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$738,000
4 Beds ⋅ 3 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code
Located in the heart of Winter Park, 2178 Whitehall Drive is a beautifully renovated Mid-Century Modern ranch home that seamlessly blends classic design with modern updates. Just minutes from Baldwin Park, Park Avenue, and the Cady Way Trail, this home offers the perfect balance of convenience and charm. Fully renovated inside and out, recent upgrades include a shingle roof replacement (2021), fresh interior paint , and a new entry door. Inside, polished terrazzo flooring flows throughout, complementing the stylishly remodeled kitchen with professional series appliances, Natural Gas range, new cabinetry, and countertops. The home features a wood-burning fireplace, a completely remodeled set of three bathrooms with contemporary designs, and a tankless electric water heater (2022) for energy efficiency. A covered and screened back porch provides a relaxing outdoor retreat, while the fenced yard ensures privacy. Completing the property is a spacious 20x30 two-car garage, perfect for storage or a workshop. Zoned for the highly rated Winter Park School District, this home offers modern comfort in a prime location. Schedule a showing today to experience the best of Winter Park living.

2178 Whitehall Drive, Winter Park
$730,000
4 Beds ⋅ 2 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully updated 2,155 sq ft pool home, featuring 4 bedrooms and 2 bathrooms, situated in a peaceful neighborhood just minutes from schools, shopping, and the local Winter Pines Golf Course. After a long day, enjoy the convenience of walking to the golf course to unwind—whether you're hitting balls at the range or relaxing with happy hour and dinner at the Bonfire Grill. This home boasts recent updates, including pool RESURFACE and filter system (2021) new pump (2024), all new interior doors 2023, full kitchen renovation in 2023, new fence installed in 2023, water heater 2023, full interior and exterior paint 2024, and a NEW ROOF in 2024!!!! Inside, you'll find ceiling fans, a cozy fireplace, sliding glass doors, and plenty of windows, creating a bright and open atmosphere. The spacious primary suite features a large en suite with dual sinks and a walk-in shower. With great neighbors and a large backyard that includes a private pool, you'll have plenty of space to entertain. This home is truly move-in ready, schedule your private showing today! WELCOME HOME

920 Fairway Drive, Winter Park
$515,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Welcome to Winter Park Pines, a community known for its tree-lined streets, friendly neighbors, and the rare charm of front-door mail delivery! This spacious 2,000+ sq. ft. home presents an incredible opportunity to invest in a neighborhood where property values are soaring. Nestled on a picturesque street, this home boasts fantastic curb appeal and a lush, private backyard oasis—perfect for outdoor gatherings or quiet relaxation. The low-maintenance landscaping ensures you have more time to enjoy your surroundings. Step inside to discover a well-structured layout with tremendous potential. While some updating may be desired, the home offers solid bones and ample space to bring your vision to life. The 24’x11’ kitchen was fully renovated in 2007, featuring custom oak cabinetry, granite countertops, GE double ovens, a GE 5-burner glass cooktop, and a brand-new Bosch dishwasher (2023). A spacious island seamlessly connects the kitchen to the dining area, creating an inviting space for cooking and entertaining. Plus, the built-in butler’s pantry provides extra storage with stylish mullion cabinet doors and under-cabinet lighting. Beyond the kitchen and dining area, the expansive 30’x15’ Florida room offers the perfect spot to unwind—whether watching TV, reading a book, or simply soaking in the serene backyard views. French doors lead to a fully fenced yard adorned with mature trees and native flora, ensuring privacy and tranquility. A storage shed adds extra convenience. Inside, you’ll find three comfortable bedrooms, including a primary suite with an oversized jetted tub room and a spacious 11’x7’ walk-in closet. Winter Park Pines is a highly desirable community with rapidly appreciating home values, making this a fantastic investment opportunity. With a little creativity and vision, this home offers the perfect chance to craft your dream space while securing a spot in one of Winter Park’s most sought-after neighborhoods. Don’t miss out—schedule your showing today! HVAC - 2013, NEW ROOF - 2024, PLUMBING - 1997, NEW ELECTRICAL PANEL -2025, NEW HOT WATER HEATER - 2025

2819 Scarlet Road, Winter Park
$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
$359,900
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 07 SubDv. ⋅ 32792 Zip Code
Dreams Do Come True! Charming Winter Park Retreat – Fully Renovated & Move-In Ready! $10,000 Maytag water system INCLUDED! No bottle water needed here. Welcome to this stunning 3-bedroom, 2-bathroom gem in the highly sought-after Eastbrook community of Winter Park! Offering almost 1,300 sqft of spacious living, this home has been beautifully upgraded with modern finishes and stylish details throughout. Incredible curb appeal Featuring a brand-New roof, New fresh interior and exterior paint, and New luxury vinyl plank flooring throughout. The stunning New kitchen boasts quartz countertops, shaker cabinets, a sunken sink, and stainless steel appliances. Additional upgrades include New 5-inch gutters, a paved driveway, and a versatile 1-car garage that can be used for parking or as an extra room. The spacious lot offers privacy with no neighbors on two sides, beautiful backyard views, a fire pit, and an adorable workshop house with full electrical. Incredible entertainers home. Inside, enjoy stylish details like barn doors, shiplap in the master bathroom, ceiling fans, and a screened patio. A newer HVAC system ensures year-round comfort. Located in a prime Winter Park location near top-rated schools, shopping, and dining, this move-in-ready home is a must-see!

1938 Eastbrook Boulevard, 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
$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
$735,000
5 Beds ⋅ 4 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code
Beautiful Pool Home in the Gated Community of Enclave at Aloma, Now Available!  With approximately 3500 sf, this home offers all the space and bedrooms that you're looking for.  The floor plan boasts 5 bedrooms, 4 bathrooms, office/study, and additional flex/bonus room.   Notable features of the home include: Gourmet Kitchen (w Granite Counters, Stainless Steel Appliances, 42" Cabinetry, Center Island), Huge Dining Room (perfect for entertaining), Dedicated Office (w/French Doors), Guest Suite on the First Floor (w/ a full bathroom and separate entrance from garage), Secondary Living Room(w/Wardrobe that can be used at 6th Bedroom), Massive Primary Suite (w/room for sitting area inside), Double Washer/Dryer hookups (both upstairs and down), and more.  This one has been lovingly maintained by the original owner.  The outdoors are equally appealing, with Covered Lanai, Screened Saltwater Pool, Paver Pool Deck, and Gorgeous Landscaping in the front and rear of the home.  The yard is enclosed with vinyl fencing.  And, beyond the home itself, this location in Winter Park is highly desirable.  This intimate gated community is located just minutes from top-rated school, Trinity Prep, restaurants/retail, and quick access to major highways and toll roads.  Don't miss your opportunity to own this great home.  Schedule your private showing today!

7945 Pleasant Pine Circle, Winter Park
$545,000
3 Beds ⋅ 3 Baths ⋅ Winter Woods Unit 03 SubDv. ⋅ 32792 Zip Code
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2227 King Charles Court, Winter Park
$660,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code
Welcome to the sought after Winter Park Pines. A neighborhood where children are always riding bikes and playing outside, neighbors look out for one another and neighborhood gatherings are a regular event. When entering the home, you find yourself drawn to the open floor plan and natural light. Beautiful, restored terrazzo floors throughout the house. The eat in kitchen with its great layout has a GE Café range, oven, and microwave. Three spacious bedrooms. The light filled playroom would also make the perfect office. Paved patio with a raised garden bed can be found in the backyard. New A/C. Zoned for the best schools. Walk to Brookshire Elementary. Enjoy bike rides and walks along the Cady Way Trail. A new renovation project for the Cady Way pool is planned. Close to Baldwin Park, Winter Park, and short ride to the airport. This is not just a home it’s a lifestyle.

2732 Lion Heart Road, Winter Park
$284,900
2 Beds ⋅ 2 Baths ⋅ Winter Green SubDv. ⋅ 32792 Zip Code
This Winter Park Townhouse offers an easy-maintenance lifestyle with LOW monthly dues! Very few units come up for sale in this complex- and even fewer END UNITS like this one!! With 2 spacious bedrooms, an open Loft, *AND* a separate flex room that can easily be converted into a 3rd bedroom or private office, you don't want to miss this opportunity to snag this incredible deal!! The flow of this townhouse provides the perfect blend of function and comfort while the private courtyard gives you a place to enjoy the outdoors without having the upkeep of a large yard! Work-from-home? No problem... set up your home office in the Flex Space! Don't want to climb stairs? Problem Solved... there's a DOWNSTAIRS bedroom and Full Bath! Need separate living spaces? Who doesn't, right?... the Loft can fit a full living room set and large TV - or a Pool Table if you're so inclined! Host family and friends for weekly game nights and holidays? Let's do this... the open floorplan expertly connects the living room, dining AND kitchen! Need a laundry room INSIDE?...We Got You! Hate carpet in bedrooms?... Great, so do we! Thinking about picking up Tennis or Pickleball?...Check out the Community Courts (and then cool off in the Community Pool!)! Want a place that's close to all major roads, shopping, great dining options, and schools?....You Found It! Did we mention the ROOF is less than 1 Year NEW??? Grab this gem before someone else does!

1709 Winter Green Blvd, Winter Park
$447,500
3 Beds ⋅ 2 Baths ⋅ Howell Branch Woods SubDv. ⋅ 32792 Zip Code
Nestled in the heart of Winter Park, this beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of comfort and Florida living. Step inside to discover a bright and spacious open-concept layout featuring durable LVP flooring, modern finishes, and plenty of natural light. The updated kitchen boasts stainless steel appliances, quartz countertops, and a breakfast bar, ideal for entertaining or family meals. The primary bedroom is a true oasis with a luxurious en-suite bathroom. Two additional bedrooms provide ample space for family, guests, or a home office. Outside, your private backyard paradise awaits—complete with a sparkling pool, perfect for cooling off on warm days or hosting weekend gatherings. Located just minutes from Winter Park’s renowned dining, shopping, and top-rated schools, this home combines convenience with tranquility. New roof/gutters in 2022. Floors, kitchen updated, bathrooms updated, hot water heater in 2021. Interior paint in 2021 and exterior in 2022. Don’t miss your chance to own a slice of paradise—schedule your showing today!

3132 Nicholson Drive, 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
$245,000
2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated 2-bedroom, 2-bathroom condo located in the desirable Cedarwood Village community of Winter Park. This 1,295 sq ft home seamlessly blends modern updates with classic charm, offering a comfortable and stylish living space. The heart of this home boasts a brand-new kitchen equipped with modern appliances, sleek countertops, and ample cabinet space, perfect for culinary enthusiasts. High-grade laminate flooring extends throughout the living areas, providing durability and a contemporary aesthetic, while the entire interior has been freshly painted in neutral tones, creating a bright and inviting atmosphere. Both bathrooms have been thoughtfully updated with modern fixtures and finishes, enhancing both functionality and style. The open-concept living and dining areas feature vaulted ceilings and skylights, filling the space with natural light and offering a welcoming environment for relaxation and entertainment. Residents of Cedarwood Village enjoy access to a community pool, clubhouse, and well-maintained common areas, enhancing the overall living experience. The association fee covers exterior maintenance, landscaping, and access to community amenities. Situated in Winter Park, this condo offers proximity to a variety of shopping, dining, and entertainment options. The area is known for its excellent schools and vibrant community atmosphere, making it a sought-after location for families and professionals alike. Don’t miss out on this incredible opportunity—schedule your private showing today!

2471 Tahoe Circle Unit 00, 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
$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
$421,700
3 Beds ⋅ 2 Baths ⋅ Springview SubDv. ⋅ 32792 Zip Code
Welcome to this meticulously updated and **FULLY FENCED POOL HOME**, reflecting exceptional pride in ownership and featuring numerous thoughtful upgrades, all nestled in the desirable Winter Park area with **NO HOA** and a **NEW METAL ROOF (2022) ** This home is ideally situated on a **QUIET CUL-DE-SAC**, offering additional privacy and tranquility. The **SOLID BLOCK CONSTRUCTION** ensures durability and long-term peace of mind, providing the home's overall structural integrity. It offers 3 bedrooms, 2 bathrooms, and **A VERSATILE BONUS ROOM** with a closet on the ground floor, perfect for a home office, a 4th bedroom, or extra storage, adapting effortlessly to your needs. As you step inside, you’ll be greeted by a bright, inviting living room, with new plantation shutters and tile flooring throughout. The open layout effortlessly transitions into the dining area, where French doors lead to the backyard, ideal for seamless indoor-outdoor living. The modern kitchen features warm wood cabinetry, stainless steel appliances, a stylish glass tile backsplash, and a cozy nook area, perfect for casual meals or enjoying your morning coffee. Upstairs, all the bedrooms have been updated with beautiful wood floors, giving the home a fresh, contemporary feel. The remodeled bathrooms combine both style and function, offering comfort for your daily routines. Step outside to your private backyard retreat: an entertainer's dream and **SPACE GALORE!** The sparkling swimming pool, resurfaced in 2024 and color-changing pool lights, is the centerpiece of this expansive backyard, offering the perfect spot to relax and cool off on warm Florida days. The fully fenced yard ensures complete privacy, with no rear neighbors. For outdoor dining or relaxation, the shaded gazebo on the concrete pad provides a cozy retreat, complete with a built-in charcoal grill, Bluetooth sound system, and hanging lights, creating the ideal setting for evening meals or entertaining guests. The yard has been freshly landscaped with new sod and includes an efficient well-powered irrigation system, ensuring the space stays lush and green year-round while helping to reduce utility costs. For added convenience, a storage shed offers ample space for tools and outdoor equipment, keeping everything organized and accessible. With plenty of space, you can easily add a swing set, garden beds, or a fire pit to enhance your outdoor oasis. Additional upgrades include new gutters, new insulation (2020), and a new garage door with updated features (2023) and alarm system, giving you peace of mind for years to come. Located nearby schools and shopping, this home offers the perfect balance of convenience and comfort. This is a rare opportunity to own a meticulously updated home in the desirable Winter Park area. Don’t miss your chance to make this exceptional property yours, schedule your private tour today!

1189 Lazy Hollow Place, Winter Park
$905,000
5 Beds ⋅ 4 Baths ⋅ Cypress Reserve SubDv. ⋅ 32792 Zip Code
ATTENTION BUYERS!! Price adjusted to $918,000 and $15K SELLER CONCESSION TOWARDS BUYERS CLOSING COST WITH FULL ASKING PRICE!! The Winter Park Oasis You've Been Waiting For: Imagine waking up in an expansive primary suite, enjoying a cup of coffee by the fireplace, and then stepping out to your backyard oasis the heated, screened-in pool and spa, warmed by eco-friendly solar panels, are perfect for year-round enjoyment. With a built-in outdoor wet bar and lush landscaping, you'll have the perfect setting for a quiet evening or a lively gathering where you can unwind, entertain, and make lasting memories. This isn't a vacation fantasy—it's your new reality at 5325 Cypress Reserve Place, an exquisite 5-bedroom home in the exclusive gated community of Cypress Reserve. This isn't just a house; it's a lifestyle upgrade designed for ultimate comfort and seamless living. Inside, the open-concept layout flows effortlessly. The chef's kitchen, with its expansive countertops and large island, is the true heart of the home, perfect for everything from casual breakfasts to large dinner parties. The flexible living spaces, including a spacious loft and multi-purpose rooms, provide endless possibilities for a home office, game room, or theater. The result is a move-in-ready masterpiece that offers both comfort and peace of mind. Unbeatable Location, Unmatched Convenience Nestled in one of Winter Park's most sought-after communities, this home offers the perfect balance of serenity and accessibility. You'll be minutes from the chic shops and restaurants of Park Avenue, with easy access to major roads for a stress-free commute. Plus, you'll be zoned for top-rated Seminole County schools and just steps away from the Cross Seminole Trail, offering endless opportunities for outdoor activities. This truly is the opportunity of a lifetime—Schedule Your Private Showing Today! Homes in Cypress Reserve rarely become available—Are you ready to call this one your home?

5325 Cypress Reserve Place, 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
$540,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code
Incredible opportunity to own a beautifully updated POOL home in Winter Park... just a block from Top-rated Brookshire Elementary School! Situated on an oversized lot with 2-car garage, this home offers the perfect blend of function, design, and comfort- boasting Mid-Century Modern vibes! As you enter through the beautiful double glass doors, you are greeted by an expansive foyer that flows seamlessly into the dining room and open-concept kitchen; all of which has been tastefully updated with meal prep and entertaining in mind!! Fully equipped with all appliances, the kitchen offers modern granite countertops & breakfast bar, and beautiful wood cabinetry with soft-close features, undermount lighting & glass-front display cabinets **PLUS great storage, prep space and excellent lighting! Off of the kitchen and dining room is a dedicated living/great room with TWO sets of French Doors to access the covered patio where you can take advantage of the Florida weather nearly year-round! The master bedroom sits at the back of the home for added privacy, and offers a walk-in closet, an en-suite shared bath, and French Doors that lead to a pavered patio that overlooks the backyard oasis (while providing just the right amount of natural light!). Outside you will enjoy the sparkling pool with stone-pavered deck nestled among the large, fully-fenced yard with plenty of space to play, garden, and relax! Roof and HVAC were replaced in 2014, Pool Pump replaced in 2018. All electrical panels have been updated.

2335 Coldstream Dr, 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
$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
$402,000
3 Beds ⋅ 2 Baths ⋅ Bel Aire Pines SubDv. ⋅ 32792 Zip Code
**This property qualifies for a closing cost credit up to $6,600 through the Seller’s preferred lender.**Welcome home to this 3-bedroom, 2-bathroom home located in the highly desirable Winter Park community of Bel Air Pines. Offering the perfect blend of modern amenities and classic style, this home is sure to check the boxes and more! The front screened-in porch with its charming arched detailing invites you to relax and enjoy the Florda breeze. As you enter the foyer, you’ll see the hallway to your right connecting all three bedrooms and both updated bathrooms. The open concept living and dining areas are perfect for entertaining, with plenty of natural light and a seamless flow for gatherings. The kitchen around the corner features updated white cabinetry, stainless steel appliances, and quartz countertops, offering both style and functionality. Sliding glass doors open from the living area to the backyard, extending your space for indoor-outdoor living. The spacious backyard is the perfect space to store your RV, trailer, or boat with an 8-foot privacy fence surrounding. Recent upgrades include new windows and sky lights, replumbed and new breaker box in 2015, soffit and gutters and facia and new hot water heater in 2020, all new exterior lights, and the attic has R18 pest repellent insulation. Zoned for winter Park High School, this amazing location offers amazing dining and shopping being close to Downtown Winter Park and Orlando and easy access to major highways. Schedule your private showing today!

3121 Heartwood Avenue, 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
$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
$360,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code
**Back on the Market due to buyer financing falling through & listed for below market value!** **Owner Financing Available!!** Welcome to this charming Winter Park home, perfectly situated at 1612 Eastbrook Blvd. This 1,240 square foot residence offers three bedrooms and two bathrooms, making it an ideal space for comfortable family living. Step inside to discover high ceilings that create an open, airy atmosphere throughout. The home features a BRAND new roof (2025), modern luxury vinyl flooring and convenient ceiling fans in key areas. The updated kitchen stands out with sleek quartz countertops and stainless steel appliances, perfect for preparing family meals. The layout includes a primary bedroom and two additional bedrooms, providing plenty of space for everyone. The property has been thoughtfully updated while maintaining its welcoming character. For outdoor enjoyment, you'll find a screened-in back porch that overlooks a peaceful pond - an ideal spot for morning coffee or evening relaxation. The fenced backyard offers additional outdoor space, and a two-car carport provides convenient parking. This home's location is truly convenient, situated near everything you need. You'll find ALDI grocery store less than a mile away, and Aloma Charter High School is within walking distance. Public transportation is easily accessible, with a bus stop at N Semoran Blvd and Raiders Run nearby. For outdoor recreation, Phelps Park is just a short drive away. The property's central location provides easy access to shopping, restaurants, theme parks, major roads, and the airport. Move-in ready and well-maintained, this home offers both comfort and convenience in a desirable Winter Park location. Schedule your showing today!

1612 Eastbrook Boulevard, Winter Park
$490,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Hgts 1st Add SubDv. ⋅ 32792 Zip Code
Great house in sought after neighborhood. The home is close to Brookshire Elementary, Winter Park High, Cady Way trail, Cady Way pool, and Showalter Home has an inviting front porch with swing, storm door with decorative front door, open floor concept for family room, dining room and kitchen. The screened in back porch overlooks a nice fenced in yard. This home won't last long.

2463 Brookshire Avenue, Winter Park