Location: Longwood
Do Not Show Listings
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900470 Days on yellowkey MLS ID: O6280309
REDUCED by $25,100 (4.8%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1599 Built: 1993 Tax: $2,483 (2025)Community: Lake Vista At ShadowbaySpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,483
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Back on the Market! Welcome to Lake Vista at Shadowbay, a highly desirable community with NO HOA and NO restrictions! This beautifully maintained 3-bedroom, 2-bath home with a spacious 2-car garage offers 1,599 square feet of thoughtfully designed living space. Filled with natural light, the open and airy floor plan features vaulted ceilings, wood flooring and tile throughout, along with unique architectural details and built-in niches that add warmth and character. Enjoy both formal and casual living spaces, including an elegant dining room, inviting living room, and additional flexible areas that flow seamlessly together, perfect for everyday living and entertaining alike. Step outside to your oversized screened-in patio retreat, complete with vaulted ceilings, two wood ceiling fans, customizable lighting with three settings, and dual remote controls. This tranquil outdoor space overlooks a peaceful pond, wooded conservation area, and in a beautiful Lake front Community, creating the perfect setting for relaxing or hosting guests in a private natural environment. Residents enjoy access to Ski Lake Brantley and exclusive community amenities, including a private gated beach, fishing area, picnic space, boat ramp, tennis courts, basketball courts, and more. Ideally located just minutes from I-4 and top-rated Seminole County schools, with the elementary school nearby. Recent Updates Include: HVAC (2022), Updated electrical (2022), Updated plumbing (2022), Tankless water heater (2022), Roof (2013), Covered front porch (2022), Oversized screened back patio (2022), Fenced backyard with dedicated K-9 run for added privacy (2022). This exceptional property combines comfort, functionality, and an unbeatable location — a true must-see! Your Dream Lifestyle starts here. Make this home your own.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Diane Melody Goglas (407-690-1959)
714 WEST CT, LONGWOOD, FL 32750
$329,40064 Days on yellowkey MLS ID: O6394329
REDUCED by $100 (0.0%) on 05/25/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1413 Built: 1972 Tax: $3,448 (2024)Community: Longwood NorthSingle Family
Taxes:$3,448
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Just reduced!!! Charming and beautifully maintained 4-bedroom, 3-bath home offering both comfort and efficiency. Enjoy significant energy savings with a fully installed solar system, while major upgrades—including a complete home re-pipe and conversion from septic to city sewer—provide peace of mind for years to come. The property features a spacious corner lot with a partially fenced backyard, perfect for both privacy and outdoor enjoyment. A well-maintained irrigation system keeps the yard lush and green, and a large, high-quality shed offers excellent additional storage. Relax year-round on the inviting screened porch, ideal for entertaining or unwinding in comfort. This thoughtfully updated, move-in-ready home combines modern improvements with everyday convenience—an exceptional opportunity you won’t want to miss.
Listing is courtesy of: PARK PLACE REAL ESTATE (407-504-1110)
Listing Agent: Pat Glenn (407-504-1110)
904 NORFOLK CT, LONGWOOD, FL 32750
$365,0007 Days on yellowkey MLS ID: O6404190
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1384 Built: 1986Monthly Fee: $70 Tax: $3,465 (2024)Community: Danbury Mill Unit 1Townhouse
Taxes:$3,465
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Welcome to sought after Danbury Mill - a cosy lil neighborhood with a new Publix around the corner that just happens to be covertly tucked away 12 minutes from Lake Mary shopping, dining and lotsa festivals like the Lake Mary Festival of the Arts in March. She's a two story townhome that lives like a single family home with her big screened porch and big fenced back yard. A NEW ROOF 2023, NEW Siding November 2024 (warranty), NEW Windows November 2024 (warranty), and an oversized two carpark attached garage w/ NEW overhead door 2023 and a NEW Gas Water Heater 2023. A gated courtyard entry opens into a living / dining space under vaulted ceilings and a NEW Eat-in Kitchen 2022 with timeless design and function. Also on the first floor is a conveniently located DOWNSTAIRS PRIMARY BEDROOM w/ensuite bath dual sinks and walk in closet. The open staircase upstairs to two bedrooms and a hall bath leads to FLEXIBLE SPACE suited toward remote working and over night guests. A very well maintained, upgraded MOVE IN READY home and super reasonable HOA fees. The community shares a pool and tennis courts for cost savings DIY fitness and an opportunity to make new friends!! You get a big bang for your hard earned buck with this one!! Affordability matters. If you're looking for a townhome in Longwood or Lake Mary, you should absolutely look at her. Just look. Super cute, private and quiet and dripping with style....
Listing Agent: Maureen Morell (407-247-5758)
127 SPRINGWOOD CIR #A, LONGWOOD, FL 32750
$100,000500 Days on yellowkey MLS ID: O6271210
REDUCED by $11,900 (10.6%) on 05/26/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 665 Built: 1973 Tax: $979 (2023)Community: Springwood VillageCondo
Taxes:$979
Elementary School: Altamonte Elementary
High School: Lyman High
Tax Year: 2023
Remarks: One or more photo(s) has been virtually staged. Discover the perfect downstairs one bedroom, one bath condo conveniently located in Longwood, Florida. Just a short stroll from your favorite dining spots like Starbucks, Bonefish Grill, Pickles Authentic, Chianti's Pizza and near Longwood Farmers Market and quick access to Altamonte Mall, Uptown Altamonte, hospital, beaches, attractions and I-4. This charming condo with new AC 5/25 & a new electric panel 10/25, new water heater 11/25 & offers a spacious living room, dining area, kitchen with refrigerator, dishwasher, range, a back splash & pantry. The large master bedroom has a large walk-in closet. The building sits on the east side of the complex, has a newer roof and there’s lots of parking for guest. Association dues pay for water, sewer, garbage, security, along with exterior maintenance of the building and grounds all for only $370 per month. The condominium has night-time security on premises, you can have peace of mind while enjoying the amenities, including two sparkling pools, tennis and basketball courts, a fitness room, a clubhouse, on-site laundry, and a car wash station with vacuum. Springwood Village offers sturdy all block and stucco construction. Property may be under video/audio surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: John Herndon (407-252-5736)
76 SWEETBRIAR BR, LONGWOOD, FL 32750
$575,00087 Days on yellowkey MLS ID: O6387478
REDUCED by $5,000 (0.9%) on 05/05/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 1973 Tax: $6,141 (2024)Community: Woodlands Sec 3Single Family
Taxes:$6,141
Remarks: SOLAR PAID OFF AT CLOSING WITH FULL PRICE OFFER!! Say goodbye to electricity bills!!!Welcome to your Florida sanctuary, where lakefront living reaches its finest expression. Nestled within the coveted Woodlands community, this exceptional residence invites you to embrace the quintessentially Floridian lifestyle—just bring your kayak or canoe and step into a world of tranquil waterside serenity. Boasting four generously proportioned bedrooms and three full bathrooms, this thoughtfully designed open-concept home radiates pride of ownership and meticulous care. Recent updates include a roof less than seven years old, a beautifully appointed kitchen, was reimagined in 2021 with custom cabinetry, gleaming quartz countertops, a new dishwasher, and a gas range crafted to inspire the inner chef. Step outside to your private oasis: a welcoming inground pool featuring a newly installed liner in 2021, all enveloped by a screened porch where you can linger as the evening light dances across the expansive backyard and tranquil lake. If saving money is more of your style, trade in most of your electricity bill for the newly installed solar panels. There is even a generator for stormy weather! Only a brisk walk to Rock Lake Elementary makes school transportation a breeze. Whether hosting lively gatherings or savoring quiet moments, the seamless flow between indoor and outdoor spaces creates an unparalleled setting for both relaxation and entertainment. This is more than a home—it is your invitation to claim a piece of paradise and experience the highly sought-after Florida lifestyle in all its splendor. Come, preview the life that awaits you.
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Robert Kirkwood, Iv (321-297-6489)
885 WOODGATE TRL, LONGWOOD, FL 32750
$419,9008 Days on yellowkey MLS ID: O6408514
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1625 Built: 1980 Tax: $1,745 (2025)Community: WoodgateSingle Family
Taxes:$1,745
Remarks: Modern comfort meets effortless Florida living in this beautifully maintained 3-bedroom, 2-bath pool home—updated throughout and truly move-in ready. Inside, fresh paint and wood-look tile flow through the main living areas, with fresh new carpet in the bedrooms for added comfort. The remodeled kitchen impresses with white Shaker cabinetry, new hardware, Caesarstone countertops, a glass-tile backsplash, and a full suite of stainless steel appliances—including oven, microwave, refrigerator, dishwasher, and range with matching hood. The spacious living room showcases elevated ceilings, a cozy wood-burning fireplace, and clerestory windows that bathe the space in natural light. A bright Florida room offers the perfect spot for hobbies, a home office, or a quiet place to unwind. Guests will appreciate the fully updated bathroom with new flooring, tub/shower, fixtures, vanity, and countertops. Pride of ownership shows at every turn, supported by smart system upgrades: a new gas water heater, updated electrical, and a 2022 AC for peace of mind. Step outside to your private, screened-in pool retreat, featuring a covered patio ideal for lounging or entertaining. The pool surface is in great condition, and the pool pump was replaced around 2024. The fenced backyard provides green space plus a storage shed, while the garage’s retractable screen expands your options for projects or breezy outdoor enjoyment. With modern finishes, thoughtful upgrades, and inviting indoor-outdoor living, this home delivers comfort and convenience—minutes from the SunRail station, I-4, parks, and shopping. Schedule your showing today!
Listing Agent: Erica Rosenberger (407-908-2789)
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,00043 Days on yellowkey MLS ID: O6399384
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4293 Built: 1989Monthly Fee: $367 Tax: $7,316 (2025)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$7,316
Remarks: Welcome to 811 Greenshire Ct, a rare opportunity to own a fully renovated private estate in the heart of Longwood, FL, where luxury, space, and multigenerational living come together on nearly 2 acres. Ideally located just minutes from Wekiva Island, Publix at Shoppes of Sweetwater, and top-rated Seminole County schools, this exceptional 5-bedroom, 4-bath residence offers 4,293 square feet of thoughtfully designed living space with no carpet throughout and a true move-in-ready feel. Designed for today’s lifestyle, this home delivers exactly what buyers are searching for—privacy, flexibility, and high-end upgrades—making it ideal for multigenerational living, extended stays, or long-term value. The standout feature is the approximately 800-square-foot attached multigenerational suite built in 2022, offering complete independence with its own full kitchen, living area, spacious bedroom, additional enclosed flex space with Murphy bed, ADA-compliant bathroom, wheelchair-accessible doors, separate septic system, private propane generator, and a dedicated washer and dryer—perfect for in-laws, guests, or private living quarters. Inside the main home, refinished travertine floors and new wood flooring in every bedroom create a seamless blend of elegance and warmth, complemented by an updated kitchen with refinished cabinetry and newer appliances, a luxurious primary suite with a spa-inspired bath and Roman tub, and a beautifully remodeled guest bath featuring a custom stained-glass window, new tile shower, and updated cabinetry. Hunter Douglas Roman shades are installed throughout, and all windows and doors were replaced between 2021 and 2022, adding both efficiency and peace of mind. The outdoor living experience is equally impressive, featuring a saltwater pool with a variable speed pump and computer-controlled lighting, an enclosed courtyard for added privacy, and an expansive fenced backyard with an additional cleared half-acre—ideal for entertaining, future expansion, or simply enjoying the space. A whole-home audio system extends to the pool, deck, and porch, creating a seamless indoor-outdoor lifestyle. Additional highlights include a heated and air-conditioned garage with epoxy flooring, smart sprinkler system, newer roof, dual-zone HVAC, and a full alarm system. Homes offering this level of land, upgrades, and true multigenerational flexibility in Longwood are rare, making this a standout opportunity for buyers seeking space, luxury, and long-term value. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gina Hutchinson (386-793-4262)
4102 CLUBSIDE DR ##4102, LONGWOOD, FL 32779
$220,000288 Days on yellowkey MLS ID: O6335868
REDUCED by $2,000 (0.9%) on 05/21/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1380 Built: 1984Monthly Fee: $488 Tax: $1,976 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,976
Remarks: One or more photo(s) has been virtually staged. Spacious 2-Bedroom Corner Unit in Clubside at Sabal Point – Private, Updated & Move-In Ready! Welcome to this beautifully updated first-floor corner unit condo located in the highly sought-after Clubside at Sabal Point community in Longwood! This light-filled home offers the perfect blend of privacy, comfort, and convenience. Step inside to find a spacious open floor plan with new flooring and fresh interior paint throughout. The thoughtful split-bedroom layout features two generously sized master suites, each with its own private full bathroom and large walk-in closet—ideal for roommates, guests, or multi-generational living. Enjoy the serenity of having no rear neighbors and unwind in your private screened-in back porch, perfect for morning coffee or evening relaxation. 2019 HVAC system, ensuring year-round comfort. This home is truly move-in ready! Community amenities include a sparkling pool, tennis court, fitness center, clubhouse, and ground maintenance—all designed to enhance your lifestyle without the hassle. Conveniently located close to shopping centers, restaurants, top-rated schools, and just minutes from the natural beauty of Wekiva Springs State Park. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance lifestyle in a prime location, this condo has it all. Don’t miss out—schedule your private showing today
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Kelsey Payton (407-718-2967)
409 SUMMIT RIDGE PL #111, LONGWOOD, FL 32779
$219,90036 Days on yellowkey MLS ID: O6402183
REDUCED by $5,100 (2.3%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1368 Built: 1996Monthly Fee: $509 Tax: $2,373 (2025)Community: Residences At Sabal Point A CondominiumCondo
Taxes:$2,373
Remarks: Gated Community! 1st Floor Unit! Outstanding Renovations! 2 Bd 2 Bt, Updated Kitchen. Open concept, single story with a lot of natural light. Laminate flooring. New AC (New 3 yrs) . New Compressor & Dishwasher 4/27/26 . New Refrigerator, Washer & Dryer (New 3 yrs). New Water Heater (New 2 yrs). Grand size Community Pool & Clubhouse, Playground and Swingset! Move in Ready. Hurry! Won't Last!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
101 CHERRY HILL CIR, LONGWOOD, FL 32779
$699,0008 Days on yellowkey MLS ID: O6410123
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2359 Built: 1977Monthly Fee: $29 Tax: $6,170 (2025)Community: Brantley Hall EstatesSpa: NoSingle Family
Taxes:$6,170
Elementary School: Forest City Elementary
Middle School: Teague Middle
Remarks: This 4 bedrooms/3 bathrooms home is ideal for families and those who enjoy entertaining. Recently renovated with a contemporary modern luxurious feel, this home offers both character and timeless appeal. Situated in the heart of Longwood, on a spacious half-acre lot with deeded boat ramp access to Lake Brantley, this home provides ample room for outdoor activities with a large pool deck, gardening, or simply relaxing in a private, tranquil setting. Inside, you'll be greeted by a fresh, modern ambiance, featuring Newly installed 2025 Roof, windows and doors, new plumbing and electrical fixtures, and newer appliances. The luxurious quartz countertops add a touch of elegance to the space with lots of cabinets. The generously sized bedrooms ensure comfort and privacy with a split plan, while the standout lagoon-style pool transforms your backyard into a resort-like retreat. A screened-in patio lit the rear of the house overlooks the pool, making it the perfect for large gatherings. The property is convenience to grocery stores, shops, and hospitals. Its proximity to major highways also facilitates easy commuting. This home presents a rare opportunity to enjoy a blend of comfort, style, and modern luxury with its classic charm, with its newly updated interior, and an inviting outdoor area, it's ready for you to create lasting memories. Schedule your showing today.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Susan Dering (407-497-5231)
3996 RADLEY CT #3996, LONGWOOD, FL 32779
$235,000199 Days on yellowkey MLS ID: O6358122
REDUCED by $10,000 (4.1%) on 05/08/2026
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
Elementary School: Wekiva Elementary
Remarks: One or more photo(s) has been 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)
105 CEDAR OAK TRL, LONGWOOD, FL 32750
$600,00031 Days on yellowkey MLS ID: O6403317
REDUCED by $25,000 (4.0%) on 05/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2212 Built: 1973 Tax: $2,305 (2024)Community: Woodlands Sec 4Spa: YesSingle Family
Taxes:$2,305
Remarks: Absolutely Everything You’ve Been Looking For — in the Sought-After Woodlands Community of Longwood! This lovingly maintained home has been cherished by the same owners for 39 years and is now ready to welcome new memories. With an ideal multigenerational floor plan, in-law suite, sparkling pool, and huge yard, this home truly has it all. Key Features Spacious Layout: Bright, open floor plan with flexible living spaces — perfect for entertaining or quiet family living. Gourmet Kitchen: A chef’s dream with an abundance of rich wood cabinetry featuring 42" cabinets, soft-close drawers, granite countertops and backsplash, stainless appliances featuring double ovens with convection, 5 burner gas cooktop, microwave, and ample amounts of counter space. A large window overlooks the pool, and the breakfast bar is ideal for casual meals. Comfortable Gathering Spaces: The kitchen opens to a large family room with French doors leading to a massive 30-foot screened lanai with gorgeous wood ceiling and huge paddle fans, perfect for summer barbecues and poolside relaxation. A separate dining area features elegant built-in cabinetry. Versatile Living Room: A huge formal living room (or flex space) features a gorgeous gas fireplace surrounded by beautiful stone and framed by custom shelving—ideal for a game room, home theater, or play area. Private Primary Suite: The spacious primary retreat includes French doors overlooking the pool, dual closets, and an ensuite bath with double sinks and walk-in shower. Large Bedrooms: Spacious secondary bedrooms with large closets and conveniently located near full bath with pool access. In-Law Suite: Thoughtfully designed newer addition with its own private entrance, full bath, dual sinks, walk-in shower, and a generous 23’ x 12’ living space—perfect for guests or multigenerational living. Outdoor Oasis: Enjoy the 8-foot-deep screened pool and spa with natural gas heater for year-round swimming. The 30’ x 17’ lanai has a natural gas hookup for grilling and entertaining. Despite the large pool, there’s still ample green space on your .29-acre yard for gardening. Seller added a separate Well for Irrigation System to keep your plants lush and green and watering costs low!. Bonus size indoor laundry room, extra storage closets throughout and large two car garage. Updates include: Brand-new plumbing, new electrical panels, 2020 roof, replaced windows, Kitchen update, bathroom showers retiled, pool resurfaced within last 10 years, exterior paint and freshly painted living areas. Four-point inspection available. Location & Lifestyle In the heart of Seminole County, zoned for top-rated schools and just minutes from I-4, world-famous attractions, dining, and shopping. This home blends classic character with modern comfort in one of Longwood’s most desirable neighborhoods. Come see why this home truly has everything you’ve been searching for—and more!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Mindy Machock (407-461-1866)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$688,00055 Days on yellowkey MLS ID: O6396065
REDUCED by $17,000 (2.4%) on 05/14/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2997 Built: 2006Monthly Fee: $148 Tax: $4,171 (2024)Community: Brentwood ClubSingle Family
Taxes:$4,171
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Price REDUCED for a quick sale! Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression with its brick paver driveway and pristine presentation. Every detail has been meticulously cared for, with the exterior freshly pressure washed and the carpets professionally cleaned, the space is spotless and inviting. Inside, expansive living areas flow effortlessly, offering both functionality and elegance for everyday living and entertaining. Outside is your private outdoor retreat, where a sparkling blue pool is surrounded by a beautiful brick paver deck and enclosed within a screened lanai, delivering the ultimate Florida lifestyle. The large yard with perimeter vinyl fencing provides exceptional space for recreation, pets and outdoor enjoyment. Additional highlights include a spacious two car garage, a newer roof installed in 2019, kitchen exhaust to exterior behind microwave, fans and light fixtures in all rooms including garage, blinds for all windows and sliding doors, separate irrigation line and faucets in front and rear, plus a termite bond already paid for the year, offering valuable peace of mind. Ideally located, Brentwood Cove places you just moments from major highways, premier shopping, dining and leading regional hospitals. The property is also zoned for some of the most sought-after schools serving both Longwood and nearby Lake Mary, adding exceptional long-term value and appeal. This is a turnkey opportunity to enjoy refined Florida living in a home that is as impressive as it is welcoming.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
278 CASTLEFORD CT, LONGWOOD, FL 32779
$599,0009 Days on yellowkey MLS ID: O6407179
2 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2637 Built: 1984Monthly Fee: $23 Tax: $3,705 (2024)Community: Wekiva Club Estates Sec 05Spa: NoSingle Family
Taxes:$3,705
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac in one of the area’s most desirable neighborhoods. Surrounded by mature trees and offering serene views of the 18th green of Wekiva Golf Club, this property combines comfort, privacy, and timeless appeal. Inside, you’ll find a spacious split floor plan designed for both comfort and functionality, complete with a wet bar and seamless flow to the outdoor living spaces. The large kitchen features stainless steel appliances, quartz countertops, and an abundance of cabinet space, making it ideal for both everyday living and hosting guests. The oversized screened pool and covered porch create the perfect setting for relaxing or entertaining year round. This home has been thoughtfully updated for peace of mind, including a full home re-pipe in 2022, hurricane-rated windows across the front of the home and all bedroom windows installed in 2024, and a new water heater added in late 2025. Dual central heat and air systems provide efficient climate control throughout the home, while the roof is only 8 years old. Conveniently located close to shopping, dining, major highways, and highly rated schools, this home offers the perfect balance of tranquility and accessibility. A rare opportunity to own a golf course view pool home located in a prime location.
Listing is courtesy of: SOUTHERN REALTY ENTERPRISES (407-869-0033)
Listing Agent: Kathy Hlinka (407-252-3385)
1040 ARDEN ST, LONGWOOD, FL 32750
$464,995240 Days on yellowkey MLS ID: O6349085
0 Days Off yellowkey (back on 5/26/2026)
INCREASED by $20,000 (4.5%) on 05/25/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2374 Built: 1967 Tax: $1,954 (2024)Community: Sanlando SpgsSingle Family
Taxes:$1,954
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. If no HOA and outdoor space is what you are looking for, look no further! This spacious ranch-style home is located on a large lot with plenty of room for all of your toys. Inside, this home has 4 bedrooms (potential for 5) and 2 bathrooms. The main living room leads to a large dining area, an updated, bright and airy kitchen, and a large family room with a brick fireplace overlooking the expansive back yard. The interior laundry room leads to a two-car garage, a secluded 4th bedroom, and an additional flex room that would be perfect for a secluded home office or home gym. Outside, there is room for cars, boats, rv's, or whatever you need. The asphalt parking pad/sport court behind the double-gate privacy fence has a metal carport canopy for vehicles or a covered entertainment space. This home has a country feel right in the city, with no HOA. Come see it today!
Listing is courtesy of: CARLISLE REALTY, LLC (407-557-4024)
Listing Agent: James Rouadi (407-557-4024)
408 SUMMIT RIDGE PL #210, LONGWOOD, FL 32779
$174,900332 Days on yellowkey MLS ID: O6323535
REDUCED by $19,600 (10.1%) on 05/01/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1271 Built: 1996Monthly Fee: $483 Tax: $2,158 (2024)Community: Residences At Sabal Point A CondoCondo
Taxes:$2,158
Remarks: Welcome to The Residences at Sabal Point! This freshly updated second-floor condominium offers comfort, convenience, and a lifestyle full of amenities. Featuring brand new carpeting throughout the main living areas and bedrooms, fresh interior paint, and a newer HVAC system, this home is move-in ready. The kitchen boasts granite countertops, ceramic tile flooring, a closet pantry, and a spacious dining area with matching tile. Just off the kitchen is a utility room equipped with a washer, dryer, and additional space for storage. The bathroom also features granite countertops, private access to the primary bedroom, and full access for guests. Located in a pet-friendly, gated community, your monthly condo fees include fiber high-speed internet, water/sewer, trash, pest control, and access to incredible amenities: a clubhouse with kitchen and lounge area, a lakeside heated swimming pool, fitness center, tennis court, playground, car wash and vacuum station, and a picnic patio with grill—perfect for summer evenings. Enjoy peaceful walks through Sabal Point with its beautiful natural surroundings, or explore nearby Wekiwa Springs State Park and the 23-mile Cross Seminole Trail. This home is ideally situated in Longwood near great shopping, dining, and recreation. Whether you're a first-time buyer, downsizing, or looking for a fantastic investment opportunity, this condo is a wonderful place to call home.
Listing is courtesy of: SUNDIAL REAL ESTATE LLC (407-601-2200)
Listing Agent: Nicole Van Treese (407-462-9050)
335 GOLFSIDE CV, LONGWOOD, FL 32779
$320,00044 Days on yellowkey MLS ID: O6399625
REDUCED by $10,000 (3.0%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1648 Built: 1984Monthly Fee: $23 Tax: $2,417 (2024)Community: Wekiva Villas On The Green 2Condo
Taxes:$2,417
Remarks: Welcome home to this beautiful 3 bed / 2 bath single story condo, across the street and steps away from a relaxing, community pool. Vaulted 16' ceilings with plenty of natural light, greet you with an open floor plan, providing a feeling of comfort and space. Private brick courtyard in the front. Updated kitchen counters in quartz and plenty of storage. Wonderful wooden blinds decorate the back windows. Washer and Dryer included, located in the garage. An enclosed Sunroom extends living area; perfect for relaxing, reading or just enjoying the nature views. The Primary Bedroom has an Ensuite Bathroom and walk-in closet. The community features a pool, walking trails throughout Wekiva, 18-hole golf course nearby, clubhouse, playground, and tennis courts are available. Wekiva Elementary School is less than a 5-minute drive. Seller providing an Assurant Enhanced Plan Home Warranty with the property. Schedule a showing today, as this property and community look forward to welcoming you home!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Douglas Yannucci, Pa (407-454-3494)
136 WISTERIA DR, LONGWOOD, FL 32779
$799,0009 Days on yellowkey MLS ID: O6406374
1 Days Off yellowkey (back on 5/25/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3381 Built: 1980 Tax: $4,686 (2025)Community: Springs Willow Run Sec The SpringsSingle Family
Taxes:$4,686
Remarks: Under contract-accepting backup offers. Set on nearly an acre of mature landscaping and expansive outdoor living spaces, this distinctive custom ONE STORY pool home with a loft, offers a rare blend of architectural character, warmth, and functionality. Tucked back from the road behind a long circular driveway, this home provides a wonderful sense of privacy and intimacy within the premier guard gated community of The Springs. Inside, soaring ceilings, approximately 20 feet high, cedar beams, skylights, and walls of glass fill the home with natural light and character. The ONE-STORY layout features five bedrooms along with a unique upstairs LOFT connected to the primary suite and also accessible from the flex space below, an ideal retreat for a private office, studio, or additional lounge. A newer METAL ROOF (2025) adds peace of mind and timeless curb appeal. Expansive living spaces are anchored by a beautiful wood-burning fireplace and elevated by rich architectural details and exceptional craftsmanship. The backyard is a private retreat designed for both entertaining and relaxed everyday living. A stunning 20x40 PebbleTec pool is surrounded by expansive paver decking, lush landscaping, orange trees, and inviting gathering areas that create a tranquil, secluded setting. A covered screened lanai with seamless indoor-outdoor flow makes it easy to enjoy the best of Florida living year-round. The Springs is a community like no other, an immersive natural sanctuary where residents stroll beneath century old Live Oaks, walking and jogging paths, horse stables, a clubhouse, pool, and a full calendar of community events. Wildlife and native Florida woodlands are part of daily life here. The Springs is also prized for its highly desired top-rated schools, and is conveniently located less than 1 mile from I-4, with easy access to Altamonte Springs, Lake Mary, Winter Park, farmer’s markets, Crane's roost, shopping, dining, vibrant restaurants, the beaches and attractions. Longwood offers a small-town vibe while being just a short drive from all that Orlando is known for. A rare opportunity to enjoy space, privacy, and true Florida living.
Listing Agent: Lisa Ratanasirintrawoot (407-448-0995)
1310 RIDGE RD, LONGWOOD, FL 32750
$475,00061 Days on yellowkey MLS ID: S5146759
REDUCED by $10,000 (2.1%) on 05/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1520 Built: 1978 Tax: $4,506 (2024)Community: Myrtle Lake HillsSingle Family
Taxes:$4,506
Remarks: Welcome to your own private oasis in the highly desirable Longwood area! This beautifully maintained home is nestled in a great neighborhood and offers the perfect blend of comfort, style, and outdoor living. Step outside to a backyard designed for entertaining and relaxation. Enjoy the sparkling pool, ideal for cooling off on warm Florida days, or unwind at the charming tiki bar that brings a true resort-style feel to your home. Gather with family and friends around the cozy fire pit, creating the perfect setting for evening conversations and lasting memories. The fully equipped outdoor kitchen makes hosting effortless, providing the perfect space for grilling, dining, and enjoying the Florida lifestyle year-round. With its inviting atmosphere and exceptional outdoor features, this home is perfect for those who love to entertain or simply relax in their own private retreat. Don’t miss the opportunity to own a slice of paradise in one of Longwood’s most sought-after communities!
Listing is courtesy of: VYLLA HOME (407-377-5900)
Listing Agent: Amanda Lindsey (407-617-0067)
1130 BROWNSHIRE CT, LONGWOOD, FL 32779
$1,600,00015 Days on yellowkey MLS ID: O6408467
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 7451 Built: 1984Monthly Fee: $367 Tax: $18,909 (2025)Community: Sweetwater Club Unit 3Single Family
Taxes:$18,909
Remarks: Under contract-accepting backup offers. Located within the exclusive Sweetwater Club Estates, this custom home sits at the head of a private cul-de-sac with sprawling grounds, circular driveway, and rear-entry garage. Step through the front doors to bright, open views of the private pool and outdoor entertaining area. The gourmet kitchen features a Viking six-burner range, multiple Sub-Zero refrigerators, center island, granite counters, and custom cabinetry. A butler’s pantry leads to the formal dining room, perfect for entertaining, along with a dedicated wine storage area. A second full kitchen with pass-through access to the outdoor patio overlooks the pool area. The split-bedroom floor plan offers privacy throughout the home. Upstairs, a spiral staircase leads to a loft ideal for a game room or library. The owner’s retreat includes a spacious primary bedroom, media room, spa-style bath with Jacuzzi tub, separate shower, bidet, and dual walk-in closet. Every detail of this one-of-a-kind property has been thoughtfully designed, creating a truly unforgettable home.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Joshua Hofle (407-637-6951)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.