3 Beds ⋅ 2 Baths ⋅ Killarney Estates SubDv. ⋅ 32789 Zip Code

Rare lakefront opportunity on the beautiful pristine Lake Killarney in the heart of Winter Park! Build your dream home on this coveted corner lot graced by original brick streets. Lake Killarney is a crystal-clear, spring-fed private lake — motorized boats welcome, yet no public boat ramp ensures a peaceful, exclusive experience. Enjoy sweeping 1-mile sunset views from one of only three homes on a quiet dead-end street. Walk to Hillstone, Trader Joe's, and 20+ world-class restaurants. An additional 40 X 65 ft from rear lot line is available to purchase to extend the footprint of your dream home. This extended lot size will create approx 10,000 sf lot. This is Florida lakefront living at its finest — don't miss it!

120 Broadview Avenue, Winter Park

$650,000

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code

Rarely does a property offer this combination of waterfront living, privacy, and walkable convenience in the heart of Winter Park. Situated on nearly half an acre at the end of a quiet dead-end street, this unique property features approximately 133 feet of waterfront frontage with direct access to private Lake Bell. The existing 3-bedroom, 2-bath home is comfortable and move-in ready, offering beautiful water views and the perfect opportunity to enjoy the property immediately while updating and personalizing it over time. Thoughtfully maintained, the home features major improvements including a roof and water heater replaced in 2019, HVAC system replaced in 2021, updated plumbing, and updated electrical panels, providing peace of mind for years to come. Whether you're looking for a charming waterfront home, a property to thoughtfully renovate, or an exceptional homesite for a future custom residence, the possibilities are endless. Step outside to an expansive backyard designed for entertaining, recreation, and peaceful waterfront living. Surrounded by mature trees and natural beauty, the property offers a secluded setting rarely found this close to all that Winter Park offers. The property's waterfront setting provides direct access to private Lake Bell, creating an exceptional backdrop for boating, fishing, paddleboarding, kayaking, and other water activities. Buyers should verify any future plans for waterfront improvements or uses. Adding to its appeal, the property is just a short walk from Winter Park Village, Whole Foods, shopping, dining, and everyday conveniences, while remaining only minutes from Park Avenue, College Park, and Downtown Orlando. Whether you choose to move in and enjoy the home as it is, make cosmetic updates over time, expand the existing residence, or create a custom waterfront estate, this exceptional property offers flexibility, long-term value, and a lifestyle that is increasingly difficult to find in Winter Park.

1009 Lake Bell Drive, Winter Park

$998,000

3 Beds ⋅ 2 Baths ⋅ Lake Monte Sub SubDv. ⋅ 32789 Zip Code

Culture, Convenience, Community! Discover refined living in the heart of Winter Park, where timeless luxury meets an unmatched lifestyle. This beautifully designed single-story residence offers three spacious bedrooms, a private office, two elegantly appointed baths and over 2,000 square feet of living space complete with a two-car garage and no HOA. Thoughtfully curated with sleek tile flooring throughout and no carpeting, the home exudes both style and comfort. The well-equipped kitchen features granite countertops, a pantry, and a charming breakfast area, flowing effortlessly into the expansive family and dining rooms. French doors open to a generous screened lanai and a private fenced backyard, creating the perfect setting for seamless indoor-outdoor entertaining. Designed with a desirable split floor plan, the luxurious primary suite offers private backyard access, dual walk-in closets plus an additional storage closet and a private bath with a spacious walk-in shower. Two additional guest bedrooms share a beautifully appointed bath with shower/tub, while one bedroom enjoys direct access to a dedicated office space, ideal for guests or working from home. Winter Park is celebrated for its distinctive blend of arts and culture, charming sidewalk cafés, acclaimed museums, upscale accessible neighborhoods, scenic lakes, outdoor recreation and year-round festivals. Surrounded by top-rated schools and picturesque tree-lined streets, this exceptional location offers premier conveniences. Near AdventHealth, Cady Way Trail and recreational parks, YMCA of Central Florida, public golf courses, Rollins College, Full Sail University and UCF. Whether you're seeking outdoor adventure, cultural enrichment, or everyday convenience, this location delivers it all. Schedule your private showing today and discover the best of Winter Park living. Roof - 2018, AC - 2015.

1741 Mizell Avenue, Winter Park

$750,000

3 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

Virtually Staged. Welcome to Park West Condominiums — one of Winter Park’s most coveted and rarely available condominium communities, ideally located just one block from the boutiques, dining, and charm of Park Avenue. This unique 4th floor residence offers an exceptional combination of space, privacy, and potential. Featuring 3 bedrooms and 2 bathrooms, the expansive floor plan has been enlarged by enclosing two patios, creating generous living spaces rarely found in condominium living. Vaulted ceilings, skylights, and abundant natural light enhance the open, airy feel throughout the home, while the top-floor location provides remarkable tranquility and privacy. The spacious kitchen offers ample counter space, a breakfast bar, and excellent cabinet space, while the living area is anchored by a fireplace — another uncommon feature in condo living. Large bedrooms, a sizable in-unit laundry room with extensive storage, and an oversized attic provide an extraordinary amount of storage seldom seen in comparable properties. The primary suite features vaulted ceilings, a walk-in closet, and a spacious bathroom layout. For maximum flexibility, the second bedroom, featuring a bright Sun Room alcove, connects to the primary bedroom so it could also be utilized as a private den. Recent unit improvements include a NEW HVAC system, a NEW Water Heater, and Plumbing updates. A reserved covered parking space is included, along with plentiful guest parking for visitors. Residents of Park West enjoy a secure gated entrance, community pool, tennis court, on-site community manager, and beautifully maintained grounds with extensive recent community improvements completed. Association fees include water, sewer, and trash service, creating a truly low-maintenance “lock-and-leave” lifestyle ideal for travelers or seasonal residents. While this condo presents an exciting opportunity for personalization, the location, floor plan, and features make this an exceptional offering with tremendous potential. Opportunities in Park West are exceedingly rare — this is your chance to create something truly special in the heart of Winter Park.

300 Carolina Avenue Unit 402C, Winter Park

$549,900

4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Located in the heart of Winter Park, Winter Park Pines is a well-established neighborhood known for its convenience, school zoning, and access to outdoor living. A place to slow down, where evening walks feel like something out of a storybook, and the Cady Way Trail is just steps from your back door for morning runs, bike rides, and everything in between. One of the standout features is having the Cady Way pool, pickleball courts, and beach volleyball courts all just a short walk away. The home is zoned for Brookshire Elementary School, Glenridge Middle School, and Winter Park High School, making this location a consistent choice for buyers prioritizing long-term value. In addition to the location, the home benefits from key updates already completed, including a 2022 roof, 2021 HVAC system, updated windows installed in 2017, along with an updated kitchen and bathrooms, offering peace of mind and modern functionality for the next owner. Ideally positioned to enjoy the Winter Park lifestyle. Close proximity to Park Avenue’s boutique shopping and exceptional dining, while the University of Central Florida, Rollins College, and Full Sail University are all within easy reach. AdventHealth Winter Park and Orlando International Airport are also close by, making both daily routines and travel simple. This is a home that delivers on every level, location, lifestyle, and lasting quality.

333 Cornwall Road, Winter Park

$989,500

1 Beds ⋅ 2 Baths ⋅ Village Winterset Inc SubDv. ⋅ 32789 Zip Code

Winterset is celebrated for its boutique scale, mature landscaping, and timeless Winter Park character. Residents enjoy glimpses of Lake Osceola, tranquil surroundings beneath stately oaks, and the privilege of living in a community where privacy and exclusivity are paramount. This fully remodeled Penthouse Suite's location is unmatched—one block to Park Avenue, offering effortless access to fine dining, boutique shopping, the Morse Museum, Rollins College, and the scenic Chain of Lakes. Whether you’re downsizing, escaping winter months or seeking a refined second home, this residence delivers the perfect blend of luxury, simplicity, and prestige. Designed for comfort and ease, the home welcomes you with a bright, open living space enhanced by crown molding, warm natural light, and a seamless flow ideal for both quiet escapes and intimate entertaining. The primary suite features a generous walk-in closet, while the kitchen offers modern functionality with quality appliances and thoughtful storage. This unit offers its own washer/dryer combo unit, large exterior storage closet, assigned parking space under canopy and extra open parking spaces. Please note rentals are not allowed and no pets except for Service Animals.

269 E Canton Avenue Unit 269, Winter Park

$180,000

2 Beds ⋅ 2 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code

PRICE IMPROVEMENT! TOP FLOOR CORNER UNIT in the heart of Winter Park! This well-maintained 2-bedroom, 2-bath condo offers spacious living, abundant natural light, and a functional open layout perfect for everyday living or investment potential. Step inside to find a bright and airy living and dining area with sliding glass doors leading to a private screened-in balcony — the perfect spot to relax and enjoy the Florida weather. The kitchen comes complete with stainless steel appliances, ample cabinet and counter space, and a convenient pass-through opening overlooking the main living area for easy entertaining. Both bedrooms are generously sized with similar layouts, while the two full bathrooms provide everyday comfort and convenience. The interior laundry space adds functionality to the home. Located in Parkview Village Condominium, residents can enjoy community amenities including a clubhouse, community pool, gazebo, and more. This well-maintained community is surrounded by mature trees and landscaping and offers a prime location just minutes from Downtown Winter Park, Full Sail University, UCF, shopping, dining, entertainment, and major roadways including 417 and 436. Whether you’re looking for a primary residence, seasonal getaway, or investment opportunity, this centrally located condo offers comfort, convenience, and low-maintenance living.

2923 Antique Oaks Circle Unit 34, Winter Park

$390,000

4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully maintained 4-bedroom, 2.5-bath home located in highly desirable Seminole County! From the moment you arrive, you'll appreciate the inviting front porch, the perfect place to relax, enjoy conversations with friends, and greet neighbors passing by. Inside, the home features recently painted interiors and new laminate flooring in the bedrooms, creating a fresh and move-in-ready feel. Pride of ownership shines throughout, as this home has been lovingly cared for over the years. Step outside and enjoy the spacious, landscaped backyard complete with a private irrigation well, screened-in porch ideal for morning coffee or evening unwinding, and a charming brick fire pit perfect for cooler Florida nights. There's even an outdoor shower, a unique and convenient touch after gardening or enjoying time outside on warm summer days.

2512 Eastbrook Boulevard, Winter Park

$225,000

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

This charming one story condo is located in the desirable Cedarwood Village. This unique home boasts an open layout that is different from many others in the community. The home showcases engineered hardwood floors, skylights and wonderful natural light. The kitchen provides ample cabinet space, granite counters, built-in wine rack and beautiful custom tile work. The kitchen overlooks the dining and living room combo. The living room has 2 skylights and flows right into the delightful Florida room. The Florida room boasts wonderful built-in shelving and a glass door giving access to the backyard. The primary bedroom showcases wonderful built-in cabinets, 2 closets and an ensuite bathroom with a granite counter vanity. The primary bedroom also looks into the Florida room but can be shut off for privacy with a sliding door. The second bedroom is at the front of the home and has access to the guest bathroom with a granite counter vanity. Two assigned parking spaces are directly in front of the home. To top it all off, this home is in close proximity to several restaurants and shops and is an easy drive to downtown Winter Park.

2503 Tahoe Circle Unit 2503, Winter Park

$639,000

3 Beds ⋅ 2 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

A timeless blend of historic charm and modern luxury awaits in this beautifully restored 1927 Florida bungalow, nestled in the highly sought-after and peaceful neighborhood of Orwin Manor in Winter Park. Rich in character and thoughtfully updated throughout, this exceptional residence seamlessly combines the elegance of its original architecture with the comfort and sophistication of modern living. Upon entering, you are welcomed by an inviting foyer featuring new tile flooring and refined vertical shiplap detailing, setting the tone for the home’s timeless design. Custom transitions lead into the spacious living room, where original hardwood floors, a cozy fireplace, and smart lighting create a warm and inviting atmosphere ideal for both entertaining and everyday living. The formal dining room comfortably accommodates gatherings of eight and is highlighted by a stunning Serena & Lily chandelier, creating the perfect setting for memorable dinners and celebrations. Just beyond, the fully renovated chef’s kitchen serves as the heart of the home. Updated in 2020, it features elegant Calacatta countertops, an oversized island, premium Samsung appliances, and stylish West Elm lighting. An adjacent eat-in dining space offers a more casual setting and opens directly to the beautifully paved backyard, perfect for outdoor dining and entertaining. The home’s accommodations are equally impressive, including a serene primary suite complete with dual closets and a beautifully appointed bathroom featuring sleek matte finishes. Additional living spaces include a versatile recreation room and a well-appointed guest bedroom, each designed with both comfort and functionality in mind. A private attic provides valuable additional storage space. Every detail of the home has been carefully considered to enhance both aesthetics and practicality, including smart exterior lighting, a durable vinyl privacy fence, low-maintenance landscaping tailored to Florida living, and an updated Carrier HVAC system with a smart thermostat for year-round comfort. Preserving the integrity of the home’s historic character, original woodwork, including baseboards and casings, has been thoughtfully maintained, while curated paint selections and Trex exterior staircases add lasting beauty and durability. Ideally located just minutes from Park Avenue, College Park, and major thoroughfares, this remarkable property offers an exceptional combination of tranquility, convenience, and community. More than just a home, it is a rare opportunity to own a beautifully preserved piece of Winter Park history where timeless charm and contemporary elegance exist in perfect harmony. New roof 2026***

1707 Harmon Avenue, Winter Park

$249,900

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

MAJOR PRICE ADJUSTMENT! Fantastic Winter Park Location on Lake Killarney. This 2 Bedroom 2 Bath Upstairs Unit has Lake and Pool Views. Spacious Living Spaces and Generously-sized Bedrooms. Unique Updated Kitchen has Sub Zero Refrigerator, Bosch Dishwasher, Solid Surface Counters, unbelievable amount of Storage with Corner Cabinets, Drawers, pull-out Shelving and 3 Tiers of Lighting! Updates include: Water Heater in 2023, Range 2019, Refrigerator in 2020, A/C in 2020, Double-Pane Windows and Sliding Door in 2016, Updated Electric Panel, Replaced Ductwork and added Attic Insulation. Master Bath has Double-Sink Vanity. Guest Bath has newer Vanity and Retiled Shower with replaced Shower Pan. Unit recently Replumbed. Plantation Shutters, recently Repainted and Carpeted. Short Walk to Shopping, Restaurants, Theaters, and minutes to Park Avenue with it's Village Style Shopping, Central Park with Bandstand, Spring and Fall Art Festivals, Farmer's Market and Downtown Train Station. Drive into the Community, catch a view of the Lake, watch a Sunset on the Deck and you will know "you're Home"! OWNER WILL CONSIDER REPLACING CARPET IN LIVING AREA WITH LUXURY VINYL FLOORING WITH ACCEPTABLE CONTRACT!

1500 Gay Road Unit 17D, Winter Park

$399,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code

Remodeled pool home located in the highly sought after desirable Winter Park school district. This property has a.27 acre corner lot with room to expand and a pool/spa perfect for relaxing or entertaining guest.Inside the living room features vaulted ceilings that create a bright open feeling and a huge screened in patio for outdoor entertaining. The bathrooms have been beautifully remodeled, there are new windows, new electric outlets throughout, new light fixtures, roof replaced in 2022,kitchen beautifully redone 2020 with new cabinets and Granite counter tops. Additional upgrades throughout the home include new luxury vinyl flooring, new vanity in master bath, new enhanced pool liner, new robot pool vacuum, new garage door house has been painted inside and out. The location is close to shopping, Costco and other stores also located near by. Full Sale, Rollins College and downtown Winter Park to the west and UCF to the East within close proximity. This is a must see. Owner is realtor.Buyer to verify room measurements.

1092 Eastbrook Boulevard, Winter Park

2 Bathroom Homes for Sale in Winter Park, FL

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