Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
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Longwood - 194 properties found
1126 BROWNSHIRE CT, LONGWOOD, FL 32779
$2,598,0009 Days on yellowkey MLS ID: O6415357
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 8100 Built: 1984Monthly Fee: $367 Tax: $11,452 (2025)Community: Sweetwater Club Unit 3Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,452
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: This majestic estate is a true masterpiece of elegance and timeless architecture, gracefully set among mature oak trees and lush, manicured gardens, blending clasic design with modern luxury, this residence offers an exceptional lifestyle defined by confort, sophistication and privacy. Featuring 5 spacious bedrooms, 7 bathrooms and a private mother-in-law suite. The home was thoughtfully designed with generous spaces and refined finishes throughout. The soaring high ceilings flood every room with natural light, creating a bright and airy atmosphere. Designed for both entertaining and relaxation, the property boast a custom-designed bar, a private home theater, a luxury sauna , and a fully equipped summer kitchen for outdoor gatherings. The sparkling saltwater pool is surrounded by lush landscaping, offering the perfect setting for tranquil retreats or elegant celebrations. Every detail reflects meticulous craftsmanship and timeless style, making this estate a true sanctuary of luxury living in a serene natural setting.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Gustavo Vargas (407-854-2161)
450 E WARREN AVE, LONGWOOD, FL 32750
$265,00013 Days on yellowkey MLS ID: O6415957
0 Days Off yellowkey (back on 6/15/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 888 Built: 1958 Tax: $3,920 (2025)Community: LongwoodSingle Family
Taxes:$3,920
Elementary School: Longwood Elementary
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Situated on an oversized double lot in the heart of Longwood, this 2-bedroom, 1-bath home offers endless potential for homeowners and investors alike. Offering a spacious living room, a functional kitchen, and an updated bathroom with walk-in shower, the home also features tile flooring throughout the main living areas and carpet in the bedrooms, making it ready for someone to move in and make it their own. Just off the kitchen and dining area, a recently installed patio creates the perfect outdoor entertaining space, complete with corner posts ready for shade sails or a custom covered seating area. The large lot provides mature landscaping, beautiful shade trees, and ample space to park an RV, boat, or additional vehicles with no HOA restrictions. Additional features include a covered carport with separate laundry room and utility sink, an extra storage room at the rear of the home, and a detached storage shed with an attached covered storage area ideal for lawn equipment, tools, or outdoor gear. Roof replaced in 2015, water heater installed in 2022, New Washer & Dryer 2022, and connected to public sewer. Whether you're searching for your first home, a solid investment property, or a home with room to expand and make your own, this versatile property offers endless possibilities.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Kerry Stafford (407-821-8600)
116 WINDMILL WAY, LONGWOOD, FL 32750
$596,00082 Days on yellowkey MLS ID: O6396045
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $17,000 (2.8%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3077 Built: 1973Monthly Fee: $25 Tax: $5,427 (2025)Community: Sleepy Hollow 1St AddSpa: YesSingle Family
Taxes:$5,427
Elementary School: Altamonte Elementary
High School: Lyman High
Remarks: Under contract-accepting backup offers. Reduced price! Best value in the area! Beautiful, charming and spacious pool home on a nearly half-acre corner lot in the desirable Sleepy Hollow community of Longwood. This 4-bedroom residence offers over 3,000 square feet of living space with a functional split floor plan and generous living areas throughout. The ROOf IS NEW, only 2 years old, AC is 6 months old, and brand new insulation as well! The home features a beatiful pool with spa, and expansive outdoor space, perfect for entertaining, along with a large Florida room that provides additional flexible living space. Inside, you’ll find ceramic tile throughout, a welcoming family room with a stone fireplace, and a layout designed for both comfort and privacy. The primary suite includes dual closets, double vanities, and a walk-in shower. Additional highlights include a 2-car garage with extra storage and a fully fenced backyard with room for a boat or RV. Conveniently located near I-4, shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: URBAN CITY REALTY LLC (321-948-3411)
Listing Agent: Sandra Montano (321-948-3411)
605 WATER OAK LN, LONGWOOD, FL 32779
$499,00042 Days on yellowkey MLS ID: S5149703
REDUCED by $10,000 (2.0%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 1977Monthly Fee: $42 Tax: $4,720 (2024)Community: Sabal Point AmdSingle Family
Taxes:$4,720
Tax Year: 2024
Remarks: Florida Dream Home on Over Half an Acre in One of Longwood’s Most Desirable Neighborhoods! Seller motivate Don’t miss this incredible opportunity to own a beautifully updated home in a quiet, established community, while still being just minutes from shopping, dining, top-rated schools, and major highways. Located only 3 miles from Wekiwa Springs, Rock Springs, and King’s Landing, you’ll enjoy easy access to some of Florida’s most breathtaking natural attractions, famous for kayaking, outdoor adventures, and crystal-clear 72-degree mineral springs year-round. This spacious property offers endless possibilities with plenty of room to build your dream pool, create an outdoor oasis, or expand in the future. The home has been recently remodeled with major updates already completed, including a newer roof, gutters, and French drains (approximately 2 years old), updated AC, water heater, plumbing, and fresh exterior paint. Enjoy the perfect combination of privacy, modern comfort, and an unbeatable location close to everything Central Florida. This rare Longwood gem truly combines lifestyle, location, and value — schedule your private showing today before it’s gone! (Some photos have been virtually staged for visualization purposes.) Also option Available to LEASEDBACK . BUY NOW MOVE LATER
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Diana Sanchez (321-947-0107)
1856 ALAQUA DR, LONGWOOD, FL 32779
$1,399,00092 Days on yellowkey MLS ID: O6392922
REDUCED by $51,000 (3.5%) on 05/14/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4007 Built: 1988Monthly Fee: $347 Tax: $8,385 (2025)Community: Alaqua Ph 1Spa: YesSingle Family
Taxes:$8,385
Elementary School: Heathrow Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: PRICE REDUCED! Welcome to Alaqua Drive, Luxurious Upgraded Executive Home Reflects Timeless Appeal **Sprawling Over an Acre of Tropical Green & Fresh Landscape**Enclaved in the Estate Gates of Alaqua- the Areas Most Respected Gold Gated Communities**Features Include: Sun-filled Home**Natural Stone &Hardwood Floors on a spectacular Open Space that Boasts **5 Bedrooms* & *a Family Lounge. Large cathedral ceilings** Expansive Gourmet Chef Kitchen w/ Large Island & State of the Art Appliances**Walk-in Pantry **Three-Car Garage**Large sparkling w/ Screen Enclosure**Oversized Lanai Built In-Stainless Steel Summer Kitchen Grill**Abundant Storage & Large Closets to be Found Everywhere**NEW Roof being installed** Make this well-maintained Spectacular Home Your Own. Located just North of Downtown Orlando**Very Desirable Lake Mary School District**This Residence is 50 minutes from Both Attractions and Beaches**Convenient to Fine Dining**Shopping & All of the Amenities Seminole County Has to Offer*- call for more information**TANKLESS water heater**Solar heated Pool**Both Air Conditiong Units 5 Years Old**Water Heater 5 Years Old**Generator 5 Years Old**All Bathrooms And Kitchen Fully renovated.**House has been updated with newer pipes and so on.
Listing is courtesy of: DOVER INTERNATIONAL CO., INC. (407-333-0711)
Listing Agent: Louis Joachim (407-333-0711)
272 W WARREN AVE, LONGWOOD, FL 32750
$385,000244 Days on yellowkey MLS ID: O6354921
REDUCED by $10,000 (2.5%) on 06/10/2026
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1386 Built: 1927 Tax: $3,245 (2024)Community: LongwoodSingle Family
Taxes:$3,245
Middle School: Greenwood Lakes Middle
Remarks: Welcome to a truly unique opportunity in the heart of Historic Downtown Longwood, where charm, flexibility, and location come together in one exceptional property. Whether you're seeking a distinctive residence, a live/work lifestyle, or an investment with future potential, this historically designated property offers endless possibilities. Situated on an oversized lot with ample private parking, the property features four spacious rooms that can function as bedrooms, offices, creative studios, or flex spaces, along with a convenient kitchenette, half bath, handicap-accessible ramp, and excellent visibility near a prominent corner location. Recent improvements include a newer roof, newer HVAC system, and a transferable termite protection plan for added peace of mind. Zoned for residential, commercial, or mixed-use applications—including offices, boutique retail, bed and breakfast, professional services, and more—this property offers rare versatility in one of Seminole County's most desirable downtown districts. Enjoy a vibrant, walkable lifestyle just steps from Reiter Park, SunRail, local restaurants, shops, community events, and municipal buildings. With no HOA, potential for expansion, and a location rich in history and community character, this is a rare opportunity to live, work, invest, or create something truly special in Historic Longwood. Schedule your private showing today and discover the possibilities.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Sarita Cabrera (321-438-4479)
1508 CANARY ST, LONGWOOD, FL 32750
$329,00054 Days on yellowkey MLS ID: O6402841
REDUCED by $16,000 (4.6%) on 06/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 1973 Tax: $1,210 (2025)Community: Sky Lark SubSingle Family
Taxes:$1,210
Elementary School: Highlands Elementary
Remarks: Virtually Staged. Welcome to 1508 Canary Street in Longwood! This charming 4-bedroom, 2-bath home features a desirable split floorplan, offering both privacy and functionality for everyday living. With no HOA, you’ll enjoy the freedom to truly make this property your own. Step outside to a spacious, fully fenced backyard with mature trees, perfect for relaxing, entertaining, or letting pets roam freely. Whether you're hosting gatherings or simply enjoying a quiet evening at home, this outdoor space offers endless possibilities. Air conditioning, water heater, electric and plumbing have been updated. Conveniently located near shopping, dining, and major roadways, this home is a great opportunity to enjoy comfortable living in the heart of Longwood.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Dawn Grigsby (407-970-9051)
607 WREN AVE, LONGWOOD, FL 32750
$349,90070 Days on yellowkey MLS ID: O6399015
REDUCED by $10,000 (2.8%) on 06/15/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1976 Tax: $3,606 (2024)Community: Sky Lark Unit 2 RepSingle Family
Taxes:$3,606
Elementary School: None
High School: None
Middle School: None
Remarks: Exquisitely renovated 4-bedroom residence in the desirable Longwood area, where modern elegance meets everyday comfort—with the added benefit of no HOA. This turnkey home has been thoughtfully redesigned with high-end finishes and refined details throughout, offering a truly elevated living experience. Step inside to discover fresh designer paint, rich crown molding adorning the main living spaces, and sophisticated white-oak-inspired luxury vinyl plank flooring that creates a seamless and inviting flow. The chef’s kitchen is a stunning centerpiece, appointed with sleek granite countertops, classic shaker-style cabinetry, and a full suite of new stainless-steel appliances—perfectly blending style and functionality.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
3946 VILLAS GREEN CIR, LONGWOOD, FL 32779
$430,00049 Days on yellowkey MLS ID: O6402630
REDUCED by $4,500 (1.0%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1967 Built: 1993Monthly Fee: $175 Tax: $2,296 (2025)Community: Wekiva VillasSingle Family
Taxes:$2,296
Elementary School: Wekiva Elementary
Middle School: Teague Middle
Remarks: Virtually Staged. Seminole County, where "Old Florida" charm mixes with modern suburban convenience, and this Wekiva golf course home on the 9th hole is no exception. This beautiful Wekiva area is away from the hustle, but minutes to grocery stores, restaurants & home improvement options. Well cared for throughout the years with only one owner. The home underwent a 2020 makeover that included the kitchen & appliances, all 3 bathrooms, and the water heater. The roof was replaced in 2022 and reinspected this year. Wekiva offers some of the best schools in Seminole County, with "The Natural Choice" being one of the best Counties to live in the state of Florida. Convenient to all the expressways to get around Central Florida. Do not miss the amenities that Weikva offers: the continual sidewalks, local playground, tennis courts & pickleball courts, and a community center. 3946 Villas Green Cir is your next stop to homeownership!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Karen Pfannerstill (407-947-5717)
273 S OLEANDER ST, LONGWOOD, FL 32750
$289,90020 Days on yellowkey MLS ID: V4949394
2 Days Off yellowkey (back on 6/15/2026)
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 984 Built: 1959 Tax: $2,920 (2025)Community: LongwoodSingle Family
Taxes:$2,920
Remarks: Under contract-accepting backup offers. Completely remodeled & move-in ready! This 3/1 concrete block home offers peace of mind with major updates including a 2020 roof, 2023 HVAC system, full repipe, updated electrical, new windows & sliding glass door in 2024, plus all exterior doors replaced. Step onto the inviting front porch and into a bright interior featuring tile, terrazzo & luxury vinyl plank flooring throughout. The beautifully updated kitchen boasts new cabinetry, countertops, hood vent, and modern finishes. Enjoy updated lighting, fixtures, and a renovated bathroom. The spacious screened rear porch provides the perfect spot for relaxing or entertaining while overlooking the large backyard with plenty of room for pets, play, gardening, or future improvements. Complete with a 1-car garage and conveniently located near shopping, dining, parks, SunRail, major highways, and everything Longwood has to offer. This turnkey home is ready for its new owner!
Listing is courtesy of: LANDSHARK REALTY (321-567-7992)
Listing Agent: Cody Spaur (321-501-6951)
786 E WARREN AVE, LONGWOOD, FL 32750
$325,00061 Days on yellowkey MLS ID: O6402162
REDUCED by $4,900 (1.5%) on 06/14/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1200 Built: 1971 Tax: $1,910 (2024)Community: Wildmere Resurvey Of Blk 4Single Family
Taxes:$1,910
Remarks: Welcome home to the heart of Longwood! This charming 3-bedroom, 1.5-bath home features luxury plank tile throughout and an open, cozy living room perfect for everyday comfort. Enjoy peace of mind with major updates already completed, including a new roof in 2023, HVAC in 2019, an updated water heater, and electrical improvements. The spacious backyard offers plenty of room to relax, entertain, or create your own outdoor retreat. Centrally located near major highways and the SunRail system, commuting is a breeze with convenient access to Central Florida attractions. Nature lovers will appreciate being close to Wekiva Island and Big Tree Park, while downtown Longwood’s Reiter Park and weekly farmers market add local charm just minutes away.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Crystal Yovaish (407-496-8672)
302 TIMBERCOVE CIR, LONGWOOD, FL 32779
$599,00089 Days on yellowkey MLS ID: O6393377
0 Days Off yellowkey (back on 6/14/2026)
REDUCED by $1,000 (0.2%) on 05/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2199 Built: 1972Monthly Fee: $54 Tax: $6,163 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$6,163
Remarks: Under contract-accepting backup offers. Back on the market after significant updates completed for your peace of mind. The pool has just been refinished with beautiful new tile (June 2026), while a new roof and HVAC system were installed in 2025. With these major improvements already taken care of, this home is truly move-in ready. Now professionally staged and showing better than ever, this exceptional Sweetwater Oaks home is ready to impress its next owner. Located in the highly desirable Sweetwater Oaks community, this inviting residence blends timeless character with modern upgrades and smart-home convenience. With fresh furnishings thoughtfully showcasing each space, buyers can now truly experience the home’s layout, flow, and potential. The open-concept floor plan is filled with natural light, enhanced by recessed lighting and brand-new luxury vinyl plank flooring throughout. The inviting living area features a cozy wood-burning fireplace and flows effortlessly into the beautifully renovated kitchen. The kitchen is a true centerpiece, featuring a spacious island with a dramatic waterfall edge, quartz countertops, and abundant cabinetry. High-end smart appliances include a ceiling-mounted recessed range hood with remote control and a built-in oven and microwave combo with touchscreen functionality. Upgraded smart digital faucets with temperature-sensitive controls add a sleek, modern touch throughout the home. The primary suite offers a generous walk-in closet and a fully renovated en-suite bathroom. The guest bathroom includes a skylight for natural light and convenient direct access to the pool. Step outside to a spacious screened-in porch overlooking the pool — the ideal space for relaxing or entertaining. Additional highlights include a laundry room with a utility sink and pool access, plus an oversized side-entry garage with an extended driveway for ample parking. Sweetwater Oaks offers an exceptional lifestyle with amenities including tennis courts, playgrounds, private beach access, and Lake Brantley access for boating, fishing, and water sports. Just minutes from Wekiwa Springs State Park, you’ll enjoy nature trails, canoeing, and more. Zoned for top-rated Seminole County schools, including Lake Brantley High School. If you’ve seen this home before, it’s worth another look—you won’t want to miss how it feels now.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Cheryl Geluso (407-792-9796)
36 STONE GATE S, LONGWOOD, FL 32779
$1,100,00020 Days on yellowkey MLS ID: O6413256
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3443 Built: 1991Monthly Fee: $17 Tax: $10,594 (2025)Community: Ravensbrook 2Nd AddSpa: YesSingle Family
Taxes:$10,594
Elementary School: Woodlands Elementary
Remarks: Virtually Staged. Offered for the first time in 25 years, this exceptional Southern Traditional estate presents a rare opportunity to own one of Longwood's most distinguished residences. Originally designed as the builder’s personal model home, this home showcases timeless craftsmanship, architectural charm, and meticulous pride of ownership throughout. Nestled on a professionally landscaped 1.01-acre homesite within the coveted Ravensbrook community, an intimate enclave of nearly 80 custom homes, treasured for its spacious lots and tree-lined streets shaded by a mature canopy of oaks. Impressive curb appeal sets the tone from the moment of arrival. A welcoming front porch, framed by lush mature landscaping, creates an elegant first impression. Encompassing 3,443 square feet of thoughtfully designed living space, the home features 5-bedrooms, 4.5 bathrooms, and a highly desirable floor plan with both the primary suite and an additional bedroom located on the main level. A dramatic two-story entry welcomes guests with soaring 20-foot vaulted ceilings, marble tile floor, refined crown molding, Colonial trim details, raised-panel doors, plantation shutters, and exquisite beveled-glass transoms adorning every downstairs doorway. Designed for both everyday comfort and gracious entertaining, the heart of the home is highlighted by a stunning double-sided wood-burning fireplace, showcasing exceptional brick craftsmanship and engineered hardwood flooring. The kitchen boasts distinctive tongue-and-groove oak ceiling, granite countertops, a center island, stainless steel appliances, and a dining area for casual meals and gathering. Traditional swinging doors provide convenience to the separate formal dining room, creating an ideal flow for hosting dinners. The private primary suite serves as a luxurious retreat, complete with a beautifully renovated spa-inspired bathroom. Upstairs, 3 generously sized bedrooms, each enhanced by character-rich vaulted ceilings. One bedroom includes its own private ensuite bath and spacious walk-in closet. Completing the second floor is a separate bonus room located above the garage, featuring rich wood parquet flooring and a closet, offering flexibility as a media room, home office, fitness studio, playroom, or guest suite. French doors lead to a screened lanai overlooking the sparkling swimming pool and spa, complemented by a summer kitchen for storage and entertainment. Additional highlights include a well-appointed laundry room with built-in cabinetry, utility sink, washer and dryer, a three-car garage with epoxy-finished flooring and custom storage cabinets, and an expansive paver driveway that provides a grand arrival experience. For nature lovers and outdoor enthusiasts, Ravensbrook offers a unique lifestyle amenity through exclusive access to Cushman Park, a community waterfront lot named in honor of the original developer. Residents may enjoy Rice Lake for kayaking, paddleboarding, and other recreational pursuits. Ideally situated along the prestigious Markham Woods Corridor, residents enjoy convenient access to an array of shopping, dining, premier golf courses, and nature trails, all while zoned for Seminole County's highly sought-after public schools. Just minutes away is the renowned Seminole Wekiva Trail, a nearly 14-mile paved recreational trail, for walking, running, cycling, and enjoying Central Florida's natural beauty.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Amanda Salazar (407-917-0706)
1861 CROWLEY CIR E, LONGWOOD, FL 32779
$555,90020 Days on yellowkey MLS ID: O6413487
REDUCED by $10,000 (1.8%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1986 Built: 1985 Tax: $2,254 (2025)Community: Mandarin Sec 5Spa: NoSingle Family
Taxes:$2,254
Remarks: MOVE IN READY!! Welcome to your dream home! This spacious & updated 3-bedroom, 2-bathroom, 1.10 acre property located off Markham Woods Road in Mandarin Estates offers everything you desire for comfortable and luxurious living. Step into the beautiful foyer and be greeted by an expansive living space filled with natural light pouring in through large windows. The split foyer & large formal living & dining rooms seamlessly flow into the family room w/ beautiful stone fireplace and kitchen creating an inviting atmosphere, perfect for entertaining guests or enjoying family time. The updated kitchen is a chef’s delight, boasting modern appliances, and plenty of storage for all your culinary needs. Luxurious granite kitchen counter tops add both functionality and style, providing additional workspace and a casual dining spot. Three generously sized split-plan bedrooms provide laminate flooring, ceiling fans, and large closets for all your storage needs. The primary suite is a true sanctuary, complete with a new, luxurious ensuite bath featuring a beautiful walk-in shower, and dual vanity sinks.The true highlight of this home lies outdoors. Step outside to discover your own private backyard w/ plenty of room to add a pool & featuring a large screened attached 1031 square foot covered Lanai perfect for family gatherings. The expansive backyard, includes a 20'x64' fenced in area next to the garage, & provides plenty of space for outdoor activities or your pets. The home also includes flooring updates & a brand new 50-year-steel roof. Located in a quiet and family-friendly neighborhood with no HOA; bring your boats, RVs work vehicles, or build accessory garages, workshops for your toys, or an accessory dwelling unit (ADU)...this home offers the perfect blend of tranquility and convenience. With easy access to shopping, dining, top-rated schools, and the Seminole County Trail runs thru he neighborhood, you'll have everything you need right at your fingertips. Don't miss your chance to experience luxury living at its finest. Schedule a showing today and make this stunning home your own!
Listing Agent: Rob Breese, Iii (321-436-8813)
1003 FOGGY BROOK PL, LONGWOOD, FL 32750
$499,99919 Days on yellowkey MLS ID: O6388078
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2075 Built: 1994Monthly Fee: $38 Tax: $2,714 (2025)Community: Wildmere Ph 2Single Family
Taxes:$2,714
Remarks: Welcome to this beautifully appointed 4-bedroom, 2-bathroom home nestled in a tranquil cul-de-sac in Longwood, Florida. This property offers not just a residence but a lifestyle, with convenient access to the stunning Lake Wildmere, perfect for outdoor enthusiasts and water activities. **Key Features:** - **Spacious Layout:** Enjoy the living area that seamlessly connects the kitchen, dining, and family rooms, perfect for entertaining and family gatherings. - **Gourmet Kitchen:** Featuring modern appliances, ample counter space, and a breakfast nook, it’s designed for both functionality and style. - **Luxurious Bedrooms:** Four generously sized bedrooms provide plenty of space for family or guests, with the master suite boasting an en-suite bathroom for added privacy. - **Private Outdoor Oasis:** Step outside to your serene backyard, ideal for relaxation or hosting summer barbecues, complemented by a sparkling pool. ** With an air conditioned shed for another very functional space** **Community and Amenities:** - **Lake Wildmere Access:** Enjoy direct access to the lake for fishing, boating, and picnics, enhancing your outdoor lifestyle. - **Proximity to Schools:** Highly-rated schools are within a short distance, making it easy for families to access quality education. **Shopping and Dining:** - Conveniently located near major shopping centers, boutiques, and a variety of dining options, you’ll have everything you need just moments away. - Major retailers, grocery stores, and local eateries cater to all your shopping needs. **Easy Access to Major Highways:** - Quick access to I-4 and SR-429 makes commuting to Orlando, theme parks, and nearby beaches a breeze, perfect for weekend getaways or daily commutes. **Nearby Attractions:** - Just a short drive to world-renowned theme parks, including Walt Disney World and Universal Studios, offering endless entertainment options. - Beautiful Florida beaches are within reach, allowing for serene days by the ocean. This home at 1003 Foggy Brook Pl. is more than just a place to live; it's a gateway to a vibrant lifestyle filled with adventure, relaxation, and community spirit. Don't miss the chance to make this enchanting property your own! **Schedule your private viewing today and discover your dream home!**
Listing Agent: Jason Lygren (407-756-9402)
1000 CROOKED OAK COURT, LONGWOOD, FL 32779
$599,900133 Days on yellowkey MLS ID: O6378220
1 Days Off yellowkey (back on 6/14/2026)
REDUCED by $20,000 (3.2%) on 04/30/2026
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: Virtually Staged. Updated Sweetwater Oaks! 4-bedroom, 3-bath retreat, 2,808 sq ft **open tropical pool**, **screened lanai**comfortable living on an expansive Thoughtfully modernized this. Set on a Cul-de-sac street, the property enjoys a unique presence with 2 front entrances, enhancing both convenience and curb appeal. Open-concept single story with a lot natural light. Superb family room with a cozy fireplace, Large, Bright, & Beautiful Kitchen with Stainless steel appliances and an eat-in nook. **oversized living room** and a **spacious dining room** ideal for hosting. Recent upgrades elevate the home’s **to "new flooring in 3 bedrooms, and new porcelain tile flooring in Florida room". (2026)**, a **new roof (Dec 2025)**, **new AC compressor (2024)**, **new pool pump (2024)**, and a **pool resurfacing (2019)**. Throughout the home, **laminate and tile flooring** offers durability and style., **fenced yard**, and **sun-splashed patio** serene backdrop for relaxation, play, and outdoor entertaining. Sought-after community amenities, enjoy access to a **playground, tennis courts, basketball court, volleyball court, covered picnic area**, and exclusive **lake access to Lake Brantley**, complete with a sandy beach area. **Wekiva River access** Move in ready! Hurry! Won't last!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
113 SANDY OAKS PL, LONGWOOD, FL 32779
$1,500,000103 Days on yellowkey MLS ID: O6390690
REDUCED by $50,000 (3.2%) on 06/03/2026
Bed: 7 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6315 Built: 1992 Tax: $15,684 (2024)Community: Acreage & UnrecSpa: NoSingle Family
Taxes:$15,684
Remarks: ****NEWLY FLEXIBLE SHOWINGS**** 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, fully 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 with wood grain tile flooring, kitchenette with custom cabinets, 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. Beyond the property, the lifestyle is unmatched. You’re steps from the Seminole Wekiva Trail, with direct access to miles of bike and nature trails winding through some of the most beautiful natural scenery in the region. The Wekiva River and surrounding conservation lands are right in your backyard, offering kayaking, hiking, and a true connection to nature, all while being just minutes from top-rated Seminole County schools, I-4, SR-434, and every convenience you need. The Markham Woods corridor is one of the few remaining areas where protected land ensures the peaceful, rural character you fell in love with today will still be there tomorrow. New paver driveway, freshly painted exterior, Ring cameras throughout, and too many upgrades to list. 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)
880 BRANTLEY DR, LONGWOOD, FL 32779
$2,725,00056 Days on yellowkey MLS ID: O6402900
REDUCED by $75,000 (2.7%) on 06/14/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5435 Built: 1998 Tax: $21,736 (2024)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$21,736
Remarks: Once-in-a-lifetime opportunity to own a privately gated estate on acreage(12 total acres, approx 3 dry) along the pristine shores of Lake Brantley. This astounding 5-bedroom, 5.5-bath estate welcomes you through a striking private gated entrance, featuring a grand circular driveway, lush landscaping, and a tranquil fountain. Enjoy the pinnacle of true privacy with seemingly endless land. Thoughtfully designed, the home showcases elegant formal living and dining rooms, along with a private office complete with custom built-ins. Upon arrival, the soaring ceilings showcase an open and airy floor plan with loads of natural light throughout. The spacious primary suite, located on the west wing, offers a luxurious retreat with a jetted tub, while two additional bedrooms—each with en-suite baths—are positioned on the east wing for added privacy. Upstairs, a secluded guest suite provides its own bedroom, bathroom, and living area. At the heart of the home, the expansive kitchen overlooks the family room and opens seamlessly to the pool and covered patio, creating an ideal space for everyday living and entertaining, all with incredible views of Lake Brantley. Additional highlights include an oversized game room, a secondary living room, and a dedicated private guest bedroom with an en-suite bath. The outdoor living space is meticulously crafted for both privacy and entertaining, featuring a resort-style cabana with granite countertops, a commercial-grade grill, fireplace, ice maker, beer tap, refrigerator, and built-in TV; all with breathtaking vistas and the privacy only acreage can offer. An exceptional setting designed for refined entertaining and unforgettable moments. Embrace the lakefront lifestyle—whether boating, skiing, or simply unwinding as breathtaking sunsets paint the horizon. A charming wood dock extends to your second private dock, complete with a lift and covered space, offering both convenience and elegance. Indulge in the serene ambiance as gentle waters ripple along the shoreline, creating a sense of tranquility unique to this one-of-a-kind residence. Enjoy leisurely afternoons on the pristine 288-acre lake, known for its crystal-clear waters and rare sandy-bottom shoreline—ideal for fishing, skiing, or peaceful relaxation. As evening falls, savor a glass of wine from your reserved sunset vantage point, where the golden hues give way to moonlit reflections dancing across the water. Perfectly positioned in a highly desirable location, this residence offers effortless access to premier shopping, fine dining, major thoroughfares, and top-rated schools. Must be seen to be believed. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
1865 NORTH ST, LONGWOOD, FL 32750
$719,000105 Days on yellowkey MLS ID: S5145602
REDUCED by $10,000 (1.4%) on 06/05/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2337 Built: 1964 Tax: $6,574 (2024)Community: Sanlando SpgsSingle Family
Taxes:$6,574
Remarks: PRICE IMPROVED | PROFESSIONALLY APPRAISED MAY 2026 Rare opportunity to own one of Longwood’s most architecturally distinctive residences. This fully renovated mid-century modern home sits on an exceptional 0.64-acre corner homesite comprising four original platted lots in the heart of Sanlando Springs — a configuration that is increasingly difficult to find in today’s market. A dramatic 20' x 12' wall of floor-to-ceiling windows frames panoramic views of the pond and the future Rolling Hills Community Park, a major Seminole County redevelopment already under active construction directly across the street. Planned features include boardwalks, water features, trails, recreational amenities, and expansive green spaces, creating a rare opportunity to live directly across from one of Seminole County’s most significant new park developments. Inside, every detail has been thoughtfully curated while preserving the home’s mid-century character. Soaring vaulted ceilings with decorative wood beams, a floor-to-ceiling brick wood-burning fireplace, custom built-ins, skylights, recessed lighting, and designer finishes create a home that is both timeless and functional. The designer kitchen features a quartz waterfall island, stacked 24" cabinetry, concealed dishwasher, integrated controls, and abundant storage. The primary suite offers a spacious rain shower and French doors opening directly to the backyard. A secondary bedroom also features direct backyard access, while two bedrooms include walk-in closets and share a beautifully updated Jack-and-Jill bathroom with a freestanding soaking tub. The outdoor space is equally impressive. The oversized fully fenced homesite offers a circular front driveway, private rear driveway, RV parking with dedicated hookups, 50-amp EV charging, covered screened patio, vegetable garden, storage shed, and ample room to enjoy Florida living without HOA restrictions. Major improvements include a late-2022 roof replacement, whole-home water softener system, reverse osmosis filtration system, upgraded electrical and plumbing fixtures, custom front entry, decorative stone accents, and extensive high-end renovations throughout. No HOA. No CDD. Flood Zone X — no flood insurance typically required by lenders.
Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)
Listing Agent: Kimary Carrero (407-617-4695)
812 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$7,990,000174 Days on yellowkey MLS ID: O6370385
REDUCED by $1,960,000 (19.7%) on 06/08/2026
Bed: 9 Bath: 12.5 Gar: 8 Liv Area Sq Ft: 14623 Built: 1979Monthly Fee: $367 Tax: $33,128 (2024)Community: Sweetwater Club Un 1-ASpa: YesSingle Family
Taxes:$33,128
Remarks: One or more photo(s) has been virtually staged. Presenting The Fortress, set on nearly 12 acres, a one-of-a-kind architectural masterpiece created for those who understand that true luxury is not merely styled, but built to endure, remain irreplaceable, and stand the test of time. Designed and constructed over seven years by the world-renowned architectural firm HHCP for Harold Mertz, billionaire founder of Publishers Clearing House, this nearly 20,000-private compound, has hosted presidents, global dignitaries, private concerts, and philanthropic gatherings of the highest caliber. Approached by a quarter-mile, tree-lined driveway, the fully walled estate is centered around a 5-acre private lake, spring-fed by the Wekiva Springs State Park area, and surrounded by museum-quality grounds featuring imported European fountains, life-size bronze sculptures, curated statuary throughout the gardens, and ornamental ponds suitable for koi fish. The main residence spans approximately 14,623 sf and offers 7 bedrooms, each with its own full bathroom, along with an elegant powder room near the main entrance, formal living and dining rooms, a breakfast room, a main kitchen, and a separate staff kitchen. Constructed of solid poured concrete, the residence reflects permanence, privacy, and security with bulletproof glass, hand-plastered walls, soaring 25-foot ceilings, graceful arches, and signature fluted architectural textures expressed through curved, nonlinear walls. A massive custom bronze door opens to interiors finished with polished marble and terrazzo flooring, including brand-new floors in the main living room and kitchen. The kitchen showcases panoramic lake views, an oversized island, an oversized pantry, a private service entrance, and a fully equipped staff kitchen with its own dining area. Four bedrooms are located upstairs, offering some of the estate’s most impressive lake views, while three bedrooms are located downstairs. A monumental round atrium crowns the sculptural marble staircase, a remarkable architectural feature that took two full years to complete. Additional highlights include a dramatic two-story library that converts into a home theater, a glass conservatory with a Murano chandelier designed for a grand piano, an elevator near the foyer, two authentic wood-burning fireplaces, custom Sherle Wagner bathrooms, hidden closets throughout, and a bar near the piano room. The West Wing principal suite features a private Italian-inspired alfresco patio and an adjacent private gym with a full bathroom, sauna, and walk-in closet, creating a self-contained wellness retreat. The East Wing suite also enjoys its own Italian-inspired patio, adding symmetry, privacy, and elegance to the estate’s layout. The property is further enhanced by an approximately 2,500sf guest and pool house with 2 bedrooms and 3 full bathrooms, staff quarters of approximately 1,000 sf, and a 2,300-sf, 8-car garage with a full bathroom, laundry, and storage. Resort-style amenities include a pool and spa, a professional court lined for tennis and pickleball, a hot tub, sandy beach access, and multiple alfresco entertaining areas designed for unforgettable gatherings. With countless custom and invaluable features, this is a true legacy estate, built to stand for the next century and beyond. Conveniently located near top-rated schools, just approximately 2 miles from Wekiva Springs State Park, Private appointments available.
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Lisell Melo (407-690-4973)
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