Location: Longwood , 32750
Do Not Show Listings
4 WOODEN SHOE LN, LONGWOOD, FL 32750
$350,000245 Days on yellowkey MLS ID: O6360634
0 Days Off yellowkey (back on 11/17/2025)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2682 Built: 1974Monthly Fee: $25 Tax: $7,731 (2024)Community: Sleepy Hollow 1St AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,731
Elementary School: Altamonte Elementary
High School: Lyman High
Tax Year: 2024
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Short Sale. Must See 4 bed, 2 bath home in the established community of Sleepy Hollow. This spacious residence sits quietly at the end of a cul de sac where mature trees and wide lawns create a sense of privacy. Inside, the layout unfolds with generous gathering spaces including a family room large enough for game nights and holiday celebrations, a living room anchored by a wood burning fireplace, and a kitchen that keeps everyone connected with its easy flow to the dining area. Skylights draw in natural light and the split bedroom design offers comfort with a private primary suite featuring dual walk in closets and its own full bathroom. Step outside to a deep backyard designed for relaxed Florida living. A screened and covered rear-porch overlooks the lush lawn, creating a great place for morning coffee, weekend barbecues, or quiet afternoons at home. The large homesite offers room to play and the community adds even more with nearby parks, sports courts, and walking paths. With 2,682 square feet of living space, an attached two-car garage and a prime Longwood location near top rated Seminole County schools this home offers a chance to create the lifestyle you envision. This is a short sale and an excellent opportunity for buyers or investors who appreciate space character and potential.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Cristina Porretto (407-264-1870)
737 E CHURCH AVE, LONGWOOD, FL 32750
$405,000210 Days on yellowkey MLS ID: O6365251
REDUCED by $14,000 (3.3%) on 05/28/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2542 Built: 1973 Tax: $5,240 (2024)Community: Wildmere Resurvey Of Blk 4Spa: NoApartment
Taxes:$5,240
Elementary School: None
High School: None
Middle School: None
Remarks: Income-Producing Duplex in the Heart of Longwood. Income-producing duplex ideally located in the heart of Longwood, near US Hwy 17-92 and SR-434, offering convenient access to shopping, restaurants, banks, supermarkets, SunRail, I-4, and major corridors. Built in 1973 and well-maintained, the property features two units, each offering 2 bedrooms and 2 full bathrooms. No HOA! Both units are tenant-occupied with under-market rents, providing an attractive opportunity for future rent growth. Unit 737 E Church Ave (2Bed/1.5Bath) is currently rented for $1,350/month with a lease in place through July 31, 2026, and includes a new dishwasher installed in September 2025 and an A/C replaced in February 2023. Unit 739 E Church Ave (2Bed/1.5Bath) is currently rented for $1,300/month on a month-to-month basis, and includes a new A/C installed in April 2024 and a new stove installed in July 2025. Tenants in both units are responsible for their electricity, water, cable, internet, and lawn maintenance. Excellent central location near everyday essentials, including Publix (2.5 miles, 6 minutes), CVS (1.1 miles, 5 minutes), and Starbucks (0.2 miles, 1 minute), and a variety of dining spots, local cafés, and takeout options. Distances and drive times are approximate. Don’t miss this outstanding opportunity; the location offers the perfect blend of convenience and comfort. Schedule a showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Ayesha Verma (407-639-0345)
262 OAKMONT RESERVE DR, LONGWOOD, FL 32750
$764,900151 Days on yellowkey MLS ID: O6382404
REDUCED by $5,000 (0.6%) on 05/11/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3430 Built: 2018Monthly Fee: $120 Tax: $7,565 (2025)Community: Oakmont ReserveSpa: YesSingle Family
Taxes:$7,565
Elementary School: Longwood Elementary
Tax Year: 2025
Middle School: Greenwood Lakes Middle
Remarks: SELLER'S MOTIVATED! Welcome to Oakmont Reserve, a gated community in the heart of Longwood. This spacious five-bedroom, 3.5-bath home offers a flexible, light-filled floor plan designed for everyday living and entertaining. The primary suite is conveniently on the first floor, while additional bedrooms provide ample space for family or guests. Kitchen boasts 42-inch cabinetry, oversized quartz island and stainless steel appliances and two walk-in pantries. Upstairs features four bedrooms plus dedicated office with double doors, and a dedicated theatre room with built-in surround sound speakers! Enjoy entertaining via the Florida lifestyle with a 40-foot covered lanai overlooking a screened-in Holland saltwater, heated pool and Jacuzzi with waterfall feature and LED light system. Enjoy a 2.5-car garage with extra storage space and custom overhead shelving. As a bonus, this home is upgraded with a solar panel system that makes the electric bill almost obsolete. Zoned for desirable Seminole County Schools, close to shopping, entertainment and world-renowned healthcare providers, and less than a one-hour drive to airports, beaches and Orlando's theme parks, this is your forever home!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Kristen Wenderfer (973-868-9745)
116 SPRINGWOOD CIR #D, LONGWOOD, FL 32750
$169,99977 Days on yellowkey MLS ID: O6403702
2 Days Off yellowkey (back on 5/8/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1020 Built: 1973Monthly Fee: $370 Tax: $523 (2025)Community: Springwood VillageCondo
Taxes:$523
Remarks: Welcome to this beautifully updated 2-bedroom, 1-bath condo tucked away in a quiet, well-maintained community—perfect for both homeowners and investors. This move-in-ready unit features brand new vinyl flooring throughout, a fully renovated kitchen with modern cabinetry, sleek granite countertops, and a clean, contemporary design that truly stands out. The bathroom has been tastefully remodeled, offering a fresh and modern feel. What makes this unit truly unique is its private in-unit washer and dryer room—a rare feature in this community where most units rely on shared laundry. Enjoy peaceful mornings and relaxing evenings on your screened-in patio, the perfect space to unwind with coffee, tea, or a glass of wine in a quiet setting. The community offers an affordable HOA that includes water, garbage pickup, on-site management, maintenance, and security, providing both value and peace of mind. Residents also enjoy access to two swimming pools, a clubhouse with fitness center and party room, a lighted tennis court, basketball half court, multiple laundry facilities, and bike storage. With low property taxes and strong rental potential, this property is an excellent opportunity for both end-users and investors. Opportunities like this don’t last—schedule your showing today before it’s gone.
Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)
Listing Agent: Ayoub Seffari (407-497-4015)
749 SEMINOLE AVE, LONGWOOD, FL 32750
$299,00088 Days on yellowkey MLS ID: O6400530
INCREASED by $10,000 (3.5%) on 05/04/2026
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)
1469 GRACE LAKE CIR, LONGWOOD, FL 32750
$560,000263 Days on yellowkey MLS ID: O6355680
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2174 Built: 1982Monthly Fee: $40 Tax: $5,031 (2025)Community: North CoveSingle Family
Taxes:$5,031
Elementary School: Woodlands Elementary
High School: Lake Mary High
Remarks: An ideal blank canvas for those seeking top-rated schools and a fantastic neighborhood! This 4-bedroom, 2.5 bath home features a screened-in pool, a cozy family room with beamed ceilings, and tile flooring throughout. The expansive sunroom, complete with a kitchen service window, is perfect for relaxing or entertaining. The large primary suite includes a spacious closet and an en suite bathroom. With a 2-car garage,this home sits on a desirable corner lot with mature tree coverage, a lovely manicured lawn in the highly sought after North Cove community.
Listing is courtesy of: MOREHOUSE REALTY INC (407-331-4444)
Listing Agent: Alvin Moore (407-331-4444)
425 E JESSUP AVE, LONGWOOD, FL 32750
$444,99085 Days on yellowkey MLS ID: O6397582
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1835 Built: 2026Monthly Fee: $180 Tax: $172 (2026)Community: Casaluna TownhomesTownhouse
Taxes:$172
Tax Year: 2026
Remarks: Under Construction. nder Construction. Photos are virtually staged. Welcome to your dream home, where modern design meets everyday comfort. This brand new, custom built 3 bedroom, 2.5 bath townhome is thoughtfully crafted with exceptional attention to detail at every turn. From the moment you enter, soaring ceilings and an abundance of natural light create an inviting, open atmosphere that flows seamlessly into a spacious great room, perfect for both relaxing and entertaining. The open concept kitchen is designed to impress, featuring generous counter space and a layout that keeps you connected to the living and dining areas, ideal for hosting or enjoying daily life with ease. The primary suite offers a private retreat, complete with a spacious bedroom, dual walk-in closets, and a beautifully appointed en-suite bath. A split floor plan enhances privacy, while the additional bedrooms provide comfort for family or guests. A versatile den adds flexibility, making it perfect for a home office, media room, or additional living space. A 2-car garage ensures ample parking and storage, while the prime location places you just minutes from shopping, dining, entertainment, and close to the Longwood SunRail station Don’t miss your opportunity to own this stunning, custom townhome in the heart of Longwood, designed for the way you live today.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Adela Monroy (321-696-1001)
421 E JESSUP AVE, LONGWOOD, FL 32750
$444,99085 Days on yellowkey MLS ID: O6401685
Remarks: Under Construction. Under Construction. nder Construction. Photos are virtually staged. Welcome to your dream home, where modern design meets everyday comfort. This brand new, custom built 3 bedroom, 2.5 bath townhome is thoughtfully crafted with exceptional attention to detail at every turn. From the moment you enter, soaring ceilings and an abundance of natural light create an inviting, open atmosphere that flows seamlessly into a spacious great room, perfect for both relaxing and entertaining. The open concept kitchen is designed to impress, featuring generous counter space and a layout that keeps you connected to the living and dining areas, ideal for hosting or enjoying daily life with ease. The primary suite offers a private retreat, complete with a spacious bedroom, dual walk-in closets, and a beautifully appointed en-suite bath. A split floor plan enhances privacy, while the additional bedrooms provide comfort for family or guests. A versatile den adds flexibility, making it perfect for a home office, media room, or additional living space. A 2-car garage ensures ample parking and storage, while the prime location places you just minutes from shopping, dining, entertainment, and close to the Longwood SunRail station Don’t miss your opportunity to own this stunning, custom townhome in the heart of Longwood, designed for the way you live today.
423 E JESSUP AVE, LONGWOOD, FL 32750
$444,99085 Days on yellowkey MLS ID: O6401621
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1862 Built: 2026Monthly Fee: $180 Tax: $172 (2026)Community: Casaluna TownhomesTownhouse
Remarks: Under Construction. Under Construction. nder Construction. Photos are virtually staged. Welcome to your dream home—where modern design meets everyday comfort. This brand-new, custom-built 3-bedroom, 2.5-bath townhome is thoughtfully crafted with exceptional attention to detail at every turn. From the moment you enter, soaring ceilings and an abundance of natural light create an inviting, open atmosphere that flows seamlessly into a spacious great room—perfect for both relaxing and entertaining. The open-concept kitchen is designed to impress, featuring generous counter space and a layout that keeps you connected to the living and dining areas—ideal for hosting or enjoying daily life with ease. The primary suite offers a private retreat, complete with a spacious bedroom, dual walk-in closets, and a beautifully appointed en-suite bath. A split floor plan enhances privacy, while the additional bedrooms provide comfort for family or guests. A versatile den adds flexibility, making it perfect for a home office, media room, or additional living space. A 2-car garage ensures ample parking and storage, while the prime location places you just minutes from shopping, dining, entertainment, and close to the Longwood SunRail station Don’t miss your opportunity to own this stunning, custom townhome in the heart of Longwood, designed for the way you live today.
1524 DOWNY BIRCH LN, LONGWOOD, FL 32750
$299,000291 Days on yellowkey MLS ID: O6348264
REDUCED by $19,475 (6.1%) on 04/14/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1404 Built: 2013Monthly Fee: $164 Tax: $3,840 (2024)Community: Hanover Pointe Rep - RepTownhouse
Taxes:$3,840
Remarks: SELLER CONTRIBUTING $2,000 IN BUYERS CLOSING COSTS AND PRE PAIDS- WITH AN ACCEPTABLE CONTRACT. Welcome to this charming 3-bedroom, 2.5-bath townhome nestled in the highly sought-after, gated community of Hanover Pointe. Situated on a quiet street, this home offers comfort, style, and convenience in one perfect package. Inside, you’ll find an inviting open-concept floor plan with tile and wood flooring throughout the main level. The kitchen overlooks the family room and features stone countertops, rich wood cabinetry, stainless steel appliances, and a sliding glass door leading out to the covered back patio — perfect for relaxing or entertaining with no rear neighbors for extra privacy. Upstairs, all three bedrooms are thoughtfully designed, including a spacious primary suite with a walk-in closet. Natural light fills the home, creating a warm and welcoming atmosphere. Additional features include a one-car garage and plenty of storage. Residents of Hanover Pointe enjoy access to a sparkling community pool, while the community’s prime location offers easy access to local restaurants, shops, and major roadways including US Hwy 17-92 and I-4. This is the ideal home for anyone seeking a peaceful lifestyle with modern comforts and an unbeatable location!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Jason Zinno (407-467-5631)
674 JOYFUL BLOSSOM PL, LONGWOOD, FL 32750
$315,000119 Days on yellowkey MLS ID: G5109907
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1369 Built: 2014Monthly Fee: $160 Tax: $2,530 (2024)Community: Hanover Pointe Rep - RepTownhouse
Taxes:$2,530
Remarks: Welcome to effortless living in the highly desirable, gated community of Hanover Pointe! This beautifully maintained townhome is a rare and highly sought-after dual-primary bedroom layout. Upstairs, you will find two extra large, completely private suites, each featuring a large closet and an en-suite bathroom complete with dedicated linen closet. On the main level, a bright and welcoming foyer flows seamlessly into an open-concept living area highlighted by high ceilings and easy-care ceramic tile. The kitchen serves as the stunning heart of the home, showcasing rich solid wood cabinetry, elegant dark granite countertops, stainless steel appliances, pantry and a convenient breakfast bar peninsula perfect for entertaining. HOA provides peace of mind with termite bonds, roof replacement coordination, exterior painting, full landscaping services including common areas and community pool maintenance! Conveniently located near SunRail station in longwood, minutes away! Zoned for Lake Mary High School, Greenwood Lakes Middle School. As a wonderful bonus for the lucky buyer, the patio furniture is included if the buyer would like it! Rain Gutters also have gutter guards.
Listing is courtesy of: COAST TO COAST REAL ESTATE PRO (352-296-8930)
Listing Agent: Katharine Scotson (407-335-2159)
502 FREEMAN ST, LONGWOOD, FL 32750
$555,000437 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)
990 BURLWOOD CT, LONGWOOD, FL 32750
$749,000184 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)
1689 TORRINGTON CIRCLE, LONGWOOD, FL 32750
$225,000127 Days on yellowkey MLS ID: O6389458
3 Days Off yellowkey (back on 3/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1175 Built: 1986Community: Danbury MillTownhouse
Taxes:
Tax Year:
Remarks: Under contract-accepting backup offers. Welcome to 1689 Torrington Circle, located in the highly desirable Danbury Mill community in Longwood! This charming 2-bedroom, 2-bath home offers comfort, convenience, and an exceptional location—all at a price point that’s increasingly hard to find. This is a great opportunity to update this property and make it your own or purchase it as your next investment. Step inside to a bright and inviting layout featuring a spacious great room that flows effortlessly into a well-appointed kitchen with a cozy dining nook—perfect for casual meals or enjoying your morning coffee. Both bedrooms have generous closet space, including a walk-in closet with plenty of storage. Additional features include an interior laundry room and a two-car garage, adding convenience to everyday living. Out back, enjoy Florida’s beautiful weather year-round on the covered and screened porch, which overlooks a private, fenced backyard—ideal for relaxing, entertaining guests, or letting pets play safely. Residents of Danbury Mill enjoy low HOA fees and access to wonderful community amenities, including a clubhouse, a sparkling community pool, and tennis courts. The neighborhood’s prime location places you just minutes from shopping, dining, parks, and major roadways, making commuting and daily errands quick and easy. Homes in this sought-after community don’t stay on the market long. Schedule your showing today and discover the opportunity that awaits at 1689 Torrington Circle!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jeff Singletary (407-383-1933)
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