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$450,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code
Wait no more! Don’t miss this charming and hard to find 3 bed/ 2 bath PLUS bonus room in Brookshire Heights! Large treed lot walking distance to Brookshire Elementary, Showalter Field, Cady Way Pool and Park and the Advent Health Winter Park Complex. Ready for your personal touches, this well loved home has large living room and dining area, terrazzo floors, vintage cabinetry, great closets and storage, newer windows and roof! Patio and large shed in rear yard. Inside utility room, washer/dryer, single car garage with workshop. Seller will provide $5000 decor credit with an acceptable offer!

2485 Middleton Avenue, Winter Park
$515,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully updated and meticulously maintained home, nestled on a spacious corner lot in the highly sought-after Winter Park neighborhood—where the mailman still delivers right to your front door. Combining classic charm with modern upgrades, this three-bedroom, two-bathroom home offers the perfect balance of style, comfort, and functionality. Step inside to a bright and open layout featuring a formal living and dining area with gorgeous hardwood flooring, updated light fixtures, and ceiling fans throughout. An additional family room, bathed in natural light, creates a welcoming space to relax or entertain guests. The heart of the home is the stunning kitchen, completely remodeled in 2019. Designed with both beauty and function in mind, it features KraftMaid white shaker-style maple cabinetry, sleek quartz countertops, stainless steel appliances, under-cabinet lighting, a pantry with pull-out shelves, recessed lighting, and a breakfast bar with seating for four. Adjacent to the kitchen, the large utility/laundry room includes a washer and dryer and offers generous built-in cabinetry to meet all your storage needs. The spacious primary suite easily accommodates a king-size bed and offers privacy and comfort. Its luxurious ensuite bath, renovated in 2023, includes designer-grade white and gray tile, a frameless glass shower with dual shower heads, quartz countertops and backsplash, and a skylight that brings in soft natural light. Two additional bedrooms are thoughtfully separated from the primary suite and share an updated hall bath, remodeled in 2019 with a modern white vanity, quartz countertops, and contemporary finishes. Outdoors, enjoy a beautifully landscaped and spacious corner lot filled with mature greenery—including your own orange tree. The side-entry driveway leads to a two-car garage and features built-in cabinetry, an automatic garage door opener, and a Tesla charging station(installed in 2023), all adding to the home’s practical appeal. Located just 10 minutes from Park Avenue’s shops and restaurants and only 25 minutes from Orlando International Airport, this home is close to UCF, Full Sail University, Rollins College, AdventHealth facilities, and the Crosby Wellness Center/ Center for Health and Wellbeing. You'll also enjoy easy access to Winter Park Pines Golf Course and can walk to Cady Way Park, pool, trails, tennis courts, and pickleball courts. Zoned for top A-rated Winter Park schools—Aloma Elementary, Glenridge Middle, and Winter Park High—this home offers the ideal blend of convenience, community, and lifestyle in one of Central Florida’s most desirable areas. ROOF - 2013, HVAC - 2023, ELECTRICAL - 2023, WATER HEATER - 2025

101 S Ranger Boulevard, Winter Park
$459,000
3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code
Now's your chance! Experience living in the sought-after gated community of Hawks Crest. This elegant 3-bedroom, 2.5-bathroom home offers 1,964 sq ft of thoughtfully designed living space with a 2-car garage. As you enter, natural light floods the spacious living room, highlighting the modern finishes and open layout. The gourmet kitchen is a chef’s dream—equipped with top-of-the-line stainless steel appliances, stone countertops, custom backsplash, and a generously sized center island perfect for casual dining or entertaining. A separate dining area and stylish half bath complete the main floor. Step outside to your covered patio overlooking a beautifully maintained yard and wooded area, ideal for relaxing or weekend barbecues. Upstairs, you’ll find the luxurious primary suite featuring tray ceilings, a spacious walk-in closet, and a well-appointed en suite bathroom for your comfort and privacy. Also upstairs you’ll find two large guest bedrooms, a full bath, a convenient laundry room, and a linen closet. Residents of Hawks Crest enjoy resort-style amenities, including a community pool, clubhouse with outdoor grills, and a playground—all in a prime location. This home is move-in ready. Don’t miss the opportunity to own in one of the area’s most desirable communities. Schedule your private showing today!

1435 Broad Wing Lane, Winter Park
$450,000
3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 1 SubDv. ⋅ 32792 Zip Code
Newly renovated 3 Bedroom 2 Bath in a well establish community of Cedar Ridge. Conveniently located in Winter Park Seminole County. Pool home. The office can easily turn into a 4th bedroom if needed. New tile floors throughout. Open, airy and bright. Updated kitchen with quartz countertop. New stainless steel appliances. New roof 2024, new water heater 2024, whole house plumbing re-piped 2025, electrical panels will be replace prior to closing, and most of the windows are newly replaced/repaired. Spacious Master Bedroom. Oversized 2 car garage attached. No Homeowners Association. Short drive to Park Avenue, Rollins College, UCF and 436.

1932 Houndslake Drive, Winter Park
$460,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code
Welcome to your Winter Park retreat! This spacious single-story ranch offers nearly 2,000 sq. ft. of living space with 3 bedrooms, 2 baths, and a versatile bonus room. The updated kitchen boasts granite counters, stainless steel appliances, and a cozy breakfast area, opening into a bright Florida room perfect for entertaining. The split floor plan ensures privacy, with a generous primary suite featuring a walk-in closet. HVAC about 3 years old and Roof was replaced in 2021 Outside, enjoy a fully fenced yard, ideal for pets and gatherings, plus a 2-car garage and low-maintenance concrete block construction. Zoned for top-rated Winter Park schools—Aloma Elementary, Glenridge Middle, and Winter Park High—this home offers both comfort and convenience. Just minutes from shopping, dining, and parks, this property blends location, lifestyle, and value in one of Central Florida’s most sought-after communities. Don’t miss this move-in ready gem!

2831 Lion Heart Road, Winter Park
$290,000
3 Beds ⋅ 2 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code
Welcome home to 1920 Carrigan Avenue! Located in the highly desirable Winter Park section of Seminole County, this beautifully updated 3-bedroom, 2-bathroom home sits on an oversized 0.22-acre lot with mature trees and no HOA. Inside, you’ll find a modern and inviting space featuring remodeled bathrooms, an updated kitchen with stainless steel appliances, stylish laminate flooring, and fresh paint both inside and out. Major updates include a new AC system in 2023 and PEX piping throughout, offering peace of mind for years to come. Tucked away on a quiet dead-end street, this home is zoned for top-rated Seminole County schools and just minutes from Park Avenue, Winter Park Village, Rollins College, and major roadways like 436, I-4, and 417. Commuting to Downtown Orlando or Orlando International Airport is a breeze. With its unbeatable location, and no HOA fees, this is a rare opportunity you won’t want to miss.

1920 Carrigan Avenue, Winter Park
$340,000
3 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 32792 Zip Code
Welcome to Winter Park! Nestled in a cozy, established neighborhood with NO HOA, this charming 3-bedroom, 2-bath single-family ranch is ready for its next chapter. With a spacious fenced backyard, huge screened-in pool, and a covered patio, this home is perfect for relaxing or entertaining. Inside, you’ll find vaulted ceilings, ceiling fans, and plenty of natural light. The two-car garage provides storage and convenience, while the mature landscaping enhances the home’s curb appeal. This property is a true Winter Park gem and an excellent fixer-upper investment opportunity — ideal for buyers looking to add their own style, renovate, or create long-term rental income. Conveniently located just minutes from SR 417 and UCF. This home offers both comfort and a prime location. Come schedule a showing and find your next home to Bloom in!

5631 Garden Grove Circle, Winter Park
$390,000
3 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code
Impeccably cared for and ready for its next chapter, this Winter Park home blends timeless charm with essential modern updates. The property features a premium paver driveway, double-pane windows, offering both curb appeal and efficiency. Inside, the home has been kept in clean original condition, reflecting years of consistent maintenance and pride of ownership. Major systems have been thoughtfully updated, including a new electrical panel (2024), roof (2018), PEX piping, a water heater (2018), and an AC system (2017). The before mentioned double-pane windows are thoughtfully dressed with plantation shutters for added comfort and privacy throughout. There are two separate living spaces as well as a formal dining, in addition to a wood burning fireplace that centers the kitchen and informal eating and living areas, all dressed with crown molding. Outside, a new vinyl fence enhances the backyard, creating the perfect space for privacy and entertaining. With important improvements already addressed, this property provides a solid foundation for future personalization while remaining comfortable and fully livable as is. A wonderful opportunity to own a well-maintained home in a desirable Seminole County Winter Park location.

5346 Cypress Drive, Winter Park
$270,000
3 Beds ⋅ 3 Baths ⋅ Villas Of Casselberry Ph 2 SubDv. ⋅ 32792 Zip Code
INVESTOR ALERT!!! Charming townhouse with great potential, offering the perfect blend of comfort and convenience. Featuring a spacious open floor plan, and private patio perfect for gatherings. This residence is ideal for both relaxing and entertaining. Located close to shopping, dining, this home provides easy access to everything you need. A MUST SEE... MAKE YOUR APPOINTMENT TODAY!!!

1871 Casselwood Street, Winter Park
$330,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Desirable Winter Park Estates - close to everything! Beautifully updated 3 Bedroom 2 Bath POOL home which is located in a highly desirable school district! Updated Contemporary Kitchen has newer Cabinetry, newer Stainless-Steel appliances, and Granite countertops which connect with the open Living room. Dining area extends to the generous size Family room - Ideal for Entertaining. The home has a newer roof (6 yrs old), newer windows, and updated modern Bathrooms. No mandatory HOA! This property boasts a large pool, 6-car driveway, large covered patio, detached storage building, and a recently serviced a/c (2025).

616 Ellendale Drive, Winter Park
$570,000
3 Beds ⋅ 1 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32792 Zip Code
*** PREMIER LAND OPPORTUNITY on Winter Park, FL*** Don't miss your chance to build your custom home in this highly desirable area, surrounded by multi-million-dollar homes. Value is in the land. Take advantage of an exceptional opportunity to own a prime piece of land in the highly desirable area of Winter Park, FL. Winter Park residents enjoy various amenities, including access to top-notch schools, abundant parks, and a dynamic downtown area filled with shops, Michelin-star restaurants, and cultural venues. Custom home builders will take advantage of taking demolition permits faster with already ongoing process.

407 S Lakemont Avenue, Winter Park
$350,000
3 Beds ⋅ 2 Baths ⋅ Bel Aire Pines SubDv. ⋅ 32792 Zip Code
PRICE JUST REDUCED! A true Winter Park gem in a quiet, tree-lined neighborhood with no HOA! This 3-bed, 2-bath home is well maintained and upgraded, featuring a fully paid 2021 Tesla solar roof, keeping energy costs low. The paver driveway, 2-car garage, and ample street parking offer convenience and curb appeal. Recent updates include new luxury vinyl flooring, fresh interior paint, a remodeled guest bath (2024), modern stainless appliances, and an attractive paver patio/deck. Major systems are newer: roof (2017), HVAC (2021), and water heater (2021). Enjoy a bright, open layout and a spacious backyard—perfect for a future pool or outdoor living area. Located minutes from Park Avenue, top-rated schools, shopping, dining, and hospitals, with easy access to Disney, Universal, Brightline, Amtrak, SunRail, and Orlando International Airport. Three luxury homes being built across the street showcase the area’s strong growth and value potential. A move-in-ready home in one of Central Florida’s most desirable communities!

3117 Shady Pine Avenue, Winter Park
$374,900
3 Beds ⋅ 2 Baths ⋅ Eastbrook Subd Unit No 14 SubDv. ⋅ 32792 Zip Code
Lovely pool home located in Eastbrook. This home features an open floor plan with an abundance of natural light. Recent updates include: A/C unit (2022), electrical system (2022), and a new water heater (2022). Enjoy entertaining on the patio and around the pool in the lush, landscaped backyard. The Eastbrook community is centrally located between Downtown Winter Park, UCF, shopping, and numerous restaurants. Call today to schedule your appointment!

2028 Leanne Court, Winter Park
$365,000
3 Beds ⋅ 2 Baths ⋅ Ridge High 1st Add SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Enjoy a 1% lower interest rate for your first year with our preferred lender! Located in the highly sought after Winter Park area, this home features 3 Bedrooms, 2 Bathrooms was thoughtfully renovated in 2025 by the current owner. Perfect for a first time homebuyer or investor looking for a move-in ready, low maintenance property! Updates include a New Roof (2023), New LG Kitchen Appliances (2025), Exterior Paint (2022), Interior Paint (2025), New LVP Flooring (2025), New Window Blinds (2025) and the whole house was re-plumbed in 2012. From the moment you step inside, you’re welcomed by an open-concept living space with a beautifully updated kitchen that flows directly into the living room. The kitchen features white shaker cabinets, new LG stainless steel appliances, granite countertops and an island. The combined living and dining space features beautiful light oak vinyl flooring and an abundance of natural light. The primary bedroom features a nicely updated en-suite bathroom with a walk-in shower. Outside, you will find a fully fenced in backyard with a large shed for all your storage needs! Location? It doesn’t get better! You are a short 12 min drive to Winter Park's sought-after Park Ave, 6 min to Interlachen Country Club, and a 22 min drive to Downtown Orlando. Plus, you have some of the area’s best restaurants, shopping, nature parks and local Farmer's Markets - keeping convenience and entertainment at your fingertips. Zoned for Seminole County Schools!

2320 High Street, Winter Park
$358,000
3 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 3 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bath home in the Villas of Casselberry. Inside, you’ll find a bright and functional floor plan with comfortable living spaces, a convenient 1-car garage, and extra outside storage. Thoughtful updates throughout make this home move-in ready from day one. New roof 6/2025, new driveway, fenced in back yard, new kitchen with quartz countertops, vinyl flooring throughout. Step outside to enjoy the fully fenced backyard and private rear patio—ideal for gatherings, pets, or simply relaxing outdoors. With low HOA fees, this home is a fantastic opportunity for first-time buyers, downsizers, or investors. Perfectly located near top-rated Seminole County schools, UCF, Full Sail University, OIA, and the shops and dining of Winter Park’s Park Avenue, you’ll love the balance of convenience and comfort this home provides.

1827 Blaine Terrace, Winter Park
$332,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code
Step into the charm and comfort of this inviting 3-bedroom, 2-bath Winter Park home, where every space is designed to blend functionality with the warmth of Florida living and the freedom of no HOA. From the moment you walk in, you’re greeted by bright and open gathering spaces including a welcoming living room, a cozy breakfast nook, and a spacious dining area that flows seamlessly into the kitchen. The kitchen is a true highlight, featuring a large walk-in pantry for abundant storage and a built-in table nook perfect for getting work done, studying, or creating a small home office. Enjoy the outdoors year-round with two screened living spaces, a charming front porch ideal for morning coffee and an oversized screened lanai that’s perfect for entertaining or relaxing. The fully fenced backyard, shaded by mature trees, offers privacy and a peaceful retreat for gatherings, pets, or simply unwinding after a long day. Recent improvements include a new roof in June 2021, full plumbing replacement in May 2025, and an electrical panel replaced in November 2022. An oversized 420-square-foot one-car garage with a built-in workshop adds plenty of space for storage, hobbies, or projects. Ideally located near Winter Park’s most desirable attractions, you’re just minutes from boutique shopping, fine dining, and cultural experiences along Park Avenue, the scenic Winter Park Chain of Lakes, and Mead Botanical Garden. Winter Park Village offers retail, restaurants, and a movie theater, while Rollins College, local parks, and trails provide year-round recreation. With convenient access to major roadways, commuting to Orlando and surrounding areas is a breeze. This home truly delivers a lifestyle that combines comfort, charm, no HOA, and an unbeatable location.

3490 Bougainvillea Drive, Winter Park
$285,000
3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code
Welcome to 2462 Harbour Way, a beautifully maintained single-story townhome nestled in the highly sought-after Windward Square community of Winter Park. This move-in ready 3-bedroom, 2-bathroom home offers comfort, style, and convenience—all in one of Central Florida’s most desirable areas. Step inside to discover a sunlit dinette that flows seamlessly into a spacious kitchen, featuring gleaming granite countertops and stainless steel appliances—perfect for everyday meals or entertaining guests. The inviting living room is accented by a unique atrium that fills the space with natural light, creating a bright and airy ambiance throughout. The private primary suite includes a walk-in closet and en-suite bathroom, providing a peaceful retreat at the end of the day. Two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy Florida living year-round on your covered back porch and fully fenced patio—ideal for relaxing, grilling, or gathering with friends and family. Tile flooring throughout and NEW ROOF in December 2021. Windward Square offers low HOA fees and fantastic amenities, including a community pool, clubhouse, tennis court, shuffleboard, and playground. Plus, this prime location puts you close to top-rated schools, major universities, shopping centers, dining destinations, and easy access to major highways, Downtown Orlando, and Orlando International Airport—all within a 30-minute drive! Don't miss this opportunity to own a beautiful home in this desirable community in Winter Park. Schedule your private showing today!

2462 Harbour Way, Winter Park
$350,000
3 Beds ⋅ 2 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code
Welcome to this quaint 3 bedroom, 2 bath property in the heart of Winter Park. Bring your imagination and design for a home you'll love, because this block home is the perfect blank slate. The large, open living/dining combination is perfect for entertaining or multi-functional living spaces. Additionally, an oversized, screened back porch provides indoor-outdoor living opportunity to enjoy the large, serene backyard. This lot backs up to the Interlachen Country Club, which is landscaped for privacy so the new owners will enjoy their space without any rear neighbors. Each of the two secondary bedrooms are outfitted with custom built-ins, perfect for office space(s), but could also be transformed into functional bedrooms. There is original terrazzo in the home as well as recently updated (2021) luxury vinyl flooring in the kitchen and living spaces. New owners will appreciate additional updates such as a 2022 roof and 2023 HVAC. The kitchen was renovated with quartz countertops and new cabinetry in 2021. This home is zoned for Seminole County Public Schools, which is consistently rated as the top school district in all of Florida. Only 1 mile from the nearest Publix, 0.5 miles from the Winter Park YMCA, and 30 minutes from Orlando International Airport, this home is conveniently located to the best of Orange and Seminole County's shopping and dining.

5128 Lake Howell Road, Winter Park
$399,900
3 Beds ⋅ 2 Baths ⋅ Laurel Spgs SubDv. ⋅ 32792 Zip Code
Welcome to 7553 Laurel Springs Drive! Whether you’re buying your first home or searching for an investment opportunity in a stable market, 7553 Laurel Springs Dr is well worth considering. This charming single-story gem, nestled in a quiet, desirable Laurel Springs neighborhood, features 3 Bedrooms/2 Full Bathrooms in a thoughtfully designed split layout, offering both privacy and convenience. The open yet intimate backyard is ready for personal landscaping, entertaining, or play! Close proximity to parks, shopping, dining, and major commuting routes — this property is Florida living at its finest. A perfect blend of classic charm, solid structure, and great potential—all situated in a welcoming Winter Park setting. Schedule your showing TODAY to see everything it has! NO HOA!!!

7553 Laurel Springs Drive, Winter Park
$360,000
3 Beds ⋅ 2 Baths ⋅ Autumn Glen SubDv. ⋅ 32792 Zip Code
Welcome to your new Winter Park home! Located in the highly sought-after community of Autumn Glen, this beautifully maintained property offers peace of mind and modern comfort with a new roof, newer A/C system, updated plumbing, and a remodeled kitchen featuring granite countertops, stainless steel appliances, and a spacious pantry. The L-shaped living and dining area boasts vaulted ceilings, perfect for both relaxing and entertaining. The primary suite includes a walk-in closet and sliding doors that lead to the covered and screened patio. Enjoy a split-bedroom layout with generously sized guest rooms, ceiling fans throughout, and a 2-car garage. The fenced yard provides privacy and room to enjoy the outdoors. The community is located just around the corner from Red Bug Elementary, Tuskawilla Middle and Lake Howell High School.. Other community features include tennis/pickleball courts, a playground, and a gazebo overlooking the community pond—perfect for bringing your fishing pole. If you're looking for the right house in the right location, this is the one.

1767 Meadowgold Lane, Winter Park
$375,000
3 Beds ⋅ 2 Baths ⋅ Willa Grove SubDv. ⋅ 32792 Zip Code
Welcome to 1734 Willa Circle. Come check out this beautifully landscaped 3 bedroom 2 bathroom split plan home. Exterior painted in 2025. Brand new water heater installed 2025. Blown insulation added in 2024. Roof replaced in 2021 with 3rd nail in hurricane straps for lower insurance rates. Plumbing re-piped in 2014. Completely renovated master bathroom with marble countertop double vanity. Split bedroom plan. Monitored, wired smoke detector and alarm system in place. Large screened porch views your peaceful backyard oasis. Quiet neighborhood with no through traffic and no homeowners association. Great Tuskawilla area schools. Located just minutes from Publix, WalMart grocery, Oviedo Mall area shopping district, lots of restaurants. Walking distance to Tuskawilla Middle School and Lake Howell High School. Easy access into downtown and the MCO airport via highway 417.

1734 Willa Circle, Winter Park
$417,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bathroom block ranch home in Winter Park Pines. Nestled behind a stunning mature oak tree, this home offers comfort, charm, and convenience in one of Central Florida’s most desirable communities. The large driveway leads to a 2-car garage ensuring plenty of space to park for you and your guests. Step onto the covered front porch and into a thoughtfully designed layout. A comfortable, open dining room and kitchen greet you just off the entryway to the right, perfect for hosting or everyday living. The kitchen flows naturally into the spacious living room with plenty of natural light, providing a warm and inviting gathering space. Down the hall, you’ll find an updated full guest bathroom with a shower/tub combo and two comfortable guest bedrooms. The private master suite is situated at the end of the hall, and offers an updated attached bathroom with a walk-in shower. Enjoy Florida living year-round in the screened-in back porch or relax in the private, fenced-in backyard—ideal for pets, family time, or entertaining. A newer roof (December 2023) offers peace of mind for the future. Windows throughout the home include beautiful plantation shutters. The home is situated in a sought-after school zone—including Winter Park High—and just minutes from Cady Way Trail, Ward Park, Cady Way Community Pool, Lake Baldwin Dog Park, Winter Park Pines Golf Club, and Park Avenue which offers shopping, dining, and entertainment. This home is ready for its next owners, so schedule your appointment today!

2774 Banchory Road, Winter Park
$545,000
3 Beds ⋅ 2 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully maintained original-owner home nestled along the Winter Pines Golf Course! This property boasts breathtaking golf course views, a newly extended rear patio, and timeless curb appeal with cedar siding that enhances its warm, inviting character. Inside, you'll find all-new flooring throughout, a custom kitchen with solid wood cabinets, and abundant natural light filling every room. The family room features a cozy fireplace, perfect for relaxing or entertaining. Enjoy a quiet cup of coffee in the morning while in the sitting area with views of the perfectly landscaped backyard and golf course. The AC is only 2 years old and the home was replumbed in June 2025. Don’t miss this rare opportunity to own a lovingly cared-for home in one of Winter Park’s most sought-after locations! For a 3-d tour of this home, click on Virtual Tour 2.

1123 Fairway Drive, Winter Park
$425,000
3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code
Welcome to a charming and beautiful 3-bedroom, 2-bathroom home in one of Winter Park’s most convenient and sought-after locations! This home features hardwood floors throughout, on-trend paint colors, and stylish cabinetry that give it a fresh, modern feel. The oversized drive-through 2-car garage offers ample space for vehicles, storage, or even a workshop setup. Step out back to enjoy the expansive 35-foot screened patio—a perfect spot for relaxing or entertaining year-round. You’ll love the unbeatable walkable lifestyle, with shopping, dining, grocery stores, banking, and AdventHealth Winter Park all just around the corner. Plus, you’re only minutes from Park Avenue, Rollins College, the Winter Park YMCA, and Lakemont Elementary School. This home combines comfort, style, and location—making it a must-see for anyone looking to enjoy the best of Winter Park living!

524 Byron Road, Winter Park
$468,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Mid-Century Modern vibes in this spacious 3 bedroom, 2 bathroom home with an innovative courtyard design that offers scenic views of the expansive lot from almost every room. The house is nestled under a canopy of mature trees on one of the largest lots in Winter Park Pines. Kitchen and baths are original but recent updates include: ROOF 2019, HVAC 2017, REPLUMBED 2009, GARAGE DOOR REPLACED, LAMINATE FLOORING 2014, INTERIOR PAINT 2025, UPDATED VINYL WINDOWS AND SLIDING DOORS 2015(MOST). The L-shaped formal living and dining rooms feature terrazzo floors and the living room has a vaulted ceiling and sliding doors into the private courtyard. The kitchen features a pass-through window into the courtyard for all of your outdoor entertaining options as well as a nook space ideally suited for a booth, breakfast table or a special piece of furniture. The adjacent family room is anchored with a brick wood burning fireplace and hearth, and another set of sliding doors into the courtyard. The primary suite has a large walk-in closet, a spacious en-suite bath and sliding doors overlooking the enormous rear yard. The house and lot have endless potential and are ready for your personal touch. The oversized lot is perfect for a pool, swing set, pets or sporting activities. Ideally situated just minutes from the shops and restaurants of Park Avenue, Rollins College, UCF and Full Sail Universities, the Cady Way Trail, Winter Pines Golf Club, and a short drive to downtown Orlando and Orlando International Airport.

541 London Road, Winter Park
$530,000
3 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code
Welcome to 7682 Glenmoor Lane – Located in the established community of Glenmoor, zoned for Winter Park HS, Maitland Middle and Lakemont Elementary. This beautifully renovated Winter Park gem is situated on a generous 0.26-acre lot, this stunning single-family home blends timeless style with modern updates throughout. Step inside to discover custom tile flooring, solid wood cabinetry in both the kitchen and bathrooms, and custom tile work that adds elegance to every space. The thoughtfully designed kitchen features a sleek exhaust system, while the laundry room offers built-in cabinets and a desk—perfect for added functionality. The backyard is your private retreat, complete with a covered patio, expansive wood deck, and a gorgeous pool built in 2022, surrounded by a paver deck ideal for entertaining. A dedicated shed provides additional storage, and the spacious yard offers endless possibilities. Major upgrades include a new roof (2018), AC (2022), and water heater (2022), ensuring peace of mind for years to come

7682 Glenmoor Lane, Winter Park
$598,000
3 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Charming Pool Home in Prime Winter Park Location Welcome to 2758 Banchory Road — a true gem nestled in the heart of the desirable Winter Park Pines community. This beautifully maintained 3-bedroom, 2-bath ranch-style home offers the ideal combination of comfort, privacy, and location. With a private swimming pool, lush landscaping, and no direct front neighbors on a quiet cul-de-sac street, this home is perfect for families or anyone seeking tranquility just minutes from city conveniences. Property Highlights Spacious backyard featuring a private pool—perfect for Florida living and entertaining. Fully fenced yard with a storage shed and dedicated area for pets or gardening. Open-concept layout with natural light, mature trees, and charming curb appeal. Located steps from the Cady Way Trail, ideal for biking, jogging, or weekend strolls. Unbeatable Location Just minutes to Downtown Winter Park with boutiques, restaurants, Rollins College, and Park Avenue. Close to Winter Pines Golf Club, Cady Way Park, and public tennis courts. Easy access to Baldwin Park, Full Sail University, Advent Health Winter Park, and the 417 expressway. Top-Rated School Zone Located within the Orange County Public Schools district, this home is zoned for: Aloma Elementary School (PK–5) ~ 0.7 miles Glenridge Middle School (6–8) ~ 1.6 miles Winter Park High School (9–12) ~ 0.6 miles Highly rated with International Baccalaureate (IB) and Advanced Placement (AP) programs Private schools nearby include Trinity Prep, Geneva School, Chesterton Academy, and St. Margaret Mary K–8. Why You’ll Love It Relax and entertain year-round with your private pool and covered patio. Walkable to trails and parks, bikeable to schools, and 10 minutes to Park Avenue. Family-friendly neighborhood with strong community feel and no HOA. A rare combination of location, schools, and lifestyle opportunities. “Solar panel debt is $70k and must be assumed by Buyer". Whether you’re relocating, downsizing, or looking for the perfect place to raise a family, this Winter Park beauty has it all. Schedule your private tour today!

2758 Banchory Road, Winter Park
$638,250
3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
Welcome Home to your charming abode in Winter Park! This courtyard home is cozy, warm and inviting and waiting for you to make it yours. Well maintained, this home is move in ready! Walk into the foyer and you'll be greeted by cherry wood flooring as you step into the living room with high ceilings, beams, and a cozy fireplace. The living room is perfect for family meals, the dining space is connected to the living room and overlooks the golf course view. The Kitchen includes updated stainless steel appliances and a dining area to enjoy a meal with serene views. Down the hall are two generously sized bedrooms a laundry room and guest bath. Wake up overlooking your golf course view. The primary bedroom is your private oasis. The bathroom features double sinks so you don't have to share and an updated shower (updated 11/2024) This bedroom is also oversized with room for a King bed, and an additional sitting area. Location is everything, minutes to Semoran and University makes your commute easy, located in Winter Park Pines, a short distance from Cady way trail, and all the shopping and dining Baldwin and Winter Park have to offer. Come tour your dream home today! New Roof in 2020, Repipe in 2024, and HVAC updates in 2021/ Please note Patio Furniture in courtyard is included in current price.

1536 Golfside Drive, Winter Park
$365,000
3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 3 SubDv. ⋅ 32792 Zip Code
Nestled in the highly desirable Winter Park, Florida, 2008 Nottingdale Lane presents a meticulously updated and move-in-ready single-family home. This delightful residence offers 3 bedrooms and 2 bathrooms within a comfortable 1,278 square feet of living space, all without the encumbrance of a Homeowners Association (HOA). Situated on a generous 0.24-acre lot, the property boasts a fully fenced rear yard, providing privacy and ample space for outdoor enjoyment. Built in 1980, the home features classic block construction complemented by an appealing brick front exterior, ensuring enduring quality and curb appeal. Step inside to discover a functional layout designed for contemporary living. The heart of the home, the kitchen, has been beautifully updated with stainless steel appliances, gleaming granite countertops, and an abundance of rich wood cabinetry. The spacious master suite offers a private retreat, complete with sliding doors providing direct access to the rear patio, while the master bathroom has been elegantly remodeled. An expansive screened lanai extends the living space outdoors, creating an ideal setting for entertaining, al fresco dining, or simply relaxing in the Florida sunshine. This home is truly turnkey, featuring a freshly painted interior and exterior, an updated electrical panel, and modern lighting and fixtures throughout. Significant recent upgrades include a new water heater installed in July 2025, an AC system from 2018, and a roof from 2011, providing peace of mind for years to come. The established neighborhood offers unparalleled convenience to major roadways including 417, 436, Red Bug Lake Road, and Howell Branch Road, ensuring effortless commutes. Enjoy easy access to a diverse array of restaurants, shopping destinations, and local amenities, all while benefiting from the desirable Seminole County school district. This exceptional property offers a prime opportunity to experience the quintessential Winter Park lifestyle.

2008 Nottingdale Lane, Winter Park
$405,000
3 Beds ⋅ 2 Baths ⋅ Suburban Homes Sec 2 SubDv. ⋅ 32792 Zip Code
Tropical Vibes + Total Privacy in Winter Park! A rare find, indeed!! Tucked away at the very end of a quiet cul-de-sac, this charming block construction home offers the ultimate in peaceful vibes, comfort, and Florida living. Built in 1973, this one-story gem offers timeless durability with the added benefit of modern comfort and unmatched privacy. Set on a beautifully landscaped, oversized lot (0.34 acres) and surrounded by mature landscaping, flowering trees, and bamboo, you'll feel like you've been swept away to your very own tropical retreat while you unwind in the tranquil atmosphere by your private pool. Nestled among lush greenery, the soothing hush of nature, and shaded under a large screened enclosure and covered patio — the backyard is perfect for year-round entertaining or relaxing in the peace and quiet of the secluded neighborhood. The kitchen has been recently renovated with custom stone countertops and shaker-style cabinetry, while both bathrooms have been freshly updated with modern finishes. Located within the Winter Park school district — including Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High — this home is ideal for those looking for a quiet, established neighborhood with no through traffic. Whether it's a tranquil retreat or a place to create lasting memories, 5234 Ohio St offers a rare blend of location, privacy, and potential. Don’t miss your chance to own this slice of paradise — schedule your private showing today!

5234 Ohio Street, Winter Park