookup already in place for added peace of mind. Beyond the home itself, the location truly stands out. You’re just minutes from Wekiva Springs State Park, known for its crystal-clear springs, kayaking, and scenic trails. The neighborhood also offers its own parks and walking paths, making it easy to enjoy the outdoors right at home. Plus, Wekiva Elementary—one of the area’s most sought-after schools—is just a short walk away. With easy access to shopping, dining, and major commuter routes, this home offers a well-rounded lifestyle in a location that continues to be in high demand.
Listing is courtesy of: LAROCQUE & CO., REALTORS (321-631-3715)
Listing Agent: Melissa Berge (321-501-1612)
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