Location: Longwood
Do Not Show Listings
219 NOB HILL CIR, LONGWOOD, FL 32779
$594,75035 Days on yellowkey MLS ID: O6392082
REDUCED by $5,000 (0.8%) on 04/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2306 Built: 1963 Tax: $4,190 (2025)Community: Meredith Manor Nob Hill SecSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,190
Elementary School: Forest City Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Teague Middle
Remarks: READ BEFORE SHOWING—- Wake up to serene lake views in this beautifully updated home nestled in the highly sought-after Lake Brantley community—perfect for new homeowners looking for comfort, style, and lifestyle all in one. With access to a private boat ramp and an incredibly low optional HOA of just $13/month, you can enjoy lake life without the high costs. ***This fully remodeled 3-bedroom with 4th bedroom turned into a loft/study area***, 3-bath residence has been thoughtfully upgraded for peace of mind, including full repiping, new electrical, and a brand-new roof. Step inside and you’ll immediately notice the abundance of natural light pouring through large windows, creating a warm and inviting atmosphere throughout the home. The layout is both functional and flexible, featuring a spacious upstairs loft that’s perfect for a home office, playroom, or additional living space. The kitchen offers a charming eat-in area ideal for casual meals and morning coffee, while the open living areas make entertaining effortless. Upstairs, enjoy your own private balcony—an ideal spot to unwind and take in the tranquil surroundings. Outside, the spacious backyard offers endless possibilities for gatherings, gardening, or simply relaxing in your own outdoor retreat. Currently staged to highlight its full potential, this move-in ready home is a rare opportunity to own a stylish, updated property in a fantastic location. Whether you're starting your homeownership journey or looking for a peaceful place to settle in, this home truly has it all.
Listing is courtesy of: BEST HOMES, LLC. (305-879-3707)
Listing Agent: Evelyn Otero (407-259-1789)
825 ARDEN ST, LONGWOOD, FL 32750
$500,000135 Days on yellowkey MLS ID: O6366005
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2116 Built: 1985 Tax: $1,964 (2024)Community: Sanlando SpgsSpa: NoSingle Family
Taxes:$1,964
Elementary School: Altamonte Elementary
High School: Lyman High
Tax Year: 2024
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. Escape the ordinary and discover a truly unique piece of county living in this stunning log home nestled at the end of a very quiet street in the heart of Seminole County. This rare find delivers rustic charm and privacy without sacrificing convenience, offering four spacious bedrooms and two large living areas anchored by a cozy wood-burning fireplace. The welcoming kitchen thoughtfully overlooks the dining area and downstairs living space, creating a perfect environment for entertaining. The rear of the home is a true retreat; relax on the large covered porch that seamlessly transitions to the generously sized, screen-enclosed pool. This private haven offers ultimate tranquility with an oversized lot and the added benefit of no rear neighbors—if you are looking for elbow room and a peaceful setting, look no further. Peace of mind comes with a roof replaced in 2018 and a new electrical panel with generator connections, plus plenty of storage in the oversized two-car garage. This one-of-a-kind property is ideally located just minutes from public schools, the Altamonte Mall, major hospitals, and all primary highways, offering the best of both worlds. Schedule your private viewing today!There are total of 2 parcels being sold in this listing 01-21-29-5ck-730-0400 equals .28 of an acre, the second parcel is 01-21-29-5ck-730E-0110 equals .14 of an acre.
Listing is courtesy of: BHHS FLORIDA REALTY (407-406-5300)
Listing Agent: Troy Hensley (407-406-5300)
107 COUNTRYSIDE DR, LONGWOOD, FL 32779
$785,0003 Days on yellowkey 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
Middle School: Rock Lake Middle
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 is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Doriane Mclaughlin (407-687-5644)
432 WILDERNESS DR, LONGWOOD, FL 32779
$699,90029 Days on yellowkey MLS ID: O6393288
REDUCED by $35,100 (4.8%) on 04/13/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2832 Built: 1981Monthly Fee: $46 Tax: $6,626 (2024)Community: Cypress Landing At Sabal PointSpa: NoSingle Family
Taxes:$6,626
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged for visual inspiration. Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained five-bedroom, three-bath brick home sits proudly on a spacious corner lot, surrounded by mature trees and the kind of peaceful, established neighborhood setting buyers are always hoping to find. From the moment you arrive, you’ll feel that warm, inviting “this is the one” energy. Inside, you’re greeted with timeless finishes including granite countertops, plantation shutters, a farmhouse sink, rich wood flooring, and elegant wainscoting that flows throughout the main living areas and front bedrooms—adding just the right touch of character and sophistication. The kitchen is fully equipped with upgraded LG appliances, blending style and function for everyday living and effortless entertaining. The layout is thoughtfully designed for real life—whether you're hosting family gatherings, raising a busy household, or planning for multi-generational living. A standout feature is the private primary suite addition, offering his and hers walk-in closets, its own ensuite bath with a garden soaking tub, walk-in shower, direct access to the screened outdoor pool, and separation from the main living areas—perfect for next-gen living, guests, or simply a quiet retreat at the end of the day. Natural light pours in through skylights, brightening the spacious living areas, while the family den steals the show with its soaring cathedral ceilings, exposed beams, and a cozy wood-burning fireplace—creating a warm, inviting space that feels like the heart of the home. Upstairs, you’ll find a fun bonus room over the garage—ideal for a teen hangout, game room, or creative escape. Practical features haven’t been overlooked either, with a generously sized laundry room designed to keep things running smoothly behind the scenes. Step outside and you’ve got your own Florida oasis. The screened-in pool has been recently resurfaced, and the pool deck features a durable shark coating—ready for sunny afternoons and weekend get-togethers. The large yard gives you plenty of room to spread out, play, or entertain. And yes—there’s even a built-in doggy shower, because every member of the family deserves a little luxury. This home is not just charming—it’s smart, too. Enjoy energy savings with solar panels, a water softener system, a whole-home generator that will convey, and the peace of mind that comes with a brand-new roof completed within the past year. Located just minutes from **Wekiwa Springs State Park**, you’ll have easy access to kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings—perfect for those who love an active, outdoor lifestyle. Along with top-rated schools, nearby parks, and tree-lined streets, this home offers that rare blend of comfort, convenience, and character. If you’ve been searching for space, flexibility, and a home that truly grows with you… this one is ready to welcome you home.
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Jory Williams (501-951-0799)
113 SANDY OAKS PL, LONGWOOD, FL 32779
$1,550,00041 Days on yellowkey MLS ID: O6390690
Bed: 7 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6315 Built: 1992 Tax: $15,684 (2024)Community: Acreage & UnrecSpa: NoSingle Family
Taxes:$15,684
Elementary School: None
High School: None
Middle School: None
Remarks: RARE MULTI-GENERATIONAL ESTATE | NO HOA | MARKHAM WOODS CORRIDOR Welcome to this meticulously renovated estate on nearly 1 acre along the coveted Markham Woods corridor. Two fully updated homes, one extraordinary property. Whether you're looking for multi-generational living, a guest retreat, or income potential, this is a rare find in Seminole County. The main residence offers 5 bedrooms, 4 full baths, and over 3,750 sq ft of thoughtfully upgraded living space. The fully remodeled kitchen (2024) is a true showpiece featuring custom cabinetry, quartz countertops, induction cooktop, double oven with air fryer, farmhouse sink, and a custom bar seating extension. The luxurious primary suite features a fully remodeled bath with concrete soaking tub, bidet, frameless shower with Schluter system, and custom closet. Every bedroom includes custom melamine closet systems (2025). Major mechanicals are all new: both A/C units, full replumb (poly-b replaced), 80-gallon water heater, updated electrical panel, and whole-home surge protection with lifetime warranty. The private mother-in-law suite has been fully refreshed with wood-grain tile flooring, remodeled kitchenette with custom cabinets, and updated bath, completely self-contained with a private entrance. Step outside to a resort-style backyard transformed top to bottom: heated saltwater pool (Rheem heater + Pentair salt cell, 2024), covered lanai with eucalyptus ceiling, stacked stone walls, and slate tile floors, a 10x12 pond with waterfall feature, pergola with fire pit and beach sand lounge area, new back fence, and lush professional landscaping with 6,500 sq ft of sod, mature trees, and full irrigation throughout. The detached guest cottage (built 2014, 2,550 sq ft) features hardwood floors, gas fireplace, tankless water heater, brand-new AC (2023), Generac generator, and a stunning upstairs master suite with balcony, move-in ready for guests or extended family. New paver driveway, freshly painted exterior, Ring cameras throughout, and too many upgrades to list. Minutes to top-rated Seminole County schools, Seminole Wekiva Trail, I-4, and SR-434. Schedule your private showing. This one won't last.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Rodrigo Marsal (407-431-8503)
2113 SILVER LEAF CT, LONGWOOD, FL 32779
$1,800,000Listed 04/22/2026 3:00PM MLS ID: O6401270
Bed: 7 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 7973 Built: 1986Monthly Fee: $104 Tax: $14,623 (2024)Community: Wingfield Reserve Ph 2Spa: YesSingle Family
Taxes:$14,623
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Welcome to 2113 Silverleaf Court! This is a once in a lifetime opportunity to own this Custom, Private Luxury Estate in Longwood’s Wingfield Reserve community, an upscale community of over 180 homes on oversized lots of at least 1 acre located inside the Prestigious Markham Woods Corridor! This one-of-a-kind custom luxury estate residence offers 7 oversized bedrooms, 5 full bathrooms, 7,793 square feet of living space which includes an 800 square foot indoor sports court, a 600 square foot home second floor bonus room with multi-use capabilities & includes a sauna, a primary suite that totals over 1,500 square feet & has direct elevator access. There is also an additional 600 square foot loft, a 3-car attached garage and the kind of architectural presence and resort style outdoor living that is one of a kind! The outdoor pool and entertainment area itself is approximately 3,000 sqft & can accommodate as many guests as you would like to host! Every inch of this home was imagined, designed and built to perfection. From the moment you arrive, the grand porte cochere entrance, paver circular driveway, and stately front elevation create a true estate feel. All of your family, friends and guests are sure to be impressed from the moment they arrive. Inside, the home opens to a massive and luxurious foyer with soaring ceilings, large but comfortable main living spaces, abundant natural light, and an unforgettable sense of scale throughout. This is an entertainer’s dream, designed for both impressive gatherings and comfortable everyday living. Outside, the property transforms into a private resort. The entire outdoor entertainment area was renovated recently, creating a spectacular setting for gatherings and relaxation alike. The 52,000-gallon saltwater pool features a waterfall, two fountains, and a heated spa, & a 9.5-foot-deep end, while the backyard is fully enclosed by concrete block and stucco wall fencing for a rare level of privacy. One of the home’s most unique features is the indoor sports court, accessible from the outdoor pool and entertainment area and currently equipped with a basketball hoop while also offering flexibility for volleyball, pickleball, handball or other recreational uses. Back inside, the chef’s kitchen is as functional as it is beautiful, featuring custom cabinetry, stone countertops, a custom cooktop installed in 2026, & all the space you need! The kitchen flows seamlessly into the home’s expansive gathering spaces, making it ideal for hosting on any scale. The primary suite includes 3 balconies, 3 closets and a second laundry room totaling close to 1500 square feet by itself! The remodeled primary bathroom was updated recently & features dual vanities, a sky light, a freestanding soaking tub, a private balcony and 3 closets! This home also offers the peace of mind with major updates, including 5 HVAC systems including one recently installed in 2026, updated electrical panels, Aqua Ox whole house water filtration system installed in 2024, several windows & doors replaced in 2021, interior painting completed in 2025 & 2026 and an artesian well for irrigation! We have also completed a 4-Point Inspection and Wind Mitigation report for your peace of mind. Zoned for Woodlands Elementary, Markham Woods Middle, and Lake Mary High School, 2113 Silverleaf Court is a once in a lifetime opportunity to own an unforgettable estate where architectural grandeur, privacy, and luxury lifestyle come together in spectacular fashion.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
521 GRANADA WAY, LONGWOOD, FL 32750
$649,00013 Days on yellowkey MLS ID: O6397339
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2117 Built: 1980Monthly Fee: $25 Tax: $6,550 (2025)Community: Columbus HarborSingle Family
Taxes:$6,550
Elementary School: Longwood Elementary
Remarks: Lakeview Chateau Charm Meets Modern Luxury in Columbus Harbor. Discover the perfect blend of architectural character and modern peace of mind in this gorgeous 2000+ square foot, custom-designed 3-bedroom, 2.5-bathroom split-plan home. Tucked away on a quiet cul-de-sac, this lakeview retreat offers breathtaking views of Lake Fairy from nearly every corner of the house. Step through the sizeable foyer into a space defined by craftsmanship can be used as an extra sitting area. The "A-frame" great room serves as a true showstopper, featuring soaring vaulted ceilings, exposed cedar beams, and a floor-to-ceiling wood-burning stone fireplace. Professional custom wood trim and elegant wainscoting flow through the great room, dining area, and hallways, creating a warm, sophisticated atmosphere. For a unique touch, ascend the beautiful wood spiral staircase to a versatile loft. With its large picture window overlooking the grounds, it’s the ideal spot for a home office, playroom, or cozy reading nook. This home has been well maintained and updated for its next owner. Freshly Transformed (2025-2026). Full interior and exterior paint, plus professional new landscaping for instant curb appeal. The secondary bath was a total 2026 remodel (new tub, vanity, tile, and flooring), while the primary suite received a stylish 2026 refresh. The kitchen features premium stainless-steel appliances (2024) and durable luxury vinyl flooring (2022). New roof (2025) updated electrical with recessed lighting (2025), and a brand-new 2.5-ton HVAC unit (2024). Whether you’re enjoying the lake views from the secondary and primary bedrooms or hosting a dinner in the dining room, the water is always in sight. Relax on the large screened-in back porch or head out to the yard to soak in the Florida sunsets. As a resident of Columbus Harbor, you’ll enjoy private access to Lake Fairy for swimming, boating, and fishing, along with a community dock and boat ramp. Active living is easy with on-site tennis, pickleball, and basketball court. Plus, join in the fun with the neighborhood’s legendary annual Halloween and Christmas events! Schedule your private tour today to experience this one-of-a-kind lakeside lifestyle.
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
104 STONEBROOK CT, LONGWOOD, FL 32779
$895,00048 Days on yellowkey MLS ID: O6386029
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3575 Built: 1982Monthly Fee: $108 Tax: $9,000 (2025)Community: Sweetwater OaksSingle Family
Taxes:$9,000
Remarks: Experience the ultimate Florida lifestyle in this stunning 5-bedroom, 3-bathroom contemporary split-level home in desirable Sweetwater Oaks. Spanning over 3,500 square feet on a quiet cul-de-sac, this residence perfectly blends modern design with functional family living. Entertainer's dream Kitchen & Great Room. The heart of the home is an impressive open-concept kitchen and family room combination featuring soaring vaulted ceilings. Beautiful granite countertops, a central island with a built-in sink and dishwasher, a versatile two-level countertop, and a sun-drenched breakfast nook. The great room showcases a custom stone fireplace with built-in shelving. Three-panel sliding glass pocket doors disappear into the walls, seamlessly merging the interior with the screened-in pool area. Formal Dining & Living. Enjoy vaulted ceilings and multiple expansive windows to enjoy peaceful views of the private pool. The primary suite is privately tucked away on the first level. A versatile 5th bedroom flex space on the main floor serves perfectly as a home office or den. Three additional bedrooms, a full bathroom, and a spacious loft are located on the second floor, providing a dedicated space for family, playroom, or guests. Rest easy with smart outdoor controlled lighting designed for security, holidays, and special events. Beyond your front door, Sweetwater Oaks offers a premier lifestyle with exclusive resident-only access to Lake Brantley at Sweetwater Beach with a beautiful sandy beach for swimming, basketball court, beach volleyball, playground, boat dock, and boat ramp for skiing and fishing. Additionally, residents of Sweetwater Oaks community can enjoy another private access at Riverbend Park. This beautiful expansive park features tennis and basketball courts, baseball and soccer fields, canoeing, and kayaking with access to Wekiva River. Don't miss this rare opportunity to own a piece of paradise in one of Longwood’s most sought-after communities. Schedule your private tour today!
749 SEMINOLE AVE, LONGWOOD, FL 32750
$289,0003 Days 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: Roof only one year old, Freshly Painted,All Tiled Floors,Electrical Updated,New Microwave,Some windows updated,Huge Back Yard,Great Location,Great Value
Listing is courtesy of: SOUTHERN REALTY ENTERPRISES (407-869-0033)
Listing Agent: Frank Filippelli (407-448-1042)
884 CUTLER RD, LONGWOOD, FL 32779
$625,00020 Days on yellowkey MLS ID: O6396152
REDUCED by $14,000 (2.2%) on 04/22/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 1973 Tax: $5,101 (2025)Community: Cutler CoveSpa: NoSingle Family
Taxes:$5,101
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 5-bedroom, 3-bathroom home nestled on a quiet street in Longwood's sought-after 32779 zip code, just steps from the top-rated Sabal Point Elementary and minutes from everything the Lake Brantley area has to offer. With 2,601 square feet of thoughtfully designed living space on a generous 0.30-acre corner lot, this home delivers the space, style, and location today's buyers are searching for, with no HOA and the freedom to make it truly your own. A large private driveway leads you home, complemented by an oversized 2-car garage with ample storage. Step inside and you're greeted by an expansive open floor plan filled with natural light from large front windows, creating a bright and inviting atmosphere throughout. At the heart of the home, the kitchen is built for both everyday living and effortless entertaining. White shaker cabinets, a large island with stunning quartz countertops and waterfall edges, and stainless steel appliances. The open floor plan flows seamlessly into the living and dining areas — a layout that brings people together naturally. Peace of mind comes built in with major updates already done for you — a new roof in 2021, new AC in 2021, water heater in 2022, upgraded double-pane windows, and new LVP flooring throughout installed in 2021. The large primary suite offers a comfortable retreat complete with a double vanity and walk-in shower, while the additional bedrooms and bathrooms provide all the flexibility a modern family needs. Outside, a large covered and screened patio overlooks a fully fenced backyard with beautiful pavers — perfect for morning coffee, weekend entertaining, or simply unwinding. A 7-zone irrigation system keeps everything green with ease, and with plenty of room to add the pool of your dreams, the backyard is a blank canvas ready for your vision. Located in one of Seminole County's most desirable family-friendly communities with easy access to parks, nature, shopping, dining, and major commuter routes — this move-in-ready home is an exceptional opportunity. Corner lot. No HOA. Top-rated schools. Come see it before it’s gone.
Listing Agent: Tyler Deans (407-319-2493)
366 WEKIVA COVE RD, LONGWOOD, FL 32779
$550,000158 Days on yellowkey MLS ID: O6359535
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2268 Built: 1983Monthly Fee: $89 Tax: $3,707 (2024)Community: Wekiva Cove Ph 1Single Family
Taxes:$3,707
Elementary School: Wekiva Elementary
Remarks: One or more photo(s) has been virtually staged. Beautifully Refreshed Home in the Highly Desired Wekiva Cove Community! This stunning home is back on the market after significant upgrades, including a brand-new kitchen and improved open floor plan designed for modern living and effortless entertaining. Fresh interior and exterior paint, new ceilings in the kitchen and garage, and numerous updates make this home truly move-in ready. Step inside to a bright and welcoming formal living room featuring dramatic vaulted ceilings, a striking fireplace, and abundant natural light. The brand-new kitchen showcases elegant quartz countertops, stainless steel appliances, and a breakfast bar, perfectly positioned to overlook the dining and family room with seamless access to the pool area. Step outside and discover your own private backyard paradise. The in-ground pool, surrounded by lush landscaping and equipped with brand-new pool equipment, creates the perfect setting for relaxing or entertaining. Additional valuable upgrades include a fully paid solar panel system powering the entire home, a new water heater, and a new sprinkler system. The first-floor primary suite offers comfort and privacy, complete with a walk-in closet, private bath, and direct access to the pool. The primary bathroom features a beautiful skylight that fills the space with natural light, creating a spa-like atmosphere that feels like your own private retreat. Upstairs, you’ll find two spacious bedrooms with generous closets and a shared balcony overlooking the pool and the lake, along with a versatile loft/office that can easily serve as a 4th bedroom, workspace, or flex room. An additional indoor patio/flex space provides even more room for relaxing, entertaining, or creating a charming indoor garden area. Located in the picturesque lakefront community of Wekiva Cove, residents enjoy a scenic paved walking trail around the lake, a fishing pier, community pool, tennis courts, playground, sports fields, and clubhouse. The greater Wekiva area also offers 26 miles of walking trails, beautiful parks, and a vibrant community atmosphere. Ideally located near Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park, as well as shopping, dining, and major roadways. All of this is complemented by access to top-rated Seminole County schools. Experience the perfect blend of comfort, upgrades, and lifestyle in one of Central Florida’s most sought-after communities.
Listing is courtesy of: A2Z REALTY GROUP (407-401-8822)
Listing Agent: Olga Ray (407-404-2133)
102 N SILVER CLUSTER CT, LONGWOOD, FL 32750
$395,0006 Days on yellowkey MLS ID: O6399945
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1166 Built: 1975 Tax: $4,071 (2024)Community: Lake Searcy ShoresSpa: NoSingle Family
Taxes:$4,071
Middle School: Greenwood Lakes Middle
Remarks: Welcome to 102 Silver Cluster Ct N in Longwood, a beautifully maintained pool home under $400K offering comfort, value, and an unbeatable opportunity for first-time buyers or anyone looking for a great starter home in a desirable Seminole County location. Tucked away on a quiet dead-end street with no through traffic, this home provides both privacy and peace of mind. This solid concrete block home features a functional split floor plan with bright, open living spaces filled with natural light. The interior flows seamlessly, with French doors leading out to a screened-in patio that overlooks your private pool — perfect for relaxing weekends, entertaining friends, or enjoying Florida living year-round. The kitchen is updated with white shaker cabinets and offers a clean, modern feel, while the home’s layout makes everyday living easy and comfortable. Step outside to a fully fenced, oversized backyard complete with an irrigation system, providing plenty of space for pets, play, gardening, or future outdoor enhancements. Major updates include a new roof (2023), double-pane windows, and an HVAC system (2017), offering confidence and efficiency for years to come. The screened patio and pool area create a true backyard retreat, making this Longwood home absolutely stand out at this price point. Located in the heart of Longwood, you’re just minutes from Historic Downtown Longwood, Reiter Park, and the SunRail station, along with easy access to shopping, dining, and major roadways. Outdoor enthusiasts will enjoy nearby parks, trails, and recreational areas, while the home’s central location makes commuting throughout Central Florida simple and convenient. With its affordable price, thoughtful updates, private setting, and inviting pool, 102 Silver Cluster Ct N is a rare find and the perfect place to start your next chapter.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
351 W HORNBEAM DR, LONGWOOD, FL 32779
$750,0001 Day on yellowkey MLS ID: O6400662
0 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2778 Built: 2026Monthly Fee: $49 Tax: $2,578 (2024)Community: Sabal Point AmdSingle Family
Taxes:$2,578
Remarks: Under contract-accepting backup offers. Under Construction. Welcome to one of the most exciting new builds to hit Longwood's coveted Sabal Woods subdivision in years. This stunning 4-bedroom, 3-bathroom home with a spacious office/flex room is a rare opportunity — block construction offering superior durability, energy efficiency, and long-term peace of mind backed by a comprehensive 2/10 Builder's Warranty. From the moment you arrive, the curb appeal speaks for itself. A canopy of mature oaks lines the road leading to the home, where brick exterior accents and cedar shake detailing set an impressive first impression on a generous .32-acre lot. Step inside and discover a thoughtful floor plan designed with purpose and flow in mind — ideal for growing families or those who work from home. The large dedicated office/flex room provides the versatility today's buyers demand. Soaring coffered ceilings in the master suite add a touch of elegance, while the oversized walk-in shower and enormous walk-in closet make every day feel like a retreat. At the heart of the home, the kitchen is thoughtfully designed with crisp white shaker-style cabinets, stunning quartz countertops, designer gold hardware, and a sleek timeless backsplash — a combination that anchors the home with both style and sophistication. Brand-new energy-efficient double-pane windows keep utility costs down while flooding every room with natural light. Stainless steel appliances complete this kitchen built to impress. LVP flooring flows throughout the main living areas, with plush carpet in the bedrooms for added comfort underfoot. The oversized 2-car garage offers ample storage and parking, and the expansive backyard is a blank canvas with serious upside. The previous pool has been fully removed, meaning there are zero obstacles for future pool construction or backyard customization — just bring your vision!
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900433 Days on yellowkey MLS ID: O6280309
REDUCED by $25,100 (4.8%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1599 Built: 1993 Tax: $2,326 (2024)Community: Lake Vista At ShadowbaySpa: NoSingle Family
Taxes:$2,326
Remarks: Welcome to Lake Vista at Shadowbay - NO Homeowners Association, No Restrictions, $0 HOA dues! This beautiful and well-maintained home features three charming bedrooms, two full bathrooms, and a spacious 2-car garage, 1,599 sq. ft. of living space, the home boasts an open and airy floor plan filled with natural light, vaulted ceilings, and a stylish combination of rich solid wood floors and tile throughout. Unique architectural details and built-in niches add warmth and character. Enjoy both formal and informal living spaces, including an elegant dining room, a comfortable living room, and additional flexible living areas that flow seamlessly together, ideal for everyday living or entertaining. Step outside to your tranquil, oversized screened-in patio featuring vaulted ceilings, two wood ceiling fans with remotes, and plenty of room for outdoor gatherings. Relax with serene views of the pond and wooded conservation area, perfect for peaceful moments or entertaining guests in a private, natural setting. Located in the highly sought-after Shadowbay community, you will enjoy access to Ski Lake Brantley and exclusive amenities including a private gated beach, fishing area, picnic space, boat ramp, tennis court, basketball court, and more. This is a prime location just minutes from I-4 and Seminole County schools, walking distance to the elementary school. UPDATES include: New HVAC (2022), New plumbing (2022), Updated electrical (2022), Tankless water heater (2022), Roof (2013), New front covered porch and oversized back patio (2022), and a fenced backyard for added K-9 run and for privacy (2022). This is a must-see property! Make this fantastic house your home today! Contact the listing agent for details on buyer incentives.
Listing Agent: Diane Melody Goglas (407-690-1959)
401 BLUE LAKE DR, LONGWOOD, FL 32779
$580,00036 Days on yellowkey MLS ID: O6390986
0 Days Off yellowkey (back on 4/22/2026)
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2564 Built: 1978Monthly Fee: $54 Tax: $6,950 (2024)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$6,950
Remarks: Welcome to 401 Blue Lake Drive, this is an amazing Sweetwater Oaks home that has a great location, great floorplan and tons of potential! - - This home has a very functional 4 bedroom, 2-and-a-half-bathroom split bedroom floorplan! The kitchen is large with a huge center island and stainless-steel appliances. The great room has a nice and vaulted ceiling with wonderful beams and a unique stone wood burning fireplace for those cooler days! Wood floors, french doors, huge property, privacy, this full half acre property offers many opportunities, the private fenced backyard is shaded and ready for relaxing, the giant 897 square foot side entry garage is ready for your projects/toys/cars and garage fun!! The screened pool is inviting, the 747 square foot back porch is one of the largest you will see, this is perfect for multiple televisions, game tables and football season and more!! The roof is from 2023, nearly new! The AC is a year old!! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities all with low annual HOA dues!! These amenities include access to Sweetwater Beach at Lake Brantley which offers a beautiful park and beach as well as a covered pavilion for gatherings, boating, water skiing, fishing, sailing, kayaking and fun! Eight tennis courts, 8 pickle ball courts, sand volleyball at Sweetwater Beach (right around the corner), many parks, multiple playgrounds, a beautiful community center and many community events for everyone!! Access to the Wekiva River is right down the street at Riverbend Park, enjoy soccer, baseball, kayaking, canoeing, fishing, the picnic and party pavilion, or nature walks and much more! The schools are the best in the area; Sabal Point Elementary School, Rock Lake Middle School and nationally ranked and highly regarded Lake Brantley High School!! The location, quality and condition are right, call today to see this great home!!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Mark Humphreys (407-310-5765)
1209 ROXBORO RD, LONGWOOD, FL 32750
$799,999101 Days on yellowkey MLS ID: O6373160
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3332 Built: 1969Monthly Fee: $13 Tax: $4,384 (2024)Community: Knollwood 1St AddSpa: NoSingle Family
Taxes:$4,384
Remarks: Stunning Remodeled Estate Home in Knollwood - Longwood! Welcome to this exceptionally remodeled estate home located in the highly desirable Knollwood community of Longwood. Set on a generous 0.70-acre lot, this 3,332-square-foot residence offers four bedrooms and two and a half bathrooms, blending luxury, flexibility, and everyday comfort—ideal for modern living and entertaining. From the moment you enter, you’ll appreciate the bright, open layout and desirable split floor plan designed to provide privacy for the primary suite. The inviting foyer opens to a formal dining room, where a newly added powder room is conveniently located for guests. Across the foyer, the spacious living area flows seamlessly into the heart of the home and is anchored by a cozy wood-burning fireplace, adding warmth and character. The gourmet kitchen is a true showpiece, featuring shaker-style cabinetry, luxurious quartzite countertops, and top-of-the-line appliances, including a 48-inch eight-burner double-oven gas range. Thoughtful details such as a farmhouse sink, pot filler, oversized island with seating for six, and a large pantry with open shelving make this space as functional as it is beautiful. Just off the kitchen is a dedicated laundry room with full size washer and dryer with a utility sink that is easily accessible to the garage, adding everyday convenience. Extensive renovations include a new home addition along with updated flooring, lighting, drywall, millwork, ductwork, HVAC, plumbing, and electrical systems, providing modern comfort and peace of mind throughout. Engineered hardwood flooring adds both elegance and durability. Double doors lead into the private primary bedroom suite, which features vaulted ceilings, large window, and a walk-in closet. The spa-inspired en-suite bathroom includes a dressing room and separate linen closet, granite countertops, a 1930s clawfoot soaking tub, a glass-enclosed shower with dual rain showerheads, and a private water closet. Two newly constructed bonus rooms adjacent to the primary suite provide flexibility that can be used as a home office, nursery, or additional storage. Three additional bedrooms are located on the opposite side of the home and share a beautifully renovated full bathroom, offering comfort and style for family and guests alike. Outdoor living is equally impressive, featuring a newly renovated lanai with a tongue-and-groove ceiling, a covered patio, and an expansive fully fenced backyard. The property also includes two storage sheds and a workshop with its own bathroom, providing excellent potential for a future guest suite, studio, or creative space. Additional features include double-pane windows, updated lighting, and an optional HOA with a voluntary fee of just $150 annually. Ideally located near top-rated schools, shopping, dining, healthcare, and popular destinations such as Uptown Altamonte, Wekiva Island, Altamonte Mall, and Cranes Roost, with easy access to major roadways for a smooth commute. This thoughtfully upgraded Knollwood estate offers space, style, and flexibility in an unbeatable Longwood location. Schedule your private showing today—homes like this are rarely available.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Alison Forbes (407-766-5243)
308 SMOKERISE BLVD, LONGWOOD, FL 32779
$650,00048 Days on yellowkey MLS ID: O6387465
REDUCED by $39,000 (5.7%) on 03/31/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2352 Built: 1979Monthly Fee: $108 Tax: $5,564 (2025)Community: Sweetwater Oaks Sec 12Spa: NoSingle Family
Taxes:$5,564
Remarks: Welcome to 308 Smokerise Blvd., tucked away on a quiet corner lot within a cul-de-sac in the highly sought-after Sweetwater Oaks community of Longwood. Situated on an expansive .40-acre homesite framed by majestic oak trees and mature landscaping, this 4-bedroom, 2-bath residence offers 2,352 heated square feet of inviting, thoughtfully designed living space. From the moment you step inside, the home feels warm and welcoming. Skylights fill the space with natural light, and the split floor plan provides both privacy and comfortable gathering areas. At the heart of the home is the den — a cozy yet spacious retreat featuring a wood-burning fireplace and adjoining entertaining bar area. This inviting space is what originally captured the current owners’ hearts. It’s easy to imagine evenings gathered around the fire, hosting friends at the bar, or simply unwinding at the end of the day. It’s a room designed for connection. The primary suite offers its own private escape. The ensuite bath feels like a boutique resort spa, highlighted by distinctive, whimsical wallpaper that adds personality and charm — an unexpected and delightful design statement. Step outside to your screened pool oasis surrounded by brick pavers and lush greenery. With plenty of yard space on this oversized corner lot, outdoor living comes naturally here. The Blackstone grill conveys, making the backyard perfectly set up for sunset dinners and weekend gatherings. Major updates provide valuable peace of mind: • Brand new roof • A/C replaced in 2022 • Variable-speed pool pump (2025) • Water treatment system (2021) • Three updated electrical panels (2021) Sweetwater Oaks residents enjoy private lake access and boat ramps to Lake Brantley, along with multiple parks, tennis courts, pickleball courts, a clubhouse, and scenic community spaces. Located near Wekiva Springs State Park, major highways and toll roads, Orlando attractions, beaches, shopping, and dining, the community offers both tranquility and convenience. It is also golf cart friendly :-) This is more than just a home — it’s a place where memories are made, gatherings feel effortless, and everyday living feels just a little bit special...Property has a ASSUMMABLE VA mortgage in place at 2.25%!
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: Ginny Peters (407-443-3965)
413 WILLOWBROOK LN, LONGWOOD, FL 32779
$574,99957 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)
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,0006 Days on yellowkey MLS ID: O6399384
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4293 Built: 1989Monthly Fee: $367 Tax: $7,316 (2025)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$7,316
Remarks: Welcome to 811 Greenshire Ct, a rare opportunity to own a fully renovated private estate in the heart of Longwood, FL, where luxury, space, and multigenerational living come together on nearly 2 acres. Ideally located just minutes from Wekiva Island, Publix at Shoppes of Sweetwater, and top-rated Seminole County schools, this exceptional 5-bedroom, 4-bath residence offers 4,293 square feet of thoughtfully designed living space with no carpet throughout and a true move-in-ready feel. Designed for today’s lifestyle, this home delivers exactly what buyers are searching for—privacy, flexibility, and high-end upgrades—making it ideal for multigenerational living, extended stays, or long-term value. The standout feature is the approximately 800-square-foot attached multigenerational suite built in 2022, offering complete independence with its own full kitchen, living area, spacious bedroom, additional enclosed flex space with Murphy bed, ADA-compliant bathroom, wheelchair-accessible doors, separate septic system, private propane generator, and a dedicated washer and dryer—perfect for in-laws, guests, or private living quarters. Inside the main home, refinished travertine floors and new wood flooring in every bedroom create a seamless blend of elegance and warmth, complemented by an updated kitchen with refinished cabinetry and newer appliances, a luxurious primary suite with a spa-inspired bath and Roman tub, and a beautifully remodeled guest bath featuring a custom stained-glass window, new tile shower, and updated cabinetry. Hunter Douglas Roman shades are installed throughout, and all windows and doors were replaced between 2021 and 2022, adding both efficiency and peace of mind. The outdoor living experience is equally impressive, featuring a saltwater pool with a variable speed pump and computer-controlled lighting, an enclosed courtyard for added privacy, and an expansive fenced backyard with an additional cleared half-acre—ideal for entertaining, future expansion, or simply enjoying the space. A whole-home audio system extends to the pool, deck, and porch, creating a seamless indoor-outdoor lifestyle. Additional highlights include a heated and air-conditioned garage with epoxy flooring, smart sprinkler system, newer roof, dual-zone HVAC, and a full alarm system. Homes offering this level of land, upgrades, and true multigenerational flexibility in Longwood are rare, making this a standout opportunity for buyers seeking space, luxury, and long-term value. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gina Hutchinson (386-793-4262)
501 SWEETWATER CLUB CIR, LONGWOOD, FL 32779
$1,222,00072 Days on yellowkey MLS ID: TB8473605
1 Days Off yellowkey (back on 3/19/2026)
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4709 Built: 1975Monthly Fee: $367 Tax: $5,855 (2024)Community: Sweetwater Club Unit 1Spa: NoSingle Family
Taxes:$5,855
Remarks: Under contract-accepting backup offers. **Seller extremely movtivated** Some homes offer space. Few offer presence. This timeless Spanish Mediterranean estate in Sweetwater Club delivers both, an acre of privacy, refined architecture and a setting designed for a life well lived. Ideally in the prestigious, gated community and enhanced by its own private estate entrance, the residence rests on a rare, just over one-acre home site surrounded by approximately 46 mature live oak trees. The result is an atmosphere of natural beauty, tranquility and seclusion that feels worlds away while remaining effortlessly connected. From the moment you arrive, the home’s classic design and serene setting create a lasting impression. Inside, a grand foyer opens to a thoughtfully designed interior with an expansive, versatile layout suited for elegant entertaining and everyday living. Formal living and family rooms are anchored by a wood-burning fireplace, while a traditional dining room provides an inviting setting for gatherings. The newly updated kitchen features beautiful stone countertops, generous cabinetry and refined modern finishes that balance style with function. The primary suite is a retreat, offering generous proportions and a peaceful ambiance designed for restoration. Its en-suite bath features dual vanities and a spa-like atmosphere. A second primary suite also awaits, including an updated bath, ideal for guests or multigenerational living. Both offer direct lanai access. Upstairs, three additional bedrooms and two full baths provide flexible space for family, work or evolving lifestyle needs. A private guesthouse with its bath adds exceptional versatility for extended family, visitors or a secluded studio. Expansive interior living spaces transition effortlessly outdoors, embracing Florida’s signature indoor-outdoor lifestyle. Beneath a canopy of mature oaks, the grounds offer open space, privacy and the rare sense of calm that defines estate living. Sweetwater Club is among Central Florida’s sought-after communities, known for its serenity, exclusivity and proximity to country clubs, Wekiwa Springs State Park, Wekiva Island, top-rated schools, and premier shopping plus dining. Blending privacy, scale and location, this remarkable property presents a rare opportunity to own a private sanctuary.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (813-217-5288)
Listing Agent: Colin Kennedy (727-677-9777)
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