Location: Longwood
Do Not Show Listings
617 S GRANT ST, LONGWOOD, FL 32750
$575,000Listed 04/08/2026 4:21PM MLS ID: O6396800
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2325 Built: 2022 Tax: $6,975 (2024)Community: WildmereApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,975
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to this beautifully built duplex in the heart of Longwood! Constructed in 2022, this modern property features two spacious units, each offering 2 bedrooms and 2 full bathrooms with approximately 1,162 square feet of living space. Step inside to find high ceilings, an open-concept layout, and contemporary finishes throughout. Each unit is thoughtfully designed for comfort and functionality, making it ideal for both homeowners and investors. Enjoy the privacy of fully fenced, separate yards for each unit perfect for outdoor living, pets, or entertaining. Each side also includes parking for up to two vehicles, adding to the convenience. With NO HOA, you’ll have the freedom and flexibility you want without extra restrictions or fees. Located just minutes from SR 434 and US 17-92, this property offers an easy commute to Lake Mary, Altamonte Springs, and Winter Park, with nearby shopping, dining, and entertainment options. Whether you're looking to live in one unit and rent the other or add a strong asset to your portfolio, this duplex is a fantastic opportunity you don’t want to miss!
Listing is courtesy of: CENTRAL FLORIDA GROUP REALTY LLC (407-491-8425)
Listing Agent: Jasmine Rodriguez (407-271-5176)
1742 FIFESHIRE CT, LONGWOOD, FL 32779
$1,275,000Listed 04/08/2026 12:34PM MLS ID: O6396719
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 4053 Built: 1993Monthly Fee: $65 Tax: $10,135 (2024)Community: Markham MeadowsSpa: YesSingle Family
Taxes:$10,135
Remarks: Welcome home to your own immaculate sparkling screened in pool home nestled in a cul-de-sac in desirable Markham Meadows. This spectacular over one acre, 5 bedroom, 6 bathroom home has many features. The Primary master suite is privately situated to itself and showcases a sitting area in front of the wood burning fireplace and overlooking the pool, a large walk-in closet, and an ensuite bath complete with an oversized hydro-massage bath and separate shower stall and a private water closet. A separate office with built-ins which offers the perfect environment for working from home or pursuing personal projects. There is a wet bar, 3 wood burning fireplaces located in the family room, living room and master bedroom. The home has all tile and hardwood flooring throughout, an oversized 3 car garage. Numerous updates were made including installation of solar panels for low monthly utility cost, remodeled master bathroom and 2 guest bathrooms, installed exterior pool bathroom, remodeled the outdoor kitchen, and replaced the patio, pool deck, and porch tiles. A MUST SEE - GUEST/MOTHER-IN-LAW SUITE WITH KITCHENETTE, BATHROOM, WITH PRIVATE INTERIOR & EXTERIOR ENTRANCES. A great home for entertaining. A must see to appreciate. Wekiva Island is nearby as is an entrance to I-4 which will take you North to Daytona Beach where it terminates into I-95 or South to Downtown Orlando, past the attractions area and to Tampa where it terminates into I-75. What's Around & Near Markham Meadows? Grocery-Restaurants: Lake Mary Collection Mall: Altamonte Mall Hospital: Orlando Health South Seminole Hospital Attractions: Planet Obstacle & Wekiva Island Get Out & Play: Cross Seminole Trail Local Hang Out: Casey's Sports Bar Closest Beach: New Smyrna Beach
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Melissa Dietz Levering (321-388-4268)
1550 DOWNY BIRCH LN, LONGWOOD, FL 32750
$299,00017 Days on yellowkey MLS ID: O6392438
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1284 Built: 2013Monthly Fee: $194 Tax: $2,018 (2025)Community: Lot 44 Hanover Pointe Replat - Replat Pb 76 Pgs 1Townhouse
Taxes:$2,018
Elementary School: Longwood Elementary
High School: Lake Mary High
Tax Year: 2025
Middle School: Greenwood Lakes Middle
Remarks: Welcome to this 2/2.1 gated townhome community in Hanover Pointe, a Prime Longwood Location! With multiple homes available in the community, this one stands out for its unmatched privacy, upgrades, and move-in ready condition! This spacious and well-maintained townhome offers the perfect blend of privacy, comfort, and convenience. Featuring 2 master suites, 2.5 bathrooms, and thoughtful upgrades throughout. This home is move-in ready and located within top-rated Seminole County schools. The kitchen is beautifully appointed with granite countertops, a custom backsplash, upgraded cabinetry, and stainless steel appliances, including refrigerator, microwave, range, and dishwasher, along with a WASHER & DRYER for added convenience. The entire first floor showcases durable ceramic tile flooring, ideal for easy maintenance and everyday living. Enjoy outdoor relaxation on the screened-in back patio overlooking a peaceful conservation area with NO REAR NEIGHBORS—perfect for added privacy. Inside, oversized sliding glass doors flood the living space with natural light, creating a bright and inviting atmosphere. The home also features a one-car garage and paver driveway. The second floor boasts TWO MASTER SUITES! The community HOA enhances low-maintenance living by coordinating roof replacement, exterior painting, and full landscaping services. Residents also enjoy access to a community pool and common areas. Conveniently located near I-4, 17-92, SR 434, Ronald Reagan Blvd, Lake Mary Blvd, the Cross Seminole Trail, SunRail stations, and an abundance of shopping, dining, and medical facilities. This home offers low-maintenance living, privacy, and an unbeatable location—schedule your private showing today!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Renee Holt (407-474-5552)
1524 DOWNY BIRCH LN, LONGWOOD, FL 32750
$318,475191 Days on yellowkey MLS ID: O6348264
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)
1049 TROWBRIDGE CT, LONGWOOD, FL 32750
$259,00058 Days on yellowkey MLS ID: O6380296
REDUCED by $16,000 (5.8%) on 04/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1482 Built: 1983Monthly Fee: $82 Tax: $453 (2024)Community: Westlake Manor Unit 1Townhouse
Taxes:$453
Elementary School: Woodlands Elementary
Middle School: Rock Lake Middle
Remarks: Welcome to this well maintained 2 bedroom, 2 bath townhome offering comfort, functionality, and peace of mind. Enjoy abundant natural light throughout the living spaces, creating a bright and inviting atmosphere. The home features a 5 YEAR OLD ROOF and an 8 YEAR OLD WATER HEATER, providing added value and reduced future maintenance. Additional highlights include a 2 car garage, a FLORIDA ROOM perfect for relaxing or entertaining, and a thoughtfully designed layout ideal for everyday living. Conveniently located near major highways, Rock Lake Middle School, shopping, dining, and everyday essentials, this home offers both accessibility and lifestyle convenience. A great opportunity to own a move-in ready townhome in a desirable location.
Listing is courtesy of: SET HOMES REALTY LLC (407-690-3314)
Listing Agent: Shadi Tamimi (407-690-3314)
1000 CROOKED OAK COURT, LONGWOOD, FL 32779
$639,90056 Days on yellowkey MLS ID: O6378220
REDUCED by $19,100 (2.9%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2808 Built: 1974Monthly Fee: $54 Tax: $6,597 (2024)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$6,597
Remarks: One or more photo(s) has been virtually staged. Sweetwater Oaks!! Outstanding 4BD 3 FULL Baths! Tropical Pool. Open concept, single-story home with plenty of natural light. Large, Bright, & Beautiful Kitchen with Stainless steel appliances and an eat-in nook. New Flooring in 3 bedrooms (2026), New Roof (Dec 2025), New Pool pump (2024), New AC Compressor (2024).Pool Resurfaced (2019). Laminate & Tile flooring throughout. Superb Family Room with Fireplace. Oversized Living & Spacious Dining Room! Corner lot on over 1/2 acre. On a quiet double cul-de-sac. Large fenced backyard, move-in ready. Enjoy the Sweetwater Oaks amenities, with included access to Lake Brantley. Great Seminole County schools!! Hurry! Won't last!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
506 FREEMAN ST, LONGWOOD, FL 32750
$590,00062 Days on yellowkey MLS ID: O6378867
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3459 Built: 1998Monthly Fee: $51 Tax: $4,627 (2025)Community: Longwood PlantationSpa: NoSingle Family
Taxes:$4,627
High School: Lyman High
Remarks: This impressive and spacious 5–6 bedroom, 4-bath pool home offers over 3,500 square feet of beautifully designed living space on a premium private conservation lot in a quiet, tree-lined neighborhood. The flexible open floor plan features dramatic living and dining rooms, a stunning remodeled cook’s kitchen with rich wood cabinetry, granite counters, breakfast bar, and eat-in space, all open to a welcoming family room. Additional living spaces include an upstairs bonus room and an office or optional 6th bedroom, ideal for today’s lifestyle. The private split-plan primary suite is oversized with a sitting area, large walk-in closet, and a luxurious updated bath with double granite vanity, soaking tub, and generous shower. Secondary bedrooms are well sized with walk-in closets, and three offer direct bath access. Enjoy outdoor living on the screened covered porch overlooking the solar-heated pool with waterfall, DiamondBrite surface, and automatic sweep—perfect for relaxing or entertaining. This home is loaded with upgrades and extras including vaulted ceilings, brick fireplace, porcelain tile, stainless appliances, crown molding, recessed lighting, California closet system, solid-surface counters, security system, water softener, R-30 attic insulation, 2020 architectural shingle roof, double-pane windows, sprinkler system, new water heater, new pool pump, new upstairs and downstairs A/C units, re-piping of the home and much more. The spacious 2-car garage offers ample storage and workspace. Community playground included. Truly a must-see home—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Rick Brown (407-393-5901)
432 STANTON PL, LONGWOOD, FL 32779
$297,00019 Days on yellowkey MLS ID: O6388641
REDUCED by $8,000 (2.6%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1484 Built: 1983Monthly Fee: $510 Tax: $2,359 (2025)Community: Governors Point Ph 1Townhouse
Taxes:$2,359
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Remarks: Set within the highly sought-after Governors Point community in Longwood’s desirable Wekiva area, this charming 3-bedroom, 2-bath, single story residence offers 1,484 square feet of comfortable living space and incredible potential to make it your own. Featuring a blend of laminate, tile, and carpet flooring, the home showcases thoughtful UPDATES including a 2021 ROOF and A/C, 2020 WATER HEATER, 2021 WASHER and DRYER (included), a 2021 UPDATED PRIMARY EN-SUITE SHOWER, NEW PRIMARY BATH SINKS in 2022, and REFRESHED KITCHEN ENHANCEMENTS with NEW COUNTERS, SINKS, REFRIGERATOR, AND DISHWASHER BETWEEN 2023–2025. The spacious kitchen opens seamlessly to the living areas, while the screened-in back patio provides a peaceful retreat with serene backyard views—perfect for morning coffee or evening relaxation. With great bones and a welcoming layout, this home is ready for your personal touch. Enjoy low-maintenance living with an HOA that covers exterior maintenance, lawn and grounds care, irrigation (including water), termite bond, Spectrum TV and internet package, and access to a community pool, tennis and pickleball courts, and more. Ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park where you can swim, canoe, kayak, explore scenic walking trails and more! This is an exceptional opportunity to create your dream home in one of Central Florida’s most beloved communities—SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Sherre Fatula (407-375-7721)
302 NEEDLES TRL, LONGWOOD, FL 32779
$514,00035 Days on yellowkey MLS ID: O6386794
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1981Monthly Fee: $23 Tax: $2,619 (2024)Community: Wekiva Club Estates Sec 08Spa: YesSingle Family
Taxes:$2,619
Middle School: Teague Middle
Remarks: ***ROOF WILL BE REPLACED WITH A FULL PRICED OFFER*** Welcome to your private pool retreat in Wekiva Club Estates, one of the most sought-after communities in Longwood. This 4-bedroom, 2-bath home offers over 2,100 square feet of well-designed living space, combining comfort, functionality, and the Florida lifestyle buyers are searching for. From the moment you walk in, you’re greeted with natural light, a spacious layout, and multiple living areas that create the perfect balance between everyday living and entertaining. The split-bedroom floor plan provides privacy, with the primary suite tucked away and featuring direct access to the pool, dual vanities, a walk-in shower, and a generous walk-in closet, while the additional bedrooms are positioned on the opposite side with convenient access to a full pool bath. Step outside and experience where this home truly stands out—a screened-in pool with paver decking and a fully fenced backyard that creates your own private outdoor oasis, ideal for relaxing evenings, weekend gatherings, or enjoying Florida living year-round. The kitchen is equipped with stainless steel appliances, a breakfast nook, and easy flow into the main living spaces, making it both functional and inviting. Beyond the home itself, the location delivers a lifestyle that’s hard to match, with close proximity to Wekiva Springs State Park, Wekiva Island, and Wekiva Golf Club, along with access to miles of walking and biking trails, parks, and community amenities. You’re also conveniently located just minutes from shopping, dining, and major roadways, with easy access to Downtown Orlando and the airport. Homes in Wekiva offering this combination of space, outdoor living, and location are always in demand, especially for buyers looking to enjoy both privacy and community in one of Central Florida’s most established neighborhoods. If you’ve been searching for a pool home in Longwood that delivers lifestyle, value, and long-term appeal, this is one you won’t want to miss
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
280 SPRINGSIDE RD S, LONGWOOD, FL 32779
$626,64088 Days on yellowkey MLS ID: O6372736
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2436 Built: 1987Monthly Fee: $180 Tax: $6,507 (2024)Community: The SpringsSingle Family
Taxes:$6,507
Elementary School: Sabal Point Elementary
Remarks: **** Price Reduction*** Floor Plan: Excellent layout with the master bedroom downstairs and a large upstairs loft that can serve as a second master suite. Amenities: Screened private swimming pool with convenient access from three rooms (living room, master bath, guest bath). Interior Highlights: Vaulted ceilings, abundant natural light via skylights and transom windows, ceramic tile throughout, grand living room with fireplace, and a large dining room. Updates & Maintenance: Features a brand new AC (2020) and a replumbed system. The home also includes an inside laundry room, a 2-car garage with a generator hookup panel, and workbench space. Community Amenities (The Springs): Enjoy exclusive access to Seminole County's "best kept secret," which includes: 100 acres on the Little Wekiva River Sandy beach and crystal clear swimming area Clubhouse and community pool Sports courts (basketball, tennis, pickleball) Playground, nature trails, and horse stables
Listing is courtesy of: FIDICITY REALTY INC (772-678-8158)
Listing Agent: Dr April Joh Johnson (813-545-9218)
305 PALM SPRINGS DR, LONGWOOD, FL 32750
$475,00017 Days on yellowkey MLS ID: O6392490
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2391 Built: 1956 Tax: $1,784 (2025)Community: Sanlando SpringsSingle Family
Taxes:$1,784
Elementary School: Altamonte Elementary
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home, ideally situated on a desirable almost 1/2 acre corner lot with a circular driveway and former golf-front setting. Directly across the street, the former Rolling Hills Golf Course has been transformed into the newly reestablished Rolling Hills Community Park, offering playgrounds, open green space, and a relaxing outdoor setting for recreation and neighborhood enjoyment. Best of all—NO HOA! This home showcases a stunning renovation with carefully curated, high-end designer finishes and energy-efficient upgrades throughout. Step inside through elegant double front doors with leaded glass to an inviting open-concept floor plan. The bright, eat-in kitchen is the heart of the home, featuring quartz countertops, a glass subway tile backsplash, a spacious center island with seating, and custom soft-close KraftMaid cabinetry with seeded glass accents, pull-out shelves, and drawers. Enjoy upscale appliances, including a convection oven with built-in air fryer, all complemented by elegant 20” x 20” Italian ceramic tile flooring (minimal grout lines) flowing seamlessly through the kitchen, family room, and foyer—creating both beauty and easy maintenance. Plantation shutters add timeless elegance and privacy, while energy-efficient double-pane windows enhance comfort throughout. The formal living room—currently used as a music room—features crown molding, rich Brazilian hardwood flooring, and two skylights that fill the space with natural light. Built-in shelving and pocket French doors add both charm and versatility. The spacious family room with vaulted ceilings opens effortlessly to the kitchen, creating the perfect gathering space. A thoughtfully designed addition provides an interior laundry room and an impressive oversized walk-in closet with built-in cabinetry, adding approximately 411 sq ft of additional living space. Step outside and enjoy Florida living at its finest. A large paver patio is perfect for relaxing or entertaining, with French doors creating a seamless indoor-outdoor flow. The private backyard is fully enclosed with a PVC fence and two gates, and features lush, mature landscaping with your own fruit trees—including fig, lemon, bay leaf, tangerine, and mulberry. Additional highlights include a large storage shed and a RainBird 6-zone irrigation system. Conveniently located near SunRail, I-4, Altamonte Mall, Seminole Wekiva Trail, top-rated Seminole County schools, medical facilities, dining, and year-round Longwood community events. NOTE: Primary Bedroom/Bathroom is going to be renovated to merge sinks into the bathroom. 3rd Bedroom Closet is being restored. Schedule your private showing today—this one-of-a-kind home offers the perfect blend of style, comfort, and location!
Listing Agent: Deborah Perry, Pa (407-310-3015)
1741 ALVARADO CT, LONGWOOD, FL 32779
$1,100,000Listed 04/08/2026 8:23AM MLS ID: O6387709
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4265 Built: 1984Monthly Fee: $104 Tax: $11,657 (2025)Community: Wingfield Reserve Ph 1Single Family
Taxes:$11,657
Remarks: Nestled within the prestigious Wingfield Reserve community on a sprawling 1.5+ acre private lot, this custom-built home delivers the pinnacle of Florida luxury living with 4 bedrooms and 4 baths all on one story — within one of Seminole County's most coveted top-rated school districts. From the moment you arrive, the circular drive and lush landscaped grounds set the stage for something truly special. Step through the front entry and into soaring 14-foot volume ceilings, where custom crown moldings and a seamless blend of rich hardwood and stunning marble tile floors create a airy welcoming environment. The heart of the home is a living room/ kitchen combination anchored by a dramatic floor-to-ceiling brick wood-burning fireplace, the living room also features a custom built in entertainment center and wet bar. The large kitchen is equally as impressive, offering two islands and two sinks with a breakfast bar and a sun-drenched breakfast nook that frames beatufiul views of the private backyard and pool area. Down the hall there is a dedicated office with custom built-ins adding versatility, ideal as a home office, study or fifth bedroom as well as three guest bedrooms and 3 full baths (one of the guest baths allows direct access in/out to the pool area). Additional spaces include a large formal dining room, indoor laundry room as well as separate family room. On the other side of the home, retreat to the primary suite, where warm wood floors and a spa-inspired bath — complete with Jacuzzi tub, walk-in shower, and separate vanities as well as a large walk-in closet. Outside, the pool and spa gleam within a screened lanai, creating a resort-style sanctuary perfect for entertaining. A 3-car side-entry garage and circular drive round out a property that is as functional as it is breathtaking. This is Wingfield Reserve living at its finest — schedule a viewing today!
Listing is courtesy of: EXIT REAL ESTATE RESULTS (352-933-0018)
Listing Agent: Kyle Petteway (407-461-9141)
6 ROBINWOOD DR, LONGWOOD, FL 32779
$789,99910 Days on yellowkey MLS ID: V4948197
REDUCED by $55,001 (6.5%) on 04/08/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2678 Built: 1979 Tax: $7,329 (2024)Community: RobinwoodsSingle Family
Taxes:$7,329
Middle School: Markham Woods Middle
Remarks: Best value on prestigious Markham Wood Road — this stunning 5 bed | 4 bath | 3 car garage home has been completely renovated from top to bottom, including a brand new AC system, and is truly move-in ready. From the moment you arrive, a lovely enclosed front courtyard with iron fencing and double front doors sets the tone for what awaits inside: a spacious foyer opening to a grand formal living room with a dramatic rock wood-burning fireplace, a private office with French doors overlooking the courtyard, and a large family/dining room flowing seamlessly into a chef's kitchen featuring all-new cabinetry, countertops, stainless steel appliances, and an oversized bar seating 4+. The home offers incredible flexibility with a dedicated in-law suite (private bedroom, bath, and living area), a shared Florida room, an additional guest room with private entry and its own bath, a home office, a formal dining room, and an oversized inside utility room — all finished with porcelain tile floors throughout and fresh interior paint. The primary suite features a walk-in closet, while two additional bedrooms are privately situated on their own wing. Outside, enjoy a freshly power-washed exterior, mature landscaping, and over an acre of land with an oversized 3-car garage and ample parking — all within the sought-after Seminole County school district and an unbeatable location.
Listing Agent: Anne Hall (407-748-6789)
1209 CLUBSIDE DR #1209, LONGWOOD, FL 32779
$184,99985 Days on yellowkey MLS ID: O6373181
1 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $473 Tax: $2,482 (2025)Community: Clubside At Sabal Point A CondominiumCondo
Taxes:$2,482
Remarks: Under contract-accepting backup offers. Welcome to 1209 Clubside Dr, a beautifully maintained and well-appointed second-floor condo located in the desirable Clubside at Sabal Point community in Longwood, Florida. This spacious residence offers approximately 1,365 square feet of thoughtfully designed living space featuring two master bedrooms, each with generous walk-in closets, and 2.5 bathrooms, providing comfort and privacy. Step inside to an open floor plan with modern finishes, abundant natural light, and a seamless flow between the living and dining areas. Enjoy the Florida lifestyle from the large screened balcony, ideal for relaxing or entertaining guests. The home also includes the convenience of in-unit laundry, central air conditioning, and ample storage throughout. Residents of Clubside at Sabal Point enjoy a variety of community amenities including a resort-style swimming pool, fitness center, tennis courts, and outdoor grilling areas. These features offer a welcoming and active lifestyle right at home. Conveniently situated in the 32779 area, this condo provides easy access to shopping, dining, major highways including I-4, and top-rated schools, creating an ideal balance of comfort, convenience, and community living.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
490 N PIN OAK PL #216, LONGWOOD, FL 32779
$169,000120 Days on yellowkey MLS ID: O6365456
0 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991Monthly Fee: $416 Tax: $538 (2025)Community: Windsor @ Sabal WalkCondo
Taxes:$538
Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bath condo in the desirable community of Windsor at Sabal Walk, offering a perfect blend of comfort, convenience, and Florida living. Step inside to a bright, open layout featuring a spacious living room, a dedicated dining area, and sliding glass doors that lead to your screened-in balcony which is perfect for morning coffee or unwinding in the evening. The split-bedroom floor plan ensures privacy, with each bedroom offering generous walk in closets and access to its own full bathroom. The well-appointed kitchen includes ample cabinet storage, a breakfast bar, and views into the main living space, making it ideal for both everyday living and entertaining. A full-sized laundry room adds extra convenience. Residents of this peaceful community enjoy fantastic amenities including a resort-style swimming pool (currently being remodeled), fitness center, clubhouse, and beautifully landscaped walking areas. The location is unbeatable being close to Wekiva Springs, Uptown Altamonte, Lake Mary, and just minutes from I-4 for an easy commute. Whether you're a first-time buyer, downsizing, or seeking a low-maintenance investment property, this condo offers exceptional value in a prime Longwood location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Amy Moline (407-506-7447)
342 COBLE DR, LONGWOOD, FL 32779
$545,00064 Days on yellowkey MLS ID: O6379074
REDUCED by $3,000 (0.5%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $23 Tax: $2,766 (2024)Community: Wekiva Hills Sec 04Spa: NoSingle Family
Taxes:$2,766
Remarks: One or more photo(s) has been virtually staged. Welcome to your own private poolside oasis in the heart of Wekiva Hills! This stunning 3BR/2BA home delivers immediate wow-factor with soaring ceilings, skylights that bathe the interior in natural light, and a dramatic stone fireplace that anchors the living space with warmth and character. The charming formal dining room overlooks the living room, creating the perfect backdrop for memorable dinners and effortless entertaining. The beautifully updated kitchen blends style and function with modern finishes, a spacious walk-in pantry, and a bright, cheerful breakfast nook. Upstairs, the airy primary suite feels like a retreat—complete with additional skylights, a versatile sitting area, generous closet space, and an updated ensuite bath. Step outside and the magic continues. A delightful screened patio opens to your sparkling private pool surrounded by lush landscaping. A private rear gate leads directly to a serene walking trail—ideal for morning strolls, evening unwinding, or simply enjoying nature right from your backyard. Roof 2016. AC 2020. Electrical 2024. Pool equipment 2023. New Flooring 2023. Kitchen fully remodeled 2016. Fence installed 2023. With thoughtful updates, open design, and peaceful setting, this Wekiva Hills gem offers the true Florida lifestyle. Don’t miss your chance—schedule your private tour today!
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
2878 MARKHAM WOODS RD, LONGWOOD, FL 32779
$7,500,000236 Days on yellowkey MLS ID: O6335062
Bed: 10 Bath: 15.0 Gar: 17 Liv Area Sq Ft: 25706 Built: 2003 Tax: $75,173 (2024)Community: N/ASpa: YesSingle Family
Taxes:$75,173
Remarks: One or more photo(s) has been virtually staged. Behind electronic gates and a newly built guard house, a rare sense of arrival unfolds across 7.61 high and dry acres a private luxury compound that feels worlds away while remaining conveniently connected to Central Florida’s major business, aviation, and lifestyle corridors. With no HOA and no community restrictions, The Estate at Markham Woods offers a level of freedom, privacy, and scale that is increasingly difficult to replicate. Designed as a true estate compound, the property is anchored by a 12,000sf European inspired main residence and supported by a 2,300sf guest house, an 800sf private cottage, and a 5,040sf fully air conditioned car barn with soaring 20ft ceilings. Seventeen garage spaces, RV accommodations, a private fueling station, and helicopter access reflect an exceptional level of infrastructure and versatility rarely found in a single residential offering. The main residence blends architectural presence with everyday livability. Six bedrooms, eight full baths, and three half baths are arranged across two levels and connected by a dramatic curved staircase and private elevator. Five gas fireplaces, stone accents, custom millwork, and designer lighting create a warm yet refined atmosphere throughout. Flexible living spaces include a primary suite with adjacent nanny room, library, private office, hobby studio, game room, upstairs den, gym, two laundry rooms, pet wash station, and a distinctive treehouse-style lounge that offers a unique retreat within the home. At the heart of the residence, the chef’s kitchen overlooks the tropical oasis pool area and is designed for gathering and entertaining,. Featuring Thermador gas cooking, Dacor ovens, SubZero refrigeration, Bosch dishwashers, warming drawers, beverage coolers, custom cabinetry, and an expansive prep island ideal for both daily use and large-scale hosting. Guest accommodations are thoughtfully separate, offering comfort and privacy for multigenerational living or visiting guests. The guest house includes three ensuite bedrooms, a full kitchen, half bath, and two-car garage, while the private cottage provides a bedroom, bath, kitchenette, and laundry ideal for staff, wellness, music studio, or a secluded retreat. Outdoor living mirrors a private resort, with expansive manicured lawns made for entertaining or quiet relaxation, a heated saltwater pool, pavilion, gazebo and family friendly amenities including a zip line and swings for little ones. Two fully fenced dog parks provide safe play areas for furry family members. Wellness offerings extend indoors with a resistance pool, spa, and steam shower for year-round enjoyment. The air conditioned car barn is a standout feature, offering 20ft ceilings, office suite, kitchenette, half bath, and capacity for ten or more vehicles, complemented by a covered RV bay with water and electric hookups, flexible event space, and helicopter pad. Recent upgrades ensure the estate is turnkey and built for long-term ownership, including fiber-optic gigabit internet, five new generators, sixteen new HVAC systems, three new water heaters, new roofs on the guest house, cottage, and car barn, and a newly screened front porch. Ideally located near major highways and private airports, The Estate at Markham Woods represents a rare legacy level opportunity for buyers seeking a secure, private luxury compound with unmatched acreage, infrastructure, and accessibility in one of Florida’s most desirable regions.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Amanda J Miller (321-303-9424)
1040 ARDEN ST, LONGWOOD, FL 32750
$465,000188 Days on yellowkey MLS ID: O6349085
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2374 Built: 1967 Tax: $1,954 (2024)Community: Sanlando SpgsSingle Family
Taxes:$1,954
Remarks: One or more photo(s) has been virtually staged. If no HOA and outdoor space is what you are looking for, look no further! This spacious ranch-style home is located on a large lot with plenty of room for all of your toys. Inside, this home has 4 bedrooms (potential for 5) and 2 bathrooms. The main living room leads to a large dining area, an updated, bright and airy kitchen, and a large family room with a brick fireplace overlooking the expansive back yard. The interior laundry room leads to a two-car garage, a secluded 4th bedroom, and an additional flex room that would be perfect for a secluded home office or home gym. Outside, there is room for cars, boats, rv's, or whatever you need. The asphalt parking pad/sport court behind the double-gate privacy fence has a metal carport canopy for vehicles or a covered entertainment space. This home has a country feel right in the city, with no HOA. Come see it today!
Listing is courtesy of: CARLISLE REALTY, LLC (407-557-4024)
Listing Agent: James Rouadi (407-557-4024)
104 STONEBROOK CT, LONGWOOD, FL 32779
$895,00033 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: Come see this beautiful 3500+ square foot split level 5 bedroom, 3 bathroom Contemporary home on a cul-de-sac in desirable Sweetwater Oaks community. The home features an open concept kitchen and family room combination with vaulted ceilings, beautiful granite countertops, island with sink, dishwasher, two level countertop, and eat-in kitchen breakfast nook. The family/great room features a custom stone fireplace with built-in shelving. It opens up to the screened pool area with three panel sliding glass pocket doors that slide into wall creating a larger opening. The living room and dining room open concept combination features vaulted ceilings, sliding glass door, multiple windows with a view overlooking the screened in pool. Three bedrooms with a loft and bathroom located on the second floor. The 5th bedroom can also be used as an office or den. The primary suite is located on the first level. Smart outdoor controlled lighting installed for security, special events, or holidays. Enjoy the outdoors in this beautiful tree lined neighborhood community with private access to Lake Brantley, boat dock, basketball court, playground, beach volleyball, and tennis courts.
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
301 SWEETWATER CLUB CIR, LONGWOOD, FL 32779
$1,250,00014 Days on yellowkey MLS ID: O6393809
1 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5230 Built: 1979Monthly Fee: $367 Tax: $6,392 (2024)Community: Sweetwater Club Unit 1Spa: NoSingle Family
Taxes:$6,392
Remarks: Under contract-accepting backup offers. Some homes are built. Others are crafted with intention, elevated by time, and destined to leave a lasting impression on every soul that crosses the threshold. 301 Sweetwater Club Circle is unequivocally the latter. Nestled behind the private gates of one of Longwood's most prestigious luxury gated communities, this extraordinary estate sits on more than one acre of lush, manicured grounds and delivers a living experience that is nothing short of spectacular. The corner lot positioning affords commanding presence, maximum privacy, and grounds that feel genuinely estate-like in every direction a rare and coveted combination that sets this property apart from the very first glance. From the moment you pass through the gates and pull into the estate's signature porte-cochère, the home announces itself with unmistakable confidence. Exquisitely crafted and utterly one-of-a-kind, this covered motor court entrance rivals the arrival experience of any modern luxury hotel. Coming home here is not routine. It is a celebration, a daily reminder that you have arrived somewhere truly extraordinary and there is simply nothing else like it in the market. Spanning over 5,230 square feet of thoughtfully designed living space, this residence exudes old-world elegance and timeless architectural character at every turn. Four bedrooms, four full bathrooms, a powder room, and an oversized three-car garage deliver both grandeur and real-world functionality for today's most discerning buyer. The primary suite is a sanctuary unlike any other soaring double-height ceilings open to a private loft that floats above the room, offering limitless possibilities as a reading retreat, home office, or personal escape. A rare dual master configuration within the main home creates a seamless mother-in-law suite opportunity, ideal for multigenerational living, extended guests, or simply the elevated sense of privacy that a home of this caliber deserves. Two interior bars position this residence as the ultimate gathering place for family and friends. Whether hosting an intimate dinner party or a landmark celebration, the layout flows with effortless grace and the old-world ambiance delivers a mood and atmosphere that simply cannot be manufactured. This is a home that people remember long after the evening ends and talk about long after they leave. Step outside and the estate truly reveals its full character. A sprawling private pool anchors the outdoor living space, flanked by a dedicated pool cabana complete with a full bathroom an amenity more commonly reserved for five-star resorts than private residences. A handcrafted brick gazebo, framed by lush mature tropical landscaping and sweeping manicured grounds, creates the perfect setting for al fresco dinners under a painted Florida sky or quiet mornings with coffee in a backyard that feels entirely like your own private resort. Sweetwater Club is one of Longwood's most coveted luxury gated communities, defined by its oversized estate lots, majestic mature tree canopy, and an atmosphere of quiet exclusivity that cannot be replicated. Residents enjoy access to tennis courts and pickleball courts within a beautifully maintained enclave ideally positioned near top-rated Seminole County schools, premier dining, and the very best of Central Florida living. Homes of this stature, in communities of this caliber, do not come along twice. Schedule your private showing today and experience the property.
Listing is courtesy of: THE NEWCOMER GROUP (904-599-5633)
Listing Agent: Ryan Raymond (904-315-4022)
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