Location: Longwood
Do Not Show Listings
1386 S RIDGE LAKE CIR, LONGWOOD, FL 32750
$535,00012 Days on yellowkey MLS ID: O6383292
1 Days Off yellowkey (back on 4/9/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2263 Built: 1986Monthly Fee: $45 Tax: $5,740 (2024)Community: NorthridgeSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,740
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2024
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. *** MULTIPLE OFFERS **** RARE FIND in the sought out Longwood community of Northridge. This show stopping POOL HOME is filled with character and thoughtful updates, offering architectural charm you don’t often see. From the moment you arrive, the curb appeal sets the tone . . . welcoming, established, and full of personality. Inside, skylights and high ceilings with exposed beams bring in natural light and warmth, while a cozy wood burning fireplace anchors the main living space. Large glass slider doors frame views of the pool and backyard, creating a seamless indoor-outdoor flow. The functional SPLIT FLOOR-PLAN offers the best of both worlds, with the primary suite privately positioned on one side and three generously sized bedrooms on the other . . . ideal for multi-generational living, guests, or flexible space needs. So many updates to appreciate. BRAND NEW KITCHEN (2026) with ceiling-height cabinetry, quartz countertops, soft-close drawers, updated lighting, and a built-in bar pantry. NEW FLOORING in the kitchen and laundry (2026), FRESH INTERIOR PAINT in the main areas, updated fixtures (2026), and a fully updated bathroom. Major systems are covered with a NEW AC (2024) and NEWER ROOF (2020). The primary suite offers direct access to the pool deck, dual vanities, pocket doors for added privacy, a large walk-in closet, and a custom walk-in shower. Step outside to your PRIVATE BACKYARD RETREAT with a LARGE SOLAR-HEATED POOL, perfect for year-round living. The secondary bathroom also offers direct pool access for added convenience. An EV-READY garage adds a modern touch. Located just minutes from Altamonte Mall and Cranes Roost Park, with easy access to Interstate 4, commuting to Downtown Orlando, Winter Park, and surrounding areas is simple and convenient. Zoned for Seminole County Public Schools. This is the kind of home that blends charm, function, and updates in a way that just feels right and is ready for its next owner to enjoy from day one.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Christine Smith (407-972-0404)
506 FREEMAN ST, LONGWOOD, FL 32750
$590,00068 Days on yellowkey MLS ID: O6378867
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3459 Built: 1998Monthly Fee: $51 Tax: $4,627 (2025)Community: Longwood PlantationSpa: NoSingle Family
Taxes:$4,627
Elementary School: Longwood Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Greenwood Lakes Middle
Remarks: This impressive and spacious 5–6 bedroom, 4-bath pool home offers over 3,500 square feet of beautifully designed living space on a premium private conservation lot in a quiet, tree-lined neighborhood. The flexible open floor plan features dramatic living and dining rooms, a stunning remodeled cook’s kitchen with rich wood cabinetry, granite counters, breakfast bar, and eat-in space, all open to a welcoming family room. Additional living spaces include an upstairs bonus room and an office or optional 6th bedroom, ideal for today’s lifestyle. The private split-plan primary suite is oversized with a sitting area, large walk-in closet, and a luxurious updated bath with double granite vanity, soaking tub, and generous shower. Secondary bedrooms are well sized with walk-in closets, and three offer direct bath access. Enjoy outdoor living on the screened covered porch overlooking the solar-heated pool with waterfall, DiamondBrite surface, and automatic sweep—perfect for relaxing or entertaining. This home is loaded with upgrades and extras including vaulted ceilings, brick fireplace, porcelain tile, stainless appliances, crown molding, recessed lighting, California closet system, solid-surface counters, security system, water softener, R-30 attic insulation, 2020 architectural shingle roof, double-pane windows, sprinkler system, new water heater, new pool pump, new upstairs and downstairs A/C units, re-piping of the home and much more. The spacious 2-car garage offers ample storage and workspace. Community playground included. Truly a must-see home—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Rick Brown (407-393-5901)
280 SPRINGSIDE RD S, LONGWOOD, FL 32779
$626,64094 Days on yellowkey MLS ID: O6372736
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2436 Built: 1987Monthly Fee: $180 Tax: $6,507 (2024)Community: The SpringsSingle Family
Taxes:$6,507
Elementary School: Sabal Point Elementary
High School: None
Middle School: None
Remarks: **** Price Reduction*** Floor Plan: Excellent layout with the master bedroom downstairs and a large upstairs loft that can serve as a second master suite. Amenities: Screened private swimming pool with convenient access from three rooms (living room, master bath, guest bath). Interior Highlights: Vaulted ceilings, abundant natural light via skylights and transom windows, ceramic tile throughout, grand living room with fireplace, and a large dining room. Updates & Maintenance: Features a brand new AC (2020) and a replumbed system. The home also includes an inside laundry room, a 2-car garage with a generator hookup panel, and workbench space. Community Amenities (The Springs): Enjoy exclusive access to Seminole County's "best kept secret," which includes: 100 acres on the Little Wekiva River Sandy beach and crystal clear swimming area Clubhouse and community pool Sports courts (basketball, tennis, pickleball) Playground, nature trails, and horse stables
Listing is courtesy of: FIDICITY REALTY INC (772-678-8158)
Listing Agent: Dr April Joh Johnson (813-545-9218)
1741 ALVARADO CT, LONGWOOD, FL 32779
$1,100,0006 Days on yellowkey MLS ID: O6387709
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4265 Built: 1984Monthly Fee: $104 Tax: $11,657 (2025)Community: Wingfield Reserve Ph 1Single Family
Taxes:$11,657
Elementary School: None
Remarks: Nestled within the prestigious Wingfield Reserve community on a sprawling 1.5+ acre private lot, this custom-built home delivers the pinnacle of Florida luxury living with 4 bedrooms and 4 baths all on one story — within one of Seminole County's most coveted top-rated school districts. From the moment you arrive, the circular drive and lush landscaped grounds set the stage for something truly special. Step through the front entry and into soaring 14-foot volume ceilings, where custom crown moldings and a seamless blend of rich hardwood and stunning marble tile floors create a airy welcoming environment. The heart of the home is a living room/ kitchen combination anchored by a dramatic floor-to-ceiling brick wood-burning fireplace, the living room also features a custom built in entertainment center and wet bar. The large kitchen is equally as impressive, offering two islands and two sinks with a breakfast bar and a sun-drenched breakfast nook that frames beatufiul views of the private backyard and pool area. Down the hall there is a dedicated office with custom built-ins adding versatility, ideal as a home office, study or fifth bedroom as well as three guest bedrooms and 3 full baths (one of the guest baths allows direct access in/out to the pool area). Additional spaces include a large formal dining room, indoor laundry room as well as separate family room. On the other side of the home, retreat to the primary suite, where warm wood floors and a spa-inspired bath — complete with Jacuzzi tub, walk-in shower, and separate vanities as well as a large walk-in closet. Outside, the pool and spa gleam within a screened lanai, creating a resort-style sanctuary perfect for entertaining. A 3-car side-entry garage and circular drive round out a property that is as functional as it is breathtaking. This is Wingfield Reserve living at its finest — schedule a viewing today!
Listing is courtesy of: EXIT REAL ESTATE RESULTS (352-933-0018)
Listing Agent: Kyle Petteway (407-461-9141)
6 ROBINWOOD DR, LONGWOOD, FL 32779
$789,99916 Days on yellowkey MLS ID: V4948197
REDUCED by $55,001 (6.5%) on 04/08/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2678 Built: 1979 Tax: $7,329 (2024)Community: RobinwoodsSingle Family
Taxes:$7,329
Middle School: Markham Woods Middle
Remarks: Best value on prestigious Markham Wood Road — this stunning 5 bed | 4 bath | 3 car garage home has been completely renovated from top to bottom, including a brand new AC system, and is truly move-in ready. From the moment you arrive, a lovely enclosed front courtyard with iron fencing and double front doors sets the tone for what awaits inside: a spacious foyer opening to a grand formal living room with a dramatic rock wood-burning fireplace, a private office with French doors overlooking the courtyard, and a large family/dining room flowing seamlessly into a chef's kitchen featuring all-new cabinetry, countertops, stainless steel appliances, and an oversized bar seating 4+. The home offers incredible flexibility with a dedicated in-law suite (private bedroom, bath, and living area), a shared Florida room, an additional guest room with private entry and its own bath, a home office, a formal dining room, and an oversized inside utility room — all finished with porcelain tile floors throughout and fresh interior paint. The primary suite features a walk-in closet, while two additional bedrooms are privately situated on their own wing. Outside, enjoy a freshly power-washed exterior, mature landscaping, and over an acre of land with an oversized 3-car garage and ample parking — all within the sought-after Seminole County school district and an unbeatable location.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Anne Hall (407-748-6789)
301 SWEETWATER CLUB CIR, LONGWOOD, FL 32779
$1,250,00020 Days on yellowkey MLS ID: O6393809
1 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5230 Built: 1979Monthly Fee: $367 Tax: $6,392 (2024)Community: Sweetwater Club Unit 1Spa: NoSingle Family
Taxes:$6,392
High School: Lake Brantley High
Remarks: Under contract-accepting backup offers. Some homes are built. Others are crafted with intention, elevated by time, and destined to leave a lasting impression on every soul that crosses the threshold. 301 Sweetwater Club Circle is unequivocally the latter. Nestled behind the private gates of one of Longwood's most prestigious luxury gated communities, this extraordinary estate sits on more than one acre of lush, manicured grounds and delivers a living experience that is nothing short of spectacular. The corner lot positioning affords commanding presence, maximum privacy, and grounds that feel genuinely estate-like in every direction a rare and coveted combination that sets this property apart from the very first glance. From the moment you pass through the gates and pull into the estate's signature porte-cochère, the home announces itself with unmistakable confidence. Exquisitely crafted and utterly one-of-a-kind, this covered motor court entrance rivals the arrival experience of any modern luxury hotel. Coming home here is not routine. It is a celebration, a daily reminder that you have arrived somewhere truly extraordinary and there is simply nothing else like it in the market. Spanning over 5,230 square feet of thoughtfully designed living space, this residence exudes old-world elegance and timeless architectural character at every turn. Four bedrooms, four full bathrooms, a powder room, and an oversized three-car garage deliver both grandeur and real-world functionality for today's most discerning buyer. The primary suite is a sanctuary unlike any other soaring double-height ceilings open to a private loft that floats above the room, offering limitless possibilities as a reading retreat, home office, or personal escape. A rare dual master configuration within the main home creates a seamless mother-in-law suite opportunity, ideal for multigenerational living, extended guests, or simply the elevated sense of privacy that a home of this caliber deserves. Two interior bars position this residence as the ultimate gathering place for family and friends. Whether hosting an intimate dinner party or a landmark celebration, the layout flows with effortless grace and the old-world ambiance delivers a mood and atmosphere that simply cannot be manufactured. This is a home that people remember long after the evening ends and talk about long after they leave. Step outside and the estate truly reveals its full character. A sprawling private pool anchors the outdoor living space, flanked by a dedicated pool cabana complete with a full bathroom an amenity more commonly reserved for five-star resorts than private residences. A handcrafted brick gazebo, framed by lush mature tropical landscaping and sweeping manicured grounds, creates the perfect setting for al fresco dinners under a painted Florida sky or quiet mornings with coffee in a backyard that feels entirely like your own private resort. Sweetwater Club is one of Longwood's most coveted luxury gated communities, defined by its oversized estate lots, majestic mature tree canopy, and an atmosphere of quiet exclusivity that cannot be replicated. Residents enjoy access to tennis courts and pickleball courts within a beautifully maintained enclave ideally positioned near top-rated Seminole County schools, premier dining, and the very best of Central Florida living. Homes of this stature, in communities of this caliber, do not come along twice. Schedule your private showing today and experience the property.
Listing is courtesy of: THE NEWCOMER GROUP (904-599-5633)
Listing Agent: Ryan Raymond (904-315-4022)
1665 GRANGE CIR, LONGWOOD, FL 32750
$415,0009 Days on yellowkey MLS ID: O6396483
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2189 Built: 1986 Tax: $3,792 (2024)Community: Tiberon Hills Ph 3Spa: YesSingle Family
Taxes:$3,792
Remarks: Expect to be impressed with this beautiful 3-bedroom, 2-bathroom home featuring stunning upgrades throughout. As soon as you walk in, you’re greeted by a spacious living and dining room combination, perfect for both entertaining and everyday living. The home boasts a gorgeous kitchen that opens to a cozy family room, complete with a stylish bar area that is ideal for hosting guests or relaxing at the end of the day. Step outside and discover your own backyard oasis, featuring an above-ground spa, perfect for unwinding and enjoying Florida living year-round. Conveniently located near major highways, shopping, and highly sought after schools, this home offers both comfort and convenience. This one won’t last long, so schedule your showing today!
Listing is courtesy of: LEGENDS REALTY (407-333-1010)
Listing Agent: Maria Stinson (407-802-7595)
100 COUNTRYSIDE DR, LONGWOOD, FL 32779
$650,0007 Days on yellowkey MLS ID: O6392628
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 1973Monthly Fee: $165 Tax: $5,456 (2025)Community: Sweetwater Oaks Sec 02Single Family
Taxes:$5,456
Remarks: Under contract-accepting backup offers. Welcome to the experience of high-end living at 100 Countryside Drive, a fully reimagined designer residence in the heart of Sweetwater Oaks. Recently completed by an interior designer, this four-bedroom, two-bath split-plan home delivers the best of modern luxury, with finishes and detail typically found in much higher-priced properties. Step inside to discover bright, open-concept living spaces filled with natural light from energy-efficient windows. Entertain or unwind around the modernized fireplace, formal dining area, or flexible family room—all centered on a D’Nook-designed gourmet kitchen featuring soft-close cabinetry, premium integrated appliances, a breakfast nook, custom lighting, and a signature architectural hood. The stone island serves as a stunning focal point, perfect for casual meals or elegant gatherings. Every surface reflects designer-level craftsmanship, from the custom countertops and high-grade luxury vinyl plank flooring to bespoke wood accents and cabinetry. The expansive owner’s suite brings spa-like serenity with dual sinks, a walk-in shower, freestanding tub, and a truly custom retreat atmosphere. Outside, enjoy nearly half an acre of outdoor living and a resurfaced sparkling pool with ample space for entertaining. Major updates ensure lasting peace of mind, including a newer roof (2023) and significant system upgrades completed in 2026. Style, charm, and substance converge here—this home is absolutely perfect. As a Sweetwater Oaks resident, you’ll enjoy private Lake Brantley access for boating, plus community tennis, pickleball, volleyball, and basketball courts, two playground parks, a private beach and clubhouse, and top-rated Seminole County schools. Ideally located just 20 minutes from Downtown Orlando and 40 minutes from Disney or the coast, this home defines refined Florida living at its best.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (407-340-8487)
Listing Agent: Reynaldo Sanchez Bravo (814-852-8084)
1949 DEERVIEW PL, LONGWOOD, FL 32750
$798,00012 Days on yellowkey MLS ID: O6395646
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3498 Built: 2002Monthly Fee: $120 Tax: $4,966 (2024)Community: Hidden CoveSpa: YesSingle Family
Taxes:$4,966
Remarks: Don’t miss this stunning Mediterranean estate home in the highly sought-after gated community of Hidden Cove. This spacious residence features 4 bedrooms, including a dedicated office, 3.5 bathrooms, and an upstairs bonus room. The open floor plan showcases a beautifully finished open-concept kitchen, formal living and dining rooms, and a welcoming family room designed for both everyday living and entertaining. The owner’s suite offers a private retreat with a sitting area overlooking the pool and lanai, an expansive walk-in closet with custom shelving and separate dressing area, and a luxurious en-suite bath. Upstairs the oversized bonus room is perfect for movie nights and game days, complete with a wet bar, powder bath, and dedicated AC unit. Step outside to enjoy the screened-in swimming pool, large covered lanai with built-in grill, and generously sized backyard. Additional highlights include tile flooring in main living areas, soaring 15-foot tray ceilings, crown molding, plantation shutters, custom draperies, built-ins and decorative niches, a paver driveway, tile roof, and 3 car garage. Conveniently located to shopping, restaurants, and I-4.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Katie Morrison (407-421-5025)
741 LONGDALE AVE, LONGWOOD, FL 32750
$355,00011 Days on yellowkey MLS ID: O6395867
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1490 Built: 1962 Tax: $2,058 (2025)Community: LongdaleSingle Family
Taxes:$2,058
Elementary School: Highlands Elementary
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Beautifully Maintained Pool Home – No HOA! This inviting pool home blends comfort, style, and updates throughout – plus the freedom of no homeowners association. Freshly painted interior with a bright, welcoming feel, New appliances in the kitchen with solid wood cabinetry and pull-out drawers Newly resurfaced pool (2017 - 2025) – sparkling and ready for year-round enjoyment,New ceiling fans.bathrooms were remodeled 2021. Expansive screened pool deck ideal for entertaining or relaxing outdoors,Updated master bath with modern finishes Air handler replaced i 2019 .Master suite with sliding glass doors opening to the pool and patio Large backyard shed for storage plus a side workshop for hobbies or projects for peace of mind Fantastic Location: Near major roads 17-92 and 434, just 10 minutes to I-4, close to hospitals, restaurants, shopping, and more. Don’t miss the opportunity to own this move-in ready pool home in one of the most convenient areas of Central Florida!
Listing is courtesy of: INVESTOR'S REAL ESTATE LLC (407-688-4355)
Listing Agent: Patty Perez Renteria (407-927-4731)
236 DUNCAN TRL, LONGWOOD, FL 32779
$400,00011 Days on yellowkey MLS ID: C7524258
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1853 Built: 1979Monthly Fee: $23 Tax: $5,495 (2025)Community: Wekiva Hills Sec 08Single Family
Taxes:$5,495
Elementary School: Wekiva Elementary
Middle School: Teague Middle
Remarks: Discover this spacious 3 bedroom, 2 bathroom home offering 1,853 sq ft of comfortable living space. The well-designed layout features generous living and dining areas that flow seamlessly into the kitchen, creating a great space for everyday living and entertaining. The primary suite includes a private bathroom and ample closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a nicely sized yard with room to relax or personalize. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: Raul Pino (305-662-1502)
110 DEVON CT, LONGWOOD, FL 32779
$470,00075 Days on yellowkey MLS ID: O6377933
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 1974Monthly Fee: $23 Tax: $2,594 (2024)Community: Wekiva Hunt Club 2 Fox Hunt Sec 2Single Family
Taxes:$2,594
Remarks: NEW PRICE! You are going to fall in love with this beautiful residence in desirable Longwood community of Wekiva Hunt Club! Located on the circle part of a cul-de-sac and blocks from Wekiva Elementary and community parks! This home offers an expansive and open floor plan, split bedrooms, primary with updated en-suite bath, TWO living areas, formal dining and kitchen with a large breakfast room, perfect for a kitchen expansion or butler pantry! There's more....a HUGE interior laundry/utility room large enough for storage and additional refrigeration, newer French door with internal blinds leading to a large covered, screen enclosed back porch overlooking a beautiful yard...the lot size is just under a 1/2 acre!! Freshly painted inside and out - ready for you to move in! MAJOR updates include: ROOF 2021, HVAC 2023, WINDOWS/DOORS 2020, PAVER DRIVEWAY 2020, ELECTRICAL PANEL 2023, PRIMARY BATH REMODEL 2023, 8-ZONE SPRINKLER SYSTEM 2020...Seller will pay for lawn care (mowing) for 6 months! This home is fresh, clean and ready to move in!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Carla Stanton (321-356-3370)
1415 CROCUS CT, LONGWOOD, FL 32750
$705,00040 Days on yellowkey MLS ID: O6386369
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2645 Built: 1994Monthly Fee: $64 Tax: $6,921 (2024)Community: Bolling FarmsSingle Family
Taxes:$6,921
Remarks: PRICE IMPROVEMENT - SELLER MOTIVATED. Welcome to Your Dream Home – 1415 Crocus Court. Experience the perfect blend of elegance, thoughtful upgrades, and resort-style living in this stunning 4-bedroom, 3-bath residence with added bonus office space. From the moment you arrive, the exceptional curb appeal sets the tone — highlighted by lush landscaping and a striking new front door (2023) that makes a lasting first impression. Step inside to discover soaring ceilings, abundant natural light, and a warm, inviting living room with views of your pool that awaits. The seamless flow into the dining area creates an ideal setting for both intimate family dinners and lively gatherings. While in the great room enjoy a cozy fireplace on those cooler evenings or if you just want some ambience while relaxing with friends and family. The chef’s kitchen is truly the heart of the home, featuring quartz countertops, custom cabinetry, large walk-in pantry, a new refrigerator (2023), new microwave (2024), and under-cabinet lighting with adjustable tones (2024) — perfectly balancing beauty and functionality. The luxurious primary suite offers a serene retreat with custom-built closets (2022) and a beautifully updated en-suite bath with modern fixtures and a standalone soaker tub. The additional bedrooms are generously sized, filled with natural light, and provide peaceful views for family or guests. The fourth bedroom is conveniently separated by its own private hallway with a full bath, making it the perfect space for visitors or multi-generational living. The home also features an abundance of extra storage spaces throughout. Step outside to your private backyard oasis. The screened-in pool area is designed for year-round enjoyment, complete with solar pool heating (2022), a multi-color LED pool light (2022), a new pool pump (2025), and a new vanity in the pool bath (2026). Whether relaxing or entertaining, this space delivers true resort-style living. The freshly upgraded garage adds even more value with a resurfaced floor (2023), new garage door opener and lighting, fresh paint, and a replaced attic door (2023) newly installed hot water heater (2026). This home has also been wired (2025) to accommodate a portable generator. Meticulously maintained and ideally located near premier shopping, dining, entertainment, excellent schools and major highways, this move-in-ready home offers both luxury and convenience. Don’t miss your opportunity to own this exceptional property — schedule your private tour today.
Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)
Listing Agent: Susan Pinnock (407-435-9125)
665 E CHURCH AVE, LONGWOOD, FL 32750
$244,000188 Days on yellowkey MLS ID: O6350420
1 Days Off yellowkey (back on 2/24/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 836 Built: 1958 Tax: $1,680 (2024)Community: WildmereSingle Family
Taxes:$1,680
Remarks: Excellent for first time home buyers. Cozy renovated 3 Bedroom 1 Bath Home in Longwood near 17-92 and 434. This home features a Large Screened Porch, Separate Storage Shed, and a Large Fenced Yard. Ceramic Tile in Kitchen, Dining and Hallway. Vinyl Plank Flooring in Living Room and Bedrooms. Easy access to South Seminole Hospital. Shopping, restaurants. & Candyland Park nearby.
Listing is courtesy of: REAL ESTATE PROFESSIONALS SE (407-331-7600)
Listing Agent: Robert Meeks (407-489-0324)
1508 MEADOWLARK ST, LONGWOOD, FL 32750
$360,00033 Days on yellowkey MLS ID: O6380504
REDUCED by $5,000 (1.4%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1308 Built: 1977 Tax: $3,731 (2024)Community: Sky Lark SubSpa: NoSingle Family
Taxes:$3,731
Remarks: One or more photo(s) has been virtually staged. Welcome to 1508 Meadowlark Street — a beautifully updated home offering comfort, style, and peace of mind. Tucked away with a serene conservation view and no rear neighbors, this property offers the kind of backyard privacy that’s hard to find. Inside, you’ll love the spacious main bedroom with a walk-in closet and built-in organizer system, along with an updated kitchen featuring modern countertops and a stylish backsplash that adds a fresh, contemporary feel. Also enjoy the luxury of a SMART thermostat and solar light. Major improvements have already been completed, including a new roof (2022), A/C (2022), A/C ducts (2024), electrical panel (2022), re-pipe (2022), appliances (2022) including a SMART washer and dryer, new carpet (2022), and fresh paint (2022). With no HOA and so many big-ticket updates already taken care of, this move-in ready Longwood home is an exceptional opportunity. Close to downtown Longwood and Winter Springs offering a plethora of shopping, dining, and entertainment options. Near major highways such as the I4 making commute to major theme parks, downtown Orlando, Orlando International or Sanford International Airports, beaches and more a breeze! Perfect for everyone from 1st time home buyers to investors alike! Come see today before it's gone!
Listing Agent: Christina Rampersad (407-995-6788)
2 HUDSON CV, LONGWOOD, FL 32750
$549,00013 Days on yellowkey MLS ID: O6395131
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1974Monthly Fee: $25 Tax: $2,399 (2024)Community: Sleepy Hollow 1St AddSpa: NoSingle Family
Taxes:$2,399
Elementary School: Altamonte Elementary
Remarks: Tucked at the end of a quiet cul-de-sac in the established Sleepy Hollow community, this fully renovated 4-bedroom, 2-bath home sits on an oversized ~0.40 acre lot in the heart of Longwood. With mature surroundings and a little extra breathing room between homes, it offers a setting that’s getting harder to find—while still being just minutes from I-4 and SR 434 for an easy commute. Inside, the home has been completely refreshed with new LVP flooring throughout and a beautifully updated kitchen featuring quartz countertops, a tiled backsplash, brand-new appliances, and brass-toned hardware for a clean, modern finish. The layout offers both living and dining spaces, with French doors from the dining room opening out to a spacious screened porch. The primary suite is filled with natural light, has its own access to the porch, and features a fully remodeled ensuite with a large tiled shower. A separate family room with a wood-burning fireplace provides a second living area and also connects to the porch, creating an easy flow for everyday living or entertaining. The screened porch (approx. 36x10) overlooks a private open-air pool and backyard, with a convenient pool bath that also serves the additional bedrooms—all of which have been updated. Additional highlights include a new roof (in progress) and fresh exterior paint on the stucco, while the original brick has been preserved for added character.
Listing is courtesy of: LEGACY REALTY & BROKERS LLC (407-887-7779)
Listing Agent: Skip Juma (206-349-7547)
96 HICKORY TREE RD, LONGWOOD, FL 32750
$450,0008 Days on yellowkey MLS ID: O6396626
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1668 Built: 1975Monthly Fee: $8 Tax: $4,535 (2024)Community: Woodlands Sec 5 Rep Of Blk DSpa: NoSingle Family
Taxes:$4,535
Remarks: FANTASTIC OPPORTUNITY IN THE HEART OF LONGWOOD! THIS 3/2 IMPECCABLE UPDATED HOME IN THE WOODLANDS IS MOVE-IN-READY! Plenty of space to make this home your own with generous size bedrooms ALL with walk-in closets! Neutral decor throughout with a newer modern feel and fresh laminate floors! REMODELED KITCHEN with granite counters, breakfast bar, ample cabinets, and appliance package! Inviting family room off kitchen with a wood burning fireplace and glass sliders that access the patio area! Relax in the evenings after a long day or entertain on your oversized covered screened in patio! Enjoy the HUGE LUSH fenced in backyard including a separate dog run and/or utility vehicle storage area along with a shed for added convenience! This oversized lot has tremendous potential! Exterior extras include: Garden bed, large 2 car garage with utility room and side access door, exterior lighting, rain gutters, and a transferable Termite Bond serviced by Massey! This home has been meticulously maintained! Expect to be Impressed! Excellent area close to major highways, shopping, dining and ONLY 30 min to most major attractions! Amazing mature established neighborhood currently zoned for Woodlands Elementary, Rock Lake Middle and Lyman High! The OPTIONAL HOA makes this lovely home very affordable! Don't miss out on the chance to own this special home!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Laura Toppin (407-489-0415)
100 E WYNDHAM CT, LONGWOOD, FL 32779
$395,000159 Days on yellowkey MLS ID: O6358179
5 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1695 Built: 1977Monthly Fee: $23 Tax: $4,708 (2024)Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Spa: NoSingle Family
Taxes:$4,708
Remarks: Under contract-accepting backup offers. Welcome to this spacious 4-bedroom, 2-bath home located just three streets from Top-Rated Wekiva Elementary in the highly desirable Wekiva community! Sitting proudly on a large corner lot, this home offers tons of potential for personalization with great bones and plenty of space for the whole family. Step inside to find two comfortable living areas, including a front living room and a cozy family room with a wood-burning fireplace—perfect for relaxing evenings. The large kitchen overlooks the backyard and features stainless steel appliances, lots of counter space, and a small pantry for extra storage. Both bathrooms are well designed—one with a tub and shower combo with direct access to the screened patio, ideal for backyard entertaining. All four bedrooms are generously sized, with the primary suite featuring a walk-in closet and private bath. Flooring features wood laminate in most living areas and bedrooms, complemented by fresh paint inside and out, for a clean feel. Enjoy outdoor living on the screened back porch or take a stroll along nearby walking trails leading to several parks and the Wekiva Golf Clubhouse (just 5 minutes away!). The Rain Bird sprinkler system, New Roof (2025), HVAC (2020), gutters, garage door pad entry, and freshly painted garage floor with Maytag washer and dryer add extra convenience. Easy access to great schools, golf, and nature, this Wekiva gem offers both privacy and proximity to everything Longwood has to provide. Bring your vision and make this home shine—it’s ready for its next chapter!
Listing Agent: Danielle Pensala (407-529-5752)
272 W WARREN AVE, LONGWOOD, FL 32750
$399,500173 Days on yellowkey MLS ID: O6354921
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1386 Built: 1927 Tax: $3,245 (2024)Community: LongwoodSingle Family
Taxes:$3,245
Remarks: Versatile Historic Downtown Longwood Property – Live, Work, Play or Invest! Located in the heart of Historic Longwood, this rare & flexible property is ideal for residential, commercial or mixed-use living. Offering 4 spacious rooms (use as bedrooms or office spaces), half bathroom, a kitchenette, handicap ramp & parking access, this home sits on an oversized lot with endless potential. Great visibility from drive-by traffic and near corner lot intersection. Property is historically designated with the city offering additional perks! Prime walkable location to Reiter Park, Sun Rail, city events, restaurants, shops, & municipal buildings—a perfect setting for professionals, investors, or families looking for character & convenience in one of Longwood's most desirable locations. No HOA, newer roof and A/C. Schedule your showing today! * Zoned for residential or commercial use including stores, bed & breakfast, offices and more; * Large lot with potential for expansion and ample private parking around 10 spaces
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Nilmarie Zapata (407-342-8298)
936 CITRUS WOOD CT, LONGWOOD, FL 32750
$499,90010 Days on yellowkey MLS ID: O6396324
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 1983Monthly Fee: $33 Tax: $4,859 (2024)Community: Woodlands EastSpa: NoSingle Family
Taxes:$4,859
Remarks: Welcome to this beautifully updated 4-bedroom, 2-bath pool home tucked away on a quiet cul-de-sac in desirable Longwood. Situated on a fully fenced lot, this property offers privacy, safety, and the perfect setting for outdoor living—ideal for pets, play, and entertaining. Step inside to discover a spacious and functional split floor plan with soaring vaulted ceilings that create an open, airy feel throughout. The home features separate living, dining, and family rooms—giving you flexibility for both formal entertaining and everyday living. Whether you're hosting guests in the formal spaces or relaxing by the fireplace in the family room, this layout truly adapts to your lifestyle. The heart of the home is the brand-new kitchen, thoughtfully redesigned with modern quartz countertops, sleek cabinetry, and brand-new stainless steel appliances—perfect for cooking, gathering, and creating lasting memories. Out back, enjoy your own private oasis featuring a large screened-in pool and an expansive covered lanai—offering year-round outdoor enjoyment, shaded relaxation, and plenty of space for entertaining family and friends. The oversized fenced backyard adds even more room to play, garden, or simply unwind. Additional features include an interior laundry room, a spacious 2-car garage, and recent updates including fresh interior paint and new carpet. Located within the highly sought-after Seminole County Public Schools district, known for its top-rated schools, this home also offers unbeatable convenience with easy access to SR-434, Lake Mary Blvd, shopping, dining, and major highways—making commuting and daily errands a breeze. This is the perfect combination of location, layout, and lifestyle—don’t miss your opportunity to call it home.
Listing is courtesy of: ASSIST 2 SELL FOUTZ REALTY (407-330-4343)
Listing Agent: Robert Foutz (407-227-0321)
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