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$849,990
4 Beds ⋅ 4 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Stunning, one of kind, 4/4 Winter Park pool home loaded with upgrades! ROOF, AC & WATER HEATER (2020), NEW FLOORING, KITCHEN & BATHS (2025), QUARTZ COUNTER TOPS (2025) FRESH INTERIOR PAINT (2025) & EXTERIOR (2023). Enjoy NEW DRIVEWAY PAVERS, FRONT YARD IRRIGATION (2025), REPLACEMENT WINDOWS & FRENCH DOORS (2016). Largest old school POOL in the neighborhood (20x40) RESURFACED (2016) with NEW PUMP (2023). LED RECESSED LIGHTING (2025). Upgrading LED LIGHTING (2025) Rear addition (Man Cave) is perfect for entertaining with newly installed quartz counter top bar area. UPGRADED ELECTRICAL PANEL (2024) REPLUMBED (2016) Close to coveted Winter Park High, Aloma Elementary, Hospitals, SR 436, Full Sail University, Golfing, Dining and Entertainment. Move-in ready with modern finishes inside & out! Listing Agent is the owner of the property, SELLER may OFFER CONSESSIONS WITH AN ACCEPTABLE OFFER!

730 S Ranger Boulevard, 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
$700,000
4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
MULTIPLE OFFERS. The Sellers are calling for highest and best offer submissions by Monday, September 15th at 5:00 PM. Golfside living, beautifully reimagined. From the moment you step inside, your eyes are drawn to serene water and golf course views — a daily reminder of why this address is so special. This 4-bedroom, 2-bath retreat in Winter Park Pines marries timeless charm with thoughtful modern updates — from the warmth of a wood-burning fireplace to a dream kitchen dressed in quartz, honeycomb tile, and designer lighting. A versatile dining or flex space invites effortless entertaining or the perfect work-from-home setting. The Florida room, bathed in natural light, creates a seamless connection between indoor comfort and the picturesque landscape beyond — a space to linger over morning coffee or unwind at sunset. The primary suite feels like a private sanctuary with peaceful views of the water and rolling fairways. Its en-suite bath, fully reimagined in 2023, offers dual vanities, shiplap accents, and a glass walk-in shower with rainfall and handheld features — a retreat designed for pure exhale. Three additional bedrooms, well-appointed with ceramic flooring and ceiling fans, provide both comfort and flexibility. A second fully renovated bath shines with brushed gold fixtures, quartz vanity, and carefully curated tile work. Step outside to the brick paver patio with motorized retractable awning, where mornings glow and evenings linger against a backdrop of water and golf course greens. A city-permitted fenced side yard adds storage for a boat, camper, or weekend toys. This home’s updates bring peace of mind: new roof (2024), dual hybrid water heater (2024), garbage disposal (2025), plumbing upgrades (2020–2025), all-new ductwork and insulation (2022), new garage door motor and springs (2025), plus a serviced HVAC system every 6 months. Ideally located near Winter Park Pines Golf Club, Cady Way Trail, pool, playground, tennis and pickleball courts, Ward Park, and A-rated schools (Brookshire Elementary, Glenridge Middle, Winter Park High), this home is equally close to Rollins, UCF, and Full Sail. With Park Avenue, AdventHealth Winter Park, Crosby Wellness, and everyday shopping minutes away, where convenience meets connection. Practical and picturesque. Light-filled and lifestyle-rich. A Winter Park home where every detail — and every view — feels like home.

1729 Golfside Drive, 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
$165,000
2 Beds ⋅ 2 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code
Welcome to easy, low-maintenance living in the heart of highly sought-after Winter Park! This charming 2-bedroom, 2-bath second-floor condo features a smart, functional layout and an unbeatable location just minutes from everything Central Florida has to offer. Major updates include a 2019 water heater, HOA-completed roofing and plumbing improvements (2019), plus a whole-home warranty for added peace of mind. Step inside to bright, spacious living and dining areas filled with natural light—perfect for relaxing or entertaining. The covered balcony extends your living space outdoors, offering an ideal spot for morning coffee or unwinding in the evening. The primary bedroom includes a private en-suite bath, while the second bedroom is served by a full guest bathroom—great for a roommate, visitors, or a home office. In-unit laundry adds everyday convenience. The well-kept community provides plenty of amenities, including two sparkling pools, a clubhouse, and a fitness center, making it easy to enjoy a comfortable and active lifestyle. Ideally located just south of Howell Branch Road, you’ll be moments from shopping, dining, Park Avenue, Rollins College, and major highways—keeping the best of Central Florida right at your fingertips. Whether you're a first-time homebuyer, looking to downsize, or seeking a smart investment, this Winter Park condo offers the perfect blend of comfort, convenience, and value.

224 Lewfield Circle, Winter Park
$139,500
1 Beds ⋅ 1 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code
PRICE IMPROVEMENT!! What better value! Accepting offers. Clean, Crisp and Fresh! Welcome home! NEWLY RENOVATED BATHROOM on deck. Is Winter Park your destination or desire? Investment Potential, Student Sanctuary or just a long-awaited life. Centrally located at your fingertips. Location, Lifestyle, Luxurious Zip Code, Friends, Culture and Community. Discover an unparalleled opportunity to own a piece of prime real estate in the heart of Winter Park, Florida. This beautifully appointed condo apartment is located within a vibrant, amenity-rich HOA community offering a perfect blend of convenience and value. Whether you're a first-time buyer, a savvy investor seeking strong rental return, a student prioritizing location and community or a loving and supportive parent wanting to be closer to your excelling child, this unit checks every box, all at an exceptional, reasonable price point. The very best luxury boutiques, fine dining, sidewalk cafes, and vibrant art festivals. Instant access to top tier schools and hospitals. Directly across from Full Sail University, minutes to Rollins College, UCF, Valencia College and major medical centers like AdventHealth and Orlando Health facilities, making it ideal for any resident, and or faculty. Transportation is easily accessible to Downtown Orlando where the famous Lake Eola Park is, Winter Springs, Oviedo, The Orlando International Airport, Cady Way Trail, biking, hiking, swimming, volleyball, pickleball, tennis and painting at The Crealde School of Art. There's just so much within reach. Explore local gatherings, social events and community connections. For all investors, strong rental income potential and appreciation value. There's low maintenance and worry-free ownership opportunities. Let's build a portfolio together or get you owning immediately. Let's get your private tour scheduled.

3019 Antique Oaks Circle Unit 124, Winter Park
$157,500
1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code
Enjoy Winter Park lifestyle in this fabulous 1 bedroom, 1 bath condo. Built in 1973 with a clean and well-planned 678 sq.ft. Floor plan. Featuring a seamless mix of Laminate flooring and carpeting, this condo offers a welcoming atmosphere that’s both functional and inviting. The kitchen comes fully equipped with a stove, refrigerator, and microwave, making meal prep effortless from day one. The oversized bedroom comes with stackable washer an dryer and large closet. Enjoy all your community amenities including a sparkling pool, tennis courts, and 24/7 fitness center. The HOA covers water, sewer, trash removal, Internet, cable, Wi-Fi and common area pest control, while the pool is maintained for your enjoyment. A convenient on-site laundry room features two washers and two dryers free of charge, and the clubhouse is available for rental for gatherings or events. Situated in a prime Winter Park location, this condo keeps you close to grocery stores, shopping centers, and major routes like the 408, Semoran Blvd and route 50 for quick access across the area. Whether relaxing at home or exploring nearby amenities, this condo combines comfort, style and convenience seamlessly.

150 Lewfield Circle Unit 150, Winter Park
$415,000
4 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code
Charming 4-Bedroom, 2-Bathroom Home in Winter Park's Casa Aloma Discover the perfect family retreat in the heart of Winter Park’s coveted Casa Aloma neighborhood. This beautifully updated 4-bedroom, 2-bathroom home offers the ideal blend of comfort, style, and functionality. Nestled on a lush lot with mature landscaping, the property is highlighted by a double-car garage and plenty of room for family living. Recent upgrades mean you can move in with peace of mind: a complete re-pipe in 2023, a new roof in 2021, and a modern HVAC system also installed in 2021. Step inside to find a spacious formal living room, where sliding glass doors lead out to a serene screened-in patio—perfect for entertaining or relaxing. The adjacent dining room sets the scene for family meals, while the fully updated eat-in kitchen features sleek stainless-steel appliances and another set of sliding doors opening to the patio, flooding the space with natural light. The kitchen flows seamlessly into a cozy family room, offering an inviting space to unwind. From here, three well-sized bedrooms share a full bathroom complete with double vanities. The large primary bedroom provides a private sanctuary with its own en-suite bathroom featuring a walk-in shower and ample closet space, including his-and-her closets for added convenience. Outside, the fenced backyard offers a safe haven for kids, pets, or your gardening passions. Conveniently located near Winter Park’s renowned shopping, dining, and the vibrant Park Avenue, this home truly has it all. Don’t miss the opportunity to make it yours! All information taken from the tax record, and while deemed reliable, cannot be guaranteed.

2681 Tierra Circle, 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
$87,000
1 Beds ⋅ 1 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code
Don't miss this opportunity! Great location with easy access to UCF, Valencia College, Full Sail University. Close to airport and an abundance of shopping and dining.

253 Scottsdale Square Unit 253, 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
$285,000
2 Beds ⋅ 2 Baths ⋅ Fernbrook Trails Ph 3 SubDv. ⋅ 32792 Zip Code
Completely Renovated 2 bedroom and 2 bath Townhome in Winter Park! Welcome to 7777 Fernbrook Way, a beautifully updated 2 bedroom, 2 bath home in the desirable Fernbrook Trails community. This move-in ready property has been fully renovated with high-end finishes, modern conveniences, and thoughtful upgrades throughout. Step inside to find tile flooring throughout (2023), freshly retextured ceilings, and energy-efficient LED lighting. The open kitchen features new cabinets with quartz waterfall countertops (2023), LG stainless steel appliances (2021), and updated LED spotlights. Bathrooms were refreshed with new vanities and toilets (2021), and all matching ceiling fans were installed in 2021. Major systems are updated for peace of mind, including a new AC (2021), new windows and sliding glass door (2024), and French drain with sump pump system (2025). Additional improvements include upgraded baseboards, matching blinds, new exterior LED lights, an added shed, and fresh sod in the backyard. The home also comes with a transferrable active termite bond. Roof 2021 Outside, enjoy a private backyard with mature landscaping and low-maintenance living in a well-kept community close to schools, shopping, and major roadways. This is truly a turnkey Winter Park home—every big-ticket upgrade has already been done for you. Don’t miss the opportunity to make it yours!

7777 Fernbrook Way, Winter Park
$935,000
5 Beds ⋅ 3 Baths ⋅ Lake Waunatta Village SubDv. ⋅ 32792 Zip Code
Stunning Lakefront Retreat in Winter Park! Welcome to your dream home on beautiful Lake Waunatta! This spacious and upgraded 5-bedroom/1-office/3-bathroom lakefront property offers over 3,850 sq. ft. of living space (5,113 sq. ft. total) on a nearly half-acre lot with ~100 feet of private shoreline. Enjoy breathtaking lake views from multiple rooms and the balcony. Open floorplan offers flexible living arrangements. Enjoy morning coffee/tea from the Florida Room to take in the glorious sunrise over the lake! Perfect for entertaining or relaxing, this home features a large, updated kitchen with an eat-in area, formal dining room, expansive living/family room, and a bright Florida Room with a stunning view. The large master suite is a luxurious retreat with a marble shower and a jacuzzi tub. Step outside to a huge dock with a covered boat house with powered lift, two jet ski lifts, and plenty of space to watch beautiful sunrises, rocket launches, and fireworks. The backyard is shady, spacious, and serene — perfect for morning sunrises or afternoon relaxation. Lake Waunatta is a ~72-acre private, spring-fed lake with no public access. It’s ideal for powerboating, jet skiing, windsailing, paddleboarding, and fishing. The property sits on an elevated lot that provides stunning lake views and minimizes flooding concerns. The home was extensively renovated and expanded in 2003, including updated plumbing, electrical, and structural additions. Recent upgrades include a new roof, new windows, sunshades, and new AC unit. Located on a quiet, limited-access street, you’re just minutes to Publix, Target, parks, restaurants, and top-rated schools. Easy access to Full Sail, UCF, Downtown Orlando, and airports. Don’t miss this rare opportunity to own a private slice of lakefront paradise, and to enjoy the best Florida offers, right from your backyard! This home offers the best value on a natural private ski lake in Winter Park!

7706 Waunatta Court, Winter Park
$465,000
4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code
ENTERTAINING ALL OFFERS! This beautifully updated 4 bedroom, 2 bathroom, 2 car garage home offers modern style, thoughtful upgrades, and a prime location just steps from the neighborhood elementary school. From the moment you arrive, you’ll notice the curb appeal of the corner lot framed by mature trees and a newer white vinyl fence. Inside, the home features a spacious split floor plan with wood-grain laminate flooring, recessed lighting, and UPDATED fixtures throughout. The custom kitchen is a chef’s dream with granite countertops, white cabinetry, a large island, stainless steel appliances, and a perfect sized pantry—seamlessly opening to the dining room AND great room for effortless entertaining. Retreat to the oversized owner’s suite with a SPA-LIKE private bath showcasing custom tile work, dual vanities, and a his-and-hers closet. Secondary bedrooms feature large closets and share a beautifully updated bathroom, as well. The home also offers formal living and dining spaces for flexible living. Step outside to enjoy a fully screened patio with stunning tile flooring—perfect for relaxing or hosting guests year-round. Peace of mind comes with a NEWER roof, NEWER A/C, and NEWER water heater, as well as updated double-paned WINDOWS, with beautiful wood blinds and elegant touches like 5 inch baseboards and serene colors throughout. The home comes complete with a functioning Rainbird irrigation system, as well. Don’t miss the chance to own this move-in ready home combining style, function, and comfort in one perfect package!

7104 Wrenwood Way, Winter Park
$140,000
1 Beds ⋅ 1 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code
Very well maintained cozy condo in Winter Park. This condo has one bedroom, and one bathroom. Living area has beautiful laminate flooring in the bedroom, family, room, and dining area, Kitchen and bathroom are tile. Appliances that stays are washer, dryer, fridge, oven, microwave, and ceiling fan! Basically just pack your bags, and move right in! This condo also features a storage room, and a screened in patio area that opens up to a beautifully landscaped courtyard. The complex has a clubhouse that you can rent out for a party, and a community pool. Association fees cover the sewer, water, trash, ground, and pool maintenance. There is a private mailbox in the front porch. Roof was replaced in 2022. This is located in a great location. Come and see it for yourself, schedule an appointment today!!!

4960 Tangerine Ave. Unit #4960 Unit N/A, Winter Park
$180,000
2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
Beautifully updated first-floor condo in the sought-after Four Seasons community. Step inside to a bright, inviting open floor plan with laminate floors, a spacious living room, separate dining area, and a kitchen featuring white cabinetry, granite countertops, and access to the outdoors. The large primary bedroom includes a walk-in closet and updated en suite bath, and the second bedroom is generously sized with access to an updated hall bath. Enjoy a cozy screened porch with a laundry closet and serene views of lush green space. Four Seasons offers tennis courts, three sparkling pools, and a prime location near shopping, dining, and just minutes to downtown Winter Park.

200 Saint Andrews Boulevard Unit 1901, Winter Park
$310,000
2 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code
***MULTIPLE OFFERS...SELLER CALLING FOR HIGHEST AND BEST BY SUNDAY, AUGUST 17TH AT 12PM***INVESTOR SPECIAL OR FIRST-TIME BUYER OPPORTUNITY! Bring your vision and a little TLC to unlock the full potential of this charming 2-bedroom, 2-bathroom home on an OVERSIZED .27-acre lot with NO HOA fees. Whether you’re looking to renovate and resell, rent for income, or create your own dream home, this property is a rare find. Step inside to discover a thoughtful split-bedroom layout. The entry opens to a hall with a full bath, a generous WALK-IN LINENN CLOSET, and one secondary bedroom, while the primary suite sits to the right, featuring a private bath with a walk-in shower and a SPACIOUS WALK-IN CLOSET. The main living area is light and bright, with NEW SLIDING CLASS DOORS leading to a COVERED PORCH and TWO NEW WINDOWS framing the space. The kitchen, located just off the family room, offers a cozy window over the sink with a BUILT-IN GREENHOUSE LEDGE—perfect for fresh herbs or cheerful plants. All of this is tucked into a quiet, PEACEFUL NEIGHBORHOOD just minutes from WINTER PARK'S VIBRANT DOWNTOWN, TOP-RATED SCHOOLS, beautiful parks, shopping, dining, and easy access to Full Sail University, UCF, Valencia College, and major highways. Don’t miss this opportunity to invest in a great location with endless possibilities! Roof-2009, HVAC - 2022

7642 Glenmoor Lane, 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
$89,750
2 Beds ⋅ 3 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code
Tucked away in Winter Park setting, this well-maintained 2-bedroom, 2.5-bathroom condo offers a blend of privacy and convenience. Enjoy quiet moments on the porch or the private balcony off the primary suite. The thoughtful layout features main living areas and a half bath on the first floor, with both bedrooms and two full baths upstairs for comfort and separation. Ideally located just minutes from 408, 417, UCF, Valencia, and Full Sail, this move-in-ready home places you close to everything while feeling worlds away. A quiet retreat, ready to welcome its next owner.

3002 George Mason Avenue Unit 3, Winter Park
$162,000
2 Beds ⋅ 3 Baths ⋅ Hidden Oaks Condo Ph 02 SubDv. ⋅ 32792 Zip Code
Sought after Winter Park Location! 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community. 1,031 sq. ft. newer roof installed in 2023. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Top schools such as Aloma Elementary, Glenridge Middle School, and Winter Park High School. Whether you're looking for a place to call home or a smart investment, this gem combines timeless design, modern updates, and unbeatable location. Don’t miss this opportunity!

7444 Woodburn Court Unit 29, 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
$660,000
4 Beds ⋅ 3 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code
**VA Assumable**A HIDDEN GEM nestled on Lake Deeks in Howell Estates! You have lake access from your back yard! As you enter your new home you will be captivated by the abundant natural light and the spacious open floor plan. The beautiful vintage front door signals this home is full of wonderful and unique touches. Pictures include a floor plan to show you the amazing layout with so much privacy with separate bedroom areas and how great the home is for entertaining. The primary bedroom has access to a private lanai with a sink and wood burning fireplace and leads to the pool and back yard. The guest suite on the opposite side of the house also has outdoor access to another larger lanai and the pool. The primary bathroom has a jet tub, large shower with double shower heads. The shower area is solid concrete reinforced for extra safety during weather events. The bathroom also has two walk in closets. The other two bedrooms are secluded with a full bath with a jet tub and a skylight. The kitchen is a culinary delight, featuring granite countertops, ample prep and cooking space, walk-in pantry, built in desk and a long breakfast bar. The oversized family room has a wood burning fireplace, vaulted ceiling with beams and four large window overlooking the pool with remote controlled shades. As you make your way to the back yard oasis you will find many surprises! Several paths will walk you through to see 20 banana trees, Meyer Lemon tree, Fig tree and much more. Enjoy the deck on the water for sunrises/sunsets and watching shuttle launches. There is a path that leads to the lake for launching your kayak, canoe and paddle board. More features include oversized paver driveway, pavers on the pool deck, garage with lots of built-in storage, floored attic area, large separate laundry room, solar panels (fully paid), water softener system, custom plantation shutters, transferable home warranty and termite bond. Your home is in a lovely quiet area but close to all shopping, transportation and renowned Seminole County schools. This great home is a must see and the perfect forever home for the sought after Florida lifestyle. Buyer to confirm room measurements.

1023 Princess Gate Boulevard, 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
$350,000
4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 07 SubDv. ⋅ 32792 Zip Code
No HOA. Seller offering $10,000 towards closing costs or repairs . Desirable Winter Park Neighborhood! Welcome to this beautiful 4-bedroom, 2-bathroom and 2 car garage. Home situated on a spacious corner lot. This property features an open layout, gorgeous flooring throughout, and a 2-car garage. The home has been re-plumbed, features a 2 year old roof, and the electrical system has been update to code. Conveniently located near the Airport, Downtown Orlando, Shopping and Restaurants, public transportation.

3521 Balsam Drive, Winter Park
$80,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code
Take a look this charming 2nd-floor condominium featuring 2 bedrooms and 2 bathrooms in Winter Park. Conveniently located close to Full Sail, excellent schools, restaurants and shopping. The living area extends to a private balcony overlooking the play ground, offering a delightful space to soak in the surroundings. This condominium presents an excellent investment opportunity, whether you're seeking a cozy residence or a savvy investment. Situated near Full Sail University and surrounded by top educational institutions, this condo offers easy access to Costco, Walmart, and various dining options. Only 4 miles from Winter Park SunRail Train Station and 20 minutes from Orlando International Airport, with quick access to major highways, it's perfect for commuters and explorers alike. Enjoy community amenities like pools, tennis courts, a playground, and a clubhouse. Carport parking is available for a fee. Schedule your showing today!

166 Scottsdale Square Unit 166, Winter Park
$75,000
2 Beds ⋅ 2 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code
Prime Location and Smart Investment! This spacious 2-bedroom, 2-bath ground-floor condo offers easy, low-maintenance living just one mile from University Boulevard and minutes from The University of Central Florida and Full Sail University. Freshly painted and move-in ready, the updated kitchen features sleek granite countertops and new white appliances. Stylish tile flooring runs throughout the unit, and an in-unit washer and dryer hookups adds everyday convenience. Whether you're a first-time buyer, downsizing, or looking for a solid investment property, you'll love the unbeatable location near schools, grocery stores, salons, dining, and more!

3053 George Mason Avenue Unit 7, Winter Park
$180,000
1 Beds ⋅ 1 Baths ⋅ Winter Park Villas Condo Bldg 12 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated 1-bedroom, 1-bathroom end-unit condominium in the sought-after Winter Park Villas community. Blending style and functionality, this move-in ready home offers thoughtful updates and a spacious layout ideal for comfortable living. Step inside to discover an updated kitchen featuring newer Samsung stainless steel appliances, an eat-in breakfast bar, and a convenient pass-through to the dining area—all with views of your private patio - perfect for morning coffee or relaxing evenings. The open-concept living area boasts vaulted ceilings and a cozy wood-burning fireplace, creating a warm and inviting atmosphere. The generously sized primary bedroom includes a ceiling fan and a large walk-in closet. The remodeled bathroom showcases chic gray cabinetry, quartz countertops, brand-new lighting, and a private water closet with a shower area for added comfort. Additional highlights include luxury vinyl plank flooring throughout, a dedicated laundry area with full-sized washer and dryer, and ample storage near the entry, bathroom, and off the patio. A newer AC unit ensures year-round comfort. Enjoy access to fantastic community amenities including a pool, clubhouse, fitness center, basketball and tennis courts—ideal for both active lifestyles and relaxed weekends. Located just minutes from Full Sail University, UCF, shopping, dining, and Winter Park Pines Golf Course, this charming Winter Park condo is the perfect place to call home! HVAC - 2023

680 Grenadine Court Unit S, Winter Park
$510,000
4 Beds ⋅ 2 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to Enclave at Aloma — a gated community quietly nestled in a convenient Winter Park location, offering easy access to everything you need. This meticulously maintained 4 bedroom, 2 bathroom home has only had one owner since it was built in 2013, and it shows! From the moment you arrive, you’ll notice the charming curb appeal, manicured landscaping, and inviting front porch with soaring ceilings. Step inside to a welcoming foyer and a thoughtfully designed 3-way split floor plan. Two spacious bedrooms with laminate flooring, ceiling fans, and built-in closets sit to the left, sharing a hall bath. Just across the hallway is a third guest bedroom with its own walk-in closet, ideal for guests, a home office, or a flex space. Straight ahead, the home opens into a bright and airy main living space. The kitchen features rich espresso cabinets, granite countertops, stainless steel appliances, a walk-in pantry, and a center island with pendant lighting — all overlooking the dining and living areas. Tucked privately in the back of the home, the primary suite offers a peaceful retreat with a spacious layout and en-suite bathroom featuring double vanities, a large walk-in shower with bench seating, and a generous walk-in closet. Off the dining room, sliding glass doors open to a massive screened-in lanai that spans the entire length of the house and overlooks a fully fenced backyard with lush grass. Additional highlights include a 2-car garage, an inside laundry room with built-in cabinetry and newer washer and dryer, and a location that offers the best of both privacy and convenience. Zoned for highly rated Seminole County schools and neighboring the prestigious Trinity Preparatory School campus — known for its #1 STEM program in the Orlando/Winter Park area — this home is also just minutes from 417, 436, shopping, dining, and more. This is a rare opportunity to own a well-cared-for home in a gated community, close to everything but tucked away from it all. Call today to schedule your private showing!

8136 Lazy Bear Lane, Winter Park
$545,000
4 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 07 SubDv. ⋅ 32792 Zip Code
Stunning remodel with updates everywhere you look! This 4 bed, 2 bath home in Winter Park’s Kenilworth Shores is move-in ready, with the seller putting on a NEW ROOF before closing with an acceptable offer. Step into the living room and enjoy the newer luxury vinyl plank flooring which flows through the living room, dining room, kitchen, and family room. The kitchen, fully remodeled in 2018, is the heart of the home, featuring solid wood cabinets with soft-close drawers, subway tile backsplash, granite countertops, and stainless-steel appliances. Natural light ripples from the charming corner windows in the spacious dining room, (and all windows have newer 2” blinds). Enjoy time with the whole household in the large family/sunroom, which offers access and views to the paver patio and fully fenced backyard—perfect for grilling out or letting pets run and play. All four bedrooms are located off the central hallway; the primary bedroom includes a beautifully remodeled ensuite with a tiled shower, granite-topped vanity, and two closets—one of them a walk-in. All bedrooms have a ceiling fan, and two rooms just had new carpet installed in July. The remodeled hall bathroom includes beautiful glass tile accents in the tub/shower surround, and a large granite-topped vanity. Additional features include a laundry closet in the 2-car carport, well for irrigation, an extra storage room off the carport, updated electrical panels (2023), new PVC water line from the water meter to the house (2014), and a hot water heater (2020). Located within walking or biking distance, 2007 Strathaven is zoned for top-rated schools—Brookshire Elementary, Glenridge Middle, and Winter Park High. Plus, only 1.5 miles away, Baldwin Park Village Center offers Publix, Seito Sushi, Five Guys, CVS, and more. Rollins College and the elegant cafes, bistros, and swanky shops of Park Avenue is just an 8-minute drive. Come see this wonderful abode and make it your own “home sweet home!”

2007 Strathaven Road, Winter Park