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$343,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Rare Opportunity in Highly Sought-After Winter Park! APPRAISED FOR 500K THIS YEAR..... Don’t miss your chance to own this fantastic ...LISTED WELL BELOW APPRAISED VALUE ! Known for its top-rated schools and unbeatable location as well , this home exudes timeless charm with elegant terrazzo floors throughout. Newer Roof ( 2021) and Newer A/C ( 2019) Too! Step inside to a spacious and inviting layout, featuring a dedicated dining area flowing seamlessly into the kitchen. The centerpiece of the home is a stunning double sided fireplace, perfectly positioned between the living room and bonus room—adding warmth and character. Enjoy Florida living in this home that includes a sparkling pool, perfect for entertaining or unwinding in your private backyard oasis. This exceptional home offers easy access to major highways (408, I-4), downtown Orlando, and world-famous theme parks. Plus, you’re less than an hour from the Space Coast, where you can watch rocket launches up close! Homes in this prestigious community sell fast—schedule your showing today before it’s gone!

2829 Aloma Avenue, Winter Park
$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
$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
$385,000
4 Beds ⋅ 3 Baths ⋅ Kings Cove SubDv. ⋅ 32792 Zip Code
PRICED TO SELL!!!! FIRE DAMAGED HOUSE - LOTS OF POTENTIAL IN THIS WINTER PARK POOL HOME. This is an exciting opportunity for investors or buyers looking for a project! This home offers a blank canvas for renovation. The property is situated in a quiet, family-friendly neighborhood, making it an ideal candidate for full restoration. With required renovations - this blank canvas will become a beautiful 4 bedroom, 2.5 bath home. Features a spacious screened patio and pool area as well, providing the foundation for a stunning remodel. About $100k in repairs are needed. Once restored, the home has an estimated ARV of $650k to $690k, offering significant potential for a solid return on investment. It's located just minutes away from local parks, recreational facilities and the Winter Park Chain of Lakes. Shopping and dining experiences are nearby along Park Avenue. The location offers easy access to major highways for a quick commute to downtown Orlando and beyond. THIS IS AN AMAZING DEAL!

4421 Steed Terrace, Winter Park
$1,500,000
4 Beds ⋅ 4 Baths ⋅ Georgeann Homes SubDv. ⋅ 32792 Zip Code
Welcome to your privately Gated Lakefront Estate, with stunning views and a fully equipped Guest Suite in one of Winter Park’s Most Desirable Locations! This private, beautifully landscaped property features an Open-Concept floor plan with expansive windows showcasing STUNNING panoramic lake views throughout. Lush Landscaping and privacy Fencing line both sides of the property. The spacious main living area is anchored by a striking Fireplace and flows seamlessly into a show-stopping entertainment room with a High-end bar, dual wine refrigerators, and a built-in Keg tap—perfect for entertaining. The Gourmet Kitchen includes Wolf stainless steel appliances, Sub-Zero refrigerator, sleek modern cabinetry, and premium finishes. A private 1-bed, 1-bath Guest Suite with kitchen and a separate side entrance is located on the first floor—ideal for visitors or potential Rental Income. Upstairs, the primary suite offers stunning lake views and a luxurious spa-style en-suite. A second upstairs guest bedroom includes its own full private bath. Enjoy outdoor living with a private Boat Dock, Boat Lift, and Rare Private Boat Ramp exclusive to the home. Additional upgrades include a whole-home Generator, Saltwater purification system, Smart Home Technology, and Automatic window shades. Convenient access to 417, 408, Downtown Orlando, OIA, UCF, and area attractions. Lakefront luxury meets privacy and convenience—schedule your private tour today!

7841 Georgeann Street, 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
$465,000
4 Beds ⋅ 2 Baths ⋅ Carolyn Estates SubDv. ⋅ 32792 Zip Code
Welcome to 1776 E Cheryl Dr, located on a quiet cul-de-sac in desirable Winter Park. The home offers a split plan with 4 bedrooms and 2 bathrooms. The living room has a beautiful stone fireplace. It has a separate indoor laundry room and an attached 2-car garage. Notes of interests include a fully renovated guest bathroom (2018), fully renovated kitchen (2023), new roof and gutters (2021), house replumb (2023) and home exterior paint (2024) and new interior paint throughout the home. Outside you will find a beautiful screened in pool to enjoy the Florida sun. It also has a covered area where you can enjoy outside dining. There is ample room on the .24 square foot lot to have a garden or enjoy lawn games. Located in Winter Park, this home is conveniently situated near a variety of shopping, dining, and entertainment options. The home is in the perfect location as there is a short commute to three top-rated Seminole County schools.. With easy access to major highways and public transportation, commuting to work or school is a breeze. Additionally, the neighborhood is known for its friendly atmosphere and sense of community. Don't miss out on the chance to make this lovely property your own!.

1776 E Cheryl Drive, Winter Park
$1,275,000
4 Beds ⋅ 4 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code
Welcome to 2536 Brookshire Ave, a spacious 4-bedroom, 3.5-bath modern farmhouse located in the heart of Winter Park. The open floor plan enhances connectivity throughout, with a first-floor primary suite featuring generous his and her closets. Designer lighting and plumbing fixtures, custom interior paint, 8-foot doors, and wood-like tile floors create a cohesive design. Enjoy additional space upstairs with a loft that has the potential to be converted to a 5th bedroom. All bedrooms are pre-wired for cable and CAT 6, with surround sound in the main living areas and speaker wiring on the back porch. The gourmet kitchen features custom white shaker cabinetry with soft-close doors and drawers, an oversized granite island, and designer pendant lighting. Stainless steel appliances, including an induction cooktop and refrigerator, complement the space. A built-in pantry and under-cabinet lighting with integrated outlets add functionality. The primary suite includes a walk-in shower enclosed in custom glass, a freestanding soaking tub, and dual solid wood vanities with ample storage. Smart technology features include a motorized retractable screen lanai, a Lutron smart exterior lighting system, a MyQ smart garage door opener, and a Schlage smart front door lock with coded entry access on all exterior doors. The home is wired for Ethernet, and a Ring doorbell adds security. The spacious garage offers remote access. Built for efficiency and durability, the home features foam-insulated block walls, Low-E windows, a fully fenced backyard, a sprinkler system, and a radiant barrier roof. Two 15 SEER AC units and a programmable thermostat provide climate control. Located within one of Winter Park’s top-rated school districts, this home is just minutes from Park Avenue’s upscale shopping, dining, and entertainment. Additionally, it is conveniently close to the Winter Park Racquet Club, Interlachen Country Club, and the YMCA. Enjoy nearby outdoor recreation at Ward Park, as well as wellness amenities at the Center for Health & Wellbeing.

2536 Brookshire Avenue, 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
$400,000
4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights SubDv. ⋅ 32792 Zip Code
Welcome to 4991 Tangerine Ave in the heart of Winter Park! This charming 4-bedroom, 2-bathroom home offers comfortable living with no carpet throughout—perfect for easy maintenance. The spacious family and dining room combination provides an open and inviting layout, ideal for gatherings. A large, air-conditioned Florida room adds even more flexibility, ensuring plenty of space for entertaining. The generously sized bedrooms offer comfort and versatility to fit your needs. Step outside to your beautiful backyard oasis, featuring a sparkling pool and additional yard space for relaxation or recreation. With no HOA and zoning for top-rated schools, this home is a rare find in a fantastic location. Don’t miss this incredible opportunity!

4991 Tangerine Avenue, 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
$965,000
4 Beds ⋅ 3 Baths ⋅ Pelican Bay SubDv. ⋅ 32792 Zip Code
Seller Financing Available--Attractive Terms--Potentially Below Market Rate. A True Gem on the Lake! If you've been dreaming of owning a lakefront property with a Winter Park address, this is your chance! This stunning 4-bedroom, 2.5-bathroom home in the tranquil Pelican Bay Subdivision is move-in ready and full of charm. As you approach, you'll be greeted by lush landscaping. Step through the double front doors into a welcoming foyer with beautiful wood floors and modern accents. An elegant oak staircase with iron rails leads you upstairs to three spacious bedrooms, a loft, a bathroom, and a private patio. The heart of the home lies downstairs, where you’ll find a modern kitchen with upgraded appliances, granite countertops, and wood cabinets. A large island/breakfast bar overlooks the family room, where you can take in breathtaking lake views. Enjoy formal gatherings in the separate dining and living rooms, each offering plenty of space and comfort. The downstairs primary suite boasts serene lake views and features exquisite built-in cabinets, renovated master bath with dual sinks, a large glass-enclosed walk-in shower, and an expansive walk-in closet. The screened-in lanai is the perfect place to relax or entertain, with a jacuzzi, wet bar, and plenty of counter space. Whether it’s morning coffee, afternoon relaxation, or evening sunsets, you’ll love the view of the lake all day long. The dock is an ideal spot for fishing, relaxing, or simply enjoying the tranquil surroundings. Major renovations to the home were done in 2017 including mostly new new windows throughout, dock, all bathrooms and flooring. New roof installed in 2021. This home truly has it all. Don’t miss out—schedule a tour today!

1444 Pelican Bay Trail, 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
$675,000
4 Beds ⋅ 2 Baths ⋅ Brookshire Heights 4th Add SubDv. ⋅ 32792 Zip Code
Welcome to this desirable 4 bedroom, 2 bathroom gem situated on a coveted corner lot in the heart of Brookshire Heights. With more than 2,200 SF of living space, this home offers a welcoming atmosphere with its spacious formal living and dining areas. Beautiful plantation shutters enhance the interior, providing both elegance and privacy. The kitchen features convenient eat-in space, a closet pantry, and ample room for cooking and entertaining. Enjoy cozy nights in the large family room complete with a wood burning fireplace, or step into the enclosed Florida room and bask in natural sunlight while overlooking the peaceful backyard. Imagine relaxing by the sparkling pool on hot Florida days or sipping your morning coffee in the serene outdoor space. This home offers the perfect blend of indoor and outdoor living. Down a singular hallway, you’ll find three generously sized bedrooms, each offering comfort and privacy. The primary suite is a retreat with a private en suite featuring a walk-in shower, while the guest rooms share a full hall bath. Located in one of Winter Park’s most desirable neighborhoods, this home is zoned for top-rated schools—Brookshire Elementary, Glenridge Middle, and Winter Park High. Just minutes away from Park Avenue retail and dining options, Rollins College, Advent Health, and more, this property offers the perfect blend of convenience and charm. Don’t miss the opportunity to make this home yours! NEW ROOF coming March 2025.

604 Darcey Drive, Winter Park
$719,000
4 Beds ⋅ 3 Baths ⋅ Kenilworth Estates SubDv. ⋅ 32792 Zip Code
Renovated and ready for MOVE IN! Top location in Kenilworth Estates! Top Schools - Brookshire, Glenridge, WP High! Walk, bike, scooter or quick drive to schools, Baldwin Park, East End/Corrine, Lake Baldwin Dog Park, VA Clinic and tons of Shopping and Dining! Light and bright open floor plan w/split bedrooms, easy care and stylish porcelain wood tile flooring, recessed lighting. Wood burning fireplace in living room, opening dining room. Sunny open kitchen with granite countertops, stainless steel appliances and cabinets galore! Bonus Dinette/Workspace in kitchen. Large primary suite, walk in closet, primary bath with dual vanity quartzite countertops and shower and soft close Barn door. 3 generous bedrooms with great closets on the west wing with updated hall bath, dual vanity and bath/shower. Sparkling pool - resurfaced in 2021 - in a huge screened lanai with paver deck. Covered area for entertaining and grilling outdoors! Plenty of yard space for gardening or playground plus shed (w/power) for storage or workshop. Oversized 2 car carport plus utility/storage room with pool bath. Roof/Electric/Plumbing 2017, A/C 2022, Water Heater/Gutters 2024. Super location with fun neighborhood, block parties on holidays!

2003 Woodcrest Drive, Winter Park
$372,000
4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code
Great Opportunity in Prime Winter Park Location. Single-story, 4-bedroom, 2-bath home with a split floor plan, featuring separate living, dining, and family rooms. Original owner, with most features still in original condition—ideal for a renovation project. Loads of potential for investors or buyers looking to customize their dream home. Great location with easy access to top-rated Seminole County schools, shopping, dining, UCF, and major highways. Large yard offers ample space for outdoor activities or a future pool. Perfect for FHA 203k renovation mortgage

5339 Cypress Drive, 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
$1,850,000
4 Beds ⋅ 5 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code
Step into the coastal lifestyle you've always dreamed of with this one-of-a-kind, luxurious home that has everything you could ever want—and more. From the moment you enter, you’ll be greeted with positive vibes and a seamless flow that combines elegance with practicality. The spacious open floor plan, complemented by beautiful wood flooring, creates a bright and airy atmosphere perfect for both relaxation and entertaining. At the heart of this home is an oversized kitchen that will leave you in awe, featuring stunning quartz countertops, top-of-the-line stainless steel appliances, and a sleek wine refrigerator to keep your collection perfectly chilled. A hidden prep kitchen allows you to entertain with ease while keeping the mess tucked away. Plus, with two laundry rooms (one upstairs, one downstairs), you’ll never have to worry about laundry day again. With 4 luxurious bedrooms, each with its own ensuite bath, privacy and comfort are yours at every turn. The glass-door enclosed study provides the perfect space for work or quiet reflection, while the professionally designed interior adds a touch of sophistication throughout. Step outside to your private outdoor haven—a massive patio with ample room for lounging and entertaining, plus a sparkling pool and hot tub that can be controlled right from your phone. After a day of sun and fun, rinse off in your outdoor shower, surrounded by gorgeous landscaping that adds a tropical touch to this serene retreat. Every inch of this home has been thoughtfully designed for maximum comfort, convenience and luxury. The attention to detail are unmatched. Tucked away in a quiet, highly sought-after neighborhood and zoned for the highly desired Winter Park schools, this home stands out from the rest. Its impeccable layout offers a perfect balance of style, functionality, and space—truly a floor plan that’s designed to fit your every need. It’s the rare find that elevates your lifestyle in a way that’s simply unparalleled!

2248 Middleton Avenue, 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
$450,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Welcome to 236 North Ranger Boulevard, a well maintained 4-bedroom, 2-bath ranch-style home in the heart of Winter Park Pines. With 1,844 square feet of inviting living space, this home offers the perfect blend of comfort and convenience, just waiting for your own personal touch. Nestled in a sought-after neighborhood known for its tree-lined streets and friendly community, this home is just moments from Winter Park Pines Golf Club and the Cady Way Trail, making it a haven for outdoor enthusiasts, golfers, and nature lovers alike. Enjoy leisurely morning walks, bike rides, or a round of golf just steps from your front door. The large backyard is ideal for entertaining, gardening, or simply unwinding after a long day. With top-rated Winter Park schools, convenient shopping, and dining nearby, this home truly has it all. Don’t miss the opportunity to make 236 North Ranger Boulevard your own, schedule a showing today!

236 N Ranger Boulevard, Winter Park
$950,000
4 Beds ⋅ 4 Baths ⋅ Bear Gully Bay SubDv. ⋅ 32792 Zip Code
Winter Park Lakefront is a rare find and this incredible property boasts over an acre of property on the coveted Spring-fed Bear Gully Lake. Lifestyle abounds on Florida Lakes, with wildlife, sunsets, and the blue of calm water while enjoying the proximity to city living and amenities. A covered boat dock makes lake-life simple. The opportunities are endless to either renovate the existing residence or start from scratch and build the home of your dreams! This sprawling 4-bedroom, 2.5-bathroom residence with an attached mother in law suite offers exceptional size and living space. Over 3,600 square feet, this home is designed for both comfort and convenience, making it perfect for multi-generational living or hosting guests. The open floor plan features an abundance of natural light with stunning views of Bear Gully Lake, providing a peaceful backdrop to daily living. The primary suite features an office, dual sided wood burning fireplace, a spacious walk-in closet and an en-suite bathroom with a soaking tub and a separate shower. The standout feature of this home is the additional flexible structure that includes 2 bedrooms, a full bathroom, and a kitchenette. Outside, the home's expansive lot lush with greenery and Florida landscaping offers plenty of space for outdoor activities. The 3-car garage provides ample storage and additional parking. Enjoy lakefront living at its finest, with direct access to Bear Gully Lake for boating, fishing, skiing or simply enjoying the view from the backyard.

3818 Kinsley Place, Winter Park
$436,000
4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 15 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated 4-bedroom, 2-bathroom home in the highly sought-after Winter Park, FL! Step inside to find a bright and airy interior with ample natural light throughout. The fully renovated kitchen boasts stainless steel appliances, and sleek quartz countertops making it perfect for cooking and entertaining. This home includes four bright and inviting bedrooms, each designed for comfort with plenty of natural light and ceiling fans. Whether you need extra space for family, guests, or a home office, these rooms provide the perfect balance of function and style. The two fully renovated bathrooms are designed to impress, featuring sleek modern finishes, updated vanities, and stylish tile work for a fresh and contemporary look. Step outside to enjoy a spacious fenced-in backyard, perfect for relaxation, pets, and outdoor gatherings. This prime location of Seminole County is near shopping, dining, and top-rated schools offering the best of Winter Park living. Schedule a tour today—your dream home awaits!

2076 Leanne Court, Winter Park
$439,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Gorgeous new flooring throughout the home!!New roof 2020! New water heater 2025. Beautiful Winter Park 4 Bedroom/ 2 Bath home in the sought-after Winter Park Pines neighborhood! This lovely residence has a beautiful split floorplan with lots of natural light! This home offers both a separate family room and living room to provide ample space to entertain or enjoy a relaxing evening with the family. Dual sliding doors lead to a spacious screened lanai to enjoy the outdoors! Fully fenced backyard for privacy and security with plenty of room for a pool. Parking pad off the driveway for extra parking. Zoned for sought-after Winter Park schools! No HOA! Short ride to the Winter Pines public golf course with clubhouse and restaurant! Walking distance to the Cady way trail, pool and park. Easy access to Winter Park shopping, dining and restaurants as well as the Orlando International airport, UCF and Rollins college. Schedule your showing today!

2823 Cady Way, Winter Park
$445,000
4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 01 SubDv. ⋅ 32792 Zip Code
Welcome to this inviting 4-bedroom, 2-bathroom home on an oversized corner lot in Winter Park, offering NO HOA—perfect for bringing your boats, RVs, and outdoor toys! Located in Seminole County, you’ll enjoy top-rated schools, lower property taxes than Orange County, and the flexibility of unincorporated Winter Park. Inside, a thoughtfully designed split floor plan offers both functionality and privacy. The bright family room flows seamlessly into the open living and dining area, centered around a cozy wood-burning fireplace. The updated kitchen features light, neutral finishes and an additional dining space—ideal for gatherings. The primary suite provides you with a spacious walk-in closet and en-suite bathroom, while three additional bedrooms and a full bath sit on the other side of the home. Large windows fill the living areas with natural light and provide views of the fully fenced backyard and enclosed patio. A charming brick patio, storage shed, and generator hookup add even more convenience. This home is just minutes from Publix, Costco, and Target, with Park Avenue’s dining, boutiques, and cultural attractions only 10 minutes away. Enjoy an easy 25-minute drive to Orlando Int’l Airport and quick access to UCF, Full Sail University, and Rollins College. With a 2023 ROOF, UPDATED ELECTRICAL, and a HOME WARRANTY already in place, this home is MOVE-IN READY and offers peace of mind. A perfect blend of space, location, and flexibility—don’t miss out! Schedule your private showing today!

2207 Winter Woods Boulevard, Winter Park
$540,000
4 Beds ⋅ 2 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code
This Winter Park, Tuskawilla area residence is located in the highly desirable "Lost Creek" subdivision. This home is comprised of 4 bedrooms 2 bathrooms in a distinctive private community on a cul-de-sac. Once inside this home you will notice multiple spacious living areas. Not the standard open floor plan where you see the kitchen from the front door! As you enter the front door, you immediately notice the very high vaulted cathedral ceilings with a gorgeous double sided fireplace. The double-sided wood burning fireplace is in both the family room and living room! The chef's kitchen is so spacious, it has room for a dining table and lots of elbow room for those family parties and holidays. Solid wood cabinets and granite counter tops complete this terrific kitchen. In the more formal dining area there is expansive room for a 8 person dining table easily. The oversized pantry is so handy for stocking up and great storage for those holiday platters! This home is designed for modern living....seamlessly connecting outdoors and indoors. Outdoor screened patio has plenty of room for grilling on the BBQ. Located in the backyard is also a storage shed, great for storing fishing poles or lawn care equipment. Plenty of room for a sparkling pool. The primary bedroom suite has tall ceilings and is flooded with natural light. A large walk in closet and double vanity-dual sinks, with a soaking tub and separate walk in shower complete this true en-suite bathroom. The 3 additional bedrooms are located down their own hallway, with the large bathroom and bright white tiled tub and shower. Brand new air conditioner and hot water heater installed in October 2024. The oversized 2 car garage is ready for all the toys!! Lost Creek has lovely tree lined streets and well taken care of homes. A fantastic location with Seminole County schools. All, less than 1.8 miles from the home. Do NOT miss out, call for a tour of this gorgeous home...

3084 Heartleaf Place, Winter Park
$970,000
4 Beds ⋅ 3 Baths ⋅ Lakeside Estates SubDv. ⋅ 32792 Zip Code
Welcome to this splendid 4-bedroom, 3-bathroom, home located in a serene cul-de-sac in the luxury Lakeside Estates Community. This exceptional residence combines a high standard of living, comfort, and functionality, offering everything you’ve been dreaming of. Step inside to discover an open floor plan with elegant porcelain flooring throughout, high ceilings, and an abundance of natural light streaming through the expansive windows with integral blinds. A beautiful formal living room leads to the Chef’s dream kitchen featuring top-of-the-line stainless steel appliances, ample counter space, and a sleek and modern island design perfect for entertaining, adding the perfect butler’s pantry when it comes to serving large meals for family gatherings. The dining room features a deluxe accent wall, then you’ll find a cozy and luxurious family room. The spacious primary bedroom serves as a peaceful retreat with a spa-inspired ensuite bathroom complete with French doors leading to the pool area. Three additional generously sized bedrooms providing ample closet space and exceptional versatility. The outdoor oasis includes a sparkling pool, a fully equipped outdoor kitchen, and ample space for gatherings or quiet relaxation. French doors provide seamless indoor-outdoor living. With a 3-car garage and its prime location in Winter Park, close to Winter Springs, Oviedo, UCF this luxury home is a rare find. Lakeside Estates includes a community pier and playground. Don't miss this opportunity to own your dream home in one of the most sought-after neighborhoods. Schedule your private tour today!

1484 Via Sangro Place, Winter Park
$551,000
4 Beds ⋅ 2 Baths ⋅ Arrowhead Cove SubDv. ⋅ 32792 Zip Code
**The MOST discerning buyers must come see this home in person!** Have you been dreaming of cul-de-sac life? Take a long look at this better-than-new home. The many improvements will impress the most particular buyer and are too lengthy to fit in this description, so please reach out for a full list of updates and to schedule a tour! This is the last home sitting at the end of a beautiful street where pride in ownership abounds all around. Nestled between Lake Nan and Lake Waunatta, open the brand new windows and sliding glass doors to catch lake breezes. Well kept by one owner from 1972 to 2024, this home combines the charm and fortitude of years gone by with the ease and style of contemporary living through brand new features like cozy wood look tile floors, elegant kitchen, great bathrooms, and so much more. The home is zoned for sought after Lakemont Elementary, Maitland Middle, and Winter Park High School. The floor plan is excellent for many lifestyles with the kitchen open to a large living space, with additional formal/flex living space separate. A 4th bedroom overlooking the front yard would make a great office, den, or playroom. The stunning kitchen has classy cream cabinetry, quartz counters with waterfall island, under-cabinet dimmable lighting, warm gold accents, and jazzy high end appliances. Every light fixture has been replaced and paired with Kasa smart switches to control from your phone or iPad. Entry smart keypad lock, Wifi enabled thermostat, app-enabled garage door opener, and some appliances having remote connectivity make living in this home easy. No wall has gone untouched with fresh ceiling and wall texture and coats of beautiful creamy paint. The exterior is also in great shape with a lovely inviting color palette and sky blue accents. The 2-car garage floor is freshly epoxied with extra workspace. Mature landscaping is visible through every window and can be watered by a well-fed irrigation system. The primary suite has its own bathroom with large vanity and curbless shower entry. There’s also a massive 7x12 walk-in closet to make your Instagram organizational dreams come true. Two additional bedrooms on one side of the home are large with wonderful natural light. With Florida’s unique homeowners insurance challenges, it’s super important to look at the big four points of the home you’re buying. Roof: Set apart by a doubly fortified deck with brand new shingles in 2024. Electrical: Every single wire is brand new, along with panels. Plumbing: Water supply lines have been replaced and a new 50-gallon water heater added. HVAC: The Lennox unit is 2019 and operates beautifully. Reach out with any questions and to schedule a private tour!

7884 Broken Arrow Trail, Winter Park