About Homes for Sale in Winter Park

Welcome to Old Winter Park's coveted Tree Streets - a place where your dream home is waiting for you! This truly remarkable 5/3 property rests in a neighborhood teeming with charisma and personality, offering a one-of-a-kind lifestyle in one of Central Florida's most sought-after communities. Location, as we all know, is everything, and this home hits the nail on the head. Set in a prime spot, you'll find yourself amidst graceful streets graced with pavers exuding everlasting elegance. Step outside, and you're instantly embraced by the pulse of a bustling community. A stone's throw away, Phelps Park, with its basketball and pickleball courts and playgrounds, beckons. Families desiring quality education will appreciate the zoning for top-tier schools and proximity to Lakemont Elementary. Plus, with the nearby YMCA, a plethora of recreational opportunities is at your disposal. But the perks don't stop there! Imagine being a leisurely golf cart ride away from the buzzing heart of downtown Winter Park. Treat yourself to delightful boutiques, mesmerizing art galleries, and top-notch eateries that lend this area its distinctive character. Boasting a stunning lakefront location, you'll be part of an energetic community that values the beauty and serenity of its environment. Inside this flawless residence, completely rebuilt in 2013, you're in for a treat. Offering nearly 3200 square feet of luxe living space, this home masterfully blends elegance and functionality. With every step on the bamboo and travertine marble floors, you'll admire the painstaking attention to detail in the renovation process. The jewel in the crown of this home is the striking kitchen, revamped in 2019, complete with high-end Thermidor appliances to satiate the foodie in you. Its open-plan design merges effortlessly with the living and dining spaces, forming an ideal setting for hosting loved ones. Ascend to the second floor, and behold the awe-inspiring lake vistas that promise to start and end your day on a tranquil note. Beyond its stunning visuals, this home is a testament to modern innovation and efficiency. Features like paid-off solar panels, a hybrid water heater, and all-LED lighting underscore its commitment to sustainability. With two electric vehicle charging outlets, you're set to lead the charge in the green revolution. Sleep peacefully knowing your home has a comprehensive security system, premium window tinting, and a home-wide water softening system to guarantee comfort and peace of mind. Framed by mature greenery and featuring a well irrigation system, this property strikes the right chord between natural allure and water conservation. The high energy efficiency rating translates to incredibly low electricity bills, freeing up funds for what truly counts in your life. Homes of this standard seldom hit the market and are typically snapped up quickly. Don't miss the opportunity to call this extraordinary property yours. Book a viewing today and prepare to immerse yourself in a world of luxury, serenity, and unmatched community living. The tree-canopied streets of Old Winter Park are excited to welcome you home.

Welcome home to this charming 3 bedroom, 2 bathroom home in Winter Park Estates, zoned for top-rated schools Lakemont Elementary, Maitland Middle, and Winter Park High School! In addition to a split floor plan, this home offers multiple living spaces, an attached two-car garage, updated kitchen and bathrooms, a very spacious backyard, and easy access to Winter Park's renowned shopping and dining. New laminate flooring throughout was added in 2021, a new roof was installed in December 2022, and electrical was recently updated in 2021, just to name a few of the upgrades. You'll love the natural light in each and every room of this home and the opportunity for seamless indoor-outdoor living.

Located in the quaint, desirable Kenilworth Shores of Winter Park is where you will find this UPDATED traditional home that features over 2100 sq. ft., boasting 3 bedrooms, 2 bathrooms PLUS a designated office, dining room, living room, laundry room (including washer & dryer), kitchen & family room combination featuring the original hardwood floors. Other features of this home include brand new French doors in family room/Kitchen, BRAND NEW KITCHEN APPLIANCES, GRANITE countertops in kitchen and bathroom, NEW CUSTOM CLOSETS IN ALL BEDROOMS, crown molding, a wood burning fireplace in the family room, nest thermostat, nest doorbell & security camera all included along with a HUGE INGROUND POOL with a diving board surrounded by UPGRADED LUSH LANDSCAPING for a private oasis in your PRIVACY FENCED BACKYARD. Close proximity to Park Avenue / Downtown Winter Park for an abundance of restaurants and shopping. Advent Health Winter Park, Rollins College, and the College Park area to name a few. DON’T HESITATE to view this home as it WILL NOT LAST LONG!

THE ORWIN MANOR BUNGALOW // Welcome home to this charming traditional bungalow-style home located in the sought after neighborhood of Orwin Manor. This residence was built in 1935 and was thoughtfully remodeled down to the studs in 2007, combining classic elegance with modern amenities. As you step foot through the door, you are immediately welcomed by stunning hardwood floors that flow throughout the house. A wood burning fireplace compliments the cozy living space with original built-ins that open into a spacious dining area ideal for hosting intimate dinners or larger gatherings. The fully remodeled kitchen featured modern appliances, ample cabinet space, and sleek countertops. The house offers three comfortable bedrooms providing a tranquil retreat for everyone in the household. The master suite is a true oasis, featuring a generous layout, private en-suite bathroom and large closet. Outdoor living is a delight with the expansive backyard and side yard, offering plenty of space for relaxation and entertainment. The landscaping creates a serene ambiance, and the patio area is perfect for al fresco dining or enjoying a morning coffee. The detached 2 car garage is perfect for parking cars, additional storage, or a workshop. Conveniently located off Orange Ave. this home provides easy access to the vibrant Park Ave. and downtown Orlando areas with its charming boutiques and gourmet restaurants. Enjoy the nearby parks, lakes, and golf courses that make this community a true haven for outdoor enthusiasts. Upgrades include: ROOF (2022), HVAC (2019), EXTERIOR PAINT (2023), INSULATION IN ATTIC (2022), FRESHLY INSULATED CRAWLSPACE WITH 3” SPRAYFOAM (2022), TANKLESS WATER HEATER (2017), LG FRIDGE & DISHWASHER (2023). All smart devices including Nest Thermostat with Temperature Sensors, Nest Smoke & co2 Detectors, Ring Flood Lights and Ring Doorbell WILL CONVEY. Schedule a showing today and experience the timeless allure of 1423 Westchester Ave.

Just listed! This adorable two bedroom bungalow is located in Central Florida’s hottest zip code! Nestled between Winter Park and College Park, this home boasts beautiful natural hardwood floors, updated bathroom, open floorpan, light and bright kitchen, and bonus sun room-perfect for a home office, dining nook or yoga space. The large fully fenced in backyard is a great place to enjoy the Florida weather on your paver patio under the magic of twinkly lights. The attached one car garage is great for storage and the expanded driveway is a plus too! Other upgrades include a newer roof, newer A/C and ductwork (2018), smart jacks installed below the home, and new exterior doors. This one won’t last long-make an appointment to see it today!

A truly stunning 2022 transitional, modern residence recently completed in the heart of the Vias by Z Properties Inc. Tremendous “off the charts” quality in this custom-designed Hampton’s contemporary with an exterior that boasts walls of glass (Euroline “steel windows/doors” from Newport Beach, CA area including a Euro-Wall with a pivoting front entry door), painted brick around the complete exterior of home (on top of block construction), unique cantilevered “butterfly” covered front entry porch, elegant “slate” roof, custom copper garage doors & gutters, and gorgeous Signature Landscape Contractors grounds before you even begin to enter the front door. Entering the home is a breathtaking experience that is magnificent as a coveted piece of art. The initial impressions look straight through from front to back yard, through the living/piano room and dining room, out to the rear lanai, pool area and towering privacy landscaping. This home has a wonderfully bright, open and flexible floor plan with architecturally interesting angles & accents, designer lighting, Venetian plaster walls & ceilings, soaring ceilings and more. Downstairs also includes an artfully well-designed island kitchen with walnut custom cabinetry and Wolf & Miele appliances, open to the primary gathering room that are both magnificent in their own ways to enjoy with family and entertaining venues. Additionally, downstairs includes the 4th bedroom suite/flex room and the expansive owner’s suite (note: all 4 bedrooms are separated - 2 down & 2 up). The upstairs has 2 separate wings each with their own private secondary 3rd & 4th bedroom retreats. Other notable features: sophisticated electronics & security cameras, Mitsubishi variable refrigerant zoned system with linear diffusers & dehumidifiers, motorized shades/curtains, mosquito mist system, epoxy garage floor & more. The outdoor living & grounds are fantastic with a rear lanai (separate AC & motorized screen) heated saltwater pool, and mature landscaping privacy including a unique horizontal plank Japanese “Nakamoto burnt wood” fencing & gates around the yard perimeter. The property is located in a tranquil setting on a quiet, secluded street a short distance from the WPRC. Note: the garage is a separate AC system & includes a custom 3rd car lift system for additional weekend sports car storage. This entire property is nothing short of a complete showplace that would be next to impossible to reproduce today with reproduction costs that would soar past the asking price.

Terrific opportunity to renovate or restart and build new! Situated on a large .30 acre (13,035 sf) corner lot, the property offers lots of possibilities! Tucked away in a wonderful neighborhood. Terrazzo floors throughout most of the home. Open floor plan in the living and dining areas, plus an adjacent Florida room. Nice size kitchen with eat-in space. Indoor laundry area. Big fenced-in backyard. Outdoor utility/storage closet. Plus, close to so much including the local schools, restaurants and shopping. Property being sold AS-IS.

Great Investment Opportunity (SOLD AS IS) This three bedroom one bath home is in need of a total makeover, or tear down and build your own new home. Home is situated in one of Winter Parks Highly Sought after locations. You are close to all Shopping and Entertainment and Hospitals and Main roads. Located just minutes from Famous Park Avenue located in Downtown Winter Park. Home/lot is situated between two Streets Carver Street and Railroad Avenue, so you have plenty of space to add or build. Please call with any questions or concerns. All rooms and sizes should be verified by buyers agent or buyer. Happy Showing!!

Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your needs, making your life better, happier and easier. This gorgeous end unit Marigold two-story townhome enjoys a prime corner homesite near the amenity center, with a water view and no rear neighbors. This upgrade-rich townhome features our Craftsman exterior, Luxe Calm design package, 3 bedrooms, 2 full bathrooms, a powder room, a two-car garage, a back patio, washer, dryer, refrigerator and window blinds. The spacious first floor is ideal for entertaining, featuring a powder room, open concept gathering room, café and kitchen and a back patio. The kitchen is equipped with a pantry, modern gray cabinetry, a white picket tile backsplash, Lyra quartz countertops and gorgeous Lighthouse wood-look LVP flooring. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and en suite bathroom with a double sink quartz-topped vanity, linen closet, private water closet and frameless glass walk-in shower. Two additional bedrooms, the secondary bathroom and the laundry are also on the second floor, offering privacy and space for everyone. Professionally curated design selections for this popular Marigold townhome include a fenced backyard, washer, dryer, refrigerator, blinds, Villanova cabinetry with quartz countertops, wood-look luxury vinyl plank flooring in the first-floor living areas, Positano Blanco tile flooring in the bathrooms and laundry room, soft, stain-resistant Ornamental Gate carpet in the bedrooms and second floor living areas and so much more! A builder’s warranty is included. Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off Howell Branch Road! This low-maintenance neighborhood will feature gated access, private homesites with pond views and no rear neighbors, a resort-style pool with cabana and 1GB high-speed fiber optic internet, along with 75 streaming cable and music channels – all with no CDD. Boasting an unbeatable location in coveted Winter Park, just one mile to 436, 434, and less than 3 miles from 417, your new home at Grayson Square offers all your daily conveniences, such as Starbucks and Publix, just minutes away! Plus, you’ll have access to quality Seminole County Schools. And when it’s time to change pace, you’ll love your proximity to the famous shopping and dining of Park Avenue.

LOCATION....LOCATION.. Modern apartment in Winter Park on 1st floor near UCF and the best restaurants in the Park Avenue the city. Investment opportunity for your rental portfolio

Welcome to Winter Park Pines. This 4 bedroom 3 bath Pool home is ready for a new owner. The home features a split bedroom plan, Huge Screened in lanai (19x34) plus a large (16 x 33) open pool with a 5 foot block wall completely around the pool..great for swimming laps or enjoying floating on your favorite float. The fenced yard is one of the largest in Winter Park Pines, approx. (1/3 acre or 0.3289) The formal living room has a large window for lots of natural light. Dining room has pocket doors to living room double glass doors opening to the lanai..this home has lots of glass doors and windows for natural light. The master bath was completely remodeled in 2021, the 2 other bathrooms have also been updated. The kitchen was updated with solid wood maple cabinets , have pull out shelves and double ovens for the cook in the home. This home also features lots of good closet space. The pool planned bathroom leads out onto the screened in lanai. Oversized garage with a separate 10x6 laundry room (this would be easy to add AC) The upgrades to the home are Roof 12/2017, AC 3/2014, Electric panel in garage updated 4/2014, Replumbed 5/2004. NO popcorn ceilings. Winter Park Schools. Enjoy walking or biking for miles on Cady Way Trail. For the golfers, Winter Pines Golf course is just down the street. Just a few minutes from Park Ave for dining and shopping, Publix and Starbucks within a few minutes, plus great restaurants. **Duke energy will be putting the power lines underground in 2023-2024**

WINTER PARK, FLORIDA! Gorgeous ONE STORY lakefront home in Winter Park. 2227 Howard Drive Offered at $825,000 Beautiful inside and out, this mid-century home sits on an oversized waterfront lot just minutes from downtown Winter Park, Audubon Park, and Baldwin Park. Inside the home boasts a spacious 2,196 SF interior with formal living and dining, a split bedroom layout, large family room, hardwood floors, crown molding, and craftsmanship woodwork throughout. Updated kitchen includes a rolling island, glass tile backsplash, granite counters, a dry bar/coffee bar, and stainless steel appliances. The family room, just off the kitchen, has a lovely wood burning fireplace and large windows and French doors that overlook the backyard and lake. The master bedroom is comfortably sized and has a walk-in closet and en suite bath. The two guest bedrooms are each generously sized and share the hall bath which has a charming clawfoot tub. Covered back patio offers panoramic views of the well-manicured backyard and lake and is the ideal setting for backyard bbq's while enjoying great Florida weather year-round. With over 70' of waterfront and a newer doc there's plenty of room for your kayak and paddleboat. Additional highlights and improvements include a large shed for storage or studio use, newer roof, 2-ac units, newer hot water heater, and more. Zoned for Audubon K-8 and Winter Park High. No HOA.