Location: Longwood
Do Not Show Listings
153 DUNCAN TRL, LONGWOOD, FL 32779
$515,00035 Days on yellowkey MLS ID: O6388268
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $22 Tax: $4,477 (2024)Community: Wekiva Hills Sec 07Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,477
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2024
Middle School: Teague Middle
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! If you skipped this one due to flood zone...don’t. No history of flooding + low premium available, this one-of-a-kind home delivers exceptional value in one of Longwood’s most established and peaceful communities. Welcome to 153 Duncan Trail, your private retreat surrounded by nature with separation of space ideal for modern living. Situated on a generous ¼-acre lot with no rear neighbors. Not your typical Longwood home…From the moment you step inside, the home reveals its personality. The main living room is centered around a charming fireplace, creating a warm focal point before the space opens seamlessly to the backyard deck—perfect for both quiet evenings and entertaining. The remodeled kitchen (2017) flows comfortably alongside the dining area, where the elevated dining space overlooks the living areas below, adding architectural interest and a sense of openness. A spacious dinette and dedicated laundry room with washer and dryer enhance everyday convenience. The thoughtfully designed three-level layout creates natural separation between living and resting spaces. Two bedrooms are located on the lower level, while the oversized primary suite occupies the upper level, offering a true private retreat. This expansive space allows for a sitting area, workspace, or reading nook, and features a sliding door that opens to an elevated outdoor view above the covered porch an unexpected detail that brings in natural light and a peaceful connection to the outdoors. Step outside and continue the experience. An enclosed back porch with ample storage leads to an open deck surrounded by nature, ideal for morning coffee or evening relaxation. The backyard also features a dedicated fire-pit area and backs up to lush conservation, creating a tranquil natural backdrop. There is even potential to further enhance this connection by adding direct access from the patio area to the conservation behind the home. Major updates provide peace of mind, including a new architectural roof and gutters (2024), full PEX repiping (2024), Carrier A/C system (2022), water heater (2020), and recently serviced systems (summer 2025). Additional updates include remodeled bathrooms (2017) and fresh interior paint (2025). The two-car garage stands out with its epoxy flooring and built-in workbench—perfect for projects, storage, or an organized workspace. Homes like this delivers something truly rare: space, privacy, architectural character, and long-term value, now at an even more attractive price. Schedule your private showing and experience the difference for yourself.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Liliana Lamadrid Sierra (321-527-4357)
458 LONGMEADOW LN, LONGWOOD, FL 32779
$725,00019 Days on yellowkey MLS ID: O6394547
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2619 Built: 1987Monthly Fee: $88 Tax: $4,951 (2025)Community: Sabal Point Sabal View AtSingle Family
Taxes:$4,951
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully reimagined 4-bedroom, 3.1-bath pool home with a dedicated office, tucked inside the highly sought-after Sabal Point community. With its light, airy feel, designer finishes, and thoughtful upgrades throughout, this home effortlessly blends modern farmhouse charm with everyday luxury. From the moment you step inside, you’re greeted by soaring ceilings, fresh interior paint, and rich engineered hardwood flooring that flows throughout the main living areas. The heart of the home is the stunning open-concept kitchen and living space—designed for gathering and making memories—featuring a massive granite island, abundant cabinetry, and seamless flow into the spacious family room anchored by a cozy wood-burning fireplace. The primary suite is a true retreat, offering a spa-like experience with a beautiful freestanding soaking tub, dual walk-in closets, and a serene, modern aesthetic that feels straight out of a designer magazine. Every detail has been thoughtfully updated, including a new roof (2022), brand new A/C (2026), new water heater, updated plumbing and electrical, and a freshly painted exterior (March 2026). Custom millwork and shiplap accent walls add warmth and character, while all bathrooms have been fully remodeled with granite counters and elevated finishes. The split-bedroom floorplan offers both functionality and privacy, with new carpet in two secondary bedrooms and a spacious laundry room complete with built-ins and a utility sink. Step outside and enjoy true Florida living with a screened-in pool, pavered lanai, and convenient pool access bath—perfect for entertaining or relaxing year-round. The fully irrigated yard has been freshly landscaped, and the home includes a termite bond for added peace of mind. A paver driveway and walkway, along with striking modern front doors, complete the home’s impressive curb appeal. Located just minutes from Wekiwa Springs State Park, as well as shopping and dining, Sabal Point offers beautiful parks, walking trails, and access to top-rated Seminole County schools. This is the kind of home that just feels right the moment you walk in—stylish, inviting, and completely move-in ready.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
2010 E TRIANGLE DR, LONGWOOD, FL 32779
$339,800127 Days on yellowkey MLS ID: O6366631
3 Days Off yellowkey (back on 3/2/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1684 Built: 1985 Tax: $3,364 (2024)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$3,364
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. IMPORTANT NOTE: Current Flood insurance policy and elevation certificate attached to this listing under documents. Flood insurance is very affordable. Runs around $58 month and it is transferable to buyer. Step Inside Your Future Home! This beautiful 3-bedroom, 2-bath, 1,684 sq ft home has been fully renovated, blending original charm with modern finishes—move-in ready and designed to impress. Sitting on a generous 0.28-acre lot, it offers plenty of space for outdoor activities, gardening, or simply enjoying your own private oasis. Inside, you’ll find a modern kitchen, updated bathrooms, and a functional layout that maximizes light and space—perfect for families or entertaining. Every detail has been carefully renovated, so you can move in and enjoy without worry. Located just minutes from Lake Brantley and Wekiva Springs and approximately 30 minutes from Orlando’s world-famous theme parks, this property perfectly combines comfort, convenience, and lifestyle. Membership in the Civic Association of West Lake Brantley is optional, providing access to a boat ramp, beach park, and more—offering recreational options for the whole family. Don’t miss the opportunity to own a fully renovated home in a prime location. Schedule your showing today
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Gina Amorim (737-218-8475)
1310 RIDGE RD, LONGWOOD, FL 32750
$485,00017 Days on yellowkey MLS ID: S5146759
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1520 Built: 1978 Tax: $4,506 (2024)Community: Myrtle Lake HillsSingle Family
Taxes:$4,506
Elementary School: Woodlands Elementary
High School: Lake Mary High
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)
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900426 Days on yellowkey MLS ID: O6280309
REDUCED by $25,100 (4.8%) on 03/31/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1599 Built: 1993 Tax: $2,326 (2024)Community: Lake Vista At ShadowbaySingle Family
Taxes:$2,326
Remarks: Welcome to Lake Vista at Shadowbay - No HOA and No Restrictions! 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!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Diane Melody Goglas (407-690-1959)
413 WILLOWBROOK LN, LONGWOOD, FL 32779
$582,99950 Days on yellowkey MLS ID: O6385431
REDUCED by $2,001 (0.3%) on 03/31/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2740 Built: 1981Monthly Fee: $46 Tax: $4,171 (2024)Community: Cypress Landing At Sabal PointSingle 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)
502 FREEMAN ST, LONGWOOD, FL 32750
$555,000345 Days on yellowkey MLS ID: O6303923
REDUCED by $10,000 (1.8%) on 03/31/2026
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 3459 Built: 1998Monthly Fee: $51 Tax: $7,914 (2024)Community: Longwood PlantationSingle Family
Taxes:$7,914
Remarks: Amazing pool home in Longwood is the perfect multi-generational home. This home has 2 master suites, one downstairs and one upstairs with the downstairs master suite perfect for a mother in law living space. Also unique is 3 living spaces, one of which is upstairs so the kids can play upstairs and not disturb whoever is downstairs. The home has been remodeled with upgraded luxury vinyl flooring and granite countertops. You will enjoy the covered pool and lanai, with a backyard large enough with for your pets and no rear neighbor. Have peace of mind with the Roof and AC replaced in 2019 and 2020. You will be able to save money each month with solar panels that keep the electricity bill affordable, and a low HOA each month. *All information is intended to be accurate but is not guaranteed.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Ryan Minadie (407-765-9990)
112 DES PINAR LN, LONGWOOD, FL 32750
$419,00022 Days on yellowkey MLS ID: O6393707
0 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1975 Tax: $4,416 (2024)Community: Woodlands Sec 5Single Family
Taxes:$4,416
Remarks: Under contract-accepting backup offers. Fully Remodeled Luxury Pool Home | No HOA | Priced Below Appraisal Stunning fully remodeled 4-bedroom, 2-bath pool home in Longwood with NO HOA, priced below recent appraised value for immediate equity and a quick sale. This move-in ready home has been completely upgraded with new roof, windows, sliding glass doors, HVAC, plumbing, and luxury vinyl flooring throughout. The designer kitchen features 42” shaker cabinets, granite countertops, brand-new stainless steel appliances, and a stylish white and gold color palette with a custom backsplash—creating a clean, modern, high-end feel. Both bathrooms have been fully renovated with luxury granite countertops and custom tile shower work, offering a spa-like experience. The home offers a desirable split floor plan, with a private primary suite and walk-in closet, plus three additional bedrooms with dual sinks on the opposite side. The family room with fireplace flows seamlessly to the outdoor space, opening to a large pool deck and private pool. Situated on nearly ½ acre with a fully fenced backyard, this property is ideal for entertaining, with plenty of space and privacy. Additional features include a 2-car garage and extended driveway with ample parking. Located just minutes from Orlando, major highways, shopping, and dining, while still enjoying the quiet charm of Longwood. Fully remodeled, luxury finishes throughout, and priced to sell quickly—don’t miss this opportunity.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Ken Claytor (352-278-4715)
449 WEKIVA COVE RD, LONGWOOD, FL 32779
$565,00022 Days on yellowkey MLS ID: O6391904
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2108 Built: 1984Monthly Fee: $125 Tax: $2,408 (2024)Community: Wekiva Cove Ph 3Single Family
Taxes:$2,408
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 2-bath POOL home in the highly sought-after Wekiva Cove community! Pride of ownership shines throughout. This spacious home offers a formal living and dining area, a separate family room, and a bright eat-in kitchen, perfect for both entertaining and everyday comfort. Step into the beautifully updated kitchen (2017) featuring stone countertops, porcelain tile, maple wood cabinetry with pull out shelves, and stainless steel appliances. The home offers stunning bamboo flooring, an inviting living area with a cozy gas fireplace, inside laundry room, and a 2-car garage for added convenience and storage. The primary suite includes a spacious walk-in closet and an en suite bath with a double vanity. All secondary bedrooms are generously sized and also feature bamboo wood floors. Additional highlights include blown-in attic insulation with a pull-down ladder providing extra storage. Major updates include: AC replaced in 2025, roof replaced in 2017, pool resurfaced in 2021, and an outdoor generator plug installed in 2019. Enjoy Florida living at its finest with a screened-in pool and patio area overlooking the fenced backyard—ideal for relaxing or hosting friends and family. Located in the desirable lake community of Wekiva Cove, residents enjoy walking paths, a rentable clubhouse, community pool with kiddie pool, playground, fishing pier, baseball field, and tennis courts. All of this just minutes from Wekiva Springs State Park, Wekiva Golf Course, the library, top-rated Seminole County schools, shopping, and countless dining options. Easy access to 429 Toll Road and I-4 makes commuting simple. Don’t miss this opportunity to own a beautifully cared-for home in one of the area’s most sought-after neighborhoods! This property may be under audio and video surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Shelly Rahe Pa (321-277-4100)
255 BLACKWATER PL, LONGWOOD, FL 32750
$319,00021 Days on yellowkey MLS ID: O6393525
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1988Monthly Fee: $21 Tax: $4,163 (2024)Community: Longwood Green RepSingle Family
Taxes:$4,163
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: MULTIPLE OFFERS- Highest and Best Offers due by 7pm Sunday 3/29. Tucked away in a desirable Longwood location, 255 Blackwater Place offers a perfect blend of comfort, style, and unique architectural charm. This 2-bedroom, 2-bath home features an updated kitchen with crisp white cabinetry, sleek quartz countertops, and a clean, modern feel that flows effortlessly into the main living areas. Luxury vinyl flooring runs throughout the main areas, complemented by elegant archways and a cozy fireplace that creates a warm, inviting atmosphere. The spacious primary suite with beautiful wood floors opens to a bright sunroom—ideal for a home office, reading nook, or private retreat filled with natural light. The second bedroom offers a distinctive loft space, perfect for extra storage, a creative studio, or a fun elevated sleeping area. With thoughtful upgrades and character throughout, this home is as functional as it is charming—ready to fit a variety of lifestyles. Recent updates include 4 yr old roof, 1 yr old high efficiency HVAC with warranty, brand new water heater, new attic insulation, 2 yr old dryer. Also included is landscaping and mowing equipment.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Brad Bolton, Llc (407-797-8875)
990 BURLWOOD CT, LONGWOOD, FL 32750
$749,00092 Days on yellowkey MLS ID: O6371683
5 Days Off yellowkey (back on 3/25/2026)
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3184 Built: 2000Monthly Fee: $112 Tax: $4,216 (2025)Community: Longwood Club Ph 2Single Family
Taxes:$4,216
Remarks: Under contract-accepting backup offers. ***Buyer home sale contingency fell through. Property appraised & passed inspection*** Welcome to refined elegance in the gated Longwood Club community with the GRAND entrance you've been searching for! From the moment you step inside, this home makes a statement, with your eyes immediately drawn to the architecturally striking double staircases accented by sleek iron railings and rich wood treads, creating a breathtaking focal point that sets the tone for the rest of the home. High-gloss hard-surface flooring flows seamlessly throughout the main living areas, reflecting natural light and enhancing the home’s bright, airy feel, while soaring ceilings and an open-concept layout create a sense of scale and sophistication perfect for both everyday living and entertaining. This stunning residence offers 5 spacious bedrooms and 4 full bathrooms across 3,184 square feet of thoughtfully designed living space. The chef’s kitchen is both stylish and functional, featuring propane GAS cooking, granite countertops, stainless steel appliances, and ample prep space & cabintry with a closet pantry as well. The primary suite and a secondary bedroom with a full bath are conveniently located on the first floor, offering flexibility for guests or multi-generational living. Upstairs, you’ll find a full in-law or guest suite with a private bathroom, along with a spacious loft ideal for a media room or additional living area. Step outside to a private backyard oasis featuring a BRAND NEW CUSTOM pool with a tranquil waterfall, built-in in-pool seating.. perfect for Florida living and outdoor entertaining. Additional highlights include a brand-new roof installed in November 2024, a 2-car garage, a gated community offering privacy and security, and elegant architectural details throughout. Located in the charming city of Longwood, this home offers the perfect blend of luxury, comfort, and convenience, close to top-rated schools, Wekiva Spring, parks, dining, and shopping.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeavanna Lanza Pa (585-313-3408)
410 GEORGIA AVE, LONGWOOD, FL 32750
$435,00023 Days on yellowkey MLS ID: O6393221
1 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1588 Built: 2006 Tax: $4,470 (2024)Community: Lake Wayman Heights Hwy AddSingle Family
Taxes:$4,470
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. This fully renovated home blends style and functionality with a bright, open layout designed for today’s lifestyle. From the moment you step inside, you’ll notice the fresh finishes, updated flooring, and abundant natural light that create a warm and inviting atmosphere. The kitchen has been completely upgraded and serves as the centerpiece of the home, featuring sleek countertops, modern cabinetry, stainless steel appliances, and ample prep space, perfect for both everyday living and entertaining. The spacious living and dining areas flow seamlessly, making the home feel open yet comfortable. The primary suite offers a private retreat with an updated en-suite bathroom and two additional bedrooms, providing flexibility for guests. Both bathrooms have been thoughtfully remodeled with contemporary finishes. With major updates already completed, this home offers the peace of mind today’s buyers are looking for, move-in ready and designed for low-maintenance living. Conveniently located in Longwood, just minutes from major highways, shopping, dining, and entertainment, this property combines modern upgrades with an unbeatable location. If you’re searching for a fully renovated home in Longwood with 3 bedrooms and nearly 1600 square feet, 410 Georgia Ave is one you won’t want to miss. New roof (2026), New AC (2026), Water Heater (2026).
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Mario Zendeli (407-325-3893)
113 SANDY OAKS PL, LONGWOOD, FL 32779
$1,550,00034 Days on yellowkey MLS ID: O6390690
Bed: 7 Bath: 7.0 Liv Area Sq Ft: 6315 Built: 1992 Tax: $15,684 (2024)Community: Acreage & UnrecSingle Family
Taxes:$15,684
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)
155 PARSONS RD, LONGWOOD, FL 32779
$478,000100 Days on yellowkey MLS ID: O6370971
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1767 Built: 1981 Tax: $2,250 (2024)Community: NaSingle Family
Taxes:$2,250
Remarks: Location, Location! This is the most desirable location in Longwood. Large 2.69 acre lot, home needs complete rehab and is price accordingly. But it can be a good home again, or tear down and build your dream home. Seller is motivated but not taking low offers as it is priced at a good value for even just the land.
Listing is courtesy of: THE KEYES COMPANY (305-371-3592)
Listing Agent: Joanne Mccurdy, Pllc (772-216-2821)
112 BRANDYWINE LN, LONGWOOD, FL 32779
$792,00077 Days on yellowkey MLS ID: O6378298
1 Days Off yellowkey (back on 3/29/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2305 Built: 1977Monthly Fee: $108 Tax: $5,772 (2025)Community: Sweetwater Oaks Sec 07Single Family
Taxes:$5,772
Remarks: Welcome to 112 Brandywine Lane, a beautifully refreshed pool home located in the highly sought-after Sweetwater Oak community. This spacious 4-bedroom, 3-bathroom home combines timeless design with thoughtful recent upgrades, creating a move-in ready opportunity in one of Longwood’s most desirable neighborhoods. Inside, vaulted ceilings enhance the open living spaces, including formal living and dining areas plus a comfortable family room perfect for everyday living and entertaining. The updated kitchen features shaker-style cabinetry, quartz countertops, a center island, stainless appliances, and designer finishes that blend style and functionality. Recent improvements add significant value and peace of mind, including New Roof, new insulation, full-repipe. Fresh interior and exterior paint, upgraded engineered wood flooring in all bedrooms, plantation shutters, enhanced garage finishes with upgraded lighting and electrical, and extensive exterior improvements including landscaping upgrades and pool deck restoration. Outdoor living is elevated with a private pool area and added outdoor kitchen space ideal for entertaining. Located in the established Sweetwater Oaks community known for its tree-lined streets, lake access, top-rated schools, and convenient access to major roadways, shopping, and dining, this home offers both lifestyle and long-term value.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
605 WREN AVE, LONGWOOD, FL 32750
$299,99985 Days on yellowkey MLS ID: O6375767
0 Days Off yellowkey (back on 3/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1295 Built: 1976 Tax: $3,902 (2024)Community: Sky Lark Unit 2 RepSingle Family
Taxes:$3,902
Remarks: Under contract-accepting backup offers. Opportunity awaits at 605 Wren Ave in Longwood, FL, a centrally located property ready for renovation and value-add potential. This home offers a solid footprint in an established neighborhood, making it an ideal candidate for investors, flippers, or buyers looking to customize from the ground up. The property in need of updates, providing a blank canvas to reimagine the space and maximize returns. With the right vision, this home has strong upside potential in a desirable Seminole County location known for steady demand and resale strength. Situated just minutes from downtown Longwood, SunRail, major highways, shopping, dining, and employment centers, this location supports both resale and rental strategies. No HOA adds flexibility for future use. School Zoning (Buyer to Verify): • Longwood Elementary School • Rock Lake Middle School or Milwee Middle School • Lyman High School Located within Seminole County Public Schools, one of Central Florida’s most sought-after districts. Whether you’re looking for your next flip, buy-and-hold, or renovation project, 605 Wren Ave presents a rare chance to add value in a prime Longwood location. Seller is very motivated!
Listing Agent: Xevier Rodriguez (407-712-5449)
427 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$799,99987 Days on yellowkey MLS ID: O6373846
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3510 Built: 2006Monthly Fee: $148 Tax: $6,401 (2025)Community: Brentwood ClubSingle Family
Taxes:$6,401
Remarks: Updated and fully renovated four-bedroom, three-bathroom home has a three-car garage, large paver driveway, and 3,510 square feet of living space. 427 Brentwood Club Cove is located in a small gated community off Lake Emma Road in Longwood, FL. This unique home features multiple flex spaces: a private office with French doors, a large private loft upstairs, a home gym, a living room, a formal dining room, AND a great room. The office and loft could easily be modified to create bedrooms five and six, and the gym room could double as a nursery, attached to the primary bedroom! All bedrooms are on the first floor. The thoughtfully designed split-bedroom floor plan places the primary suite in its own private wing, creating a true retreat with new wood flooring, double closets, a spa-style bathroom with soaking tub and separate shower, and a dedicated workout room featuring a Tonal wall fitness system. The heart of the home is the beautifully renovated kitchen with new cabinetry, countertops, ambient cabinet lighting, and new appliances. The kitchen has a large dining space and overlooks the great room—perfect for entertaining and everyday living. A hallway off the main living area leads to three additional bedrooms and two large bathrooms. Step outside to enjoy Florida living at its best with a newly built 15×32 custom pool, hot tub, and screened enclosure, plus a covered patio. There is plenty of parking, including a three-car garage and a large paver driveway that accommodates up to six vehicles. Recent improvements provide peace of mind, including a roof replacement in October 2021, both HVAC systems replaced less than five years ago, a new water heater, a fully renovated kitchen, new whole-house flooring, a new pool/pool deck/screen enclosure, a fenced backyard, and a beautiful paver patio in the backyard for cookouts and stargazing. This move-in-ready home combines space, modern updates, a convenient location, and top-rated Seminole County schools. Schedule your viewing today!
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
1209 ROXBORO RD, LONGWOOD, FL 32750
$799,99994 Days on yellowkey MLS ID: O6373160
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 3332 Built: 1969Monthly Fee: $13 Tax: $4,384 (2024)Community: Knollwood 1St AddSingle Family
Taxes:$4,384
Elementary School: Altamonte Elementary
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)
140 W YORK CT, LONGWOOD, FL 32779
$454,000200 Days on yellowkey MLS ID: O6345743
3 Days Off yellowkey (back on 3/28/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2047 Built: 1981Monthly Fee: $22 Tax: $1,861 (2024)Community: Wekiva Golf Villas Sec 2Single Family
Taxes:$1,861
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to a home that feels like it was waiting for you. Tucked into a quiet corner lot beneath mature trees and golden afternoon light, this 4-bedroom, 2.5-bath retreat offers more than space—it offers serenity. Step inside and feel the warmth of a wood-burning fireplace anchoring the great room, where laughter echoes and memories unfold. The kitchen invites morning coffee in the breakfast nook, while the formal dining room sets the stage for holiday dinners and heartfelt conversations. Upstairs, the primary suite becomes your sanctuary—private, peaceful, and filled with soft natural light. Three additional bedrooms offer flexibility for growing families, creative spaces, or welcoming guests. Outside, pool and covered lanai create the perfect backdrop for weekend barbecues, quiet evenings, and everything in between. With over 2,000 square feet of living space, a finished two-car garage, and a location just steps from Wekiva Golf Club, this home blends comfort, charm, and convenience. And with its placement in a low-risk flood zone, you’ll enjoy peace of mind alongside everyday beauty. This isn’t just a house—it’s the next chapter of your story.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Nahed Georgy (407-951-2023)
825 ARDEN ST, LONGWOOD, FL 32750
$500,000128 Days on yellowkey MLS ID: O6366005
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2116 Built: 1985 Tax: $1,964 (2024)Community: Sanlando SpgsSingle Family
Taxes:$1,964
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!
Listing is courtesy of: BHHS FLORIDA REALTY (407-406-5300)
Listing Agent: Troy Hensley (407-406-5300)
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