Winter Park, FL Open Houses

One or more photo(s) has been virtually staged. Welcome to 2809 Casa Aloma — a beautifully updated 3-bedroom, 2-bath charming home located on a quiet cul-de-sac in desirable Winter Park. Originally one of the subdivision’s model homes "Monaco", this property blends French Provincial design with extensive modern upgrades. Major improvements include a 2021 Architectural roof, 2019 A/C system, 2021

Curt Marksbury WATSON REALTY CORP., REALTORS

One or more photo(s) has been virtually staged. Experience elevated living in this beautifully appointed 1-bedroom, 1-bath residence located on the second floor in the heart of Winter Park, Florida. The home showcases elegant wood-look tile flooring throughout, creating a seamless, upscale aesthetic with both style and durability.The primary bedroom is enhanced with classic plantation

Eric Zimmerman RE/MAX ADVANTAGE

Reasons you'll love this condo: convenient, cozy and quiet, you can't beat this community for its location and tranquil setting on Lake Killarney. Add to that the brand new air conditioning system (2025), hot water heater (2025) and fresh paint throughout (2025) and you'll see why this unit is for you. Step into the unit through the brand new front door (2025) and you are in the generous living

Sue Gilman KELLER WILLIAMS WINTER PARK

Lakefront Community on beautiful Lake Killarney. 2 Bedroom/2 Bath First Floor Unit with Courtyard And Lake Views. Lovingly updated and meticulously maintained. Kitchen has raised ceilings, Maple Cabinets and Granite Counters. Dining Room has matching Cabinets and Counters with pull-out Drawers for additional Storage. Tile Floors in Living Areas. New Carpets in both Bedrooms. Windows and Sliding

Janice Erickson REALCOM REAL ESTATE SERVICES INC

One or more photo(s) has been virtually staged Move-in ready 3-bedroom, 2-bath home in desirable Winter Park with recent interior updates. The home has been freshly painted throughout and features an updated kitchen with new cabinets and quartz countertops, creating a modern and inviting space.The functional layout offers comfortable living areas along with a screened patio, perfect for

Rosa Rivera SKINNER REALTY, INC.

Experience refined Winter Park living in Kenilworth Shores, a highly sought after neighborhood near Baldwin Park, Lake Baldwin trails, and the dining and boutiques of Park Avenue. This location places you close to Rollins College, Winter Park High, and the cultural center of Winter Park FL. Inside, natural light moves through open living spaces finished with wide porcelain tile floors. The

Christina Fata REAL BROKER, LLC

Fantastic end unit with enclosed Florida Room in the sought after Windward Square! This 3/2 features several updates including a, updated kitchen with 42" wood cabinets, granite counters and a center island! Most rooms have upgraded ceiling fans from Dan”s Fans with a lifetime guarantee. The home has newer A/C, high impact windows and the home has been re-piped for your peace of mind. This is a

George Freelove KELLER WILLIAMS REALTY AT THE PARKS

Exceptional design meets refined luxury in this brand-new architectural masterpiece by DaVinci. This 5 bedroom, 6.5 bath home offers over 4,500 square feet of bright, open living space designed for both comfort and functionality. Enter through your custom glass front door into the foyer leading to your main living area featuring a fireplace and sliding glass walls for indoor-outdoor living. This

Tab Bish LLC REAL BROKER, LLC

BUYER BACKED OUT IS NOW YOUR OPPORTUNITY! This property is now priced under appraised value with new carpet, paint and landscaping. Beautifully updated and offered for the first time, this 2015 David Weekley home sits on a rare cul-de-sac in the heart of Winter Park, zoned for Dommerich Elementary and Winter Park schools. This 5-bedroom, 5-bath home features an office, large bonus room, covered

Sarah Tomlinson COMPASS FLORIDA LLC

Welcome to 1751 Goodrich Ave, a beautifully designed residence in the heart of Winter Park! This 4-bedroom, 3.5-bath home showcases thoughtful contemporary architecture with 10' ceilings on both floors, and an open-concept layout that effortlessly blends style and function. With large double paned windows throughout, this home is drenched with an abundance of natural light. High-end finishes

Stephanie Baldner EXP REALTY LLC

Imagine waking, relaxing, and entertaining with serene lakefront views in this elegant ground-floor Perle du Lac residence. The refined 2,714-square-foot design includes hardwood and travertine flooring, ten-foot-high ceilings, and extensive millwork. The expansive open-plan living and dining room lets you configure your furniture however you’d like. A bank of glass doors leads to your covered

Richard Traynor FLORIDA ONE REAL ESTATE LLC

Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors. Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake

Chris Creegan CREEGAN GROUP

Located right in the heart of the exclusive Winter Park, one street over from Park Avenue, boasting lake views, you will find this newly completed posh, high end jewel box which has been extensively remodeled with elevated bespoke finishes by W DESIGNS LTD. Every surface has been reimagined and thoroughly thought out featuring, large format Calcutta Gold marble floors, harlequin marble floors,

Ruth Harris COLDWELL BANKER REALTY

Charming Mid-Century Winter Park bungalow with tremendous potential * Not ready to build a new home but would like to have that option someday? This property provides the unique opportunity of being move-in ready and not overvalued for the neighborhood * The majority of the homes on this quiet tree lined street are brand new or recently built. There is value in being one of the only remaining

David Gallup RE/MAX 200 REALTY

Timeless Elegance Meets Modern Luxury in Winter Park's Most Coveted LocationDiscover an extraordinary residence where exceptional craftsmanship and sophisticated design converge at 948 Poinciana Lane. This meticulously reimagined estate represents the pinnacle of refined living in one of Winter Park's most prestigious neighborhoods, offering an effortless blend of classic architecture and

Kelly Price KELLY PRICE & COMPANY LLC

Exquisite New 2025 Luxury Home in the Heart of Winter Park - Welcome to 1473 Berkshire Avenue - a stunning, brand-new 2025 luxury residence located in the highly sought-after town of Winter Park, Florida. This beautifully crafted two-story Mediterranean-style home blends timeless architecture with modern elegance, offering 5 bedrooms, 4 full bathrooms, and just under 2,900 square feet of

Crystal Canina Golden Group Realty LLC

*** Seller will contribute up to $5k towards an interest rate buy down for the buyer, with an acceptable offer.*** Located within the gated community of Hawk’s Crest, one of Winter Park’s most desirable neighborhoods, this beautifully maintained two-story home is set on an oversized lot with tranquil pond views and a layout designed to live effortlessly. Light-filled, open, and thoughtfully

Beth Hobart MAINFRAME REAL ESTATE

A masterfully crafted custom residence in the heart of Winter Park, this 2014 Barefoot Brothers home blends timeless architecture with modern functionality just moments from Park Avenue and the Audubon Park Garden District. Designed for both refined entertaining and active everyday living, this 5-bedroom + office home offers a flexible, family-focused floor plan plus an expansive second floor

Jill Healey KELLER WILLIAMS WINTER PARK

Welcome to 851 Miles Ave #13, a beautifully renovated 2-bedroom, 1-bathroom second-floor condo in the heart of charming Winter Park, FL 32789! Meticulously updated since 2023, this home blends modern luxury with effortless comfort and is truly move-in ready.As you step inside, you’ll be greeted by elegant porcelain tile flooring throughout—offering both durability and a look that’s easy to

Eric Campbell LPT REALTY, LLC

Discover a rare opportunity to own a beautifully maintained home that perfectly blends comfort, style, and location. Nestled in a desirable neighborhood, this property welcomes you with inviting curb appeal and a thoughtfully designed layout ideal for both everyday living and entertaining. Inside, you’ll find spacious living areas filled with natural light, a modern kitchen featuring quality

Nicole Howell FANNIE HILLMAN & ASSOCIATES

Tucked away in the hidden gem of Killarney Bay, this move-in ready condo offers the perfect blend of privacy, style, and unbeatable location. Just one block from Winter Park Village and only a mile from Park Avenue, you’ll enjoy walkable access to some of the area’s best dining, shopping, and entertainment. Located on the first floor, this beautifully renovated 2-bed, 2-bath home features an open

Brandon Geers COMPASS FLORIDA LLC

Welcome to 340 Alberta Drive, a beautifully maintained 4-bedroom, 4-bath residence with a new roof installed in 2020. Situated on a spacious .30-acre lot in the heart of Winter Park, this home features an open and functional layout with all the bedrooms on the main floor and a versatile upstairs bonus room. Highlights include a pool and spa, ideal for year-round enjoyment, and a 3-car garage

Pilar Ulloa REAL ESTATE FIRM OF ORLANDO

Nestled just moments from the boutiques and cafés on Park Avenue, this newly completed Davila Homes masterpiece redefines Winter Park luxury living. Perfectly positioned on an expansive 0.30-acre lot, this residence captures attention from the moment you arrive, with its striking architectural details, a sweeping driveway, and detached garage that together set a tone of timeless sophistication.

Julie Christensen ONE LUXURY INTERNATIONAL LLC

Welcome to 2052 Leanne Ct, a home that exudes warmth and elegance. The living room is graced with a cozy fireplace, perfect for those chilly evenings. The kitchen is a chef's dream, boasting all stainless steel appliances for a sleek, modern look. The primary bedroom is a haven of comfort with double closets for ample storage. The primary bathroom is a sanctuary with double sinks, providing ample

Karen Albright OPENDOOR BROKERAGE LLC

Welcome to 2625 Summerfield Rd in Winter Park, FL. A beautifully maintained pool home on one of Winter Park’s most picturesque tree-lined streets. What makes this home so rare? It has 5 bedrooms, 3 full bathrooms, a split floor plan, and a private pool with full screen enclosure in a highly sought-after Winter Park location. That combination is incredibly hard to find in Winter Park, Florida. The

Melissa Johnson EXP REALTY LLC

Welcome home, perfectly positioned in one of Winter Park’s most desirable communities, The Tree Streets—where mature canopies, pride of ownership, and limited inventory make opportunities like this exceptionally rare. Set on an impressive .27-acre lot (one of the largest in the neighborhood), this 4-bedroom, 3-bath residence offers 1,808 square feet of thoughtfully designed living space with room

Jorge Perez Gonzalez TBRO REALTY LLC

One or more photo(s) has been virtually staged. Would you move TOMORROW! Welcome to this aesthetic custom luxury home in an unbeatable Winter Park location.From the moment you arrive, the custom landscaping and automated lighting make a statement, day or night.At the center of the home, the chef's kitchen is both a showpiece and a performance space. A commanding 48-inch Z-Line gas range with 8

Norma Gonsalves COLDWELL BANKER REALTY

***MUST SEE WINTER PARK POOL HOME***Explore the virtual tours to fully appreciate the beauty of this completely renovated 3 bedroom/2 bath solid block poolhome nestled in the highly desirable Kenilworth Shores community in Winter Park. This move-in-ready home features anopen layout with vaulted ceilings and an abundance of natural light, highlighted by a large free-flowing kitchen

Joseph Cosgrove JAMIESON PROPERTIES, INC.

One or more photo(s) has been virtually staged. Step into refined lakeside living at the exclusive Lake Killarney Townhomes, where contemporary elegance meets everyday convenience. This ultra-private corner unit boasts one of the community’s most desirable floor plans—perfectly positioned in a peaceful enclave just steps from the vibrant heart of Winter Park Village and mere minutes from I4,

Brandon Geers COMPASS FLORIDA LLC

This impeccable townhome is located in sought after Winter Park. A lovely walkway brings you the front door, where you enter into the foyer of the home. The living room boasts loads of natural light from newer large picture windows, vaulted ceilings, newer porcelain floors and a French door which leads to the deck and backyard. The dining room is just beyond the living room where the peaceful

Beth Logullo KELLER WILLIAMS WINTER PARK

Hidden gem in the heart of Winter Park! This beautifully updated 2-bedroom, 2-bath single-story townhouse offers a private fenced backyard, additional storge closet on back patio and a low HOA. The home features granite countertops, new cabinetry, and stainless steel appliances, along with tastefully renovated bathrooms and fresh interior paint throughout. Major upgrades include 2022 pavers, a

Kendra Haywood KELLER WILLIAMS ADVANTAGE REALTY

New Construction – JUST COMPLETED! Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the eclectic energy of Park Avenue, this modern masterpiece seamlessly blends sophistication, style, and convenience — all within

Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

Welcome to 2423 Via Sienna, gracefully positioned on a quiet cul-de-sac in the heart of Winter Park. This charming, established enclave is just moments from the Winter Park Racquet Club, Phelps Park, the YMCA, and the renowned boutiques and dining of Park Avenue.This exceptional four-bedroom, three-and-a-half-bath pool residence has been taken to the studs and masterfully reimagined with

Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained END unit is move in ready: two-story 2 Bedrooms 1.5 Bath townhome style condo with two designated parking spaces. Upon entering you are greeted with a large living and dining room space. Tiled floors, tons of light, neutral colors, wet bar area are a few of the amazing qualities of

Steven Looper CHARLES RUTENBERG REALTY ORLANDO

All photos with furniture have been virtually staged*Welcome home to 3246 Athena Drive in beautiful Winter Park! Fully renovated 3-bedroom, 2-bath home offering 1,600 sqft of move-in ready, flexible living space. This thoughtfully updated home features a bright open layout, new flooring throughout, a completely updated kitchen with modern cabinetry, countertops, and stainless steel appliances.

Duke Crider EXP REALTY LLC

One or more photo(s) has been virtually staged. Charming, Fully Updated Home in Coveted Orwin Manor! Tucked perfectly between the charm of College Park and the luxury of Park Avenue, this beautifully renovated Orwin Manor home feels like something out of a storybook. Picture quiet, tree-lined streets, friendly neighbors who wave from their porches, and the perfect blend of old Orlando character

Angela Worachek DALTON WADE INC

Welcome to 67 Cypress Lane, a stunning single-owner custom residence nestled among majestic Cypress and Oak trees across from Lake Maitland in one of the area's most coveted neighborhoods. This architectural gem, expertly crafted from Western Red Cedar, offers two stories of thoughtfully designed living space with 4 bedrooms and 3 full baths.Step inside to discover hardwood floors flowing

Kelly Price KELLY PRICE & COMPANY LLC