Location: Longwood
Do Not Show Listings
320 FERDINAND DR, LONGWOOD, FL 32750
$445,000129 Days on yellowkey MLS ID: O6391269
1 Days Off yellowkey (back on 6/16/2026)
REDUCED by $5,000 (1.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1852 Built: 1979Monthly Fee: $25 Tax: $3,988 (2025)Community: Columbus HarborSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,988
Elementary School: Longwood Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this charming 3-bedroom, 2-bathroom home located in the highly desirable Columbus Harbor community in Longwood. Known for its friendly atmosphere and vibrant neighborhood events, residents enjoy access to pickleball courts, a private boat ramp, and unforgettable holiday gatherings that make this community truly special. Inside, the home features beautiful tile flooring throughout and a spacious open-concept living and dining area that is perfect for entertaining or relaxing with family. The kitchen offers an inviting eat-in space, granite countertops, and elegant crown molding, creating both style and functionality. A dedicated laundry room adds convenience to everyday living. The generous primary suite provides a peaceful retreat and features French doors that open directly to the large back patio. Step outside to enjoy the screened-in pool—perfect for year-round Florida living. The expansive backyard offers plenty of space for pets, play, or even a future playground. With its welcoming layout, wonderful outdoor space, and location in a sought-after community, this Longwood home is a fantastic opportunity to enjoy comfort, convenience, and neighborhood charm.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Joanne Otero (407-310-0856)
486 N PIN OAK PL #308, LONGWOOD, FL 32779
$179,900165 Days on yellowkey MLS ID: O6381034
REDUCED by $5,000 (2.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,066 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,066
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
Remarks: Recently remodeled 2-bedroom, 2-bath condo in Longwood with over $20,000 in upgrades. This move-in-ready home features a brand-new HVAC system, luxury vinyl plank flooring throughout (no carpet), fresh interior paint, and newly reglazed tubs and showers. Located in the desirable Windsor at Sabal Walk community, this Longwood condo offers a bright, open floor plan with a spacious living room, dining area, and sliding glass doors leading to a screened-in balcony. The split-bedroom floor plan provides privacy, with two generously sized bedrooms, each featuring walk-in closets and its own full bathroom. The kitchen includes ample cabinet storage, a breakfast bar, and open views into the main living space. A full-size laundry room adds everyday convenience rarely found in condo living. Residents of this amenity-rich condo community enjoy a resort-style swimming pool, fitness center, clubhouse, and beautifully maintained walking paths. The location is just minutes from Wekiva Springs, Uptown Altamonte, Lake Mary, and I-4. Ideal for a first-time buyer, downsizing, or a low-maintenance investment property. Call today to schedule a private tour.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
1126 BROWNSHIRE CT, LONGWOOD, FL 32779
$2,598,00039 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
Taxes:$11,452
High School: Lake Brantley High
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)
812 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$7,990,000204 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
Tax Year: 2024
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)
1006 CROSS CUT WAY, LONGWOOD, FL 32750
$569,90048 Days on yellowkey MLS ID: O6413921
0 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2301 Built: 1987Monthly Fee: $43 Tax: $4,990 (2025)Community: Hidden Oak EstatesSingle Family
Taxes:$4,990
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home in the highly desirable Hidden Oaks community of Longwood. Situated on a spacious homesite in an established neighborhood known for its mature landscaping, community pond with dock access, and convenient Seminole County location, this home combines extensive updates, functional living space, and exceptional outdoor amenities. Step inside to discover all-new wood flooring throughout the first floor and new carpet throughout the second floor. The remodeled kitchen (2023) serves as the heart of the home and features a gas range, abundant cabinetry, and generous prep space for everyday living and entertaining. The spacious great room is anchored by a wood-burning fireplace, while the formal dining room provides an inviting setting for gatherings and special occasions. The first-floor primary suite offers comfort and privacy with a walk-in closet and en-suite bath. Upstairs, you'll find three additional bedrooms and a full bath, providing flexibility for guests, hobbies, a home office, or additional living space. Major improvements provide peace of mind and set this home apart, including a remodeled kitchen (2023), whole-home replumb (2023), tankless water heater (2023), most windows replaced (2025), irrigation system (2020), paver driveway (2024), resurfaced pool deck (2024), new wood flooring throughout the first floor, and new carpet throughout the second floor. Outdoor living shines with a screened patio overlooking the sparkling pool, beautifully updated pool deck, and fire pit area. Whether hosting gatherings or enjoying a quiet evening outdoors, this backyard offers the perfect setting to enjoy Florida's year-round lifestyle. Hidden Oaks offers the appeal of an established Longwood neighborhood with mature landscaping, spacious homesites, and a community pond with dock access, while remaining conveniently located near shopping, dining, parks, SunRail, major roadways, and many of Central Florida's most popular destinations. Combining thoughtful updates, major system improvements, versatile living space, and a resort-inspired outdoor setting, this move-in-ready home is ready for its next owner.
Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)
Listing Agent: Wendy Wagner (407-947-6879)
136 HABERSHAM DR, LONGWOOD, FL 32779
$539,99952 Days on yellowkey MLS ID: A4695578
REDUCED by $5,501 (1.0%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3089 Built: 1978Monthly Fee: $20 Tax: $7,077 (2025)Community: Wekiva Hills Sec 06Single Family
Taxes:$7,077
Elementary School: None
High School: None
Middle School: None
Remarks: 4 Bed / 3 Bath home in the highly desirable Wekiva Hunt Club community in Longwood, FL. Prime opportunity on a mature, established street with strong community demand, excellent schools, parks, shopping, and quick highway access. This home features a 6-year-old roof with plenty of life remaining, two A/C units (the primary unit is 5 years old, and the second unit, which serves the primary bedroom and three additional bedrooms, is only 2 years old), and two hot water heaters. The property also includes an in-ground pool that is ready to be enjoyed. With a solid layout and strong lot potential, this home is perfect for an owner-occupant or investor.
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
1387 DUNHILL DR, LONGWOOD, FL 32750
$220,00044 Days on yellowkey MLS ID: O6415885
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 1983Monthly Fee: $82 Tax: $211 (2025)Community: Westlake Manor Unit 2BTownhouse
Taxes:$211
Remarks: HUD CASE #094-539452 (IN) 2/2 SPLIT PLAN TOWNHOME WITH SCREEN PORCH AND 1 CAR GARAGE. TILE FLOORS-INSIDE LAUNDRY. COMMUNITY POOL AND TENNIS COURTS.
Listing is courtesy of: YELLOW DOOR REALTY LLC (407-256-9593)
Listing Agent: Nancy Groves (407-600-1446)
8311 OLYMPIA CT #8311, LONGWOOD, FL 32779
$187,990167 Days on yellowkey MLS ID: O6380695
REDUCED by $8,000 (4.1%) on 04/28/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $1,985 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,985
Remarks: Don’t miss out on this opportunity!! This is a condo located in the beautiful Sabal Point community in Longwood. As you enter the front door the there is a laundry room and a half bath to the left and a large closet straight ahead. Featuring two well appointed primary bedrooms. The two primary bedrooms each feature ensuite bathrooms, one with a shower and one with a tub. Each bedroom also features large walk-in closets. No Carpet at all tile flooring throughout the unit. A balcony perfect to enjoy and relax every day. Unit is located like a 2nd floor because the first floor is underneath. HOA fee included, all exterior maintenance, pest control, water, trash, and landscaping. The community offers a well equipped clubhouse, fitness center and community pool. Nearby restaurants, shopping, park and outdoor recreation in Longwood for your convenience, and just minutes from I-4. Don’t miss out on this rare opportunity. Come see it today!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Laura Ramos, Pa (786-308-0803)
1303 DUNHILL DR, LONGWOOD, FL 32750
$299,000154 Days on yellowkey MLS ID: S5144279
1 Days Off yellowkey (back on 6/9/2026)
REDUCED by $8,500 (2.8%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1378 Built: 1983Monthly Fee: $100 Tax: $3,383 (2024)Community: Westlake Manor Unit 1Townhouse
Taxes:$3,383
Remarks: Come and get this gem of a townhome! If you are looking for unique comfort, style, and amenities all wrapped up in one property, look no further. This beautifully kept home boasts 3 bedrooms and 2 bathrooms to accommodate any family. With no carpets throughout the home, no worries about any spills the guests might do. There is a wood fireplace and indoor garden area with natural lighting and water access for the green thumbers, talk about character! The stylish kitchen has a gas stove for those chefs in the family. Not to mention a relaxing screened porch out side to relax in your fenced backyard. The list goes on, from the 2 car garage, to the best location in the community having your amenities directly across the street from you. It’s like it’s your own personal pool, tennis court, and basketball court mere seconds once opening your front door. Also the maintenance has been top notch. New water heater this year. New plumbing in 2025, AC changed out in 2023. There’s nothing to do here!!! Add to all that with being a 5 minute walk to Publix, minutes from the expressway, shopping centers, renown restaurants, fast foods chains, and medical facilities, and you really can’t miss. Schedule a viewing now before you think about it too long and it’s gone!! All measurements are approximations and need to be verified.
Listing is courtesy of: PRESTIGE REALTY GROUP LLC (321-447-9109)
Listing Agent: Glenn Stewart (321-447-9109)
420 SUMMIT RIDGE PL #310, LONGWOOD, FL 32779
$219,90067 Days on yellowkey MLS ID: O6406905
REDUCED by $8,000 (3.5%) on 06/09/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1271 Built: 1996Monthly Fee: $477 Tax: $2,487 (2024)Community: Residences At Sabal Point A CondoSpa: NoCondo
Taxes:$2,487
Remarks: * PRICE IMPROVEMENT * Top-floor privacy meets modern comfort in this completely remodeled, move-in-ready 2-bedroom, 1-bath condo located in the highly desirable Wekiva Springs area within the gated Residences at Sabal Palm community. This beautifully updated home features new luxury vinyl flooring throughout, a fully renovated kitchen with all-new cabinetry and appliances, and a stylishly redesigned bathroom. Tastefully painted and furnished (furnishings negotiable), this condo offers a convenient, carefree lifestyle from day one. Additional highlights include a separate laundry room with washer and dryer included, along with access to exceptional community amenities such as a resort-style pool and spa, fitness center, playground, tennis courts, and car wash facilities. Surrounded by the serene beauty of the Wekiva tree canopy, yet just minutes from shopping, dining, entertainment, and major north-south-east-west roadways, this property offers the perfect blend of tranquility and accessibility. Ideal as a primary residence, personal vacation retreat, or investment opportunity.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Charles Kohlinger (407-421-9188)
7102 OLYMPIA CT #7102, LONGWOOD, FL 32779
$255,000232 Days on yellowkey MLS ID: O6364818
REDUCED by $10,000 (3.8%) on 06/09/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $2,081 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,081
Remarks: Welcome home! NEW PRICE! AND DON’T MISS THIS FACT: FURNITURE INCLUDED! This beautifully remodeled condominium in one of Longwood’s most desirable communities. Renovated from top to bottom with quality materials and thoughtful details, this home offers both style and comfort. FURNITURE ARE INCLUDED! With 2 generous master suit bedrooms, 2 full bathrooms, and an additional guest bath, the layout is spacious and convenient. The owner updated the home with care and love, but after relocating, this wonderful space is now ready for its next chapter—with you. Step inside and you’ll instantly feel the charm and warmth this condo offers. Located in Clubside at Sabal Point, you’ll enjoy access to fantastic amenities including a pool, tennis courts, and a fitness center. The community is clean, quiet, well maintained, and known for its peaceful atmosphere. Plus, it’s zoned for top-rated schools, making it an ideal place to live. Don’t miss your chance—contact your realtor to schedule a showing today! Property might be under surveillance cameras.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Miriam Miranda (386-235-9985)
276 W BAY AVE, LONGWOOD, FL 32750
$419,00066 Days on yellowkey MLS ID: O6405671
1 Days Off yellowkey (back on 6/8/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1814 Built: 2018 Tax: $5,657 (2024)Community: LongwoodSingle Family
Taxes:$5,657
Remarks: Step into the timeless elegance of this beautifully crafted Victorian Home, newer construction home, perfectly nestled near the charming Historic District of Longwood. Designed to capture the character and warmth of a vintage Southern residence while offering the comfort and peace of mind of modern construction, this exceptional home was built in 2018 and showcases the best of both worlds. From the moment you arrive, you are welcomed by gorgeous, lush landscaping and an inviting front porch made for rocking chairs, morning coffee, and enjoying the gentle Florida breeze. The curb appeal radiates classic historic charm while the newer construction offers the efficiency, quality, and low-maintenance lifestyle today’s buyer’s desire. Inside, the open-concept great room is filled with natural light enhanced by beautiful Plantation shutters, decorative lighting fixtures, and rich wood-look flooring that flows throughout the living spaces. The kitchen is truly the heart of the home and a dream for the chef of the family, featuring bright white cabinetry, stunning Cecilia Luxe granite countertops, a designer backsplash with the perfect pop of color, and a stainless-steel appliance package. The thoughtfully designed first floor also offers a convenient half bath for guests and a spacious laundry room complete with a folding station. Upstairs, the elegant wood-lined staircase leads to the private owner’s retreat featuring abundant windows, beautiful flooring, and a spa-inspired bath with ivory cabinetry, dual sinks wrapped in rich granite, framed mirrors, charming farmhouse-style lighting, and an oversized walk-in shower accented with stone-style subway tile and thick glass enclosure. The secondary bedrooms are also located upstairs and feature stylish flooring and generous space. Additional highlights include a spacious two-car garage and an easily accessible shared driveway design. Electric Car Charger in the back of the home. Enjoy the rare opportunity to live close to Historic Downtown Longwood, boutique shopping, restaurants, Judy’s Dolls Shop, specialty stores, hospitals, and community conveniences. Ideally located just minutes from SR 434, US 17-92, I-4, Altamonte Mall, Whole Foods Market, and more, this central location makes commuting to Orlando attractions, airports, and Florida’s beautiful beaches incredibly convenient. If you are searching for a home that blends historic-inspired charm with modern luxury and peace of mind, this one-of-a-kind residence is where your dreams become reality.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Karen Arbutine (407-928-3788)
1398 COR JESU CT, LONGWOOD, FL 32750
$450,000261 Days on yellowkey MLS ID: O6358213
3 Days Off yellowkey (back on 6/8/2026)
REDUCED by $20,000 (4.3%) on 05/14/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2222 Built: 1984 Tax: $4,124 (2024)Community: Cor JesuSingle Family
Taxes:$4,124
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained 4-bedroom, 2-bath residence with a 2-car garage, offering comfort, functionality, and style in every detail. Located in a wonderfully maintained neighborhood with no HOA, this home provides all the benefits of a well-kept community without the added fees or restrictions. Step inside to discover a home that has been thoughtfully refreshed throughout. The split floor plan design provides excellent privacy and flow, complemented by tile and laminate flooring and an abundance of natural light streaming through the large windows. The updated kitchen is a standout, showcasing granite countertops, a travertine tile backsplash, and stainless appliances. A convenient built-in bar area and cozy dinette sit just off the kitchen — perfect for casual meals or entertaining guests. The family room features vaulted ceilings, skylights, and a charming travertine-accented fireplace, creating an inviting atmosphere. Sliding doors open to a bonus room, which offers additional living space with tile flooring and French doors leading out to the backyard deck. The spacious master suite includes sliding doors that open to a private outdoor courtyard, ideal for a quiet retreat. The master bathroom has been tastefully remodeled, featuring dual sinks, recessed lighting, a large tiled walk-in shower, and a roomy walk-in closet. The guest bathroom, also beautifully remodeled, offers double sinks, a tub/shower combo, recessed lighting, and direct access to the bonus room. Additional highlights include an indoor laundry room conveniently located off the hallway to the garage. Step outside and enjoy the deck with wood-look tile flooring overlooking a large, fenced backyard with plenty of space to relax, play, and entertain under the shade of mature trees. NEW DRAIN FIELD! Don’t miss your chance to see this wonderful home — call today for your private showing!
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Tara Mruk (724-705-2122)
267 CROWN OAKS WAY #267, LONGWOOD, FL 32779
$229,90048 Days on yellowkey MLS ID: O6414230
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1143 Built: 2025 Tax: $281 (2025)Community: Crown Oaks 1St AddCondo
Taxes:$281
Remarks: This LIKE NEW 2 bedroom 2 bathroom condo is the hidden gem you've been looking for! It's been rewired, repiped, 2025 AC with Reme Halo air purifier & so much more! With a low-maintenance lifestyle, all new major systems and finishes plus amenities galore all behind a manned-guard gate, what more could you want? Living in The Springs feels like stepping into a hidden nature preserve tucked right into the heart of Longwood. This gated community is known for its winding, tree-canopied roads, peaceful walking trails, and the rare natural spring that becomes the backdrop for everyday life. Step inside and you'll find lots of sunny spaces, a foyer entry with drop station, luxury vinyl floors throughout and a gorgeous kitchen that will want to spend time in with lots of cabinets for storage, ample quartz countertop for cooking and prep, stylish open wood shelving, stainless steel appliance package with matching hood and window over sink offering nature views! Off kitchen is a utility room/bonus space with pantry storage, washer/dryer and more counter space! Enjoy meals in the separate dining room that flaunts a charming light fixture and picture window! With a refined yet cozy feel, the living room has 13ft soaring ceilings with wood details and beam plus transom windows for all of the natural light lovers anda large sliding glass door making the room feel more open! Primary retreat includes a wall of built-in closets and an en-suite designer-style bath making the everyday routine feel fun with hex tile floor, sleek tiled shower stall with frameless barn-style door & chic vanity with stone! Stylish secondary bath has a classic black and white color scheme with subway tiled tub/shower combo and lots of modern touches! This property is just steps from the newly refurbished community pool, has a 1 car carport and several guest parking spots nearby. In addition to the natural Spring, this community offers a beach like area to hang out and spend your weekends, clubhouse available for private parties, brand new pickelball/tennis courts, basketball courts, horse stables, lots of walking trails, a community pool and lots of community events. The Springs offers a retreat-like way of living while still being just minutes from shopping, dining and top-rated Seminole County schools. It’s one of those places where life naturally slows down and coming home truly feels like an escape. You owe it to yourself to see this one!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Stacy Wayne (407-415-9484)
102 N SILVER CLUSTER CT, LONGWOOD, FL 32750
$383,00098 Days on yellowkey MLS ID: O6399945
3 Days Off yellowkey (back on 6/5/2026)
REDUCED by $12,000 (3.0%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1166 Built: 1975 Tax: $4,071 (2024)Community: Lake Searcy ShoresSpa: NoSingle Family
Taxes:$4,071
Remarks: Under contract-accepting backup offers. Welcome to 102 Silver Cluster Ct N in Longwood, a beautifully maintained pool home under $400K offering comfort, value, and an unbeatable opportunity for first-time buyers or anyone looking for a great starter home in a desirable Seminole County location. Tucked away on a quiet dead-end street with no through traffic, this home provides both privacy and peace of mind. This solid concrete block home features a functional split floor plan with bright, open living spaces filled with natural light. The interior flows seamlessly, with French doors leading out to a screened-in patio that overlooks your private pool — perfect for relaxing weekends, entertaining friends, or enjoying Florida living year-round. The kitchen is updated with white shaker cabinets and offers a clean, modern feel, while the home’s layout makes everyday living easy and comfortable. Step outside to a fully fenced, oversized backyard complete with an irrigation system, providing plenty of space for pets, play, gardening, or future outdoor enhancements. Major updates include a new roof (2023), double-pane windows, and an HVAC system (2017), offering confidence and efficiency for years to come. The screened patio and pool area create a true backyard retreat, making this Longwood home absolutely stand out at this price point. Located in the heart of Longwood, you’re just minutes from Historic Downtown Longwood, Reiter Park, and the SunRail station, along with easy access to shopping, dining, and major roadways. Outdoor enthusiasts will enjoy nearby parks, trails, and recreational areas, while the home’s central location makes commuting throughout Central Florida simple and convenient. With its affordable price, thoughtful updates, private setting, and inviting pool, 102 Silver Cluster Ct N is a rare find and the perfect place to start your next chapter.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
3206 CLUBSIDE DRIVE #3206, LONGWOOD, FL 32779
$250,00050 Days on yellowkey MLS ID: O6413918
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $2,537 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,537
Remarks: Welcome to Clubside at Sabal Point, one of Longwood’s most sought-after communities, where comfort, tranquility, and quality of life come together in perfect harmony. This charming condominium has been meticulously maintained and offers a rare combination of privacy, functionality, and beautiful views of nature and the water. Featuring 2 spacious primary suites, 2 full bathrooms, and an additional half bath, the thoughtfully designed floor plan provides comfortable living spaces ideal for both everyday life and entertaining family and friends. As you step inside, you are welcomed by a bright and inviting open-concept living and dining area filled with natural light, creating a warm and welcoming atmosphere. Large sliding glass doors connect the interior to a private screened lanai, the perfect place to enjoy peaceful lake views, admire the surrounding greenery, sip your morning coffee, or unwind at the end of the day in a serene setting. The kitchen offers excellent functionality with ample wood cabinetry, generous storage space, a pantry, and a cozy breakfast area, making it both practical and inviting for daily living and family gatherings. Both spacious suites provide comfort and privacy, featuring walk-in closets and en-suite bathrooms. The additional half bath offers extra convenience for guests, a highly desirable feature rarely found in similar properties. Beyond the residence itself, residents of Clubside at Sabal Point enjoy outstanding community amenities, including a swimming pool, fitness center, clubhouse, and beautifully maintained grounds surrounded by mature landscaping and a peaceful atmosphere that makes this one of the area's most desirable communities. The location is truly exceptional. Situated in one of Longwood’s most desirable areas, the property is just minutes from Wekiwa Springs State Park, excellent restaurants, shopping centers, grocery stores, schools, hospitals, and Altamonte Mall. It also offers convenient access to major roadways, including Interstate 4, providing easy access to Orlando and everything Central Florida. Whether you are looking for a primary residence, an investment opportunity, or a Florida retreat, this is a unique opportunity to own a home in an established community surrounded by nature, featuring tranquil water views and close proximity to everything you need. A welcoming home in a prime location, ready to provide comfort, convenience, and an exceptional Florida lifestyle. Currently, the apartment is leased, and the tenant will be moving out on July 31, 2026. The lease will not be renewed.
Listing is courtesy of: ALVES AND HOWELL REALTY (407-750-2171)
Listing Agent: Renato Alves (407-808-1878)
1805 MEADOWBEND DR, LONGWOOD, FL 32750
$1,400,000123 Days on yellowkey MLS ID: O6392482
0 Days Off yellowkey (back on 6/4/2026)
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4000 Built: 1985Monthly Fee: $25 Tax: $7,684 (2024)Community: Meadowlands 5 Acre DevSpa: YesSingle Family
Taxes:$7,684
High School: Lake Mary High
Remarks: Priced below appraisal. Welcome to 1805 Meadowbend Dr, a small gated enclave of 6 estate homes. This impressive property offers a unique blend of country living within city limits. Spanning over 4,000 sq ft on a sprawling 5-acre lot, this residence is priced at $1,400,000. The home showcases a downstairs master bedroom complete with a sitting area. The master suite features double California closets and an ensuite bath equipped with a soaking tub, separate shower and vanity with double sinks. Additionally, it provides direct access to the pool area for added convenience. There are 4 additonal bedrooms and 3 additional baths with one recently updated to be ADA compliant. The common areas are designed for comfort and entertaining. A combined living-dining room boasts a gas fireplace and large sliders providing picturesque views of the pool. The light-filled chef's kitchen is fitted with double ovens and extensive counters, opening up to the breakfast nook and family room. More than just functional spaces, these rooms exude charm through details such as built-in bookshelves, big screen TV and surround sound system in the family room. A large bonus room offers further flexibility while leading out to the pool and outdoor covered patio featuring a built-in grill. Outdoor amenities include a screened pool, spa and porch overlooking the lovely yard and stables. Equine enthusiasts will appreciate the five-stall stable with tack room, corral, and pasture. Additional structures include multiple sheds and outbuildings spread across the property. The garage features a sleek look with cabinets for storage and parking that can accommodate four cars. Sports lovers can enjoy their own lighted tennis court that also includes a basketball hoop. The entire compound benefits from dusk-to-dawn lighting along with an extensive sprinkler system for easy maintenance. Efficiency has been prioritized in this home’s design with minimal running costs ensured by an installed $30k 11.7 KW peak solar system controlled by an app. Other recent updates include new doors & windows (2020) and metal roof installation (2020). Water heater exchange system. Water supply comes from a well equipped with water softener, chlorinator and carbon filter ensuring quality supply throughout the house. Safety is prioritized with a monitored security system and a gated community setting. Longwood, FL offers a plethora of amenities. Enjoy easy access to quality schools, shopping centers, health facilities, recreational parks, and dining options. Its location also provides convenient commute times to nearby cities. Every aspect of this home has been thoughtfully designed and meticulously maintained to create a truly unique living experience. You are invited to step into this world of comfort and luxury at 1805 Meadowbend Dr. Termite Bond in effect. Items that do not convey: Big Cranes and Bear in Garden and Tesla Charger in Garage.
Listing is courtesy of: PERFECT FIT PROPERTIES (407-310-3878)
Listing Agent: Christy Fauquher (407-310-3878)
283 LAKAY PL, LONGWOOD, FL 32779
$825,000136 Days on yellowkey MLS ID: O6389639
1 Days Off yellowkey (back on 6/2/2026)
REDUCED by $24,000 (2.8%) on 05/09/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3596 Built: 2004Monthly Fee: $169 Tax: $6,719 (2024)Community: Terra OaksSpa: NoSingle Family
Taxes:$6,719
Elementary School: Wekiva Elementary
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. Priced to sell! Live the Florida lifestyle in the private, gated community of Terra Oaks in Longwood. Set on over a quarter-acre with a stunning heated pool, this beautifully maintained home impresses from the start with manicured landscaping, a tile roof, paver driveway, and a grand, welcoming entry. Inside, you’ll find soaring 21-foot ceilings and a bright, open layout with solid wood and tile flooring throughout the main level, custom drapery, and a motorized screen at the family room sliders. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, wood cabinetry, stainless steel appliances, tile backsplash, a pantry, bar seating, and even two sinks opening to a breakfast nook with views of the pool. The adjacent dining room is accented by chair railing and an elegant crystal chandelier. Step outside to your private backyard retreat. The newer custom heated pool showcases a sun shelf for lounging, LED lighting, a waterfall pergola, and additional water features creating a true resort-style escape. The covered lanai offers the perfect space for year-round gatherings and indoor-outdoor living. The spacious primary suite is conveniently located on the main level and includes two walk-in closets and a spa-like bath with dual vanities, a glass-enclosed shower, and a jetted tub. There is a dedicated office/living room and a separate guest bedroom with a full nearby bath on the main level. Upstairs, two generously sized en-suite bedrooms offer great closet space, along with a versatile loft ideal for a playroom, gym, or media room. Enjoy evenings on the upstairs veranda overlooking the fenced backyard. Recent updates include a fresh exterior paint job and new flooring on the stairs, main-level guest bedroom, and loft. Ideally located near top-rated schools including Lake Brantley High, plus excellent dining, shopping, and major roadways for easy access throughout Central Florida. Don’t miss this remarkable home and be sure to view the virtual tour.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
235 S SHADOWBAY BLVD, LONGWOOD, FL 32779
$425,000397 Days on yellowkey MLS ID: O6320596
1 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1916 Built: 1981Monthly Fee: $156 Tax: $2,265 (2024)Community: Shadowbay Unit 1Single Family
Taxes:$2,265
Remarks: Under contract-accepting backup offers. This single-family home is amazing in every way and is truly a must see! Nestled in the highly coveted Shadowbay Community on Lake Brantley. Brand NEW HVAC with 10 year transferable parts warranty. Brand NEW 50 Gallon Water Heater! NEW ROOF 2023! A perfect location just minutes to everything. This residence boasts an array of desirable features. Three bedrooms and two full baths with oversized primary bedroom. As you enter through the striking front door and stunning foyer, you are mesmerized by the beauty and flow of home. Separate formal dining room and expansive living area creating a stylish, classic feel. Living room bright and open with sliding glass doors that take you out to the paved patio. Crown molding throughout and a beautiful wood burning fireplace. Skylights in kitchen, bathrooms, and laundry room. Split floorplan for privacy and convenience. Stunning, oversized primary bedroom overlooking the private back yard. Substantial closets offering more than ample storage. Additional two bedrooms with sliding glass doors leading out to private, open garden area. Enjoy your morning coffee in the breakfast nook with exquisite chair molding and picturesque Bay Window. Brand NEW stainless steel appliances. Kitchen centered between large breakfast area and spacious formal dining room. Timeless Wet Bar of living and dining room. Perfect home for entertaining. Gorgeous luxury vinyl flooring combining durability and elegance. No carpet. Throughout entire home NEW flooring, interior paint, and appealing textured ceilings. Owner with pride of ownership. Private backyard with mature landscaping and some fencing for your fury family. Oversized 2 car garage with an abundant of storage options both inside and out. This is the ideal home in so many ways. What more could you ask for!? Shadowbay Community with so much to enjoy with tennis court, basketball court, park and private boat launch. I-4 just minutes away for Disney or a day at the Beach. Close to Historical Downtown Longwood and Winter Park with desired Park Avenue and weekly Farmer’s Market. Then you have the convenient SunRail taking you around Central Florida. Supermarkets, restaurants, shopping and so much more. Excellent A-Rated Seminole County Schools. Location, Location, Location. Welcome Home!!!
Listing is courtesy of: KORR REALTY CORP (407-732-6987)
Listing Agent: Denise Korrey (407-221-2801)
4 WOODEN SHOE LN, LONGWOOD, FL 32750
$350,000252 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
Taxes:$7,731
Elementary School: Altamonte Elementary
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)
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