Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
Living Area Square Feet: 1500 to 1999
Do Not Show Listings
Longwood - 40 properties found
1508 CANARY ST, LONGWOOD, FL 32750
$329,00055 Days on yellowkey MLS ID: O6402841
REDUCED by $16,000 (4.6%) on 06/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 1973 Tax: $1,210 (2025)Community: Sky Lark SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,210
Elementary School: Highlands Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Milwee Middle
Remarks: Virtually Staged. Welcome to 1508 Canary Street in Longwood! This charming 4-bedroom, 2-bath home features a desirable split floorplan, offering both privacy and functionality for everyday living. With no HOA, you’ll enjoy the freedom to truly make this property your own. Step outside to a spacious, fully fenced backyard with mature trees, perfect for relaxing, entertaining, or letting pets roam freely. Whether you're hosting gatherings or simply enjoying a quiet evening at home, this outdoor space offers endless possibilities. Air conditioning, water heater, electric and plumbing have been updated. Conveniently located near shopping, dining, and major roadways, this home is a great opportunity to enjoy comfortable living in the heart of Longwood.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Dawn Grigsby (407-970-9051)
3946 VILLAS GREEN CIR, LONGWOOD, FL 32779
$430,00050 Days on yellowkey MLS ID: O6402630
REDUCED by $4,500 (1.0%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1967 Built: 1993Monthly Fee: $175 Tax: $2,296 (2025)Community: Wekiva VillasSingle Family
Taxes:$2,296
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Virtually Staged. Seminole County, where "Old Florida" charm mixes with modern suburban convenience, and this Wekiva golf course home on the 9th hole is no exception. This beautiful Wekiva area is away from the hustle, but minutes to grocery stores, restaurants & home improvement options. Well cared for throughout the years with only one owner. The home underwent a 2020 makeover that included the kitchen & appliances, all 3 bathrooms, and the water heater. The roof was replaced in 2022 and reinspected this year. Wekiva offers some of the best schools in Seminole County, with "The Natural Choice" being one of the best Counties to live in the state of Florida. Convenient to all the expressways to get around Central Florida. Do not miss the amenities that Weikva offers: the continual sidewalks, local playground, tennis courts & pickleball courts, and a community center. 3946 Villas Green Cir is your next stop to homeownership!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Karen Pfannerstill (407-947-5717)
1861 CROWLEY CIR E, LONGWOOD, FL 32779
$555,90021 Days on yellowkey MLS ID: O6413487
REDUCED by $10,000 (1.8%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1986 Built: 1985 Tax: $2,254 (2025)Community: Mandarin Sec 5Spa: NoSingle Family
Taxes:$2,254
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: MOVE IN READY!! Welcome to your dream home! This spacious & updated 3-bedroom, 2-bathroom, 1.10 acre property located off Markham Woods Road in Mandarin Estates offers everything you desire for comfortable and luxurious living. Step into the beautiful foyer and be greeted by an expansive living space filled with natural light pouring in through large windows. The split foyer & large formal living & dining rooms seamlessly flow into the family room w/ beautiful stone fireplace and kitchen creating an inviting atmosphere, perfect for entertaining guests or enjoying family time. The updated kitchen is a chef’s delight, boasting modern appliances, and plenty of storage for all your culinary needs. Luxurious granite kitchen counter tops add both functionality and style, providing additional workspace and a casual dining spot. Three generously sized split-plan bedrooms provide laminate flooring, ceiling fans, and large closets for all your storage needs. The primary suite is a true sanctuary, complete with a new, luxurious ensuite bath featuring a beautiful walk-in shower, and dual vanity sinks.The true highlight of this home lies outdoors. Step outside to discover your own private backyard w/ plenty of room to add a pool & featuring a large screened attached 1031 square foot covered Lanai perfect for family gatherings. The expansive backyard, includes a 20'x64' fenced in area next to the garage, & provides plenty of space for outdoor activities or your pets. The home also includes flooring updates & a brand new 50-year-steel roof. Located in a quiet and family-friendly neighborhood with no HOA; bring your boats, RVs work vehicles, or build accessory garages, workshops for your toys, or an accessory dwelling unit (ADU)...this home offers the perfect blend of tranquility and convenience. With easy access to shopping, dining, top-rated schools, and the Seminole County Trail runs thru he neighborhood, you'll have everything you need right at your fingertips. Don't miss your chance to experience luxury living at its finest. Schedule a showing today and make this stunning home your own!
Listing Agent: Rob Breese, Iii (321-436-8813)
130 FOXRIDGE RUN, LONGWOOD, FL 32750
$399,99032 Days on yellowkey MLS ID: O6410544
1 Days Off yellowkey (back on 6/13/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1950 Built: 1972 Tax: $1,523 (2025)Community: Woodlands Sec 2Single Family
Taxes:$1,523
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Are you longing to be a part of something? Come be a part of this wonderful community in Longwood Fl. No HOA. This split floorplan 4-bedroom 2 bath home is sure to impress. This corner lot has a beautiful landscaping and a circular paver driveway for easy access and plenty of parking. The primary suite has a unique custom vanity and excellent walk-in shower. The main Livingroom is great for entertaining or could even be enclosed to make a larger primary suite. The large addition in the back of the home has plenty of space for relaxing and entertaining. Fenced in backyard offers security and privacy. No need to worry about power outages. The whole home generator has got you covered. roof only 3 years old. HVAC, Plumbing, and Electric are in excellent condition. The large laundry room offers plenty of storage. The primary bedroom and kitchen are awaiting your personal touch. With this home priced approximately $50k less than comparable homes in the area, there is plenty of equity to make it your own.
Listing is courtesy of: SPECTRUM PROPERTY GROUP LLC (407-250-5170)
Listing Agent: Brian White (407-590-7647)
110 WHITLEY BAY LN, LONGWOOD, FL 32779
$500,00021 Days on yellowkey MLS ID: O6413710
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1984Monthly Fee: $125 Tax: $2,352 (2025)Community: Wekiva Cove Ph 2Single Family
Taxes:$2,352
Remarks: Nestled on a quiet cul-de-sac in the highly sought-after Wekiva Cove community, 110 Whitley Bay Lane offers something truly special—spectacular views of Sand Lake and unforgettable sunsets, without the premium price tag of direct lakefront ownership. Lovingly updated and meticulously maintained, this charming 3-bedroom, 2-bath home combines comfort, character, and one of the most picturesque settings in the neighborhood. From the moment you arrive, you'll appreciate the pride of ownership and inviting atmosphere that make this home feel instantly welcoming. Inside, natural light fills the living spaces, creating a warm and airy feel throughout. Thoughtful updates and careful maintenance mean you can move right in and start enjoying everything this exceptional home has to offer. The real magic happens outdoors. Step onto the spacious deck or relax on the patio as you take in breathtaking views across Sand Lake. Whether you're enjoying a peaceful morning coffee, hosting friends for an evening gathering, or simply unwinding after a long day, the backdrop is nothing short of stunning. Every evening brings a front-row seat to some of the most beautiful sunsets Central Florida has to offer. One of the home's most unique advantages is its incredible proximity to Wekiva Cove's resort-style amenities. Just beyond your backyard, you'll enjoy a short walk to the community pool, playground, clubhouse, tennis courts, and walking trails—giving you all the benefits of these amenities without the cost, maintenance, or responsibility of caring for them yourself. Imagine spending your weekends enjoying the pool instead of cleaning one. Zoned for highly desirable Lake Brantley schools and conveniently located near shopping, dining, parks, and major roadways, this home offers the perfect blend of natural beauty, convenience, and community. If you've been dreaming of lake views, stunning sunsets, a beautifully maintained home, and a lifestyle that feels like a retreat every day, this is a rare opportunity to enjoy the best of Wekiva Cove—without the lakefront price tag. Schedule your private showing today!
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Tiffany Yates (321-684-2399)
2656 BENT HICKORY CIR, LONGWOOD, FL 32779
$425,00044 Days on yellowkey MLS ID: O6406840
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $25,000 (5.6%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1897 Built: 1985Monthly Fee: $99 Tax: $2,919 (2024)Community: Sabal Point At Sabal GreenSingle Family
Taxes:$2,919
Elementary School: Sabal Point Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to this one-of-a-kind retreat tucked away in the highly desirable Sabal Green community of Longwood, where privacy, charm, and location come together beautifully. Nestled at the end of a peaceful oversized circular cul-de-sac with no through traffic and enhanced by a side easement providing extra separation from the neighboring home, this distinctive 3-bedroom, 2-bath residence offers a rare sense of serenity while keeping you close to everything Central Florida has. Just minutes from the natural beauty and endless outdoor recreation of Wekiwa Springs State Park, residents can enjoy kayaking, hiking, swimming, biking trails, and abundant wildlife, while also being conveniently located near exceptional dining, shopping, major roadways including I-4 and SR 434, and one of Central Florida’s last classic shopping destinations, Altamonte Mall. Inside, the home welcomes you with rich maple hardwood flooring throughout and a stunning double-sided fireplace that creates the perfect ambiance whether relaxing in the spacious living room or entertaining guests in the elegant dining area accented by beautiful wood inlay terracotta flooring that continues seamlessly into the kitchen. The thoughtfully designed kitchen also features its own dedicated under-counter water heater for added convenience. The expansive 19x9 screened lanai opens to an outdoor oasis where a pathway leads to a charming new 12x12 gazebo with brick flooring overlooking a tranquil pond filled with abundant wildlife, creating the perfect setting for morning coffee or evening unwinding. A substantial 36x21 elevated wood deck, accessible both from the backyard staircase and directly from the primary suite, offers yet another incredible space to enjoy the peaceful surroundings. The spacious primary retreat is designed for comfort with direct deck access, a luxurious garden tub, walk-in shower, dual vanities topped with Silestone quartz, and a spa-like feel. Additional highlights include irrigation for easy lawn maintenance and a setting that offers both seclusion and accessibility. This is more than a home—it’s a private sanctuary in one of Longwood’s most convenient and naturally beautiful locations.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Tom Langmann (321-229-2041)
1111 NORTH ST, LONGWOOD, FL 32750
$429,00020 Days on yellowkey MLS ID: O6412839
0 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1661 Built: 1984 Tax: $4,084 (2025)Community: SanlandoSingle Family
Taxes:$4,084
Elementary School: Altamonte Elementary
Remarks: Welcome into a beautifully updated home featuring soaring ceilings, clerestory windows near the ceiling flood the room with abundant natural light, making the space feel fresh, inviting, and even more spacious, revealing warm modern finishes throughout. The stunning great room showcases a dramatic floor-to-ceiling rustic stone fireplace, creating a cozy focal point while enhancing the home’s open, airy feel. Light wood luxury vinyl flooring flows seamlessly throughout the living spaces, adding warmth and sophistication. The thoughtfully designed kitchen offers bright open shelving, modern finishes, ample prep space, and a charming dining nook bathed in sunlight. Beautifully updated bathrooms featuring designer finishes, stylish vanities, and thoughtfully curated details. The master bedroom’s bathroom offers a clean, modern retreat with a warm, spa-like feel and wooden dual-sink vanity, sleek fixtures, and a glass-enclosed walk-in shower, dark geometric flooring adding depth and designer appeal. The secondary bath offers timeless charm with elevated finishes, a dual-sink vanity in a soft muted sage tone is complemented by gold hardware and elegant arched mirrors, creating warmth and character. The home’s inviting exterior blends timeless stone accents with fresh landscaping, delivering curb appeal and character, a newer roof replaced in 2020 and in a community with no HOA. With expansive living spaces, natural textures, and an effortless blend of comfort and style, this home is perfect for both everyday living and entertaining.
Listing is courtesy of: THE BRAHMIN GROUP (407-463-9477)
Listing Agent: Kishan Brahmin (407-690-3666)
885 WOODGATE TRL, LONGWOOD, FL 32750
$419,90034 Days on yellowkey MLS ID: O6408514
1 Days Off yellowkey (back on 6/1/2026)
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: Under contract-accepting backup offers. 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 is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Erica Rosenberger (407-908-2789)
276 W BAY AVE, LONGWOOD, FL 32750
$419,00037 Days on yellowkey MLS ID: O6405671
1 Days Off yellowkey (back on 6/8/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1814 Built: 2018 Tax: $5,657 (2024)Community: LongwoodSingle Family
Taxes:$5,657
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Step into the timeless elegance of this beautifully crafted Victorian Home, newer construction home, perfectly nestled near the charming Historic District of Longwood. Designed to capture the character and warmth of a vintage Southern residence while offering the comfort and peace of mind of modern construction, this exceptional home was built in 2018 and showcases the best of both worlds. From the moment you arrive, you are welcomed by gorgeous, lush landscaping and an inviting front porch made for rocking chairs, morning coffee, and enjoying the gentle Florida breeze. The curb appeal radiates classic historic charm while the newer construction offers the efficiency, quality, and low-maintenance lifestyle today’s buyer’s desire. Inside, the open-concept great room is filled with natural light enhanced by beautiful Plantation shutters, decorative lighting fixtures, and rich wood-look flooring that flows throughout the living spaces. The kitchen is truly the heart of the home and a dream for the chef of the family, featuring bright white cabinetry, stunning Cecilia Luxe granite countertops, a designer backsplash with the perfect pop of color, and a stainless-steel appliance package. The thoughtfully designed first floor also offers a convenient half bath for guests and a spacious laundry room complete with a folding station. Upstairs, the elegant wood-lined staircase leads to the private owner’s retreat featuring abundant windows, beautiful flooring, and a spa-inspired bath with ivory cabinetry, dual sinks wrapped in rich granite, framed mirrors, charming farmhouse-style lighting, and an oversized walk-in shower accented with stone-style subway tile and thick glass enclosure. The secondary bedrooms are also located upstairs and feature stylish flooring and generous space. Additional highlights include a spacious two-car garage and an easily accessible shared driveway design. Electric Car Charger in the back of the home. Enjoy the rare opportunity to live close to Historic Downtown Longwood, boutique shopping, restaurants, Judy’s Dolls Shop, specialty stores, hospitals, and community conveniences. Ideally located just minutes from SR 434, US 17-92, I-4, Altamonte Mall, Whole Foods Market, and more, this central location makes commuting to Orlando attractions, airports, and Florida’s beautiful beaches incredibly convenient. If you are searching for a home that blends historic-inspired charm with modern luxury and peace of mind, this one-of-a-kind residence is where your dreams become reality.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Karen Arbutine (407-928-3788)
127 CLOVER LN, LONGWOOD, FL 32750
$414,50051 Days on yellowkey MLS ID: O6405028
REDUCED by $5,000 (1.2%) on 06/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1589 Built: 1972 Tax: $1,641 (2024)Community: Meadows West TheSingle Family
Taxes:$1,641
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome home to 127 Clover Ln in the heart of Longwood with no HOA!! This 4 bedroom 2 bath features a desirable split floorplan. The newer kitchen has plenty of storage for all those cooking essentials and a window over the sink looking out to beautiful backyard. Formal living and family room with huge windows letting in tons of natural light. New sliding glass doors in the living room. The dining area just off the kitchen ideal for entertaining. The master suite has a walk in closet and stand up shower. Crown molding through our the living areas giving an elevated feel to the home! The other three light and bright bedrooms are spacious too! Secondary bath has double sinks and a door conveniently leading out to the back patio. The HUGE back patio has plenty of room for outdoor furniture, entertaining space and a peaceful spot to enjoy a morning cup of coffee and listen to birds in the morning! A corner lot making for large backyard on over a quarter acre. Let your imagination go with creativity in this luscious backyard, ample space for a pool or space for outdoor games. Who doesn't love a big outdoor space? Schedule a showing today as this home won't last long! Located near major highways, restaurants, shopping and dining
Listing is courtesy of: HD REALTY LLC (407-260-8800)
Listing Agent: Nicole Anderson (407-461-4861)
110 HOLDERNESS DR, LONGWOOD, FL 32779
$449,50047 Days on yellowkey MLS ID: O6406494
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1775 Built: 1978Monthly Fee: $23 Tax: $4,880 (2024)Community: WekivaSingle Family
Taxes:$4,880
Remarks: Wonderful Wekiva home! Light and bright three bedroom, two bath home offering a wonderful blend of comfort and functionality. Step inside to find brand new luxury vinyl flooring throughout, freshly painted inside and out, a new garage door, with a spacious layout. Featuring a formal living room, separate dining room and kitchen that opens to the family room which is perfect for every day living and entertaining. The back yard overlooks a greenbelt area and has a walking path that is through out the Wekiva neighborhood . This highly desirable community has A rated schools and amenities including bike trails, parks and playgrounds, community center, tennis and pickleball courts-providing something for everyone to enjoy. Call today for your private showing and don't miss this opportunity to make it Yours!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Katie Morrison (407-421-5025)
1310 RIDGE RD, LONGWOOD, FL 32750
$475,00087 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)
222 W COTTESMORE CIR, LONGWOOD, FL 32779
$459,00058 Days on yellowkey MLS ID: O6402708
0 Days Off yellowkey (back on 6/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1977Monthly Fee: $23 Tax: $5,117 (2024)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Spa: YesSingle Family
Taxes:$5,117
Remarks: Under contract-accepting backup offers. Upgraded & Updated, lovely move-in ready, 3 bed, 2 bath, pool home in desirable Wekiva Hunt Club neighborhood. NEW ROOF being put on by seller before closing. Upgraded paver driveway and walkway set the tone as you approach the double front doors and step inside this beautiful abode. Large ceramic tile leads you into the living room with wood burning fireplace and travertine tile accent wall, while a double set of French doors brings in light from the covered and screened back porch. Through the large separate dining room, the well-appointed renovated kitchen is sure to please. With solid wood cabinets, granite countertops, and stainless-steel appliances, a charming bay window makes the perfect breakfast nook for your morning coffee. Offering a split bedroom plan, the spacious primary suite with wood floors has a large walk-in closet, ensuite bathroom with granite topped vanity, and tiled shower. On the other side of the home are 2 large secondary bedrooms (both with NEW carpeting) and hall bathroom with tub/shower combo. Inside laundry room (washer/dryer stay) is on the way to the oversized 2 car garage. The covered screened back porch is the perfect place to sit and enjoy the peaceful fully fenced backyard with a private pool, separate hot tub, and still plenty of room for pets and kids to play in the grassy area. Home updates include: new roof being put on 2026; new carpeting in bedrooms 2026; HVAC 2019; total kitchen and bath remodels, double pane windows, electrical panel and replumb to CPVC 2015. Come live the active community lifestyle with walking and bike trails, community center, pickleball and tennis courts, and parks and playgrounds. Wekiva Golf Club is only 1.2 miles away and the stunning greens run through the community. Sought after and highly rated schools too: Wekiva Elementary, Teague Middle and Lake Brantley High.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Steven Ritz (321-277-8271)
710 EAST CT, LONGWOOD, FL 32750
$340,000245 Days on yellowkey MLS ID: S5137189
REDUCED by $19,000 (5.3%) on 06/03/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1533 Built: 1971 Tax: $3,133 (2024)Community: Longwood NorthSingle Family
Taxes:$3,133
Remarks: Welcome to this well-maintained property located in the heart of Longwood! This home offers a functional layout with comfortable living spaces, ideal for a variety of lifestyles. Conveniently situated near SunRail, major shopping centers, hospitals, and with easy access to Orlando International Airport, making daily commuting and travel simple and efficient. Enjoy the benefit of no HOA and low annual property taxes. Whether you're looking for a primary residence or a property with great long-term potential, this home is a must-see. Schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Celines Pomales (407-373-8250)
235 S SHADOWBAY BLVD, LONGWOOD, FL 32779
$425,000368 Days on yellowkey MLS ID: O6320596
1 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1916 Built: 1981Monthly Fee: $156 Tax: $2,265 (2024)Community: Shadowbay Unit 1Single Family
Taxes:$2,265
Remarks: Under contract-accepting backup offers. This single-family home is amazing in every way and is truly a must see! Nestled in the highly coveted Shadowbay Community on Lake Brantley. Brand NEW HVAC with 10 year transferable parts warranty. Brand NEW 50 Gallon Water Heater! NEW ROOF 2023! A perfect location just minutes to everything. This residence boasts an array of desirable features. Three bedrooms and two full baths with oversized primary bedroom. As you enter through the striking front door and stunning foyer, you are mesmerized by the beauty and flow of home. Separate formal dining room and expansive living area creating a stylish, classic feel. Living room bright and open with sliding glass doors that take you out to the paved patio. Crown molding throughout and a beautiful wood burning fireplace. Skylights in kitchen, bathrooms, and laundry room. Split floorplan for privacy and convenience. Stunning, oversized primary bedroom overlooking the private back yard. Substantial closets offering more than ample storage. Additional two bedrooms with sliding glass doors leading out to private, open garden area. Enjoy your morning coffee in the breakfast nook with exquisite chair molding and picturesque Bay Window. Brand NEW stainless steel appliances. Kitchen centered between large breakfast area and spacious formal dining room. Timeless Wet Bar of living and dining room. Perfect home for entertaining. Gorgeous luxury vinyl flooring combining durability and elegance. No carpet. Throughout entire home NEW flooring, interior paint, and appealing textured ceilings. Owner with pride of ownership. Private backyard with mature landscaping and some fencing for your fury family. Oversized 2 car garage with an abundant of storage options both inside and out. This is the ideal home in so many ways. What more could you ask for!? Shadowbay Community with so much to enjoy with tennis court, basketball court, park and private boat launch. I-4 just minutes away for Disney or a day at the Beach. Close to Historical Downtown Longwood and Winter Park with desired Park Avenue and weekly Farmer’s Market. Then you have the convenient SunRail taking you around Central Florida. Supermarkets, restaurants, shopping and so much more. Excellent A-Rated Seminole County Schools. Location, Location, Location. Welcome Home!!!
Listing is courtesy of: KORR REALTY CORP (407-732-6987)
Listing Agent: Denise Korrey (407-221-2801)
226 W CUMBERLAND CIR, LONGWOOD, FL 32779
$419,00037 Days on yellowkey MLS ID: O6408998
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $10,000 (2.3%) on 05/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1829 Built: 1977Monthly Fee: $22 Tax: $1,938 (2025)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Spa: NoSingle Family
Taxes:$1,938
Remarks: Exceptional opportunity in the highly desirable Wekiva Hunt Club! This spacious pool home offers a versatile split floor plan, abundant natural light, and beautiful pool views from the kitchen, living room, and primary suite. Expansive sliding glass doors create a seamless indoor-outdoor living experience, perfect for entertaining. Features include a spacious kitchen with large pantry and side-by-side refrigerator, oversized laundry room, 2-car garage with built-in shelving, stone fireplace, newer roof, custom-made fencing, alarm system, and a stunning private curved pool with built-in seating and multi-color rotating pool light. The flexible bonus space off the primary suite is ideal for a home office, gym, or sitting area. Located in one of Longwood’s most established and sought-after communities, close to shopping, dining, parks, and major roadways. A fantastic opportunity to own a home with space, character, and endless possibilities in a prime location!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Diana Osorio (407-748-5884)
236 DUNCAN TRL, LONGWOOD, FL 32779
$395,00083 Days on yellowkey MLS ID: C7524258
3 Days Off yellowkey (back on 6/1/2026)
REDUCED by $5,000 (1.3%) on 05/07/2026
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
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)
495 HOWARD AVE, LONGWOOD, FL 32750
$409,999291 Days on yellowkey MLS ID: O6342206
3 Days Off yellowkey (back on 5/22/2026)
REDUCED by $10,000 (2.4%) on 05/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1855 Built: 1979 Tax: $2,439 (2024)Community: Sanlando SpgsSingle Family
Taxes:$2,439
Remarks: Under contract-accepting backup offers. Back on market! Welcome home! This stunning 4-bedroom, 2-bathroom residence has been completely renovated from top to bottom. Step inside to discover porcelain tile flooring throughout, offering a sleek, modern look with easy maintenance. The open floor plan creates a spacious and inviting atmosphere, perfect for both entertaining and everyday living. The heart of the home is the beautifully updated chef’s kitchen, featuring quartz countertops, a massive island, and brand-new cabinetry – ideal for gatherings, meal prep, and casual dining. Both bathrooms have been thoughtfully updated with stylish fixtures and finishes, giving you a spa-like experience at home. Outside, enjoy a large yard with endless potential for outdoor living. For peace of mind a new drainfiel has been installed and all upgrades have passed county insepections! Located in a desirable Longwood neighborhood with convenient access to shopping, dining, top-rated schools, and major highways. Don’t miss your chance to make this house your home!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Nelson Folchini (617-775-3581)
102 HATFIELD CT, LONGWOOD, FL 32779
$359,90038 Days on yellowkey MLS ID: V4949155
0 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1508 Built: 1974Monthly Fee: $23 Tax: $4,296 (2025)Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Single Family
Taxes:$4,296
Remarks: Under contract-accepting backup offers. Welcome to Wekiva Hunt Club --- a well-established community in the heart of Longwood, conveniently located near shopping, dining, top-rated schools and golf courses. This 3-bedroom, 2-bathroom home sits on a spacious lot and offers incredible potential to make it your own. With a little updating, this charming property could easily become your forever home. The functional floor plan features low-maintenance tile flooring throughout, a combined living and dining area and a large family room with views of the fenced backyard - perfect for entertaining or relaxing with family and friends. Major updates have already been completed, including a new AC system installed in 2024, newer electrical panel, hot water heater and garage door - providing added value and peace of mind for the next owner. Residents of Wekiva Hunt Club enjoy an abundance of community amenities, including walking rails, parks, tennis courts, basketball courts, golf and more. Don't miss this opportunity to own a home in one of Longwood's most desirable neighborhoods - schedule a showing today.
Listing is courtesy of: SWANN REAL ESTATE INC (386-738-3688)
Listing Agent: J. Todd Swann (386-717-6479)
888 LONGDALE AVE, LONGWOOD, FL 32750
$270,000207 Days on yellowkey MLS ID: O6361212
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1667 Built: 1970 Tax: $8,995 (2024)Community: Lake Wayman Heights Lake AddSingle Family
Taxes:$8,995
Remarks: Under contract-accepting backup offers. Short Sale. Back on market..buyer backed out prior to final approval. Wont take long for reapproval. This charmer 4-bedroom, 2-bath home is a fantastic find! The one-car garage has been thoughtfully converted into a fourth bedroom, giving you extra room for guests, family, or a home office. Enjoy a large backyard plus a detached structure with plumbing already installed—ideal for a guest suite, studio, office, or more. Major updates are already done: roof (2021), AC compressor (2021), AC fan motor (Dec 2021), updated electrical panel, and full replumbing. Move-in ready but some repairs needed. Buyer and buyer agent to verify all data/measurements.
Listing is courtesy of: CFRP REALTY LLC (407-682-8686)
Listing Agent: Tonya Giddens (321-277-3291)
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