Location: Longwood
Do Not Show Listings
661 N WILDFLOWER CT, LONGWOOD, FL 32750
$295,90063 Days on yellowkey MLS ID: O6395227
REDUCED by $14,100 (4.5%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1266 Built: 1984 Tax: $3,772 (2024)Community: Meadow RidgeHalf Duplex
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,772
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome home! This beautifully renovated residence sits in a lovely cul de sac street which offers great schools, easy access to I-4 expressway to get anywhere in no time, and a low-crime area. Inside, you’ll find the perfect blend of style, comfort, and modern updates. Major systems—including HVAC, water heater, and roof—all under 3 years old provide peace of mind. This spacious home features two generously sized bedrooms, two bathrooms, and stunning luxury vinyl plank floors throughout the main living areas. The updated kitchen offers stylish finishes and ample space, making it ideal for both everyday living and entertaining. Natural light fills the home, creating a warm and inviting atmosphere. This is the perfect home for a first-time home-buyer, senior couple looking to downsize, or investor looking for a great addition to a portfolio. Schedule your showing today and make it yours!
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: John Walker, Jr (321-412-5671)
1043 BUCKSAW PL, LONGWOOD, FL 32750
$425,000Listed 06/03/2026 10:39AM MLS ID: O6406061
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2149 Built: 1986Monthly Fee: $43 Tax: $6,435 (2025)Community: Hidden Oak EstatesSpa: NoSingle Family
Taxes:$6,435
Elementary School: Longwood Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Greenwood Lakes Middle
Remarks: Unlock the potential of this Hidden Oak Estates gem! Situated on a spacious and private CORNER LOT with a tranquil pond view in the backyard and lake view from the front yard. This 4-bedroom, 2.5-bath pool home offers incredible potential for investors, renovators, or buyers looking to create their dream home. Located in a highly desired area, convenient to everything downtown Longwood, Downtown Historical Longwood, and Lake Mary. The functional floor plan features a first-floor primary suite, wood-look tile flooring throughout the main living areas, and a back porch overlooking the pool and peaceful water view. Upstairs, you'll find three additional bedrooms and a full bathroom, providing plenty of space for family and guests. Additional highlights include a 2-car garage, generous living spaces, and a sought-after location within the top-rated Seminole County Public Schools zone. Conveniently located just minutes from shopping, dining, entertainment, major roadways, and everyday conveniences. This home needs repairs and updates but offers a rare chance to make it your own in a desirable Longwood neighborhood!
Listing is courtesy of: KORR REALTY CORP (407-732-6987)
Listing Agent: Allie Wong (407-637-0576)
421 SUMMIT RIDGE PL #209, LONGWOOD, FL 32779
$144,90012 Days on yellowkey MLS ID: O6400512
REDUCED by $10,000 (6.5%) on 06/03/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 948 Built: 1996Monthly Fee: $383 Tax: $285 (2025)Community: Residences At Sabal Point A CondoSpa: NoCondo
Taxes:$285
Remarks: Welcome to the gated community of Residences at Sabal Point, where comfort, convenience, and lifestyle come together. This spacious 1-bedroom, 1-bath condo offers nearly 1,000 square feet of living space with soaring ceilings and an open layout that lives larger than expected. Inside, you’ll find tile flooring, granite countertops, crown molding, and custom plantation shutters, along with a generous living and dining area, an oversized primary bedroom with a walk-in closet, and interior laundry. The kitchen offers great storage and functionality, while the new AC and new hot water heater provide added peace of mind for the next owner. Enjoy your private screened-in tiled porch complete with outdoor drapes—the perfect space for morning coffee or relaxing evenings. Residents enjoy resort-style amenities including a spacious clubhouse with a full kitchen available to rent for private events, a lakeside pool, fitness center, tennis courts, playground, outdoor grilling stations, lounge areas with tables and umbrellas, plus a convenient car wash and vacuum station. Located within highly rated Seminole County Public Schools, including Sabal Point Elementary within walking distance, and just minutes from Wekiwa Springs State Park, SR 434, I-4, 441, and the 429 Expressway. Enjoy easy access to Uptown Altamonte, Cranes Roost Park, Altamonte Mall, AdventHealth Altamonte Springs, shopping, dining, and entertainment. A fantastic opportunity for first-time buyers, downsizers, or investors seeking low-maintenance living in one of Longwood’s most convenient locations.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Laura Napoleon (407-832-6692)
710 EAST CT, LONGWOOD, FL 32750
$340,000223 Days on yellowkey MLS ID: S5137189
REDUCED by $19,000 (5.3%) on 06/03/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1533 Built: 1971 Tax: $3,133 (2024)Community: Longwood NorthSingle Family
Taxes:$3,133
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Welcome to this well-maintained property located in the heart of Longwood! This home offers a functional layout with comfortable living spaces, ideal for a variety of lifestyles. Conveniently situated near SunRail, major shopping centers, hospitals, and with easy access to Orlando International Airport, making daily commuting and travel simple and efficient. Enjoy the benefit of no HOA and low annual property taxes. Whether you're looking for a primary residence or a property with great long-term potential, this home is a must-see. Schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Celines Pomales (407-373-8250)
1498 GRACE LAKE CIR, LONGWOOD, FL 32750
$649,990127 Days on yellowkey MLS ID: O6377495
2 Days Off yellowkey (back on 6/3/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2066 Built: 1982Monthly Fee: $42 Tax: $2,531 (2024)Community: North CoveSpa: NoSingle Family
Taxes:$2,531
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! BRING YOUR OFFERS. 4 Bedrooms | Pool | Fully Renovated | Low HOA - Only $500/Year. Completely Renovated Pool Home! Welcome to this beautifully renovated four-bedroom, pool home located in desirable Seminole County with a low HOA of just $500 per year. This home has been completely renovated from top to bottom, offering a modern, open layout designed for both everyday living and entertaining. The kitchen has been opened up and finished with high-quality materials, seamlessly flowing into the main living areas. Enjoy tile flooring throughout, a stunning brick fireplace, and timeless curb appeal with a classic brick exterior. Major systems have all been updated, providing peace of mind for years to come, including a brand-new roof, brand-new air conditioner, and brand-new pool screen enclosure. Step outside to your private backyard retreat featuring a sparkling pool, perfect for Florida living year-round. This home is truly move-in ready and offers an exceptional combination of quality, upgrades, and value in a sought-after Seminole County community. Schedule your private showing today—this is an absolute gem.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Chris Soucy (407-435-6491)
2108 SILVER LEAF CT, LONGWOOD, FL 32779
$1,049,000214 Days on yellowkey MLS ID: O6357139
2 Days Off yellowkey (back on 4/9/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4200 Built: 1984Monthly Fee: $104 Tax: $6,605 (2024)Community: Wingfield Reserve Ph 2Spa: NoSingle Family
Taxes:$6,605
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. This home has a brand new roof being installed, and has been re-plumbed. Ideally nestled within the established Wingfield Reserve community of Longwood, this stunning ONE LEVEL 4-bedroom, 4-bath home sits on a private one-acre lot and combines timeless elegance with modern updates; NO CARPET ANYWHERE. Calacatta Gold marble flooring flows through the main living areas, while luxury vinyl plank adds warmth to the bedrooms. The chef-inspired kitchen features Black Galaxy granite countertops, crisp white cabinetry, Avsiiile faucets, and a KitchenAid Pro Series stainless steel appliance suite. Designed for both comfort and style, the family room showcases a vaulted wood-beam ceiling and a custom fireplace feature wall. The primary suite offers a custom walk-in closet and a spa-inspired bath, while a separate in-law suite with a private entrance provides added flexibility. French doors open to a screened lanai with travertine tile decking, a summer kitchen and bar, and a sparkling pool surrounded by lush landscaping for a true resort-like retreat. Additional updates include a new irrigation system, newer A/C and water heater, and two septic tanks replaced three years ago. Ideally located off Markham Woods Road with easy access to I-4, shopping, dining, and Wekiwa Springs State Park, this home offers the perfect balance of privacy, natural beauty, and convenience in one of Longwood’s most sought-after communities. 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)
247 N MOUNTS BAY CT, LONGWOOD, FL 32779
$560,00023 Days on yellowkey MLS ID: O6405504
REDUCED by $15,000 (2.6%) on 05/28/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2287 Built: 1989Monthly Fee: $23 Tax: $3,159 (2024)Community: Wekiva Hills Sec 10Spa: NoSingle Family
Taxes:$3,159
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Spacious Pool Home on a Private Corner Lot - Perfect for Entertaining!! Welcome to this beautifully maintained 4-bedroom, 2.5 bath home offering the perfect blend of space, comfort, and Florida-style living. Situated on a private corner lot, this property provides added privacy, a fully usable yard, and excellent curb appeal in a highly desirable setting. Inside, you'll find a bright and open floor plan filled with natural light-perfect for entertaining. The home features formal living and dining rooms for hosting guests, along with a welcoming family room and kitchen combination with a cozy fireplace, creating an inviting space for both everyday living and gatherings. The kitchen offers ample cabinetry and generous counter space, designed for both functionality and ease of use. The single-story layout provides convenience and accessibility, with four spacious bedrooms, including a relaxing primary suite complete with a private en-suite bath and plenty of closet space. Additional bedrooms offer flexibility for family, guests, or a home office. Step outside to your own private retreat - a large, screened lanai with a sparkling pool, perfect for entertaining or enjoying Florida's year-round outdoor lifestyle. The yard is fully fenced (2019), offering added privacy, security, and space for pets or play. Additional highlights include: - Rood replaced in 2020 - Partial window replacement 2018 for improved efficiency - 2-car steel hurricane-rated garage door - Steel entry door into the home from the garage Ideally located close to golf courses, shopping, and dining, this home offers the perfect combination of lifestyle, convenience, and location. Don't miss your opportunity to own this exceptional single-story pool home - schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: James Begor (407-221-9134)
136 HABERSHAM DR, LONGWOOD, FL 32779
$560,0001 Day on yellowkey MLS ID: A4695578
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
Remarks: 4 Bed / 3 Bath home in highly desirable Wekiva Hunt Club in Longwood, FL. Prime opportunity on a mature, established street with strong community demand, excellent schools, parks, shopping, and quick highway access. The property has an inground pool that is ready to be enjoyed Solid layout and strong lot potential, perfect for owner-occupant.
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
283 LAKAY PL, LONGWOOD, FL 32779
$825,00085 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
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)
2151 JUDITH PL, LONGWOOD, FL 32779
$799,000212 Days on yellowkey MLS ID: FC313733
1 Days Off yellowkey (back on 2/1/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2800 Built: 1988 Tax: $2,499 (2024)Community: Mandarin Sec 8Single Family
Taxes:$2,499
Remarks: Under contract-accepting backup offers. Your dream home just hit the market! Tucked away at the end of a quiet cul-de-sac, this stunning 5-bedroom, 3-bath retreat sits on an incredible 1.5+ acre lot—one of the most unique in the area! With a new roof and gutters (2025), HVAC (2023), and fully paid-off solar panels, this home blends comfort, efficiency, and peace of mind. Step inside to a freshly painted exterior, a cozy wood-burning fireplace, and a recently renovated owner's suite designed for pure relaxation. The open, light-filled layout invites connection and comfort, while the sprawling lot offers endless possibilities—build a second home, garden, or create your private backyard paradise. Plus, with no mandatory HOA, you have the freedom to make it truly yours. Enjoy the perfect blend of modern updates, space, and serenity—a one-of-a-kind Florida retreat ready to welcome you home.
Listing is courtesy of: WATSON REALTY CORP (386-246-9222)
Listing Agent: Sherron Skibo (301-526-1772)
121 CROWN POINT CIR #121, LONGWOOD, FL 32779
$297,90018 Days on yellowkey MLS ID: O6408433
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1616 Built: 1982 Tax: $754 (2024)Community: Crown Point By The SpgsSpa: NoCondo
Taxes:$754
Remarks: Welcome home to this beautifully renovated 2 story, 3 bedroom, 2 1/2 bath condo in the sought out community of Crown Point By The Springs!! Lovingly cared for and meticulously maintained, this condo exudes pride of ownership. This home offers a spacious kitchen with beautiful travertine flooring, newer stainless steel appliances, ample wood cabinetry and generous counter space. Slide the charming barn door to reveal the conveniently tucked away washer and dryer. Flowing seamlessly from the kitchen is a bright, inviting dining room with effortless care luxury vinyl flooring. French doors open to your private fenced pavered patio, the perfect spot to relax and unwind. The living room features a charming wood burning fireplace and elegant plantation shutters on the windows, creating a warm and elegant atmosphere. A half bath is also located conveniently on the first floor. Upstairs, a built-in bookshelf accents the hallway, leading to three bedrooms and a guest bath. The spacious primary suite has a walk in closet and sliders that lead out to the balcony, which provides a luxurious view of the surrounding trees for peaceful enjoyment. The primary bath boasts a soothing, spa-inspired design. This condo has been updated with a re-pipe, electric panel and water heater (2022). Enjoy the community pool which is a short walk away. Just 3 miles from Wekiva State Park with the famous Wekiva Island! Enjoy shopping and a variety of restaurants within a short walk. Centrally located, just a few miles from Seminole College and I-4, with easy access to Orlando's world famous theme parks and beaches. You will not want to miss out on this lovely gem so make your appointment today for a private showing!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Cheryl Browning (321-960-9619)
204 BLUE LAKE DR, LONGWOOD, FL 32779
$719,000170 Days on yellowkey MLS ID: S5140226
REDUCED by $10,000 (1.4%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2914 Built: 1973Monthly Fee: $56 Tax: $3,204 (2024)Community: Sweetwater Oaks Sec 04Spa: NoSingle Family
Taxes:$3,204
Remarks: One or more photo(s) has been virtually staged. This 4 bedroom, 3.5 bathroom pool home is the kind of home that makes outdoor lovers feel like they finally found their place. Set on over half an acre with peaceful pond frontage and wide-open water views, this property delivers the serenity of lake living with the convenience of Seminole County’s most coveted amenities. Whether your ideal afternoon is launching a boat, paddling the Wekiva River, or unwinding while deer stroll through the yard, this address puts nature at your doorstep. The home has been thoughtfully updated to support a low-maintenance lifestyle. Fresh 2025 interior and exterior paint, a newer roof 2022, upgraded windows and doors installed in 2024, and a paver driveway and pool deck added in 2020 create a clean, modern feel. Inside, newer appliances and a 2019 AC system support comfort year-round. Two master suites provide flexibility, including the option for a mother-in-law suite or multi-generational living. A massive picture window frames the water perfectly, giving the living spaces a tranquil, postcard-worthy backdrop. Your oversized pool comes heated, with a pool heater installed 2024. The neighborhood is a rare gem for active residents. Enjoy three community parks, private Wekiva River access, members-only Lake Brantley beach and boat ramp, and more than ten tennis and pickleball courts. With Wekiva Springs State Park just moments away, adventure comes standard. For buyers who crave space, privacy, and a lifestyle built around the outdoors, this home is the invitation you have been waiting for.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Simone Wickham (407-283-5275)
342 COBLE DR, LONGWOOD, FL 32779
$535,000120 Days on yellowkey MLS ID: O6379074
REDUCED by $10,000 (1.8%) on 04/30/2026
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. Prepare to fall in love with this gorgeous POOL home located in the heart of quiet and serene Wekiva Hills. This stunning home delivers charming curb appeal, soaring ceilings, ample skylights flooding the interior in natural light. The living room is anchored by the dramatic stone wood burning fireplace. The formal dining room flanking the kitchen and living room, creating the perfect backdrop for effortless entertaining. You'll love the beautifully updated kitchen blending style and function with a separate spacious walk-in pantry, and bright, cheerful breakfast nook. Stay organized with interior indoor laundry room encompassing a folding table and extra storage cabinets above. Upstairs, the airy primary suite feels like a retreat—complete with additional skylights, versatile sitting area, generous walk in closet, and an updated ensuite bath with tiled shower. From the living room area through french doors is a lovely SCREENED patio with fans. The sparkling open private pool is surrounded by beautiful landscaping for all gardeners to appreciate. A well maintained large side yard and 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. Flooring 2023. Kitchen remodeled 2016. Fence 2023. Golf, tennis, restaurants and shopping in community. Nature is nearby... conveniently located near Wekiwa State Park's natural springs, hiking trails and the popular Wekiva Island, ideal for picnics, kayaking, paddelboarding, swimming and canoeing. Thoughtfully updated, open layout, generous square footage, and a peaceful setting in an ideally located well-established community.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
102 N SILVER CLUSTER CT, LONGWOOD, FL 32750
$383,00047 Days on yellowkey MLS ID: O6399945
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: 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)
276 W BAY AVE, LONGWOOD, FL 32750
$419,00015 Days on yellowkey MLS ID: O6405671
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)
891 MARKHAM WOODS RD, LONGWOOD, FL 32779
$998,00040 Days on yellowkey MLS ID: O6401694
REDUCED by $97,000 (8.9%) on 05/28/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4891 Built: 1970 Tax: $6,764 (2024)Community: Des Pinar AcresSingle Family
Taxes:$6,764
Middle School: Rock Lake Middle
Remarks: Privately situated on 1.7 acres along one of the sought-after corridors of Markham Woods Road in Longwood, this exceptional property presents a rare opportunity to enjoy space, flexibility and modern upgrades without restrictions of an HOA. Tucked behind private entry gates at the front and rear of the property, the estate offers a unique sense of privacy and convenience while remaining just moments from the boutique shopping, dining and everyday conveniences of Longwood and Lake Mary. With immediate access to Interstate 4 and the 417/429 beltways, downtown Orlando, regional hospitals, area attractions and beaches are all within easy reach. Significantly renovated and thoughtfully improved since 2021, the property combines peace of mind with modern comfort. The main residence spans five bedrooms and three and a half baths and has been extensively updated with all new plumbing, new flooring throughout, fresh interior and exterior paint completed in 2025, and stylish new sinks, fixtures and lighting throughout. The kitchen is complemented by all new appliances, while two new high-efficiency HVAC systems installed in 2026, and a 2022 roof further enhance the home’s long-term value and efficiency. Beyond the main residence is a detached, nearly 1,000-square-foot guest house that provides versatility for multigenerational living, visiting guests, a separate office for running a business or extended stay accommodations. Outdoors, the expansive grounds offer a remarkable amount of parking and storage potential, including room for recreational vehicles, boats, trailers, or car collections, complemented by a dedicated 30-amp RV outlet. The oversized property also provides ample room to create a future resort-style pool and outdoor entertaining environment tailored to your vision. Rarely does a property combine acreage, extensive renovations, gated privacy, guest accommodations and a premier Markham Woods Road address with such exceptional connectivity to Central Florida’s desirable destinations in one compelling offering.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
235 S SHADOWBAY BLVD, LONGWOOD, FL 32779
$425,000346 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
Elementary School: Sabal Point Elementary
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 Agent: Denise Korrey (407-221-2801)
105 E COTTESMORE CIR, LONGWOOD, FL 32779
$539,00033 Days on yellowkey MLS ID: O6403980
REDUCED by $11,000 (2.0%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2244 Built: 1977Monthly Fee: $23 Tax: $3,894 (2024)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Single Family
Taxes:$3,894
Remarks: Sought after Wekiva home located off Hunt Club. This is a 4 bedroom, 2 bath home with an extra bonus room right off the prime bedroom. Spacious house that is well maintained, all stainless steel appliances, working fireplace, shutters in windows. Back yard has access to the wekiva trail for walking and running. Paved pool patio, pool. Two parks with in walking distance. This house comes with an electrical disconnect for a generator in case a power outage.
Listing is courtesy of: PRIMAC GROUP, INC (407-889-7075)
Listing Agent: Andre Diaz (407-252-8533)
3508 VESTAVIA WAY, LONGWOOD, FL 32779
$509,00034 Days on yellowkey MLS ID: V4948800
0 Days Off yellowkey (back on 6/2/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2347 Built: 1984Monthly Fee: $20 Tax: $2,343 (2024)Community: VestaviaSingle Family
Taxes:$2,343
Remarks: LOCATION, LAYOUT, AND FLEXIBILITY. THIS ONE STANDS OUT. Welcome to this well-designed split-level home located in one of Longwood’s most desirable areas, zoned for top-rated Seminole County schools and surrounded by a quiet, established neighborhood with mature trees and low HOA. As you enter, you’re welcomed into the center of the home with a true split-level layout that creates both flow and privacy. Head upstairs to find 3 bedrooms and 2 bathrooms, along with comfortable living space for everyday life. The main level features a private primary suite, giving separation from the rest of the home. Downstairs offers incredible flexibility with an additional living area, bedroom, and a full bathroom with shower, perfect for a mother-in-law setup, guests, or a private retreat. This level also features its own separate A/C system, providing added comfort, privacy, and energy efficiency. With multiple rooms downstairs, there is also potential for additional bedroom space, making this an excellent option for larger households or multi-generational living. Step outside and enjoy a spacious backyard and deck, perfect for relaxing or entertaining, all set within a peaceful residential setting with minimal through traffic. Location is a major advantage. You are just minutes to Wekiva Springs State Park, parks, trails, shopping, and dining. Easy access to I-4, 417, and 429 makes commuting simple, with quick drives to Lake Mary, Altamonte Springs, and Downtown Orlando. You are also within reach of Disney, Universal, and the East Coast beaches. Homes offering this kind of layout, flexibility, and location do not come up often. Schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Seth L Rowlands, Llc (407-796-1932)
208 ORANGE RIDGE CIR, LONGWOOD, FL 32779
$759,90051 Days on yellowkey MLS ID: O6394394
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2847 Built: 1984 Tax: $4,035 (2024)Community: Orange Ridge FarmsSpa: YesSingle Family
Taxes:$4,035
Remarks: Under contract-accepting backup offers. Tucked away on over 1.3 acres beneath a canopy of majestic trees, this exceptional residence offers a rare blend of refined living, privacy, and timeless elegance—without the constraints of HOA living. Ideally located off Long Pond Road and Markham Woods Road, this is Central Florida luxury at its most serene The property offers a 4-bedroom, 2.5-bath split floor plan, an oversized two-car garage, and an additional detached garage/workshop. The spacious kitchen features modern wood cabinetry and granite countertops. Amenities include a heated saltwater pool with spa, a Florida room adjacent to the family area complete with custom built-in bookcases (currently serving as a large office with panoramic backyard views), cathedral ceilings with recessed lighting throughout, and a brick wood-burning fireplace in the great room. A separate stand-alone building with water access and partial electrical infrastructure provides potential for conversion into in-law quarters or income property. Additional upgrades comprise a new roof (2019), solar panels-fully paid (2019), Tesla Power Wall (2025) for continuous electricity supply, double-pane storm-rated windows and doors (2020), new A/C unit (2014), upgraded flooring (2024), Hardy Plank siding (2026), and other enhancements. The grounds feature mature oak trees on a generous 1.3+ acre lot. No HOA dues. Perfectly positioned just minutes from the Seminole/Wekiva Trail and zoned for top-rated Heathrow/Lake Mary schools, this residence offers both exclusivity and convenience. A rare offering where space, sophistication, and lifestyle converge.
Listing is courtesy of: PARKER REALTY GROUP (407-845-0333)
Listing Agent: Ed Parker (407-617-0356)
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