Courtesy: EXP REALTY LLC
888-883-8509
NEW PRICE – Preserve-View Pool Retreat in a Gated, Family-Friendly Winter Park Community This is the one buyers wait for — and it’s finally here at a new price. Perfectly positioned on a premium preserve lot with no rear neighbors, this beautifully upgraded 2,645 sq ft Winter Park home offers rare privacy, peaceful green views, and your own screened in-ground pool — a combination that almost never comes available in this price range. Inside, enjoy Curava eco-luxury countertops, upgraded LVT flooring upstairs, flexible living spaces, and an open layout designed for both everyday comfort and effortless entertaining. Large windows frame tranquil preserve views, bringing the outdoors in and creating a calm, retreat-like feel throughout the home. Located in a gated, family-friendly, resort-style community featuring a clubhouse, fitness center, pool, and scenic boardwalk overlooking Lake Howell — just minutes to Downtown Winter Park, Park Avenue, UCF, shopping, dining, and major highways. This isn’t just a home — it’s your Florida lifestyle upgrade. Now offered at $774,900. Don’t miss your chance to make this preserve-view pool retreat your new address.
Courtesy: THE PAMPAS REAL ESTATE GROUP, LLC.
561-234-7771
Welcome to this bright and cozy 1-bedroom, 1-bathroom corner unit located in the highly desirable Winter Park area of Orlando. This well-maintained condo features ceramic tile flooring throughout, a spacious walk-in closet in the master bedroom, a laundry closet with washer and dryer included, and modern light fixtures. Enjoy the outdoors on your very nice private balcony, and take advantage of private stairs from the outside entrance—a rare and convenient feature. Located in a beautifully kept community with easy access to shops, restaurants, and all of Winter Park's charm. Ideal as a first home, seasonal getaway, or investment opportunity!
Courtesy: CONTINENTAL REAL ESTATE GROUP
877-996-5728
Modern design, Open concept layout, Sleek quartz counter top, All new appliances, New luxury vinyl plank flooring, New lanai upgrade. This beautiful 4 bedrooms and 2 full bath is situated on a 8,250 square feet lot was newly fenced in 2024 which gives a sense of privacy and spaciousness as you enter into the lanai. There is two detached sheds for your storage convenience. This beautiful done was renovated in 2024 with lot of upgrade and is situated in desirable winter park, which is close proximity to shopping, downtown, highways, airport, universities (U.C.F) etc. With no HOA fee and recent updates with open concept layout. This home gives a sense of spaciousness, comfort ,convenience, peace of mind and a pleasant and relaxing ambiance. This home is move in ready and the front yard is ready for your customized landscape.
Courtesy: EMPIRE NETWORK REALTY
407-440-3798
Welcome to this charming 2-bedroom, 1-bathroom first-floor condo conveniently located in the heart of Winter Park. Ideal for investors as it is currently leased. This home offers a spacious open layout with plenty of natural light, NO CARPET, and a functional floor plan perfect for comfortable living. The kitchen features ample cabinet space and next to it you will find the laundry closet (washer and dryer included). Both bedrooms are generously sized with great closet storage, and the bathroom is well-maintained with modern finishes. AC 2024 Enjoy relaxing on your private covered patio with easy access to the community grounds. The unit includes assigned parking and community amenities such as a pool, playground, visitors parking. Perfectly situated just minutes from I-4, shopping, dining, and Winter Park Village, this condo is ideal for first-time buyers, downsizers, or investors looking for a great opportunity in a sought-after area. Don’t miss your chance to own this well-kept home in a prime location!
Courtesy: FANNIE HILLMAN & ASSOCIATES
407-644-1234
HUGE PRICE IMPROVEMENT-MOTIVATED SELLER-Discover this stunning, custom-built home nestled on a tranquil, tree-lined street just steps from all the charm of Winter Park’s renowned Park Avenue. Located in a peaceful neighborhood, this elegant residence combines sophisticated craftsmanship with luxury features throughout its expansive 2,860 square feet of thoughtfully designed living space. Relax on the charming front covered porch, the perfect spot to enjoy your morning coffee. Step inside to find meticulous attention to detail—from stunning wide white oak floors to exquisite custom millwork and soaring ceilings that create an airy, welcoming atmosphere. The chef-inspired kitchen is the heart of the home, featuring an abundance of custom solid-wood cabinets, gleaming quartz countertops, and a large island with seating for four. A generous walk-in pantry with custom shelving and top-of-the-line Thermador stainless steel appliances—including a 6-burner gas stove, double oven, and deep farm sink—make meal preparation and entertaining effortless. Adjacent to the kitchen, a charming dining area is perfect for memorable dinners, while the adjoining family room boasts a soaring cathedral ceiling, a natural gas fireplace with a custom stone mantel, and large windows that flood the space with natural light. A cozy private den offers an ideal retreat for work or relaxation. On the opposite side of the first floor, you'll find a guest suite with a private bath, two additional bedrooms with custom closets, a stylish full bath, and a laundry room with ample storage and a utility sink. The spacious mudroom, accessible from the two-car garage, provides practical storage with built-in cabinets and hooks. Upstairs, the luxurious primary suite features a spa-inspired bathroom with double sinks, custom Restoration Hardware cabinetry, elegant lighting, and a large walk-in shower. A peaceful sitting area and a walk-in closet with custom shelving create a perfect private retreat. Additionally, an upstairs loft offers versatile space ideal for a home office, gym, or additional quiet area. Outside, enjoy a private backyard oasis designed for relaxation and entertainment. Highlights include a “Michael Phelps Chilly Goat” hot/cold tub combo, outdoor TV, and speakers—creating your personal weekend paradise. Additional amenities include a large two-car garage, solid-core doors, crown molding, wide base moldings, dual tankless water heaters, fully-owned solar panels (reducing energy costs), a water softener and purifier, new exterior paint (2023), professionally installed closet shelving (2023), and professionally landscaped gardens. Flooded with natural light and warmth, this exceptional home offers a cozy yet elegant atmosphere. Zoned for top-tier schools—including Winter Park High School—and conveniently located near Lake Highland, Trinity Prep, the Winter Park YMCA, Racquet Club, and Interlachen Country Club, it’s ideal for a vibrant Florida lifestyle. Walkable to Winter Park’s renowned shopping and dining destination, don’t miss the opportunity to make this exquisite property your new home! AVAILABLE BY APPOINTMENT ONLY
Courtesy: HONEST REAL ESTATE COMPANY
407-417-1314
Rare opportunity in a quiet Winter Park neighborhood! This oasis home offers nearly 2,000 sq ft of living space PLUS a fully equipped studio apartment with private entrance, kitchenette, full bath, fireplace, separate A/C, and generous storage—ideal for guests, multi-generational living, or rental income. The main home features a freshly painted interior and exterior, new LVP flooring throughout, and a completely remodeled kitchen with new appliances. The primary suite includes an en suite bath that has been remodeled, and three additional bedrooms provide ample space for family or home office needs. Enjoy the Florida room overlooking a fenced, private backyard, perfect for entertaining. Roof replaced in 2024. A/C replaced in 2016. Zoned for top-rated Winter Park High School and conveniently located near Park Ave, shopping, dining, Costco, and major roadways. Move-in ready with room to personalize. Don't miss this versatile and rare Winter Park find!
Courtesy: PREMIER SOTHEBY'S INTL. REALTY
407-644-3295
Welcome to 702 Via Bella, an impressive 2025 English cottage estate by Floridian Custom Homes that captures the essence of timeless architecture exemplifying elegance and artisan craftsmanship. In one of Winter Park’s desirable residential corridors, warmth and beauty abound in this four-bedroom, six-bath residence spanning 3,720 square feet or air conditioned and 4,535 square feet total under roof, offering layered living, artisanal materials, and a modern infrastructure. Upon entry through a solid mahogany front door, warmth and beauty abounds with Botticino limestone flooring enhanced by a textured finish, extensive custom millwork, and an abundance of open concept living areas. Coffered ceilings and recessed WAC lighting create a gallery-like ambiance, enhanced by natural light from insulated casement windows. The central living space integrates with the dining area and designer kitchen, which features custom cabinetry by Grit & Grain, leathered Taj Mahal quartzite surfaces, and chef-grade appliances: a La Cornue 43-inch gas range with McGurken hood, Thermador 30-inch refrigerator and freezer columns, and Bosch dishwasher. The kitchen transitions into a walk-in pantry with cabinetry, quartzite, dual refrigeration drawers, and a dedicated ice maker. An oversized mudroom, finished with hardwood built-ins, offers expanded storage and functionality. The first-floor primary suite is privately positioned in its own wing and finished with wide-plank European white oak flooring by Forrest Accents, a walk-in closet with textured built-in systems, and a spa bath with natural stone countertops, Rohl polished nickel fixtures, a marble-tiled floor and shower, and a frameless glass enclosure. All doors are solid core with Emtek hardware. The library, near the front of the home, offers a quiet retreat with matching oak floors and custom casements. A solid wood staircase leads to the second level living areas including a lounge flex space. There are three additional bedroom suites, each with en-suite baths, which offer porcelain flooring, frameless glass shower doors, brushed quartz and dolomite vanities, decorative lighting, and built-in closet systems. Additional features include CAT-5/6 wiring, Sonos-integrated speakers, lighting automation via the Lutron RA-3 smart system, and pre-wired home security with digital camera ports at key access points. Thoughtfully placed access points from the primary suite and kitchen wing lead to a fully enclosed backyard retreat, where mature landscape design by Signature Landscape frames a private outdoor living sanctuary. A Roman-inspired cabana with grand ceilings and exposed beams anchors the outdoor entertaining space, flanked by a fully tiled ($50,000 upgrade) saltwater pool featuring therapy jets, LED-lit bubblers, a dual-skimmer system, automated controls via a Jandy heat pump, and a Paramount self-cleaning system. Clay brick pavers and landscape lighting define the walkways as well as front entry driveway. This home was constructed with stem wall foundation, concrete block first-floor exterior walls, and 2-by-6 second-floor framing for structural performance along with spray foam and sound mat insulation between floors ensure comfort and acoustic separation. Finished in a palette of clay brick and hand-troweled stucco, the home is crowned with architectural tile shingles and custom metal accents. Eight-inch half-round gutters, aluminum downspouts and engineered drainage ensure long-term performance.
Courtesy: COLDWELL BANKER RESIDENTIAL RE
407-647-1211
Just steps from the shore of Lake Killarney, welcome to Lake Killarney Living! This charming 1-bedroom, 1-bath end-unit condo offers lake access along with partial lake views. Enjoy community amenities including a lakefront pool and clubhouse with stunning views, plus a private boat ramp to launch your boat and explore the water. The serene central courtyard feels like a park, providing a tranquil setting right at your doorstep. Inside, this cozy second-floor end unit features granite countertops, stylish backsplash, and LVP flooring in the living, kitchen, and dining areas. The AC closet offers additional storage space, while the Pella energy-efficient windows bring in natural light and help keep utility costs low. Newly installed HVAC 11/2025. A laundry room is just steps away for added convenience. With low HOA fees, this is the perfect place to call home. Ideally located near I-4 and 17-92, you’ll enjoy quick access to downtown Orlando, top-rated restaurants, grocery stores, and shopping. Winter Park Village is just around the corner, making this condo a true gem in the heart of Winter Park.
Courtesy: FANNIE HILLMAN & ASSOCIATES
407-644-1234
Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue! Welcome to Whispering Waters, a beautifully maintained mid-century community nestled on the shores of Lake Osceola. This light-filled corner studio offers a rare opportunity to own a piece of Winter Park’s most coveted location—just steps from Park Avenue, Central Park, and all the cultural charm the city has to offer. Located on the second floor, this spacious studio boasts an updated kitchenette, generous storage, and abundant natural light. Enjoy secure garage access, mail and package delivery to your door, and a relaxing retreat with sunrise views, osprey sightings, and even rocket launches visible from the community patios. Community Amenities: Sparkling pool, Club room for social gatherings, Peaceful outdoor patios overlooking Lake Osceola and Professional on-site management. Location Highlights include being one block to Park Avenue’s boutiques, cafes, and fine dining. Close to The Alfond Inn, museums, and galleries. Walkable to SunRail & Amtrak station. Moments from the Winter Park Farmers’ Market. This is a rare opportunity to own a stylish, low-maintenance home in the heart of downtown Winter Park where ELECTRIC, GAS, WATER, SEWER and TRASH are included in condo fee. Whether you're looking for a weekend retreat or full-time residence, this pied-à-terre is truly one-of-a-kind. Call today for your private viewing of this condo.
Courtesy: CHARLES RUTENBERG REALTY ORLANDO
407-622-2122
Welcome to your dream home in Winter Park! This beautifully updated, spacious two-bedroom condo is nestled in the highly sought-after Cedarwood Village Condominium, a well-maintained community known for its charm and appeal. Meticulously cared for, this residence boasts modern elegance with gleaming quartz countertops and premium flooring throughout. The master suite is a true retreat, featuring a luxurious bathroom with a walk-in shower and a separate soaking tub for ultimate relaxation. The heart of the home is the bright and airy living area, where soaring vaulted ceilings and skylights create a warm, inviting atmosphere filled with natural light—ideal for hosting gatherings or enjoying quiet evenings at home. For added versatility, the bonus room can serve as extra sleeping quarters, a home office, or a space tailored to your unique lifestyle. Conveniently located with easy access to the 417 and just 3.5 miles from vibrant Park Avenue, this condo offers the perfect blend of convenience and leisure. The condo association has recently upgraded the amenities, including a resurfaced pool, new roofs, and a brand-new tennis court. Windows have been upgraded and A/C system and ducts were replaced in 2022. This condo comes with two assigned parking spaces in front and ample guest parking near the clubhouse. This move-in-ready condo is the perfect blend of style and comfort. Schedule your private tour today and discover your new home!
Courtesy: THE AGENCY FL
407-335-4119
Discover the charm of Winter Park living in this beautifully maintained 1950s home, where convenience and comfort meet modern updates. Just minutes from Park Avenue and Winter Park Village, this 3-bedroom, 2-bath residence offers a lifestyle surrounded by boutique shopping, dining, and cultural experiences. Inside, rich wood flooring, natural light, and thoughtful touches create a warm and inviting atmosphere. The kitchen comes equipped with stainless steel appliances, while central air and heat ensure year-round comfort. Everyday living is made easy with included washer and dryer, and a practical layout designed for both function and flow. Outdoors, a private fenced backyard and patio provide an outdoor retreat for gatherings or quiet evenings at home. Additional highlights include a covered carport, driveway parking, and an electric vehicle charging station — all rare finds in such a prime location. With its character, convenience, and unbeatable Winter Park address, this home is ready for you to move in and make it your own.
Courtesy: THE REAL ESTATE COLLECTION LLC
407-656-7814
Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Completed in 2021, the residence has 4,181 square feet of thoughtfully designed living space, including four bedrooms each with a private ensuite bath and an additional powder room. A 412-square-foot casita with a wet bar and private entrance completes its functionality by providing extra flexibility, perfect for guests, extended family, workspace or workout area. The interiors showcase timeless design with high ceilings, glass walls, and carefully curated finishes. The chef’s kitchen and butler’s pantry pair handcrafted cabinetry and stone surfaces with professional-grade appliances, flowing seamlessly into open living and dining spaces designed for both everyday living and entertaining. Outdoors, a 65-foot lap pool anchors the private backyard retreat, complemented by a covered lanai, marine-grade summer kitchen, fireplace lounge, tree garden and lush landscaping. Solid block construction, advanced state-of-the-art home systems, and a climate-controlled two-car garage with an extended hidden driveway highlight the home’s privacy, quality, and convenience. With a distinct European vibe under canopy trees and cobblestone streets in the desirable Valencia Terrace neighborhood, this home is just moments from Park Avenue’s boutiques, fine dining, Rollins College, the Farmers’ Market, and the Morse Museum. Zoned for top-rated Winter Park schools, it offers both luxury and practicality in one of Central Florida’s most sought-after communities.
Courtesy: KELLER WILLIAMS REALTY AT THE PARKS
407-629-4420
One or more photo(s) has been virtually staged. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**Welcome home to this beautifully renovated 4-bedroom, 2-bathroom home nestled on a desirable corner lot in the heart of Winter Park’s Timberlane Shores community. Boasting modern upgrades throughout and zoned for top-rated schools, this move-in-ready gem offers comfort, charm, and convenience just steps from Blue Jacket Park. Make your way inside to discover brand new luxury vinyl plank flooring that flows seamlessly through the open-concept layout. The front entry opens into a spacious formal living and dining area, leading into a stunning chef’s kitchen. This fully updated kitchen features quartz countertops, a large central island with range and hood, sleek top of the line stainless-steel appliances, and a playful pantry door that doubles as a secret entry into the laundry room and oversized two-car garage. Beyond the kitchen, French doors lead into the main living room, highlighted by an elegant fireplace and oversized plantation-shuttered windows that flood the space with natural light—offering plenty of room for the whole family to relax, gather, and spread out in comfort. Just off this living space is a versatile flex room, ideal for a home office, playroom, or even a fifth bedroom. Down the hallway, you’ll find three guest bedrooms and a full bath. The primary suite at the end of the hall is a true retreat, offering two walk-in closets, a luxurious ensuite with a double sink vanity, a separate makeup vanity, and a walk-in shower. The home sits on a large, well-landscaped corner lot with a private backyard accessed via the flex room—perfect for entertaining, relaxing, or enjoying the Florida sunshine. Location is key! Right out your front door there is access to a quaint neighborhood park/green space and you're across the street from Blue Jacket Park! A short drive takes you to East End Market, the shops and dining on Corrine Drive, downtown Winter Park, Baldwin Park and the Audubon Garden District. Zoned for Audubon Park K-8 and Winter Park High School, this home offers the total package—style, space, and top-tier schools. Don’t miss your chance to own this exceptional home in one of Central Florida’s most sought-after neighborhoods.
Courtesy: COLDWELL BANKER REALTY
407-696-8000
Investors and Owner Occupied Welcome! Investors start your portfolio of properties with monthly income today. Now's your chance! This apartment is suited for anyone tired of paying rent and want to become a homeowner. Look no further. This unit is exceptionally located in a great community. Prime Location and Zip Code are key! Low HOA! with minimal stress. Welcome home to 3019 Antique Oaks Circle Unit 124 at Parkview Village Winter Park, FL. This well-maintained community offers mature landscaping and scenic views. This beautiful 1-bed / 1-bath condo in the HEART of Winter Park, has become available and ready to receive a new owner. The home offers a quiet, comfortable and conveniently located lifestyle which whispers peace, serenity and privacy. You'll be able to enjoy hardwood flooring throughout the entire home making it easy to clean. It's bright airy look, loads of natural light and a screened balcony suggests the morning sun with a cup of joe or a silent evening under the glistening skies. This well-designed apartment provides adequate living space which is couple perfect, for an individual or a small growing family. It's uniquely situated in a highly sought after area. It's walkable with lots of local eateries and transportation at your fingertips. Directly across from Full Sail University, a fifteen-minute drive to MCO airport, near (UCF), Rollins and Valencia College, AdventHealth and Costco. Casselberry, Oviedo and downtown Orlando are easily accessible. There are plenty of local events, and sporting activities. Take a walk around Baldwin Lake, bike or run on the Cady Way Trail or stroll down Park Avenue. Don't miss out on this opportunity to purchase. Schedule your private showing today, you'll be glad you did.
Courtesy: REAL BROKER, LLC
855-450-0442
This beautifully renovated Winter Park home feels warm, inviting, and easy to love. Bright natural light highlights a brand-new kitchen with modern appliances, a waterfall countertop, and soft wood finishes. Both bathrooms have been transformed with elegant marble look tile and spa style showers. You’ll fall in love with the large private backyard, perfect for summer barbecues, outdoor entertaining, play space, or even adding your own backyard oasis. All of this with no HOA and close to top rated Winter Park schools, popular dining, shopping, and parks. This move-in ready home offers lifestyle, comfort, and value you have to see in person, so schedule your showing today before it’s gone!
Courtesy: LPT REALTY, LLC
877-366-2213
*** SELLER WILL PAY SPECIAL ASSESSMENT AT CLOSING BRING MONTHLY ASSESSMENT TO $420**** Sought after Winter Park Location! 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community. 1,031 sq. ft. newer roof installed in 2023. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Top schools such as Aloma Elementary, Glenridge Middle School, and Winter Park High School. Whether you're looking for a place to call home or a smart investment, this gem combines timeless design, modern updates, and unbeatable location. Don’t miss this opportunity!
Courtesy: LA ROSA REALTY LLC
321-939-3748
Welcome to your dream Home! This stunning and elegant single-story home, built by Meritage Homes in the gated community of Hawk's Crest in Winter Park, includes numerous upgrades. This is the Pomelo model, equipped with an upgraded kitchen package that includes built-in double ovens and a stainless steel range hood. Beautiful quartz countertops feature an oversized kitchen island with excellent space for family gatherings. Other features include a walk-in pantry and fantastic lighting. The luxurious kitchen integrates with the dining and living areas. The dining area is enhanced by a screened-in deck overlooking a pond. The backyard features a new, large, extended patio for entertaining. The master bedroom has an ensuite bathroom with a double vanity, a small closet, and a large walk-in closet that can be customized for a future owner. The home also comes with new gutters. Other amenities in the Hawk's Crest community include a resort-style pool with a clubhouse, a splash pad, a fitness center, barbecue grills, playgrounds, a dog park, and a community fishing pier with views and access to beautiful Lake Howell. Nearby, you'll find shops, restaurants, and specialty physicians such as Kelly's Ice Cream, Foxtail Coffee, Sobol, Winter Park Pediatric Dentistry, and the Park Maitland Preschool Campus, along with excellent schools in the area. Enjoy a short drive to Downtown Winter Park, with its extensive dining and shopping options. Hawk's Crest is also very close to Rollins College and UCF. Schedule your private tour today!
Courtesy: THE PALMS PROPERTY GROUP
407-476-4202
Welcome to this beautifully maintained 3-bedroom, 2-bathroom block ranch home in Winter Park Pines. Nestled behind a stunning mature oak tree, this home offers comfort, charm, and convenience in one of Central Florida’s most desirable communities. The large driveway leads to a 2-car garage ensuring plenty of space to park for you and your guests. Step onto the covered front porch and into a thoughtfully designed layout. A comfortable, open dining room and kitchen greet you just off the entryway to the right, perfect for hosting or everyday living. The kitchen flows naturally into the spacious living room with plenty of natural light, providing a warm and inviting gathering space. Down the hall, you’ll find an updated full guest bathroom with a shower/tub combo and two comfortable guest bedrooms. The private master suite is situated at the end of the hall, and offers an updated attached bathroom with a walk-in shower. Enjoy Florida living year-round in the screened-in back porch or relax in the private, fenced-in backyard—ideal for pets, family time, or entertaining. A newer roof (December 2023) offers peace of mind for the future. Windows throughout the home include beautiful plantation shutters. The home is situated in a sought-after school zone—including Winter Park High—and just minutes from Cady Way Trail, Ward Park, Cady Way Community Pool, Lake Baldwin Dog Park, Winter Park Pines Golf Club, and Park Avenue which offers shopping, dining, and entertainment. This home is ready for its next owners, so schedule your appointment today!
Courtesy: FANNIE HILLMAN & ASSOCIATES
407-644-1234
Offered for the first time in over 50 years, this distinguished Winter Park estate is a true traditional gem, nestled on a picturesque brick street and situated on a full 1-acre lot. Exuding timeless charm with a subtle New England ambiance, this residence represents the best of historic Winter Park living—all within walking distance to Park Avenue. This stately 6-bedroom, 5.5-bathroom home offers 5,759 square feet of thoughtfully designed living space, plus an additional 1,859-square-foot unfinished basement that spans the entire length of the home, offering endless possibilities for expansion or customization. Upon entry, you'll be welcomed by coffered ceilings in the spacious formal living room, rich dark oak floors, and one of the home’s three gas fireplaces. This elegant yet inviting room overlooks the lush gardens, making it an ideal setting for both entertaining and quiet relaxation. Adjacent to the living room is a cozy, beautifully appointed den featuring another gas fireplace and natural jute flooring—undoubtedly one of the most beloved spaces in the home. The kitchen is filled with natural light and includes a large casual dining area, a charming butler’s pantry, and direct access to both the laundry room—complete with a full-size refrigerator and half-bath—and the oversized 2-car garage. The formal dining room showcases lattice-framed bay windows with views of the back garden and pool area, creating a warm and elegant space perfect for holiday dinners and family gatherings. The home features two primary bedroom suites on the main level, including one expansive L-shaped suite with its own gas fireplace and views of the pool, gardens, and outdoor terrace. The primary bathroom includes a dressing area and marble finishes throughout. Upstairs, the south wing includes two generous bedrooms with a shared full bathroom, while the north wing—located above the kitchen—offers two additional bedrooms and a charming full bath. The expansive backyard is a private sanctuary, framed by majestic oak trees, bamboo, and thoughtfully designed gardens, with several inviting sitting areas for outdoor relaxation. An extra-large swimming pool completes the setting—perfect for warm Florida days or evening gatherings under the stars.
Courtesy: MR VARGAS PROPERTY MANAGEMENT LLC
407-557-2150
Charming Pool Home in Prime Winter Park Location Welcome to 2758 Banchory Road — a true gem nestled in the heart of the desirable Winter Park Pines community. This beautifully maintained 3-bedroom, 2-bath ranch-style home offers the ideal combination of comfort, privacy, and location. With a private swimming pool, lush landscaping, and no direct front neighbors on a quiet cul-de-sac street, this home is perfect for families or anyone seeking tranquility just minutes from city conveniences. Property Highlights Spacious backyard featuring a private pool—perfect for Florida living and entertaining. Fully fenced yard with a storage shed and dedicated area for pets or gardening. Open-concept layout with natural light, mature trees, and charming curb appeal. Located steps from the Cady Way Trail, ideal for biking, jogging, or weekend strolls. Unbeatable Location Just minutes to Downtown Winter Park with boutiques, restaurants, Rollins College, and Park Avenue. Close to Winter Pines Golf Club, Cady Way Park, and public tennis courts. Easy access to Baldwin Park, Full Sail University, Advent Health Winter Park, and the 417 expressway. Top-Rated School Zone Located within the Orange County Public Schools district, this home is zoned for: Aloma Elementary School (PK–5) ~ 0.7 miles Glenridge Middle School (6–8) ~ 1.6 miles Winter Park High School (9–12) ~ 0.6 miles Highly rated with International Baccalaureate (IB) and Advanced Placement (AP) programs Private schools nearby include Trinity Prep, Geneva School, Chesterton Academy, and St. Margaret Mary K–8. Why You’ll Love It Relax and entertain year-round with your private pool and covered patio. Walkable to trails and parks, bikeable to schools, and 10 minutes to Park Avenue. Family-friendly neighborhood with strong community feel and no HOA. A rare combination of location, schools, and lifestyle opportunities. Whether you’re relocating, downsizing, or looking for the perfect place to raise a family, this Winter Park beauty has it all. Schedule your private tour today!
Courtesy: LPT REALTY, LLC
877-366-2213
Pool Rescreen coming! Welcome to Winter Park luxury living in the sought-after Carolyn Estates, offering convenience, upscale updates, and a top-tier location. This fully renovated 4-bedroom, 2-bath pool home on a private corner lot, offering over 2,000sq ft of stunning finished space is in move in ready condition. This home combines smart upgrades, designer finishes, and relaxation-focused amenities like a solar-heated oversized pool . Walking distance to Lake Howell High School. This tastefully designed home is guaranteed to impress. The additional office space that was added is a prime feature for any family. Located close to shopping, medical centers, and Universities—including Rollins College and University of Central Florida—Carolyn Estates offers serene suburban living with easy access to everything Central Florida has to offer. The neighborhood lies within A-rated Seminole County Public Schools, including Red Bug Elementary, Tuskawilla Middle, and Lake Howell High School Renovations & Luxury Upgrades: Luxury vinyl plank flooring , 5¼ in. baseboards throughout, fresh designer-color interior paint, knockdown ceilings & walls, new ceiling fans, designer light fixtures, kitchen & baths upgraded to luxury standards Chef-Inspired Kitchen: Level III granite countertops, upgraded tile backsplash, soft-close drawers & cabinetry, LG stainless appliances, built-in oven, sink-counter island, designer lighting, and stainless undermount Krause sink Interior and Smart Home Features: Vaulted ceilings, expanded master suite with a huge walk-in closet, dedicated home office space, smart technology: Nest thermostat, Lift Master smart garage opener, updated electrical and ventilation systems Systems, Structure & Pool: Roof: Architectural shingles (2011) Water heater: 2022 Exterior freshly painted in 2025 Solar pool heating, fully fenced yard, oversized pool
Courtesy: RE/MAX TOWN & COUNTRY REALTY
407-695-2066
Modern living meets unbeatable location in this stunning 3 bedroom, 3.5 bathroom home nestled in the highly sought-after Urban Green Community. Built in 2022, this move-in ready residence showcases sleek, contemporary finishes throughout all three levels. Step up to a welcoming covered and pavered front porch, fenced-in front yard, and into a thoughtfully designed layout. The first floor offers a private bedroom with its own walk in closet and ensuite—perfect for guests or a home office. On the second floor, enjoy open-concept living with a bright and airy great room featuring high ceilings, recessed lighting, and seamless access to an oversized balcony through sliding glass doors. The modern kitchen is a showstopper, complete with quartz countertops, stainless steel appliances, a walk-in pantry, white shaker cabinets and a large center island with breakfast bar seating. Upstairs, you'll find two additional bedrooms, including the spacious primary suite with a walk-in closet, double vanity, glass-enclosed shower, and built-in shelving. The third bedroom also includes its own ensuite for added privacy and comfort. Additional highlights include an oversized rear-entry 2-car garage, laundry room, ample storage, and low-maintenance living. Enjoy unbeatable proximity to I-4, Downtown Orlando, Dubsdread Golf Course, Rollins College, Park Avenue, and Winter Park Village—offering endless dining, shopping, and entertainment options. This modern gem offers the best of both worlds: a turnkey home in a central, vibrant location. Don’t miss your chance to own in one of Orlando’s most desirable areas!
Courtesy: COLDWELL BANKER RESIDENTIAL RE
407-647-1211
Under Construction. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 ½ baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright loft that easily flexes as a playroom, office, or second lounge. The heart of the home is a chef-ready kitchen outfitted for serious cooking—double wall ovens, a dedicated cooktop, and generous countertop space—anchored by a spacious walk-in pantry and a convenient mudroom drop zone to keep daily life organized. Just beyond, a soaring great room centers on a built-in fireplace, while wide sliders open to a covered rear porch perfect for year-round alfresco dining. Upstairs, every bedroom enjoys direct or semi-private bath access, giving the residence the feel of four private suites, and a dedicated laundry room means no hauling baskets downstairs. Practical perks abound: an oversized two-car garage for gear and golf carts, impact-rated construction engineered to the latest Florida wind code, and full pre-wire rough-ins ready for your preferred appliance and lighting packages. All this sits minutes from Park Avenue’s dining and boutique shopping, Rollins College, and Winter Park’s famous chain of lakes. Schedule your private tour and discover the fresh, low-maintenance lifestyle waiting for you in one of Central Florida’s most sought-after neighborhoods.
Courtesy: COLDWELL BANKER RESIDENTIAL RE
407-647-1211
Under Construction. Renderings available soon. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 ½ baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright loft that easily flexes as a playroom, office, or second lounge.The heart of the home is a chef-ready kitchen outfitted for serious cooking—double wall ovens, a dedicated cooktop, and generous countertop space—anchored by a spacious walk-in pantry and a convenient mudroom drop zone to keep daily life organized. Just beyond, a soaring great room centers on a built-in fireplace, while wide sliders open to a covered rear porch perfect for year-round alfresco dining. Upstairs, every bedroom enjoys direct or semi-private bath access, giving the residence the feel of four private suites, and a dedicated laundry room means no hauling baskets downstairs. Practical perks abound: an oversized two-car garage for gear and golf carts, impact-rated construction engineered to the latest Florida wind code, and full pre-wire rough-ins ready for your preferred appliance and lighting packages. All this sits minutes from Park Avenue’s dining and boutique shopping, Rollins College, and Winter Park’s famous chain of lakes. Schedule your private tour and discover the fresh, low-maintenance lifestyle waiting for you in one of Central Florida’s most sought-after neighborhoods. Final design and features subject to change.
Courtesy: COMPASS FLORIDA LLC
407-203-9441
Welcome to this beautifully updated 4-bedroom, 3.5-bath Craftsman-style home, offering just under 2,200 sq ft of thoughtfully designed living space. From the moment you arrive, the charm is undeniable—with classic architectural details and a welcoming front porch that set the tone for what’s inside. All major items have been taken care of as well allowing you to just move on in, HVAC 2021, ROOF 2021, COPPER WIRING, PVC PIPING, and TANKLESS WATER HEATER. Step into an open and inviting layout featuring an updated kitchen with modern cabinetry, stainless steel appliances, and stylish finishes. The bathrooms have been tastefully renovated, and each of the four bedrooms offers generous space—including a serene primary suite with a spa-like en-suite bath. Enjoy the convenience of indoor laundry and a functional layout that blends modern comfort with timeless character. The oversized backyard is a true retreat—complete with a screened-in deck and hot tub, perfect for relaxing or entertaining. Curb appeal shines with a circular driveway and extended side drive offering ample parking. You’ll also love the oversized detached garage and additional storage basement for all your extras. LOCATION, LOCATION, LOCATION! Just seconds from Dinky Dock, with access to the Winter Park Chain of Lakes and nearby walking trails with a public dock. Only minutes to Park Avenue’s renowned dining, shopping, and charm—this location is truly unbeatable. Don’t miss your chance to own a home in a PRIME LOCATION that combines character, comfort, and convenience. Schedule your private showing today!
Winter Park is located in Florida. Winter Park, Florida has a population of 29,672. Winter Park is less family-centric than the surrounding county with 27.95% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Winter Park, Florida is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park is 45.3 years.
The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.
