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$450,000
4 Beds ⋅ 2 Baths ⋅ Park Manor SubDv. ⋅ 32792 Zip Code
Ready to demo and BUILD NEW or completely reimagine your dream home in beautiful Winter Park??!! Look no further - this is a large .23 acre lot. Minutes to top Winter Park schools, the WP YMCA, Winter Park Racquet Club, Interlachen Country Club, shopping, dining and other conveniences and surrounded by beautiful mid-century and luxury homes. This home has 3 bedrooms plus 2 bonus rooms that would be perfect as a large primary bedroom or home gym. There is terrazzo and solid wood flooring in the home as well as beautiful multi-pane glass doors separating the living room from the bonus room. You'll love the beautiful street and surrounding neighborhood. Floor plan and survey available. HVAC, electrical, some plumbing (there appears to be poly pipes at the water heater) and water heater have been more recently updated. This is a rare opportunity to get into Central Florida's most prized location and make a home YOUR OWN!

1807 Yorkshire Drive, Winter Park
$535,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 03 SubDv. ⋅ 32792 Zip Code
This home has three intriguing possibilities, each offering its unique set of considerations. There may be a buyer who decides to purchase the home to live in it as-is. This buyer envisions making gradual repairs and upgrades over time, personalizing the property while steadily investing in improvements. There may be an investor who plans to convert the property into a rental. This investor possesses the financial capability to carry out necessary repairs and turn the house into an income-generating asset. A more dramatic scenario involves the demolition of the home, paving the way for new construction that aligns with other recent builds in the area. This path not only boosts the aesthetic appeal of the surrounding community but also sets a benchmark for future developments. By marketing the property's potential for a tear-down and rebuild, this scenario attracts buyers interested in long-term investments that promise to uplift the neighborhood.

2012 Loch Berry Road, Winter Park
$430,000
4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 11 SubDv. ⋅ 32792 Zip Code
Prime Winter Park Location – Updated 4-Bedroom Home in Eastbrook with No HOA! Welcome to 3420 Arnel Drive, a beautifully updated 4-bedroom, 2-bath home nestled in the desirable Eastbrook neighborhood of Winter Park—with no HOA! This charming home offers modern updates, spacious living areas, and an unbeatable location just minutes from Park Avenue, top-rated Seminole County schools, and endless shopping, dining, and entertainment. Step inside to find an inviting open floor plan featuring a contemporary kitchen with sleek granite countertops, an oversized island, and stylish modern cabinetry. The family room flows seamlessly to the screened-in covered patio, creating the perfect indoor-outdoor living space. Enjoy easy-maintenance wood-look tile and laminate flooring throughout, plus a spacious fenced backyard, ideal for entertaining or relaxing. Recent upgrades include a newer roof, AC system, water heater, updated electrical panel, and fresh exterior and interior paint—making this home truly move-in ready! Located in a pedestrian-friendly neighborhood, this home is close to Eastbrook Elementary and just a short drive to Park Avenue’s boutique shopping, dining, and cultural attractions. With convenient access to major highways, public transportation, and recreational hotspots like Cady Way Trail and Goldenrod Park, this property offers the perfect blend of suburban tranquility and urban convenience. Don’t miss this incredible opportunity—schedule your private showing today!

3420 Arnel Drive, Winter Park
$405,000
4 Beds ⋅ 2 Baths ⋅ Bridgewater SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!!!! Clean, BRIGHT and MOVE IN READY!!! Prepare to be IMPRESSED with this BEAUTIFUL 4 bedroom, 2 Bath 1598 Sq Ft home in the quaint and quiet Bridgewater Community! This terrific Winter Park home is LIGHT-FILLED, SPACIOUS and has a terrific 3 way split floorplan. Upon entering the home, you will notice the vaulted ceiling, fresh neutral interior wall paint and beautiful OPEN FLOOR PLAN which is perfect for entertaining family and friends as well as enjoying every day life with your family!!! The generously sized main living area connects to the dining area, kitchen and an additional living space/ bonus area behind the living room which could be used for additional seating , toy/ play area, craft area-- you name it!!! To the left as you enter the home is the tastefully updated kitchen with stainless steel appliances, newer shaker style cabinets, deep large sink, tasteful tile backsplash and quartz counter tops. To the right as you move past the entry are 2 secondary bedrooms with brand new luxury vinyl plank flooring/fresh neutral wall paint as well as the completely renovated secondary bathroom! Moving back through the living area you will find the Private and Well-Appointed Primary Bedroom and Primary Bathroom. Both are sure to please and feature Vaulted ceilings, walk-in closet, dual vanity, spacious stall shower and private toilet room. As you head to the back of the home, you find the "bonus space" and the FOURTH BEDROOM!! This 3 way split floor plan is IDEAL!! The fully fenced backyard is the perfect spot to unwind after a busy day-- perfect for those with pets as well. This well-cared for home has been updated and is MOVE IN READY!!!! HVAC 2022, Water Heater 2020, ROOF 2019, Plantation Shutters 2016, ALL FRESH INTERIOR PAINT 3/2025, NEW LUXURY VINYL PLANK flooring in all bedrooms and hallway 3/2025, Secondary Bathroom remodel 3/2025. Easy access to 417 and conveniently located to public am d private schools, shopping, restaurants and entertainment! Don't miss this BEAUTY!

5600 Revelwood Loop, Winter Park
$515,000
4 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code
Welcome home! This COMPLETELY REMODELED 4 bedrooms, 2 baths, 1,953 sq ft cul-de-sac home is nestled in the highly desirable Casa Aloma community. As you walk through the front door, you are greeted by a bright open concept living /dining room space. The turn-key property includes the following updates: brand new roof (2025), new hot water tank (2025), luxury vinyl plank flooring throughout, the kitchen has all new soft-close cabinets with an upgraded Samsung appliance set, quartz countertops with modern style backsplash and a gorgeous kitchen island. All bathrooms were completely remodeled with new vanities, ceramic tile floors and surrounds to include shower glass doors. The focal point of the home is the family room which has a decorative panel wall with an electric fireplace to bring everyone together. All new interior doors and closets throughout. All new 2’ faux blinds throughout. All plumbing fixtures and light fixtures were updated with a black matte finish to keep a custom look. The interior and exterior of the house are freshly painted. The HVAC system was updated in 2017. The backyard is fully enclosed with a brand new 6’ white vinyl privacy fence with a shed for extra storage. The landscaping was updated with sod and plants to add to the curb appeal of the home. The owners did not spare any expense! This home is perfectly located near UCF, Full Sail University, Rollins College, Downtown Orlando, Park Avenue, Baldwin Park, Interlachen Country Club, Winter Park Golf Course, Cady Way Park, and an array of restaurants, entertainment and attractions. If schools are important to you, this property is zoned for top rated schools in Seminole County. Winter Park offers everything you need, and this home is the perfect place to enjoy it all. Set up your private tour today and don’t miss the opportunity to own your dream home! **VIRTUAL SHOWING WITH DRONE PICTURES AVAILABLE!!!  One or more photo(s) have been virtually staged

2607 Verde Lane, Winter Park
$100,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code
Welcome to this three bedroom, two bathroom townhouse, perfectly situated just minutes from Downtown Winter Park, Full Sail University, and UCF—offering a prime location for both convenience and lifestyle. The spacious floor plan features a downstairs kitchen, living room, and dining room, along with a bedroom and full bathroom, making it ideal for guests. Upstairs, you'll find two additional bedrooms and another full bathroom. Enjoy the peaceful surroundings of the community, which boasts gorgeous green spaces and a refreshing pool. Whether you're looking for a home near local attractions or a tranquil retreat, this townhouse offers the best of both worlds.

336 Scottsdale Square Unit 336, Winter Park
$215,000
2 Beds ⋅ 3 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to this charming two bedroom, two and a half bathroom condo in the heart of Winter Park. This home offers a spacious and functional layout with a half bath on the first floor, perfect for guests, and an interior laundry room for added convenience. The living room features a cozy fireplace, creating a warm and inviting atmosphere. Two sliding glass doors on the first floor lead out to the expansive, fenced-in paver backyard ideal for outdoor relaxation or entertaining. The custom kitchen is a chef’s dream, featuring beautiful maple cabinets with crown molding, sleek granite countertops, and high end Frigidaire stainless steel appliances. Tile flooring throughout the living areas and new luxury vinyl upstairs provide both style and durability. Upstairs, you’ll find the primary bedroom, offering a private sanctuary with a stand-up shower, a spacious walk in closet, and a screened-in porch that overlooks a serene, lush green space. The generously sized second bedroom and a well appointed bathroom, featuring a luxurious Jacuzzi tub, complete the upper level. Additionally, there's an oversized storage room for all your extra needs. Exterior features include an oversized carport with a sun porch and extra storage space. The HOA includes exterior maintenance, pest control, as well as access to the community pool and clubhouse. Ideally located in Winter Park, this condo offers a peaceful setting while being just minutes away from local restaurants, shopping centers, major roadways, and top-rated schools. This condo is the perfect blend of comfort, style, and convenience, making it a must-see in Winter Park!

7468 Swallow Run Unit 38, Winter Park
$565,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Beautifully updated and FURNISHED (upon negotiation) 3-bedroom, 2-bath home in the desirable Winter Park Pines neighborhood is truly move-in ready! Fully renovated in 2019, the home boasts a range of high-end features, including hardwood flooring, designer fixtures, custom crown molding, and 5.25” baseboards throughout the majority of the home. Open floor plan is an inviting space for both living and entertaining. Wonderful chef’s kitchen, complete with Quartz countertops, large island, floor-to-ceiling cabinetry with under-cabinet lighting, soft-close doors and drawers, and stainless steel appliances, including fridge, convection oven, dishwasher, microwave, and dry bar. Skylights and double-pane windows flood the space with natural light. The spacious living and dining areas flow seamlessly. Multiple sitting areas. Large walk-in pantry, mudroom and laundry room. Great room / game room, or home office, features French doors that open onto a screened-in porch, ideal for relaxing. Outdoor patio, dry shed and privacy provided by the lush landscaping and fencing. The primary bedroom is a retreat, and features a stunning, large frameless shower, custom dual vanity with quartz countertops, and an oversized walk-in closet. Two additional bedrooms are generously sized, offering views of the front and side yards, and share an improved bathroom. This home is packed with upgrades including a new water heater (2024), new roof (2023), newer indoor electrical panel, and re-plumbing completed in 2017, along with a 2016 HVAC system. A well for 3- zoned irrigation, providing free water for your landscaping. Located just minutes from the Winter Park Pines Golf Course, Cady Way Bike Trail, pool, pickleball/tennis courts, playground, sports fields, and shopping, as well as Winter Park Hospital, this home offers the perfect blend of convenience and luxury. Zoned for Winter Park schools, with an optional HOA, it’s an excellent investment opportunity as well. Close to Rollins College and Full Sail. Enjoy mature, green trees, sidewalks for biking and walking in this charming and sought-after neighborhood.

230 S Ranger Boulevard, Winter Park
$170,000
2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
FOUR SEASONS CONDO IN Winter Park is Centrally located. Great community with a clubhouse, a fitness center recently renovated, 3 swimming pools, tennis courts, and shuffleboard court. Close by you are only a short walk to Cady Way Park for baseball and soccer fields as well as other playgrounds. This 2 bedrooom/2 bath unit has been updated with laminate flooring, ceiling fans, all appliances including washer and dryer. Very close to Advent Health, Winter Park Hospital and all the shopping on Park Avenue, Rollins College, UCF, Valencia Communtiy College. 2 pets allowed :). THis is absolutely a prime location within Winter Park!

200 Saint Andrews Boulevard Unit 2804, Winter Park
$615,000
4 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated 4-bedroom, 2.5-bath home in the heart of Winter Park, just minutes from Park Avenue’s top dining and shopping. Thoughtfully updated from top to bottom, this move-in-ready home features a brand-new AC system, luxury vinyl plank flooring throughout, and a stunning chef’s kitchen with quartz waterfall countertops, custom cabinetry, and all-new stainless steel appliances. Each bathroom has been modernized with sleek, contemporary finishes, while the spacious primary suite offers a private retreat with a beautifully updated ensuite. Outside, the fully fenced backyard provides a perfect space for relaxation or entertaining, and the two-car garage offers ample storage with easy access to the main living areas. Situated in a prime location with convenient access to I-4 and SR-417, this home blends modern elegance with unbeatable convenience. Don’t miss your chance to experience Winter Park living at its best—schedule your showing today!

607 Dunblane Drive, Winter Park
$50,000
1 Beds ⋅ 1 Baths ⋅ Colonies Condo SubDv. ⋅ 32792 Zip Code
Priced to sell! Turnkey Investment Opportunity in Winter Park! Attention investors and savvy buyers—this 1-bedroom, 1-bath condo in the Colonies Condo community is the perfect low-maintenance, high-potential opportunity! With 610 sq. ft. of efficient living space, this unit is ideal for a young professional, student, or tenant looking for affordability in a prime location. Featuring vinyl flooring throughout (no carpet to worry about!), a fully equipped kitchen with an oven and range, and central A/C & heating, this condo is move-in or rent-ready. Plus, the HOA takes care of the essentials—your water, sewer, trash, and building insurance are covered, making this a true hassle-free investment. Conveniently located near bus lines, major roads, shopping, and dining, this property is a fantastic rental option or a smart way to start building equity. Don’t miss out on this Winter Park hidden gem—schedule your showing today!

7309 Daniel Webster Drive Unit D, Winter Park
$370,000
3 Beds ⋅ 3 Baths ⋅ Eastbrook SubDv. ⋅ 32792 Zip Code
NEW ROOF coming soon! A great Single-Family Home in Winter Park HS district. Check out this beautiful freshly painted interior and exterior single story 3 bedroom 2 1/2 bath home with bonus room and all new LVP flooring throughout. When you walk in the front door turn left to enter the Great Room that includes the open concept kitchen, dining and family rooms. The kitchen includes all appliances and offers a propane gas range. From the family room continue down the hallway to bedrooms 2 & 3 with the guest bath. At the end of the hallway is the Primary bedroom with en-suite bath that has a walk-in tiled shower. At the back of the home is bonus room that can be used as an office, man cave, craft room, playroom, homeschool, etc. (currently being used as a utility room). This space also includes a 1/2 bath and walk-in closet. A/C is 2021, updated electrical panel and newer windows. Save on your property taxes for 2025 with current seller's discounts. This is a prime location and close to everything - restaurants, shopping, Full Sail, UCF and a short distance to attractions and beaches.

1021 Mare Bello Drive, Winter Park
$415,000
3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code
This 3-bedroom, 2-bathroom single-family home in Winter Park, Florida, offers a prime location and a fantastic lot for investors or future homeowners looking to create their dream property. Located on a 0.19-acre lot (75x110) with no HOA, THE VALUE HERE LIES IN THE LAND & IT'S POTENTIAL! The property features a Florida sunroom and a carport, providing some existing space for reimagining. Whether you’re looking to fix and flip, renovate and hold, or build from the ground up, this lot provides endless possibilities for your next project. With only 0.5 miles to AdventHealth Winter Park and Winter Park Corners Plaza (restaurants, shopping, and more), and just 2 miles from Downtown Winter Park’s vibrant mix of entertainment, parks, restaurants, museums, the Winter Park Chain of Lakes, and weekend farmers markets, the location is ideal for those who want to be in the heart of it all. Don't miss taking advantage of this opportunity to invest in a prime lot in the highly desirable Winter Park area with easy access to everything the area has to offer. The possibilities are endless!

1921 Taylor Avenue, Winter Park
$235,000
2 Beds ⋅ 1 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code
Don’t miss out on a great opportunity to own a SINGLE-STORY, LOW HOA townhouse in Winter Park’s popular Windward Square community. Imagine yourself enjoying any of its three pools, tennis courts, BBQ area, or outdoor reading benches AND being located a mere 5 minutes from grocery shopping and dining esablishments. More shopping, dining, and opportunities to just relax and watch busy shoppers are available nearby, in Winter Park’s downtown Park Avenue district. This two-bedroom, no carpet unit offers a living/dining room combo with beautiful morning light. In addition to its smartly situated full bathroom, a separate sink and dressing area is available in the master bedroom, for owner convenience. Walk-in closets are found in both bedrooms, and the townhouse has a designated laundry closet, too (washer and dryer convey). Sliding patio doors open to a fully-fenced backyard, affording privacy and the ability to garden, BBQ, or watch Fido play. An exterior storage closet provides space for yard or hobby items you own. You will love the 3-car parking pad right in front of your unit. No more searching for visitor parking spots! Just around the corner you’ll find the clubhouse and all the community amenities that give Windward Square its “easy living” reputation. Schedule your private showing today! ROOF: 2023 HVAC: 2023

2529 Leeward Way, Winter Park
$450,000
3 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code
MOVE-IN READY HOME IN WINTER PARK! This immaculate ranch-style home has been maintained meticulously! TOP RATED SCHOOLS. This home offers a SPLIT FLOOR PLAN. Living room and dining room offers spacious living space. The PRIMARY BEDROOM WITH UPDATED EN-SUITE BATHROOM that also has access to the enclosed patio, making it a perfect future pool bathroom! The kitchen has GRANITE COUNTERTOPS, WOOD CABINETS, and BREAKFAST BAR. The family room opens up from the kitchen, leading to the other two bedrooms and UPDATED FULL BATHROOM with stand-up shower. Enjoy the Florida weather in the SPACIOUS ENCLOSED SCREEN PATIO, leading on to the beautiful backyard, RV/BOAT CARPORT, and 8x10 SHED with electricity. ROOF 2023. Every season, enjoy MANGOS, AVOCADOS, and PINEAPPLES from the healthy trees in the backyard. This home comes with a timed SPRINKLER SYSTEM. Schedule your private showing today!

4442 Glenview Lane, Winter Park
$370,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Welcome to this charming 3-bedroom, 2-bathroom single-story home, perfectly located in highly sought-after Winter Park. Situated on a beautiful corner lot, this property offers the ultimate in convenience and charm, with the added bonus of NO HOA! Ideal for first-time homebuyers or investors, this home boasts low-maintenance tile and laminate flooring throughout. The spacious living room is the heart of the home, featuring a cozy fireplace, a striking brick accent wall, and high ceilings that create an open and inviting atmosphere. The living area seamlessly flows into the dining room, which offers stunning views of the private backyard through glass sliders—perfect for indoor-outdoor living. The well-equipped kitchen includes all appliances, making it easy to move right in. Both bathrooms are beautifully designed with pedestal sinks and tiled surfaces for a sleek, clean look. The oversized 2-car side-entry garage is a standout feature, with high ceilings, a laundry room, and a dedicated workroom, offering plenty of storage and potential for projects. Conveniently located just minutes from Rollins College, Winter Park Pines Golf Course, Cady Way Trail, Downtown Winter Park and Park Avenue you’ll be surrounded by parks, shops, restaurants, and venues. This home is also zoned for top-rated schools, making it an ideal choice for families. Additional highlights include brand-new garage doors and openers (2025), AC and Air Handler (2022) and Washer and Dryer are included. This home offers an incredible opportunity in one of Winter Park's most desirable locations—schedule your showing today!

2805 Bongart Road, Winter Park
$385,000
4 Beds ⋅ 3 Baths ⋅ Winter Woods Unit 02 SubDv. ⋅ 32792 Zip Code
Discover a rare investment opportunity tucked away in the heart of Winter Park, this 4-bedroom, 3-bathroom home is brimming with potential. Overlooking a green scenic golf course, this property offers a prime location, spacious layout, and endless possibilities. Whether you're looking for a home with character or a rewarding renovation project, this is a golden opportunity you don’t want to miss! As you arrive, the inviting curb appeal sets the tone. Lush landscaping and a welcoming front porch make a statement before you even step inside. The entryway leads to a formal living and dining room, ideal for gatherings or quiet moments at home. Just beyond, you’ll find the first primary suite—complete with a private full bath and walk-in closet—offering comfort and convenience. The heart of the home is the kitchen, overlooking a huge family room with eye-catching wood beams. Natural light pours in through the sliding glass doors. The second primary suite sits on the opposite side of the house, providing a private retreat with an en-suite bathroom. Two additional bedrooms share another full bath, offering ample space and flexibility. Step outside and take in the peaceful greenery views. Whether you dream of creating an outdoor entertainment area, adding a garden, or simply enjoying the open space, this backyard is ready to be transformed. This home includes a newer roof (2023), replumb (2011), HVAC (2016), however renovations are needed throughout entire home. With an optional HOA and an unbeatable location, this home places you just minutes from Park Avenue, top-rated Seminole County schools, Rollins College, UCF, Full Sail, and an array of shopping and dining options. This diamond in the rough is being sold AS IS—bring your creativity and make it shine!

1873 Poinciana Road, Winter Park
$432,000
3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code
Welcome to this stunning townhome in the highly desirable neighborhood of Hawk’s Crest! This end unit is filled with natural light, thanks to its abundance of windows and soaring ceilings, creating a bright and open atmosphere. Upon entering, you’ll be greeted by a spacious living and dining area, perfect for entertaining guests or enjoying cozy nights in with loved ones. Adjacent to the living space, the kitchen strikes the ideal balance between style and functionality, featuring extra cabinet space and a dedicated area for a coffee or wine bar. A convenient half bath is located between the kitchen and the oversized 2-car garage for added ease. Upstairs, you'll find a versatile bonus space, ideal for a game room, home office, or media room. The spacious primary suite is a true retreat, thoughtfully separated from the other bedrooms for maximum privacy, complete with a large walk-in closet and a tray ceiling, adding an elegant touch to the room. The ensuite bathroom is a luxurious haven, featuring a granite vanity with dual sinks, a glass-enclosed shower, and a private water closet. The upstairs also offers two additional bedrooms and a full bathroom with a tub/shower combination, providing both comfort and convenience. Plus, with a full-sized laundry room located just steps from the bedrooms, laundry day is a breeze. This gated community of Hawk's Crest offers fantastic amenities, including a resort-style pool, playground, parks, and picnic areas, all with low monthly HOA fees(which include cable and internet). Perfectly situated just a 2-minute walk from the new Park Maitland Preschool and a 5-minute drive to Trinity Prep, one of Central Florida's premier private middle/high school. Also near the entrance of the community is Foxtail Coffee, Kelly’s Homemade Ice Cream, and The Ravenous Pig restaurant. You will find this community is centrally located, as you are just 10 minutes from the thriving downtown Winter Park and easy access to all major highways. Don't miss your chance to own this beautiful townhome—schedule your showing today! ROOF - 2020, HVAC - 2020, PLUMBING - 2020, ELECTRIC - 2020

2472 Firstlight Way, Winter Park
$525,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 03 SubDv. ⋅ 32792 Zip Code
Create your dream home on this expansive 13,748 sq. ft. lot in the highly desirable Kenilworth Shores neighborhood. With dimensions of 70 x 148.68 x 110 x 169.58, this property is one of the largest in the area, offering endless possibilities. The true value lies in the land. Enjoy the convenience of being close to shopping, dining, parks, Advent Health, The Crosby Wellness Center, and just a short drive to the vibrant Park Avenue. Explore boutique shops, fine dining, Central Park’s charming train station, Farmers Market, and seasonal events like Art Festivals, Concerts, and Movie Nights in the Park. This wonderful neighborhood is also within walking distance to the Cady Way Trail, Cady Way Pool & Pickleball Courts, Showalter Fields & Park and Excellent Winter Park Schools!

2019 Loch Berry Road, Winter Park
$397,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
NEW ROOF to be installed prior to closing. Look no further than this charming 3-bedroom, 2-bathroom pool home located in the highly desirable Winter Park community of Winter Park Estates. Sitting on ¼ of an acre with no HOA, this home is just what you’ve been searching for! Head inside to find the beautifully updated kitchen featuring quartz and butcher block countertops, stainless steel appliances, and a large middle prep island with breakfast bar seating. This open concept space features the living room and dining room that flows directly into the Florida room that is flooded with natural light. Down the hallway are all 3 bedrooms with 2 full bathrooms with the primary tucked up at the back. Make your way outside to find a spacious screened in patio that extends out to the private pool in your fully fenced backyard. Minimal green space in the back provides easy maintenance as well as the concrete pad that is the perfect space to park your boat, trailer, or RV for year-round storage. Centrally located and zoned for sought-after schools, this home provides convenient access to Downtown Winter Park, Rollins College, Downtown Orlando, UCF, & MCO. Come experience Winter Park living at its finest!

1109 Denton Road, Winter Park
$685,000
4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
This incredible home has only ever had one owner! It's your opportunity to own .34 acres on a Winter Park cul-de-sac, complete with mature landscaping and backyard access to the Cady Way Trail. The oversized backyard has endless potential -- bring your ideas for a pool, an addition, or an amazing garden. Inside the home, you'll find a 4 bedroom, 2 bath split floor plan with multiple living space options, including a fully enclosed back porch. If you're looking for great storage space, this home offers 9 closets, including a walk-in closet in each of the bedrooms. Each of the two bathrooms includes a double vanity and tub/shower combo. It also has a full 2 car garage and an indoor laundry room with a large utility sink! The roof was replaced in 2017, the water heater is from 2015, and one of the two electrical panels was replaced in 2024. This home is zoned for highly rated Winter Park schools: Brookshire Elementary, Glenridge Middle, and Winter Park High School. There is an optional HOA in the Winter Park Pines community that puts on neighborhood programming for members.

1321 Medinah Court, Winter Park
$190,000
3 Beds ⋅ 2 Baths ⋅ Goldenrod Villas Condo SubDv. ⋅ 32792 Zip Code
Great investment opportunity. Ideal for a growing family or investor. Well established neighborhood of Goldenrod Villas, 3 bedroom, 2 full bathrooms, 1,230 square feet of living area. Exterior of the home is concrete block and stucco. The eat-in-kitchen sits in the heart of the home which creates a warm and social atmosphere. Nice covered patio with back yard great for relaxing and entertaining family and friends. Come and make it your own. The HOA maintains building exterior, roof, and exterior landscape maintenance. The Community features enjoyable sparkling swimming pool and clubhouse. Great location! Conveniently located to nearby shopping, schools, banks, medical centers, and restaurants as well as easy access to major highways. Don't miss it. Priced to sell. Will Not Last!

7706 Country Pl Unit 7706, Winter Park
$155,000
2 Beds ⋅ 2 Baths ⋅ Whisperwood Condo 04 SubDv. ⋅ 32792 Zip Code
Motivated seller willing to pay up to $3,400 towards buyers closing costs! Welcome to 7266 Swallow Run, a beautifully updated condo in Winter Park. This 2-bedroom, 2-bathroom home has been refreshed with brand-new paint, baseboards, and gorgeous new luxury vinyl floors throughout. The kitchen features stylish new cabinets, along with a brand new dishwasher and microwave. Enjoy the Florida weather on your freshly re-screened private patio, complete with a storage closet. As part of a well-maintained community, you’ll also have access to the community pool. Located in a prime spot, this condo is just 4 miles from Valencia College’s Winter Park campus, 6 miles from Rollins College, and 9 miles from UCF. Whether you’re a first-time buyer, student, or investor, this move-in-ready condo is a fantastic opportunity in one of Central Florida’s most desirable areas.

7266 Swallow Run Unit 7266, Winter Park
$715,000
4 Beds ⋅ 3 Baths ⋅ Landings At Hawks Crest SubDv. ⋅ 32792 Zip Code
Modern Elegance with Stunning Pond & Fountain Views! Welcome to your dream home, where contemporary design meets serene natural beauty. Situated on a premium lot overlooking a picturesque pond and fountain, this stunning residence offers the perfect balance of style and comfort. Step inside to discover an open-concept living space adorned with light wood laminate flooring, designed to complement the natural light that fills the home. At the heart of the home is the gourmet kitchen, boasting sleek white cabinetry, quartz countertops, and high-end stainless steel appliances—a perfect blend of sophistication and functionality. Whether you're preparing a family meal or entertaining guests, the spacious island and elegant finishes set the stage for memorable gatherings. The owner’s suite is a private sanctuary with a sitting area, featuring a generous walk-in closet and a spa-like en-suite bathroom with dual vanities, quartz countertops, and a glass-enclosed shower. The primary bedroom and three additional bedrooms are located upstairs, offering ample space and comfort for family and guests. Outside, your back patio invites you to unwind and take in the breathtaking water views. Imagine sipping your morning coffee while listening to the soothing sounds of the fountain or enjoying an evening sunset over the pond. The fully fenced backyard offers plenty of space for outdoor living, gardening, or even the addition of a pool. This exceptional home is not just about beauty—it’s about lifestyle. Located in a gated community, residents enjoy walking trails, scenic ponds with illuminated fountains, a picnic area with access to Lake Howell, a resort-style pool, a clubhouse, a playground, and a dog park. With top-tier community amenities, convenient access to shopping, dining, and top-rated schools, this home is truly a rare find. The HOA takes care of ALL yard maintenance, ensuring a hassle-free and maintenance-free lifestyle. Don’t miss your chance to own a slice of paradise—schedule your private showing today and step into the luxurious city living you deserve!

1312 Blue Stem Lane, Winter Park
$600,000
4 Beds ⋅ 3 Baths ⋅ Arrowhead Cove SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated 4-bedroom, 2.5-bathroom block home located on a serene, over one-third acre lot in desirable Winter Park. The private, fully fenced yard offers peace and quiet, making it the perfect retreat for families and those who love to entertain. With 2,141 square feet of living space and 3,175 total square feet under the roof, including porches and a large garage, this home offers a spacious, open floor plan that seamlessly blends the living and dining areas with the stunning kitchen. The oversized pool and expansive paver deck create an ideal setting for outdoor relaxation and gatherings. Inside, the home boasts a brand-new roof and gutters, fresh paint both inside and out, luxury vinyl plank flooring, and custom tile in the bathrooms. The gourmet kitchen is a chef’s dream with custom cabinetry, sleek new stainless steel appliances, under-cabinet lighting, and striking luxury marble countertops with a waterfall edge. The home also features new vanities, toilets, fans, light fixtures, and baseboards throughout. Located in a quiet, peaceful neighborhood just minutes from Winter Park’s vibrant downtown, top-rated schools, parks, shopping, and dining, this home offers both tranquility and convenience. The seller has a new appraisal available upon request with a value of $608,000. Don’t miss the opportunity to own this pristine, move-in-ready home—contact us today to schedule your private showing!

7531 Lodge Pole Trail, Winter Park
$125,000
2 Beds ⋅ 2 Baths ⋅ Colonies Condo SubDv. ⋅ 32792 Zip Code
Second floor 2/2 condo with new "Trane" a/c unit. Spacious 2 bedroom w/walk-in double closets both bedrooms & 2 baths. Ceiling fans included!Screen balcony extends the lenght of the unit, access from master & living double sliding glass doors.Washer & dryer hook up. Large community Pool, tennis courts & recreation building! HOA covers **water/sewer bill**, pest control, building insurance& exterior. Great Location - Very close to UCF, University Dr.,Colonial Dr.and SR 417. it can close quickly!!!This spacious, ground-floor condo offers an exceptional location just off Goldenrod, only a mile from University Boulevard, close to UCF and FullSail University. Recently painted, this unit features updates including a new dishwasher, lighting fixtures, fans, and blinds, as well as a newlyinstalled electric panel box. . This condo is an excellent opportunity for investors seeking a well-maintained property in a prime location near schools andvarious amenities.Unlock the potential of this charming 2-bedroom, 2-bathroom condo in the Colonies community of Winter Park. Step into this first-floor unit andfind a spacious living room that flows seamlessly into a cozy dining area, perfect for entertaining or relaxing. A well-designed, spacious kitchen offers plenty of room for meal prep and storage. The master suite features a generous walk-in closet and an en suite bathroom, while the second bedroom also boasts a walk-in closet and is conveniently located near the second full bathroom. Situated close to UCF, Full Sail University, andjust minutes from shopping malls, major highways, restaurants, and theme parks, this condo provides easy access to everything you need—including Orlando International Airport, just 11 minutes away. Seller will pay special assesment at closing time

3045 Aaron Burr Avenue Unit P-2D, Winter Park
$480,000
5 Beds ⋅ 3 Baths ⋅ Woodcrest Unit 7 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged.** Stop and look no further. This Winter Park home is a rare opportunity in a low turnover community that really captures the best of everything. Boasting almost 2,200 heated square feet, it is one of the largest pool homes to come up for sale. Walk in with no worries *** RESURFACED POOL (2024) ROOF (2024), POOL PUMP (2021), AC (2015) WATER HEATER (2017) NEWER WINDOWS (2015) RE-PLUMBED PEX (2015) *** In an excellent location, you are minutes away from all the essentials: super markets, public transportation, dining, entertainment, banks. If schools are important to you, this property is zoned for top rated schools in Seminole County. This home has been meticulously cared for with great attention to detail. You will be impressed upon driving into the private NO HOA neighborhood - mature landscaping and spacious roads. Upon entry you are greeted with a huge, open floor concept of your dining room, living room, kitchen combo with stark views of your outdoor pool area. The decorated fireplace takes center stage. Oversized windows adorn the home allowing for tons of natural light. Coupled with tall ceilings, the home feels bigger than it actually is. The kitchen is thoughtfully remodeled with cherry colored cabinets and granite countertops. The laundry room is a dedicated space between the kitchen and garage. It is not often that you come across a 5 bedroom home without having the space feel compromised. One of the guest bedrooms features a half bathroom. The backyard is a dream. It's fully fenced in with a beautiful deck. OTHER FEATURES: new carpets, fresh paint, oversized lot (.25 acres), no backyard neighbor, on cul-de-sac, oversized driveway.

7448 Grand Court, Winter Park
$499,000
4 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code
Welcome to the highly sought after community of Howell Estates in Winter Park. Come fall in love with this airy, open split floorpan with lots of storage, NEWER Roof, Windows and Luxury Plank Vinyl Flooring throughout. As you enter though the beautiful new double front doors you are greeted with tons of natural light guiding you to the oversized formal living room. The large fully equipped updated kitchen has granite counter tops, solid wood cabinets, stainless steel appliances with even a double oven and a massive refrigerator and freezer combination, making this the perfect home for a master chef! The kitchen and dining area come complete with a wood burning fireplace and is the perfect place for family and friends to gather for special occasions. The luxurious large primary bedroom with spectacular French doors leading out back has a an ensuite renovated bathroom with dual sinks with marble countertops and an oversized garden tub. This floor plain is complete with 3 other bed rooms and a spacious bathroom that are tucked away down a hall from the main living areas, making this a perfect home for a growing family. Enjoy the Florida sunshine in your private fenced backyard with raised garden beds and an oversized work shed that is capable of storing all of your garden equipment, or family adventure toys. Conveniently located near all major highways, shopping, dining areas, top rated schools and UCR, this home offers both comfort and convenience. Don't miss out on the opportunity to make this beautiful property yours!

1005 Leeds Court, Winter Park
$535,000
4 Beds ⋅ 3 Baths ⋅ Bear Gully Forest SubDv. ⋅ 32792 Zip Code
ACCEPTING BACK-UP OFFERS.....This is the one you've been waiting for! Located in Winter Park and on OVER HALF AN ACRE this lovely home is awaiting new owners. Step inside and notice the welcoming feeling, with NEW FLOORING throughout, TALL BASEBOARDS, built ins and appealing floor plan. The eat-in kitchen has been updated to include STAINLESS APPLIANCES, GRANITE COUNTERTOPS, backsplash, BREAKFAST BAR and open to the family room. The family room extends to the OVERSIZED FLORIDA/SUNROOM (2017), with tinted windows and the PRIVATE BACKYARD VIEW. No rear neighbors here! This sought after 3-WAY SPLIT PLAN offers comfort for the entire family. The primary suite is spacious and quite located on the back of the home. The ensuite offers a walk-in closet, dual sinks, seperate tub and step in shower. The SECOND PRIMARY SUITE has its own bath with step in shower and direct access to the LARGE COVERED BACK PORCH. Two other bedrooms share a bath on the other side of the home. The inside laundry room is a plus. The FENCED in yard is a perfect place to hang out with friends and family. There is a double gate to gain entrance and with conservation on 2 sides, this home offers peace and tranquility while relaxing in your backyard. Other notable upgrades include NEW A/C 2025, Roof 2017. This small community is centrally located close to the 417, shopping, restaurants, UCF, Siemens, great private and public schools, along with the Seminole County Trail for those looking to walk or bike. Not often does a home in this area on this size lot come available, so schedule your showing now before it's too late.

4200 Bear Gully Road, Winter Park
$170,000
2 Beds ⋅ 2 Baths ⋅ Lancelot/Winter Park SubDv. ⋅ 32792 Zip Code
beautiful Condo in of Winter Park. This spacious second-floor unit is filled with natural light from its large windows, creating a bright and inviting atmosphere. The main living areas feature wood laminate tile flooring, while the kitchen showcases sleek granite countertops for a modern touch. Both bathrooms have been stylishly updated with contemporary fixtures and finishes, adding to the home’s fresh, sophisticated feel. Located near top-rated schools, excellent dining, and shopping centers, this condo offers unmatched convenience. The community also features a sparkling pool, and the HOA covers trash, water, and exterior maintenance, ensuring a low-maintenance lifestyle. Don’t miss this opportunity—schedule a viewing today!

3651 N Goldenrod Road Unit 210, Winter Park