Location: Longwood
Do Not Show Listings
100 HIDDEN OAK DR, LONGWOOD, FL 32779
$399,90088 Days on yellowkey MLS ID: O6376333
REDUCED by $10,000 (2.4%) on 04/21/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1746 Built: 1972Monthly Fee: $175 Tax: $4,454 (2024)Community: Springs Glenwood Village Sec 1 Rev TheTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,454
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Wonderful end-unit townhome located in a guard-gated community with an array of amenities. This freshly painted residence welcomes you with laminate flooring, neutral tones, and a spacious family room adjacent to the kitchen and living area. Soaring 20-foot ceilings and floor-to-ceiling windows fill the space with natural light. Upstairs features an oversized primary suite with a walk-in closet. Enjoy scenic views of the beautifully maintained grounds. The unit is move-in ready and easy to show.
Listing is courtesy of: LOVELAND PROPERTIES (407-352-8118)
Listing Agent: Cleve Loveland (407-352-8118)
302 NEEDLES TRL, LONGWOOD, FL 32779
$499,00048 Days on yellowkey MLS ID: O6386794
0 Days Off yellowkey (back on 4/21/2026)
REDUCED by $15,000 (2.9%) on 04/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1981Monthly Fee: $23 Tax: $2,619 (2024)Community: Wekiva Club Estates Sec 08Spa: YesSingle Family
Taxes:$2,619
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. Welcome to your private pool retreat in Wekiva Club Estates, one of the most sought-after communities in Longwood. This 4-bedroom, 2-bath home offers over 2,100 square feet of well-designed living space, combining comfort, functionality, and the Florida lifestyle buyers are searching for. From the moment you walk in, you’re greeted with natural light, a spacious layout, and multiple living areas that create the perfect balance between everyday living and entertaining. The split-bedroom floor plan provides privacy, with the primary suite tucked away and featuring direct access to the pool, dual vanities, a walk-in shower, and a generous walk-in closet, while the additional bedrooms are positioned on the opposite side with convenient access to a full pool bath. Step outside and experience where this home truly stands out—a screened-in pool with paver decking and a fully fenced backyard that creates your own private outdoor oasis, ideal for relaxing evenings, weekend gatherings, or enjoying Florida living year-round. The kitchen is equipped with stainless steel appliances, a breakfast nook, and easy flow into the main living spaces, making it both functional and inviting. Beyond the home itself, the location delivers a lifestyle that’s hard to match, with close proximity to Wekiva Springs State Park, Wekiva Island, and Wekiva Golf Club, along with access to miles of walking and biking trails, parks, and community amenities. You’re also conveniently located just minutes from shopping, dining, and major roadways, with easy access to Downtown Orlando and the airport. Homes in Wekiva offering this combination of space, outdoor living, and location are always in demand, especially for buyers looking to enjoy both privacy and community in one of Central Florida’s most established neighborhoods. If you’ve been searching for a pool home in Longwood that delivers lifestyle, value, and long-term appeal, this is one you won’t want to miss
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
1498 MARKHAM WOODS RD, LONGWOOD, FL 32779
$1,870,0001 Day on yellowkey MLS ID: O6399260
Bed: 7 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 7675 Built: 1991Community: Markham Woods CorridorSingle Family
Taxes:$0
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2026
Middle School: Markham Woods Middle
Remarks: One or more photo(s) has been virtually staged. Looking for a private, multi-acre estate with the flexibility to expand or create a true live/work compound? Welcome to the prestigious Markham Woods Corridor—often referred to as “Millionaire’s Row”—where this exceptional 5+ acre gated estate delivers both luxury and opportunity. Set on a cleared, high-and-dry homesite with potential to subdivide, this property offers rare freedom with no HOA restrictions and dual private gated entrances off Markham Woods Road. The beautifully renovated main residence spans nearly 5,600 square feet and is designed for both grand entertaining and multi-generational living. With up to 7 bedrooms (including 5 en-suites) and 8 bathrooms, the layout provides exceptional flexibility. Three spacious primary suites feature private baths and large walk-in closets, while a separate in-law suite offers its own entrance, living area, kitchenette, and full bath—ideal for extended family or private guests. At the heart of the home, the expansive kitchen is appointed with granite countertops, a large center island, stainless steel built-in appliances, abundant cabinetry, and a generous walk-in pantry. A formal dining hall accommodates large gatherings, while multiple living areas—including a private office with separate entry—offer versatility for both residential and professional use. The estate truly shines when it comes to entertainment. A massive media and performance room features a $30,000 state-of-the-art automated LED lighting system, multiple displays, a wet bar, and a dedicated stage—creating a one-of-a-kind experience rarely found in residential properties. Step outside to a brick paver outdoor living area complete with a full summer kitchen, including gas burners, grill, and a wood-fired pizza oven—perfect for hosting on any scale. Adding even more value, a detached apartment building consists of 2,110 sqft of temp controlled area and includes a full kitchen, three additional bedrooms, a full bath, and multiple storage areas—ideal for guests, staff, or income-producing opportunities. Zoned to allow horses and offering ample space for boats, RVs, and recreational vehicles, this property is perfectly suited for a variety of uses, including a private estate, multi-generational compound, guest retreat, or even an upscale assisted living or group home setting. Conveniently located near Heathrow shopping and dining, major roadways including I-4, top-rated schools, area golf courses, and just 30 minutes from Orlando and the East Coast beaches, this is a rare opportunity to own a truly versatile Central Florida estate. This is more than a home—it’s a lifestyle and an investment in possibilities. Schedule your private showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: David Warren (407-928-3760)
1550 DOWNY BIRCH LN, LONGWOOD, FL 32750
$290,00030 Days on yellowkey MLS ID: O6392438
REDUCED by $9,000 (3.0%) on 04/20/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1284 Built: 2013Monthly Fee: $194 Tax: $2,018 (2025)Community: Hanover Pointe ReplatTownhouse
Taxes:$2,018
Elementary School: Longwood Elementary
Tax Year: 2025
Middle School: Greenwood Lakes Middle
Remarks: PRICE IMPROVEMENT - $290,000! Seller offering $2,000 toward buyer closing costs/prepaids PLUS additional $1,000 credit for closing within 30 days. Vacant and easy to show—please schedule via ShowingTime. Welcome to this 2/2.1 gated townhome community in Hanover Pointe, a Prime Longwood Location! With multiple homes available in the community, this one stands out for its unmatched privacy, upgrades, and move-in ready condition! This spacious and well-maintained townhome offers the perfect blend of privacy, comfort, and convenience. Featuring 2 master suites, 2.5 bathrooms, and thoughtful upgrades throughout. This home is move-in ready and located within top-rated Seminole County schools. The kitchen is beautifully appointed with granite countertops, a custom backsplash, upgraded cabinetry, and stainless steel appliances, including refrigerator, microwave, range, and dishwasher, along with a WASHER & DRYER for added convenience. The entire first floor showcases durable ceramic tile flooring, ideal for easy maintenance and everyday living. Enjoy outdoor relaxation on the screened-in back patio overlooking a peaceful conservation area with NO REAR NEIGHBORS—perfect for added privacy. Inside, oversized sliding glass doors flood the living space with natural light, creating a bright and inviting atmosphere. The home also features a one-car garage and paver driveway. The second floor boasts TWO MASTER SUITES! The community HOA enhances low-maintenance living by coordinating roof replacement, exterior painting, and full landscaping services. Residents also enjoy access to a community pool and common areas. Conveniently located near I-4, 17-92, SR 434, Ronald Reagan Blvd, Lake Mary Blvd, the Cross Seminole Trail, SunRail stations, and an abundance of shopping, dining, and medical facilities. This home offers low-maintenance living, privacy, and an unbeatable location. BEST COMBINATION OF PRICE, CONDITION AND INCENTIVES in the community. Schedule your private showing today!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Renee Holt (407-474-5552)
214 SHERIDAN AVE, LONGWOOD, FL 32750
$425,000Listed 04/21/2026 9:26AM MLS ID: O6400828
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1707 Built: 1976 Tax: $4,935 (2024)Community: Winsor Manor 1St AddSingle Family
Taxes:$4,935
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: Welcome to your next home—where comfort, style, and everyday living come together effortlessly. This beautifully maintained 3-bedroom, 2-bathroom home offers over 1,700 square feet of thoughtfully designed space, featuring a desirable split floor plan with two separate living areas—perfect for both relaxing and entertaining. At the heart of the home, you’ll find a flawlessly upgraded kitchen complete with sleek stainless steel appliances, modern finishes, and plenty of space to cook, gather, and create memories. Step outside and enjoy your morning coffee on the charming front porch, or unwind in your private backyard oasis. The brand-new paver patio and perfectly designed fire pit set the stage for cozy evenings, all while taking in peaceful water views that make this home truly special. Conveniently located just minutes from major highways, airports, shopping, and dining, you’ll have easy access to everything Central Florida has to offer while still enjoying your own serene retreat. This one checks all the boxes—come see it for yourself!
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Trevor Zwick (863-303-6114)
413 WILLOWBROOK LN, LONGWOOD, FL 32779
$574,99955 Days on yellowkey MLS ID: O6385431
REDUCED by $8,000 (1.4%) on 04/21/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 1981Monthly Fee: $46 Tax: $4,171 (2024)Community: Cypress Landing At Sabal PointSpa: NoSingle Family
Taxes:$4,171
Remarks: Welcome home to this spacious 4-bedroom, 2-bath pool residence with dedicated office, nestled in the peaceful Cypress Landings neighborhood of Sabal Point in Wekiva Springs. From the moment you enter, you’re greeted by warm wood floors and an inviting great room with soaring vaulted ceilings and a wood-burning fireplace — the perfect gathering space for family and friends. Outside, your oversized lot transforms into a private backyard oasis featuring a sparkling pool, screened patio, firepit, and brand-new playground, creating endless opportunities for relaxation and entertainment. With all brand new appliances, including washer and dryer, a 2017 roof, 2022 A/C, and 2023 water heater, the major updates are already done for you. Enjoy miles of shaded walking and jogging trails, a scenic three-mile loop, and direct access to the Wekiva River Buffer Conservation Area, all while being minutes from highways, shopping, dining, and highly rated Seminole County schools.
Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)
Listing Agent: Antonio Salinger (407-304-9867)
107 COUNTRYSIDE DR, LONGWOOD, FL 32779
$785,000Listed 04/20/2026 11:50PM MLS ID: O6400805
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2838 Built: 1972Monthly Fee: $54 Tax: $4,872 (2024)Community: Sweetwater Oaks Sec 02Single Family
Taxes:$4,872
Elementary School: Sabal Point Elementary
Remarks: Beautifully updated 5 bedroom, 4 bathroom pool home in the desirable Sweetwater Oaks community. This spacious home offers over 2,800 square feet, including two primary suites. Enjoy a resort-style backyard with a stunning pool, variable speed waterfall and outdoor cooking and entertaining space. Community features include private lake access with a beach, river access, kayak launch, beach volleyball, playgrounds, and the ability to take a golf cart or bike ride to the lake and amenities. Parks and top-rated schools are within walking or biking distance. Conveniently located near shopping, dining, and major roadways. Don’t miss this opportunity to own in one of Longwood’s premier communities!
Listing Agent: Doriane Mclaughlin (407-687-5644)
1303 DUNHILL DR, LONGWOOD, FL 32750
$314,50060 Days on yellowkey MLS ID: S5144279
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1378 Built: 1983Monthly Fee: $100 Tax: $3,383 (2024)Community: Westlake Manor Unit 1Townhouse
Taxes:$3,383
Remarks: Come and get this gem of a townhome! If you are looking for unique comfort, style, and amenities all wrapped up in one property, look no further. This beautifully kept home boasts 3 bedrooms and 2 bathrooms to accommodate any family. With no carpets throughout the home, no worries about any spills the guests might do. There is a wood fireplace and indoor garden area with natural lighting and water access for the green thumbers, talk about character! The stylish kitchen has a gas stove for those chefs in the family. Not to mention a relaxing screened porch out side to relax in your fenced backyard. The list goes on, from the 2 car garage, to the best location in the community having your amenities directly across the street from you. It’s like it’s your own personal pool, tennis court, and basketball court mere seconds once opening your front door. Also the maintenance has been top notch. New water heater this year. New plumbing in 2025, AC changed out in 2023. There’s nothing to do here!!! Add to all that with being a 5 minute walk to Publix, minutes from the expressway, shopping centers, renown restaurants, fast foods chains, and medical facilities, and you really can’t miss. Schedule a viewing now before you think about it too long and it’s gone!! All measurements are approximations and need to be verified.
Listing is courtesy of: PRESTIGE REALTY GROUP LLC (321-447-9109)
Listing Agent: Glenn Stewart (321-447-9109)
1510 PELICAN ST, LONGWOOD, FL 32750
$349,999Listed 04/20/2026 4:27PM MLS ID: O6400827
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1269 Built: 1977 Tax: $4,558 (2024)Community: Sky Lark Unit 2 RepSingle Family
Taxes:$4,558
Elementary School: Highlands Elementary
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Completely Remodeled Home in Prime Location -NO HOA. Welcome to this beautifully renovated 3-bedroom , 2 -bathroom home located in a quiet , established neighborhood near both Lake Mary and Casselberry. Perfectly positioned with easy access to major roads, shopping, dining , and entertainment,this home offers both comfort and convenience . Step inside to discover luxury vinyl flooring throughout, creating a modern and cohesive feel . The fully updated kitchen features sleek cabinetry, stylish finishes, and brand-new stainless steel appliances with quartz counter top , making it ideal for both everyday living and entertaining . Enjoy the added convenience of a one car-garage and fully fenced backyard, perfect for pets, gatherings, or simply relaxing in your private outdoor space. With No HOA restrictions, you have the freedom to truly make this home your own. Don't miss opportunity to make it yours !
Listing is courtesy of: WORLD PROPERTIES GROUP (407-574-5920)
Listing Agent: Krasimira Kakarova (240-506-5959)
749 SEMINOLE AVE, LONGWOOD, FL 32750
$289,0001 Day on yellowkey MLS ID: O6400530
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1108 Built: 1971 Tax: $2,752 (2024)Community: Lake Wayman Heights Lake AddSingle Family
Taxes:$2,752
Remarks: Fresh Painted,All Tiled Floors,Electrical Updated,New Microwave,Huge Back Yard,Great Location,Great Value
Listing is courtesy of: SOUTHERN REALTY ENTERPRISES (407-869-0033)
Listing Agent: Frank Filippelli (407-448-1042)
153 DUNCAN TRL, LONGWOOD, FL 32779
$515,00040 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)
519 STANTON PL, LONGWOOD, FL 32779
$310,000111 Days on yellowkey MLS ID: S5140902
REDUCED by $15,000 (4.6%) on 04/20/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1982Monthly Fee: $486 Tax: $3,380 (2024)Community: Governors Point Ph 1Townhouse
Taxes:$3,380
Remarks: Charming one-story townhome located on a quiet cul-de-sac, offering extra privacy and minimal traffic. The home is nestled in a well-maintained community with mature landscaping and features a relaxing screened-in porch, perfect for enjoying the outdoors year-round. Situated in a desirable area with shopping, dining, and everyday conveniences just minutes away, plus easy access to major roads for effortless commuting and travel. A perfect blend of comfort, convenience, and location.
Listing is courtesy of: ELITE PERFORMANCE REALTY (407-694-3748)
Listing Agent: Pamela Ortiz (407-953-0214)
1443 CROCUS CT, LONGWOOD, FL 32750
$779,0005 Days on yellowkey MLS ID: O6399421
0 Days Off yellowkey (back on 4/20/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3359 Built: 1995Monthly Fee: $64 Tax: $385 (2024)Community: Bolling FarmsSpa: YesSingle Family
Taxes:$385
Remarks: Your Longwood Dream Home Awaits! This beautifully maintained, custom built 5-bedroom, 3-bath pool home was freshly painted and is set on a one-third acre cul-de-sac lot offering peaceful conservation views and a seamless blend of elegance, modern upgrades, and resort-style living. From the moment you arrive, the striking curb appeal, mature landscaping, and quiet setting create a warm welcome that continues throughout the home. Inside, you are greeted by soaring ceilings and brand new luxury vinyl plank flooring throughout the living areas of this inviting open layout. You are bathed in natural light from the wall of windows in the spacious living room, flowing effortlessly into the dining area, making it ideal for gatherings and entertaining. The updated chef’s kitchen showcases custom cabinetry and sleek quartz countertops and opens directly to the family room featuring a cozy fireplace, creating a comfortable and connected space for everyday living. There is also a bedroom and full bathroom downstairs making the perfect in-law suite! Upstairs, the expansive primary suite provides a true retreat with tranquil views, generous space, and a beautifully updated en-suite bath with modern fixtures and oversized custom walk-in closet. All additional bedrooms are bright and generously sized, offering flexibility for family, guests, or work-from-home needs. Step outside to your private backyard oasis, where the screened-in pool area is pristine and ready for year-round enjoyment. Surrounded by lush greenery and serene conservation views, it’s the perfect place to relax or entertain. This home is served by top A-rated Seminole County schools. Major updates include a roof replacement (2015), downstairs A/C (2025), upstairs A/C (2022), exterior paint (2025) and luxury vinyl plank flooring (2026). Located in Bolling Farms, one of Longwood’s most desirable established neighborhoods, the community is known for its spacious custom homes, mature landscaping, and strong sense of community. Its convenient location offers easy access to boutique shopping, dining, hospitals, major highways, downtown Orlando, world-renowned attractions, and even the beaches. A rare opportunity to own a beautifully cared-for home in a highly sought-after Longwood setting. **Multiple offers have been received. Highest and best offer deadline is Sunday at 6 pm.**
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ken Dalton (407-928-8587)
283 LAKAY PL, LONGWOOD, FL 32779
$849,00042 Days on yellowkey MLS ID: O6389639
REDUCED by $20,000 (2.3%) on 04/14/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3596 Built: 2004Monthly Fee: $169 Tax: $6,719 (2024)Community: Terra OaksSpa: NoSingle Family
Taxes:$6,719
Remarks: Priced to sell! Live the Florida lifestyle in the private, gated community of Terra Oaks in Longwood. Set on over a quarter-acre with a stunning heated pool, this beautifully maintained home impresses from the start with manicured landscaping, a tile roof, paver driveway, and a grand, welcoming entry. Inside, you’ll find soaring 21-foot ceilings and a bright, open layout with solid wood and tile flooring throughout the main level, custom drapery, and a motorized screen at the family room sliders. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, wood cabinetry, stainless steel appliances, tile backsplash, a pantry, bar seating, and even two sinks opening to a breakfast nook with views of the pool. The adjacent dining room is accented by chair railing and an elegant crystal chandelier. Step outside to your private backyard retreat. The newer custom heated pool showcases a sun shelf for lounging, LED lighting, a waterfall pergola, and additional water features creating a true resort-style escape. The covered lanai offers the perfect space for year-round gatherings and indoor-outdoor living. The spacious primary suite is conveniently located on the main level and includes two walk-in closets and a spa-like bath with dual vanities, a glass-enclosed shower, and a jetted tub. There is a dedicated office/living room and a separate guest bedroom with a full nearby bath on the main level. Upstairs, two generously sized en-suite bedrooms offer great closet space, along with a versatile loft ideal for a playroom, gym, or media room. Enjoy evenings on the upstairs veranda overlooking the fenced backyard. Recent updates include a fresh exterior paint job and new flooring on the stairs, main-level guest bedroom, and loft. Ideally located near top-rated schools including Lake Brantley High, plus excellent dining, shopping, and major roadways for easy access throughout Central Florida. Don’t miss this remarkable home and be sure to view the virtual tour.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
539-541 LAND AVE, LONGWOOD, FL 32750
$395,000161 Days on yellowkey MLS ID: O6358921
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1592 Built: 1972 Tax: $3,746 (2024)Community: Lake Wayman HeightsApartment
Taxes:$3,746
Remarks: Income-producing duplex in the heart of Longwood—ready for your investment portfolio! Both units are tenant-occupied with long-term leases recently renewed, offering reliable income from day one. Enjoy peace of mind with a newer roof, no HOA fees, and easy maintenance. Each unit features 2 bedrooms, 1 bathroom, tile flooring throughout, and spacious backyards. Centrally located near Downtown Longwood with convenient access to major highways, shopping, and dining.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Teresa Idaspe-Yovaish (321-277-1931)
121 BEARSS CIR, LONGWOOD, FL 32750
$399,00033 Days on yellowkey MLS ID: O6391757
2 Days Off yellowkey (back on 4/15/2026)
REDUCED by $11,000 (2.7%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1352 Built: 1976 Tax: $4,313 (2024)Community: Lake Searcy ShoresSpa: NoSingle Family
Taxes:$4,313
Remarks: Under contract-accepting backup offers. Beautifully renovated 3 bedroom, 2 bathroom pool home situated on a spacious corner lot in desirable Longwood with no HOA! This charming residence offers the perfect blend of modern updates and timeless character, making it truly feel like home from the moment you arrive. Step inside to find wood-look tile flooring throughout, providing both durability and a cohesive, stylish look. The home is enhanced with modern fixtures that elevate each space. The open-concept kitchen is ideal for both everyday living and entertaining, featuring stainless steel appliances, ample counter space and a convenient breakfast bar that flows seamlessly into the main living areas. You’ll love the cozy dining area and the inviting family room with a fireplace, perfect for relaxing evenings or gathering with friends and family. Natural light fills the home, highlighting its warmth, character and thoughtful design. The renovated bathrooms showcase updated finishes, adding comfort and a touch of luxury to your daily routine. Each bedroom offers a comfortable layout with plenty of space to unwind. Step outside to your private backyard oasis, complete with a large, fully fenced yard and a sparkling pool. Perfect for enjoying Florida living year round. Whether you’re hosting gatherings, spending time with loved ones or simply relaxing poolside, this outdoor space offers endless possibilities. Conveniently located just minutes from historic downtown Longwood, Seminole Hospital, nearby parks, shopping, dining and major roadways. This home truly combines comfort, convenience and charm in one exceptional property. Schedule your private tour today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Christina Dalton (407-587-6083)
107 PINEAPPLE CT, LONGWOOD, FL 32750
$432,90040 Days on yellowkey MLS ID: O6390238
REDUCED by $10,000 (2.3%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1996 Built: 1975 Tax: $6,434 (2024)Community: Lake Searcy ShoresSingle Family
Taxes:$6,434
Remarks: One or more photo(s) has been virtually staged. This well-maintained property features three comfortable bedrooms and two full bathrooms, providing ample space for daily living. Recent major updates include a new HVAC system installed in 2024 and a complete roof replacement in 2023, ensuring reliable comfort and protection. Two expansive screen porches extend the living area, creating protected spaces for relaxation and entertainment throughout the seasons. These covered areas provide comfortable spots for dining or simply enjoying the surroundings. The backyard includes a swimming area fo recreation and exercise, while the outdoor firepit creates a natural gathering spot for evening conversations and warmth during cooler months. With no homeowners association restrictions, residents enjoy complete freedom in personalizing and maintaining the property according to their preferences. The established neighborhood setting creates a peaceful environment while maintaining easy access to local conveniences. Schedule your private showing today and experience all the comfort and convenience.
Listing is courtesy of: ELITE REAL ESTATE & FINANCE LLC (904-510-1608)
Listing Agent: Brice Gill (904-510-1608)
714 WEST CT, LONGWOOD, FL 32750
$339,80025 Days on yellowkey MLS ID: O6394329
REDUCED by $100 (0.0%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1413 Built: 1972 Tax: $3,448 (2024)Community: Longwood NorthSingle Family
Taxes:$3,448
Remarks: Charming and beautifully maintained 3-bedroom, 2-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)
140 RANGELINE WOODS CV, LONGWOOD, FL 32750
$575,00022 Days on yellowkey MLS ID: V4948172
REDUCED by $19,900 (3.3%) on 04/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2351 Built: 2002Monthly Fee: $50 Tax: $2,567 (2025)Community: Rangeline WoodsSingle Family
Taxes:$2,567
Remarks: One or more photo(s) has been virtually staged. HUGE PRICE IMPROVEMENT, don't miss out on this POOL HOME. Nestled in a cul-de-sac on 1/3-acre home site with fenced yard, this one story, 4 bedrooom, split plan has a screened pool and was recently updated. Easy care hard surface flooring throughout makes maintenance a breeze with our warm weather and Florida living. Convenient to I-4, shopping and restaurants and zoned for top schools in the area. Entertaining on the spacious covered lanai and large patio and pool will be ideal for BBQ’s and splashing into spring and summer! **Roof was replaced in 2022, Hot water heater- 2026, PVC fencing -2026, Dishwasher- 2026 and AC- 2015.** You’ll appreciate the architectural details on the exterior with high ceilings and archways highlighted by fresh paint inside and outside of the home. Entering the home the view of your backyard oasis with pool is visible and the spaciousness with the high ceilings gives a grand appearance to the formal living space. As you make your way back to the gathering areas the large windows and sliders continue with the view of the upgraded kitchen open to casual dining and great room. Warm, wood cabinets with granite counters and stainless appliances will make cooking and entertaining a breeze. The island is great for meal preps and serving with additional cabinets. Double door pantry ensures you’ll have plenty of room for your groceries. An archway connects to the formal dining area for easy serving. As you make your way back through the formal living area, the 4th bedroom/office is off foyer with new luxury vinyl plank and walk-in closet with organizer with shelving. The primary suite has a foyer entrance and plenty of wall space for furniture. Two walk-in closets with organizers give ample room for wardrobe and shoes. The spacious en-suite bathroom has a large vanity with make-up area and dual sinks. The garden soaking tub will relax you after a day at the office and a separate glass, enclosed shower and private lavatory. The split bedroom plan takes you to the other side of the home where the two guest bedrooms with double door closets and hall bath are off a separate hallway. The 2nd bathroom has new glass enclosure on shower and a door to the pool. Laundry room features a new sink and built-in folding table with storage cabinets. Huge privacy fenced backyard is perfect for pets, playsets and gardening. A separate paver patio provides a place for grills or firepit. Plenty of parking with long driveway and spacious two car garage. Such a convenient location just 1 mile to Publix, shopping and restaurants, 2 miles to I-4, 15 miles to downtown Orlando and 35 miles to Disney. Downtown Longwood features a farmer’s market, festivals and events for all ages. This home may be under audio-video surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Donna Pastore (407-920-4667)
486 N PIN OAK PL #308, LONGWOOD, FL 32779
$184,90071 Days on yellowkey MLS ID: O6381034
1 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,066 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,066
Remarks: Under contract-accepting backup offers. Recently remodeled 2-bedroom, 2-bath condo in Longwood with over $20,000 in upgrades. This move-in-ready home features a brand-new HVAC system, luxury vinyl plank flooring throughout (no carpet), fresh interior paint, and newly reglazed tubs and showers. Located in the desirable Windsor at Sabal Walk community, this Longwood condo offers a bright, open floor plan with a spacious living room, dining area, and sliding glass doors leading to a screened-in balcony. The split-bedroom floor plan provides privacy, with two generously sized bedrooms, each featuring walk-in closets and its own full bathroom. The kitchen includes ample cabinet storage, a breakfast bar, and open views into the main living space. A full-size laundry room adds everyday convenience rarely found in condo living. Residents of this amenity-rich condo community enjoy a resort-style swimming pool, fitness center, clubhouse, and beautifully maintained walking paths. The location is just minutes from Wekiva Springs, Uptown Altamonte, Lake Mary, and I-4. Ideal for a first-time buyer, downsizing, or a low-maintenance investment property. Call today to schedule a private tour.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
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